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N-Acetyl-D-sphingosine

SIGMA/A7191 - ≥97% (TLC), powder

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
Catalog Number PKG Qty. Price Quantity
45-A7191-5MG 5 mg
 $113.00
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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

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