sphingosine

[(Science: biochemistry) long chain amino alcohol that bears an approximate similarity to glycerol with a hydrophobic chain attached to the 3 carbon. forms the class of sphingolipids when it carries an acyl group joined by an amide link to the nitrogen. Forms sphingomyelin when phosphoryl choline is attached to the 1 hydroxyl group. Gives rise to the cerebroside and ganglioside classes of glycolipids when oligosaccharides are attached to the 1 hydroxyl group. Not found in the free form.

[1. The principal long-chain base found in sphingolipids.

Molecular Formula: C₁₈H₃₇NO₂

InChI: InChI=1/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

InChIKey: InChIKey=WWUZIQQURGPMPG-KRWOKUGFBW
SMILES: CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)CO

Names:
    Sphingenine
    Sphingoid
    Sphingosine
    sphingosine
    Sphingosine
    sphingosine
    Sphing-4-enine
    trans-D-erythro-2-amino-4-octadecene-1,3-diol
    (E,2S,3R)-2-aminooctadec-4-ene-1,3-diol

Registries:
    PubChem CID 5280335
    ChEBI 16393
    Kegg C00319
    PubChem ID 14776087
    PubChem ID 3613