Compounds > hirsutine
Page last updated: 2024-07-31 17:50:33

hirsutine

Description

Cross-References

ID SourceID
PubMed CID3037884
CHEMBL ID327134
MeSH IDM0115565

Synonyms (27)

Synonym
17,18-seco-3-beta-yohimban-16-carboxylic acid, 16,17-didehydro-17-methoxy-, methyl ester, (e)-
hirsutine ,
(e)-16,17-didehydro-17-methoxy-17,18-seco-3-beta-yohimban-16-carboxylic acid methyl ester
corynan-16-carboxylic acid, 16,17-didehydro-17-methoxy-, methyl ester, (3-beta,16e)-
CHEMBL327134 ,
7729-23-9
C16972
methyl (e)-2-[(2s,3r,12br)-3-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate
bdbm50396011
w596of93c7 ,
unii-w596of93c7
corynan-16-carboxylic acid, 16,17-didehydro-17-methoxy-, methyl ester, (3.beta.,16e)-
17,18-seco-3.beta.-yohimban-16-carboxylic acid, 16,17-didehydro-17-methoxy-, methyl ester, (e)-
76376-57-3
indolo(2,3-a)quinolizine-2-acetic acid, 3-ethyl-1,2,3,4,6,7,12,12b-octahydro-.alpha.-(methoxymethylene)-, methyl ester, (.alpha.e,2s,3r,12br)-
AC-34492
dihydrotestosteronebenzoate
Q15614855
HY-N2193
CS-0019501
hirsutine, (3beta,16e)-isomer
MS-25915
indolo(2,3-a)quinolizine-2-acetic acid, 3-ethyl-1,2,3,4,6,7,12,12b-octahydro-alpha-(methoxymethylene)-, methyl ester, (alphae,2s,3r,12br)-
corynan-16-carboxylic acid, 16,17-didehydro-17-methoxy-, methyl ester, (3beta,16e)-
17,18-seco-3beta-yohimban-16-carboxylic acid, 16,17-didehydro-17-methoxy-, methyl ester, (e)-
DTXSID801045724
AKOS040760133

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
CholinesteraseHomo sapiens (human)IC501.9700AID697830
CholinesteraseEquus caballus (horse)IC504.9700AID697829

Bioassays (6)

Assay IDTitleYearJournalArticle
AID697829Inhibition of horse BChE by Ellman's method2012Bioorganic & medicinal chemistry, Nov-15, Volume: 20, Issue:22
ISSN: 1464-3391		Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.
AID697852Inhibition of electric eel AChE at 2 mg/ml by Ellman's method2012Bioorganic & medicinal chemistry, Nov-15, Volume: 20, Issue:22
ISSN: 1464-3391		Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.
AID697831Inhibition of electric eel AChE by Ellman's method2012Bioorganic & medicinal chemistry, Nov-15, Volume: 20, Issue:22
ISSN: 1464-3391		Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.
AID1599379Antiviral activity against DENV1 infected in human A549 cells after 3 days by focus reduction assay2019European journal of medicinal chemistry, Aug-15, Volume: 176ISSN: 1768-3254Recent update on anti-dengue drug discovery.
AID697830Inhibition of human BChE by Ellman's method2012Bioorganic & medicinal chemistry, Nov-15, Volume: 20, Issue:22
ISSN: 1464-3391		Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.
AID697853Inhibition of horse BChE at 2 mg/ml by Ellman's method2012Bioorganic & medicinal chemistry, Nov-15, Volume: 20, Issue:22
ISSN: 1464-3391		Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.

Research

Studies (38)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (5.26)18.7374
1990's6 (15.79)18.2507
2000's6 (15.79)29.6817
2010's16 (42.11)24.3611
2020's8 (21.05)2.80

