A synthetic derivative of sphingomyelin
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Product Categories

Product Type

Biochemicals
Lipids
Sphingolipids

Research Area

Lipid Biochemistry
Sphingolipids

Application

Mass Spectrometry

C17 D-erythro/L-threo Sphingomyelin (d18:1/17:0)

Item No. 24354

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(E)-2-heptadecanamido-3-hydroxyoctadec-4-en-1-yl (2-(trimethylammonio)ethyl) phosphate
Synonyms
  • D-erythro/L-threo Heptadecanoyl Sphingomyelin
  • D-erythro/L-threo N-Heptadecanoyl Sphingosylphosphorylcholine
  • D-erythro/L-threo SM(18:1/17:0)
  • D-erythro/L-threo (18:1/17:0)
Molecular Formula
C40H81N2O6P
Formula Weight
717.1
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: SolubleEthanol: SolubleMethanol: Soluble
SMILES
O=C(CCCCCCCCCCCCCCCC)NC(COP(OCC[N+](C)(C)C)([O-])=O)C(O)/C=C/CCCCCCCCCCCCC
InChi Code
InChI=1S/C40H81N2O6P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-40(44)41-38(37-48-49(45,46)47-36-35-42(3,4)5)39(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h31,33,38-39,43H,6-30,32,34-37H2,1-5H3,(H-,41,44,45,46)/b33-31+
InChi Key
YMQZQHIESOAPQH-QOSDPKFLSA-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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    500 µg

    $50

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    1 mg

    $94

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    5 mg

    $336

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    10 mg

    $627

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    Product Description

    C17 Sphingomyelin is a synthetic derivative of sphingomyelin (Item Nos. 22674 | 24345). It has been used as an internal standard for the quantification of sphingomyelin.1,2 C17 D-erythro L-threo Sphingomyelin is a mixture of D-erythro and L-threo isomers. As this product is derived from a natural source, there may be variations in the sphingoid backbone. [Matreya, LLC. Catalog No. 1890]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kirkegaard, T., Roth, A.G., Peterson, N.H.T., et al. Hsp70 stabilizes lysosomes and reverts Niemann-Pick disease-associated lysosomal pathology. Nature 463(7280), 549-553 (2010).

    2. Schilling, J.D., Machkovech, H.M., He, L., et al. Palmitate and lipopolysaccharide trigger synergistic ceramide production in primary macrophages. The Journal of Biological Chemisty 288(5), 2923-2932 (2013).