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7,8-Dihydroxyflavone 38183-03-8

7,8-Dihydroxyflavone 38183-03-8

CAS No.: 38183-03-8

7,8-Dihydroxyflavone is a potent and specific TrkB agonist that mimics the physiological effects of brain-derived neurot
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This product is for research use only, not for human use. We do not sell to patients.

7,8-Dihydroxyflavone is a potent and specific TrkB agonist that mimics the physiological effects of brain-derived neurotrophic factor (BDNF). 7,8-Dihydroxyflavone may be used to be utilized in study/research of a variety of neurological diseases.

Physicochemical Properties


Molecular Formula C15H10O4
Molecular Weight 254.2375
Exact Mass 254.057
CAS # 38183-03-8
PubChem CID 1880
Appearance Light yellow to yellow solid powder
Density 1.4±0.1 g/cm3
Boiling Point 494.4±45.0 °C at 760 mmHg
Melting Point 243-246°C
Flash Point 193.5±22.2 °C
Vapour Pressure 0.0±1.3 mmHg at 25°C
Index of Refraction 1.699
LogP 2.51
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 4
Rotatable Bond Count 1
Heavy Atom Count 19
Complexity 384
Defined Atom Stereocenter Count 0
SMILES

O1C(=C([H])C(C2C([H])=C([H])C(=C(C1=2)O[H])O[H])=O)C1C([H])=C([H])C([H])=C([H])C=1[H]

InChi Key COCYGNDCWFKTMF-UHFFFAOYSA-N
InChi Code

InChI=1S/C15H10O4/c16-11-7-6-10-12(17)8-13(19-15(10)14(11)18)9-4-2-1-3-5-9/h1-8,16,18H
Chemical Name

7,8-Dihydroxy-2-phenyl-chromen-4-one
Synonyms

DHF 7,8-DHF 7,8-Dihydroxyflavone
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


ln Vitro 7,8-Dihydroxyflavone (500 nM) protects primary cortical neurons and locus coeruleus (LC) neuron shells from Aβ-induced toxicity and stimulates dendritic development and synapse formation [1].
ln Vivo In Alzheimer's disease models, 7,8-Dihydroxyflavone (5 mg/kg/day) protects synapse loss and memory deficits [1]. Application of 7,8-dihydroxyflavone to the model has neuroprotective benefits in animal models of Parkinson's disease and activates TrkB in the brain center, suppresses toxicity generated by red algae toxin, and lowers infarct volume in stroke in a TrkB-dependent way [2].
References

[1]. 7,8-dihydroxyflavone prevents synaptic loss and memory deficits in a mouse model of Alzheimer's disease. Neuropsychopharmacology. 2014 Feb;39(3):638-50.

Additional Infomation 7,8-dihydroxyflavone is a dihydroxyflavone that is flavone substituted by hydroxy groups at positions 7 and 8. A dihydroxyflavone that is flavone substituted by hydroxy groups at positions 7 and 8. A naturally occurring flavonoid produced by several plants, including the weed Tridax procumbens (coalbuttons or tridax daisy) and the tree Godmania aesculifolia, In animal models, it has shown efficacy against several diseases of the nervous system, including Alzheimer's, Parkinson's, and Huntington's. It has a role as a plant metabolite, a tropomyosin-related kinase B receptor agonist, an antidepressant, an antioxidant and an antineoplastic agent.

Solubility Data


Solubility (In Vitro) DMSO : ≥ 100 mg/mL (~393.33 mM)
Solubility (In Vivo) Solubility in Formulation 1: ≥ 2.5 mg/mL (9.83 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (9.83 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

Solubility in Formulation 3: ≥ 2.5 mg/mL (9.83 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.9333 mL 19.6665 mL 39.3329 mL
5 mM 0.7867 mL 3.9333 mL 7.8666 mL
10 mM 0.3933 mL 1.9666 mL 3.9333 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.