CHEBI:60327 - ganglioside GM2

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ChEBI Name ganglioside GM2
ChEBI ID CHEBI:60327
Definition A sialotriaosylceramide that is the N-octadecanoyl analogue of N-acetyl-β-D-galactosaminyl-(1→4)-α-N-acetylneuraminosyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-N-acylsphingosine.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C67H121N3O26
Net Charge 0
Average Mass 1384.68210
Monoisotopic Mass 1383.824
InChI InChI=1S/C67H121N3O26/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-50(80)70-43(44(77)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2)40-89-64-57(85)56(84)59(48(38-73)91-64)93-65-58(86)62(60(49(39-74)92-65)94-63-52(69-42(4)76)55(83)54(82)47(37-72)90-63)96-67(66(87)88)35-45(78)51(68-41(3)75)61(95-67)53(81)46(79)36-71/h31,33,43-49,51-65,71-74,77-79,81-86H,5-30,32,34-40H2,1-4H3,(H,68,75)(H,69,76)(H,70,80)(H,87,88)/b33-31+/t43-,44+,45-,46+,47+,48+,49+,51+,52+,53+,54-,55+,56+,57+,58+,59+,60-,61+,62+,63-,64+,65-,67-/m0/s1
InChIKey GIVLTTJNORAZON-HDBOBKCLSA-N
SMILES [H][C@]1(O[C@@](C[C@H](O)[C@H]1NC(C)=O)(O[C@@H]1[C@@H](O)[C@@H](O[C@H](CO)[C@@H]1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1NC(C)=O)O[C@@H]1[C@@H](CO)O[C@@H](OC[C@H](NC(=O)CCCCCCCCCCCCCCCCC)[C@H](O)\C=C\CCCCCCCCCCCCC)[C@H](O)[C@H]1O)C(O)=O)[C@H](O)[C@H](O)CO
Roles Classification
Biological Role(s): antigen
Any substance that stimulates an immune response in the body, such as through antibody production or by presentation to a T-cell receptor after binding to a major histocompability complex (MHC).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc-(1<->1')-Cer )
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ChEBI Ontology
Outgoing ganglioside GM2 (CHEBI:60327) has role antigen (CHEBI:59132)
ganglioside GM2 (CHEBI:60327) is a N-acetyl-β-D-galactosaminyl-(1→4)-α-N-acetylneuraminosyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-N-acylsphingosine (CHEBI:21509)
ganglioside GM2 (CHEBI:60327) is a sialotriaosylceramide (CHEBI:36541)
ganglioside GM2 (CHEBI:60327) is conjugate acid of ganglioside GM2(1−) (CHEBI:78485)
Incoming ganglioside GM2(1−) (CHEBI:78485) is conjugate base of ganglioside GM2 (CHEBI:60327)
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-ulopyranonosyl-(2→3)]-β-D-galactopyranosyl-(1→4)-β-D-glucopyranoside
Synonyms Sources
β-D-GalNAc-(1→4)-[α-Neu5Ac-(2→3)]-β-D-Gal-(1→4)-β-D-Glc-(1↔1)-N-octadecanoylsphingosine ChEBI
β-D-GalNAc-(1→4)-[α-Neu5Ac-(2→3)]-β-D-Gal-(1→4)-β-D-Glc-(1↔1)-N-stearoylsphingosine ChEBI
G(M2) ganglioside ChEBI
ganglioside GM2 (18:1/18:0) ChEBI
GM2 ChEBI
GM2 ganglioside ChEBI
GM2 lipid ChEBI
monosialoganglioside GM2 ChEBI
monosialoganglioside GM2 ChEBI
Tay-Sachs ganglioside ChEBI
Database Link Database
GM2_(ganglioside) Wikipedia
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Citations Waiting for Citations Types Sources
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Last Modified
28 September 2017