Compounds > acetylacetone
Page last updated: 2024-09-22

acetylacetone

Description

acetylacetone : A beta-diketone that is pentane in which the hydrogens at positions 2 and 4 are replaced by oxo groups. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID31261
CHEMBL ID191625
CHEBI ID14750
SCHEMBL ID1608
MeSH IDM0052957

Synonyms (85)

Synonym
pentanedione
123-54-6
2,4-dioxopentane
acetoacetone
nsc5575
nsc-5575
wln: 1v1v1
2,4-pentanedione
pentanedione-2,4
acac
acetone, acetyl-
pentane-2,4-dione
2-propanone, acetyl-
2,4-pentadione
acetylacetone
diacetylmethane
NCIOPEN2_000702
bdbm22766
hsdb 2064
un2310
brn 0741937
acetyl acetone
ai3-02266
ccris 3466
nsc 5575
einecs 204-634-0
pentane-2,4-dione [un2310] [flammable liquid]
CHEBI:14750 ,
acetyl 2-propanone
ch3-co-ch2-co-ch3
pentan-2,4-dione
hacac
inchi=1/c5h8o2/c1-4(6)3-5(2)7/h3h2,1-2h
acetylacetone, produced by wacker chemie ag, burghausen, germany, >=99.5% (gc)
CHEMBL191625
P0052
AKOS000118994
NCGC00248599-01
LMFA12000075
cas-123-54-6
dtxsid4021979 ,
dtxcid601979
tox21_200414
NCGC00257968-01
ec 204-634-0
4-01-00-03662 (beilstein handbook reference)
46r950bp4j ,
unii-46r950bp4j
pentane-2,4-dione [un2310] [flammable liquid]
FT-0622988
FT-0610237
SCHEMBL1608
4-hydroxy-3-penten-2-one
acetylacetone [mi]
acetyl acetone [hsdb]
acetylacetone enol
2,4-pentandione
acetyl-acetone
2,4 pentanedione
acetylaceton
pentane2,4-dione
2,4-pentane-dione
2.4-pentanedione
1-methylbutane-1,3-dione
STR00020
ch3coch2coch3
un 2310
mfcd00008787
J-507260
F1908-0168
acetylacetone, jis special grade, >=99%
acetylacetone, analytical standard
acetylacetone, reagentplus(r), >=99%
acetyl-2-propanone
2,4-pentane dione
Q413447
BP-30252
acetylacetone;pentane-2,4-dione
BCP31333
pentan-2
pentane-2
EN300-19143
acetyl-2-propaneone
acetylaceetone
PD193123

Research Excerpts

Overview

ExcerptReference
"Acetylacetone (AA) is a newly recognized electron shuttle in aqueous media exposed to UV irradiation."( Chen, Z; Jin, J; Tratnyek, PG; Wu, B; Zhang, G; Zhang, S, 2019)
"Acetylacetone is a weak acid with keto-enol tautomerism in aqueous solution."( Takaya, M, 1999)

Drug Classes (1)

ClassDescription
beta-diketoneA diketone in which the two keto groups are separated by a single carbon atom.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (5)

acetylacetone is involved in 5 pathway(s), involving a total of 43 unique proteins and 220 unique compounds

PathwayProteinsCompounds
berberine biosynthesis032
isopropanol biosynthesis (engineered)528
berberine biosynthesis132
superpathway of Clostridium acetobutylicum acidogenic and solventogenic fermentation1855
pyruvate fermentation to acetone529
superpathway of Clostridium acetobutylicum solventogenic fermentation1444

Protein Targets (7)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
estrogen nuclear receptor alphaHomo sapiens (human)Potency57.58640.000229.305416,493.5996AID743075
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Cocaine esteraseHomo sapiens (human)Ki100.00000.00630.98358.0000AID239272
Coagulation factor XIIHomo sapiens (human)Ki100.00000.00251.86697.2500AID1798224
CholinesteraseHomo sapiens (human)Ki100.00000.00001.51739.7300AID1798224; AID239166
Liver carboxylesterase 1Oryctolagus cuniculus (rabbit)Ki100.00000.01361.70257.2500AID1798224; AID239167
AcetylcholinesteraseHomo sapiens (human)Ki100.00000.00001.27869.7300AID1798224; AID239122
Liver carboxylesterase 1Homo sapiens (human)Ki100.00000.00252.01368.4800AID1798224; AID239197
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (56)

Processvia Protein(s)Taxonomy
prostaglandin metabolic processCocaine esteraseHomo sapiens (human)
xenobiotic metabolic processCocaine esteraseHomo sapiens (human)
catabolic processCocaine esteraseHomo sapiens (human)
plasma kallikrein-kinin cascadeCoagulation factor XIIHomo sapiens (human)
Factor XII activationCoagulation factor XIIHomo sapiens (human)
blood coagulation, intrinsic pathwayCoagulation factor XIIHomo sapiens (human)
positive regulation of plasminogen activationCoagulation factor XIIHomo sapiens (human)
protein processingCoagulation factor XIIHomo sapiens (human)
protein autoprocessingCoagulation factor XIIHomo sapiens (human)
positive regulation of blood coagulationCoagulation factor XIIHomo sapiens (human)
zymogen activationCoagulation factor XIIHomo sapiens (human)
fibrinolysisCoagulation factor XIIHomo sapiens (human)
innate immune responseCoagulation factor XIIHomo sapiens (human)
response to misfolded proteinCoagulation factor XIIHomo sapiens (human)
positive regulation of fibrinolysisCoagulation factor XIIHomo sapiens (human)
blood coagulationCoagulation factor XIIHomo sapiens (human)
xenobiotic metabolic processCholinesteraseHomo sapiens (human)
learningCholinesteraseHomo sapiens (human)
negative regulation of cell population proliferationCholinesteraseHomo sapiens (human)
neuroblast differentiationCholinesteraseHomo sapiens (human)
peptide hormone processingCholinesteraseHomo sapiens (human)
response to alkaloidCholinesteraseHomo sapiens (human)
cocaine metabolic processCholinesteraseHomo sapiens (human)
negative regulation of synaptic transmissionCholinesteraseHomo sapiens (human)
response to glucocorticoidCholinesteraseHomo sapiens (human)
response to folic acidCholinesteraseHomo sapiens (human)
choline metabolic processCholinesteraseHomo sapiens (human)
acetylcholine catabolic processCholinesteraseHomo sapiens (human)
acetylcholine catabolic process in synaptic cleftAcetylcholinesteraseHomo sapiens (human)
regulation of receptor recyclingAcetylcholinesteraseHomo sapiens (human)
osteoblast developmentAcetylcholinesteraseHomo sapiens (human)
acetylcholine catabolic processAcetylcholinesteraseHomo sapiens (human)
cell adhesionAcetylcholinesteraseHomo sapiens (human)
nervous system developmentAcetylcholinesteraseHomo sapiens (human)
synapse assemblyAcetylcholinesteraseHomo sapiens (human)
receptor internalizationAcetylcholinesteraseHomo sapiens (human)
negative regulation of synaptic transmission, cholinergicAcetylcholinesteraseHomo sapiens (human)
amyloid precursor protein metabolic processAcetylcholinesteraseHomo sapiens (human)
positive regulation of protein secretionAcetylcholinesteraseHomo sapiens (human)
retina development in camera-type eyeAcetylcholinesteraseHomo sapiens (human)
acetylcholine receptor signaling pathwayAcetylcholinesteraseHomo sapiens (human)
positive regulation of cold-induced thermogenesisAcetylcholinesteraseHomo sapiens (human)
cholesterol biosynthetic processLiver carboxylesterase 1Homo sapiens (human)
cholesterol metabolic processLiver carboxylesterase 1Homo sapiens (human)
response to toxic substanceLiver carboxylesterase 1Homo sapiens (human)
positive regulation of cholesterol effluxLiver carboxylesterase 1Homo sapiens (human)
negative regulation of cholesterol storageLiver carboxylesterase 1Homo sapiens (human)
epithelial cell differentiationLiver carboxylesterase 1Homo sapiens (human)
cholesterol homeostasisLiver carboxylesterase 1Homo sapiens (human)
reverse cholesterol transportLiver carboxylesterase 1Homo sapiens (human)
medium-chain fatty acid metabolic processLiver carboxylesterase 1Homo sapiens (human)
regulation of bile acid biosynthetic processLiver carboxylesterase 1Homo sapiens (human)
cellular response to cholesterolLiver carboxylesterase 1Homo sapiens (human)
cellular response to low-density lipoprotein particle stimulusLiver carboxylesterase 1Homo sapiens (human)
cholesterol ester hydrolysis involved in cholesterol transportLiver carboxylesterase 1Homo sapiens (human)
positive regulation of cholesterol metabolic processLiver carboxylesterase 1Homo sapiens (human)
regulation of bile acid secretionLiver carboxylesterase 1Homo sapiens (human)
lipid catabolic processLiver carboxylesterase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (22)

