bicalutamide (CHEBI:3090)

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ChEBI Name	bicalutamide

ChEBI ID	CHEBI:3090

Definition	A racemate comprising of equal amounts of (R)-bicalutamide and (S)-bicalutamide. It is an oral non-steroidal antiandrogen used in the treatment of prostate cancer and hirsutism.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:91617

Wikipedia	License

Read full article at Wikipedia

Formula

C18H14F4N2O4S

Net Charge

Average Mass

430.370

Monoisotopic Mass

430.06104

Roles Classification
Chemical Role(s):	environmental contaminant Any minor or unwanted substance introduced into the environment that can have undesired effects.

Biological Role(s):	androgen antagonist A compound which inhibits or antagonises the biosynthesis or actions of androgens. xenobiotic A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.

Application(s):	androgen antagonist A compound which inhibits or antagonises the biosynthesis or actions of androgens. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	bicalutamide (CHEBI:3090) has part (R)-bicalutamide (CHEBI:39589) bicalutamide (CHEBI:3090) has part (S)-bicalutamide (CHEBI:144094) bicalutamide (CHEBI:3090) has role androgen antagonist (CHEBI:35497) bicalutamide (CHEBI:3090) has role antineoplastic agent (CHEBI:35610) bicalutamide (CHEBI:3090) has role environmental contaminant (CHEBI:78298) bicalutamide (CHEBI:3090) has role xenobiotic (CHEBI:35703) bicalutamide (CHEBI:3090) is a racemate (CHEBI:60911)

IUPAC Name

rac-N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide

Synonyms	Sources
(±)-bicalutamide	ChEBI
(RS)-4'-cyano-α',α',α',-trifluoro-3-(4-fluorophenylsulphonyl)-2-hydroxy-2-methylpropiono-m-toluidide	ChEBI
(RS)-bicalutamide	ChEBI
ICI 176,334	ChemIDplus
ICI 176334	ChemIDplus
ICI-176334	DrugBank
racemic bicalutamide	ChEBI

Last Modified

18 July 2019

General Comment
2014-10-29	Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag