Showing Compound Card for Captan (CDB006303)

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Record Information
Version1.0
Created at2020-07-28 20:26:05 UTC
Updated at2020-11-18 16:40:17 UTC
CannabisDB IDCDB006303
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameCaptan
DescriptionCaptan, also known as amercide or bangton, belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone. It is used to control diseases on a number of fruits and vegetables as well as ornamental plants. Captan is an extremely weak acidic (essentially neutral) compound (based on its pKa). Though it can be applied on its own, Captan is often added as a component of other pesticide mixtures. Captan is a potentially toxic compound. Therefore, captan is not likely to be a human carcinogen nor pose cancer risks of concern. It also improves the outward appearance of many fruits, making them brighter and healthier-looking. Captan is the name of a general use pesticide (GUP) that belongs to the phthalimide class of fungicides. Captan is thought to be a potential carcinogen at prolonged high doses that cause cytotoxicity and regenerative cell hyperplasia. These high doses of captan are many orders of magnitude above those likely to be consumed in the diet, or encountered by individuals in occupational or residential settings.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
1,2,3,6-Tetrahydro-N-(trichloromethylthio)phthalimideChEBI
3a,4,7,7a-Tetrahydro-2-((trichloromethyl)thio)-1H-isoindole-1,3(2H)-dioneChEBI
3a,4,7,7a-Tetrahydro-N-(trichloromethanesulphenyl)phthalimideChEBI
AmercideChEBI
BangtonChEBI
CaptabChEBI
CaptadinChEBI
CaptafChEBI
CaptaneChEBI
CaptanexChEBI
CaptexChEBI
ent 26,538ChEBI
HexacapChEBI
KaptanChEBI
MalipurChEBI
MerpanChEBI
N-(Trichloromethylmercapto)-Delta(4)-tetrahydrophthalimideChEBI
N-[(Trichloromethyl)thio]tetrahydrophthalimideChEBI
N-Trichloromethylmercapto-4-cyclohexene-1,2-dicarboximideChEBI
N-Trichloromethylthio-3a,4,7,7a-tetrahydrophthalimideChEBI
N-Trichloromethylthiocyclohex-4-ene-1,2-dicarboximideChEBI
NeracidChEBI
OrthocideChEBI
OsocideChEBI
SR 406ChEBI
SR406ChEBI
VanicideChEBI
VenturinChEBI
VondcaptanChEBI
ZenecalChEBI
3a,4,7,7a-Tetrahydro-N-(trichloromethanesulfenyl)phthalimideGenerator
N-(Trichloromethylmercapto)-δ(4)-tetrahydrophthalimideGenerator
N Trichloromethylthio 4 cyclohexane 1,2 dicarboximideMeSH
Vancide 89MeSH
N-Trichloromethylthio-4-cyclohexane-1,2-dicarboximideMeSH
Chemical FormulaC9H8Cl3NO2S
Average Molecular Weight300.589
Monoisotopic Molecular Weight298.934132316
IUPAC Name2-[(trichloromethyl)sulfanyl]-2,3,3a,4,7,7a-hexahydro-1H-isoindole-1,3-dione
Traditional Namecaptan
CAS Registry Number133-06-2
SMILES
ClC(Cl)(Cl)SN1C(=O)C2CC=CCC2C1=O
InChI Identifier
InChI=1S/C9H8Cl3NO2S/c10-9(11,12)16-13-7(14)5-3-1-2-4-6(5)8(13)15/h1-2,5-6H,3-4H2
InChI KeyLDVVMCZRFWMZSG-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIsoindoles and derivatives
Sub ClassIsoindolines
Direct ParentIsoindolones
Alternative Parents
Substituents
  • Isoindolone
  • Isoindole
  • 2-pyrrolidone
  • Pyrrolidone
  • Dicarboximide
  • Pyrrolidine
  • Trihalomethane
  • Lactam
  • Carboxylic acid derivative
  • Azacycle
  • Sulfenyl compound
  • Alkyl chloride
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Halomethane
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Alkyl halide
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External Descriptors
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point178°C (decomposes)Not Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3ALOGPS
logP3.25ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)17.86ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area37.38 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity67.22 m³·mol⁻¹ChemAxon
Polarizability26.22 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-004i-9400000000-a89083cd57a8373e06832014-10-20View Spectrum
Predicted GC-MSCaptan, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCaptan, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0090000000-49c11a746be2aee8cc862016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01ot-1980000000-59b02ac1d4ac2f50a36b2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-2910000000-32132bddb69e38ba1cf32016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0090000000-dbda73f8735fd06e528e2021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0490000000-91af5f5b11d599c146272021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00nb-4940000000-030c1d9ea17c21356ca32021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0190000000-01e24abd8eebd54c0bf32016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001j-0950000000-997a5433d91530b95a2b2016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-9540000000-7cfa7ef3c2c74ab9a0f42016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0090000000-5eee0efe16ae55dd78552021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0090000000-d88ba96c55151bc3362d2021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-7910000000-d23011af51ae93113acb2021-10-12View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 100.40 MHz, CDCl3, experimental)Spectrum
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 IDC14438
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCaptan
METLIN IDNot Available
PubChem Compound8606
PDB IDNot Available
ChEBI ID34608
References
General ReferencesNot Available