Compound

a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine

Cerebrosides which contain as their polar head group a glucose moiety bound in glycosidic linkage to the hydroxyl group of ceramides. Their accumulation in tissue, due to a defect in beta-glucosidase, is the cause of Gaucher's disease.

Definition from MeSH (D005963), National Library of Medicine, read 2026-09-23. NLM revises MeSH; this copy may not reflect its current record.

CHEBI:22801ChEBI

Open in the graph

Structure

2D depiction

Class: Organic compound
Formula: C25H46NO8R
Mass: 488.636 g/mol
Charge: 0
SMILES: *C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O)[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

9 entities

9 entities reached.

0 reported hops9 assembled from the scaffold

What the reference databases state

Statements

13 statements

13 statements · 1 reference database · Subject: a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine · Sources: Rhea

Order

a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine is a substrate of ASAH1ProteinRhea RHEA:30915Inferred only
a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine is a substrate of B4GALT5ProteinRhea RHEA:31495Inferred only
a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine is a substrate of B4GALT6ProteinRhea RHEA:31495Inferred only
a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine is a substrate of GBA1ProteinRhea RHEA:58264Inferred only
a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine is a substrate of GBA1ProteinRhea RHEA:13269Inferred only
a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine is a substrate of GBA2ProteinRhea RHEA:58264Inferred only
a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine is a substrate of GBA2ProteinRhea RHEA:13269Inferred only
a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine is a substrate of GBA3ProteinRhea RHEA:13269Inferred only
a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine is transported by ABCB1ProteinRhea RHEA:38943Inferred only
a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine is transported by ATP10AProteinRhea RHEA:66036Inferred only
a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine is transported by ATP10BProteinRhea RHEA:66036Inferred only
a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine is transported by ATP10DProteinRhea RHEA:66036Inferred only

Show the remaining 1

a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine is transported by PLEKHA8ProteinRhea RHEA:77259Inferred only

Reactions

10 reactions

an N-acylsphing-4-enine+UDP-alpha-D-glucosea beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine+UDP+hydron
Catalysed by UGCG
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:12088CC BY 4.0Reference data
a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine+wateran N-acylsphing-4-enine+D-glucose
Catalysed by GBA1 or GBA3 or GBA2
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:13269CC BY 4.0Reference data
a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine+waterbeta-D-glucosyl-(1<->1)-sphing-4-enine+a fatty acid
Catalysed by ASAH1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:30915CC BY 4.0Reference data
a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine+UDP-alpha-D-galactosea beta-D-Gal-(1->4)-beta-D-Glc-(1<->1)-Cer(d18:1(4E))+UDP+hydron
Catalysed by B4GALT5 or B4GALT6
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:31495CC BY 4.0Reference data
a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine+ATP(4-)+watera beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine+ADP(3-)+hydrogenphosphate+hydron
Transported by ABCB1
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:38943CC BY 4.0Reference data
CHEBI:57477+an N-acylsphing-4-eninea beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine+dTDP+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:43372CC BY 4.0Reference data
a beta-D-Gal-(1->4)-beta-D-Glc-(1<->1)-Cer(d18:1(4E))+watera beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine+D-galactose
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:48060CC BY 4.0Reference data
a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine+cholesterolcholesteryl 3-beta-D-glucoside+an N-acylsphing-4-enine
Catalysed by GBA1 or GBA2
Reaction pageReversibleBalance undeterminable
Rhea RHEA:58264CC BY 4.0Reference data
a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine+ATP(4-)+watera beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine+ADP(3-)+hydrogenphosphate+hydron
Transported by ATP10A or ATP10B or ATP10D
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:66036CC BY 4.0Reference data
a beta-D-glucosyl-(1<->1')-N-acylsphing-4-eninea beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine
Transported by PLEKHA8
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:77259CC BY 4.0Reference data

Where it reaches

4 systems, 8 regions, 15 tissues, 15 transporter routes — routes, not measurements: transporters known to carry a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine are expressed there, and no source reports it arriving.

Loading the model…

Nervous

Endocrine

Digestive

Reproductive

Other names

21 names

Resolves to: a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine

Also called: beta-D-Glc-(11)-Cerbeta-D-Glc-Cerbeta-D-Glcp-(11)-Cerbeta-D-Glcp-Cerbeta-D-glucosyl-(11)-ceramidebeta-D-glucosylceramidebeta-D-glucosylceramidesGlcbeta-CerGlcCerGlcCer(d18:1(4E))Glucosyl ceramideGlucosyl ceramide (d18:1(4E))β-D-Glc-(1↔1)-Cerβ-D-Glc-Cerβ-D-Glcp-(1↔1)-Cerβ-D-Glcp-Cerβ-D-glucosyl-(1↔1)-ceramideβ-D-glucosylceramideβ-D-glucosylceramides
Systematic name: N-[(2S,3R,4E)-1-(beta-D-glucopyranosyloxy)-3-hydroxyoctadec-4-en-2-yl]alkanamideN-[(2S,3R,4E)-1-(β-D-glucopyranosyloxy)-3-hydroxyoctadec-4-en-2-yl]alkanamide