(R)-alpha-Phellandrene (CHEM019389)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 06:04:17 UTC
Update Date2016-11-09 01:15:59 UTC
Accession NumberCHEM019389
Identification
Common Name(R)-alpha-Phellandrene
ClassSmall Molecule
DescriptionThe (R)-(-)-stereoisomer of alpha-phellandrene.
Contaminant Sources
  • FooDB Chemicals
  • HMDB Contaminants - Feces
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(4R)-p-Mentha-1(6),2-dieneChEBI
(5R)-2-Methyl-5-(1-methylethyl)-1,3-cyclohexadieneChEBI
(5R)-5-Isopropyl-2-methylcyclohexa-1,3-dieneChEBI
(R)-(-)-alpha-PhellandreneChEBI
(R)-2-Methyl-5-(1-methylethyl)-1,3-cyclohexadieneChEBI
(R)-5-Isopropyl-2-methylcyclohexa-1,3-dieneChEBI
alpha-Phellandrene L-formChEBI
(R)-(-)-a-PhellandreneGenerator
(R)-(-)-Α-phellandreneGenerator
a-Phellandrene L-formGenerator
Α-phellandrene L-formGenerator
(R)-a-PhellandreneGenerator
(R)-Α-phellandreneGenerator
(-)-alpha-PhellandreneHMDB
(4R)-P-Mentha-1,5-dieneHMDB
(5R)-2-Methyl-5-(propan-2-yl)cyclohexa-1,3-dieneHMDB
(R)-5-Isopropyl-2-methyl-1,3-cyclohexadieneHMDB
l-alpha-PhellandreneHMDB
(-)-p-Mentha-1,5-dienePhytoBank
(R)-(-)-p-Mentha-1,5-dienePhytoBank
(-)-(R)-alpha-PhellandrenePhytoBank
(-)-(R)-α-PhellandrenePhytoBank
(-)-α-PhellandrenePhytoBank
(R)-alpha-PhellandrenePhytoBank
l-α-PhellandrenePhytoBank
p-Mentha-1,5-dienePhytoBank
2-Methyl-5-(1-methylethyl)-1,3-cyclohexadienePhytoBank
(±)-alpha-PhellandrenePhytoBank
(±)-α-PhellandrenePhytoBank
alpha-PhellandrenePhytoBank
5-Isopropyl-2-methyl-1,3-cyclohexadienePhytoBank
6-Isopropyl-3-methyl-1,3-CyclohexadienePhytoBank
MenthadienePhytoBank
Chemical FormulaC10H16
Average Molecular Mass136.234 g/mol
Monoisotopic Mass136.125 g/mol
CAS Registry Number4221-98-1
IUPAC Name(5R)-2-methyl-5-(propan-2-yl)cyclohexa-1,3-diene
Traditional Namephellandrene
SMILES[H][C@@]1(CC=C(C)C=C1)C(C)C
InChI IdentifierInChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4-6,8,10H,7H2,1-3H3/t10-/m1/s1
InChI KeyOGLDWXZKYODSOB-SNVBAGLBSA-N
Chemical Taxonomy
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
  • Cyclic olefin
  • Unsaturated aliphatic hydrocarbon
  • Unsaturated hydrocarbon
  • Olefin
  • Hydrocarbon
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.13 g/LALOGPS
logP4.29ALOGPS
logP3.21ChemAxon
logS-3ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity47.82 m³·mol⁻¹ChemAxon
Polarizability17.61 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9100000000-0fe1966be3faee829decSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-2900000000-84435206059b57657bffSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-9600000000-f16481e876627d7d4bdfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-1000-9100000000-6993cdda47b7e020b82dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-380abae33f914a4d4001Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-099421ca3a157c7e1c71Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00ku-7900000000-58a61cb646aec7493928Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000m-9500000000-57eb4e7b936ea365be20Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-002f-9000000000-7265bcee351c38f0f79cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00ou-9000000000-0d460f957e928551b42cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-a013b4ae27f975ab5621Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-a013b4ae27f975ab5621Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0uxr-9000000000-5a30982006f09d04cfc8Spectrum
MSMass Spectrum (Electron Ionization)splash10-0006-9000000000-eda8653d772465888f3bSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0035851
FooDB IDFDB014630
Phenol Explorer IDNot Available
KNApSAcK IDC00003051
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID390915
ChEBI ID301
PubChem Compound ID442482
Kegg Compound IDC09875
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=16780354
2. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9.
3. 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.
4. 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.
5. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621.
6. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.
7. The lipid handbook with CD-ROM