ubiquinone 9

Description

ubiquinone 9: a form of coenzyme Q found in many foods; RN given refers to (all-E)-isomer [MeSH]

ubiquinone-9 : no description available [CHeBI]

Cross-References

ID Source	ID
PubMed CID	5280473
CHEMBL ID	2252965
CHEBI ID	18160
MeSH ID	M0096591

Synonyms (51)

Synonym
coq9
coenzyme q9
2,3-dimethoxy-5-methyl-6-[(2e,6e,10e,14e,18e,22e,26e,30e)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl]-1,4-benzoquinone
CHEBI:18160 ,
2,3-dimethoxy-5-methyl-6-[(2e,6e,10e,14e,18e,22e,26e,30e)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl]cyclohexa-2,5-diene-1,4-dione
(all-e)-2,3-dimethoxy-5-methyl-6-(3,7,11,15,19,23,27,31,35-nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaenyl)-2,5-cyclohexadiene-1,4-dione
ubiquinone q(sub 9)
nsc 226993
p-benzoquinone, 2,3-dimethoxy-5-methyl-6-(3,7,11,15,19,23,27,31,35-nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaenyl)-
2,5-cyclohexadiene-1,4-dione, 2,3-dimethoxy-5-methyl-6-(3,7,11,15,19,23,27,31,35-nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaenyl)-, (all-e)-
p-benzoquinone, 2,3-dimethoxy-5-methyl-6-(3,7,11,15,19,23,27,31,35-nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaenyl)- (van)
coq(sub 9)
brn 1900081
coenzyme q(sub 9)
C01967
ubiquinone-9 ,
303-97-9
coenzyme q(9)
ubiquinone-45
nsc-226993
ubiquinone 9
nsc226993
ubiquinone 45
ubiquinone q9
p-benzoquinone,3-dimethoxy-5-methyl-6-(3,7,11,15,19,23,27,31,35-nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaenyl)-
2,4-dione, 2,3-dimethoxy-5-methyl-6-(3,7,11,15,19,23,27,31,35-nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaenyl)-, (all-e)-
LMPR02010004
coenzyme-q9
ubiquinone(9)
coenzyme q9, >=96.0% (hplc)
2,5-cyclohexadiene-1,4-dione, 2,3-dimethoxy-5-methyl-6-((2e,6e,10e,14e,18e,22e,26e,30e)-3,7,11,15,19,23,27,31,35-nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaen-1-yl)-
2,3-dimethoxy-5-methyl-6-[(2e,6e,10e,14e,18e,22e,26e,30e)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaenyl]cyclohexa-2,5-diene-1,4-dione
4-08-00-03313 (beilstein handbook reference)
unii-mgw7tyf2dq
mgw7tyf2dq ,
CHEMBL2252965
ubiquinone q9 (stn)
ubidecarenone impurity d [ep impurity]
mfcd00056635
AKOS027307694
2-methyl-3-nonaprenyl-5,6-dimethoxy-1,4-benzoquinone
ubidecarenone impurity d, european pharmacopoeia (ep) reference standard
J-017946
CS-6359
HY-101415
Q27102857
2,3-dimethoxy-5-methyl-6-((2e,6e,10e,14e,18e,22e,26e,30e)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl)cyclohexa-2,5-diene-1,4-dione
ubiquinone q9;coq9;ubiquinone 9
DTXSID601317880
AS-77794
ubiquinone9

Roles (2)

Role	Description
antioxidant	A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
human metabolite	Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).

Drug Classes (1)

Class	Description
ubiquinones	Any benzoquinone derived from 2,3-dimethoxy-5-methylbenzoquinone; one of a group of naturally occurring homologues. The redox-active quinoid moiety usually carries a polyprenoid side chain at position 6, the number of isoprenoid units in which is species-specific. Ubiquinones are involved in the control of mitochondrial electron transport, and are also potent anti-oxidants.

Pathways (2)

ubiquinone 9 is involved in 2 pathway(s), involving a total of 3 unique proteins and 23 unique compounds

Pathway	Proteins	Compounds
rhodoquinone-9 biosynthesis	0	5
ubiquinone-9 biosynthesis (eukaryotic)	3	18

Bioassays (4)

Assay ID	Title	Year	Journal	Article
AID1091127	Antifeedant activity against Coptotermes formosanus placed on 1 % wt/wt compound treated filter paper assessed as filter paper consumption measured 21 days post compound exposure (Rvb = 85 +/- 15.1 mg)	2008	Journal of agricultural and food chemistry, Jun-11, Volume: 56, Issue:11 ISSN: 0021-8561	Activity of 1,4-benzoquinones against formosan subterranean termites (Coptotermes formosanus).
AID1091095	Termiticidal activity against Coptotermes formosanus placed on 1 % wt/wt compound treated filter paper assessed as termite mortality measured 11 days post compound exposure	2008	Journal of agricultural and food chemistry, Jun-11, Volume: 56, Issue:11 ISSN: 0021-8561	Activity of 1,4-benzoquinones against formosan subterranean termites (Coptotermes formosanus).
AID1091094	Termiticidal activity against Coptotermes formosanus placed on 1 % wt/wt compound treated filter paper assessed as termite mortality measured 21 days post compound exposure	2008	Journal of agricultural and food chemistry, Jun-11, Volume: 56, Issue:11 ISSN: 0021-8561	Activity of 1,4-benzoquinones against formosan subterranean termites (Coptotermes formosanus).
AID1091096	Termiticidal activity against Coptotermes formosanus placed on 1 % wt/wt compound treated filter paper assessed as termite mortality measured 3 days post compound exposure	2008	Journal of agricultural and food chemistry, Jun-11, Volume: 56, Issue:11 ISSN: 0021-8561	Activity of 1,4-benzoquinones against formosan subterranean termites (Coptotermes formosanus).

Research

Studies (227)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	18 (7.93)	18.7374
1990's	37 (16.30)	18.2507
2000's	69 (30.40)	29.6817
2010's	91 (40.09)	24.3611
2020's	12 (5.29)	2.80

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	2 (0.82%)	5.53%
Reviews	3 (1.23%)	6.00%
Case Studies	3 (1.23%)	4.05%
Observational	0 (0.00%)	0.25%
Other	236 (96.72%)	84.16%

Substance	Classes	Roles	Relationship Strength
ubiquinone q1	ubiquinones		low
ubiquinone-o	ubiquinones	Escherichia coli metabolite; human metabolite	low
3,4-dimethoxydalbergione	ubiquinones		low
ubiquinone q2	ubiquinones		low
coenzyme q10	ubiquinones	antioxidant; ferroptosis inhibitor; human metabolite	low
ubiquinone 6	ubiquinones	Saccharomyces cerevisiae metabolite	low
ubiquinone 8	ubiquinones	biomarker	low
ubiquinone 7	ubiquinones		low

