Compound

a ganglioside GM4 (d18:1(4E))

An anionic ganglioside obtained by deprotonation of the neuraminosyl carboxy group of N-acetyl-α-neuraminosyl-(2→3)-β-D-galactosylceramide; major species at pH 7.3.

Definition from ChEBI (CHEBI:78482), read 2026-09-23. CC BY 4.0.

CHEBI:78482ChEBI

Open in the graph

Structure

2D depiction

Class: Organic compound, anion
Formula: C36H62N2O16R
Mass: 778.883 g/mol
Charge: -1
SMILES: *C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O[C@]2(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@]([H])([C@H](O)[C@H](O)CO)O2)[C@H]1O)[C@H](O)/C=C/CCCCCCCCCCCCC
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 · 2 reference databases · Subject: a ganglioside GM4 (d18:1(4E)) · Sources: Human-GEM, Rhea

Order

a ganglioside GM4 (d18:1(4E)) is a substrate of NEU1ProteinHuman-GEM MAR00834Inferred only
a ganglioside GM4 (d18:1(4E)) is a substrate of NEU2ProteinHuman-GEM MAR00834Inferred only
a ganglioside GM4 (d18:1(4E)) is a substrate of NEU3ProteinHuman-GEM MAR00834Inferred only
a ganglioside GM4 (d18:1(4E)) is a substrate of NEU4ProteinHuman-GEM MAR00834Inferred only
a ganglioside GM4 (d18:1(4E)) is a substrate of ST3GAL5ProteinRhea RHEA:47600Inferred only
a ganglioside GM4 (d18:1(4E)) is a substrate of ST8SIA6ProteinRhea RHEA:48924Inferred only

Reactions

3 reactions

water+a ganglioside GM4 (d18:1(4E))CHEBI:12947+proton+N-acetyl-beta-neuraminic acid
Catalysed by NEU2 or NEU3 or NEU4 or NEU1
Reaction pageLeft to rightBalance undeterminableEC 3.2.1.18GO:0005764
Human-GEM MAR00834CC BY 4.0Reference data
a beta-D-galactosyl-(1<->1')-N-acylsphing-4-enine+CMP-N-acetyl-beta-neuraminatea ganglioside GM4 (d18:1(4E))+CMP+hydron
Catalysed by ST3GAL5
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:47600CC BY 4.0Reference data
a ganglioside GM4 (d18:1(4E))+CMP-N-acetyl-beta-neuraminatean N-acetyl-alpha-neuraminosyl-(2->8)-N-acetyl-alpha-neuraminosyl-(2->3)-beta-D-galactosyl-(1<->1')-N-acylsphing-4-enine+CMP+hydron
Catalysed by ST8SIA6
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:48924CC BY 4.0Reference data

Other names

10 names

Resolves to: a ganglioside GM4 (d18:1(4E))

Also called: alpha-Neu5NAc-(2->3)-beta-D-Gal-(11')-Cer(2-)alpha-Neu5NAc-(2->3)-beta-D-Galp-(11')-Cer(2-)Ganglioside GM4 (d18:1(4E))Ganglioside GM4(1-)Ganglioside GM4(1−)GM4(d18:1(4E))N-acetyl-alpha-neuraminosyl-(2->3)-beta-D-galactosyl-(11')-N-acylsphingosineN-acetyl-α-neuraminosyl-(2→3)-β-D-galactosyl-(1↔1')-N-acylsphingosineα-Neu5NAc-(2→3)-β-D-Gal-(1↔1')-Cer(2−)α-Neu5NAc-(2→3)-β-D-Galp-(1↔1')-Cer(2−)