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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:38:18 UTC
Update Date2022-03-07 02:55:18 UTC
HMDB IDHMDB0037393
Secondary Accession Numbers
  • HMDB37393
Metabolite Identification
Common Name(3xi,7(11)Z)-7(11)-Copaene-4,12-diol
Description(3xi,7(11)Z)-7(11)-Copaene-4,12-diol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units (3xi,7(11)Z)-7(11)-Copaene-4,12-diol is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563863023
SynonymsNot Available
Chemical FormulaC15H24O2
Average Molecular Weight236.3499
Monoisotopic Molecular Weight236.177630012
IUPAC Name(8E)-8-(1-hydroxypropan-2-ylidene)-1,3-dimethyltricyclo[4.4.0.0²,⁷]decan-3-ol
Traditional Name(8E)-8-(1-hydroxypropan-2-ylidene)-1,3-dimethyltricyclo[4.4.0.0²,⁷]decan-3-ol
CAS Registry NumberNot Available
SMILES
C\C(CO)=C1\CCC2(C)C3CCC(C)(O)C2C13
InChI Identifier
InChI=1S/C15H24O2/c1-9(8-16)10-4-6-14(2)11-5-7-15(3,17)13(14)12(10)11/h11-13,16-17H,4-8H2,1-3H3/b10-9+
InChI KeyVCKNBYBUMOAFMV-MDZDMXLPSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassSesquiterpenoids
Direct ParentSesquiterpenoids
Alternative ParentsNot Available
SubstituentsNot Available
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 Solubility0.35 g/LALOGPS
logP1.38ALOGPS
logP1.45ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)16.88ChemAxon
pKa (Strongest Basic)-0.51ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity68.96 m³·mol⁻¹ChemAxon
Polarizability27.88 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+154.94731661259
DarkChem[M-H]-149.52331661259
DeepCCS[M-2H]-202.8530932474
DeepCCS[M+Na]+178.30830932474
AllCCS[M+H]+155.732859911
AllCCS[M+H-H2O]+152.132859911
AllCCS[M+NH4]+159.032859911
AllCCS[M+Na]+159.932859911
AllCCS[M-H]-163.232859911
AllCCS[M+Na-2H]-163.432859911
AllCCS[M+HCOO]-163.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(3xi,7(11)Z)-7(11)-Copaene-4,12-diolC\C(CO)=C1\CCC2(C)C3CCC(C)(O)C2C132935.4Standard polar33892256
(3xi,7(11)Z)-7(11)-Copaene-4,12-diolC\C(CO)=C1\CCC2(C)C3CCC(C)(O)C2C131944.3Standard non polar33892256
(3xi,7(11)Z)-7(11)-Copaene-4,12-diolC\C(CO)=C1\CCC2(C)C3CCC(C)(O)C2C131914.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(3xi,7(11)Z)-7(11)-Copaene-4,12-diol,1TMS,isomer #1C/C(CO[Si](C)(C)C)=C1/CCC2(C)C3CCC(C)(O)C2C132036.1Semi standard non polar33892256
(3xi,7(11)Z)-7(11)-Copaene-4,12-diol,1TMS,isomer #2C/C(CO)=C1/CCC2(C)C3CCC(C)(O[Si](C)(C)C)C2C131980.7Semi standard non polar33892256
(3xi,7(11)Z)-7(11)-Copaene-4,12-diol,2TMS,isomer #1C/C(CO[Si](C)(C)C)=C1/CCC2(C)C3CCC(C)(O[Si](C)(C)C)C2C132026.5Semi standard non polar33892256
(3xi,7(11)Z)-7(11)-Copaene-4,12-diol,1TBDMS,isomer #1C/C(CO[Si](C)(C)C(C)(C)C)=C1/CCC2(C)C3CCC(C)(O)C2C132307.8Semi standard non polar33892256
(3xi,7(11)Z)-7(11)-Copaene-4,12-diol,1TBDMS,isomer #2C/C(CO)=C1/CCC2(C)C3CCC(C)(O[Si](C)(C)C(C)(C)C)C2C132241.5Semi standard non polar33892256
(3xi,7(11)Z)-7(11)-Copaene-4,12-diol,2TBDMS,isomer #1C/C(CO[Si](C)(C)C(C)(C)C)=C1/CCC2(C)C3CCC(C)(O[Si](C)(C)C(C)(C)C)C2C132501.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (3xi,7(11)Z)-7(11)-Copaene-4,12-diol GC-MS (Non-derivatized) - 70eV, Positivesplash10-00b9-3960000000-7aa75bc5655fe66745bf2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (3xi,7(11)Z)-7(11)-Copaene-4,12-diol GC-MS (2 TMS) - 70eV, Positivesplash10-016r-8389000000-5b5f9f86b5aa540b094a2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (3xi,7(11)Z)-7(11)-Copaene-4,12-diol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (3xi,7(11)Z)-7(11)-Copaene-4,12-diol 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 - (3xi,7(11)Z)-7(11)-Copaene-4,12-diol 10V, Positive-QTOFsplash10-014r-0190000000-41ddd38c02db534283362016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3xi,7(11)Z)-7(11)-Copaene-4,12-diol 20V, Positive-QTOFsplash10-0gb9-1390000000-5296be2f4682433bd1d12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3xi,7(11)Z)-7(11)-Copaene-4,12-diol 40V, Positive-QTOFsplash10-0udi-0590000000-57f4dda8b4d54422a93d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3xi,7(11)Z)-7(11)-Copaene-4,12-diol 10V, Negative-QTOFsplash10-000i-0090000000-b17f054d876ca6752d932016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3xi,7(11)Z)-7(11)-Copaene-4,12-diol 20V, Negative-QTOFsplash10-00kr-0290000000-df16a3dd43e7bae728b92016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3xi,7(11)Z)-7(11)-Copaene-4,12-diol 40V, Negative-QTOFsplash10-0550-2940000000-5f17750703263d01fba42016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3xi,7(11)Z)-7(11)-Copaene-4,12-diol 10V, Positive-QTOFsplash10-00p0-0790000000-952f5dff205a0aadc62f2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3xi,7(11)Z)-7(11)-Copaene-4,12-diol 20V, Positive-QTOFsplash10-0gb9-0190000000-7898245fb5b463b872c62021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3xi,7(11)Z)-7(11)-Copaene-4,12-diol 40V, Positive-QTOFsplash10-004i-1930000000-4af8bb09331fd631ebb02021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3xi,7(11)Z)-7(11)-Copaene-4,12-diol 10V, Negative-QTOFsplash10-000i-0090000000-c0031dc201eac6b6350a2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3xi,7(11)Z)-7(11)-Copaene-4,12-diol 20V, Negative-QTOFsplash10-000i-0090000000-c0031dc201eac6b6350a2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3xi,7(11)Z)-7(11)-Copaene-4,12-diol 40V, Negative-QTOFsplash10-0019-0090000000-27353df5e547181197a82021-09-25Wishart 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 IDFDB016436
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131752182
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.