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CHEBI:141470 - ganglioside GM2 (18:0) methylamide

ChEBI IDCHEBI:141470
ChEBI Nameganglioside GM2 (18:0) methylamide
Stars
DefinitionA sialotriaosylceramide that is ganglioside GM2 (18:0) in which the carboxy function of the sialic acid residue has been converted into an N-methylcarboxamide.
Last Modified23 July 2018
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC68H124N4O25
Net Charge0
Average Mass1397.743
Monoisotopic Mass1396.85547
SMILES[H][C@@]1([C@H](O)[C@H](O)CO)O[C@@](O[C@@H]2[C@@H](O)[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](OC[C@H](NC(=O)CCCCCCCCCCCCCCCCC)[C@H](O)/C=C/CCCCCCCCCCCCC)O[C@@H]3CO)O[C@H](CO)[C@@H]2O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2NC(C)=O)(C(=O)NC)C[C@H](O)[C@H]1NC(C)=O
InChIInChI=1S/C68H124N4O25/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-51(82)72-44(45(79)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2)41-90-65-58(87)57(86)60(49(39-75)92-65)94-66-59(88)63(61(50(40-76)93-66)95-64-53(71-43(4)78)56(85)55(84)48(38-74)91-64)97-68(67(89)69-5)36-46(80)52(70-42(3)77)62(96-68)54(83)47(81)37-73/h32,34,44-50,52-66,73-76,79-81,83-88H,6-31,33,35-41H2,1-5H3,(H,69,89)(H,70,77)(H,71,78)(H,72,82)/b34-32+/t44-,45+,46-,47+,48+,49+,50+,52+,53+,54+,55-,56+,57+,58+,59+,60+,61-,62+,63+,64-,65+,66-,68-/m0/s1
InChIKeyUIXFWASNCZZCSY-RMQQRNFNSA-N
ChEBI Ontology
Outgoing Relation(s)
ganglioside GM2 (18:0) methylamide (CHEBI:141470) has functional parent ganglioside GM2 (18:0) (CHEBI:60327)
ganglioside GM2 (18:0) methylamide (CHEBI:141470) is a dicarboxylic acid diamide (CHEBI:35779)
ganglioside GM2 (18:0) methylamide (CHEBI:141470) is a sialotriaosylceramide (CHEBI:36541)
IUPAC Name 
(2S,3R,4E)-3-hydroxy-2-(octadecanoylamino)octadec-4-en-1-yl 2-acetamido-2-deoxy-β-D-galactopyranosyl-(1→4)-[(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl-N-methyluronamide)-(2→3)]-β-D-galactopyranosyl-(1→4)-β-D-glucopyranoside
Synonyms  Source
β-D-GalNAc-(1→4)-[α-NeuANMe5Ac-(2→3)]-β-D-Gal-(1→4)-β-D-Glc-(1↔1)-N-octadecanoylsphingosineChEBI
β-D-GalNAc-(1→4)-[α-NeuANMe5Ac-(2→3)]-β-D-Gal-(1→4)-β-D-Glc-(1↔1)-N-stearoylsphingosineChEBI
β-D-GalNAc-(1→4)-[α-NeuANMe5Ac-(2→3)]-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-N-stearoylsphingosineChEBI
β-D-GalNAc-(1→4)-[α-NeuANMe5Ac-(2→3)]-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-N-octadecanoylsphingosineChEBI
GM2-methylamideChEBI
GM2 (methyl amide)ChEBI
Citations