Showing Compound 3-Phosphoglyceric acid (FDB022255)

Record Information

Version

1.0

Creation date

2011-09-21 00:10:57 UTC

Update date

2020-09-17 15:40:22 UTC

Primary ID

FDB022255

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

3-Phosphoglyceric acid

Description

3-Phosphoglyceric acid, also known as glycerate 3-phosphate or 3-PG, 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. 3-Phosphoglyceric acid is an extremely weak basic (essentially neutral) compound (based on its pKa). 3-Phosphoglyceric acid exists in all living species, ranging from bacteria to humans. Within humans, 3-phosphoglyceric acid participates in a number of enzymatic reactions. In particular, 3-phosphoglyceric acid can be converted into glyceric acid 1,3-biphosphate; which is catalyzed by the enzyme pantothenate kinase 1. In addition, 3-phosphoglyceric acid can be converted into 2-phospho-D-glyceric acid through the action of the enzyme phosphoglycerate mutase 2. In humans, 3-phosphoglyceric 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, 3-Phosphoglyceric acid has been detected, but not quantified in, milk (cow). This could make 3-phosphoglyceric acid a potential biomarker for the consumption of these foods.

CAS Number

820-11-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
3-(Dihydrogen phosphate)glycerate	ChEBI
3-(Dihydrogen phosphate)glyceric acid	ChEBI
3-Phosphoglycerate	ChEBI
DL-Glycerate 3-phosphate	ChEBI
Glycerate 3-phosphate	ChEBI
Glycerate 3-phosphates	ChEBI
Glyceric acid 3-phosphate	ChEBI
3-(Dihydrogen phosphoric acid)glyceric acid	Generator
DL-Glyceric acid 3-phosphoric acid	Generator
Glyceric acid 3-phosphoric acid	Generator
Glyceric acid 3-phosphates	Generator
3-Glycerophosphorate	HMDB
3-Glycerophosphoric acid	HMDB
3-p-D-Glycerate	HMDB
3-p-Glycerate	HMDB
3-PG	HMDB
3-PGA	HMDB
3-Phospho-(R)-glycerate	HMDB
3-Phospho-D-glycerate	HMDB
3-Phospho-glycerate	HMDB
3-Phospho-glyceric acid	HMDB
D-(-)-3-Phosphoglyceric acid	HMDB
D-Glycerate 3-phosphate	HMDB
G3P	HMDB
Glycerate-3-p	HMDB
Phosphoglycerate	HMDB
3-Phosphoglycerate, trisodium salt	HMDB
3-Phosphoglycerate, (R)-isomer	HMDB
3-Phosphoglycerate, monosodium salt	HMDB
3-(Dihydrogen ate)glycerate	ChEBI
3-(Dihydrogen ate)glyceric acid	ChEBI
3-(Dihydrogen ic acid)glyceric acid	Generator
3-(dihydrogen phosphate)Glycerate	hmdb
3-(dihydrogen phosphate)Glyceric acid	hmdb
3-GlyceroOrate	HMDB
3-glycerooric acid	HMDB
3-O-(R)-Glycerate	HMDB
3-O-D-Glycerate	HMDB
3-O-Glycerate	HMDB
3-O-Glyceric acid	HMDB
3-Oglycerate	ChEBI
3-Oglyceric acid	ChEBI
3-P-D-glycerate	hmdb
3-P-glycerate	hmdb
3-pg	hmdb
3-phospho-(R)-glycerate	hmdb
3-phospho-D-glycerate	hmdb
3-phospho-glycerate	hmdb
3-phospho-glyceric acid	hmdb
3-Phosphoglyceric acid	hmdb
D-(-)-3-Oglyceric acid	HMDB
D-Glycerate 3-ate	HMDB
DL-Glycerate 3-ate	ChEBI
DL-Glyceric acid 3-ic acid	Generator
Glycerate 3-ate	ChEBI
Glycerate 3-ates	ChEBI
glycerate-3-P	hmdb
Glyceric acid 3-ate	HMDB
Glyceric acid 3-ates	Generator
Glyceric acid 3-ic acid	Generator
Oglycerate	HMDB

