Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:28:36 UTC
Update Date2022-03-07 02:55:40 UTC
HMDB IDHMDB0038196
Secondary Accession Numbers
  • HMDB38196
Metabolite Identification
Common Namealpha-Bisabolol oxide A
Descriptionalpha-Bisabolol oxide A, also known as α-bisabolol oxide a, belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms. alpha-Bisabolol oxide A has been detected, but not quantified in, several different foods, such as german camomiles (Matricaria recutita), red tea, fats and oils, roman camomiles (Chamaemelum nobile), and green tea. This could make alpha-bisabolol oxide a a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on alpha-Bisabolol oxide A.
Structure
Data?1563863155
Synonyms
ValueSource
a-Bisabolol oxide aGenerator
Α-bisabolol oxide aGenerator
(-)-alpha-Bisabolol oxide aHMDB
alpha-Bisabolol oxideHMDB
Bisabolol oxide aHMDB
Bisabolol oxide IHMDB
Bisaboloxide aHMDB
Chemical FormulaC15H26O2
Average Molecular Weight238.3657
Monoisotopic Molecular Weight238.193280076
IUPAC Name2,2,6-trimethyl-6-(4-methylcyclohex-3-en-1-yl)oxan-3-ol
Traditional Name2,2,6-trimethyl-6-(4-methylcyclohex-3-en-1-yl)oxan-3-ol
CAS Registry Number22567-36-8
SMILES
CC1=CCC(CC1)C1(C)CCC(O)C(C)(C)O1
InChI Identifier
InChI=1S/C15H26O2/c1-11-5-7-12(8-6-11)15(4)10-9-13(16)14(2,3)17-15/h5,12-13,16H,6-10H2,1-4H3
InChI KeyWJHRAVIQWFQMKF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassOxanes
Sub ClassNot Available
Direct ParentOxanes
Alternative Parents
Substituents
  • Oxane
  • Secondary alcohol
  • Oxacycle
  • Ether
  • Dialkyl ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point327.00 to 328.00 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility21.49 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.457 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.15 g/LALOGPS
logP3.63ALOGPS
logP2.93ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)14.01ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.46 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity71.02 m³·mol⁻¹ChemAxon
Polarizability28.53 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]+156.98631661259
DarkChem[M-H]-153.14931661259
DeepCCS[M+H]+162.12530932474
DeepCCS[M-H]-159.76730932474
DeepCCS[M-2H]-193.28330932474
DeepCCS[M+Na]+168.39430932474
AllCCS[M+H]+158.732859911
AllCCS[M+H-H2O]+154.932859911
AllCCS[M+NH4]+162.332859911
AllCCS[M+Na]+163.332859911
AllCCS[M-H]-166.632859911
AllCCS[M+Na-2H]-167.332859911
AllCCS[M+HCOO]-168.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
alpha-Bisabolol oxide ACC1=CCC(CC1)C1(C)CCC(O)C(C)(C)O12197.8Standard polar33892256
alpha-Bisabolol oxide ACC1=CCC(CC1)C1(C)CCC(O)C(C)(C)O11662.8Standard non polar33892256
alpha-Bisabolol oxide ACC1=CCC(CC1)C1(C)CCC(O)C(C)(C)O11713.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
alpha-Bisabolol oxide A,1TMS,isomer #1CC1=CCC(C2(C)CCC(O[Si](C)(C)C)C(C)(C)O2)CC11836.4Semi standard non polar33892256
alpha-Bisabolol oxide A,1TBDMS,isomer #1CC1=CCC(C2(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)O2)CC12087.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - alpha-Bisabolol oxide A GC-MS (Non-derivatized) - 70eV, Positivesplash10-0aba-9420000000-c81fb40081c2eb0bace32017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - alpha-Bisabolol oxide A GC-MS (1 TMS) - 70eV, Positivesplash10-0002-9780000000-44e030306063a75666742017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - alpha-Bisabolol oxide A GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - alpha-Bisabolol oxide A 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 A 10V, Positive-QTOFsplash10-000i-1290000000-26ae2a95f5593d2d951f2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Bisabolol oxide A 20V, Positive-QTOFsplash10-000j-6910000000-47bdc749e02a1df89c312015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Bisabolol oxide A 40V, Positive-QTOFsplash10-0udi-9400000000-730911d7ab8b0d494e0a2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Bisabolol oxide A 10V, Negative-QTOFsplash10-000i-1190000000-9bb31dc2bf204dac21f12015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Bisabolol oxide A 20V, Negative-QTOFsplash10-000i-4490000000-0d8023a6a168aded9dc22015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Bisabolol oxide A 40V, Negative-QTOFsplash10-0udr-5900000000-93c753b7a4094ef36b0b2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Bisabolol oxide A 10V, Positive-QTOFsplash10-0079-3960000000-2e4186ce879ca7e605c32021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Bisabolol oxide A 20V, Positive-QTOFsplash10-00dr-4910000000-076fc9101ff82a122e072021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Bisabolol oxide A 40V, Positive-QTOFsplash10-0006-9200000000-a6f2d6ca184b6a5cd09c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Bisabolol oxide A 10V, Negative-QTOFsplash10-000i-0090000000-e665f494a7390ebf108d2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Bisabolol oxide A 20V, Negative-QTOFsplash10-000i-2290000000-cb7efc2248dd240750912021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Bisabolol oxide A 40V, Negative-QTOFsplash10-000i-1890000000-8b6861a543f50ffc49fd2021-09-24Wishart 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 IDFDB017435
KNApSAcK IDC00011651
Chemspider ID81989
KEGG Compound IDC16773
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound90806
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1445511
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.. .