CHEBI:60607 - metalaxyl-M

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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
Download Molfile XML SDF
Formula C15H21NO4
Net Charge 0
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 )
View more via ChEBI Ontology
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
Manual Xrefs Databases
445 PPDB
C18626 KEGG COMPOUND
metalaxyl-m Alan Wood's Pesticides
WO2011012493 Patent
View more database links
Registry Numbers Types Sources
5081553 Reaxys Registry Number Reaxys
70630-17-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
19809773 PubMed citation Europe PMC
20582630 PubMed citation Europe PMC
21174493 PubMed citation Europe PMC
21272886 PubMed citation Europe PMC
21315406 PubMed citation Europe PMC
21322247 PubMed citation Europe PMC
21712597 PubMed citation Europe PMC
IND44452872 Agricola citation Europe PMC
Last Modified
21 July 2015