Processvia Protein(s)Taxonomy
methylumbelliferyl-acetate deacetylase activityCocaine esteraseHomo sapiens (human)
carboxylesterase activityCocaine esteraseHomo sapiens (human)
carboxylic ester hydrolase activityCocaine esteraseHomo sapiens (human)
serine-type endopeptidase activityCoagulation factor XIIHomo sapiens (human)
calcium ion bindingCoagulation factor XIIHomo sapiens (human)
protein bindingCoagulation factor XIIHomo sapiens (human)
misfolded protein bindingCoagulation factor XIIHomo sapiens (human)
amyloid-beta bindingCholinesteraseHomo sapiens (human)
catalytic activityCholinesteraseHomo sapiens (human)
acetylcholinesterase activityCholinesteraseHomo sapiens (human)
cholinesterase activityCholinesteraseHomo sapiens (human)
protein bindingCholinesteraseHomo sapiens (human)
hydrolase activity, acting on ester bondsCholinesteraseHomo sapiens (human)
enzyme bindingCholinesteraseHomo sapiens (human)
choline bindingCholinesteraseHomo sapiens (human)
identical protein bindingCholinesteraseHomo sapiens (human)
amyloid-beta bindingAcetylcholinesteraseHomo sapiens (human)
acetylcholinesterase activityAcetylcholinesteraseHomo sapiens (human)
cholinesterase activityAcetylcholinesteraseHomo sapiens (human)
protein bindingAcetylcholinesteraseHomo sapiens (human)
collagen bindingAcetylcholinesteraseHomo sapiens (human)
hydrolase activityAcetylcholinesteraseHomo sapiens (human)
serine hydrolase activityAcetylcholinesteraseHomo sapiens (human)
acetylcholine bindingAcetylcholinesteraseHomo sapiens (human)
protein homodimerization activityAcetylcholinesteraseHomo sapiens (human)
laminin bindingAcetylcholinesteraseHomo sapiens (human)
sterol esterase activityLiver carboxylesterase 1Homo sapiens (human)
methylumbelliferyl-acetate deacetylase activityLiver carboxylesterase 1Homo sapiens (human)
carboxylesterase activityLiver carboxylesterase 1Homo sapiens (human)
carboxylic ester hydrolase activityLiver carboxylesterase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (24)

Processvia Protein(s)Taxonomy
endoplasmic reticulumCocaine esteraseHomo sapiens (human)
endoplasmic reticulum lumenCocaine esteraseHomo sapiens (human)
intracellular membrane-bounded organelleCocaine esteraseHomo sapiens (human)
extracellular regionCoagulation factor XIIHomo sapiens (human)
extracellular spaceCoagulation factor XIIHomo sapiens (human)
plasma membraneCoagulation factor XIIHomo sapiens (human)
collagen-containing extracellular matrixCoagulation factor XIIHomo sapiens (human)
extracellular exosomeCoagulation factor XIIHomo sapiens (human)
extracellular spaceCoagulation factor XIIHomo sapiens (human)
rough endoplasmic reticulumCoagulation factor XIIHomo sapiens (human)
extracellular regionCholinesteraseHomo sapiens (human)
nuclear envelope lumenCholinesteraseHomo sapiens (human)
endoplasmic reticulum lumenCholinesteraseHomo sapiens (human)
blood microparticleCholinesteraseHomo sapiens (human)
plasma membraneCholinesteraseHomo sapiens (human)
extracellular spaceCholinesteraseHomo sapiens (human)
extracellular regionAcetylcholinesteraseHomo sapiens (human)
basement membraneAcetylcholinesteraseHomo sapiens (human)
extracellular spaceAcetylcholinesteraseHomo sapiens (human)
nucleusAcetylcholinesteraseHomo sapiens (human)
Golgi apparatusAcetylcholinesteraseHomo sapiens (human)
plasma membraneAcetylcholinesteraseHomo sapiens (human)
cell surfaceAcetylcholinesteraseHomo sapiens (human)
membraneAcetylcholinesteraseHomo sapiens (human)
neuromuscular junctionAcetylcholinesteraseHomo sapiens (human)
synaptic cleftAcetylcholinesteraseHomo sapiens (human)
synapseAcetylcholinesteraseHomo sapiens (human)
perinuclear region of cytoplasmAcetylcholinesteraseHomo sapiens (human)
side of membraneAcetylcholinesteraseHomo sapiens (human)
cytoplasmLiver carboxylesterase 1Homo sapiens (human)
endoplasmic reticulumLiver carboxylesterase 1Homo sapiens (human)
endoplasmic reticulum lumenLiver carboxylesterase 1Homo sapiens (human)
lipid dropletLiver carboxylesterase 1Homo sapiens (human)
cytosolLiver carboxylesterase 1Homo sapiens (human)
lipid dropletLiver carboxylesterase 1Homo sapiens (human)
endoplasmic reticulumLiver carboxylesterase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (16)

Assay IDTitleYearJournalArticle
AID566700Inhibition of human recombinant 5-lipoxygenase at 1 mM after 10 mins by fluorescence assay2011Journal of medicinal chemistry, Jan-27, Volume: 54, Issue:2
Identifying chelators for metalloprotein inhibitors using a fragment-based approach.
AID566702Inhibition of human recombinant MMP1 at 1 mM after 30 mins2011Journal of medicinal chemistry, Jan-27, Volume: 54, Issue:2
Identifying chelators for metalloprotein inhibitors using a fragment-based approach.
AID566705Inhibition of human recombinant MMP8 at 1 mM after 30 mins2011Journal of medicinal chemistry, Jan-27, Volume: 54, Issue:2
Identifying chelators for metalloprotein inhibitors using a fragment-based approach.
AID239167Inhibition constant against rabbit liver carboxylesterase (rCE) using nitrophenyl acetate (o-NPA) as substrate2005Journal of medicinal chemistry, Apr-21, Volume: 48, Issue:8
Identification and characterization of novel benzil (diphenylethane-1,2-dione) analogues as inhibitors of mammalian carboxylesterases.
AID566706Inhibition of human recombinant MMP9 at 1 mM after 30 mins2011Journal of medicinal chemistry, Jan-27, Volume: 54, Issue:2
Identifying chelators for metalloprotein inhibitors using a fragment-based approach.
AID1553462Cysteine reactivity assessed as cysteine oxidation2019Journal of medicinal chemistry, 06-27, Volume: 62, Issue:12
Emerging and Re-Emerging Warheads for Targeted Covalent Inhibitors: Applications in Medicinal Chemistry and Chemical Biology.
AID239197Inhibition constant against human liver carboxylesterase 1 (hCE1) using nitrophenyl acetate (o-NPA) as substrate2005Journal of medicinal chemistry, Apr-21, Volume: 48, Issue:8
Identification and characterization of novel benzil (diphenylethane-1,2-dione) analogues as inhibitors of mammalian carboxylesterases.
AID239272Inhibition constant against human intestinal carboxylesterase 2 (hiCE) using nitrophenyl acetate (o-NPA) as substrate2005Journal of medicinal chemistry, Apr-21, Volume: 48, Issue:8
Identification and characterization of novel benzil (diphenylethane-1,2-dione) analogues as inhibitors of mammalian carboxylesterases.
AID566699Inhibition of mushroom tyrosinase at 1 mM after 10 mins2011Journal of medicinal chemistry, Jan-27, Volume: 54, Issue:2
Identifying chelators for metalloprotein inhibitors using a fragment-based approach.
AID566707Inhibition of mouse recombinant iNOS at 1 mM after 40 mins by colorimetric assay2011Journal of medicinal chemistry, Jan-27, Volume: 54, Issue:2
Identifying chelators for metalloprotein inhibitors using a fragment-based approach.
AID566703Inhibition of human recombinant MMP2 at 1 mM after 30 mins2011Journal of medicinal chemistry, Jan-27, Volume: 54, Issue:2
Identifying chelators for metalloprotein inhibitors using a fragment-based approach.
AID566701Inhibition of recombinant anthrax lethal factor at 1 mM after 30 mins by fluorescence assay2011Journal of medicinal chemistry, Jan-27, Volume: 54, Issue:2
Identifying chelators for metalloprotein inhibitors using a fragment-based approach.
AID239122Inhibition constant against human Acetylcholinesterase (hAcChE) using acetylthiocholine (AcTCh) as substrate2005Journal of medicinal chemistry, Apr-21, Volume: 48, Issue:8
Identification and characterization of novel benzil (diphenylethane-1,2-dione) analogues as inhibitors of mammalian carboxylesterases.
AID566704Inhibition of human recombinant MMP3 at 1 mM after 30 mins2011Journal of medicinal chemistry, Jan-27, Volume: 54, Issue:2
Identifying chelators for metalloprotein inhibitors using a fragment-based approach.
AID239166Inhibition constant against human Butyrylcholinesterase (hBuChE) using butyrylthiocholine (BuTCh) as substrate2005Journal of medicinal chemistry, Apr-21, Volume: 48, Issue:8
Identification and characterization of novel benzil (diphenylethane-1,2-dione) analogues as inhibitors of mammalian carboxylesterases.
AID1798224Enzyme Inhibition Assay from Article 10.1021/jm049011j: \\Identification and characterization of novel benzil (diphenylethane-1,2-dione) analogues as inhibitors of mammalian carboxylesterases.\\2005Journal of medicinal chemistry, Apr-21, Volume: 48, Issue:8
Identification and characterization of novel benzil (diphenylethane-1,2-dione) analogues as inhibitors of mammalian carboxylesterases.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (207)

