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Chemical compound
Clogestone acetate
Other names Chlormadinol acetate; AY-11440; 3β,17α-Diacetoxy-6-chloropregna-4,6-diene-20-one
Drug class
Progestogen ;
Progestogen ester
(1S ,2R ,5S ,10R ,11S ,14R ,15S )-14-acetyl-5-(acetyloxy)-8-chloro-2,15-dimethyltetracyclo[8.7.0.02,7 .011,15 ]heptadeca-6,8-dien-14-yl acetate
CAS Number
PubChem
CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (
EPA )
Formula C 25 H 33 Cl O 5
Molar mass 448.98 g·mol−1 3D model (
JSmol )
CC(=O)C1(CCC2C1(CCC3C2C=C(C4=CC(CCC34C)OC(=O)C)Cl)C)OC(=O)C
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
Key:KSCZWFXQKITHSL-OKCNGXCSSA-N
Clogestone acetate (
USAN Tooltip United States Adopted Name ) (developmental code name AY-11440 ), also known as chlormadinol acetate or as 3β,17α-diacetoxy-6-chloropregna-4,6-diene-20-one ,
[1] is a
steroidal
progestin which was investigated as a
progestin-only contraceptive and
postcoital contraceptive but was never marketed.
[2]
[3]
[4]
[5] It is the di
acetate
ester of
clogestone , which, similarly was never marketed.
[2] Clogestone acetate produces
chlormadinone acetate as an
active metabolite .
[6]
See also
References
^ Litwack G (2 December 2012).
Biochemical Actions of Hormones . Elsevier. pp. 323–.
ISBN
978-0-323-15189-4 .
^
a
b Elks J (14 November 2014).
The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies . Springer. pp. 297–.
ISBN
978-1-4757-2085-3 .
^ Hawkins DR, Elder MG (22 October 2013).
Human Fertility Control: Theory and Practice . Elsevier Science. pp. 3–.
ISBN
978-1-4831-6361-1 .
^ Harper MJ (8 March 2013).
"Contraception — retrospect and prospect" . Progress in Drug Research, vol. 21 . Progress in Drug Research / Fortschritte der Arzneimittelforschung / Progrès des rechersches pharmaceutiques. Vol. 21. Birkhäuser. pp. 293–407.
doi :
10.1007/978-3-0348-7098-6_4 .
ISBN
978-3-0348-7098-6 .
PMID
339271 .
^ Hinselmann M, Jürgensen O, Hasselblatt I, Otten U, Prinz W, Taubert HD (August 1970). "[Clogestone acetate, a new orally effective progestagen]". Archiv Fur Gynakologie (in German). 209 (2): 136–148.
doi :
10.1007/BF00668180 .
PMID
5537778 .
^ Stern MD, Givner ML (April 1975). "Measurement of serum clogestone acetate (AY-11,440) by a radioreceptor assay: a practical approach to the quantitative determination of synthetic progestins". The Journal of Clinical Endocrinology and Metabolism . 40 (4): 728–731.
doi :
10.1210/jcem-40-4-728 .
PMID
1127082 .
PR Tooltip Progesterone receptor
Agonists
Testosterone derivatives: Progestins:
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RU-2309
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Mixed (
SPRMs Tooltip Selective progesterone receptor modulators ) Antagonists
mPR Tooltip Membrane progesterone receptor (
PAQR Tooltip Progestin and adipoQ receptor )