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:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
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.
anti-anaemic agent  A compound which increases either the number of red cells or the amount of haemoglobin in the blood.
radiation protective agent  Any compound that is able to protect normal cells from the damage caused by radiation therapy.
ChEBI Ontology
Outgoing Relation(s)
amifostine (CHEBI:2636) has functional parent cysteamine (CHEBI:17141)
amifostine (CHEBI:2636) has role anti-anaemic agent (CHEBI:75835)
amifostine (CHEBI:2636) has role antineoplastic agent (CHEBI:35610)
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
amifostinaChEBI
amifostineChemIDplus
amifostinumChEBI
Synonyms  Source
AmifostineKEGG COMPOUND
Amifostine anhydrousChEMBL
Amifostine disulfideChEMBL
Ethiofos anhydrousChEMBL
NSC-296961ChEMBL
NSC-758236ChEMBL
Brand Name  Source
EthyolDrugBank
Manual XrefsDatabases
156DrugCentral
AmifostineWikipedia
C06819KEGG COMPOUND
DB01143DrugBank
HMDB0015274HMDB
LSM-4721LINCS
US3892824Patent
Registry NumbersSources
Reaxys:2088122Reaxys
CAS:20537-88-6ChemIDplus
Citations