ETHYNERONE

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NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H23ClO2
Molecular Weight	330.848
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of ETHYNERONE

Structure Search

SMILES

C[C@]12CCC3=C4CCC(=O)C=C4CC[C@H]3[C@@H]1CC[C@@]2(O)C#CCl

InChI

InChIKey=KEOBKPHJNAILCW-FUMNGEBKSA-N

InChI=1S/C20H23ClO2/c1-19-8-6-16-15-5-3-14(22)12-13(15)2-4-17(16)18(19)7-9-20(19,23)10-11-21/h12,17-18,23H,2-9H2,1H3/t17-,18+,19+,20-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C20H23ClO2
Molecular Weight	330.848
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3358452 | https://www.ncbi.nlm.nih.gov/pubmed/6930510 | https://www.ncbi.nlm.nih.gov/pubmed/411941 | https://www.ncbi.nlm.nih.gov/pubmed/650701

Ethynerone (MK 665) is an oral contraceptive steroid. In preclinical studies, it induced mammary tumors.

Approval Year

PubMed

PubMed

Title	Date	PubMed
The morphologic effects of synthetic reproductive steroids on the mammary gland of rhesus monkeys. Mestranol, ethynerone, mestranol-ethynerone, chloroethynyl norgestrel-mestranol, and anagestone acetate-mestranol combinations.	1988-05	3358452
Changes in estrogen metabolism after chronic oral contraceptive administration in the rhesus monkey.	1984-03-01	6144478
Malignant mammary tumors in beagle dogs dosed with investigational oral contraceptive steroids.	1980-07	6930510
The effects of a mixture of mestranol and ethynerone on the female monkey.	1979-04	105931
Mammary nodules in beagle dogs administered investigational oral contraceptive steroids.	1978-06	650701

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:54:32 GMT 2025` Edited by `admin` on `Mon Mar 31 17:54:32 GMT 2025`
Record UNII	CKM4S0R7LX
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

19-NORPREGNA-4,9-DIEN-20-YN-3-ONE, 21-CHLORO-17-HYDROXY-, (17.ALPHA.)-

Preferred Name

English

ETHYNERONE

Official Name

English

ethynerone [INN]

Common Name

English

ETHYNERONE [USAN]

Common Name

English

21-Chloro-17-hydroxy-19-nor-17?-pregna-4,9-dien-20-yn-3-one

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C776

Created by admin on Mon Mar 31 17:54:32 GMT 2025 , Edited by admin on Mon Mar 31 17:54:32 GMT 2025

Code System Code Type Description

CAS

3124-93-4

Created by admin on Mon Mar 31 17:54:32 GMT 2025 , Edited by admin on Mon Mar 31 17:54:32 GMT 2025

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INN

2038

Created by admin on Mon Mar 31 17:54:32 GMT 2025 , Edited by admin on Mon Mar 31 17:54:32 GMT 2025

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ChEMBL

CHEMBL2104303

Created by admin on Mon Mar 31 17:54:32 GMT 2025 , Edited by admin on Mon Mar 31 17:54:32 GMT 2025

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PUBCHEM

10336790

Created by admin on Mon Mar 31 17:54:32 GMT 2025 , Edited by admin on Mon Mar 31 17:54:32 GMT 2025

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NCI_THESAURUS

C74366

Created by admin on Mon Mar 31 17:54:32 GMT 2025 , Edited by admin on Mon Mar 31 17:54:32 GMT 2025

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EVMPD

SUB07293MIG

Created by admin on Mon Mar 31 17:54:32 GMT 2025 , Edited by admin on Mon Mar 31 17:54:32 GMT 2025

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MESH

C016442

Created by admin on Mon Mar 31 17:54:32 GMT 2025 , Edited by admin on Mon Mar 31 17:54:32 GMT 2025

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EPA CompTox

DTXSID10185170

Created by admin on Mon Mar 31 17:54:32 GMT 2025 , Edited by admin on Mon Mar 31 17:54:32 GMT 2025

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SMS_ID

100000082070

Created by admin on Mon Mar 31 17:54:32 GMT 2025 , Edited by admin on Mon Mar 31 17:54:32 GMT 2025

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WIKIPEDIA

Ethynerone

Created by admin on Mon Mar 31 17:54:32 GMT 2025 , Edited by admin on Mon Mar 31 17:54:32 GMT 2025

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FDA UNII

CKM4S0R7LX

Created by admin on Mon Mar 31 17:54:32 GMT 2025 , Edited by admin on Mon Mar 31 17:54:32 GMT 2025

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