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Merck
CN

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

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About This Item

Empirical Formula (Hill Notation):
C18H37NO2
CAS Number:
Molecular Weight:
299.49
UNSPSC Code:
12352211
NACRES:
NA.77
PubChem Substance ID:
EC Number:
204-651-3
Beilstein/REAXYS Number:
1727294
MDL number:
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biological source

synthetic

Quality Segment

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)

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


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hcodes

Hazard Classifications

Aquatic Chronic 4

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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Global Trade Item Number

SKUGTIN
S7049-25MG04061833276105
S7049-5MG04061836959760