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (5.26%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other36 (94.74%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
quinacrine
1
acridines;
aromatic ether;
organochlorine compound;
tertiary amino compound		antimalarial;
EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor		201920195.0low000010
4-aminophenol
1
aminophenolallergen;
metabolite		2012201212.0low000010
indoleacetic acid
1
indole-3-acetic acids;
monocarboxylic acid		auxin;
human metabolite;
mouse metabolite;
plant hormone;
plant metabolite		2012201212.0low000010
melatonin
1
acetamides;
tryptamines		anticonvulsant;
central nervous system depressant;
geroprotector;
hormone;
human metabolite;
immunological adjuvant;
mouse metabolite;
radical scavenger		2012201212.0low000010
epibatidine
1
alkaloid2012201212.0low000010
amodiaquine
1
aminoquinoline;
organochlorine compound;
phenols;
secondary amino compound;
tertiary amino compound		anticoronaviral agent;
antimalarial;
drug allergen;
EC 2.1.1.8 (histamine N-methyltransferase) inhibitor;
non-steroidal anti-inflammatory drug;
prodrug		201920195.0low000010
aristolochic acid i
1
aristolochic acids;
aromatic ether;
C-nitro compound;
cyclic acetal;
monocarboxylic acid;
organic heterotetracyclic compound		carcinogenic agent;
metabolite;
mutagen;
nephrotoxin;
toxin		2012201212.0low000010
5-methoxypsoralen
1
5-methoxyfurocoumarin;
organic heterotricyclic compound;
psoralens		hepatoprotective agent;
plant metabolite		2012201212.0low000010
2,3-dimethoxy-5-methyl-6-decyl-1,4-benzoquinone
1
1,4-benzoquinonescofactor2012201212.0low000010
3,3'-diindolylmethane
1
indolesantineoplastic agent;
P450 inhibitor		2012201212.0low000010
ellipticine
1
indole alkaloid;
organic heterotetracyclic compound;
organonitrogen heterocyclic compound;
polycyclic heteroarene		antineoplastic agent;
plant metabolite		2012201212.0low000010
embelin
1
dihydroxy-1,4-benzoquinonesantimicrobial agent;
antineoplastic agent;
hepatitis C protease inhibitor;
plant metabolite		2012201212.0low000010
emodin
1
trihydroxyanthraquinoneantineoplastic agent;
laxative;
plant metabolite;
tyrosine kinase inhibitor		2012201212.0low000010
fluoxetine
1
(trifluoromethyl)benzenes;
aromatic ether;
secondary amino compound		201920195.0low000010
gossypol
1
2012201212.0low000010
hydroxychloroquine
1
aminoquinoline;
organochlorine compound;
primary alcohol;
secondary amino compound;
tertiary amino compound		anticoronaviral agent;
antimalarial;
antirheumatic drug;
dermatologic drug		201920195.0low000010
hypericin
1
2012201212.0low000010
indole-3-carbinol
1
indolyl alcoholantineoplastic agent;
plant metabolite		2012201212.0low000010
nsc 664704
1
indolobenzazepine;
lactam;
organobromine compound		cardioprotective agent;
EC 2.7.11.22 (cyclin-dependent kinase) inhibitor;
EC 2.7.11.26 (tau-protein kinase) inhibitor;
geroprotector		2012201212.0low000010
khellin
1
furanochromone;
organic heterotricyclic compound;
oxacycle		anti-asthmatic agent;
bronchodilator agent;
cardiovascular drug;
vasodilator agent		2012201212.0low000010
kinetin
1
6-aminopurines;
furans		cytokinin;
geroprotector		2012201212.0low000010
beta-lapachone
1
benzochromenone;
orthoquinones		anti-inflammatory agent;
antineoplastic agent;
plant metabolite		2012201212.0low000010
lavendustin a
1
aromatic amine2012201212.0low000010
lavendustin b
1
2012201212.0low000010
vitamin k 3
1
1,4-naphthoquinones;
vitamin K		angiogenesis inhibitor;
antineoplastic agent;
EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor;
human urinary metabolite;
nutraceutical		2012201212.0low000010
methoxsalen
1
aromatic ether;
psoralens		antineoplastic agent;
cross-linking reagent;
dermatologic drug;
photosensitizing agent;
plant metabolite		2012201212.0low000010
myristicin
1
organic molecular entitymetabolite2012201212.0low000010
nalidixic acid
1
1,8-naphthyridine derivative;
monocarboxylic acid;
quinolone antibiotic		antibacterial drug;
antimicrobial agent;
DNA synthesis inhibitor		2012201212.0low000010
niclosamide
1
benzamides;
C-nitro compound;
monochlorobenzenes;
salicylanilides;
secondary carboxamide		anthelminthic drug;
anticoronaviral agent;
antiparasitic agent;
apoptosis inducer;
molluscicide;
piscicide;
STAT3 inhibitor		201920195.0low000010
6,7-dimethoxy-3-(4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)-3H-isobenzofuran-1-one
1
isoquinolines2012201212.0medium000010
patulin
1
furopyran;
gamma-lactone;
lactol		antimicrobial agent;
Aspergillus metabolite;
carcinogenic agent;
mutagen;
mycotoxin;
Penicillium metabolite		2012201212.0low000010
phloretin
1
dihydrochalconesantineoplastic agent;
plant metabolite		2012201212.0low000010
prochlorperazine
1
N-alkylpiperazine;
N-methylpiperazine;
organochlorine compound;
phenothiazines		alpha-adrenergic antagonist;
antiemetic;
cholinergic antagonist;
dopamine receptor D2 antagonist;
dopaminergic antagonist;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
first generation antipsychotic		201920195.0low000010
salmeterol xinafoate
1
ether;
phenols;
primary alcohol;
secondary alcohol;
secondary amino compound		201920195.0low000010
sanguinarine
1
alkaloid antibiotic;
benzophenanthridine alkaloid;
botanical anti-fungal agent		2012201212.0low000010
streptonigrin
1
pyridines;
quinolone		antimicrobial agent;
antineoplastic agent		2012201212.0low000010
tetrahydropapaverine
1
aromatic ether;
benzylisoquinoline alkaloid;
benzyltetrahydroisoquinoline;
polyether;
secondary amino compound		2012201212.0low000010
theobromine
1
dimethylxanthineadenosine receptor antagonist;
bronchodilator agent;
food component;
human blood serum metabolite;
mouse metabolite;
plant metabolite;
vasodilator agent		2012201212.0low000010
trioxsalen
1
psoralensdermatologic drug;
photosensitizing agent		2012201212.0low000010
mitomycin
1
mitomycinalkylating agent;
antineoplastic agent		2012201212.0low000010
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		2012201212.0low000010
pilocarpine hydrochloride
1
hydrochloride2012201212.0low000010
cantharidin
1
cyclic dicarboxylic anhydride;
monoterpenoid		EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor;
herbicide		2012201212.0low000010
physostigmine
1
carbamate ester;
indole alkaloid		antidote to curare poisoning;
EC 3.1.1.8 (cholinesterase) inhibitor;
miotic		2012201212.0low000010
kanamycin a
1
kanamycinsbacterial metabolite2012201212.0low000010
veratramine
1
piperidine alkaloid2012201212.0low000010
phlorhizin
1
aryl beta-D-glucoside;
dihydrochalcones;
monosaccharide derivative		antioxidant;
plant metabolite		2012201212.0low000010
papaverine hydrochloride
1
2012201212.0low000010
colchicine
1
alkaloid;
colchicine		anti-inflammatory agent;
gout suppressant;
mutagen		2012201212.0low000010
yohimbine hydrochloride
1
2012201212.0low000010
cycloheximide
1
antibiotic fungicide;
cyclic ketone;
dicarboximide;
piperidine antibiotic;
piperidones;
secondary alcohol		anticoronaviral agent;
bacterial metabolite;
ferroptosis inhibitor;
neuroprotective agent;
protein synthesis inhibitor		2012201212.0low000010
gliotoxin
1
dipeptide;
organic disulfide;
organic heterotetracyclic compound;
pyrazinoindole		antifungal agent;
EC 2.5.1.58 (protein farnesyltransferase) inhibitor;
immunosuppressive agent;
mycotoxin;
proteasome inhibitor		2012201212.0low000010
tubercidin
1
antibiotic antifungal agent;
N-glycosylpyrrolopyrimidine;
ribonucleoside		antimetabolite;
antineoplastic agent;
bacterial metabolite		2012201212.0low000010
veratridine
1
steroidsodium channel modulator2012201212.0low000010
gibberellic acid
1
C19-gibberellin;
gibberellin monocarboxylic acid;
lactone;
organic heteropentacyclic compound		mouse metabolite;
plant metabolite		2012201212.0low000010
visnagin
1
aromatic ether;
furanochromone;
polyketide		anti-inflammatory agent;
antihypertensive agent;
EC 1.1.1.37 (malate dehydrogenase) inhibitor;
phytotoxin;
plant metabolite;
vasodilator agent		2012201212.0low000010
rotenone
1
organic heteropentacyclic compound;
rotenones		antineoplastic agent;
metabolite;
mitochondrial NADH:ubiquinone reductase inhibitor;
phytogenic insecticide;
piscicide;
toxin		2012201212.0low000010
skimmianine
1
alkaloid antibiotic;
organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle		2012201212.0low000010
syrosingopine
1
yohimban alkaloid2012201212.0low000010
gramine
1
aminoalkylindole;
indole alkaloid;
tertiary amino compound		antibacterial agent;
antiviral agent;
plant metabolite;
serotonergic antagonist		2012201212.0low000010
methylergonovine
1
