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7,8-Dihydroxyflavone

7,8-Dihydroxyflavone Structure
CAS No.
38183-03-8
Chemical Name:
7,8-Dihydroxyflavone
Synonyms
7,8-DHF;7,8-Dihydroxyflavone hydrate;7,8-dihydroxy-2-phenyl-4-benzopyrone;7,8-DIHYDROXY;7,8-Di-OH flavone;8-Dihydroxyflavone;TIMTEC-BB SBB000930;7,8-DIHYDROXYFLAVONE;DIHYDROXYFLAVONE, 7,8-;7,8-dihydroxy Flavones
CBNumber:
CB5478886
Molecular Formula:
C15H10O4
Molecular Weight:
254.24
MOL File:
38183-03-8.mol
Modify Date:
2024/6/18 13:26:42

7,8-Dihydroxyflavone Properties

Melting point 243-246°C
Boiling point 494.4±45.0 °C(Predicted)
Density 1.443±0.06 g/cm3(Predicted)
FEMA 4830 | 7,8-DIHYDROXYFLAVONE
storage temp. Inert atmosphere,Room Temperature
solubility DMSO: soluble24mg/mL
form solid
pka 6.86±0.40(Predicted)
color Yellow or tan
Stability Stable for 1 year from date of purchase as supplied. Protect from moisture. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 week.
InChI 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
InChIKey COCYGNDCWFKTMF-UHFFFAOYSA-N
SMILES C1(C2=CC=CC=C2)OC2=C(O)C(O)=CC=C2C(=O)C=1
LogP 2.760 (est)
CAS DataBase Reference 38183-03-8(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22
Safety Statements  24/25
WGK Germany  3
RTECS  DJ3004000
HS Code  2932990090
NFPA 704
1
0 0

7,8-Dihydroxyflavone price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) D5446 7,8-Dihydroxyflavone hydrate ≥98% (HPLC) 38183-03-8 10MG ₹8746.6 2022-06-14 Buy
Sigma-Aldrich(India) D5446 7,8-Dihydroxyflavone hydrate ≥98% (HPLC) 38183-03-8 50MG ₹34531.75 2022-06-14 Buy
Sigma-Aldrich(India) 5.06300 TrkB Agonist, 7,8-Dihydroxyflavone - CAS 38183-03-8 - Calbiochem 38183-03-8 100MG ₹24770.01 2022-06-14 Buy
TCI Chemicals (India) D1916 7,8-Dihydroxyflavone 38183-03-8 1G ₹4800 2022-05-26 Buy
TCI Chemicals (India) D1916 7,8-Dihydroxyflavone 38183-03-8 5G ₹15000 2022-05-26 Buy
Product number Packaging Price Buy
D5446 10MG ₹8746.6 Buy
D5446 50MG ₹34531.75 Buy
5.06300 100MG ₹24770.01 Buy
D1916 1G ₹4800 Buy
D1916 5G ₹15000 Buy

7,8-Dihydroxyflavone Chemical Properties,Uses,Production

Description

7,8-Dihydroxyflavone(7,8-DHF) is a naturally occurring flavone found in the tree Godmania aesculifolia. It is a selective tyrosine kinase receptor B(TrkB) agonist that has neurotrophic effects in various neurological diseases such as stroke and Parkinson's disease. 7,8-Dihydroxyflavone binds to the TrkB receptors in a similar way to BDNF, or brain derived neurotrophic factor. When the TrkB receptor is activated, neuroprotective and neurogenetive effects occur in neurons, which tend to affect the dendrites. Dendrites are what reach out from the neurons into the synapse to participate in signaling with other neurons. 7,8-DHF has been shown to promote the growth of these dendrites, and to help restore communication between neurons in animal models.

Chemical Properties

White crystalline powder or Yellow Solid, soluble in methanol, ethanol, DMSO and other organic solvents, from the dried root of Pulsatilla chinensis (Bge.) Regel.

Uses

7,8-Dihydroxyflavone is disubstituted flavone that acts as a small-molecule TrkB agonist. 7,8-Dihydroxyflavone has been shown to reverse memory deficits and BACE1 elevation in a mouse model of Alzheimer''s disease. 7,8-Dihydroxyflavone may also provide a therapeutic option in the treatment of other neorological disorders such as Rett syndrome and PTSD. It has recently been shown to counteract the inhibition of NMDA receptor caused by lead poisoning and confer protective effects in live rats.

Biological Activity

7,8-Dihydroxyflavone (7,8-DHF) is a monophenolic flavone with diverse effects. It acts as an agonist of the neurotrophic tyrosine kinase receptor TrkB (Kd = 320 nM), protecting neurons that express TrkB from apoptosis. 7,8-DHF is neuroprotective in an animal model of Parkinson’s disease. It supports emotional learning in mice and reverses memory deficits in a mouse model of Alzheimer’s disease. It also improves motor function and extends survival in an animal model of Huntington’s disease. 7,8-DHF inhibits the cytochrome P450 aromatase (IC50 = 10 μM) and, in this way, alters estrogen metabolism. It also has antioxidant action that increases intracellular glutathione synthesis and scavenges reactive oxygen species.

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7,8-Dihydroxyflavone Spectrum

7,8-DIHYDROXYFLAVONE DIHYDROXYFLAVONE, 7,8-(RG) 7,8-dihydroxy-2-phenyl-4h-1-benzopyran-4-on TIMTEC-BB SBB000930 DIHYDROXYFLAVONE, 7,8- 7,8-Dihydroxy-2-phenyl-4H-chroMen-4-one 4H-1-Benzopyran-4-one,7,8-dihydroxy-2-phenyl- 2-Phenyl-7,8-dihydroxy-4H-1-benzopyran-4-one 7,8-Dihydroxy-2-phenyl-4H-1-benzopyran-4-one 7,8-dihydroxy-2-phenyl-chromen-4-one 7,8-dihydroxy-2-phenylchromen-4-one 7,8-dihydroxy-2-phenyl-chromone 6,7-dihydroxy-2-phenyl-4H-chromen-4-one 7,8-DIHYDROXY 7,8-dihydroxy Flavones, 7,8-DHF 7,8-dihydroxy-2-phenyl-1-benzopyran-4-one 8-Dihydroxyflavone 7,8-DIHYDROXYFLAVONE 7,8-DIHYDROXYFLAVONE 7,8-dihydroxyflavone (7,8-DHF) 7,8-DihydroxyflavoneHydrate> 7,8-dihydroxy Flavones 7,8-Di-OH flavone Flavone,7,8-dihydroxy- (6CI) 7,8-dihydroxy-2-phenyl-4-benzopyrone 7,8-Dihydroxyflavone hydrate 7,8-DHF 2-(Dimethylamino)ethyl methacrylate 2867-47-2 Acibenzolar Acid Impurity 16 7,8-Dihydroxyflavone, ≥ 98.0% 38183-03-8 C15H10O4xH2O Flavonoids Inhibitors Biochemistry Flavonoids Di-substituted Flavones pharmaceutical BPC plant extract