Metalaxyl-M (CHEM017359)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 04:16:23 UTC
Update Date2016-11-09 01:15:34 UTC
Accession NumberCHEM017359
Identification
Common NameMetalaxyl-M
ClassSmall Molecule
DescriptionA 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.
Contaminant Sources
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(-)-MetalaxylChEBI
(R)-MetalaxylChEBI
(R)-N-(2,6-Dimethylphenyl)-N-(methoxyacetylamino)propionic acid methyl esterChEBI
MefenoxamChEBI
Methyl (R)-2-{[(2,6-dimethylphenyl)methoxyacetyl]amino} propionateChEBI
Methyl (R)-N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninateChEBI
Methyl N-(methoxyacetyl)-N-(2,6-xylyl)-D-alaninateChEBI
R-MetalaxylChEBI
(R)-N-(2,6-Dimethylphenyl)-N-(methoxyacetylamino)propionate methyl esterGenerator
Methyl (R)-2-{[(2,6-dimethylphenyl)methoxyacetyl]amino} propionic acidGenerator
Methyl (R)-N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninic acidGenerator
Methyl N-(methoxyacetyl)-N-(2,6-xylyl)-D-alaninic acidGenerator
N-(2,6-Dimethylphenyl)-N-(methoxyacetyl)-D-alanine methyl esterMeSH
Chemical FormulaC15H21NO4
Average Molecular Mass279.336 g/mol
Monoisotopic Mass279.147 g/mol
CAS Registry Number70630-17-0
IUPAC Namemethyl (2R)-2-[N-(2,6-dimethylphenyl)-2-methoxyacetamido]propanoate
Traditional Name(-)-metalaxyl
SMILES[H][C@](C)(N(C(=O)COC)C1=C(C)C=CC=C1C)C(=O)OC
InChI IdentifierInChI=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
InChI KeyZQEIXNIJLIKNTD-GFCCVEGCSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acid esters
Alternative Parents
Substituents
  • Alpha-amino acid ester
  • Alanine or derivatives
  • Anilide
  • M-xylene
  • Xylene
  • Monocyclic benzene moiety
  • Benzenoid
  • Tertiary carboxylic acid amide
  • Methyl ester
  • Carboxylic acid ester
  • Carboxamide group
  • Monocarboxylic acid or derivatives
  • Ether
  • Dialkyl ether
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.34 g/LALOGPS
logP1.47ALOGPS
logP2.12ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)15.8ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area55.84 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity75.92 m³·mol⁻¹ChemAxon
Polarizability29.51 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0090000000-6264726ac6e0d497a860Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00ej-4390000000-919b2c2707afbecd452eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-1900000000-e040c95fea0f0da19cbeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004j-0090000000-9fa282d3b264d46721d9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002b-2290000000-ace0e4668aacb7f19324Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05fu-7920000000-fb750174ac7f551477c1Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider IDNot Available
ChEBI ID60607
PubChem Compound ID11150163
Kegg Compound IDC18626
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=19809773
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=20582630
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21174493
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=21272886
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=21315406
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=21322247
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=21712597
8.