CHEBI:67272 - perifosine

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ChEBI Name perifosine
ChEBI ID CHEBI:67272
Definition A phospholipid consisting of 1,1-dimethylpiperidinium-4-yl hydrogen phosphate in which the hydrogen is replaced by a stearyl (octadecyl) group.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C25H52NO4P
Net Charge 0
Average Mass 461.65840
Monoisotopic Mass 461.363
InChI InChI=1S/C25H52NO4P/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-24-29-31(27,28)30-25-20-22-26(2,3)23-21-25/h25H,4-24H2,1-3H3
InChIKey SZFPYBIJACMNJV-UHFFFAOYSA-N
SMILES CCCCCCCCCCCCCCCCCCOP([O-])(=O)OC1CC[N+](C)(C)CC1
Roles Classification
Biological Role(s): EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor
An inhibitor of phosphatidylinositol 3-kinase, EC 2.7.1.137, a family of related enzymes capable of phosphorylating the 3 position hydroxy group of the inositol ring of a phosphatidylinositol.
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ChEBI Ontology
Outgoing perifosine (CHEBI:67272) has functional parent octadecan-1-ol (CHEBI:32154)
perifosine (CHEBI:67272) has role EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor (CHEBI:50914)
perifosine (CHEBI:67272) is a ammonium betaine (CHEBI:35284)
perifosine (CHEBI:67272) is a phospholipid (CHEBI:16247)
IUPAC Name
1,1-dimethylpiperidinium-4-yl octadecyl phosphate
Synonym Source
KRX-0401 ChemIDplus
Manual Xref Database
Perifosine Wikipedia
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Registry Numbers Types Sources
11186113 Reaxys Registry Number Reaxys
157716-52-4 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
22512706 PubMed citation Europe PMC
Last Modified
25 September 2012