Description: Partial positive allosteric modulator at the benzodiazepine receptor
Alternative Names: Dinatin
Chemical Name: 5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one
Purity: ≥98% (HPLC)
Biological Activity
Technical Data
Solubility
Calculators
Datasheets
References
Biological Activity
Partial positive allosteric modulator at the benzodiazepine receptor (IC50 = 1.3 μM for inhibition of flumazenil binding); natural sage flavone. Stimulates GABA-induced chloride currents in Xenopus oocytes expressing α1-, α2-, α3-, α5- or α6-β2 γ2S GABAA receptors. Brain penetrant; oral administration reduces seizures in a gerbil model of epilepsy. Also has antifungal, antiproliferative, antioxidant and antithrombotic properties.
Technical Data
M. Wt
300.27
Formula
C16H12O6
Storage
Desiccate at -20°C
Purity
≥98% (HPLC)
CAS Number
1447-88-7
PubChem ID
5281628
InChI Key
IHFBPDAQLQOCBX-UHFFFAOYSA-N
Smiles
OC1=CC2=C(C(C=C(C3=CC=C(O)C=C3)O2)=O)C(O)=C1OC
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.
Solubility Data
Solvent
Max Conc. mg/mL
Max Conc. mM
Solubility
DMSO
7.51
25
ethanol
3
10
Preparing Stock Solutions
The following data is based on the product molecular weight 300.27. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass
1 mg
5 mg
10 mg
1 mM
3.33 mL
16.65 mL
33.3 mL
5 mM
0.67 mL
3.33 mL
6.66 mL
10 mM
0.33 mL
1.67 mL
3.33 mL
50 mM
0.07 mL
0.33 mL
0.67 mL
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Product Datasheets
Certificate of Analysis / Product Datasheet
Safety Datasheet
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References
References are publications that support the products' biological activity.
Bourdillatet al (1988) Hispidulin, a natural flavone, inhibits human platelet aggregation by increasing cAMP levels. Eur.J.Pharmacol. 147 1 PMID: 2836213
Kavvadiaset al (2003) Constituents of sage (Salvia officinalis) with in vitro affinity to human brain benzodiazepine receptor. Planta Med. 69 113 PMID: 12624814
Kavvadiaset al (2004) The flavone hispidulin, a benzodiazepine receptor ligand with positive allosteric properties, traverses the blood-brain barrier and exhibits anticonvulsive effects. Br.J.Pharmacol. 142 811 PMID: 15231642