Chlormethenmadinone acetate

Chlormethenmadinone acetate (CMMA), also known as chlorsuperlutin, is a progestin medication which was developed in Czechoslovakia in the 1960s.^[1] It has been used in combination with mestranol in birth control pills under the brand names Biogest, Sterolibrin, and Antigest B,^[2][3] and in veterinary medicine under the brand name Agelin.^[4] Analogues of CMMA include bromethenmadinone acetate (bromsuperlutin), which was assessed but was never marketed,^[3][5] and melengestrol acetate (methylsuperlutin), which is used in veterinary medicine.^[6]

Chlormethenmadinone acetate

Clinical data
Trade names	Biogest, Sterolibrin, Antigest B, Agelin
Other names	SCH-12600; 6-Chloromethylene­dehydroacetoxy­progesterone; 17α-Acetoxy-6-chloro-16-methylene-6-dehydroprogesterone; 16-Methylene­chlormadinone acetate; 17α-Acetoxy-6-chloro-16-methylenepregna-4,6-diene-3,20-dione
Drug class	Progestogen; Progestin; Progestogen ester
Identifiers
IUPAC name [(8R,9S,10R,13S,14S,17R)-17-Acetyl-6-chloro-10,13-dimethyl-16-methylidene-3-oxo-1,2,8,9,11,12,14,15-octahydrocyclopenta[a]phenanthren-17-yl] acetate
CAS Number	6799-23-1
PubChem CID	175513
ChemSpider	152916
ChEMBL	ChEMBL3276150
CompTox Dashboard (EPA)	DTXSID00987408
Chemical and physical data
Formula	C24H29ClO4
Molar mass	416.94 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC(=O)[C@]1(C(=C)C[C@@H]2[C@@]1(CC[C@H]3[C@H]2C=C(C4=CC(=O)CC[C@]34C)Cl)C)OC(=O)C
InChI InChI=1S/C24H29ClO4/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/h11-12,17-19H,1,6-10H2,2-5H3/t17-,18+,19+,22-,23+,24+/m1/s1 Key:MDTBKPVVPCIBIT-USYNNDFZSA-N