Substance	Classes	Roles	Relationship Strength
benzyl alcohol	benzyl alcohols	antioxidant; fragrance; metabolite; solvent	low
gallic acid	trihydroxybenzoic acid	antineoplastic agent; antioxidant; apoptosis inducer; astringent; cyclooxygenase 2 inhibitor; EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor; geroprotector; human xenobiotic metabolite; plant metabolite	low
dihydrolipoic acid	thio-fatty acid	antioxidant; human metabolite; neuroprotective agent	low
hydrogen	elemental hydrogen; elemental molecule; gas molecular entity	antioxidant; electron donor; food packaging gas; fuel; human metabolite	low
hydroquinone	benzenediol; hydroquinones	antioxidant; carcinogenic agent; cofactor; Escherichia coli metabolite; human xenobiotic metabolite; mouse metabolite; skin lightening agent	low
n-acetylserotonin	acetamides; N-acylserotonin; phenols	antioxidant; human metabolite; mouse metabolite; tropomyosin-related kinase B receptor agonist	low
niacinamide	pyridine alkaloid; pyridinecarboxamide; vitamin B3	anti-inflammatory agent; antioxidant; cofactor; EC 2.4.2.30 (NAD(+) ADP-ribosyltransferase) inhibitor; EC 3.5.1.98 (histone deacetylase) inhibitor; Escherichia coli metabolite; geroprotector; human urinary metabolite; metabolite; mouse metabolite; neuroprotective agent; Saccharomyces cerevisiae metabolite; Sir2 inhibitor	low
pqq cofactor	orthoquinones; pyrroloquinoline cofactor; tricarboxylic acid	anti-inflammatory agent; antioxidant; cofactor; water-soluble vitamin (role)	low
putrescine	alkane-alpha,omega-diamine	antioxidant; fundamental metabolite	low
spermine	polyazaalkane; tetramine	antioxidant; fundamental metabolite; immunosuppressive agent	low
taurine	amino sulfonic acid; zwitterion	antioxidant; Escherichia coli metabolite; glycine receptor agonist; human metabolite; mouse metabolite; nutrient; radical scavenger; Saccharomyces cerevisiae metabolite	low
vanillin	benzaldehydes; monomethoxybenzene; phenols	anti-inflammatory agent; anticonvulsant; antioxidant; flavouring agent; plant metabolite	low
isopentenyl pyrophosphate	prenol phosphate	antigen; antioxidant; epitope; Escherichia coli metabolite; mouse metabolite; phosphoantigen	low
5-methoxytryptamine	aromatic ether; primary amino compound; tryptamines	5-hydroxytryptamine 2A receptor agonist; 5-hydroxytryptamine 2B receptor agonist; 5-hydroxytryptamine 2C receptor agonist; antioxidant; cardioprotective agent; human metabolite; mouse metabolite; neuroprotective agent; radiation protective agent; serotonergic agonist	low
7,8-dihydroxyflavone	dihydroxyflavone	antidepressant; antineoplastic agent; antioxidant; plant metabolite; tropomyosin-related kinase B receptor agonist	low
amifostine anhydrous	diamine; organic thiophosphate	antioxidant; prodrug; radiation protective agent	low
benphothiamine	aminopyrimidine; formamides; organic phosphate; thioester	antioxidant; immunological adjuvant; nutraceutical; protective agent; provitamin B1	low
berberine	alkaloid antibiotic; berberine alkaloid; botanical anti-fungal agent; organic heteropentacyclic compound	antilipemic drug; antineoplastic agent; antioxidant; EC 1.1.1.141 [15-hydroxyprostaglandin dehydrogenase (NAD(+))] inhibitor; EC 1.1.1.21 (aldehyde reductase) inhibitor; EC 1.13.11.52 (indoleamine 2,3-dioxygenase) inhibitor; EC 1.21.3.3 (reticuline oxidase) inhibitor; EC 2.1.1.116 [3'-hydroxy-N-methyl-(S)-coclaurine 4'-O-methyltransferase] inhibitor; EC 2.1.1.122 [(S)-tetrahydroprotoberberine N-methyltransferase] inhibitor; EC 2.7.11.10 (IkappaB kinase) inhibitor; EC 3.1.1.4 (phospholipase A2) inhibitor; EC 3.1.1.7 (acetylcholinesterase) inhibitor; EC 3.1.1.8 (cholinesterase) inhibitor; EC 3.1.3.48 (protein-tyrosine-phosphatase) inhibitor; EC 3.4.14.5 (dipeptidyl-peptidase IV) inhibitor; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; geroprotector; hypoglycemic agent; metabolite; potassium channel blocker	low
caffeic acid	catechols; hydroxycinnamic acid	antioxidant; EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor; EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor; EC 2.5.1.18 (glutathione transferase) inhibitor; EC 3.5.1.98 (histone deacetylase) inhibitor; plant metabolite	low
carcinine	beta-alanine derivative; imidazoles; monocarboxylic acid amide; organonitrogen compound; organooxygen compound	antioxidant; crustacean metabolite	low
ebselen	benzoselenazole	anti-inflammatory drug; antibacterial agent; anticoronaviral agent; antifungal agent; antineoplastic agent; antioxidant; apoptosis inducer; EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor; EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor; EC 1.3.1.8 [acyl-CoA dehydrogenase (NADP(+))] inhibitor; EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor; EC 2.5.1.7 (UDP-N-acetylglucosamine 1-carboxyvinyltransferase) inhibitor; EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor; EC 3.1.3.25 (inositol-phosphate phosphatase) inhibitor; EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor; EC 3.5.4.1 (cytosine deaminase) inhibitor; EC 5.1.3.2 (UDP-glucose 4-epimerase) inhibitor; enzyme mimic; ferroptosis inhibitor; genotoxin; hepatoprotective agent; neuroprotective agent; radical scavenger	low
idebenone	1,4-benzoquinones; primary alcohol	antioxidant; ferroptosis inhibitor	low
edaravone	pyrazolone	antioxidant; radical scavenger	low
molsidomine	ethyl ester; morpholines; oxadiazole; zwitterion	antioxidant; apoptosis inhibitor; cardioprotective agent; nitric oxide donor; vasodilator agent	low
masoprocol	catechols; lignan; tetrol	antioxidant; ferroptosis inhibitor; geroprotector; plant metabolite	low
probucol	dithioketal; polyphenol	anti-inflammatory drug; anticholesteremic drug; antilipemic drug; antioxidant; cardiovascular drug	low
resveratrol	polyphenol; resorcinols; stilbenol	antioxidant; geroprotector; glioma-associated oncogene inhibitor; phytoalexin	low
sulforaphane	isothiocyanate; sulfoxide	antineoplastic agent; antioxidant; EC 3.5.1.98 (histone deacetylase) inhibitor; plant metabolite	low
2,2'-thiodiethanol	aliphatic sulfide; diol	antineoplastic agent; antioxidant; metabolite; solvent	low
troglitazone	chromanes; thiazolidinone	anticoagulant; anticonvulsant; antineoplastic agent; antioxidant; EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor; ferroptosis inhibitor; hypoglycemic agent; platelet aggregation inhibitor; vasodilator agent	low
zonisamide	1,2-benzoxazoles; sulfonamide	anticonvulsant; antioxidant; central nervous system drug; protective agent; T-type calcium channel blocker	low
phlorhizin	aryl beta-D-glucoside; dihydrochalcones; monosaccharide derivative	antioxidant; plant metabolite	low
methylene blue	organic chloride salt	acid-base indicator; antidepressant; antimalarial; antimicrobial agent; antioxidant; cardioprotective agent; EC 1.4.3.4 (monoamine oxidase) inhibitor; EC 3.1.1.8 (cholinesterase) inhibitor; EC 4.6.1.2 (guanylate cyclase) inhibitor; fluorochrome; histological dye; neuroprotective agent; physical tracer	low
medroxyprogesterone acetate	20-oxo steroid; 3-oxo-Delta(4) steroid; acetate ester; corticosteroid; steroid ester	adjuvant; androgen; antineoplastic agent; antioxidant; female contraceptive drug; inhibitor; progestin; synthetic oral contraceptive	low
n,n'-diphenyl-4-phenylenediamine	N-substituted diamine; secondary amino compound	antioxidant	low
2,4-di-tert-butylphenol	alkylbenzene; phenols	antioxidant; bacterial metabolite; marine metabolite	low
lactobionic acid	disaccharide	antioxidant	low
methyl gallate	gallate ester	anti-inflammatory agent; antioxidant; plant metabolite	low
gamma-terpinene	cyclohexadiene; monoterpene	antioxidant; human xenobiotic metabolite; plant metabolite; volatile oil component	low
n-isopropyl-n-phenyl-4-phenylenediamine	N-substituted diamine	allergen; antioxidant	low
3-tert-butyl-4-hydroxyanisole	aromatic ether; phenols	antioxidant; human xenobiotic metabolite	low
ethyl vanillin	aromatic ether; benzaldehydes; phenols	antioxidant; flavouring agent	low
catechin	catechin	antioxidant; plant metabolite	low
triethylenediamine	bridged compound; diamine; saturated organic heterobicyclic parent; tertiary amino compound	antioxidant; catalyst; reagent	low
thiazolidine-4-carboxylic acid	alpha-amino acid zwitterion; non-proteinogenic alpha-amino acid; sulfur-containing amino acid; thiazolidinemonocarboxylic acid	antidote; antioxidant; hepatoprotective agent	low
4-methylcatechol	methylcatechol	antioxidant; carcinogenic agent; hapten; human metabolite; plant metabolite	low
thymoquinone	1,4-benzoquinones	adjuvant; anti-inflammatory agent; antidepressant; antineoplastic agent; antioxidant; cardioprotective agent; plant metabolite	low
4-hydroxyphenylethanol	phenols	anti-arrhythmia drug; antioxidant; cardiovascular drug; fungal metabolite; geroprotector; plant metabolite; protective agent	low
4-methyl-1-(1-methylethyl)-3-cyclohexen-1-ol	terpineol; tertiary alcohol	anti-inflammatory agent; antibacterial agent; antineoplastic agent; antioxidant; antiparasitic agent; apoptosis inducer; plant metabolite; volatile oil component	low
diphenylamine	aromatic amine; bridged diphenyl fungicide; secondary amino compound	antifungal agrochemical; antioxidant; carotogenesis inhibitor; EC 1.3.99.29 [phytoene desaturase (zeta-carotene-forming)] inhibitor; ferroptosis inhibitor; radical scavenger	low
acetylcysteine	acetylcysteine; L-cysteine derivative; N-acetyl-L-amino acid	antidote to paracetamol poisoning; antiinfective agent; antioxidant; antiviral drug; ferroptosis inhibitor; geroprotector; human metabolite; mucolytic; radical scavenger; vulnerary	low
dihydroferulic acid	guaiacols; monocarboxylic acid; phenylpropanoid	antioxidant; human xenobiotic metabolite; mouse metabolite; plant metabolite	low
d-alpha tocopherol	alpha-tocopherol	algal metabolite; antiatherogenic agent; anticoagulant; antioxidant; antiviral agent; EC 2.7.11.13 (protein kinase C) inhibitor; immunomodulator; micronutrient; nutraceutical; plant metabolite	low
diallyl trisulfide	organic trisulfide	anti-inflammatory agent; antilipemic drug; antineoplastic agent; antioxidant; antiprotozoal drug; apoptosis inducer; estrogen receptor antagonist; insecticide; platelet aggregation inhibitor; vasodilator agent	low
methyl vanillate	aromatic ether; benzoate ester; phenols	antioxidant; plant metabolite	low
zingerone	methyl ketone; monomethoxybenzene; phenols	anti-inflammatory agent; antiemetic; antioxidant; flavouring agent; fragrance; plant metabolite; radiation protective agent	low
butylated hydroxytoluene	phenols	antioxidant; ferroptosis inhibitor; food additive; geroprotector	low
2,6-di-tert-butylphenol	alkylbenzene; phenols	antioxidant	low
silybin	aromatic ether; benzodioxine; flavonolignan; polyphenol; secondary alpha-hydroxy ketone	antineoplastic agent; antioxidant; hepatoprotective agent; plant metabolite	low
6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid	chromanol; monocarboxylic acid; phenols	antioxidant; ferroptosis inhibitor; neuroprotective agent; radical scavenger; Wnt signalling inhibitor	low
oltipraz	1,2-dithiole; pyrazines	angiogenesis modulating agent; antimutagen; antineoplastic agent; antioxidant; EC 3.1.3.48 (protein-tyrosine-phosphatase) inhibitor; neurotoxin; protective agent; schistosomicide drug	low
baicalin	dihydroxyflavone; glucosiduronic acid; glycosyloxyflavone; monosaccharide derivative	antiatherosclerotic agent; antibacterial agent; anticoronaviral agent; antineoplastic agent; antioxidant; cardioprotective agent; EC 2.7.7.48 (RNA-directed RNA polymerase) inhibitor; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; ferroptosis inhibitor; neuroprotective agent; non-steroidal anti-inflammatory drug; plant metabolite; prodrug	low
epigallocatechin gallate	flavans; gallate ester; polyphenol	antineoplastic agent; antioxidant; apoptosis inducer; geroprotector; Hsp90 inhibitor; neuroprotective agent; plant metabolite	low
n-acetylaspartic acid	N-acetyl-L-amino acid; N-acyl-L-aspartic acid	antioxidant; human metabolite; mouse metabolite; nutraceutical; rat metabolite	low
gallocatechol	gallocatechin	antioxidant; metabolite; radical scavenger	low
salvin	abietane diterpenoid; carbotricyclic compound; catechols; monocarboxylic acid	angiogenesis modulating agent; anti-inflammatory agent; antineoplastic agent; antioxidant; apoptosis inducer; food preservative; HIV protease inhibitor; plant metabolite	low
7-hydroxydehydroepiandrosterone	17-oxo steroid; 3beta-hydroxy-Delta(5)-steroid; 7alpha-hydroxy steroid; androstanoid	anti-inflammatory agent; antioxidant; estrogen; human xenobiotic metabolite; rat metabolite	low
pinocembrin	(2S)-flavan-4-one; dihydroxyflavanone	antineoplastic agent; antioxidant; metabolite; neuroprotective agent; vasodilator agent	low
epicatechin	catechin; polyphenol	antioxidant	low
gallocatechol	catechin; flavan-3,3',4',5,5',7-hexol	antioxidant; food component; plant metabolite	low
hesperetin	3'-hydroxyflavanones; 4'-methoxyflavanones; monomethoxyflavanone; trihydroxyflavanone	antineoplastic agent; antioxidant; plant metabolite	low
vexibinol	(2S)-flavan-4-one; 4'-hydroxyflavanones; tetrahydroxyflavanone	antimalarial; antimicrobial agent; antioxidant; plant metabolite	low
pinobanksin	secondary alpha-hydroxy ketone; trihydroxyflavanone	antimutagen; antioxidant; metabolite	low
brazilin	catechols; organic heterotetracyclic compound; tertiary alcohol	anti-inflammatory agent; antibacterial agent; antineoplastic agent; antioxidant; apoptosis inducer; biological pigment; hepatoprotective agent; histological dye; NF-kappaB inhibitor; plant metabolite	low
madecassic acid	monocarboxylic acid; pentacyclic triterpenoid; tetrol	antioxidant; plant metabolite	low
fangchinoline	aromatic ether; bisbenzylisoquinoline alkaloid; macrocycle	anti-HIV-1 agent; anti-inflammatory agent; antineoplastic agent; antioxidant; neuroprotective agent; plant metabolite	low
corilagin	ellagitannin; gallate ester	antihypertensive agent; antioxidant; EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor; non-steroidal anti-inflammatory drug	low
arjunolic acid	hydroxy monocarboxylic acid; pentacyclic triterpenoid	antibacterial agent; antifungal agent; antioxidant; metabolite	low
maslinic acid	dihydroxy monocarboxylic acid; pentacyclic triterpenoid	anti-inflammatory agent; antineoplastic agent; antioxidant; plant metabolite	low
ethyl protocatechuate	catechols; ethyl ester	antibacterial agent; antioxidant; apoptosis inducer; EC 1.14.11.2 (procollagen-proline dioxygenase) inhibitor; plant metabolite	low
decane-1,2-diol	glycol; volatile organic compound	anti-inflammatory agent; antioxidant; human metabolite	low
3,4-dihydroxyphenylethanol	catechols; primary alcohol	antineoplastic agent; antioxidant; metabolite	low
eriocitrin	3'-hydroxyflavanones; 4'-hydroxyflavanones; disaccharide derivative; flavanone glycoside; rutinoside; trihydroxyflavanone	antioxidant	low
3,4-dihydroxymandelic acid	2-hydroxy monocarboxylic acid; catechols	antioxidant; drug metabolite; human metabolite; mouse metabolite	low
sugiol	abietane diterpenoid; carbotricyclic compound; cyclic terpene ketone; meroterpenoid; phenols	antineoplastic agent; antioxidant; antiviral agent; plant metabolite; radical scavenger	low
sesaminol	benzodioxoles; furofuran; organic hydroxy compound	antioxidant; plant metabolite	low
wr 1065	alkanethiol; diamine	antioxidant; drug metabolite; radiation protective agent	low
cafestol	diterpenoid; furans; organic heteropentacyclic compound; primary alcohol; tertiary alcohol	angiogenesis inhibitor; anti-inflammatory agent; antineoplastic agent; antioxidant; apoptosis inducer; hypoglycemic agent; plant metabolite	low
kahweol	diterpenoid; furans; organic heteropentacyclic compound; primary alcohol; tertiary alcohol	angiogenesis inhibitor; anti-inflammatory agent; antineoplastic agent; antioxidant; apoptosis inducer; plant metabolite	low
celastrol	monocarboxylic acid; pentacyclic triterpenoid	anti-inflammatory drug; antineoplastic agent; antioxidant; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; Hsp90 inhibitor; metabolite	low
procyanidin b2	biflavonoid; hydroxyflavan; polyphenol; proanthocyanidin	antioxidant; metabolite	low
proanthocyanidin a2	hydroxyflavan; proanthocyanidin	angiogenesis modulating agent; anti-HIV agent; antioxidant; metabolite	low
swertisin	dihydroxyflavone; flavone C-glycoside; monomethoxyflavone; monosaccharide derivative; polyphenol	adenosine A1 receptor antagonist; anti-inflammatory agent; antioxidant; hypoglycemic agent; plant metabolite	low
rubiadin	dihydroxyanthraquinone	antibacterial agent; antioxidant; hepatoprotective agent; plant metabolite	low
cyanidin	5-hydroxyanthocyanidin	antioxidant; metabolite; neuroprotective agent	low
ovothiol c	aryl thiol; L-alpha-amino acid zwitterion; L-histidine derivative	antioxidant; marine metabolite; radical scavenger	low
ovothiol a	aryl thiol; L-alpha-amino acid zwitterion; L-histidine derivative; non-proteinogenic L-alpha-amino acid	antioxidant; marine metabolite; radical scavenger	low
2,7,8-trimethyl-2-(beta-carboxyethyl)-6-hydroxychroman	benzopyran	antioxidant	low
eckol	phlorotannin	antioxidant; metabolite	low
procyanidin b3	biflavonoid; hydroxyflavan; polyphenol; proanthocyanidin	anti-inflammatory agent; antioxidant; EC 2.3.1.48 (histone acetyltransferase) inhibitor; metabolite	low
schizandrin b	aromatic ether; cyclic acetal; organic heterotetracyclic compound; oxacycle; tannin	anti-asthmatic agent; anti-inflammatory agent; antilipemic drug; antioxidant; apoptosis inhibitor; hepatoprotective agent; nephroprotective agent; neuroprotective agent; plant metabolite	low
acrovestone	acetophenones; aromatic ether; olefinic compound; polyphenol	antioxidant; EC 1.14.18.1 (tyrosinase) inhibitor; plant metabolite	low
4'-demethyldesoxypodophyllotoxin	furonaphthodioxole; gamma-lactone; lignan; methoxybenzenes; phenols	antineoplastic agent; antioxidant; immunosuppressive agent; plant metabolite	low
ampelopsin	dihydromyricetin; secondary alpha-hydroxy ketone	antineoplastic agent; antioxidant; metabolite	low
secoxyloganin	beta-D-glucoside; dicarboxylic acid monoester; enoate ester; methyl ester; monosaccharide derivative; pyrans; secoiridoid glycoside	anti-allergic agent; antioxidant; plant metabolite	low
pectolinarin	dimethoxyflavone; disaccharide derivative; glycosyloxyflavone; monohydroxyflavanone; rutinoside	anti-inflammatory agent; antineoplastic agent; antioxidant; apoptosis inducer; EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor; plant metabolite	low
procyanidin C1	hydroxyflavan; polyphenol; proanthocyanidin	anti-inflammatory agent; antioxidant; EC 1.17.3.2 (xanthine oxidase) inhibitor; EC 3.2.1.20 (alpha-glucosidase) inhibitor; lipoxygenase inhibitor; metabolite	low
2,5-dihydroxybenzyl alcohol	aromatic primary alcohol; phenols	antineoplastic agent; antioxidant; apoptosis inhibitor; fungal metabolite	low
sitosterol, (3beta)-isomer	3beta-hydroxy-Delta(5)-steroid; 3beta-sterol; C29-steroid; phytosterols; stigmastane sterol	anticholesteremic drug; antioxidant; mouse metabolite; plant metabolite; sterol methyltransferase inhibitor	low
erythritol	butane-1,2,3,4-tetrol	antioxidant; human metabolite; plant metabolite	low
methyl 3,4-dihydroxybenzoate	catechols; methyl ester	antioxidant; neuroprotective agent; plant metabolite	low
sorbinil	azaspiro compound; chromanes; imidazolidinone; organofluorine compound; oxaspiro compound	antioxidant; EC 1.1.1.21 (aldehyde reductase) inhibitor	low
3,4-dihydroxyphenylpropionic acid	(dihydroxyphenyl)propanoic acid	antioxidant; human xenobiotic metabolite	low
n-acetylneuraminic acid	N-acetylneuraminic acids	antioxidant; bacterial metabolite; EC 3.2.1.18 (exo-alpha-sialidase) inhibitor; human metabolite; mouse metabolite	low
carnosine	amino acid zwitterion; dipeptide	anticonvulsant; antineoplastic agent; antioxidant; Daphnia magna metabolite; geroprotector; human metabolite; mouse metabolite; neuroprotective agent	low
allose	allopyranose; D-allose	antioxidant	low
peonidin	5-hydroxyanthocyanidin	antineoplastic agent; antioxidant; apoptosis inducer; metabolite	low
ginsenoside re	12beta-hydroxy steroid; 3beta-hydroxy-4,4-dimethylsteroid; 3beta-hydroxy steroid; beta-D-glucoside; disaccharide derivative; ginsenoside; tetracyclic triterpenoid	anti-inflammatory agent; antineoplastic agent; antioxidant; nephroprotective agent; neuroprotective agent; plant metabolite	low
notoginsenoside r1	12beta-hydroxy steroid; 3beta-hydroxy-4,4-dimethylsteroid; 3beta-hydroxy steroid; beta-D-glucoside; disaccharide derivative; ginsenoside; tetracyclic triterpenoid	antioxidant; apoptosis inducer; neuroprotective agent; phytoestrogen; plant metabolite	low
stevioside	beta-D-glucoside; bridged compound; diterpene glycoside; ent-kaurane diterpenoid; tetracyclic diterpenoid	anti-inflammatory agent; antineoplastic agent; antioxidant; hypoglycemic agent; plant metabolite; sweetening agent	low
davidigenin	dihydrochalcones; polyphenol	anti-allergic agent; anti-asthmatic agent; antioxidant; metabolite	low
genipin	iridoid monoterpenoid	anti-inflammatory agent; antioxidant; apoptosis inhibitor; cross-linking reagent; hepatotoxic agent; uncoupling protein inhibitor	low
isonaringin	(2S)-flavan-4-one; 4'-hydroxyflavanones; dihydroxyflavanone; disaccharide derivative; rutinoside	anti-inflammatory agent; antioxidant; metabolite	low
knipholone	aromatic ketone; dihydroxyanthraquinone; methoxybenzenes; methyl ketone; polyphenol; resorcinols	antineoplastic agent; antioxidant; antiplasmodial drug; leukotriene antagonist; metabolite	low
alpha bitter acid	aromatic ketone; cyclic ketone; diketone; tertiary alpha-hydroxy ketone; triol	antibacterial drug; antioxidant; cyclooxygenase 2 inhibitor; metabolite	low
solasodine	alkaloid antibiotic; azaspiro compound; hemiaminal ether; oxaspiro compound; sapogenin; steroid alkaloid	anticonvulsant; antifungal agent; antiinfective agent; antioxidant; antipyretic; antispermatogenic agent; apoptosis inducer; cardiotonic drug; central nervous system depressant; diuretic; immunomodulator; plant metabolite; teratogenic agent	low
petunidin-3-glucoside	anthocyanin cation; aromatic ether; beta-D-glucoside	antioxidant; metabolite	low
tretinoin	retinoic acid; vitamin A	anti-inflammatory agent; antineoplastic agent; antioxidant; AP-1 antagonist; human metabolite; keratolytic drug; retinoic acid receptor agonist; retinoid X receptor agonist; signalling molecule	low
equilenin	17-oxo steroid; 3-hydroxy steroid	antioxidant; mammalian metabolite	low
resveratrol	resveratrol	antioxidant; phytoalexin; plant metabolite; quorum sensing inhibitor; radical scavenger	low
oleic acid	octadec-9-enoic acid	antioxidant; Daphnia galeata metabolite; EC 3.1.1.1 (carboxylesterase) inhibitor; Escherichia coli metabolite; mouse metabolite; plant metabolite; solvent	low
ferulic acid	ferulic acids	anti-inflammatory agent; antioxidant; apoptosis inhibitor; cardioprotective agent; MALDI matrix material; plant metabolite	low
lycopene	acyclic carotene	antioxidant; plant metabolite	low
pallidol	carbopolycyclic compound; polyphenol; stilbenoid	antifungal agent; antioxidant; plant metabolite	low
riboflavin	flavin; vitamin B2	anti-inflammatory agent; antioxidant; cofactor; Escherichia coli metabolite; food colouring; fundamental metabolite; human urinary metabolite; mouse metabolite; photosensitizing agent; plant metabolite	low
piperlactam s	alkaloid; aromatic ether; gamma-lactam; organic heterotetracyclic compound; phenols	anti-inflammatory agent; antioxidant; plant metabolite	low
2-hydroxycinnamic acid	2-coumaric acid; phenols	antioxidant; metabolite	low
beta-ionone	ionone	antioxidant; fragrance	low
propylthiouracil	pyrimidinethione	antidote to paracetamol poisoning; antimetabolite; antioxidant; antithyroid drug; carcinogenic agent; EC 1.14.13.39 (nitric oxide synthase) inhibitor; hormone antagonist	low
isoferulic acid	ferulic acids	antioxidant; biomarker; metabolite	low
aurapten	coumarins; monoterpenoid	antihypertensive agent; antineoplastic agent; antioxidant; apoptosis inducer; dopaminergic agent; EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor; gamma-secretase modulator; gastrointestinal drug; hepatoprotective agent; matrix metalloproteinase inhibitor; neuroprotective agent; plant metabolite; PPARalpha agonist; vulnerary	low
thiourea	one-carbon compound; thioureas; ureas	antioxidant; chromophore	low
u 0126	aryl sulfide; dinitrile; enamine; substituted aniline	antineoplastic agent; antioxidant; apoptosis inducer; EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor; osteogenesis regulator; vasoconstrictor agent	low
ferrostatin-1	ethyl ester; primary arylamine; substituted aniline	antifungal agent; antioxidant; ferroptosis inhibitor; neuroprotective agent; radiation protective agent; radical scavenger	low
sb 415286	C-nitro compound; maleimides; monochlorobenzenes; phenols; secondary amino compound; substituted aniline	antioxidant; apoptosis inducer; EC 2.7.11.26 (tau-protein kinase) inhibitor; neuroprotective agent	low
fraxetin	aromatic ether; hydroxycoumarin	anti-inflammatory agent; antibacterial agent; antimicrobial agent; antioxidant; apoptosis inducer; apoptosis inhibitor; Arabidopsis thaliana metabolite; hepatoprotective agent; hypoglycemic agent	low
quercetin 3-o-glucuronide	beta-D-glucosiduronic acid; quercetin O-glycoside	antidepressant; antioxidant; metabolite	low
quercetin	7-hydroxyflavonol; pentahydroxyflavone	antibacterial agent; antineoplastic agent; antioxidant; Aurora kinase inhibitor; chelator; EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor; geroprotector; phytoestrogen; plant metabolite; protein kinase inhibitor; radical scavenger	low
bilirubin	biladienes; dicarboxylic acid	antioxidant; human metabolite; mouse metabolite	low
sinapine	acylcholine	antioxidant; photosynthetic electron-transport chain inhibitor; plant metabolite	low
7,3'-dihydroxy-4'-methoxyisoflavone	4'-methoxyisoflavones; 7-hydroxyisoflavones	antioxidant; metabolite	low
quercitrin	alpha-L-rhamnoside; monosaccharide derivative; quercetin O-glycoside; tetrahydroxyflavone	antileishmanial agent; antioxidant; EC 1.1.1.184 [carbonyl reductase (NADPH)] inhibitor; EC 1.1.1.21 (aldehyde reductase) inhibitor; EC 1.14.18.1 (tyrosinase) inhibitor; plant metabolite	low
beta carotene	carotenoid beta-end derivative; cyclic carotene	antioxidant; biological pigment; cofactor; ferroptosis inhibitor; human metabolite; mouse metabolite; plant metabolite; provitamin A	low
retinol palmitate	all-trans-retinyl ester; retinyl palmitate	antioxidant; Escherichia coli metabolite; human xenobiotic metabolite	low
luteolin-7-glucoside	beta-D-glucoside; glycosyloxyflavone; monosaccharide derivative; trihydroxyflavone	antioxidant; plant metabolite	low
chrysoeriol	monomethoxyflavone; trihydroxyflavone	antineoplastic agent; antioxidant; metabolite	low
quercetin 3-o-glucopyranoside	beta-D-glucoside; monosaccharide derivative; quercetin O-glucoside; tetrahydroxyflavone	antineoplastic agent; antioxidant; antipruritic drug; bone density conservation agent; geroprotector; histamine antagonist; osteogenesis regulator; plant metabolite	low
rutin	disaccharide derivative; quercetin O-glucoside; rutinoside; tetrahydroxyflavone	antioxidant; metabolite	low
zeaxanthin	carotenol	antioxidant; bacterial metabolite; cofactor	low
butein	chalcones; polyphenol	antineoplastic agent; antioxidant; EC 1.1.1.21 (aldehyde reductase) inhibitor; geroprotector; hypoglycemic agent; plant metabolite; radiosensitizing agent; tyrosine kinase inhibitor	low
astaxanthine	carotenol; carotenone	animal metabolite; anticoagulant; antioxidant; food colouring; plant metabolite	low
gardenia yellow	diester; disaccharide derivative; diterpenoid	antioxidant; food colouring; histological dye; plant metabolite	low
cryptoxanthins	carotenol	antioxidant; biomarker; plant metabolite; provitamin A	low
esculetin	hydroxycoumarin	antioxidant; plant metabolite; ultraviolet filter	low
esculin	beta-D-glucoside; hydroxycoumarin	antioxidant; metabolite	low
oleuropein	beta-D-glucoside; catechols; diester; methyl ester; pyrans; secoiridoid glycoside	anti-inflammatory agent; antihypertensive agent; antineoplastic agent; antioxidant; apoptosis inducer; NF-kappaB inhibitor; nutraceutical; plant metabolite; radical scavenger	low
baicalein	trihydroxyflavone	angiogenesis inhibitor; anti-inflammatory agent; antibacterial agent; anticoronaviral agent; antifungal agent; antineoplastic agent; antioxidant; apoptosis inducer; EC 1.13.11.31 (arachidonate 12-lipoxygenase) inhibitor; EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor; EC 4.1.1.17 (ornithine decarboxylase) inhibitor; ferroptosis inhibitor; geroprotector; hormone antagonist; plant metabolite; prostaglandin antagonist; radical scavenger	low
chrysin	7-hydroxyflavonol; dihydroxyflavone	anti-inflammatory agent; antineoplastic agent; antioxidant; EC 2.7.11.18 (myosin-light-chain kinase) inhibitor; hepatoprotective agent; plant metabolite	low
diosmetin	3'-hydroxyflavonoid; monomethoxyflavone; trihydroxyflavone	angiogenesis inhibitor; anti-inflammatory agent; antineoplastic agent; antioxidant; apoptosis inducer; bone density conservation agent; cardioprotective agent; plant metabolite; tropomyosin-related kinase B receptor agonist; vasodilator agent	low
diosmin	dihydroxyflavanone; disaccharide derivative; glycosyloxyflavone; monomethoxyflavone; rutinoside	anti-inflammatory agent; antioxidant	low
fisetin	3'-hydroxyflavonoid; 7-hydroxyflavonol; tetrahydroxyflavone	anti-inflammatory agent; antioxidant; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; geroprotector; metabolite; plant metabolite	low
demethylbellidifolin	tetrol; xanthones	antioxidant; EC 3.1.1.7 (acetylcholinesterase) inhibitor; metabolite; mutagen; radical scavenger	low
hispidulin	monomethoxyflavone; trihydroxyflavone	anti-inflammatory agent; anticonvulsant; antineoplastic agent; antioxidant; apoptosis inducer; plant metabolite	low
mangiferin	C-glycosyl compound; xanthones	anti-inflammatory agent; antioxidant; hypoglycemic agent; plant metabolite	low
mangostin	aromatic ether; phenols; xanthones	antimicrobial agent; antineoplastic agent; antioxidant; plant metabolite	low
1,2,8-trihydroxy-6-methoxyxanthone	aromatic ether; polyphenol; xanthones	antioxidant; plant metabolite	low
morin	7-hydroxyflavonol; pentahydroxyflavone	angiogenesis modulating agent; anti-inflammatory agent; antibacterial agent; antihypertensive agent; antineoplastic agent; antioxidant; EC 5.99.1.2 (DNA topoisomerase) inhibitor; hepatoprotective agent; metabolite; neuroprotective agent	low
myricetin	7-hydroxyflavonol; hexahydroxyflavone	antineoplastic agent; antioxidant; cyclooxygenase 1 inhibitor; food component; geroprotector; hypoglycemic agent; plant metabolite	low
norwogonin	trihydroxyflavone	antioxidant; metabolite	low
orientin	3'-hydroxyflavonoid; C-glycosyl compound; tetrahydroxyflavone	antioxidant; metabolite	low
patuletin	flavonols; monomethoxyflavone; pentahydroxyflavone	analgesic; antioxidant; EC 1.1.1.21 (aldehyde reductase) inhibitor; lipoxygenase inhibitor; metabolite	low
quercetagetin	flavonols; hexahydroxyflavone	antioxidant; antiviral agent; plant metabolite	low
rhamnetin	monomethoxyflavone; tetrahydroxyflavone	anti-inflammatory agent; antioxidant; metabolite	low
robustaflavone	biflavonoid; hydroxyflavone; ring assembly	anti-HBV agent; antineoplastic agent; antioxidant; metabolite	low
tamarixetin	7-hydroxyflavonol; monomethoxyflavone; tetrahydroxyflavone	antioxidant; metabolite	low
coumestrol	coumestans; delta-lactone; polyphenol	anti-inflammatory agent; antioxidant; plant metabolite	low
astringin	beta-D-glucoside; monosaccharide derivative; polyphenol; stilbenoid	antineoplastic agent; antioxidant; metabolite	low
polydatin	beta-D-glucoside; monosaccharide derivative; polyphenol; stilbenoid	anti-arrhythmia drug; antioxidant; geroprotector; hepatoprotective agent; metabolite; nephroprotective agent; potassium channel modulator	low
pterostilbene	diether; methoxybenzenes; stilbenol	anti-inflammatory agent; antineoplastic agent; antioxidant; apoptosis inducer; hypoglycemic agent; neuroprotective agent; neurotransmitter; plant metabolite; radical scavenger	low
caffeic acid phenethyl ester	alkyl caffeate ester	anti-inflammatory agent; antibacterial agent; antineoplastic agent; antioxidant; antiviral agent; immunomodulator; metabolite; neuroprotective agent	low
ellagic acid	catechols; cyclic ketone; lactone; organic heterotetracyclic compound; polyphenol	antioxidant; EC 1.14.18.1 (tyrosinase) inhibitor; EC 2.3.1.5 (arylamine N-acetyltransferase) inhibitor; EC 2.4.1.1 (glycogen phosphorylase) inhibitor; EC 2.5.1.18 (glutathione transferase) inhibitor; EC 2.7.1.127 (inositol-trisphosphate 3-kinase) inhibitor; EC 2.7.1.151 (inositol-polyphosphate multikinase) inhibitor; EC 2.7.4.6 (nucleoside-diphosphate kinase) inhibitor; EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor; EC 5.99.1.2 (DNA topoisomerase) inhibitor; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; food additive; fungal metabolite; geroprotector; plant metabolite; skin lightening agent	low
coenzyme q10	ubiquinones	antioxidant; ferroptosis inhibitor; human metabolite	low
quercimeritrin	beta-D-glucoside; flavonols; monosaccharide derivative; quercetin O-glucoside; tetrahydroxyflavone	antioxidant; metabolite	low
quercetin-3-o-sophoroside	sophoroside; tetrahydroxyflavone	antioxidant; plant metabolite	low
gamma-tocotrienol	tocotrienol; vitamin E	antineoplastic agent; antioxidant; apoptosis inducer; hepatoprotective agent; plant metabolite; radiation protective agent	low
menatetrenone	menaquinone	anti-inflammatory agent; antioxidant; bone density conservation agent; human metabolite; neuroprotective agent	low
nk 104	calcium salt; statin (synthetic)	antioxidant	low
pitavastatin	cyclopropanes; dihydroxy monocarboxylic acid; monofluorobenzenes; quinolines; statin (synthetic)	antioxidant	low
fenretinide	monocarboxylic acid amide; retinoid	antineoplastic agent; antioxidant	low
rosmarinic acid	carboxylic ester; monocarboxylic acid; phenylpropanoid; polyphenol	antioxidant; EC 1.1.1.21 (aldehyde reductase) inhibitor; non-steroidal anti-inflammatory drug; peripheral nervous system drug; plant metabolite; serine proteinase inhibitor	low
cannabigerol	phytocannabinoid; resorcinols	anti-inflammatory agent; antibacterial agent; antioxidant; appetite enhancer; cannabinoid receptor agonist; neuroprotective agent; plant metabolite	low
quadrangularin a	indanes; polyphenol; stilbenoid	antioxidant; plant metabolite	low
isosalipurposide	beta-D-glucoside; chalcones; monosaccharide derivative; resorcinols	antioxidant; plant metabolite	low
icariin	flavonols; glycosyloxyflavone	antioxidant; bone density conservation agent; EC 3.1.4.35 (3',5'-cyclic-GMP phosphodiesterase) inhibitor; phytoestrogen	low
sappanchalcone	catechols; chalcones; monomethoxybenzene	anti-allergic agent; anti-inflammatory agent; antioxidant; metabolite	low
4-methylesculetin	hydroxycoumarin	anti-inflammatory agent; antioxidant; hyaluronan synthesis inhibitor	low
spiraeoside	beta-D-glucoside; flavonols; monosaccharide derivative; quercetin O-glucoside; tetrahydroxyflavone	antineoplastic agent; antioxidant; plant metabolite	low
(E)-2,3,5,4'-tetrahydroxystilbene-2-O-beta-D-glucoside	beta-D-glucoside; resorcinols; stilbenoid	anti-inflammatory agent; antioxidant; apoptosis inhibitor; cardioprotective agent; cyclooxygenase 2 inhibitor; platelet aggregation inhibitor	low
ag-490	catechols; enamide; monocarboxylic acid amide; nitrile; secondary carboxamide	anti-inflammatory agent; antioxidant; apoptosis inducer; EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor; geroprotector; STAT3 inhibitor	low
ergothioneine	1,3-dihydroimidazole-2-thiones; amino-acid betaine; L-histidine derivative; sulfur-containing amino acid	antioxidant; chelator; fungal metabolite; plant metabolite; xenobiotic metabolite	low
molsidomine	ethyl ester; morpholines; oxadiazole; zwitterion	antioxidant; apoptosis inhibitor; cardioprotective agent; nitric oxide donor; vasodilator agent	low
monomethyl fumarate	dicarboxylic acid monoester; enoate ester; methyl ester	antioxidant; drug metabolite; immunomodulator	low
5,4'-dihydroxy-7,3'-dimethoxyflavone	dihydroxyflavone; dimethoxyflavone	anti-allergic agent; anti-inflammatory agent; antibacterial agent; antioxidant; melanin synthesis inhibitor; plant metabolite	low
quercetin 3-sambubioside	disaccharide derivative; quercetin O-glucoside; tetrahydroxyflavone	antioxidant; plant metabolite	low
germacrone	germacrane sesquiterpenoid; olefinic compound	androgen antagonist; anti-inflammatory agent; antifeedant; antifungal agent; antimicrobial agent; antineoplastic agent; antioxidant; antitussive; antiviral agent; apoptosis inducer; autophagy inducer; hepatoprotective agent; insecticide; neuroprotective agent; plant metabolite; volatile oil component	low
meso-zeaxanthin	carotenol	anti-inflammatory agent; antioxidant; human xenobiotic metabolite; marine metabolite	low
salvianolic acid B	1-benzofurans; catechols; dicarboxylic acid; enoate ester; polyphenol	anti-inflammatory agent; antidepressant; antineoplastic agent; antioxidant; apoptosis inducer; autophagy inhibitor; cardioprotective agent; hepatoprotective agent; hypoglycemic agent; neuroprotective agent; osteogenesis regulator; plant metabolite	low
trilobatin	aryl beta-D-glucoside; dihydrochalcones; monosaccharide derivative	anti-inflammatory agent; antioxidant; plant metabolite; sweetening agent	low
capsiate	carboxylic ester; monomethoxybenzene; phenols	angiogenesis inhibitor; anti-allergic agent; anti-inflammatory agent; antioxidant; capsaicin receptor agonist; hypoglycemic agent; plant metabolite	low
tln 4601	dibenzodiazepine; farnesane sesquiterpenoid; olefinic compound; secondary amine; triol	antineoplastic agent; antioxidant; cathepsin L (EC 3.4.22.15) inhibitor	low
arachidonoylserotonin	N-acylserotonin; phenols	anti-inflammatory agent; anticonvulsant; antioxidant; capsaicin receptor antagonist; EC 3.5.1.99 (fatty acid amide hydrolase) inhibitor; human metabolite; signalling molecule	low
nigerloxin	aromatic ether; benzamides; benzoic acids; phenols; styrenes	antioxidant; Aspergillus metabolite; EC 1.1.1.21 (aldehyde reductase) inhibitor; lipoxygenase inhibitor; radical scavenger	low
7-phloroeckol	aromatic ether; phlorotannin	antioxidant; EC 3.1.1.3 (triacylglycerol lipase) inhibitor; metabolite	low
aspalathin	C-glycosyl compound; catechols; dihydrochalcones; polyketide; polyphenol	antioxidant; EC 1.17.3.2 (xanthine oxidase) inhibitor; hypoglycemic agent; plant metabolite	low
glyceryl ferulate	1-monoglyceride; aromatic ether; enoate ester; phenols	antioxidant; plant metabolite; ultraviolet filter	low
(+)-dehydrodiconiferyl alcohol	dehydrodiconiferyl alcohol	antioxidant; plant metabolite	low
ginsenoside rb3	12beta-hydroxy steroid; beta-D-glucoside; disaccharide derivative; ginsenoside; tetracyclic triterpenoid	antidepressant; antioxidant; cardioprotective agent; neuroprotective agent; NMDA receptor antagonist; plant metabolite	low
astragaloside IV	pentacyclic triterpenoid; triterpenoid saponin	anti-inflammatory agent; antioxidant; EC 4.2.1.1 (carbonic anhydrase) inhibitor; neuroprotective agent; plant metabolite; pro-angiogenic agent	low
