Compound

a ganglioside GD3 (d18:1(4E))

A carbohydrate acid derivative dianion that is the conjugate base of the ganglioside GD3 arising from deprotonation of the neuraminosyl carboxy groups; major species at pH 7.3.

Definition from ChEBI (CHEBI:78436), read 2026-09-23. CC BY 4.0.

CHEBI:78436ChEBI

Open in the graph

Structure

2D depiction

Class: Organic compound, anion
Formula: C53H88N3O29R
Mass: 1231.27 g/mol
Charge: -2
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](CO)O[C@]4(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@]([H])([C@H](O)[C@H](O)CO)O4)O3)[C@H]2O)[C@H](O)[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

Chemical structure

a ganglioside Ac-O-7-GD3(d18:1(4E)) has the functional parent a ganglioside GD3 (d18:1(4E))CompoundChEBI CHEBI:228242Inferred only

Statements

15 statements

15 statements · 2 reference databases · Subject: a ganglioside GD3 (d18:1(4E)) · Sources: Human-GEM, Rhea

Order

a ganglioside GD3 (d18:1(4E)) is converted to a ganglioside Ac-O-7-GD3(d18:1(4E))CompoundRhea RHEA:79499Inferred only
a ganglioside GD3 (d18:1(4E)) is a substrate of B4GALNT1ProteinRhea RHEA:41816Inferred only
a ganglioside GD3 (d18:1(4E)) is a substrate of B4GALNT1ProteinHuman-GEM MAR08191Inferred only
a ganglioside GD3 (d18:1(4E)) is a substrate of B4GALNT1ProteinHuman-GEM MAR00842Inferred only
a ganglioside GD3 (d18:1(4E)) is a substrate of CASD1ProteinRhea RHEA:79499Inferred only
a ganglioside GD3 (d18:1(4E)) is a substrate of NEU3ProteinHuman-GEM MAR12074Inferred only
a ganglioside GD3 (d18:1(4E)) is a substrate of NEU3ProteinRhea RHEA:48124Inferred only
a ganglioside GD3 (d18:1(4E)) is a substrate of NEU4ProteinRhea RHEA:48124Inferred only
a ganglioside GD3 (d18:1(4E)) is a substrate of SLC33A1ProteinHuman-GEM MAR08226Inferred only
a ganglioside GD3 (d18:1(4E)) is a substrate of SLC33A1ProteinHuman-GEM MAR08224Inferred only
a ganglioside GD3 (d18:1(4E)) is a substrate of ST8SIA1ProteinRhea RHEA:41764Inferred only
a ganglioside GD3 (d18:1(4E)) is a substrate of ST8SIA1ProteinHuman-GEM MAR00855Inferred only

Show the remaining 3

a ganglioside GD3 (d18:1(4E)) is a substrate of ST8SIA5ProteinRhea RHEA:41764Inferred only
a ganglioside GD3 (d18:1(4E)) is a substrate of ST8SIA5ProteinHuman-GEM MAR00855Inferred only
a ganglioside GD3 (d18:1(4E)) is a substrate of ST8SIA5ProteinHuman-GEM MAR08180Inferred only

