ChemicalBook > CAS DataBase List > C16-PHYTOCERAMIDE

C16-PHYTOCERAMIDE

Product Name
C16-PHYTOCERAMIDE
CAS No.
111149-09-8
Chemical Name
C16-PHYTOCERAMIDE
Synonyms
armillaramide.;C16-PHYTOCERAMIDE;N-16:0 Phytosphingosine;C16 Phytoceramide (t18:0/16:0);N-HEXADECANOYL-PHYTOSPHINGOSINE;N-[(1S,2S,3R)-2,3-dihydroxy-1-(hydroxymethyl)heptadecyl]-hexadecanamide;Hexadecanamide, N-[(1S,2S,3R)-2,3-dihydroxy-1-(hydroxymethyl)heptadecyl]-
CBNumber
CB4793069
Molecular Formula
C34H69NO4
Formula Weight
555.92
MOL File
111149-09-8.mol
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C16-PHYTOCERAMIDE Property

storage temp. 
Store at -20°C, protect from light
solubility 
Chloroform:Methanol (5:1): soluble
form 
A solid
InChIKey
IVBULNXGVIHEKN-MVIDNBQJSA-N
SMILES
O[C@]([H])(CCCCCCCCCCCCCC)[C@](O)([H])[C@@]([H])(NC(CCCCCCCCCCCCCCC)=O)CO
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Safety

WGK Germany 
WGK 3
Storage Class
11 - Combustible Solids
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
22826
Product name
C16 Phytoceramide (t18:0/16:0)
Purity
≥98%
Packaging
5mg
Price
$178
Updated
2024/03/01
AK Scientific
Product number
8019CR
Product name
N-(Palmitoyl)-phytoceramide
Packaging
5mg
Price
$349
Updated
2021/12/16
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C16-PHYTOCERAMIDE Chemical Properties,Usage,Production

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. C16 Phytoceramide (t18:0/16:0) is composed of a phytosphingosine 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. It has been used with other ceramides to create stratum corneum substitutes to study percutaneous penetration and psoriasis in vitro. [Matreya, LLC. Catalog No. 2035]

Uses

Armillaramide (Desulfated ircisulfamide) is an ester product.

Definition

ChEBI: N-hexadecanoylphytosphingosine is a phytoceramide compound having a hexadecanoyl group attached to the nitrogen atom. It is a N-acylphytosphingosine and a N-palmitoyl-sphingoid base.

References

[1] M. W. CROSSMAN C H. Biosynthesis of phytosphingosine by the rat.[J]. The Journal of Biological Chemistry, 1977, 22 1: 5815-5819. DOI: 10.1016/s0021-9258(17)40095-0
[2] YUKIKO MIZUTANI  Yasuyuki I  Akio Kihara. Identification of the human sphingolipid C4-hydroxylase, hDES2, and its up-regulation during keratinocyte differentiation[J]. FEBS Letters, 2004, 563 1: Pages 93-97. DOI: 10.1016/s0014-5793(04)00274-1
[3] DAVID J. MONTEFUSCO. Distinct Signaling Roles of Ceramide Species in Yeast Revealed Through Systematic Perturbation and Systems Biology Analyses[J]. Science Signaling, 2013, 6 299. DOI: 10.1126/scisignal.2004515
[4] MIRANDA DE JAGER . Preparation and characterization of a stratum corneum substitute for in vitro percutaneous penetration studies[J]. Biochimica et biophysica acta. Biomembranes, 2006, 1758 5: Pages 636-644. DOI: 10.1016/j.bbamem.2006.04.001
[5] LINE HOLLESEN BASSE  Joke A B  Dani?l Groen. Permeability and lipid organization of a novel psoriasis stratum corneum substitute[J]. International Journal of Pharmaceutics, 2013, 457 1: Pages 275-282. DOI: 10.1016/j.ijpharm.2013.08.086

C16-PHYTOCERAMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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C16-PHYTOCERAMIDE Suppliers

Alfa Chemistry
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Cayman Chemical Company
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Merck KGaA
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Aikon International Limited
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111149-09-8, C16-PHYTOCERAMIDERelated Search:


  • C16 Phytoceramide (t18:0/16:0)
  • C16-PHYTOCERAMIDE
  • N-HEXADECANOYL-PHYTOSPHINGOSINE
  • N-16:0 Phytosphingosine
  • Hexadecanamide, N-[(1S,2S,3R)-2,3-dihydroxy-1-(hydroxymethyl)heptadecyl]-
  • N-[(1S,2S,3R)-2,3-dihydroxy-1-(hydroxymethyl)heptadecyl]-hexadecanamide
  • armillaramide.
  • 111149-09-8
  • C34H69NO4