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D-erythro-Sphingosine C-18
Cayman Chemical Item Number 10007907
Description D-erythro-Sphingosine is formed primarily from the breakdown of ceramide.1↗ Sphingosine inhibits protein kinase C and phosphatic acid phosphohydrolase, whereas it activates phospholipase D and diacylglycerol (DAG) kinase.1↗ 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.2↗,3↗,4↗
Synonyms (−)-Sphingosine
Formal Name 2S-amino-4E-octadecene-1,3R-diol
CAS Number 123-78-4
Molecular Formula C18H37NO2
Formula Weight 299.5
Formulation A crystalline solid
Purity >98%
Stability 2 years
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES OC[C@H](N)[C@H](O)/C=C/CCCCCCCCCCCCC
InCHI Code 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 |