A synthetic ceramide
Related Products
Enantiomer(s)
33676C18 D-threo Ceramide (d18:1/18:0)
Technical Support & Resources

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C18 L-threo Ceramide (d18:1/18:0)

Item No. 24399

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S,2S,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]-octadecanamide
CAS Number
95037-06-2
Synonyms
  • N-octadecanoyl-L-threo-Sphingosine
  • L-threo Cer(d18:1/18:0)
  • L-threo Ceramide (d18:1/18:0)
Molecular Formula
C36H71NO3
Formula Weight
566.0
Purity
≥98%
Formulation (Request formulation change)
A solid
SMILES
OC[C@@H]([C@@H](O)/C=C/CCCCCCCCCCCCC)NC(CCCCCCCCCCCCCCCCC)=O
InChi Code
InChI=1S/C36H71NO3/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-36(40)37-34(33-38)35(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h29,31,34-35,38-39H,3-28,30,32-33H2,1-2H3,(H,37,40)/b31-29+/t34-,35-/m0/s1
InChi Key
VODZWWMEJITOND-ZWVRRZAVSA-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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    1 mg

    $230

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    Product Description

    C18 L-threo Ceramide is a synthetic ceramide and stereoisomer of C18 ceramide (Item No. 19556) that has been used for structural characterization of natural sphingolipids.1 It inhibits rat brain mitochondrial ceramidase (mt-CDase) with an IC50 value of 8.8 μM.2 [Matreya, LLC. Catalog No. 1843]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sarmientos, F., Schwarzmann, G., and Sandhoff, K. Direct evidence by carbon-13 NMR spectroscopy for the erythro configuration of the sphingoid moiety in Gaucher cerebroside and other natural sphingolipids. Eur. J. Biochem. 146(1), 59-64 (1985).

    2. Usta, J., El Bawab, S., Roddy, P., et al. Structural requirements of ceramide and sphingosine based inhibitors of mitochondrial ceramidase. Biochemistry 40(32), 9657-9668 (2001).