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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:28:39 UTC
Update Date2022-03-07 02:55:40 UTC
HMDB IDHMDB0038197
Secondary Accession Numbers
  • HMDB38197
Metabolite Identification
Common Namealpha-Bisabolol oxide B
Descriptionalpha-Bisabolol oxide B, also known as α-bisabolol oxide b, belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen. alpha-Bisabolol oxide B has been detected, but not quantified in, several different foods, such as black tea, green tea, herbal tea, herbs and spices, and teas (Camellia sinensis). This could make alpha-bisabolol oxide b a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on alpha-Bisabolol oxide B.
Structure
Data?1563863155
Synonyms
ValueSource
a-Bisabolol oxide bGenerator
Α-bisabolol oxide bGenerator
Bisabololoxide bMeSH
(-)-alpha-Bisabolol oxide bHMDB
(-)-Bisabolol oxide bHMDB
Bisabolol oxide bHMDB
Bisabolol oxide IIHMDB
Chemical FormulaC15H26O2
Average Molecular Weight238.3657
Monoisotopic Molecular Weight238.193280076
IUPAC Name2-[5-methyl-5-(4-methylcyclohex-3-en-1-yl)oxolan-2-yl]propan-2-ol
Traditional Name2-[5-methyl-5-(4-methylcyclohex-3-en-1-yl)oxolan-2-yl]propan-2-ol
CAS Registry Number26184-88-3
SMILES
CC1=CCC(CC1)C1(C)CCC(O1)C(C)(C)O
InChI Identifier
InChI=1S/C15H26O2/c1-11-5-7-12(8-6-11)15(4)10-9-13(17-15)14(2,3)16/h5,12-13,16H,6-10H2,1-4H3
InChI KeyRKBAYVATPNYHLW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassTetrahydrofurans
Sub ClassNot Available
Direct ParentTetrahydrofurans
Alternative Parents
Substituents
  • Tetrahydrofuran
  • Tertiary alcohol
  • Oxacycle
  • Ether
  • Dialkyl ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Source

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.14 g/LALOGPS
logP3.56ALOGPS
logP2.93ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)14.33ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.46 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity71.02 m³·mol⁻¹ChemAxon
Polarizability28.85 ųChemAxon
Number of Rings2ChemAxon
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]+157.4131661259
DarkChem[M-H]-154.8831661259
DeepCCS[M+H]+164.7630932474
DeepCCS[M-H]-162.40230932474
DeepCCS[M-2H]-195.28830932474
DeepCCS[M+Na]+170.85330932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
alpha-Bisabolol oxide BCC1=CCC(CC1)C1(C)CCC(O1)C(C)(C)O2498.4Standard polar33892256
alpha-Bisabolol oxide BCC1=CCC(CC1)C1(C)CCC(O1)C(C)(C)O1642.7Standard non polar33892256
alpha-Bisabolol oxide BCC1=CCC(CC1)C1(C)CCC(O1)C(C)(C)O1642.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
alpha-Bisabolol oxide B,1TMS,isomer #1CC1=CCC(C2(C)CCC(C(C)(C)O[Si](C)(C)C)O2)CC11809.6Semi standard non polar33892256
alpha-Bisabolol oxide B,1TBDMS,isomer #1CC1=CCC(C2(C)CCC(C(C)(C)O[Si](C)(C)C(C)(C)C)O2)CC12046.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - alpha-Bisabolol oxide B GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-9310000000-a7fd0f32874a6a85c6562017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - alpha-Bisabolol oxide B GC-MS (1 TMS) - 70eV, Positivesplash10-001j-9840000000-774a13c3b6a9f2348b812017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - alpha-Bisabolol oxide B GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - alpha-Bisabolol oxide B 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 - alpha-Bisabolol oxide B 10V, Positive-QTOFsplash10-000i-1390000000-112c4ece87eb8afc0bd52016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Bisabolol oxide B 20V, Positive-QTOFsplash10-0080-9750000000-1a037008e381a275741d2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Bisabolol oxide B 40V, Positive-QTOFsplash10-0pb9-9500000000-9b22ad75939e4392d3542016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Bisabolol oxide B 10V, Negative-QTOFsplash10-000i-0190000000-5bbd104dc57a44a6ae902016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Bisabolol oxide B 20V, Negative-QTOFsplash10-000i-1490000000-aaeb6ce808315d7486912016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Bisabolol oxide B 40V, Negative-QTOFsplash10-0uds-4910000000-09872c033cc368c100c72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Bisabolol oxide B 10V, Positive-QTOFsplash10-000i-1590000000-4ae32f9b1bb6d3128f572021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Bisabolol oxide B 20V, Positive-QTOFsplash10-01bi-5920000000-b435a4101bd181e318622021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Bisabolol oxide B 40V, Positive-QTOFsplash10-05ox-9000000000-84b1fef4ae8a7c7702be2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Bisabolol oxide B 10V, Negative-QTOFsplash10-000i-0090000000-e665f494a7390ebf108d2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Bisabolol oxide B 20V, Negative-QTOFsplash10-000i-0490000000-a286a4afcd3e92118fe82021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Bisabolol oxide B 40V, Negative-QTOFsplash10-00y0-1920000000-8a873b56f3c9813be9dc2021-09-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • 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 IDFDB017436
KNApSAcK IDC00034802
Chemspider ID104826
KEGG Compound IDC16774
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound117301
PDB IDNot Available
ChEBI ID80720
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .