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860663P

Avanti

Sphingosine (d22:1)

Avanti Research™ - A Croda Brand

Synonym(s):

D-erythro-Sphingosine (C22 base)

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About This Item

Empirical Formula (Hill Notation):
C22H45NO2
CAS Number:
134053-67-1
Molecular Weight:
355.60
MDL number:
MFCD34647442
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

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Product Name

Sphingosine (d22:1), Avanti Research™ - A Croda Brand 860663P, powder

assay

>99% (TLC)

form

powder

InChI

1S/C22H45NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)21(23)20-24/h18-19,21-22,24-25H,2-17,20,23H2,1H3/b19-18+/t21-,22+/m0/s1

InChI key

BSHKJMWKIAPLFB-ICWQGCNBSA-N

SMILES string

OC[C@@](N)([H])[C@]([H])(O)/C=C/CCCCCCCCCCCCCCCCC

packaging

pkg of 1 × 1 mg (860663P-1mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860663P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

Biochem/physiol Actions

Sphingosine negatively regulates cell proliferation and induces apoptosis. It has an ability to regulate 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 (d22:1) is a sphingosine with 20 carbon long chain bases (LCB). It is a component of Asterias amurensis glucosylceramide.

Packaging

5 mL Amber Glass Screw Cap Vial (860663P-1mg)

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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Certificates of Analysis (COA)

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Daisuke Mikami et al.
Journal of oleo science, 65(8), 671-680 (2016-07-20)
Asterias amurensis starfish provide several bioactive species in addition to being fishery waste. Glucosyl ceramides (GlcCers) were extracted from the viscera of these starfish and were isolated by silica gel column chromatography. Degraded GlcCers generated A. amurensis sphingoid bases (ASBs)
the
Lipid Mediators and Their Metabolism in the Brain (2011)
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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