A bioactive sphingolipid
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Product Categories

Product Type

Biochemicals
Lipids
Sphingolipids

Research Area

Lipid Biochemistry
Sphingolipids

Application

Mass Spectrometry

C18 Sphingomyelin (d18:1/18:0)

Item No. 24355

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-hydroxy-7-(1-hydroxy-2-hexadecen-1-yl)-N,N,N-trimethyl-9-oxo-3,5-dioxa-8-aza-4-phosphahexacosan-1-aminium, 4-oxide, inner salt
CAS Number
54336-69-5
Synonyms
  • N-Octadecanoyl Sphingosylphosphorylcholine
  • SM(d18:1/18:0)
  • Sphingomyelin (d18:1/18:0)
  • Stearoyl Sphingomyelin
Molecular Formula
C41H83N2O6P
Formula Weight
731.1
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: SolubleEthanol: SolubleMethanol: Soluble
SMILES
O=C(CCCCCCCCCCCCCCCCC)NC(COP(OCC[N+](C)(C)C)([O-])=O)C(O)/C=C/CCCCCCCCCCCCC
InChi Code
InChI=1S/C41H83N2O6P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-41(45)42-39(38-49-50(46,47)48-37-36-43(3,4)5)40(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h32,34,39-40,44H,6-31,33,35-38H2,1-5H3,(H-,42,45,46,47)/b34-32+
InChi Key
LKQLRGMMMAHREN-NWBJSICCSA-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

    $336

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    Product Description

    C18 Sphingomyelin is a naturally occurring form of sphingomyelin (Item Nos. 22674 | 24345). C18 Sphingomyelin is increased by approximately 35-fold in CCD-112 colon fibroblasts compared with HCT116 human colorectal carcinoma cells.1 C18 Sphingomyelin has been used as an internal standard for the quantification of sphingolipid metabolites.2 This product is a mixture of the D-erythro and L-threo isomers of C18 sphingomyelin. As this product is derived from a natural source, there may be variations in the sphingoid backbone. [Matreya, LLC. Catalog No. 1911]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. del Solar, V., Lizardo, D.Y., Li, N., et al. Differential regulation of specific sphingolipids in colon cancer cells during staurosporine-induced apoptosis. Chem. Biol. 22(12), 1662-1670 (2015).

    2. Mano, N., Oda, Y., Yamada, K., et al. Simultaneous quantitative determination method for sphingolipid metabolites by liquid chromatography/ionspray ionization tandem mass spectrometry. Anal. Biochem. 244(2), 291-300 (1997).