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    6',7'-Dihydroxybergamottin acetonide
    Information
    CAS No. 684217-08-1 Price
    Catalog No.CFN97165Purity>=98%
    Molecular Weight412.5 Type of CompoundCoumarins
    FormulaC24H28O6Physical DescriptionPowder
    Download     COA    MSDSSimilar structuralComparison (Web)
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  • Biological Activity
    Description: 6',7'-Dihydroxybergamottin is a potent inhibitor of CYP3A activity, and may be primarily responsible for the effects of grapefruit juice on cytochrome P450 activity in humans.
    Targets: P450 (e.g. CYP17)
    6',7'-Dihydroxybergamottin acetonide Description
    Source: The peels of Citrus maxima
    Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
    Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

    After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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    Calculate Dilution Ratios(Only for Reference)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 2.4242 mL 12.1212 mL 24.2424 mL 48.4848 mL 60.6061 mL
    5 mM 0.4848 mL 2.4242 mL 4.8485 mL 9.697 mL 12.1212 mL
    10 mM 0.2424 mL 1.2121 mL 2.4242 mL 4.8485 mL 6.0606 mL
    50 mM 0.0485 mL 0.2424 mL 0.4848 mL 0.9697 mL 1.2121 mL
    100 mM 0.0242 mL 0.1212 mL 0.2424 mL 0.4848 mL 0.6061 mL
    * Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
    Protocol
    Kinase Assay:
    Drug Metab Dispos. 1996 Dec;24(12):1287-90.
    Identification of 6',7'-dihydroxybergamottin, a cytochrome P450 inhibitor, in grapefruit juice.[Pubmed: 8971132]
    Grapefruit juice inhibits the metabolism of substrates for enzymes of the CYP3A subfamily. However, the identity of the inhibitor has not been established.
    METHODS AND RESULTS:
    Grapefruit juice was extracted into methylene chloride and chromatographed by HPLC, and the effect of the HPLC eluent on CYP3A activity was assessed by measuring 6beta-hydroxytestosterone formation in rat liver microsomes. Significant inhibition was associated with a fraction of HPLC eluent containing a single peak, with a retention time of 16 min. The substance producing this peak was isolated using TLC and identified, using NMR and MS, as 6',7'-dihydroxybergamottin (C21H2406; molecular weight, 372), a furanocoumarin (psoralen) compound. The concentration of 6',7'-dihydroxybergamottin required to inhibit 6beta-hydroxytestosterone formation by 50% was 25 microM. Grapefruit juice reduced CYP3A activity to a significantly greater extent (p < 0.05) than did orange juice, which contained no measurable 6',7'-dihydroxybergamottin (28.6% vs. 62.2% of control activity). The addition of 6',7'-dihydroxybergamottin (30 microM) to orange juice decreased CYP3A activity to values comparable to those observed with grapefruit juice.
    CONCLUSIONS:
    6',7'-Dihydroxybergamottin is a potent inhibitor of CYP3A activity, accounts for the difference in inhibition between grapefruit juice and orange juice in vitro, and may be primarily responsible for the effects of grapefruit juice on cytochrome P450 activity in humans.