Compound

(2R)-3-phosphoglycerate

An organophosphate oxoanion arising from deprotonation of the carboxy and phosphate OH groups of 3-phospho-D-glyceric acid; major species at pH 7.3.

Definition from ChEBI (CHEBI:58272), read 2026-09-23. CC BY 4.0.

CHEBI:58272ChEBI

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Structure

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A generated conformer of (2R)-3-phosphoglycerate — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound, anion
Formula: C3H4O7P
Mass: 183.032 g/mol
Charge: -3
InChIKey: OSJPPGNTCRNQQC-UWTATZPHSA-K
SMILES: O=C([O-])[C@H](O)COP(=O)([O-])[O-]
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. Not evidence.

What it touches on the way

Mechanistic reach

8 entities

8 entities reached.

0 reported hops8 assembled from the scaffold

What the reference databases state

Statements

38 statements

38 statements · 2 reference databases · Subject: (2R)-3-phosphoglycerate · Sources: Human-GEM, Rhea

Order

(2R)-3-phosphoglycerate is converted to (2R)-2-phosphoglycerateCompoundRhea RHEA:15901Inferred only
(2R)-2-phosphoglycerate is converted to (2R)-3-phosphoglycerateCompoundRhea RHEA:15901Inferred only
(2R)-3-phosphoglycerate is converted to (2R)-2-phosphoglycerateCompoundHuman-GEM MAR04365Inferred only
(2R)-2-phosphoglycerate is converted to (2R)-3-phosphoglycerateCompoundHuman-GEM MAR04365Inferred only
(2R)-3-phospho-glyceroyl phosphate is converted to (2R)-3-phosphoglycerateCompoundRhea RHEA:23332Inferred only
(2R)-3-phosphoglycerate is converted to (2R)-3-phospho-glyceroyl phosphateCompoundHuman-GEM MAR04368Inferred only
(2R)-3-phosphoglycerate is converted to (2R)-3-phospho-glyceroyl phosphateCompoundRhea RHEA:14801Inferred only
(2R)-3-phospho-glyceroyl phosphate is converted to (2R)-3-phosphoglycerateCompoundHuman-GEM MAR04368Inferred only
(2R)-3-phospho-glyceroyl phosphate is converted to (2R)-3-phosphoglycerateCompoundHuman-GEM MAR04370Inferred only
(2R)-3-phospho-glyceroyl phosphate is converted to (2R)-3-phosphoglycerateCompoundRhea RHEA:14801Inferred only
(2R)-3-phosphoglycerate is converted to (2R)-3-phospho-glyceroyl phosphateCompoundRhea RHEA:23332Inferred only
(R)-glycerate is converted to (2R)-3-phosphoglycerateCompoundHuman-GEM MAR00460Inferred only

Show the remaining 26

(2R)-3-phosphoglycerate is converted to (R)-glycerateCompoundRhea RHEA:12412Inferred only
(2R)-3-phosphoglycerate is converted to (R)-glycerateCompoundRhea RHEA:23516Inferred only
(R)-glycerate is converted to (2R)-3-phosphoglycerateCompoundHuman-GEM MAR00457Inferred only
(R)-glycerate is converted to (2R)-3-phosphoglycerateCompoundRhea RHEA:12412Inferred only
(R)-glycerate is converted to (2R)-3-phosphoglycerateCompoundRhea RHEA:23516Inferred only
(2R)-3-phosphoglycerate is converted to D-glyceraldehyde 3-phosphateCompoundRhea RHEA:42760Inferred only
(2R)-3-phosphoglycerate is converted to D-glyceraldehyde 3-phosphateCompoundRhea RHEA:14669Inferred only
D-glyceraldehyde 3-phosphate is converted to (2R)-3-phosphoglycerateCompoundRhea RHEA:42760Inferred only
D-glyceraldehyde 3-phosphate is converted to (2R)-3-phosphoglycerateCompoundRhea RHEA:14669Inferred only
(2R)-3-phosphoglycerate is a substrate of BPGMProteinHuman-GEM MAR04365Inferred only
(2R)-3-phosphoglycerate is a substrate of BPGMProteinRhea RHEA:15901Inferred only
(2R)-3-phosphoglycerate is a substrate of CRISP3ProteinHuman-GEM MAR04368Inferred only
(2R)-3-phosphoglycerate is a substrate of GLYCTKProteinRhea RHEA:23516Inferred only
(2R)-3-phosphoglycerate is a substrate of PGAM1ProteinHuman-GEM MAR04365Inferred only
(2R)-3-phosphoglycerate is a substrate of PGAM1ProteinRhea RHEA:15901Inferred only
(2R)-3-phosphoglycerate is a substrate of PGAM2ProteinRhea RHEA:15901Inferred only
(2R)-3-phosphoglycerate is a substrate of PGAM2ProteinHuman-GEM MAR04365Inferred only
(2R)-3-phosphoglycerate is a substrate of PGAM4ProteinRhea RHEA:15901Inferred only
(2R)-3-phosphoglycerate is a substrate of PGAM4ProteinHuman-GEM MAR04365Inferred only
(2R)-3-phosphoglycerate is a substrate of PGK1ProteinHuman-GEM MAR04368Inferred only
(2R)-3-phosphoglycerate is a substrate of PGK1ProteinRhea RHEA:14801Inferred only
(2R)-3-phosphoglycerate is a substrate of PGK2ProteinHuman-GEM MAR04368Inferred only
(2R)-3-phosphoglycerate is a substrate of PGK2ProteinRhea RHEA:14801Inferred only
(2R)-3-phosphoglycerate is a substrate of PHGDHProteinHuman-GEM MAR03839Inferred only
(2R)-3-phosphoglycerate is a substrate of PHGDHProteinRhea RHEA:12641Inferred only
(2R)-3-phosphoglycerate is a substrate of UBAC2ProteinHuman-GEM MAR03839Inferred only

