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Showing Compound beta-Thujaplicin (FDB013860)

Record Information
Version1.0
Creation date2010-04-08 22:10:57 UTC
Update date2019-11-26 03:09:10 UTC
Primary IDFDB013860
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namebeta-Thujaplicin
Descriptionbeta-Thujaplicin, also known as hinokitiol or β-thujaplicin, belongs to the class of organic compounds known as tropolones. Tropolones are compounds containing tropone ring with a hydroxyl group at ring position 2. beta-Thujaplicin is a phenolic and woody tasting compound. beta-Thujaplicin has been detected, but not quantified in, fruits. This could make beta-thujaplicin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on beta-Thujaplicin.
CAS Number499-44-5
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
2-Hydroxy-4-isopropyl-cyclohepta2,4,6-trien-1-oneChEBI
4-IsopropyltropoloneChEBI
HinokitiolChEBI
b-ThujaplicinGenerator
Β-thujaplicinGenerator
2-Hydroxy-4-isopropyl- 2,4,6-cycloheptatriene-1-oneMeSH
beta-Thujaplicin, sodium saltMeSH
2-Hydroxy-4(6)-(1-methylethyl)-2,4,6-cycloheptatrien-1-one, 9ciHMDB
2-Hydroxy-4-(1-methylethyl)-2,4,6-cycloheptatrien-1-oneHMDB
2-Hydroxy-4-isopropyl-2,4, 6-cycloheptatrien-1-oneHMDB
2-Hydroxy-4-isopropyl-2,4,6-cyclohepta-2,4,6-trien-1-oneHMDB
2-Hydroxy-4-isopropyl-2,4,6-cycloheptatrien-1-oneHMDB
2-Hydroxy-4-isopropylcyclohepta-2,4,6-trien-1-oneHMDB
4(6)-IsopropyltropoloneHMDB
4-Isopropyl-tropoloneHMDB
alpha-ThujaplicinHMDB
beta -IsopropyltropolonHMDB
beta -ThujaplicinHMDB
beta -ThujaplicineHMDB
beta-IsopropyltropolonHMDB
beta-IsopropyltropoloneHMDB
beta-ThujaplicineHMDB
Hinokitiol 4-isopropyltropoloneHMDB
HinokitolHMDB
IsopropyltropoloneHMDB
Thujaplicin, betaHMDB
β-isopropyltropolonbiospider
β-thujaplicinbiospider
β-thujaplicinebiospider
2-hydroxy-4-isopropyl- 2,4,6-cycloheptatriene-1-onebiospider
2-Hydroxy-4(6)-(1-methylethyl)-2,4,6-cycloheptatrien-1-one, 9CIdb_source
2,4,6-Cycloheptatrien-1-one, 2-hydroxy-4-(1-methylethyl)-biospider
2,4,6-Cycloheptatrien-1-one, 2-hydroxy-4-isopropyl-biospider
Alpha-thujaplicinbiospider
Beta-isopropyltropolonbiospider
Beta-isopropyltropolonebiospider
beta-Thujaplicinbiospider
Beta-thujaplicinebiospider
Hinokitiol 4-Isopropyltropolonebiospider
Thujaplicin, βbiospider
Tropolone, 4-isopropyl-biospider
β-thujaplicinGenerator
Predicted Properties
PropertyValueSource
Water Solubility1.21 g/LALOGPS
logP1.8ALOGPS
logP2.06ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)11.44ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity51.55 m³·mol⁻¹ChemAxon
Polarizability17.93 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H12O2
IUPAC name2-hydroxy-6-(propan-2-yl)cyclohepta-2,4,6-trien-1-one
InChI IdentifierInChI=1S/C10H12O2/c1-7(2)8-4-3-5-9(11)10(12)6-8/h3-7H,1-2H3,(H,11,12)
InChI KeyFUWUEFKEXZQKKA-UHFFFAOYSA-N
Isomeric SMILESCC(C)C1=CC(=O)C(O)=CC=C1
Average Molecular Weight164.2011
Monoisotopic Molecular Weight164.083729628
Classification
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
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 73.15%; H 7.37%; O 19.49%DFC
Melting PointMp 52-52.5°DFC
Boiling PointNot Available
Experimental Water Solubility1.2 mg/mL at 25 oCBEILSTEIN
Experimental logPNot Available
Experimental pKapKa1 6.72 (25°, I 2.0)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSbeta-Thujaplicin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-01ot-2900000000-ff7c6eb395fa0dca0b1cSpectrum
Predicted GC-MSbeta-Thujaplicin, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-9660000000-e6364fbc9b1f21523494Spectrum
Predicted GC-MSbeta-Thujaplicin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSbeta-Thujaplicin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-03di-0900000000-0a83b777d47c5cb70fe7Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0002-0900000000-fb7ac03eae1dde57ce15Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0002-9600000000-60f1209a7a4a3d467962Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-0002-0900000000-fb7ac03eae1dde57ce15Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-2cf3a59cab7a65c95fddSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-1900000000-602677c1a8ab9f590697Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00l5-8900000000-a8967686dff6bf46df57Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-1825467fa9ff0e5c1aa2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0900000000-fe86bc056d5218edfccaSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-053u-5900000000-4f1700d7e2571d2c2548Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014l-2900000000-478708776defcf78466aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-006t-1900000000-2060bea741e6c07954f9Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-002f-9200000000-b596582d3b5b13942499Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-8db47caa9667c101bd0fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0900000000-8475534962693d08c77eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014l-9200000000-bb82c060a8ef6dee087cSpectrum
NMRNot Available
ChemSpider ID3485
ChEMBL IDCHEMBL48310
KEGG Compound IDC09904
Pubchem Compound ID3611
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB35213
CRC / DFC (Dictionary of Food Compounds) IDJJD91-U:JJD91-U
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00003062
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1044801
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
phenolic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
woody
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference