OSPEMIFENE

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

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ACHIRAL
Molecular Formula	C24H23ClO2
Molecular Weight	378.891
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure of OSPEMIFENE

Structure Search

SMILES

OCCOC1=CC=C(C=C1)C(=C(\CCCl)C2=CC=CC=C2)\C3=CC=CC=C3

InChI

InChIKey=LUMKNAVTFCDUIE-VHXPQNKSSA-N

InChI=1S/C24H23ClO2/c25-16-15-23(19-7-3-1-4-8-19)24(20-9-5-2-6-10-20)21-11-13-22(14-12-21)27-18-17-26/h1-14,26H,15-18H2/b24-23-

HIDE SMILES / InChI

Molecular Formula	C24H23ClO2
Molecular Weight	378.891
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Approval Year

Substance Class	Chemical Created by `admin` on `Sat Dec 16 17:15:15 UTC 2023` Edited by `admin` on `Sat Dec 16 17:15:15 UTC 2023`
Record UNII	B0P231ILBK
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

OSPEMIFENE

Official Name

English

(DEAMINOHYDROXY) TOREMIFENE

Common Name

English

SENSHIO

Brand Name

English

TORE III

Common Name

English

OSPEMIFENE [MART.]

Common Name

English

OSPEMIFENE [ORANGE BOOK]

Common Name

English

ospemifene [INN]

Common Name

English

FC-1271

Code

English

Ospemifene [WHO-DD]

Common Name

English

OSPEMIFENE [MI]

Common Name

English

ETHANOL, 2-(4-((1Z)-4-CHLORO-1,2-DIPHENYL-1-BUTENYL)PHENOXY)-

Systematic Name

English

OSPEMIFENE [USAN]

Common Name

English

OSPHENA

Brand Name

English

OSPEMIFENE [VANDF]

Common Name

English

FC-1271A

Code

English

2-(P-((Z)-4-CHLORO-1,2-DIPHENYL-1-BUTENYL)PHENOXY)ETHANOL

Common Name

English

Classification Tree Code System Code

WHO-VATC

QG03XC05

Created by admin on Sat Dec 16 17:15:17 UTC 2023 , Edited by admin on Sat Dec 16 17:15:17 UTC 2023

WHO-ATC

G03XC05

Created by admin on Sat Dec 16 17:15:17 UTC 2023 , Edited by admin on Sat Dec 16 17:15:17 UTC 2023

NDF-RT

N0000175826

Created by admin on Sat Dec 16 17:15:17 UTC 2023 , Edited by admin on Sat Dec 16 17:15:17 UTC 2023

EMA ASSESSMENT REPORTS

SENSHIO (AUTHORIZED: POSTMENOPAUSE)

Created by admin on Sat Dec 16 17:15:17 UTC 2023 , Edited by admin on Sat Dec 16 17:15:17 UTC 2023

NCI_THESAURUS

C1821

Created by admin on Sat Dec 16 17:15:17 UTC 2023 , Edited by admin on Sat Dec 16 17:15:17 UTC 2023

Code System Code Type Description

CHEBI

73275

Created by admin on Sat Dec 16 17:15:17 UTC 2023 , Edited by admin on Sat Dec 16 17:15:17 UTC 2023

PRIMARY

PUBCHEM

3036505

Created by admin on Sat Dec 16 17:15:17 UTC 2023 , Edited by admin on Sat Dec 16 17:15:17 UTC 2023

PRIMARY

NCI_THESAURUS

C76958

Created by admin on Sat Dec 16 17:15:17 UTC 2023 , Edited by admin on Sat Dec 16 17:15:17 UTC 2023

PRIMARY

DRUG BANK

DB04938

Created by admin on Sat Dec 16 17:15:17 UTC 2023 , Edited by admin on Sat Dec 16 17:15:17 UTC 2023

PRIMARY

SMS_ID

100000126074

Created by admin on Sat Dec 16 17:15:17 UTC 2023 , Edited by admin on Sat Dec 16 17:15:17 UTC 2023

PRIMARY

DAILYMED

B0P231ILBK

Created by admin on Sat Dec 16 17:15:17 UTC 2023 , Edited by admin on Sat Dec 16 17:15:17 UTC 2023

PRIMARY

WIKIPEDIA

Ospemifene

Created by admin on Sat Dec 16 17:15:17 UTC 2023 , Edited by admin on Sat Dec 16 17:15:17 UTC 2023

PRIMARY

MESH

C119141

Created by admin on Sat Dec 16 17:15:17 UTC 2023 , Edited by admin on Sat Dec 16 17:15:17 UTC 2023

PRIMARY

RXCUI

1370971

Created by admin on Sat Dec 16 17:15:17 UTC 2023 , Edited by admin on Sat Dec 16 17:15:17 UTC 2023

PRIMARY

RxNorm

ChEMBL

CHEMBL2105395

Created by admin on Sat Dec 16 17:15:17 UTC 2023 , Edited by admin on Sat Dec 16 17:15:17 UTC 2023

PRIMARY

IUPHAR

7349

Created by admin on Sat Dec 16 17:15:17 UTC 2023 , Edited by admin on Sat Dec 16 17:15:17 UTC 2023