TimeframeStudies, This Drug (%)All Drugs %
pre-199052 (25.12)18.7374
1990's21 (10.14)18.2507
2000's56 (27.05)29.6817
2010's65 (31.40)24.3611
2020's13 (6.28)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews3 (1.37%)6.00%
Case Studies1 (0.46%)4.05%
Observational0 (0.00%)0.25%
Other215 (98.17%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceDescriptionRelationhip StrengthStudiesTrialsClassesRoles
diacetyl[no description available]medium40alpha-diketoneEscherichia coli metabolite;
Saccharomyces cerevisiae metabolite
6,7-dichloroquinoxaline-2,3-dione[no description available]medium10quinoxaline derivative
benzophenone[no description available]medium10benzophenonesphotosensitizing agent;
plant metabolite
quinone[no description available]medium201,4-benzoquinonescofactor;
human xenobiotic metabolite;
mouse metabolite
chloranil[no description available]medium101,4-benzoquinones;
organochlorine compound		EC 2.7.1.33 (pantothenate kinase) inhibitor;
metabolite
benzoin[no description available]medium10benzoins;
secondary alpha-hydroxy ketone		EC 3.1.1.1 (carboxylesterase) inhibitor
dibenzoylmethane[no description available]medium60aromatic ketone;
beta-diketone		antimutagen;
antineoplastic agent;
metabolite
benzil[no description available]medium10alpha-diketone;
aromatic ketone
1,3-cyclohexanedione[no description available]medium20beta-diketone;
cyclohexanedione
dibromsalicil[no description available]medium10
1-phenyl-1,2-propanedione[no description available]medium10alpha-diketone;
aromatic ketone		plant metabolite
2,3-pentanedione[no description available]medium20alpha-diketone;
methyl ketone		flavouring agent
1,2-cyclohexanedione[no description available]medium20cyclohexanedione
3-methyl-1,2-cyclopentanedione[no description available]medium10cyclic ketone
4-benzoylbenzoic acid[no description available]medium10
2-chloranil[no description available]medium10
3,5-di-tert-butyl-1,2-benzoquinone[no description available]medium10
2,2-dimethoxy-2-phenylacetophenone[no description available]medium10
anisoin[no description available]medium10
hydrobenzoin[no description available]medium10ethanediol
2,3-dihydroxybenzoic acid[no description available]medium10dihydroxybenzoic acidhuman xenobiotic metabolite;
plant metabolite
protocatechuic acid[no description available]medium10catechols;
dihydroxybenzoic acid		antineoplastic agent;
EC 1.1.1.25 (shikimate dehydrogenase) inhibitor;
EC 1.14.11.2 (procollagen-proline dioxygenase) inhibitor;
human xenobiotic metabolite;
plant metabolite
adenine[no description available]medium106-aminopurines;
purine nucleobase		Daphnia magna metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
catechol[no description available]medium20catecholsallelochemical;
genotoxin;
plant metabolite
salicylic acid[no description available]medium30monohydroxybenzoic acidalgal metabolite;
antifungal agent;
antiinfective agent;
EC 1.11.1.11 (L-ascorbate peroxidase) inhibitor;
keratolytic drug;
plant hormone;
plant metabolite
guaiacol[no description available]medium10guaiacolsdisinfectant;
EC 1.1.1.25 (shikimate dehydrogenase) inhibitor;
expectorant;
plant metabolite
picolinic acid[no description available]medium10pyridinemonocarboxylic acidhuman metabolite;
MALDI matrix material
quinolinic acid[no description available]medium10pyridinedicarboxylic acidEscherichia coli metabolite;
human metabolite;
mouse metabolite;
NMDA receptor agonist
1,10-phenanthroline[no description available]medium30phenanthrolineEC 2.7.1.1 (hexokinase) inhibitor;
EC 3.4.19.3 (pyroglutamyl-peptidase I) inhibitor
beta-resorcylic acid[no description available]medium10
pyrithione[no description available]medium20monohydroxypyridine;
pyridinethione		ionophore
oxyquinoline[no description available]medium150monohydroxyquinolineantibacterial agent;
antifungal agrochemical;
antiseptic drug;
iron chelator
acetohydroxamic acid[no description available]medium10acetohydroxamic acids;
carbohydroximic acid		algal metabolite;
EC 3.5.1.5 (urease) inhibitor
cloxyquin[no description available]medium10organochlorine compound;
quinolines
fusaric acid[no description available]medium10aromatic carboxylic acid;
pyridines
2,5-dihydroxybenzoic acid[no description available]medium10dihydroxybenzoic acidEC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor;
fungal metabolite;
human metabolite;
MALDI matrix material;
mouse metabolite
beta-thujaplicin[no description available]medium10cyclic ketone;
enol;
monoterpenoid		antibacterial agent;
antifungal agent;
antineoplastic agent;
antiplasmodial drug;
plant metabolite
kojic acid[no description available]medium104-pyranones;
enol;
primary alcohol		Aspergillus metabolite;
EC 1.10.3.1 (catechol oxidase) inhibitor;
EC 1.10.3.2 (laccase) inhibitor;
EC 1.13.11.24 (quercetin 2,3-dioxygenase) inhibitor;
EC 1.14.18.1 (tyrosinase) inhibitor;
EC 1.4.3.3 (D-amino-acid oxidase) inhibitor;
NF-kappaB inhibitor;
skin lightening agent
aminosalicylic acid[no description available]medium10aminobenzoic acid;
phenols		antitubercular agent
salicylamide[no description available]medium10phenols;
salicylamides		antirheumatic drug;
non-narcotic analgesic
carbostyril[no description available]medium10monohydroxyquinoline;
quinolone		bacterial xenobiotic metabolite
4-toluenesulfonamide[no description available]medium10sulfonamide
3-methylsalicylic acid[no description available]medium10monohydroxybenzoic acidbacterial xenobiotic metabolite
lawsone[no description available]medium10
5-methylsalicylic acid[no description available]medium10
quinaldic acid[no description available]medium10quinolinemonocarboxylic acidhuman metabolite;
Saccharomyces cerevisiae metabolite
2,5-pyridinedicarboxylic acid[no description available]medium10pyridinedicarboxylic acid
maltol[no description available]medium104-pyranonesmetabolite
gamma-resorcylic acid[no description available]medium10dihydroxybenzoic acidmetabolite
dipicolinic acid[no description available]medium10pyridinedicarboxylic acidbacterial metabolite
tropolone[no description available]medium100alpha-hydroxy ketone;
cyclic ketone;
enol		bacterial metabolite;
fungicide;
toxin
1,2-dihydroxynaphthalene[no description available]medium10naphthalenediolmouse metabolite
8-aminoquinoline[no description available]medium10
6-methyluracil[no description available]medium10pyrimidonemetabolite
2-pyrrolecarboxylic acid[no description available]medium10pyrrolecarboxylic acidplant metabolite
8-hydroxy-2-methylquinoline[no description available]medium10hydroxyquinoline
2-(2'-hydroxyphenyl)benzoxazole[no description available]medium101,3-benzoxazoles;
phenols		geroprotector
3-hydroxypicolinic acid[no description available]medium10monocarboxylic acid;
monohydroxypyridine		MALDI matrix material
8-hydroxyquinoline N-oxide[no description available]medium10monohydroxyquinoline;
quinoline N-oxide
clopyralid[no description available]medium10organochlorine pesticide;
pyridines		herbicide
2-(2-hydroxyphenyl)benzothiazole[no description available]medium10benzothiazoles;
phenols		geroprotector
ethyl maltol[no description available]medium10pyranone
2,3-dihydroxypyridine[no description available]medium10dihydroxypyridine
5-fluorosalicylic acid[no description available]medium10
pyromeconic acid[no description available]medium10
2-hydroxypyrimidine[no description available]medium10hydroxypyrimidineelectron donor;
Lewis base
allomaltol[no description available]medium10
1-hydroxy-2(1h)-pyridinone[no description available]medium10
2,2'-dipicolylamine[no description available]medium10
8-hydroxy-2-quinolinecarboxylic acid[no description available]medium10quinolines
3-chloro-2,4-pentanedione[no description available]medium10
1-methyl-2-ethyl-3-hydroxypyridin-4-one[no description available]medium10
cp094[no description available]medium10
1-methyl-3-hydroxypyridine-2-one[no description available]medium10
1-ethyl-2-methyl-3-hydroxypyridin-4-one[no description available]medium10
2-acetylcyclopentanone[no description available]medium10
8-(methylsulfonylamino)quinoline[no description available]medium10
1,4,7-triazacyclononane[no description available]medium10azacycloalkane;
crown amine;
saturated organic heteromonocyclic parent
methylthiouracil[no description available]medium10pyrimidone
4,6-dimethyl-2-thiopyrimidine[no description available]medium10
thiouracil[no description available]medium10nucleobase analogue;
thiocarbonyl compound		antithyroid drug;
metabolite
4-thiouracil[no description available]medium10
3-hydroxy-2-methyl-4h-pyran-4-thione[no description available]medium10
2,4-diaminohypoxanthine[no description available]medium10hydroxypyrimidine
nu6102[no description available]medium10
barbituric acid[no description available]medium20barbituratesallergen;
xenobiotic
1,3-indandione[no description available]medium30aromatic ketone;
beta-diketone;
indanones
n-methylacrylamide[no description available]medium10
4-(fluorosulfonyl)benzoic acid[no description available]medium10
Pyrrolidine-1-carbonitrile[no description available]medium10pyrrolidines
n-phenylacrylamide[no description available]medium10
tofacitinib[no description available]medium10N-acylpiperidine;
nitrile;
pyrrolopyrimidine;
tertiary amino compound		antirheumatic drug;
EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor
incb-018424[no description available]medium10nitrile;
pyrazoles;
pyrrolopyrimidine		antineoplastic agent;
EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor
alectinib[no description available]medium10aromatic ketone;
morpholines;
nitrile;
organic heterotetracyclic compound;
piperidines		antineoplastic agent;
EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor
quinine[no description available]medium10cinchona alkaloidantimalarial;
muscle relaxant;
non-narcotic analgesic
isosteviol[no description available]medium10diterpenoid
alkenes[no description available]medium80
3,4-diaminocyclobut-3-ene-1,2-dione[no description available]medium10
arsanilic acid[no description available]medium10organoarsonic acid
roxarsone[no description available]medium102-nitrophenols;
organoarsonic acid		agrochemical;
animal growth promotant;
antibacterial drug;
coccidiostat
singlet oxygen[no description available]medium10chalcogen;
monoatomic oxygen;
nonmetal atom		macronutrient
nitrogen dioxide[no description available]medium10nitrogen oxide
hypochlorous acid[no description available]medium10chlorine oxoacid;
reactive oxygen species		EC 2.5.1.18 (glutathione transferase) inhibitor;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
human metabolite
cadmium[no description available]medium10cadmium molecular entity;
zinc group element atom
selenious acid[no description available]medium10selenium oxoacid
morphinans[no description available]medium10isoquinoline alkaloid fundamental parent;
morphinane alkaloid
titanium dioxide[no description available]medium20titanium oxidesfood colouring
tetracycline[no description available]medium10
gadolinium oxide[no description available]medium10
gadolinium[no description available]medium10f-block element atom;
lanthanoid atom
docetaxel anhydrous[no description available]medium10secondary alpha-hydroxy ketone;
tetracyclic diterpenoid		antimalarial;
antineoplastic agent;
photosensitizing agent
perferryl iron[no description available]medium10
benzoylacetone[no description available]medium60
ruthenium[no description available]medium20iron group element atom;
platinum group metal atom
titanium isopropoxide[no description available]medium10
stearic acid[no description available]medium10long-chain fatty acid;
saturated fatty acid;
straight-chain saturated fatty acid		algal metabolite;
Daphnia magna metabolite;
human metabolite;
plant metabolite
fluvoxamine[no description available]medium10(trifluoromethyl)benzenes;
5-methoxyvalerophenone O-(2-aminoethyl)oxime		antidepressant;
anxiolytic drug;
serotonin uptake inhibitor
thiourea[no description available]medium50one-carbon compound;
thioureas;
ureas		antioxidant;
chromophore
camphor, (+-)-isomer[no description available]medium10bornane monoterpenoid;
cyclic monoterpene ketone		plant metabolite
ketopinic acid[no description available]medium10
palladium[no description available]medium50metal allergen;
nickel group element atom;
platinum group metal atom
o-benzoylhydroxylamine[no description available]medium10
cobalt[no description available]medium40cobalt group element atom;
metal allergen		micronutrient
nickel[no description available]medium40metal allergen;
nickel group element atom		epitope;
micronutrient
ezogabine[no description available]medium10carbamate ester;
organofluorine compound;
secondary amino compound;
substituted aniline		anticonvulsant;
potassium channel modulator
piracetam[no description available]medium10organonitrogen compound;
organooxygen compound
formaldehyde[no description available]medium280aldehyde;
one-carbon compound		allergen;
carcinogenic agent;
disinfectant;
EC 3.5.1.4 (amidase) inhibitor;
environmental contaminant;
Escherichia coli metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
topiramate[no description available]medium10cyclic ketal;
ketohexose derivative;
sulfamate ester		anticonvulsant;
sodium channel blocker
D-fructopyranose[no description available]medium30cyclic hemiketal;
D-fructose;
fructopyranose		sweetening agent
levetiracetam[no description available]medium10pyrrolidin-2-onesanticonvulsant;
environmental contaminant;
xenobiotic
carbamates[no description available]medium10amino-acid anion
nitrates[no description available]medium10monovalent inorganic anion;
nitrogen oxoanion;
reactive nitrogen species
carbidopa[no description available]medium10
titanium[no description available]medium40titanium group element atom
microcystin[no description available]medium10peptide
ferric sulfate[no description available]medium10iron molecular entity;
metal sulfate		astringent;
catalyst;
mordant
lignin[no description available]medium10
glucosamine[no description available]medium10D-glucosamineEscherichia coli metabolite;
geroprotector;
mouse metabolite
sulfuric acid[no description available]medium10sulfur oxoacidcatalyst
titanium tetrachloride[no description available]medium10
terbium[no description available]medium50f-block element atom;
lanthanoid atom
acetazolamide[no description available]medium10monocarboxylic acid amide;
sulfonamide;
thiadiazoles		anticonvulsant;
diuretic;
EC 4.2.1.1 (carbonic anhydrase) inhibitor
muramidase[no description available]medium10
vanadium[no description available]medium10elemental vanadium;
vanadium group element atom		micronutrient
piperonyl butoxide[no description available]medium10benzodioxolespesticide synergist
laccase[no description available]medium30
diuron[no description available]medium103-(3,4-substituted-phenyl)-1,1-dimethylurea;
dichlorobenzene		environmental contaminant;
mitochondrial respiratory-chain inhibitor;
photosystem-II inhibitor;
urea herbicide;
xenobiotic
1-aminobenzotriazole[no description available]medium10
triazoles[no description available]medium201,2,3-triazole
rhodium[no description available]medium10cobalt group element atom
curcumin[no description available]medium20aromatic ether;
beta-diketone;
diarylheptanoid;
enone;
polyphenol		anti-inflammatory agent;
antifungal agent;
antineoplastic agent;
biological pigment;
contraceptive drug;
dye;
EC 1.1.1.205 (IMP dehydrogenase) inhibitor;
EC 1.1.1.21 (aldehyde reductase) inhibitor;
EC 1.1.1.25 (shikimate dehydrogenase) inhibitor;
EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor;
EC 1.8.1.9 (thioredoxin reductase) inhibitor;
EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor;
EC 3.5.1.98 (histone deacetylase) inhibitor;
flavouring agent;
food colouring;
geroprotector;
hepatoprotective agent;
immunomodulator;
iron chelator;
ligand;
lipoxygenase inhibitor;
metabolite;
neuroprotective agent;
nutraceutical;
radical scavenger
1-anilino-8-naphthalenesulfonate[no description available]medium20aminonaphthalene;
naphthalenesulfonic acid		fluorescent probe
dicyanmethane[no description available]medium30aliphatic nitrile;
dinitrile
carbon disulfide[no description available]medium10one-carbon compound;
