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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

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
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Description

Ospemifene (commercial name Osphena produced by Shionogi) is anoral medication indicated for the treatment of dyspareunia – pain during sexual intercourse – encountered by some women, more often in those who are post-menopausal. Ospemifene is a selective estrogen receptor modulator (SERM) that selectively binds to estrogen receptors and either stimulates or blocks estrogen's activity in different tissue types. It has an agonistic effect on the endometrium. It’s building vaginal wall thickness which in turn reduces the pain associated with dyspareunia. Dyspareunia is most commonly caused by "vulval and vaginal atrophy”.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
827.0 nM [IC50]
1633.0 nM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
OSPHENA

Cmax

ValueDoseCo-administeredAnalytePopulation
533 ng/mL
60 mg single, oral
OSPEMIFENE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
4165 ng × h/mL
60 mg single, oral
OSPEMIFENE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
26 h
60 mg single, oral
OSPEMIFENE plasma
Homo sapiens

Doses

AEs

OverviewOther

Other InhibitorOther SubstrateOther Inducer






Drug as perpetrator​

Drug as victim

Tox targets

PubMed

Sample Use Guides

In Vivo Use Guide
One tablet (60 mg ) taken orally once daily with food
Route of Administration: Oral
In Vitro Use Guide
The growth inhibitory effects of FC-1271a and its main metabolite are investigated in MCF-7 and MDA-MB-231 human breast cancer cells at doses ranging from 0.1 to 10 uM.
Substance Class Chemical
Record UNII
B0P231ILBK
Record Status Validated (UNII)
Record Version