MiMeDB: Showing metabocard for L-Glutamic acid 5-phosphate (MMDBc0029595)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:33:43 UTC

Update Date

2022-08-31 13:58:40 UTC

Metabolite ID

MMDBc0029595

Metabolite Identification

Common Name

L-Glutamic acid 5-phosphate

Description

L-Glutamic acid 5-phosphate is an intermediate in the urea cycle and metabolism of amino groups, a substrate of aldehyde dehydrogenase 18 family, member A1 [EC:2.7.2.11 1.2.1.41] (KEGG)

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652306232019092D          

 14 13  0  0  0  0            999 V2000
 9996.1320 9997.0702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.8465 9996.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.4172 9996.6582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.1320 9997.8948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5619 9997.0702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.7028 9997.0702    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2751 9996.6582    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9995.1144 9997.7855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9993.9841 9996.6562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.2892 9997.7855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9905 9997.0702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2751 9995.8331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.7038 9996.6582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9905 9997.8948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  6 10  1  0  0  0  0
  7 11  1  0  0  0  0
  7 12  1  1  0  0  0
 11 13  1  0  0  0  0
 11 14  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029595

> <DATABASE_NAME>
MIME

> <SMILES>
N[C@@H](CCC(=O)OP(O)(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H10NO7P/c6-3(5(8)9)1-2-4(7)13-14(10,11)12/h3H,1-2,6H2,(H,8,9)(H2,10,11,12)/t3-/m0/s1

> <INCHI_KEY>
PJRXVIJAERNUIP-VKHMYHEASA-N

> <FORMULA>
C5H10NO7P

> <MOLECULAR_WEIGHT>
227.1092

> <EXACT_MASS>
227.019488191

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
18.089346648683048

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-5-oxo-5-(phosphonooxy)pentanoic acid

> <ALOGPS_LOGP>
-1.96

> <JCHEM_LOGP>
-3.0424739962552194

> <ALOGPS_LOGS>
-1.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
1.9768584566142886

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1185265364746844

> <JCHEM_PKA_STRONGEST_BASIC>
9.511214443237481

> <JCHEM_POLAR_SURFACE_AREA>
147.15

> <JCHEM_REFRACTIVITY>
42.4474

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.09e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
L-gamma-glutamyl phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-JUN-20         0                                  
HETATM    1  C   UNK     0    8659.4468661.198   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8660.7808660.429   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8658.1128660.429   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8659.4468662.737   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    8662.1158661.198   0.000  0.00  0.00           C+0
HETATM    6  P   UNK     0    8656.7788661.198   0.000  0.00  0.00           P+0
HETATM    7  C   UNK     0    8663.4478660.429   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8657.5478662.533   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8655.4378660.425   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8656.0068662.533   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0    8664.7828661.198   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0    8663.4478658.888   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0    8666.1148660.429   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0    8664.7828662.737   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4    1                                                            
CONECT    5    2    7                                                       
CONECT    6    3    8    9   10                                             
CONECT    7    5   11   12                                                  
CONECT    8    6                                                            
CONECT    9    6                                                            
CONECT   10    6                                                            
CONECT   11    7   13   14                                                  
CONECT   12    7                                                            
CONECT   13   11                                                            
CONECT   14   11                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

Synonyms

Value	Source
(2S)-2-Amino-5-oxo-5-(phosphonooxy)pentanoic acid	ChEBI
5-oxo-5-(Phosphonooxy)-L-norvaline	ChEBI
L-Glutam-5-yl phosphate	ChEBI
L-Glutamate 5-phosphate	ChEBI
L-Glutamyl 5-phosphate	ChEBI
(2S)-2-Amino-5-oxo-5-(phosphonooxy)pentanoate	Generator
L-Glutam-5-yl phosphoric acid	Generator
L-Glutamic acid 5-phosphoric acid	Generator
L-Glutamyl 5-phosphoric acid	Generator
L-gamma-Glutamyl-5-P	HMDB
L-gamma-Glutamyl-5-phosphate	HMDB
L-Glutamate-5-phosphate	HMDB
L-Glutamyl-5-P	HMDB
gamma-Glutamyl phosphate	MeSH, HMDB
γ-Glutamyl phosphate	HMDB