organosulfur compound
triethylamine[no description available]medium10tertiary amine
thiophenes[no description available]medium10mancude organic heteromonocyclic parent;
monocyclic heteroarene;
thiophenes;
volatile organic compound		non-polar solvent
sulpiride[no description available]medium10benzamides;
N-alkylpyrrolidine;
sulfonamide		antidepressant;
antiemetic;
antipsychotic agent;
dopaminergic antagonist
2-naphthol orange[no description available]medium20
phosphine[no description available]medium10mononuclear parent hydride;
phosphanes;
phosphine		carcinogenic agent;
fumigant insecticide
pactamycin[no description available]medium10
naphthalene[no description available]medium10naphthalenes;
ortho-fused bicyclic arene		apoptosis inhibitor;
carcinogenic agent;
environmental contaminant;
mouse metabolite;
plant metabolite;
volatile oil component
acetonitrile[no description available]medium10aliphatic nitrile;
volatile organic compound		EC 3.5.1.4 (amidase) inhibitor;
NMR chemical shift reference compound;
polar aprotic solvent
indole-3-carbinol[no description available]medium10indolyl alcoholantineoplastic agent;
plant metabolite
3-methyloxindole[no description available]medium10methylindole;
oxindoles
pyruvaldehyde[no description available]medium202-oxo aldehyde;
propanals		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
indoleacetic acid[no description available]medium10indole-3-acetic acids;
monocarboxylic acid		auxin;
human metabolite;
mouse metabolite;
plant hormone;
plant metabolite
europium[no description available]medium30f-block element atom;
lanthanoid atom
zeolites[no description available]medium10
hydroxyl radical[no description available]medium20oxygen hydride;
oxygen radical;
reactive oxygen species
malachite green[no description available]medium10organic chloride saltantibacterial agent;
antifungal drug;
carcinogenic agent;
environmental contaminant;
fluorochrome;
histological dye;
teratogenic agent
c.i. 42510[no description available]medium10
1-hydroxybenzotriazole[no description available]medium10benzotriazoles
pyridine[no description available]medium10azaarene;
mancude organic heteromonocyclic parent;
monocyclic heteroarene;
pyridines		environmental contaminant;
NMR chemical shift reference compound
zirconium[no description available]medium30titanium group element atom
cerium[no description available]medium10f-block element atom;
lanthanoid atom
ceric oxide[no description available]medium10cerium molecular entity;
metal oxide
sulfur[no description available]medium10chalcogen;
nonmetal atom		macronutrient
chiniofon[no description available]medium60
aluminum[no description available]medium20boron group element atom;
elemental aluminium;
metal atom
histamine[no description available]medium10aralkylamino compound;
imidazoles		human metabolite;
mouse metabolite;
neurotransmitter
lysine[no description available]medium60aspartate 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
n-hexadecane[no description available]medium10long-chain alkanenon-polar solvent;
plant metabolite;
volatile oil component
styrene[no description available]medium20styrenes;
vinylarene;
volatile organic compound		mouse metabolite;
mutagen;
plant metabolite
cetyltrimethylammonium ion[no description available]medium20quaternary ammonium ion
thiazoles[no description available]medium401,3-thiazoles;
mancude organic heteromonocyclic parent;
monocyclic heteroarene
pyruvic acid[no description available]medium102-oxo monocarboxylic acidcofactor;
fundamental metabolite
hydrazine[no description available]medium30azane;
hydrazines		EC 4.3.1.10 (serine-sulfate ammonia-lyase) inhibitor
thiocarbohydrazide[no description available]medium10thiocarbonyl compound
beryllium[no description available]medium40alkaline earth metal atom;
elemental beryllium;
metal allergen		adjuvant;
carcinogenic agent;
epitope
morin[no description available]medium107-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
6-chloropurine[no description available]medium10purines
homoserine[no description available]medium10amino acid zwitterion;
homoserine		algal metabolite;
Escherichia coli metabolite;
human metabolite;
Saccharomyces cerevisiae metabolite
iridium[no description available]medium10cobalt group element atom;
platinum group metal atom
2-phenylpyridine[no description available]medium10
ethyl acetoacetate[no description available]medium20ethyl esterantibacterial agent;
flavouring agent;
plant metabolite
histidine[no description available]medium10amino 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
2-methyl-4-chlorophenoxyacetic acid[no description available]medium10chlorophenoxyacetic acid;
monochlorobenzenes		environmental contaminant;
phenoxy herbicide;
synthetic auxin
metaperiodate[no description available]medium40iodine oxoacid
glycerol[no description available]medium10alditol;
triol		algal metabolite;
detergent;
Escherichia coli metabolite;
geroprotector;
human metabolite;
mouse metabolite;
osmolyte;
Saccharomyces cerevisiae metabolite;
solvent
metaperiodate[no description available]medium30iodine oxoanion;
monovalent inorganic anion
dihydropyridines[no description available]medium10
hydrogen[no description available]medium10elemental hydrogen;
elemental molecule;
gas molecular entity		antioxidant;
electron donor;
food packaging gas;
fuel;
human metabolite
methanol[no description available]medium30alkyl alcohol;
one-carbon compound;
primary alcohol;
volatile organic compound		amphiprotic solvent;
Escherichia coli metabolite;
fuel;
human metabolite;
mouse metabolite;
Mycoplasma genitalium metabolite
hydrochloric acid[no description available]medium10chlorine molecular entity;
gas molecular entity;
hydrogen halide;
mononuclear parent hydride		mouse metabolite
dimethylformamide[no description available]medium10formamides;
volatile organic compound		geroprotector;
hepatotoxic agent;
polar aprotic solvent
propane[no description available]medium10alkane;
gas molecular entity		food propellant
trimethylenediamine[no description available]medium10alkane-alpha,omega-diaminehuman metabolite;
mouse metabolite;
reagent
oxovanadium iv[no description available]medium10vanadium oxide
vanadates[no description available]medium10trivalent inorganic anion;
vanadium oxoanion		EC 3.1.3.1 (alkaline phosphatase) inhibitor;
EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor;
EC 3.1.3.41 (4-nitrophenylphosphatase) inhibitor;
EC 3.1.3.48 (protein-tyrosine-phosphatase) inhibitor
etimicin[no description available]medium10amino cyclitol glycoside;
aminoglycoside antibiotic		antibacterial agent
carbon monoxide[no description available]medium20carbon 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
rhodanine[no description available]medium10thiazolidinone
pyrimidine[no description available]medium10diazine;
pyrimidines		Daphnia magna metabolite
beta-nitrostyrene[no description available]medium10
phenyl acetate[no description available]medium40benzenes;
phenyl acetates
1,2-dihydroxybenzene-3,5-disulfonic acid disodium salt[no description available]medium10organic molecular entity
pimagedine[no description available]medium10guanidines;
one-carbon compound		EC 1.14.13.39 (nitric oxide synthase) inhibitor;
EC 1.4.3.4 (monoamine oxidase) inhibitor
acetone[no description available]medium10ketone body;
methyl ketone;
propanones;
volatile organic compound		EC 3.5.1.4 (amidase) inhibitor;
human metabolite;
polar aprotic solvent
tris(2,3-dibromopropyl)phosphate[no description available]medium10trialkyl phosphate
3-methyl-2-benzothiazolone hydrazone[no description available]medium10
ammonium hydroxide[no description available]medium20azane;
gas molecular entity;
mononuclear parent hydride		EC 3.5.1.4 (amidase) inhibitor;
metabolite;
mouse metabolite;
neurotoxin;
NMR chemical shift reference compound;
nucleophilic reagent;
refrigerant
4-amino-5-hydrazino-1,2,4-triazole-3-thiol[no description available]medium10
alcohol oxidase[no description available]medium10
niacin[no description available]medium10pyridine alkaloid;
pyridinemonocarboxylic acid;
