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34354-88-6

34354-88-6 Structure

34354-88-6 Structure
IdentificationBack Directory
[Name]

(2S, 3S, 4R)-2-STEAROYLIMINO-1,3,4-OCTADECANETRIOL-1-PHOSPHOCHOLINE (SACCHAROMYCES CEREVISIAE)
[CAS]

34354-88-6
[Synonyms]

DS-CeraMide Y3S
C18-PHYTOCERAMIDE
N-STEAROYL-PHYTOSPHINGOSINE
YEAST N-18:0 PHYTOSPHINGOSINE
C18 3-Hydroxy DihydroceraMide
C18 Phytoceramide (t18:0/18:0)
2S,3S,4R-2-StearoylaMide-1,3,4-octadecanetriol
D-ribo-1,3,4-Trihydroxy-2-octadecanoylaMidooctadecane
N-STEAROYL-PHYTOSPHINGOSINE (SACCHAROMYCES CEREVISIAE)
N-[(1S,2S,3R)-2,3-Dihydroxy-1-(hydroxyMethyl)heptadecyl]octadecanaMide
Octadecanamide, N-[(1S,2S,3R)-2,3-dihydroxy-1-(hydroxymethyl)heptadecyl]-
(2S, 3S, 4R)-2-STEAROYLIMINO-1,3,4-OCTADECANETRIOL-1-PHOSPHOCHOLINE (SACCHAROMYCES CEREVISIAE)
[EINECS(EC#)]

812-962-6
[Molecular Formula]

C36H73NO4
[MDL Number]

MFCD02259296
[MOL File]

34354-88-6.mol
[Molecular Weight]

583.97
Chemical PropertiesBack Directory
[Melting point ]

122-124°C
[Boiling point ]

718℃ at 10hPa
[density ]

0.994-1.014 at 20℃
[vapor pressure ]

0Pa at 25℃
[storage temp. ]

Hygroscopic, -20°C Freezer, Under inert atmosphere
[solubility ]

Chloroform : Methanol = 3 : 1 (Slightly), Pyridine (Slightly, Heated, Sonicated)
[form ]

Solid
[color ]

White to Off-White
[InChIKey]

IEZRNEGTKRQRFV-LFBNJJMOSA-N
[SMILES]

C(N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC)(=O)CCCCCCCCCCCCCCCCC
[LogP]

12.01 at 25℃ and pH7
Hazard InformationBack Directory
[Description]

N-Stearoyl-phytosphingosine (SPS), sphingolipids frequently found in mammalian skin, plants, and yeast, have been used in cosmetics. In mice, treatment with SPS inhibited histamine-induced scratching behavior and vascular permeability. This agent inhibited the expression of the allergic cytokines IL-4 and TNF-a and the activation of the transcription factors NF-jB and c-jun in histamine-stimulated skin tissues[1].
[Uses]

An intercellular lipid that benefits skin hydration and protects against SLS irritation.
[Definition]

ChEBI: N-octadecanoyl-4-hydroxysphinganine is a phytoceramide in which the ceramide N-acyl group is specified as octadecanoyl (stearoyl). It is a N-acylphytosphingosine and a N-stearoyl-sphingoid base.
[References]

[1] Kwon-Ryeol Ryu. “Anti-scratching Behavioral Effects of N-Stearoyl-phytosphingosine and 4-Hydroxysphinganine in Mice.” Lipids 45 7 (2010): 613–618.
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