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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:11:42 UTC
Update Date2021-10-13 06:54:05 UTC
HMDB IDHMDB0036129
Secondary Accession Numbers
  • HMDB36129
Metabolite Identification
Common NameVerbenol
DescriptionVerbenol 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 significant number of articles have been published on Verbenol.
Structure
Data?1563862825
Synonyms
ValueSource
(+)-VerbenolHMDB
(e)-VerbenolHMDB
(S)-cis-VerbenolHMDB
2-Pinen-4-ol (8ci)HMDB
4,6,6-Trimethyl-bicyclo(3.1.1)hept-3-en-2-olHMDB
4,6,6-Trimethyl-bicyclo[3,1,1]hept-3-en-2-olHMDB
4,6,6-Trimethyl-bicyclo[3.1.1]hept-3-en-2-olHMDB
4,6,6-trimethylbicyclo(3.1.1)Hept-3-en-2-olHMDB
4,6,6-trimethylbicyclo[3.1.1]Hept-3-en-2-olHMDB
4,6,6-trimethylbicyclo[3.1.1]Hept-3-en-2-ol, 9ciHMDB
4-Hydroxy-2,6,6-trimethylbicyclo(3.1.1)hept-2-eneHMDB
BerbenolHMDB
bicyclo(3.1.1)Hept-3-en-2-ol, 4,6,6-trimethyl- (9ci)HMDB
D-VerbenolHMDB
FEMA 3594HMDB
PINEN-4-O1HMDB
Pinen-4-olHMDB
trans-VerbenolHMDB
Verbenol, (1S-(1alpha,2beta,5alpha))-isomerMeSH, HMDB
Verbenol, (1alpha,2alpha,5alpha)-isomerMeSH, HMDB
Verbenol, (1R-(1alpha,2beta,5alpha))-isomerMeSH, HMDB
Verbenol, (1S-(1alpha,2alpha,5alpha))-isomerMeSH, HMDB
Verbenol, (1R-(1alpha,2alpha,5alpha))-isomerMeSH, HMDB
Verbenol, (1alpha,2beta,5alpha)-isomerMeSH, HMDB
VerbenolMeSH
Chemical FormulaC10H16O
Average Molecular Weight152.237
Monoisotopic Molecular Weight152.120115135
IUPAC Name4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-ol
Traditional Nameverbenol
CAS Registry Number473-67-6
SMILES
CC1=CC(O)C2CC1C2(C)C
InChI Identifier
InChI=1S/C10H16O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-9,11H,5H2,1-3H3
InChI KeyWONIGEXYPVIKFS-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
  • Pinane monoterpenoid
  • Bicyclic monoterpenoid
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting Point63.00 to 67.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point214.00 to 215.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0 slightlyThe Good Scents Company Information System
LogP2.554 (est)The Good Scents Company Information System
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility3.51 g/LALOGPS
logP10(2.07) g/LALOGPS
logP10(1.65) g/LChemAxon
logS10(-1.6) g/LALOGPS
pKa (Strongest Acidic)18.59ChemAxon
pKa (Strongest Basic)-1.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity46.16 m³·mol⁻¹ChemAxon
Polarizability18.1 ųChemAxon
Number of Rings2ChemAxon
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]+135.90631661259
DarkChem[M-H]-130.43531661259

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Verbenol,1TMS,#1CC1=CC(O[Si](C)(C)C)C2CC1C2(C)C1250.6Semi standard non polarhttps://arxiv.org/abs/1905.12712
Verbenol,1TBDMS,#1CC1=CC(O[Si](C)(C)C(C)(C)C)C2CC1C2(C)C1532.3Semi standard non polarhttps://arxiv.org/abs/1905.12712
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Verbenol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0f7c-6900000000-725a3ffa9a2c27657f752017-07-27Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Verbenol GC-MS (1 TMS) - 70eV, Positivesplash10-05ic-9220000000-b90f976faa3abdbac4452017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Verbenol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Verbenol 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 - Verbenol 10V, Positive-QTOFsplash10-0f79-0900000000-6ff630040559510e3f1d2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Verbenol 20V, Positive-QTOFsplash10-0f79-0900000000-d77ee423e0f6f183d1df2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Verbenol 40V, Positive-QTOFsplash10-00kr-0900000000-bffee4e8536c2e4722c42015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Verbenol 10V, Negative-QTOFsplash10-0udi-0900000000-1384a080edbf08e603852015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Verbenol 20V, Negative-QTOFsplash10-0udi-0900000000-66f689eb5b9ce53ca27c2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Verbenol 40V, Negative-QTOFsplash10-0udr-0900000000-f5d698ddd2cc8c2502fb2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Verbenol 10V, Negative-QTOFsplash10-0udi-0900000000-c373c9eea3cebf186f532021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Verbenol 20V, Negative-QTOFsplash10-0udi-0900000000-c373c9eea3cebf186f532021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Verbenol 40V, Negative-QTOFsplash10-0udi-0900000000-c8f08741da2f9e0cc3d02021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Verbenol 10V, Positive-QTOFsplash10-0udi-0900000000-ed74c9ab4d3b693dc4fd2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Verbenol 20V, Positive-QTOFsplash10-0f79-0900000000-4ea2325ddaf644f1dd2d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Verbenol 40V, Positive-QTOFsplash10-014r-0900000000-688f35897c40c564f2a92021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • 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 IDFDB014977
KNApSAcK IDC00053892
Chemspider ID55074
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkVerbenol
METLIN IDNot Available
PubChem Compound61126
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1036981
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.