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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:26:56 UTC
Update Date2022-03-07 02:55:39 UTC
HMDB IDHMDB0038166
Secondary Accession Numbers
  • HMDB38166
Metabolite Identification
Common NameBicycloelemene
DescriptionBicycloelemene belongs to the class of organic compounds known as elemane sesquiterpenoids. These are sesquiterpenoids with a structure based on the elemane skeleton. Elemane is a monocyclic compound consisting of a cyclohexane ring substituted with a methyl group, an ethyl group, and two 1-methylethyl groups at the 1-, 1-, 2-, and 4-position, respectively. Based on a literature review a significant number of articles have been published on Bicycloelemene.
Structure
Data?1563863150
Synonyms
ValueSource
(-)-BicycloelemeneHMDB
2-Isopropenyl-3-methyl-3-vinylbicyclo[4.1.0]heptaneHMDB
3-Ethenyl-3,7,7-trimethyl-2-(1-methylethenyl)bicyclo[4.1.0]heptane, 9ciHMDB
Chemical FormulaC15H24
Average Molecular Weight204.3511
Monoisotopic Molecular Weight204.187800768
IUPAC Name3-ethenyl-3,7,7-trimethyl-2-(prop-1-en-2-yl)bicyclo[4.1.0]heptane
Traditional Name3-ethenyl-3,7,7-trimethyl-2-(prop-1-en-2-yl)bicyclo[4.1.0]heptane
CAS Registry Number32531-56-9
SMILES
CC(=C)C1C2C(CCC1(C)C=C)C2(C)C
InChI Identifier
InChI=1S/C15H24/c1-7-15(6)9-8-11-13(14(11,4)5)12(15)10(2)3/h7,11-13H,1-2,8-9H2,3-6H3
InChI KeyLKQMMFFQYMYQOJ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as elemane sesquiterpenoids. These are sesquiterpenoids with a structure based on the elemane skeleton. Elemane is a monocyclic compound consisting of a cyclohexane ring substituted with a methyl group, an ethyl group, and two 1-methylethyl groups at the 1-, 1-, 2-, and 4-position, respectively.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassSesquiterpenoids
Direct ParentElemane sesquiterpenoids
Alternative Parents
Substituents
  • Elemane sesquiterpenoid
  • Branched unsaturated hydrocarbon
  • Polycyclic hydrocarbon
  • Cyclic olefin
  • Unsaturated aliphatic hydrocarbon
  • Unsaturated hydrocarbon
  • Olefin
  • Hydrocarbon
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point278.00 to 279.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0.045 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP6.612 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0011 g/LALOGPS
logP4.09ALOGPS
logP4.32ChemAxon
logS-5.2ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity66.47 m³·mol⁻¹ChemAxon
Polarizability25.8 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]+147.72431661259
DarkChem[M-H]-142.01631661259
DeepCCS[M+H]+153.95530932474
DeepCCS[M-H]-151.58630932474
DeepCCS[M-2H]-185.00930932474
DeepCCS[M+Na]+160.03830932474
AllCCS[M+H]+145.732859911
AllCCS[M+H-H2O]+141.932859911
AllCCS[M+NH4]+149.332859911
AllCCS[M+Na]+150.332859911
AllCCS[M-H]-156.232859911
AllCCS[M+Na-2H]-156.732859911
AllCCS[M+HCOO]-157.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
BicycloelemeneCC(=C)C1C2C(CCC1(C)C=C)C2(C)C1462.7Standard polar33892256
BicycloelemeneCC(=C)C1C2C(CCC1(C)C=C)C2(C)C1341.6Standard non polar33892256
BicycloelemeneCC(=C)C1C2C(CCC1(C)C=C)C2(C)C1344.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Bicycloelemene GC-MS (Non-derivatized) - 70eV, Positivesplash10-01qj-6900000000-f8043fa9dcf76bce49fe2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bicycloelemene GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bicycloelemene 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 - Bicycloelemene 10V, Positive-QTOFsplash10-0a4i-1490000000-933a7054850e524ad2642016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bicycloelemene 20V, Positive-QTOFsplash10-0bti-5930000000-606d920bf35fad00d3482016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bicycloelemene 40V, Positive-QTOFsplash10-0uxr-9300000000-62d567265e2e1c3e69e12016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bicycloelemene 10V, Negative-QTOFsplash10-0udi-0090000000-8f2b9999a3e3545a55cb2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bicycloelemene 20V, Negative-QTOFsplash10-0udi-0190000000-b6f758f4fb9154a1897f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bicycloelemene 40V, Negative-QTOFsplash10-000i-2910000000-f4e8895ae9dde87c4a8b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bicycloelemene 10V, Negative-QTOFsplash10-0udi-0090000000-7ccf03fa1149a1e9f55f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bicycloelemene 20V, Negative-QTOFsplash10-0udi-0090000000-37d29577a7f72965f1e42021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bicycloelemene 40V, Negative-QTOFsplash10-0udr-0930000000-ab6a012c7decf5e0a28c2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bicycloelemene 10V, Positive-QTOFsplash10-0a4j-7940000000-0a69ccd6b6f96ac19c302021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bicycloelemene 20V, Positive-QTOFsplash10-0560-9300000000-c823e8d6a24c004fa9642021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bicycloelemene 40V, Positive-QTOFsplash10-0006-9100000000-433370227f289282a0152021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • 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 IDFDB017397
KNApSAcK IDC00011971
Chemspider ID35014525
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound76419358
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1561591
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.