ergoline alkaloid2012201212.0low000010
2,2'-methylenebis(4-methyl-6-tert-butylphenol)
1
diarylmethane2012201212.0low000010
indolebutyric acid
1
indol-3-yl carboxylic acidauxin;
plant hormone;
plant metabolite		2012201212.0low000010
shikimic acid
1
alpha,beta-unsaturated monocarboxylic acid;
cyclohexenecarboxylic acid;
hydroxy monocarboxylic acid		Escherichia coli metabolite;
plant metabolite;
Saccharomyces cerevisiae metabolite		2012201212.0low000010
monocrotaline
1
pyrrolizidine alkaloid2012201212.0low000010
jervine
1
piperidines2012201212.0low000010
glycyrrhetinic acid
1
cyclic terpene ketone;
hydroxy monocarboxylic acid;
pentacyclic triterpenoid		immunomodulator;
plant metabolite		2012201212.0low000010
boldine
1
aporphine alkaloid2012201212.0low000010
indirubin
1
2012201212.0low000010
plumbagin
1
hydroxy-1,4-naphthoquinone;
phenols		anticoagulant;
antineoplastic agent;
immunological adjuvant;
metabolite		2012201212.0low000010
cepharanthine
1
bisbenzylisoquinoline alkaloid;
isoquinolines		2012201212.0low000010
aloe emodin
1
aromatic primary alcohol;
dihydroxyanthraquinone		antineoplastic agent;
plant metabolite		2012201212.0low000010
osthol
1
botanical anti-fungal agent;
coumarins		metabolite2012201212.0low000010
cytisine
1
alkaloid;
bridged compound;
lactam;
organic heterotricyclic compound;
secondary amino compound		nicotinic acetylcholine receptor agonist;
phytotoxin;
plant metabolite		2012201212.0low000010
bicuculline
1
benzylisoquinoline alkaloid;
isoquinoline alkaloid;
isoquinolines		agrochemical;
central nervous system stimulant;
GABA-gated chloride channel antagonist;
GABAA receptor antagonist;
neurotoxin		2012201212.0low000010
kainic acid
1
dicarboxylic acid;
L-proline derivative;
non-proteinogenic L-alpha-amino acid;
pyrrolidinecarboxylic acid		antinematodal drug;
excitatory amino acid agonist		2012201212.0low000010
thymoquinone
1
1,4-benzoquinonesadjuvant;
anti-inflammatory agent;
antidepressant;
antineoplastic agent;
antioxidant;
cardioprotective agent;
plant metabolite		2012201212.0low000010
oleanolic acid
1
hydroxy monocarboxylic acid;
pentacyclic triterpenoid		plant metabolite2012201212.0low000010
podophyllotoxin
1
furonaphthodioxole;
lignan;
organic heterotetracyclic compound		antimitotic;
antineoplastic agent;
keratolytic drug;
microtubule-destabilising agent;
plant metabolite;
tubulin modulator		2012201212.0low000010
hesperidin
1
3'-hydroxyflavanones;
4'-methoxyflavanones;
dihydroxyflavanone;
disaccharide derivative;
flavanone glycoside;
monomethoxyflavanone;
rutinoside		mutagen2012201212.0low000010
azomycin
1
C-nitro compound;
imidazoles		antitubercular agent2012201212.0low000010
Berberine chloride (TN)
1
organic molecular entity2012201212.0low000010
vincamine
1
alkaloid ester;
hemiaminal;
methyl ester;
organic heteropentacyclic compound;
vinca alkaloid		antihypertensive agent;
metabolite;
vasodilator agent		2012201212.0low000010
muscarine
1
2012201212.0medium000010
ecdysone
1
14alpha-hydroxy steroid;
22-hydroxy steroid;
25-hydroxy steroid;
2beta-hydroxy steroid;
3beta-sterol;
6-oxo steroid;
ecdysteroid		prohormone2012201212.0low000010
n-deacetyl-n-formylcolchicine
1
cyclic ketone2012201212.0medium000010
camptothecin
1
delta-lactone;
pyranoindolizinoquinoline;
quinoline alkaloid;
tertiary alcohol		antineoplastic agent;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
genotoxin;
plant metabolite		2012201212.0low000010
tetradecanoylphorbol acetate
1
acetate ester;
diester;
phorbol ester;
tertiary alpha-hydroxy ketone;
tetradecanoate ester		antineoplastic agent;
apoptosis inducer;
carcinogenic agent;
mitogen;
plant metabolite;
protein kinase C agonist;
reactive oxygen species generator		2012201212.0low000010
2-bromoergocryptine mesylate
1
methanesulfonate saltantiparkinson drug2012201212.0medium000010
bromocriptine
1
indole alkaloidantidyskinesia agent;
antiparkinson drug;
dopamine agonist;
hormone antagonist		201920195.0low000010
zingerone
1
methyl ketone;
monomethoxybenzene;
phenols		anti-inflammatory agent;
antiemetic;
antioxidant;
flavouring agent;
fragrance;
plant metabolite;
radiation protective agent		2012201212.0low000010
paclitaxel
1
taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent		2012201212.0low000010
etoposide
1
beta-D-glucoside;
furonaphthodioxole;
organic heterotetracyclic compound		antineoplastic agent;
DNA synthesis inhibitor		2012201212.0low000010
phorbol 12,13-dibutyrate
1
butyrate ester;
phorbol ester;
tertiary alpha-hydroxy ketone		2012201212.0low000010
cephradine
1
beta-lactam antibiotic allergen;
cephalosporin		antibacterial drug2012201212.0low000010
quisqualic acid
1
non-proteinogenic alpha-amino acid2012201212.0low000010
mefloquine
1
[2,8-bis(trifluoromethyl)quinolin-4-yl]-(2-piperidyl)methanolantimalarial201920195.0low000010
colforsin
1
acetate ester;
cyclic ketone;
labdane diterpenoid;
organic heterotricyclic compound;
tertiary alpha-hydroxy ketone;
triol		adenylate cyclase agonist;
anti-HIV agent;
antihypertensive agent;
plant metabolite;
platelet aggregation inhibitor;
protein kinase A agonist		2012201212.0low000010
swainsonine
1
indolizidine alkaloidantineoplastic agent;
EC 3.2.1.114 (mannosyl-oligosaccharide 1,3-1,6-alpha-mannosidase) inhibitor;
immunological adjuvant;
plant metabolite		2012201212.0low000010
castanospermine
1
indolizidine alkaloidanti-HIV-1 agent;
anti-inflammatory agent;
EC 3.2.1.* (glycosidase) inhibitor;
metabolite		2012201212.0low000010
daunorubicin hydrochloride
1
anthracycline2012201212.0low000010
nelfinavir
1
aryl sulfide;
benzamides;
organic heterobicyclic compound;
phenols;
secondary alcohol;
tertiary amino compound		antineoplastic agent;
HIV protease inhibitor		201920195.0low000010
mevastatin
1
2-pyranones;
carboxylic ester;
hexahydronaphthalenes;
polyketide;
statin (naturally occurring)		antifungal agent;
apoptosis inducer;
EC 3.4.24.83 (anthrax lethal factor endopeptidase) inhibitor;
fungal metabolite;
Penicillium metabolite		2012201212.0low000010
ursolic acid
1
hydroxy monocarboxylic acid;
pentacyclic triterpenoid		geroprotector;
plant metabolite		2012201212.0low000010
norharman
1
beta-carbolines;
mancude organic heterotricyclic parent		fungal metabolite;
marine metabolite		2012201212.0low000010
betulinic acid
2
hydroxy monocarboxylic acid;
pentacyclic triterpenoid		anti-HIV agent;
anti-inflammatory agent;
antimalarial;
antineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
plant metabolite		201220198.5low000020
baicalin
1
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		201920195.0low000010
epigallocatechin gallate
1
flavans;
gallate ester;
polyphenol		antineoplastic agent;
antioxidant;
apoptosis inducer;
geroprotector;
Hsp90 inhibitor;
neuroprotective agent;
plant metabolite		2012201212.0low000010
baccatin iii
1
acetate ester;
benzoate ester;
tetracyclic diterpenoid		plant metabolite2012201212.0low000010
taleranol
1
macrolide2012201212.0low000010
narasin
1
diterpene glycoside2012201212.0high000010
quassin
1
triterpenoid2012201212.0low000010
tomatidine
1
3beta-hydroxy steroid;
azaspiro compound;
oxaspiro compound		2012201212.0low000010
aloxistatin
1
epoxide;
ethyl ester;
L-leucine derivative;
monocarboxylic acid amide		anticoronaviral agent;
cathepsin B inhibitor		2012201212.0low000010
rutecarpine
1
beta-carbolines2012201212.0low000010
bergenin
1
trihydroxybenzoic acidmetabolite2012201212.0low000010
pinocembrin
1
(2S)-flavan-4-one;
dihydroxyflavanone		antineoplastic agent;
antioxidant;
metabolite;
neuroprotective agent;
vasodilator agent		2012201212.0low000010
isoscopoletin
1
aromatic ether;
hydroxycoumarin		plant metabolite2012201212.0low000010
vinburnine
1
alkaloid2012201212.0low000010
epicatechin
1
catechin;
polyphenol		antioxidant2012201212.0low000010
hesperetin
1
3'-hydroxyflavanones;
4'-methoxyflavanones;
monomethoxyflavanone;
trihydroxyflavanone		antineoplastic agent;
antioxidant;
plant metabolite		2012201212.0low000010
magnolol
1
biphenyls2012201212.0low000010
honokiol
2
biphenyls201220198.5low000020
chelerythrine chloride
1
2012201212.0low000010
betulin
1
diol;
pentacyclic triterpenoid		analgesic;
anti-inflammatory agent;
antineoplastic agent;
antiviral agent;
metabolite		2012201212.0low000010
tetrahydroalstonine
1
methyl ester;
organic heteropentacyclic compound;
yohimban alkaloid		plant metabolite2012201212.0high000010
hernandezine
1
bisbenzylisoquinoline alkaloid;
isoquinolines		2012201212.0low000010
lycorine
1
indolizidine alkaloidanticoronaviral agent;
antimalarial;
plant metabolite;
protein synthesis inhibitor		201920195.0low000010
picropodophyllin
1
furonaphthodioxole;
lignan;
organic heterotetracyclic compound		antineoplastic agent;
insulin-like growth factor receptor 1 antagonist;
plant metabolite;
tyrosine kinase inhibitor		2012201212.0low000010
pacein
1
201920195.0low000010
tetrandrine
1
bisbenzylisoquinoline alkaloid;
isoquinolines		2012201212.0low000010
dehydrocostus lactone
1
gamma-lactone;
guaiane sesquiterpenoid;
organic heterotricyclic compound;
sesquiterpene lactone		antimycobacterial drug;
antineoplastic agent;
apoptosis inducer;
cyclooxygenase 2 inhibitor;
metabolite;
trypanocidal drug		2012201212.0low000010
madecassic acid
1
monocarboxylic acid;
pentacyclic triterpenoid;
tetrol		antioxidant;
plant metabolite		2012201212.0low000010
panaxadiol
1
triterpenoid saponin2012201212.0low000010
tryptanthrine
1
alkaloid antibiotic;
organic heterotetracyclic compound;
organonitrogen heterocyclic compound		2012201212.0low000010
homoeriodictyol
1
3'-methoxyflavanones;
4'-hydroxyflavanones;
monomethoxyflavanone;
trihydroxyflavanone		flavouring agent;
metabolite		2012201212.0low000010
4-hydroxyindole
1
hydroxyindoles;
phenols		2012201212.0low000010
eriocitrin
1
3'-hydroxyflavanones;
4'-hydroxyflavanones;
disaccharide derivative;
flavanone glycoside;
rutinoside;
trihydroxyflavanone		antioxidant2012201212.0low000010
7,8-dihydromethysticin
1
2-pyranones;
aromatic ether		2012201212.0low000010
nicotine
1
3-(1-methylpyrrolidin-2-yl)pyridineanxiolytic drug;
biomarker;
immunomodulator;
mitogen;
neurotoxin;
nicotinic acetylcholine receptor agonist;
peripheral nervous system drug;
phytogenic insecticide;
plant metabolite;
psychotropic drug;
teratogenic agent;
xenobiotic		2012201212.0low000010
cinchonine
1
(8xi)-cinchonan-9-ol;
cinchona alkaloid		metabolite2012201212.0low000010
aucubin
1
organic molecular entitymetabolite2012201212.0low000010
lupinine
1
quinolizidine alkaloid2012201212.0low000010
matrine
1
alkaloid2012201212.0low000010
friedelin
1
cyclic terpene ketone;
pentacyclic triterpenoid		anti-inflammatory drug;
antipyretic;
non-narcotic analgesic;
plant metabolite		2012201212.0low000010
catalpol
1
organic molecular entitymetabolite2012201212.0low000010
quinine hydrochloride
1
2012201212.0high000010
sarsasapogenin
1
sapogenin2012201212.0low000010
corynanthine
1
yohimban alkaloid2012201212.0low000010
prunin protein, prunus
1
(2S)-flavan-4-one;
4'-hydroxyflavanones;
dihydroxyflavanone;
flavanone 7-O-beta-D-glucoside;
monosaccharide derivative		antibacterial agent;
antilipemic drug;
hypoglycemic agent;
metabolite		2012201212.0low000010
podocarpic acid
1
abietane diterpenoid2012201212.0low000010
harmol hydrochloride
1
2012201212.0medium000010
5-Methoxyflavone
1
ether;
flavonoids		2012201212.0medium000010
10-hydroxycamptothecin
1
pyranoindolizinoquinoline2012201212.0low000010
corydaline
1
isoquinoline alkaloid;
isoquinolines		2012201212.0low000010
demissidine
1
alkaloid;
organic heteropolycyclic compound;
steroid		2012201212.0medium000010
cinchonidine
1
(8xi)-cinchonan-9-ol;
cinchona alkaloid		metabolite2012201212.0low000010
propidium iodide
1
organic iodide salt2012201212.0low000010
tryptoline
1
beta-carbolines2012201212.0low000010
deguelin
1
aromatic ether;
diether;
organic heteropentacyclic compound;
rotenones		angiogenesis inhibitor;
anti-inflammatory agent;
antineoplastic agent;
antiviral agent;
apoptosis inducer;
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor;
mitochondrial NADH:ubiquinone reductase inhibitor;
plant metabolite		2012201212.0low000010
catechin
1
hydrategeroprotector2012201212.0medium000010
daidzin
1
7-hydroxyisoflavones 7-O-beta-D-glucoside;
hydroxyisoflavone;
monosaccharide derivative		plant metabolite2012201212.0low000010
cafestol
1
diterpenoid;
furans;
organic heteropentacyclic compound;
primary alcohol;
tertiary alcohol		angiogenesis inhibitor;
anti-inflammatory agent;
antineoplastic agent;
antioxidant;
apoptosis inducer;
hypoglycemic agent;
plant metabolite		2012201212.0low000010
parthenolide
1
germacranolide2012201212.0low000010
homoorientin
1
flavone C-glycoside;
tetrahydroxyflavone		antineoplastic agent;
radical scavenger		2012201212.0low000010
asiatic acid
1
monocarboxylic acid;
pentacyclic triterpenoid;
triol		angiogenesis modulating agent;
metabolite		2012201212.0low000010
angustmycin a
1
6-aminopurines2012201212.0low000010
razadyne
1
2012201212.0low000010
phytosphingosine
1
amino alcohol;
sphingoid;
triol		mouse metabolite;
Saccharomyces cerevisiae metabolite		2012201212.0low000010
tetradecanoylphorbol acetate
1
2012201212.0low000010
celastrol
1
monocarboxylic acid;
pentacyclic triterpenoid		anti-inflammatory drug;
antineoplastic agent;
antioxidant;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
Hsp90 inhibitor;
metabolite		2012201212.0low000010
4'-demethylepipodophyllotoxin
1
furonaphthodioxole;
organic heterotetracyclic compound;
phenols		antineoplastic agent2012201212.0low000010
n-(n-(3-carboxyoxirane-2-carbonyl)leucyl)isoamylamine
1
leucine derivative2012201212.0low000010
e 64
1
dicarboxylic acid monoamide;
epoxy monocarboxylic acid;
guanidines;
L-leucine derivative;
zwitterion		antimalarial;
antiparasitic agent;
protease inhibitor		2012201212.0low000010
sinensetin
1
pentamethoxyflavoneplant metabolite2012201212.0low000010
harmalol hydrochloride
1
2012201212.0medium000010
ezetimibe
1
azetidines;
beta-lactam;
organofluorine compound		anticholesteremic drug;
antilipemic drug;
antimetabolite		201920195.0low000010
hyoscyamine
1
tropane alkaloid2012201212.0low000010
schizandrin a
2
201220198.5low000020
schizandrin b
1
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		2012201212.0medium000010
cryptotanshinone
1
abietane diterpenoidanticoronaviral agent2012201212.0low000010
isosakuranetin
1
(2S)-flavan-4-one;
4'-methoxyflavanones;
dihydroxyflavanone;
monomethoxyflavanone		plant metabolite2012201212.0low000010
isovitexin
1
C-glycosyl compound;
trihydroxyflavone		EC 3.2.1.20 (alpha-glucosidase) inhibitor;
metabolite		2012201212.0low000010
sclareol
1
labdane diterpenoidantifungal agent;
antimicrobial agent;
apoptosis inducer;
fragrance;
plant metabolite		2012201212.0low000010
tanshinone ii a
1
abietane diterpenoid2012201212.0low000010
leucodin
1
sesquiterpene lactone2012201212.0low000010
erlotinib
1
aromatic ether;
quinazolines;
secondary amino compound;
terminal acetylenic compound		antineoplastic agent;
epidermal growth factor receptor antagonist;
protein kinase inhibitor		201920195.0low000010
limonin
1
epoxide;
furans;
hexacyclic triterpenoid;
lactone;
limonoid;
organic heterohexacyclic compound		inhibitor;
metabolite;
volatile oil component		2012201212.0low000010
maduramicin
1
2012201212.0low000010
chelidonine
1
alkaloid antibiotic;
alkaloid fundamental parent;
benzophenanthridine alkaloid		2012201212.0low000010
troleandomycin
1
acetate ester;
epoxide;
macrolide antibiotic;
monosaccharide derivative;
polyketide;
semisynthetic derivative		EC 1.14.13.97 (taurochenodeoxycholate 6alpha-hydroxylase) inhibitor;
xenobiotic		2012201212.0low000010
santonin
1
botanical anti-fungal agent;
santonin		plant metabolite2012201212.0low000010
sitosterol, (3beta)-isomer
1
3beta-hydroxy-Delta(5)-steroid;
3beta-sterol;
C29-steroid;
phytosterols;
stigmastane sterol		anticholesteremic drug;
antioxidant;
mouse metabolite;
plant metabolite;
sterol methyltransferase inhibitor		2012201212.0low000010
vincristine sulfate
1
organic sulfate saltantineoplastic agent;
geroprotector		2012201212.0low000010
anisomycin
1
monohydroxypyrrolidine;
organonitrogen heterocyclic antibiotic		anticoronaviral agent;
antimicrobial agent;
antineoplastic agent;
antiparasitic agent;
bacterial metabolite;
DNA synthesis inhibitor;
protein synthesis inhibitor		2012201212.0low000010
lupeol
1
pentacyclic triterpenoid;
secondary alcohol		anti-inflammatory drug;
plant metabolite		201920195.0low000010
acetylstrophanthidin
1
acetate esteranti-arrhythmia drug2012201212.0low000010
Harringtonine
1
alkaloid2012201212.0low000010
acivicin
1
isoxazoles;
non-proteinogenic L-alpha-amino acid;
organochlorine compound		antileishmanial agent;
antimetabolite;
antimicrobial agent;
antineoplastic agent;
EC 2.3.2.2 (gamma-glutamyltransferase) inhibitor;
glutamine antagonist;
metabolite		2012201212.0low000010
ketopinic acid
1
2012201212.0medium000010
wortmannin
1
acetate ester;
cyclic ketone;
delta-lactone;
organic heteropentacyclic compound		anticoronaviral agent;
antineoplastic agent;
autophagy inhibitor;
EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor;
geroprotector;
Penicillium metabolite;
