Sphingosine
La sphingosine est un alcool gras comportant une double liaison et deux groupes hydroxyles. Elle possède également un groupe amine qui permet la fixation d'un acide gras via une liaison amide.
La sphingosine est à la base de la structure des sphingolipides, qui sont des lipides importants pour la membrane des cellules.
La sphingosine peut être phosphorylée pour former le sphingosine-1-phosphate, un puissant agent de signalisation lipidique.
La sphingosine est synthétisée à partir de la palmitoyl-CoA et de la sérine.
Accession Number : KLM0000347 This work is released into the public domain; please see our release statement.
Config Rule :
% sphingosine
config(sphingosine,[
chain([
hydroxymethyl,
car(2,hyd&&amino;),
car(3,hyd&&hydroxyl;),
car(4,hyd)~~,
car(5,hyd),
num(methandiyl,12),
methyl]),
trans(car(3),car(6),bond(car(4),car(5)))]).
Smiles String :
[C@2H2]([OH])[C@2H]([C@2H](\[CH]=[CH]\[C@2H2][C@2H2][C@2H2][C@2H2][C@2H2][C@2H2_ ][C@2H2][C@2H2][C@2H2][C@2H2][C@2H2][C@2H2][CH3])[OH])[NH3+] sphingosine
Fischer Diagram :
Terminal :
% sphingosine
c(1,12,(0,nonchiral))-[o(1,left)~,h(1,right)~,h(2,up)~,c(2,down)~],
c(2,12,(0,chiral))-[h(4,left)~,n(1,right)~,c(1,up)~,c(3,down)~],
c(3,12,(0,chiral))-[h(8,left)~,o(2,right)~,c(2,up)~,c(4,(down,isomeric(down)))~],
c(4,12,(0,nonchiral))-[h(10,(nil,isomeric(down)))~,c(3,(up,isomeric(up)))~,c(5,trans)~~],
c(5,12,(0,nonchiral))-[c(6,(right,isomeric(down)))~,h(11,(nil,isomeric(up)))~,c(4,trans)~~],
c(6,12,(0,nonchiral))-[c(5,(left,isomeric(up)))~,c(7,right)~,h(13,up)~,h(12,down)~],
c(7,12,(0,nonchiral))-[c(6,left)~,c(8,right)~,h(15,up)~,h(14,down)~],
c(8,12,(0,nonchiral))-[c(7,left)~,c(9,right)~,h(17,up)~,h(16,down)~],
c(9,12,(0,nonchiral))-[c(8,left)~,c(10,right)~,h(19,up)~,h(18,down)~],
c(10,12,(0,nonchiral))-[c(9,left)~,c(11,right)~,h(21,up)~,h(20,down)~],
c(11,12,(0,nonchiral))-[c(10,left)~,c(12,right)~,h(23,up)~,h(22,down)~],
c(12,12,(0,nonchiral))-[c(11,left)~,c(13,right)~,h(25,up)~,h(24,down)~],
c(13,12,(0,nonchiral))-[c(12,left)~,c(14,right)~,h(27,up)~,h(26,down)~],
c(14,12,(0,nonchiral))-[c(13,left)~,c(15,right)~,h(29,up)~,h(28,down)~],
c(15,12,(0,nonchiral))-[c(14,left)~,c(16,right)~,h(31,up)~,h(30,down)~],
c(16,12,(0,nonchiral))-[c(15,left)~,c(17,right)~,h(33,up)~,h(32,down)~],
c(17,12,(0,nonchiral))-[c(16,left)~,c(18,right)~,h(35,up)~,h(34,down)~],
c(18,12,(0,nonchiral))-[c(17,left)~,h(36,right)~,h(38,up)~,h(37,down)~],
h(1,1,(0,nonchiral))-[c(1,left)~],
h(2,1,(0,nonchiral))-[c(1,down)~],
h(3,1,(0,nonchiral))-[o(1,nil)~],
h(4,1,(0,nonchiral))-[c(2,right)~],
h(5,1,(0,nonchiral))-[n(1,left)~],
h(6,1,(0,nonchiral))-[n(1,down)~],
h(7,1,(0,nonchiral))-[n(1,up)~],
h(8,1,(0,nonchiral))-[c(3,right)~],
h(9,1,(0,nonchiral))-[o(2,nil)~],
h(10,1,(0,nonchiral))-[c(4,(nil,isomeric(up)))~],
h(11,1,(0,nonchiral))-[c(5,(nil,isomeric(down)))~],
h(12,1,(0,nonchiral))-[c(6,up)~],
h(13,1,(0,nonchiral))-[c(6,down)~],
h(14,1,(0,nonchiral))-[c(7,up)~],
h(15,1,(0,nonchiral))-[c(7,down)~],
h(16,1,(0,nonchiral))-[c(8,up)~],
h(17,1,(0,nonchiral))-[c(8,down)~],
h(18,1,(0,nonchiral))-[c(9,up)~],
h(19,1,(0,nonchiral))-[c(9,down)~],
h(20,1,(0,nonchiral))-[c(10,up)~],
h(21,1,(0,nonchiral))-[c(10,down)~],
h(22,1,(0,nonchiral))-[c(11,up)~],
h(23,1,(0,nonchiral))-[c(11,down)~],
h(24,1,(0,nonchiral))-[c(12,up)~],
h(25,1,(0,nonchiral))-[c(12,down)~],
h(26,1,(0,nonchiral))-[c(13,up)~],
h(27,1,(0,nonchiral))-[c(13,down)~],
h(28,1,(0,nonchiral))-[c(14,up)~],
h(29,1,(0,nonchiral))-[c(14,down)~],
h(30,1,(0,nonchiral))-[c(15,up)~],
h(31,1,(0,nonchiral))-[c(15,down)~],
h(32,1,(0,nonchiral))-[c(16,up)~],
h(33,1,(0,nonchiral))-[c(16,down)~],
h(34,1,(0,nonchiral))-[c(17,up)~],
h(35,1,(0,nonchiral))-[c(17,down)~],
h(36,1,(0,nonchiral))-[c(18,left)~],
h(37,1,(0,nonchiral))-[c(18,up)~],
h(38,1,(0,nonchiral))-[c(18,down)~],
n(1,14,(1,nonchiral))-[c(2,left)~,h(5,right)~,h(6,up)~,h(7,down)~],
o(1,16,(0,nonchiral))-[h(3,nil)~,c(1,right)~],
o(2,16,(0,nonchiral))-[c(3,left)~,h(9,nil)~]
The Terminals for all the Config Rules are in Prolog Definite Clause Grammar (DCG) form.They can be checked in the Manual here.
The compound's PDB file can be seen here.