ABIRATERONE

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C24H31NO
Molecular Weight	349.509
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of ABIRATERONE

Structure Search

SMILES

[H][C@@]12CC=C(C3=CC=CN=C3)[C@@]1(C)CC[C@@]4([H])[C@@]2([H])CC=C5C[C@@H](O)CC[C@]45C

InChI

InChIKey=GZOSMCIZMLWJML-VJLLXTKPSA-N

InChI=1S/C24H31NO/c1-23-11-9-18(26)14-17(23)5-6-19-21-8-7-20(16-4-3-13-25-15-16)24(21,2)12-10-22(19)23/h3-5,7,13,15,18-19,21-22,26H,6,8-12,14H2,1-2H3/t18-,19-,21-,22-,23-,24+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C24H31NO
Molecular Weight	349.509
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	6 / 6
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:08:43 UTC 2023` Edited by `admin` on `Fri Dec 15 16:08:43 UTC 2023`
Record UNII	G819A456D0
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

ABIRATERONE

Official Name

English

NSC-741232

Code

English

17-(3-PYRIDYL)ANDROSTA-5,16-DIEN-3.BETA.-OL

Systematic Name

English

17-(PYRIDIN-3-YL)ANDROSTA-5,16-DIEN-3.BETA.-OL

Systematic Name

English

Abiraterone [WHO-DD]

Common Name

English

CB 7598

Code

English

ABIRATERONE [VANDF]

Common Name

English

ABIRATERONE [USP IMPURITY]

Common Name

English

ABIRATERONE [MI]

Common Name

English

CB-7598

Code

English

ANDROSTA-5,16-DIEN-3-OL, 17-(3-PYRIDINYL)-(3.BETA.)-

Systematic Name

English

abiraterone [INN]

Common Name

English

Classification Tree Code System Code

LIVERTOX

NBK548136

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

NDF-RT

N0000182633

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

WHO-VATC

QL02BX03

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

NCI_THESAURUS

C147923

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

WHO-ATC

L02BX03

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

Code System Code Type Description

DRUG BANK

DB05812

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

PRIMARY

SMS_ID

100000093287

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

PRIMARY

MESH

C089740

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

PRIMARY

RXCUI

1100072

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

PRIMARY

RxNorm

EVMPD

SUB07361MIG

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

PRIMARY

INN

7375

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

PRIMARY

CAS

154229-19-3

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

PRIMARY

IUPHAR

6745

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

PRIMARY

EPA CompTox

DTXSID80879993

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

PRIMARY

FDA UNII

G819A456D0

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

PRIMARY

ChEMBL

CHEMBL254328

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

PRIMARY

WIKIPEDIA

ABIRATERONE

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

PRIMARY

MERCK INDEX

m1279

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

PRIMARY

Merck Index

NSC

741232

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

PRIMARY

DAILYMED

G819A456D0

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

PRIMARY

NDF-RT

N0000187062

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

PRIMARY

Cytochrome P450 2C8 Inhibitors [MoA]

NCI_THESAURUS

C77333

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

PRIMARY

CHEBI

68642

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

PRIMARY

PUBCHEM

132971

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

PRIMARY

NDF-RT

N0000182632

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

PRIMARY

Cytochrome P450 17A1 Inhibitors [MoA]

NDF-RT

N0000182137

Created by admin on Fri Dec 15 16:08:43 UTC 2023 , Edited by admin on Fri Dec 15 16:08:43 UTC 2023

PRIMARY

Cytochrome P450 2D6 Inhibitors [MoA]

Related Record Type Details


					L0423Z5LDW

CYTOCHROME P450 2C8

METABOLIC ENZYME -> INHIBITOR

Comments:

In vitro studies with human hepatic microsomes showed that abiraterone has the potential to inhibit CYP1A2, CYP2D6, CYP2C8 and to a lesser extent CYP2C9, CYP2C19 and CYP3A4/5.


					8E4LAA4357

CYTOCHROME P450 2D6

METABOLIC ENZYME -> INHIBITOR

Comments:

Abiraterone is an inhibitor of CYP2D6, in vivo. In vitro studies with human hepatic microsomes showed that abiraterone has the potential to inhibit CYP1A2, CYP2D6, CYP2C8 and to a lesser extent CYP2C9, CYP2C19 and CYP3A4/5.


					G819A456D0

EXCRETED UNCHANGED

Qualification:

FECAL

Amount:


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> SUBSTRATE


					VK4SQL11C0

CYTOCHROME P450 1A2

METABOLIC ENZYME -> INHIBITOR

Comments:

In vitro studies with human hepatic microsomes showed that abiraterone has the potential to inhibit CYP1A2, CYP2D6, CYP2C8 and to a lesser extent CYP2C9, CYP2C19 and CYP3A4/5.


					2Z7LDE78YX

URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASE 1A4

METABOLIC ENZYME -> SUBSTRATE


					22ES734693

MULTIDRUG RESISTANCE PROTEIN 1

TRANSPORTER -> INHIBITOR

Interaction Type:

WEAK


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:

Related Record Type Details


					U6XMS339F5

ABIRATERONE DECANOATE

PRODRUG -> METABOLITE ACTIVE

Amount:


					WZ5U45K71V

ABIRATERONE SULFATE

METABOLITE INACTIVE -> PARENT

Comments:

The conversion is likely through esterase activity (the esterases have not been identified) and is not CYP mediated.

Interaction Type:

MAJOR

Qualification:

PLASMA


					Y5VR2HCG33

(3S,8R,9S,10R,13S,14S)-10,13-DIMETHYL-17-(1-OXIDOPYRIDIN-1-IUM-3-YL)-2,3,4,7,8,9,11,12,14,15-DECAHYDRO-1H-CYCLOPENTA(A)PHENANTHREN-3-OL

METABOLITE -> PARENT


					EM5OCB9YJ6

ABIRATERONE ACETATE

PRODRUG -> METABOLITE ACTIVE

Amount:


					X97L2QN25K

(3.BETA.)-17-(3-PYRIDINYL)ANDROSTA-5,16-DIENE-3,19-DIOL

METABOLITE -> PARENT


					17QH3E7BV9

N-OXIDE ABIRATERONE SULFATE

METABOLITE INACTIVE -> PARENT

Interaction Type:

MAJOR

Qualification:

PLASMA; URINE

Related Record Type Details


					EM5OCB9YJ6

ABIRATERONE ACETATE

PARENT -> IMPURITY

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

USP

Amount:

Related Record Type Details


					G819A456D0

ACTIVE MOIETY

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Volume of Distribution	PHARMACOKINETIC

Biological Half-life	PHARMACOKINETIC

Tmax	PHARMACOKINETIC