CHEBI:63532 - GM3 lactam

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name GM3 lactam ChEBI ID CHEBI:63532 Definition A lactam obtained via formal condensation of the carboxy group of an N-acetylneuraminyl residue and the amino group of the adjacent galactosamine residue in the ganglioside (2S,3R,4E)-3-hydroxy-2-(stearoylamino)octadec-4-en-1-yl N-acetylneuraminyl-(2→3)-β-D-galactosaminyl-(1→4)-β-D-glucoside. Stars This entity has been manually annotated by the ChEBI Team. Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Formula C59H107N3O19 Net Charge 0 Average Mass 1162.48960 Monoisotopic Mass 1161.74988 InChI InChI=1S/C59H107N3O19/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-46(70)61-40(41(67)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2)38-76-57-52(74)51(73)53(45(37-65)78-57)79-56-48-55(50(72)44(36-64)77-56)81-59(58(75)62-48)34-42(68)47(60-39(3)66)54(80-59)49(71)43(69)35-63/h30,32,40-45,47-57,63-65,67-69,71-74H,4-29,31,33-38H2,1-3H3,(H,60,66)(H,61,70)(H,62,75)/b32-30+/t40-,41+,42-,43+,44+,45+,47+,48+,49+,50-,51+,52+,53+,54+,55+,56-,57+,59-/m0/s1 InChIKey RETZCXQFOHADIK-ISAHSDPDSA-N SMILES [H][C@]1(O[C@@]2(C[C@H](O)[C@H]1NC(C)=O)O[C@H]1[C@@H](O)[C@@H](CO)O[C@@H](O[C@@H]3[C@@H](CO)O[C@@H](OC[C@H](NC(=O)CCCCCCCCCCCCCCCCC)[C@H](O)\C=C\CCCCCCCCCCCCC)[C@H](O)[C@H]3O)[C@@H]1NC2=O)[C@H](O)[C@H](O)CO ChEBI Ontology Outgoing GM3 lactam (CHEBI:63532) is a azaspiro compound (CHEBI:35624) GM3 lactam (CHEBI:63532) is a ganglioside derivative (CHEBI:63535) GM3 lactam (CHEBI:63532) is a lactam (CHEBI:24995) GM3 lactam (CHEBI:63532) is a oxaspiro compound (CHEBI:37948) IUPAC Name N-{(2S,3R,4E)-1-[(4-O-{(2S,4S,4a'R,5R,5'S,6R,7'R,8'R,8a'R)-5-acetamido-4,8'-dihydroxy-7'-(hydroxymethyl)-3'-oxo-6-[(1R,2R)-1,2,3-trihydroxypropyl]decahydro-5'H-spiro[pyran-2,2'-pyrano[4,3-b][1,4]oxazin]-5'-yl}-β-D-glucopyranosyl)oxy]-3-hydroxyoctadec-4-en-2-yl}octadecanamide Synonyms Sources (2S,3R,4E)-3-hydroxy-2-(octadecanamide)octadec-4-enyl 4-O-[2-amino-2-deoxy-3-O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyloyl-1''[*]2'-lactam)-β-D-galactopyranosyl]-β-D-glucopyranoside ChEBI GM3-lactam ceramide ChEBI Registry Number Type Source 7245914 Reaxys Registry Number Reaxys Citation Type Source 10023770 PubMed citation Europe PMC Last Modified 09 January 2012