Record Information
Version1.0
Creation date2010-04-08 22:11:57 UTC
Update date2019-11-26 03:11:56 UTC
Primary IDFDB015616
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol
Description2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ). 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol has been detected, but not quantified in, fruits and quinces (Cydonia oblonga). This could make 2,2,6,7-tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol.
CAS Number99901-24-3
Structure
Thumb
Synonyms
SynonymSource
2,4,5,7a-tetrahydro-1,4,4,7a-Tetramethyl-1H-indene-1,2-diol, 9ciHMDB
2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-dioldb_source
2,4,5,7a-Tetrahydro-1,4,4,7a-tetramethyl-1H-indene-1,2-diol, 9CIdb_source
Predicted Properties
PropertyValueSource
Water Solubility1.29 g/LALOGPS
logP2.52ALOGPS
logP1.47ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)13.22ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity62.33 m³·mol⁻¹ChemAxon
Polarizability23.62 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC13H20O2
IUPAC name(1R,2R,7aR)-1,4,4,7a-tetramethyl-2,4,5,7a-tetrahydro-1H-indene-1,2-diol
InChI IdentifierInChI=1S/C13H20O2/c1-11(2)6-5-7-12(3)9(11)8-10(14)13(12,4)15/h5,7-8,10,14-15H,6H2,1-4H3/t10-,12-,13+/m1/s1
InChI KeySKBCVUCDJRKPAH-RTXFEEFZSA-N
Isomeric SMILESC[C@]1(O)[C@H](O)C=C2[C@@]1(C)C=CCC2(C)C
Average Molecular Weight208.2967
Monoisotopic Molecular Weight208.146329884
Classification
Description Belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ).
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentTertiary alcohols
Alternative Parents
Substituents
  • Tertiary alcohol
  • Secondary alcohol
  • 1,2-diol
  • Hydrocarbon derivative
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 74.96%; H 9.68%; O 15.36%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]26D -6 (c, 0.35 in MeOH)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-03ec-1900000000-e29a1ed46664b9b4b5b7Spectrum
Predicted GC-MS2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000i-6597000000-22bac81928592f9df301Spectrum
Predicted GC-MS2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0390000000-91e5ac39efa42fa6db39Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-3940000000-bfd3df43a2af31991423Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-066u-9300000000-f54e516e856156507ee7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0090000000-257b1cecacd941da8a86Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0290000000-dd0a20b250e8ac1b6201Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01qc-1900000000-159868352ebb9bbb6ecfSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0090000000-43a9bdbf7663e467c30dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-3790000000-c20d7ef12e8fce538c49Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-7390000000-5c4f03bb4b2b766a3df1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0690000000-87f4585a838ff9638023Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-6910000000-95b4e7c4a8e26376634dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-092l-9300000000-4c8c25cd01b8b1f1b7efSpectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36686
CRC / DFC (Dictionary of Food Compounds) IDKDV38-Q:KDV40-L
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00021959
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
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
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.