Licoricone

Common Name

Licoricone Description

Licoricone is found in herbs and spices. Licoricone is a constituent of the root of Glycyrrhiza uralensis (Chinese licorice).Licoricone belongs to the family of Isoflavones. These are polycyclic compounds containing an isoflavan skeleton which bears a ketone group at the C4 carbon atom. Structure

MOLSDFPDBSMILESInChI

Structure for HMDB29515 (Licoricone)

Synonyms

Value Source 2',7-Dihydroxy-4',6'-dimethoxy-3'-prenylisoflavoneHMDB

Chemical Formlia

C22H22O6 Average Molecliar Weight

382.4065 Monoisotopic Molecliar Weight

382.141638436 IUPAC Name

7-hydroxy-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl]-4H-chromen-4-one Traditional Name

licoricone CAS Registry Number

51847-92-8 SMILES

COC1=C(CC=C(C)C)C(OC)=C(C(O)=C1)C1=COC2=C(C=CC(O)=C2)C1=O

InChI Identifier

InChI=1S/C22H22O6/c1-12(2)5-7-15-18(26-3)10-17(24)20(22(15)27-4)16-11-28-19-9-13(23)6-8-14(19)21(16)25/h5-6,8-11,23-24H,7H2,1-4H3

InChI Key

GGWMNTNDTRKETA-UHFFFAOYSA-N Chemical Taxonomy Description

This compound belongs to the class of organic compounds known as 4-o-methylisoflavones. These are isoflavones with methoxy groups attached to the C4 atom of the isoflavone backbone. Kingdom

Organic compounds Super Class

Phenylpropanoids and polyketides Class

Isoflavonoids Sub Class

O-methylated isoflavonoids Direct Parent

4-O-methylisoflavones Alternative Parents

  • Isoflavones
  • Hydroxyisoflavonoids
  • Chromones
  • Methoxyphenols
  • Dimethoxybenzenes
  • Phloroglucinols and derivatives
  • Anisoles
  • Pyranones and derivatives
  • Alkyl aryl ethers
  • Heteroaromatic compounds
  • Oxacyclic compounds
  • Hydrocarbon derivatives
  • Substituents

  • 4p-o-methylisoflavone
  • Hydroxyisoflavonoid
  • Isoflavone
  • Chromone
  • M-dimethoxybenzene
  • Dimethoxybenzene
  • 1-benzopyran
  • Methoxyphenol
  • Benzopyran
  • Phloroglucinol derivative
  • Benzenetriol
  • Methoxybenzene
  • Phenol ether
  • Anisole
  • Pyranone
  • Phenol
  • Alkyl aryl ether
  • Benzenoid
  • Pyran
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
  • Molecliar Framework

    Aromatic heteropolycyclic compounds External Descriptors

  • dihydroxyflavone (CHEBI:69094 )
  • dimethoxyflavone (CHEBI:69094 )
  • Isoflavonoids (C17765 )
  • Isoflavonoids (LMPK12050069 )
  • Ontology Status

    Expected but not Quantified Origin

  • Endogenous
  • Food
  • Biofunction

    Not Available Application

  • Nutrient
  • Cellliar locations

  • Membrane
  • Physical Properties State

    Not Available Experimental Properties

    Property Value Reference Melting Point250 – 251 °CNot Available Boiling PointNot AvailableNot Available Water SolubilityNot AvailableNot Available LogPNot AvailableNot Available

    Predicted Properties

    Property Value Source Water Solubility0.011 mg/mLALOGPS logP3.85ALOGPS logP4.14ChemAxon logS-4.5ALOGPS pKa (Strongest Acidic)6.46ChemAxon pKa (Strongest Basic)-4.5ChemAxon Physiological Charge-1ChemAxon Hydrogen Acceptor Count6ChemAxon Hydrogen Donor Count2ChemAxon Polar Surface Area85.22 Å2ChemAxon Rotatable Bond Count4ChemAxon Refractivity106.87 m3·mol-1ChemAxon Polarizability40.67 Å3ChemAxon Number of Rings3ChemAxon Bioavailability1ChemAxon Rlie of FiveYesChemAxon Ghose FilterYesChemAxon Vebers RlieYesChemAxon MDDR-like RlieYesChemAxon

    Spectra Spectra

    Spectrum Type Description Splash Key Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available

    Biological Properties Cellliar Locations

  • Membrane
  • Biofluid Locations

    Not Available Tissue Location

    Not Available Pathways

    Not Available Normal Concentrations Not Available Abnormal Concentrations

    Not Available Associated Disorders and Diseases Disease References

    None Associated OMIM IDs

    None External Links DrugBank ID

    Not Available DrugBank Metabolite ID

    Not Available Phenol Explorer Compound ID

    Not Available Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    FDB000651 KNApSAcK ID

    C00009443 Chemspider ID

    4477428 KEGG Compound ID

    C17765 BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Not Available NuGOwiki Link

    HMDB29515 Metagene Link

    HMDB29515 METLIN ID

    Not Available PubChem Compound

    5319013 PDB ID

    Not Available ChEBI ID

    Not Available

    Product: BQ-123

    References Synthesis Reference Not 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.. .

