A bioactive sphingolipid
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C6 L-erythro Ceramide (d18:1/6:0)

Item No. 24388

Technical Information
Formal Name
N-[(1R,2S,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]-hexanamide
CAS Number
189894-78-8
Synonyms
  • L-erythro Cer(d18:1/6:0)
  • L-erythro Ceramide (d18:1/6:0)
  • N-hexanoyl-L-erythro-Sphingosine
Molecular Formula
C24H47NO3
Formula Weight
Purity
≥98%
A solid
Chloroform: SolubleDMF: 5 mg/mlDMSO: SolubleEthanol: Soluble
SMILES
OC[C@H]([C@@H](O)/C=C/CCCCCCCCCCCCC)NC(CCCCC)=O
InChi Code
InChI=1S/C24H47NO3/c1-3-5-7-8-9-10-11-12-13-14-15-16-18-19-23(27)22(21-26)25-24(28)20-17-6-4-2/h18-19,22-23,26-27H,3-17,20-21H2,1-2H3,(H,25,28)/b19-18+/t22-,23+/m1/s1
InChi Key
NPRJSFWNFTXXQC-GWGOZDFZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    C6 L-erythro Ceramide is a bioactive sphingolipid and cell-permeable analog of naturally occurring ceramides.1,2 It is metabolized by ceramide glucosyltransferase to form C6 L-erythro glucosylceramide. C6 L-erythro Ceramide is cytotoxic to U937 cells (IC50 = 18 μM).3 [Matreya, LLC. Catalog No. 1848]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Schwarz, A., and Futerman, A.H. Distinct roles for ceramide and glucosylceramide at different stages of neuronal growth. J. Neurosci. 17(9), 2929-2938 (1997).

    2. Paul, P., Kamisaka, Y., Marks, D.L., et alPurification and characterization of UDP-glucose: Ceramide glucosyltransferase from rat liver Golgi membranes. The Journal of Biological Chemisty 271(4), 2287-2293 (1996).

    3. Chang, Y.-T., Choi, J., Ding, S., et alThe synthesis and biological characterization of a ceramide library. J. Am. Chem. Soc. 124(9), 1856-1857 (2002).