Compounds > monooctanoin
Page last updated: 2024-07-31 16:19:42

monooctanoin

Description

monooctanoin: dissolution agent for retained cholesterol bile duct stones; RN in Chemline for octanoic acid, ester with 1,2,3-propanetriol, MF unknown: 11140-04-8; RN for octanoic acid, 2,3-dihydroxypropyl ester (1-monooctanoin): 502-54-5; RN in 9th CI Form Index for (+-)-1-monooctanoin: 19670-49-6 [MeSH]

1-monooctanoylglycerol : A 1-monoglyceride that has octanoyl as the acyl group. [CHeBI]

Cross-References

ID SourceID
PubMed CID3033877
CHEMBL ID1570482
SCHEMBL ID119681
CHEBI ID85241
CHEBI ID84309
MeSH IDM0084569

Synonyms (101)

Synonym
LS-14027
MLS000028614 ,
monocaprylin
smr000058702
1-octanoyl-rac-glycerol, >=99%
NCGC00166144-01
capmul
moctanin
monoctanoin
glycerol-1-monooctanoate
NCGC00166144-02
monooctanoin
2,3-dihydroxypropyl octanoate
M1071
glycerol alpha-monooctanoate
1-monooctanoyl glycerol
26402-26-6
dsstox_cid_22006
NCGC00255840-01
dsstox_gsid_42006
dsstox_rid_79900
tox21_301535
cas-26402-26-6
dtxcid6022006
tox21_112338
dtxsid6048383 ,
cas-502-54-5
HMS2234B09
chebi:85241 ,
glyceryl-1-caprylate
CHEMBL1570482
S3499
glyceryl monocaprylate
capmul mcm-c 8
caprylic acid monoglyceride
unii-tm2tzd4g4a
octanoin, mono-
poem m 100
imwitor 308
glycerol monocaprylate
sunsoft 700p2
glycerin monocaprylate
einecs 247-668-1
monoctanoin component a
glyceryl caprylate
octanoic acid, monoester with glycerol
tm2tzd4g4a ,
octanoic acid, monoester with 1,2,3-propanetriol
glyceryl monooctanoate
sunsoft 700p
unii-mcf579z59b
1-monooctanoin
octanoic acid 1-monoglyceride
502-54-5
dl-1-monooctanoin
glyceryl 1-monooctanoate
1-monooctanoylglycerol
1-monocaprylin
1-monocapryloyl-rac-glycerol
mcf579z59b ,
alpha-monocaprylin
glyceryl 1-caprylate
1-octanoyl-rac-glycerol
octanoic acid, 2,3-dihydroxypropyl ester
AKOS015911480
glyceryl octanoate
SCHEMBL119681
NCGC00166144-03
tox21_112338_1
CHEBI:84309
rac-1-monooctanoylglycerol
(+-)-1-octanoylglycerol
(+-)-2,3-dihydroxypropyl octanoate
rac-2,3-dihydroxypropyl octanoate
(rs)-2,3-dihydroxypropyl octanoate
rac-1-octanoylglycerol
(rs)-1-octanoylglycerol
rac-glyceryl octanoate
(+-)-glyceryl octanoate
(rs)-glyceryl octanoate
glycerol 1-octanoate [mi]
glycerol 1-octanoate
1-octanoylglycerol
OPERA_ID_860
19670-49-6
mfcd00056652
J-012717
FT-0765270
GHBFNMLVSPCDGN-UHFFFAOYSA-N
(s)-3,3,3-trifluoro-2-hydroxy-2-methylpropionicacid
F17078
caprylic acid alpha-monoglyceride
DB06801
Q6901490
mag 8:0
Z1509641988
CS-W013160
octanoic acid, 2,3-dihydroxypropyl ester, (a+/-)-
HY-W012444
BP-29898
mg 8:0

Drug Classes (3)

ClassDescription
1-monoglycerideA monoglyceride in which the acyl substituent is located at position 1.
octanoate esterAny fatty acid ester in which the carboxylic acid component is octanoic acid (caprylic acid).
rac-1-monoacylglycerolA racemate that is composed of equal amounts of 1-acyl-sn-glycerol and 3-acyl-sn-glycerol.

Protein Targets (17)

Potency Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
Chain A, Beta-lactamaseEscherichia coli K-12Potency48.1023AID485294; AID485341
Chain A, Ferritin light chainEquus caballus (horse)Potency25.1189AID485281
RAR-related orphan receptor gammaMus musculus (house mouse)Potency14.9601AID1159521
AR proteinHomo sapiens (human)Potency4.2163AID1259243
Smad3Homo sapiens (human)Potency5.6234AID588855
estrogen-related nuclear receptor alphaHomo sapiens (human)Potency29.8493AID1224848; AID1224849
GVesicular stomatitis virusPotency38.9018AID1645842
peroxisome proliferator-activated receptor deltaHomo sapiens (human)Potency8.7076AID743215
aryl hydrocarbon receptorHomo sapiens (human)Potency14.9601AID743085
chromobox protein homolog 1Homo sapiens (human)Potency89.1251AID540317
thyroid hormone receptor beta isoform 2Rattus norvegicus (Norway rat)Potency68.5896AID743066
muscleblind-like protein 1 isoform 1Homo sapiens (human)Potency79.4328AID2675
Interferon betaHomo sapiens (human)Potency38.9018AID1645842
HLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)Potency38.9018AID1645842
TAR DNA-binding protein 43Homo sapiens (human)Potency35.4813AID652104
Inositol hexakisphosphate kinase 1Homo sapiens (human)Potency38.9018AID1645842
cytochrome P450 2C9, partialHomo sapiens (human)Potency38.9018AID1645842

Bioassays (44)

Assay IDTitleYearJournalArticle
AID1347097qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for Saos-2 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347086qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173ISSN: 1872-9096A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1296008Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening2020SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1
ISSN: 2472-5560		Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening.
AID1347104qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for RD cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347108qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for Rh41 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1745845Primary qHTS for Inhibitors of ATXN expression2022The Journal of biological chemistry, 08, Volume: 298, Issue:8
ISSN: 1083-351X
AID1347154Primary screen GU AMC qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
ISSN: 1091-6490		Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1347082qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173ISSN: 1872-9096A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression2022The Journal of biological chemistry, 08, Volume: 298, Issue:8
ISSN: 1083-351X
AID1347091qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for SJ-GBM2 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347096qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for U-2 OS cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347424RapidFire Mass Spectrometry qHTS Assay for Modulators of WT P53-Induced Phosphatase 1 (WIP1)2019The Journal of biological chemistry, 11-15, Volume: 294, Issue:46
ISSN: 1083-351X		Physiologically relevant orthogonal assays for the discovery of small-molecule modulators of WIP1 phosphatase in high-throughput screens.
AID1347083qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen2020Antiviral research, 01, Volume: 173ISSN: 1872-9096A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347093qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for SK-N-MC cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347094qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for BT-37 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347102qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for Rh18 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347095qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for NB-EBc1 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347105qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for MG 63 (6-TG R) cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347090qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for DAOY cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347106qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for control Hh wild type fibroblast cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347407qHTS to identify inhibitors of the type 1 interferon - major histocompatibility complex class I in skeletal muscle: primary screen against the NCATS Pharmaceutical Collection2020ACS chemical biology, 07-17, Volume: 15, Issue:7
ISSN: 1554-8937		High-Throughput Screening to Identify Inhibitors of the Type I Interferon-Major Histocompatibility Complex Class I Pathway in Skeletal Muscle.
AID1508630Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay2021Cell reports, 04-27, Volume: 35, Issue:4
ISSN: 2211-1247		A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID1347098qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for SK-N-SH cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347103qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for OHS-50 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347425Rhodamine-PBP qHTS Assay for Modulators of WT P53-Induced Phosphatase 1 (WIP1)2019The Journal of biological chemistry, 11-15, Volume: 294, Issue:46
ISSN: 1083-351X		Physiologically relevant orthogonal assays for the discovery of small-molecule modulators of WIP1 phosphatase in high-throughput screens.
AID1347092qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for A673 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347100qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for LAN-5 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347099qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for NB1643 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347101qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for BT-12 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347089qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for TC32 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347107qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for Rh30 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1346986P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
ISSN: 1521-0111		A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1346987P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
ISSN: 1521-0111		A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13ISSN: 1934-9300Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
ISSN: 1552-4922		Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
ISSN: 1557-8127		High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588459High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, Validation compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13ISSN: 1934-9300Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588459High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, Validation compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
ISSN: 1552-4922		Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588459High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, Validation compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
ISSN: 1557-8127		High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13ISSN: 1934-9300Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
ISSN: 1552-4922		Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
ISSN: 1557-8127		High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588460High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, Validation Compound Set2010Current protocols in cytometry, Oct, Volume: Chapter 13ISSN: 1934-9300Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588460High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, Validation Compound Set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
ISSN: 1552-4922		Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588460High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, Validation Compound Set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
ISSN: 1557-8127		High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588461High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, Validation compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13ISSN: 1934-9300Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588461High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, Validation compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
ISSN: 1552-4922		Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588461High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, Validation compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
ISSN: 1557-8127		High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID504812Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
ISSN: 1945-7170		A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID504810Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
ISSN: 1945-7170		A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13ISSN: 1934-9300Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
ISSN: 1552-4922		Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
ISSN: 1557-8127		High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID504749qHTS profiling for inhibitors of Plasmodium falciparum proliferation2011Science (New York, N.Y.), Aug-05, Volume: 333, Issue:6043
ISSN: 1095-9203		Chemical genomic profiling for antimalarial therapies, response signatures, and molecular targets.
AID681134TP_TRANSPORTER: Daunomycin accumulation in Caco-2 cells2004British journal of pharmacology, Oct, Volume: 143, Issue:3
ISSN: 0007-1188		Inhibitory effect of a bitter melon extract on the P-glycoprotein activity in intestinal Caco-2 cells.
AID1224864HCS microscopy assay (F508del-CFTR)2016PloS one, , Volume: 11, Issue:10
ISSN: 1932-6203		Increasing the Endoplasmic Reticulum Pool of the F508del Allele of the Cystic Fibrosis Transmembrane Conductance Regulator Leads to Greater Folding Correction by Small Molecule Therapeutics.

Research

Studies (187)

TimeframeStudies, This Drug (%)All Drugs %
pre-199099 (52.94)18.7374
1990's23 (12.30)18.2507
2000's12 (6.42)29.6817
2010's42 (22.46)24.3611
2020's11 (5.88)2.80

