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D-erythro-Sphingosine-1-phosphate

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Formula: C18H38NO5P
CAS: 26993-30-6

Identification

Structural Formula
D-erythro-Sphingosine-1-phosphate
CAS:
26993-30-6
EINECS:
Molecular Formula:
C18H38NO5P
MDL:
MFCD00270077
SMILES:
CCCCCCCCCCCCCC=CC(C(COP(=O)(O)O)N)O
Synonym:
sphingosine-1-phosphoric acid ; spa ; spn-1-p ; 1-spp ; d-erythro-sphingosine-1-phosphate ; sphingosine-1-phosphate ; sphingosine-1-po4 ; s1p ; sphingosine-1-phosphate, d-erythro ; d-erythro-sphingosin-1-phosphate


Description

D-erythro-Sphingosine-1-phosphate(S1P) is a polar sphingolipid metabolite which regulates diverse cellular responses including cell growth, survival and migration. S1P was reported to stimulate DNA synthesis and cell division in quiescent cultures of Swiss 3T3 fibroblasts and to trigger the dual signal transduction pathways of calcium mobilization and PC-PLD (phospholipase D) activation. S1P serves as a second messenger for intracellular calcium mobilization in U-937 cells and decreases cellular cAMP. Recent studies show that S1P is a G-protein-coupled receptor (GPCR) ligand for the EDG-1 family, including EDG-1, -3, -5, -6 and -8. This bioactive lipid mediator has been shown to stimulate the ERK pathway and to also counteract the ceramide-induced activation of stress-activated protein kinase (SAPK/JNK). Researchers have also found that S1P is a strong inhibitor of cell motility and phagokinesis in B16 melanoma cells. Additionally, it induces rapid and transient tyrosine phosphorylation of epidermal growth factor receptor (EGFR) and c-Met in gastric cancer cells. S1P has also been known as a tumor-promoting lipid. Suggested to be an activator of GPR3, GPR6, and GPR12. D-erythro-Sphingosine-1-phosphate is an activator of EDG-1, EDG-3, EDG-2, EDG-4 and EDG-5.


Suppliers

Indofine Chemical Co, Inc.
56-1311
Santa Cruz Biotechnology, Inc.
201383
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Properties for D-erythro-Sphingosine-1-phosphate

Molecular Weight:
379.47 g·mol−1
Density:
1.09 g/cm3
Melting point:
179-189 °C
Boiling point:
548.79° C at 760 mmHg
Solubility:
methanol: THF: water (6:3:1): >0.5 mg/mL
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Safety & Transport Information

Risk Codes:
R36/37/38 - Irritating to eyes, respiratory system and skin
Safety Codes:
S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36 - Wear suitable protective clothing
Hazard Symbols:
Xi
Hazard symbol Xi
Storage temperature :
-20°C
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Alternative Distributors of [D-erythro-Sphingosine-1-phosphate]

Producers or manufacturers change the product range from time to time. The following companies
have appeared as suppliers in the past / currently not verified

Clearsynth Canada INC.

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Mol File:
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MSDS:
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