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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 02:10:23 UTC
Update Date2022-03-07 02:56:39 UTC
HMDB IDHMDB0040613
Secondary Accession Numbers
  • HMDB40613
Metabolite Identification
Common NameKanzonol G
DescriptionKanzonol G belongs to the class of organic compounds known as 3'-prenylated isoflavanones. These are isoflavanones featuring a C5-isoprenoid unit at the 3'-position. Kanzonol G has been detected, but not quantified in, herbs and spices. This could make kanzonol g a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Kanzonol G.
Structure
Data?1563863568
Synonyms
ValueSource
(3S)-5,2',4'-Trihydroxy-7-methoxy-6,3'-diprenylisoflavanoneHMDB
2',4',5-Trihydroxy-7-methoxy-3',6-diprenylisoflavanoneHMDB
Chemical FormulaC26H30O6
Average Molecular Weight438.5128
Monoisotopic Molecular Weight438.204238692
IUPAC Name3-[2,4-dihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-5-hydroxy-7-methoxy-6-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one
Traditional Name3-[2,4-dihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-5-hydroxy-7-methoxy-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one
CAS Registry Number152511-45-0
SMILES
COC1=CC2=C(C(=O)C(CO2)C2=C(O)C(CC=C(C)C)=C(O)C=C2)C(O)=C1CC=C(C)C
InChI Identifier
InChI=1S/C26H30O6/c1-14(2)6-8-17-20(27)11-10-16(24(17)28)19-13-32-22-12-21(31-5)18(9-7-15(3)4)25(29)23(22)26(19)30/h6-7,10-12,19,27-29H,8-9,13H2,1-5H3
InChI KeyOWVFKLIUBOKWCT-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 3'-prenylated isoflavanones. These are isoflavanones featuring a C5-isoprenoid unit at the 3'-position.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassIsoflavans
Direct Parent3'-prenylated isoflavanones
Alternative Parents
Substituents
  • 3'-prenylated isoflavanone
  • 7-methoxyisoflavonoid-skeleton
  • Isoflavanol
  • Hydroxyisoflavonoid
  • Chromone
  • Chromane
  • Benzopyran
  • 1-benzopyran
  • Aryl alkyl ketone
  • Aryl ketone
  • Anisole
  • Resorcinol
  • Phenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Monocyclic benzene moiety
  • Vinylogous acid
  • Ketone
  • Organoheterocyclic compound
  • Oxacycle
  • Ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic 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 PointNot AvailableNot Available
Water Solubility0.0032 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.004 g/LALOGPS
logP4.39ALOGPS
logP6.03ChemAxon
logS-5ALOGPS
pKa (Strongest Acidic)8.82ChemAxon
pKa (Strongest Basic)-4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area96.22 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity126.63 m³·mol⁻¹ChemAxon
Polarizability48.22 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+204.78731661259
DarkChem[M-H]-206.60731661259
DeepCCS[M+H]+209.5630932474
DeepCCS[M-H]-207.16430932474
DeepCCS[M-2H]-240.04930932474
DeepCCS[M+Na]+215.51530932474
AllCCS[M+H]+209.832859911
AllCCS[M+H-H2O]+207.332859911
AllCCS[M+NH4]+212.132859911
AllCCS[M+Na]+212.732859911
AllCCS[M-H]-206.332859911
AllCCS[M+Na-2H]-206.832859911
AllCCS[M+HCOO]-207.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Kanzonol GCOC1=CC2=C(C(=O)C(CO2)C2=C(O)C(CC=C(C)C)=C(O)C=C2)C(O)=C1CC=C(C)C4866.8Standard polar33892256
Kanzonol GCOC1=CC2=C(C(=O)C(CO2)C2=C(O)C(CC=C(C)C)=C(O)C=C2)C(O)=C1CC=C(C)C3373.5Standard non polar33892256
Kanzonol GCOC1=CC2=C(C(=O)C(CO2)C2=C(O)C(CC=C(C)C)=C(O)C=C2)C(O)=C1CC=C(C)C3687.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Kanzonol G,1TMS,isomer #1COC1=CC2=C(C(=O)C(C3=CC=C(O)C(CC=C(C)C)=C3O[Si](C)(C)C)CO2)C(O)=C1CC=C(C)C3523.1Semi standard non polar33892256
Kanzonol G,1TMS,isomer #2COC1=CC2=C(C(=O)C(C3=CC=C(O[Si](C)(C)C)C(CC=C(C)C)=C3O)CO2)C(O)=C1CC=C(C)C3521.9Semi standard non polar33892256
Kanzonol G,1TMS,isomer #3COC1=CC2=C(C(=O)C(C3=CC=C(O)C(CC=C(C)C)=C3O)CO2)C(O[Si](C)(C)C)=C1CC=C(C)C3590.4Semi standard non polar33892256
Kanzonol G,2TMS,isomer #1COC1=CC2=C(C(=O)C(C3=CC=C(O)C(CC=C(C)C)=C3O[Si](C)(C)C)CO2)C(O[Si](C)(C)C)=C1CC=C(C)C3446.1Semi standard non polar33892256
