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Verrucosin-Verrucosin)

Cat No.:V46583 Purity: ≥98%
Verrucosin (Compound 3) is a compound extracted from nutmeg.
Verrucosin-Verrucosin)
Verrucosin-Verrucosin) Chemical Structure CAS No.: 83198-63-4
Product category: New3
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
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Product Description
Verrucosin (Compound 3) is a compound extracted from nutmeg.
Verrucosin is a natural lignan compound isolated from the nutmeg species Myristica fragrans (common nutmeg). It possesses a tetrahydrofuran-type lignan structure. Verrucosin exhibits various biological activities, including antioxidant, anti-inflammatory, and potential anticancer properties, and is used as a research tool in natural product chemistry.
Biological Activity I Assay Protocols (From Reference)
Targets
Verrucosin does not have a well-defined single protein target. It is a natural product with pleiotropic effects. It is known to exhibit antioxidant activity by scavenging free radicals. It may also modulate inflammatory pathways by inhibiting the production of pro-inflammatory mediators. Its anticancer activity may involve the induction of apoptosis.
ln Vitro
Verrucosin demonstrates concentration-dependent antioxidant activity. It reduces the production of reactive oxygen species (ROS) in vitro. It has been reported to possess moderate cytotoxicity against certain cancer cell lines. Its ability to inhibit lipid peroxidation and protect cells from oxidative damage is also noted.
ln Vivo
Dedicated in vivo efficacy studies for verrucosin are not extensively documented in standard profiles. As a natural product from nutmeg, it is hypothesized to possess anti-inflammatory and antioxidant effects in animal models, but detailed in vivo data are not widely available.
Enzyme Assay
In vitro antioxidant assays are used to characterize verrucosin. The DPPH (2,2-diphenyl-1-picrylhydrazyl) radical scavenging assay measures the compound's ability to donate hydrogen atoms. The ABTS (2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid)) radical scavenging assay and FRAP (ferric reducing antioxidant power) assay are also used.
Cell Assay
Cancer cell lines (e.g., various carcinoma cells) are cultured and treated with verrucosin (typically 10-200 uM). Cell viability is assessed by MTT assay after 24-72 hours. Intracellular ROS levels can be measured using a fluorescent probe such as DCFH-DA. Markers of inflammation (e.g., IL-6, TNF-alpha) can be measured by ELISA in stimulated macrophages.
Animal Protocol
Dedicated in vivo protocols for verrucosin are not well-documented. A standard protocol would involve a rodent model of inflammation (e.g., carrageenan-induced paw edema) or oxidative stress (e.g., CCl4-induced hepatotoxicity). The compound would be administered intraperitoneally, and inflammatory or oxidative stress markers would be measured in serum and tissues.
ADME/Pharmacokinetics
Detailed PK parameters for verrucosin are not extensively documented. As a natural lignan with a molecular weight of 344.4 g/mol, it is expected to have moderate oral bioavailability. Comprehensive ADME studies have not been publicly reported. It is typically used in in vitro studies.
Toxicity/Toxicokinetics
Toxicological data for verrucosin are limited. As a constituent of the common spice nutmeg, which is consumed in small amounts by humans, it is considered to have low acute toxicity at normal dietary levels. The toxicity of the purified compound has not been formally evaluated.
References

[1]. AMP-activated protein kinase (AMPK) activators from Myristica fragrans (nutmeg) and their anti-obesity effect. Bioorg Med Chem Lett. 2010;20(14):4128-4131.

Additional Infomation
Malabaricano is a lignan. It has been reported to exist in Myristica fragrans, Myristica malabarica, and Leucas, and relevant data are available.
Verrucosin is a natural product used as an analytical reference standard for the characterization of Myristica fragrans extracts. It is also used as a research tool to study the antioxidant and anti-inflammatory properties of natural lignans. The compound is not an approved drug.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H24O5
Molecular Weight
344.40156
Exact Mass
344.162
CAS #
83198-63-4
PubChem CID
13870570
Appearance
White to off-white solid powder
LogP
4.199
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
4
Heavy Atom Count
25
Complexity
392
Defined Atom Stereocenter Count
0
InChi Key
GMXMKSFJQLFOSO-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H24O5/c1-11-12(2)20(14-6-8-16(22)18(10-14)24-4)25-19(11)13-5-7-15(21)17(9-13)23-3/h5-12,19-22H,1-4H3
Chemical Name
4-[5-(4-hydroxy-3-methoxyphenyl)-3,4-dimethyloxolan-2-yl]-2-methoxyphenol
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~50 mg/mL (~145.18 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1.25 mg/mL (3.63 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 12.5 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 1.25 mg/mL (3.63 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 12.5 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 1.25 mg/mL (3.63 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 12.5 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.9036 mL 14.5180 mL 29.0360 mL
5 mM 0.5807 mL 2.9036 mL 5.8072 mL
10 mM 0.2904 mL 1.4518 mL 2.9036 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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