Showing Compound 2-Phosphoglyceric acid (FDB023161)

Record Information

Version

1.0

Creation date

2011-09-21 00:25:33 UTC

Update date

2020-09-17 15:40:23 UTC

Primary ID

FDB023161

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

2-Phosphoglyceric acid

Description

2-Phosphoglyceric acid 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-Phosphoglyceric acid (2PGA) is a glyceric acid which serves as the substrate in the ninth step of glycolysis. This intermediate is created by removal of the proton from C2 of 2PGA by a base in the active site. It is catalyzed by enolase into phosphoenolpyruvate (PEP), the penultimate step in the conversion of glucose to pyruvate. 2-Phosphoglyceric acid is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-Phosphoglyceric acid exists in all living organisms, ranging from bacteria to humans. Outside of the human body, 2-Phosphoglyceric acid has been detected, but not quantified in, milk (cow). This could make 2-phosphoglyceric acid a potential biomarker for the consumption of these foods.

CAS Number

2553-59-5

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
(2R)-3-hydroxy-2-(phosphonooxy)propanoate	hmdb
(2R)-3-hydroxy-2-(phosphonooxy)propanoic acid	hmdb
2-(Dihydrogen ate)glycerate	HMDB
2-(Dihydrogen ate)glyceric acid	HMDB
2-(Dihydrogen phosphate)glycerate	HMDB
2-(Dihydrogen phosphate)glyceric acid	HMDB
2-O-DL-Glyceric acid	HMDB
2-P-D-Glycerate	HMDB
2-P-D-Glyceric acid	HMDB
2-P-Glycerate	HMDB

Showing 1 to 10 of 38 entries

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	13.37 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

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)

InChI Key

GXIURPTVHJPJLF-UHFFFAOYSA-N

Isomeric SMILES

OCC(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

tetronic acid derivative (CHEBI:24344 )
monophosphoglyceric acid (CHEBI:24344 )

Ontology

Disposition

Biological location:

Biofluid and excreta:

Blood

Source:

Endogenous

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	2-Phosphoglyceric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0002-9200000000-e2ebcf4711b384e44178	Spectrum
Predicted GC-MS	2-Phosphoglyceric acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00dl-9071000000-ee766df3166b5fd32cc6	Spectrum
Predicted GC-MS	2-Phosphoglyceric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	2-Phosphoglyceric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	2-Phosphoglyceric acid, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	2-Phosphoglyceric acid, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	2-Phosphoglyceric acid, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	2-Phosphoglyceric acid, TMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	2-Phosphoglyceric acid, TMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	2-Phosphoglyceric acid, TMS_2_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	2-Phosphoglyceric acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	2-Phosphoglyceric acid, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	2-Phosphoglyceric acid, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	2-Phosphoglyceric acid, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	2-Phosphoglyceric acid, TBDMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	2-Phosphoglyceric acid, TBDMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	2-Phosphoglyceric acid, TBDMS_2_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-91d2eb0c3d843dc23101	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-0d40ef3e26817734eb12	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-1900000000-9a8f9f38b64222541995	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0pc0-8900000000-0ea2db58db10c9d65d8a	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-004i-9100000000-5906d2344b35a6260d9a	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9700000000-3c35d9442dbee0fecc88	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000j-9300000000-24ac9683b32428f58197	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9600000000-b12281d6d89eef904e6b	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0007-9000000000-a07c4a51c820b32ec8bd	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-4900000000-516a86a1a17689399892	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9500000000-b33f3e08e2e8b3d5aed5	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-07016cc3ecca7d5e323b	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002b-9000000000-e2aa0f15a5d31307fa1e	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-2900000000-e1c96e130069d9cf375a	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9000000000-91835bf01523e3aceb24	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001j-9000000000-d48b603841c58b435069	2021-09-23	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

24344

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB00362

CRC / DFC (Dictionary of Food Compounds) ID

GOO96-E:GOO96-E

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

1EQJ

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

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Food	Content Range	Average	Reference

Milk (Cow)	Expected but not quantified	Not Available	23438684
Abiyuch	Expected but not quantified	Not Available	PATHBANK
Acerola	Expected but not quantified	Not Available	PATHBANK
Acorn	Expected but not quantified	Not Available	PATHBANK
Acorn squash	Expected but not quantified	Not Available	PATHBANK
Adzuki bean	Expected but not quantified	Not Available	PATHBANK
Agave	Expected but not quantified	Not Available	PATHBANK
Alaska blueberry	Expected but not quantified	Not Available	PATHBANK
Alaska wild rhubarb	Expected but not quantified	Not Available	PATHBANK
Albizia gummifera	Expected but not quantified	Not Available	PATHBANK

Showing 1 to 10 of 544 entries

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

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Name	Gene Name	UniProt ID
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 1	PFKFB1	P16118
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 2	PFKFB2	O60825
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 3	PFKFB3	Q16875
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 4	PFKFB4	Q16877
Bisphosphoglycerate mutase	BPGM	P07738
Phosphoglycerate kinase 1	PGK1	P00558
Phosphoglycerate kinase 2	PGK2	P07205
Phosphoglycerate mutase 1	PGAM1	P18669
Phosphoglycerate mutase 2	PGAM2	P15259
Probable phosphoglycerate mutase 4	PGAM4	Q8N0Y7