Ametryn (CHEM002752)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (12)XML
Record Information
Version1.0
Creation Date2013-04-25 07:56:49 UTC
Update Date2016-11-09 01:08:58 UTC
Accession NumberCHEM002752
Identification
Common NameAmetryn
ClassSmall Molecule
DescriptionAmetryn, a member of the Triazine chemical family, is a herbicide which inhibits photosynthesis and other enzymatic processes. It is used to control broadleaf weeds and annual grasses in pineapple, sugarcane and bananas. It is used on corn and potato crops for general weed control. It is also used as a vine desiccant on dry beans and potatoes. The EPA classifies it as Toxicity Class III, slightly toxic. Symptoms of acute exposure to high doses include nausea, vomiting, diarrhea, muscle weakness, and salivation.
Contaminant Sources
  • Clean Air Act Chemicals
  • HPV EPA Chemicals
  • My Exposome Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Amine
  • Ether
  • Herbicide
  • Organic Compound
  • Pesticide
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-(Methylthio)-4-(ethylamino)-6-(isopropylamino)-S-triazineChEBI
2-Ethylamino-4-isopropylamino-6-methylmercapto-S-triazineChEBI
2-Methylthio-4-ethylamino-6-isopropylamino-S-triazineChEBI
AmetrexChEBI
AmetryneChEBI
EvikChEBI
GesapaxChEBI
N-Ethyl-6-(methylsulfanyl)-n'-(propan-2-yl)-1,3,5-triazine-2,4-diamineChEBI
N-Ethyl-n'-(1-methylethyl)-6-(methylthio)-1,3,5-triazine-2,4-diamineChEBI
N-Ethyl-n'-(1-methylethyl)-6-(methylthio)-2,4-diaminetriazineChEBI
N-Ethyl-n'-isopropyl-6-(methylthio)-1,3,5-triazine-2,4-diamineChEBI
N(2)-Ethyl-6-(methylsulfanyl)-N(4)-(propan-2-yl)-1,3,5-triazine-2,4-diamineChEBI
N-Ethyl-6-(methylsulphanyl)-n'-(propan-2-yl)-1,3,5-triazine-2,4-diamineGenerator
N(2)-Ethyl-6-(methylsulphanyl)-N(4)-(propan-2-yl)-1,3,5-triazine-2,4-diamineGenerator
N-(1-Methylethyl)-n'-ethyl-6-(methylthio)-S-triazine-2,4-diamineHMDB
Ametryne, 14C-labeledHMDB
Chemical FormulaC9H17N5S
Average Molecular Mass227.330 g/mol
Monoisotopic Mass227.120 g/mol
CAS Registry Number834-12-8
IUPAC NameN2-ethyl-6-(methylsulfanyl)-N4-(propan-2-yl)-1,3,5-triazine-2,4-diamine
Traditional Nameametrine
SMILESCCNC1=NC(NC(C)C)=NC(SC)=N1
InChI IdentifierInChI=1S/C9H17N5S/c1-5-10-7-12-8(11-6(2)3)14-9(13-7)15-4/h6H,5H2,1-4H3,(H2,10,11,12,13,14)
InChI KeyRQVYBGPQFYCBGX-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as methylthio-s-triazines. These are aromatic compounds containing a 1,3,5-triazine ring that is substituted at the 2-position with a methylthio group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassTriazines
Sub Class1,3,5-triazines
Direct ParentMethylthio-s-triazines
Alternative Parents
Substituents
  • Methylthio-s-triazine
  • 2,4-diamine-s-triazine
  • Alkyl-2-thio-s-triazine
  • Aryl thioether
  • Amino-1,3,5-triazine
  • Aminotriazine
  • Secondary aliphatic/aromatic amine
  • Alkylarylthioether
  • N-aliphatic s-triazine
  • Heteroaromatic compound
  • Azacycle
  • Sulfenyl compound
  • Thioether
  • Secondary amine
  • Amine
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic nitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
Applications
Biological RolesNot Available
Chemical Roles
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.053 g/LALOGPS
logP3.09ALOGPS
logP2.6ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)14.63ChemAxon
pKa (Strongest Basic)5.74ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area62.73 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity69.42 m³·mol⁻¹ChemAxon
Polarizability25.38 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03di-6960000000-941defb389508bc7257aSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - 55V, Positivesplash10-000i-1920000000-cf8c573deed2b0d496beSpectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-014i-9200000000-94a8e1c95b86888f96f5Spectrum
LC-MS/MSLC-MS/MS Spectrum - 80V, Positivesplash10-00rm-7900000000-9cb4af152eda90f2e521Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-002r-0970000000-6d5d76a1f33cb5a6b639Spectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-01bm-9600000000-7e090096f1b5cb01bbb1Spectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-000i-4900000000-76b31378a8ce9226bee5Spectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-014i-9100000000-ae954e8e1854e1b36a6dSpectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-004i-0390000000-a3e811859d90d545fd03Spectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-000i-2920000000-519e6c11c0f76d1f25f1Spectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-01ba-9300000000-8335e8fc65dcba971b41Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-004i-0390000000-9f69830d603796257677Spectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-00kv-9800000000-b9c76754991df158faabSpectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-004i-0090000000-1c090b2e5bd779e54569Spectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-004i-0090000000-ae487021015775619820Spectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-000i-2920000000-cb3eb0d3faa624c30a60Spectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-01ba-9300000000-ae78d70edaea26a406abSpectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-00kv-9800000000-8734395f36be7e3ee659Spectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-05n3-0900000000-ffa47a72d104c41fbbbbSpectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-000i-0900000000-8698acfe780eda24e3faSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-1390000000-296b15b40767fa6ce54fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-1920000000-80470daf8a9419a3da35Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00dl-9600000000-2c59b8a6c333a12411e7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-2960000000-728ab6ddad2e0d5f7eddSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-9210000000-614707f43c03792de02fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05fr-9700000000-e6a81225d714b7b8d3c1Spectrum
MSMass Spectrum (Electron Ionization)splash10-01t9-9550000000-59bb18638562787e38f8Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesThis is a man-made compound that is used as a pesticide.
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0248288
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDCPD-9343
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID12705
ChEBI ID22472
PubChem Compound ID13263
Kegg Compound IDC18700
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=21626650
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23566464
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=24413480
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=24579518
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=24757962
6. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26.