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CHEBI:145767 - α-Neu5d5N;1,5-lactam-(2→3)-β-D-Gal-(1→4)-[α-L-Fuc-(1→3)]-β-D-GlcNAc6S-(1→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer(d18:1/18:0)

Default Structure
ChEBI IDCHEBI:145767
ChEBI Nameα-Neu5d5N;1,5-lactam-(2→3)-β-D-Gal-(1→4)-[α-L-Fuc-(1→3)]-β-D-GlcNAc6S-(1→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer(d18:1/18:0)
Stars
ASCII Namealpha-Neu5d5N;1,5-lactam-(2->3)-beta-D-Gal-(1->4)-[alpha-L-Fuc-(1->3)]-beta-D-GlcNAc6S-(1->3)-beta-D-Gal-(1->4)-beta-D-Glc-(1<->1')-Cer(d18:1/18:0)
DefinitionA sialopentaosylceramide consisting of a branched hexasaccharide made up from one lactamized sialyl residue, two galactose residues, one L-fucose residue, one N-acetyl-6-sulfoglucosamine residue and one glucose residue, which at the reducing end is attached to a d18:1/18:0 ceramide moiety via a β-linkage; commonly known as lactamized sialyl 6-sulfo Lewis X ganglioside.
Last Modified8 January 2020
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC77H137N3O36S
Net Charge0
Average Mass1712.995
Monoisotopic Mass1711.87025
SMILES[H][C@@]1([C@H](O)[C@H](O)CO)O[C@@]2(O[C@H]3[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]4[C@H](O[C@@H]5O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]5O)[C@@H](NC(C)=O)[C@H](O[C@H]5[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]6[C@H](O)[C@@H](O)[C@H](OC[C@H](NC(=O)CCCCCCCCCCCCCCCCC)[C@H](O)/C=C/CCCCCCCCCCCCC)O[C@@H]6CO)[C@@H]5O)O[C@@H]4COS(=O)(=O)O)[C@@H]3O)C[C@H](O)[C@H]1NC2=O
InChIInChI=1S/C77H137N3O36S/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-52(89)79-44(45(86)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2)40-104-72-62(97)60(95)65(50(39-84)109-72)111-74-63(98)69(57(92)48(37-82)107-74)114-71-54(78-43(4)85)68(113-73-61(96)59(94)55(90)42(3)106-73)66(51(110-71)41-105-117(101,102)103)112-75-64(99)70(58(93)49(38-83)108-75)116-77-35-46(87)53(80-76(77)100)67(115-77)56(91)47(88)36-81/h31,33,42,44-51,53-75,81-84,86-88,90-99H,5-30,32,34-41H2,1-4H3,(H,78,85)(H,79,89)(H,80,100)(H,101,102,103)/b33-31+/t42-,44-,45+,46-,47+,48+,49+,50+,51+,53+,54+,55+,56+,57-,58-,59+,60+,61-,62+,63+,64+,65+,66+,67+,68+,69-,70-,71-,72+,73-,74-,75-,77-/m0/s1
InChIKeyQJDZZDMMSYLIHJ-FGMPXOCSSA-N
ChEBI Ontology
Outgoing Relation(s)
α-Neu5d5N;1,5-lactam-(2→3)-β-D-Gal-(1→4)-[α-L-Fuc-(1→3)]-β-D-GlcNAc6S-(1→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer(d18:1/18:0) (CHEBI:145767) has part δ-lactam ring (CHEBI:52910)
α-Neu5d5N;1,5-lactam-(2→3)-β-D-Gal-(1→4)-[α-L-Fuc-(1→3)]-β-D-GlcNAc6S-(1→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer(d18:1/18:0) (CHEBI:145767) is a oligosaccharide sulfate (CHEBI:37909)
α-Neu5d5N;1,5-lactam-(2→3)-β-D-Gal-(1→4)-[α-L-Fuc-(1→3)]-β-D-GlcNAc6S-(1→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer(d18:1/18:0) (CHEBI:145767) is a sialopentaosylceramide (CHEBI:36542)
IUPAC Name 
N-[(2S,3R,4E)-1-{[α-L-fucopyranosyl-(1→3)-[3-O-{(3R,4R,8S)-8-hydroxy-6-oxo-3-[(1R,2R)-1,2,3-trihydroxypropyl]-2-oxa-5-azabicyclo[2.2.2]octan-1-yl}-β-D-galactopyranosyl-(1→4)]-2-acetamido-2-deoxy-6-O-sulfo-β-D-glucopyranosyl-(1→3)-β-D-galactopyranosyl-(1→4)-β-D-glucopyranosyl]oxy}-3-hydroxyoctadec-4-en-2-yl]octadecanamide
Synonyms  Source
N-[(1S,2R,3E)-1-[[[O-6-deoxy-α-L-galactopyranosyl-(1→3)-O-[3-O-[(3R,4R,8S)-8-hydroxy-6-oxo-3-[(1R,2R)-1,2,3-trihydroxypropyl]-2-oxa-5-azabicyclo[2.2.2]oct-1-yl]-β-D-galactopyranosyl-(1→4)]-O-2-(acetylamino)-2-deoxy-6-O-sulfo-β-D-glucopyranosyl-(1→3)-O-β-D-galactopyranosyl-(1→4)-β-D-glucopyranosyl]oxy]methyl]-2-hydroxy-3-heptadecen-1-yl]octadecanamideChEBI
N-[(2S,3R,4E)-1-{[6-deoxy-α-L-galactopyranosyl-(1→3)-[3-O-{(3R,4R,8S)-8-hydroxy-6-oxo-3-[(1R,2R)-1,2,3-trihydroxypropyl]-2-oxa-5-azabicyclo[2.2.2]octan-1-yl}-β-D-galactopyranosyl-(1→4)]-2-acetamido-2-deoxy-6-O-sulfo-β-D-glucopyranosyl-(1→3)-β-D-galactopyranosyl-(1→4)-β-D-glucopyranosyl]oxy}-3-hydroxyoctadec-4-en-2-yl]octadecanamideIUPAC
α-Neup5N;1,5-lactam-(2→3)-β-D-Galp-(1→4)-[α-L-Fucp-(1→3)]-β-D-GlcpNAc6S-(1→3)-β-D-Galp-(1→4)-β-D-Glcp-(1↔1')-Cer(d18:1/18:0)IUPAC
Citations