A naturally occurring ceramide
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C12 Ceramide (d18:1/12:0)

Item No. 22530

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]-dodecanamide
CAS Number
74713-60-3
Synonyms
  • Cer(d18:1/12:0)
  • C12 Ceramide
  • Ceramide (d18:1/12:0)
  • N-Lauroyl-D-erythro-Sphingosine
Molecular Formula
C30H59NO3
Formula Weight
481.8
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 0.50 mg/ml
SMILES
OC[C@H](NC(CCCCCCCCCCC)=O)[C@H](O)/C=C/CCCCCCCCCCCCC
InChi Code
InChI=1S/C30H59NO3/c1-3-5-7-9-11-13-14-15-16-18-19-21-23-25-29(33)28(27-32)31-30(34)26-24-22-20-17-12-10-8-6-4-2/h23,25,28-29,32-33H,3-22,24,26-27H2,1-2H3,(H,31,34)/b25-23+/t28-,29+/m0/s1
InChi Key
HXFPPRPLRSPNIB-VARSQMIESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    Product Description

    C12 ceramide is a naturally occurring ceramide that is formed when C12 sphingomyelin is hydrolyzed by acid sphingomyelinase (ASM).1 It is a substrate for acid ceramidase, an enzyme that has 2- to 12-fold higher activity in fibroblasts from patients with Farber disease, a lipid storage disorder.2 C12 ceramide is found in the Wharton's jelly, a protective coating that surrounds umbilical cord vessels, of babies born to women with pre-eclampsia.3 BODIPY C12 ceramide has been used to assess levels of ASM activity in plasma of patients with type A or B Niemann-Pick disease.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. He, X., Chen, F., Dagan, A., et al. A fluorescence-based, high-performance liquid chromatographic assay to determine acid sphingomyelinase activity and diagnose types A and B Niemann-Pick disease. Anal. Biochem. 314(1), 116-120 (2003).

    2. Momoi, T., Ben-Yoseph, Y., and Nadler, H.L. Substrate-specificities of acid and alkaline ceramidases in fibroblasts from patients with Farber disease and controls. Biochem. J. 205(2), 419-425 (1982).

    3. Romanowicz, L., and Bańkowski, E. Altered sphingolipid composition in Wharton’s jelly of pre-eclamptic newborns. Pathobiology 77(2), 78-87 (2010).