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    3,8-Di-O-methylellagic acid
    Information
    CAS No. 2239-88-5 Price $268 / 5mg
    Catalog No.CFN98217Purity>=98%
    Molecular Weight330.3 Type of CompoundPhenols
    FormulaC16H10O8Physical DescriptionPowder
    Download COA    MSDS    SDF    ManualSimilar structuralComparison (Web)  (SDF)
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    3,8-Di-O-methylellagic acid

    3,8-Di-O-methylellagic acid
    Product Name 3,8-Di-O-methylellagic acid
    CAS No.: 2239-88-5
    Catalog No.: CFN98217
    Molecular Formula: C16H10O8
    Molecular Weight: 330.3 g/mol
    Purity: >=98%
    Type of Compound: Phenols
    Physical Desc.: Powder
    Targets: Antifection | NO | TNF-伪
    Source: The peels of Punica granatum L.
    Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
    Price: $268 / 5mg
    Download: COA    MSDS    SDF    Manual
    Similar structural: Comparison (Web)  (SDF)
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  • Plant Archives2020, 2(1),2929-2934
  • Acta Physiologiae Plantarum2016, 38:7
  • Evid Based Complement Alternat Med.2020, 2020:1970349.
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  • Pharmaceutics.2022, 14(5):945.
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  • Front Plant Sci.2022, 13: 905275.
  • J Biomed Sci.2020, 27(1):60.
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  • Processes2021, 9(1), 153.
  • Related Screening Libraries
    Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
    10 mM * 1 mL in DMSO / Inquiry / In-stock
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  • Biological Activity
    Description: 3,3'-Di-O-methylellagic acid reveals moderate antibacterial activity, it also shows strong DPPH radical scavenging activities with SC50 of 123.3 ug/mL. It has a lower capacity of stimulating murine peritoneal macrophages to release nitric oxide and tumoural-alpha necrose factor. 3,3'-Di-O-methylellagic acid may be a useful as pharmacological agent for the treatment of neurodegenerative diseases.
    Targets: Antifection | NO | TNF-α
    In vitro:
    Z Naturforsch C. 2008 Nov-Dec;63(11-12):794-800.
    Identification of ellagic acid derivatives in methanolic extracts from Qualea species.[Pubmed: 19227825]

    METHODS AND RESULTS:
    The methanolic extract from the barks of the medicinal plant Qualea parviflora (Vochysiaceae) was fractionated by column chromatography over silica gel followed by gel permeation over Sephadex LH-20 to give 3,3'-di-O-methylellagic acid-4-O-beta-D-glucopyranoside (1), 3-O-methylellagic acid-4'-O-alpha-L-rhamnopyranoside (2), 3,3',4-tri-O-methylellagic acid-4'-O-beta-D-glucopyranoside (3), and 3,3'-di-O-methylellagic acid (3,8-Di-O-methylellagic acid,4), together with triterpenes and saponins. We also performed comparative analyses among this species and Q. grandiflora and Q. multiflora using high-pressure liquid chromatography.
    CONCLUSIONS:
    The biological assays showed that, when compared to the standard ellagic acid, compounds 1-4 are less cytotoxic but have a lower capacity of stimulating murine peritoneal macrophages to release nitric oxide and tumoural-alpha necrose factor.
    J Agric Food Chem. 2008 Dec 24;56(24):11668-74.
    Active compounds from Lagerstroemia speciosa, insulin-like glucose uptake-stimulatory/inhibitory and adipocyte differentiation-inhibitory activities in 3T3-L1 cells.[Pubmed: 19053366 ]

    METHODS AND RESULTS:
    Seven ellagitannins, lagerstroemin (1), flosin B (2), stachyurin (3), casuarinin (4), casuariin (5), epipunicacortein A (6), and 2, 3-(S)-hexahydroxydiphenoyl-alpha/beta-D-glucose (7), together with one ellagic acid sulfate, 3-O-methyl-ellagic acid 4'-sulfate (8), ellagic acid (9), and four methyl ellagic acid derivatives, 3-O-methylellagic acid (10), 3,3'-di-O-methylellagic acid (3,8-Di-O-methylellagic acid,11), 3,4,3'-tri-O-methylellagic acid (12), and 3,4,8,9,10-pentahydroxydibenzo[b,d]pyran-6-one (13), were identified by the bioassay-directed isolation from the leaves of Lagerstroemia speciosa (L.) Pers. The chemical structures of these components were established on the basis of one- and two-dimensional NMR and high-resolution mass spectroscopic analyses. Other known compounds, including corosolic acid, gallic acid, 4-hydroxybenzoic acid, 3-O-methylprotocatechuic acid, caffeic acid, p-coumaric acid, kaempferol, quercetin, and isoquercitrin, were also isolated from the same plant. The obtained ellagitannins exhibited strong activities in both stimulating insulin-like glucose uptake (1-5 and 7) and inhibiting adipocyte differentiation (1 and 4) in 3T3-L1 cells. Meanwhile, ellagic acid derivatives (10-13) showed an inhibitory effect on glucose transport assay.
    CONCLUSIONS:
    This study is the first to report an inhibitory effect for methyl ellagic acid derivatives.
    Korean Society for Biotechnology and Bioengineering, 2011,4, 272-272.
    Chemical Constituents with DPPH Radical Scavenging, Elastase Inhnbition and Tyrosinase Inhibition Activities from Cleyera japonica Thunb[Reference: WebLink]
    Bioassay-guided investigation of the stem of Cleyera japonica Thunb. led to the isolation of five compounds such as 3,5,7-trihydroxylchromone 3-O-α-L-rhamnopyranoside (1), aviculin (2), 3,3'-di-O-methylellagic acid (3,8-Di-O-methylellagic acid,3), 3,3'-di-O-methylellagic acid 4'-O-β-D-xylopyranoside (4) and betulinic acid (5). Their structures were elucidated on the basis of spectral studies as well as by comparison of their data with literature values.
    METHODS AND RESULTS:
    In order to study the skin related bioactivities for the isolated compounds, screenings on anti-oxidation, anti-tyrosinase and anti-elastase were conducted. For the anti-oxidation tests, compound 1, 2 and 3 showed strong DPPH radical scavenging activities with SC50 of 59.3, 58.1 and 123.3 μg/mL respectively, whose activities were comparable to a positive control BHT (SC50 89.0 μg/mL). On the tyrosinase inhibition studies, compound 4 (IC50 36.3 μg/mL) showed more potent activity than arbutin (IC50 67.2 μg/mL). On the elastase inhibition studies, compound 5 (IC50 17.9 μg/mL) showed higher activity than oleanolic acid (IC50 29.6 μg/mL), a positive control.
    CONCLUSIONS:
    Based on these results, C. japonica stem extracts could be potentially applicable as an ingredient in skin care formulations.
    3,8-Di-O-methylellagic acid Description
    Source: The peels of Punica granatum L.
    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 3.0276 mL 15.1378 mL 30.2755 mL 60.551 mL 75.6888 mL
    5 mM 0.6055 mL 3.0276 mL 6.0551 mL 12.1102 mL 15.1378 mL
    10 mM 0.3028 mL 1.5138 mL 3.0276 mL 6.0551 mL 7.5689 mL
    50 mM 0.0606 mL 0.3028 mL 0.6055 mL 1.211 mL 1.5138 mL
    100 mM 0.0303 mL 0.1514 mL 0.3028 mL 0.6055 mL 0.7569 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
    Cell Research:
    Nat Prod Commun. 2009 Apr;4(4):517-20.
    Induction of neuronal differentiation in neurosphere stem cells by ellagic acid derivatives.[Pubmed: 19475997]

    METHODS AND RESULTS:
    A bioassay-guided fractionation of methanol extracts of stem barks, combined with screening based on Epidermal Growth Factor (EGF)-responsive neural stem cells (erNSCs) differentiation assay, has been used. This study resulted in the isolation of 3,3'-di-O-methylellagic acid(3,8-Di-O-methylellagic acid )1, 3,3'-di-O-methyl ellagic acid-4-O-beta-D-xylopyranoside 2, ellagic acid 3, and arjunolic acid 4. Among them, compounds 1 and 2 exhibit potent induction of neuronal differentiation in neurosphere stem cells with no cytotoxic effect. These results indicate that compounds 1 and 2 may be useful as pharmacological agents for the treatment of neurodegenerative diseases.
    CONCLUSIONS:
    These compounds may account, for the use of T. superba in folk medicine for nervous system and mental disorders.
    Structure Identification:
    Nat Prod Res. 2008 Mar 10;22(4):353-9.
    Chemical constituents with antibacterial activity from Euphorbia sororia.[Pubmed: 18322851 ]

    METHODS AND RESULTS:
    A group of ceramide (1) was isolated from the aerial parts of Euphorbia sororia. On the basis of spectroscopic data, chemical methods and GC-MS analysis, the structure of 1 was characterised as (2S,3S,4R,8E)-2-(eicosanoyl approximately octacosanoyl amino)-1,3,4-octadecanetriol-8-ene. In addition, four known ellagic acid derivatives 3,3'-di-O-methylellagic acid (3,8-Di-O-methylellagic acid,2), 3,3',4'-tri-O-methylellagic acid (3), 4-O-sulfooxy-3,3'-di-O-methylellagic acid (4) and 4-O-sulfooxy- 3,3',4'-tri-O-methylellagic acid (5) were isolated from the plant.
    CONCLUSIONS:
    Biological screening of all compounds revealed moderate antibacterial activity.
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