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials4 (2.04%)5.53%
Reviews23 (11.73%)6.00%
Case Studies19 (9.69%)4.05%
Observational0 (0.00%)0.25%
Other150 (76.53%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
1-butyrylglycerol
0
1-monoglyceride;
butyrate ester;
diol;
fatty acid ester		00low000000
monolaurin
0
1-monoglyceride;
dodecanoate ester;
rac-1-monoacylglycerol		00low000000
glyceryl behenate
0
1-monoglyceride;
fatty acid ester		antineoplastic agent;
plant metabolite		00low000000
glyceryl ferulate
0
1-monoglyceride;
aromatic ether;
enoate ester;
phenols		antioxidant;
plant metabolite;
ultraviolet filter		00low000000
ethyl caprylate
0
fatty acid ethyl ester;
octanoate ester		metabolite00low000000
methyl octanoate
0
fatty acid methyl ester;
octanoate ester		metabolite00low000000
tricaprylin
0
octanoate ester;
triglyceride		anticonvulsant;
plant metabolite		00low000000
dioctanoylphosphatidic acid
0
1,2-diacyl-sn-glycerol 3-phosphate;
octanoate ester		00low000000
diacylglycerol pyrophosphate
0
1,2-diacyl-sn-glycerol 3-diphosphate;
octanoate ester		00low000000
glycerol 1-stearate
0
1-acylglycerol 18:0;
rac-1-monoacylglycerol		algal metabolite;
Caenorhabditis elegans metabolite		00low000000
rac-glycerol 1-monodecanoate
0
rac-1-monoacylglycerol00low000000
monolinolein
0
1-acylglycerol 18:2;
rac-1-monoacylglycerol		antiviral agent;
human metabolite;
plant metabolite		00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
gamma-aminobutyric acid
1
amino acid zwitterion;
gamma-amino acid;
monocarboxylic acid		human metabolite;
neurotransmitter;
Saccharomyces cerevisiae metabolite;
signalling molecule		201620168.0low000010
9-xylosyladenine
1
purine nucleoside201620168.0low000010
coumarin
1
coumarinsfluorescent dye;
human metabolite;
plant metabolite		201620168.0low000010
salicylic acid
1
monohydroxybenzoic acidalgal metabolite;
antifungal agent;
antiinfective agent;
EC 1.11.1.11 (L-ascorbate peroxidase) inhibitor;
keratolytic drug;
plant hormone;
plant metabolite		201620168.0low000010
malic acid
1
2-hydroxydicarboxylic acid;
C4-dicarboxylic acid		food acidity regulator;
fundamental metabolite		201620168.0low000010
phosphonoacetic acid
1
monocarboxylic acid;
phosphonic acids		antiviral agent;
EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor		201620168.0low000010
glycerol
1
alditol;
triol		algal metabolite;
detergent;
Escherichia coli metabolite;
geroprotector;
human metabolite;
mouse metabolite;
osmolyte;
Saccharomyces cerevisiae metabolite;
solvent		2004200420.0low000100
histamine
1
aralkylamino compound;
imidazoles		human metabolite;
mouse metabolite;
neurotransmitter		201620168.0low000010
naringenin
1
4'-hydroxyflavanones;
trihydroxyflavanone		201620168.0low000010
niacinamide
1
pyridine alkaloid;
pyridinecarboxamide;
vitamin B3		anti-inflammatory agent;
antioxidant;
cofactor;
EC 2.4.2.30 (NAD(+) ADP-ribosyltransferase) inhibitor;
EC 3.5.1.98 (histone deacetylase) inhibitor;
Escherichia coli metabolite;
geroprotector;
human urinary metabolite;
metabolite;
mouse metabolite;
neuroprotective agent;
Saccharomyces cerevisiae metabolite;
Sir2 inhibitor		201620168.0low000010
niacin
1
pyridine 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		201620168.0low000010
palmitic acid
1
long-chain fatty acid;
straight-chain saturated fatty acid		algal metabolite;
Daphnia magna metabolite;
EC 1.1.1.189 (prostaglandin-E2 9-reductase) inhibitor;
plant metabolite		2004200420.0low000100
pyrazinamide
1
monocarboxylic acid amide;
N-acylammonia;
pyrazines		antitubercular agent;
prodrug		201620168.0low000010
pyrazinoic acid
1
pyrazinecarboxylic acidantitubercular agent;
drug metabolite		201620168.0low000010
1,10-phenanthroline
1
phenanthrolineEC 2.7.1.1 (hexokinase) inhibitor;
EC 3.4.19.3 (pyroglutamyl-peptidase I) inhibitor		201620168.0low000010
1,3-dipropyl-8-cyclopentylxanthine
1
oxopurineadenosine A1 receptor antagonist;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor		201620168.0low000010
2,2'-dipyridyl
1
bipyridinechelator;
ferroptosis inhibitor		201620168.0low000010
ro 5-4864
1
201620168.0low000010
4-aminopyridine
1
aminopyridine;
aromatic amine		avicide;
orphan drug;
potassium channel blocker		201620168.0low000010
phenytoin
1
imidazolidine-2,4-dioneanticonvulsant;
drug allergen;
sodium channel blocker;
teratogenic agent		201620168.0low000010
5,8,11,14-eicosatetraynoic acid
1
long-chain fatty acid201620168.0low000010
5-fluoroindole-2-carboxylic acid
1
indolyl carboxylic acid201620168.0low000010
etofylline
1
oxopurine201620168.0low000010
7-nitroindazole
1
201620168.0low000010
aa 861
1
1,4-benzoquinones;
acetylenic compound;
primary alcohol		EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor;
ferroptosis inhibitor		201620168.0low000010
acetarsol
1
acetamides;
anilide		201620168.0low000010
acetazolamide
1
monocarboxylic acid amide;
sulfonamide;
thiadiazoles		anticonvulsant;
diuretic;
EC 4.2.1.1 (carbonic anhydrase) inhibitor		201620168.0low000010
altretamine
1
triamino-1,3,5-triazine201620168.0low000010
theophylline
1
dimethylxanthineadenosine receptor antagonist;
anti-asthmatic drug;
anti-inflammatory agent;
bronchodilator agent;
drug metabolite;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor;
fungal metabolite;
human blood serum metabolite;
immunomodulator;
muscle relaxant;
vasodilator agent		201620168.0low000010
amoxapine
1
dibenzooxazepineadrenergic uptake inhibitor;
antidepressant;
dopaminergic antagonist;
geroprotector;
serotonin uptake inhibitor		201620168.0low000010
aniracetam
1
N-acylpyrrolidine;
pyrrolidin-2-ones		201620168.0low000010
anisindione
1
aromatic ketone;
beta-diketone		anticoagulant;
vitamin K antagonist		201620168.0low000010
astemizole
1
benzimidazoles;
piperidines		anti-allergic agent;
anticoronaviral agent;
H1-receptor antagonist		201620168.0low000010
atenolol
1
ethanolamines;
monocarboxylic acid amide;
propanolamine		anti-arrhythmia drug;
antihypertensive agent;
beta-adrenergic antagonist;
environmental contaminant;
sympatholytic agent;
xenobiotic		201620168.0low000010
azelaic acid
1
alpha,omega-dicarboxylic acid;
dicarboxylic fatty acid		antibacterial agent;
antineoplastic agent;
dermatologic drug;
plant metabolite		201620168.0low000010
bay-k-8644
1
(trifluoromethyl)benzenes;
C-nitro compound;
dihydropyridine;
methyl ester		201620168.0low000010
bendroflumethiazide
1
benzothiadiazine;
sulfonamide		antihypertensive agent;
diuretic		201620168.0low000010
benzbromarone
1
1-benzofurans;
aromatic ketone		uricosuric drug201620168.0low000010
benzothiazide
1
benzothiadiazine;
sulfonamide		antihypertensive agent;
diuretic		201620168.0low000010
bay h 4502
1
biphenyls;
imidazoles		201620168.0low000010
bisacodyl
1
diarylmethane201620168.0low000010
brimonidine
1
imidazoles;
quinoxaline derivative;
secondary amine		adrenergic agonist;
alpha-adrenergic agonist;
antihypertensive agent		201620168.0low000010
bufexamac
1
aromatic ether;
hydroxamic acid		antipyretic;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		201620168.0low000010
bumetanide
1
amino acid;
benzoic acids;
sulfonamide		diuretic;
EC 3.6.3.49 (channel-conductance-controlling ATPase) inhibitor		201620168.0low000010
butacaine
1
benzoate ester201620168.0low000010
butamben
1
amino acid ester;
benzoate ester;
primary amino compound;
substituted aniline		local anaesthetic201620168.0low000010
carbamazepine
1
dibenzoazepine;
ureas		analgesic;
anticonvulsant;
antimanic drug;
drug allergen;
EC 3.5.1.98 (histone deacetylase) inhibitor;
environmental contaminant;
glutamate transporter activator;
mitogen;
non-narcotic analgesic;
sodium channel blocker;
xenobiotic		201620168.0low000010
carisoprodol
1
carbamate estermuscle relaxant201620168.0low000010
chlorambucil
1
aromatic amine;
monocarboxylic acid;
nitrogen mustard;
organochlorine compound;
tertiary amino compound		alkylating agent;
antineoplastic agent;
carcinogenic agent;
drug allergen;
immunosuppressive agent		201620168.0low000010
chlorpropamide
1
monochlorobenzenes;
N-sulfonylurea		hypoglycemic agent;
insulin secretagogue		201620168.0low000010
chlorthalidone
1
isoindoles;
monochlorobenzenes;
sulfonamide		201620168.0low000010
chlorzoxazone
1
1,3-benzoxazoles;
heteroaryl hydroxy compound;
organochlorine compound		muscle relaxant;
sedative		201620168.0low000010
cilostazol
1
lactam;
tetrazoles		anticoagulant;
bronchodilator agent;
EC 3.1.4.17 (3',5'-cyclic-nucleotide phosphodiesterase) inhibitor;
fibrin modulating drug;
neuroprotective agent;
platelet aggregation inhibitor;
vasodilator agent		201620168.0low000010
cimetidine
1
aliphatic sulfide;
guanidines;
imidazoles;
nitrile		adjuvant;
analgesic;
anti-ulcer drug;
H2-receptor antagonist;
P450 inhibitor		201620168.0low000010
cinoxacin
1
cinnolines;
oxacycle;
oxo carboxylic acid		antibacterial drug;
antiinfective agent		201620168.0low000010
4-chloro-N-(2,6-dimethyl-1-piperidinyl)-3-sulfamoylbenzamide
1
sulfonamide201620168.0low000010
dapsone
1
substituted aniline;
sulfone		anti-inflammatory drug;
antiinfective agent;
antimalarial;
leprostatic drug		201620168.0low000010
deferiprone
1
4-pyridonesiron chelator;
protective agent		201620168.0low000010
diazoxide
1
benzothiadiazine;
organochlorine compound;
sulfone		antihypertensive agent;
beta-adrenergic agonist;
bronchodilator agent;
cardiotonic drug;
diuretic;
K-ATP channel agonist;
sodium channel blocker;
sympathomimetic agent;
vasodilator agent		201620168.0low000010
dibucaine
1
aromatic ether;
monocarboxylic acid amide;
tertiary amino compound		topical anaesthetic201620168.0low000010
dichlorophen
1
bridged diphenyl fungicide;
diarylmethane		201620168.0low000010
diflunisal
1
monohydroxybenzoic acid;
organofluorine compound		non-narcotic analgesic;
non-steroidal anti-inflammatory drug		201620168.0low000010
dipyridamole
1
piperidines;
pyrimidopyrimidine;
tertiary amino compound;
tetrol		adenosine phosphodiesterase inhibitor;
EC 3.5.4.4 (adenosine deaminase) inhibitor;
platelet aggregation inhibitor;
vasodilator agent		201620168.0low000010
disulfiram
1
organic disulfide;
organosulfur acaricide		angiogenesis inhibitor;
antineoplastic agent;
apoptosis inducer;
EC 1.2.1.3 [aldehyde dehydrogenase (NAD(+))] inhibitor;
EC 3.1.1.1 (carboxylesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
ferroptosis inducer;
fungicide;
NF-kappaB inhibitor		201620168.0low000010
domperidone
1
benzimidazoles;
heteroarylpiperidine		antiemetic;
dopaminergic antagonist		201620168.0low000010
droperidol
1
aromatic ketone;
benzimidazoles;
organofluorine compound		anaesthesia adjuvant;
antiemetic;
dopaminergic antagonist;
first generation antipsychotic		201620168.0low000010
dipropizine
1
piperazines201620168.0low000010
dyphylline
1
oxopurine;
propane-1,2-diols		bronchodilator agent;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor;
muscle relaxant;
vasodilator agent		201620168.0low000010
ebselen
1
benzoselenazoleanti-inflammatory drug;
antibacterial agent;
anticoronaviral agent;
antifungal agent;
antineoplastic agent;
antioxidant;
apoptosis inducer;
EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor;
EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor;
EC 1.3.1.8 [acyl-CoA dehydrogenase (NADP(+))] inhibitor;
EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor;
EC 2.5.1.7 (UDP-N-acetylglucosamine 1-carboxyvinyltransferase) inhibitor;
EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor;
EC 3.1.3.25 (inositol-phosphate phosphatase) inhibitor;
EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor;
EC 3.5.4.1 (cytosine deaminase) inhibitor;
EC 5.1.3.2 (UDP-glucose 4-epimerase) inhibitor;
enzyme mimic;
ferroptosis inhibitor;
genotoxin;
hepatoprotective agent;
neuroprotective agent;
radical scavenger		201620168.0low000010
ellipticine
1
indole alkaloid;
organic heterotetracyclic compound;
organonitrogen heterocyclic compound;
polycyclic heteroarene		antineoplastic agent;
plant metabolite		201620168.0low000010
epirizole
1
aromatic ether201620168.0low000010
ethacrynic acid
1
aromatic ether;
aromatic ketone;
dichlorobenzene;
monocarboxylic acid		EC 2.5.1.18 (glutathione transferase) inhibitor;
ion transport inhibitor;
loop diuretic		201620168.0low000010
myambutol
1
amino alcohol201620168.0medium000010
ethoxzolamide
1
aromatic ether;
benzothiazoles;
sulfonamide		antiglaucoma drug;
diuretic;
EC 4.2.1.1 (carbonic anhydrase) inhibitor		201620168.0low000010
etodolac
1
monocarboxylic acid;
organic heterotricyclic compound		antipyretic;
cyclooxygenase 2 inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		201620168.0low000010
felbamate
1
carbamate esteranticonvulsant;
neuroprotective agent		201620168.0low000010
4-biphenylylacetic acid
1
biphenyls;
monocarboxylic acid		non-steroidal anti-inflammatory drug201620168.0low000010
felodipine
1
dichlorobenzene;
dihydropyridine;
ethyl ester;
methyl ester		anti-arrhythmia drug;
antihypertensive agent;
calcium channel blocker;
vasodilator agent		201620168.0low000010
fenbufen
1
4-oxo monocarboxylic acid;
biphenyls		non-steroidal anti-inflammatory drug201620168.0low000010
fenofibrate
1
aromatic ether;
chlorobenzophenone;
isopropyl ester;
monochlorobenzenes		antilipemic drug;
environmental contaminant;
geroprotector;
xenobiotic		201620168.0low000010
flucytosine
1
aminopyrimidine;
nucleoside analogue;
organofluorine compound;
pyrimidine antifungal drug;
pyrimidone		prodrug201620168.0low000010
flufenamic acid
1
aromatic amino acid;
organofluorine compound		antipyretic;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		201620168.0low000010
flumazenil
1
ethyl ester;
imidazobenzodiazepine;
organofluorine compound		antidote to benzodiazepine poisoning;
GABA antagonist		201620168.0low000010
flumequine
1
3-oxo monocarboxylic acid;
organofluorine compound;
pyridoquinoline;
quinolone antibiotic		201620168.0low000010
fluorouracil
1
nucleobase analogue;
organofluorine compound		antimetabolite;
antineoplastic agent;
environmental contaminant;
immunosuppressive agent;
radiosensitizing agent;
xenobiotic		201620168.0low000010
flurbiprofen
1
fluorobiphenyl;
monocarboxylic acid		antipyretic;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		201620168.0low000010
gemfibrozil
1
aromatic etherantilipemic drug201620168.0low000010
glipizide
1
aromatic amide;
monocarboxylic acid amide;
N-sulfonylurea;
pyrazines		EC 2.7.1.33 (pantothenate kinase) inhibitor;
hypoglycemic agent;
insulin secretagogue		201620168.0low000010
glyburide
1
monochlorobenzenes;
N-sulfonylurea		anti-arrhythmia drug;
EC 2.7.1.33 (pantothenate kinase) inhibitor;
EC 3.6.3.49 (channel-conductance-controlling ATPase) inhibitor;
hypoglycemic agent		201620168.0low000010
fluorometholone
1
201620168.0medium000010
1-(5-isoquinolinesulfonyl)-2-methylpiperazine
1
isoquinolines;
N-sulfonylpiperazine		EC 2.7.11.13 (protein kinase C) inhibitor201620168.0low000010
haloperidol
1
aromatic ketone;
hydroxypiperidine;
monochlorobenzenes;
organofluorine compound;
tertiary alcohol		antidyskinesia agent;
antiemetic;
dopaminergic antagonist;
first generation antipsychotic;
serotonergic antagonist		201620168.0low000010
harmaline
1
harmala alkaloidoneirogen201620168.0low000010
hexachlorophene
1
bridged diphenyl fungicide;
polyphenol;
trichlorobenzene		acaricide;
antibacterial agent;
antifungal agrochemical;
antiseptic drug		201620168.0low000010
hexamethylene bisacetamide
1
acetamides201620168.0low000010
hycanthone
1
thioxanthenesmutagen;
schistosomicide drug		201620168.0low000010
hydrochlorothiazide
1
benzothiadiazine;
organochlorine compound;
sulfonamide		antihypertensive agent;
diuretic;
environmental contaminant;
xenobiotic		201620168.0low000010
hydroflumethiazide
1
benzothiadiazine;
thiazide		antihypertensive agent;
diuretic		201620168.0low000010
ibuprofen
1
monocarboxylic acidantipyretic;
cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor;
drug allergen;
environmental contaminant;
geroprotector;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
radical scavenger;
xenobiotic		201620168.0low000010
lidocaine
1
benzenes;
monocarboxylic acid amide;
tertiary amino compound		anti-arrhythmia drug;
drug allergen;
environmental contaminant;
local anaesthetic;
xenobiotic		201620168.0low000010
amrinone
1
bipyridinesEC 3.1.4.* (phosphoric diester hydrolase) inhibitor201620168.0low000010
indapamide
1
indoles;
organochlorine compound;
sulfonamide		antihypertensive agent;
diuretic		201620168.0low000010
indomethacin
1
aromatic ether;
indole-3-acetic acids;
monochlorobenzenes;
N-acylindole		analgesic;
drug metabolite;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
environmental contaminant;
gout suppressant;
non-steroidal anti-inflammatory drug;
xenobiotic metabolite;
xenobiotic		201620168.0low000010
indoprofen
1
gamma-lactam;
isoindoles;
monocarboxylic acid		EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		201620168.0low000010
ipriflavone
1
aromatic ether;
isoflavones		bone density conservation agent201620168.0low000010
isoniazid
1
carbohydrazideantitubercular agent;
drug allergen		201620168.0low000010
itraconazole
1
piperazines201620168.0low000010
ketoprofen
1
benzophenones;
oxo monocarboxylic acid		antipyretic;
drug allergen;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
environmental contaminant;
non-steroidal anti-inflammatory drug;
xenobiotic		201620168.0low000010
khellin
1
furanochromone;
organic heterotricyclic compound;
oxacycle		anti-asthmatic agent;
bronchodilator agent;
cardiovascular drug;
vasodilator agent		201620168.0low000010
lamotrigine
1
1,2,4-triazines;
dichlorobenzene;
primary arylamine		anticonvulsant;
antidepressant;
antimanic drug;
calcium channel blocker;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
environmental contaminant;
excitatory amino acid antagonist;
geroprotector;
non-narcotic analgesic;
xenobiotic		201620168.0low000010
lansoprazole
1
benzimidazoles;
pyridines;
sulfoxide		anti-ulcer drug;
EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor		201620168.0low000010
leflunomide
1
(trifluoromethyl)benzenes;
isoxazoles;
monocarboxylic acid amide		antineoplastic agent;
antiparasitic agent;
EC 1.3.98.1 [dihydroorotate oxidase (fumarate)] inhibitor;
EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor;
hepatotoxic agent;
immunosuppressive agent;
non-steroidal anti-inflammatory drug;
prodrug;
pyrimidine synthesis inhibitor;
tyrosine kinase inhibitor		201620168.0low000010
loratadine
1
benzocycloheptapyridine;
ethyl ester;
N-acylpiperidine;
organochlorine compound;
tertiary carboxamide		anti-allergic agent;
cholinergic antagonist;
geroprotector;
H1-receptor antagonist		201620168.0low000010
ly 171883
1
acetophenones;
aromatic ether;
phenols;
tetrazoles		anti-asthmatic drug;
leukotriene antagonist		201620168.0low000010
edaravone
1
pyrazoloneantioxidant;
radical scavenger		201620168.0low000010
meclofenamate sodium anhydrous
1
organic sodium salt201620168.0low000010
mefenamic acid
1
aminobenzoic acid;
secondary amino compound		analgesic;
antipyretic;
antirheumatic drug;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
environmental contaminant;
non-steroidal anti-inflammatory drug;
xenobiotic		201620168.0low000010
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		201620168.0low000010
methazolamide
1
sulfonamide;
thiadiazoles		201620168.0low000010
methocarbamol
1
aromatic ether;
carbamate ester;
secondary alcohol		201620168.0low000010
metronidazole
1
C-nitro compound;
imidazoles;
primary alcohol		antiamoebic agent;
antibacterial drug;
antimicrobial agent;
antiparasitic agent;
antitrichomonal drug;
environmental contaminant;
prodrug;
radiosensitizing agent;
xenobiotic		201620168.0low000010
minoxidil
1
dialkylarylamine;
tertiary amino compound		201620168.0low000010
moclobemide
1
benzamides;
monochlorobenzenes;
morpholines		antidepressant;
environmental contaminant;
xenobiotic		201620168.0low000010
acecainide
1
acetamides;
benzamides		anti-arrhythmia drug201620168.0low000010
nabumetone
1
methoxynaphthalene;
methyl ketone		cyclooxygenase 2 inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
prodrug		201620168.0low000010
nalidixic acid
1
1,8-naphthyridine derivative;
monocarboxylic acid;
quinolone antibiotic		antibacterial drug;
antimicrobial agent;
DNA synthesis inhibitor		201620168.0low000010
nevirapine
1
cyclopropanes;
dipyridodiazepine		antiviral drug;
HIV-1 reverse transcriptase inhibitor		201620168.0low000010
nialamide
1
organonitrogen compound;
organooxygen compound		201620168.0low000010
nifedipine
1
C-nitro compound;
dihydropyridine;
methyl ester		calcium channel blocker;
human metabolite;
tocolytic agent;
vasodilator agent		201620168.0low000010
niflumic acid
1
aromatic carboxylic acid;
pyridines		201620168.0low000010
nimesulide
1
aromatic ether;
C-nitro compound;
sulfonamide		cyclooxygenase 2 inhibitor;
non-steroidal anti-inflammatory drug		201620168.0low000010
nimodipine
1
2-methoxyethyl ester;
C-nitro compound;
dicarboxylic acids and O-substituted derivatives;
diester;
dihydropyridine;
isopropyl ester		antihypertensive agent;
calcium channel blocker;
cardiovascular drug;
vasodilator agent		201620168.0low000010
nitrendipine
1
C-nitro compound;
dicarboxylic acids and O-substituted derivatives;
diester;
dihydropyridine;
ethyl ester;
methyl ester		antihypertensive agent;
calcium channel blocker;
geroprotector;
vasodilator agent		201620168.0low000010
norfloxacin
1
fluoroquinolone antibiotic;
N-arylpiperazine;
quinolinemonocarboxylic acid;
quinolone antibiotic;
quinolone		antibacterial drug;
DNA synthesis inhibitor;
environmental contaminant;
xenobiotic		201620168.0low000010
cm 7116
1
benzodiazepine201620168.0low000010
ofloxacin
1
3-oxo monocarboxylic acid;
N-arylpiperazine;
N-methylpiperazine;
organofluorine compound;
oxazinoquinoline		201620168.0low000010
omeprazole
1
aromatic ether;
benzimidazoles;
pyridines;
sulfoxide		201620168.0low000010
aminosalicylic acid
1
aminobenzoic acid;
phenols		antitubercular agent201620168.0low000010
pentoxifylline
1
oxopurine201620168.0low000010
perphenazine
1
N-(2-hydroxyethyl)piperazine;
N-alkylpiperazine;
organochlorine compound;
phenothiazines		antiemetic;
dopaminergic antagonist;
phenothiazine antipsychotic drug		201620168.0low000010
phenindione
1
aromatic ketone;
beta-diketone		anticoagulant201620168.0low000010
phenolphthalein
1
phenols201620168.0low000010
4-phenylbutyric acid
1
monocarboxylic acidantineoplastic agent;
apoptosis inducer;
EC 3.5.1.98 (histone deacetylase) inhibitor;
prodrug		201620168.0low000010
phenylbutazone
1
pyrazolidinesantirheumatic drug;
EC 1.1.1.184 [carbonyl reductase (NADPH)] inhibitor;
metabolite;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
peripheral nervous system drug		201620168.0low000010
pinacidil
1
pyridines201620168.0low000010
pipemidic acid
1
amino acid;
monocarboxylic acid;
N-arylpiperazine;
pyridopyrimidine;
quinolone antibiotic		antibacterial drug;
DNA synthesis inhibitor		201620168.0low000010
piracetam
1
organonitrogen compound;
organooxygen compound		201620168.0low000010
pirenperone
1
aromatic ketone201620168.0low000010
praziquantel
1
isoquinolines201620168.0low000010
primidone
1
pyrimidoneanticonvulsant;
environmental contaminant;
xenobiotic		201620168.0low000010
probenecid
1
benzoic acids;
sulfonamide		uricosuric drug201620168.0low000010
probucol
1
dithioketal;
polyphenol		anti-inflammatory drug;
anticholesteremic drug;
antilipemic drug;
antioxidant;
cardiovascular drug		201620168.0low000010
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		201620168.0low000010
proxyphylline
1
oxopurine201620168.0low000010
pyrimethamine
1
aminopyrimidine;
monochlorobenzenes		antimalarial;
antiprotozoal drug;
EC 1.5.1.3 (dihydrofolate reductase) inhibitor		201620168.0low000010
pf 5901
1
quinolines201620168.0low000010
riluzole
1
benzothiazoles201620168.0low000010
ritanserin
1
organofluorine compound;
piperidines;
thiazolopyrimidine		antidepressant;
antipsychotic agent;
anxiolytic drug;
dopaminergic antagonist;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
serotonergic antagonist		201620168.0low000010
rolipram
1
pyrrolidin-2-onesantidepressant;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor		201620168.0low000010
ronidazole
1
C-nitro compound;
carbamate ester;
imidazoles		antiparasitic agent;
antiprotozoal drug		201620168.0low000010
salicylamide
1
phenols;
salicylamides		antirheumatic drug;
non-narcotic analgesic		201620168.0low000010
spiperone
1
aromatic ketone;
azaspiro compound;
organofluorine compound;
piperidines;
tertiary amino compound		alpha-adrenergic antagonist;
antipsychotic agent;
dopaminergic antagonist;
psychotropic drug;
serotonergic antagonist		201620168.0low000010
aldactazide
1
steroid lactone201620168.0medium000010
streptonigrin
1
pyridines;
quinolone		antimicrobial agent;
antineoplastic agent		201620168.0low000010
sulfabenzamide
1
benzenes;
sulfonamide antibiotic;
sulfonamide		antibacterial drug;
antimicrobial drug		201620168.0low000010
sulfacetamide
1
N-sulfonylcarboxamide;
substituted aniline		antibacterial drug;
antiinfective agent;
antimicrobial agent;
EC 2.5.1.15 (dihydropteroate synthase) inhibitor		201620168.0low000010
sulfadimethoxine
1
aromatic ether;
pyrimidines;
substituted aniline;
sulfonamide antibiotic;
sulfonamide		antiinfective agent;
antimicrobial agent;
drug allergen;
environmental contaminant;
xenobiotic		201620168.0low000010
sulfamerazine
1
pyrimidines;
sulfonamide antibiotic;
sulfonamide		antiinfective agent;
drug allergen		201620168.0low000010
sulfamethazine
1
pyrimidines;
sulfonamide antibiotic;
sulfonamide		antibacterial drug;
antiinfective agent;
antimicrobial agent;
carcinogenic agent;
drug allergen;
EC 2.5.1.15 (dihydropteroate synthase) inhibitor;
environmental contaminant;
ligand;
xenobiotic		201620168.0low000010
sulfamethizole
1
sulfonamide antibiotic;
sulfonamide;
thiadiazoles		antiinfective agent;
antimicrobial agent;
drug allergen;
EC 2.5.1.15 (dihydropteroate synthase) inhibitor		201620168.0low000010
sulfamethoxazole
1
isoxazoles;
substituted aniline;
sulfonamide antibiotic;
sulfonamide		antibacterial agent;
antiinfective agent;
antimicrobial agent;
drug allergen;
EC 1.1.1.153 [sepiapterin reductase (L-erythro-7,8-dihydrobiopterin forming)] inhibitor;
EC 2.5.1.15 (dihydropteroate synthase) inhibitor;
environmental contaminant;
epitope;
P450 inhibitor;
xenobiotic		201620168.0low000010
sulfamethoxypyridazine
1
pyridazines;
sulfonamide antibiotic;
sulfonamide		antiinfective agent;
drug allergen;
EC 2.5.1.15 (dihydropteroate synthase) inhibitor		201620168.0low000010
tegafur
1
organohalogen compound;
pyrimidines		201620168.0low000010
terazosin
1
furans;
piperazines;
primary amino compound;
quinazolines		alpha-adrenergic antagonist;
antihypertensive agent;
antineoplastic agent		201620168.0low000010
terfenadine
1
diarylmethane201620168.0low000010
thiabendazole
1
1,3-thiazoles;
benzimidazole fungicide;
benzimidazoles		antifungal agrochemical;
antinematodal drug		201620168.0low000010
tinidazole
1
imidazolesantiamoebic agent;
antibacterial drug;
antiparasitic agent;
antiprotozoal drug		201620168.0low000010
tolazamide
1
N-sulfonylureahypoglycemic agent;
potassium channel blocker		201620168.0low000010
tolbutamide
1
N-sulfonylureahuman metabolite;
hypoglycemic agent;
insulin secretagogue;
potassium channel blocker		201620168.0low000010
tolnaftate
1
monothiocarbamic esterantifungal drug201620168.0low000010
trapidil
1
triazolopyrimidines201620168.0low000010
trichlormethiazide
1
benzothiadiazine;
sulfonamide antibiotic		antihypertensive agent;
diuretic		201620168.0low000010
trimethoprim
1
aminopyrimidine;
methoxybenzenes		antibacterial drug;
diuretic;
drug allergen;
EC 1.5.1.3 (dihydrofolate reductase) inhibitor;
environmental contaminant;
xenobiotic		201620168.0low000010
tyramine
1
monoamine molecular messenger;
primary amino compound;
tyramines		EC 3.1.1.8 (cholinesterase) inhibitor;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
neurotransmitter		201620168.0low000010
vesamicol
1
piperidines201620168.0low000010
xylazine
1
1,3-thiazine;
methylbenzene;
secondary amino compound		alpha-adrenergic agonist;
analgesic;
emetic;
muscle relaxant;
sedative		201620168.0low000010
zopiclone
1
monochloropyridine;
pyrrolopyrazine		central nervous system depressant;
sedative		201620168.0low000010
hydrocortisone acetate
1
cortisol ester;
tertiary alpha-hydroxy ketone		201620168.0low000010
oxyphenonium bromide
1
201620168.0low000010
corticosterone
1
11beta-hydroxy steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(4) steroid;
C21-steroid;
glucocorticoid;
primary alpha-hydroxy ketone		human metabolite;
mouse metabolite		201620168.0low000010
phentolamine
1
imidazoles;
phenols;
substituted aniline;
tertiary amino compound		alpha-adrenergic antagonist;
vasodilator agent		201620168.0low000010
floxuridine
1
nucleoside analogue;
organofluorine compound;
pyrimidine 2'-deoxyribonucleoside		antimetabolite;
antineoplastic agent;
antiviral drug;
radiosensitizing agent		201620168.0low000010
neostigmine methylsulfate
1
arylammonium sulfate saltEC 3.1.1.8 (cholinesterase) inhibitor201620168.0low000010
prednisolone acetate
1
corticosteroid hormone201620168.0low000010
trichlorfon
1
organic phosphonate;
organochlorine compound;
phosphonic ester		agrochemical;
anthelminthic drug;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
insecticide		201620168.0low000010
estrone
1
17-oxo steroid;
3-hydroxy steroid;
phenolic steroid;
phenols		antineoplastic agent;
bone density conservation agent;
estrogen;
human metabolite;
mouse metabolite		201620168.0low000010
androsterone
1
17-oxo steroid;
3alpha-hydroxy steroid;
androstanoid;
C19-steroid		androgen;
anticonvulsant;
human blood serum metabolite;
human metabolite;
human urinary metabolite;
mouse metabolite;
pheromone		201620168.0low000010
promazine hydrochloride
1
hydrochloride201620168.0low000010
azauridine
1
N-glycosyl-1,2,4-triazineantimetabolite;
antineoplastic agent;
drug metabolite		201620168.0low000010
pilocarpine hydrochloride
1
hydrochloride201620168.0low000010
dimethylphenylpiperazinium iodide
1
N-arylpiperazine;
organic iodide salt;
piperazinium salt;
quaternary ammonium salt		nicotinic acetylcholine receptor agonist201620168.0low000010
desoxycorticosterone acetate
1
corticosteroid hormone201620168.0low000010
benzyltrimethylammonium chloride
1
201620168.0medium000010
ethinyl estradiol
1
17-hydroxy steroid;
3-hydroxy steroid;
terminal acetylenic compound		xenoestrogen201620168.0low000010
promethazine hydrochloride
1
hydrochlorideanti-allergic agent;
anticoronaviral agent;
antiemetic;
antipruritic drug;
geroprotector;
H1-receptor antagonist;
local anaesthetic;
sedative		201620168.0low000010
uridine
1
uridinesdrug metabolite;
fundamental metabolite;
human metabolite		201620168.0low000010
tolazoline hydrochloride
1
benzenes201620168.0low000010
acetylcholine chloride
1
quaternary ammonium salt201620168.0low000010
methoxamine hydrochloride
1
dimethoxybenzene201620168.0low000010
papaverine hydrochloride
1
201620168.0low000010
bretylium tosylate
1
organosulfonate salt;
quaternary ammonium salt		adrenergic antagonist;
anti-arrhythmia drug;
antihypertensive agent		201620168.0low000010
methacholine chloride
1
quaternary ammonium salt201620168.0low000010
androstenedione
1
17-oxo steroid;
3-oxo-Delta(4) steroid;
androstanoid		androgen;
Daphnia magna metabolite;
human metabolite;
mouse metabolite		201620168.0low000010
desoxycorticosterone
1
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(4) steroid;
mineralocorticoid;
primary alpha-hydroxy ketone		human metabolite;
mouse metabolite		201620168.0low000010
fluocinolone acetonide
1
11beta-hydroxy steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(1),Delta(4)-steroid;
cyclic ketal;
fluorinated steroid;
glucocorticoid;
organic heteropentacyclic compound;
primary alpha-hydroxy ketone		anti-inflammatory drug;
antipruritic drug		201620168.0low000010
norethynodrel
1
oxo steroid201620168.0low000010
17-alpha-hydroxyprogesterone
1
17alpha-hydroxy-C21-steroid;
17alpha-hydroxy steroid;
tertiary alpha-hydroxy ketone		human metabolite;
metabolite;
mouse metabolite;
progestin		201620168.0low000010
chlorpromazine hydrochloride
1
hydrochloride;
phenothiazines		anticoronaviral agent;
phenothiazine antipsychotic drug		201620168.0low000010
ampicillin
1
beta-lactam antibiotic;
penicillin allergen;
penicillin		antibacterial drug201620168.0low000010
cytarabine hydrochloride
1
201620168.0low000010
trifluridine
1
nucleoside analogue;
organofluorine compound;
pyrimidine 2'-deoxyribonucleoside		antimetabolite;
antineoplastic agent;
antiviral drug;
EC 2.1.1.45 (thymidylate synthase) inhibitor		201620168.0low000010
4-hydroxypropiophenone
1
acetophenones201620168.0low000010
medroxyprogesterone acetate
1
20-oxo steroid;
3-oxo-Delta(4) steroid;
acetate ester;
corticosteroid;
steroid ester		adjuvant;
androgen;
antineoplastic agent;
antioxidant;
female contraceptive drug;
inhibitor;
progestin;
synthetic oral contraceptive		201620168.0low000010
isopropamide iodide
1
diarylmethane201620168.0low000010
mestranol
1
17beta-hydroxy steroid;
aromatic ether;
terminal acetylenic compound		prodrug;
xenoestrogen		201620168.0low000010
lidocaine hydrochloride
1
hydrochlorideanti-arrhythmia drug;
local anaesthetic		201620168.0low000010
triamcinolone acetonide
1
11beta-hydroxy steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(4) steroid;
cyclic ketal;
fluorinated steroid;
glucocorticoid;
primary alpha-hydroxy ketone		anti-allergic agent;
anti-inflammatory drug		201620168.0low000010
dehydrocholic acid
1
12-oxo steroid;
3-oxo-5beta-steroid;
7-oxo steroid;
oxo-5beta-cholanic acid		gastrointestinal drug201620168.0low000010
methylprednisolone
1
6-methylprednisolone;
primary alpha-hydroxy ketone;
tertiary alpha-hydroxy ketone		adrenergic agent;
anti-inflammatory drug;
antiemetic;
environmental contaminant;
neuroprotective agent;
xenobiotic		201620168.0low000010
9,10-phenanthrenequinone
1
phenanthrenes201620168.0low000010
phenothiazine
1
phenothiazineferroptosis inhibitor;
plant metabolite;
radical scavenger		201620168.0low000010
mecoprop
1
aromatic ether;
monocarboxylic acid;
monochlorobenzenes		201620168.0low000010
2-methyl-4-chlorophenoxyacetic acid
1
chlorophenoxyacetic acid;
monochlorobenzenes		environmental contaminant;
phenoxy herbicide;
synthetic auxin		201620168.0low000010
arsanilic acid
1
organoarsonic acid201620168.0low000010
3-aminobenzoic acid
1
aminobenzoic acid201620168.0low000010
pyridostigmine bromide
1
pyridinium salt201620168.0low000010
thiodipropionic acid
1
dicarboxylic acid201620168.0low000010
imipramine hydrochloride
1
hydrochlorideantidepressant201620168.0low000010
neostigmine bromide
1
bromide salt201620168.0low000010
edrophonium chloride
1
chloride salt;
quaternary ammonium salt		antidote;
diagnostic agent;
EC 3.1.1.8 (cholinesterase) inhibitor		201620168.0low000010
maltol
1
4-pyranonesmetabolite201620168.0low000010
cinchophen
1
quinolines201620168.0low000010
methapyrilene hydrochloride
1
hydrochlorideanti-allergic agent;
carcinogenic agent;
H1-receptor antagonist;
sedative		201620168.0low000010
phenazopyridine hydrochloride
1
hydrochloridecarcinogenic agent;
local anaesthetic;
non-narcotic analgesic		201620168.0low000010
tetrracaine hydrochloride
1
benzoate ester201620168.0low000010
protocatechualdehyde
1
dihydroxybenzaldehyde201620168.0low000010
20-alpha-dihydroprogesterone
1
20-hydroxypregn-4-en-3-onehuman metabolite;
mouse metabolite		201620168.0low000010
2-chloroadenosine
1
purine nucleoside201620168.0low000010
diphenhydramine hydrochloride
1
hydrochloride;
organoammonium salt		anti-allergic agent;
antiemetic;
antiparkinson drug;
antipruritic drug;
H1-receptor antagonist;
local anaesthetic;
muscarinic antagonist;
sedative		201620168.0low000010
quinestrol
1
17-hydroxy steroid;
terminal acetylenic compound		xenoestrogen201620168.0low000010
tripelennamine hydrochloride
1
201620168.0medium000010
propantheline bromide
1
xanthenes201620168.0low000010
chlormadinone acetate
1
corticosteroid hormone201620168.0low000010
ethamivan
1
methoxybenzenes;
phenols		201620168.0low000010
pargyline hydrochloride
1
201620168.0low000010
orphenadrine hydrochloride
1
hydrochlorideantiparkinson drug;
H1-receptor antagonist;
muscarinic antagonist;
muscle relaxant;
NMDA receptor antagonist;
