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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H28O2
Molecular Weight 312.4458
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DEMEGESTONE

SMILES

[H][C@@]12CC[C@](C)(C(C)=O)[C@@]1(C)CCC3=C4CCC(=O)C=C4CC[C@@]23[H]

InChI

InChIKey=JWAHBTQSSMYISL-MHTWAQMVSA-N
InChI=1S/C21H28O2/c1-13(22)20(2)11-9-19-18-6-4-14-12-15(23)5-7-16(14)17(18)8-10-21(19,20)3/h12,18-19H,4-11H2,1-3H3/t18-,19+,20-,21+/m1/s1

HIDE SMILES / InChI
Molecular Formula C21H28O2
Molecular Weight 312.4458
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Demegestone, a norprogesterone derivative, is a progesterone receptor agonist that was previously used to treat luteal insufficiency. It was marketed in France as Lutionex, but has since been discontinued. Demegestone has also been studied in combination with estrogens as an oral contraceptive and treatment for infertility. Demegestone did not exercise androgenic activity. Demegestone is the potent inhibitor of estrone sulfatase activity.

Originator

Approval Year

Unknown
139594
PubMed

PubMed

TitleDatePubMed
Evaluation of a low-dose progestagen as a contraceptive.
1971
Oral progestagens before menopause and breast cancer risk.
2007 Mar 12
Patents

Patents

EP0882736A1
1

Sample Use Guides

In Vivo Use Guide
In order to evaluate the safety and effectiveness of a low-dose progestagen oral contraceptive, 46 women were administered 0.25 mg daily of a synthetic gestagen, Demegestone, for 1-12 months for a total of 189 cycles. The pill was found to be safe and completely effective with no pregnancies occurring in the study group. The length of the bleeding cycle was found to be prolonged under this treatment, to an average of 40 days
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:30:51 GMT 2023
Edited
by admin
on Fri Dec 15 16:30:51 GMT 2023
Record UNII
6E89AM91SZ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DEMEGESTONE
INN   MART.   MI   WHO-DD  
INN  
Official Name English
demegestone [INN]
Common Name English
19-NORPREGNA-4,9-DIENE-3,20-DIONE, 17-METHYL-
Common Name English
Demegestone [WHO-DD]
Common Name English
DEMEGESTONE [MART.]
Common Name English
R-2453
Code English
17-METHYL-19-NORPREGNA-4,9-DIENE-3,20-DIONE
Common Name English
DEMEGESTONE [MI]
Common Name English
NSC-118189
Code English
R 2453
Code English
Classification Tree Code System Code
WHO-VATC QG03DB05
Created by admin on Fri Dec 15 16:30:52 GMT 2023 , Edited by admin on Fri Dec 15 16:30:52 GMT 2023
NCI_THESAURUS C776
Created by admin on Fri Dec 15 16:30:51 GMT 2023 , Edited by admin on Fri Dec 15 16:30:51 GMT 2023
WHO-ATC G03DB05
Created by admin on Fri Dec 15 16:30:51 GMT 2023 , Edited by admin on Fri Dec 15 16:30:51 GMT 2023
Code System Code Type Description
CAS
10116-22-0
Created by admin on Fri Dec 15 16:30:51 GMT 2023 , Edited by admin on Fri Dec 15 16:30:51 GMT 2023
PRIMARY
SMS_ID
100000083692
Created by admin on Fri Dec 15 16:30:52 GMT 2023 , Edited by admin on Fri Dec 15 16:30:52 GMT 2023
PRIMARY
EVMPD
SUB06966MIG
Created by admin on Fri Dec 15 16:30:51 GMT 2023 , Edited by admin on Fri Dec 15 16:30:51 GMT 2023
PRIMARY
DRUG CENTRAL
803
Created by admin on Fri Dec 15 16:30:51 GMT 2023 , Edited by admin on Fri Dec 15 16:30:51 GMT 2023
PRIMARY
MERCK INDEX
m1104
Created by admin on Fri Dec 15 16:30:51 GMT 2023 , Edited by admin on Fri Dec 15 16:30:51 GMT 2023
PRIMARY Merck Index
DRUG BANK
DB13857
Created by admin on Fri Dec 15 16:30:51 GMT 2023 , Edited by admin on Fri Dec 15 16:30:51 GMT 2023
PRIMARY
FDA UNII
6E89AM91SZ
Created by admin on Fri Dec 15 16:30:51 GMT 2023 , Edited by admin on Fri Dec 15 16:30:51 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104231
Created by admin on Fri Dec 15 16:30:51 GMT 2023 , Edited by admin on Fri Dec 15 16:30:51 GMT 2023
PRIMARY
WIKIPEDIA
DEMEGESTONE
Created by admin on Fri Dec 15 16:30:52 GMT 2023 , Edited by admin on Fri Dec 15 16:30:52 GMT 2023
PRIMARY
RXCUI
22483
Created by admin on Fri Dec 15 16:30:52 GMT 2023 , Edited by admin on Fri Dec 15 16:30:52 GMT 2023
PRIMARY RxNorm
INN
2935
Created by admin on Fri Dec 15 16:30:51 GMT 2023 , Edited by admin on Fri Dec 15 16:30:51 GMT 2023
PRIMARY
NCI_THESAURUS
C76304
Created by admin on Fri Dec 15 16:30:51 GMT 2023 , Edited by admin on Fri Dec 15 16:30:51 GMT 2023
PRIMARY
ECHA (EC/EINECS)
233-320-6
Created by admin on Fri Dec 15 16:30:51 GMT 2023 , Edited by admin on Fri Dec 15 16:30:51 GMT 2023
PRIMARY
MESH
C011214
Created by admin on Fri Dec 15 16:30:51 GMT 2023 , Edited by admin on Fri Dec 15 16:30:51 GMT 2023
PRIMARY
NSC
118189
Created by admin on Fri Dec 15 16:30:52 GMT 2023 , Edited by admin on Fri Dec 15 16:30:52 GMT 2023
PRIMARY
PUBCHEM
93057
Created by admin on Fri Dec 15 16:30:52 GMT 2023 , Edited by admin on Fri Dec 15 16:30:52 GMT 2023
PRIMARY
EPA CompTox
DTXSID20878581
Created by admin on Fri Dec 15 16:30:51 GMT 2023 , Edited by admin on Fri Dec 15 16:30:51 GMT 2023
PRIMARY
Related Record Type Details
Structure of GESTADIENOL ACETATE
TARGET->ANALOGUE
Related Record Type Details
Structure of DEMEGESTONE
ACTIVE MOIETY
NIH
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