metalaxyl-M

CHEBI:60607 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

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. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:82790 CHEBI:82790
CHEBI:83944 CHEBI:83944
CHEBI:87013 CHEBI:87013
CHEBI:87015 CHEBI:87015

Chemical structure

Computed structure properties
Molecular formula	C15H21NO4
Charge	0
Average mass	279.336 Da
Monoisotopic mass	279.14706 Da
Source	ChEBI
InChIKey	ZQEIXNIJLIKNTD-GFCCVEGCSA-N

SMILES

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

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

Also called

methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)-D-alaninate (EXACT_SYNONYM)— chebi
(R)-N-(2,6-dimethylphenyl)-N-(methoxyacetylamino)propionic acid methyl ester (EXACT_SYNONYM)— chebi
(R)-metalaxyl (EXACT_SYNONYM)— chebi
(−)-metalaxyl (EXACT_SYNONYM)— chebi
R-metalaxyl (EXACT_SYNONYM)— chebi
mefenoxam (EXACT_SYNONYM)— chebi
methyl (R)-2-{[(2,6-dimethylphenyl)methoxyacetyl]amino} propionate (EXACT_SYNONYM)— chebi
methyl (R)-N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninate (EXACT_SYNONYM)— chebi
methyl N-(methoxyacetyl)-N-(2,6-xylyl)-D-alaninate (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:70630-17-0
kegg.compound:C18626
patent:WO2011012493
pesticides:metalaxyl-m
ppdb:445
reaxys:5081553

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:24127 CHEBI:24127
CHEBI:35718 CHEBI:35718

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:60607`	metalaxyl-M	`antibioticmech:chebi-294c805520`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.