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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 20:02:34 UTC
Update Date2019-07-23 06:17:45 UTC
HMDB IDHMDB0035100
Secondary Accession Numbers
  • HMDB35100
Metabolite Identification
Common Name2-Pinen-10-ol
Description2-Pinen-10-ol, also known as pin-2-ene-10-ol, belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Thus, 2-pinen-10-ol is considered to be an isoprenoid lipid molecule. 2-Pinen-10-ol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Data?1563862665
Synonyms
ValueSource
6,6-Dimethyl-2-oxymethylbicyclo(1.1.3)hept-2-eneMeSH
6,6-Dimethylbicyclo(3.1.1)hept-2-ene-2-methanolMeSH
Pin-2-ene-10-olMeSH
2-Pinen-10-olKEGG
MyrtenolMeSH
Chemical FormulaC10H16O
Average Molecular Weight152.237
Monoisotopic Molecular Weight152.120115135
IUPAC Name{6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl}methanol
Traditional Namemyrtenol
CAS Registry Number111957-74-5
SMILES
CC1(C)C2CC1C(CO)=CC2
InChI Identifier
InChI=1S/C10H16O/c1-10(2)8-4-3-7(6-11)9(10)5-8/h3,8-9,11H,4-6H2,1-2H3
InChI KeyRXBQNMWIQKOSCS-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
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.67 g/LALOGPS
logP2.71ALOGPS
logP1.52ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)17.1ChemAxon
pKa (Strongest Basic)-1.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity46.5 m³·mol⁻¹ChemAxon
Polarizability18.11 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-004l-9200000000-7a93d65b58c2e5897441Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-004l-9200000000-7a93d65b58c2e5897441Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fl0-4900000000-2a40c738c2cc38cfabe6Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9420000000-ca6d4e365a12ebd1b2f3Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 10V, positivesplash10-0a4l-6900000000-45118a8a1453a34efaa0Spectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 4V, positivesplash10-000l-6900000000-2388ded10ed4fe162f17Spectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 5V, positivesplash10-000l-7900000000-f25d08f01343ba8199fcSpectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 7V, positivesplash10-052o-9700000000-74b0d6ac5ad420d295e0Spectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 10V, positivesplash10-002f-9400000000-27018c27781be829c0c5Spectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 15V, positivesplash10-002f-9100000000-cea337923c612cb45cdbSpectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 17V, positivesplash10-002f-9100000000-2f54eeadc35cefcad3e7Spectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 20V, positivesplash10-004l-9000000000-c11561c22c7218c5a392Spectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 23V, positivesplash10-004l-9000000000-1a7c71bdaa1376efa267Spectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 25V, positivesplash10-004l-9000000000-4f93863efc5df013bee2Spectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 27V, positivesplash10-004l-9000000000-74ea30a94427b7905ca7Spectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 30V, positivesplash10-004i-9000000000-a8e29b8db60192c5941bSpectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 33V, positivesplash10-004i-9000000000-7f717084770a8edad49fSpectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 35V, positivesplash10-004i-9000000000-69dc355d3b7795577c81Spectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 40V, positivesplash10-004i-9000000000-79aedb58000fc28b7f47Spectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 45V, positivesplash10-0ufu-9000000000-58bd3fd0a23ba1eea331Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 1V, positivesplash10-000i-0900000000-e2cf784bd79284130053Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 1V, positivesplash10-000i-1900000000-1d60dfabe2c8efd01829Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 2V, positivesplash10-000i-1900000000-30e6182e23ce5b6954a0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udr-0900000000-b19ea4150917a6bafd94Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-aec595a21a1484e269cbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kr-0900000000-a4ed5627231523db689bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-3c298e096851b5f5f3c6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0uk9-0900000000-431fc5e7bd81c6899b0dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-0900000000-13dd05855689717c2226Spectrum
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 IDFDB013759
KNApSAcK IDC00037531
Chemspider ID10137
KEGG Compound IDC11938
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMyrtenol
METLIN IDNot Available
PubChem Compound10582
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
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.