1-O-feruloyl-beta-D-glucose	aromatic ether; beta-D-glucoside; cinnamate ester; phenols	antioxidant; plant metabolite	low
alx-0600	polypeptide	antioxidant; glucagon-like peptide-2 receptor agonist; metabolite; protective agent	low
pyranonigrin a	cyclic ketone; enol; gamma-lactam; pyranopyrrole; secondary alcohol	antioxidant; Aspergillus metabolite; marine metabolite	low
madecassoside	carboxylic ester; pentacyclic triterpenoid; trisaccharide derivative; triterpenoid saponin	anti-inflammatory agent; antioxidant; antirheumatic drug; plant metabolite; vulnerary	low
bacillithiol	glycoside; monosaccharide derivative; thiol	antioxidant; bacterial metabolite; cofactor	low
kurarinol	4'-hydroxyflavanones; monomethoxyflavanone; trihydroxyflavanone	anti-inflammatory agent; antioxidant; plant metabolite	low
(20R)-ginsenoside Rg3	ginsenoside; glycoside; tetracyclic triterpenoid	antioxidant; plant metabolite	low
hispidin	2-pyranones; catechols	antioxidant; EC 2.7.11.13 (protein kinase C) inhibitor; fungal metabolite	low
oleuropein aglycone	catechols; diester; lactol; methyl ester; pyrans; secoiridoid	anti-inflammatory agent; antioxidant; mTOR inhibitor; neuroprotective agent; plant metabolite; TRPA1 channel agonist	low
staphyloxanthin	apo carotenoid triterpenoid; D-aldohexose derivative; fatty acid ester; triol; xanthophyll	antioxidant; biological pigment; metabolite; virulence factor	low
6-hydroxy-2,4,5-triaminopyrimidine	aminopyrimidine; hydroxypyrimidine	antioxidant; chromophore	low
liproxstatin-1	azaspiro compound; monochlorobenzenes; organic heterotricyclic compound; secondary amino compound	antioxidant; cardioprotective agent; ferroptosis inhibitor; radical scavenger	low
acetylcarnitine	O-acylcarnitine	human metabolite	low
2-oxo-3-methylvalerate	2-oxo monocarboxylic acid; branched-chain keto acid	human metabolite	low
alpha-ketoisovalerate	2-oxo monocarboxylic acid; branched-chain keto acid	human metabolite; Saccharomyces cerevisiae metabolite	low
2,3-diphosphoglycerate	bisphosphoglyceric acid; tetronic acid derivative	human metabolite	low
2-keto-4-methylvalerate	2-oxo monocarboxylic acid; branched-chain keto acid	algal metabolite; human metabolite	low
3-hydroxyanthranilic acid	aminobenzoic acid; monohydroxybenzoic acid	human metabolite; mouse metabolite	low
3-hydroxykynurenine	hydroxykynurenine	human metabolite	low
3-oxoadipic acid	dicarboxylic fatty acid; oxo dicarboxylic acid	bacterial xenobiotic metabolite; human metabolite	low
3-mercaptopyruvic acid	2-oxo monocarboxylic acid; thiol	antidote to cyanide poisoning; Escherichia coli metabolite; human metabolite; mouse metabolite	low
phosphoserine	non-proteinogenic alpha-amino acid; O-phosphoamino acid; serine derivative	human metabolite	low
3-phenylpropionic acid	benzenes; monocarboxylic acid	antifungal agent; human metabolite; plant metabolite	low
gamma-aminobutyric acid	amino acid zwitterion; gamma-amino acid; monocarboxylic acid	human metabolite; neurotransmitter; Saccharomyces cerevisiae metabolite; signalling molecule	low
4-hydroxyphenylacetic acid	monocarboxylic acid; phenols	fungal metabolite; human metabolite; mouse metabolite; plant metabolite	low
isocaproaldehyde	alpha-CH2-containing aldehyde	human metabolite; mouse metabolite	low
aminolevulinic acid	4-oxo monocarboxylic acid; amino acid zwitterion; delta-amino acid	antineoplastic agent; dermatologic drug; Escherichia coli metabolite; human metabolite; mouse metabolite; photosensitizing agent; plant metabolite; prodrug; Saccharomyces cerevisiae metabolite	low
5-aminovaleric acid	amino acid zwitterion; delta-amino acid; omega-amino fatty acid	human metabolite	low
5-hydroxytryptophan	hydroxytryptophan	human metabolite; neurotransmitter	low
acetaldehyde	aldehyde	carcinogenic agent; EC 3.5.1.4 (amidase) inhibitor; electron acceptor; Escherichia coli metabolite; human metabolite; mouse metabolite; mutagen; oxidising agent; Saccharomyces cerevisiae metabolite; teratogenic agent	low
acetone	ketone body; methyl ketone; propanones; volatile organic compound	EC 3.5.1.4 (amidase) inhibitor; human metabolite; polar aprotic solvent	low
acetyl phosphate	acyl monophosphate	Escherichia coli metabolite; human metabolite; mouse metabolite	low
adenine	6-aminopurines; purine nucleobase	Daphnia magna metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
allantoin	imidazolidine-2,4-dione; ureas	Escherichia coli metabolite; human metabolite; Saccharomyces cerevisiae metabolite; vulnerary	low
anthranilic acid	aminobenzoic acid	human metabolite; mouse metabolite	low
beta-alanine	amino acid zwitterion; beta-amino acid	agonist; fundamental metabolite; human metabolite; inhibitor; neurotransmitter	low
betaine aldehyde	quaternary ammonium ion	Aspergillus metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; plant metabolite	low
1-butanol	alkyl alcohol; primary alcohol; short-chain primary fatty alcohol	human metabolite; mouse metabolite; protic solvent	low
ureidosuccinic acid	aspartic acid derivative; C4-dicarboxylic acid; N-carbamoyl-amino acid	Escherichia coli metabolite; human metabolite; Saccharomyces cerevisiae metabolite	low
carbon monoxide	carbon oxide; gas molecular entity; one-carbon compound	biomarker; EC 1.9.3.1 (cytochrome c oxidase) inhibitor; human metabolite; ligand; metabolite; mitochondrial respiratory-chain inhibitor; mouse metabolite; neurotoxin; neurotransmitter; P450 inhibitor; probe; signalling molecule; vasodilator agent	low
carnitine	amino-acid betaine	human metabolite; mouse metabolite	low
choline	cholines	allergen; Daphnia magna metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; neurotransmitter; nutrient; plant metabolite; Saccharomyces cerevisiae metabolite	low
chlorine	halide anion; monoatomic chlorine	cofactor; Escherichia coli metabolite; human metabolite	low
coumarin	coumarins	fluorescent dye; human metabolite; plant metabolite	low
aminoethylphosphonic acid	phosphonic acids; primary amino compound; zwitterion	human metabolite; metabolite; mouse metabolite	low
octanoic acid	medium-chain fatty acid; straight-chain saturated fatty acid	antibacterial agent; Escherichia coli metabolite; human metabolite	low
trimethylenediamine	alkane-alpha,omega-diamine	human metabolite; mouse metabolite; reagent	low
3-hydroxybutyric acid	(omega-1)-hydroxy fatty acid; 3-hydroxy monocarboxylic acid; hydroxybutyric acid	human metabolite	low
methylmalonic acid	C4-dicarboxylic acid	human metabolite	low
pyrrolidonecarboxylic acid	oxoproline; pyrrolidin-2-ones; pyrrolidinemonocarboxylic acid	human metabolite	low
3,4-dihydroxyphenylacetic acid	catechols; dihydroxyphenylacetic acid	human metabolite	low
alpha-keto-delta-guanidinovaleric acid	2-oxo monocarboxylic acid; zwitterion	human metabolite; mouse metabolite	low
creatine	glycine derivative; guanidines; zwitterion	geroprotector; human metabolite; mouse metabolite; neuroprotective agent; nutraceutical	low
cytosine	aminopyrimidine; pyrimidine nucleobase; pyrimidone	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
dihydrouracil	pyrimidone	Escherichia coli metabolite; human metabolite; metabolite; mouse metabolite	low
dihydrolipoamide	dithiol; monocarboxylic acid amide	cofactor; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
dihydroxyacetone phosphate	glycerone phosphates; primary alpha-hydroxy ketone	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
dihydroxyacetone	ketotriose; primary alpha-hydroxy ketone	antifungal agent; Escherichia coli metabolite; human metabolite; metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
dimethylglycine	amino acid zwitterion; N-methyl-amino acid; N-methylglycines	Daphnia magna metabolite; human metabolite; mouse metabolite	low
5,6-dimethylbenzimidazole	dimethylbenzimidazole	Escherichia coli metabolite; human metabolite	low
ethanolamine	ethanolamines; primary alcohol; primary amine	Escherichia coli metabolite; human metabolite; mouse metabolite	low
gamma-butyrobetaine	amino-acid betaine	Escherichia coli metabolite; human metabolite	low
glutaric acid	alpha,omega-dicarboxylic acid; dicarboxylic fatty acid	Daphnia magna metabolite; human metabolite	low
glycerol	alditol; triol	algal metabolite; detergent; Escherichia coli metabolite; geroprotector; human metabolite; mouse metabolite; osmolyte; Saccharomyces cerevisiae metabolite; solvent	low
alpha-glycerophosphoric acid	glycerol monophosphate	algal metabolite; human metabolite	low
glycolaldehyde	glycolaldehydes	fundamental metabolite; human metabolite	low
glyoxylic acid	2-oxo monocarboxylic acid; aldehydic acid	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
glycocyamine	guanidinoacetic acids; zwitterion	bacterial metabolite; human metabolite; mouse metabolite; nutraceutical; rat metabolite	low
hydrogen cyanide	hydracid; one-carbon compound	Escherichia coli metabolite; human metabolite; poison	low
hydrogen carbonate	carbon oxoanion	cofactor; Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
histamine	aralkylamino compound; imidazoles	human metabolite; mouse metabolite; neurotransmitter	low
homogentisic acid	dihydroxyphenylacetic acid; hydroquinones	human metabolite; plant metabolite	low
indole-3-acetaldehyde	indoleacetaldehyde	bacterial metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
indoleacetic acid	indole-3-acetic acids; monocarboxylic acid	auxin; human metabolite; mouse metabolite; plant hormone; plant metabolite	low
itaconic acid	dicarboxylic acid; dicarboxylic fatty acid; olefinic compound	fungal metabolite; human metabolite	low
potassium	alkali metal cation; elemental potassium; monoatomic monocation; monovalent inorganic cation	cofactor; human metabolite	low
dihydroxyphenylalanine	hydroxyphenylalanine; non-proteinogenic alpha-amino acid; tyrosine derivative	human metabolite	low
kynurenine	aromatic ketone; non-proteinogenic alpha-amino acid; substituted aniline	human metabolite	low
lipoamide	dithiolanes; monocarboxylic acid amide	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
malonic acid	alpha,omega-dicarboxylic acid	human metabolite	low
methylmercaptan	alkanethiol	human metabolite; Saccharomyces cerevisiae metabolite	low
pyruvaldehyde	2-oxo aldehyde; propanals	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
methanol	alkyl alcohol; one-carbon compound; primary alcohol; volatile organic compound	amphiprotic solvent; Escherichia coli metabolite; fuel; human metabolite; mouse metabolite; Mycoplasma genitalium metabolite	low
melatonin	acetamides; tryptamines	anticonvulsant; central nervous system depressant; geroprotector; hormone; human metabolite; immunological adjuvant; mouse metabolite; radical scavenger	low
n-methylphenylethanolamine	alkaloid; phenylethanolamines	human metabolite; plant metabolite	low
n'-acetylspermine	acetamides; acetylspermine	human metabolite	low
nitrites	monovalent inorganic anion; nitrogen oxoanion; reactive nitrogen species	human metabolite	low
hydroxypyruvic acid	2-oxo monocarboxylic acid; 3-hydroxy monocarboxylic acid; primary alpha-hydroxy ketone	Escherichia coli metabolite; human metabolite	low
oxalic acid	alpha,omega-dicarboxylic acid	algal metabolite; human metabolite; plant metabolite	low
4-hydroxyphenylpyruvic acid	2-oxo monocarboxylic acid; phenols	human metabolite	low
hexadecanal	2,3-saturated fatty aldehyde; long-chain fatty aldehyde	human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
phenylacetaldehyde	alpha-CH2-containing aldehyde; phenylacetaldehydes	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
phenylacetic acid	benzenes; monocarboxylic acid; phenylacetic acids	allergen; Aspergillus metabolite; auxin; EC 6.4.1.1 (pyruvate carboxylase) inhibitor; Escherichia coli metabolite; human metabolite; plant growth retardant; plant metabolite; Saccharomyces cerevisiae metabolite; toxin	low
2-hydroxyphenethylamine	phenylethanolamines	human metabolite	low
phenethylamine	alkaloid; aralkylamine; phenylethylamine	Escherichia coli metabolite; human metabolite; mouse metabolite	low
phosphoric acid	phosphoric acids	algal metabolite; fertilizer; human metabolite; NMR chemical shift reference compound; solvent	low
phosphorylcholine	phosphocholines	allergen; epitope; hapten; human metabolite; mouse metabolite	low
phosphorylethanolamine	phosphoethanolamine; primary amino compound	algal metabolite; human metabolite; mouse metabolite	low
picolinic acid	pyridinemonocarboxylic acid	human metabolite; MALDI matrix material	low
pyridoxal	hydroxymethylpyridine; methylpyridines; monohydroxypyridine; pyridinecarbaldehyde; vitamin B6	cofactor; Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
pyridoxal phosphate	methylpyridines; monohydroxypyridine; pyridinecarbaldehyde; vitamin B6 phosphate	coenzyme; cofactor; EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor; Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
pyridoxamine	aminoalkylpyridine; hydroxymethylpyridine; monohydroxypyridine; vitamin B6	Escherichia coli metabolite; human metabolite; iron chelator; mouse metabolite; nephroprotective agent; plant metabolite; Saccharomyces cerevisiae metabolite	low
pyridoxamine phosphate	aminoalkylpyridine; methylpyridines; monohydroxypyridine; vitamin B6 phosphate	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
pyridoxine	hydroxymethylpyridine; methylpyridines; monohydroxypyridine; vitamin B6	cofactor; Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
quinolinic acid	pyridinedicarboxylic acid	Escherichia coli metabolite; human metabolite; mouse metabolite; NMDA receptor agonist	low
thiosulfates	divalent inorganic anion; sulfur oxide; sulfur oxoanion	human metabolite	low
sarcosine	N-alkylglycine zwitterion; N-alkylglycine; N-methyl-amino acid; N-methylglycines	Escherichia coli metabolite; glycine receptor agonist; glycine transporter 1 inhibitor; human metabolite; mouse metabolite	low
thiamine	primary alcohol; vitamin B1	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
thymine	pyrimidine nucleobase; pyrimidone	Escherichia coli metabolite; human metabolite; mouse metabolite	low
2-(4-methyl-1,3-thiazol-5-yl)ethanol	1,3-thiazoles; primary alcohol	Escherichia coli metabolite; human metabolite; Saccharomyces cerevisiae metabolite	low
tryptamine	aminoalkylindole; aralkylamino compound; indole alkaloid; tryptamines	human metabolite; mouse metabolite; plant metabolite	low
uracil	pyrimidine nucleobase; pyrimidone	allergen; Daphnia magna metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; prodrug; Saccharomyces cerevisiae metabolite	low
uric acid	uric acid	Escherichia coli metabolite; human metabolite; mouse metabolite	low
urea	isourea; monocarboxylic acid amide; one-carbon compound	Daphnia magna metabolite; Escherichia coli metabolite; fertilizer; flour treatment agent; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
vanilmandelic acid	2-hydroxy monocarboxylic acid; aromatic ether; phenols	human metabolite	low
perillic acid	alpha,beta-unsaturated monocarboxylic acid; cyclohexenecarboxylic acid	antineoplastic agent; human metabolite; mouse metabolite	low
meglutol	3-hydroxy carboxylic acid; dicarboxylic acid; tertiary alcohol	anticholesteremic drug; antimetabolite; EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitor; human metabolite; plant metabolite	low
homovanillic acid	guaiacols; monocarboxylic acid	human metabolite; mouse metabolite	low
3-hydroxy-4-methoxyphenethylamine	monomethoxybenzene; phenols; phenylethylamine; primary amino compound	human metabolite; rat metabolite	low
hydroxyindoleacetic acid	indole-3-acetic acids	drug metabolite; human metabolite; mouse metabolite	low
cetyl alcohol	hexadecanol; long-chain primary fatty alcohol	algal metabolite; flavouring agent; human metabolite; plant metabolite	low
4-cresol	cresol	Escherichia coli metabolite; human metabolite; uremic toxin	low
debrisoquin	carboxamidine; isoquinolines	adrenergic agent; antihypertensive agent; human metabolite; sympatholytic agent	low
decanoic acid	medium-chain fatty acid; straight-chain saturated fatty acid	algal metabolite; anti-inflammatory agent; antibacterial agent; human metabolite; plant metabolite; volatile oil component	low
nordazepam	1,4-benzodiazepinone; organochlorine compound	anticonvulsant; anxiolytic drug; GABA modulator; human metabolite; sedative	low
2,5-dihydroxybenzoic acid	dihydroxybenzoic acid	EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor; fungal metabolite; human metabolite; MALDI matrix material; mouse metabolite	low
tele-methylhistamine	imidazoles; primary amino compound	human metabolite; mouse metabolite	low
indolepropionic acid	indol-3-yl carboxylic acid	auxin; human metabolite; plant metabolite	low
kynurenic acid	monohydroxyquinoline; quinolinemonocarboxylic acid	G-protein-coupled receptor agonist; human metabolite; neuroprotective agent; nicotinic antagonist; NMDA receptor antagonist; Saccharomyces cerevisiae metabolite	low
3-phenyllactic acid	2-hydroxy monocarboxylic acid	human metabolite	low
2-amino-3-phosphonopropionic acid	alanine derivative; non-proteinogenic alpha-amino acid; phosphonic acids	human metabolite; metabotropic glutamate receptor antagonist	low
2-phenylglycine	non-proteinogenic alpha-amino acid	human metabolite	low
nifedipine	C-nitro compound; dihydropyridine; methyl ester	calcium channel blocker; human metabolite; tocolytic agent; vasodilator agent	low
oxidopamine	benzenetriol; catecholamine; primary amino compound	drug metabolite; human metabolite; neurotoxin	low
sebacic acid	alpha,omega-dicarboxylic acid; dicarboxylic fatty acid	human metabolite; plant metabolite	low
stearic acid	long-chain fatty acid; saturated fatty acid; straight-chain saturated fatty acid	algal metabolite; Daphnia magna metabolite; human metabolite; plant metabolite	low
succinylacetone	beta-diketone; dioxo monocarboxylic acid	human metabolite	low
tolbutamide	N-sulfonylurea	human metabolite; hypoglycemic agent; insulin secretagogue; potassium channel blocker	low
retinoic acid	alpha,beta-unsaturated monocarboxylic acid; retinoid	human metabolite	low
tyramine	monoamine molecular messenger; primary amino compound; tyramines	EC 3.1.1.8 (cholinesterase) inhibitor; Escherichia coli metabolite; human metabolite; mouse metabolite; neurotransmitter	low
corticosterone	11beta-hydroxy steroid; 20-oxo steroid; 21-hydroxy steroid; 3-oxo-Delta(4) steroid; C21-steroid; glucocorticoid; primary alpha-hydroxy ketone	human metabolite; mouse metabolite	low
estriol	16alpha-hydroxy steroid; 17beta-hydroxy steroid; 3-hydroxy steroid	estrogen; human metabolite; human xenobiotic metabolite; mouse metabolite	low
sorbitol	glucitol	cathartic; Escherichia coli metabolite; food humectant; human metabolite; laxative; metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite; sweetening agent	low
thymidine	pyrimidine 2'-deoxyribonucleoside	Escherichia coli metabolite; human metabolite; metabolite; mouse metabolite	low
hydroxyproline	4-hydroxyproline; L-alpha-amino acid zwitterion	human metabolite; mouse metabolite; plant metabolite	low
thyroxine	2-halophenol; iodophenol; L-phenylalanine derivative; non-proteinogenic L-alpha-amino acid; thyroxine zwitterion; thyroxine	antithyroid drug; human metabolite; mouse metabolite; thyroid hormone	low
aldosterone	11beta-hydroxy steroid; 18-oxo steroid; 20-oxo steroid; 21-hydroxy steroid; 3-oxo-Delta(4) steroid; C21-steroid hormone; mineralocorticoid; primary alpha-hydroxy ketone; steroid aldehyde	human metabolite; mouse metabolite	low
cysteine	cysteine zwitterion; cysteine; L-alpha-amino acid; proteinogenic amino acid; serine family amino acid	EC 4.3.1.3 (histidine ammonia-lyase) inhibitor; flour treatment agent; human metabolite	low
estrone	17-oxo steroid; 3-hydroxy steroid; phenolic steroid; phenols	antineoplastic agent; bone density conservation agent; estrogen; human metabolite; mouse metabolite	low
androsterone	17-oxo steroid; 3alpha-hydroxy steroid; androstanoid; C19-steroid	androgen; anticonvulsant; human blood serum metabolite; human metabolite; human urinary metabolite; mouse metabolite; pheromone	low
etiocholanolone	17-oxo steroid; 3alpha-hydroxy steroid; androstanoid	human metabolite; mouse metabolite	low
dehydroepiandrosterone	17-oxo steroid; 3beta-hydroxy-Delta(5)-steroid; androstanoid	androgen; human metabolite; mouse metabolite	low
triiodothyronine	2-halophenol; amino acid zwitterion; iodophenol; iodothyronine	human metabolite; mouse metabolite; thyroid hormone	low
isonicotinic acid	pyridinemonocarboxylic acid	algal metabolite; human metabolite	low
serine	L-alpha-amino acid; proteinogenic amino acid; serine family amino acid; serine zwitterion; serine	algal metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
glutamine	amino acid zwitterion; glutamine family amino acid; glutamine; L-alpha-amino acid; polar amino acid zwitterion; proteinogenic amino acid	EC 1.14.13.39 (nitric oxide synthase) inhibitor; Escherichia coli metabolite; human metabolite; metabolite; micronutrient; mouse metabolite; nutraceutical; Saccharomyces cerevisiae metabolite	low
lysine	aspartate family amino acid; L-alpha-amino acid zwitterion; L-alpha-amino acid; lysine; organic molecular entity; proteinogenic amino acid	algal metabolite; anticonvulsant; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; plant metabolite; Saccharomyces cerevisiae metabolite	low
sucrose	glycosyl glycoside	algal metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; osmolyte; Saccharomyces cerevisiae metabolite; sweetening agent	low
adenosine diphosphate	adenosine 5'-phosphate; purine ribonucleoside 5'-diphosphate	fundamental metabolite; human metabolite	low
uridine	uridines	drug metabolite; fundamental metabolite; human metabolite	low
uridine monophosphate	pyrimidine ribonucleoside 5'-monophosphate; uridine 5'-phosphate	Escherichia coli metabolite; human metabolite; mouse metabolite	low
levodopa	amino acid zwitterion; dopa; L-tyrosine derivative; non-proteinogenic L-alpha-amino acid	allelochemical; antidyskinesia agent; antiparkinson drug; dopaminergic agent; hapten; human metabolite; mouse metabolite; neurotoxin; plant growth retardant; plant metabolite; prodrug	low
cysteamine	amine; thiol	geroprotector; human metabolite; mouse metabolite; radiation protective agent	low
leucine	amino acid zwitterion; L-alpha-amino acid; leucine; proteinogenic amino acid; pyruvate family amino acid	algal metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; plant metabolite; Saccharomyces cerevisiae metabolite	low
androstenedione	17-oxo steroid; 3-oxo-Delta(4) steroid; androstanoid	androgen; Daphnia magna metabolite; human metabolite; mouse metabolite	low
cytidine monophosphate	cytidine 5'-phosphate; pyrimidine ribonucleoside 5'-monophosphate	Escherichia coli metabolite; human metabolite; mouse metabolite	low
methionine	aspartate family amino acid; L-alpha-amino acid; methionine zwitterion; methionine; proteinogenic amino acid	antidote to paracetamol poisoning; human metabolite; micronutrient; mouse metabolite; nutraceutical	low
desoxycorticosterone	20-oxo steroid; 21-hydroxy steroid; 3-oxo-Delta(4) steroid; mineralocorticoid; primary alpha-hydroxy ketone	human metabolite; mouse metabolite	low
cytidine	cytidines	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
17-alpha-hydroxyprogesterone	17alpha-hydroxy-C21-steroid; 17alpha-hydroxy steroid; tertiary alpha-hydroxy ketone	human metabolite; metabolite; mouse metabolite; progestin	low
asparagine	amino acid zwitterion; asparagine; aspartate family amino acid; L-alpha-amino acid; proteinogenic amino acid	Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; plant metabolite; Saccharomyces cerevisiae metabolite	low
histidine	amino acid zwitterion; histidine; L-alpha-amino acid; polar amino acid zwitterion; proteinogenic amino acid	algal metabolite; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; Saccharomyces cerevisiae metabolite	low
n-pentanol	pentanol; short-chain primary fatty alcohol	human metabolite; plant metabolite	low
valine	L-alpha-amino acid zwitterion; L-alpha-amino acid; proteinogenic amino acid; pyruvate family amino acid; valine	algal metabolite; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; Saccharomyces cerevisiae metabolite	low
threonine	amino acid zwitterion; aspartate family amino acid; L-alpha-amino acid; proteinogenic amino acid; threonine	algal metabolite; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; plant metabolite; Saccharomyces cerevisiae metabolite	low
tryptophan	erythrose 4-phosphate/phosphoenolpyruvate family amino acid; L-alpha-amino acid zwitterion; L-alpha-amino acid; proteinogenic amino acid; tryptophan zwitterion; tryptophan	antidepressant; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; plant metabolite; Saccharomyces cerevisiae metabolite	low
isoleucine	aspartate family amino acid; isoleucine; L-alpha-amino acid zwitterion; L-alpha-amino acid; proteinogenic amino acid	algal metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; plant metabolite; Saccharomyces cerevisiae metabolite	low
ethylamine	primary aliphatic amine	human metabolite	low
taurocholic acid	amino sulfonic acid; bile acid taurine conjugate	human metabolite	low
skatole	methylindole	human metabolite; mammalian metabolite	low
quinaldic acid	quinolinemonocarboxylic acid	human metabolite; Saccharomyces cerevisiae metabolite	low
3-methylpentane	alkane; volatile organic compound	allelochemical; human metabolite; non-polar solvent	low
methylcyclopentane	cycloalkane; volatile organic compound	human metabolite; plant metabolite	low
phosphoribosyl pyrophosphate	5-O-phosphono-D-ribofuranosyl diphosphate	Escherichia coli metabolite; human metabolite; mouse metabolite; plant metabolite	low
1-phenethylamine	phenylethylamine	human metabolite	low
trehalose	trehalose	Escherichia coli metabolite; geroprotector; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
isethionic acid	alkanesulfonic acid	human metabolite	low
methylcyclohexane	cycloalkane; volatile organic compound	aprotic solvent; human metabolite; plant metabolite	low
piperidine	azacycloalkane; piperidines; saturated organic heteromonocyclic parent; secondary amine	base; catalyst; human metabolite; non-polar solvent; plant metabolite; protic solvent; reagent	low
undecanoic acid	medium-chain fatty acid; straight-chain saturated fatty acid	antifungal agent; human metabolite	low
1-tridecanol	long-chain primary fatty alcohol; tridecanol	bacterial metabolite; human metabolite; plant metabolite	low
stearyl alcohol	long-chain primary fatty alcohol; octadecanol	algal metabolite; human metabolite; plant metabolite	low
acetol	methyl ketone; primary alcohol; primary alpha-hydroxy ketone; propanones	Escherichia coli metabolite; human metabolite; mouse metabolite	low
2-methylbutanoic acid	methylbutyric acid	bacterial metabolite; human metabolite	low
hexanoic acid	medium-chain fatty acid; straight-chain saturated fatty acid	human metabolite; plant metabolite	low
isopropyl palmitate	fatty acid ester; isopropyl ester	human metabolite	low
pregnenolone	20-oxo steroid; 3beta-hydroxy-Delta(5)-steroid; C21-steroid	human metabolite; mouse metabolite	low
20-alpha-dihydroprogesterone	20-hydroxypregn-4-en-3-one	human metabolite; mouse metabolite	low
homoarginine	homoarginine; L-lysine derivative; non-proteinogenic L-alpha-amino acid	biomarker; EC 3.1.3.1 (alkaline phosphatase) inhibitor; human metabolite; rat metabolite; xenobiotic metabolite	low
dibenzo(a,l)pyrene	ortho- and peri-fused polycyclic arene	human metabolite; mutagen	low
diiodotyrosine	diiodotyrosine; L-tyrosine derivative; non-proteinogenic L-alpha-amino acid	human metabolite; mouse metabolite	low
3-methoxytyrosine	aromatic L-alpha-amino acid zwitterion; L-tyrosine derivative; monomethoxybenzene; non-proteinogenic L-alpha-amino acid	human metabolite	low
thiocyanate	pseudohalide anion; sulfur molecular entity	human metabolite	low
4-hydroxyphenyllactic acid	2-hydroxy carboxylic acid; phenols	bacterial metabolite; human metabolite	low
citrulline	amino acid zwitterion; citrulline	Daphnia magna metabolite; EC 1.14.13.39 (nitric oxide synthase) inhibitor; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; plant metabolite; protective agent; Saccharomyces cerevisiae metabolite	low
lithocholic acid	bile acid; C24-steroid; monohydroxy-5beta-cholanic acid	geroprotector; human metabolite; mouse metabolite	low
nandrolone	17beta-hydroxy steroid; 3-oxo-Delta(4) steroid; anabolic androgenic steroid	human metabolite	low
homocystine	amino acid zwitterion; homocystines	human metabolite	low
chenodeoxycholic acid	bile acid; C24-steroid; dihydroxy-5beta-cholanic acid	human metabolite; mouse metabolite	low
glycocholic acid	bile acid glycine conjugate	human metabolite	low
epitestosterone	17alpha-hydroxy steroid; 3-oxo-Delta(4) steroid; androstanoid	androgen antagonist; human metabolite	low
ninhydrin	aromatic ketone; beta-diketone; indanones; ketone hydrate	colour indicator; human metabolite	low
indican	aryl sulfate; indoles	human metabolite	low
suberic acid	alpha,omega-dicarboxylic acid; dicarboxylic fatty acid	human metabolite	low
hexadecanedioic acid	alpha,omega-dicarboxylic acid; dicarboxylic fatty acid	human metabolite	low
androstenediol	17beta-hydroxy steroid; 3beta-hydroxy-Delta(5)-steroid	androgen; human metabolite; mouse metabolite; radiation protective agent	low
dihydrotestosterone	17beta-hydroxy steroid; 17beta-hydroxyandrostan-3-one; 3-oxo-5alpha-steroid	androgen; Daphnia magna metabolite; human metabolite; mouse metabolite	low
pyridoxamine dihydrochloride	hydrochloride; vitamin B6	Escherichia coli metabolite; human metabolite; iron chelator; mouse metabolite; nephroprotective agent; plant metabolite; Saccharomyces cerevisiae metabolite	low
aceturic acid	N-acetyl-amino acid; N-acylglycine	human metabolite	low
myristic acid	long-chain fatty acid; straight-chain saturated fatty acid	algal metabolite; Daphnia magna metabolite; EC 3.1.1.1 (carboxylesterase) inhibitor; human metabolite	low
glycylglycine	dipeptide zwitterion; dipeptide	human metabolite	low
lignoceric acid	straight-chain saturated fatty acid; very long-chain fatty acid	Daphnia tenebrosa metabolite; human metabolite; plant metabolite; volatile oil component	low
18-hydroxycorticosterone	11beta-hydroxy steroid; 18-hydroxy steroid; 20-oxo steroid; 21-hydroxy steroid; 3-oxo steroid; primary alpha-hydroxy ketone	human metabolite; mouse metabolite	low
2-hydroxybutyric acid	2-hydroxy monocarboxylic acid; hydroxybutyric acid	algal metabolite; human metabolite	low
3-methylhexane	alkane; volatile organic compound	human metabolite	low
ethylmalonic acid	dicarboxylic acid; dicarboxylic fatty acid	human metabolite	low
galactitol	hexitol	Escherichia coli metabolite; human metabolite; metabolite; mouse metabolite	low
2-hydroxyphenylacetic acid	hydroxy monocarboxylic acid; phenols	human metabolite; mouse metabolite	low
5-methyl-2-furfural	aldehyde; furans	EC 2.2.1.6 (acetolactate synthase) inhibitor; flavouring agent; human metabolite; Maillard reaction product	low
2-hexanol	hexanol; secondary alcohol	human metabolite; plant metabolite; semiochemical	low
1,1,3,3-tetramethylurea	ureas	human metabolite	low
glycochenodeoxycholic acid	bile acid glycine conjugate	human metabolite	low
isocaproic acid	branched-chain saturated fatty acid; medium-chain fatty acid; methyl-branched fatty acid	human metabolite	low
dehydroepiandrosterone sulfate	17-oxo steroid; steroid sulfate	EC 2.7.1.33 (pantothenate kinase) inhibitor; human metabolite; mouse metabolite	low
homoserine	amino acid zwitterion; homoserine	algal metabolite; Escherichia coli metabolite; human metabolite; Saccharomyces cerevisiae metabolite	low
dodecanedioic acid	alpha,omega-dicarboxylic acid; dicarboxylic fatty acid	EC 1.1.1.1 (alcohol dehydrogenase) inhibitor; human metabolite	low
deoxycytidine	pyrimidine 2'-deoxyribonucleoside	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
deoxyuridine	pyrimidine 2'-deoxyribonucleoside	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
2'-deoxyadenosine	purine 2'-deoxyribonucleoside; purines 2'-deoxy-D-ribonucleoside	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
cytidine diphosphate choline	nucleotide-(amino alcohol)s; phosphocholines	human metabolite; mouse metabolite; neuroprotective agent; psychotropic drug; Saccharomyces cerevisiae metabolite	low
1-pentene-3-one	enone	flavouring agent; genotoxin; human metabolite; plant metabolite	low
5 alpha-androstane-3 alpha,17 beta-diol	androstane-3alpha,17beta-diol	Daphnia magna metabolite; human metabolite	low
9,10-epoxystearic acid	epoxystearic acid	human metabolite	low
5-hydroxyindole	hydroxyindoles	human metabolite	low
beta-hydroxymyristic acid	3-hydroxy fatty acid; 3-hydroxy monocarboxylic acid; long-chain fatty acid	bacterial metabolite; human metabolite	low
perillaldehyde	aldehyde; olefinic compound	human metabolite; mouse metabolite; volatile oil component	low
tricosanoic acid	straight-chain saturated fatty acid; very long-chain fatty acid	Daphnia magna metabolite; human metabolite; plant metabolite	low
uridine diphosphate glucuronic acid	UDP-D-glucuronic acid	Escherichia coli metabolite; human metabolite; mouse metabolite	low
tetrahydropapaveroline	benzylisoquinoline alkaloid; benzyltetrahydroisoquinoline; isoquinolinol	human metabolite	low
dithiothreitol	1,4-dimercaptobutane-2,3-diol; butanediols; dithiol; glycol; thiol	chelator; human metabolite; reducing agent	low
cyclic cmp	3',5'-cyclic pyrimidine nucleotide	human metabolite	low
furoylglycine	furans; N-acylglycine	human metabolite	low
3,3',5'-triiodothyronine	iodothyronine	human metabolite	low
limonene	cycloalkene; p-menthadiene	human metabolite	low
hypochlorous acid	chlorine oxoacid; reactive oxygen species	EC 2.5.1.18 (glutathione transferase) inhibitor; EC 3.1.1.7 (acetylcholinesterase) inhibitor; human metabolite	low
urobilinogen	bilanes	human metabolite	low
estetrol	15alpha-hydroxy steroid; 16alpha-hydroxy steroid; 17beta-hydroxy steroid; 3-hydroxy steroid; steroid hormone	estrogen receptor agonist; estrogen; human metabolite; human xenobiotic metabolite; oral contraceptive	low
iron	divalent metal cation; iron cation; monoatomic dication	cofactor; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
1-methyladenosine	methyladenosine	human metabolite	low
iodine	halide anion; monoatomic iodine	human metabolite	low
nonanal	medium-chain fatty aldehyde; n-alkanal; saturated fatty aldehyde	human metabolite; plant metabolite	low
dimethylacetamide	acetamides; monocarboxylic acid amide	human metabolite	low
ursodeoxycholic acid	bile acid; C24-steroid; dihydroxy-5beta-cholanic acid	human metabolite; mouse metabolite	low
pregnanolone	3-hydroxy-5beta-pregnan-20-one; 3alpha-hydroxy steroid	human metabolite; intravenous anaesthetic; sedative	low
s-adenosylmethionine	sulfonium betaine	human metabolite	low
acetylgalactosamine	N-acetyl-D-hexosamine; N-acetylgalactosamine	Escherichia coli metabolite; human metabolite; mouse metabolite	low
paclitaxel	taxane diterpenoid; tetracyclic diterpenoid	antineoplastic agent; human metabolite; metabolite; microtubule-stabilising agent	low
norsalsolinol	isoquinolinol	animal metabolite; apoptosis inducer; human metabolite; marine metabolite	low
2-methyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline	isoquinolinol; tertiary amino compound	human metabolite; neurotoxin; rat metabolite	low
adenosine	adenosines; purines D-ribonucleoside	analgesic; anti-arrhythmia drug; fundamental metabolite; human metabolite; vasodilator agent	low
d-lactic acid	2-hydroxypropanoic acid	Escherichia coli metabolite; human metabolite	low
xanthosine	purines D-ribonucleoside; xanthosines	Escherichia coli metabolite; human metabolite; mouse metabolite	low
1,5-anhydroglucitol	anhydro sugar	human metabolite	low
3-methylhistidine	L-histidine derivative; non-proteinogenic L-alpha-amino acid; zwitterion	human metabolite; Saccharomyces cerevisiae metabolite	low
5-methylcytosine	methylcytosine; pyrimidines	human metabolite	low
deoxyuridine triphosphate	deoxyuridine phosphate; pyrimidine 2'-deoxyribonucleoside 5'-triphosphate	Arabidopsis thaliana metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite	low
homocitrulline	amino acid zwitterion; L-lysine derivative; non-proteinogenic L-alpha-amino acid; ureas	human metabolite; mouse metabolite	low
cholesteryl sulfate	steroid sulfate	human metabolite	low
2'-deoxycytidine 5'-triphosphate	2'-deoxycytidine phosphate; pyrimidine 2'-deoxyribonucleoside 5'-triphosphate	Escherichia coli metabolite; human metabolite; mouse metabolite	low
25-hydroxycholesterol	25-hydroxy steroid; oxysterol	human metabolite	low
aica ribonucleotide	1-(phosphoribosyl)imidazolecarboxamide; aminoimidazole	cardiovascular drug; Escherichia coli metabolite; human metabolite; mouse metabolite; plant metabolite; Saccharomyces cerevisiae metabolite	low
n-acetylserine	acetyl-L-serine; N-acetyl-L-amino acid	human metabolite	low
o-4-methylthymine	aromatic ether; methylthymine	human metabolite	low
tetraiodothyroacetic acid	2-halophenol; aromatic ether; iodophenol; monocarboxylic acid	apoptosis inducer; human metabolite; thyroid hormone	low
lathosterol	3beta-sterol; C27-steroid; cholestanoid; Delta(7)-sterol	human metabolite; mouse metabolite	low
omega-aminocaprylic acid	medium-chain fatty acid; omega-amino fatty acid	human metabolite	low
2-methoxyestradiol	17beta-hydroxy steroid; 3-hydroxy steroid	angiogenesis modulating agent; antimitotic; antineoplastic agent; human metabolite; metabolite; mouse metabolite	low
parabanic acid	hydracid; imidazolidinone	human metabolite	low
n-acetyl-l-arginine	N-acetyl-L-amino acid	human metabolite	low
cystine	cystine zwitterion; cystine; L-cysteine derivative; non-proteinogenic L-alpha-amino acid	EC 1.2.1.11 (aspartate-semialdehyde dehydrogenase) inhibitor; flour treatment agent; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
6-methyladenine	6-alkylaminopurine; methyladenine	human metabolite	low
phenylacetylglycine	monocarboxylic acid amide; monocarboxylic acid; N-acylglycine	human metabolite; mouse metabolite	low
hydracrylic acid	3-hydroxy monocarboxylic acid; omega-hydroxy-short-chain fatty acid	Escherichia coli metabolite; human metabolite	low
hordenine	phenethylamine alkaloid	human metabolite; mouse metabolite	low
4-methoxyestradiol	17beta-hydroxy steroid; 3-hydroxy steroid; aromatic ether; phenols	estrogen; human metabolite; rat metabolite	low
glutaurine	dipeptide zwitterion; dipeptide; L-glutamine derivative; sulfonic acid	anticonvulsant; anxiolytic drug; hormone; human metabolite; mammalian metabolite; mouse metabolite	low
plasmenylserine	O-phosphoserine	EC 1.4.7.1 [glutamate synthase (ferredoxin)] inhibitor; EC 2.5.1.49 (O-acetylhomoserine aminocarboxypropyltransferase) inhibitor; EC 4.3.1.10 (serine-sulfate ammonia-lyase) inhibitor; Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
ubiquinone-o	ubiquinones	Escherichia coli metabolite; human metabolite	low
beta-hydroxyisovaleric acid	3-hydroxy monocarboxylic acid	human metabolite	low
n-acetylhistamine	acetamides; imidazoles	human metabolite	low
indole-3-carboxylic acid	indol-3-yl carboxylic acid	bacterial metabolite; human metabolite	low
5-hydroxymethylcytosine	aminopyrimidine; aromatic primary alcohol; nucleobase analogue; pyrimidone	human metabolite; mouse metabolite	low
n-acetylglutamic acid	N-acetyl-L-amino acid; N-acyl-L-glutamic acid	human metabolite; Saccharomyces cerevisiae metabolite	low
2,5-dihydroxybenzaldehyde	dihydroxybenzaldehyde	human metabolite; mouse metabolite; Penicillium metabolite	low
D-serine	D-alpha-amino acid; serine zwitterion; serine	Escherichia coli metabolite; human metabolite; NMDA receptor agonist	low
D-alanine	alanine zwitterion; alanine; D-alpha-amino acid	EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitor; Escherichia coli metabolite; human metabolite	low
2-ketopentanoic acid	2-oxo monocarboxylic acid; oxopentanoic acid	human metabolite	low
hydroxyindoleacetaldehyde	hydroxyindoles; indoleacetaldehyde	human metabolite; mouse metabolite	low
leucylleucine	dipeptide; L-aminoacyl-L-amino acid zwitterion	human metabolite; Mycoplasma genitalium metabolite	low
5-hydroxymethyluracil	primary alcohol; pyrimidone	human metabolite	low
12-hydroxydodecanoic acid	omega-hydroxy-medium-chain fatty acid	human metabolite	low
4-nitrophenyl sulfate	aryl sulfate; C-nitro compound	human metabolite	low
glucose-1,6-bisphosphate	D-glucose 1,6-bisphosphate	Escherichia coli metabolite; human metabolite	low
biotinamide	biotins; monocarboxylic acid amide	human metabolite	low
3-hydroxymandelic acid	2-hydroxy monocarboxylic acid; phenols	human metabolite	low
n-acetylalanine	L-alanine derivative; N-acetyl-L-amino acid	human metabolite; Saccharomyces cerevisiae metabolite	low
17-alpha-hydroxypregnenolone	17alpha-hydroxy-C21-steroid; 17alpha-hydroxy steroid; 3beta-hydroxy-Delta(5)-steroid; hydroxypregnenolone; tertiary alpha-hydroxy ketone	human metabolite; mouse metabolite	low
cholest-4-en-3-one	3-oxo-Delta(4) steroid; cholestanoid	human metabolite; plant metabolite	low
mephentermine	2-aminooctadecane-1,3-diol	EC 2.7.11.13 (protein kinase C) inhibitor; human metabolite; mouse metabolite	low
2-pinene oxide	epoxide; pinane monoterpenoid	bacterial xenobiotic metabolite; fragrance; human metabolite	low
1-methylhistidine	L-histidine derivative; non-proteinogenic L-alpha-amino acid; zwitterion	human metabolite	low
3-hydroxybutyric acid	3-hydroxybutyric acid; ketone body	fungal metabolite; human metabolite; pheromone	low
L-2-aminoadipic acid	2-aminoadipic acid	Escherichia coli metabolite; human metabolite	low
testosterone acetate	3-oxo-Delta(4) steroid; androstanoid; sterol ester	human metabolite	low
phenylacetylglutamine	N(2)-phenylacetylglutamine	human metabolite	low
5beta-pregnane-3,20-dione	20-oxo steroid; 3-oxo-5beta-steroid; C21-steroid	human metabolite; mouse metabolite	low
zymosterol	3beta-sterol; cholestanoid	human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
brexanolone	3-hydroxy-5alpha-pregnan-20-one	antidepressant; GABA modulator; human metabolite; intravenous anaesthetic; sedative	low
5-alpha-dihydroprogesterone	20-oxo steroid; 3-oxo-5alpha-steroid; C21-steroid hormone	human metabolite; progestogen	low
n-epsilon-acetyllysine	acetyl-L-lysine; amino acid zwitterion; N(6)-acyl-L-lysine	human metabolite	low
2-hydroxyhexadecanoic acid	2-hydroxy fatty acid; hydroxypalmitic acid	human metabolite	low
19-oxo-delta(4) androstene-3,17-dione	17-oxo steroid; 19-oxo steroid; 3-oxo-Delta(4) steroid; androstanoid; steroid aldehyde	human metabolite	low
gamma-glutamylglutamate	dipeptide	human metabolite	low
indole-3-lactic acid	hydroxy monocarboxylic acid; indol-3-yl carboxylic acid	human metabolite	low
n(alpha)-acetyllysine	acetyl-L-lysine; amino acid zwitterion	human metabolite	low
glycyl-l-phenylalanine	dipeptide zwitterion; dipeptide	human metabolite; metabolite	low
5,6-dihydrothymine	pyrimidone	human metabolite; metabolite; mouse metabolite	low
gamma-glutamyltyrosine	dicarboxylic acid; dipeptide; phenols; primary amino compound; secondary carboxamide	human metabolite	low
cholest-5-ene-3 beta,26-diol	26-hydroxy steroid; 3beta-hydroxy-Delta(5)-steroid; oxysterol	EC 3.1.1.1 (carboxylesterase) inhibitor; human metabolite	low
2-hydroxyisovaleric acid	2-hydroxy monocarboxylic acid	human metabolite	low
aminomalonic acid	amino dicarboxylic acid	Daphnia magna metabolite; human metabolite	low
zymostenol	3beta-sterol; cholestanoid	human metabolite; mouse metabolite	low
16-hydroxydehydroepiandrosterone	16alpha-hydroxy steroid; 17-oxo steroid; 3beta-hydroxy-Delta(5)-steroid; androstanoid; secondary alpha-hydroxy ketone	human metabolite; mouse metabolite	low
cortisol 21-sulfate	11beta-hydroxy steroid; 17alpha-hydroxy steroid; 20-oxo steroid; 3-oxo-Delta(4) steroid; cortisol ester; steroid sulfate; tertiary alpha-hydroxy ketone	human metabolite	low
1,2-distearoylphosphatidylethanolamine	phosphatidylethanolamine zwitterion; phosphatidylethanolamine	human metabolite	low
hydrogen sulfite	sulfur oxoanion	human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
aflatoxin b1-2,3-oxide	aflatoxin	human metabolite	low
fructose 2,6-diphosphate	D-fructofuranose 2,6-bisphosphate	human metabolite; mouse metabolite	low
pregnenolone sulfate	steroid sulfate	EC 2.7.1.33 (pantothenate kinase) inhibitor; human metabolite	low
3,3'-diiodothyronine	3,3'-diiodothyronine; amino acid zwitterion	human metabolite	low
l-lactic acid	(2S)-2-hydroxy monocarboxylic acid; 2-hydroxypropanoic acid	Escherichia coli metabolite; human metabolite	low
propionylcarnitine	O-acylcarnitine	analgesic; antirheumatic drug; cardiotonic drug; human metabolite; peripheral nervous system drug	low
hypotaurine	aminosulfinic acid; zwitterion	human metabolite; metabolite; mouse metabolite	low
testosterone 17-glucosiduronate	3-oxo steroid; beta-D-glucosiduronic acid; enone; steroid glucosiduronic acid	human metabolite	low
3-chloro-L-tyrosine	chloroamino acid; L-alpha-amino acid zwitterion; L-tyrosine derivative; monochlorobenzenes; non-proteinogenic L-alpha-amino acid	biomarker; human metabolite	low
androsterone glucuronide	beta-D-glucosiduronic acid; steroid glucosiduronic acid	human metabolite; metabolite; mouse metabolite	low
selenomethylselenocysteine	non-proteinogenic alpha-amino acid; selenocysteines	antineoplastic agent; human metabolite	low
1,5(10)-estradiene-3,4,17-trione	17-oxo steroid; 3-oxo-Delta(1) steroid; orthoquinones	human metabolite	low
s-sulphocysteine	organic thiosulfate; S-substituted L-cysteine	human metabolite; plant metabolite	low
estrone-3-glucuronide	17-oxo steroid; beta-D-glucosiduronic acid; steroid glucosiduronic acid	human metabolite; mouse metabolite	low
3,4-dihydroxyphenylacetaldehyde	alpha-CH2-containing aldehyde; catechols; phenylacetaldehydes	Escherichia coli metabolite; human metabolite; mouse metabolite	low
caprylates	fatty acid anion 8:0; straight-chain saturated fatty acid anion	human metabolite; Saccharomyces cerevisiae metabolite	low
1-hydroxyethyl radical	organic anion	human metabolite; Saccharomyces cerevisiae metabolite	low
(20s)-20-hydroxycholesterol	20-hydroxy steroid; 3beta-hydroxy-Delta(5)-steroid; oxysterol	human metabolite; mouse metabolite	low
deoxyhypusine	L-lysine derivative; non-proteinogenic L-alpha-amino acid	human metabolite	low
3,7,12-trihydroxycoprostanic acid	12alpha-hydroxy steroid; 3alpha-hydroxy steroid; 7alpha-hydroxy steroid; cholestanoic acid; hydroxy monocarboxylic acid	human metabolite	low
triiodothyronine sulfate	aryl sulfate; O-sulfoamino acid	human metabolite	low
3,7,12-trihydroxycholestan-26-oic acid	12alpha-hydroxy steroid; 3alpha-hydroxy steroid; 7alpha-hydroxy steroid; hydroxy monocarboxylic acid; steroid acid	human metabolite	low
erythrose 4-phosphate	erythrose phosphate	Escherichia coli metabolite; human metabolite; mouse metabolite	low
n(8)-acetylspermidine	acetylspermidine	Escherichia coli metabolite; human metabolite	low
7 alpha-hydroxy-4-cholesten-3-one	3-oxo-Delta(4) steroid; 7alpha-hydroxy steroid; cholestanoid	human metabolite; mouse metabolite	low
pristanic acid	branched-chain saturated fatty acid; long-chain fatty acid; methyl-branched fatty acid	human metabolite	low
gamma-glutamylcysteine	gamma-glutamylcysteine	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
27-hydroxycholesterol	26-hydroxycholesterol	apoptosis inducer; human metabolite; mouse metabolite; neuroprotective agent	low
3-carboxy-4-methyl-5-propyl-2-furanpropionic acid	dicarboxylic acid; furoic acid	human metabolite; uremic toxin	low
dehydroalanine	2,3-dehydroamino acid; alpha,beta-unsaturated monocarboxylic acid; amino acid zwitterion; enamine; non-proteinogenic alpha-amino acid	alkylating agent; human metabolite; mouse metabolite	low
hypothiocyanite ion	one-carbon compound; sulfur oxoacid	antibacterial agent; antifungal agent; antiviral agent; human metabolite; oxidising agent; rat metabolite	low
3-c-methylerythritol	tetritol	human metabolite	low
succinylacetoacetate	alpha,omega-dicarboxylic acid; beta-diketone	human metabolite	low
isoursodeoxycholic acid	dihydroxy-5beta-cholanic acid	human metabolite	low
mannitol-1-phosphate	alditol 1-phosphate; hexitol phosphate	Escherichia coli metabolite; human metabolite	low
triiodothyronine	tetrahydrothiophenes; thiolactone	human metabolite	low
kinetensin	oligopeptide	histamine releasing agent; human metabolite	low
estra-1(10),4-diene-2,3,17-trione	17-oxo steroid; 3-oxo-Delta(4) steroid; orthoquinones	human metabolite	low
2'-deoxycytidine diphosphate	2'-deoxycytidine phosphate; pyrimidine 2'-deoxyribonucleoside 5'-diphosphate	Escherichia coli metabolite; human metabolite; mouse metabolite; Mycoplasma genitalium metabolite	low
n-methylserotonin	phenols; tryptamines	human metabolite; plant metabolite	low
gamma-glutamylglutamine	dipeptide	human metabolite	low
3,4-dihydroxybutanoic acid	3-hydroxy fatty acid; omega-hydroxy-short-chain fatty acid	human metabolite	low
n-palmitoylglycine	fatty amide; N-acylglycine 16:0	human metabolite; marine metabolite	low
gamma-glutamyl-leucine	glutamyl-L-amino acid	human metabolite	low
ribulose	ribulose	Escherichia coli metabolite; human metabolite	low
3,4-dihydroxyphenylglycolaldehyde	catechols; hydroxyaldehyde	human metabolite; mouse metabolite; neurotoxin	low
androsterone sulfate	17-oxo steroid; androstanoid; steroid sulfate	human metabolite; mouse metabolite	low
3,7,12-trihydroxycoprostane	12alpha-hydroxy steroid; 3alpha-hydroxy steroid; 7alpha-hydroxy steroid	human metabolite; mouse metabolite	low
saccharopine	amino acid opine; L-lysine derivative	human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
allysine	allysine; amino acid zwitterion; aminoadipate semialdehyde; non-proteinogenic L-alpha-amino acid	human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
orotidylic acid	pyrimidine ribonucleoside 5'-monophosphate	Escherichia coli metabolite; human metabolite; mouse metabolite	low
allocholic acid	12alpha-hydroxy steroid; 3alpha-hydroxy steroid; 7alpha-hydroxy steroid; allo-bile acid; C24-steroid	human metabolite; marine metabolite; rat metabolite	low
beta-ureidoisobutyric acid	ureidocarboxylic acid	human metabolite; mouse metabolite	low
kynurenine	amino acid zwitterion; kynurenine; non-proteinogenic L-alpha-amino acid	human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
nicotinate ribonucleoside	ammonium betaine	human metabolite	low
n(6)-(n-threonylcarbonyl)adenosine	L-threonine derivative; N-(adenosin-N(6)-ylcarbonyl)threonine	Escherichia coli metabolite; human metabolite	low
sedoheptulose 7-phosphate	ketoheptose phosphate; sedoheptulose derivative	Escherichia coli metabolite; human metabolite; mouse metabolite	low
histidinol	amino alcohol; imidazoles	EC 2.3.1.97 (glycylpeptide N-tetradecanoyltransferase) inhibitor; Escherichia coli metabolite; human metabolite; Saccharomyces cerevisiae metabolite	low
thiocysteine	amino acid zwitterion; S-substituted L-cysteine	human metabolite; mouse metabolite	low
nicotinic acid adenine dinucleotide	nicotinic acid dinucleotide	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
4,4-dimethyl-5-alpha-cholesta-(8,24)-dien-3-beta-ol	3beta-sterol	human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
bradykinin, des-phe(8)-des-arg(9)-	oligopeptide	human metabolite; rat metabolite	low
isobutyryl-1-carnitine	methyl-branched fatty acyl-L-carnitine; O-isobutyrylcarnitine; saturated fatty acyl-L-carnitine	human metabolite	low
threitol	threitol	human metabolite	low
biotin	biotins; vitamin B7	coenzyme; cofactor; Escherichia coli metabolite; fundamental metabolite; human metabolite; mouse metabolite; nutraceutical; prosthetic group; Saccharomyces cerevisiae metabolite	low
angiotensin ii	amino acid zwitterion; angiotensin II	human metabolite	low
aceglutamide	N-acetyl-L-amino acid; N(2)-acetylglutamine; N(2)-acyl-L-glutamine	human metabolite	low
aflatoxin b1	aflatoxin; aromatic ether; aromatic ketone	carcinogenic agent; human metabolite	low
isospaglumic acid	dipeptide	human metabolite	low
2'-deoxyadenosine triphosphate	2'-deoxyadenosine 5'-phosphate; purine 2'-deoxyribonucleoside 5'-diphosphate	Escherichia coli metabolite; human metabolite; mouse metabolite	low
2-ethylhydracrylic acid	branched-chain saturated fatty acid; hydroxy fatty acid; short-chain fatty acid	human metabolite	low
2-methyl-3-oxovaleric acid	3-oxo monocarboxylic acid	human metabolite	low
monoacetylcadaverine	acetamides; N-substituted cadaverine; primary amino compound; secondary carboxamide	human metabolite	low
beta-citrylglutamic acid	N-acyl-L-glutamic acid; tetracarboxylic acid	human metabolite; iron chelator	low
maltotriose	maltotriose trisaccharide	human metabolite	low
cholestane-3,7,12,26-tetrol	12alpha-hydroxy steroid; 26-hydroxy steroid; 3alpha-hydroxy steroid; 7alpha-hydroxy steroid	human metabolite; mouse metabolite	low
beta-leucine	beta-amino acid	human metabolite	low
2-methylbutyrylglycine	N-acylglycine	human metabolite	low
neurotensin (1-8)	peptide zwitterion; peptide	human metabolite	low
cholic acid	12alpha-hydroxy steroid; 3alpha-hydroxy steroid; 7alpha-hydroxy steroid; bile acid; C24-steroid; trihydroxy-5beta-cholanic acid	human metabolite; mouse metabolite	low
cortisone	11-oxo steroid; 17alpha-hydroxy steroid; 20-oxo steroid; 21-hydroxy steroid; 3-oxo-Delta(4) steroid; C21-steroid; glucocorticoid; primary alpha-hydroxy ketone; tertiary alpha-hydroxy ketone	human metabolite; mouse metabolite	low
5 alpha-androstane-3 beta,17 beta-diol	17beta-hydroxy steroid; 3beta-hydroxy steroid; androstane-3,17-diol	Daphnia magna metabolite; human metabolite	low
cholesteryl palmitate	cholesteryl ester	human metabolite; mouse metabolite	low
lanosterol	14alpha-methyl steroid; 3beta-sterol; tetracyclic triterpenoid	bacterial metabolite; human metabolite; mouse metabolite; plant metabolite; Saccharomyces cerevisiae metabolite	low
2-hydroxyestradiol	17beta-hydroxy steroid; 2-hydroxy steroid	carcinogenic agent; human metabolite; metabolite; mouse metabolite; prodrug	low
5-hydroxyisourate	oxopurine	human metabolite; mouse metabolite	low
5-formyluracil	aldehyde; nucleobase analogue; pyrimidone	human metabolite; mutagen	low
taurochenodeoxycholic acid	bile acid taurine conjugate	human metabolite; mouse metabolite	low
5'-methylthioadenosine	thioadenosine	algal metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
5'-deoxyadenosine	5'-deoxyribonucleoside; adenosines	Escherichia coli metabolite; human metabolite; mouse metabolite	low
isomaltose	glycosylglucose	human metabolite; metabolite; mouse metabolite	low
glucosamine 6-phosphate	2-amino-2-deoxy-D-glucopyranose 6-phosphate	human metabolite; Saccharomyces cerevisiae metabolite	low
5-hydroxytryptophan	5-hydroxytryptophan; amino acid zwitterion; hydroxy-L-tryptophan; non-proteinogenic L-alpha-amino acid	human metabolite; mouse metabolite; plant metabolite	low
dopaquinone	1,2-benzoquinones; amino acid zwitterion; L-phenylalanine derivative	human metabolite; mouse metabolite	low
pantetheine	pantetheines; thiol	human metabolite; metabolite; mouse metabolite	low
tryptophanamide	amino acid amide; tryptophan derivative	human metabolite	low
5-diphosphomevalonic acid	carboxyalkyl phosphate	human metabolite; mouse metabolite	low
7-dehydrocholesterol	3beta-hydroxy-Delta(5)-steroid; 3beta-sterol; cholestanoid; Delta(5),Delta(7)-sterol	human metabolite; mouse metabolite	low
cysteinylglycine	dipeptide zwitterion; dipeptide	Escherichia coli metabolite; human metabolite; Saccharomyces cerevisiae metabolite	low
desmosterol	3beta-hydroxy-Delta(5)-steroid; 3beta-sterol; C27-steroid; cholestanoid	human metabolite; mouse metabolite	low
monoiodotyrosine	amino acid zwitterion; L-tyrosine derivative; monoiodotyrosine; non-proteinogenic L-alpha-amino acid	EC 1.14.16.2 (tyrosine 3-monooxygenase) inhibitor; human metabolite; mouse metabolite	low
taurolithocholic acid	bile acid taurine conjugate; monocarboxylic acid amide	human metabolite	low
n'-formylkynurenine	amino acid zwitterion; N-formylkynurenine; non-proteinogenic amino acid derivative; non-proteinogenic L-alpha-amino acid	human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
fuculose 1-phosphate	deoxyaldohexose phosphate	human metabolite	low
nicotinamide-beta-riboside	N-glycosylnicotinamide; pyridine nucleoside	geroprotector; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
4-hydroxyphenylacetaldehyde	alpha-CH2-containing aldehyde; phenylacetaldehydes	Escherichia coli metabolite; human metabolite; mouse metabolite	low
trimethyllysine	alpha-amino-acid cation	human metabolite; mouse metabolite	low
inositol 3,4-bisphosphate	myo-inositol bisphosphate	human metabolite; mouse metabolite	low
n-acetylglucosamine-1-phosphate	N-acetyl-D-glucosamine 1-phosphate	Escherichia coli metabolite; human metabolite; mouse metabolite	low
24,25-dihydrolanosterol	3beta-sterol; tetracyclic triterpenoid	human metabolite; mouse metabolite	low
2-hydroxyestrone	2-hydroxy steroid; catechols	human metabolite	low
2-methoxyestrone	17-oxo steroid; 3-hydroxy steroid; alicyclic ketone; aromatic ether; phenolic steroid; phenols	human metabolite; mouse metabolite	low
cortodoxone	deoxycortisol; glucocorticoid; primary alpha-hydroxy ketone; tertiary alpha-hydroxy ketone	human metabolite; mouse metabolite	low
estradiol-3-glucuronide	17beta-hydroxy steroid; beta-D-glucosiduronic acid; steroid glucosiduronic acid	human metabolite; mouse metabolite	low
acetyl adenylate	5'-acylphosphoadenosin	human metabolite; mouse metabolite	low
epiandrosterone	17-oxo steroid; 3beta-hydroxy steroid; androstanoid	androgen; human metabolite	low
4,4-dimethylcholesta-8,14,24-trienol	3beta-sterol; Delta(14) steroid	human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
enkephalin, methionine	pentapeptide; peptide zwitterion	analgesic; antineoplastic agent; delta-opioid receptor agonist; human metabolite; mu-opioid receptor agonist	low
7-ketolithocholic acid	3alpha-hydroxy steroid; bile acid; monohydroxy-5beta-cholanic acid; oxo-5beta-cholanic acid	human metabolite	low
dephosphocoenzyme a	adenosine 5'-phosphate	Escherichia coli metabolite; human metabolite; mouse metabolite	low
arachidonic acid	icosa-5,8,11,14-tetraenoic acid; long-chain fatty acid; omega-6 fatty acid	Daphnia galeata metabolite; EC 3.1.1.1 (carboxylesterase) inhibitor; human metabolite; mouse metabolite	low
3-hydroxy-3-methylglutaryl-coenzyme a	3-hydroxy-3-methylglutaryl-CoA; 3-hydroxy fatty acyl-CoA	human metabolite; mouse metabolite	low
retinol	retinol; vitamin A	human metabolite; mouse metabolite; plant metabolite	low
ribothymidine	methyluridine	antigen; Escherichia coli metabolite; human metabolite	low
docosahexaenoate	docosahexaenoic acid; omega-3 fatty acid	algal metabolite; antineoplastic agent; Daphnia tenebrosa metabolite; human metabolite; mouse metabolite; nutraceutical	low
tetragastrin	peptidyl amide; tetrapeptide	anxiogenic; human metabolite	low
prostaglandin d2	prostaglandins D	human metabolite; mouse metabolite	low
hexanoyl-coenzyme a	medium-chain fatty acyl-CoA	Escherichia coli metabolite; human metabolite; mouse metabolite	low
enkephalin, leucine	pentapeptide; peptide zwitterion	analgesic; delta-opioid receptor agonist; human metabolite; mu-opioid receptor agonist; neurotransmitter; rat metabolite	low
tyrosine o-sulfate	aryl sulfate; L-tyrosine derivative; O-sulfoamino acid	human metabolite	low
retinaldehyde	retinal; vitamin A	gap junctional intercellular communication inhibitor; human metabolite; mouse metabolite	low
squalene	triterpene	human metabolite; mouse metabolite; plant metabolite; Saccharomyces cerevisiae metabolite	low
thyrotropin-releasing hormone	peptide hormone; tripeptide	human metabolite	low
n-methylproline	L-alpha-amino acid zwitterion; L-proline derivative; tertiary amino compound	human metabolite; plant metabolite	low
citraconic acid	dicarboxylic acid; dicarboxylic fatty acid	human metabolite	low
flavin-adenine dinucleotide	flavin adenine dinucleotide; vitamin B2	cofactor; Escherichia coli metabolite; human metabolite; mouse metabolite; prosthetic group	low
flavin mononucleotide	flavin mononucleotide; vitamin B2	bacterial metabolite; coenzyme; cofactor; human metabolite; mouse metabolite	low
mannose 1-phosphate	mannose phosphate	fundamental metabolite; human metabolite	low
glycerylphosphorylcholine	phosphocholines; sn-glycerol 3-phosphates	Escherichia coli metabolite; human metabolite; mouse metabolite; neuroprotective agent; parasympatholytic; Saccharomyces cerevisiae metabolite	low
urocanic acid	urocanic acid	human metabolite	low
cysteine sulfinic acid	organosulfinic acid; S-substituted L-cysteine	Escherichia coli metabolite; human metabolite; metabotropic glutamate receptor agonist; mouse metabolite	low
cholesterol acetate	acetate ester; cholesteryl ester	human metabolite	low
1,6-anhydro-beta-glucopyranose	anhydrohexose	Arabidopsis thaliana metabolite; biomarker; human metabolite	low
glycylvaline	dipeptide	human metabolite	low
sodium taurodeoxycholate	bile acid taurine conjugate	human metabolite	low
estrone sulfate	17-oxo steroid; steroid sulfate	human metabolite; mouse metabolite	low
hydroxylysine	5-hydroxylysine; hydroxy-L-lysine	human metabolite	low
glycodeoxycholic acid	bile acid glycine conjugate	human metabolite	low
isobutyryl-coenzyme a	methyl-branched fatty acyl-CoA; short-chain fatty acyl-CoA	human metabolite; mouse metabolite	low
galactaric acid	hexaric acid	human metabolite	low
dihydroxycoprostane	3alpha-hydroxy steroid; 7alpha-hydroxy steroid	human metabolite; mouse metabolite	low
angiotensin i, ile(5)-	angiotensin; peptide zwitterion	human metabolite; neurotransmitter agent	low
fructosyl-glycine	fructosamine; glycine derivative; glyco-amino acid	human metabolite	low
arachidoyl-coenzyme a	11,12-saturated fatty acyl-CoA; long-chain fatty acyl-CoA	human metabolite	low
lignoceroyl-coenzyme a	very long-chain fatty acyl-CoA	human metabolite; Saccharomyces cerevisiae metabolite	low
5-hydroxybenzimidazole	benzimidazoles; phenols	bacterial metabolite; human metabolite; rat metabolite	low
n-carbamylglutamate	glutamic acid derivative; ureas	human metabolite	low
citramalate	dicarboxylic acid dianion	human metabolite; plant metabolite	low
4-cresol sulfate	aryl sulfate	gut flora metabolite; human metabolite; uremic toxin	low
sphingosine	sphing-4-enine	human metabolite; mouse metabolite	low
dinoprostone	prostaglandins E	human metabolite; mouse metabolite; oxytocic	low
dinoprost	monocarboxylic acid; prostaglandins Falpha	human metabolite; mouse metabolite	low
leukotriene a4	epoxy fatty acid; leukotriene; long-chain fatty acid; oxylipin; polyunsaturated fatty acid	human metabolite; mouse metabolite; plant metabolite	low
prostaglandin b1	prostaglandins B	human metabolite	low
calcitriol	D3 vitamins; hydroxycalciol; triol	antineoplastic agent; antipsoriatic; bone density conservation agent; calcium channel agonist; calcium channel modulator; hormone; human metabolite; immunomodulator; metabolite; mouse metabolite; nutraceutical	low
psychosine	glycosylsphingoid	human metabolite	low
11-cis-retinal	retinal	chromophore; human metabolite; mouse metabolite	low
leukotriene b4	dihydroxy monocarboxylic acid; hydroxy polyunsaturated fatty acid; leukotriene; long-chain fatty acid	human metabolite; mouse metabolite; plant metabolite; vasoconstrictor agent	low
leukotriene c4	leukotriene	bronchoconstrictor agent; human metabolite; mouse metabolite	low
prostaglandin f2beta	prostaglandins Fbeta	human metabolite	low
8,11,14-eicosatrienoic acid	fatty acid 20:3; long-chain fatty acid	fungal metabolite; human metabolite; nutraceutical	low
15-keto-5,8,11,13-eicosatetraenoic acid	oxoicosatetraenoic acid	human metabolite	low
alprostadil	prostaglandins E	anticoagulant; human metabolite; platelet aggregation inhibitor; vasodilator agent	low
15-hydroxy-5,8,11,13-eicosatetraenoic acid	(5Z,8Z,11Z,13E)-15-HETE	human metabolite; mouse metabolite	low
5-hydroxy-6,8,11,14-eicosatetraenoic acid	HETE	human metabolite; mouse metabolite	low
cholecalciferol	D3 vitamins; hydroxy seco-steroid; seco-cholestane; secondary alcohol; steroid hormone	geroprotector; human metabolite	low
leukotriene d4	dipeptide; leukotriene; organic sulfide	bronchoconstrictor agent; human metabolite; mouse metabolite	low
prostaglandin a2	prostaglandins A	human metabolite	low
prostaglandin b2	prostaglandins B	human metabolite	low
prostaglandin g2	prostaglandins G	human metabolite; mouse metabolite	low
9-deoxy-delta-9-prostaglandin d2	prostaglandins J	human metabolite	low
6-ketoprostaglandin f1 alpha	prostaglandins Falpha	human metabolite; mouse metabolite	low
11-dehydro-thromboxane b2	thromboxane	human metabolite	low
lipoxin a4	hydroxy polyunsaturated fatty acid; lipoxin; long-chain fatty acid	human metabolite; metabolite	low
gamma-linolenic acid	linolenic acid; omega-6 fatty acid	human metabolite; mouse metabolite; plant metabolite	low
prostaglandin e3	prostaglandins E	human metabolite	low
leukotriene f-4	dipeptide; leukotriene; organic sulfide	human metabolite	low
prostaglandin f1	prostaglandins Falpha	human metabolite	low
previtamin d(3)	D3 vitamins; hydroxy seco-steroid; seco-cholestane; secondary alcohol	human metabolite	low
brassicasterol	3beta-hydroxy-Delta(5)-steroid; 3beta-sterol; ergostanoid; phytosterols	algal metabolite; animal metabolite; biomarker; EC 1.3.1.72 (Delta(24)-sterol reductase) inhibitor; human metabolite; marine metabolite; plant metabolite; sterol biosynthesis inhibitor	low
retinoyl beta-glucuronide	glucuronic acids; retinoid	human metabolite	low
prostaglandin d3	prostaglandins D	human metabolite	low
glyceryl 2-arachidonate	2-acylglycerol 20:4; endocannabinoid	human metabolite	low
tocotrienol, alpha	tocotrienol; vitamin E	ferroptosis inhibitor; human metabolite; neuroprotective agent; plant metabolite	low
11-ketotestosterone	11-oxo steroid; 17beta-hydroxy steroid; 3-oxo-Delta(4) steroid; androstanoid	androgen; human metabolite; marine xenobiotic metabolite	low
phthioic acid	branched-chain saturated fatty acid; fatty acid 26:0; methyl-branched fatty acid; very long-chain fatty acid	Aspergillus metabolite; human metabolite	low
2-decenoic acid	2-decenoic acid	human metabolite	low
9,11-linoleic acid	octadeca-9,11-dienoic acid	anti-inflammatory agent; antiatherogenic agent; antineoplastic agent; apoptosis inducer; bacterial xenobiotic metabolite; human metabolite	low
9-hydroxy-10,12-octadecadienoic acid	HODE; octadecadienoic acid	human metabolite; metabolite; mouse metabolite; plant metabolite	low
17-phenyltrinorprostaglandin e2	alicyclic ketone; beta-hydroxy ketone; hydroxy monocarboxylic acid; olefinic compound; oxo monocarboxylic acid; prostanoid; secondary alcohol	human metabolite; prostaglandin receptor agonist	low
thromboxane b2	thromboxanes B	human metabolite; mouse metabolite	low
thromboxane b3	thromboxanes B	human metabolite; mouse metabolite	low
12-hydroxy-5,8,10,14-eicosatetraenoic acid	(5Z,8Z,10E,14Z)-12-hydroxyicosatetraenoic acid; HETE	human metabolite; pro-angiogenic agent	low
20-hydroxy-5,8,11,14-eicosatetraenoic acid	HETE; hydroxy monocarboxylic acid	human metabolite; mouse metabolite	low
5-oxo-6,8,11,14-eicosatetraenoic acid	oxoicosatetraenoic acid	human metabolite; immunomodulator; mouse metabolite	low
8-isoprostaglandin e2	cyclic ketone; diol; prostanoid; secondary alcohol	bronchoconstrictor agent; human metabolite; rat metabolite; vasoconstrictor agent	low
oleylamide	primary fatty amide	human metabolite; plant metabolite	low
monolinolein	1-acylglycerol 18:2; rac-1-monoacylglycerol	antiviral agent; human metabolite; plant metabolite	low
1,25-dihydroxy-24-oxo-vitamin d3	hydroxycalciol; oxocalciol; tertiary alpha-hydroxy ketone	human metabolite	low
calcifediol	D3 vitamins; diol; hydroxycalciol	bone density conservation agent; human metabolite; metabolite; mouse metabolite; nutraceutical	low
hyodeoxycholic acid	5beta-cholanic acids; 6alpha,20xi-murideoxycholic acid; bile acid; C24-steroid	human metabolite; mouse metabolite	low
vitamin k 1	phylloquinones; vitamin K	cofactor; human metabolite; plant metabolite	low
cerium	CE(18:2); cholesteryl octadeca-9,12-dienoate	human metabolite; mouse metabolite	low
xylulose	xylulose	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
11-dehydrocorticosterone	11-oxo steroid; 20-oxo steroid; 21-hydroxy steroid; 3-oxo-Delta(4) steroid; corticosteroid; primary alpha-hydroxy ketone	human metabolite; mouse metabolite	low
1-butyl oleate	fatty acid ester	human metabolite	low
8-hydroxyadenine	6-aminopurines; heteroaryl hydroxy compound; nucleobase analogue; oxopurine	bacterial metabolite; human metabolite	low
erucyl amide	13-docosenamide	EC 3.1.1.7 (acetylcholinesterase) inhibitor; human metabolite; mammalian metabolite; plant metabolite; rat metabolite	low
vitamin mk 8	menaquinone	Escherichia coli metabolite; human metabolite	low
2,3-oxidosqualene	2,3-epoxysqualene	human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
2-keto-4-hydroxyglutarate	oxo dicarboxylate	human metabolite; Saccharomyces cerevisiae metabolite	low
deoxyribose	deoxypentose	human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
iditol	iditol	fungal metabolite; human metabolite	low
glutamate	glutamate(1-); polar amino acid zwitterion	EC 6.3.1.2 (glutamate--ammonia ligase) inhibitor; human metabolite; Saccharomyces cerevisiae metabolite	low
fumarates	butenedioate; C4-dicarboxylate	human metabolite; metabolite; Saccharomyces cerevisiae metabolite	low
cerotate	fatty acid anion 26:0; omega-methyl fatty acid anion; very long-chain fatty acid anion	human metabolite; Saccharomyces cerevisiae metabolite	low
adenosine triphosphate	nucleoside 5'-triphoshate(4-)	cofactor; fundamental metabolite; human metabolite	low
docosapentaenoic acid	docosapentaenoic acid; omega-3 fatty acid	algal metabolite; human metabolite	low
3-methylbutyrylcarnitine	C5-acylcarnitine	human metabolite	low
hexanoylcarnitine	hexanoate ester; O-acylcarnitine	human metabolite	low
linoleamide	primary fatty amide	human metabolite	low
13-cis-retinal	retinal	human metabolite	low
4-hydroxyretinoic acid	retinoid; secondary allylic alcohol	human metabolite	low
4-oxo-2-nonenal	enal; enone	human metabolite	low
20,22-dihydroxycholesterol	20-hydroxy steroid; 22-hydroxy steroid; 3beta-hydroxy-Delta(5)-steroid; 3beta-sterol; cholestanoid; oxysterol	human metabolite; mouse metabolite	low
biotinate	monocarboxylic acid anion; vitamin B7	cofactor; human metabolite; Saccharomyces cerevisiae metabolite	low
6 beta-hydroxycortisol	11beta-hydroxy steroid; 17alpha-hydroxy steroid; 20-oxo steroid; 21-hydroxy steroid; 3-oxo-Delta(4) steroid; 6beta-hydroxy steroid; C21-steroid; primary alpha-hydroxy ketone; tertiary alpha-hydroxy ketone	human metabolite; mammalian metabolite; probe	low
fuculose	deoxyketohexose	Escherichia coli metabolite; human metabolite	low
gamma-glutamylvaline	glutamyl-L-amino acid	human metabolite	low
ophthalmic acid	L-glutamine derivative	biomarker; human metabolite	low
acetylcarnitine	O-acetylcarnitine; saturated fatty acyl-L-carnitine	human metabolite; Saccharomyces cerevisiae metabolite	low
adenosine diphosphate	nucleoside 5'-diphosphate(3-)	fundamental metabolite; human metabolite	low
cyclic amp	organophosphate oxoanion	human metabolite; Saccharomyces cerevisiae metabolite	low
1,23,25-trihydroxyvitamin d3	D3 vitamins; hydroxy seco-steroid; hydroxycalciol; tetrol	human metabolite	low
phosphocreatine	phosphagen; phosphoamino acid	human metabolite; mouse metabolite	low
ursodoxicoltaurine	bile acid taurine conjugate	anti-inflammatory agent; apoptosis inhibitor; bone density conservation agent; cardioprotective agent; human metabolite; neuroprotective agent	low
homocarnosine	dipeptide zwitterion; dipeptide; homocarnosine; L-histidine derivative; N-acyl-L-alpha-amino acid anion; N-acyl-L-alpha-amino acid	human metabolite	low
3-hydroxyproline	3-hydroxyproline; amino acid zwitterion; D-proline derivative	bacterial metabolite; human metabolite	low
cytidine diphosphate choline	nucleotide-(amino alcohol)s; phosphocholines	human metabolite; mouse metabolite; neuroprotective agent; psychotropic drug; Saccharomyces cerevisiae metabolite	low
octanoylcarnitine	O-octanoylcarnitine; saturated fatty acyl-L-carnitine	human metabolite	low
palmitoylcarnitine	O-palmitoylcarnitine; saturated fatty acyl-L-carnitine	EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor; human metabolite; mouse metabolite	low
cyclic 3',5'-thymidine monophosphate	3',5'-cyclic pyrimidine nucleotide	human metabolite	low
pristanal	2-methyl-branched fatty aldehyde; saturated fatty aldehyde	human metabolite	low
lanosten-3-ol-32-al	14alpha-formyl steroid; 3beta-sterol; tetracyclic triterpenoid	human metabolite	low
thiamine pyrophosphate	organophosphate oxoanion; vitamin B1	human metabolite; Saccharomyces cerevisiae metabolite	low
adenosine monophosphate	nucleoside 5'-monophosphate(2-)	cofactor; fundamental metabolite; human metabolite	low
nad	organophosphate oxoanion	cofactor; human metabolite; hydrogen acceptor; Saccharomyces cerevisiae metabolite	low
cob(ii)alamin	cobalamin	cofactor; human metabolite	low
nociceptin	organic molecular entity; polypeptide	human metabolite; rat metabolite	low
3-hydroxy-3-methyl-hexanoic acid	3-hydroxy monocarboxylic acid; volatile organic compound	human metabolite	low
uridine diphosphate	nucleoside 5'-diphosphate(3-)	human metabolite; Saccharomyces cerevisiae metabolite	low
n-acetylgalactosamine-1-phosphate	D-galactosamine 1-phosphate	human metabolite	low
1-phospho-5-s-methylthioribulose	organophosphate oxoanion	human metabolite; Saccharomyces cerevisiae metabolite	low
s-adenosylmethionine	organic cation; sulfonium compound	coenzyme; cofactor; human metabolite; micronutrient; Mycoplasma genitalium metabolite; nutraceutical; Saccharomyces cerevisiae metabolite	low
10-nitro-oleic acid	long-chain fatty acid; monounsaturated fatty acid; nitro fatty acid	human metabolite	low
ticrynafen	monocarboxylic acid anion; organophosphate oxoanion	human metabolite	low
s-(1,2-dicarboxyethyl)cysteine	L-cysteine thioether; tricarboxylic acid	human metabolite; Maillard reaction product	low
neurotensin	peptide hormone	human metabolite; mitogen; neurotransmitter; vulnerary	low
apelin-13 peptide	oligopeptide	antihypertensive agent; autophagy inhibitor; biomarker; human metabolite; neuroprotective agent	low
p-Glu-Arg-Pro-Arg-Leu-Ser-His-Lys-Gly-Pro-Met-Pro-Phe	polypeptide	apoptosis inhibitor; human metabolite; neuroprotective agent	low
taurolithocholic acid 3-sulfate	steroid sulfate oxoanion	human metabolite	low
inositol 1,3,4-trisphosphate	inositol phosphate oxoanion	human metabolite	low
diadenosine tetraphosphate	organophosphate oxoanion	human metabolite; Saccharomyces cerevisiae metabolite	low
2-ketoarginine	2-oxo monocarboxylic acid; zwitterion	human metabolite; mouse metabolite	low
adenosine diphosphate glucose	NDP-alpha-D-glucose(2-); ribonucleoside 5'-diphosphate-alpha-D-glucose(2-)	human metabolite	low
nicotinate mononucleotide	organophosphate oxoanion	human metabolite; Saccharomyces cerevisiae metabolite	low
oleoylcarnitine	monounsaturated fatty acyl-L-carnitine	glycine transporter 2 inhibitor; human metabolite	low
uridine diphosphate n-acetylgalactosamine	nucleotide-sugar oxoanion	human metabolite	low
6-phosphogluconolactone	organophosphate oxoanion	human metabolite; Saccharomyces cerevisiae metabolite	low
3-hydroxyisovalerylcarnitine	O-acylcarnitine	human metabolite	low
angiotensin i	angiotensin; peptide zwitterion	antihypertensive agent; cardioprotective agent; human metabolite; rat metabolite	low
9-PAHSA	FAHFA; long-chain fatty acid	anti-inflammatory agent; human metabolite; hypoglycemic agent	low
angiotensin i	angiotensin; peptide zwitterion	human metabolite; neurotransmitter agent	low
lugdunin	homodetic cyclic peptide; indoles; macrocycle; peptide antibiotic; thiazolidines	human metabolite; rat metabolite	low
cyclic gmp	3',5'-cyclic purine nucleotide; guanyl ribonucleotide	Escherichia coli metabolite; human metabolite; mouse metabolite; plant metabolite; Saccharomyces cerevisiae metabolite	low
deoxyguanosine	purine 2'-deoxyribonucleoside; purines 2'-deoxy-D-ribonucleoside	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
deoxyinosine	purine 2'-deoxyribonucleoside; purines 2'-deoxy-D-ribonucleoside	Escherichia coli metabolite; human metabolite; mouse metabolite; plant metabolite; Saccharomyces cerevisiae metabolite	low
deoxyguanosine triphosphate	deoxyguanosine phosphate; guanyl deoxyribonucleotide; purine 2'-deoxyribonucleoside 5'-triphosphate	Arabidopsis thaliana metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; plant metabolite; Saccharomyces cerevisiae metabolite	low
7,8-dihydroneopterin	dihydropterin; neopterins	Escherichia coli metabolite; human metabolite; metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
deoxyinosine monophosphate	deoxyinosine phosphate; purine 2'-deoxyribonucleoside 5'-monophosphate	Escherichia coli metabolite; human metabolite; mouse metabolite; Mycoplasma genitalium metabolite	low
guanosine diphosphate mannose	GDP-D-mannose	Escherichia coli metabolite; human metabolite; mouse metabolite; plant metabolite	low
guanine	2-aminopurines; oxopurine; purine nucleobase	algal metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
inosinic acid	inosine phosphate; purine ribonucleoside 5'-monophosphate	Escherichia coli metabolite; human metabolite; mouse metabolite	low
inosine	inosines; purines D-ribonucleoside	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	low
inosine triphosphate	inosine phosphate; purine ribonucleoside 5'-triphosphate	Escherichia coli metabolite; human metabolite; mouse metabolite	low
sapropterin	5,6,7,8-tetrahydrobiopterin	coenzyme; cofactor; diagnostic agent; human metabolite	low
folic acid	folic acids; N-acyl-amino acid	human metabolite; mouse metabolite; nutrient	low
dyspropterin	biopterins; tetrahydropterin	human metabolite; metabolite; mouse metabolite	low
8-nitroguanosine 3',5'-cyclic monophosphate	3',5'-cyclic purine nucleotide; C-nitro compound	biomarker; Brassica napus metabolite; human metabolite; signalling molecule	low
n(2),n(2)-dimethylguanosine	methylguanosine	human metabolite	low
creatinine	imidazolidinone; lactam	diagnostic agent; human metabolite	low
apelin-12 peptide	oligopeptide	biomarker; human blood serum metabolite; human metabolite; neuroprotective agent	low

Substance	Studies	Classes	Roles	First Year	Last Year	Average Age	Relationship Strength	Trials	pre-1990	1990's	2000's	2010's	post-2020
coenzyme q10	0	ubiquinones	antioxidant; ferroptosis inhibitor; human metabolite	0	0		low	0	0	0	0	0	0
ubiquinone-o	0	ubiquinones	Escherichia coli metabolite; human metabolite	0	0		low	0	0	0	0	0	0

Substance	Studies	Classes	Roles	First Year	Last Year	Average Age	Relationship Strength	2000's
2,3-dimethoxy-5-methyl-6-decyl-1,4-benzoquinone	1	1,4-benzoquinones	cofactor	2008	2008	16.0	low	1
embelin	1	dihydroxy-1,4-benzoquinones	antimicrobial agent; antineoplastic agent; hepatitis C protease inhibitor; plant metabolite	2008	2008	16.0	low	1
idebenone	1	1,4-benzoquinones; primary alcohol	antioxidant; ferroptosis inhibitor	2008	2008	16.0	low	1
ubiquinone q1	1	ubiquinones		2008	2008	16.0	low	1
quinone	1	1,4-benzoquinones	cofactor; human xenobiotic metabolite; mouse metabolite	2008	2008	16.0	low	1
2,5-dimethyl-4-benzoquinone	1			2008	2008	16.0	low	1
thymoquinone	1	1,4-benzoquinones	adjuvant; anti-inflammatory agent; antidepressant; antineoplastic agent; antioxidant; cardioprotective agent; plant metabolite	2008	2008	16.0	low	1
2-methyl-1,4-benzoquinone	1			2008	2008	16.0	low	1
2-tert-butyl-4-quinone	1			2008	2008	16.0	low	1
2,6-dimethoxy-1,4-benzoquinone	1			2008	2008	16.0	low	1
ubiquinone-o	1	ubiquinones	Escherichia coli metabolite; human metabolite	2008	2008	16.0	low	1
primin	1	1,4-benzoquinones	allergen; antifeedant; antimicrobial agent; hapten; metabolite	2008	2008	16.0	low	1
rapanone	1	dihydroxy-1,4-benzoquinones		2008	2008	16.0	low	1
ubiquinone q2	1	ubiquinones		2008	2008	16.0	low	1
coenzyme q10	1	ubiquinones	antioxidant; ferroptosis inhibitor; human metabolite	2008	2008	16.0	low	1
ubiquinone 6	1	ubiquinones	Saccharomyces cerevisiae metabolite	2008	2008	16.0	low	1

