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CHEBI:4868 - estramustine

ChEBI IDCHEBI:4868
ChEBI Nameestramustine
Stars
DefinitionA carbamate ester obtained by the formal condensation of the hydroxy group of 17β-estradiol with the carboxy group of bis(2-chloroethyl)carbamic acid.
Last Modified22 February 2017
DownloadsMolfile
FormulaC23H31Cl2NO3
Net Charge0
Average Mass440.411
Monoisotopic Mass439.16810
SMILES[H][C@@]12CCc3cc(OC(=O)N(CCCl)CCCl)ccc3[C@@]1([H])CC[C@]1(C)[C@@H](O)CC[C@@]21[H]
InChIInChI=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
InChIKeyFRPJXPJMRWBBIH-RBRWEJTLSA-N
Wikipedia
Roles Classification
Biological Role:
alkylating agent  Highly reactive chemical that introduces alkyl radicals into biologically active molecules and thereby prevents their proper functioning. It could be used as an antineoplastic agent, but it might be very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. It could also be used as a component of poison gases.
Applications:
radiation protective agent  Any compound that is able to protect normal cells from the damage caused by radiation therapy.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
estramustine (CHEBI:4868) has functional parent 17β-estradiol (CHEBI:16469)
estramustine (CHEBI:4868) has role alkylating agent (CHEBI:22333)
estramustine (CHEBI:4868) has role antineoplastic agent (CHEBI:35610)
estramustine (CHEBI:4868) has role radiation protective agent (CHEBI:66987)
estramustine (CHEBI:4868) is a 17β-hydroxy steroid (CHEBI:35343)
estramustine (CHEBI:4868) is a carbamate ester (CHEBI:23003)
estramustine (CHEBI:4868) is a organochlorine compound (CHEBI:36683)
Incoming Relation(s)
estramustine phosphate (CHEBI:68643) has functional parent estramustine (CHEBI:4868)
IUPAC Name 
(17β)-17-hydroxyestra-1(10),2,4-trien-3-yl bis(2-chloroethyl)carbamate
INNs  Source
estramustineChEBI
estramustinaChEBI
estramustinumChEBI
Synonyms  Source
EstramustineKEGG COMPOUND
17β-Estradiol 3-(bis(2-chloroethyl)carbamate)ChemIDplus
Estradiol 3-(N,N-bis(2-chloroethyl)carbamate)ChemIDplus
Manual XrefsDatabases
C11228KEGG COMPOUND
D04066KEGG DRUG
DB01196DrugBank
BE646319Patent
US3299104Patent
LMST02010038LIPID MAPS
EstramustineWikipedia
HMDB0015327HMDB
1065DrugCentral
Registry NumbersSources
Reaxys:5637599Reaxys
CAS:2998-57-4ChemIDplus
Citations