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860494C

Avanti

Sphingosine-1-Phosphate (DMA Adduct)

Avanti Research™ - A Croda Brand 860494C

Synonym(s):

D-erythro-sphingosine-1-phosphate (DMA Adduct)

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About This Item

Empirical Formula (Hill Notation):
C20H45N2O5P
CAS Number:
474943-63-0
Molecular Weight:
424.56
UNSPSC Code:
12352211
NACRES:
NA.25

form

liquid

packaging

pkg of 1 × 1 mL (860494C-1mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860494C

concentration

1 mg/mL (860494C-1mg)

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@]([NH3+])([H])COP([O-])(O)=O.CNC

InChI

1S/C18H38NO5P.C2H7N/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(20)17(19)16-24-25(21,22)23;1-3-2/h14-15,17-18,20H,2-13,16,19H2,1H3,(H2,21,22,23);3H,1-2H3/b15-14+;/t17-,18+;/m0./s1

InChI key

WAZPRRNLZCUNSS-ZNWYJMOFSA-N

General description

Sphingosine-1-phosphate (S1P) is a sphingolipid metabolite present in yeast, plants and mammals.[1] It is secreted by endothelial cells.[2]

Biochem/physiol Actions

Sphingosine 1-phosphate (S1P) is a signaling lipid,[1] which is involved in various physiological and pathophysiological processes.[3] It functions as a high-affinity ligand for five sphingosine-1-phosphate receptors (S1P1-S1P5).[3][1] S1P modulates the functions of skin dendritic cells and keratinocytes.[2] It is involved in the pathogenesis of diabetes osteoporosis, atherosclerosis and cancer.[4] S1P plays an important role in maintaining the circulation of T lymphocytes between tissue, plasma and lymph.[2]

Packaging

5 mL Clear Glass Sealed Ampule (860494C-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

target_organs

Central nervous system

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk_germany

WGK 3

flash_point_f

does not flash

flash_point_c

does not flash

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Xiang Chen et al.
Current cancer drug targets, 19(5), 417-427 (2018-05-02)
Elevated production of the pro-inflammatory cytokine interleukin-6 (IL-6) and dysfunction of IL-6 signaling promotes tumorigenesis and are associated with poor survival outcomes in multiple cancer types. Recent studies showed that the IL-6/GP130/STAT3 signaling pathway plays a pivotal role in pancreatic
Sarah Spiegel et al.
Nature reviews. Molecular cell biology, 4(5), 397-407 (2003-05-03)
The evolutionarily conserved actions of the sphingolipid metabolite, sphingosine-1-phosphate (S1P), in yeast, plants and mammals have shown that it has important functions. In higher eukaryotes, S1P is the ligand for a family of five G-protein-coupled receptors. These S1P receptors are
William J Valentine et al.
Methods in molecular biology (Clifton, N.J.), 874, 77-87 (2012-04-25)
Intracellular Ca(2+) mobilization is a useful readout to screen for agonists or antagonists of G-protein -coupled receptors (GPCRs). Here, we describe methods to conduct high-throughput screening of stably or transiently transfected HTC4 cells expressing the individual S1P1-5 receptor subtypes. The
Michael Maceyka et al.
Trends in cell biology, 22(1), 50-60 (2011-10-18)
The bioactive sphingolipid metabolite sphingosine-1-phosphate (S1P) is now recognized as a critical regulator of many physiological and pathophysiological processes, including cancer, atherosclerosis, diabetes and osteoporosis. S1P is produced in cells by two sphingosine kinase isoenzymes, SphK1 and SphK2. Many cells
C Terranova et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 52, 125-131 (2013-11-13)
In this study we investigate in in vitro myometrial tissue samples of pregnant women: (a) the effects of proton pomp inhibitors (PPIs) (omeprazole, esomeprazole, pantoprazole, lansoprazole and rabeprazole) on spontaneous contractions; (b) the muscle-relaxant efficacy of the most active PPI
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