Natural flavonoid; Aldose Reductase (IC50 = 12 μM; log1/IC50 = 4.92)

4′-Hydroxyflavone (compound 50) can inhibit aldose reductase, with an IC50 value of 12 μM .
Inhibition of oxidative burst in PMA-stimulated human neutrophils: 4′-Hydroxyflavone (referred to as compound 1c) shows an IC50 of 40.3 μM, assessed as inhibition of ROS-induced luminol oxidation. The assay was performed by incubating the compound with cells for 5 minutes prior to PMA challenge, using a chemiluminescence assay .
Anti-inflammatory activity in mouse RAW264.7 cells: 4′-Hydroxyflavone (referred to as compound 3e) inhibits LPS-stimulated PGE2 production with an IC50 of 3.77 μM, as measured by ELISA .
Anti-inflammatory activity in mouse RAW264.7 cells: 4′-Hydroxyflavone (referred to as compound 3e) inhibits LPS-stimulated NO production with an IC50 of 48.28 μM, as measured by ELISA .
Cytotoxicity in mouse RAW264.7 cells: 4′-Hydroxyflavone (referred to as compound 3e) shows an IC50 of 144.67 μM, as determined by an MTT assay .

Metabolism / Metabolites: 4p-Hydroxyflavone has known human metabolites that include Flavone 4p-O-glucuronide.

4′-Hydroxyflavone is classified as causing skin irritation (H315) and serious eye irritation (H319) . Safety data sheets indicate that while it is not classified as a hazardous substance under some guidelines, standard precautions should be taken: in case of skin contact, rinse thoroughly with water; in case of eye contact, flush eyes immediately with large amounts of water and seek medical attention . The toxicological effects of this product have not been thoroughly studied .

[1]. Quantitative structure-activity relationship to predict differential inhibition of aldose reductase by flavonoid compounds. Bioorg Med Chem. 2005 May 2;13(9):3269-77.

4′-Hydroxyflavone (CAS No.: 4143-63-9) is a hydroxyflavone, a type of flavonoid compound. It is reported to be isolated from the roots of Scutellaria baicalensis . It is primarily used as a research tool, for example, in studies related to aldose reductase inhibition or its anti-inflammatory properties. It is strictly for research use only and not for human consumption . Physicochemical properties include a molecular weight of 238.24 g/mol, a melting point of 275 °C, and a boiling point of 425.8 °C at 760 mmHg . It is recommended to be stored as a powder at -20°C for up to 3 years .

---

Inhibitory activity against aldose reductase enzyme of flavonoid derivatives were modelled using 11 kinds of molecular descriptors from Dragon software. Model with four Galvez Charge Indices described 67% of data variance and overtaken other models using the same number of variables. Galvez indices showed to contain important information on the relationship between the inhibitor structures and its activity by describing the molecular topology and charge transfer through the molecule. In addition, artificial neural networks were trained using charge indices from the linear models but the obtaining networks overfitted the data having low predictive power. [1]

---

Flavonoids are a class of natural compounds, encompassing approximately 4,000 substances, characterized by a phenylbenzo-pyrone (phenylchromone) structure based on a common three-ring nucleus. They are ubiquitously distributed in all vascular plants and represent significant components of the human diet. These low-molecular-weight compounds play important roles in plant biochemistry and physiology, functioning as antioxidants, enzyme inhibitors, precursors of toxic substances, and pigments, as well as providing protection against light. These compounds have long been recognized for their diverse biological activities, including anti-inflammatory, antioxidant, antiallergic, hepatoprotective, antithrombotic, antiviral, and anticarcinogenic effects. Furthermore, several key bioflavonoids and their derivatives have been identified as inhibitors of the aldose reductase (AR) enzyme.

C15H10O3

238.24

238.0629941

4143-63-9

229016

Light yellow to brown solid at room temperature

1.34g/cm3

425.8ºC at 760mmHg

275 °C

165.7ºC

1.666

3.166

1

3

1

18

353

0

O1C2=C([H])C([H])=C([H])C([H])=C2C(C([H])=C1C1C([H])=C([H])C(=C([H])C=1[H])O[H])=O

SHGLJXBLXNNCTE-UHFFFAOYSA-N

InChI=1S/C15H10O3/c16-11-7-5-10(6-8-11)15-9-13(17)12-3-1-2-4-14(12)18-15/h1-9,16H

2-(4-hydroxyphenyl)chromen-4-one

4'-Hydroxyflavone; 4'-OH-flavone; 4143-63-9; 2-(4-hydroxyphenyl)chromen-4-one; NSC-22357; 8I6VZR0K67;

2934.99.9001

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples

Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

---

Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).

View More

Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin → 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO → 100 μLPEG300 → 200 μL castor oil → 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10： 10 : 80 (i.e. 100 μL Ethanol → 100 μL Cremophor → 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH → 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline)

---

Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).

View More

Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders

---

Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

---

 (Please use freshly prepared in vivo formulations for optimal results.)