Cannabis Compound Database: Showing Compound Card for Captan (CDB006303)

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Record Information

Version

1.0

Created at

2020-07-28 20:26:05 UTC

Updated at

2020-11-18 16:40:17 UTC

CannabisDB ID

CDB006303

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Captan

Description

Captan, 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

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
1,2,3,6-Tetrahydro-N-(trichloromethylthio)phthalimide	ChEBI
3a,4,7,7a-Tetrahydro-2-((trichloromethyl)thio)-1H-isoindole-1,3(2H)-dione	ChEBI
3a,4,7,7a-Tetrahydro-N-(trichloromethanesulphenyl)phthalimide	ChEBI
Amercide	ChEBI
Bangton	ChEBI
Captab	ChEBI
Captadin	ChEBI
Captaf	ChEBI
Captane	ChEBI
Captanex	ChEBI
Captex	ChEBI
ent 26,538	ChEBI
Hexacap	ChEBI
Kaptan	ChEBI
Malipur	ChEBI
Merpan	ChEBI
N-(Trichloromethylmercapto)-Delta(4)-tetrahydrophthalimide	ChEBI
N-[(Trichloromethyl)thio]tetrahydrophthalimide	ChEBI
N-Trichloromethylmercapto-4-cyclohexene-1,2-dicarboximide	ChEBI
N-Trichloromethylthio-3a,4,7,7a-tetrahydrophthalimide	ChEBI
N-Trichloromethylthiocyclohex-4-ene-1,2-dicarboximide	ChEBI
Neracid	ChEBI
Orthocide	ChEBI
Osocide	ChEBI
SR 406	ChEBI
SR406	ChEBI
Vanicide	ChEBI
Venturin	ChEBI
Vondcaptan	ChEBI
Zenecal	ChEBI
3a,4,7,7a-Tetrahydro-N-(trichloromethanesulfenyl)phthalimide	Generator
N-(Trichloromethylmercapto)-δ(4)-tetrahydrophthalimide	Generator
N Trichloromethylthio 4 cyclohexane 1,2 dicarboximide	MeSH
Vancide 89	MeSH
N-Trichloromethylthio-4-cyclohexane-1,2-dicarboximide	MeSH

Chemical Formula

C₉H₈Cl₃NO₂S

Average Molecular Weight

300.589

Monoisotopic Molecular Weight

298.934132316

IUPAC Name

2-[(trichloromethyl)sulfanyl]-2,3,3a,4,7,7a-hexahydro-1H-isoindole-1,3-dione

Traditional Name

captan

CAS Registry Number

133-06-2

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 Key

LDVVMCZRFWMZSG-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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoindoles and derivatives

Sub Class

Isoindolines

Direct Parent

Isoindolones

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 Framework

Aliphatic heteropolycyclic compounds

External Descriptors

organochlorine compound (CHEBI:34608 )
organosulfur compound (CHEBI:34608 )
isoindoles (CHEBI:34608 )
phthalimide fungicide (CHEBI:34608 )
Dicarboximide fungicides (C14438 )

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	178°C (decomposes)	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3	ALOGPS
logP	3.25	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	17.86	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	37.38 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	67.22 m³·mol⁻¹	ChemAxon
Polarizability	26.22 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-004i-9400000000-a89083cd57a8373e0683	2014-10-20	View Spectrum
Predicted GC-MS	Captan, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Captan, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0090000000-49c11a746be2aee8cc86	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01ot-1980000000-59b02ac1d4ac2f50a36b	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-2910000000-32132bddb69e38ba1cf3	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0090000000-dbda73f8735fd06e528e	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0490000000-91af5f5b11d599c14627	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00nb-4940000000-030c1d9ea17c21356ca3	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0190000000-01e24abd8eebd54c0bf3	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001j-0950000000-997a5433d91530b95a2b	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-9540000000-7cfa7ef3c2c74ab9a0f4	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0090000000-5eee0efe16ae55dd7855	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-0090000000-d88ba96c55151bc3362d	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004i-7910000000-d23011af51ae93113acb	2021-10-12	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, experimental)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100.40 MHz, CDCl₃, experimental)		Spectrum

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C14438

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Captan

METLIN ID

Not Available

PubChem Compound

8606

PDB ID

Not Available

ChEBI ID

34608

References

General References

Not Available

Showing Compound Card for Captan (CDB006303)

Structure for CDB006303 (Captan)