Molecular Formula

C₅H₁₀NO₇P

Average Mass

227.1092

Monoisotopic Mass

227.019488191

IUPAC Name

(2S)-2-amino-5-oxo-5-(phosphonooxy)pentanoic acid

Traditional Name

L-gamma-glutamyl phosphate

CAS Registry Number

13254-53-0

SMILES

N[C@@H](CCC(=O)OP(O)(O)=O)C(O)=O

InChI Identifier

InChI=1S/C5H10NO7P/c6-3(5(8)9)1-2-4(7)13-14(10,11)12/h3H,1-2,6H2,(H,8,9)(H2,10,11,12)/t3-/m0/s1

InChI Key

PJRXVIJAERNUIP-VKHMYHEASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Glutamic acid and derivatives

Alternative Parents

Substituents

Glutamic acid or derivatives
Alpha-amino acid
L-alpha-amino acid
Acyl monophosphate
Acyl phosphate
Dicarboxylic acid or derivatives
Organic phosphoric acid derivative
Fatty acid
Carboxylic acid salt
Amino acid
Carboxylic acid
Primary amine
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Primary aliphatic amine
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Carbonyl group
Amine
Organic oxygen compound
Organic salt
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

gamma-glutamyl phosphate (CHEBI:17798 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	10.9 g/L	ALOGPS
logP	-2	ALOGPS
logP	-3	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	1.12	ChemAxon
pKa (Strongest Basic)	9.51	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	147.15 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	42.45 m³·mol⁻¹	ChemAxon
Polarizability	18.09 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

Not Available

Biological Properties

Cellular Locations

Mitochondria

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192474	Delta-1-pyrroline-5-carboxylate synthase	Enzyme	P54886	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0018157	L-Glutamic acid 5-phosphate	L-Glutamic-gamma-semialdehyde	Gamma-glutamyl phosphate reductase	Reduction	PathBank	31602464
MMDBr0019401	L-Glutamic acid 5-phosphate	L-Glutamic-gamma-semialdehyde	Gamma-glutamyl phosphate reductase	Reduction	PathBank	31602464
MMDBr0020668	L-Glutamic acid	L-Glutamic acid 5-phosphate	Glutamate 5-kinase	Phosphorylation	PathBank	31602464
MMDBr0036101	N-Acetyl-L-glutamyl 5-phosphate	Acetic acid	Acylamidase	Hydrolysis	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	7	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	278	Human feces; Human pleural fluid plaque; Pig ; Human sputum; Human ; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human supragingival plaque; Cattle ; Human stool	Metabolic reconstruction
Bacteria/Eubacteria	Proteobacteria	165	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria	Actinobacteria	15	Human feces; Human pleural fluid plaque; Human dental plaque; Human sputum; Human ; Human supragingival plaque; Human mucosa; Human subgingival plaque	Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	97	Human feces; Human pleural fluid plaque; Human dental plaque; Human sputum; Human ; Human supragingival plaque; Human mucosa; Human subgingival plaque	Metabolic reconstruction
Bacteria/Eubacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Bacteroidetes	83	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva; Human gastric fluid; Human urine	Metabolic reconstruction
Bacteria	Firmicutes	21	Human feces; Human pleural fluid plaque; Pig ; Human sputum; Human ; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human supragingival plaque; Cattle ; Human stool	Metabolic reconstruction
Bacteria/Eubacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	5	Human feces; Human	Metabolic reconstruction
Bacteria	Candidatus melainabacteria	1	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	1		Metabolic reconstruction
Bacteria/Eubacteria	Synergistetes	1	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0001228

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022500

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Not Available

METLIN ID

6093

PubChem Compound

193475

PDB ID

Not Available

ChEBI ID

17798

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]

Showing metabocard for L-Glutamic acid 5-phosphate (MMDBc0029595)

MOL for #<Metabolite:0x00007f92318d0f48>

3D MOL for #<Metabolite:0x00007f92318d0f48>

3D SDF for #<Metabolite:0x00007f92318d0f48>

3D-SDF for #<Metabolite:0x00007f92318d0f48>

PDB for #<Metabolite:0x00007f92318d0f48>

3D PDB for #<Metabolite:0x00007f92318d0f48>

SMILES for #<Metabolite:0x00007f92318d0f48>

INCHI for #<Metabolite:0x00007f92318d0f48>

Structure for #<Metabolite:0x00007f92318d0f48>

3D Structure for #<Metabolite:0x00007f92318d0f48>