Compound

N-acetyl-D-glucosamine 6-phosphate

Dianion of N-acetyl-D-glucosamine 6-phosphate arising from deprotonation of both OH groups of the phosphate.

Definition from ChEBI (CHEBI:57513), read 2026-09-23. CC BY 4.0.

CHEBI:57513ChEBI

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Structure

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A generated conformer of N-acetyl-D-glucosamine 6-phosphate — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound, anion
Formula: C8H14NO9P
Mass: 299.172 g/mol
Charge: -2
InChIKey: BRGMHAYQAZFZDJ-RTRLPJTCSA-L
SMILES: CC(=O)N[C@H]1C(O)O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@@H]1O
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. Not evidence.

What it touches on the way

Mechanistic reach

3 entities

3 entities reached.

0 reported hops3 assembled from the scaffold

What the reference databases state

Statements

21 statements

21 statements · 2 reference databases · Subject: N-acetyl-D-glucosamine 6-phosphate · Sources: Human-GEM, Rhea

Order

N-acetyl-D-glucosamine 6-phosphate is converted to 2-acetamido-2-deoxy-D-glucopyranose 1-phosphateCompoundHuman-GEM MAR04631Inferred only
N-acetyl-D-glucosamine 6-phosphate is converted to aldehydo-N-acetyl-D-mannosamine 6-phosphateCompoundRhea RHEA:25257Inferred only
aldehydo-N-acetyl-D-mannosamine 6-phosphate is converted to N-acetyl-D-glucosamine 6-phosphateCompoundRhea RHEA:25257Inferred only
D-glucosamine 6-phosphate is converted to N-acetyl-D-glucosamine 6-phosphateCompoundRhea RHEA:10292Inferred only
N-acetyl-D-glucosamine 6-phosphate is converted to D-glucosamine 6-phosphateCompoundRhea RHEA:10292Inferred only
N-acetyl-alpha-D-glucosamine 1-phosphate is converted to N-acetyl-D-glucosamine 6-phosphateCompoundRhea RHEA:23804Inferred only
N-acetyl-D-glucosamine 6-phosphate is converted to N-acetyl-alpha-D-glucosamine 1-phosphateCompoundRhea RHEA:23804Inferred only
N-acetyl-D-glucosamine is converted to N-acetyl-D-glucosamine 6-phosphateCompoundRhea RHEA:74659Inferred only
N-acetyl-D-glucosamine 6-phosphate is converted to N-acetyl-D-glucosamineCompoundRhea RHEA:74647Inferred only
N-acetyl-D-glucosamine 6-phosphate is converted to N-acetyl-D-glucosamineCompoundRhea RHEA:74651Inferred only
N-acetyl-D-glucosamine 6-phosphate is converted to N-acetyl-D-glucosamineCompoundRhea RHEA:74659Inferred only
N-acetyl-D-glucosamine is converted to N-acetyl-D-glucosamine 6-phosphateCompoundHuman-GEM MAR04524Inferred only

Show the remaining 9

N-acetyl-D-glucosamine is converted to N-acetyl-D-glucosamine 6-phosphateCompoundRhea RHEA:17417Inferred only
N-acetyl-D-glucosamine is converted to N-acetyl-D-glucosamine 6-phosphateCompoundRhea RHEA:74647Inferred only
N-acetyl-D-glucosamine is converted to N-acetyl-D-glucosamine 6-phosphateCompoundRhea RHEA:74651Inferred only
N-acetyl-D-glucosamine 6-phosphate is a substrate of AMDHD2ProteinRhea RHEA:22936Inferred only
N-acetyl-D-glucosamine 6-phosphate is a substrate of AMDHD2ProteinHuman-GEM MAR04629Inferred only
N-acetyl-D-glucosamine 6-phosphate is a substrate of CEMP1ProteinHuman-GEM MAR04629Inferred only
N-acetyl-D-glucosamine 6-phosphate is a substrate of GNPNAT1ProteinRhea RHEA:10292Inferred only
N-acetyl-D-glucosamine 6-phosphate is a substrate of PGM3ProteinRhea RHEA:23804Inferred only
N-acetyl-D-glucosamine 6-phosphate is a substrate of PGM3ProteinHuman-GEM MAR04631Inferred only