radiosensitizing agent		2012201212.0low000010
gitoxigenin
1
14beta-hydroxy steroid;
16beta-hydroxy steroid;
3beta-hydroxy steroid		2012201212.0low000010
graveoline
1
quinolines2012201212.0low000010
4-oxy-6-(4-oxybezoyloxy)dauc-8,9-en
1
2012201212.0low000010
naringenin
2
(2S)-flavan-4-one;
naringenin		expectorant;
plant metabolite		201220198.5low000020
ouabain
1
11alpha-hydroxy steroid;
14beta-hydroxy steroid;
5beta-hydroxy steroid;
alpha-L-rhamnoside;
cardenolide glycoside;
steroid hormone		anti-arrhythmia drug;
cardiotonic drug;
EC 2.3.3.1 [citrate (Si)-synthase] inhibitor;
EC 3.1.3.41 (4-nitrophenylphosphatase) inhibitor;
EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor;
EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor;
ion transport inhibitor;
plant metabolite		2012201212.0low000010
puromycin
1
puromycinsantiinfective agent;
antimicrobial agent;
antineoplastic agent;
EC 3.4.11.14 (cytosol alanyl aminopeptidase) inhibitor;
EC 3.4.14.2 (dipeptidyl-peptidase II) inhibitor;
nucleoside antibiotic;
protein synthesis inhibitor		2012201212.0low000010
taxifolin
1
taxifolinmetabolite2012201212.0low000010
mimosine
1
4-pyridones;
amino acid zwitterion;
non-proteinogenic L-alpha-amino acid		EC 1.14.18.1 (tyrosinase) inhibitor;
plant metabolite		2012201212.0low000010
eriodictyol
1
3'-hydroxyflavanones;
tetrahydroxyflavanone		2012201212.0low000010
arbutin
1
beta-D-glucoside;
monosaccharide derivative		Escherichia coli metabolite;
plant metabolite		2012201212.0low000010
quinidine
1
cinchona alkaloidalpha-adrenergic antagonist;
anti-arrhythmia drug;
antimalarial;
drug allergen;
EC 1.14.13.181 (13-deoxydaunorubicin hydroxylase) inhibitor;
EC 3.6.3.44 (xenobiotic-transporting ATPase) inhibitor;
muscarinic antagonist;
P450 inhibitor;
potassium channel blocker;
sodium channel blocker		2012201212.0low000010
conessine
1
steroid alkaloid;
tertiary amino compound		antibacterial agent;
antimalarial;
H3-receptor antagonist;
plant metabolite		2012201212.0low000010
griseofulvin
1
1-benzofurans;
antibiotic antifungal drug;
benzofuran antifungal drug;
organochlorine compound;
oxaspiro compound		antibacterial agent;
Penicillium metabolite		2012201212.0low000010
digitoxin
1
cardenolide glycosideEC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor2012201212.0low000010
hyperforin
1
2012201212.0low000010
deltaline
1
acetate ester;
cyclic acetal;
diterpene alkaloid;
organic polycyclic compound;
tertiary alcohol;
tertiary amino compound		2012201212.0high000010
ingenol
1
cyclic terpene ketone;
tetracyclic diterpenoid		2012201212.0low000010
picrotin
1
diol;
epoxide;
gamma-lactone;
organic heteropentacyclic compound;
picrotoxane sesquiterpenoid;
tertiary alcohol		plant metabolite2012201212.0low000010
picrotoxinin
1
epoxide;
gamma-lactone;
organic heteropentacyclic compound;
picrotoxane sesquiterpenoid;
tertiary alcohol		GABA antagonist;
plant metabolite;
serotonergic antagonist		2012201212.0low000010
naringin
1
(2S)-flavan-4-one;
4'-hydroxyflavanones;
dihydroxyflavanone;
disaccharide derivative;
neohesperidoside		anti-inflammatory agent;
antineoplastic agent;
metabolite		2012201212.0low000010
isonaringin
1
(2S)-flavan-4-one;
4'-hydroxyflavanones;
dihydroxyflavanone;
disaccharide derivative;
rutinoside		anti-inflammatory agent;
antioxidant;
metabolite		2012201212.0low000010
ochratoxin a
1
isochromanes;
monocarboxylic acid amide;
N-acyl-L-phenylalanine;
organochlorine compound;
phenylalanine derivative		Aspergillus metabolite;
calcium channel blocker;
carcinogenic agent;
mycotoxin;
nephrotoxin;
Penicillium metabolite;
teratogenic agent		2012201212.0low000010
gingerol
1
beta-hydroxy ketone;
guaiacols		antineoplastic agent;
plant metabolite		2012201212.0low000010
securinine
1
indolizines2012201212.0low000010
Dubinidine
1
organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle		2012201212.0low000010
cyclopamine
1
piperidinesglioma-associated oncogene inhibitor2012201212.0low000010
1-O-Acetyllycorine
1
alkaloid201920195.0low000010
doxorubicin hydrochloride
1
anthracycline2012201212.0low000010
vinpocetine
1
alkaloidgeroprotector2012201212.0low000010
dihydroergocristine monomesylate
1
methanesulfonate saltalpha-adrenergic antagonist;
geroprotector;
vasodilator agent		2012201212.0low000010
tretinoin
1
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		2012201212.0low000010
resveratrol
1
resveratrolantioxidant;
phytoalexin;
plant metabolite;
quorum sensing inhibitor;
radical scavenger		2012201212.0low000010
ferulic acid
1
ferulic acidsanti-inflammatory agent;
antioxidant;
apoptosis inhibitor;
cardioprotective agent;
MALDI matrix material;
plant metabolite		2012201212.0low000010
thapsigargin
1
butyrate ester;
organic heterotricyclic compound;
sesquiterpene lactone		calcium channel blocker;
EC 3.6.3.8 (Ca(2+)-transporting ATPase) inhibitor		2012201212.0low000010
mycophenolic acid
1
2-benzofurans;
gamma-lactone;
monocarboxylic acid;
phenols		anticoronaviral agent;
antimicrobial agent;
antineoplastic agent;
EC 1.1.1.205 (IMP dehydrogenase) inhibitor;
environmental contaminant;
immunosuppressive agent;
mycotoxin;
Penicillium metabolite;
xenobiotic		2012201212.0low000010
alitretinoin
1
retinoic acidantineoplastic agent;
keratolytic drug;
metabolite;
retinoid X receptor agonist		2012201212.0low000010
L-cycloserine
1
4-amino-1,2-oxazolidin-3-oneanti-HIV agent;
anticonvulsant;
EC 2.3.1.50 (serine C-palmitoyltransferase) inhibitor		2012201212.0low000010
12-deoxyphorbol 13-acetate
1
phorbol estermetabolite2012201212.0low000010
dactinomycin
1
actinomycinmutagen2012201212.0low000010
aphidicolin
1
tetracyclic diterpenoidantimicrobial agent;
antimitotic;
antineoplastic agent;
antiviral drug;
apoptosis inducer;
Aspergillus metabolite;
DNA synthesis inhibitor;
EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor;
fungal metabolite		2012201212.0low000010
posaconazole
1
aromatic ether;
conazole antifungal drug;
N-arylpiperazine;
organofluorine compound;
oxolanes;
triazole antifungal drug;
triazoles		trypanocidal drug201920195.0low000010
(+)-usnic acid
1
usnic acid2012201212.0low000010
beta, beta-dimethylacrylshikonin, (+)-isomer
1
hydroxy-1,4-naphthoquinone2012201212.0medium000010
shikonin
1
hydroxy-1,4-naphthoquinone2012201212.0low000010
carbenoxolone
1
201920195.0low000010
rhapontin
1
rhaponticinangiogenesis inhibitor;
anti-allergic agent;
anti-inflammatory agent;
antilipemic drug;
antineoplastic agent;
apoptosis inducer;
EC 2.3.1.85 (fatty acid synthase) inhibitor;
hypoglycemic agent;
neuroprotective agent;
plant metabolite		2012201212.0low000010
citral
1
enal;
monoterpenoid;
polyprenal		plant metabolite;
volatile oil component		201920195.0low000010
piperine
1
benzodioxoles;
N-acylpiperidine;
piperidine alkaloid;
tertiary carboxamide		food component;
human blood serum metabolite;
NF-kappaB inhibitor;
plant metabolite		2012201212.0low000010
rauwolscine
1
methyl 17-hydroxy-20xi-yohimban-16-carboxylate2012201212.0low000010
amygdalin
1
amygdalinantineoplastic agent;
apoptosis inducer;
plant metabolite		2012201212.0low000010
lanatoside c
1
201920195.0low000010
hydrastine, (r-(r*,s*))-isomer
1
isoquinolines2012201212.0low000010
vasicine
1
2012201212.0low000010
3,3',4,5'-tetrahydroxystilbene
1
catechols;
polyphenol;
resorcinols;
stilbenol		antineoplastic agent;
apoptosis inducer;
geroprotector;
hypoglycemic agent;
plant metabolite;
protein kinase inhibitor;
tyrosine kinase inhibitor		2012201212.0low000010
caffeic acid
1
caffeic acidgeroprotector;
mouse metabolite		2012201212.0low000010
cotinine
1
N-alkylpyrrolidine;
pyridines;
pyrrolidin-2-ones;
pyrrolidine alkaloid		antidepressant;
biomarker;
human xenobiotic metabolite;
plant metabolite		2012201212.0low000010
heliotrine
1
pyrrolizines2012201212.0low000010
sclareolide
1
naphthofuran2012201212.0low000010
curcumin
1
aromatic 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		201920195.0low000010
hypocrellin b
1
2012201212.0low000010
capsaicin
1
capsaicinoidnon-narcotic analgesic;
TRPV1 agonist;
voltage-gated sodium channel blocker		2012201212.0low000010
aurapten
1
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		2012201212.0low000010
chlorogenic acid
1
cinnamate ester;
tannin		food component;
plant metabolite		2012201212.0low000010
fumonisin b2
1
diester;
diol;
fumonisin;
primary amino compound		Aspergillus metabolite;
carcinogenic agent		2012201212.0low000010
lincomycin
1
carbohydrate-containing antibiotic;
L-proline derivative;
monocarboxylic acid amide;
pyrrolidinecarboxamide;
S-glycosyl compound		antimicrobial agent;