parasympatholytic		201620168.0low000010
fluocinonide
1
organic molecular entity201620168.0low000010
fluorometholone
1
11beta-hydroxy steroid;
17alpha-hydroxy steroid;
20-oxo steroid;
3-oxo-Delta(1),Delta(4)-steroid;
fluorinated steroid;
glucocorticoid;
tertiary alpha-hydroxy ketone		anti-inflammatory drug201620168.0low000010
xanthinol niacinate
1
201620168.0low000010
glycyrrhetinic acid
1
cyclic terpene ketone;
hydroxy monocarboxylic acid;
pentacyclic triterpenoid		immunomodulator;
plant metabolite		201620168.0low000010
podophyllotoxin
1
furonaphthodioxole;
lignan;
organic heterotetracyclic compound		antimitotic;
antineoplastic agent;
keratolytic drug;
microtubule-destabilising agent;
plant metabolite;
tubulin modulator		201620168.0low000010
medroxyprogesterone
1
17alpha-hydroxy steroid;
20-oxo steroid;
3-oxo-Delta(4) steroid;
tertiary alpha-hydroxy ketone		contraceptive drug;
progestin;
synthetic oral contraceptive		201620168.0low000010
tetrahydrozoline hydrochloride
1
hydrochloridenasal decongestant;
sympathomimetic agent;
vasoconstrictor agent		201620168.0low000010
1,2-naphthoquinone
1
1,2-naphthoquinonesaryl hydrocarbon receptor agonist;
carcinogenic agent		201620168.0low000010
amitriptyline hydrochloride
1
organic tricyclic compound201620168.0low000010
naphazoline hydrochloride
1
organic molecular entity201620168.0low000010
4,4'-bipyridyl
1
bipyridine201620168.0low000010
tripalmitin
1
triglyceride2004200420.0low000100
doxylamine succinate
1
organic molecular entity201620168.0low000010
monoacetyldapsone
1
acetamides;
anilide;
secondary carboxamide;
sulfone		201620168.0low000010
formestane
1
17-oxo steroid;
3-oxo-Delta(4) steroid;
enol;
hydroxy steroid		antineoplastic agent;
EC 1.14.14.14 (aromatase) inhibitor		201620168.0low000010
chlorotrianisene
1
chloroalkeneantineoplastic agent;
estrogen receptor modulator;
xenoestrogen		201620168.0low000010
aminacrine
1
201620168.0medium000010
isoxsuprine hydrochloride
1
alkylbenzene201620168.0low000010
bethanechol chloride
1
carbamate ester;
chloride salt;
quaternary ammonium salt		muscarinic agonist201620168.0low000010
megestrol acetate
1
20-oxo steroid;
3-oxo-Delta(4) steroid;
acetate ester;
steroid ester		antineoplastic agent;
appetite enhancer;
contraceptive drug;
progestin;
synthetic oral contraceptive		201620168.0low000010
2-hydroxyacetanilide
1
acetamides;
phenols		anti-inflammatory agent;
antineoplastic agent;
antirheumatic drug;
apoptosis inducer;
platelet aggregation inhibitor;
xenobiotic metabolite		201620168.0low000010
acetylcysteine
1
acetylcysteine;
L-cysteine derivative;
N-acetyl-L-amino acid		antidote to paracetamol poisoning;
antiinfective agent;
antioxidant;
antiviral drug;
ferroptosis inhibitor;
geroprotector;
human metabolite;
mucolytic;
radical scavenger;
vulnerary		201620168.0low000010
clopamide
1
sulfonamide201620168.0low000010
phosmet
1
organic thiophosphate;
organothiophosphate insecticide;
phthalimides		acaricide;
agrochemical;
EC 3.1.1.7 (acetylcholinesterase) inhibitor		201620168.0low000010
levonorgestrel
1
17beta-hydroxy steroid;
3-oxo-Delta(4) steroid;
terminal acetylenic compound		contraceptive drug;
female contraceptive drug;
progestin;
synthetic oral contraceptive		201620168.0low000010
malononitrile dimer
1
201620168.0low000010
diphenyl disulfide
1
benzenes201620168.0low000010
cyproheptadine hydrochloride (anhydrous)
1
hydrochloride201620168.0low000010
estradiol valerate
1
steroid ester201620168.0low000010
tetramethylpyrazine
1
alkaloid;
pyrazines		antineoplastic agent;
apoptosis inhibitor;
bacterial metabolite;
neuroprotective agent;
platelet aggregation inhibitor;
vasodilator agent		201620168.0low000010
2,2'-dipyridylamine
1
201620168.0low000010
monolaurin
1
1-monoglyceride;
dodecanoate ester;
rac-1-monoacylglycerol		2004200420.0low000100
pregnenolone carbonitrile
1
aliphatic nitrile201620168.0low000010
flurandrenolone
1
21-hydroxy steroid201620168.0low000010
diethylcarbamazine citrate
1
piperazinecarboxamide201620168.0low000010
azacyclonol
1
diarylmethane201620168.0low000010
5 alpha-androstane-3 alpha,17 beta-diol
1
androstane-3alpha,17beta-diolDaphnia magna metabolite;
human metabolite		201620168.0low000010
guaiacoxyacetic acid
1
201620168.0medium000010
methylene diphosphonate
1
1,1-bis(phosphonic acid)bone density conservation agent;
chelator		201620168.0low000010
amiloride hydrochloride, anhydrous
1
hydrochloridediuretic;
sodium channel blocker		201620168.0low000010
pimozide
1
benzimidazoles;
heteroarylpiperidine;
organofluorine compound		antidyskinesia agent;
dopaminergic antagonist;
first generation antipsychotic;
H1-receptor antagonist;
serotonergic antagonist		201620168.0low000010
flumethasone
1
11beta-hydroxy steroid;
17alpha-hydroxy steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(1),Delta(4)-steroid;
fluorinated steroid;
glucocorticoid;
primary alpha-hydroxy ketone;
tertiary alpha-hydroxy ketone		anti-inflammatory drug201620168.0low000010
azaribine
1
acetate ester;
N-glycosyl-1,2,4-triazine		antipsoriatic;
prodrug		201620168.0low000010
hydrocortisone hemisuccinate
1
dicarboxylic acid monoester;
hemisuccinate;
tertiary alpha-hydroxy ketone		201620168.0low000010
antazoline hydrochloride
1
201620168.0low000010
mebeverine hydrochloride
1
201620168.0low000010
stavudine
1
dihydrofuran;
nucleoside analogue;
organic molecular entity		antimetabolite;
antiviral agent;
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor		201620168.0low000010
clidinium bromide
1
201620168.0low000010
diloxanide furoate
1
carboxylic ester;
furans;
organochlorine compound;
tertiary carboxamide		antiamoebic agent;
prodrug		201620168.0low000010
nitroxoline
1
C-nitro compound;
monohydroxyquinoline		antifungal agent;
antiinfective agent;
antimicrobial agent;
renal agent		201620168.0low000010
cladribine
1
organochlorine compound;
purine 2'-deoxyribonucleoside		antineoplastic agent;
immunosuppressive agent		201620168.0low000010
beclomethasone
1
11beta-hydroxy steroid;
17alpha-hydroxy steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(1),Delta(4)-steroid;
chlorinated steroid;
corticosteroid;
glucocorticoid;
primary alpha-hydroxy ketone;
tertiary alpha-hydroxy ketone		anti-asthmatic drug;
anti-inflammatory drug		201620168.0low000010
alverine citrate
1
citrate salt;
organoammonium salt		antispasmodic drug;
cholinergic antagonist		201620168.0low000010
cyclogyl
1
201620168.0low000010
metoclopramide hydrochloride
1
201620168.0low000010
isoetharine mesylate
1
201620168.0low000010
6-nitroindazole
1
201620168.0low000010
glycerol 1-stearate
1
1-acylglycerol 18:0;
rac-1-monoacylglycerol		algal metabolite;
Caenorhabditis elegans metabolite		2004200420.0low000100
hydrocortisone-17-butyrate
1
butyrate ester;
cortisol ester;
primary alpha-hydroxy ketone		dermatologic drug;
drug allergen		201620168.0low000010
benserazide hydrochloride
1
hydrochlorideantiparkinson drug;
dopaminergic agent;
EC 4.1.1.28 (aromatic-L-amino-acid decarboxylase) inhibitor		201620168.0low000010
pentamethylmelamine
1
201620168.0low000010
eedq
1
201620168.0low000010
ornidazole
1
C-nitro compound;
imidazoles;
organochlorine compound;
secondary alcohol		antiamoebic agent;
antibacterial drug;
antiinfective agent;
antiprotozoal drug;
antitrichomonal drug;
epitope		201620168.0low000010
tetridamin
1
201620168.0low000010
metergoline
1
carbamate ester;
ergoline alkaloid		dopamine agonist;
geroprotector;
serotonergic antagonist		201620168.0low000010
capobenic acid
1
benzamides201620168.0low000010
thymolphthalein
1
terpene lactone201620168.0low000010
clobetasol propionate
1
11beta-hydroxy steroid;
20-oxo steroid;
3-oxo-Delta(1),Delta(4)-steroid;
chlorinated steroid;
fluorinated steroid;
glucocorticoid		anti-inflammatory drug201620168.0low000010
frentizole
1
201620168.0low000010
eterobarb
1
barbiturates201620168.0low000010
oxcarbazepine
1
cyclic ketone;
dibenzoazepine		anticonvulsant;
drug allergen		201620168.0low000010
moricizine hydrochloride
1
hydrochlorideanti-arrhythmia drug201620168.0low000010
zidovudine
1
azide;
pyrimidine 2',3'-dideoxyribonucleoside		antimetabolite;
antiviral drug;
HIV-1 reverse transcriptase inhibitor		201620168.0low000010
proroxan hydrochloride
1
201620168.0medium000010
etomidate
1
imidazoles201620168.0low000010
buspirone hydrochloride
1
hydrochlorideanxiolytic drug;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
sedative;
serotonergic agonist		201620168.0low000010
propafenone hydrochloride
1
hydrochlorideanti-arrhythmia drug201620168.0low000010
bezafibrate
1
aromatic ether;
monocarboxylic acid amide;
monocarboxylic acid;
monochlorobenzenes		antilipemic drug;
environmental contaminant;
geroprotector;
xenobiotic		201620168.0low000010
sq-11725
1
201620168.0low000010
picobenzide
1
201620168.0low000010
flecainide acetate
1
acetate saltanti-arrhythmia drug201620168.0low000010
nicardipine hydrochloride
1
dihydropyridinegeroprotector201620168.0low000010
triadimenol
1
aromatic ether;
conazole fungicide;
hemiaminal ether;
monochlorobenzenes;
secondary alcohol;
triazole fungicide		antifungal agrochemical;
EC 1.14.13.70 (sterol 14alpha-demethylase) inhibitor;
xenobiotic metabolite		201620168.0low000010
captopril
1
alkanethiol;
L-proline derivative;
N-acylpyrrolidine;
pyrrolidinemonocarboxylic acid		antihypertensive agent;
EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor		201620168.0low000010
terazosin hydrochloride anhydrous
1
201620168.0low000010
pergolide mesylate
1
methanesulfonate saltantiparkinson drug;
dopamine agonist;
geroprotector		201620168.0low000010
cerm-1978
1
hydrochloride201620168.0low000010
dazoxiben hydrochloride
1
201620168.0medium000010
lovastatin
1
delta-lactone;
fatty acid ester;
hexahydronaphthalenes;
polyketide;
statin (naturally occurring)		anticholesteremic drug;
antineoplastic agent;
Aspergillus metabolite;
prodrug		201620168.0low000010
mifepristone
1
3-oxo-Delta(4) steroid;
acetylenic compound;
tertiary amino compound		abortifacient;
contraceptive drug;
hormone antagonist;
synthetic oral contraceptive		201620168.0low000010
tobramycin sulfate
1
201620168.0medium000010
benzylaminopurine
1
6-aminopurinescytokinin;
plant metabolite		201620168.0low000010
fluoxetine hydrochloride
1
hydrochloride;
N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine		201620168.0low000010
diltiazem hydrochloride
1
hydrochlorideantihypertensive agent;
calcium channel blocker;
vasodilator agent		201620168.0low000010
trazodone hydrochloride
1
hydrochlorideadrenergic antagonist;
antidepressant;
H1-receptor antagonist;
sedative;
serotonin uptake inhibitor		201620168.0low000010
verapamil hydrochloride
1
201620168.0low000010
doxazosin mesylate
1
methanesulfonate saltgeroprotector201620168.0low000010
amantadine hydrochloride
1
hydrochlorideantiviral agent;
dopamine agonist;
NMDA receptor antagonist		201620168.0low000010
norharman
1
beta-carbolines;
mancude organic heterotricyclic parent		fungal metabolite;
marine metabolite		201620168.0low000010
desipramine hydrochloride
1
hydrochloridedrug allergen201620168.0low000010
ticlopidine hydrochloride
1
hydrochloride201620168.0low000010
dopamine hydrochloride
1
catecholamine201620168.0low000010
sulconazole, mononitrate, (+-)-isomer
1
conazole antifungal drug;
imidazole antifungal drug;
organic nitrate salt		201620168.0low000010
acetylcholine bromide
1
bromide salt;
quaternary ammonium salt		201620168.0medium000010
aloxistatin
1
epoxide;
ethyl ester;
L-leucine derivative;
monocarboxylic acid amide		anticoronaviral agent;
cathepsin B inhibitor		201620168.0low000010
tryptamide
1
201620168.0low000010
trihexyphenidyl hydrochloride
1
aralkylamine201620168.0low000010
oxyphencyclimine hydrochloride
1
pyrimidines201620168.0low000010
thioridazine hydrochloride
1
hydrochloridefirst generation antipsychotic;
geroprotector		201620168.0low000010
diphenylpyraline hydrochloride
1
hydrochloridecholinergic antagonist;
H1-receptor antagonist		201620168.0low000010
procainamide hydrochloride
1
hydrochlorideanti-arrhythmia drug201620168.0low000010
siquil
1
hydrochlorideanticoronaviral agent201620168.0low000010
mepivacaine hydrochloride
1
hydrochloride;
piperidinecarboxamide		local anaesthetic201620168.0low000010
oxymetazoline hydrochloride
1
hydrochloridealpha-adrenergic agonist;
nasal decongestant;
sympathomimetic agent;
vasoconstrictor agent		201620168.0low000010
diphenidol hydrochloride
1
diarylmethane201620168.0medium000010
alprenolol hydrochloride
1
hydrochloride201620168.0low000010
edoxudin
1
pyrimidine 2'-deoxyribonucleoside201620168.0low000010
2-methoxyestradiol
1
17beta-hydroxy steroid;
3-hydroxy steroid		angiogenesis modulating agent;
antimitotic;
antineoplastic agent;
human metabolite;
metabolite;
mouse metabolite		201620168.0low000010
6-ketoestradiol
1
201620168.0low000010
17 beta-estradiol hemisuccinate
1
201620168.0medium000010
amizyl
1
201620168.0medium000010
salicylhydroxamic acid
1
hydroxamic acid;
phenols		antibacterial drug;
EC 1.11.2.2 (myeloperoxidase) inhibitor;
EC 3.5.1.5 (urease) inhibitor;
trypanocidal drug		201620168.0low000010
1,7-phenanthroline
1
phenanthroline201620168.0low000010
3-fluoro-4-hydroxyphenylacetic acid
1
201620168.0medium000010
dyclonine hydrochloride
1
hydrochloridetopical anaesthetic201620168.0low000010
clomipramine hydrochloride
1
hydrochlorideanticoronaviral agent;
antidepressant;
serotonergic antagonist;
serotonergic drug		201620168.0low000010
prazosin hydrochloride
1
hydrochloride201620168.0low000010
mianserin hydrochloride
1
hydrochloridegeroprotector201620168.0low000010
miconazole nitrate
1
201620168.0low000010
econazole nitrate
1
201620168.0low000010
2,4-dimethoxybenzaldehyde
1
201620168.0medium000010
enrofloxacin
1
cyclopropanes;
N-alkylpiperazine;
N-arylpiperazine;
organofluorine compound;
quinolinemonocarboxylic acid;
quinolone		antibacterial agent;
antimicrobial agent;
antineoplastic agent		201620168.0low000010
clobetasone butyrate
1
organic molecular entity201620168.0low000010
loxapine succinate
1
succinate saltgeroprotector201620168.0low000010
guanfacine hydrochloride
1
acetamidesgeroprotector201620168.0low000010
labetalol hydrochloride
1
salicylamides201620168.0low000010
diflorasone diacetate
1
11beta-hydroxy steroid;
20-oxo steroid;
3-oxo-Delta(1),Delta(4)-steroid;
acetate ester;
fluorinated steroid;
glucocorticoid		anti-inflammatory drug;
antipruritic drug		201620168.0low000010
acecainide hydrochloride
1
201620168.0low000010
loperamide hydrochloride
1
hydrochlorideanticoronaviral agent;
antidiarrhoeal drug;
mu-opioid receptor agonist		201620168.0low000010
maprotiline hydrochloride
1
anthracenes201620168.0low000010
hydroxyzine dihydrochloride
1
201620168.0medium000010
betamipron
1
organonitrogen compound;
organooxygen compound		201620168.0low000010
secnidazole
1
C-nitro compound;
imidazoles;
secondary alcohol		epitope201620168.0low000010
ergocornine
1
ergot alkaloid201620168.0low000010
pramoxine hydrochloride
1
aromatic ether201620168.0low000010
butyrylcholine chloride
1
201620168.0medium000010
1-benzylimidazole
1
201620168.0low000010
chloropyramine hydrochloride
1
201620168.0low000010
6-aminoindazole
1
indazoles201620168.0medium000010
5-aminoindazole
1
201620168.0low000010
phentolamine mesylate
1
201620168.0low000010
oxybutynin hydrochloride
1
hydrochloride201620168.0low000010
2-methylhippuric acid
1
N-acylglycinemetabolite201620168.0low000010
prilocaine hydrochloride
1
hydrochloridelocal anaesthetic201620168.0low000010
meclizine hydrochloride
1
201620168.0medium000010
11-hydroxyprogesterone, (11alpha)-isomer
1
11alpha-hydroxy steroid;
20-oxo steroid;
3-oxo-Delta(4) steroid		201620168.0low000010
malic acid, (r)-isomer
1
malic acid201620168.0medium000010
21-deoxycortisol
1
11beta-hydroxy steroid;
17alpha-hydroxy-C21-steroid;
deoxycortisol;
tertiary alpha-hydroxy ketone		human blood serum metabolite;
mouse metabolite		201620168.0low000010
estrone 3-methyl ether
1
201620168.0low000010
e-250
1
201620168.0medium000010
rac-glycerol 1-monodecanoate
2
rac-1-monoacylglycerol2004201614.0low000110
nipecotic acid amide
1
piperidinecarboxamide201620168.0low000010
levcromakalim
1
1-benzopyran201620168.0low000010
tachistin
1
201620168.0low000010
cortisol octanoate
1
corticosteroid hormone201620168.0medium000010
armepavine
1
201620168.0medium000010
n(6)-phenyladenosine
1
purine nucleoside201620168.0low000010
mizoribine
1
imidazolesanticoronaviral agent201620168.0low000010
alphaxalone
1
corticosteroid hormone201620168.0low000010
bicuculline methiodide
1
201620168.0low000010
beta-carboline-3-carboxylic acid ethyl ester
1
beta-carbolines201620168.0low000010
tryptoline
1
beta-carbolines201620168.0low000010
gamma-fagarine
1
organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle		201620168.0low000010
betaxolol hydrochloride
1
hydrochlorideantihypertensive agent;
beta-adrenergic antagonist		201620168.0low000010
Zearalanone
1
macrolide;
resorcinols		201620168.0low000010
butethamate citrate
1
201620168.0medium000010
4-(4-(4-chlorophenyl)-4-hydroxy-1-piperidinyl)-1-(4-fluorophenyl)-1-butanol
1
piperidines201620168.0low000010
gallopamil hydrochloride
1
201620168.0low000010
histamine dihydrochloride
1
201620168.0medium000010
1,3-dimethylbenzimidazoline-2-thione
1
201620168.0medium000010
2-palmitoylglycerol
1
2-acylglycerol 16:0algal metabolite2004200420.0low000100
n-(n-(3-carboxyoxirane-2-carbonyl)leucyl)isoamylamine
1
leucine derivative201620168.0low000010
desloratadine
1
benzocycloheptapyridineanti-allergic agent;
cholinergic antagonist;
drug metabolite;
H1-receptor antagonist		201620168.0low000010
3,4-dichloro-n-methyl-n-(2-(1-pyrrolidinyl)cyclohexyl)-benzeneacetamide, (trans)-(+-)-isomer
1
201620168.0low000010
dichloro-1,2-diaminocyclohexane platinum complex
1
201620168.0medium000010
1,4-di(2'-thienyl)-1,4-butadione
1
201620168.0medium000010
idazoxan hydrochloride
1
201620168.0low000010
methyl 5-aminolevulinate hydrochloride
1
hydrochlorideantineoplastic agent;
dermatologic drug;
photosensitizing agent;
prodrug		201620168.0medium000010
antazoline phosphate
1
201620168.0medium000010
pridinol mesylate
1
201620168.0medium000010
17 alpha-hydroxyprogesterone caproate
1
corticosteroid hormone201620168.0low000010
