ECMDB: 3-Phospho-D-glycerate (ECMDB21645) (M2MDB002039)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes (8)XML

Proteins (3079)

Record Information

Version

2.0

Creation Date

2012-08-15 08:51:30 -0600

Update Date

2015-06-03 17:22:00 -0600

Secondary Accession Numbers

ECMDB21645

Identification

Name:

3-Phospho-D-glycerate

Description

3-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

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

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.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Sugar 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 Framework

Aliphatic acyclic compounds

External Descriptors

3-phosphoglyceric acid (CHEBI:17794 )

Physical Properties

State:

Not Available

Charge:

-3

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	21 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-1.6	ChemAxon
logS	-0.95	ALOGPS
pKa (Strongest Acidic)	1.3	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	124.29 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	31.26 m³·mol⁻¹	ChemAxon
Polarizability	13.54 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

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 Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9200000000-2d6f0050126bbc72d771	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-03dj-9150000000-ebe296689ddfcee96d61	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-00kb-9500000000-3a504199c8820dbd44a1	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00kr-2900000000-97a3da464b710b2684a9	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00kv-8900000000-f897e638356fb29020cb	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9100000000-655876160dc523273c42	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-003r-5900000000-b5d234c9dd7df3920489	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9100000000-6b06c4977ed320e922a2	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-69afa1a98654e3a171ea	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9000000000-e64736ac1f9d1f7dd9ef	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9000000000-b24e251f42140de98ced	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-9000000000-7c1557a43a172be0e63d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004j-9000000000-0b41dc890757740bbb51	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	View in MoNA
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer

References

References:

Not Available

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
CHEBI ID	17794
HMDB ID	HMDB0060180
Pubchem Compound ID	439183
Kegg ID	C00197
ChemSpider ID	388326
Wikipedia ID	3-Phosphoglyceric_acid
BioCyc ID	Not Available
Ligand Expo	MP3

Enzymes

Protein Details

1. Phosphoglycerate kinase

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.

Protein Details

2. Probable phosphoglycerate mutase gpmB

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.

Protein Details

3. D-3-phosphoglycerate dehydrogenase

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.

Protein Details

4. Acylphosphatase

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.

Protein Details

5. Glycerate kinase 2

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.

Protein Details

6. 2,3-bisphosphoglycerate-independent phosphoglycerate mutase

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.

Protein Details

7. 2,3-bisphosphoglycerate-dependent phosphoglycerate mutase

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.

Protein Details

8. Glycerate kinase 1

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.

3-Phospho-D-glycerate (ECMDB21645) (M2MDB002039)

Structure for #<Compound:0xaea659b0>

Enzymes

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