bacterial metabolite		2012201212.0low000010
valinomycin
1
cyclodepsipeptide;
macrocycle		antimicrobial agent;
antiviral agent;
bacterial metabolite;
potassium ionophore		2012201212.0low000010
orlistat
1
beta-lactone;
carboxylic ester;
formamides;
L-leucine derivative		anti-obesity agent;
bacterial metabolite;
EC 2.3.1.85 (fatty acid synthase) inhibitor;
EC 3.1.1.3 (triacylglycerol lipase) inhibitor		2012201212.0low000010
quinine
1
cinchona alkaloidantimalarial;
muscle relaxant;
non-narcotic analgesic		201920195.0low000010
12-deoxyphorbolphenylacetate-20-acetate
1
2012201212.0low000010
brassinin
1
dithiocarbamic ester;
indole phytoalexin		2012201212.0low000010
chaetomellic acid a
1
2012201212.0low000010
3-deoxyvasicine, hydrochloride
1
2012201212.0medium000010
emetine dihydrochloride
1
hydrochlorideanticoronaviral agent;
antimalarial;
antineoplastic agent;
antiprotozoal drug;
antiviral agent;
autophagy inhibitor;
emetic;
protein synthesis inhibitor		2012201212.0low000010
salinomycin
1
polyketide;
spiroketal		animal growth promotant;
potassium ionophore		2012201212.0low000010
silybin
1
2012201212.0low000010
tolcapone
1
2-nitrophenols;
benzophenones;
catechols		antiparkinson drug;
EC 2.1.1.6 (catechol O-methyltransferase) inhibitor		201920195.0low000010
5,6-dehydrokawain
1
2-pyranones;
aromatic ether		2012201212.0low000010
9,10-dihydrolysergol
1
2012201212.0low000010
geranylgeranic acid
1
alpha,beta-unsaturated monocarboxylic acid;
diterpenoid;
methyl-branched fatty acid;
trienoic fatty acid		2012201212.0low000010
quercetin
2
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		201220198.5low000020
dinoprostone
1
prostaglandins Ehuman metabolite;
mouse metabolite;
oxytocic		2012201212.0low000010
dinoprost
1
monocarboxylic acid;
prostaglandins Falpha		human metabolite;
mouse metabolite		2012201212.0low000010
biochanin a
1
4'-methoxyisoflavones;
7-hydroxyisoflavones		antineoplastic agent;
EC 3.5.1.99 (fatty acid amide hydrolase) inhibitor;
phytoestrogen;
plant metabolite;
tyrosine kinase inhibitor		2012201212.0low000010
formononetin
1
4'-methoxyisoflavones;
7-hydroxyisoflavones		phytoestrogen;
plant metabolite		2012201212.0low000010
prostaglandin b1
1
prostaglandins Bhuman metabolite2012201212.0low000010
sterigmatocystin
1
sterigmatocystinsmetabolite2012201212.0low000010
vitexin
1
C-glycosyl compound;
trihydroxyflavone		antineoplastic agent;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
plant metabolite;
platelet aggregation inhibitor		2012201212.0low000010
acacetin
1
dihydroxyflavone;
monomethoxyflavone		anticonvulsant;
plant metabolite		2012201212.0low000010
apigenin
1
trihydroxyflavoneantineoplastic agent;
metabolite		2012201212.0low000010
luteolin
1
3'-hydroxyflavonoid;
tetrahydroxyflavone		angiogenesis inhibitor;
anti-inflammatory agent;
antineoplastic agent;
apoptosis inducer;
c-Jun N-terminal kinase inhibitor;
EC 2.3.1.85 (fatty acid synthase) inhibitor;
immunomodulator;
nephroprotective agent;
plant metabolite;
radical scavenger;
vascular endothelial growth factor receptor antagonist		2012201212.0low000010
quercitrin
2
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		201220198.5low000020
scopoletin
1
hydroxycoumarinplant growth regulator;
plant metabolite		2012201212.0low000010
hymecromone
1
hydroxycoumarinantineoplastic agent;
hyaluronic acid synthesis inhibitor		2012201212.0low000010
alprostadil
1
prostaglandins Eanticoagulant;
human metabolite;
platelet aggregation inhibitor;
vasodilator agent		2012201212.0low000010
quercetin 3-o-glucopyranoside
1
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		2012201212.0low000010
rutin
1
disaccharide derivative;
quercetin O-glucoside;
rutinoside;
tetrahydroxyflavone		antioxidant;
metabolite		2012201212.0low000010
kaempferol
1
7-hydroxyflavonol;
flavonols;
tetrahydroxyflavone		antibacterial agent;
geroprotector;
human blood serum metabolite;
human urinary metabolite;
human xenobiotic metabolite;
plant metabolite		2012201212.0low000010
senecionine
1
lactone;
pyrrolizidine alkaloid;
tertiary alcohol		plant metabolite2012201212.0low000010
genistein
1
7-hydroxyisoflavonesantineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
geroprotector;
human urinary metabolite;
phytoestrogen;
plant metabolite;
tyrosine kinase inhibitor		2012201212.0low000010
amphotericin b
1
antibiotic antifungal drug;
macrolide antibiotic;
polyene antibiotic		antiamoebic agent;
antiprotozoal drug;
bacterial metabolite		2012201212.0low000010
butein
1
chalcones;
polyphenol		antineoplastic agent;
antioxidant;
EC 1.1.1.21 (aldehyde reductase) inhibitor;
geroprotector;
hypoglycemic agent;
plant metabolite;
radiosensitizing agent;
tyrosine kinase inhibitor		2012201212.0low000010
sulfuretin
1
1-benzofurans2012201212.0low000010
genistin
1
7-hydroxyisoflavones 7-O-beta-D-glucoside2012201212.0low000010
chartreusin
1
benzochromenone;
glycoside		2012201212.0low000010
caryophyllene
1
beta-caryophyllenefragrance;
insect attractant;
metabolite;
non-steroidal anti-inflammatory drug		201920195.0low000010
methysticin
1
2-pyranones;
aromatic ether		2012201212.0high000010
yangonin
1
2-pyranones;
aromatic ether		2012201212.0low000010
zearalenone
1
macrolide;
resorcinols		fungal metabolite;
mycoestrogen		2012201212.0low000010
baicalein
1
trihydroxyflavoneangiogenesis 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		2012201212.0low000010
chrysin
1
7-hydroxyflavonol;
dihydroxyflavone		anti-inflammatory agent;
antineoplastic agent;
antioxidant;
EC 2.7.11.18 (myosin-light-chain kinase) inhibitor;
hepatoprotective agent;
plant metabolite		2012201212.0low000010
datiscetin
1
7-hydroxyflavonol;
tetrahydroxyflavone		2012201212.0low000010
diosmetin
1
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		2012201212.0low000010
diosmin
1
dihydroxyflavanone;
disaccharide derivative;
glycosyloxyflavone;
monomethoxyflavone;
rutinoside		anti-inflammatory agent;
antioxidant		2012201212.0low000010
fisetin
1
3'-hydroxyflavonoid;
7-hydroxyflavonol;
tetrahydroxyflavone		anti-inflammatory agent;
antioxidant;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
geroprotector;
metabolite;
plant metabolite		2012201212.0low000010
galangin
1
7-hydroxyflavonol;
trihydroxyflavone		antimicrobial agent;
EC 3.1.1.3 (triacylglycerol lipase) inhibitor;
plant metabolite		2012201212.0low000010
mangostin
1
aromatic ether;
phenols;
xanthones		antimicrobial agent;
antineoplastic agent;
antioxidant;
plant metabolite		201920195.0low000010
3-methylquercetin
1
7-hydroxyflavonol;
monomethoxyflavone;
tetrahydroxyflavone		anticoagulant;
EC 1.14.18.1 (tyrosinase) inhibitor;
metabolite		2012201212.0low000010
morin
1
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		2012201212.0low000010
myricetin
1
7-hydroxyflavonol;
hexahydroxyflavone		antineoplastic agent;
antioxidant;
cyclooxygenase 1 inhibitor;
food component;
geroprotector;
hypoglycemic agent;
plant metabolite		2012201212.0low000010
rhamnetin
1
monomethoxyflavone;
tetrahydroxyflavone		anti-inflammatory agent;
antioxidant;
metabolite		2012201212.0low000010
robinetin
1
7-hydroxyflavonol;
pentahydroxyflavone		plant metabolite2012201212.0low000010
tamarixetin
1
7-hydroxyflavonol;
monomethoxyflavone;
tetrahydroxyflavone		antioxidant;
metabolite		2012201212.0low000010
wogonin
1
dihydroxyflavone;
monomethoxyflavone		angiogenesis inhibitor;
antineoplastic agent;
cyclooxygenase 2 inhibitor;
plant metabolite		2012201212.0low000010
coumestrol
1
coumestans;
delta-lactone;
polyphenol		anti-inflammatory agent;
antioxidant;
plant metabolite		2012201212.0low000010
daidzein
1
7-hydroxyisoflavonesantineoplastic agent;
EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
phytoestrogen;
plant metabolite		2012201212.0low000010
caffeic acid phenethyl ester
1
alkyl caffeate esteranti-inflammatory agent;
antibacterial agent;
antineoplastic agent;
antioxidant;
antiviral agent;
immunomodulator;
metabolite;
neuroprotective agent		2012201212.0low000010
rosmarinic acid
1
rosmarinic acidgeroprotector;
plant metabolite		2012201212.0low000010
wedelolactone
1
aromatic ether;
coumestans;
delta-lactone;
polyphenol		antineoplastic agent;
apoptosis inducer;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
hepatoprotective agent;
metabolite		2012201212.0low000010
rottlerin
1
aromatic ketone;
benzenetriol;
chromenol;
enone;
methyl ketone		anti-allergic agent;
antihypertensive agent;
antineoplastic agent;
apoptosis inducer;
K-ATP channel agonist;
metabolite		2012201212.0low000010
ellagic acid
1
