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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H28O3
Molecular Weight 328.4452
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SEGESTERONE

SMILES

CC(=O)[C@@]1(O)C(=C)C[C@H]2[C@@H]3CCC4=CC(=O)CC[C@@H]4[C@H]3CC[C@]12C

InChI

InChIKey=SFLXYFZGKSGFKA-XUDSTZEESA-N
InChI=1S/C21H28O3/c1-12-10-19-18-6-4-14-11-15(23)5-7-16(14)17(18)8-9-20(19,3)21(12,24)13(2)22/h11,16-19,24H,1,4-10H2,2-3H3/t16-,17+,18+,19-,20-,21-/m0/s1

HIDE SMILES / InChI

Molecular Formula C21H28O3
Molecular Weight 328.4452
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Elcometrine (Segesterone acetate, Nestorone) is a steroidal progestin which is used as a hormonal contraceptive and as a treatment of endometriosis. Upon oral administration, Nestorone undergoes rapid metabolism and inactivation. Several clinical trials have been performed with Nestorone administered via subdermal implants.

Originator

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
56.0 nM [EC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
ANNOVERA
Primary
Preventing
ELMETRIN
PubMed

PubMed

TitleDatePubMed
Patents

Patents

Sample Use Guides

In Vivo Use Guide
One ANNOVERA™ (segesterone acetate and ethinyl estradiol) should be placed in the vagina. For maximum contraceptive effectiveness, ANNOVERA™ is to remain in the vagina continuously for 21 days (3 complete weeks). It is removed for a 1-week dose-free interval, and during this time a withdrawal bleed usually occurs.
Route of Administration: parenteral; vaginal; transdermal
Substance Class Chemical
Created
by admin
on Tue Mar 06 17:13:07 UTC 2018
Edited
by admin
on Tue Mar 06 17:13:07 UTC 2018
Record UNII
09Q5UV3747
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SEGESTERONE
INN   USAN  
USAN   INN  
Official Name English
SEGESTERONE [INN]
Common Name English
SEGESTERONE [USAN]
Common Name English
Code System Code Type Description
INN
8221
Created by admin on Tue Mar 06 17:13:07 UTC 2018 , Edited by admin on Tue Mar 06 17:13:07 UTC 2018
PRIMARY
ChEMBL
CHEMBL2107778
Created by admin on Tue Mar 06 17:13:07 UTC 2018 , Edited by admin on Tue Mar 06 17:13:07 UTC 2018
PRIMARY
NCI_THESAURUS
C66532
Created by admin on Tue Mar 06 17:13:07 UTC 2018 , Edited by admin on Tue Mar 06 17:13:07 UTC 2018
PRIMARY
CAS
7690-08-6
Created by admin on Tue Mar 06 17:13:07 UTC 2018 , Edited by admin on Tue Mar 06 17:13:07 UTC 2018
PRIMARY
PUBCHEM
11823650
Created by admin on Tue Mar 06 17:13:07 UTC 2018 , Edited by admin on Tue Mar 06 17:13:07 UTC 2018
PRIMARY SWITZERF
Related Record Type Details
ACTIVE MOIETY