SML0612
Perifosine
≥98% (HPLC), Protein kinase B/Akt inhibitor, powder
Synonym(s):
4-[[Hydroxy(octadecyloxy)phosphinyl]oxy]-1,1-dimethyl-piperidinium inner salt, KRX-0401, Octadecyl-(1,1-dimethyl-4-piperidylio) phosphate
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About This Item
Empirical Formula (Hill Notation):
C25H52NO4P
CAS Number:
Molecular Weight:
461.66
UNSPSC Code:
12352200
NACRES:
NA.77
Product Name
Perifosine, ≥98% (HPLC)
Quality Level
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
H2O: 10 mg/mL, clear
shipped in
wet ice
storage temp.
−20°C
SMILES string
[P](=O)([O-])(OC1CC[N+](CC1)(C)C)OCCCCCCCCCCCCCCCCCC
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
InChI key
SZFPYBIJACMNJV-UHFFFAOYSA-N
Application
Perifosine has been used as an alkyl phospholipid AKT inhibitor.
Biochem/physiol Actions
Perifosine (KRX-0401) is a selective bioavailable alkylphospholipid inhibitor of protein kinase B/Akt (PKB/Akt) with anti-proliferative activity.
Perifosine (KRX-0401) is a selective bioavailable alkylphospholipid inhibitor of protein kinase B/Akt (PKB/Akt) with anti-proliferative activity. Perifosine acts on cell membranes, selectively targeting proliferating cells, inducing growth arrest and apoptosis.
Perifosine (octadecyl-(1,1-dimethyl-4-piperidylio)) is an antitumor compound. It acts at lipid rafts and stops lysosomal accumulation and mTORC1 (mammalian target of rapamycin complex 1) signaling. This drug exhibits significant antiproliferative activity in vitro and in vivo in various human cancer model systems.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Perifosine, a novel alkylphospholipid, inhibits protein kinase B activation.
Kondapaka SB, et al.
Molecular Cancer Therapeutics, 2(11), 1093-1103 (2003)
TUFT1 interacts with RABGAP1 and regulates mTORC1 signaling.
Kawasaki N, et al.
Cell discovery, 4(1), 1-1 (2018)
Natsumi Kawasaki et al.
Cell discovery, 4, 1-1 (2018-02-10)
The mammalian target of rapamycin (mTOR) pathway is commonly activated in human cancers. The activity of mTOR complex 1 (mTORC1) signaling is supported by the intracellular positioning of cellular compartments and vesicle trafficking, regulated by Rab GTPases. Here we showed