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Biological Activities
🦠 Antibacterial in vitro 🍄 Antifungal in vitro 🔥 Anti-inflammatory in vitro ✨ Anticancer in vitro
↓ Click to view data in tabs below
Home Natural Compounds Thujaplicatin
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HSTU $147.44
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1-[2-Hydroxy-4-(hydroxymethyl)phenyl]ethanone
1-[2-Hydroxy-4-(hydroxymethyl)phenyl]ethanone $727.50

Thujaplicatin

$1,500.00

CAS Number: 6512-66-9
Synonym: (-)-thujaplicatin

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PuritySizePriceStockQuantity
98%5mg$1,500.00In stock
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    SKU: ACU040002 Category: Natural Compounds
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    • Description
    • Additional information
    • Biological Activity
    • Natural Sources
    • Reviews (0)
    • ANSWERS TO EVERYTHING ELSE
    Description

    Thujaplicatin is a natural product compound with a distinctive molecular architecture characterized by a unique arrangement of functional groups and ring systems that confer specific chemical reactivity and biological properties. This natural product occurs in diverse biological sources including plants, fungi, bacteria, and marine organisms, where it is biosynthesized through specialized enzymatic pathways as a secondary metabolite serving ecological functions such as defense, signaling, or pigmentation The compound shows promising bioactivity profiles that are under investigation, potentially encompassing antimicrobial, anti-inflammatory, cytotoxic, or enzyme modulatory effects relevant to various research applications in pharmaceutical and chemical biology 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 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.

    C20H22O7

    Appearance

    Powder

    M.W.

    374.39

    Smiles

    COC1=CC(=CC(=C1O)O)C[C@@H]2[C@H](COC2=O)CC3=CC(=C(C=C3)O)OC

    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.

    🦠 Antibacterial in vitro
    −
    Potency
    Medium (3/5)
    S. aureus MIC (hinokitiol)
    1.56-3.13 mg/L
    Tosylated deriv MIC80
    16 uM
    Mechanism
    metal chelation + membrane disruption
    Mechanism of Action
    Tropolone-related compound; thujaplicin class compounds show broad-spectrum antibacterial activity via metal chelation (Fe3+, Cu2+, Zn2+), membrane permeability alteration, and inhibition of microbial respiratory chain; beta-thujaplicin (hinokitiol) inhibits all Staphylococcus aureus isolates with MICs of 1.56-3.13 mg/L; tosylated derivatives show MIC80 of 16 uM against S. aureus.
    References
    1. Synthesis and Biological Evaluation of Tosylated Thujaplicins and Their Derivatives.
    🍄 Antifungal in vitro
    +
    Potency
    Medium (3/5)
    Malassezia strains
    51 strains active
    Clinical use
    canine otitis externa
    Mechanism of Action
    Tropolone class compounds exhibit potent antifungal activity, particularly against dermatophytes and Malassezia species; beta-thujaplicin active against 51 Malassezia pachydermatis strains with anti-inflammatory and deodorant effects; used in canine otitis externa treatment.
    References
    1. Thujaplicins: antibacterial and antifungal properties from Cupressaceae heartwood.
    🔥 Anti-inflammatory in vitro
    +
    Potency
    Low (2/5)
    NF-kB pathway
    inhibited
    Nrf2 expression
    reduced
    Mechanism of Action
    Beta-thujaplicin (hinokitiol) reverses IkB-alpha degradation and inhibits phosphorylation of p65 NF-kB and c-Jun; suppresses p65 NF-kB translocation from cytosol to nucleus; reduces Nrf2 expression and decreases DNMT1 and UHRF1 expression.
    References
    1. Hinokitiol suppresses NF-kB activation in B16-F10 melanoma cells.
    ✨ Anticancer in vitro
    +
    Potency
    Medium (3/5)
    Lung cancer
    DNA damage + autophagy + senescence
    Melanoma migration
    inhibited (MMP-1 down)
    In vivo
    reduced tumor growth + metastasis
    Mechanism of Action
    Beta-thujaplicin inhibits lung cancer cell proliferation by inducing p53-independent DNA damage response, autophagy, S-phase cell cycle arrest, and senescence; inhibits B16-F10 melanoma migration by reducing MMP-1 expression and suppressing MAPK signaling (ERK1/2, p38, JNK); in vivo reduces tumor growth and lung metastatic nodules.
    References
    1. Hinokitiol induces autophagy and senescence in lung cancer cells. PMC4027479
    ⚠️ 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
    Thuja plicata
    Western red cedar. Thujaplicins (alpha-, beta-, gamma-) isolated from heartwood; unique to Thuja plicata; strong antibiotic and antifungal properties; beta-thujaplicin (hinokitiol) is the most studied isomer.
    🌿
    Plant
    Chamaecyparis obtusa
    Hinoki cypress. Beta-thujaplicin (hinokitiol) component of essential oil; highly valued in Japanese culture for centuries; used as natural anti-insect agent and antimicrobial; Koyama et al. demonstrated antibiotic effect on MRSA.
    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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