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CHEBI:27744 - glyphosate

ChEBI IDCHEBI:27744
ChEBI Nameglyphosate
Stars
DefinitionA phosphonic acid resulting from the formal oxidative coupling of the methyl group of methylphosphonic acid with the amino group of glycine. It is one of the most commonly used herbicides worldwide, and the only one to target the enzyme 5-enolpyruvyl-3-shikimate phosphate synthase (EPSPS).
Secondary ChEBI IDsCHEBI:5510, CHEBI:24423, CHEBI:43013
Last Modified21 June 2022
DownloadsMolfile
FormulaC3H8NO5P
Net Charge0
Average Mass169.073
Monoisotopic Mass169.01401
SMILESO=C(O)CNCP(=O)(O)O
InChIInChI=1S/C3H8NO5P/c5-3(6)1-4-2-10(7,8)9/h4H,1-2H2,(H,5,6)(H2,7,8,9)
InChIKeyXDDAORKBJWWYJS-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Roles:
inorganic acid  A Brønsted acid derived from one or more inorganic compounds. Inorganic acids (also known as mineral acids) form hydrons and conjugate base ions when dissolved in water.
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
inorganic acid  A Brønsted acid derived from one or more inorganic compounds. Inorganic acids (also known as mineral acids) form hydrons and conjugate base ions when dissolved in water.
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
EC 2.5.1.19 (3-phosphoshikimate 1-carboxyvinyltransferase) inhibitor  An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of 3-phosphoshikimate 1-carboxyvinyltransferase (EC 2.5.1.19).
fungicide  A substance used to destroy fungal pests.
Applications:
agrochemical  An agrochemical is a substance that is used in agriculture or horticulture.
herbicide  A substance used to destroy plant pests.
fungicide  A substance used to destroy fungal pests.
ChEBI Ontology
Outgoing Relation(s)
glyphosate (CHEBI:27744) has role agrochemical (CHEBI:33286)
glyphosate (CHEBI:27744) has role EC 2.5.1.19 (3-phosphoshikimate 1-carboxyvinyltransferase) inhibitor (CHEBI:20569)
glyphosate (CHEBI:27744) has role herbicide (CHEBI:24527)
glyphosate (CHEBI:27744) is a glycine derivative (CHEBI:24373)
glyphosate (CHEBI:27744) is a phosphonic acid (CHEBI:44976)
glyphosate (CHEBI:27744) is conjugate acid of glyphosate(1−) (CHEBI:133673)
glyphosate (CHEBI:27744) is conjugate acid of glyphosate(2−) (CHEBI:67052)
Incoming Relation(s)
glyphosate(1−) (CHEBI:133673) is conjugate base of glyphosate (CHEBI:27744)
glyphosate(2−) (CHEBI:67052) is conjugate base of glyphosate (CHEBI:27744)
IUPAC Name 
N-(phosphonomethyl)glycine
Synonym  Source
GlyphosateKEGG COMPOUND
Brand Name  Source
RoundupKEGG COMPOUND
Manual XrefsDatabases
C01705KEGG COMPOUND
C01705KEGG COMPOUND
c0134UM-BBD
GPJPDBeChem
DB04539DrugBank
GPFPDBeChem
glyphosateAlan Wood's Pesticides
GlyphosateWikipedia
373PPDB
Registry NumbersSources
Beilstein:2045054Beilstein
Gmelin:279222Gmelin
CAS:1071-83-6KEGG COMPOUND
CAS:1071-83-6ChemIDplus
CAS:1071-83-6Alan Wood's Pesticides
Citations