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		2012201212.0low000010
7-hydroxyflavone
1
hydroxyflavonoid2012201212.0low000010
prostaglandin a1
1
prostaglandins A2012201212.0low000010
cerulenin
1
epoxide;
monocarboxylic acid amide		antifungal agent;
antiinfective agent;
antilipemic drug;
antimetabolite;
antimicrobial agent;
fatty acid synthesis inhibitor		2012201212.0low000010
rhoifolin
1
dihydroxyflavone;
glycosyloxyflavone;
neohesperidoside		metabolite2012201212.0low000010
vitexin rhamnoside
1
C-glycosyl compound;
disaccharide derivative;
trihydroxyflavone		plant metabolite2012201212.0medium000010
domoic acid
1
L-proline derivative;
non-proteinogenic L-alpha-amino acid;
pyrrolidinecarboxylic acid;
tricarboxylic acid		algal metabolite;
hapten;
marine metabolite;
neuromuscular agent;
neurotoxin		2012201212.0low000010
isotretinoin
1
retinoic acidantineoplastic agent;
keratolytic drug;
teratogenic agent		2012201212.0low000010
cyclosporine
1
homodetic cyclic peptideanti-asthmatic drug;
anticoronaviral agent;
antifungal agent;
antirheumatic drug;
carcinogenic agent;
dermatologic drug;
EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor;
geroprotector;
immunosuppressive agent;
metabolite		2012201212.0low000010
natamycin
1
antibiotic antifungal drug;
dicarboxylic acid monoester;
epoxide;
macrolide antibiotic;
monosaccharide derivative;
polyene antibiotic		antifungal agrochemical;
antimicrobial food preservative;
apoptosis inducer;
bacterial metabolite;
ophthalmology drug		2012201212.0low000010
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		2012201212.0low000010
brefeldin a
2
macrolide antibioticPenicillium metabolite201220198.5low000020
peridinin
1
201920195.0low000010
cytochalasin b
1
cytochalasin;
lactam;
lactone;
organic heterotricyclic compound		actin polymerisation inhibitor;
metabolite;
mycotoxin;
platelet aggregation inhibitor		2012201212.0low000010
vinorelbine
1
acetate ester;
methyl ester;
organic heteropentacyclic compound;
organic heterotetracyclic compound;
ring assembly;
vinca alkaloid		antineoplastic agent;
photosensitizing agent		2012201212.0low000010
bisdemethoxycurcumin
1
beta-diketone;
diarylheptanoid;
enone;
polyphenol		EC 3.2.1.1 (alpha-amylase) inhibitor;
metabolite		2012201212.0low000010
andrographolide
2
carbobicyclic compound;
gamma-lactone;
labdane diterpenoid;
primary alcohol;
secondary alcohol		anti-HIV agent;
anti-inflammatory drug;
antineoplastic agent;
metabolite		201220198.5low000020
isorhamnetin 3-o-glucoside
1
beta-D-glucoside;
glycosyloxyflavone;
monomethoxyflavone;
monosaccharide derivative;
trihydroxyflavone		metabolite2012201212.0low000010
su 11248
1
monocarboxylic acid amide;
pyrroles		angiogenesis inhibitor;
antineoplastic agent;
EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor;
immunomodulator;
neuroprotective agent;
vascular endothelial growth factor receptor antagonist		201920195.0low000010
6,7-dihydroxyflavone
1
2012201212.0low000010
flavokawain a
1
chalcones2012201212.0low000010
flavokawain b
1
chalcones;
dimethoxybenzene;
phenols		anti-inflammatory agent;
antileishmanial agent;
antineoplastic agent;
apoptosis inducer;
metabolite		2012201212.0low000010
kavain
1
racemateglycine receptor antagonist2012201212.0low000010
abscisic acid, (+,-)-isomer
1
abscisic acidsabscisic acid receptor agonist2012201212.0medium000010
veratrine
1
alkaloid2012201212.0low000010
vinblastine sulfate
1
2012201212.0low000010
catharanthine
1
alkaloid ester;
bridged compound;
methyl ester;
monoterpenoid indole alkaloid;
organic heteropentacyclic compound;
tertiary amino compound		2012201212.0low000010
cytochalasin e
1
cytochalasan alkaloidmetabolite2012201212.0low000010
cytochalasin d
1
2012201212.0medium000010
sinomenine
1
morphinane alkaloid2012201212.0low000010
ecdysterone
1
14alpha-hydroxy steroid;
20-hydroxy steroid;
22-hydroxy steroid;
25-hydroxy steroid;
2beta-hydroxy steroid;
3beta-sterol;
ecdysteroid;
phytoecdysteroid		animal metabolite;
plant metabolite		2012201212.0low000010
bleomycin
1
bleomycinantineoplastic agent;
metabolite		2012201212.0low000010
bakuchiol
1
2012201212.0low000010
zerumbone
1
cyclic ketone;
sesquiterpenoid		anti-inflammatory agent;
glioma-associated oncogene inhibitor;
plant metabolite		2012201212.0low000010
solanesol
1
nonaprenol;
primary alcohol		plant metabolite2012201212.0low000010
(1S,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-[oxo-(3,4,5-trimethoxyphenyl)methoxy]-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylic acid methyl ester
1
yohimban alkaloid2012201212.0high000010
n-caproylsphingosine
1
N-acylsphingosine2012201212.0low000010
monorden
1
cyclic ketone;
enone;
epoxide;
macrolide antibiotic;
monochlorobenzenes;
phenols		antifungal agent;
metabolite;
tyrosine kinase inhibitor		2012201212.0low000010
ginkgolide b
1
2012201212.0low000010
homatropine hydrobromide, (endo-(+-)-isomer)
1
2012201212.0low000010
hydrocotarnine hydrobromide
1
2012201212.0low000010
salsolinol hydrobromide
1
2012201212.0medium000010
lasalocid sodium
1
benzoates;
organic sodium salt		coccidiostat;
ionophore		2012201212.0low000010
sclerotiorin
1
azaphilone2012201212.0low000010
himbacine
1
gamma-lactone;
organic heterotricyclic compound;
piperidine alkaloid		muscarinic antagonist2012201212.0low000010
ebelactone b
1
2012201212.0low000010
3-o-methylbutein
1
chalcones2012201212.0medium000010
thermozymocidin
1
alpha-amino fatty acid;
hydroxy monocarboxylic acid;
non-proteinogenic alpha-amino acid;
sphingoid		antifungal agent;
antimicrobial agent;
antineoplastic agent;
apoptosis inducer;
EC 2.3.1.50 (serine C-palmitoyltransferase) inhibitor;
fungal metabolite;
immunosuppressive agent		2012201212.0low000010
marein
1
flavonoids;
glycoside		2012201212.0low000010
hydroxyachillin
1
gamma-lactone2012201212.0medium000010
butylscopolammonium bromide
1
2012201212.0low000010
fumagillin
1
antibiotic antifungal drug;
carboxylic ester;
dicarboxylic acid monoester;
meroterpenoid;
organooxygen heterocyclic antibiotic;
spiro-epoxide		angiogenesis inhibitor;
antibacterial drug;
antimicrobial agent;
antiprotozoal drug;
fungal metabolite;
methionine aminopeptidase 2 inhibitor		2012201212.0low000010
artesunate
1
artemisinin derivative;
cyclic acetal;
dicarboxylic acid monoester;
hemisuccinate;
semisynthetic derivative;
sesquiterpenoid		antimalarial;
antineoplastic agent;
ferroptosis inducer		2012201212.0low000010
anisodamine
1
2012201212.0medium000010
cyclo(leucyl-prolyl)
1
dipeptide;
homodetic cyclic peptide;
pyrrolopyrazine		bacterial metabolite;
marine metabolite		201920195.0low000010
bufalin
1
14beta-hydroxy steroid;
3beta-hydroxy steroid		animal metabolite;
anti-inflammatory agent;
antineoplastic agent;
cardiotonic drug		2012201212.0low000010
alpha-solanine
1
glycoalkaloid;
organic heterohexacyclic compound;
steroid saponin;
trisaccharide derivative		antineoplastic agent;
apoptosis inducer;
phytotoxin;
plant metabolite		2012201212.0medium000010
apigenin-7-o-rutinoside
1
2012201212.0medium000010
gambogic acid
1
pyranoxanthonesmetabolite2012201212.0low000010
bn 52020
1
2012201212.0low000010
osu 03012
1
antibiotic antifungal drug;
aromatic amide;
glycine derivative;
organofluorine compound;
phenanthrenes;
pyrazoles		antineoplastic agent;
apoptosis inducer;
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor		201920195.0low000010
carmine
1
C-glycosyl compound;
monocarboxylic acid;
tetrahydroxyanthraquinone		animal metabolite;
histological dye		2012201212.0low000010
bavachinin
1
flavanones2012201212.0low000010
grayanotoxin iii
1
2012201212.0low000010
Dihydrotanshinone I
1
abietane diterpenoidanticoronaviral agent2012201212.0low000010
lactimidomycin
1
macrolide201920195.0low000010
calcimycin
1
benzoxazole2012201212.0low000010
cinobufagin
1
steroid lactone2012201212.0low000010
atropine sulfate
1
2012201212.0low000010
cannogenin thevetoside
1
cardenolide glycoside2012201212.0low000010
eriodictyol 7-O-beta-D-glucopyranoside
1
beta-D-glucoside;
flavanone glycoside;
monosaccharide derivative;
trihydroxyflavanone		plant metabolite;
radical scavenger		2012201212.0medium000010
hypocrellin a
1
2012201212.0low000010
dihydrorobinetin
1
2012201212.0high000010
monensin
1
2012201212.0medium000010
sofosbuvir
1
isopropyl ester;
L-alanyl ester;
nucleotide conjugate;
organofluorine compound;
phosphoramidate ester		antiviral drug;
hepatitis C protease inhibitor;
prodrug		201920195.0low000010
tatanan a
1
201920195.0medium000010
minocycline
1
2012201212.0low000010
dicumarol
1
hydroxycoumarinanticoagulant;
EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor;
