Size | Price | Stock | Qty |
---|---|---|---|
250mg |
|
||
500mg |
|
||
1g |
|
||
2g |
|
||
Other Sizes |
|
Biochanin A (NSC-123538; Pratensol; NSC123538; olmelin; 4-Methylgenistein) is a novel, naturally occuring O-methylated isoflavone found in Trifolium pratense and Fabaceae plants such as clover, soy and alfalfa. It exhibits antiproliferative and anti-inflammatory activities by inhibiting protein tyrosine kinase (PTK) such as EGFR/epidermal growth factor receptor with IC50 value of 91.5 μM. Biochanin A inhibits the hydrolysis of 0.5 μM anandamide by mouse, rat and human fatty acid amide hydrolase (FAAH) with IC50 values of 1.8, 1.4 and 2.4 μM respectively.
ln Vitro |
Biochanin A inhibits hydrolysis of 0.5 μM AEA by mouse, rat, and human FAAH with IC50 values of 1.8, 1.4, and 2.4 μM, respectively. Biochanin A inhibits FAAH at a pIC50 of 6.21±0.02 and an IC50 of 0.62 μM. Biochanin A inhibits URB597-sensitive tritium retention at high nanomolar to low micromolar concentrations. Experiments were conducted with human FAAH and 0.5 μM [3H]AEA, and the assay conditions improved utilization. Biochanin A, Genistein, Formononetin, and Daidzein inhibited activity in the low micromolar range with IC50 values of 6.0, 8.4, 12, and 30 μM, respectively [1].
|
||
---|---|---|---|
ln Vivo |
Test doses for biochanin A were 30, 100, and 300 μg. In a way that AM251 inhibited, the maximum dosage also decreased formalin-induced ERK phosphorylation. Therefore, upon topical application to the paw, Biochanin A exhibits behavior similar to URB597. Both URB597 (30 μg i.pl.) and Biochanin A (100 μg i.pl.) prevent the spinal cord phosphorylation of extracellular signal-regulated kinase, which is generated by injecting formalin into the plantar region of mice under anesthesia. AM251, a 30 μg i.pl. CB1 receptor antagonist/inverse agonist, considerably lessened the effects of both substances. While biochanin A (15 mg/k iv) does not raise brain AEA concentrations, it does slightly improve the tetrad test effects of 10 mg/kg iv AEA. While AEA (10 mg/kg iv) has little impact on its own, biochanin A (15 mg/kg iv) greatly increases its effect [1].
|
||
Animal Protocol |
|
||
References |
[1]. Thors L, et al. Biochanin A, a naturally occurring inhibitor of fatty acid amide hydrolase. Br J Pharmacol. 2010 Jun;160(3):549-60
|
Molecular Formula |
C16H12O5
|
|
---|---|---|
Molecular Weight |
284.26
|
|
CAS # |
491-80-5
|
|
Related CAS # |
|
|
SMILES |
O1C([H])=C(C2C([H])=C([H])C(=C([H])C=2[H])OC([H])([H])[H])C(C2=C(C([H])=C(C([H])=C12)O[H])O[H])=O
|
|
InChi Key |
WUADCCWRTIWANL-UHFFFAOYSA-N
|
|
InChi Code |
InChI=1S/C16H12O5/c1-20-11-4-2-9(3-5-11)12-8-21-14-7-10(17)6-13(18)15(14)16(12)19/h2-8,17-18H,1H3
|
|
Chemical Name |
5,7-dihydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one
|
|
Synonyms |
|
|
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)
|
Solubility (In Vitro) |
|
|||
---|---|---|---|---|
Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (8.79 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (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 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (8.79 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 25.0 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 | 3.5179 mL | 17.5895 mL | 35.1791 mL | |
5 mM | 0.7036 mL | 3.5179 mL | 7.0358 mL | |
10 mM | 0.3518 mL | 1.7590 mL | 3.5179 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.
NCT Number | Recruitment | interventions | Conditions | Sponsor/Collaborators | Start Date | Phases |
NCT05013593 | Completed | Dietary Supplement: Red Clover Extract (RCE) |
Urge Incontinence Overactive Bladder |
Vendsyssel Hospital | July 15, 2019 | Not Applicable |
NCT06209697 | Completed | Dietary Supplement: red clover | Menopause | Medipol University | March 20, 2022 | Not Applicable |
NCT02174666 | Completed | Dietary Supplement: Red clover extract | Osteopenia Osteoporosis |
University of Aarhus | June 2014 | Not Applicable |