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Sphingosine (d18:1) is formed primarily from the breakdown of ceramide. Sphingosine inhibits protein kinase C and phosphatidic acid phosphohydrolase, whereas it activates phospholipase D and diacylglycerol (DAG) kinase. Phosphorylation of sphingosine by sphingosine kinases 1 and 2 (SPHK 1, SPHK 2) produces sphingosine-1-phosphate, a potent bioactive lipid that exhibits a broad spectrum of biological activities including cell proliferation, survival, migration, cytoskeletal organization, and morphogenesis. Formal Name: 2S-amino-4E-octadecene-1,3R-diol. CAS Number: 123-78-4. Synonyms: (-)-Sphingosine, D-erythro-Sphingosine C-18. Molecular Formula: C18H37NO2. Formula Weight: 299.5. Purity: >98%. Formulation: A crystalline solid. Solubility: DMF: 10 mg/ml, DMSO: 2 mg/ml, Ethanol: Miscible. SMILES: OC[C@H](N)[C@H](O)/C=C/CCCCCCCCCCCCC. InChi Code: InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/b15-14+/t17-,18+/m0/s1. InChi Key: WWUZIQQURGPMPG-KRWOKUGFSA-N.