CLOGESTONE ACETATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C25H33ClO5
Molecular Weight	448.98
Optical Activity	UNSPECIFIED
Defined Stereocenters	7 / 7
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=KSCZWFXQKITHSL-OKCNGXCSSA-N

InChI=1S/C25H33ClO5/c1-14(27)25(31-16(3)29)11-8-20-18-13-22(26)21-12-17(30-15(2)28)6-9-23(21,4)19(18)7-10-24(20,25)5/h12-13,17-20H,6-11H2,1-5H3/t17-,18+,19-,20-,23+,24-,25-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C25H33ClO5
Molecular Weight	448.98
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
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 `Fri Dec 15 15:20:35 GMT 2023` Edited by `admin` on `Fri Dec 15 15:20:35 GMT 2023`
Record UNII	6RU186S3NO
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

CLOGESTONE ACETATE

Official Name

English

CLOGESTONE ACETATE [USAN]

Common Name

English

AY-11,440

Code

English

AY-11440

Code

English

6-Chloro-3β,17-dihydroxypregna-4,6-dien-20-one diacetate

Common Name

English

PREGNA-4,6-DIENE-20-ONE, 3,17-BIS(ACETYLOXY)-6-CHLORO-, (3.BETA.)-

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C776