N-Stearoyl-phytosphingosine
N-Stearoyl-phytosphingosine Basic information
- Product Name:
- N-Stearoyl-phytosphingosine
- Synonyms:
-
- YEAST N-18:0 PHYTOSPHINGOSINE
- N-STEAROYL-PHYTOSPHINGOSINE
- N-STEAROYL-PHYTOSPHINGOSINE (SACCHAROMYCES CEREVISIAE)
- C18-PHYTOCERAMIDE
- (2S, 3S, 4R)-2-STEAROYLIMINO-1,3,4-OCTADECANETRIOL-1-PHOSPHOCHOLINE (SACCHAROMYCES CEREVISIAE)
- 2S,3S,4R-2-StearoylaMide-1,3,4-octadecanetriol
- C18 3-Hydroxy DihydroceraMide
- D-ribo-1,3,4-Trihydroxy-2-octadecanoylaMidooctadecane
- CAS:
- 34354-88-6
- MF:
- C36H73NO4
- MW:
- 583.97
- EINECS:
- 812-962-6
- Product Categories:
-
- Amines
- Fatty Acid Derivatives & Lipids
- Glycerols
- Intermediates & Fine Chemicals
- Pharmaceuticals
- Mol File:
- Mol File
N-Stearoyl-phytosphingosine Chemical Properties
- 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
N-Stearoyl-phytosphingosine Usage And Synthesis
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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