Reactions

16 reactions

ATP+N-acetyl-D-glucosamineADP+proton+N-acetyl-D-glucosamine 6-phosphate
Catalysed by NAGK
Reaction pageLeft to rightBalancedEC 2.7.1.59cytosol
Human-GEM MAR04524CC BY 4.0Reference data
CHEBI:15351+alpha-D-glucosamine 6-phosphateCHEBI:1146900+proton+N-acetyl-D-glucosamine 6-phosphate
Catalysed by GNPNAT1
Reaction pageLeft to rightBalancedEC 2.3.1.4cytosol
Human-GEM MAR04628CC BY 4.0Reference data
water+N-acetyl-D-glucosamine 6-phosphateacetate+alpha-D-glucosamine 6-phosphate
Catalysed by AMDHD2 or CEMP1
Reaction pageLeft to rightBalancedEC 3.5.1.25cytosol
Human-GEM MAR04629CC BY 4.0Reference data
N-acetyl-D-glucosamine 6-phosphate2-acetamido-2-deoxy-D-glucopyranose 1-phosphate
Catalysed by PGM3
Reaction pageLeft to rightBalancedEC 5.4.2.3cytosol
Human-GEM MAR04631CC BY 4.0Reference data
D-glucosamine 6-phosphate+acetyl-CoAN-acetyl-D-glucosamine 6-phosphate+coenzyme A(4-)+hydron
Catalysed by GNPNAT1
Reaction pageDirection not assertedBalanced
Rhea RHEA:10292CC BY 4.0Reference data
N-acetyl-D-glucosamine+ATP(4-)N-acetyl-D-glucosamine 6-phosphate+ADP(3-)+hydron
Catalysed by NAGK
Reaction pageLeft to rightBalanced
Rhea RHEA:17417CC BY 4.0Reference data
N-acetyl-D-glucosamine 6-phosphate+waterD-glucosamine 6-phosphate+acetate
Catalysed by AMDHD2
Reaction pageDirection not assertedBalanced
Rhea RHEA:22936CC BY 4.0Reference data
N-acetyl-alpha-D-glucosamine 1-phosphateN-acetyl-D-glucosamine 6-phosphate
Catalysed by PGM3
Reaction pageDirection not assertedBalanced
Rhea RHEA:23804CC BY 4.0Reference data
N-acetyl-D-glucosamine 6-phosphatealdehydo-N-acetyl-D-mannosamine 6-phosphate
Reaction pageDirection not assertedBalanced
Rhea RHEA:25257CC BY 4.0Reference data
CHEBI:58722+waterN-acetyl-D-glucosamine 6-phosphate+(R)-lactate
Reaction pageDirection not assertedBalanced
Rhea RHEA:26410CC BY 4.0Reference data
CHEBI:71315+waterD-glucosamine+N-acetyl-D-glucosamine 6-phosphate
Reaction pageDirection not assertedBalanced
Rhea RHEA:35087CC BY 4.0Reference data
N(pros)-phospho-L-histidyl-[protein]+N-acetyl-D-glucosamineN-acetyl-D-glucosamine 6-phosphate+L-histidyl-[protein]
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:49240CC BY 4.0Reference data

Show the remaining 4

Other names

3 names

Resolves to: N-acetyl-D-glucosamine 6-phosphate

Also called: 2-acetamido-2-deoxy-6-O-phosphonato-D-glucopyranoseN-acetyl-D-glucosamine 6-phosphate dianion
Systematic name: 2-acetamido-2-deoxy-D-glucopyranose 6-phosphate