atropine
1
201620168.0low000010
5-fluorotryptamine monohydrochloride
1
201620168.0medium000010
piribedil mesylate
1
201620168.0medium000010
serc
1
201620168.0medium000010
procyclidine hydrochloride
1
hydrochloride201620168.0low000010
(7R)-7,15,17-trihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-13-one
1
macrolide201620168.0medium000010
cortisone
1
11-oxo steroid;
17alpha-hydroxy steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(4) steroid;
C21-steroid;
glucocorticoid;
primary alpha-hydroxy ketone;
tertiary alpha-hydroxy ketone		human metabolite;
mouse metabolite		201620168.0low000010
equilin
1
17-oxo steroid;
3-hydroxy steroid		201620168.0low000010
adrenosterone
1
11-oxo steroid;
17-oxo steroid;
3-oxo-Delta(4) steroid;
androstanoid		androgen;
EC 1.1.1.146 (11beta-hydroxysteroid dehydrogenase) inhibitor;
human urinary metabolite;
marine metabolite		201620168.0low000010
gossypol acetic acid
1
201620168.0low000010
epinastine
1
corticosteroid hormone201620168.0low000010
benzatropine methanesulfonate
1
201620168.0medium000010
4',6-dihydroxy-5,7-dimethoxyflavone
1
dihydroxyflavone;
dimethoxyflavone		201620168.0medium000010
2-hydroxyestradiol
1
17beta-hydroxy steroid;
2-hydroxy steroid		carcinogenic agent;
human metabolite;
metabolite;
mouse metabolite;
prodrug		201620168.0low000010
medrysone
1
corticosteroid hormone201620168.0low000010
artisone acetate
1
corticosteroid hormone201620168.0medium000010
chondocurine (1beta)-(+-)-isomer
1
aromatic ether201620168.0low000010
4-methoxyxanthone
1
201620168.0low000010
2-methyl-N-[4-(propan-2-ylamino)phenyl]-2-propenamide
1
amine201620168.0medium000010
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		201620168.0low000010
mandelic acid, (s)-isomer
1
(2S)-2-hydroxy monocarboxylic acid;
mandelic acid		201620168.0medium000010
tosylphenylalanyl chloromethyl ketone
1
alpha-chloroketone;
sulfonamide		alkylating agent;
serine proteinase inhibitor		201620168.0low000010
cortodoxone
1
deoxycortisol;
glucocorticoid;
primary alpha-hydroxy ketone;
tertiary alpha-hydroxy ketone		human metabolite;
mouse metabolite		201620168.0low000010
acebutolol hydrochloride
1
hydrochlorideanti-arrhythmia drug;
antihypertensive agent;
beta-adrenergic antagonist;
sympathomimetic agent		201620168.0low000010
amiodarone hydrochloride
1
aromatic ketone201620168.0low000010
dicyclomine hydrochloride
1
hydrochlorideantispasmodic drug;
muscarinic antagonist		201620168.0low000010
nortriptyline hydrochloride
1
organic tricyclic compoundgeroprotector201620168.0low000010
difluprednate
1
butyrate ester;
corticosteroid hormone		201620168.0low000010
dironyl
1
organic molecular entity201620168.0low000010
vinpocetine
1
alkaloidgeroprotector201620168.0low000010
amcinonide
1
11beta-hydroxy steroid;
20-oxo steroid;
3-oxo-Delta(1),Delta(4)-steroid;
acetate ester;
corticosteroid;
fluorinated steroid;
spiroketal		anti-inflammatory drug201620168.0low000010
flumethasone pivalate
1
11beta-hydroxy steroid;
17alpha-hydroxy steroid;
20-oxo steroid;
3-oxo-Delta(1),Delta(4)-steroid;
fluorinated steroid;
glucocorticoid;
pivalate ester;
tertiary alpha-hydroxy ketone		anti-inflammatory drug;
antipruritic drug		201620168.0low000010
dihydroergocristine monomesylate
1
methanesulfonate saltalpha-adrenergic antagonist;
geroprotector;
vasodilator agent		201620168.0low000010
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		201620168.0low000010
resveratrol
1
resveratrolantioxidant;
phytoalexin;
plant metabolite;
quorum sensing inhibitor;
radical scavenger		201620168.0low000010
adenosine-5'-(n-ethylcarboxamide)
1
adenosines;
monocarboxylic acid amide		adenosine A1 receptor agonist;
adenosine A2A receptor agonist;
antineoplastic agent;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor;
vasodilator agent		201620168.0low000010
histidyl-proline diketopiperazine
1
dipeptide;
homodetic cyclic peptide;
imidazoles;
pyrrolopyrazine		anti-inflammatory agent;
dopamine uptake inhibitor;
human blood serum metabolite		201620168.0medium000010
afimoxifene
1
phenols;
tertiary amino compound		antineoplastic agent;
estrogen receptor antagonist;
metabolite		201620168.0low000010
ketoconazole
1
cis-1-acetyl-4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine201620168.0low000010
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		201620168.0low000010
azaserine
1
carboxylic ester;
diazo compound;
L-serine derivative;
non-proteinogenic L-alpha-amino acid		antifungal agent;
antimetabolite;
antimicrobial agent;
antineoplastic agent;
glutamine antagonist;
immunosuppressive agent;
metabolite		201620168.0low000010
maltitol
1
alpha-D-glucoside;
glycosyl alditol		laxative;
metabolite;
sweetening agent		201620168.0low000010
chalcone
1
chalconeEC 3.2.1.1 (alpha-amylase) inhibitor201620168.0low000010
thermospine
1
201620168.0medium000010
dibenzylidene acetone
1
201620168.0low000010
4-methoxy-1,3-dimethyl-6-thiophen-2-yl-8-cyclohepta[c]furanone
1
cycloheptafuran201620168.0medium000010
5-[(5-methoxycarbonyl-2-methyl-3-furanyl)methoxy]-2-methyl-3-benzofurancarboxylic acid 2-methoxyethyl ester
1
2-methoxyethyl ester;
benzofurans		201620168.0medium000010
5,6,7-trimethoxy-1-methyl-2-indolecarboxylic acid
1
indolyl carboxylic acid201620168.0medium000010
haplamine
1
organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle		201620168.0low000010
octotropine methylbromide
1
201620168.0low000010
diethylstilbestrol dipropionate
1
201620168.0low000010
(1S,2R)-2-(octylamino)-1-[4-(propan-2-ylthio)phenyl]-1-propanol
1
alkylbenzene201620168.0low000010
glycerylphosphorylcholine
1
phosphocholines;
sn-glycerol 3-phosphates		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
neuroprotective agent;
parasympatholytic;
Saccharomyces cerevisiae metabolite		201620168.0medium000010
n-methylscopolamine nitrate
1
201620168.0medium000010
propylthiouracil
1
pyrimidinethioneantidote to paracetamol poisoning;
antimetabolite;
antioxidant;
antithyroid drug;
carcinogenic agent;
EC 1.14.13.39 (nitric oxide synthase) inhibitor;
hormone antagonist		201620168.0low000010
phenytoin sodium
1
201620168.0medium000010
nsc 4347
1
201620168.0low000010
ipratropium bromide anhydrous
1
201620168.0low000010
4-methoxy-N1,N3-bis(3-pyridinyl)benzene-1,3-dicarboxamide
1
benzamides201620168.0medium000010
methamilane methiodide
1
201620168.0medium000010
physostigmine salicylate
1
azaheterocycle salicylate salt;
salicylates		201620168.0low000010
pilocarpine nitrate
1
201620168.0low000010
n(6)-cyclopentyladenosine
1
201620168.0low000010
methylatropine nitrate
1
201620168.0low000010
1-[1-oxo-2-[(4-oxo-2,3-dihydro-1H-cyclopenta[c][1]benzopyran-7-yl)oxy]ethyl]-4-piperidinecarboxylic acid
1
coumarins201620168.0medium000010
prothionamide
1
pyridines201620168.0low000010
2-(2,3,4-trimethoxyphenyl)-2,3-dihydro-1,3-benzoxazin-4-one
1
benzoxazine201620168.0medium000010
dienestrol
1
201620168.0low000010
methylthiouracil
1
pyrimidone201620168.0low000010
4-methoxy-N-(3-pyridinylmethyl)benzamide
1
benzamides201620168.0medium000010
caffeic acid
1
caffeic acidgeroprotector;
mouse metabolite		201620168.0low000010
5-methyl-4-[(2-oxo-1-benzopyran-7-yl)oxymethyl]-2-furancarboxylic acid methyl ester
1
coumarins201620168.0medium000010
2-(1,3-dioxo-2-isoindolyl)-N-(3-nitrophenyl)acetamide
1
phthalimides201620168.0medium000010
urocanic acid
1
urocanic acidhuman metabolite201620168.0low000010
2-(3,4-dimethoxyphenyl)-1-(2,4,6-trihydroxyphenyl)ethanone
1
stilbenoid201620168.0medium000010
3-(4-methoxyphenyl)-5-(2-phenylethyl)-1,2,4-oxadiazole
1
oxadiazole;
ring assembly		201620168.0medium000010
3-(3,5-dimethyl-7-oxo-6-furo[3,2-g][1]benzopyranyl)propanoic acid
1
psoralens201620168.0medium000010
1,6-dimethyl-3-(2-pyridinyl)pyrimido[5,4-e][1,2,4]triazine-5,7-dione
1
pyrimidotriazine201620168.0medium000010
thiothixene
1
N-methylpiperazineanticoronaviral agent201620168.0low000010
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		201620168.0low000010
9-hydroxy-4-[1-oxo-2-[4-(phenylmethyl)-1-piperazinyl]ethyl]-2,3-dihydro-1H-[1]benzopyrano[3,4-b]pyridin-5-one
1
pyridochromene201620168.0medium000010
5-bromo-3-pyridinecarboxylic acid [3-(3-methylphenoxy)-4-oxo-1-benzopyran-7-yl] ester
1
chromones201620168.0medium000010
5-methyl-4-[(3-methyl-6-oxo-7,8,9,10-tetrahydrobenzo[c][1]benzopyran-1-yl)oxymethyl]-2-furancarboxylic acid
1
coumarins201620168.0medium000010
4-methyl-3-(phenylmethyl)-7-[(3,4,5-trimethoxyphenyl)methoxy]-1-benzopyran-2-one
1
coumarins201620168.0medium000010
[2-(4-methoxyphenyl)-6-methyl-4-quinolinyl]-(4-morpholinyl)methanone
1
quinolines201620168.0medium000010
5-(3,3-dimethyl-2-oxobutoxy)-3,4,7-trimethyl-1-benzopyran-2-one
1
coumarins201620168.0medium000010
N-[4-(4-morpholinyl)phenyl]-5-(2-nitrophenyl)-2-furancarboxamide
1
aromatic amide;
furans		201620168.0medium000010
2-(8-methoxy-2-methyl-4-oxo-1-quinolinyl)-N-(2-methoxyphenyl)acetamide
1
quinolines201620168.0medium000010
N-[(6-methoxy-2-oxo-1H-quinolin-3-yl)methyl]-N-propan-2-yl-2-furancarboxamide
1
quinolines201620168.0medium000010
cinnarizine
1
diarylmethane;
N-alkylpiperazine;
olefinic compound		anti-allergic agent;
antiemetic;
calcium channel blocker;
geroprotector;
H1-receptor antagonist;
histamine antagonist;
muscarinic antagonist		201620168.0low000010
2-(4-bromophenyl)-1-(2,4-dihydroxyphenyl)ethanone
1
stilbenoid201620168.0medium000010
1-cyclohexyl-3-(6-ethoxy-1,3-benzothiazol-2-yl)urea
1
benzothiazoles201620168.0medium000010
N-[(3,5-dimethoxyphenyl)methyl]-1-(2,3,4-trimethoxyphenyl)methanamine
1
dimethoxybenzene201620168.0medium000010
2-[[5-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]-4-oxo-2-phenyl-1-benzopyran-7-yl]oxy]acetic acid tert-butyl ester
1
flavones;
tert-butyl ester		201620168.0medium000010
ethylenethiourea
1
imidazolidines201620168.0low000010
tacrine hydrochloride
1
201620168.0low000010
p-aminosalicylic acid monosodium salt
1
organic molecular entity201620168.0low000010
digoxin
1
cardenolide glycoside;
steroid saponin		anti-arrhythmia drug;
cardiotonic drug;
EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor;
epitope		201620168.0low000010
mecysteine hydrochloride
1
alpha-amino acid ester201620168.0medium000010
ethionamide
1
pyridines;
thiocarboxamide		antilipemic drug;
antitubercular agent;
fatty acid synthesis inhibitor;
leprostatic drug;
prodrug		201620168.0low000010
2-(2-furanyl)-4-thiazolidinecarboxylic acid
1
organonitrogen compound;
organooxygen compound		201620168.0medium000010
dihydrosamidine
1
201620168.0medium000010
N-(2-methoxycyclohexyl)-3,4-dimethylaniline
1
methylbenzene201620168.0medium000010
eskazine
1
201620168.0low000010
2-(3,4-dimethylphenyl)-5-ethyl-5-phenyl-1,2,4-triazolidine-3-thione
1
methylbenzene201620168.0medium000010
2-[3-oxo-1-[[[oxo(thiophen-2-yl)methyl]amino]-sulfanylidenemethyl]-2-piperazinyl]acetic acid propan-2-yl ester
1
isopropyl ester;
piperazines		201620168.0medium000010
zeranol
1
macrolide201620168.0low000010
trimethoprim
1
201620168.0medium000010
4-hydroxy-1-[1-oxo-2-(phenylmethoxycarbonylamino)propyl]-2-pyrrolidinecarboxylic acid
1
peptide201620168.0medium000010
N-(2,3-dihydro-1,4-benzodioxin-3-ylmethyl)-2-(2,3-dimethoxyphenyl)acetamide
1
dimethoxybenzene201620168.0medium000010
3-acetyl-6-methyl-1H-quinolin-4-one
1
quinolines201620168.0medium000010
3-(phenylthio)-1-(1-pyrrolidinyl)-1-propanone
1
aryl sulfide201620168.0medium000010
N-(3-chlorophenyl)-5-oxo-9b-phenyl-2,3-dihydroimidazo[2,1-a]isoindole-1-carboxamide
1
imidazolidines201620168.0medium000010
Anthraniloyllycoctonine
1
diterpene alkaloid201620168.0medium000010
N-[4-[(cyclohexylamino)-oxomethyl]phenyl]-3-pyridinecarboxamide
1
aromatic amide201620168.0medium000010
1-[3-[[4-(4-fluorophenyl)-1-piperazinyl]methyl]-4-methoxyphenyl]-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid
1
harmala alkaloid201620168.0medium000010
diclofenac sodium
1
organic sodium salt201620168.0low000010
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		201620168.0low000010
prostaglandin b1
1
prostaglandins Bhuman metabolite201620168.0low000010
prostaglandin f1
1
prostaglandins Falphahuman metabolite201620168.0low000010
pulmicort
1
11beta-hydroxy steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(1),Delta(4)-steroid;
cyclic acetal;
glucocorticoid;
primary alpha-hydroxy ketone		anti-inflammatory drug;
bronchodilator agent;
drug allergen		201620168.0low000010
timolol maleate
1
maleate saltanti-arrhythmia drug;
antiglaucoma drug;
antihypertensive agent;
beta-adrenergic antagonist		201620168.0low000010
brompheniramine maleate
1
maleate saltanti-allergic agent201620168.0low000010
zearalenone
1
macrolide;
resorcinols		fungal metabolite;
mycoestrogen		201620168.0low000010
estriol 17-glucuronide
1
steroid saponin201620168.0medium000010
tranilast
1
amidobenzoic acid;
cinnamamides;
dimethoxybenzene;
secondary carboxamide		anti-allergic agent;
anti-asthmatic drug;
antineoplastic agent;
aryl hydrocarbon receptor agonist;
calcium channel blocker;
hepatoprotective agent;
nephroprotective agent		201620168.0low000010
4-hydroxyestradiol
1
4-hydroxy steroidmetabolite201620168.0low000010
menatetrenone
1
menaquinoneanti-inflammatory agent;
antioxidant;
bone density conservation agent;
human metabolite;
neuroprotective agent		201620168.0low000010
xylometazoline hydrochloride
1
201620168.0low000010
ketotifen fumarate
1
organoammonium saltanti-asthmatic drug;
H1-receptor antagonist		201620168.0low000010
dinoprost tromethamine
1
organic molecular entity201620168.0low000010
hydrocortisone valerate
1
cortisol ester;
glucocorticoid;
primary alpha-hydroxy ketone;
valerate ester		201620168.0low000010
prostaglandin f2 methyl ester
1
prostanoid201620168.0low000010
2-bromoergocryptine mesylate
1
201620168.0medium000010
perhexiline maleate
1
201620168.0low000010
phenoxybenzamine hydrochloride
1
organic molecular entity201620168.0low000010
phenylephrine hydrochloride
1
hydrochloride201620168.0low000010
mepyramine maleate
1
201620168.0low000010
ethisterone
1
17beta-hydroxy steroid;
3-oxo-Delta(4) steroid;
terminal acetylenic compound;
tertiary alcohol		drug metabolite;
progestin		201620168.0low000010
nalmefene
1
morphinane alkaloid201620168.0low000010
6alpha-hydroxy-17beta-estradiol
1
6alpha-hydroxy steroid201620168.0medium000010
desoximetasone
1
11beta-hydroxy steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(1),Delta(4)-steroid;
fluorinated steroid;
glucocorticoid;
primary alpha-hydroxy ketone		anti-inflammatory drug;
antipruritic drug		201620168.0low000010
cytochalasin b
1
cytochalasin;
lactam;
lactone;
organic heterotricyclic compound		actin polymerisation inhibitor;
metabolite;
mycotoxin;
platelet aggregation inhibitor		201620168.0low000010
u-44619
1
201620168.0low000010
furazolidone
1
201620168.0low000010
tyrphostin ag 555
1
201620168.0low000010
nifuroxazide
1
benzoic acids201620168.0low000010
molsidomine
1
ethyl ester;
morpholines;
oxadiazole;
zwitterion		antioxidant;
apoptosis inhibitor;
cardioprotective agent;
nitric oxide donor;
vasodilator agent		201620168.0low000010
rg 13022
1
201620168.0low000010
styrylquinoline
1
2-styrylquinoline201620168.0low000010
kavain
1
racemateglycine receptor antagonist201620168.0low000010
enalapril maleate
1
maleate saltantihypertensive agent;
EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor;
prodrug		201620168.0low000010
trimebutine maleate salt
1
trihydroxybenzoic acid201620168.0low000010
vinblastine sulfate
1
201620168.0low000010
vincristine sulfate
1
201620168.0medium000010
3-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-5,7-dihydroxy-2-methyl-1-benzopyran-4-one
1
isoflavones201620168.0medium000010
(2R)-2-[[(2R,3R,4R)-2-amino-4-hydroxy-4-(5-hydroxy-2-pyridinyl)-3-methyl-1-oxobutyl]amino]-2-[(2S,3R,4S,5S)-5-(2,4-dioxo-1-pyrimidinyl)-3,4-dihydroxy-2-oxolanyl]acetic acid
1
peptide201620168.0medium000010
n-methylscopolamine bromide
1
201620168.0low000010
naltrexone hydrochloride
1
hydrochlorideantidote to opioid poisoning;
central nervous system depressant;
mu-opioid receptor antagonist		201620168.0low000010
guanabenz acetate
1
dichlorobenzenegeroprotector201620168.0low000010
nylidrin hydrochloride
1
alkylbenzene201620168.0low000010
triprolidine hydrochloride anhydrous
1
hydrochlorideH1-receptor antagonist201620168.0low000010
phentolamine
1
201620168.0low000010
fendiline hydrochloride
1
201620168.0low000010
tiapridex
1
benzamides201620168.0low000010
nab-365
1
hydrochloridebeta-adrenergic agonist;
bronchodilator agent;
sympathomimetic agent		201620168.0medium000010
dithiazanine iodide
1
benzothiazoles;
organic iodide salt		anthelminthic drug;
fluorochrome		201620168.0medium000010
sinequan
1
dibenzooxazepine201620168.0low000010
buflomedil hydrochloride
1
aromatic ketone201620168.0low000010
moxisylyte hydrochloride
1
monoterpenoid201620168.0low000010
dirithromycin
1
macrolide antibioticprodrug201620168.0low000010
fluphenazine
1
201620168.0medium000010
homochlorocyclizine monohydrochloride
1
201620168.0medium000010
butoxamine hydrochloride
1
201620168.0medium000010
scopolamine hydrobromide
1
201620168.0low000010
protriptyline hydrochloride
1
hydrochlorideantidepressant201620168.0low000010
emetine hydrochloride
1
201620168.0medium000010
epinephrine bitartrate
1
201620168.0low000010
bicuculline methobromide
1
201620168.0low000010
6 beta-hydroxycortisol
1
11beta-hydroxy steroid;
17alpha-hydroxy steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(4) steroid;
6beta-hydroxy steroid;
C21-steroid;
primary alpha-hydroxy ketone;
tertiary alpha-hydroxy ketone		human metabolite;
mammalian metabolite;
probe		201620168.0low000010
butylscopolammonium bromide
1
201620168.0low000010
androst-16-en-3-one
1
3-oxo steroid;
androstanoid		mammalian metabolite;
pheromone		201620168.0low000010
butaclamol hydrochloride
1
201620168.0low000010
dihydroouabain
1
cardenolide glycosideEC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor;
radiosensitizing agent		201620168.0medium000010
LSM-6455
1
peptide ergot alkaloid201620168.0medium000010
estradiol 17-acetate
1
steroid ester201620168.0low000010
(3aR,6aR)-5-(3-methoxyphenyl)-3-[oxo(2-pyrazinyl)methyl]-3a,6a-dihydro-1H-pyrrolo[3,4-c]pyrazole-4,6-dione
1
