MiMeDB: Showing metabocard for O-Phosphohomoserine (MMDBc0029716)

Plant

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:38:46 UTC

Update Date

2022-08-31 17:13:08 UTC

Metabolite ID

MMDBc0029716

Metabolite Identification

Common Name

O-Phosphohomoserine

Description

O-phosphohomoserine is a naturally occurring analogue of phosphonate amino acids. It is an intermediate in glycine, serine and threonine metabolism. It is comverted to L-threonine via threonine synthase (EC:4.2.3.1). (KEGG)

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Homoserine phosphate	ChEBI
L-Homoserine, dihydrogen phosphate (ester)	ChEBI
Homoserine phosphoric acid	Generator
L-Homoserine, dihydrogen phosphoric acid (ester)	Generator
2-amino-4-Hydroxy-butyric acid phosphate	HMDB
L-2-amino-4-Hydroxy-butyric acid dihydrogen phosphate (ester)	HMDB
O-phospho-Homoserine	HMDB
O-phospho-L-Homoserine	HMDB
O-Phosphohomoserine, (DL)-isomer	MeSH, HMDB

Molecular Formula

C₄H₁₀NO₆P

Average Mass

199.0991

Monoisotopic Mass

199.024573569

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

4210-66-6

SMILES

Not Available

InChI Identifier

InChI=1S/C4H10NO6P/c5-3(4(6)7)1-2-11-12(8,9)10/h3H,1-2,5H2,(H,6,7)(H2,8,9,10)/t3-/m0/s1

InChI Key

FXDNYOANAXWZHG-VKHMYHEASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-alpha-amino acids

Alternative Parents

Substituents

L-alpha-amino acid
Monoalkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acid
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Amine
Hydrocarbon derivative
Primary amine
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Primary aliphatic amine
Organic nitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

O-phosphorylhomoserine (CHEBI:15961 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Not Available

Spectra

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Biological Properties

Cellular Locations

Not Available

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

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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	371	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal; Rat ; Sheep ; Chicken ; Cattle	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	448	Human feces; Human pleural fluid plaque; Pig ; Human ; Cattle ; Catfish	Metabolic reconstruction
Bacteria	Actinobacteria	153	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Cattle	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	97	Human feces; Human appendix biopsy; Human	Metabolic reconstruction
Bacteria	Synergistetes	4	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1	Human feces	Metabolic reconstruction
Bacteria	Fusobacteria	16	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	5	Human feces; Cattle ; Human	Metabolic reconstruction
Bacteria	Candidatus Melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1	Human feces	Metabolic reconstruction
Archaea/Archaea	Crenarchaeota	13	Human feces	Metabolic reconstruction
Bacteria	Aquificae	2
Eukaryota/Fungi	Ascomycota	5	Human feces	Unknown
Bacteria	Chlorobi	5
Bacteria	Cyanobacteria	26
Bacteria	Deinococcus-Thermus	3
Archaea/Archaea	Euryarchaeota	24	Human feces; Cattle ; Human	Metabolic reconstruction
Bacteria	nah	2
Bacteria	Thermotogae	3
Bacteria	Acidobacteria	1

Exposure Sources

Food Exposures

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

HMDB0003484

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

O-PHOSPHO-L-HOMOSERINE

BiGG ID

36811

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

151187

PDB ID

Not Available

ChEBI ID

15961

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Connick JH, Heywood GC, Smith DA, Stone TW: O-phosphohomoserine, a naturally occurring analogue of phosphonate amino acid antagonists, is an N-methyl-D-aspartate (NMDA) antagonist in rat hippocampus. Neurosci Lett. 1986 Jul 24;68(2):249-51. doi: 10.1016/0304-3940(86)90151-5. [PubMed:3528930 ]
Donini S, Percudani R, Credali A, Montanini B, Sartori A, Peracchi A: A threonine synthase homolog from a mammalian genome. Biochem Biophys Res Commun. 2006 Dec 1;350(4):922-8. doi: 10.1016/j.bbrc.2006.09.112. Epub 2006 Sep 29. [PubMed:17034760 ]
Sun G, Yang K, Zhao Z, Guan S, Han X, Gross RW: Shotgun metabolomics approach for the analysis of negatively charged water-soluble cellular metabolites from mouse heart tissue. Anal Chem. 2007 Sep 1;79(17):6629-40. doi: 10.1021/ac070843+. Epub 2007 Aug 1. [PubMed:17665876 ]

Showing metabocard for O-Phosphohomoserine (MMDBc0029716)

MOL for #<Metabolite:0x00007f122005b020>

3D MOL for #<Metabolite:0x00007f122005b020>

3D SDF for #<Metabolite:0x00007f122005b020>

3D-SDF for #<Metabolite:0x00007f122005b020>

PDB for #<Metabolite:0x00007f122005b020>

3D PDB for #<Metabolite:0x00007f122005b020>

SMILES for #<Metabolite:0x00007f122005b020>

INCHI for #<Metabolite:0x00007f122005b020>

Structure for #<Metabolite:0x00007f122005b020>

3D Structure for #<Metabolite:0x00007f122005b020>