Reactions

36 reactions

ATP+(R)-glycerate(2R)-3-phosphoglycerate+ADP+proton
Catalysed by GLYCTK
Reaction pageLeft to rightBalancedEC 2.7.1.31cytosol
Human-GEM MAR00457CC BY 4.0Reference data
ATP+(R)-glycerate(2R)-3-phosphoglycerate+ADP+proton
Catalysed by GLYCTK
Reaction pageLeft to rightBalancedEC 2.7.1.31mitochondrial matrix
Human-GEM MAR00460CC BY 4.0Reference data
(2R)-3-phosphoglycerate+NAD(+)MAM00914c+proton+NADH(2-)
Catalysed by PHGDH or UBAC2
Reaction pageReversibleBalancedEC 1.1.1.95cytosol
Human-GEM MAR03839CC BY 4.0Reference data
(2R)-2-phosphoglycerate(2R)-3-phosphoglycerate
Catalysed by PGAM2 or PGAM1 or BPGM or PGAM4
Reaction pageReversibleBalancedEC 5.4.2.11cytosol
Human-GEM MAR04365CC BY 4.0Reference data
(2R)-3-phosphoglycerate(2R)-3-phosphoglycerate
Reaction pageReversibleBalancedcytosol, mitochondrial matrix
Human-GEM MAR04367CC BY 4.0Reference data
(2R)-3-phospho-glyceroyl phosphate+ADP(2R)-3-phosphoglycerate+ATP
Catalysed by CRISP3 or PGK1 or PGK2
Reaction pageReversibleBalancedEC 2.7.2.3cytosol
Human-GEM MAR04368CC BY 4.0Reference data
(2R)-3-phospho-glyceroyl phosphate+water(2R)-3-phosphoglycerate+proton+phosphate(3-)
Catalysed by ACYP1 or ACYP2
Reaction pageLeft to rightBalancedEC 3.6.1.7cytosol
Human-GEM MAR04370CC BY 4.0Reference data
MAM00569c+water(2R)-3-phosphoglycerate+phosphate(3-)
Catalysed by ACYP1 or ACYP2
Reaction pageLeft to rightBalancedEC 3.6.1.7cytosol
Human-GEM MAR04372CC BY 4.0Reference data
(2R)-3-phospho-glyceroyl phosphate+MAM01967c(2R)-3-phosphoglycerate+alpha-D-glucose 1,6-bisphosphate
Catalysed by PGM2L1
Reaction pageLeft to rightBalancedEC 2.7.1.106cytosol
Human-GEM MAR08585CC BY 4.0Reference data
(2R)-3-phosphoglycerate(2R)-3-phosphoglycerate
Reaction pageReversibleBalancedextracellular space, cytosol
Human-GEM MAR09836CC BY 4.0Reference data
(2R)-3-phosphoglycerate
Reaction pageReversibleBalance undeterminableextracellular space
Human-GEM MAR09862CC BY 4.0Reference data
0.0043(S)-dihydroorotate+0.0014MAM00569c+0.0022(2R)-3-phosphoglycerate+0.0025MAM00916c+0.0002CHEBI:15351+0.0033ADP+0.00462-oxoglutarate(2-)+0.0404L-alanine+0.0002AMP+0.0015L-arginine+0.0012L-asparagine+0.0865L-aspartate+0.0271ATP+0.0034citric acid+0.0234CHEBI:1146900+0.0052CHEBI:17677+0.0005L-cysteine+0.0001MAM01639c+0.0002dCMP+0.0094CHEBI:16108+0.0088MAM01841c+0.0006keto-D-fructose 6-phosphate+0.0028fumaric acid+0.0008CHEBI:29052+0.0002GDP+0.0039D-glucopyranose 6-phosphate+0.3694L-glutamate(1-)+0.0998L-glutamine+0.0215glycine+0.0001GMP+0.0179CHEBI:16856+0.0001glutathione disulfide+0.0039GTP+0.0024CHEBI:15971+0.0002isocitric acid+0.0102L-isoleucine+0.0102L-leucine+0.0029CHEBI:18019+0.0081(S)-malate+0.0037L-methionine+0.0029NAD(+)+0.0004NADH(2-)+0.0002NADP(3-)+0.0004NADPH(4-)+0.0049L-phenylalanine+0.01023-phenylpyruvate+0.0071CHEBI:17203+0.034pyruvate+0.0002CHEBI:17797+0.0282L-seryl residue+0.0388CHEBI:16857+0.001L-tryptophan+0.0054CHEBI:17895+0.0008UDP+0.0088MAM03108c+0.0006UDP-alpha-D-glucuronate+0.052CHEBI:16264+0.0102UTP+0.0088L-valineMAM10015c
Reaction pageLeft to rightBalance undeterminablecytosol
Human-GEM MAR10064CC BY 4.0Reference data

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Other names

4 names

Resolves to: (2R)-3-phosphoglycerate

Also called: 3-phospho-D-glycerate3-phosphonato-D-glycerate3-phosphonato-D-glycerate trianion
Systematic name: (2R)-2-hydroxy-3-(phosphonatooxy)propanoate