aminoglutethimide (CHEBI:2654)

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ChEBI Name	aminoglutethimide

ChEBI ID	CHEBI:2654

Definition	A dicarboximide that is a six-membered cyclic compound having ethyl and 4-aminophenyl substituents at the 3-position.

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

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Formula

C13H16N2O2

Net Charge

Average Mass

232.27830

Monoisotopic Mass

232.12118

InChI

InChI=1S/C13H16N2O2/c1-2-13(8-7-11(16)15-12(13)17)9-3-5-10(14)6-4-9/h3-6H,2,7-8,14H2,1H3,(H,15,16,17)

InChIKey

ROBVIMPUHSLWNV-UHFFFAOYSA-N

SMILES

CCC1(CCC(=O)NC1=O)c1ccc(N)cc1

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

Biological Role(s):	adrenergic agent Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter. EC 1.14.14.14 (aromatase) inhibitor An EC 1.14.14.* (oxidoreductase acting on paired donors, incorporating of 1 atom of oxygen, with reduced flavin or flavoprotein as one donor) inhibitor which interferes with the action of aromatase (EC 1.14.14.14) and so reduces production of estrogenic steroid hormones.

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. adrenergic agent Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter. anticonvulsant A drug used to prevent seizures or reduce their severity.

ChEBI Ontology
Outgoing	aminoglutethimide (CHEBI:2654) has functional parent piperidine-2,6-dione (CHEBI:5435) aminoglutethimide (CHEBI:2654) has role adrenergic agent (CHEBI:37962) aminoglutethimide (CHEBI:2654) has role anticonvulsant (CHEBI:35623) aminoglutethimide (CHEBI:2654) has role antineoplastic agent (CHEBI:35610) aminoglutethimide (CHEBI:2654) has role EC 1.14.14.14 (aromatase) inhibitor (CHEBI:50790) aminoglutethimide (CHEBI:2654) is a dicarboximide (CHEBI:35356) aminoglutethimide (CHEBI:2654) is a piperidones (CHEBI:48589) aminoglutethimide (CHEBI:2654) is a substituted aniline (CHEBI:48975)

Incoming	(R)-aminoglutethimide (CHEBI:53788) is a aminoglutethimide (CHEBI:2654) (S)-aminoglutethimide (CHEBI:53790) is a aminoglutethimide (CHEBI:2654)

IUPAC Name

3-(4-aminophenyl)-3-ethylpiperidine-2,6-dione

Synonyms	Sources
2-(p-Aminophenyl)-2-ethylglutarimide	ChemIDplus
3-Ethyl-3-(p-aminophenyl)-2,6-dioxopiperidine	ChemIDplus
α-(p-Aminophenyl)-α-ethylglutarimide	NIST Chemistry WebBook
DL-Aminoglutethimide	DrugBank
p-Aminoglutethimide	ChemIDplus
P-Aminoglutethimide	DrugBank

Last Modified

22 February 2017