MiMeDB: Showing metabocard for phosphinothricin (MMDBc0054635)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:21:55 UTC

Update Date

2024-10-09 20:43:49 UTC

Metabolite ID

MMDBc0054635

Metabolite Identification

Common Name

phosphinothricin

Description

Glufosinate, also known as phosphinothricin or glufosinic acid, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Glufosinate or its ammonium salt Glufosinate is an active ingredient in several nonselective systemic herbicides such as Basta, Rely, Finale, Ignite, Challenge, and Liberty. Glufosinate irreversibly inhibits the enzyme glutamine synthetase, which decreases ammonia detoxification. Glufosinate is a very strong basic compound (based on its pKa). Glufosinate is a potentially toxic compound. Glufosinate-treated plants die due to a buildup of ammonia and a cessation of photosynthesis due to lack of glutamine. It interferes with the glutamine biosynthetic pathway that binds to the glutamate site of the enzyme. Increased ammonia levels lead to impairment of photorespiration and photosynthesis in plants.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Phosphinothricin	ChEBI
2-Amino-4-(hydroxymethylphosphinyl)butanoic acid	Kegg
2-Amino-4-(hydroxymethylphosphinyl)butanoate	Generator
Glufosinic acid	Generator
Glufosinate-ammonium	MeSH
Phosphinothricin, monoammonium salt	MeSH
Phosphinothricin, monosodium salt, (S)-isomer	MeSH
Phosphinothricin hydrochloride, (S)-isomer	MeSH
Phosphinothricin, sodium salt, (S)-isomer	MeSH
Phosphinothricin, barium (1:1) salt, (+-)-isomer	MeSH
Phosphinothricin, monoammonium salt, (S)-isomer	MeSH
Phosphinothricin, copper (+2) salt	MeSH
Phosphinothricin, disodium salt, (S)-isomer	MeSH
Phosphinothricin, monosodium salt	MeSH
Phosphinothricin, dipotassium salt, (S)-isomer	MeSH
Glufosinate ammonium	MeSH
Phosphinothricin, disodium salt	MeSH
Basta	MeSH
Phosphinothricin, monopotassium salt, (S)-isomer	MeSH
2-Amino-4-methylphosphinobutyric acid	MeSH
Ammonium glufosinate	MeSH
Ammonium-DL-homoalanine-4-yl(methyl)-phosphinate	MeSH
DL-Glufosinate	MeSH
Phosphinothricin hydrochloride	MeSH
Phosphinothricin, (S)-isomer	MeSH
Phosphinothricin, calcium (2:1) salt, (S)-isomer	MeSH
Glufosinate-p	MeSH
Phosphinothricin, diammonium salt	MeSH
3-amino-3-Carboxypropylmethylphosphinic acid	ChEBI
DL-2-amino-4-(methylphosphino)Butanoic acid	ChEBI
3-amino-3-Carboxypropylmethylphosphinate	Generator
DL-2-amino-4-(methylphosphino)Butanoate	Generator

Molecular Formula

C₅H₁₂NO₄P

Average Mass

181.1268

Monoisotopic Mass

181.050394389

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

Not Available

InChI Identifier

InChI=1S/C5H12NO4P/c1-11(9,10)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)(H,9,10)

InChI Key

IAJOBQBIJHVGMQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid
Fatty acid
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Primary amine
Organophosphorus compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Organopnictogen compound
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

phosphinic acids (CHEBI:52136 )
Organophosphorus herbicides (C05042 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Not Available

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

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

Metabolic Reactions

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
Bacteria	Proteobacteria	1	Human
Bacteria	Actinobacteria	3
Bacteria	Firmicutes	1	Human feces

Exposure Sources

Source Type	Activity	Data Source	Reference
Not Available	Neurodevelopment effects	U.S. Environmental Protection Agency	CompTox
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox
Water	Not Available	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00000797

Chemspider ID

Not Available

KEGG Compound ID

C05042

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Glufosinate

METLIN ID

Not Available

PubChem Compound

4794

PDB ID

Not Available

ChEBI ID

142851

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for phosphinothricin (MMDBc0054635)

MOL for #<Metabolite:0x0000556b6ae62258>

3D MOL for #<Metabolite:0x0000556b6ae62258>

3D SDF for #<Metabolite:0x0000556b6ae62258>

3D-SDF for #<Metabolite:0x0000556b6ae62258>

PDB for #<Metabolite:0x0000556b6ae62258>

3D PDB for #<Metabolite:0x0000556b6ae62258>

SMILES for #<Metabolite:0x0000556b6ae62258>

INCHI for #<Metabolite:0x0000556b6ae62258>

Structure for #<Metabolite:0x0000556b6ae62258>

3D Structure for #<Metabolite:0x0000556b6ae62258>