Cannabis Compound Database: Showing Compound Card for 2-Phosphoglyceric acid (CDB005091)

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Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References enzymes (12) Show 12 proteins XML

Record Information

Version

1.0

Created at

2020-04-17 19:08:25 UTC

Updated at

2020-11-18 16:39:19 UTC

CannabisDB ID

CDB005091

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common 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. Enolase catalyzes the beta-elimination reaction in a stepwise manner wherein OH- is eliminated from C3 of a discrete carbanion (enolate) intermediate. 2-Phosphoglyceric acid is expected to be in Cannabis as all living plants are known to produce and metabolize it.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Hydroxy-2-(phosphonooxy)propanoic acid	ChEBI
3-Hydroxy-2-(phosphonooxy)propanoate	Generator
2-Phosphoglycerate	Generator
2-(Dihydrogen phosphate)glycerate	HMDB
2-(Dihydrogen phosphate)glyceric acid	HMDB
2-P-D-Glycerate	HMDB
2-P-D-Glyceric acid	HMDB
2-P-Glycerate	HMDB
2-P-Glyceric acid	HMDB
2-phospho-D-Glycerate	HMDB
2-phospho-DL-Glyceric acid	HMDB
3-Hydroxy-2-phosphonooxypropanoate	HMDB
3-Hydroxy-2-phosphonooxypropanoic acid	HMDB
DL-2-Phosphoglycerate	HMDB
Glycerate 2-phosphate	HMDB
Glyceric acid 2-phosphate	HMDB
Phosphoglycerate	HMDB
2-Phosphoglycerate, (+-)-isomer	MeSH, HMDB
2-Phosphoglycerate, (R)-isomer	MeSH, HMDB
2-Phosphoglycerate, (S)-isomer	MeSH, HMDB
2-Phosphoglycerate, monosodium salt	MeSH, HMDB
2-Phospho-DL-glyceric acid	HMDB
2-Phosphoglyceric acid	HMDB

Chemical Formula

C₃H₇O₇P

Average Molecular Weight

186.06

Monoisotopic Molecular Weight

185.9929

IUPAC Name

3-hydroxy-2-(phosphonooxy)propanoic acid

Traditional Name

2-phosphoglyceric acid

CAS Registry Number

2553-59-5

SMILES

OCC(OP(O)(O)=O)C(O)=O

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

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

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

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
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

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

Pathways

Not Available

Protein Targets

Enzymes

Protein Name	Gene Name	Locus	Uniprot ID	Details
Bisphosphoglycerate mutase	BPGM	7q33	P07738	details
Phosphoglycerate mutase 2	PGAM2	7p13-p12	P15259	details
Probable phosphoglycerate mutase 4	PGAM4	Xq13	Q8N0Y7	details
Phosphoglycerate mutase 1	PGAM1	10q25.3	P18669	details
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 3	PFKFB3	10p15.1	Q16875	details
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 4	PFKFB4	3p22-p21	Q16877	details
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 1	PFKFB1	Xp11.21	P16118	details
6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 2	PFKFB2	1q31	O60825	details
Phosphoglycerate kinase 2	PGK2	6p12.3	P07205	details
Phosphoglycerate kinase 1	PGK1	Xq13.3	P00558	details
Serine/threonine-protein phosphatase PGAM5, mitochondrial	PGAM5	12q24.33	Q96HS1	details
Phosphoglycerate mutase	PGAM2	7p13-p12	A4D2J6	details

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0062707

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023161

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

2-Phosphoglyceric_acid

METLIN ID

Not Available

PubChem Compound

PDB ID

Not Available

ChEBI ID

24344

References

General References

Not Available

Only showing the first 10 proteins. There are 12 proteins in total.

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Enzymes

Enzyme Details

1. Bisphosphoglycerate mutase

General function:: Involved in catalytic activity
Specific function:: Plays a major role in regulating hemoglobin oxygen affinity by controlling the levels of its allosteric effector 2,3-bisphosphoglycerate (2,3-BPG). Also exhibits mutase (EC 5.4.2.1) and phosphatase (EC 3.1.3.13) activities.
Gene Name:: BPGM
Uniprot ID:: P07738
Molecular weight:: 30004.98

Enzyme Details

2. Phosphoglycerate mutase 2

General function:: Involved in catalytic activity
Specific function:: Interconversion of 3- and 2-phosphoglycerate with 2,3-bisphosphoglycerate as the primer of the reaction. Can also catalyze the reaction of EC 5.4.2.4 (synthase) and EC 3.1.3.13 (phosphatase), but with a reduced activity.
Gene Name:: PGAM2
Uniprot ID:: P15259
Molecular weight:: 28765.96

Enzyme Details

3. Probable phosphoglycerate mutase 4

General function:: Involved in catalytic activity
Specific function:: Not Available
Gene Name:: PGAM4
Uniprot ID:: Q8N0Y7
Molecular weight:: 28776.605

Enzyme Details

4. Phosphoglycerate mutase 1

General function:: Involved in catalytic activity
Specific function:: Interconversion of 3- and 2-phosphoglycerate with 2,3-bisphosphoglycerate as the primer of the reaction. Can also catalyze the reaction of EC 5.4.2.4 (synthase) and EC 3.1.3.13 (phosphatase), but with a reduced activity.
Gene Name:: PGAM1
Uniprot ID:: P18669
Molecular weight:: 28803.675

Enzyme Details

5. 6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 3

General function:: Involved in catalytic activity
Specific function:: Synthesis and degradation of fructose 2,6-bisphosphate.
Gene Name:: PFKFB3
Uniprot ID:: Q16875
Molecular weight:: 57286.965

Enzyme Details

6. 6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 4

General function:: Involved in catalytic activity
Specific function:: Synthesis and degradation of fructose 2,6-bisphosphate.
Gene Name:: PFKFB4
Uniprot ID:: Q16877
Molecular weight:: 54039.34

Enzyme Details

7. 6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 1

General function:: Involved in catalytic activity
Specific function:: Synthesis and degradation of fructose 2,6-bisphosphate.
Gene Name:: PFKFB1
Uniprot ID:: P16118
Molecular weight:: 54680.86

Enzyme Details

8. 6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 2

General function:: Involved in catalytic activity
Specific function:: Synthesis and degradation of fructose 2,6-bisphosphate.
Gene Name:: PFKFB2
Uniprot ID:: O60825
Molecular weight:: 54405.88

Enzyme Details

9. Phosphoglycerate kinase 2

General function:: Carbohydrate transport and metabolism
Specific function:: Not Available
Gene Name:: PGK2
Uniprot ID:: P07205
Molecular weight:: 44795.79

Enzyme Details

10. Phosphoglycerate kinase 1

General function:: Involved in phosphoglycerate kinase activity
Specific function:: In addition to its role as a glycolytic enzyme, it seems that PGK-1 acts as a polymerase alpha cofactor protein (primer recognition protein).
Gene Name:: PGK1
Uniprot ID:: P00558
Molecular weight:: 44614.36

Only showing the first 10 proteins. There are 12 proteins in total.

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Showing Compound Card for 2-Phosphoglyceric acid (CDB005091)

Structure for CDB005091 (2-Phosphoglyceric acid)

Enzymes