pyrrolidines201620168.0medium000010
3-morpholino-sydnonimine monohydrochloride
1
201620168.0low000010
cefotaxime sodium
1
organic sodium salt201620168.0low000010
N-[[3-(2-chlorophenyl)-1-(4-fluorophenyl)-4-pyrazolyl]methyl]-2-(2-pyridinyl)ethanamine
1
pyrazoles;
ring assembly		201620168.0medium000010
bucladesine
1
3',5'-cyclic purine nucleotide201620168.0low000010
ampicillin sodium
1
organic sodium salt201620168.0low000010
penicillin g potassium
1
organic potassium salt201620168.0low000010
piperacillin sodium
1
organic sodium salt201620168.0low000010
cefoxitin sodium
1
organic molecular entity201620168.0low000010
nafcillin sodium
1
organic sodium salt201620168.0low000010
cefamandole nafate
1
organic sodium saltantibacterial drug201620168.0low000010
sodium diatrizoate
1
organic sodium salt;
organoiodine compound		radioopaque medium201620168.0low000010
estrone sulfate, potassium salt
1
201620168.0medium000010
cefazolin sodium
1
organic sodium salt201620168.0low000010
naproxen sodium
1
organic sodium saltantipyretic;
cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		201620168.0low000010
oxytetracycline, anhydrous
1
201620168.0low000010
piroxicam
1
benzothiazine;
monocarboxylic acid amide;
pyridines		analgesic;
antirheumatic drug;
cyclooxygenase 1 inhibitor;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
non-steroidal anti-inflammatory drug		201620168.0low000010
acenocoumarol
1
C-nitro compound;
hydroxycoumarin;
methyl ketone		anticoagulant;
EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor		201620168.0low000010
mobic
1
1,3-thiazoles;
benzothiazine;
monocarboxylic acid amide		analgesic;
antirheumatic drug;
cyclooxygenase 2 inhibitor;
non-steroidal anti-inflammatory drug		201620168.0low000010
mobiflex
1
heteroaryl hydroxy compound;
monocarboxylic acid amide;
pyridines;
thienothiazine		antipyretic;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		201620168.0low000010
demeclocycline hydrochloride
1
201620168.0low000010
acyclovir
1
2-aminopurines;
oxopurine		antimetabolite;
antiviral drug		201620168.0low000010
inosine
1
inosines;
purines D-ribonucleoside		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite		201620168.0low000010
clozapine
1
benzodiazepine;
N-arylpiperazine;
N-methylpiperazine;
organochlorine compound		adrenergic antagonist;
dopaminergic antagonist;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
environmental contaminant;
GABA antagonist;
histamine antagonist;
muscarinic antagonist;
second generation antipsychotic;
serotonergic antagonist;
xenobiotic		201620168.0low000010
ganciclovir
1
2-aminopurines;
oxopurine		antiinfective agent;
antiviral drug		201620168.0low000010
kf38789
1
201620168.0low000010
allopurinol
1
nucleobase analogue;
organic heterobicyclic compound		antimetabolite;
EC 1.17.3.2 (xanthine oxidase) inhibitor;
gout suppressant;
radical scavenger		201620168.0low000010
pralidoxime iodide
1
organic iodide salt;
pyridinium salt		cholinergic drug;
cholinesterase reactivator		201620168.0medium000010
pralidoxime chloride
1
organic chloride salt;
pyridinium salt		cholinergic drug;
cholinesterase reactivator		201620168.0low000010
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
acetic acid
1
monocarboxylic acidantimicrobial food preservative;
Daphnia magna metabolite;
food acidity regulator;
protic solvent		2007200717.0low000100
carnitine
2
amino-acid betainehuman metabolite;
mouse metabolite		1986198638.0low020000
citric acid, anhydrous
1
tricarboxylic acidantimicrobial agent;
chelator;
food acidity regulator;
fundamental metabolite		1986198638.0low010000
octanoic acid
5
medium-chain fatty acid;
straight-chain saturated fatty acid		antibacterial agent;
Escherichia coli metabolite;
human metabolite		1985201123.0low011210
glycerol
5
alditol;
triol		algal metabolite;
detergent;
Escherichia coli metabolite;
geroprotector;
human metabolite;
mouse metabolite;
osmolyte;
Saccharomyces cerevisiae metabolite;
solvent		1980201425.0low020120
nitrates
2
monovalent inorganic anion;
nitrogen oxoanion;
reactive nitrogen species		1990199133.5low102000
propylene glycol
4
glycol;
propane-1,2-diols		allergen;
human xenobiotic metabolite;
mouse metabolite;
protic solvent		200620209.8low000130
mercaptoethanol
2
alkanethiol;
primary alcohol		geroprotector1985198738.0low020000
tacrine
1
acridines;
aromatic amine		EC 3.1.1.7 (acetylcholinesterase) inhibitor202020204.0low000010
acetaminophen
1
acetamides;
phenols		antipyretic;
cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor;
cyclooxygenase 3 inhibitor;
environmental contaminant;
ferroptosis inducer;
geroprotector;
hepatotoxic agent;
human blood serum metabolite;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
xenobiotic		202120213.0low000001
albendazole
1
aryl sulfide;
benzimidazoles;
benzimidazolylcarbamate fungicide;
carbamate ester		anthelminthic drug;
microtubule-destabilising agent;
tubulin modulator		2010201014.0low000100
carvedilol
1
carbazoles;
secondary alcohol;
secondary amino compound		alpha-adrenergic antagonist;
antihypertensive agent;
beta-adrenergic antagonist;
cardiovascular drug;
vasodilator agent		2011201113.0low000010
celecoxib
1
organofluorine compound;
pyrazoles;
sulfonamide;
toluenes		cyclooxygenase 2 inhibitor;
geroprotector;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		2013201311.0low000010
decanoic acid
1
medium-chain fatty acid;
straight-chain saturated fatty acid		algal metabolite;
anti-inflammatory agent;
antibacterial agent;
human metabolite;
plant metabolite;
volatile oil component		2009200915.0low000100
fenofibrate
1
aromatic ether;
chlorobenzophenone;
isopropyl ester;
monochlorobenzenes		antilipemic drug;
environmental contaminant;
geroprotector;
xenobiotic		2011201113.0low000010
gentamicin
2
1989199034.5low011000
idebenone
1
1,4-benzoquinones;
primary alcohol		antioxidant;
ferroptosis inhibitor		201520159.0low000010
indomethacin
3
aromatic ether;
indole-3-acetic acids;
monochlorobenzenes;
N-acylindole		analgesic;
drug metabolite;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
environmental contaminant;
gout suppressant;
non-steroidal anti-inflammatory drug;
xenobiotic metabolite;
xenobiotic		2010201312.7low000120
palmidrol
1
endocannabinoid;
N-(long-chain-acyl)ethanolamine;
N-(saturated fatty acyl)ethanolamine		anti-inflammatory drug;
anticonvulsant;
antihypertensive agent;
neuroprotective agent		1984198440.0low010000
pentoxifylline
1
oxopurine202020204.0low000010
stearic acid
1
long-chain fatty acid;
saturated fatty acid;
straight-chain saturated fatty acid		algal metabolite;
Daphnia magna metabolite;
human metabolite;
plant metabolite		201520159.0low000010
triacetin
1
triglycerideadjuvant;
antifungal drug;
food additive carrier;
food emulsifier;
food humectant;
fuel additive;
plant metabolite;
solvent		2008200816.0low000100
trientine
1
polyazaalkane;
tetramine		copper chelator1986198638.0low010000
edetic acid
17
ethylenediamine derivative;
polyamino carboxylic acid;
tetracarboxylic acid		anticoagulant;
antidote;
chelator;
copper chelator;
geroprotector		1980199338.3low1134000
leucine
1
amino acid zwitterion;
L-alpha-amino acid;
leucine;
proteinogenic amino acid;
pyruvate family amino acid		algal metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
plant metabolite;
Saccharomyces cerevisiae metabolite		1986198638.0low010000
chloroform
1
chloromethanes;
one-carbon compound		carcinogenic agent;
central nervous system drug;
inhalation anaesthetic;
non-polar solvent;
refrigerant		2000200024.0low001000
valine
1
L-alpha-amino acid zwitterion;
L-alpha-amino acid;
proteinogenic amino acid;
pyruvate family amino acid;
valine		algal metabolite;
Escherichia coli metabolite;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
Saccharomyces cerevisiae metabolite		2010201014.0low000100
dehydrocholic acid
1
12-oxo steroid;
3-oxo-5beta-steroid;
7-oxo steroid;
oxo-5beta-cholanic acid		gastrointestinal drug1982198242.0low010000
pyrroles
1
pyrrole;
secondary amine		2012201212.0low000010
isopropyl myristate
2
fatty acid ester2010201213.0low000110
methyl octanoate
1
fatty acid methyl ester;
octanoate ester		metabolite1983198341.0medium010000
carbitol
4
diether;
glycol ether;
hydroxypolyether;
primary alcohol		protic solvent2011201710.0low000040
hexanoic acid
1
medium-chain fatty acid;
straight-chain saturated fatty acid		human metabolite;
plant metabolite		1990199034.0low001000
chenodeoxycholic acid
8
bile acid;
C24-steroid;
dihydroxy-5beta-cholanic acid		human metabolite;
mouse metabolite		1981199338.6low171000
docusate
1
diester;
organosulfonic acid		202020204.0low000010
acetylcysteine
3
acetylcysteine;
L-cysteine derivative;
N-acetyl-L-amino acid		antidote to paracetamol poisoning;
antiinfective agent;
antioxidant;
antiviral drug;
ferroptosis inhibitor;
geroprotector;
human metabolite;
mucolytic;
radical scavenger;
vulnerary		1985201828.0low020010
monolaurin
1
1-monoglyceride;
dodecanoate ester;
rac-1-monoacylglycerol		2012201212.0low000010
d-alpha tocopherol
2
alpha-tocopherolalgal metabolite;
antiatherogenic agent;
anticoagulant;
antioxidant;
antiviral agent;
EC 2.7.11.13 (protein kinase C) inhibitor;
immunomodulator;
micronutrient;
nutraceutical;
plant metabolite		2006201314.5low000110
methyl tert-butyl ether
26
etherfuel additive;
metabolite;
non-polar solvent		1985200033.6low01313000
limonene
6
cycloalkene;
p-menthadiene		human metabolite1983199335.3low033000
sodium nitrate
2
inorganic nitrate salt;
inorganic sodium salt		fertilizer;
NMR chemical shift reference compound		1990199133.5low102000
ursodeoxycholic acid
8
bile acid;
C24-steroid;
dihydroxy-5beta-cholanic acid		human metabolite;
mouse metabolite		1981199837.4low162000
tramadol
1
2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanoladrenergic uptake inhibitor;
antitussive;
capsaicin receptor antagonist;
delta-opioid receptor agonist;
kappa-opioid receptor agonist;
metabolite;
mu-opioid receptor agonist;
muscarinic antagonist;
nicotinic antagonist;
NMDA receptor antagonist;
opioid analgesic;
serotonergic antagonist;
serotonin uptake inhibitor		202120213.0low000001
paclitaxel
2
taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent		2013201311.0low000020
simvastatin
1
delta-lactone;
fatty acid ester;
hexahydronaphthalenes;
statin (semi-synthetic)		EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitor;
EC 3.4.24.83 (anthrax lethal factor endopeptidase) inhibitor;
ferroptosis inducer;
geroprotector;
prodrug		202020204.0low000010
atorvastatin
1
aromatic amide;
dihydroxy monocarboxylic acid;
monofluorobenzenes;
pyrroles;
statin (synthetic)		environmental contaminant;
xenobiotic		2012201212.0low000010
valsartan
2
biphenylyltetrazole;
monocarboxylic acid amide;
monocarboxylic acid		angiotensin receptor antagonist;
antihypertensive agent;
environmental contaminant;
xenobiotic		2010201710.5low000110
glucose, (beta-d)-isomer
1
D-glucopyranoseepitope;
mouse metabolite		2012201212.0low000010
cicloxilic acid
1
2-hydroxy-2-phenylcyclohexanecarboxylic acid1986198638.0low010000
tocophersolan
2
tocol2006201314.5low000110
cremophor el
3
2004201414.3low000120
caprylates
171
fatty acid anion 8:0;
straight-chain saturated fatty acid anion		human metabolite;
Saccharomyces cerevisiae metabolite		1978202130.6medium4992414331
phytosphingosine
1
amino alcohol;
sphingoid;
triol		mouse metabolite;
Saccharomyces cerevisiae metabolite		2013201311.0low000010
solutol hs 15
1
aliphatic alcohol201520159.0low000010
beta-lactams
1
beta-lactam antibiotic allergen;
beta-lactam		1988198836.0low010000
torcetrapib
1
(trifluoromethyl)benzenes;
carbamate ester;
quinolines		anticholesteremic drug;
CETP inhibitor		2008200816.0low000100
darunavir
1
carbamate ester;
furofuran;
sulfonamide		antiviral drug;
HIV protease inhibitor		201520159.0low000010
cholic acid
5
12alpha-hydroxy steroid;
3alpha-hydroxy steroid;
7alpha-hydroxy steroid;
bile acid;
C24-steroid;
trihydroxy-5beta-cholanic acid		human metabolite;
mouse metabolite		1983198539.8low050000
deoxycholic acid
3
bile acid;
C24-steroid;
dihydroxy-5beta-cholanic acid		human blood serum metabolite1981198840.7low030000
carnosine
3
amino acid zwitterion;
dipeptide		anticonvulsant;
antineoplastic agent;
antioxidant;
Daphnia magna metabolite;
geroprotector;
human metabolite;
mouse metabolite;
neuroprotective agent		1982198540.3low030000
pentazocine
1
benzazocine2010201014.0low000100
betadex
1
cyclodextrin2013201311.0low000010
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		2004200420.0low000100
resveratrol
1
resveratrolantioxidant;
phytoalexin;
plant metabolite;
quorum sensing inhibitor;
radical scavenger		2014201410.0low000010
oleic acid
1
octadec-9-enoic acidantioxidant;
Daphnia galeata metabolite;
EC 3.1.1.1 (carboxylesterase) inhibitor;
Escherichia coli metabolite;
mouse metabolite;
plant metabolite;
solvent		2014201410.0low000010
tacrolimus
1
macrolide lactambacterial metabolite;
immunosuppressive agent		2011201113.0low000010
lycopene
1
acyclic caroteneantioxidant;
plant metabolite		2012201212.0low000010
stilbenes
1
stilbene2014201410.0low000010
leuprolide
1
oligopeptideanti-estrogen;
antineoplastic agent;
gonadotropin releasing hormone agonist		2014201410.0low000010
cinnarizine
1
diarylmethane;
N-alkylpiperazine;
olefinic compound		anti-allergic agent;
antiemetic;
calcium channel blocker;
geroprotector;
H1-receptor antagonist;
histamine antagonist;
muscarinic antagonist		2012201212.0low000010
alpha-chymotrypsin
1
201720177.0low000010
sphingosine
1
sphing-4-eninehuman metabolite;
mouse metabolite		2013201311.0low000010
bilirubin
6
biladienes;
dicarboxylic acid		antioxidant;
human metabolite;
mouse metabolite		1981199138.0low051000
1-monooleoyl-rac-glycerol
3
1-acylglycerol 18:1;
monooleoylglycerol		plant metabolite2009201312.7low000120
abiraterone acetate
1
pyridines;
sterol ester		antineoplastic agent;
EC 1.14.99.9 (steroid 17alpha-monooxygenase) inhibitor;
prodrug		202020204.0low000010
phytosterols
1
2009200915.0low000100
ceruletide
2
oligopeptidediagnostic agent;
gastrointestinal drug		1988198935.5low020000
glucagon-like peptide 1
1
202020204.0low000010
phosphatidylcholines
1
1,2-diacyl-sn-glycero-3-phosphocholine1983198341.0low010000
chlorophyll a
1
chlorophyll;
methyl ester		cofactor201520159.0low000010
ubiquinone
1
201520159.0low000010
chitosan
1
201920195.0low000010
osteum
1
organic molecular entity2014201410.0low000010
cardiovascular agents
1
2011201113.0low000010
exenatide
1
202020204.0low000010
ascorbic acid
1
ascorbic acid;
vitamin C		coenzyme;
cofactor;
flour treatment agent;
food antioxidant;
food colour retention agent;
geroprotector;
plant metabolite;
skin lightening agent		2012201212.0low000010
cyclosporine
2
2007200717.0low000200
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Abscess0
1
1985198539.0low010000
Abscess, Hepatic0
1
1983198341.0low010000
Ache0
1
1983198341.0low010000
Actinomycetales Infections0
1
2011201113.0low000010
Acute Disease0
1
1991199133.0low001000
Acute Edematous Pancreatitis0
1
1983198341.0low010000
Adenocarcinoma0
1
2004200420.0low000100
Adenocarcinoma, Basal Cell0
1
2004200420.0low000100
Allergic Contact Dermatitis0
1
2013201311.0low000010
Anasarca0
1
2014201410.0low000010
Anorexia0
1
1980198044.0low010000
Arthritides, Bacterial0
1
2013201311.0low000010
Bacterial Skin Diseases0
1
2011201113.0low000010
Bile Duct Cancer0
1
1982198242.0low010000
Bile Duct Diseases0
15
1981199337.3low0123000
Bile Duct Neoplasms0
1
1982198242.0low010000
Bile Duct Obstruction0
3
1980198442.0low030000
Bile Duct Obstruction, Extrahepatic0
2
1983199236.5low011000
Bile Reflux0
1
1984198440.0low010000
Biliary Calculi0
48
1980200039.5medium2426000
Biliary or Urinary Stones0
1
1983198341.0low010000
Biliary Tract Diseases0
1
1984198440.0low010000
Bleeding0
1
1984198440.0low010000
Body Weight0
1
1986198638.0low010000
Cancer of Colon0
1
2004200420.0low000100
Cerebral Pseudosclerosis0
1
1986198638.0low010000
Cholangitis0
3
1982198441.0low030000
Cholecystitis0
1
1991199133.0low001000
Cholelithiasis0
68
1978199637.6medium35315000
Cholestasis0
3
1980198442.0low030000
Colitis, Granulomatous0
1
1984198440.0low010000
Colonic Neoplasms0
1
2004200420.0low000100
Common Bile Duct Diseases0
4
1982199239.0low031000
Complication, Postoperative0
6
1983199039.5low151000
Congenital Zika Syndrome0
1
202020204.0low000010
Crohn Disease0
1
1984198440.0low010000
Curling Ulcer0
2
1983198440.5low020000
Cystic Fibrosis0
1
201620168.0low000010
Cystic Fibrosis of Pancreas0
1
201620168.0low000010
Dermatitis, Allergic Contact0
1
2013201311.0low000010
Diarrhea0
1
1984198440.0low010000
Disease Models, Animal0
1
202020204.0low000010
Duodenal Ulcer0
2
1983198440.5low020000
Edema0
1
2014201410.0low000010
Edema, Pulmonary0
2
1986198837.0low020000
Embolism, Fat0
1
1990199034.0low001000
Embolism, Pulmonary0
1
1990199034.0low001000
Emesis0
1
1983198341.0low010000
Empyema0
1
1985198539.0low010000
Empyema, Gall Bladder0
1
1991199133.0low001000
Equine Diseases0
1
2011201113.0low000010
Gall Bladder Diseases0
1
1984198440.0low010000
Gallstone Disease0
68
1978199637.6medium35315000
Gallstones0
48
1980200039.5medium2426000
Gastrointestinal Hemorrhage0
1
1980198044.0low010000
Hematochezia0
1
1980198044.0low010000
Hemorrhage0
1
1984198440.0low010000
Hepatolenticular Degeneration0
1
1986198638.0low010000
Inflammation0
1
2010201014.0low000100
Innate Inflammatory Response0
1
2010201014.0low000100
Intestinal Polyps0
1
1980198044.0low010000
Kidney Calculi0
1
1985198539.0low010000
Kidney Stones0
1
1985198539.0low010000
Liver Abscess0
1
1983198341.0low010000
Liver Diseases0
1
1983198341.0low010000
Liver Dysfunction0
1
1983198341.0low010000
Nausea0
2
1980198442.0low020000
Necrosis0
1
1982198242.0low010000
Pain0
1
1983198341.0low010000
Pancreatitis0
1
1983198341.0low010000
Postoperative Complications0
6
1983199039.5low151000
Pulmonary Edema0
2
1986198837.0low020000
Pulmonary Embolism0
1
1990199034.0low001000
Recrudescence0
6
1983199238.5low051000
Skin Diseases, Bacterial0
1
2011201113.0low000010
Ulcer0
1
1984198440.0low010000
Urinary Calculi0
1
1986198638.0low010000
Vomiting0
1
1983198341.0low010000
Zika Virus Infection0
1
202020204.0low000010

