Showing Compound Card for Methiocarb (CDB006245)

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Record Information
Version1.0
Created at2020-07-28 20:22:31 UTC
Updated at2020-11-18 16:40:15 UTC
CannabisDB IDCDB006245
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameMethiocarb
DescriptionMethiocarb, also known as mesurol, belongs to the class of organic compounds known as phenoxy compounds. These are aromatic compounds contaning a phenoxy group. Atropine can be used as an antidote in conjunction with pralidoxime or other pyridinium oximes (such as trimedoxime or obidoxime), though the use of '-oximes' has been found to be of no benefit, or possibly harmful, in at least two meta-analyses. Methiocarb is a very weakly acidic compound (based on its pKa). Methiocarb is a potentially toxic compound. Some of the carbamates are translocated within plants, making them an effective systemic treatment. Chronically high (>10 years) exposure leads to neuropsychological consequences including disturbances in perception and visuo-motor processing (A15321).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
3,5-Dimethyl-4-(methylthio)phenol methylcarbamateChEBI
3,5-Dimethyl-4-(methylthio)phenyl methylcarbamateChEBI
3,5-Dimethyl-4-methylthiophenyl N-methylcarbamateChEBI
4-Methylmercapto-3,5-dimethylphenyl N-methylcarbamateChEBI
4-Methylmercapto-3,5-xylyl methylcarbamateChEBI
4-Methylthio-3,5-dimethylphenyl methylcarbamateChEBI
4-Methylthio-3,5-xylyl methylcarbamateChEBI
MesurolChEBI
3,5-Dimethyl-4-(methylthio)phenol methylcarbamic acidGenerator
3,5-Dimethyl-4-(methylthio)phenyl methylcarbamic acidGenerator
3,5-Dimethyl-4-methylthiophenyl N-methylcarbamic acidGenerator
4-Methylmercapto-3,5-dimethylphenyl N-methylcarbamic acidGenerator
4-Methylmercapto-3,5-xylyl methylcarbamic acidGenerator
4-Methylthio-3,5-dimethylphenyl methylcarbamic acidGenerator
4-Methylthio-3,5-xylyl methylcarbamic acidGenerator
Chemical FormulaC11H15NO2S
Average Molecular Weight225.307
Monoisotopic Molecular Weight225.082349419
IUPAC Name3,5-dimethyl-4-(methylsulfanyl)phenyl N-methylcarbamate
Traditional Namegrandslam
CAS Registry Number2032-65-7
SMILES
CNC(=O)OC1=CC(C)=C(SC)C(C)=C1
InChI Identifier
InChI=1S/C11H15NO2S/c1-7-5-9(14-11(13)12-3)6-8(2)10(7)15-4/h5-6H,1-4H3,(H,12,13)
InChI KeyYFBPRJGDJKVWAH-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenoxy compounds. These are aromatic compounds contaning a phenoxy group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenoxy compounds
Direct ParentPhenoxy compounds
Alternative Parents
Substituents
  • Phenoxy compound
  • Aryl thioether
  • Thiophenol ether
  • M-xylene
  • Xylene
  • Alkylarylthioether
  • Carboximidic acid derivative
  • Thioether
  • Sulfenyl compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxygen compound
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Imine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point120°CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.027 mg/mL at 20°C [TOMLIN,C (1994)]Not Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.54ALOGPS
logP3.13ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)14.77ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area38.33 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity63.61 m³·mol⁻¹ChemAxon
Polarizability24.54 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0gb9-7900000000-82567d636378adabb1e12014-09-20View Spectrum
Predicted GC-MSMethiocarb, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSMethiocarb, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 15V, positivesplash10-014i-0900000000-33b55c00563f4fde0d212020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 6V, positivesplash10-014i-0900000000-cbb70974a5ac2b3cde112020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 13V, positivesplash10-014i-0900000000-08421f61964dd9e848342020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 20V, positivesplash10-00di-0900000000-a0f4d48b95ddadeacde12020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 27V, positivesplash10-00di-1900000000-26fa3656076d4f5b97472020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 33V, positivesplash10-00di-3900000000-a8337c362cccf713ee242020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 40V, positivesplash10-05fu-5900000000-ef61497e358941667a732020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 24V, positivesplash10-00di-1900000000-4c82adbc8ab4b22f9b4a2020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 36V, positivesplash10-00dl-6900000000-7aa3b43100afab8265c72020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 15V, positivesplash10-014i-0900000000-1b7534b20d53f4066cb42020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT 15V, positivesplash10-00xr-0900000000-1bbf96f1b84a957d673e2020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 10V, positivesplash10-014i-0900000000-52ef47c24c6e0d16c0872020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 20V, positivesplash10-00xr-0900000000-72b2adbcb90625250a392020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 30V, positivesplash10-00di-0900000000-b01752c6694d8522c4f72020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 40V, positivesplash10-00di-0900000000-992aabf50eee221378d32020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 50V, positivesplash10-00di-0900000000-ec0a5e900489da8e37922020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 23V, positivesplash10-00di-0900000000-9efcdf3176ca194fcc9a2020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-00di-0900000000-992aabf50eee221378d32021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-014i-0900000000-165018e065d9e9ff55832021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-00di-0900000000-a833f391e0489701761a2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-00di-0900000000-b01752c6694d8522c4f72021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-52ef47c24c6e0d16c0872021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-00di-3900000000-e801464e3123bedbb7892021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-00di-1900000000-ee02896ff4f45273c5032021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-00xr-0900000000-72b2adbcb90625250a392021-09-20View Spectrum
NMR
TypeDescriptionView
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC18651
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMethiocarb
METLIN IDNot Available
PubChem Compound16248
PDB IDNot Available
ChEBI ID38508
References
General References
  1. Moulins JR, Blais M, Montsion K, Tully J, Mohan W, Gagnon M, McRitchie T, Kwong K, Snider N, Blais DR: Multiresidue Method of Analysis of Pesticides in Medical Cannabis. J AOAC Int. 2018 Nov 1;101(6):1948-1960. doi: 10.5740/jaoacint.17-0495. Epub 2018 May 29. [PubMed:29843862 ]