Tropolone (CED0006508)

Record Information
Version1.0
Creation Date2016-05-22 07:09:07 UTC
Update Date2026-08-24 06:06:12 UTC
Accession NumberCHEM020490
Identification
Common NameTropolone
ClassSmall Molecule
Description
Tropolone is an organic compound with the chemical formula C7H6O2 and an average molecular weight of 122.12 g/mol. Tropolone belongs to the tropolones, a subclass of tropones within the organic compounds. Within the broader chemical classification, it is categorized as a hydrocarbon derivative. Industrially, the compound is utilized as a conditioner and softener. Tropolone is identified in seven recorded sources across various sectors. In the realm of food, food processing, and cookware, it is used for food preservation. Its presence is also noted in household cleaning and consumer products, specifically within soap detergents, bleaching agents, and perfumes used in soaps and detergents. Additionally, the compound is found in electrical and electronic equipment, including hybrid capacitors, electrodes, and still video cameras.
Contaminant TypeNot Available
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-Hydroxy-2,4,6-cycloheptatrien-1-oneChEBI
2-Hydroxycyclohepta-2,4,6-trienoneChEBI
2-HydroxytroponeChEBI
PurpurocatecholChEBI
Chemical FormulaC7H6O2
Average Molecular Mass122.121 g/mol
Monoisotopic Mass122.037 g/mol
CAS Registry Number533-75-5
IUPAC Name2-hydroxycyclohepta-2,4,6-trien-1-one
Traditional Nametropolone
SMILESOC1=CC=CC=CC1=O
InChI IdentifierInChI=1S/C7H6O2/c8-6-4-2-1-3-5-7(6)9/h1-5H,(H,8,9)
InChI KeyMDYOLVRUBBJPFM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tropolones. Tropolones are compounds containing tropone ring with a hydroxyl group at ring position 2.
KingdomOrganic compounds
Super ClassHydrocarbon derivatives
ClassTropones
Sub ClassTropolones
Direct ParentTropolones
Alternative Parents
Substituents
  • Tropolone
  • Cyclic ketone
  • Organic oxygen compound
  • Organic oxide
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility23.6 g/LALOGPS
logP0.07ALOGPS
logP1.09ChemAxon
logS-0.71ALOGPS
pKa (Strongest Acidic)11.26ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity38.12 m³·mol⁻¹ChemAxon
Polarizability11.89 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-00di-8900000000-6ecfbb0f58c76ee8c14eNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-0900000000-c437e8c86668124c518cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-2900000000-d1bb6ef1743719754ac7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0fr6-9200000000-37fb95523cb619f42ff0Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-0900000000-efaea1769aac41897ae3Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-2900000000-b9402725c0c171be03ccNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0296-9100000000-96980092b6b109386463Not AvailableView Spectrum
1D NMR13C NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
1284.0Log mg/kg[720:2300]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot Available
534Still Video CamerasElectrical & Electronic EquipmentNot Available
545Food PreservationFood, food processing & cookwareNot Available
555Bleaching AgentsHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
563Soap DetergentsHousehold cleaning & consumer productsNot Available
594Ship HullsMarine, shipping & aquacultureNot Available
603NematocidesAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
609AftershavePersonal care & cosmeticsNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
612Body Washing Or Cleaning ImplementsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
614Essential Oils Or PerfumesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
616Face Mask CosmeticsPersonal care & cosmeticsNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
630ToysRecreation & sports surfacesNot Available
632ApparelTextiles, leather & furnishingsNot Available
643HeadwearTextiles, leather & furnishingsNot Available
662Yarns Or ThreadsTextiles, leather & furnishingsNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureTyrosinaseO42713Agaricus bisporusPredicted (SEA)0.778492
Carbonic anhydrase 2 structureClick to view 3D structureCarbonic anhydrase 2P00918HumansPredicted (SEA)30.7504
Click to view 3D structureCarboxypeptidase A1P00730Bos taurusPredicted (SEA)0.155698
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)27.9479
Carbonic anhydrase 1 structureClick to view 3D structureCarbonic anhydrase 1P00915HumansPredicted (SEA)57.2192
Protein deacetylase HDAC6 structureClick to view 3D structureProtein deacetylase HDAC6Q9UBN7HumansPredicted (SEA)155.854
Histone deacetylase 1 structureClick to view 3D structureHistone deacetylase 1Q13547HumansPredicted (SEA)170.568
Cytochrome P450 1A2 structureClick to view 3D structureCytochrome P450 1A2P05177HumansPredicted (SEA)180.065
D-amino-acid oxidase structureClick to view 3D structureD-amino-acid oxidaseP14920HumansPredicted (SEA)2.88042
Cytochrome P450 1B1 structureClick to view 3D structureCytochrome P450 1B1Q16678HumansPredicted (SEA)31.3732
Cytochrome P450 1A1 structureClick to view 3D structureCytochrome P450 1A1P04798HumansPredicted (SEA)23.8219
Carbonic anhydrase 4 structureClick to view 3D structureCarbonic anhydrase 4P22748HumansPredicted (SEA)51.3805
Click to view 3D structurePolyunsaturated fatty acid lipoxygenase ALOX15P12530Oryctolagus cuniculusPredicted (SEA)3.26967
Histone deacetylase 8 structureClick to view 3D structureHistone deacetylase 8Q9BY41HumansPredicted (SEA)122.223
Dopamine beta-hydroxylase structureClick to view 3D structureDopamine beta-hydroxylaseP09172HumansPredicted (SEA)0.0778492
Carbonic anhydrase 7 structureClick to view 3D structureCarbonic anhydrase 7P43166HumansPredicted (SEA)80.8075
Carbonic anhydrase 6 structureClick to view 3D structureCarbonic anhydrase 6P23280HumansPredicted (SEA)46.476
Click to view 3D structureTrans-cinnamate 4-monooxygenaseQ04468Helianthus tuberosusPredicted (SEA)2.02408
Carbonic anhydrase 9 structureClick to view 3D structureCarbonic anhydrase 9Q16790HumansPredicted (SEA)139.739
Indoleamine 2,3-dioxygenase 1 structureClick to view 3D structureIndoleamine 2,3-dioxygenase 1P14902HumansPredicted (SEA)18.5281
Histone deacetylase 2 structureClick to view 3D structureHistone deacetylase 2Q92769HumansPredicted (SEA)159.824
Click to view 3D structureCarbonic anhydrase 5A, mitochondrialP35218HumansPredicted (SEA)71.5434
Click to view 3D structureCarbonic anhydrase 5B, mitochondrialQ9Y2D0HumansPredicted (SEA)62.6686
Tyrosinase structureClick to view 3D structureTyrosinaseP14679HumansPredicted (SEA)5.91654
Nicotinate phosphoribosyltransferase structureClick to view 3D structureNicotinate phosphoribosyltransferaseQ6XQN6HumansPredicted (SEA)2.33548
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0259299
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDC00011964
BiGG IDNot Available
BioCyc IDCPD-7024
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkTropolone
Chemspider ID10333
ChEBI ID79966
PubChem Compound IDNot Available
Kegg Compound IDC15474
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11561410
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=1847521
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21598903
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=27002128
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=27908108
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=28389830
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=28661582
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=29589436
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=30549082
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=30677202
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=31452043
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=31820778
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=31907180