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    3',5,5',7-Tetrahydroxyflavanone
    3',5,5',7-Tetrahydroxyflavanone
    Information
    CAS No. 160436-10-2 Price
    Catalog No.CFN99673Purity>=98%
    Molecular Weight288.3 Type of CompoundFlavonoids
    FormulaC15H12O6Physical DescriptionPowder
    Download Manual    COA    MSDSSimilar structuralComparison (Web)
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    Biological Activity
    Description: 5,7,3',5'-Tetrahydroxyflavanone has anti-inflammatory properties, it can inhibit nitric oxide (NO) production with IC50 values of 18.5 uM, the inhibitory effect is accompanied by dose-dependent decreases in LPS-induced nitric oxide synthase (iNOS) in RAW 264.7 cells. It may have antiviral activity against HIV-1, it has inhibitory effects on HIV-1 reverse transcriptase (RT)-associated RNase H function.
    Targets: HIV | NO | NOS
    In vitro:
    Pathog Dis. 2013 Aug;68(3):116-24.
    Hypericum hircinum L. components as new single-molecule inhibitors of both HIV-1 reverse transcriptase-associated DNA polymerase and ribonuclease H activities.[Pubmed: 23821410 ]
    Among HIV-1 reverse transcriptase (RT)-associated functions, DNA polymerase and Ribonuclease H (RNase H) are both essential for HIV replication and excellent targets for drug development. While all RT inhibitors approved for therapy target the DNA polymerase activity, there is the pressing need for new RT inhibitors possibly targeting the RNase H function. In the last 20 years, many natural substances have shown antiviral activity against HIV-1, but only a few against the RNase H function.
    METHODS AND RESULTS:
    In this study, we have tested the ethanolic extracts obtained by the Hypericum hircinum L. (Hypericaceae) growing in Sardinia (Italy) on the HIV-1 RT-associated RNase H function and found that they have inhibitory effects. Active extracts were fractionated up to obtain the main components that have been isolated, tested, and identified to be betulinic acid, shikimic acid, chlorogenic acid, quercetin, 5,7,3',5'-tetrahydroxyflavanone(3',5,5',7-Tetrahydroxyflavanone), and 5,7,3',5'-tetrahydroxyflavanone 7-O-glucoside. Betulinic acid and 5,7,3',5'-tetrahydroxyflavanone 7-O-glucoside were active on both RT-associated activities, and betulinic acid was also active on HIV-1 mutant RTs resistant to efavirenz.
    CONCLUSIONS:
    Overall, our results suggest that some of these compounds inhibit the HIV-1 RT binding to an allosteric site previously described for other natural compounds and are potential leads for further drug development of a single molecules having dual inhibitory activity.
    Nat Prod Commun. 2015 Mar;10(3):383-5.
    Anti-inflammatory compounds from Ampelopsis cantoniensis.[Pubmed: 25924510]
    Many natural products have been shown to have an inhibitory effect on nitric oxide (NO), and are used as chemotherapy agents for inflammation disease. The current study was designed to evaluate the anti-inflammatory activity of chemical components from the leaves of Ampelopsis cantoniensis.
    METHODS AND RESULTS:
    Sixteen compounds (1-16) were isolated and identified. Phloretin (5) and 5,7,3',5'-tetrahydroxyflavanone (3',5,5',7-Tetrahydroxyflavanone,16) inhibited nitric oxide (NO) production with IC50 values of 5.2, and 18.5 μM, respectively. The inhibitory effect of compounds 5 and 16 were accompanied by dose-dependent decreases in LPS-induced nitric oxide synthase (iNOS) in RAW 264.7 cells, respectively. This study investigated the significant anti-inflammatory properties of isolated compounds from the leaves of A. cantoniensis for the first time.
    CONCLUSIONS:
    The findings demonstrate that A. cantoniensis could be used beneficially in the treatment of inflammation disease.
    3',5,5',7-Tetrahydroxyflavanone Description
    Source: The herbs of Ilex centrochinensis.
    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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    Cell. 2018 Jan 11;172(1-2):249-261.e12.
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    Calculate Dilution Ratios(Only for Reference)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 3.4686 mL 17.343 mL 34.6861 mL 69.3722 mL 86.7152 mL
    5 mM 0.6937 mL 3.4686 mL 6.9372 mL 13.8744 mL 17.343 mL
    10 mM 0.3469 mL 1.7343 mL 3.4686 mL 6.9372 mL 8.6715 mL
    50 mM 0.0694 mL 0.3469 mL 0.6937 mL 1.3874 mL 1.7343 mL
    100 mM 0.0347 mL 0.1734 mL 0.3469 mL 0.6937 mL 0.8672 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
    Structure Identification:
    Zhongguo Zhong Yao Za Zhi. 2006 Nov;31(21):1795-7.
    Studies on chemical constituents of Cercis chinensis.[Pubmed: 17260796]
    To study the chemical constituents from the aerial part of Cercis chinensis.
    METHODS AND RESULTS:
    The constituents of C. chinensis were separated with various chromatographic techniques and their structures were elucidated by means of spectral analysis and physico-chemical properties. Nine compounds were isolated from C. chinensis. They were identified as 3-O-methylquercetin (1), quercetin (2), (2R,3R)-3, 5, 7, 3', 5'-pentahydroxyflavan (3), 3',5,5',7-Tetrahydroxyflavanone (4), [+]-taxifolin (5), (2R)-naringenin (6), friedelin (7), beta-sitosterol (8), daucosterin (9).
    CONCLUSIONS:
    compounds 1 and 3-7 were isolated from the genus Cercis for the first time.