Dithianon (CHEM011857)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 03:45:59 UTC
Update Date2016-11-09 01:14:27 UTC
Accession NumberCHEM011857
Identification
Common NameDithianon
ClassSmall Molecule
DescriptionA naphthodithiin that is 5,10-dioxo-5,10-dihydronaphtho[2,3-b][1,4]dithiin which is substituted by nitrile groups at positions 2 and 3. It is a broad spectrum fungicide used to control scab, downy mildew, rust, and leaf spot in the commercial growing of grapes and other fruit, citrus, coffee, and vegetables.
Contaminant Sources
  • FooDB Chemicals
  • HPV EPA Chemicals
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1,4-Dithiaanthraquinone-2,3-dinitrileChEBI
2,3-Dicarbonitrilo-1,4-diathiaanthrachinonChEBI
2,3-Dicyano-1,4-dithia-anthraquinoneChEBI
2,3-Dinitrilo-1,4-dithia-9,10-anthraquinoneChEBI
2,3-Dinitrilo-1,4-dithia-anthraquinoneChEBI
5,10-Dihydro-5,10-dioxonaphtho[2,3-b]-1,4-dithiin-2,3-dicarbonitrileChEBI
DelanChEBI
DithianoneChEBI
1, 4-Dithiaanthraquinone-2,3-dinitrileHMDB
1,4-Dithiaanthraquinone-2,3-dicarbonitrileHMDB
2,3-Dicyano-1, 4-dithiaanthraquinoneHMDB
2,3-Dicyano-1,4-dithiaanthraquinoneHMDB
2,3-Dinitrilo-1,4-dithiaanthraquinoneHMDB
2,3-Dinitrilo-1,4-dithioanthrachinonHMDB
5,10-Dihydro-5,10-dioxonaphtho[2,3-b]-1,4-dithiin-2,3-dicarbonitrile, 9ciHMDB
Delan (fungicide)HMDB
Delan WPHMDB
Delan-colHMDB
DTAHMDB
MerkdelanHMDB
Stauffer MV-119aHMDB
ThynonHMDB
Chemical FormulaC14H4N2O2S2
Average Molecular Mass296.324 g/mol
Monoisotopic Mass295.971 g/mol
CAS Registry Number3347-22-6
IUPAC Name5,10-dioxo-5H,10H-naphtho[2,3-b][1,4]dithiine-2,3-dicarbonitrile
Traditional Namedelan
SMILESO=C1C2=C(SC(C#N)=C(S2)C#N)C(=O)C2=CC=CC=C12
InChI IdentifierInChI=1S/C14H4N2O2S2/c15-5-9-10(6-16)20-14-12(18)8-4-2-1-3-7(8)11(17)13(14)19-9/h1-4H
InChI KeyPYZSVQVRHDXQSL-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
KingdomOrganic compounds
Super ClassBenzenoids
ClassNaphthalenes
Sub ClassNot Available
Direct ParentNaphthalenes
Alternative Parents
Substituents
  • Naphthalene
  • Benzodithiin
  • 1,4-benzodithiin
  • Heteroaromatic compound
  • Organoheterocyclic compound
  • Nitrile
  • Carbonitrile
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.17 g/LALOGPS
logP2.78ALOGPS
logP2.07ChemAxon
logS-3.2ALOGPS
pKa (Strongest Basic)-7.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area81.72 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity81.95 m³·mol⁻¹ChemAxon
Polarizability28.49 ųChemAxon
Number of Rings3ChemAxon
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, Positivesplash10-0002-2190000000-8a7b1b7ccc6daf025528Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0090000000-254ad508ab6bf768be5dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0090000000-254ad508ab6bf768be5dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-9020000000-15e81b644b367e6262e0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0090000000-96f892822cb96918d93cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0090000000-a191f8792b4866791eadSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-0090000000-0e8e892f8affebd6ccbeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0090000000-fd729b45939bfa2a1f35Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0090000000-fd729b45939bfa2a1f35Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052e-0790000000-458fc67a3226f2b421a6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0090000000-764fef44dbeab67a1c93Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0090000000-764fef44dbeab67a1c93Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-0090000000-764fef44dbeab67a1c93Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0031780
FooDB IDFDB008453
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID17724
ChEBI ID81842
PubChem Compound ID18771
Kegg Compound IDC18574
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10454242
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=15092966
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=15327854
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=19130372
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=23165602
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=9065825
7. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.