A sphingolipid
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C16 Phytoceramide (t18:0/16:0)

Item No. 22826

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S,2S,3R)-2,3-dihydroxy-1-(hydroxymethyl)heptadecyl]-hexadecanamide
CAS Number
111149-09-8
Synonyms
  • Armillaramide
  • Ceramide (t18:0/16:0)
  • Cer(t18:0/16:0)
  • C16:0 Phytoceramide
  • N-hexadecanoyl Phytosphingosine
  • N-Palmitoyl Phytosphingosine
Molecular Formula
C34H69NO4
Formula Weight
555.9
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform:Methanol (5:1): soluble
SMILES
OC[C@H](NC(CCCCCCCCCCCCCCC)=O)[C@@H]([C@@H](CCCCCCCCCCCCCC)O)O
InChi Code
InChI=1S/C34H69NO4/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(38)35-31(30-36)34(39)32(37)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h31-32,34,36-37,39H,3-30H2,1-2H3,(H,35,38)/t31-,32+,34-/m0/s1
InChi Key
IVBULNXGVIHEKN-MVIDNBQJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $196

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    Product Description

    C16 Phytoceramide (t18:0/16:0) is a phytoceramide, which is a family of sphingolipids found in the intestine, kidney, and extracellular spaces of the stratum corneum of the mammalian epidermis.1,2,3 C16 Phytoceramide (t18:0/16:0) is composed of a phytosphingosine (Item No. 20217) backbone amine-linked to a C16 fatty acid chain. The levels of C16 phytoceramide (t18:0/16:0) increase following heat stress in S. cerevisiae.4 It has been used with other ceramides to create stratum corneum substitutes to study percutaneous penetration and psoriasis in vitro.5,6 [Matreya, LLC. Catalog No. 2035]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Crossman, M.W., and Hirschberg, C.B. Biosynthesis of phytosphingosine by the rat. The Journal of Biological Chemisty 252(16), 5815-5819 (1977).

    2. Mizutani, Y., Kihara, A., and Igarashi, Y. Identification of the human sphingolipid C4-hydroxylase, hDES2, and its up-regulation during keratinocyte differentiation. FEBS Lett. 563(1-3), 93-97 (2004).

    3. Montefusco, D.J., Chen, L., Matmati, N., et al. Distinct signaling roles of ceramide species in yeast revealed through systematic perturbation and systems biology analyses. Sci. Signal 6(299), rs14 (2013).

    4. de Jager, M., Groenink, W., van der Spek, J., et al. Preparation and characterization of a stratum corneum substitute for in vitro percutaneous penetration studies. Biochim. Biophys. Acta 1758(5), 636-644 (2006).

    5. Basse, L.H., Groen, D., and Bouwstra, J.A. Permeability and lipid organization of a novel psoriasis stratum corneum substitute. Int. J. Pharm. 457(1), 275-282 (2013).