| Size | Price | Stock | Qty |
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| 50mg |
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| 100mg |
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| 250mg |
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| Other Sizes |
| Targets |
5-Hydroxyflavone targets multiple enzymes and pathways. It is a potent inhibitor of CYP1A1, an enzyme involved in the activation of procarcinogens. It also acts as an inhibitor of COX-2-catalyzed PGE-2 production. It shows activity in the AR agonist pathway. Furthermore, it has been shown to have potent antioxidant effects in vivo, protecting mitochondria from oxidative damage.
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| ln Vitro |
5-Hydroxyflavone exhibits in vitro activity as a CYP1A1 inhibitor with an IC50 of 0.07 µM. It inhibits COX-2 catalyzed PGE-2 production by 45.0% at a 10 µM concentration in LPS-induced RAW 264.7 cells. It shows no cytotoxic activity against MCF-7, FaDU, MDA-MB-435S, U87, RPE-1, and HEK293 cells, indicating a favorable safety profile in these cell lines.
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| ln Vivo |
In vivo, 5-hydroxyflavone has been shown to have potent antioxidant effects. It has been found to protect mitochondria from oxidative damage by inhibiting the production of reactive oxygen species and increasing the mitochondrial membrane potential. Its role as an AR agonist suggests potential for further in vivo studies in hormone-related pathways.
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| Enzyme Assay |
Non-cellular assays for 5-hydroxyflavone involve measuring its enzyme inhibitory activity. CYP1A1 inhibition assays typically use recombinant CYP1A1 enzyme and a fluorogenic substrate (e.g., 7-ethoxyresorufin) in the presence of varying concentrations of the compound. The decrease in fluorescent product formation is measured to determine the IC50. COX-2 inhibition can be assessed using an enzyme immunoassay (EIA) to measure the production of PGE-2.
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| Cell Assay |
In vitro cellular assays for 5-hydroxyflavone are conducted in cell lines such as LPS-induced RAW 264.7 macrophages to assess its anti-inflammatory activity by measuring PGE-2 production. Cytotoxicity is assessed in various cell lines, including MCF-7, FaDU, MDA-MB-435S, U87, RPE-1, and HEK293 cells, using standard cell viability assays (e.g., MTT). Its antioxidant activity can be studied in cells by measuring ROS production and mitochondrial membrane potential.
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| Animal Protocol |
In vivo animal experiments with 5-hydroxyflavone are conducted to study its antioxidant and potential anti-inflammatory effects. Animal models of oxidative stress can be used to assess its ability to protect mitochondria and reduce ROS production. Its effects on the AR pathway could be studied in appropriate animal models of hormone-dependent conditions.
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| ADME/Pharmacokinetics |
Metabolism / Metabolites
The known metabolites of 5-hydroxyflavonoids include (2S,3S,4S,5R)-3,4,5-trihydroxy-6-(4-oxo-2-phenylchromene-5-yl)oxoxane-2-carboxylic acid. Dedicated pharmacokinetic data for 5-hydroxyflavone are limited. It has a molecular weight of 238.24. The compound is typically stored as a powder. As a flavonoid, its oral bioavailability may be limited due to extensive metabolism, but it can be formulated for in vivo studies using appropriate solvents. |
| Toxicity/Toxicokinetics |
5-Hydroxyflavone shows no cytotoxic activity against a panel of cell lines, indicating low toxicity. However, comprehensive toxicological data are not extensively published. The compound is intended for research use only and is not approved for human therapeutic use. Standard laboratory safety precautions should be followed when handling this compound.
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| References | |
| Additional Infomation |
5-Hydroxyflavonoids are a type of flavonoid compound. It has been reported that 5-hydroxyflavonoids have been found in Myrtle oleraceus, Melastoma heterophyllum, and Primula dentata, and relevant data are available for reference.
5-Hydroxyflavone is a flavonoid ligand that acts as a potent CYP1A1 inhibitor (IC50 = 0.07 µM) and a COX-2 inhibitor. It is non-cytotoxic to several cell lines and has demonstrated potent antioxidant effects in vivo. It is also known as Primuletin and is used in research on inflammation, cancer prevention, and oxidative stress. |
| Molecular Formula |
C₁₅H₁₀O₃
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|---|---|
| Molecular Weight |
238.24
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| Exact Mass |
238.063
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| CAS # |
491-78-1
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| PubChem CID |
68112
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| Appearance |
Light yellow to yellow solid powder
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| Density |
1.34g/cm3
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| Boiling Point |
425ºC at 760 mmHg
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| Melting Point |
158-160°C
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| Flash Point |
165.4ºC
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| Vapour Pressure |
7.97E-08mmHg at 25°C
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| Index of Refraction |
1.666
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| LogP |
3.165
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| Hydrogen Bond Donor Count |
1
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| Hydrogen Bond Acceptor Count |
3
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| Rotatable Bond Count |
1
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| Heavy Atom Count |
18
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| Complexity |
355
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| Defined Atom Stereocenter Count |
0
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| InChi Key |
IYBLVRRCNVHZQJ-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C15H10O3/c16-11-7-4-8-13-15(11)12(17)9-14(18-13)10-5-2-1-3-6-10/h1-9,16H
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| Chemical Name |
5-hydroxy-2-phenylchromen-4-one
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| Synonyms |
5Hydroxyflavone; 5 Hydroxyflavone
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO : ~8.33 mg/mL (~34.96 mM)
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|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 1 mg/mL (4.20 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 10.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 4.1974 mL | 20.9872 mL | 41.9745 mL | |
| 5 mM | 0.8395 mL | 4.1974 mL | 8.3949 mL | |
| 10 mM | 0.4197 mL | 2.0987 mL | 4.1974 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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