CHEBI:32184 - tazarotene

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ChEBI Name tazarotene
ChEBI ID CHEBI:32184
Definition The ethyl ester of tazarotenic acid. A prodrug for tazarotenic acid, it is used for the treatment of psoriasis, acne, and sun-damaged skin.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C21H21NO2S
Net Charge 0
Average Mass 351.46200
Monoisotopic Mass 351.129
InChI InChI=1S/C21H21NO2S/c1-4-24-20(23)16-7-9-17(22-14-16)8-5-15-6-10-19-18(13-15)21(2,3)11-12-25-19/h6-7,9-10,13-14H,4,11-12H2,1-3H3
InChIKey OGQICQVSFDPSEI-UHFFFAOYSA-N
SMILES CCOC(=O)c1ccc(nc1)C#Cc1ccc2SCCC(C)(C)c2c1
Roles Classification
Biological Role(s): teratogenic agent
A role played by a chemical compound in biological systems with adverse consequences in embryo developments, leading to birth defects, embryo death or altered development, growth retardation and functional defect.
Application(s): keratolytic drug
A drug that softens, separates, and causes desquamation of the cornified epithelium or horny layer of skin. Keratolytic drugs are used to expose mycelia of infecting fungi or to treat corns, warts, and certain other skin diseases.
prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
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ChEBI Ontology
Outgoing tazarotene (CHEBI:32184) has functional parent tazarotenic acid (CHEBI:73129)
tazarotene (CHEBI:32184) has role keratolytic drug (CHEBI:50176)
tazarotene (CHEBI:32184) has role prodrug (CHEBI:50266)
tazarotene (CHEBI:32184) has role teratogenic agent (CHEBI:50905)
tazarotene (CHEBI:32184) is a acetylenic compound (CHEBI:73474)
tazarotene (CHEBI:32184) is a ethyl ester (CHEBI:23990)
tazarotene (CHEBI:32184) is a pyridines (CHEBI:26421)
tazarotene (CHEBI:32184) is a retinoid (CHEBI:26537)
tazarotene (CHEBI:32184) is a thiochromane (CHEBI:50747)
IUPAC Name
ethyl 6-[(4,4-dimethyl-3,4-dihydro-2H-thiochromen-6-yl)ethynyl]nicotinate
INNs Sources
tazarotène ChEBI
tazarotene ChemIDplus
tazaroteno ChEBI
tazarotenum ChEBI
Brand Names Sources
Avage ChemIDplus
Tazorac DrugBank
Zorac DrugBank
Manual Xrefs Databases
2571 DrugCentral
C12531 KEGG COMPOUND
D01132 KEGG DRUG
DB00799 DrugBank
EP284288 Patent
HMDB0014937 HMDB
Tazarotene Wikipedia
US5089509 Patent
View more database links
Registry Numbers Types Sources
118292-40-3 CAS Registry Number ChemIDplus
8159145 Beilstein Registry Number Beilstein
Last Modified
22 February 2017