Kanzonol G,2TMS,isomer #2COC1=CC2=C(C(=O)C(C3=CC=C(O[Si](C)(C)C)C(CC=C(C)C)=C3O[Si](C)(C)C)CO2)C(O)=C1CC=C(C)C3438.8Semi standard non polar33892256
Kanzonol G,2TMS,isomer #3COC1=CC2=C(C(=O)C(C3=CC=C(O[Si](C)(C)C)C(CC=C(C)C)=C3O)CO2)C(O[Si](C)(C)C)=C1CC=C(C)C3467.4Semi standard non polar33892256
Kanzonol G,3TMS,isomer #1COC1=CC2=C(C(=O)C(C3=CC=C(O[Si](C)(C)C)C(CC=C(C)C)=C3O[Si](C)(C)C)CO2)C(O[Si](C)(C)C)=C1CC=C(C)C3407.8Semi standard non polar33892256
Kanzonol G,1TBDMS,isomer #1COC1=CC2=C(C(=O)C(C3=CC=C(O)C(CC=C(C)C)=C3O[Si](C)(C)C(C)(C)C)CO2)C(O)=C1CC=C(C)C3756.3Semi standard non polar33892256
Kanzonol G,1TBDMS,isomer #2COC1=CC2=C(C(=O)C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C3O)CO2)C(O)=C1CC=C(C)C3771.1Semi standard non polar33892256
Kanzonol G,1TBDMS,isomer #3COC1=CC2=C(C(=O)C(C3=CC=C(O)C(CC=C(C)C)=C3O)CO2)C(O[Si](C)(C)C(C)(C)C)=C1CC=C(C)C3818.7Semi standard non polar33892256
Kanzonol G,2TBDMS,isomer #1COC1=CC2=C(C(=O)C(C3=CC=C(O)C(CC=C(C)C)=C3O[Si](C)(C)C(C)(C)C)CO2)C(O[Si](C)(C)C(C)(C)C)=C1CC=C(C)C3846.2Semi standard non polar33892256
Kanzonol G,2TBDMS,isomer #2COC1=CC2=C(C(=O)C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C3O[Si](C)(C)C(C)(C)C)CO2)C(O)=C1CC=C(C)C3907.6Semi standard non polar33892256
Kanzonol G,2TBDMS,isomer #3COC1=CC2=C(C(=O)C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C3O)CO2)C(O[Si](C)(C)C(C)(C)C)=C1CC=C(C)C3897.6Semi standard non polar33892256
Kanzonol G,3TBDMS,isomer #1COC1=CC2=C(C(=O)C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C3O[Si](C)(C)C(C)(C)C)CO2)C(O[Si](C)(C)C(C)(C)C)=C1CC=C(C)C3977.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Kanzonol G GC-MS (Non-derivatized) - 70eV, Positivesplash10-00gm-2426900000-4b7304f6cd81c89d49022017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Kanzonol G GC-MS (3 TMS) - 70eV, Positivesplash10-00rl-1004039000-2e085a5e2b1aeb64741d2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Kanzonol G GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Kanzonol G 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 - Kanzonol G 10V, Positive-QTOFsplash10-000i-1044900000-77c5533ad4e683b6139f2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Kanzonol G 20V, Positive-QTOFsplash10-0a59-9657600000-9736994778a02bcd28df2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Kanzonol G 40V, Positive-QTOFsplash10-0aor-9341200000-0a9a9018c652890522852017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Kanzonol G 10V, Negative-QTOFsplash10-000i-0010900000-fda79ac2f21c625c295b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Kanzonol G 20V, Negative-QTOFsplash10-06tk-0292400000-04fd8a63b4bb43103edc2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Kanzonol G 40V, Negative-QTOFsplash10-004i-0911000000-00306626d2abbac4d2162017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Kanzonol G 10V, Positive-QTOFsplash10-0059-0009100000-25df92ea9144a83d225a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Kanzonol G 20V, Positive-QTOFsplash10-05rr-0129000000-89e732774b8735f9ee012021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Kanzonol G 40V, Positive-QTOFsplash10-0a7i-4449000000-ef3399408cdc356fbc4e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Kanzonol G 10V, Negative-QTOFsplash10-000i-0030900000-b97acde226281a17cdab2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Kanzonol G 20V, Negative-QTOFsplash10-000i-0125900000-b52f78113eef5cf475e92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Kanzonol G 40V, Negative-QTOFsplash10-0a4l-1339400000-a154c50371c1fe30c4d32021-09-24Wishart 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 IDFDB020404
KNApSAcK IDC00019333
Chemspider ID35014973
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131752866
PDB IDNot Available
ChEBI ID175542
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1884741
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.. .