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Fórmula empírica (notación de Hill):
C18H37NO2
Número CAS:
Peso molecular:
299.49
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Servicio técnico
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Permítanos ayudarleassay
>99% (TLC)
form
powder
packaging
pkg of 1 × 10 mg (860490P-10mg), pkg of 1 × 25 mg (860490P-25mg), pkg of 1 × 500 mg (860490P-500mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
OC[C@@](N)([H])[C@]([H])(O)/C=C/CCCCCCCCCCCCC
InChI
1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/b15-14+/t17-,18+/m0/s1
InChI key
WWUZIQQURGPMPG-KRWOKUGFSA-N
General description
Sphingosine (d18:1) is a spingoid base present in plant and animals. It has 2-amino-1,3-diol functionality and its extraction from animal tissue is laborious. Sphingosine (d18:1) synthesis is performed by chirospecific method using D-galactose.
Application
Sphingosine (d18:1) has been used:
- for sphingosine inhalations studies in mice to evaluate its therapeutic potential in respiratory epithelial cells
- to investigate its effect on Pseudomonas aeruginosa strains
- as a standard in liquid chromatography tandem mass spectrophotometry for the quantification of epidermal ceramides
Biochem/physiol Actions
Sphingosine (d18:1) is essential for physiological processes including cell differentiation, growth and survival. It activates the transient receptor potential cation channel subfamily member 3 (TRPM3).
Packaging
5 mL Amber Glass Screw Cap Vial (860490P-10mg)
5 mL Amber Glass Screw Cap Vial (860490P-25mg)
20 mL Clear Glass Screw Cap Vial (860490P-500mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
hcodes
pcodes
Hazard Classifications
Aquatic Chronic 4
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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The total syntheses of D-erythro-sphingosine, N-palmitoylsphingosine (ceramide), and glucosylceramide (cerebroside) via an azidosphingosine analog
Duclos Jr RI
Chemistry and Physics of Lipids, 111(2), 111-138 (2001)
Sphingosine's role in epithelial host defense: A natural antimicrobial and novel therapeutic
Martin GE, et al.
Biochimie, 141, 91-96 (2017)
Efficient Synthesis of d-erythro-Sphingosine and d-e rythro-Azidosphingosine from d-r ibo-Phytosphingosine via a Cyclic Sulfate Intermediate
Kim S, et al.
The Journal of Organic Chemistry, 71(22), 8661-8664 (2006)