metalaxyl-M (CHEBI:60607)

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ChEBI Name	metalaxyl-M

ChEBI ID	CHEBI:60607

Definition	A methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninate that is the more active R-enantiomer of metalaxyl. A systemic fungicide, it is active against phytopathogens of the order Peronosporales and is used to conrtrol Pythium in a number of vegetable crops.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information	eMolecules:26755428, ZINC000001532071

Download	Molfile XML SDF

Formula

C15H21NO4

Net Charge

Average Mass

279.33150

Monoisotopic Mass

279.14706

InChI

InChI=1S/C15H21NO4/c1-10-7-6-8-11(2)14(10)16(13(17)9-19-4)12(3)15(18)20-5/h6-8,12H,9H2,1-5H3/t12-/m1/s1

InChIKey

ZQEIXNIJLIKNTD-GFCCVEGCSA-N

SMILES

COCC(=O)N([C@H](C)C(=O)OC)c1c(C)cccc1C

Roles Classification
Biological Role(s):	fungicide A substance used to destroy fungal pests. (via acylamino acid fungicide ) (via amide fungicide ) (via anilide fungicide ) antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. (via amide antifungal agent )

Application(s):	agrochemical An agrochemical is a substance that is used in agriculture or horticulture. fungicide A substance used to destroy fungal pests. (via acylamino acid fungicide ) (via amide fungicide ) (via anilide fungicide )

ChEBI Ontology
Outgoing	metalaxyl-M (CHEBI:60607) has functional parent D-alanine (CHEBI:15570) metalaxyl-M (CHEBI:60607) has role agrochemical (CHEBI:33286) metalaxyl-M (CHEBI:60607) is a D-alanine derivative (CHEBI:83944) metalaxyl-M (CHEBI:60607) is a acylamino acid fungicide (CHEBI:87013) metalaxyl-M (CHEBI:60607) is a anilide fungicide (CHEBI:87015) metalaxyl-M (CHEBI:60607) is a methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninate (CHEBI:82790) metalaxyl-M (CHEBI:60607) is enantiomer of (S)-metalaxyl (CHEBI:82791)

Incoming	metalaxyl (CHEBI:6790) has part metalaxyl-M (CHEBI:60607) (S)-metalaxyl (CHEBI:82791) is enantiomer of metalaxyl-M (CHEBI:60607)

IUPAC Name

methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)-D-alaninate

Synonyms	Sources
(−)-metalaxyl	ChemIDplus
(R)-metalaxyl	ChEBI
(R)-N-(2,6-dimethylphenyl)-N-(methoxyacetylamino)propionic acid methyl ester	ChEBI
mefenoxam	ChemIDplus
methyl (R)-2-{[(2,6-dimethylphenyl)methoxyacetyl]amino} propionate	ChEBI
methyl (R)-N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninate	ChEBI
methyl N-(methoxyacetyl)-N-(2,6-xylyl)-D-alaninate	ChemIDplus
R-metalaxyl	ChEBI

Citations

Last Modified

21 July 2015