Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:49:56 UTC
Update Date2022-03-07 02:55:48 UTC
HMDB IDHMDB0038511
Secondary Accession Numbers
  • HMDB38511
Metabolite Identification
Common NameBisacumol
DescriptionBisacumol 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 Bisacumol.
Structure
Data?1563863209
Synonyms
ValueSource
(+)-BisacumolHMDB
Chemical FormulaC15H22O
Average Molecular Weight218.3346
Monoisotopic Molecular Weight218.167065326
IUPAC Name2-methyl-6-(4-methylphenyl)hept-2-en-4-ol
Traditional Name2-methyl-6-(4-methylphenyl)hept-2-en-4-ol
CAS Registry Number120710-98-7
SMILES
CC(CC(O)C=C(C)C)C1=CC=C(C)C=C1
InChI Identifier
InChI=1S/C15H22O/c1-11(2)9-15(16)10-13(4)14-7-5-12(3)6-8-14/h5-9,13,15-16H,10H2,1-4H3
InChI KeyNRBFEAZFHRHFFQ-UHFFFAOYSA-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
  • P-cymene
  • Toluene
  • Benzenoid
  • Monocyclic benzene moiety
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility9.89 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.058 g/LALOGPS
logP3.9ALOGPS
logP4.16ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)14.87ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity70.61 m³·mol⁻¹ChemAxon
Polarizability26.62 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]+156.8731661259
DarkChem[M-H]-152.05231661259
DeepCCS[M+H]+157.65630932474
DeepCCS[M-H]-155.29830932474
DeepCCS[M-2H]-188.31330932474
DeepCCS[M+Na]+163.7530932474
AllCCS[M+H]+151.832859911
AllCCS[M+H-H2O]+147.932859911
AllCCS[M+NH4]+155.532859911
AllCCS[M+Na]+156.632859911
AllCCS[M-H]-156.932859911
AllCCS[M+Na-2H]-157.432859911
AllCCS[M+HCOO]-158.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
BisacumolCC(CC(O)C=C(C)C)C1=CC=C(C)C=C12219.4Standard polar33892256
BisacumolCC(CC(O)C=C(C)C)C1=CC=C(C)C=C11609.7Standard non polar33892256
BisacumolCC(CC(O)C=C(C)C)C1=CC=C(C)C=C11622.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Bisacumol,1TMS,isomer #1CC(C)=CC(CC(C)C1=CC=C(C)C=C1)O[Si](C)(C)C1675.4Semi standard non polar33892256
Bisacumol,1TBDMS,isomer #1CC(C)=CC(CC(C)C1=CC=C(C)C=C1)O[Si](C)(C)C(C)(C)C1921.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Bisacumol GC-MS (Non-derivatized) - 70eV, Positivesplash10-014i-6910000000-1b5fd306dff91bb143072017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bisacumol GC-MS (1 TMS) - 70eV, Positivesplash10-00vl-9640000000-b573a499e64f1851d3562017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bisacumol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bisacumol 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 - Bisacumol 10V, Positive-QTOFsplash10-0uxr-0290000000-25c80881f95289dae7de2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bisacumol 20V, Positive-QTOFsplash10-0gb9-4950000000-12958a4722d5947c51342016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bisacumol 40V, Positive-QTOFsplash10-014i-5900000000-badc974800d533b7a5562016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bisacumol 10V, Negative-QTOFsplash10-014i-0290000000-cf240e0f9c21866965662016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bisacumol 20V, Negative-QTOFsplash10-014i-4980000000-a01b07d65039798c4be52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bisacumol 40V, Negative-QTOFsplash10-05o0-9810000000-74156c3baf7d839f179b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bisacumol 10V, Positive-QTOFsplash10-014i-5910000000-177a727316441464cc582021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bisacumol 20V, Positive-QTOFsplash10-0006-9800000000-4d0ec030d74f0611d9812021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bisacumol 40V, Positive-QTOFsplash10-0006-9300000000-71b4c008e8040b1f911a2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bisacumol 10V, Negative-QTOFsplash10-014i-0190000000-8e8afb9d9900c6deb5962021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bisacumol 20V, Negative-QTOFsplash10-00lr-1930000000-72de338607ff990eb5d22021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bisacumol 40V, Negative-QTOFsplash10-00kf-9700000000-7ef4e19f7401ba8322ff2021-09-24Wishart 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 IDFDB017891
KNApSAcK IDC00029831
Chemspider ID4474767
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5315469
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1564131
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.