A sphingolipid
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Product Categories

Product Type

Biochemicals
Lipids
Sphingolipids

Research Area

Lipid Biochemistry
Sphingolipids

C8 dihydro Ceramide (d18:0/8:0)

Item No. 24358

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S,2R)-2-hydroxy-1-(hydroxymethyl)heptadecyl]-octanamide
CAS Number
145774-33-0
Synonyms
  • Cer(d18:0/8:0)
  • Ceramide (d18:0/8:0)
  • N-octanoyl-D-erythro-Dihydrosphingosine
Molecular Formula
C26H53NO3
Formula Weight
427.7
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: SolubleDMSO: SolubleEthanol: Soluble
SMILES
O=C(CCCCCCC)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC
InChi Code
InChI=1S/C26H53NO3/c1-3-5-7-9-10-11-12-13-14-15-16-18-19-21-25(29)24(23-28)27-26(30)22-20-17-8-6-4-2/h24-25,28-29H,3-23H2,1-2H3,(H,27,30)/t24-,25+/m0/s1
InChi Key
LGOFBZUQIUVJFS-LOSJGSFVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    C8 dihydro Ceramide is a sphingolipid and an intermediate in the synthesis of C8 ceramide (Item No. 62540).1 It is synthesized by the acylation of sphinganine by ceramide synthase, a process that can be inhibited by some fungal mycotoxins, such as fumonisin B1 (Item No. 62580).2 C8 dihydro Ceramide can be converted to C8 ceramide via the introduction of a 4,5-trans double bond by dihydroceramide desaturase.1 C8 dihydro ceramide is metabolically inactive and has been used as a negative control for the biological activity of C8 ceramide.3 [Matreya, LLC. Catalog No. 1854]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Michel, C., van Echten-Deckert, G., Rother, J., et al. Characterization of ceramide synthesis. A dihydroceramide desaturase introduces the 4,5-trans-double bond of sphingosine at the level of dihydroceramide. The Journal of Biological Chemisty 272(36), 22432-22437 (1997).

    2. Wang, E., Norred, W.P., Bacon, C.W., et al. Inhibition of sphingolipid biosynthesis by fumonisins. Implications for diseases associated with Fusarium moniliforme. The Journal of Biological Chemisty 266(22), 14486-14490 (1991).

    3. Struckhoff, A.P., Bittman, R., Burow, M.E., et al. Novel ceramide analogs as potential chemotherapeutic agents in breast cancer. J. Pharmacol. Exp. Ther. 309(2), 523-532 (2004).