Synonym: (2S,3R,4E)-2-Amino-4-octadecene-1,3-diol; 4-Sphingenine; trans-D-erythro-2-Amino-4-octadecene-1,3-diol
CAS Number: 123-78-4
Empirical Formula (Hill Notation): C18H37NO2
Molecular Weight: 299.49
EC Number: 204-651-3
MDL Number: MFCD00036751
Linear Formula: C18H37NO2
Product Type: Chemical
| assay |
≥98% (TLC) |
| biological source |
synthetic |
| form |
powder |
| 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 |
| lipid type |
sphingolipids |
| mp |
74.2-78.1 °C |
| Quality Level |
100  |
| SMILES string |
OC[C@@](N)([H])[C@]([H])(O)/C=C/CCCCCCCCCCCCC |
| solubility |
chloroform: complete 20 mg/mL, clear, colorless |
| storage temp. |
−20°C |
| 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. |
| Biochem/physiol Actions: |
Natural isomer of sphingosine |
| Packaging: |
5, 25 mg in glass bottle |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥98% (TLC) |
| mp |
74.2-78.1 °C |
| Storage Temp. |
−20°C |
| UNSPSC |
12352211 |