sphingosine
Also known as cerebroside, D-erythrosphingosine, D-sphingosine, (4E)-sphing-4-enine, (2S,3R,4E)-2-amino-4-octadecene-1,3-diol, (4E)-sphingenine, trans-4-sphingenine, (E)-2-amino-4-octadecan-1,3-diol
Sphingosine (2-amino-4-trans-octadecene-1,3-diol) is an 18-carbon amino alcohol with an unsaturated hydrocarbon chain, which forms a primary part of sphingolipids, a class of cell membrane lipids that include sphingomyelin, an important phospholipid.
Chemical data
- Formula
- C18H37NO2
- Molecular weight
- 299.5 g/mol
- IUPAC name
- (E,2S,3R)-2-aminooctadec-4-ene-1,3-diol
- SMILES
- CCCCCCCCCCCCC/C=C/[C@H]([C@H](CO)N)O
- InChIKey
- WWUZIQQURGPMPG-KRWOKUGFSA-N
- XLogP
- 5.3
- Polar surface area
- 66.5 Ų
- H-bond donors
- 3
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Research
19,280 papersArticle
6 sectionsContents
- Functions
- Biosynthesis
- Gallery
- See also
- Literature
- External links
Sphingosine (2-amino-4-trans-octadecene-1,3-diol) is an 18-carbon amino alcohol with an unsaturated hydrocarbon chain, which forms a primary part of sphingolipids, a class of cell membrane lipids that include sphingomyelin, an important phospholipid.
==Functions== Sphingosine can be phosphorylated in vivo via two kinases, sphingosine kinase type 1 and sphingosine kinase type 2. This leads to the formation of sphingosine-1-phosphate, a potent signaling lipid.