Substance	Studies	Classes	Roles	First Year	Last Year	Average Age	Relationship Strength	Trials	pre-1990	1990's	2000's	2010's	post-2020
4-hydroxybenzoic acid	1	monohydroxybenzoic acid	algal metabolite; plant metabolite	1984	1984	40.0	low	0	1	0	0	0	0
acetic acid	1	monocarboxylic acid	antimicrobial food preservative; Daphnia magna metabolite; food acidity regulator; protic solvent	2008	2008	16.0	low	0	0	0	1	0	0
formic acid	1	monocarboxylic acid	antibacterial agent; astringent; metabolite; protic solvent; solvent	2008	2008	16.0	low	0	0	0	1	0	0
methane	1	alkane; gas molecular entity; mononuclear parent hydride; one-carbon compound	bacterial metabolite; fossil fuel; greenhouse gas	2007	2007	17.0	low	1	0	0	1	0	0
choline	1	cholines	allergen; Daphnia magna metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; neurotransmitter; nutrient; plant metabolite; Saccharomyces cerevisiae metabolite	2008	2008	16.0	low	0	0	0	1	0	0
salicylic acid	1	monohydroxybenzoic acid	algal metabolite; antifungal agent; antiinfective agent; EC 1.11.1.11 (L-ascorbate peroxidase) inhibitor; keratolytic drug; plant hormone; plant metabolite	2019	2019	5.0	low	0	0	0	0	1	0
3-hydroxybutyric acid	1	(omega-1)-hydroxy fatty acid; 3-hydroxy monocarboxylic acid; hydroxybutyric acid	human metabolite	2007	2007	17.0	low	1	0	0	1	0	0
malic acid	1	2-hydroxydicarboxylic acid; C4-dicarboxylic acid	food acidity regulator; fundamental metabolite	2004	2004	20.0	low	0	0	0	1	0	0
dihydroxyphenylalanine	1	hydroxyphenylalanine; non-proteinogenic alpha-amino acid; tyrosine derivative	human metabolite	2007	2007	17.0	low	1	0	0	1	0	0
inositol	1	cyclitol; hexol		2015	2015	9.0	low	0	0	0	0	1	0
melatonin	1	acetamides; tryptamines	anticonvulsant; central nervous system depressant; geroprotector; hormone; human metabolite; immunological adjuvant; mouse metabolite; radical scavenger	2011	2011	13.0	low	0	0	0	0	1	0
putrescine	1	alkane-alpha,omega-diamine	antioxidant; fundamental metabolite	2004	2004	20.0	low	0	0	0	1	0	0
pyruvic acid	1	2-oxo monocarboxylic acid	cofactor; fundamental metabolite	2004	2004	20.0	low	0	0	0	1	0	0
spermidine	1	polyazaalkane; triamine	autophagy inducer; fundamental metabolite; geroprotector	2004	2004	20.0	low	0	0	0	1	0	0
succinic acid	1	alpha,omega-dicarboxylic acid; C4-dicarboxylic acid	anti-ulcer drug; fundamental metabolite; micronutrient; nutraceutical; radiation protective agent	2004	2004	20.0	low	0	0	0	1	0	0
uric acid	2	uric acid	Escherichia coli metabolite; human metabolite; mouse metabolite	1994	2003	25.5	low	0	0	1	1	0	0
isopentenyl pyrophosphate	2	prenol phosphate	antigen; antioxidant; epitope; Escherichia coli metabolite; mouse metabolite; phosphoantigen	2006	2014	14.0	low	0	0	0	1	1	0
1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine	1	methylpyridines; phenylpyridine; tetrahydropyridine	neurotoxin	2002	2002	22.0	low	0	0	0	1	0	0
beta-resorcylic acid	2			2015	2019	7.0	low	0	0	0	0	2	0
2,2'-azobis(2-amidinopropane)	1	monoazo compound		1992	1992	32.0	low	0	0	1	0	0	0
acetaminophen	1	acetamides; phenols	antipyretic; cyclooxygenase 1 inhibitor; cyclooxygenase 2 inhibitor; cyclooxygenase 3 inhibitor; environmental contaminant; ferroptosis inducer; geroprotector; hepatotoxic agent; human blood serum metabolite; non-narcotic analgesic; non-steroidal anti-inflammatory drug; xenobiotic	1998	1998	26.0	low	0	0	1	0	0	0
acetazolamide	1	monocarboxylic acid amide; sulfonamide; thiadiazoles	anticonvulsant; diuretic; EC 4.2.1.1 (carbonic anhydrase) inhibitor	2007	2007	17.0	low	1	0	0	1	0	0
etidronate	1	1,1-bis(phosphonic acid)	antineoplastic agent; bone density conservation agent; chelator	2014	2014	10.0	low	0	0	0	0	1	0
carbonyl cyanide p-trifluoromethoxyphenylhydrazone	1	aromatic ether; hydrazone; nitrile; organofluorine compound	ATP synthase inhibitor; geroprotector; ionophore	2016	2016	8.0	low	0	0	0	0	1	0
idebenone	1	1,4-benzoquinones; primary alcohol	antioxidant; ferroptosis inhibitor	2008	2008	16.0	low	0	0	0	1	0	0
2-propanol	1	secondary alcohol; secondary fatty alcohol	protic solvent	2008	2008	16.0	low	0	0	0	1	0	0
ubiquinone q1	1	ubiquinones		2003	2003	21.0	low	0	0	0	1	0	0
risedronic acid	1	pyridines		2014	2014	10.0	low	0	0	0	0	1	0
pirinixic acid	1	aryl sulfide; organochlorine compound; pyrimidines		1994	1994	30.0	low	0	0	1	0	0	0
reserpine	1	alkaloid ester; methyl ester; yohimban alkaloid	adrenergic uptake inhibitor; antihypertensive agent; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; environmental contaminant; first generation antipsychotic; plant metabolite; xenobiotic	2005	2005	19.0	low	0	0	0	1	0	0
thyroxine	2	2-halophenol; iodophenol; L-phenylalanine derivative; non-proteinogenic L-alpha-amino acid; thyroxine zwitterion; thyroxine	antithyroid drug; human metabolite; mouse metabolite; thyroid hormone	1984	1995	34.5	low	0	1	1	0	0	0
2-acetylaminofluorene	1	2-acetamidofluorenes	antimitotic; carcinogenic agent; epitope; mutagen	1999	1999	25.0	low	0	0	1	0	0	0
triiodothyronine	3	2-halophenol; amino acid zwitterion; iodophenol; iodothyronine	human metabolite; mouse metabolite; thyroid hormone	1984	2003	27.7	low	0	1	0	2	0	0
diethylnitrosamine	2	nitrosamine	carcinogenic agent; hepatotoxic agent; mutagen	1999	1999	25.0	low	0	0	2	0	0	0
carbon tetrachloride	5	chlorocarbon; chloromethanes	hepatotoxic agent; refrigerant	1986	2007	25.4	low	0	1	2	2	0	0
aspartic acid	1	aspartate family amino acid; aspartic acid; L-alpha-amino acid; proteinogenic amino acid	Escherichia coli metabolite; mouse metabolite; neurotransmitter	2015	2015	9.0	low	0	0	0	0	1	0
glutamine	1	amino acid zwitterion; glutamine family amino acid; glutamine; L-alpha-amino acid; polar amino acid zwitterion; proteinogenic amino acid	EC 1.14.13.39 (nitric oxide synthase) inhibitor; Escherichia coli metabolite; human metabolite; metabolite; micronutrient; mouse metabolite; nutraceutical; Saccharomyces cerevisiae metabolite	2021	2021	3.0	low	0	0	0	0	0	1
adenosine diphosphate	3	adenosine 5'-phosphate; purine ribonucleoside 5'-diphosphate	fundamental metabolite; human metabolite	2004	2013	14.0	low	0	0	0	1	2	0
uridine	1	uridines	drug metabolite; fundamental metabolite; human metabolite	2009	2009	15.0	low	0	0	0	1	0	0
galactose	1	D-galactose; galactopyranose	Escherichia coli metabolite; mouse metabolite	2015	2015	9.0	low	0	0	0	0	1	0
edetic acid	1	ethylenediamine derivative; polyamino carboxylic acid; tetracarboxylic acid	anticoagulant; antidote; chelator; copper chelator; geroprotector	2007	2007	17.0	low	1	0	0	1	0	0
tyrosine	2	amino acid zwitterion; erythrose 4-phosphate/phosphoenolpyruvate family amino acid; L-alpha-amino acid; proteinogenic amino acid; tyrosine	EC 1.3.1.43 (arogenate dehydrogenase) inhibitor; fundamental metabolite; micronutrient; nutraceutical	1965	1984	49.5	low	0	2	0	0	0	0
methionine	3	aspartate family amino acid; L-alpha-amino acid; methionine zwitterion; methionine; proteinogenic amino acid	antidote to paracetamol poisoning; human metabolite; micronutrient; mouse metabolite; nutraceutical	1984	2016	19.7	low	0	1	0	0	2	0
phenylalanine	1	amino acid zwitterion; erythrose 4-phosphate/phosphoenolpyruvate family amino acid; L-alpha-amino acid; phenylalanine; proteinogenic amino acid	algal metabolite; EC 3.1.3.1 (alkaline phosphatase) inhibitor; Escherichia coli metabolite; human xenobiotic metabolite; micronutrient; mouse metabolite; nutraceutical; plant metabolite; Saccharomyces cerevisiae metabolite	1965	1965	59.0	low	0	1	0	0	0	0
methylamine	1	methylamines; one-carbon compound; primary aliphatic amine	mouse metabolite	2005	2005	19.0	low	0	0	0	1	0	0
acetonitrile	1	aliphatic nitrile; volatile organic compound	EC 3.5.1.4 (amidase) inhibitor; NMR chemical shift reference compound; polar aprotic solvent	2008	2008	16.0	low	0	0	0	1	0	0
tert-butylhydroperoxide	1	alkyl hydroperoxide	antibacterial agent; oxidising agent	1994	1994	30.0	low	0	0	1	0	0	0
rotenone	1	organic heteropentacyclic compound; rotenones	antineoplastic agent; metabolite; mitochondrial NADH:ubiquinone reductase inhibitor; phytogenic insecticide; piscicide; toxin	2004	2004	20.0	low	0	0	0	1	0	0
propylparaben	1	benzoate ester; paraben; phenols	antifungal agent; antimicrobial agent	1984	1984	40.0	low	0	1	0	0	0	0
methyl acrylate	1	enoate ester		2007	2007	17.0	low	1	0	0	1	0	0
pyrroles	1	pyrrole; secondary amine		2015	2015	9.0	low	0	0	0	0	1	0
malondialdehyde	6	dialdehyde	biomarker	1991	2010	22.8	low	0	0	3	3	0	0
acetylcysteine	2	acetylcysteine; L-cysteine derivative; N-acetyl-L-amino acid	antidote to paracetamol poisoning; antiinfective agent; antioxidant; antiviral drug; ferroptosis inhibitor; geroprotector; human metabolite; mucolytic; radical scavenger; vulnerary	2004	2008	18.0	low	0	0	0	2	0	0
dehydroepiandrosterone sulfate	1	17-oxo steroid; steroid sulfate	EC 2.7.1.33 (pantothenate kinase) inhibitor; human metabolite; mouse metabolite	2004	2004	20.0	low	0	0	0	1	0	0
deoxycytidine	1	pyrimidine 2'-deoxyribonucleoside	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	2007	2007	17.0	low	1	0	0	1	0	0
ammonium hydroxide	1	inorganic hydroxy compound	food acidity regulator	2008	2008	16.0	low	0	0	0	1	0	0
d-alpha tocopherol	34	alpha-tocopherol	algal metabolite; antiatherogenic agent; anticoagulant; antioxidant; antiviral agent; EC 2.7.11.13 (protein kinase C) inhibitor; immunomodulator; micronutrient; nutraceutical; plant metabolite	1984	2015	22.6	low	0	1	13	17	3	0
tocopherols	2			2001	2005	21.0	low	0	0	0	2	0	0
tetrachloroisophthalonitrile	1	aromatic fungicide; dinitrile; tetrachlorobenzene	antifungal agrochemical	2007	2007	17.0	low	1	0	0	1	0	0
stavudine	1	dihydrofuran; nucleoside analogue; organic molecular entity	antimetabolite; antiviral agent; EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor	2015	2015	9.0	low	0	0	0	0	1	0
mercury	1	elemental mercury; zinc group element atom	neurotoxin	2007	2007	17.0	low	1	0	0	1	0	0
titanium	1	titanium group element atom		2007	2007	17.0	low	1	0	0	1	0	0
cadmium	1	cadmium molecular entity; zinc group element atom		2007	2007	17.0	low	1	0	0	1	0	0
zalcitabine	1	pyrimidine 2',3'-dideoxyribonucleoside	antimetabolite; antiviral drug; HIV-1 reverse transcriptase inhibitor	2015	2015	9.0	low	0	0	0	0	1	0
copper sulfate	1	metal sulfate	emetic; fertilizer; sensitiser	2007	2007	17.0	low	1	0	0	1	0	0
menoctone	1			1981	1981	43.0	low	0	1	0	0	0	0
phenyl acetate	2	benzenes; phenyl acetates		1965	2008	37.5	low	0	1	0	1	0	0
glutamic acid	1	glutamic acid; glutamine family amino acid; L-alpha-amino acid; proteinogenic amino acid	Escherichia coli metabolite; ferroptosis inducer; micronutrient; mouse metabolite; neurotransmitter; nutraceutical	2004	2004	20.0	low	0	0	0	1	0	0
alovudine	1	pyrimidine 2',3'-dideoxyribonucleoside		2015	2015	9.0	low	0	0	0	0	1	0
zidovudine	1	azide; pyrimidine 2',3'-dideoxyribonucleoside	antimetabolite; antiviral drug; HIV-1 reverse transcriptase inhibitor	2015	2015	9.0	low	0	0	0	0	1	0
1-methyl-4-phenylpyridinium	1	pyridinium ion	apoptosis inducer; herbicide; human xenobiotic metabolite; neurotoxin	1999	1999	25.0	low	0	0	1	0	0	0
ng-nitroarginine methyl ester	3	alpha-amino acid ester; L-arginine derivative; methyl ester; N-nitro compound	EC 1.14.13.39 (nitric oxide synthase) inhibitor	2004	2008	17.7	low	0	0	0	3	0	0
lovastatin	5	delta-lactone; fatty acid ester; hexahydronaphthalenes; polyketide; statin (naturally occurring)	anticholesteremic drug; antineoplastic agent; Aspergillus metabolite; prodrug	1984	2014	24.6	low	0	1	2	1	1	0
simvastatin	4	delta-lactone; fatty acid ester; hexahydronaphthalenes; statin (semi-synthetic)	EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitor; EC 3.4.24.83 (anthrax lethal factor endopeptidase) inhibitor; ferroptosis inducer; geroprotector; prodrug	2004	2017	13.2	low	1	0	0	2	2	0
pravastatin	1	3-hydroxy carboxylic acid; carbobicyclic compound; carboxylic ester; hydroxy monocarboxylic acid; secondary alcohol; statin (semi-synthetic)	anticholesteremic drug; environmental contaminant; metabolite; xenobiotic	1998	1998	26.0	low	0	0	1	0	0	0
adenosine	1	adenosines; purines D-ribonucleoside	analgesic; anti-arrhythmia drug; fundamental metabolite; human metabolite; vasodilator agent	1991	1991	33.0	low	0	0	1	0	0	0
n-acetylaspartic acid	1	N-acetyl-L-amino acid; N-acyl-L-aspartic acid	antioxidant; human metabolite; mouse metabolite; nutraceutical; rat metabolite	2015	2015	9.0	low	0	0	0	0	1	0
glutathione disulfide	2	glutathione derivative; organic disulfide	Escherichia coli metabolite; mouse metabolite	1994	2001	26.5	low	0	0	1	1	0	0
dicarbine	1			2000	2000	24.0	low	0	0	1	0	0	0
gamma-tocopherol	3	tocopherol; vitamin E	algal metabolite; food antioxidant; plant metabolite	2001	2010	18.0	low	0	0	0	3	0	0
cobalt	1	cobalt group element atom; metal allergen	micronutrient	2007	2007	17.0	low	1	0	0	1	0	0
methotrexate	1	dicarboxylic acid; monocarboxylic acid amide; pteridines	abortifacient; antimetabolite; antineoplastic agent; antirheumatic drug; dermatologic drug; DNA synthesis inhibitor; EC 1.5.1.3 (dihydrofolate reductase) inhibitor; immunosuppressive agent	2010	2010	14.0	low	0	0	0	1	0	0
xylose	1	D-xylose		1988	1988	36.0	low	0	1	0	0	0	0
duroquinol	1	hydroquinones; methylbenzene	bacterial xenobiotic metabolite; volatile oil component	2004	2004	20.0	low	0	0	0	1	0	0
ezetimibe	1	azetidines; beta-lactam; organofluorine compound	anticholesteremic drug; antilipemic drug; antimetabolite	2020	2020	4.0	low	0	0	0	0	1	0
1-methyl-4-phenyl-2,3-dihydropyridinium	1			1999	1999	25.0	low	0	0	1	0	0	0
isospaglumic acid	1	dipeptide	human metabolite	2015	2015	9.0	low	0	0	0	0	1	0
blastmycin	1	amidobenzoic acid		2004	2004	20.0	low	0	0	0	1	0	0
mevalonic acid	2	3,5-dihydroxy-3-methylpentanoic acid		1984	2014	25.0	low	0	1	0	0	1	0
dehydroascorbic acid	1	dehydroascorbic acid; vitamin C	coenzyme; mouse metabolite	1994	1994	30.0	low	0	0	1	0	0	0
metrizamide	1	amino sugar		1994	1994	30.0	low	0	0	1	0	0	0
resveratrol	1	resveratrol	antioxidant; phytoalexin; plant metabolite; quorum sensing inhibitor; radical scavenger	2007	2007	17.0	low	1	0	0	1	0	0
retinol	4	retinol; vitamin A	human metabolite; mouse metabolite; plant metabolite	1994	2007	21.2	low	0	0	1	3	0	0
farnesyl pyrophosphate	1	farnesyl diphosphate	Escherichia coli metabolite; mouse metabolite	2006	2006	18.0	low	0	0	0	1	0	0
geranyl pyrophosphate	1	polyprenyl diphosphate	Escherichia coli metabolite; mouse metabolite	2006	2006	18.0	low	0	0	0	1	0	0
lycopene	1	acyclic carotene	antioxidant; plant metabolite	2001	2001	23.0	low	0	0	0	1	0	0
geranylgeranyl pyrophosphate	1	geranylgeranyl diphosphate	mouse metabolite	2001	2001	23.0	low	0	0	0	1	0	0
5-fluoro-2'-deoxycytidine	1			2007	2007	17.0	low	1	0	0	1	0	0
ammonium acetate	1	acetate salt; ammonium salt	buffer; food acidity regulator	2008	2008	16.0	low	0	0	0	1	0	0
squalene	1	triterpene	human metabolite; mouse metabolite; plant metabolite; Saccharomyces cerevisiae metabolite	2014	2014	10.0	low	0	0	0	0	1	0
pyrophosphate	1	diphosphate ion		2006	2006	18.0	low	0	0	0	1	0	0
sesquiterpenes	1			2006	2006	18.0	low	0	0	0	1	0	0
methimazole	2	1,3-dihydroimidazole-2-thiones	antithyroid drug	1995	2003	25.0	low	0	0	1	1	0	0
D-fructopyranose	1	cyclic hemiketal; D-fructose; fructopyranose	sweetening agent	2010	2010	14.0	low	0	0	0	1	0	0
nadp	2			1999	2004	22.5	low	0	0	1	1	0	0
cobaltous chloride	1	cobalt salt; inorganic chloride	allergen; calcium channel blocker; sensitiser; two-colour indicator	2007	2007	17.0	low	1	0	0	1	0	0
24,25-epoxycholesterol	1	3beta-hydroxy-Delta(5)-steroid; cholestanoid; epoxy steroid	liver X receptor agonist	2014	2014	10.0	low	0	0	0	0	1	0
naphthoquinones	1			1981	1981	43.0	low	0	1	0	0	0	0
ubiquinone q2	14	ubiquinones		1986	2017	20.2	low	0	1	5	2	6	0
dinoprost	2	monocarboxylic acid; prostaglandins Falpha	human metabolite; mouse metabolite	2006	2010	16.0	low	0	0	0	2	0	0
vitamin k semiquinone radical	1			1981	1981	43.0	low	0	1	0	0	0	0
retinol palmitate	1	all-trans-retinyl ester; retinyl palmitate	antioxidant; Escherichia coli metabolite; human xenobiotic metabolite	1994	1994	30.0	low	0	0	1	0	0	0
solanesyl pyrophosphate	2	all-trans-polyprenyl diphosphate; nonaprenyl diphosphate		1997	2006	22.5	high	0	0	1	1	0	0
(all-e) phytoene	1	phytoene	plant metabolite	2001	2001	23.0	low	0	0	0	1	0	0
coenzyme q10	66	ubiquinones	antioxidant; ferroptosis inhibitor; human metabolite	1981	2021	20.4	medium	0	6	13	34	12	1
8-epi-prostaglandin f2alpha	2	F2-isoprostane	biomarker; bronchoconstrictor agent; vasoconstrictor agent	2006	2010	16.0	low	0	0	0	2	0	0
ubiquinone 8	11	ubiquinones	biomarker	1981	2016	20.3	low	0	2	0	5	4	0
sirolimus	1	antibiotic antifungal drug; cyclic acetal; cyclic ketone; ether; macrolide lactam; organic heterotricyclic compound; secondary alcohol	antibacterial drug; anticoronaviral agent; antineoplastic agent; bacterial metabolite; geroprotector; immunosuppressive agent; mTOR inhibitor	2019	2019	5.0	low	0	0	0	0	1	0
ubiquinone 7	4	ubiquinones		1981	2022	24.8	low	0	2	0	0	1	1
lead	1	carbon group element atom; elemental lead; metal atom	neurotoxin	2014	2014	10.0	low	0	0	0	0	1	0
plastoquinone	3	plastoquinone		1995	2012	20.3	low	0	0	1	1	1	0
puerarin	1	C-glycosyl compound; isoflavonoid		2010	2010	14.0	low	0	0	0	1	0	0
2,3-oxidosqualene	1	2,3-epoxysqualene	human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	2014	2014	10.0	low	0	0	0	0	1	0
cysteine	1	cysteinium	fundamental metabolite	1998	1998	26.0	low	0	0	1	0	0	0
selenium	3	chalcogen; nonmetal atom	micronutrient	1994	1999	28.3	low	0	0	3	0	0	0
dizocilpine maleate	1	maleate salt; tetracyclic antidepressant	anaesthetic; anticonvulsant; neuroprotective agent; nicotinic antagonist; NMDA receptor antagonist	2016	2016	8.0	low	0	0	0	0	1	0
antimycin a	1	amidobenzoic acid		2004	2004	20.0	low	0	0	0	1	0	0
dolichols	1	polyterpene		1994	1994	30.0	low	0	0	1	0	0	0
squalestatin 1	1	acetate ester; cyclic ketal; oxabicycloalkane; polyketide; tertiary alcohol; tricarboxylic acid	EC 2.5.1.21 (squalene synthase) inhibitor; fungal metabolite	2014	2014	10.0	low	0	0	0	0	1	0
ubiquinone q3	2			2011	2012	12.5	medium	0	0	0	0	2	0
2,3,22,23-dioxidosqualene	1			2014	2014	10.0	medium	0	0	0	0	1	0
rhodoquinone	2			1985	2004	29.5	low	0	1	0	1	0	0
5-demethoxyubiquinone-9	2	prenylquinone		2004	2019	12.5	high	0	0	0	1	1	0
s-allylmercaptocysteine	1			1998	1998	26.0	low	0	0	1	0	0	0
n(6)-cyclohexyladenosine	1			1991	1991	33.0	low	0	0	1	0	0	0
u 18666a	1	hydrochloride	antiviral agent; EC 1.3.1.72 (Delta(24)-sterol reductase) inhibitor; Hedgehog signaling pathway inhibitor; nicotinic antagonist; sterol biosynthesis inhibitor	1984	1984	40.0	low	0	1	0	0	0	0
ubiquinol	5	polyprenylhydroquinone; ubiquinol	biomarker; metabolite	1994	2016	20.6	low	0	0	3	0	2	0
tetrahydrouridine	1			2007	2007	17.0	low	1	0	0	1	0	0
aflatoxin m1	1	aflatoxin; aromatic ether; aromatic ketone; tertiary alcohol	Aspergillus metabolite; human xenobiotic metabolite; mammalian metabolite	2007	2007	17.0	low	1	0	0	1	0	0
nad	4	organophosphate oxoanion	cofactor; human metabolite; hydrogen acceptor; Saccharomyces cerevisiae metabolite	1999	2006	20.5	low	0	0	1	3	0	0
glycoprotein e2, hepatitis c virus	1			2007	2007	17.0	low	1	0	0	1	0	0
phosphatidylcholines	2	1,2-diacyl-sn-glycero-3-phosphocholine		1994	2013	20.5	low	0	0	1	0	1	0
ubiquinone	226			1959	2022	17.9	high	2	18	39	72	91	6
hydroxyoctadecadienoic acid	2			2006	2010	16.0	low	0	0	0	2	0	0
ascorbic acid	7	ascorbic acid; vitamin C	coenzyme; cofactor; flour treatment agent; food antioxidant; food colour retention agent; geroprotector; plant metabolite; skin lightening agent	1994	2015	19.3	low	0	0	2	3	2	0
transforming growth factor beta	1			2010	2010	14.0	low	0	0	0	1	0	0
oligomycins	1			2004	2004	20.0	low	0	0	0	1	0	0
praliciguat	1	aminopyrimidine; isoxazoles; monofluorobenzenes; organofluorine compound; pyrazoles; secondary amino compound; tertiary alcohol	anti-inflammatory agent; antihypertensive agent; soluble guanylate cyclase activator; vasodilator agent	2007	2007	17.0	low	1	0	0	1	0	0
cyclosporine	1			2003	2003	21.0	low	0	0	0	1	0	0
deoxyguanosine	2	purine 2'-deoxyribonucleoside; purines 2'-deoxy-D-ribonucleoside	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	1994	2006	24.0	low	0	0	1	1	0	0
didanosine	1	purine 2',3'-dideoxyribonucleoside	antimetabolite; antiviral drug; EC 2.4.2.1 (purine-nucleoside phosphorylase) inhibitor; geroprotector; HIV-1 reverse transcriptase inhibitor	2015	2015	9.0	low	0	0	0	0	1	0
8-hydroxy-2'-deoxyguanosine	2	guanosines	biomarker	1994	2006	24.0	low	0	0	1	1	0	0
prodigiosin	1			2015	2015	9.0	low	0	0	0	0	1	0
5-methyltetrahydrofolate	1			1981	1981	43.0	low	0	1	0	0	0	0
cycloprodigiosin	1			2015	2015	9.0	low	0	0	0	0	1	0

