CHEBI:73129 - tazarotenic acid

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ChEBI Name tazarotenic acid
ChEBI ID CHEBI:73129
Definition A thiochromane that is acetylene in which the hydrogens are replaced by 5-carboxypyridin-2-yl and 4,4-dimethylthiochroman-6-yl groups. It is the active form of the prodrug tazarotene.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C19H17NO2S
Net Charge 0
Average Mass 323.40900
Monoisotopic Mass 323.09800
InChI InChI=1S/C19H17NO2S/c1-19(2)9-10-23-17-8-4-13(11-16(17)19)3-6-15-7-5-14(12-20-15)18(21)22/h4-5,7-8,11-12H,9-10H2,1-2H3,(H,21,22)
InChIKey IQIBKLWBVJPOQO-UHFFFAOYSA-N
SMILES CC1(C)CCSc2ccc(cc12)C#Cc1ccc(cn1)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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.
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ChEBI Ontology
Outgoing tazarotenic acid (CHEBI:73129) has role keratolytic drug (CHEBI:50176)
tazarotenic acid (CHEBI:73129) has role teratogenic agent (CHEBI:50905)
tazarotenic acid (CHEBI:73129) is a monocarboxylic acid (CHEBI:25384)
tazarotenic acid (CHEBI:73129) is a pyridines (CHEBI:26421)
tazarotenic acid (CHEBI:73129) is a retinoid (CHEBI:26537)
tazarotenic acid (CHEBI:73129) is a thiochromane (CHEBI:50747)
Incoming tazarotene (CHEBI:32184) has functional parent tazarotenic acid (CHEBI:73129)
IUPAC Name
6-[(4,4-dimethyl-3,4-dihydro-2H-1-benzothiopyran-6-yl)ethynyl]nicotinic acid
Synonyms Sources
6-((3,4-dihydro-4,4-dimethyl-2H-1-benzothiopyran-6-yl)ethynyl)-3-pyridinecarboxylic acid ChemIDplus
6-(2-(4,4-dimethylthiochroman-6-yl)ethynyl)nicotinic acid ChemIDplus
AGN 190299 ChemIDplus
Agn 190299 ChemIDplus
AGN-190299 ChemIDplus
Manual Xrefs Databases
US2006020037 Patent
WO2006022964 Patent
View more database links
Registry Numbers Types Sources
118292-41-4 CAS Registry Number ChemIDplus
9718318 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11807455 PubMed citation Europe PMC
12642475 PubMed citation Europe PMC
7981424 PubMed citation Europe PMC
Last Modified
07 December 2015