Sign In to View Organizational & Contract Pricing
Select a Size
About This Item
Empirical Formula (Hill Notation):
C18H37NO2
CAS Number:
Molecular Weight:
299.49
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Assay
>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
20 mL Clear Glass Screw Cap Vial (860490P-500mg)
5 mL Amber Glass Screw Cap Vial (860490P-10mg)
5 mL Amber Glass Screw Cap Vial (860490P-25mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Chronic 4
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
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)
Glucosylceramide critically contributes to the host defense of cystic fibrosis lungs
Kovacic B, et al.
Cellular Physiology and Biochemistry, 41(3), 1208-1218 (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)
Transcription factor Ctip2 controls epidermal lipid metabolism and regulates expression of genes involved in sphingolipid biosynthesis during skin development
Wang Z, et al.
The Journal of Investigative Dermatology, 133(3), 668-676 (2013)
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service