An internal standard for the quantification of C16 dihydro ceramide
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Unlabeled Version(s)
24369C16 dihydro Ceramide (d18:0/16:0)
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C16 dihydro Ceramide-d9 (d18:0/16:0-d9)

Item No. 39389

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S,2R)-2-hydroxy-1-(hydroxymethyl)heptadecyl]-hexadecanamide-13,13,14,14,15,15,16,16,16-d9
CAS Number
2260669-52-9
Synonyms
  • Cer(d18:0/16:0-d9)
  • Ceramide (d18:0/16:0-d9)
  • N-hexadecanoyl-D-erythro-Dihydrosphingosine-d9
  • N-Palmitoyl Sphinganine-d9
Molecular Formula
C34H60D9NO3
Formula Weight
549.0
Purity
≥99% deuterated forms (d1-d9)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleEthanol: Soluble
SMILES
O=C(CCCCCCCCCCCC([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC
InChi Code
InChI=1S/C34H69NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(37)32(31-36)35-34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h32-33,36-37H,3-31H2,1-2H3,(H,35,38)/t32-,33+/m0/s1/i2D3,4D2,6D2,8D2
InChi Key
GCGTXOVNNFGTPQ-PDMRHGGWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

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    Product Description

    C16 dihydro Ceramide-d9 (d18:0/16:0-d9) is intended for use as an internal standard for the quantification of C16 dihydro ceramide (Item No. 24369) by GC- or LC-MS. C16 dihydro Ceramide is a bioactive sphingolipid and precursor in the de novo synthesis of C16 ceramide (d18:0/16:0) (Item No. 10681) that lacks the 4,5-trans double bond.1 C16 dihydro Ceramide (46 nM) inhibits C16 ceramide-induced membrane permeabilization, measured as cytochrome c oxidation, in rat liver mitochondria in a concentration-dependent manner. It also inhibits C16 ceramide-induced channel formation in liposomes. C16 dihydro ceramide is biologically inactive as a single agent, lacking the ability to induce apoptosis, cytochrome c release, or channel formation in phospholipid membranes in the absence of C16 ceramide.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Stiban, J., Fistere, D., and Colombini, M. Dihydroceramide hinders ceramide channel formation: Implications on apoptosis. Apoptosis 11(5), 773-780 (2006).