vitamin B3		antidote;
antilipemic drug;
EC 3.5.1.19 (nicotinamidase) inhibitor;
Escherichia coli metabolite;
human urinary metabolite;
metabolite;
mouse metabolite;
plant metabolite;
vasodilator agent
niacinamide[no description available]medium10pyridine 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
isonicotinamide[no description available]medium10pyridinecarboxamide
ethylenediamine[no description available]medium10alkane-alpha,omega-diamineGABA agonist
malondialdehyde[no description available]medium30dialdehydebiomarker
lanthanum[no description available]medium10f-block element atom;
lanthanoid atom;
scandium group element atom
erbium[no description available]medium10f-block element atom;
lanthanoid atom
1,7-phenanthroline[no description available]medium20phenanthroline
aminolevulinic acid[no description available]medium404-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
o-phthalaldehyde[no description available]medium10benzaldehydes;
dialdehyde		epitope
mercaptoethanol[no description available]medium10alkanethiol;
primary alcohol		geroprotector
potassium carbonate[no description available]medium10carbonate salt;
potassium salt		catalyst;
fertilizer;
flame retardant
deoxyguanosine[no description available]medium10purine 2'-deoxyribonucleoside;
purines 2'-deoxy-D-ribonucleoside		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
urea[no description available]medium10isourea;
monocarboxylic acid amide;
one-carbon compound		Daphnia magna metabolite;
Escherichia coli metabolite;
fertilizer;
flour treatment agent;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
methane[no description available]medium20alkane;
gas molecular entity;
mononuclear parent hydride;
one-carbon compound		bacterial metabolite;
fossil fuel;
greenhouse gas
nitromethane[no description available]medium10primary nitroalkane;
volatile organic compound		EC 4.3.1.3 (histidine ammonia-lyase) inhibitor;
explosive;
NMR chemical shift reference compound;
polar aprotic solvent
carbonates[no description available]medium20carbon oxoanion
nitroacetic acid[no description available]medium10
n,n'-dibutylurea[no description available]medium10
acrolein[no description available]medium10enalherbicide;
human xenobiotic metabolite;
toxin
1,1,1-trifluoro-2,4-pentanedione[no description available]medium30
ethane[no description available]medium10alkane;
gas molecular entity		plant metabolite;
refrigerant
acetylene[no description available]medium10alkyne;
gas molecular entity;
terminal acetylenic compound
molybdenum[no description available]medium10chromium group element atommicronutrient
benzene[no description available]medium20aromatic annulene;
benzenes;
volatile organic compound		carcinogenic agent;
environmental contaminant;
non-polar solvent
chromium[no description available]medium30chromium group element atom;
metal allergen		micronutrient
ethanolamine[no description available]medium10ethanolamines;
primary alcohol;
primary amine		Escherichia coli metabolite;
human metabolite;
mouse metabolite
2-acetylnaphthalene[no description available]medium10naphthyl ketone
benzaldehyde[no description available]medium10benzaldehydesEC 3.1.1.3 (triacylglycerol lipase) inhibitor;
EC 3.5.5.1 (nitrilase) inhibitor;
flavouring agent;
fragrance;
odorant receptor agonist;
plant metabolite
anisole[no description available]medium10monomethoxybenzeneplant metabolite
tryptamine[no description available]medium10aminoalkylindole;
aralkylamino compound;
indole alkaloid;
tryptamines		human metabolite;
mouse metabolite;
plant metabolite
bismuth[no description available]medium10metal atom;
pnictogen
cinnamyl alcohol[no description available]medium10cinnamyl alcoholplant metabolite
benzyl alcohol[no description available]medium10benzyl alcoholsantioxidant;
fragrance;
metabolite;
solvent
2,2'-dipyridyl[no description available]medium10bipyridinechelator;
ferroptosis inhibitor
praseodymium[no description available]medium10f-block element atom;
lanthanoid atom
edetic acid[no description available]medium10ethylenediamine derivative;
polyamino carboxylic acid;
tetracarboxylic acid		anticoagulant;
antidote;
chelator;
copper chelator;
geroprotector
aceturic acid[no description available]medium10N-acetyl-amino acid;
N-acylglycine		human metabolite
meldrum's acid[no description available]medium10
hippuric acid[no description available]medium10N-acylglycinehuman blood serum metabolite;
uremic toxin
glycine[no description available]medium20alpha-amino acid;
amino acid zwitterion;
proteinogenic amino acid;
serine family amino acid		EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor;
fundamental metabolite;
hepatoprotective agent;
micronutrient;
neurotransmitter;
NMDA receptor agonist;
nutraceutical
ethyl acetate[no description available]medium10acetate ester;
ethyl ester;
volatile organic compound		EC 3.4.19.3 (pyroglutamyl-peptidase I) inhibitor;
metabolite;
polar aprotic solvent;
Saccharomyces cerevisiae metabolite
phenylacetic acid[no description available]medium10benzenes;
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
formylchromone[no description available]medium10
dinitrobenzenes[no description available]medium10
benzoylpropionic acid[no description available]medium104-oxo monocarboxylic acidhapten
rhenium[no description available]medium10manganese group element atom
indium[no description available]medium170boron group element atom
indium oxine[no description available]medium60
arginine[no description available]medium50arginine;
glutamine family amino acid;
L-alpha-amino acid;
proteinogenic amino acid		biomarker;
Escherichia coli metabolite;
micronutrient;
mouse metabolite;
nutraceutical
tryptophan[no description available]medium10erythrose 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
2,3-dioxo-5-indolinesulfonic acid[no description available]medium10
ethylmaleimide[no description available]medium20maleimidesanticoronaviral agent;
EC 1.3.1.8 [acyl-CoA dehydrogenase (NADP(+))] inhibitor;
EC 2.1.1.122 [(S)-tetrahydroprotoberberine N-methyltransferase] inhibitor;
EC 2.7.1.1 (hexokinase) inhibitor
erythrosine[no description available]medium10
3-aminopyridine-1,n(6)-ethenoadenine dinucleotide phosphate[no description available]medium10
2,5-hexanedione[no description available]medium20diketone;
methyl ketone		human xenobiotic metabolite;
neurotoxin
guanidine[no description available]medium10carboxamidine;
guanidines;
one-carbon compound
chromotropic acid[no description available]medium40naphthalenediols;
naphthalenesulfonic acid		indicator
citric acid, anhydrous[no description available]medium10tricarboxylic acidantimicrobial agent;
chelator;
food acidity regulator;
fundamental metabolite
transferrin[no description available]medium20
cycloserine[no description available]medium104-amino-1,2-oxazolidin-3-one;
organonitrogen heterocyclic antibiotic;
organooxygen heterocyclic antibiotic;
zwitterion		antiinfective agent;
antimetabolite;
antitubercular agent;
metabolite;
NMDA receptor agonist
methacrylamide[no description available]medium10acrylamides;
primary carboxamide
hydroxyethyl methacrylate[no description available]medium10enoate esterallergen;
polymerisation monomer
bisphenol a-glycidyl methacrylate[no description available]medium10diarylmethane
triethylene glycol dimethacrylate[no description available]medium10
benzoyl peroxide[no description available]medium10carbonyl compound
maleic anhydride[no description available]medium10cyclic dicarboxylic anhydride;
furans		allergen
cellulose[no description available]medium10glycoside
paraquat[no description available]medium10organic cationgeroprotector;
herbicide
2-methylpentane[no description available]medium10alkane
n-hexane[no description available]medium10alkane;
volatile organic compound		neurotoxin;
non-polar solvent
acrylamide[no description available]medium10acrylamides;
N-acylammonia;
primary carboxamide		alkylating agent;
carcinogenic agent;
Maillard reaction product;
mutagen;
neurotoxin
hexachlorophene[no description available]medium10bridged diphenyl fungicide;
polyphenol;
