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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:53:45 UTC
Update Date2022-03-07 02:53:36 UTC
HMDB IDHMDB0033104
Secondary Accession Numbers
  • HMDB33104
Metabolite Identification
Common NameCalamensesquiterpinenol
DescriptionCalamensesquiterpinenol, also known as calamenone, belongs to the class of organic compounds known as cyclic alcohols and derivatives. These are organic compounds containing an aliphatic ring substituted with at least one hydroxyl group. Calamensesquiterpinenol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, calamensesquiterpinenol has been detected, but not quantified in, herbs and spices and root vegetables. This could make calamensesquiterpinenol a potential biomarker for the consumption of these foods.
Structure
Data?1563862353
Synonyms
ValueSource
10-Hydroxy-2,6,6,8-tetramethyltricyclo[6.2.1.01,5]undecan-7-oneHMDB
CalamenoneHMDB
Chemical FormulaC15H24O2
Average Molecular Weight236.3499
Monoisotopic Molecular Weight236.177630012
IUPAC Name10-hydroxy-2,6,6,8-tetramethyltricyclo[6.2.1.0¹,⁵]undecan-7-one
Traditional Name10-hydroxy-2,6,6,8-tetramethyltricyclo[6.2.1.0¹,⁵]undecan-7-one
CAS Registry Number156158-90-6
SMILES
CC1CCC2C11CC(C)(CC1O)C(=O)C2(C)C
InChI Identifier
InChI=1S/C15H24O2/c1-9-5-6-10-13(2,3)12(17)14(4)7-11(16)15(9,10)8-14/h9-11,16H,5-8H2,1-4H3
InChI KeyDDUWSZBURGHFEW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cyclic alcohols and derivatives. These are organic compounds containing an aliphatic ring substituted with at least one hydroxyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentCyclic alcohols and derivatives
Alternative Parents
Substituents
  • Cyclic alcohol
  • Secondary alcohol
  • Ketone
  • Organic oxide
  • Hydrocarbon derivative
  • Carbonyl group
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.11 g/LALOGPS
logP2.65ALOGPS
logP3.13ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)14.65ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity67.03 m³·mol⁻¹ChemAxon
Polarizability27.23 ųChemAxon
Number of Rings3ChemAxon
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]+158.20231661259
DarkChem[M-H]-152.65231661259
DeepCCS[M-2H]-192.74730932474
DeepCCS[M+Na]+168.31230932474
AllCCS[M+H]+155.732859911
AllCCS[M+H-H2O]+152.232859911
AllCCS[M+NH4]+159.032859911
AllCCS[M+Na]+160.032859911
AllCCS[M-H]-162.832859911
AllCCS[M+Na-2H]-163.032859911
AllCCS[M+HCOO]-163.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
CalamensesquiterpinenolCC1CCC2C11CC(C)(CC1O)C(=O)C2(C)C2467.9Standard polar33892256
CalamensesquiterpinenolCC1CCC2C11CC(C)(CC1O)C(=O)C2(C)C1719.3Standard non polar33892256
CalamensesquiterpinenolCC1CCC2C11CC(C)(CC1O)C(=O)C2(C)C1736.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Calamensesquiterpinenol,1TMS,isomer #1CC1CCC2C(C)(C)C(=O)C3(C)CC(O[Si](C)(C)C)C12C31834.3Semi standard non polar33892256
Calamensesquiterpinenol,1TBDMS,isomer #1CC1CCC2C(C)(C)C(=O)C3(C)CC(O[Si](C)(C)C(C)(C)C)C12C32102.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Calamensesquiterpinenol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4l-6490000000-11c6ec2eb6a31badf1712017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Calamensesquiterpinenol GC-MS (1 TMS) - 70eV, Positivesplash10-006x-5290000000-13366b12b744b486d2432017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Calamensesquiterpinenol 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 - Calamensesquiterpinenol 10V, Positive-QTOFsplash10-014r-0090000000-55664f6bf063408495302016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Calamensesquiterpinenol 20V, Positive-QTOFsplash10-014r-1490000000-2558b5705a2419a3bb962016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Calamensesquiterpinenol 40V, Positive-QTOFsplash10-0zfv-8930000000-dbd42febf527da6d7cd32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Calamensesquiterpinenol 10V, Negative-QTOFsplash10-000i-0090000000-661b5b21756106a262592016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Calamensesquiterpinenol 20V, Negative-QTOFsplash10-000i-0090000000-3e4e222ab567fb09f1002016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Calamensesquiterpinenol 40V, Negative-QTOFsplash10-014i-5790000000-1dccf8470860aca54f482016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Calamensesquiterpinenol 10V, Negative-QTOFsplash10-000i-0090000000-c0031dc201eac6b6350a2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Calamensesquiterpinenol 20V, Negative-QTOFsplash10-000i-0090000000-c0031dc201eac6b6350a2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Calamensesquiterpinenol 40V, Negative-QTOFsplash10-000i-1090000000-d921cfee5fad47c89ee92021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Calamensesquiterpinenol 10V, Positive-QTOFsplash10-00kr-0090000000-62abff0d50ed7be4c17e2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Calamensesquiterpinenol 20V, Positive-QTOFsplash10-000i-1390000000-6c04b44f1aea560a0c362021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Calamensesquiterpinenol 40V, Positive-QTOFsplash10-052o-8970000000-037ffbcaad490c852a7b2021-09-25Wishart 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 IDFDB011100
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound75250012
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. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .