Compound

6-phospho-D-glucono-1,5-lactone

Dianion of 6-O-phosphono-D-glucono-1,5-lactone arising from deprotonation of the phosphate OH groups; major species at pH 7.3.

Definition from ChEBI (CHEBI:57955), read 2026-09-23. CC BY 4.0.

CHEBI:57955ChEBI

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Structure

2D depiction · 3D model shown

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A generated conformer of 6-phospho-D-glucono-1,5-lactone — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound, anion
Formula: C6H9O9P
Mass: 256.103 g/mol
Charge: -2
InChIKey: IJOJIVNDFQSGAB-SQOUGZDYSA-L
SMILES: O=C1O[C@H](COP(=O)([O-])[O-])[C@@H](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

12 statements

12 statements · 2 reference databases · Subject: 6-phospho-D-glucono-1,5-lactone · Sources: Human-GEM, Rhea

Order

D-glucopyranose 6-phosphate is converted to 6-phospho-D-glucono-1,5-lactoneCompoundHuman-GEM MAR08653Inferred only
D-glucopyranose 6-phosphate is converted to 6-phospho-D-glucono-1,5-lactoneCompoundHuman-GEM MAR08971Inferred only
6-phospho-D-glucono-1,5-lactone is converted to D-glucopyranose 6-phosphateCompoundHuman-GEM MAR08653Inferred only
D-glucopyranose 6-phosphate is converted to 6-phospho-D-glucono-1,5-lactoneCompoundHuman-GEM MAR04304Inferred only
D-glucose 6-phosphate is converted to 6-phospho-D-glucono-1,5-lactoneCompoundRhea RHEA:15841Inferred only
D-glucose 6-phosphate is converted to 6-phospho-D-glucono-1,5-lactoneCompoundRhea RHEA:38215Inferred only
6-phospho-D-glucono-1,5-lactone is a substrate of G6PDProteinRhea RHEA:86243Inferred only
6-phospho-D-glucono-1,5-lactone is a substrate of H6PDProteinHuman-GEM MAR08653Inferred only
6-phospho-D-glucono-1,5-lactone is a substrate of H6PDProteinHuman-GEM MAR04623Inferred only
6-phospho-D-glucono-1,5-lactone is a substrate of H6PDProteinRhea RHEA:12556Inferred only
6-phospho-D-glucono-1,5-lactone is a substrate of PGLSProteinHuman-GEM MAR04625Inferred only
6-phospho-D-glucono-1,5-lactone is a substrate of PGLSProteinRhea RHEA:12556Inferred only

Reactions

10 reactions

D-glucopyranose 6-phosphate+NADP(3-)6-phospho-D-glucono-1,5-lactone+proton+NADPH(4-)
Catalysed by G6PD
Reaction pageLeft to rightBalancedEC 1.1.1.49endoplasmic reticulum
Human-GEM MAR04304CC BY 4.0Reference data
6-phospho-D-glucono-1,5-lactone+waterMAM01169r+proton
Catalysed by H6PD
Reaction pageLeft to rightBalancedEC 3.1.1.31endoplasmic reticulum
Human-GEM MAR04623CC BY 4.0Reference data
6-phospho-D-glucono-1,5-lactone+waterMAM01169c+proton
Catalysed by PGLS
Reaction pageLeft to rightBalancedEC 3.1.1.31cytosol
Human-GEM MAR04625CC BY 4.0Reference data
6-phospho-D-glucono-1,5-lactone+proton+NADH(2-)D-glucopyranose 6-phosphate+NAD(+)
Catalysed by H6PD
Reaction pageReversibleBalancedEC 3.1.1.31endoplasmic reticulum
Human-GEM MAR08653CC BY 4.0Reference data
D-glucopyranose 6-phosphate+NADP(3-)6-phospho-D-glucono-1,5-lactone+proton+NADPH(4-)
Catalysed by G6PD
Reaction pageLeft to rightBalancedEC 1.1.1.49cytosol
Human-GEM MAR08971CC BY 4.0Reference data
6-phospho-D-glucono-1,5-lactone+waterCHEBI:58759+hydron
Catalysed by PGLS or H6PD
Reaction pageLeft to rightBalanced
Rhea RHEA:12556CC BY 4.0Reference data
D-glucose 6-phosphate+NADP(3-)6-phospho-D-glucono-1,5-lactone+NADPH(4-)+hydron
Catalysed by H6PD or G6PD
Reaction pageLeft to rightBalanced
Rhea RHEA:15841CC BY 4.0Reference data
oxidized coenzyme F420-(gamma-L-Glu)(n)+D-glucose 6-phosphate+hydron6-phospho-D-glucono-1,5-lactone+reduced coenzyme F420-(gamma-L-Glu)(n)
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:27294CC BY 4.0Reference data
D-glucose 6-phosphate+NAD(1-)6-phospho-D-glucono-1,5-lactone+NADH(2-)+hydron
Catalysed by H6PD
Reaction pageLeft to rightBalanced
Rhea RHEA:38215CC BY 4.0Reference data
NAADP(+)+D-glucose 6-phosphateNAADPH+6-phospho-D-glucono-1,5-lactone+hydron
Catalysed by G6PD
Reaction pageDirection not assertedBalanced
Rhea RHEA:86243CC BY 4.0Reference data

Other names

3 names

Resolves to: 6-phospho-D-glucono-1,5-lactone

Also called: [(2R,3S,4S,5R)-3,4,5-trihydroxy-6-oxotetrahydro-2H-pyran-2-yl]methyl phosphate6-O-phosphonato-D-glucono-1,5-lactone dianion
Systematic name: [(2R,3S,4S,5R)-3,4,5-trihydroxy-6-oxooxan-2-yl]methyl phosphate