CLOGESTONE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H29ClO3
Molecular Weight	364.906
Optical Activity	UNSPECIFIED
Defined Stereocenters	7 / 7
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12CC[C@](O)(C(C)=O)[C@@]1(C)CC[C@@]3([H])[C@@]2([H])C=C(Cl)C4=C[C@@H](O)CC[C@]34C

InChI

InChIKey=WZTUZRFSDWXDRM-IAGOJMRCSA-N

InChI=1S/C21H29ClO3/c1-12(23)21(25)9-6-16-14-11-18(22)17-10-13(24)4-7-19(17,2)15(14)5-8-20(16,21)3/h10-11,13-16,24-25H,4-9H2,1-3H3/t13-,14+,15-,16-,19+,20-,21-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C21H29ClO3
Molecular Weight	364.906
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	7 / 7
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://books.google.ru/books?id=0vXTBwAAQBAJ&pg=PA297&redir_esc=y#v=onepage&q&f=false p.297 | https://books.google.ru/books?id=et3Lq-TitzAC&pg=PA323&redir_esc=y#v=onepage&q&f=false p.323

Clogestone Acetate (AY-11440) is a steroidal progestin that was synthesized in 1964 and was investigated as a progestin-only contraceptive but was never marketed.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Sodium/potassium-transporting ATPase 39 Target ID: CHEMBL2095186 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1335579	Inhibitor 8297
Progesterone receptor 61 Target ID: CHEMBL208 Sources: https://www.ncbi.nlm.nih.gov/pubmed/5537778 \| https://www.ncbi.nlm.nih.gov/pubmed/5537778	Modulator 828

Conditions

Condition	Modality	Highest Phase	Product
Hormone-dependent breast cancer 2 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1224393	Primary	Basic research	Unknown Approved Use Unknown
Menstruation disturbances 2 Sources: https://www.ncbi.nlm.nih.gov/pubmed/5537778	Primary	Not Provided 504	Unknown Approved Use Unknown
Pregnancy 65 Sources: https://www.ncbi.nlm.nih.gov/pubmed/5537778 https://www.ncbi.nlm.nih.gov/pubmed/2941236	Preventing	Not Provided 504	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Progestational activity of a new diacetate progesterone derivative.	1970 Aug	5521774
[Mechanism of action of progestins in the treatment of hormone-dependent breast cancer (author's transl)].	1975 Nov-Dec	1224393
Interference of gestagens and androgens with rat uterine oestrogen receptors.	1978 Apr	147913
Effects of hormonal and nonhormonal contraceptives on lactation and incidence of pregnancy.	1986 Mar	2941236

Patents

Sample Use Guides

In Vivo Use Guide

Clogestone Acetate (AY-11440) was tested at several doses for 3 cycles in 14 postmenopausal women and 7 ovulating women. Patients and doses were the following: 14 postmenopausal women with vasomotor syndrome who were given 1.25 mg Premarin for 21 days and .1 mg, 1 mg, or 3 mg AY-11440, for the last 10 days of a cycle; and 7 cycling women seeking contraception, given .1, .5, or 1 mg AY-11440 daily from Day 5-25.

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Sat Dec 16 17:25:15 GMT 2023` Edited by `admin` on `Sat Dec 16 17:25:15 GMT 2023`
Record UNII	0I88K7V2TF
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CLOGESTONE

Official Name

English

PREGNA-4,6-DIENE-20-ONE, 3,17-DIHYDROXY-6-CHLORO-

Systematic Name

English

6-CHLORO-3.BETA.,17-DIHYDROXYPREGNA-4,6-DIEN-20-ONE

Systematic Name

English

clogestone [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C776