PRIMARY

EPA CompTox

DTXSID101025426

Created by admin on Sat Dec 16 17:15:17 UTC 2023 , Edited by admin on Sat Dec 16 17:15:17 UTC 2023

PRIMARY

USAN

SS-11

Created by admin on Sat Dec 16 17:15:17 UTC 2023 , Edited by admin on Sat Dec 16 17:15:17 UTC 2023

PRIMARY

MERCK INDEX

m8261

Created by admin on Sat Dec 16 17:15:17 UTC 2023 , Edited by admin on Sat Dec 16 17:15:17 UTC 2023

PRIMARY

Merck Index

CAS

128607-22-7

Created by admin on Sat Dec 16 17:15:17 UTC 2023 , Edited by admin on Sat Dec 16 17:15:17 UTC 2023

PRIMARY

EVMPD

SUB33020

Created by admin on Sat Dec 16 17:15:17 UTC 2023 , Edited by admin on Sat Dec 16 17:15:17 UTC 2023

PRIMARY

DRUG CENTRAL

4749

Created by admin on Sat Dec 16 17:15:17 UTC 2023 , Edited by admin on Sat Dec 16 17:15:17 UTC 2023

PRIMARY

INN

7859

Created by admin on Sat Dec 16 17:15:17 UTC 2023 , Edited by admin on Sat Dec 16 17:15:17 UTC 2023

PRIMARY

FDA UNII

B0P231ILBK

Created by admin on Sat Dec 16 17:15:17 UTC 2023 , Edited by admin on Sat Dec 16 17:15:17 UTC 2023

PRIMARY

Related Record Type Details


					L9DP834D1P

CYTOCHROME P450 2C9

METABOLIC ENZYME -> INHIBITOR

Qualification:

IC50

Amount:


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> SUBSTRATE

Comments:

Ospemifene is primarily metabolized by CYP3A4, 2C9, and 2C19 responsible for approximately 40 to 50%, ~25%, and ~25%, respectively, of its clearance.

Interaction Type:

MAJOR


					L9DP834D1P

CYTOCHROME P450 2C9

METABOLIC ENZYME -> SUBSTRATE

Comments:

Ospemifene is primarily metabolized by CYP3A4, 2C9, and 2C19 responsible for approximately 40 to 50%, ~25%, and ~25%, respectively, of its clearance.

Interaction Type:

MAJOR


					081I12ZA58

CYTOCHROME P450 2C19

METABOLIC ENZYME -> SUBSTRATE

Comments:

Ospemifene is primarily metabolized by CYP3A4, 2C9, and 2C19 responsible for approximately 40 to 50%, ~25%, and ~25%, respectively, of its clearance.

Interaction Type:

MAJOR


					0UY97CSG1T

CYTOCHROME P450 2B6

METABOLIC ENZYME -> INHIBITOR

Qualification:

IC50

Amount:


					B0P231ILBK

EXCRETED UNCHANGED

Comments:

Following an oral administration of ospemifene, approximately 75% and 7% of the dose was excreted in feces and urine, respectively. Less than 0.2% of the ospemifene dose was excreted unchanged in urine.

Qualification:

URINE

Amount:


					22ES734693

MULTIDRUG RESISTANCE PROTEIN 1

TRANSPORTER -> SUBSTRATE

Comments:

The sponsor evaluated ospemifene as a potential substrate for transporters in a P-gp in vitro study. No in vivo transporter studies were conducted.


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:


					081I12ZA58

CYTOCHROME P450 2C19

METABOLIC ENZYME -> INHIBITOR

Qualification:

IC50

Amount:


					SIDP85PFD6

ESTROGEN RECEPTOR

TARGET -> INHIBITOR

Related Record Type Details


					7NFE54O27T

PARENT -> METABOLITE ACTIVE

Interaction Type:

MAJOR


					REK22GEH6A

ACETIC ACID, (4-(4-CHLORO-1-(4-HYDROXYPHENYL)-2-PHENYL-1-BUTENYL)PHENOXY)-, (Z)-

METABOLITE -> PARENT


					MZC9KS3HJL

(Z)-4-(1-(2-CHLOROETHYL)-2-(4-(2-HYDROXYETHOXY)PHENYL)-2-PHENYLVINYL)PHENOL

METABOLITE -> PARENT

Comments:

4-hydroxyospemifene (M1) is the major metabolite with a serum concentration of approximately 25% of ospemifene.

Interaction Type:

MAJOR


					WW3JV8EY5Y

ACETIC ACID, (4-((1Z)-4-CHLORO-1,2-DIPHENYL-1-BUTENYL)PHENOXY)-

METABOLITE -> PARENT


					8QE6RRB4CR

4'-HYDROXYOSPEMIFENE

METABOLITE -> PARENT

Comments:

4’-hydroxyospemifene (M2) is the major metabolite with a serum concentration of approximately 7% of ospemifene.

Interaction Type:

MAJOR

Related Record Type Details


					575Y7SBE69

OSPEMIFENE E-ISOMER

IMPURITY -> PARENT

Amount:

Related Record Type Details


					B0P231ILBK

ACTIVE MOIETY

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Biological Half-life	PHARMACOKINETIC

Tmax	PHARMACOKINETIC				SINGLE DOSE

Volume of Distribution	PHARMACOKINETIC