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	13.29 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

2-hydroxy-3-(phosphonooxy)propanoic acid

InChI Identifier

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

InChI Key

OSJPPGNTCRNQQC-UHFFFAOYSA-N

Isomeric SMILES

OC(COP(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

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

tetronic acid derivative (CHEBI:17050 )
monophosphoglyceric acid (CHEBI:17050 )

Ontology

Disposition

Source:

Endogenous

Biological location:

Organ and components:

Prostate

Subcellular:

Biofluid and excreta:

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	3-Phosphoglyceric acid, non-derivatized, GC-MS Spectrum	splash10-0002-0974000000-41479250991be9cc1e07	Spectrum
GC-MS	3-Phosphoglyceric acid, non-derivatized, GC-MS Spectrum	splash10-0002-0974000000-41479250991be9cc1e07	Spectrum
Predicted GC-MS	3-Phosphoglyceric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0002-9200000000-2d6f0050126bbc72d771	Spectrum
Predicted GC-MS	3-Phosphoglyceric acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00fu-9081000000-487a9a33cdad68046ff3	Spectrum
Predicted GC-MS	3-Phosphoglyceric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	3-Phosphoglyceric acid, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	3-Phosphoglyceric acid, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	3-Phosphoglyceric acid, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	3-Phosphoglyceric acid, TMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	3-Phosphoglyceric acid, TMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	3-Phosphoglyceric acid, TMS_2_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	3-Phosphoglyceric acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	3-Phosphoglyceric acid, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	3-Phosphoglyceric acid, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	3-Phosphoglyceric acid, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	3-Phosphoglyceric acid, TBDMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	3-Phosphoglyceric acid, TBDMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	3-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 - Quattro_QQQ 10V, Negative (Annotated)	splash10-002k-9300000000-4fafb3c93719c5a41327	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)	splash10-004j-9000000000-c6bb9644e70a338c03be	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)	splash10-004i-9000000000-9d164579c98406ad7c88	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive	splash10-0a4i-0900000000-cea59554251398a27835	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive	splash10-0udi-0900000000-8a976aaa2f56f074d975	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive	splash10-0a5c-9500000000-4bd264fcf029200c55c6	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive	splash10-001i-9100000000-1a020681f04042ff6966	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0a4i-0900000000-cea59554251398a27835	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0udi-0900000000-8a976aaa2f56f074d975	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0a5c-9600000000-4bd264fcf029200c55c6	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-001i-9100000000-1a020681f04042ff6966	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - , positive	splash10-0005-8900000000-bd4e0c8adef56968d87a	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-004i-9100000000-abd08e7a88ff6e65bc4b	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-002b-9000000000-f8afa9e495e0f6c94717	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-004i-9200000000-30ac9f237fd5b07a8ad8	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-004j-9000000000-623d31045a6d2723a66b	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0005-9800000000-592cc43b2d6718b5e805	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-75f21a1b3e228e0af7f2	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00kr-3900000000-9d9dc94243143123d53b	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00kv-8900000000-b21c05dfded763ce62a0	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-c460ca316484eef90129	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-003r-5900000000-653e5055531f19df4952	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9100000000-15195031d70847a75881	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-59550676899d259aeab5	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004j-9000000000-0b41dc890757740bbb51	2021-09-22	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

17050

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB00807

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

34230

KNApSAcK ID

Not Available

HET ID

13PK

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

3-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
Bisphosphoglycerate mutase	BPGM	P07738
Phosphoglycerate mutase 2	PGAM2	P15259
Probable phosphoglycerate mutase 4	PGAM4	Q8N0Y7
Phosphoglycerate mutase 1	PGAM1	P18669
Acylphosphatase-2	ACYP2	P14621
Acylphosphatase-1	ACYP1	P07311
Glycerate kinase	GLYCTK	Q8IVS8
Phosphoglycerate kinase 2	PGK2	P07205
Phosphoglycerate kinase 1	PGK1	P00558
Glucose 1,6-bisphosphate synthase	PGM2L1	Q6PCE3