11-Dehydroprogesterone

11-Dehydroprogesterone, also known as pregna-4,11-diene-3,20-dione, is a steroidal progestin that was never marketed.^[1][2][3] It was found to be 2- to 3-fold as potent as progesterone as a progestogen in animal bioassays,^[1][4] although other studies found them to be equivalent in potency.^[2] 11-Dehydroprogesterone has been studied in women.^[5] It was discovered in the 1930s or 1940s, and was one of the earliest synthetic progestogens.^[3]

11-Dehydroprogesterone

Clinical data
Other names	Pregna-4,11-diene-3,20-dione
Identifiers
IUPAC name (8S,9S,10R,13S,14S,17S)-17-Acetyl-10,13-dimethyl-1,2,6,7,8,9,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
CAS Number	2625-60-7
PubChem CID	228863
ChemSpider	199223
UNII	YUL6GTR69Y
KEGG	C14646
ChEBI	CHEBI:34929
ChEMBL	ChEMBL44282
CompTox Dashboard (EPA)	DTXSID90180885
Chemical and physical data
Formula	C21H28O2
Molar mass	312.453 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC(=O)[C@H]1CC[C@@H]2[C@@]1(C=C[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C
InChI InChI=1S/C21H28O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h9,11-12,16-19H,4-8,10H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1 Key:XMUAORABVRJUDU-LEKSSAKUSA-N