Record Information
Version1.0
Creation date2010-04-08 22:13:03 UTC
Update date2018-01-23 19:52:13 UTC
Primary IDFDB017384
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namebeta-Bourbonene
DescriptionFlavouring agent. beta-Bourbonene is found in many foods, some of which are rosemary, common oregano, sweet basil, and winter savory.
CAS Number5208-59-3
Structure
Thumb
Synonyms
SynonymSource
b-BourboneneGenerator
Β-bourboneneGenerator
(-)-beta-BourboneneHMDB
beta-BourbeneneHMDB
(-)-β-bourbonenebiospider
β-bourbenenebiospider
β-bourbonenebiospider
Predicted Properties
PropertyValueSource
Water Solubility0.0024 g/LALOGPS
logP3.47ALOGPS
logP4.15ChemAxon
logS-4.9ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity64.7 m³·mol⁻¹ChemAxon
Polarizability25.86 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC15H24
IUPAC name1-methyl-5-methylidene-8-(propan-2-yl)tricyclo[5.3.0.0²,⁶]decane
InChI IdentifierInChI=1S/C15H24/c1-9(2)11-7-8-15(4)12-6-5-10(3)13(12)14(11)15/h9,11-14H,3,5-8H2,1-2,4H3
InChI KeyYIRAHEODBQONHI-UHFFFAOYSA-N
Isomeric SMILESCC(C)C1CCC2(C)C3CCC(=C)C3C12
Average Molecular Weight204.3511
Monoisotopic Molecular Weight204.187800768
Classification
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 ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 88.16%; H 11.84%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]20D -92.12DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
ChemSpider ID287163
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID324224
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB38155
CRC / DFC (Dictionary of Food Compounds) IDKXL42-Z:KXL42-Z
EAFUS ID364
Dr. Duke IDBETA-BOURBONENE
BIGG IDNot Available
KNApSAcK IDC00021884
HET IDNot Available
Flavornet ID5208-59-3
GoodScent IDrw1039751
SuperScent IDNot Available
Wikipedia IDNot Available
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
Flavours
FlavorCitations
herb
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
herbal
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
woody
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General Reference
  1. J. Krepinský et al., “The structure and absolute configuration of [alpha]- and [beta]-bourbonene, sesquiterpenic hydrocarbons from the essential oil of geranium bourbon,” Tetrahedron 22, no. Supplement 8 (1966): 53-70. Article [Isolation]
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.