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Biological Activities
🛡️ Antioxidant in vitro 🔥 Anti-inflammatory in vitro
↓ Click to view data in tabs below
Home Natural Compounds Lyoniresinol
Friedelanol
Friedelanol $687.50
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Lyoniresinol

$1,625.00

CAS Number: 14464-90-5
Synonym: (+)-lyoniresinol; (2R,3R,4S)-4-(4-hydroxy-3,5-dimethoxy-phenyl)-2,3-bis(hydroxymethyl)-5,7-dimethoxy-tetralin-6-ol; (1S,2R,3R)-1,2,3,4-Tetrahydro-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-6,8-dimethoxy-2,3-naphthalenedimethanol; (6R,7R,8S)-8-(4-hydroxy-3,5-dimethoxyphenyl)-6,7-bis(hydroxymethyl)-1,3-dimethoxy-5,6,7,8-tetrahydronaphthalen-2-ol

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PuritySizePriceStockQuantity
98%5mg$1,625.00In stock
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    SKU: ACU040009 Category: Natural Compounds
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    • Description
    • Additional information
    • Biological Activity
    • Natural Sources
    • Reviews (0)
    • ANSWERS TO EVERYTHING ELSE
    Description

    Lyoniresinol is a natural product with a distinctive molecular framework, comprising a unique combination of ring systems, functional groups, and stereochemical features that place it within a specific class of bioactive secondary metabolites. Natural products of this diverse class are found across various organisms in terrestrial and marine environments, with many serving as defense compounds, signaling molecules, or secondary metabolites with unique ecological functions that have evolved through natural selection This natural product demonstrates potential biological activity that is being investigated through pharmacological screening, with possible applications in drug discovery, agricultural chemistry, or materials science based on its unique molecular properties As a natural product, this compound exhibits a range of biological activities including antimicrobial, anti-inflammatory, antioxidant, antitumor, or enzyme inhibitory properties depending on its specific structural features and functional group arrangement This natural product exerts its effects through interaction with specific biological targets, modulation of cellular signaling pathways, alteration of enzyme activities, or influence on membrane functions, depending on its chemical properties and functional group complementarity to target binding sites Current applications include its use as a research chemical in pharmacological screening, as a starting point for synthetic modification and drug development, and as a molecular tool for studying biological processes and validating new therapeutic targets

    Additional information
    Size

    5mg

    Purity

    98%

    M.F.

    C22H28O8

    Appearance

    Powder

    M.W.

    420.46

    Smiles

    COC1=CC(=CC(=C1O)OC)[C@@H]2[C@H]([C@@H](CC3=CC(=C(C(=C23)OC)O)OC)CO)CO

    Storage

    Store at room temperature for short-term use; store at -20°C for long-term storage.

    Biological Activity

    Reported Biological Activities

    Click each activity to expand detailed pharmacology data.

    🛡️ Antioxidant in vitro IC50 82.4 uM (DPPH)
    −
    IC50
    IC50 82.4 uM (DPPH)
    Potency
    Medium (3/5)
    DPPH IC50
    82.4 uM
    Mechanism
    H atom + electron transfer
    Anti-melanogenic
    yes
    Bark extract
    main antioxidant component
    Mechanism of Action
    Aryltetralin-type lignan; free radical scavenging via hydrogen atom and electron transfer; DPPH radical scavenging IC50 82.4 uM; also demonstrates anti-melanogenic activity; identified as main antioxidant component in Zelkova serrata bark extract; bark extract exhibits free-radical scavenging and reducing power primarily due to lyoniresinol; (+)-enantiomer has strong bitter taste, (-)-enantiomer odorless.
    References
    1. Lyoniresinol from Tarenna attenuata: DPPH IC50 82.4 uM + anti-melanogenic. PMID: Antioxidant activities of lyoniresinol from Zelkova serrata bark.
    🔥 Anti-inflammatory in vitro
    +
    Potency
    Low (2/5)
    Plant source
    Vitex negundo (anti-inflammatory use)
    Gut metabolites
    enterolactone + enterodiol
    Mechanism of Action
    Lignan class compound; inhibits multiple inflammatory signaling pathways; lignans generally have antioxidant and anti-inflammatory properties; lyoniresinol in Vitex negundo (traditional anti-inflammatory, analgesic, antimicrobial plant) may contribute to pharmacological effects; gut microbiota metabolizes lignans to enterolactone and enterodiol associated with reduced cancer risk.
    References
    1. Lyoniresinol in Vitex negundo root. Lignans anti-inflammatory properties.
    ⚠️ These biological activity data are for research reference only. Products are reagents for research use only and are not intended for human use.
    Natural Sources

    Natural Sources

    This compound can be found in the following natural sources. Each source is categorized by type.

    🌿
    Plant
    Vitex negundo
    Chinese chastetree / Huang Jing. (+)-Lyoniresinol isolated from roots of this Verbenaceae species; roots and leaves used in traditional medicine for anti-inflammatory, analgesic, and antimicrobial effects; extracted by methanol/70% ethanol, ethyl acetate/n-butanol partition, silica/ODS/Sephadex LH-20 chromatography.
    🌿
    Plant
    Zelkova serrata
    Japanese zelkova / Keyaki. Lyoniresinol identified as main antioxidant component in bark ethanolic extract; bark extract has free-radical scavenging abilities and reducing power; although extract contains few flavonoids or condensed tannins, antioxidant activity originates mainly from lyoniresinol.
    🌿
    Plant
    Tarenna attenuata
    Lyoniresinol isolated from this Rubiaceae species; primary source reported in literature for this lignan with antioxidant and anti-melanogenic properties; DPPH IC50 82.4 uM.
    Source Categories: 🌿 Plant 🦠 Microbe 🐛 Animal 🌊 Marine
    Source information is for research reference only. Products are reagents for research use only and are not intended for human use.
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