Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:10:39 UTC
Update Date2022-03-07 02:54:47 UTC
HMDB IDHMDB0036111
Secondary Accession Numbers
  • HMDB36111
Metabolite Identification
Common Namebeta-Bisabolol
Descriptionbeta-Bisabolol, also known as β-bisabolol, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on beta-Bisabolol.
Structure
Data?1563862822
Synonyms
ValueSource
b-BisabololGenerator
Β-bisabololGenerator
1-[(1S)-1,5-Dimethyl-4-hexen-1-yl]-4-methyl-(1S)-3-cyclohexen-1-olHMDB
3-Cyclohexen-1-ol, 1-(1,5-dimethyl-4-hexenyl)-4-methyl- (8ci)HMDB
beta -BisabololHMDB
Chemical FormulaC15H26O
Average Molecular Weight222.3663
Monoisotopic Molecular Weight222.198365454
IUPAC Name(1S)-4-methyl-1-[(2S)-6-methylhept-5-en-2-yl]cyclohex-3-en-1-ol
Traditional Name(1S)-4-methyl-1-[(2S)-6-methylhept-5-en-2-yl]cyclohex-3-en-1-ol
CAS Registry Number15352-77-9
SMILES
C[C@@H](CCC=C(C)C)[C@]1(O)CCC(C)=CC1
InChI Identifier
InChI=1S/C15H26O/c1-12(2)6-5-7-14(4)15(16)10-8-13(3)9-11-15/h6,8,14,16H,5,7,9-11H2,1-4H3/t14-,15+/m0/s1
InChI KeyWTVHAMTYZJGJLJ-LSDHHAIUSA-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
  • Bisabolane sesquiterpenoid
  • Sesquiterpenoid
  • Tertiary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point305.00 to 307.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility1.69 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP4.639 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.077 g/LALOGPS
logP4.77ALOGPS
logP3.99ChemAxon
logS-3.5ALOGPS
pKa (Strongest Basic)-0.49ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity72.11 m³·mol⁻¹ChemAxon
Polarizability27.96 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+155.55831661259
DarkChem[M-H]-151.45331661259
DeepCCS[M+H]+160.64730932474
DeepCCS[M-H]-158.28830932474
DeepCCS[M-2H]-191.24930932474
DeepCCS[M+Na]+166.7430932474
AllCCS[M+H]+155.832859911
AllCCS[M+H-H2O]+152.132859911
AllCCS[M+NH4]+159.332859911
AllCCS[M+Na]+160.332859911
AllCCS[M-H]-161.832859911
AllCCS[M+Na-2H]-162.732859911
AllCCS[M+HCOO]-163.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
beta-BisabololC[C@@H](CCC=C(C)C)[C@]1(O)CCC(C)=CC12172.3Standard polar33892256
beta-BisabololC[C@@H](CCC=C(C)C)[C@]1(O)CCC(C)=CC11634.9Standard non polar33892256
beta-BisabololC[C@@H](CCC=C(C)C)[C@]1(O)CCC(C)=CC11669.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
beta-Bisabolol,1TMS,isomer #1CC(C)=CCC[C@H](C)[C@@]1(O[Si](C)(C)C)CC=C(C)CC11735.0Semi standard non polar33892256
beta-Bisabolol,1TBDMS,isomer #1CC(C)=CCC[C@H](C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC=C(C)CC11972.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - beta-Bisabolol GC-MS (Non-derivatized) - 70eV, Positivesplash10-08fr-7910000000-cf7d66a54218a490f8012017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-Bisabolol GC-MS (1 TMS) - 70eV, Positivesplash10-01u0-9350000000-3a178be52ffc9ddcd73d2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-Bisabolol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-Bisabolol 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 - beta-Bisabolol 10V, Positive-QTOFsplash10-0ab9-1290000000-120dd0b8763d39b2779b2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Bisabolol 20V, Positive-QTOFsplash10-0ac0-7950000000-f18e2e532f1748a717222016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Bisabolol 40V, Positive-QTOFsplash10-0le9-9300000000-5b9184630622fed3fe112016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Bisabolol 10V, Negative-QTOFsplash10-00di-0090000000-db093dd42e3d8c36ca2b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Bisabolol 20V, Negative-QTOFsplash10-00di-0290000000-e9ef85f097bb9ed6fd932016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Bisabolol 40V, Negative-QTOFsplash10-0bti-5910000000-d1c92dab3593b1182e492016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Bisabolol 10V, Positive-QTOFsplash10-00di-3920000000-12d45df2bca136e2ce892021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Bisabolol 20V, Positive-QTOFsplash10-06dm-9500000000-6ddd79adfd8968ac3a502021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Bisabolol 40V, Positive-QTOFsplash10-0006-9100000000-acd90f238696ae1f83462021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Bisabolol 10V, Negative-QTOFsplash10-00di-0090000000-ab61d8a2af41e6ed2e492021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Bisabolol 20V, Negative-QTOFsplash10-00di-0090000000-29715d4df85d92334d152021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Bisabolol 40V, Negative-QTOFsplash10-00kf-9770000000-3905f662f0e341bd18352021-09-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB014957
KNApSAcK IDC00011606
Chemspider ID30777157
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound12300146
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1012461
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. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.