5,7,2′-trihydroxy-6,8-dimethoxyflavone

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
5,7,2′-trihydroxy-6,8-dimethoxyflavone
Accession Number
DB13983
Type
Small Molecule
Groups
Experimental
Description

5,7,2′-trihydroxy-6,8-dimethoxyflavone (K36) is a high-affinity, naturally occurring flavonoid derivative isolated from the medicinal herb Scutellaria baicalensis Georgi 1.

Structure
Thumb
Synonyms
  • 5,7-Dihydroxy-2-(2-hydroxyphenyl)-6,8-dimethoxy-4H-1-benzopyran-4-one
External IDs
K36
Categories
Not Available
UNII
Not Available
CAS number
159359-22-5
Weight
Average: 330.292
Monoisotopic: 330.073952791
Chemical Formula
C17H14O7
InChI Key
JWOKGWICZPPYPX-UHFFFAOYSA-N
InChI
InChI=1S/C17H14O7/c1-22-16-13(20)12-10(19)7-11(8-5-3-4-6-9(8)18)24-15(12)17(23-2)14(16)21/h3-7,18,20-21H,1-2H3
IUPAC Name
5,7-dihydroxy-2-(2-hydroxyphenyl)-6,8-dimethoxy-4H-chromen-4-one
SMILES
COC1=C(O)C(OC)=C2OC(=CC(=O)C2=C1O)C1=CC=CC=C1O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UGABA(A) Receptor Benzodiazepine Binding Site
ligand
Humans
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

References

General References
  1. Huen MS, Hui KM, Leung JW, Sigel E, Baur R, Wong JT, Xue H: Naturally occurring 2'-hydroxyl-substituted flavonoids as high-affinity benzodiazepine site ligands. Biochem Pharmacol. 2003 Dec 15;66(12):2397-407. [PubMed:14637197]
  2. Wang H, Hui KM, Xu S, Chen Y, Wong JT, Xue H: Two flavones from Scutellaria baicalensis Georgi and their binding affinities to the benzodiazepine site of the GABAA receptor complex. Pharmazie. 2002 Dec;57(12):857-8. [PubMed:12561253]
External Links
ChemSpider
7994627
ChEMBL
CHEMBL488994
ZINC
ZINC000014644415

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0901 mg/mLALOGPS
logP2.93ALOGPS
logP2.39ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)6.61ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area105.45 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity85.84 m3·mol-1ChemAxon
Polarizability32.33 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
Not Available

Taxonomy

Classification
Not classified

Targets

Kind
Protein group
Organism
Humans
Pharmacological action
Unknown
Actions
Ligand
General Function
Inhibitory extracellular ligand-gated ion channel activity
Specific Function
Component of the heteropentameric receptor for GABA, the major inhibitory neurotransmitter in the vertebrate brain. Functions also as histamine receptor and mediates cellular responses to histamine...

Components:
References
  1. Huen MS, Hui KM, Leung JW, Sigel E, Baur R, Wong JT, Xue H: Naturally occurring 2'-hydroxyl-substituted flavonoids as high-affinity benzodiazepine site ligands. Biochem Pharmacol. 2003 Dec 15;66(12):2397-407. [PubMed:14637197]

Drug created on January 22, 2018 07:55 / Updated on June 12, 2020 10:53

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