Hsp90 inhibitor;
vitamin K antagonist		2012201212.0low000010
citrinin
1
2012201212.0low000010
vulpinic acid
1
butenolide2012201212.0low000010
ajmaline
1
2012201212.0medium000010
rifampin
1
cyclic ketal;
hydrazone;
N-iminopiperazine;
N-methylpiperazine;
rifamycins;
semisynthetic derivative;
zwitterion		angiogenesis inhibitor;
antiamoebic agent;
antineoplastic agent;
antitubercular agent;
DNA synthesis inhibitor;
EC 2.7.7.6 (RNA polymerase) inhibitor;
Escherichia coli metabolite;
geroprotector;
leprostatic drug;
neuroprotective agent;
pregnane X receptor agonist;
protein synthesis inhibitor		2012201212.0low000010
alpha-cyclopiazonic acid
1
alpha-cyclopiazonic acids2012201212.0low000010
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
methanol
1
alkyl alcohol;
one-carbon compound;
primary alcohol;
volatile organic compound		amphiprotic solvent;
Escherichia coli metabolite;
fuel;
human metabolite;
mouse metabolite;
Mycoplasma genitalium metabolite		2011201113.0low000010
caffeine
1
purine alkaloid;
trimethylxanthine		adenosine A2A receptor antagonist;
adenosine receptor antagonist;
adjuvant;
central nervous system stimulant;
diuretic;
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor;
environmental contaminant;
food additive;
fungal metabolite;
geroprotector;
human blood serum metabolite;
mouse metabolite;
mutagen;
plant metabolite;
psychotropic drug;
ryanodine receptor agonist;
xenobiotic		1992199232.0low001000
hexamethonium
1
quaternary ammonium salt1991199133.0low001000
nifedipine
1
C-nitro compound;
dihydropyridine;
methyl ester		calcium channel blocker;
human metabolite;
tocolytic agent;
vasodilator agent		1991199133.0low001000
potassium chloride
1
inorganic chloride;
inorganic potassium salt;
potassium salt		fertilizer2011201113.0low000010
procaine
1
benzoate ester;
substituted aniline;
tertiary amino compound		central nervous system depressant;
drug allergen;
local anaesthetic;
peripheral nervous system drug		1983198341.0low010000
dimethylphenylpiperazinium iodide
1
N-arylpiperazine;
organic iodide salt;
piperazinium salt;
quaternary ammonium salt		nicotinic acetylcholine receptor agonist1983198341.0low010000
(4-(m-chlorophenylcarbamoyloxy)-2-butynyl)trimethylammonium chloride
1
1983198341.0low010000
phenylephrine
1
phenols;
phenylethanolamines;
secondary amino compound		alpha-adrenergic agonist;
cardiotonic drug;
mydriatic agent;
nasal decongestant;
protective agent;
sympathomimetic agent;
vasoconstrictor agent		2011201113.0low000010
tryptophan
1
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		2009200915.0low000100
yohimbine
2
methyl 17-hydroxy-20xi-yohimban-16-carboxylatealpha-adrenergic antagonist;
dopamine receptor D2 antagonist;
serotonergic antagonist		1990200128.5low001100
oleanolic acid
1
hydroxy monocarboxylic acid;
pentacyclic triterpenoid		plant metabolite201520159.0low000010
3-hydroxyflavone
2
flavonols;
monohydroxyflavone		2004200619.0low000200
2-piperidone
1
delta-lactam;
piperidones		EC 1.2.1.88 (L-glutamate gamma-semialdehyde dehydrogenase) inhibitor2009200915.0low000100
camptothecin
1
delta-lactone;
pyranoindolizinoquinoline;
quinoline alkaloid;
tertiary alcohol		antineoplastic agent;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
genotoxin;
plant metabolite		201520159.0low000010
phosphine
1
mononuclear parent hydride;
phosphanes;
phosphine		carcinogenic agent;
fumigant insecticide		2012201212.0low000010
glutamic acid
2
glutamic acid;
glutamine family amino acid;
L-alpha-amino acid;
proteinogenic amino acid		Escherichia coli metabolite;
ferroptosis inducer;
micronutrient;
mouse metabolite;
neurotransmitter;
nutraceutical		1997201418.5low001010
irinotecan
1
carbamate ester;
delta-lactone;
N-acylpiperidine;
pyranoindolizinoquinoline;
ring assembly;
tertiary alcohol;
tertiary amino compound		antineoplastic agent;
apoptosis inducer;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
prodrug		201520159.0low000010
nicotine
1
3-(1-methylpyrrolidin-2-yl)pyridineanxiolytic drug;
biomarker;
immunomodulator;
mitogen;
neurotoxin;
nicotinic acetylcholine receptor agonist;
peripheral nervous system drug;
phytogenic insecticide;
plant metabolite;
psychotropic drug;
teratogenic agent;
xenobiotic		1991199133.0low001000
mitraphylline
1
indolizines202120213.0low000001
saikosaponin d
1
201520159.0low000010
dihydrocorynantheol
1
2009200915.0medium000100
yc 170
1
anilide1991199133.0low001000
atropine
1
1983198341.0low010000
2-oxindole
1
gamma-lactam;
indolinone		2011201113.0low000010
strychnine
1
monoterpenoid indole alkaloid;
organic heteroheptacyclic compound		avicide;
cholinergic antagonist;
glycine receptor antagonist;
neurotransmitter agent;
rodenticide		1997199727.0low001000
glycosides
1
2006200618.0low000100
rhyncophylline
2
201420159.5low000020
mitragynine
1
monoterpenoid indole alkaloid202120213.0low000001
paynantheine
1
202120213.0medium000001
quercetin
1
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		2004200420.0low000100
dinoprostone
1
prostaglandins Ehuman metabolite;
mouse metabolite;
oxytocic		2013201311.0low000010
rutin
2
disaccharide derivative;
quercetin O-glucoside;
rutinoside;
tetrahydroxyflavone		antioxidant;
metabolite		2000200621.0low001100
3-methylquercetin
1
7-hydroxyflavonol;
monomethoxyflavone;
tetrahydroxyflavone		anticoagulant;
EC 1.14.18.1 (tyrosinase) inhibitor;
metabolite		2004200420.0low000100
astragalin
1
beta-D-glucoside;
kaempferol O-glucoside;
monosaccharide derivative;
trihydroxyflavone		plant metabolite;
trypanocidal drug		2000200024.0low001000
raubasine
1
yohimban alkaloid202120213.0low000001
beta-escin
1
201520159.0low000010
tryptophanol
1
2009200915.0low000100
corynoxine b
1
indolizinesmetabolite202120213.0medium000001
corynoxine
1
indolizinesmetabolite202120213.0medium000001
calcimycin
1
benzoxazole1991199133.0low001000
hirsuteine
6
1990202017.2high002130
mitragynine
1
202120213.0medium000001
cytochrome c-t
2
201820186.0low000020
picrotoxin
1
1997199727.0low001000
7-hydroxymitragynine
1
alkaloid202120213.0low000001
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Absence Seizure0
1
1997199727.0low001000
Adrenal Cancer0
1
1991199133.0low001000
Alloxan Diabetes0
1
202220222.0low000001
Anesthesia0
1
1989198935.0low010000
Blood Pressure, High0
1
201520159.0low000010
Breast Cancer0
3
201420188.3low000030
Breast Neoplasms0
3
201420188.3low000030
Cancer of Lung0
1
201820186.0low000010
Cardiac Hypertrophy0
1
202220222.0low000001
Cardiomegaly0
1
202220222.0low000001
Cardiovascular Stroke0
1
202320231.0low000001
Diabetes Mellitus, Adult-Onset0
1
202220222.0low000001
Diabetes Mellitus, Type 20
1
202220222.0low000001
Disease Models, Animal0
1
201520159.0low000010
Experimental Neoplasms0
1
2014201410.0low000010
Fatty Liver0
1
202220222.0low000001
Hypertension0
1
201520159.0low000010
Inflammation0
1
2013201311.0low000010
Injury, Myocardial Reperfusion0
1
202320231.0low000001
Innate Inflammatory Response0
1
2013201311.0low000010
Insulin Resistance0
1
202220222.0low000001
Insulin Sensitivity0
1
202220222.0low000001
Liver Steatosis0
1
202220222.0low000001
Lung Neoplasms0
1
201820186.0low000010
Metastase0
1
2014201410.0low000010
Muscle Contraction0
2
1983199236.5low011000
Myocardial Infarction0
1
202320231.0low000001
Neoplasm Metastasis0
1
2014201410.0low000010
Pheochromocytoma0
1
1991199133.0low001000
Pheochromocytoma, Extra-Adrenal0
1
1991199133.0low001000
Seizures0
1
1997199727.0low001000
Sensitivity and Specificity0
2
201420207.0low000020
Thrombocytopenia0
1
202220222.0low000001
Thrombopenia0
1
202220222.0low000001

Safety/Toxicity (1)

ArticleYear
Hirsutine, an indole alkaloid of Uncaria rhynchophylla, inhibits inflammation-mediated neurotoxicity and microglial activation.
Molecular medicine reports, , Volume: 7, Issue:1		2013

Pharmacokinetics (1)

ArticleYear
Bioanalytical method development and validation of corynantheidine, a kratom alkaloid, using UPLC-MS/MS, and its application to preclinical pharmacokinetic studies.
Journal of pharmaceutical and biomedical analysis, , Feb-20, Volume: 180		2020

Bioavailability (1)

ArticleYear
Bioanalytical method development and validation of corynantheidine, a kratom alkaloid, using UPLC-MS/MS, and its application to preclinical pharmacokinetic studies.
Journal of pharmaceutical and biomedical analysis, , Feb-20, Volume: 180		2020

Dosage (1)

ArticleYear
Ca2+ channel blocking effects of hirsutine, an indole alkaloid from Uncaria genus, in the isolated rat aorta.
Planta medica, , Volume: 57, Issue:5		1991