EPRISTERIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C25H37NO3
Molecular Weight	399.5662
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)(C)NC(=O)[C@H]1CC[C@H]2[C@@H]3CC=C4C=C(CC[C@]4(C)[C@H]3CC[C@]12C)C(O)=O

InChI

InChIKey=VAPSMQAHNAZRKC-PQWRYPMOSA-N

InChI=1S/C25H37NO3/c1-23(2,3)26-21(27)20-9-8-18-17-7-6-16-14-15(22(28)29)10-12-24(16,4)19(17)11-13-25(18,20)5/h6,14,17-20H,7-13H2,1-5H3,(H,26,27)(H,28,29)/t17-,18-,19-,20+,24-,25-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C25H37NO3
Molecular Weight	399.5662
Charge	0
Count

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

Description
Sources: http://www.ncbi.nlm.nih.gov/pubmed/18465521

Epristeride is a steroid 5-alpha-reductase inhibitor developed for the treatment of prostatic hyperplasia and acne. The drug reached phase III clinical trial for hyperplasia in the UK, the US and Japan, however, the current status of the drug is unknown.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
3-oxo-5-alpha-steroid 4-dehydrogenase 2 1 Target ID: P31213 Gene ID: 6716.0 Gene Symbol: SRD5A2 Target Organism: Homo sapiens (Human) Sources: http://www.ncbi.nlm.nih.gov/pubmed/9268084	Inhibitor 8504		11.0 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Prostatic hyperplasia 4 Sources: http://www.ncbi.nlm.nih.gov/pubmed/18465521	Primary		Phase III 665	Unknown Approved Use Unknown

C_max

Value	Dose	Co-administered	Analyte	Population
149 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/8983399	5 mg single, oral dose: 5 mg route of administration: Oral experiment type: SINGLE co-administered:		EPRISTERIDE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
283 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/8983399	4.5 mg single, intravenous dose: 4.5 mg route of administration: Intravenous experiment type: SINGLE co-administered:		EPRISTERIDE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED

AUC

Value	Dose	Co-administered	Analyte	Population
3358 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/8983399	5 mg single, oral dose: 5 mg route of administration: Oral experiment type: SINGLE co-administered:		EPRISTERIDE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
3194 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/8983399	4.5 mg single, intravenous dose: 4.5 mg route of administration: Intravenous experiment type: SINGLE co-administered:		EPRISTERIDE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED

T_1/2

Value	Dose	Co-administered	Analyte	Population
26.2 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/8983399	5 mg single, oral dose: 5 mg route of administration: Oral experiment type: SINGLE co-administered:		EPRISTERIDE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
27.3 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/8983399	4.5 mg single, intravenous dose: 4.5 mg route of administration: Intravenous experiment type: SINGLE co-administered:		EPRISTERIDE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED

Doses

Dose	Population	Adverse events
160 mg single, oral Highest studied dose Dose: 160 mg Route: oral Route: single Dose: 160 mg Sources: http://www3.uah.es/farmamol/Public/PDF_files/IDrugs.pdf https://pubmed.ncbi.nlm.nih.gov/18465521/	healthy, ADULT Health Status: healthy Age Group: ADULT Sex: M Food Status: UNKNOWN Sources: http://www3.uah.es/farmamol/Public/PDF_files/IDrugs.pdf https://pubmed.ncbi.nlm.nih.gov/18465521/	Sources: http://www3.uah.es/farmamol/Public/PDF_files/IDrugs.pdf https://pubmed.ncbi.nlm.nih.gov/18465521/
80 mg 2 times / day multiple, oral Highest studied dose Dose: 80 mg, 2 times / day Route: oral Route: multiple Dose: 80 mg, 2 times / day Sources: http://www3.uah.es/farmamol/Public/PDF_files/IDrugs.pdf https://pubmed.ncbi.nlm.nih.gov/18465521/	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M Food Status: UNKNOWN Sources: http://www3.uah.es/farmamol/Public/PDF_files/IDrugs.pdf https://pubmed.ncbi.nlm.nih.gov/18465521/	Sources: http://www3.uah.es/farmamol/Public/PDF_files/IDrugs.pdf https://pubmed.ncbi.nlm.nih.gov/18465521/

PubMed

Title	Date	PubMed
Inhibition of regrowth of prostatic glandular cells by epristeride.	2001-09	11749869
Effect of epristeride on expression of TGF-beta receptor in rat prostatic epithelial cells in vitro.	2001-06	11747757
Atrophy and apoptosis in ventral prostate of rats induced by 5alpha-reductase inhibitor, epristeride.	2001-05	11743885
Inhibition of cultured rat prostatic epithelial cell growth by epristeride in vitro.	2001-03	11742574
Mutagenicity tests on epristeride in vitro and in vivo.	1998-11	10437149
Effects of steroid 5alpha-reductase inhibitor ONO-9302 and anti-androgen allylestrenol on the prostatic growth, and plasma and prostatic hormone levels in rats.	1997-07	9268084

Patents

Sample Use Guides

In Vivo Use Guide

Epristeride tablets, 5 mg p.o., twice daily for 120 days.

Route of Administration: Oral

In Vitro Use Guide

Stromal cell proliferation in response to testosterone was dose-dependently inhibited by epristeride (1 x 10(-9) -3 x 10(-7) M, P < 0.05).

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:11:39 GMT 2025` Edited by `admin` on `Mon Mar 31 18:11:39 GMT 2025`
Record UNII	39517A04PS
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

ONO-9302

Preferred Name

English

EPRISTERIDE

Official Name

English

Epristeride [WHO-DD]

Common Name

English

EPRISTERIDE [MI]

Common Name

English

ANDROSTA-3,5-DIENE-3-CARBOXYLIC ACID, 17-(((1,1-DIMETHYLETHYL)AMINO)CARBONYL)-, (17.BETA.)-

Common Name

English

ONO9302

Code

English

SK&F-105657

Code

English

SK&F 105657

Code

English

17?-(tert-Butylcarbamoyl)androsta-3,5-diene-3-carboxylic acid

Systematic Name

English

EPRISTERIDE [JAN]

Common Name

English

epristeride [INN]

Common Name

English

EPRISTERIDE [USAN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C2319