Estramustine
[(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
Molecular Identity
Estramustine
[(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
PubChem CID: 259331
Estramustine is a carbamate ester obtained by the formal condensation of the hydroxy group of 17beta-estradiol with the carboxy group of bis(2-chloroethyl)carbamic acid. It has a role as an alkylating agent, an antineoplastic agent and a radiation protective agent. It is a carbamate ester, a 17beta-hydroxy steroid and an organochlorine compound. It is functionally related to a 17beta-estradiol.
2D Structure
Properties
C23H31Cl2NO3
Molecular Formula
440.40
Molecular Weight
g/mol
439.1681
Exact Mass
Da
4
XLogP
Drug-like (Lipinski: < 5)
49.8
TPSA
Good oral absorption (< 140 A²)
1
H-Bond Donors
3
H-Bond Acceptors
584
Complexity
SMILES
Canonical SMILES
SMILES: CC12CCC3C(C1CCC2O)CCC4=C3C=CC(=C4)OC(=O)N(CCCl)CCClIsomeric SMILES
SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C3C=CC(=C4)OC(=O)N(CCCl)CCClSynonyms(20)
estramustine2998-57-4EstramustinumEstramustinaLeo-275DTXSID8046458LEO 275Leo275NSC-89201Estradiol 3-(N,N-bis(2-chloroethyl)carbamate)17beta-Estradiol 3-(bis(2-chloroethyl)carbamate)[(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)carbamateEstradiol 3-[bis(2-chloroethyl)carbamate]RO 21-8837Ro 22-2296/000
Data from PubChem (NCBI)
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