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Perifosine

CAT: 0013-GTR19163010-02Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19163010-02Size:500 mg
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Description
A oral bioavailable alkylphospholipid that displays significant antiproliferative activity in vitro and in vivo in several human tumor model; acts as an Akt inhibitor and a PI3K inhibitor, induces p21 (WAF1) expression in squamous carcinoma cells through a p53-independent pathway; enhances apoptosis and inhibits the growth of xenografts in nude mice combined with a lysosomal inhibitor.Brain Cancer Phase 2 Clinical.
CAS Number
157716-52-4
Product Name Alternative
KRX-0401 | NSC 639966 | D-21266 | KRX 0401 | KRX0401 | D21266 | D 21266
Purity
>98% (HPLC)
Solubility
10 mM in DMSO
Smiles
O=P (OC1CC[N+] (C) (C) CC1) ([O-]) OCCCCCCCCCCCCCCCCCC
Molecular Formula
C25H52NO4P
Molecular Weight
461.6584
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
Piperidinium, 4-[[hydroxy (octadecyloxy) phosphinyl]oxy]-1,1-dimethyl-, inner salt

Chemical Information

Perifosine

Perifosine is a phospholipid consisting of 1,1-dimethylpiperidinium-4-yl hydrogen phosphate in which the hydrogen is replaced by a stearyl (octadecyl) group. It has a role as an EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor. It is a phospholipid and an ammonium betaine. It is functionally related to an octadecan-1-ol.

CAS Number157716-52-4
PubChem CID148177
IUPAC Name(1,1-dimethylpiperidin-1-ium-4-yl) octadecyl phosphate
Molecular FormulaC25H52NO4P
Molecular Weight461.7
XLogP8.3
Topological Polar Surface Area58.6
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count20
Heavy Atom Count31
Formal Charge0
Complexity454
SMILES
CCCCCCCCCCCCCCCCCCOP(=O)([O-])OC1CC[N+](CC1)(C)C
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
Chemical Structure
2D Structure
2D structure of Perifosine
CAS: 157716-52-4
CID: 148177
Formula: C25H52NO4P
MW: 461.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight461.7
XLogP38.3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count20
Exact Mass461.36339614
Monoisotopic Mass461.36339614
Topological Polar Surface Area58.6 Ų
Heavy Atom Count31
Formal Charge0
Complexity454
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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CatalogName
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