7,8-Dihydroxyflavone

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)
FDA UNII	ADB6MA8ZV2

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS07

Signal word

Warning

Hazard statements

H315-H319-H335

Precautionary statements

Hazard Codes

Risk Statements

Safety Statements

WGK Germany

3

RTECS

DJ3004000

HS Code

2932990090

NFPA 704

	1
0		0

7,8-Dihydroxyflavone price More Price(49)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	D5446	7,8-Dihydroxyflavone hydrate ≥98% (HPLC)	38183-03-8	10mg	$86	2024-03-01	Buy
Sigma-Aldrich	D5446	7,8-Dihydroxyflavone hydrate ≥98% (HPLC)	38183-03-8	50mg	$341	2024-03-01	Buy
Sigma-Aldrich	5.06300	TrkB Agonist, 7,8-Dihydroxyflavone - CAS 38183-03-8 - Calbiochem	38183-03-8	100MG	$294	2024-03-01	Buy
TCI Chemical	D1916	7,8-Dihydroxyflavone Hydrate >98.0%(HPLC)(T)	38183-03-8	1g	$99	2024-03-01	Buy
TCI Chemical	D1916	7,8-Dihydroxyflavone Hydrate >98.0%(HPLC)(T)	38183-03-8	5g	$323	2024-03-01	Buy

Product number	Packaging	Price	Buy
D5446	10mg	$86	Buy
D5446	50mg	$341	Buy
5.06300	100MG	$294	Buy
D1916	1g	$99	Buy
D1916	5g	$323	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.

Definition

ChEBI: 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.

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.

Biochem/physiol Actions

7,8-Dihydroxyflavone is a selective tyrosine kinase receptor B (TrkB) receptor agonist. It manifests all the therapeutic effects of brain-derived neurotrophic factor (BDNF)—such as protecting neurons from apoptosis, inhibiting kainic acid-induced toxicity, decreasing infarct volumes in stroke, and neuroprotecting in an animal model of Parkinson′s disease—without the poor pharmacokinetic profile of BDNF limiting its therapeutic potential.

Side effects

As with any other drug, 7,8-DHF is not without its side effects. However, there are not as many side effects associated with the use of 7,8-DHF as it is a natural product.
The following are some reported side effects associated with the use of 7,8-DHF or products that contain it:
Overstimulation
Restlessness
Dizziness
Nausea
Irritability
Trouble sleeping

target

TNF-α | MMP(e.g.TIMP) | ROS | HO-1 | p38MAPK | SOD | Akt | cAMP | HIF | PPAR | Calcium Channel

storage

Store at +4°C

Mode of action

7,8-Dihydroxyflavone (7,8-DHF, tropoflavin) is the most common and effective flavone identified in Sophora plants.
7,8-DHF mimics the effects of brain-derived neurotrophic factor (BDNF) in brain cells by activating tropomyosin-related kinase B (TrkB) receptors, the typical target of BDNF.
The therapeutic potential of BDNF is restricted due to its short half-life (less than 10 minutes) and its inability to cross the blood-brain barrier because of its large size. Unlike BDNF 7,8-DHF is able to penetrate the blood-brain barrier and enter the central nervous system (CNS) .
7,8-DHF also increases the production of Nrf2. Nrf2 increases antioxidants enzymes such as heme oxygenase 1 (HO-1) and also enzymes that repair DNA (8-oxoguanine DNA glycosylase-1 – OGG1) .

References

1) Jang et al. (2010), A selective TrkB agonist with potent neurotrophic activities by 7,8-dihydroxyflavone; Proc. Natl. Acad. Sci. USA, 107 2687 2) Liu et al. (2014) Biochemical and biophysical investigation of the brain-derived neurotrophic factor mimetic 7,8-dihydroxyflavone in the binding and activation of the TrkB receptor; J. Biol. Chem., 289 27571 3) Jiang et al. (2013) Small-molecule TrkB receptor agonist improve motor function and extend survival in a mouse model of Huntington’s disease; Hum. Mol. Genet., 22 2462 4) Zhao et al. (2016) Post-injury Treatment of 7,8-Dihydroxyflavone Promotes Neurogenesis in the Hippocampus of the Adult Mouse; J. Neurotrauma, 33 2055 5) Korkmaz et al. (2014) 7,8-dihydroxyflavone improves motor performance and enhances lower motor neuronal survival in a mouse model of amyotrophic lateral sclerosis; Neurosci. Lett., 566 286