Condition	Studies	First Year	Last Year	Average Age	Relationship Strength	Trials	pre-1990	1990's	2000's	2010's	post-2020
Acidosis, Lactic	2	2016	2018	7.0	low	0	0	0	0	2	0
Acoustic Trauma	1	2016	2016	8.0	low	0	0	0	0	1	0
Acute Hepatic Failure	1	2004	2004	20.0	low	0	0	0	1	0	0
Acute Liver Injury, Drug-Induced	2	1997	1998	26.5	low	0	0	2	0	0	0
Adjuvant Arthritis	2	2010	2021	8.5	low	0	0	0	1	0	1
Aging	14	1992	2013	20.9	low	0	0	4	9	1	0
Aging, Premature	1	2006	2006	18.0	low	0	0	0	1	0	0
Akinetic-Rigid Variant of Huntington Disease	1	2006	2006	18.0	low	0	0	0	1	0	0
Albuminuria	1	2008	2008	16.0	low	0	0	0	1	0	0
Alcoholic Liver Diseases	1	1994	1994	30.0	low	0	0	1	0	0	0
Alloxan Diabetes	6	2000	2014	17.0	low	0	0	1	4	1	0
Amentia	1	2015	2015	9.0	low	0	0	0	0	1	0
Amyloidosis	1	2006	2006	18.0	low	0	0	0	1	0	0
Anemia, Sickle Cell	1	2002	2002	22.0	low	0	0	0	1	0	0
Anemia, Splenic	1	2007	2007	17.0	low	1	0	0	1	0	0
Arrhythmia	1	2008	2008	16.0	low	0	0	0	1	0	0
Arrhythmias, Cardiac	1	2008	2008	16.0	low	0	0	0	1	0	0
Arthritis, Rheumatoid	1	2021	2021	3.0	low	0	0	0	0	0	1
Ascites	1	1996	1996	28.0	low	0	0	1	0	0	0
Ataxia	4	2015	2020	6.8	low	0	0	0	0	4	0
Atherogenesis	1	2007	2007	17.0	low	0	0	0	1	0	0
Atherosclerosis	1	2007	2007	17.0	low	0	0	0	1	0	0
Atrioventricular Nodal Re-Entrant Tachycardia	1	2008	2008	16.0	low	0	0	0	1	0	0
Autoimmune Diabetes	1	2003	2003	21.0	low	0	0	0	1	0	0
Benign Neoplasms	2	2007	2021	10.0	low	1	0	0	1	0	1
Blood Poisoning	1	2017	2017	7.0	low	1	0	0	0	1	0
Blood Pressure, High	2	2004	2007	18.5	low	0	0	0	2	0	0
Body Weight	10	1994	2017	19.5	low	0	0	4	5	1	0
Bovine Spongiform Encephalopathy	1	2007	2007	17.0	low	0	0	0	1	0	0
Brain Diseases	1	2016	2016	8.0	low	0	0	0	0	1	0
Brain Disorders	1	2016	2016	8.0	low	0	0	0	0	1	0
Breast Cancer	2	2007	2007	17.0	low	2	0	0	2	0	0
Breast Neoplasms	2	2007	2007	17.0	low	2	0	0	2	0	0
Bronze Diabetes	1	1999	1999	25.0	low	0	0	1	0	0	0
Cachexia	1	1995	1995	29.0	low	0	0	1	0	0	0
Cancer of Colon	1	2007	2007	17.0	low	1	0	0	1	0	0
Cancer of Liver	1	2007	2007	17.0	low	1	0	0	1	0	0
Cancer of Pancreas	1	2007	2007	17.0	low	1	0	0	1	0	0
Cancer of Prostate	2	2007	2007	17.0	low	2	0	0	2	0	0
Cancer of Stomach	2	2007	2007	17.0	low	2	0	0	2	0	0
Cancer of the Urinary Tract	1	2007	2007	17.0	low	1	0	0	1	0	0
Carcinoma, Hepatocellular	1	1999	1999	25.0	low	0	0	1	0	0	0
Carcinoma, Transitional Cell	1	2007	2007	17.0	low	1	0	0	1	0	0
Cardiac Remodeling, Ventricular	1	2004	2004	20.0	low	0	0	0	1	0	0
Cardiometabolic Syndrome	1	2007	2007	17.0	low	1	0	0	1	0	0
Cardiomyopathies	1	2000	2000	24.0	low	0	0	1	0	0	0
Cardiomyopathies, Primary	1	2000	2000	24.0	low	0	0	1	0	0	0
Cardiovascular Diseases	1	2007	2007	17.0	low	0	0	0	1	0	0
Cardiovascular Stroke	2	1991	2008	24.5	low	0	0	1	1	0	0
Carditis	1	1984	1984	40.0	low	0	1	0	0	0	0
Cells, Neoplasm Circulating	1	2007	2007	17.0	low	1	0	0	1	0	0
Central Hypothyroidism	1	2003	2003	21.0	low	0	0	0	1	0	0
Chemical and Drug Induced Liver Injury	2	1997	1998	26.5	low	0	0	2	0	0	0
Cirrhosis	1	2004	2004	20.0	low	0	0	0	1	0	0
Cirrhosis, Liver	1	2010	2010	14.0	low	0	0	0	1	0	0
Colonic Neoplasms	1	2007	2007	17.0	low	1	0	0	1	0	0
Complication, Postoperative	2	2007	2007	17.0	low	2	0	0	2	0	0
Deficiency, Vitamin E	4	1997	2010	20.8	low	0	0	2	2	0	0
Delayed Effects, Prenatal Exposure	1	2009	2009	15.0	low	0	0	0	1	0	0
Dementia	1	2015	2015	9.0	low	0	0	0	0	1	0
Dermatoses	1	1990	1990	34.0	low	0	0	1	0	0	0
Diabetes Mellitus, Adult-Onset	1	2001	2001	23.0	low	0	0	0	1	0	0
Diabetes Mellitus, Type 1	1	2003	2003	21.0	low	0	0	0	1	0	0
Diabetes Mellitus, Type 2	1	2001	2001	23.0	low	0	0	0	1	0	0
Diathesis	1	2002	2002	22.0	low	0	0	0	1	0	0
Disease Exacerbation	1	1999	1999	25.0	low	0	0	1	0	0	0
Disease Models, Animal	17	1991	2019	15.9	low	1	0	2	9	6	0
Electron Transport Chain Deficiencies, Mitochondrial	7	2009	2020	8.6	low	0	0	0	1	6	0
Encephalomyelitis, Subacute Necrotizing	1	2018	2018	6.0	low	0	0	0	0	1	0
Encephalomyopathies, Mitochondrial	3	2013	2019	7.0	low	0	0	0	0	3	0
Enterovirus Infections	1	1984	1984	40.0	low	0	1	0	0	0	0
Experimental Hepatoma	3	1997	1999	25.7	low	0	0	3	0	0	0
Experimental Neoplasms	1	1995	1995	29.0	low	0	0	1	0	0	0
Experimental Radiation Injuries	2	1981	1985	41.0	low	0	2	0	0	0	0
Fatty Liver	2	2009	2010	14.5	low	0	0	0	2	0	0
Fatty Liver, Nonalcoholic	2	2007	2012	14.5	low	1	0	0	1	1	0
Fibrosis	1	2004	2004	20.0	low	0	0	0	1	0	0
Focal Segmental Glomerulosclerosis	1	2008	2008	16.0	low	0	0	0	1	0	0
Fukuhara Disease	1	2016	2016	8.0	low	0	0	0	0	1	0
Gastric Outlet Obstruction	1	2007	2007	17.0	low	1	0	0	1	0	0
Genetic Predisposition	1	2009	2009	15.0	low	0	0	0	1	0	0
Glial Cell Tumors	2	1984	2007	28.5	low	1	1	0	1	0	0
Glioma	2	1984	2007	28.5	low	1	1	0	1	0	0
Glomerulosclerosis, Focal Segmental	1	2008	2008	16.0	low	0	0	0	1	0	0
HbS Disease	1	2002	2002	22.0	low	0	0	0	1	0	0
Hearing Loss, Noise-Induced	1	2016	2016	8.0	low	0	0	0	0	1	0
Heart Disease, Ischemic	2	1992	2008	24.0	low	0	0	1	1	0	0
Helicobacter Infections	1	2007	2007	17.0	low	1	0	0	1	0	0
Hemochromatosis	1	1999	1999	25.0	low	0	0	1	0	0	0
Hemorrhagic Shock	1	2012	2012	12.0	low	0	0	0	0	1	0
Hepatocellular Carcinoma	1	1999	1999	25.0	low	0	0	1	0	0	0
Huntington Disease	1	2006	2006	18.0	low	0	0	0	1	0	0
Hypertension	2	2004	2007	18.5	low	0	0	0	2	0	0
Hyperthyroid	3	2002	2004	21.0	low	0	0	0	3	0	0
Hyperthyroidism	3	2002	2004	21.0	low	0	0	0	3	0	0
Hypothyroidism	1	2003	2003	21.0	low	0	0	0	1	0	0
Infection, Postoperative Wound	1	2007	2007	17.0	low	1	0	0	1	0	0
Infections, Helicobacter	1	2007	2007	17.0	low	1	0	0	1	0	0
Infections, Listeria	1	1981	1981	43.0	low	0	1	0	0	0	0
Infections, Plasmodium	1	2007	2007	17.0	low	1	0	0	1	0	0
Inflammation	2	2007	2010	15.5	low	0	0	0	2	0	0
Injury, Myocardial Reperfusion	5	1991	2008	23.8	low	0	0	2	3	0	0
Innate Inflammatory Response	2	2007	2010	15.5	low	0	0	0	2	0	0
Insulin Resistance	2	2009	2010	14.5	low	0	0	0	2	0	0
Insulin Sensitivity	2	2009	2010	14.5	low	0	0	0	2	0	0
Invasiveness, Neoplasm	1	2007	2007	17.0	low	1	0	0	1	0	0
Iron Overload	1	1997	1997	27.0	low	0	0	1	0	0	0
Ischemia	1	1984	1984	40.0	low	0	1	0	0	0	0
Lactic Acidosis	2	2016	2018	7.0	low	0	0	0	0	2	0
Leanness	1	2007	2007	17.0	low	1	0	0	1	0	0
Leigh Disease	1	2018	2018	6.0	low	0	0	0	0	1	0
Liver Cirrhosis	1	2010	2010	14.0	low	0	0	0	1	0	0
Liver Diseases	1	1998	1998	26.0	low	0	0	1	0	0	0
Liver Diseases, Alcoholic	1	1994	1994	30.0	low	0	0	1	0	0	0
Liver Dysfunction	1	1998	1998	26.0	low	0	0	1	0	0	0
Liver Failure, Acute	1	2004	2004	20.0	low	0	0	0	1	0	0
Liver Neoplasms	1	2007	2007	17.0	low	1	0	0	1	0	0
Liver Steatosis	2	2009	2010	14.5	low	0	0	0	2	0	0
Local Neoplasm Recurrence	2	2007	2007	17.0	low	2	0	0	2	0	0
Malaria	1	2007	2007	17.0	low	1	0	0	1	0	0
Metabolic Syndrome	1	2007	2007	17.0	low	1	0	0	1	0	0
Mitochondrial Diseases	7	2009	2020	8.6	low	0	0	0	1	6	0
Morbid Obesity	2	2007	2007	17.0	low	2	0	0	2	0	0
Muscle Weakness	4	2015	2020	6.8	low	0	0	0	0	4	0
Muscular Weakness	4	2015	2020	6.8	low	0	0	0	0	4	0
Myocardial Infarction	2	1991	2008	24.5	low	0	0	1	1	0	0
Myocardial Ischemia	2	1992	2008	24.0	low	0	0	1	1	0	0
Myocarditis	1	1984	1984	40.0	low	0	1	0	0	0	0
Necrosis	1	1999	1999	25.0	low	0	0	1	0	0	0
Neoplasms	2	2007	2021	10.0	low	1	0	0	1	0	1
Nephritis	1	2008	2008	16.0	low	0	0	0	1	0	0
Nerve Degeneration	1	1994	1994	30.0	low	0	0	1	0	0	0
Non-alcoholic Fatty Liver Disease	2	2007	2012	14.5	low	1	0	0	1	1	0
Obesity	3	2007	2010	15.3	low	1	0	0	3	0	0
Obesity, Morbid	2	2007	2007	17.0	low	2	0	0	2	0	0
Orphan Diseases	1	2020	2020	4.0	low	0	0	0	0	1	0
Pancreatic Neoplasms	1	2007	2007	17.0	low	1	0	0	1	0	0
Postoperative Complications	2	2007	2007	17.0	low	2	0	0	2	0	0
Poultry Diseases	1	1996	1996	28.0	low	0	0	1	0	0	0
Pregnancy	4	2007	2018	11.2	low	1	0	0	2	2	0
Prostatic Neoplasms	2	2007	2007	17.0	low	2	0	0	2	0	0
Rheumatoid Arthritis	1	2021	2021	3.0	low	0	0	0	0	0	1
Sensitivity and Specificity	3	1998	2008	20.3	low	0	0	1	2	0	0
Sepsis	1	2017	2017	7.0	low	1	0	0	0	1	0
Skin Aging	1	1990	1990	34.0	low	0	0	1	0	0	0
Skin Diseases	1	1990	1990	34.0	low	0	0	1	0	0	0
Stomach Neoplasms	2	2007	2007	17.0	low	2	0	0	2	0	0
Tachycardia, Ventricular	1	2008	2008	16.0	low	0	0	0	1	0	0
Thrombocytopenia	1	2007	2007	17.0	low	1	0	0	1	0	0
Thrombopenia	1	2007	2007	17.0	low	1	0	0	1	0	0
Thyroid Diseases	1	1984	1984	40.0	low	0	1	0	0	0	0

