NAV

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

Generic Name
5,7,2′-trihydroxy-6,8-dimethoxyflavone
DrugBank Accession Number
DB13983
Background

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.

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 330.292
Monoisotopic: 330.073952791
Chemical Formula
C17H14O7
Synonyms
  • 5,7-Dihydroxy-2-(2-hydroxyphenyl)-6,8-dimethoxy-4H-1-benzopyran-4-one
External IDs
  • K36
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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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

Adverse Effects
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Toxicity

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

Categories

Drug Categories
Not Available
Classification
Not classified
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
159359-22-5
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

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. [Article]
  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. [Article]
ChemSpider
7994627
ChEMBL
CHEMBL488994
ZINC
ZINC000014644415

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-0009000000-4f41ab99c8d110b8e016
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0009000000-aa50a6bec98793fcd46b
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-0009000000-c3c78f623afc7d0cd114
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-002b-0096000000-e0aab5a59278e23bb313
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0i00-0193000000-2ba6320e0a5955917f84
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-03xr-4390000000-90716bf924519d5e97f3
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-186.2951805
predicted
DarkChem Lite v0.1.0
[M-H]-169.67726
predicted
DeepCCS 1.0 (2019)
[M+H]+187.0281805
predicted
DarkChem Lite v0.1.0
[M+H]+172.03528
predicted
DeepCCS 1.0 (2019)
[M+Na]+186.3401805
predicted
DarkChem Lite v0.1.0
[M+Na]+179.08897
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. GABA(A) Receptor Benzodiazepine Binding Site (Protein Group)
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:
NameUniProt ID
Gamma-aminobutyric acid receptor subunit alpha-1P14867
Gamma-aminobutyric acid receptor subunit alpha-2P47869
Gamma-aminobutyric acid receptor subunit alpha-3P34903
Gamma-aminobutyric acid receptor subunit alpha-5P31644
Gamma-aminobutyric acid receptor subunit gamma-1Q8N1C3
Gamma-aminobutyric acid receptor subunit gamma-2P18507
Gamma-aminobutyric acid receptor subunit gamma-3Q99928
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. [Article]

Drug created at January 22, 2018 14:55 / Updated at June 12, 2020 16:53