Record Information
Version1.0
Creation date2010-04-08 22:11:37 UTC
Update date2018-05-29 01:16:43 UTC
Primary IDFDB015054
Secondary Accession Numbers
  • FDB021850
Chemical Information
FooDB Name(+)-alpha-Bisabolol
DescriptionConstituent of essential oil of Populus balsamifera (balsam poplar). (+)-alpha-Bisabolol is found in german camomile.
CAS Number23178-88-3
Structure
Thumb
Synonyms
SynonymSource
Bisabolol, (+)-isomerHMDB
BisabololMeSH
(+)-(1'R,2R)-alpha-BisabololHMDB
(+)-(1'R,2R)-α-BisabololHMDB
(+)-(1’R,2R)-α-BisabololHMDB
(+)-6R,7R-alpha-BisabololHMDB
(+)-6R,7R-α-BisabololHMDB
(+)-alpha-BisabololHMDB
(+)-α-BisabololHMDB
(alphaR,1R)-alpha,4-Dimethyl-alpha-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-methanolHMDB
(αR,1R)-α,4-Dimethyl-α-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-methanolHMDB
alpha-(+)-BisabololHMDB
d-alpha-BisabololHMDB
d-α-BisabololHMDB
α-(+)-BisabololHMDB
(+)-a-Bisabololdb_source
3-Cyclohexene-1-methanol, alpha,4-dimethyl-alpha-(4-methyl-3-penten-1-yl)-, (alphaR,1R)-manual
alpha,4-Dimethyl-alpha-(4-methyl-3-penten-1-yl)-(alphar,1R)-3-cyclohexene-1-methanolHMDB
D-alpha-Bisabololmanual
Predicted Properties
PropertyValueSource
logP3.91ChemAxon
pKa (Strongest Basic)-0.47ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity72.19 m³·mol⁻¹ChemAxon
Polarizability27.86 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC15H26O
IUPAC name(2R)-6-methyl-2-[(1R)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-ol
InChI IdentifierInChI=1S/C15H26O/c1-12(2)6-5-11-15(4,16)14-9-7-13(3)8-10-14/h6-7,14,16H,5,8-11H2,1-4H3/t14-,15+/m0/s1
InChI KeyRGZSQWQPBWRIAQ-LSDHHAIUSA-N
Isomeric SMILES[H][C@]1(CCC(C)=CC1)[C@](C)(O)CCC=C(C)C
Average Molecular Weight222.3663
Monoisotopic Molecular Weight222.198365454
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 Parents
Substituents
  • Bisabolane sesquiterpenoid
  • Sesquiterpenoid
  • Tertiary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 81.02%; H 11.78%; O 7.19%DFC
Melting PointNot Available
Boiling PointBp12 154-156°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]23D +53.8 (c, 2.6 in CHCl3)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
ChemSpider ID1266723
ChEMBL IDCHEMBL1171719
KEGG Compound IDNot Available
Pubchem Compound ID1549992
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36198
CRC / DFC (Dictionary of Food Compounds) IDJXZ00-S:JXZ02-U
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00003103
HET IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDBisabolol
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.