    PMID: 24062647

    Licoricone

    Common Name

    Licoricone Description

    Licoricone is found in herbs and spices. Licoricone is a constituent of the root of Glycyrrhiza uralensis (Chinese licorice).Licoricone belongs to the family of Isoflavones. These are polycyclic compounds containing an isoflavan skeleton which bears a ketone group at the C4 carbon atom. Structure

    MOLSDFPDBSMILESInChI

    Structure for HMDB29515 (Licoricone)

    Synonyms

    Value Source 2',7-Dihydroxy-4',6'-dimethoxy-3'-prenylisoflavoneHMDB

    Chemical Formlia

    C22H22O6 Average Molecliar Weight

    382.4065 Monoisotopic Molecliar Weight

    382.141638436 IUPAC Name

    7-hydroxy-3-[6-hydroxy-2,4-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl]-4H-chromen-4-one Traditional Name

    licoricone CAS Registry Number

    51847-92-8 SMILES

    COC1=C(CC=C(C)C)C(OC)=C(C(O)=C1)C1=COC2=C(C=CC(O)=C2)C1=O

    InChI Identifier

    InChI=1S/C22H22O6/c1-12(2)5-7-15-18(26-3)10-17(24)20(22(15)27-4)16-11-28-19-9-13(23)6-8-14(19)21(16)25/h5-6,8-11,23-24H,7H2,1-4H3

    InChI Key

    GGWMNTNDTRKETA-UHFFFAOYSA-N Chemical Taxonomy Description

    This compound belongs to the class of organic compounds known as 4-o-methylisoflavones. These are isoflavones with methoxy groups attached to the C4 atom of the isoflavone backbone. Kingdom

    Organic compounds Super Class

    Phenylpropanoids and polyketides Class

    Isoflavonoids Sub Class

    O-methylated isoflavonoids Direct Parent

    4-O-methylisoflavones Alternative Parents

  • Isoflavones
  • Hydroxyisoflavonoids
  • Chromones
  • Methoxyphenols
  • Dimethoxybenzenes
  • Phloroglucinols and derivatives
  • Anisoles
  • Pyranones and derivatives
  • Alkyl aryl ethers
  • Heteroaromatic compounds
  • Oxacyclic compounds
  • Hydrocarbon derivatives
  • Substituents

  • 4p-o-methylisoflavone
  • Hydroxyisoflavonoid
  • Isoflavone
  • Chromone
  • M-dimethoxybenzene
  • Dimethoxybenzene
  • 1-benzopyran
  • Methoxyphenol
  • Benzopyran
  • Phloroglucinol derivative
  • Benzenetriol
  • Methoxybenzene
  • Phenol ether
  • Anisole
  • Pyranone
  • Phenol
  • Alkyl aryl ether
  • Benzenoid
  • Pyran
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
  • Molecliar Framework

    Aromatic heteropolycyclic compounds External Descriptors

  • dihydroxyflavone (CHEBI:69094 )
  • dimethoxyflavone (CHEBI:69094 )
  • Isoflavonoids (C17765 )
  • Isoflavonoids (LMPK12050069 )
  • Ontology Status

    Expected but not Quantified Origin

  • Endogenous
  • Food
  • Biofunction

    Not Available Application

  • Nutrient
  • Cellliar locations

  • Membrane
  • Physical Properties State

    Not Available Experimental Properties

    Property Value Reference Melting Point250 – 251 °CNot Available Boiling PointNot AvailableNot Available Water SolubilityNot AvailableNot Available LogPNot AvailableNot Available

    Predicted Properties

    Property Value Source Water Solubility0.011 mg/mLALOGPS logP3.85ALOGPS logP4.14ChemAxon logS-4.5ALOGPS pKa (Strongest Acidic)6.46ChemAxon pKa (Strongest Basic)-4.5ChemAxon Physiological Charge-1ChemAxon Hydrogen Acceptor Count6ChemAxon Hydrogen Donor Count2ChemAxon Polar Surface Area85.22 Å2ChemAxon Rotatable Bond Count4ChemAxon Refractivity106.87 m3·mol-1ChemAxon Polarizability40.67 Å3ChemAxon Number of Rings3ChemAxon Bioavailability1ChemAxon Rlie of FiveYesChemAxon Ghose FilterYesChemAxon Vebers RlieYesChemAxon MDDR-like RlieYesChemAxon

    Spectra Spectra

    Spectrum Type Description Splash Key Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available

    Biological Properties Cellliar Locations

  • Membrane
  • Biofluid Locations

    Not Available Tissue Location

    Not Available Pathways

    Not Available Normal Concentrations Not Available Abnormal Concentrations

    Not Available Associated Disorders and Diseases Disease References

    None Associated OMIM IDs

    None External Links DrugBank ID

    Not Available DrugBank Metabolite ID

    Not Available Phenol Explorer Compound ID

    Not Available Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    FDB000651 KNApSAcK ID

    C00009443 Chemspider ID

    4477428 KEGG Compound ID

    C17765 BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Not Available NuGOwiki Link

    HMDB29515 Metagene Link

    HMDB29515 METLIN ID

    Not Available PubChem Compound

    5319013 PDB ID

    Not Available ChEBI ID

    Not Available

    Product: BQ-123

    References Synthesis Reference Not 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.. .

    PMID: 24062647