D-erythro-sphingosine , >99% , 123-78-4

Synonym(s):
Sphingosine;D-erythro-sphingosine;Sphingosine 2S, 3R; D-erythro-Sphingosine; (2S,3R,4E)-2-aminooctadec-4-ene-1,3-diol; (2S,3R,4E)-2-amino-1,3-octadec-4-enediol;(2S,3R,4E)-2-Amino-4-octadecene-1,3-diol;trans-D-erythro-2-Amino-4-octadecene-1,3-diol

CAS NO.：123-78-4

Empirical Formula: C18H37NO2

Molecular Weight: 299.49

MDL number: MFCD00036751

EINECS: 204-651-3

PRODUCT Properties

• Melting point: 74.2-78.1 °C
• Boiling point: 440.8°C (rough estimate)
• Density: 0.9758 (rough estimate)
• refractive index: 1.5000 (estimate)
• storage temp.: -20°C
• solubility: chloroform: 20 mg/mL, clear, colorless to very faintly yellow
• pka: 11.80±0.45(Predicted)
• form: Powder or Waxy Solid
• color: White to cream
• biological source: synthetic
• Merck: 14,8747
• BRN: 1727294
• Stability: Stable. Incompatible with strong acids, strong bases, strong oxidizing agents.
• 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
• InChIKey: WWUZIQQURGPMPG-KRWOKUGFSA-N
• SMILES: OC[C@@](N)([H])[C@]([H])(O)/C=C/CCCCCCCCCCCCC
• CAS DataBase Reference: 123-78-4

Description and Uses

Sphingosine (123-78-4) is an inhibitor of protein kinase C (IC50 = 1-3 μM).1 It is abundant in cell membranes and is an important mediator in various biochemical pathways.2-4

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

Safety

• Symbol(GHS): GHS07
• Signal word: Warning
• Hazard statements: H315-H319-H335
• Precautionary statements: P261-P271-P280
• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 1-8-10
• HS Code: 29221985
• Storage Class: 11 - Combustible Solids
• Hazard Classifications: Aquatic Chronic 4