Record Information
Version2.0
Creation Date2012-08-15 08:51:30 -0600
Update Date2015-06-03 17:22:00 -0600
Secondary Accession Numbers
  • ECMDB21645
Identification
Name:3-Phospho-D-glycerate
Description3-phospho-D-glycerate is a member of the chemical class known as Sugar Acids and Derivatives. These are compounds containing a saccharide unit which bears a carboxylic acid group.
Structure
Thumb
Synonyms:
  • (2R)-2-hydroxy-3-(phosphonooxy)propanoate
  • (2R)-2-hydroxy-3-(phosphonooxy)propanoic acid
  • 3-Phospho-(R)-glycerate
  • 3-Phospho-(R)-glyceric acid
  • 3-Phospho-D-glycerate
  • 3-Phospho-D-glyceric acid
  • 3-Phosphoglycerate
  • 3-Phosphoglyceric acid
  • D-Glycerate 3-phosphate
  • D-Glyceric acid 3-phosphate
  • D-Glyceric acid 3-phosphoric acid
Chemical Formula:C3H7O7P
Weight:Average: 186.0572
Monoisotopic: 185.99293909
InChI Key:OSJPPGNTCRNQQC-UWTATZPHSA-N
InChI:InChI=1S/C3H7O7P/c4-2(3(5)6)1-10-11(7,8)9/h2,4H,1H2,(H,5,6)(H2,7,8,9)/t2-/m1/s1
CAS number:Not Available
IUPAC Name:(2R)-2-hydroxy-3-(phosphonooxy)propanoic acid
Traditional IUPAC Name:D-glycerate 3-phosphate
SMILES:O[C@H](COP(O)(O)=O)C(O)=O
Chemical Taxonomy
Description belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentSugar acids and derivatives
Alternative Parents
Substituents
  • Glyceric_acid
  • Monoalkyl phosphate
  • Alpha-hydroxy acid
  • Hydroxy acid
  • Monosaccharide
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Secondary alcohol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Carboxylic acid
  • Alcohol
  • Carbonyl group
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
State:Not Available
Charge:-3
Melting point:Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility21 g/LALOGPS
logP-2.3ALOGPS
logP-1.6ChemAxon
logS-0.95ALOGPS
pKa (Strongest Acidic)1.3ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area124.29 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity31.26 m³·mol⁻¹ChemAxon
Polarizability13.54 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations:Cytoplasm
Reactions:
SMPDB Pathways:Not Available
KEGG Pathways:
  • Carbon fixation in photosynthetic organisms ec00710
  • Glycerolipid metabolism ec00561
  • Glycine, serine and threonine metabolism ec00260
  • Glycolysis / Gluconeogenesis ec00010
  • Glyoxylate and dicarboxylate metabolism ec00630
  • Metabolic pathways eco01100
  • Methane metabolism ec00680
  • Microbial metabolism in diverse environments ec01120
EcoCyc Pathways:Not Available
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9200000000-2d6f0050126bbc72d771View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-03dj-9150000000-ebe296689ddfcee96d61View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-00kb-9500000000-3a504199c8820dbd44a1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00kr-2900000000-97a3da464b710b2684a9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kv-8900000000-f897e638356fb29020cbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9100000000-655876160dc523273c42View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-003r-5900000000-b5d234c9dd7df3920489View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9100000000-6b06c4977ed320e922a2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-69afa1a98654e3a171eaView in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
References
References:Not Available
Synthesis Reference:Not Available
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI ID17794
HMDB IDHMDB0060180
Pubchem Compound ID439183
Kegg IDC00197
ChemSpider ID388326
Wikipedia ID3-Phosphoglyceric_acid
BioCyc IDNot Available
Ligand ExpoMP3

Enzymes

General function:
Involved in phosphoglycerate kinase activity
Specific function:
ATP + 3-phospho-D-glycerate = ADP + 3-phospho- D-glyceroyl phosphate
Gene Name:
pgk
Uniprot ID:
P0A799
Molecular weight:
41118
Reactions
ATP + 3-phospho-D-glycerate = ADP + 3-phospho-D-glyceroyl phosphate.
General function:
Involved in catalytic activity
Specific function:
2-phospho-D-glycerate = 3-phospho-D-glycerate
Gene Name:
gpmB
Uniprot ID:
P0A7A2
Molecular weight:
24065
Reactions
2-phospho-D-glycerate = 3-phospho-D-glycerate.
General function:
Involved in amino acid binding
Specific function:
3-phospho-D-glycerate + NAD(+) = 3- phosphonooxypyruvate + NADH
Gene Name:
serA
Uniprot ID:
P0A9T0
Molecular weight:
44175
Reactions
3-phospho-D-glycerate + NAD(+) = 3-phosphonooxypyruvate + NADH.
2-hydroxyglutarate + NAD(+) = 2-oxoglutarate + NADH.
General function:
Involved in acylphosphatase activity
Specific function:
An acylphosphate + H(2)O = a carboxylate + phosphate
Gene Name:
yccX
Uniprot ID:
P0AB65
Molecular weight:
10300
Reactions
An acylphosphate + H(2)O = a carboxylate + phosphate.
General function:
Involved in glycerate kinase activity
Specific function:
ATP + (R)-glycerate = ADP + 3-phospho-(R)- glycerate
Gene Name:
garK
Uniprot ID:
P23524
Molecular weight:
39104
Reactions
ATP + (R)-glycerate = ADP + 3-phospho-(R)-glycerate.
General function:
Involved in catalytic activity
Specific function:
Catalyzes the interconversion of 2-phosphoglycerate and 3-phosphoglycerate
Gene Name:
gpmI
Uniprot ID:
P37689
Molecular weight:
56193
Reactions
2-phospho-D-glycerate = 3-phospho-D-glycerate.
General function:
Involved in catalytic activity
Specific function:
Catalyzes the interconversion of 2-phosphoglycerate and 3-phosphoglycerate
Gene Name:
gpmA
Uniprot ID:
P62707
Molecular weight:
28556
Reactions
2-phospho-D-glycerate = 3-phospho-D-glycerate.
General function:
Involved in glycerate kinase activity
Specific function:
ATP + (R)-glycerate = ADP + 3-phospho-(R)- glycerate
Gene Name:
glxK
Uniprot ID:
P77364
Molecular weight:
38734
Reactions
ATP + (R)-glycerate = ADP + 3-phospho-(R)-glycerate.