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About This Item
Empirical Formula (Hill Notation):
C16H33NO2
Molecular Weight:
271.44
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
Sphingosine (d16:1), Avanti Research™ - A Croda Brand 860669P, powder
InChI
1S/C16H33NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-16(19)15(17)14-18/h12-13,15-16,18-19H,2-11,14,17H2,1H3/b13-12+/t15-,16+/m0/s1
InChI key
BTUSGZZCQZACPT-YYZTVXDQSA-N
SMILES string
OC[C@]([H])(N)[C@]([H])(O)/C=C/CCCCCCCCCCC
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 10 mg (860669P-10mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860669P
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
Biochem/physiol Actions
Sphingosine is implicated in negative regulation of cell proliferation and stimulation of apoptosis. It has a potential to control the activities of phospholipases, protein kinases, ion channels, cannabinoid receptor type 1 (CB-1) receptors and steroidogenic factor 1 (SF-1) receptors.
General description
Sphingosine (d16:1), also known as hexadecasphingosine or hexadecasphing-4-enine, is a minor sphingoid base with 16 carbon atoms. It is one of the major sphingoid bases found in Musca domestica larvae and adults.
Packaging
5 mL Amber Glass Screw Cap Vial (860669P-10mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
No data available
flash_point_c
No data available
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Ceramides and cerebrosides
Metabolism in the Nervous System, 179-199 (1983)
the
Lipid Mediators and Their Metabolism in the Brain (2011)
The occurrence of tetradecasphing-4-enine and hexadecasphing-4-enine as the principal sphingosines of Musca domestica larvae and adults.
L L Bieber et al.
Biochimica et biophysica acta, 187(1), 157-159 (1969-07-29)
Olivier Cuvillier
Biochimica et biophysica acta, 1585(2-3), 153-162 (2003-01-18)
The sphingolipid metabolites ceramide, sphingosine, and sphingosine 1-phosphate contribute to controlling cell proliferation and apoptosis. Ceramide and its catabolite sphingosine act as negative regulators of cell proliferation and promote apoptosis. Conversely, sphingosine 1-phosphate, formed by phosphorylation of sphingosine by a
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