Hmdb loader
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 23:27:03 UTC
Update Date2022-03-07 02:55:39 UTC
HMDB IDHMDB0038168
Secondary Accession Numbers
  • HMDB38168
Metabolite Identification
Common Namegamma-Himachalene
Descriptiongamma-Himachalene, also known as γ-himachalene, belongs to the class of organic compounds known as himachalane and lippifoliane sesquiterpenoids. These are sesquiterpenoids with a structure based on either the himachalane or the lippifoliane skeleton. Thus, gamma-himachalene is considered to be an isoprenoid. Based on a literature review a significant number of articles have been published on gamma-Himachalene.
Structure
Data?1563863151
Synonyms
ValueSource
g-HimachaleneGenerator
Γ-himachaleneGenerator
(1R,6S)-gamma-HimachaleneHMDB
Himachal-4,10-dieneHMDB
Chemical FormulaC15H24
Average Molecular Weight204.357
Monoisotopic Molecular Weight204.187800773
IUPAC Name3,5,5,9-tetramethyl-2,4a,5,6,7,9a-hexahydro-1H-benzo[7]annulene
Traditional Namegamma-himachalene
CAS Registry Number53111-25-4
SMILES
CC1=CC2C(CC1)C(C)=CCCC2(C)C
InChI Identifier
InChI=1S/C15H24/c1-11-7-8-13-12(2)6-5-9-15(3,4)14(13)10-11/h6,10,13-14H,5,7-9H2,1-4H3
InChI KeyPUWNTRHCKNHSAT-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as himachalane and lippifoliane sesquiterpenoids. These are sesquiterpenoids with a structure based on either the himachalane or the lippifoliane skeleton.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassSesquiterpenoids
Direct ParentHimachalane and lippifoliane sesquiterpenoids
Alternative Parents
Substituents
  • Himachalane sesquiterpenoid
  • Branched unsaturated hydrocarbon
  • Polycyclic hydrocarbon
  • Cyclic olefin
  • Unsaturated aliphatic hydrocarbon
  • Unsaturated hydrocarbon
  • Olefin
  • Hydrocarbon
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point267.00 to 268.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0.058 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP6.478 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0085 g/LALOGPS
logP5.57ALOGPS
logP4.46ChemAxon
logS-4.4ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity68.52 m³·mol⁻¹ChemAxon
Polarizability26.01 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]+150.34731661259
DarkChem[M-H]-146.2731661259
DeepCCS[M+H]+151.03230932474
DeepCCS[M-H]-148.65930932474
DeepCCS[M-2H]-182.74730932474
DeepCCS[M+Na]+157.48830932474
AllCCS[M+H]+146.232859911
AllCCS[M+H-H2O]+142.232859911
AllCCS[M+NH4]+150.032859911
AllCCS[M+Na]+151.132859911
AllCCS[M-H]-156.432859911
AllCCS[M+Na-2H]-156.932859911
AllCCS[M+HCOO]-157.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
gamma-HimachaleneCC1=CC2C(CC1)C(C)=CCCC2(C)C1716.9Standard polar33892256
gamma-HimachaleneCC1=CC2C(CC1)C(C)=CCCC2(C)C1491.1Standard non polar33892256
gamma-HimachaleneCC1=CC2C(CC1)C(C)=CCCC2(C)C1477.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Himachalene GC-MS (Non-derivatized) - 70eV, Positivesplash10-01p2-1900000000-38b6680cd70b73d40c7b2017-07-27Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Himachalene GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Himachalene 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 - gamma-Himachalene 10V, Positive-QTOFsplash10-0a4i-0290000000-a81f2e021a74d7e7a2bc2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Himachalene 20V, Positive-QTOFsplash10-0a4i-3950000000-30bb0ea9f97a24b0a0902015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Himachalene 40V, Positive-QTOFsplash10-029i-4900000000-3b643f45a326a4f18f4c2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Himachalene 10V, Negative-QTOFsplash10-0udi-0090000000-080d7272458a2c9e6cb32015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Himachalene 20V, Negative-QTOFsplash10-0udi-0190000000-77f27cd1c1698ff65b652015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Himachalene 40V, Negative-QTOFsplash10-01y9-1900000000-3b07b289b9d6c277e8692015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Himachalene 10V, Positive-QTOFsplash10-0a4i-0190000000-8239d79b18cfbbeb11762021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Himachalene 20V, Positive-QTOFsplash10-052n-7930000000-5710676bde45ab96a8e82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Himachalene 40V, Positive-QTOFsplash10-0006-9300000000-67cc55866990b74ec7642021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Himachalene 10V, Negative-QTOFsplash10-0udi-0090000000-7ccf03fa1149a1e9f55f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Himachalene 20V, Negative-QTOFsplash10-0udi-0090000000-7ccf03fa1149a1e9f55f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Himachalene 40V, Negative-QTOFsplash10-0udi-0390000000-223e3a6874c2b06b65692021-09-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB017399
KNApSAcK IDC00021310
Chemspider ID501668
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound577062
PDB IDNot Available
ChEBI ID49224
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1442231
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.