A sphingolipid
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Sphingomyelin (porcine RBC)

Item No. 31558

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
CAS Number
85187-10-6
Synonyms
  • SMs (porcine RBC)
Molecular Formula
C47H95N2O6P (for lignoceroyl)
Formula Weight
815.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: solubleEthanol: soluble
SMILES
[R]C(N[C@@H](COP(OCC[N+](C)(C)C)([O-])=O)[C@H](O)/C=C/CCCCCCCCCCCCC)=O
InChi Code
InChI=1S/C47H95N2O6P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-47(51)48-45(44-55-56(52,53)54-43-42-49(3,4)5)46(50)40-38-36-34-32-30-28-19-17-15-13-11-9-7-2/h38,40,45-46,50H,6-37,39,41-44H2,1-5H3,(H-,48,51,52,53)/b40-38+/t45-,46+/m0/s1
InChi Key
QEDPUVGSSDPBMD-XTAIVQBESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

    $117

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    50 mg

    $206

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    100 mg

    $366

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    Product Description

    Sphingomyelins (SMs) are bioactive sphingolipids found in mammalian cell membranes.1 SMs make up 2-15% of the total organ phospholipid population but are found at higher concentrations in the brain and myelin sheaths surrounding peripheral nerves. They interact with cholesterol to control its distribution within cellular membranes and maintain cholesterol homeostasis in cells. SMs undergo hydrolysis by sphingomyelinase to form ceramides, which are sphingolipid mediators of intracellular signaling.2 This product contains SM molecular species with primarily C16:0 and C24:0 fatty acyl chain lengths. As this product is derived from a natural source, there may be variations in the sphingoid backbone. [Matreya, LLC. Catalog No. 1328]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Slotte, J.P., and Ramstedt, B. The functional role of sphingomyelin in cell membranes. Eur. J. Lipid Sci. Technol. 109(10), 977-981 (2007).

    2. Shayman, J.A. Sphingolipids. Kidney Int. 58(1), 11-26 (2000).