| 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 |
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
|
PMID: 24062647
