Compound

a ganglioside GM3

An anionic ganglioside that is the conjugate base of α-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1)-ceramide arising from deprotonation of the neuraminosyl carboxy group; major species at pH 7.3.

Definition from ChEBI (CHEBI:79210), read 2026-09-23. CC BY 4.0.

CHEBI:79210ChEBI

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Structure

2D depiction

Class: Structural class, not a single molecule
Formula: C27H43N2O21R2
Mass: 731.632 g/mol
Charge: -1
SMILES: *C(=O)N[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(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@]([H])([C@H](O)[C@H](O)CO)O3)[C@H]2O)[C@H](O)[C@H]1O)[C@@H](*)O
Look it up: ChEBI

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

6 entities

6 entities reached.

0 reported hops6 assembled from the scaffold

What the reference databases state

Statements

6 statements

6 statements · 1 reference database · Subject: a ganglioside GM3 · Sources: Rhea

Order

a ganglioside GM3 is a substrate of B4GALNT1ProteinRhea RHEA:43268Inferred only
a ganglioside GM3 is a substrate of NEU2ProteinRhea RHEA:48136Inferred only
a ganglioside GM3 is a substrate of NEU3ProteinRhea RHEA:48136Inferred only
a ganglioside GM3 is a substrate of NEU4ProteinRhea RHEA:48136Inferred only
a ganglioside GM3 is a substrate of ST8SIA3ProteinRhea RHEA:48288Inferred only
a ganglioside GM3 is a substrate of ST8SIA6ProteinRhea RHEA:48288Inferred only

Reactions

8 reactions

a ganglioside GM3+UDP-N-acetyl-alpha-D-galactosaminea ganglioside GM2+UDP+hydron
Catalysed by B4GALNT1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:43268CC BY 4.0Reference data
a ganglioside GM2+watera ganglioside GM3+N-acetyl-beta-D-galactosamine
Catalysed by HEXA or HEXB
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:47968CC BY 4.0Reference data
a ganglioside GD3+watera ganglioside GM3+N-acetylneuraminate
Catalysed by NEU4 or NEU3 or NEU2
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:48120CC BY 4.0Reference data
a ganglioside GM3+watera beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1)-ceramide+N-acetylneuraminate
Catalysed by NEU4 or NEU3 or NEU2
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:48136CC BY 4.0Reference data
a ganglioside GM3+CMP-N-acetyl-beta-neuraminatea ganglioside GD3+CMP+hydron
Catalysed by ST8SIA3 or ST8SIA6
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:48288CC BY 4.0Reference data
a ganglioside GM3+waterN-acetyl-alpha-neuraminosyl-(2->3)-beta-D-galactosyl-(1->4)-D-glucose+an N-acyl-sphingoid base
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:65540CC BY 4.0Reference data
a beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1)-ceramide+CMP-N-acetyl-beta-neuraminatea ganglioside GM3+CMP+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:78467CC BY 4.0Reference data
a ganglioside GM3+CMP-N-acetyl-9-O-acetyl-beta-neuraminateCHEBI:230459+CMP+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:82099CC BY 4.0Reference data

Other names

2 names

Resolves to: a ganglioside GM3

Also called: Ganglioside GM3MG(13:0/0:0/0:0)