trichlorobenzene		acaricide;
antibacterial agent;
antifungal agrochemical;
antiseptic drug
bradykinin[no description available]medium10oligopeptidehuman blood serum metabolite;
vasodilator agent
splenopentin[no description available]medium10oligopeptide
phencyclidine[no description available]medium10benzenes;
piperidines		anaesthetic;
neurotoxin;
NMDA receptor antagonist;
psychotropic drug
deuterium[no description available]medium10dihydrogen
sodium hydroxide[no description available]medium10alkali metal hydroxide
sodium nitrite[no description available]medium10inorganic sodium salt;
nitrite salt		antidote to cyanide poisoning;
antihypertensive agent;
antimicrobial food preservative;
food antioxidant;
poison
metoclopramide[no description available]medium10benzamides;
monochlorobenzenes;
substituted aniline;
tertiary amino compound		antiemetic;
dopaminergic antagonist;
environmental contaminant;
gastrointestinal drug;
xenobiotic
4-aminobenzoic acid[no description available]medium10aminobenzoic acid;
aromatic amino-acid zwitterion		allergen;
Escherichia coli metabolite;
plant metabolite
dapsone[no description available]medium10substituted aniline;
sulfone		anti-inflammatory drug;
antiinfective agent;
antimalarial;
leprostatic drug
cisapride[no description available]medium10benzamides
pyridoxamine[no description available]medium10aminoalkylpyridine;
hydroxymethylpyridine;
monohydroxypyridine;
vitamin B6		Escherichia coli metabolite;
human metabolite;
iron chelator;
mouse metabolite;
nephroprotective agent;
plant metabolite;
Saccharomyces cerevisiae metabolite
pyridoxal phosphate[no description available]medium10methylpyridines;
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
nad[no description available]medium20organophosphate oxoanioncofactor;
human metabolite;
hydrogen acceptor;
Saccharomyces cerevisiae metabolite
nadp[no description available]medium10
mannitol[no description available]medium10mannitolallergen;
antiglaucoma drug;
compatible osmolytes;
Escherichia coli metabolite;
food anticaking agent;
food bulking agent;
food humectant;
food stabiliser;
food thickening agent;
hapten;
metabolite;
osmotic diuretic;
sweetening agent
adenosine diphosphate[no description available]medium10adenosine 5'-phosphate;
purine ribonucleoside 5'-diphosphate		fundamental metabolite;
human metabolite
phenylglyoxal[no description available]medium30phenylacetaldehydes
mocetinostat[no description available]medium10aminopyrimidine;
benzamides;
pyridines;
secondary amino compound;
secondary carboxamide;
substituted aniline		antineoplastic agent;
apoptosis inducer;
autophagy inducer;
cardioprotective agent;
EC 3.5.1.98 (histone deacetylase) inhibitor;
hepatotoxic agent
ethylphenylpropiolate[no description available]medium10
oxalates[no description available]medium10
benzo(a)pyrene[no description available]medium10ortho- and peri-fused polycyclic arenecarcinogenic agent;
mouse metabolite
methylnitrosourea[no description available]medium10N-nitrosoureasalkylating agent;
carcinogenic agent;
mutagen;
teratogenic agent
n,n-naphthaloylhydroxylamine[no description available]medium10
aflatoxin b1[no description available]medium10aflatoxin;
aromatic ether;
aromatic ketone		carcinogenic agent;
human metabolite
lead[no description available]medium10carbon group element atom;
elemental lead;
metal atom		neurotoxin
3-acetyl-5-(d-arabino-tetrahydrobutyl)-2-methylpyrrole[no description available]medium10
ammonium carbonate[no description available]medium10
tiletamine hydrochloride[no description available]medium10
hydroxyacetylaminofluorene[no description available]medium102-acetamidofluorenes
2-acetylaminofluorene[no description available]medium102-acetamidofluorenesantimitotic;
carcinogenic agent;
epitope;
mutagen
2-nitrofluorene[no description available]medium10nitroarenecarcinogenic agent;
mutagen
2-hydroxy-5-nitrobenzyl bromide[no description available]medium10
trinitrobenzenesulfonic acid[no description available]medium10arenesulfonic acid;
C-nitro compound		epitope;
explosive;
reagent
butyrylcholine[no description available]medium10acylcholine
tetranitromethane[no description available]medium10organonitrogen compound
bromosuccinimide[no description available]medium10dicarboximide;
organobromine compound;
pyrrolidinone		reagent
acetic anhydride[no description available]medium10acyclic carboxylic anhydridemetabolite;
reagent
choline[no description available]medium10cholinesallergen;
Daphnia magna metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
neurotransmitter;
nutrient;
plant metabolite;
Saccharomyces cerevisiae metabolite
hydroxylamine[no description available]medium10hydroxylaminesalgal metabolite;
bacterial xenobiotic metabolite;
EC 1.1.3.13 (alcohol oxidase) inhibitor;
EC 4.2.1.22 (cystathionine beta-synthase) inhibitor;
EC 4.3.1.10 (serine-sulfate ammonia-lyase) inhibitor;
nitric oxide donor;
nucleophilic reagent
imipramine[no description available]medium10dibenzoazepineadrenergic uptake inhibitor;
antidepressant;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor
n-acetylimidazole[no description available]medium10N-acylimidazole
diethyl pyrocarbonate[no description available]medium10acyclic carboxylic anhydride
nitrilotriacetic acid[no description available]medium10NTA;
tricarboxylic acid		carcinogenic agent;
nephrotoxic agent
2-hydrazinobenzothiazole[no description available]medium10
phosphorus[no description available]medium10monoatomic phosphorus;
nonmetal atom;
pnictogen		macronutrient
acetaldehyde[no description available]medium10aldehydecarcinogenic 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
phenelzine[no description available]medium10primary amine
ammonium acetate[no description available]medium10acetate salt;
ammonium salt		buffer;
food acidity regulator
ascorbic acid[no description available]medium10ascorbic acid;
vitamin C		coenzyme;
cofactor;
flour treatment agent;
food antioxidant;
food colour retention agent;
geroprotector;
plant metabolite;
skin lightening agent
tromethamine[no description available]medium10primary amino compound;
triol		buffer
technetium[no description available]medium10manganese group element atom
heme[no description available]medium10
indium tris(tropolonate)[no description available]medium10
diphenylcarbazide[no description available]medium10phenylhydrazines
acetyl acetonate[no description available]medium10
anisindione[no description available]low00aromatic ketone;
beta-diketone		anticoagulant;
vitamin K antagonist
phenindione[no description available]low00aromatic ketone;
beta-diketone		anticoagulant
succinylacetone[no description available]low00beta-diketone;
dioxo monocarboxylic acid		human metabolite
quinophthalone[no description available]low00aromatic ketone;
beta-diketone;
quinolines		dye
ninhydrin[no description available]low00aromatic ketone;
beta-diketone;
indanones;
ketone hydrate		colour indicator;
human metabolite
acetylpyruvic acid[no description available]low00beta-diketone;
dioxo monocarboxylic acid		bacterial metabolite
tetrahydrocurcumin[no description available]low00beta-diketone;
diarylheptanoid;
polyphenol		metabolite
succinylacetoacetate[no description available]low00alpha,omega-dicarboxylic acid;
beta-diketone		human metabolite
gingerdione[no description available]low00beta-diketone;
monomethoxybenzene;
phenols
2-[(4,4-dimethyl-2,6-dioxocyclohexyl)methyl]-5,5-dimethylcyclohexane-1,3-dione[no description available]low00beta-diketone
3-methyl-2,4-nonanedione[no description available]low00beta-diketone
4-(3-methyl-5-isoxazolyl)-5-phenylcyclohexane-1,3-dione[no description available]low00beta-diketone
5-(2-furanyl)cyclohexane-1,3-dione[no description available]low00beta-diketone
2,2'-methylenebis(1,3-cyclohexanedione)[no description available]low00beta-diketone
fumarylacetoacetate[no description available]low00beta-diketone;
dicarboxylic fatty acid;
oxo dicarboxylic acid
maleylpyruvate[no description available]low004,6-dioxohept-2-enedioic acid;
beta-diketone
bisdemethoxycurcumin[no description available]low00beta-diketone;
diarylheptanoid;
