Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 20:23:46 UTC
Update Date2022-03-07 02:54:30 UTC
HMDB IDHMDB0035417
Secondary Accession Numbers
  • HMDB35417
Metabolite Identification
Common Name(1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol
Description(1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol, also known as 2-methylisoborneol, belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Based on a literature review a small amount of articles have been published on (1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol.
Structure
Data?1563862716
Synonyms
ValueSource
2-MethylisoborneolHMDB
Chemical FormulaC11H20O
Average Molecular Weight168.2759
Monoisotopic Molecular Weight168.151415262
IUPAC Name1,2,7,7-tetramethylbicyclo[2.2.1]heptan-2-ol
Traditional Name2-methylisoborneol
CAS Registry NumberNot Available
SMILES
CC1(C)C2CCC1(C)C(C)(O)C2
InChI Identifier
InChI=1S/C11H20O/c1-9(2)8-5-6-10(9,3)11(4,12)7-8/h8,12H,5-7H2,1-4H3
InChI KeyLFYXNXGVLGKVCJ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentBicyclic monoterpenoids
Alternative Parents
Substituents
  • Bicyclic monoterpenoid
  • Bornane monoterpenoid
  • Tertiary alcohol
  • Cyclic alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point170 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.45 g/LALOGPS
logP3.25ALOGPS
logP2.27ChemAxon
logS-2.6ALOGPS
pKa (Strongest Basic)-0.42ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity49.95 m³·mol⁻¹ChemAxon
Polarizability20.24 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+141.00431661259
DarkChem[M-H]-135.43331661259
DeepCCS[M+H]+145.80230932474
DeepCCS[M-H]-143.41130932474
DeepCCS[M-2H]-178.84930932474
DeepCCS[M+Na]+154.23430932474
AllCCS[M+H]+136.132859911
AllCCS[M+H-H2O]+132.032859911
AllCCS[M+NH4]+140.032859911
AllCCS[M+Na]+141.132859911
AllCCS[M-H]-142.232859911
AllCCS[M+Na-2H]-143.432859911
AllCCS[M+HCOO]-144.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-olCC1(C)C2CCC1(C)C(C)(O)C21582.5Standard polar33892256
(1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-olCC1(C)C2CCC1(C)C(C)(O)C21201.7Standard non polar33892256
(1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-olCC1(C)C2CCC1(C)C(C)(O)C21192.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol,1TMS,isomer #1CC1(O[Si](C)(C)C)CC2CCC1(C)C2(C)C1267.8Semi standard non polar33892256
(1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol,1TBDMS,isomer #1CC1(O[Si](C)(C)C(C)(C)C)CC2CCC1(C)C2(C)C1516.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0pb9-2900000000-0563710b33b929b0ac0c2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol GC-MS (1 TMS) - 70eV, Positivesplash10-00fr-6950000000-d83e4d976981388990f12017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol 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 - (1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol 10V, Positive-QTOFsplash10-0uxr-0900000000-2c53e3e2e82b68fe40bd2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol 20V, Positive-QTOFsplash10-0uxr-0900000000-b6dc8cb54871fafbc11c2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol 40V, Positive-QTOFsplash10-000i-1900000000-8049ee327584749597772016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol 10V, Negative-QTOFsplash10-014i-0900000000-ff9c6195b31dfa5876642016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol 20V, Negative-QTOFsplash10-014i-0900000000-abba4efed30646ea980e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol 40V, Negative-QTOFsplash10-0uxr-0900000000-df6497b57f835a52ad9f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol 10V, Positive-QTOFsplash10-08fr-1900000000-d25f38926f86cd86a85c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol 20V, Positive-QTOFsplash10-02tc-4900000000-046d5007263fcc973b742021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol 40V, Positive-QTOFsplash10-00kf-9400000000-bdc0e5ff087bee4e2dcc2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol 10V, Negative-QTOFsplash10-014i-0900000000-4a2e8ef51c3998b9532e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol 20V, Negative-QTOFsplash10-014i-0900000000-4a2e8ef51c3998b9532e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol 40V, Negative-QTOFsplash10-014i-0900000000-334411baa1a20e869cfd2021-09-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • 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 IDFDB014095
KNApSAcK IDNot Available
Chemspider ID16024
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound16913
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.