An antitumor alkylphospholipid
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Perifosine

Item No. 10008112

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[[hydroxy(octadecyloxy)phosphinyl]oxy]-1,1-dimethyl-piperidinium, inner salt
CAS Number
157716-52-4
Molecular Formula
C25H52NO4P
Formula Weight
461.7
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Ethanol: 30 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
CCCCCCCCCCCCCCCCCCOP(OC1CC[N+](C)(C)CC1)([O-])=O
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $41

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    5 mg

    $140

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    10 mg

    $196

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    25 mg

    $437

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    Cayman Chemical
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    Product Description

    Perifosine is an alkylphospholipid that induces apoptotic cell death in a variety of tumor cell lines.1 Apoptosis is induced in a time- and dose-dependent manner in U937 and Jurkat T human leukemia cell lines but not in normal vascular endothelial cells. Perifosine causes inhibition of PC-3 prostate carcinoma cell growth (growth inhibition (GI50) = 5 µM at 24 h) and is associated with rapidly decreased Akt activation.2 In addition, perifosine induces p21WAF1 expression in squamous carcinoma cells through a p53-independent pathway, leading to loss in cyclin-dependent kinase activity and cell cycle arrest.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ruiter, G.A., Zerp, S.F., Bartelink, H., et al. Alkyl-lysophospholipids activate the SAPK/JNK pathway and enhance radiation-induced apoptosis. Cancer Res. 59(10), 2457-2463 (1999).

    2. Kondapaka, S.B., Singh, S.S., Dasmahapatra, G.P., et al. Perifosine, a novel alkylphospholipid, inhibits protein kinase B activation. Mol. Cancer Ther. 2(11), 1093-1103 (2003).

    3. Patel, V., Lahusen, T., Sy, T., et al. Perifosine, a novel alkylphospholipid, induces p21WAF1 expression in squamous carcinoma cells through a p53-independent pathway, leading to loss in cyclin-dependent kinase activity and cell cycle arrest. Cancer Res. 62(5), 1401-1409 (2002).