Safety/Toxicity (4)

ArticleYear
A self-microemulsifying drug delivery system to overcome intestinal resveratrol toxicity and presystemic metabolism.
Journal of pharmaceutical sciences, , Volume: 103, Issue:11		2014
Systemic side effects from the intrabiliary infusion of monooctanoin for the dissolution of gallstones.
Journal of clinical gastroenterology, , Volume: 4, Issue:2		1982
Toxic effects of intrahepatic reflux of monooctanoin in a canine model.
The Journal of surgical research, , Volume: 36, Issue:5		1984
Investigations on the toxicity of bile salt solutions, Capmul 8210 and a bile salt-EDTA solution for common bile duct perfusion in dogs.
Digestion, , Volume: 30, Issue:1		1984

Pharmacokinetics (2)

ArticleYear
Acetaminophen and tramadol hydrochloride-loaded soft gelatin capsule: preparation, dissolution and pharmacokinetics in beagle dogs.
Pharmaceutical development and technology, , Volume: 26, Issue:5		2021
Improved Oral Pharmacokinetics of Pentoxifylline with Palm Oil and Capmul® MCM Containing Self-Nano-Emulsifying Drug Delivery System.
AAPS PharmSciTech, , Apr-21, Volume: 21, Issue:4		2020

Bioavailability (20)

