Record Information
Version1.0
Creation date2011-06-09 23:26:07 UTC
Update date2019-11-26 03:20:59 UTC
Primary IDFDB021860
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(-)-beta-Phellandrene
Description(-)-beta-Phellandrene belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Thus, (-)-beta-phellandrene is considered to be an isoprenoid lipid molecule (-)-beta-Phellandrene is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
CAS Number6153-17-9
Structure
Thumb
Synonyms
SynonymSource
(+)-p-Mentha-1(7),2-dieneChEBI
(S)-3-Isopropyl-6-methylenecyclohexeneChEBI
(-)-b-PhellandreneGenerator
(-)-Β-phellandreneGenerator
(-)-p-Mentha-1(7),2-dieneHMDB
(3R)-3-Isopropyl-6-methylenecyclohexeneHMDB
(4R)-p-Mentha-1(7),2-dieneHMDB
(6R)-3-Methylidene-6-(propan-2-yl)cyclohex-1-eneHMDB
(R)-3-Isopropyl-6-methylenecyclohexeneHMDB
L-beta-PhellandreneHMDB
(+)-b-PhellandreneGenerator
(+)-Β-phellandreneGenerator
(-)-3-Methylene-6-(1-methylethyl)cyclohexeneChEBI
(-)-beta-Phellandrenemanual
(-)-β-phellandreneGenerator
(R)-p-Mentha-1(7),2-dienemanual
b-Phellandrene L-formGenerator
beta-Phellandrene L-formChEBI
β-phellandrene L-formGenerator
Predicted Properties
PropertyValueSource
Water Solubility0.034 g/LALOGPS
logP3.98ALOGPS
logP3.26ChemAxon
logS-3.6ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity46.75 m³·mol⁻¹ChemAxon
Polarizability17.22 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC10H16
IUPAC name(6S)-3-methylidene-6-(propan-2-yl)cyclohex-1-ene
InChI IdentifierInChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,6,8,10H,3,5,7H2,1-2H3/t10-/m0/s1
InChI KeyLFJQCDVYDGGFCH-JTQLQIEISA-N
Isomeric SMILES[H][C@]1(CCC(=C)C=C1)C(C)C
Average Molecular Weight136.234
Monoisotopic Molecular Weight136.125200512
Classification
Description belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentMenthane monoterpenoids
Alternative Parents
Substituents
  • P-menthane monoterpenoid
  • Monocyclic monoterpenoid
  • Branched unsaturated hydrocarbon
  • Cycloalkene
  • Cyclic olefin
  • Unsaturated aliphatic hydrocarbon
  • Unsaturated hydrocarbon
  • Olefin
  • Hydrocarbon
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionOilDFC
Mass CompositionC 88.16%; H 11.84%DFC
Melting PointNot Available
Boiling PointBp 172-174°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]D -74.4DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive Indexn20D 1.4826DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9100000000-713c1b25c4555f3e77f2JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-2900000000-f7f288db31b30052203dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-9600000000-48905d36448ddbdd3f79JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-1000-9100000000-344480f8a40ee3d9f098JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-2950ad058f77d7bc9f76JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-2146d0245e5c9841d77bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014r-7900000000-7c7a8d3355c299f4c547JSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-0006-9100000000-e24239e4ab38fb2abd26JSpectraViewer | MoNA
ChemSpider ID391433
ChEMBL IDNot Available
KEGG Compound IDC11392
Pubchem Compound ID443161
Pubchem Substance IDNot Available
ChEBI ID129
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB41633
CRC / DFC (Dictionary of Food Compounds) IDJXJ81-P:JSV16-Y
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00010873
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDPhellandrene
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.