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    Xanthoxylin
    Xanthoxylin
    Information
    CAS No. 90-24-4 Price $40 / 20mg
    Catalog No.CFN97465Purity>=98%
    Molecular Weight196.2 Type of CompoundPhenols
    FormulaC10H12O4Physical DescriptionPowder
    Download Manual    COA    MSDSSimilar structuralComparison (Web)
    Citing Use of our Products
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    * Packaging according to customer requirements(5mg, 10mg, 20mg and more). We shipped via FedEx, DHL, UPS, EMS and others courier.
    According to end customer requirements, ChemFaces provide solvent format. This solvent format of product intended use: Signaling Inhibitors, Biological activities or Pharmacological activities.
    Size /Price /Stock 10 mM * 1 mL in DMSO / $9.3 / In-stock
    Other Packaging *Packaging according to customer requirements(100uL/well, 200uL/well and more), and Container use Storage Tube With Screw Cap
    Our products had been exported to the following research institutions and universities, And still growing.
  • Instytut Nawozów Sztucznych w ... (Poland)
  • Chungnam National University (Korea)
  • Research Unit Molecular Epigene... (Germany)
  • University of Maryland School o... (USA)
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    Related Screening Libraries
    Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
    10 mM * 1 mL in DMSO / Inquiry / In-stock
    Related Libraries
  • Antibacterial Compound Library
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  • Biological Activity
    Description: Xanthoxyline has antispasmodic, fungistatic, antinociceptive and antioedematogenic activities. Xanthoxylin has inhibitory effect on blood platelet aggregation; it induces melanogenesis mainly via cAMP-mediated PKA activation, other signaling pathways may also play a role in xanthoxylin-induced melanogenesis.
    Targets: PKA | cAMP | PKC | Antifection
    In vitro:
    Asian Biomed., 2012, 6(3):413-22.
    Effect of xanthoxylin on melanin content and melanogenic protein expression in B16F10 melanoma[Reference: WebLink]
    Reduced production of melanin and decreased or absence of melanocytes leads to various hypopigmentation disorders. Melanin synthesis is regulated by melanogenic proteins such as tyrosinase, tyrosinase-related protein 1 (TRP-1) and tyrosinase-related protein 2 (TRP -2), as well as their transcription factors. This study elucidated the effects of Xanthoxylin on melanin content, dendriticity, melanogenic protein expression and its signal transduction pathways in mouse B16F10 melanoma cells (B16F10 cells).
    METHODS AND RESULTS:
    Melanin production of B16F10 cells was measured by using a melanin content assay. The effect of Xanthoxylin on the dendriticity of B16F10 cells was determined by a melanocyte dendricity assay. RT-PCR was used to investigate the effects of Xanthoxylin on the melanogenic protein expression. We found that Xanthoxylin increased melanin production, number of dendrites, tyrosinase, and microphthalmia-associated transcription factor (MITF) expression in cultured B16F10 cells. In addition, PKA and PKC inhibitor decreased melanin production, tyrosinase, and MITF expression in Xanthoxylin-treated cells. However, Xanthoxylin did not inhibit TRP-1 and TRP-2 expression.
    CONCLUSIONS:
    These results indicated that Xanthoxylin induces melanogenesis mainly via cAMP-mediated PKA activation. Other signaling pathways may also play a role in Xanthoxylin-induced melanogenesis.
    J Pharm Sci. 1995 Apr;84(4):473-5.
    Antispasmodic activity of xanthoxyline derivatives: structure-activity relationships.[Pubmed: 7629739]

    METHODS AND RESULTS:
    The antispasmodic activity of several Xanthoxyline derivatives against acetylcholine-induced contraction of the guinea pig ileum was evaluated in vitro. The acetophenones with two methoxyl groups, mainly in the 3,4 positions, exhibited potent antispasmodic activity. Modification of the hydroxyl group in Xanthoxyline by the introduction of benzoyl, acetyl, or tosyl groups produced inactive compounds, whereas the introduction of benzyl or p-methoxybenzyl groups furnished compounds that were four- to eight-fold more potent than Xanthoxyline. In marked contrast, the introduction of a methyl group gave a compound that caused contractant activity. Modification of the carbonyl group of Xanthoxyline lead to inactive compounds, whereas the condensation of Xanthoxyline with benzaldehydes gave chalkones that were about fivefold more potent than Xanthoxyline. The introduction of benzyl and styrene groups, on the basis of the similarity with papaverine, improves the antispasmodic action of the Xanthoxyline derivates.
