An inhibitor of neutral ceramidase
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C6 Urea Ceramide

Item No. 25491

Technical Information
Formal Name
N-hexyl-N'-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]-urea
CAS Number
486991-52-0
Synonyms
  • C6 Ceramide (d18:1/6:0) Urea
  • Cer(d18:1/6:0) Urea
  • D-erythro-Urea-C6-Ceramide
Molecular Formula
C25H50N2O3
Formula Weight
Purity
≥95%
A crystalline solid
SMILES
CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](NC(NCCCCCC)=O)CO
InChi Code
InChI=1S/C25H50N2O3/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-20-24(29)23(22-28)27-25(30)26-21-19-8-6-4-2/h18,20,23-24,28-29H,3-17,19,21-22H2,1-2H3,(H2,26,27,30)/b20-18+/t23-,24+/m0/s1
InChi Key
MIADELGCYXNHNP-VYQUXUJXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    C6 urea ceramide is an inhibitor of neutral ceramidase.1 It increases total ceramide levels in wild-type mouse embryonic fibroblasts (MEFs) and in HT-29 colon cancer cells but not in MEFs lacking neutral ceramidase. It inhibits proliferation of, and induces apoptosis and autophagy in HT-29, but not non-cancerous RIE-1, cells when used at concentrations of 5 and 10 µM. C6 urea ceramide decreases total β-catenin, increases phosphorylated β-catenin, and induces colocalization of β-catenin with the 20S proteasome in HT-29 and HCT116, but not RIE-1, cells. It reduces tumor growth and increases C16, C18, C20, and C24 ceramide levels in tumor tissue in an HT-29 mouse xenograft model when administered at doses of 1.25, 2.5, and 5 mg/kg for five days.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. García-Barros, M., Coant, N., Kawamori, T., et alRole of neutral ceramidase in colon cancer. The FASEB Journal 30(12), 4159-4171 (2016).