A synthetic PAF analog
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2-O-methyl PAF C-18 (hydrate)

Item No. 60912

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-hydroxy-7R-methoxy-N,N,N-trimethyl-3,5,9-trioxa-4-phosphaheptacosan-1-aminium, inner salt, 4-oxide, hydrate
Synonyms
  • Edelfosine
  • ET-18-OCH3
  • 1-O-octadecyl-2-O-methyl-sn-glyceryl-3-phosphorylcholine
Molecular Formula
C27H58NO6P • XH2O
Formula Weight
523.7
Purity
≥98%
Formulation (Request formulation change)
A lyophilized powder
Solubility(Learn about Variance in Solubility)
PBS pH 7.2: 1 mg/ml
SMILES
CCCCCCCCCCCCCCCCCCOC[C@@H](OC)COP(OCC[N+](C)(C)C)([O-])=O.O
InChi Code
InChI=1S/C27H58NO6P.H2O/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23-32-25-27(31-5)26-34-35(29,30)33-24-22-28(2,3)4;/h27H,6-26H2,1-5H3;1H2
InChi Key
FPHUJKAXWVAHPW-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 mg

    $60

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    10 mg

    $108

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    50 mg

    $451

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    100 mg

    $764

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    Product Description

    2-O-methyl-PAF C-18 is a synthetic PAF analog which contains a methyl group, attached by an ether linkage, at the sn-2 position. It has been shown to mediate a number of biological responses including decreasing plasma membrane fluidity and inhibiting tumor cell invasiveness in embryonic chick heart.1 In rat astrocytes, 2-O-methyl PAF C-18 causes the release of large quantities of nitric oxide by a pathway involving activation of nitric oxide synthase.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. van Blitterswijk, W.J., Hilkmann, H., and Storme, G.A. Accumulation of an alkyl lysophospholipid in tumor cell membranes affects membrane fluidity and tumor cell invasion. Lipids 22(11), 820-823 (1987).

    2. Cardile, V., Jiang, X., Renis, M., et al. Effects of ether lipid 1-O-octadecyl-2-methoxy-rac-glycero-3-phosphocholine and its analogs PAF and CPAF on the release of nitric oxide in primary cultures of rat astrocytes. Brain Res. 715(1-2), 98-103 (1996).