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Merck
CN

D5446

7,8-Dihydroxyflavone hydrate

≥98% (HPLC), Selective TrkB receptor agonist, solid

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About This Item

Empirical Formula (Hill Notation):
C15H10O4 · xH2O
CAS Number:
Molecular Weight:
254.24 (anhydrous basis)
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
253-812-4
MDL number:
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Product Name

7,8-Dihydroxyflavone hydrate, ≥98% (HPLC)

InChI key

COCYGNDCWFKTMF-UHFFFAOYSA-N

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

SMILES string

Oc1ccc2C(=O)C=C(Oc2c1O)c3ccccc3

assay

≥98% (HPLC)

form

solid

storage condition

desiccated

solubility

DMSO: 24 mg/mL

storage temp.

room temp

Quality Level

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Application

7,8-Dihydroxyflavone hydrate has been used as tropomyosin-receptor-kinase B (TrkB) agonist in mice and to inhibit TrkB for monitoring evoked excitatory postsynaptic currents (eEPSCs).

Biochem/physiol Actions

7,8-Dihydroxyflavone (7,8-DHF) may be used to help identify and differentiate the physiological effects and cell signaling pathways mediated by TrkB activation, such as those involving, memory, vasorelaxation and hypertension. 7,8-DHF elicits protection in scopolamine induced Alzheimer-like pathologic dysfunction.
7,8-Dihydroxyflavone is a selective TrkB receptor agonist
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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Oligodendrocytes regulate presynaptic properties and neurotransmission through BDNF signaling in the mouse brainstem
Jang M, et al.
eLife, 8, e42156-e42156 (2019)
7, 8-dihydroxyflavone ameliorates scopolamine-induced Alzheimer-like pathologic dysfunction
Chen C, et al.
Rejuvenation Research, 17(3), 249-254 (2014)
Autism-like behavior caused by deletion of vaccinia-related kinase 3 is improved by TrkB stimulation
Kang MS, et al.
The Journal of Experimental Medicine, 214(10), 2947-2966 (2017)
Maria N Schultz et al.
Learning & memory (Cold Spring Harbor, N.Y.), 27(9), 346-354 (2020-08-21)
Angelman syndrome is a rare neurodevelopmental disorder caused by a mutation in the maternal allele of the gene Ube3a The primary symptoms of Angelman syndrome are severe cognitive deficits, impaired motor functions, and speech disabilities. Analogous phenotypes have been detected
Xiaojuan Liu et al.
Molecules (Basel, Switzerland), 25(4) (2020-02-23)
O-methylation of flavonoids is an important modification reaction that occurs in plants. O-methylation contributes to the structural diversity of flavonoids, which have several biological and pharmacological functions. In this study, an O-methyltransferase gene (CrOMT2) was isolated from the fruit peel

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