D-erythro-Sphingosine-1-phosphate
Product Code
TRC-S681500
CAS Number
Product Format
Neat
Molecular Formula
C18 H38 N O5 P
Molecular Weight
379.47
Product Categories
TRC, Enzyme inhibitors, Other lipid-related products, Kinase Modulators, Kinase C, Memory, Learning and Cognition, Neurology Research Chemicals and Analytical Standards, Cancer Research Chemicals and Analytical Standards, Lipids
Product Type
Bioactive Small MoleculeShare product
- Product Name: D-erythro-Sphingosine-1-phosphate
- Product Code: TRC-S681500
- CAS Number: 26993-30-6
- Brand: TRC
Documentation
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Product Information
Chemical Data
Analyte Name
D-erythro-Sphingosine-1-Phosphate
CAS Number
26993-30-6
Molecular Formula
C18 H38 N O5 P
Molecular Weight
379.47
Accurate Mass
379.2488
SMILES
CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)COP(=O)(O)O
InChI
InChI=1S/C18H38NO5P/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/h14-15,17-18,20H,2-13,16,19H2,1H3,(H2,21,22,23)/b15-14+/t17-,18+/m0/s1
IUPAC
[(E,2S,3R)-2-amino-3-hydroxyoctadec-4-enyl] dihydrogen phosphate
Product Data
Storage Temperature
-20°C
Shipping Temperature
Blue Ice
Country of Origin
CANADA
Product Format
Neat
Product Description
A putative lipid second messenger; found to inhibit cellular mobility of melanoma cells at very low concentrations with no toxic effects thereby making it a possible agent for prevention of tumor cell metastasis and inflammatory processes. It mobilizes intracellular calcium stores, decreases cellular cAMP, activates phospholipase D and does not inhibitprotein kinase C.
References: Yeh, C., et al.: Am. J. Physiol., 296, H1193 (2009), Hagen, N., et al.: J. Biol. Chem., 284, 11346 (2009), Kuehnel, M., et al.: J. Cell Sci., 122, 499 (2009),
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