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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:42:47 UTC
Update Date2022-03-07 02:52:57 UTC
HMDB IDHMDB0031383
Secondary Accession Numbers
  • HMDB31383
Metabolite Identification
Common Name(3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol
Description(3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 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 (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol.
Structure
Data?1563862118
Synonyms
ValueSource
1-Methyl-2,6-diphenyl-4-piperidinone O-benzyloximeHMDB
[1S-[1alpha,2beta,5beta(R*)]]-5-(1,5-dimethyl-4-hexenyl)-2-methyl-3-cyclohexene-1,2-diolHMDB
Chemical FormulaC15H26O2
Average Molecular Weight238.3657
Monoisotopic Molecular Weight238.193280076
IUPAC Name2-methyl-5-(6-methylhept-5-en-2-yl)cyclohex-3-ene-1,2-diol
Traditional Name2-methyl-5-(6-methylhept-5-en-2-yl)cyclohex-3-ene-1,2-diol
CAS Registry Number129673-87-6
SMILES
CC(CCC=C(C)C)C1CC(O)C(C)(O)C=C1
InChI Identifier
InChI=1S/C15H26O2/c1-11(2)6-5-7-12(3)13-8-9-15(4,17)14(16)10-13/h6,8-9,12-14,16-17H,5,7,10H2,1-4H3
InChI KeyYRFJMOGROZTYPC-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
  • Tertiary alcohol
  • Secondary alcohol
  • 1,2-diol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic 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 SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.23 g/LALOGPS
logP3.38ALOGPS
logP2.96ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)13.5ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity73.74 m³·mol⁻¹ChemAxon
Polarizability28.88 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+161.68131661259
DarkChem[M-H]-157.90531661259
DeepCCS[M+H]+162.81430932474
DeepCCS[M-H]-160.45630932474
DeepCCS[M-2H]-193.36430932474
DeepCCS[M+Na]+168.90730932474
AllCCS[M+H]+159.832859911
AllCCS[M+H-H2O]+156.232859911
AllCCS[M+NH4]+163.232859911
AllCCS[M+Na]+164.232859911
AllCCS[M-H]-164.732859911
AllCCS[M+Na-2H]-165.532859911
AllCCS[M+HCOO]-166.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diolCC(CCC=C(C)C)C1CC(O)C(C)(O)C=C12591.1Standard polar33892256
(3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diolCC(CCC=C(C)C)C1CC(O)C(C)(O)C=C11734.6Standard non polar33892256
(3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diolCC(CCC=C(C)C)C1CC(O)C(C)(O)C=C11768.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol,1TMS,isomer #1CC(C)=CCCC(C)C1C=CC(C)(O)C(O[Si](C)(C)C)C11894.2Semi standard non polar33892256
(3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol,1TMS,isomer #2CC(C)=CCCC(C)C1C=CC(C)(O[Si](C)(C)C)C(O)C11921.0Semi standard non polar33892256
(3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol,2TMS,isomer #1CC(C)=CCCC(C)C1C=CC(C)(O[Si](C)(C)C)C(O[Si](C)(C)C)C11940.4Semi standard non polar33892256
(3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol,1TBDMS,isomer #1CC(C)=CCCC(C)C1C=CC(C)(O)C(O[Si](C)(C)C(C)(C)C)C12115.6Semi standard non polar33892256
(3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol,1TBDMS,isomer #2CC(C)=CCCC(C)C1C=CC(C)(O[Si](C)(C)C(C)(C)C)C(O)C12148.0Semi standard non polar33892256
(3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol,2TBDMS,isomer #1CC(C)=CCCC(C)C1C=CC(C)(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C12392.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dl-6950000000-aec464bb0bfb6fb3adaa2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol GC-MS (2 TMS) - 70eV, Positivesplash10-014i-9356000000-6511e3966926f2550d422017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 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 - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 10V, Positive-QTOFsplash10-000i-0390000000-9a79fdb646198dcbde272015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 20V, Positive-QTOFsplash10-00s9-3940000000-107c592b44f6559a94302015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 40V, Positive-QTOFsplash10-014i-9300000000-8b3bdea85b2a3e51b1b62015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 10V, Negative-QTOFsplash10-000i-0090000000-2d9862bd182907655fdb2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 20V, Negative-QTOFsplash10-000i-0190000000-a165983a3fa62caa4dce2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 40V, Negative-QTOFsplash10-0mba-2950000000-3686922697c6214ee7342015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 10V, Positive-QTOFsplash10-0a4r-9410000000-f74f68252ddcc2b110902021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 20V, Positive-QTOFsplash10-05nf-9200000000-4cd0499b1deba324acd22021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 40V, Positive-QTOFsplash10-05mo-9100000000-82d49c40c0a5747be5ca2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 10V, Negative-QTOFsplash10-00kr-0090000000-a0fb6aa48a0bdbeb0a6d2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 20V, Negative-QTOFsplash10-000i-0190000000-4c027da978165f10f2532021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3S,4S,6R,7S)-1,10-Bisaboladiene-3,4-diol 40V, Negative-QTOFsplash10-000i-2890000000-8dd3811ab100abb9b6692021-09-25Wishart 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 IDFDB003450
KNApSAcK IDC00011598
Chemspider ID24022800
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14633005
PDB IDNot Available
ChEBI IDNot Available
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. 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.