    CONCLUSIONS:
    Our results suggest that the methoxyl and carbonyl groups are critical structural points for the antispasmodic activity of Xanthoxyline derivatives. The hydroxyl group improves antispasmodic activity, but is not fundamental to its manifestation.
    Arzneimittelforschung. 1999 Dec;49(12):1039-43.
    In vitro antifungal evaluation and studies on the mode of action of xanthoxyline derivatives.[Pubmed: 10635452]

    METHODS AND RESULTS:
    This study describes the fungistatic effect of Xanthoxyline (CAS 90-24-4) and its derivatives against a panel of yeasts, filamentous fungi and dermatophytes, by using the agar dilution method. Results indicated that simple structural modifications led to more potent derivatives, especially in relation with dermatophytes. The most active compound tested (10), which is a benzenesulphonyl derivative, was 12-fold more potent than Xanthoxyline itself against Trichophyton rubrum.
    CONCLUSIONS:
    The evaluation of the mode of action with the whole cell Neurospora crassa assay, suggested that some selected compounds may be acting by the inhibition of fungal cell-wall polymers synthesis or assembly.
    In vivo:
    Traditional Chinese Drug Research & Clinical Pharmacology,2000, 11(6):352-3.
    Inhibitory Effect of Xanthoxylin on Blood Platelet Aggregation in Rabbits.[Reference: WebLink]
    Turbidimetry was used to examine the inhibitory effect of Xanthoxyin on adenosine diphosphate (ADP)-, arachidic acid (AA )- and thrombin-induced platelet aggregation in rabbits.
    METHODS AND RESULTS:
    In-vitro experiment showed that Xanthoxyin 0.037,0.l85,0.924,9.240,92.40μmol. L -1 , can significantly inhibit ADP-, AA- and thrombin-induced platelet aggregation. The inhibition rates were 22.4%-70.l%,l5.3%-68.2% and 25.8%-74.6% respectively. In-vivo experiment showed that Xanthoxylin (ig. 5 mg/kg) cand also inhibited ADP-, AA-and throbin-induced platelet aggregations. The inhibition rates were 2l.0%,35.7%,50.9% and 32.7% in ADP-induced group,23.2%,46.3%,52.4% and 4l.6% in AA-induced group, and 26.7%, 44.5%,6l.6% and 54.2% in thrombin-induced group respectively l5,30, 60 and 90 minutes after ig. Xanthoxylin.
    Xanthoxylin Description
    Source: The roots of Zanthoxylum simulans.
    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 5.0968 mL 25.4842 mL 50.9684 mL 101.9368 mL 127.421 mL
    5 mM 1.0194 mL 5.0968 mL 10.1937 mL 20.3874 mL 25.4842 mL
    10 mM 0.5097 mL 2.5484 mL 5.0968 mL 10.1937 mL 12.7421 mL
    50 mM 0.1019 mL 0.5097 mL 1.0194 mL 2.0387 mL 2.5484 mL
    100 mM 0.051 mL 0.2548 mL 0.5097 mL 1.0194 mL 1.2742 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:
    Zhong Yao Cai. 2014 Apr;37(4):608-10.
    Chemical constituents of n-BuOH extract from Phyllanthus matsumurae.[Pubmed: 25345134]
    To study the chemical constituents of n-BuOH extract from Phyllanthus matsumurae.
    METHODS AND RESULTS:
    Column chromatography was used for the isolation and purification. Spectroscopic methods including H-NMR, 13C-NMR and MS were used for the identification of structures. Six compounds were isolated from the n-BuOH extract of 75% alcohol extract of the whole plant and identified as ellagic acid (1), phyllanthuspermin B (2), phyllanthuspermin C (3), Xanthoxylin (4), hesperetin-7-O-[6-O-(alpha-L-rhamnopy ranosyl)] -beta-D-glucopyranoside (5) and 4-O-methylgallic acid (6).
    CONCLUSIONS:
    Compounds 2 - 6 are obtained from this plant for the first time.
    Eur. J. Med. Chem., 1996, 31(10):833-9.
    Synthesis of xanthoxyline derivatives with antinociceptive and antioedematogenic activities.[Reference: WebLink]
    Synthesis of Xanthoxyline Derivatives with Antinociceptive and Antioedematogenic Activities.