EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:234281 - tauro-GM2

ChEBI IDCHEBI:234281
ChEBI Nametauro-GM2
Stars
DefinitionA ganglioside derivative that is GM2 ganglioside in which the carboxy group of the N-acetyl-α-neuraminic acid residue undergoes formal condensation with the amino group of taurine. It is found in the brains of patients that have Tay-Sachs disease.
Last Modified12 May 2025
SubmitterAdnan
DownloadsMolfile
FormulaC69H126N4O28S
Net Charge0
Average Mass1491.834
Monoisotopic Mass1490.82793
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)NCCS(=O)(=O)O)C[C@H](O)[C@H]1NC(C)=O
InChIInChI=1S/C69H126N4O28S/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-52(83)73-45(46(80)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2)42-94-66-59(88)58(87)61(50(40-76)96-66)98-67-60(89)64(62(51(41-77)97-67)99-65-54(72-44(4)79)57(86)56(85)49(39-75)95-65)101-69(68(90)70-35-36-102(91,92)93)37-47(81)53(71-43(3)78)63(100-69)55(84)48(82)38-74/h31,33,45-51,53-67,74-77,80-82,84-89H,5-30,32,34-42H2,1-4H3,(H,70,90)(H,71,78)(H,72,79)(H,73,83)(H,91,92,93)/b33-31+/t45-,46+,47-,48+,49+,50+,51+,53+,54+,55+,56-,57+,58+,59+,60+,61+,62-,63+,64+,65-,66+,67-,69-/m0/s1
InChIKeyUPYHMIZIIQMGMK-SJNVTTNNSA-N
Roles Classification
Biological Role:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
tauro-GM2 (CHEBI:234281) has functional parent ganglioside GM2 (18:0) (CHEBI:60327)
tauro-GM2 (CHEBI:234281) has role human metabolite (CHEBI:77746)
tauro-GM2 (CHEBI:234281) is a acetamides (CHEBI:22160)
tauro-GM2 (CHEBI:234281) is a ganglioside derivative (CHEBI:63535)
tauro-GM2 (CHEBI:234281) is a organosulfonic acid (CHEBI:33551)
tauro-GM2 (CHEBI:234281) is a secondary carboxamide (CHEBI:140325)
IUPAC Name 
2-[({(2S,4S,5R,6R)-5-acetamido-2-{[(2R,3S,4R,5R,6S)-3-{[(2S,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-6-{[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-{[(2S,3R,4E)-3-hydroxy-2-(octadecanoylamino)octadec-4-en-1-yl]oxy}tetrahydro-2H-pyran-3-yl]oxy}-5-hydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-4-yl]oxy}-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]tetrahydro-2H-pyran-2-yl}carbonyl)amino]ethanesulfonic acid (non-preferred name)
Synonyms  Source
taurine-conjugated GM2ChEBI
taurine-conjugated GM2 gangliosideChEBI
Citations