enone;
polyphenol		EC 3.2.1.1 (alpha-amylase) inhibitor;
metabolite
demethoxycurcumin[no description available]low00beta-diketone;
diarylheptanoid;
enone;
polyphenol		anti-inflammatory agent;
antineoplastic agent;
metabolite
tetrahydroxycurcumin[no description available]low00beta-diketone;
catechols;
diarylheptanoid;
enone;
polyphenol		anti-inflammatory agent;
neuroprotective agent;
plant metabolite
alpha(-(cyclopropylcarbonyl)-2-(methyvlsulfonyl)-beta-oxo-4-(trifluromethyl)benzenepropanenitrile)[no description available]low00(trifluoromethyl)benzenes;
aromatic ketone;
beta-diketone;
cyclopropanes;
nitrile;
sulfone		agrochemical;
EC 1.13.11.27 (4-hydroxyphenylpyruvate dioxygenase) inhibitor;
herbicide
berkeleydione[no description available]low00beta-diketone;
cyclic terpene ketone;
meroterpenoid;
methyl ester;
organic heterotetracyclic compound;
terpene lactone;
tertiary alcohol;
tertiary alpha-hydroxy ketone		antineoplastic agent;
cysteine protease inhibitor;
Penicillium metabolite
berkeleytrione[no description available]low00beta-diketone;
carbopolycyclic compound;
cyclic terpene ketone;
meroterpenoid;
methyl ester;
tertiary alcohol;
tertiary alpha-hydroxy ketone		cysteine protease inhibitor;
Penicillium metabolite
mitorubrin[no description available]low00azaphilone;
beta-diketone
ConditionIndicatedRelationship StrengthStudiesTrials
Absence Seizure0low10
Absence Seizures0low10
Acute Confusional Senile Dementia0low10
Adenocarcinoma0low10
Adenocarcinoma, Basal Cell0low10
Adenocarcinoma, Granular Cell0low10
Adenocarcinoma, Oxyphilic0low10
Adenocarcinoma, Tubular0low10
Adenoma, Malignant0low10
Allergic Contact Dermatitis0low10
Alzheimer Dementia0low10
Alzheimer Disease0low10
Alzheimer Disease, Early Onset0low10
Alzheimer Disease, Late Onset0low10
Alzheimer Sclerosis0low10
Alzheimer Syndrome0low10
Alzheimer Type Senile Dementia0low10
Alzheimer-Type Dementia (ATD)0low10
Alzheimer's Disease0low10
Alzheimer's Disease, Focal Onset0low10
Alzheimer's Diseases0low10
Amyloid Deposits0low10
Amyloid Plaques0low10
Anasarca0low10
Anoxemia0low10
Anoxia0low10
Atonic Absence Seizure0low10
Atonic Absence Seizures0low10
Atonic Seizure0low10
Atonic Seizures0low10
B16 Melanoma0low10
Bacterial Disease0low10
Bacterial Infection0low10
Bacterial Infections0low10
Body Weight0low30
Breast Cancer0low10
Breast Carcinoma0low10
Breast Neoplasms0low10
Breast Tumors0low10
Cancer of Breast0low10
Cancer of Lung0low10
Cancer of Pancreas0low20
Cancer of the Breast0low10
Cancer of the Lung0low10
Cancer of the Pancreas0low20
Carcinoma, Cribriform0low10
Carcinoma, Granular Cell0low10
Carcinoma, Lewis Lung0low10
Carcinoma, Tubular0low10
Cardiovascular Stroke0low10
Cell Transformation, Neoplastic0low10
Clonic Seizure0low10
Clonic Seizures0low10
Complex Partial Seizure0low10
Complex Partial Seizures0low10
Contact Dermatitis0low20
Convulsion0low10
Convulsion, Non-Epileptic0low10
Convulsions0low10
Convulsive Seizure0low10
Convulsive Seizures0low10
Deficiency, Oxygen0low10
Dementia, Alzheimer Type0low10
Dementia, Presenile0low10
Dementia, Primary Senile Degenerative0low10
Dementia, Senile0low10
Dermatitis Venenata0low20
Dermatitis, Allergic Contact0low10
Dermatitis, Allergic Eczematous0low10
Dermatitis, Contact0low20
Dermatitis, Contact, Allergic0low10
Dermatitis, Eczematous0low10
Dermatitis, Radiation-Induced0low10
Diabetes Mellitus0low10
Diseases, Occupational0low20
Dropsy0low10
Early Onset Alzheimer Disease0low10
Eczema0low10
Eczema, Contact0low20
Edema0low10
Epileptic Seizure0low10
Epileptic Seizures0low10
Erythema0low10
Experimental Mammary Neoplasms0low10
Experimental Melanoma0low10
Experimental Melanomas0low10
Familial Alzheimer Disease (FAD)0low10
Fetal Death0low10
Fetal Demise0low10
Fetal Mummification0low10
Fetal Resorption0low10
Focal Onset Alzheimer's Disease0low10
Generalized Absence Seizure0low10
Generalized Absence Seizures0low10
Generalized Tonic-Clonic Seizures0low10
Harding Passey Melanoma0low10
Heart Attack0low10
Hives0low10
Human Mammary Carcinoma0low10
Hydrops0low10
Hypersensitivity, Contact0low20
Hypoxemia0low10
Hypoxia0low10
Infection0low10
Infection and Infestation0low10
Infection, Bacterial0low10
Infections0low10
Infections and Infestations0low10
Infections, Bacterial0low10
Inflammation0low10
Innate Inflammatory Response0low10
Jacksonian Seizure0low10
Late Onset Alzheimer Disease0low10
Lead Poisoning0low10
Leukocytosis0low10
Lung Cancer0low10
Lung Neoplasms0low10
Malignant Neoplasm of Breast0low10
Malignant Tumor of Breast0low10
Mammary Cancer0low10
Mammary Carcinoma, Human0low10
Mammary Neoplasm, Human0low10
Mammary Neoplasms, Experimental0low10
Mammary Neoplasms, Human0low10
Melanoma, B160low10
Melanoma, Cloudman S910low10
Melanoma, Experimental0low10
Melanoma, Harding-Passey0low10
Melanomas, Experimental0low10
Myocardial Infarct0low10
Myocardial Infarction0low10
Myoclonic Seizure0low10
Myoclonic Seizures0low10
Necrosis0low10
Neoplasms, Breast0low10
Neoplasms, Experimental Mammary0low10
Neoplasms, Lung0low10
Neoplasms, Pancreatic0low20
Neoplasms, Pulmonary0low10
Neoplastic Cell Transformation0low10
Neoplastic Transformation, Cell0low10
Nervous System Diseases0low10
Nervous System Disorders0low10
Neuritic Plaques0low10
Neurologic Disorders0low10
Neurological Disorders0low10
Non-Epileptic Seizure0low10
Non-Epileptic Seizures0low10
Nonepileptic Seizure0low10
Nonepileptic Seizures0low10
Occupational Diseases0low20
Occupational Illnesses0low20
Osteomyelitis0low10
Oxygen Deficiency0low10
Pancreas Cancer0low20
Pancreas Neoplasms0low20
Pancreatic Cancer0low20
Pancreatic Neoplasms0low20
Partial Seizure0low10
Partial Seizures0low10
Petit Mal Convulsion0low10
Plaque, Amyloid0low10
Plaques, Amyloid0low10
Pleocytosis0low10
Poisoning, Lead0low10
Pott Disease0low10
Pott's Disease0low10
Pott's Paraplegia0low10
Pregnancy0low10
Presenile Alzheimer Dementia0low10
Primary Senile Degenerative Dementia0low10
Pulmonary Cancer0low10
Pulmonary Neoplasms0low10
Purpura, Thrombocytopenic0low10
Purpura, Thrombopenic0low10
Radiation Recall Dermatitis0low10
Radiation Recall Reaction0low10
Radiation-Induced Dermatitis0low10
Radiodermatitis0low10
Seizure0low10
Seizures0low10
Seizures, Auditory0low10
Seizures, Clonic0low10
Seizures, Convulsive0low10
Seizures, Epileptic0low10
Seizures, Focal0low10
Seizures, Generalized0low10
Seizures, Gustatory0low10
Seizures, Motor0low10
Seizures, Olfactory0low10
Seizures, Sensory0low10
Seizures, Somatosensory0low10
Seizures, Tonic0low10
Seizures, Tonic-Clonic0low10
Seizures, Vertiginous0low10
Seizures, Vestibular0low10
Seizures, Visual0low10
Senile Dementia, Acute Confusional0low10
Senile Dementia, Alzheimer Type0low10
Senile Plaques0low10
Sensitivity and Specificity0low90
Sensitivity, Contact0low20
Single Seizure0low10
Spondylitis0low10
Tonic Clonic Seizure0low10
Tonic Seizure0low10
Tonic Seizures0low10
Tonic-Clonic Seizure0low10
Tonic-Clonic Seizures0low10
Transformation, Neoplastic Cell0low10
Tuberculosis, Spinal0low10
Tumorigenic Transformation0low10
Tumors, Breast0low10
Urticaria0low10
Vulvitis0low10

Research Highlights

Safety/Toxicity (4)

ArticleYear
Systemic toxicity from repeated cutaneous contact with 2,4-pentanedione.
Veterinary and human toxicology, Volume: 43, Issue: 1		2001
[An electrophysiological study on peripheral neurotoxicity of 2,3-butanedione, 2,4-pentanedione and 2,5-hexanedione in rats].
Sangyo igaku. Japanese journal of industrial health, Volume: 25, Issue: 6		1983
The acute toxicity and primary irritancy of 2,4-pentanedione.
Drug and chemical toxicology, Volume: 9, Issue: 2		1986
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Pharmacokinetics (1)

ArticleYear
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Dosage (2)

ArticleYear
Spectrophotometric determination of some chemotherapeutic agents using acetyl acetone.
Drug development and industrial pharmacy, Volume: 28, Issue: 5		2002
Systemic toxicity from repeated cutaneous contact with 2,4-pentanedione.
Veterinary and human toxicology, Volume: 43, Issue: 1		2001
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]