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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:31:08 UTC
Update Date2021-10-13 06:01:21 UTC
HMDB IDHMDB0029557
Secondary Accession Numbers
  • HMDB29557
Metabolite Identification
Common NameDihydroisophorol
DescriptionDihydroisophorol, also known as homomenthol, belongs to the class of organic compounds known as cyclohexanols. Cyclohexanols are compounds containing an alcohol group attached to a cyclohexane ring. Dihydroisophorol is a cool, mentholic, and mint tasting compound. Based on a literature review very few articles have been published on Dihydroisophorol.
Structure
Data?1582753435
Synonyms
ValueSource
3,3,5-Trimethyl-1-cyclohexanolChEBI
HomomentholChEBI
1-Methyl-3-dimethylcyclohexanol-5HMDB
3,3,5-Trimethyl-(1R,5S)-rel-cyclohexanolHMDB
3,3,5-Trimethyl-cis-cyclohexanolHMDB
3,3,5-Trimethyl-cyclohexanolHMDB
3,3,5-Trimethyl-trans-cyclohexanolHMDB
3,3,5-Trimethylcyclohexanol (c,t)HMDB
3,3,5-Trimethylcyclohexanol,camp tHMDB
3,5,5-TrimethylcyclohexanolHMDB
cis-3,3,5-TrimethylcyclohexanolHMDB
CyclonolHMDB
dihydro-IsophorolHMDB
FEMA 3962HMDB
TMCHMDB
trans-3,3,5-TrimethylcyclohexanolHMDB
trans-3,5,5-Trimethylcyclohexan-1-olHMDB
TrimethylcyclohexanolHMDB
DihydroisophorolChEBI
3,3,5-Trimethylcyclohexanol, (cis)-isomerMeSH
3,3,5-Trimethylcyclohexanol, (trans)-isomerMeSH
Chemical FormulaC9H18O
Average Molecular Weight142.2386
Monoisotopic Molecular Weight142.135765198
IUPAC Name3,3,5-trimethylcyclohexan-1-ol
Traditional Name3,3,5-trimethylcyclohexanol
CAS Registry Number116-02-9
SMILES
CC1CC(O)CC(C)(C)C1
InChI Identifier
InChI=1S/C9H18O/c1-7-4-8(10)6-9(2,3)5-7/h7-8,10H,4-6H2,1-3H3
InChI KeyBRRVXFOKWJKTGG-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cyclohexanols. Cyclohexanols are compounds containing an alcohol group attached to a cyclohexane ring.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentCyclohexanols
Alternative Parents
Substituents
  • Cyclohexanol
  • Cyclic alcohol
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point30.00 to 34.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point80.00 °C. @ 20.00 mm HgThe Good Scents Company Information System
Water Solubility840.8 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.734 (est)The Good Scents Company Information System
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.33 g/LALOGPS
logP10(2.86) g/LALOGPS
logP10(2.15) g/LChemAxon
logS10(-2) g/LALOGPS
pKa (Strongest Acidic)18.96ChemAxon
pKa (Strongest Basic)-1.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity42.85 m³·mol⁻¹ChemAxon
Polarizability17.64 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+131.56731661259
DarkChem[M-H]-128.42131661259

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Dihydroisophorol,1TMS,#1CC1CC(O[Si](C)(C)C)CC(C)(C)C11115.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
Dihydroisophorol,1TBDMS,#1CC1CC(O[Si](C)(C)C(C)(C)C)CC(C)(C)C11365.9Semi standard non polarhttps://arxiv.org/abs/1905.12712
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Dihydroisophorol EI-B (Non-derivatized)splash10-0a4i-9300000000-244f20d79cae6e7e51b32017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Dihydroisophorol EI-B (Non-derivatized)splash10-0a4i-9300000000-244f20d79cae6e7e51b32018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Dihydroisophorol GC-MS (Non-derivatized) - 70eV, Positivesplash10-005a-9300000000-d7f74ae639a6d7f7fe0d2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Dihydroisophorol GC-MS (1 TMS) - 70eV, Positivesplash10-006t-9700000000-98677d3381cb7d575de12017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Dihydroisophorol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydroisophorol 10V, Positive-QTOFsplash10-004l-0900000000-1b18235f590ccbf61da22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydroisophorol 20V, Positive-QTOFsplash10-004l-3900000000-9026fc236779085d8ccf2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydroisophorol 40V, Positive-QTOFsplash10-05nb-9200000000-8c94db27037d76dff1132016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydroisophorol 10V, Negative-QTOFsplash10-0006-0900000000-524e1240924affa73e1f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydroisophorol 20V, Negative-QTOFsplash10-0006-0900000000-ea27540a52f91b77ca9f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydroisophorol 40V, Negative-QTOFsplash10-002g-9700000000-f11d1ab2b3606dbc25272016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydroisophorol 10V, Positive-QTOFsplash10-052f-9400000000-a2c3605f4c1480924a6d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydroisophorol 20V, Positive-QTOFsplash10-0a4i-9200000000-2d34cfe7f27ebee543142021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydroisophorol 40V, Positive-QTOFsplash10-0apl-9000000000-6b72ba755ce195c7f0a92021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydroisophorol 10V, Negative-QTOFsplash10-0006-0900000000-31a4c0b614cfbc7c31562021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydroisophorol 20V, Negative-QTOFsplash10-0006-0900000000-3962cd1a6f44a71918262021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydroisophorol 40V, Negative-QTOFsplash10-0006-0900000000-1bd0f7af6c59ba043f8e2021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB000708
KNApSAcK IDNot Available
Chemspider ID7997
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound8298
PDB IDNot Available
ChEBI ID59065
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1023671
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .