Art. -Nr.: HY-N8852

6-Methoxyflavanone

Name: 6-Methoxyflavanone
Brand: MedChemExpress
SKU: HY-N8852
Price: 25.00 USD
Availability: InStock
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(Synonyms: 6-MeOF)

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6-Methoxyflavanone (6-MeOF) is a flavonoid compound that can cross the blood-brain barrier. 6-Methoxyflavanone is a positive allosteric modulator of GABA_A receptors. 6-Methoxyflavanone exhibits positive allosteric regulatory effects on human recombinant α1β2γ2L and α2β2γ2L GABA_A receptors, and is relatively inactive on the α1β2 GABA_A receptor. 6-Methoxyflavanone showes inhibitory behavior towards the activation of bitter receptor hTAS2R39 and hTAS2R14, demonstrating a reversible and non-overcome antagonistic effect. 6-Methoxyflavanone has the effects of anti-anxiety, analgesia and relief of neuropathic pain.

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Reinheit : 99.94%
CAS. Nr.: 3034-04-6
Formel: C₁₆H₁₄O₃
Molecular Weight:254.28

Speicherung:

4°C, protect from light

* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

6-Methoxyflavanone Chemical Structure

CAS. Nr.: 3034-04-6

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Biologische Aktivität
- Beschreibung
- Cellular Effect
- In Vitro
- Parmacokinetics
- In Vivo
Chemical Information
Lösungsmittel & Löslichkeit
- In Vitro
- In Vivo
Reinheit & Dokumentation
Verweise
Help & FAQs
Classifications
Bioz

Biologische Aktivität

Beschreibung

Cellular Effect

Cell Line	Type	Value	Description	References
A2780 ADR	IC₅₀	39 μM Compound: 1	Inhibition of P-gp expressed in A2780adr cells by calcein AM accumulation assay Inhibition of P-gp expressed in A2780adr cells by calcein AM accumulation assay	[PMID: 21354800]
MCF7	IC₅₀	46 μM Compound: 1	Inhibition of BCRP expressed in MCF-7 MX cells using Hoechst 33342 staining Inhibition of BCRP expressed in MCF-7 MX cells using Hoechst 33342 staining	[PMID: 21354800]
MDCK	IC₅₀	19 μM Compound: 1	Inhibition of BCRP expressed in MDCK cells using Hoechst 33342 staining Inhibition of BCRP expressed in MDCK cells using Hoechst 33342 staining	[PMID: 21354800]
MDCK	IC₅₀	64 μM Compound: 1	Inhibition of MDR1 expressed in MDCK cells using rhodamine 123 staining by flow cytometry Inhibition of MDR1 expressed in MDCK cells using rhodamine 123 staining by flow cytometry	[PMID: 21354800]

In Vitro

6-Methoxyflavanone (0-1000 μM) inhibits hTAS2R39 and hTAS2R14 activated by Epicatechin gallate (ECG) (HY-N0002) with IC₅₀ values of 479 μM and 447 μM when it is pre-treated and then added to the ECG in HEK293 cells^[1].
6-Methoxyflavanone can significantly regulate α1β2γ2L and α2β2γ2L receptors in X. oocytes with EC₅₀ of 43.7 and 52.2 μM, respectively, it is also a partial agonist of q1W328M GABA receptor with EC₅₀ of 51.6 μM^[4].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only. .

Parmacokinetics

Species	Dose	Route	T_1/2	T_max	C_max	AUC
Mice^[1]	30 mg/kg	i.p.	46.23 min	30 min	2.73 μg/mL	1.05 μg·h/mL

In Vivo

6-methoxyflavanone (10-100 mg/kg, i.p., single dose) penetrates the blood brain barrier (BBB) generating in mice anxiolytic activity, most probably mediated via Flumazenil (HY-B0009)-insensitive pentylenetetrazole binding sites^[1].
6-Methoxyflavanone (10-300 mg/kg, i.p., single dose) attenuates mechanical allodynia and vulvodynia in the Streptozotocin (HY-13753)-induced diabetic neuropathic pain at 10 and 30 mg/kg^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:

Behavioral analysis, elevated plus-maze, staircase test and open-field test established in BALB/c mice (18-30 g) of both sex^[1]
Dosage:

10, 30, 50 and 100 mg/kg
Administration:

Intraperitoneal injection (i.p.), single dose
Result:

Reduced the viral load in the spleen by more than 33 times.
Exerted an anxiolytic-like effect, increasing entries and time spent in the open arm and the central platform, as well as head-dipping frequency in the mouse elevated plus-maze assay at 10, 30 and 50 mg/kg.
Decreased rearing incidence without suppressing the number of steps ascended in the staircase test.
Had no effect on locomotor activity at lower doses, a decrease was observed at the highest dose (100 mg/kg).
Produced an anxiolytic-like increase in the time spent at the center of the open-field apparatus.

