Sphingosine-1-phosphate, D-erythro

Signaling molecule

Catalog No. SIH-386

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CAS No. 26993-30-6
Molecular Formula C18H38NO5P
SKU: SIH-386 Categories: ,

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SIH-386_Sphingosine-1-phosphate-D-erythro_Chemical_Structure.png
Product Name Sphingosine-1-phosphate, D-erythro
Description

Signaling molecule

Purity >98%
CAS No. 26993-30-6
Molecular Formula C18H38NO5P
Molecular Weight 379.5
Field of Use Not for use in humans. Not for use in diagnostics or therapeutics. For in vitro research use only.

Properties

Storage Temperature -20ºC
Shipping Temperature Shipped Ambient
Product Type Second Messenger
Solubility Sparingly soluble in 1:1 ethanol:water. Addition of small amounts of acetic acid may help dissolve this product. Soluble in warm methanol.
Source Synthetic
Appearance White solid
SMILES [C@@H](N)([C@H](O)C=CCCCCCCCCCCCCC)CO[P](=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
InChIKey DUYSYHSSBDVJSM-KRWOKUGFSA-N
Safety Phrases Classification: Caution. Substance not yet fully tested.
Safety Phrases:
S22 - Do not breathe dust
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection
S24/25 - Avoid contact with skin and eyes
Hazard Phrases:
H315 - Causes skin irritation.
H319 - Causes serious eye irritation.
H335 - May cause respiratory irritation.
Precautionary Phrases:
P261 Avoid breathing dust/fume/gas/mist/vapours/spray.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing
P321 Specific treatment (see on this label).
P405 Store locked up.
P501 Dispose of contents/container in accordance with local/regional/national/international regulations
Cite This Product Sphingosine-1-phosphate, D-erythro (StressMarq Biosciences Inc., Victoria BC CANADA, Catalog # SIH-386)

Biological Description

Alternative Names [(E,2S,3R)-2-Amino-3-hydroxyoctadec-4-enyl] dihydrogen phosphate
Research Areas Cell Signaling
PubChem ID 5283560
Scientific Background Sphingosine-1-phosphate (S1P) is a bioactive sphingolipid metabolite that signals through a family of G-protein-coupled receptors (S1PR1–S1PR5) to regulate cell survival, migration, and immune responses. In the nervous system, S1P plays a critical role in neurogenesis, synaptic transmission, and neuroinflammation. Dysregulation of S1P signaling has been implicated in multiple sclerosis, Alzheimer’s disease, and stroke. Therapeutic agents targeting S1P receptors, such as fingolimod, have demonstrated efficacy in modulating neuroimmune interactions. S1P is also involved in maintaining blood-brain barrier integrity and neuronal-glial communication, making it a key molecule in neurodegenerative disease research.
References 1. Van Veldhoven P.P., et al. (1989). J. Lipid Res. 30(4): 611-6.
2. Desai N.N., et al. (1992). J. Biol. Chem. 267(32): 23122-8.
3. Sadahira Y., et al. (1992). Proc. Natl. Acad. Sci. U.S.A. 89(20): 9686-90.
4. Olivera A. and Spiegel, S. (1993). Nature. 365(6446): 557-60.
5. Mattie M., et al. (1994). J. Biol. Chem. 269(5): 3181-8.
6. Wu J., et al. (1995). J. Biol. Chem. 270(19): 11484-8.
7. Choi O.H., et al. (1996). Nature. 380(6575): 634-6.
8. Cuvillier O., et al. (1996). Nature. 381(6585): 800-3.
9. Spiegel S., et al. (2000). Biochim. Biophys. Acta. 1484(2-3): 107-16.
10. Spiegel S. and Milstien, S. (2000). FEBS Lett. 476(1-2): 55-57.
11. Shida, D., et al. (2004). FEBS Lett. 577(3): 333-8.
12. Watterson, K.R., et al. (2005). Cell. Signal. 17(3): 289-98.

Product Images

<p>Chemical structure of Sphingosine-1-phosphate, D-erythro (SIH-386), a Endogenous signaling molecule. CAS #: 26993-30-6. Molecular Formula: C18H38NO5P. Molecular Weight: 379.5 g/mol.</p>

Chemical structure of Sphingosine-1-phosphate, D-erythro (SIH-386), a Endogenous signaling molecule. CAS #: 26993-30-6. Molecular Formula: C18H38NO5P. Molecular Weight: 379.5 g/mol.

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