Acibenzolar-S-Methyl (CHEM002750)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (4)XML
Record Information
Version1.0
Creation Date2013-04-25 07:56:49 UTC
Update Date2016-11-09 01:08:58 UTC
Accession NumberCHEM002750
Identification
Common NameAcibenzolar-S-Methyl
ClassSmall Molecule
DescriptionAcibenzolar-S-methyl is a fungicide that works by activating a plant's own defense system by increasing the transcription of W-box controlled genes such as CAD1, NPR1 and PR2. It is a methyl derivative of acibenzolar.
Contaminant Sources
  • My Exposome Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Ester
  • Ether
  • Fungicide
  • Organic Compound
  • Pesticide
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1,2,3-Benzothiadiazole-7-carboxlic acid thiomethyl esterChEBI
7-(Methylthiocarbonyl)-benzo-1,2,3-thiadiazoleChEBI
ActigardChEBI
Benzo-(1,2,3)-thiadiazole-7-carbothioic acid S-methyl esterChEBI
BTHChEBI
S-Methyl benzo[1,2,3]thiadiazole-7-carbothioateChEBI
1,2,3-Benzothiadiazole-7-carboxlate thiomethyl esterGenerator
Benzo-(1,2,3)-thiadiazole-7-carbothioate S-methyl esterGenerator
S-Methyl benzo[1,2,3]thiadiazole-7-carbothioic acidGenerator
BTH EsterMeSH
S-Methyl benzo(1,2,3)thiadiazole-7-carbothioateMeSH
benzo(1,2,3)Thiadiazole-7-carbothioic acid S-methyl esterMeSH
Chemical FormulaC8H6N2OS2
Average Molecular Mass210.276 g/mol
Monoisotopic Mass209.992 g/mol
CAS Registry Number135158-54-2
IUPAC Name1,2,3-benzothiadiazol-7-yl(methylsulfanyl)methanone
Traditional Nameacibenzolar-S-methyl
SMILESCSC(=O)C1=CC=CC2=C1SN=N2
InChI IdentifierInChI=1S/C8H6N2OS2/c1-12-8(11)5-3-2-4-6-7(5)13-10-9-6/h2-4H,1H3
InChI KeyUELITFHSCLAHKR-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzothiadiazoles. These are heterocyclic aromatic compounds containing a benzene ring fused to a thiadiazole ring. Thiadiazole is a five-membered aromatic heterocycle made up of one sulfur atom and two nitrogen atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzothiadiazoles
Sub ClassNot Available
Direct ParentBenzothiadiazoles
Alternative Parents
Substituents
  • 1,2,3-benzothiadiazole
  • Thiobenzoic acid or derivatives
  • Benzenoid
  • Azole
  • Thiadiazole
  • Heteroaromatic compound
  • Carbothioic s-ester
  • Thiocarboxylic acid ester
  • Azacycle
  • Sulfenyl compound
  • Thiocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organopnictogen compound
  • Organic oxygen compound
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
Applications
Biological Roles
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting Point133°C
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.4 g/LALOGPS
logP1.62ALOGPS
logP2.8ChemAxon
logS-2.7ALOGPS
pKa (Strongest Basic)-1.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area42.85 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity54.54 m³·mol⁻¹ChemAxon
Polarizability19.95 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0090000000-93a2e8d379c24617f1d6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0290000000-625b556b6ede899460e2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0012-6910000000-33b25e83272e21d55d11Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0390000000-af11f505a16a6872296dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-1490000000-6535ae623ebd0f438a9dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-06rx-7910000000-fdd7c9d5e7f6794d7852Spectrum
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 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 LinkAcibenzolar-S-methyl
Chemspider IDNot Available
ChEBI ID73178
PubChem Compound ID86412
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11838287
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=19265983
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=20377227
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=20621100
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=20652832
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=20730989
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=21726155
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=22456950
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=22595304
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=22928310
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=25779462
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=26449612
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=27116913
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=27733862
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