Clomegestone acetate

Clomegestone acetate
Clinical data
Other names	Clomagestone acetate; SH-741; 6-Chloro-17α-acetoxy-16α-methylpregna-4,6-diene-3,20-dione
Drug class	Progestogen; Progestogen ester
Identifiers
	IUPAC name (1S,2R,10R,11S,13R,14R,15S)-14-acetyl-8-chloro-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-6,8-dien-14-yl acetate;
CAS Number	424-89-5;
PubChem CID	20055456;
ChemSpider	16736896;
UNII	8OIJ6341W7;
KEGG	D03550;
ChEMBL	ChEMBL2104126;
CompTox Dashboard (EPA)	DTXSID40962456 ;
Chemical and physical data
Formula	C24H31ClO4
Molar mass	418.96 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1CC2C3C=C(C4=CC(=O)CCC4(C3CCC2(C1(C(=O)C)OC(=O)C)C)C)Cl;
	InChI InChI=1S/C24H31ClO4/c1-13-10-19-17-12-21(25)20-11-16(28)6-8-22(20,4)18(17)7-9-23(19,5)24(13,14(2)26)29-15(3)27/h11-13,17-19H,6-10H2,1-5H3/t13-,17-,18+,19+,22-,23+,24+/m1/s1; Key:WWSKHPDYSWDMNC-YRNSVOBJSA-N;

Clomegestone acetate (USANTooltip United States Adopted Name) (developmental code name SH-741), or clomagestone acetate, also known as 6-chloro-17α-acetoxy-16α-methylpregna-4,6-diene-3,20-dione, is a steroidal progestin of the 17α-hydroxyprogesterone group which was developed as an oral contraceptive but was never marketed.^[1]^[2] It is the acetate ester of clomegestone, which, similarly to clomegestone acetate, was never marketed.^[1] Clomegestone acetate is also the 17-desoxy cogener of clometherone, and is somewhat more potent in comparison.^[3] Similarly to cyproterone acetate, clomegestone acetate has been found to alter insulin receptor concentrations in adipose tissue,^[4] and this may indicate the presence of glucocorticoid activity.^[5]^[6]