Estramustine

Estramustine

Identifiers
IUPAC name [(8R,9S,13S,14S,17S)-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] N,N-bis(2-chloroethyl)carbamate
Synonyms	Leo 275; Ro 21-8837; Estradiol 3-(bis(2-chloroethyl)carbamate) ester; Estra-1,3,5(10)-triene-3,17β-diol 3-(bis(2-chloroethyl)carbamate) ester
CAS Number	2998-57-4 Y
PubChem CID	259331
ChemSpider	227635 Y
UNII	35LT29625A
KEGG	D04066 Y
ChEBI	CHEBI:4868 Y
ChEMBL	CHEMBL1575 Y
Chemical and physical data
Formula	C23H31Cl2NO3
Molar mass	440.405 g/mol
3D model (Jmol)	Interactive image
SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C3C=CC(=C4)OC(=O)N(CCCl)CCCl
InChI InChI=1S/C23H31Cl2NO3/c1-23-9-8-18-17-5-3-16(29-22(28)26(12-10-24)13-11-25)14-15(17)2-4-19(18)20(23)6-7-21(23)27/h3,5,14,18-21,27H,2,4,6-13H2,1H3/t18-,19-,20+,21+,23+/m1/s1 Y Key:FRPJXPJMRWBBIH-RBRWEJTLSA-N Y
NY (what is this?)

Estramustine (INN, USAN, BAN) is a synthetic steroidal estrogen and alkylating antineoplastic agent that was never marketed. It is an estrogen ester – specifically, the C3 normustine ester of estradiol – and acts as a prodrug to estradiol and normustine in the body.Estramustine phosphate, the C17β phosphate ester of estramustine, is marketed and used in the treatment of prostate cancer.