Cannabis Compound Database: Showing Compound Card for 3-Phosphoglyceric acid (CDB005088)

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Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References enzymes (11) Show 11 proteins XML

Record Information

Version

1.0

Created at

2020-04-17 19:08:07 UTC

Updated at

2020-11-18 16:39:19 UTC

CannabisDB ID

CDB005088

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common 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. 3-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-(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

Chemical Formula

C₃H₇O₇P

Average Molecular Weight

186.06

Monoisotopic Molecular Weight

185.9929

IUPAC Name

2-hydroxy-3-(phosphonooxy)propanoic acid

Traditional Name

phosphoglycerate

CAS Registry Number

820-11-1

SMILES

OC(COP(O)(O)=O)C(O)=O

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

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

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

Ontology

Disposition

Source:

Endogenous

Biological location:

Tissue and substructures:

Placenta

Organ and components:

Prostate

Biofluid and excreta:

Subcellular:

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	-2.3	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

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	Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)	splash10-004j-9000000000-c6bb9644e70a338c03be	Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)	splash10-004i-9000000000-9d164579c98406ad7c88	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive	splash10-0a4i-0900000000-cea59554251398a27835	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive	splash10-0udi-0900000000-8a976aaa2f56f074d975	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive	splash10-0a5c-9500000000-4bd264fcf029200c55c6	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive	splash10-001i-9100000000-1a020681f04042ff6966	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0a4i-0900000000-cea59554251398a27835	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0udi-0900000000-8a976aaa2f56f074d975	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0a5c-9600000000-4bd264fcf029200c55c6	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-001i-9100000000-1a020681f04042ff6966	Spectrum
MS/MS	LC-MS/MS Spectrum - , positive	splash10-0005-8900000000-bd4e0c8adef56968d87a	Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-004i-9100000000-abd08e7a88ff6e65bc4b	Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-002b-9000000000-f8afa9e495e0f6c94717	Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-004i-9200000000-30ac9f237fd5b07a8ad8	Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-004j-9000000000-623d31045a6d2723a66b	Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0005-9800000000-592cc43b2d6718b5e805	Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-75f21a1b3e228e0af7f2	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00kr-3900000000-9d9dc94243143123d53b	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00kv-8900000000-b21c05dfded763ce62a0	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-c460ca316484eef90129	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-003r-5900000000-653e5055531f19df4952	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9100000000-15195031d70847a75881	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-59550676899d259aeab5	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004j-9000000000-0b41dc890757740bbb51	Spectrum

NMR

Type	Description	View
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
2D NMR	[1H,13C] 2D NMR Spectrum	Spectrum

Pathways

Name	SMPDB/Pathwhiz	KEGG
Glycine and Serine Metabolism
Glycerolipid Metabolism
Glycolysis
Gluconeogenesis
Glycerol Kinase Deficiency		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
Acylphosphatase-2	ACYP2	2p16.2	P14621	details
Acylphosphatase-1	ACYP1	14q24.3	P07311	details
D-3-phosphoglycerate dehydrogenase	PHGDH	1p12	O43175	details
Phosphoglycerate kinase 2	PGK2	6p12.3	P07205	details
Phosphoglycerate kinase 1	PGK1	Xq13.3	P00558	details
Glycerate kinase	GLYCTK	3p21.1	Q8IVS8	details
Glucose 1,6-bisphosphate synthase	PGM2L1	11q13.4	Q6PCE3	details

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0000807

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

34230

Wikipedia Link

3-Phosphoglyceric_acid

METLIN ID

150

PubChem Compound

724

PDB ID

Not Available

ChEBI ID

17050

References

General References

Not Available

Only showing the first 10 proteins. There are 11 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. Acylphosphatase-2

General function:: Involved in acylphosphatase activity
Specific function:: Its physiological role is not yet clear.
Gene Name:: ACYP2
Uniprot ID:: P14621
Molecular weight:: 11139.52

Enzyme Details

6. Acylphosphatase-1

General function:: Involved in acylphosphatase activity
Specific function:: Its physiological role is not yet clear.
Gene Name:: ACYP1
Uniprot ID:: P07311
Molecular weight:: 11260.84

Enzyme Details

7. D-3-phosphoglycerate dehydrogenase

General function:: Involved in phosphoglycerate dehydrogenase activity
Specific function:: Not Available
Gene Name:: PHGDH
Uniprot ID:: O43175
Molecular weight:: 56650.03

Enzyme Details

8. 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

9. 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

Enzyme Details

10. Glycerate kinase

General function:: Carbohydrate transport and metabolism
Specific function:: Not Available
Gene Name:: GLYCTK
Uniprot ID:: Q8IVS8
Molecular weight:: 25036.865

Only showing the first 10 proteins. There are 11 proteins in total.

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Showing Compound Card for 3-Phosphoglyceric acid (CDB005088)

Structure for CDB005088 (3-Phosphoglyceric acid)

Enzymes