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D5446

Sigma-Aldrich

7,8-Dihydroxyflavone hydrate

≥98% (HPLC)

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10 MG
€80.60
50 MG
€323.00

€80.60

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10 MG
€80.60
50 MG
€323.00

About This Item

Empirical Formula (Hill Notation):
C15H10O4 · xH2O
CAS Number:
38183-03-8
Molecular Weight:
254.24 (anhydrous basis)
EC Number:
253-812-4
MDL number:
MFCD00006836
UNSPSC Code:
12352200
PubChem Substance ID:
329798806
NACRES:
NA.77

€80.60

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Quality Level

100

Assay

≥98% (HPLC)

form

solid

storage condition

desiccated

solubility

DMSO: 24 mg/mL

storage temp.

room temp

SMILES string

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

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

InChI key

COCYGNDCWFKTMF-UHFFFAOYSA-N

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Show Differences

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This Item
M6316L1045O1385
7,8-Dihydroxyflavone hydrate ≥98% (HPLC)

D5446

7,8-Dihydroxyflavone hydrate

MRS 1754 hydrate ≥98% (HPLC), solid

M6316

MRS 1754 hydrate

LY-354740 hydrate ≥98% (HPLC)

L1045

LY-354740 hydrate

Ozagrel hydrochloride hydrate ≥98% (HPLC), solid

O1385

Ozagrel hydrochloride hydrate

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

solubility

DMSO: 24 mg/mL

solubility

DMSO: soluble >10 mg/mL

solubility

deionized water: 8 mg/mL

solubility

H2O: soluble

storage condition

desiccated

storage condition

-

storage condition

-

storage condition

desiccated

Application

7,8-Dihydroxyflavone hydrate has been used as tropomyosin-receptor-kinase B (TrkB) agonist in mice[1][2] and to inhibit TrkB for monitoring evoked excitatory postsynaptic currents (eEPSCs).[3]

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.[4] 7,8-DHF elicits protection in scopolamine induced Alzheimer-like pathologic dysfunction.[5]
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000142759
0000123649
0000123650
0000075667
0000075668

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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
Vasorelaxing and antihypertensive effects of 7, 8-dihydroxyflavone
Huai R
American Journal of Hypertension, 27(5), 750-760 (2013)
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
Oligodendrocytes regulate presynaptic properties and neurotransmission through BDNF signaling in the mouse brainstem
Jang M, et al.
eLife, 8, e42156-e42156 (2019)
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)
View All Related Papers

Questions

  1. What are the recommended storage conditions for D5446 after reconstitution?

    1 answer

    1. Although there is no datasheet available for product D5446, there is information available for a product sharing the same CAS number from a different division. Below is the information found for product 506300 (7,8 Dihydroxyflavone):

      - Solubility: DMSO (100 mg/ml)
      - Storage: Protect from light, +2°C to +8°C
      - Do Not Freeze: Ok to freeze
      - Special Instructions: Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

      This information will also apply for product D5446. There are additional notes stating the product is packaged under inert gas. Therefore, if storing, it would be best to leave no air space in the storage container if possible. If that is not possible, it would be best to store under either dry nitrogen or argon.

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