Animal Model:

Streptozotocin-induced diabetic neuropathic pain model established female Sprague-Dawley rats (150-200 g) and BALB/c mice (18-30 g)^[2]
Dosage:

30, 50, 100, 150 and 300 mg/kg
Administration:

Intraperitoneal injection (i.p.), single dose
Result:

Demonstrated dose-dependent analgesic effect at hot plate test (acute phasic thermal nociception).
Significantly improved the pain symptoms caused by diabetes.
Observed no significant toxic reactions were at a dose of up to 300 mg/kg.

Chemical Information

CAS. Nr. 3034-04-6
Appearance Solid
Molecular Weight 254.28
Formel C₁₆H₁₄O₃
Color Off-white to light yellow
SMILES

O=C1CC(C2=CC=CC=C2)OC3=CC=C(OC)C=C13
Synonyms

6-MeOF
Versand

Room temperature in continental US; may vary elsewhere.
Speicherung

4°C, protect from light

* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Lösungsmittel & Löslichkeit

In Vitro:

DMSO : 100 mg/mL (393.27 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

3.9327 mL

19.6634 mL

39.3267 mL

5 mM

0.7865 mL

3.9327 mL

7.8653 mL

10 mM

0.3933 mL

1.9663 mL

3.9327 mL

Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.

Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Molaritätsrechner

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass Mass

Konzentration Konzentration

Volumen Volumen

Molecular Weight Molecular Weight

Verdünnungsrechner

Konzentration _{(Stammlösung)} × Volumen _{(Stammlösung)} = Konzentration _{(Ziellösung)} × Volumen _{(Ziellösung)}

Konzentration _{(Stammlösung)} Konzentration _{(Stammlösung)}

Volumen _{(Stammlösung)} Volumen _{(Stammlösung)}

Konzentration _{(Ziellösung)} Konzentration _{(Ziellösung)}

Volumen _{(Ziellösung)} Volumen _{(Ziellösung)}

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

Stock Solution Working Solution

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline

Solubility: ≥ 2.5 mg/mL (9.83 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
Animal Weight (Per Animal) Animal Weight (Per Animal)
g
Dosing Volume (Per Animal) Dosing Volume (Per Animal)
μL
Number of Animals Number of Animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
%
+
+
%
Tween-80 + +
%
Saline +

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Working solution concentration: 0.22 mg/mL

Reinheit & Dokumentation

Select Batch:

Reinheit: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (276 KB)
SDS (394 KB)
- English - EN (394 KB)
- Français - FR (394 KB)
- Deutsch - DE (394 KB)
- Norwegian - NO (394 KB)
- Español - ES (394 KB)
- Swedish - SV (394 KB)
- Italian - IT (394 KB)
- Korean - KR (394 KB)
- Portuguese - PT (394 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

Verweise

[1]. Akbar S, et al. Characterization of 6-methoxyflavanone as a novel anxiolytic agent: A behavioral and pharmacokinetic approach. Eur J Pharmacol. 2017 Apr 15;801:19-27. [Content Brief]

[2]. Akbar S, et al. 6-Methoxyflavanone attenuates mechanical allodynia and vulvodynia in the streptozotocin-induced diabetic neuropathic pain. Biomed Pharmacother. 2016 Dec;84:962-971. [Content Brief]

[3]. Roland WS, et al. 6-methoxyflavanones as bitter taste receptor blockers for hTAS2R39. PLoS One. 2014 Apr 10;9(4):e94451. [Content Brief]

[4]. Hall BJ, et al. Modulation of ionotropic GABA receptors by 6-methoxyflavanone and 6-methoxyflavone. Neurochem Res. 2014 Jun;39(6):1068-78. [Content Brief]

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	3.9327 mL	19.6634 mL	39.3267 mL	98.3168 mL
	5 mM	0.7865 mL	3.9327 mL	7.8653 mL	19.6634 mL
	10 mM	0.3933 mL	1.9663 mL	3.9327 mL	9.8317 mL
	15 mM	0.2622 mL	1.3109 mL	2.6218 mL	6.5545 mL
	20 mM	0.1966 mL	0.9832 mL	1.9663 mL	4.9158 mL
	25 mM	0.1573 mL	0.7865 mL	1.5731 mL	3.9327 mL
	30 mM	0.1311 mL	0.6554 mL	1.3109 mL	3.2772 mL
	40 mM	0.0983 mL	0.4916 mL	0.9832 mL	2.4579 mL
	50 mM	0.0787 mL	0.3933 mL	0.7865 mL	1.9663 mL
	60 mM	0.0655 mL	0.3277 mL	0.6554 mL	1.6386 mL
	80 mM	0.0492 mL	0.2458 mL	0.4916 mL	1.2290 mL
	100 mM	0.0393 mL	0.1966 mL	0.3933 mL	0.9832 mL

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6-Methoxyflavanone