S7049

D-Sphingosine

synthetic

• Synonym(s): (2S,3R,4E)-2-Amino-4-octadecene-1,3-diol, 4-Sphingenine, trans-D-erythro-2-Amino-4-octadecene-1,3-diol
• Empirical Formula (Hill Notation): C₁₈H₃₇NO₂
• CAS Number: 123-78-4
• Molecular Weight: 299.49
• Beilstein: 1727294
• EC Number: 204-651-3
• MDL number: MFCD00036751
• UNSPSC Code: 12352211
• PubChem Substance ID: 24899729
• NACRES: NA.77

Properties

• biological source: synthetic
• Quality Level: 100
• Assay: ≥98% (TLC)
• form: powder
• mp: 74.2-78.1 °C
• solubility: chloroform: complete 20 mg/mL, clear, colorless
• lipid type: sphingolipids
• 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
• Gene Information: rat ... Prkca(24680)

Description

Application

The effects of D-Sphingosine, synthetic, on germination activity was studied in the fungus Nomuraea rileyi.⁸

Biochem/physiol Actions

A constituent of cell membranes. Precursor of ceramide. Selective inhibitor of protein kinase C, but does not inhibit protein kinase A or myosin light chain kinase. Inhibitor of calmodulin-dependent enzymes.

Natural isomer of sphingosine

Safety Information

• Hazard Statements: H413
• Precautionary Statements: P273 - P501
• Hazard Classifications: Aquatic Chronic 4
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves