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.

Label unavailable CHEBI:82790
Label unavailable CHEBI:83944
acylamino acid fungicide CHEBI:87013
anilide fungicide 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

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

patent:WO2011012493

Activity roles

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

fungicide CHEBI:24127
antifungal agent 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
RESEEDED_FROM_SOURCES 2026-09-10 · 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 (YAML).

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