ArticleYear
Acetaminophen and tramadol hydrochloride-loaded soft gelatin capsule: preparation, dissolution and pharmacokinetics in beagle dogs.
Pharmaceutical development and technology, , Volume: 26, Issue:5		2021
Enhancing the oral bioavailability of simvastatin with silica-lipid hybrid particles: The effect of supersaturation and silica geometry.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, , Jul-01, Volume: 150		2020
Improved Oral Pharmacokinetics of Pentoxifylline with Palm Oil and Capmul® MCM Containing Self-Nano-Emulsifying Drug Delivery System.
AAPS PharmSciTech, , Apr-21, Volume: 21, Issue:4		2020
Supersaturated-Silica Lipid Hybrids Improve in Vitro Solubilization of Abiraterone Acetate.
Pharmaceutical research, , Mar-31, Volume: 37, Issue:4		2020
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Molecular pharmacology, , Volume: 96, Issue:5		2019
Physiologically relevant orthogonal assays for the discovery of small-molecule modulators of WIP1 phosphatase in high-throughput screens.
The Journal of biological chemistry, , 11-15, Volume: 294, Issue:46		2019
Dermal peptide delivery using enhancer molecules and colloidal carrier systems. Part III: Tetrapeptide GEKG.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, , Nov-01, Volume: 124		2018
Pediatric oral formulation of dendrimer-N-acetyl-l-cysteine conjugates for the treatment of neuroinflammation.
International journal of pharmaceutics, , Jul-10, Volume: 545, Issue:1-2		2018
Enhanced oral bioavailability of valsartan using a polymer-based supersaturable self-microemulsifying drug delivery system.
International journal of nanomedicine, , Volume: 12		2017
Solid self-nanoemulsifying drug delivery system (S-SNEDDS) of darunavir for improved dissolution and oral bioavailability: In vitro and in vivo evaluation.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, , Jul-10, Volume: 74		2015
The preparation and evaluation of self-nanoemulsifying systems containing Swietenia oil and an examination of its anti-inflammatory effects.
International journal of nanomedicine, , Volume: 9		2014
In vivo evaluation of an oral self-microemulsifying drug delivery system (SMEDDS) for leuprorelin.
International journal of pharmaceutics, , Sep-10, Volume: 472, Issue:1-2		2014
Silica-lipid hybrid (SLH) formulations enhance the oral bioavailability and efficacy of celecoxib: An in vivo evaluation.
Journal of controlled release : official journal of the Controlled Release Society, , Apr-10, Volume: 167, Issue:1		2013
Self-nanoemulsifying drug delivery system of cefpodoxime proxetil containing tocopherol polyethylene glycol succinate.
Drug development and industrial pharmacy, , Volume: 39, Issue:5		2013
Development of optimized self-nano-emulsifying drug delivery systems (SNEDDS) of carvedilol with enhanced bioavailability potential.
Drug delivery, , Volume: 18, Issue:8		2011
Novel gastroretentive sustained-release tablet of tacrolimus based on self-microemulsifying mixture: in vitro evaluation and in vivo bioavailability test.
Acta pharmacologica Sinica, , Volume: 32, Issue:10		2011
Development and oral bioavailability assessment of a supersaturated self-microemulsifying drug delivery system (SMEDDS) of albendazole.
The Journal of pharmacy and pharmacology, , Volume: 62, Issue:9		2010
Preparation and bioavailability assessment of SMEDDS containing valsartan.
AAPS PharmSciTech, , Volume: 11, Issue:1		2010
Preparation and in vitro characterization of self-nanoemulsified drug delivery system (SNEDDS) of all-trans-retinol acetate.
International journal of pharmaceutics, , Nov-05, Volume: 285, Issue:1-2		2004
Enhancing effect of glyceryl-1-monooctanoate on the rectal absorption of gentamicin from hollow-type suppositories in rabbits.
Chemical & pharmaceutical bulletin, , Volume: 37, Issue:9		1989

Dosage (1)

ArticleYear
Formulation and in vitro evaluation of self-emulsifying formulations of Cinnarizine.
Drug development and industrial pharmacy, , Volume: 38, Issue:10		2012

Interactions (1)

ArticleYear
Inactivation of Listeria monocytogenes on frankfurters by monocaprylin alone or in combination with acetic acid.
Journal of food protection, , Volume: 70, Issue:7		2007