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CHEBI:2636 - amifostine

ChEBI IDCHEBI:2636
ChEBI Nameamifostine
Stars
DefinitionAn organic thiophosphate that is the S-phospho derivative of 2-[(3-aminopropyl)amino]ethanethiol. A prodrug for the free thiol, WR-1065, which is used as a cytoprotectant in cancer chemotherapy and radiotherapy.
Last Modified22 February 2017
DownloadsMolfile
FormulaC5H15N2O3PS
Net Charge0
Average Mass214.227
Monoisotopic Mass214.05410
SMILESNCCCNCCSP(=O)(O)O
InChIInChI=1S/C5H15N2O3PS/c6-2-1-3-7-4-5-12-11(8,9)10/h7H,1-6H2,(H2,8,9,10)
InChIKeyJKOQGQFVAUAYPM-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Roles:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Applications:
radiation protective agent  Any compound that is able to protect normal cells from the damage caused by radiation therapy.
prodrug  A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
ChEBI Ontology
Outgoing Relation(s)
amifostine (CHEBI:2636) has functional parent cysteamine (CHEBI:17141)
amifostine (CHEBI:2636) has role antioxidant (CHEBI:22586)
amifostine (CHEBI:2636) has role prodrug (CHEBI:50266)
amifostine (CHEBI:2636) has role radiation protective agent (CHEBI:66987)
amifostine (CHEBI:2636) is a diamine (CHEBI:23666)
amifostine (CHEBI:2636) is a organic thiophosphate (CHEBI:37512)
IUPAC Name 
S-{2-[(3-aminopropyl)amino]ethyl} dihydrogen thiophosphate
INNs  Source
amifostineChemIDplus
amifostinumChEBI
amifostinaChEBI
Synonym  Source
AmifostineKEGG COMPOUND
Brand Name  Source
EthyolDrugBank
Manual XrefsDatabases
C06819KEGG COMPOUND
DB01143DrugBank
US3892824Patent
AmifostineWikipedia
HMDB0015274HMDB
LSM-4721LINCS
156DrugCentral
Registry NumbersSources
Reaxys:2088122Reaxys
CAS:20537-88-6ChemIDplus
Citations