Synonym: (2S,3R,4E)-2-(Acetylamino)-4-octadecene-1,3-diol; N-Acetoyl-D-erythro-sphingosine; Acetyl ceramide; C2 Ceramide (d18:1/2:0); C2 ceramide
Empirical Formula (Hill Notation): C20H39NO3
Molecular Weight: 341.53
MDL Number: MFCD00153903
Linear Formula: C20H39NO3
Product Type: Chemical
| assay |
≥97% (TLC) |
| biological source |
semisynthetic |
| color |
white |
| form |
powder |
| InChI |
1S/C20H39NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(24)19(17-22)21-18(2)23/h15-16,19-20,22,24H,3-14,17H2,1-2H3,(H,21,23)/b16-15+/t19-,20+/m1/s1 |
| InChI key |
BLTCBVOJNNKFKC-HEQKZDDYSA-N |
| lipid type |
sphingolipids |
| Quality Level |
200  |
| SMILES string |
CCCCCCCCCCCCCC=C[C@H](O)[C@@H](CO)NC(C)=O |
| solubility |
DMSO: soluble |
| |
ethanol: soluble |
| storage temp. |
−20°C |
| Application: |
N-Acetyl-D-sphingosine is a cell-permeable and biologically active ceramide. N-Acetyl-D-sphingosine induces differentiation and apoptosis in cells. N-Acetyl-D-sphingosine produces concentration-dependent impairment of vasorelaxation in response to the endothelium-dependent agonist acetylcholine in nontransgenic mice. |
| Biochem/physiol Actions: |
Cell-permeable, biologically active ceramide. It induces differentiation and apoptosis in cells and has been shown to activate protein phosphatases. |
| Packaging: |
1, 5 mg in glass bottle |
| Preparation Note: |
Prepared from D-sphingosine from bovine brain cerebrosides. |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥97% (TLC) |
| Storage Temp. |
−20°C |
| UNSPSC |
12352211 |
