A synthetic ceramide
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C18 D-threo Ceramide (d18:1/18:0)

Item No. 33676

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1R,2R,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]-octadecanamide
CAS Number
252039-53-5
Synonyms
  • D-threo Cer(d18:1/18:0)
  • D-threo Ceramide (d18:1/18:0)
  • N-octadecanoyl-D-threo-Sphingosine
  • N-stearoyl-D-threo-Sphingosine
Molecular Formula
C36H71NO3
Formula Weight
566.0
Purity
≥98%
Formulation
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-/m1/s1
InChi Key
VODZWWMEJITOND-ZQWWOPGHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $256

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    Product Description

    C18 D-threo Ceramide (d18:1/18:0) is a synthetic ceramide and stereoisomer of C18 ceramide (Item No. 19556).1 It inhibits rat brain mitochondrial ceramidase (mt-CDase) with an IC50 value of 16.6 µM.2 [Matreya, LLC. Catalog No. 1855]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Koolath, S., Murai, Y., Suga, Y., et al. Chiral combinatorial preparation and biological evaluation of unique ceramides for inhibition of sphingomyelin synthase. Chirality 32(3), 308-313 (2019).

    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).