Toddacoumaquinone
Toddacoumaquinone is a coumarin-naphthoquinone dimer found in the roots of Toddalia asiatica. Toddacoumaquinone inhibits acetylcholinesterase (AChE) and β-amyloid (Aβ1-42) aggregation, with an IC50 of 46 μM against electric eel acetylcholinesterase. Toddacoumaquinone exerts antiviral effects against herpes simplex virus type 1 and herpes simplex virus type 2 (HSV). Toddacoumaquinone is used in research related to Alzheimer's disease and herpesvirus infections.
For research use only. We do not sell to patients.
- CAS No.: 142878-03-3
- Formula: C23H18O7
- Molecular Weight:406.39
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
- Protocols
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
Description
IC50 & Target
[1]|
electric eel AChE 46 μM (IC50) |
Cellular Effect
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Cell Line
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Type | Value | Description | References |
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| Vero | EC50 |
9.80 μg/mL
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Inhibition of herpes simplex virus type 1 (strain KOS) plaque formation in Vero cell monolayers by plaque reduction assay after 1 to 2 d incubation at 37°C.
Inhibition of herpes simplex virus type 1 (strain KOS) plaque formation in Vero cell monolayers by plaque reduction assay after 1 to 2 d incubation at 37°C.
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7641303 |
| Vero | EC50 |
10.0 μg/mL
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Inhibition of herpes simplex virus type 2 (strain 186) plaque formation in Vero cell monolayers by plaque reduction assay after 1 to 2 d incubation at 37°C.
Inhibition of herpes simplex virus type 2 (strain 186) plaque formation in Vero cell monolayers by plaque reduction assay after 1 to 2 d incubation at 37°C.
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7641303 |
In Vitro
Toddacoumaquinone inhibits acetylcholinesterase (IC50 = 46 μM), AChE-induced Aβ1-42 aggregation (IC50 = 72 μM), and self-induced Aβ1-42 aggregation (IC50 = 145 μM)[1].
Toddacoumaquinone (compound 1) exhibits weak antiviral activity against HSV-1 (EC50 = 9.80 μg/mL) and HSV-2 (EC50 = 10.0 μg/mL) in the Vero cell plaque reduction assay, and shows no activity against HIV-1 at concentrations up to 10 μg/mL[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only. Further protocols information, click here.
Chemical Information
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CAS No. 142878-03-3
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Molecular Weight 406.39
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Formula C23H18O7
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SMILES
O=C1OC2=C(C=C1)C(OC)=CC(OC)=C2C3=CC(=CC=4C(=O)C=C(OC)C(=O)C43)C
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Protocols
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Research Protocol for Infectious Diseases
Infectious-disease experiments test how pathogens interact with host barriers, innate immune receptors, inflammatory signaling, pathogen replication, and tissue injury; pattern-recognition receptors such as TLRs, RIG-I-like receptors, NOD-like receptors, and inflammasomes detect microbial molecules and activate NF-κB, interferon, and cytokine responses. The central hypothesis is that infection severity reflects the balance between pathogen burden and host response: protective inflammation restricts pathogen growth, whereas excessive or mislocalized inflammation contributes to tissue damage and disease phenotype. Unresolved questions include which host pathways are protective versus pathogenic, why some infection models fail to translate to human disease, and which combined readouts best predict clinically relevant infection outcomes.
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Cell Cytotoxicity Assay
Cytotoxicity assays are usually based on the assessment of cell membrane damage, which can also be indirectly detected by measuring cell viability. Detection methods include MTT assay, CKK-8 assay, LDH assay and ATP assay, etc.
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Amyloid: Congo Red Amyloid Staining
Congo red amyloid staining is a histochemical method used to detect extracellular amyloid deposits in tissue sections based on the affinity of Congo red dye for β-pleated sheet-rich protein aggregates. When bound to amyloid, Congo red produces characteristic apple-green birefringence under polarized light microscopy, which is widely regarded as a diagnostic feature of amyloid deposition in histopathology. The diagnostic principle relies on the combination of dye binding (congophilia) and optical anisotropy under polarized illumination, which distinguishes amyloid from most non-amyloid eosinophilic extracellular deposits in routine histological evaluation. Amyloid identification by Congo red staining remains a cornerstone in diagnostic pathology despite the availability of adjunct methods such as immunohistochemistry and mass spectrometry, particularly because of its ability to localize deposits directly within tissue architecture. The specificity of Congo red-positive deposits is incre
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Alzheimer’s Disease Modeling
Alzheimer’s Disease (AD) is a neurodegenerative disorder characterized by a progressive decline in cognitive functions and loss of specific types of neurons and synapses. Alzheimer's symptoms can be simulated in mice by injecting drugs (such as Aβ) or genetically modified.
Purity & Documentation
References
[1]. Takomthong P, et al. Structure-Activity Analysis and Molecular Docking Studies of Coumarins from Toddalia asiatica as Multifunctional Agents for Alzheimer's Disease. Biomedicines. 2020 May 2;8(5):107. [Content Brief]
[2]. Ishikawa T, et al. Synthesis of toddacoumaquinone, a coumarin-naphthoquinone dimer, and its antiviral activities. Chemical & pharmaceutical bulletin. 1995 Jun;43(6):1039-41. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Toddacoumaquinone Related Classifications
HY-N21596 Related Classifications
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Keywords
- Toddacoumaquinone
- 142878-03-3
- Cholinesterase (ChE)
- Amyloid-β
- amyloid beta peptide
- herpes simplex virus type 1
- acetylcholinesterase
- catalytic anionic site
- Alzheimer's disease
- peripheral anionic site
- herpes simplex virus type 2
- human immunodeficiency virus type 1
- Vero cell
- Electrophorus electricus
- Inhibitor
- inhibitor
- inhibit