Safety/Toxicity (3)

Article	Year
Palmitate-induced toxicity is associated with impaired mitochondrial respiration and accelerated oxidative stress in cultured cardiomyocytes: The critical role of coenzyme Q Toxicology in vitro : an international journal published in association with BIBRA, , Volume: 68	2020
Caenorhabditis elegans as a Model System for Studying Drug Induced Mitochondrial Toxicity. PloS one, , Volume: 10, Issue:5	2015
Studies on genotoxic effects of iron overload and alcohol in an animal model of hepatocarcinogenesis. Journal of hepatology, , Volume: 27, Issue:3	1997

Long-term Use (3)

Article	Year
Neuronal marker recovery after Simvastatin treatment in dementia in the rat brain: in vivo magnetic resonance study. Behavioural brain research, , May-01, Volume: 284	2015
Lovastatin interferes with the infarct size-limiting effect of ischemic preconditioning and postconditioning in rat hearts. American journal of physiology. Heart and circulatory physiology, , Volume: 294, Issue:5	2008
The effect of Cyclosporine A chronic administration on the antioxidant pattern of rat liver mitochondria: structural and functional consequences. BioFactors (Oxford, England), , Volume: 18, Issue:1-4	2003

Pharmacokinetics (1)

Article	Year
Hypothermia reduces resuscitation fluid volumes required to maintain blood pressure in a rat hemorrhagic shock model. The journal of trauma and acute care surgery, , Volume: 72, Issue:1	2012

Dosage (3)

Article	Year
A rare case of primary coenzyme Q10 deficiency due to COQ9 mutation. Journal of pediatric endocrinology & metabolism : JPEM, , Jan-28, Volume: 33, Issue:1	2020
Prolonged intake of coenzyme Q10 impairs cognitive functions in mice. The Journal of nutrition, , Volume: 139, Issue:10	2009
Life-long supplementation with a low dosage of coenzyme Q10 in the rat: effects on antioxidant status and DNA damage. BioFactors (Oxford, England), , Volume: 25, Issue:1-4	2005

ubiquinone 9

Description

Cross-References

Synonyms (51)

Roles (2)

Drug Classes (1)

Pathways (2)

Bioassays (4)

Research

Studies (227)

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Related Drugs (998)

Drugs in this Class (8)

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Drugs Researched Together (155)

Related Conditions (151)

Safety/Toxicity (3)

Long-term Use (3)

Pharmacokinetics (1)

Dosage (3)