A7191
N-Acetyl-D-sphingosine
≥97% (TLC), powder
Synonym(s):
(2S,3R,4E)-2-(Acetylamino)-4-octadecene-1,3-diol, N-Acetoyl-
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About This Item
Empirical Formula (Hill Notation):
C20H39NO3
Molecular Weight:
341.53
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
Assay:
≥97% (TLC)
Form:
powder
Quality Segment
biological source
semisynthetic
assay
≥97% (TLC)
form
powder
color
white
solubility
DMSO: soluble, ethanol: soluble
lipid type
sphingolipids
storage temp.
−20°C
SMILES string
CCCCCCCCCCCCC\C=C\[C@H](O)[C@@H](CO)NC(C)=O
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
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.
Preparation Note
Prepared from D -sphingosine from bovine brain cerebrosides.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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