Hmdb loader
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2013-03-07 21:36:15 UTC
Update Date2021-09-14 15:45:23 UTC
HMDB IDHMDB0059910
Secondary Accession Numbers
  • HMDB59910
Metabolite Identification
Common Name(E)-Calamene
DescriptionCalamene is a metabolite of plant Turnera diffusa. Turnera diffusa (Damiana, Mexican holly, Old Woman's Broom) is a small shrub of the family Tuneraceae. T. diffusa is native to both Central and South America and now commercially cultivated in Bolivia and Mexico. The leaf includes volatile oils (1,8-cineole, p-cymene, alpha- and beta-pinene, thymol, alpha-copaene, and calamene); luteolin; tannins, flavonoids (arbutin, acacetin, apigenin and pinocembrin), beta-sitosterol, damianin, and the cyanogenic glycoside tetraphyllin B. (www.globinmed.com)
Structure
Data?1563865990
Synonyms
ValueSource
1,6-Dimethyl-4-isopropyltetralinHMDB
1,6-Dimethyl-4-propan-2-yl-1,2,3,4-tetrahydronaphthaleneHMDB
CalameneneMeSH
(7R,10R)-CalameneneMeSH
Chemical FormulaC15H22
Average Molecular Weight202.3352
Monoisotopic Molecular Weight202.172150704
IUPAC Name1,6-dimethyl-4-(propan-2-yl)-1,2,3,4-tetrahydronaphthalene
Traditional Name4-isopropyl-1,6-dimethyl-1,2,3,4-tetrahydronaphthalene
CAS Registry Number1406-50-4
SMILES
CC(C)C1CCC(C)C2=CC=C(C)C=C12
InChI Identifier
InChI=1S/C15H22/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h5,7,9-10,12-13H,6,8H2,1-4H3
InChI KeyPGTJIOWQJWHTJJ-UHFFFAOYSA-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 Parents
Substituents
  • Sesquiterpenoid
  • Cadinane sesquiterpenoid
  • Tetralin
  • Benzenoid
  • Aromatic hydrocarbon
  • Polycyclic hydrocarbon
  • Unsaturated hydrocarbon
  • Hydrocarbon
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic 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 Solubility0.00016 g/LALOGPS
logP5.6ALOGPS
logP5.24ChemAxon
logS-6.1ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity66.83 m³·mol⁻¹ChemAxon
Polarizability25.69 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+148.38931661259
DarkChem[M-H]-143.8531661259
DeepCCS[M-2H]-184.45930932474
DeepCCS[M+Na]+159.99730932474
AllCCS[M+H]+144.332859911
AllCCS[M+H-H2O]+140.232859911
AllCCS[M+NH4]+148.232859911
AllCCS[M+Na]+149.332859911
AllCCS[M-H]-154.932859911
AllCCS[M+Na-2H]-155.232859911
AllCCS[M+HCOO]-155.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(E)-CalameneCC(C)C1CCC(C)C2=CC=C(C)C=C121766.1Standard polar33892256
(E)-CalameneCC(C)C1CCC(C)C2=CC=C(C)C=C121489.5Standard non polar33892256
(E)-CalameneCC(C)C1CCC(C)C2=CC=C(C)C=C121520.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (E)-Calamene GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-1900000000-e2eb7825acd61ff8730a2017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (E)-Calamene 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 - (E)-Calamene 10V, Positive-QTOFsplash10-0udi-0290000000-3833d3353a63006060a02016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Calamene 20V, Positive-QTOFsplash10-0pba-5920000000-aeba5b60d7356802a8ca2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Calamene 40V, Positive-QTOFsplash10-0670-9700000000-812a7722433301fdc32d2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Calamene 10V, Negative-QTOFsplash10-0udi-0090000000-54b3223e470f6dfbf6d12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Calamene 20V, Negative-QTOFsplash10-0udi-0090000000-137b222230d90faadf012016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Calamene 40V, Negative-QTOFsplash10-0kg9-0910000000-daf126c6cab0a4419b5d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Calamene 10V, Positive-QTOFsplash10-0udi-0690000000-465d1e62b91a23dd1b222021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Calamene 20V, Positive-QTOFsplash10-0006-9620000000-2a3ae08008386dead2002021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Calamene 40V, Positive-QTOFsplash10-0006-9200000000-9676c61135ebdcd2e09e2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Calamene 10V, Negative-QTOFsplash10-0udi-0090000000-0b1ac00c3b3c6c0a73b92021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Calamene 20V, Negative-QTOFsplash10-0udi-0090000000-e36b31b780642666a7632021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Calamene 40V, Negative-QTOFsplash10-052f-0900000000-c435c46e2d5fabf5807c2021-10-12Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
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 IDFDB003841
KNApSAcK IDNot Available
Chemspider ID9807
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10224
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. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.