Reactions

22 reactions

CMP-N-acetyl-beta-neuraminate+a ganglioside GM3 (d18:1(4E))cytidine 5'-monophosphate+a ganglioside GD3 (d18:1(4E))+proton
Catalysed by ST8SIA1
Reaction pageLeft to rightBalance undeterminableEC 2.4.3.8cytosol
Human-GEM MAR00841CC BY 4.0Reference data
a ganglioside GD3 (d18:1(4E))+MAM03110ca ganglioside GD2 (d18:1(4E))+proton+UDP
Catalysed by B4GALNT1
Reaction pageLeft to rightBalance undeterminableEC 2.4.1.92cytosol
Human-GEM MAR00842CC BY 4.0Reference data
CMP-N-acetyl-beta-neuraminate+a ganglioside GD3 (d18:1(4E))cytidine 5'-monophosphate+a ganglioside GT3 (d18:1(4E))+proton
Catalysed by ST8SIA5 or ST8SIA1
Reaction pageLeft to rightBalance undeterminableEC 2.4.3.8, 2.4.99.-cytosol
Human-GEM MAR00855CC BY 4.0Reference data
CMP-N-acetyl-beta-neuraminate+a ganglioside GM3 (d18:1(4E))cytidine 5'-monophosphate+a ganglioside GD3 (d18:1(4E))+proton
Catalysed by ST8SIA1
Reaction pageLeft to rightBalance undeterminableEC 2.4.3.8Golgi apparatus
Human-GEM MAR08179CC BY 4.0Reference data
CMP-N-acetyl-beta-neuraminate+a ganglioside GD3 (d18:1(4E))cytidine 5'-monophosphate+a ganglioside GT3 (d18:1(4E))+proton
Catalysed by ST8SIA5
Reaction pageLeft to rightBalance undeterminableEC 2.4.99.-Golgi apparatus
Human-GEM MAR08180CC BY 4.0Reference data
a ganglioside GD3 (d18:1(4E))+MAM03110ga ganglioside GD2 (d18:1(4E))+proton+UDP
Catalysed by B4GALNT1
Reaction pageLeft to rightBalance undeterminableEC 2.4.1.92Golgi apparatus
Human-GEM MAR08191CC BY 4.0Reference data
CHEBI:15351+a ganglioside GD3 (d18:1(4E))MAM01244c+CHEBI:1146900
Catalysed by SLC33A1
Reaction pageLeft to rightBalance undeterminablecytosol
Human-GEM MAR08224CC BY 4.0Reference data
CHEBI:15351+a ganglioside GD3 (d18:1(4E))MAM01244g+CHEBI:1146900
Catalysed by SLC33A1
Reaction pageLeft to rightBalance undeterminableGolgi apparatus
Human-GEM MAR08226CC BY 4.0Reference data
a ganglioside GD3 (d18:1(4E))
Reaction pageReversibleBalance undeterminableextracellular space
Human-GEM MAR12042CC BY 4.0Reference data
a ganglioside GD3 (d18:1(4E))a ganglioside GD3 (d18:1(4E))
Reaction pageLeft to rightBalance undeterminableextracellular space, Golgi apparatus
Human-GEM MAR12051CC BY 4.0Reference data
a ganglioside GD3 (d18:1(4E))a ganglioside GD3 (d18:1(4E))
Reaction pageLeft to rightBalance undeterminableextracellular space, lysosome
Human-GEM MAR12052CC BY 4.0Reference data
a ganglioside GD2 (d18:1(4E))+watera ganglioside GD3 (d18:1(4E))+MAM02525l
Catalysed by HEXA & HEXB
Reaction pageLeft to rightBalance undeterminableEC 3.2.1.52lysosome
Human-GEM MAR12062CC BY 4.0Reference data

Show the remaining 10

Other names

10 names

Resolves to: a ganglioside GD3 (d18:1(4E))

Also called: alpha-Neu5NAc-(2->8)-alpha-Neu5NAc-(2->3)-beta-D-Gal-(1->4)-beta-D-Glc-(11')-Cer(2-)alpha-Neu5NAc-(2->8)-alpha-Neu5NAc-(2->3)-beta-D-Galp-(1->4)-beta-D-Glcp-(11')-Cer(2-)Ganglioside GD3 (d18:1(4E))Ganglioside GD3(2-)Ganglioside GD3(2−)GD3(d18:1(4E))NeuAcalpha2-8NeuAcalpha2-3Galbeta1-4Glcbeta1-1'Cer(2-)NeuAcα2-8NeuAcα2-3Galβ1-4Glcβ1-1'Cer(2−)α-Neu5NAc-(2→8)-α-Neu5NAc-(2→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer(2−)α-Neu5NAc-(2→8)-α-Neu5NAc-(2→3)-β-D-Galp-(1→4)-β-D-Glcp-(1↔1')-Cer(2−)