CHEBI:84118 - ganglioside GM3

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ChEBI Name ganglioside GM3
ChEBI ID CHEBI:84118
Definition A sialodiaosylceramide that is an α-N-acetylneuraminosyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-N-acylsphingosine in which the acyl group on nitrogen is (15Z)-tetracos-15-enoyl.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C65H118N2O21
Net Charge 0
Average Mass 1263.63320
Monoisotopic Mass 1262.82271
InChI InChI=1S/C65H118N2O21/c1-4-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-52(75)67-46(47(72)38-36-34-32-30-28-26-17-15-13-11-9-7-5-2)44-83-62-57(79)56(78)59(51(43-70)85-62)86-63-58(80)61(55(77)50(42-69)84-63)88-65(64(81)82)40-48(73)53(66-45(3)71)60(87-65)54(76)49(74)41-68/h18-19,36,38,46-51,53-63,68-70,72-74,76-80H,4-17,20-35,37,39-44H2,1-3H3,(H,66,71)(H,67,75)(H,81,82)/b19-18-,38-36+/t46-,47+,48-,49+,50+,51+,53+,54+,55-,56+,57+,58+,59+,60+,61-,62+,63-,65-/m0/s1
InChIKey PFJKOHUKELZMLE-VEUXDRLPSA-N
SMILES CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@]3(C[C@H](O)[C@@H](NC(C)=O)[C@@H](O3)[C@H](O)[C@H](O)CO)C(O)=O)[C@H]2O)[C@H](O)[C@H]1O)NC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC
Roles Classification
Biological Role(s): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via alpha-N-acetylneuraminyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-ceramide )
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).
(via alpha-N-acetylneuraminyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-ceramide )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ganglioside GM3 (CHEBI:84118) is a α-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-ceramide (CHEBI:15681)
ganglioside GM3 (CHEBI:84118) is a sialodiosylceramide (CHEBI:36544)
IUPAC Name
(2S,3R,4E)-3-hydroxy-2-[(15Z)-tetracos-15-enoylamino]octadec-4-en-1-yl 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
α-Neu5Ac-(2→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1)-N-(15Z)-tetracos-15-enoylsphingosine ChEBI
α-Neu5Ac-(2→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1)-N-cis-tetracos-15-enoylsphingosine ChEBI
G(M3) ganglioside ChEBI
GM3 ChEBI
monosialodihexosylganglioside ChEBI
monosialoganglioside GM3 ChEBI
monosialoganglioside GM3 ChEBI
NANA-Gal-Glc-ceramide ChEBI
Citation Waiting for Citations Type Source
24362891 PubMed citation Europe PMC
Last Modified
27 June 2018