A sphingolipid
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C16 Ceramide (d18:1/16:0)

Item No. 10681

Technical Information
Formal Name
N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]-hexadecanamide
CAS Number
24696-26-2
Synonyms
  • Cer(d18:1/16:0)
  • Ceramide (d18:1/16:0)
  • N-Hexadecanoyl-D-erythro-Sphingosine
  • Palmitoyl Ceramide
  • N-Palmitoyl-D-erythro-Sphingosine
Molecular Formula
C34H67NO3
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 0.5 mg/ml
SMILES
CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](NC(CCCCCCCCCCCCCCC)=O)CO
InChi Code
InChI=1S/C34H67NO3/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/h27,29,32-33,36-37H,3-26,28,30-31H2,1-2H3,(H,35,38)/b29-27+/t32-,33+/m0/s1
InChi Key
YDNKGFDKKRUKPY-TURZORIXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    C16 Ceramide is a sphingolipid. It incorporates into the mitochondrial outer membrane and forms channels that increase its permeability.1 C16 Ceramide levels are increased by PPMP or MAPP in isolated human neutrophils and are correlated with an increase in apoptosis.2 It accumulates in the lungs of patients with cystic fibrosis compared with the lungs of patients with pulmonary hypertension.3 Plasma levels of C16 ceramide are also increased in patients with acute coronary syndrome, and an increased plasma ratio of C16 to C24:0 ceramide is associated with major adverse cardiac events.4 It is also increased in tumor tissue from patients with breast cancer and is associated with metastatic cancer.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Siskind, L.J., Kolesnick, R.N., and Colombini, M. Ceramide forms channels in mitochondrial outer membranes at physiologically relevant concentrations. Mitochondrion 6(3), 118-125 (2006).

    2. Seumois, G., Fillet, M., Gillet, L., et alDe novo C16- and C24-ceramide generation contributes to spontaneous neutrophil apoptosis. J. Leukoc. Biol. 81(6), 1477-1486 (2007).

    3. Brodlie, M., McKean, M.C., Johnson, G.E., et alCeramide is increased in the lower airway epithelium of people with advanced cystic fibrosis lung disease. Am. J. Respir. Crit. Care Med. 182(3), 369-375 (2010).

    4. Anroedh, S., Hilvo, M., Akkerhuis, K.M., et alPlasma concentrations of molecular lipid species predict long-term clinical outcome in coronary artery disease patients. J. Lipid Res. 59(9), 1729-1737 (2018).

    5. Schiffmann, S., Sandner, J., Birod, K., et alCeramide synthases and ceramide levels are increased in breast cancer tissue. Carcinogenesis 30(5), 745-752 (2009).