Showing Compound 2-Phosphoglycerate (FDB001407)

Record Information

Version

1.0

Creation date

2010-04-08 22:04:57 UTC

Update date

2020-09-17 15:39:12 UTC

Primary ID

FDB001407

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

2-Phosphoglycerate

Description

2-Phospho-D-glyceric acid, also known as 2-phospho-D-glycerate or D-glycerate 2-phosphate, 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. 2-Phospho-D-glyceric acid is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-Phospho-D-glyceric acid exists in all living species, ranging from bacteria to humans. Within humans, 2-phospho-D-glyceric acid participates in a number of enzymatic reactions. In particular, 2-phospho-D-glyceric acid can be biosynthesized from 3-phosphoglyceric acid; which is mediated by the enzyme phosphoglycerate mutase 2. In addition, 2-phospho-D-glyceric acid can be converted into phosphoenolpyruvic acid through the action of the enzyme Alpha-enolase. In humans, 2-phospho-D-glyceric acid is involved in the metabolic disorder called the glycogen storage disease type 1A (gsd1a) or von gierke disease pathway. Outside of the human body, 2-Phospho-D-glyceric acid has been detected, but not quantified in, rices. This could make 2-phospho-D-glyceric acid a potential biomarker for the consumption of these foods. A 2-Phospho-D-glyceric acid in which the glyceric acid moiety has D (R) configuration.

CAS Number

3443-57-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
2-Phospho-D-glycerate	ChEBI
2-PHOSPHOGLYCERIC ACID	ChEBI
D-Glycerate 2-phosphate	ChEBI
2-Phospho-(R)-glycerate	Kegg
2-PHOSPHOGLYCERate	Generator
D-Glyceric acid 2-phosphoric acid	Generator
2-Phospho-(R)-glyceric acid	Generator
(2R)-3-Hydroxy-2-(phosphonooxy)propanoate	HMDB
(2R)-3-Hydroxy-2-(phosphonooxy)propanoic acid	HMDB
3-D-Hydroxy-2-phosphonooxy-propanoate	HMDB
3-D-Hydroxy-2-phosphonooxy-propanoic acid	HMDB
D-(+)-2-Phosphoglyceric acid	HMDB
D-2-Phosphoglyceric acid	HMDB
D-Glyceric acid 2-phosphate	HMDB
2-Phospho-D-glyceric acid	HMDB
(2R)-3-Hydroxy-2-(onooxy)propanoate	HMDB
(2R)-3-Hydroxy-2-(onooxy)propanoic acid	HMDB
(2R)-3-hydroxy-2-phosphonooxypropanoic acid	biospider
2-O-D-Glycerate	ChEBI
2-O-D-Glyceric acid	Generator
2-OGLYCERate	Generator
2-OGLYCERIC ACID	ChEBI
2-P-D-glycerate	biospider
2-P-D-glyceric acid	biospider
2-Phospho-D-Glyceric Acid	biospider
2R-Phosphoglyceric acid	manual
3-D-Hydroxy-2-onooxy-propanoate	HMDB
3-D-Hydroxy-2-onooxy-propanoic acid	HMDB
3-Hydroxy-2R-(phosphonooxy)propanoic acid	manual
D-Glycerate 2-ate	ChEBI
D-Glyceric acid 2-ic acid	Generator

Predicted Properties

Property	Value	Source
Water Solubility	20.3 g/L	ALOGPS
logP	-2.2	ALOGPS
logP	-1.6	ChemAxon
logS	-0.96	ALOGPS
pKa (Strongest Acidic)	0.81	ChemAxon
pKa (Strongest Basic)	-3.1	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	13.36 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C3H7O7P

IUPAC name

(2R)-3-hydroxy-2-(phosphonooxy)propanoic acid

InChI Identifier

InChI=1S/C3H7O7P/c4-1-2(3(5)6)10-11(7,8)9/h2,4H,1H2,(H,5,6)(H2,7,8,9)/t2-/m1/s1

InChI Key

GXIURPTVHJPJLF-UWTATZPHSA-N

Isomeric SMILES

OC[C@@H](OP(O)(O)=O)C(O)=O

Average Molecular Weight

186.0572

Monoisotopic Molecular Weight

185.99293909

Classification

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

Beta-hydroxy acid
Glyceric_acid
Monoalkyl phosphate
Hydroxy acid
Monosaccharide
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Alcohol
Organic oxide
Carbonyl group
Primary alcohol
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

2-phosphoglyceric acid (CHEBI:17835 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Poaceae

Biological location:

Subcellular:

Cytoplasm

Biofluid and excreta:

Urine

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	2-Phosphoglycerate, 4 TMS, GC-MS Spectrum	splash10-014j-1986100000-67b36247ae0c01d6630f	Spectrum
GC-MS	2-Phosphoglycerate, non-derivatized, GC-MS Spectrum	splash10-014j-1986100000-67b36247ae0c01d6630f	Spectrum
Predicted GC-MS	2-Phosphoglycerate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0002-9200000000-8ec7a644e48af8fc9f44	Spectrum
Predicted GC-MS	2-Phosphoglycerate, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0002-9030000000-cc4abc5e01c64cff2d87	Spectrum
Predicted GC-MS	2-Phosphoglycerate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-000i-0900000000-80caf2498862e856c8fc	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-004i-9100000000-1518e606c03a8697d1b9	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-004i-9000000000-66ec419add3cb3e1fd32	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-004i-9000000000-b7f464912df9166dc597	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-004i-9000000000-d09faea5291df7a04b70	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0udr-0900000000-09027263f64d0e1059c6	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0udi-1900000000-8eeb1d2a8432d1e44448	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0f6t-8900000000-3b714e664b948f61ac7e	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0023-9000000000-ed83591fbfd15323cd6d	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-001m-9000000000-39cdf9729f381069e45f	2017-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000j-9300000000-24ac9683b32428f58197	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9600000000-b12281d6d89eef904e6b	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0007-9000000000-a07c4a51c820b32ec8bd	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-4900000000-516a86a1a17689399892	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9500000000-b33f3e08e2e8b3d5aed5	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-07016cc3ecca7d5e323b	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002b-9000000000-e2aa0f15a5d31307fa1e	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-2900000000-e1c96e130069d9cf375a	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9000000000-91835bf01523e3aceb24	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001j-9000000000-d48b603841c58b435069	2021-09-25	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

388411

ChEMBL ID

Not Available

KEGG Compound ID

C00631

Pubchem Compound ID

439278

Pubchem Substance ID

Not Available

ChEBI ID

17835

Phenol-Explorer ID

Not Available

DrugBank ID

DB01709

HMDB ID

HMDB03391

CRC / DFC (Dictionary of Food Compounds) ID

GOO96-E:GOR00-M

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

35542

KNApSAcK ID

C00000123

HET ID

2PG

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

2-Phosphoglycerate

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Name	Gene Name	UniProt ID
Multiple inositol polyphosphate phosphatase 1	MINPP1	Q9UNW1
Bisphosphoglycerate mutase	BPGM	P07738
Phosphoglycerate mutase 2	PGAM2	P15259
Probable phosphoglycerate mutase 4	PGAM4	Q8N0Y7
Phosphoglycerate mutase 1	PGAM1	P18669