A bioactive sphingolipid
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Labeled Version(s)
24428C18 dihydro Ceramide-d3 (d18:0/18:0-d3)
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C18 dihydro Ceramide (d18:0/18:0)

Item No. 24379

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S,2R)-2-hydroxy-1-(hydroxymethyl)heptadecyl]-octadecanamide
CAS Number
2304-80-5
Synonyms
  • Cer(d18:0/18:0)
  • Ceramide (d18:0/18:0)
  • C18 Dihydroceramide
  • N-octadecanoyl-D-erythro-Dihydrosphingosine
  • N-Stearoylsphinganine
Molecular Formula
C36H73NO3
Formula Weight
568.0
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleEthanol: Warmed
SMILES
O=C(CCCCCCCCCCCCCCCCC)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC
InChi Code
InChI=1S/C36H73NO3/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/h34-35,38-39H,3-33H2,1-2H3,(H,37,40)/t34-,35+/m0/s1
InChi Key
KZTJQXAANJHSCE-OIDHKYIRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    10 mg

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    25 mg

    $378

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    Product Description

    C18 dihydro Ceramide is a bioactive sphingolipid and precursor in the de novo synthesis of C18 ceramide (Item No. 19556) that lacks the 4,5-trans double bond.1 Increased C18 dihydroceramide lipid levels lead to increased triacylglycerol storage and autophagosome accumulation as well as upregulation of the fibrosis markers α-SMA and FGF2 in Chang and LX-2 liver cells. C18 dihydro Ceramide is elevated in the plasma of pre-diabetics up to 9 years prior to the onset of type 2 diabetes.2 It is also elevated in the skin of patients with lesional atopic dermatitis.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lee, A.Y., Lee, J.W., Kim, J.-E., et al. Dihydroceramide is a key metabolite that regulates autophagy and promotes fibrosis in hepatic steatosis model. Biochem. Biophys. Res. Commun. 494(3-4), 460-469 (2017).

    2. Wigger, L., Cruciani-Guglielmacci, C., Nicolas, A., et al. Plasma dihydroceramides are diabetes susceptibility biomarker candidates in mice and humans. Cell Rep. 18(9), 2269-2279 (2017).

    3. Joo, J.-M., Hwang, J.-H., Bae, S., et al. Relationship of ceramide-, and free fatty acid-cholesterol ratios in the stratum corneum with skin barrier function of normal, atopic dermatitis lesional and non-lesional skins. J. Dermatol. Sci. 77(1), 71-74 (2015).