7,8-Dihydroxyflavone synthesis

Synthesis of 7,8-Dihydroxyflavone from 4H-1-Benzopyran-4-one, 2-phenyl-7,8-bis(phenylmethoxy)-

7,8-Dihydroxyflavone Preparation Products And Raw materials

Raw materials

4H-1-Benzopyran-4-one, 2-phenyl-7,8-bis(phenylmethoxy)- 4H-1-Benzopyran-4-one, 7,8-bis(benzoyloxy)-2-phenyl- Ethanone, 1-[2,3,4-tris(phenylmethoxy)phenyl]- Ethanone, 1-[2-hydroxy-3,4-bis(phenylmethoxy)phenyl]- 7,8-DIMETHOXYFLAVONE

2'-HYDROXY-3',4'-DIMETHOXYACETOPHENONE 2',3',4'-TRIHYDROXYACETOPHENONE 7-HYDROXYFLAVONE Pyrogallol Benzoic anhydride

Benzoyl chloride

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Preparation Products

7,8-Dihydroxyflavone Suppliers

Global( 288)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Wuhan Nutra Biotechnology Co.,Ltd	+8617786394783	nutrabiotech@outlook.com	China	300	58
Wuhan senwayer century chemical Co.,Ltd	+undefined-27-86652399 +undefined13627115097	market02@senwayer.com	China	874	58
Tianjin Kilo Pharmaceutical Sci-Tech Co., Ltd	+86-02223869539 +86-15560057295	trade.kilopharma@foxmail.com	China	27	58
Hebei Mojin Biotechnology Co., Ltd	+8613288715578	sales@hbmojin.com	China	12456	58
Hebei Yanxi Chemical Co., Ltd.	+8617531190177	peter@yan-xi.com	China	5993	58
Shanghai Qyubiotech Co., Ltd.	+86-086-021-37596619 +8618019359838	info@qyubiotech.com	China	299	58
Henan Bao Enluo International TradeCo.，LTD	+86-17331933971 +86-17331933971	deasea125996@gmail.com	China	2503	58
Xiamen Wonderful Bio Technology Co., Ltd.	+8613043004613	Sara@xmwonderfulbio.com	China	305	58
Wuhan Haorong Biotechnology Co.,ltd	+8618565342920	sales@chembj.net	China	269	58
ARCTIC EXPORTS INC	+1-3026880818 +1-3026880818	ARCTICEXPORTSINC@GMAIL.COM	Canada	68	58

Supplier	Advantage
Wuhan Nutra Biotechnology Co.,Ltd	58
Wuhan senwayer century chemical Co.,Ltd	58
Tianjin Kilo Pharmaceutical Sci-Tech Co., Ltd	58
Hebei Mojin Biotechnology Co., Ltd	58
Hebei Yanxi Chemical Co., Ltd.	58
Shanghai Qyubiotech Co., Ltd.	58
Henan Bao Enluo International TradeCo.，LTD	58
Xiamen Wonderful Bio Technology Co., Ltd.	58
Wuhan Haorong Biotechnology Co.,ltd	58
ARCTIC EXPORTS INC	58

View Lastest Price from 7,8-Dihydroxyflavone manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2024-04-27	7,8-Dihydroxyflavone hydrate;7,8-DHF 38183-03-8	US $1.00 / g	1g	99%	100kg	Wuhan Cell Pharmaceutical Co., Ltd
2024-04-26	7,8-Dihydroxyflavone 38183-03-8	US $0.00-0.00 / g	10g	98%+	10000kgs per Month	Shanghai Qyubiotech Co., Ltd.
2024-04-24	7,8-Dihydroxyflavone 38183-03-8	US $0.00-0.00 / kg	1kg	99%	500	Wuhan Haorong Biotechnology Co.,Ltd

7,8-Dihydroxyflavone hydrate;7,8-DHF
38183-03-8
US $1.00 / g
99%
Wuhan Cell Pharmaceutical Co., Ltd

7,8-Dihydroxyflavone
38183-03-8
US $0.00-0.00 / g
98%+
Shanghai Qyubiotech Co., Ltd.

7,8-Dihydroxyflavone
38183-03-8
US $0.00-0.00 / kg
99%
Wuhan Haorong Biotechnology Co.,Ltd

7,8-Dihydroxyflavone Spectrum

7,8-Dihydroxyflavone(38183-03-8)¹HNMR

38183-03-8(7,8-Dihydroxyflavone)Related Search:

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