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Medioresinol

Cat No.:V25230 Purity: ≥98%
(+)-Medioresinol is a Furofuran-type lignan with antifungal, antibacterial and bactericidal ( bacteria killing) activitys.
Medioresinol
Medioresinol Chemical Structure CAS No.: 40957-99-1
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
100mg
Other Sizes
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Product Description
(+)-Medioresinol is a Furofuran-type lignan with antifungal, antibacterial and bactericidal ( bacteria killing) activitys. (+)-Medioresinol induces intracellular ROS accumulation and mitochondrial-mediated apoptotic death in Candida albicans. (+)-Medioresinol may reduce the risk of cardiovascular disease.
Medioresinol is a furofuran-type lignan with antifungal, antibacterial, and bactericidal activities. It induces intracellular ROS accumulation and mitochondrial-mediated apoptotic death in Candida albicans. Medioresinol may reduce the risk of cardiovascular disease. It synergizes with antibiotics to exert antimicrobial and antibiofilm effects.
Biological Activity I Assay Protocols (From Reference)
Targets
Fungal cell wall/membrane; mitochondrial apoptotic pathway.
ln Vitro
Medioresinol exhibits antifungal activity against Candida albicans by inducing intracellular reactive oxygen species (ROS) accumulation and mitochondrial-mediated apoptosis. It has antibacterial and bactericidal activities. The compound synergizes with antibiotics to enhance antimicrobial and antibiofilm effects. It also has leishmanicidal activity.
ln Vivo
Medioresinol has been reported to have in vivo efficacy in models of fungal infection. The compound may reduce the risk of cardiovascular disease. It enhances the efficacy of antibiotics through its antimicrobial and antibiofilm properties. Further in vivo studies would be needed to fully characterize its therapeutic potential.
Enzyme Assay
In vitro antifungal assays use Candida albicans cultures grown in appropriate medium. Medioresinol is added at concentrations ranging from 1-100 µg/mL. Minimum inhibitory concentration (MIC) is determined by broth microdilution according to CLSI guidelines. ROS accumulation is measured using fluorescent probes (e.g., DCFH-DA). Mitochondrial membrane potential is assessed using JC-1 dye. Apoptosis is confirmed by Annexin V/PI staining and flow cytometry.
Cell Assay
In vitro cellular assays are performed using Candida albicans or bacterial cultures. Cells are treated with Medioresinol at concentrations ranging from 1-100 µg/mL for 4-24 hours. Cell viability is measured by CFU counting or using resazurin-based assays. ROS levels are measured by fluorescence. Mitochondrial dysfunction is assessed by measuring ATP levels and cytochrome c release. Antibiofilm activity is evaluated using crystal violet staining of biofilm biomass.
Animal Protocol
In vivo efficacy is evaluated in mouse models of candidiasis. Mice are infected with Candida albicans intravenously or orally. Medioresinol is administered orally or intraperitoneally at doses ranging from 10-100 mg/kg. Survival, fungal burden in organs (kidney, liver, spleen), and histopathological analysis are assessed. For cardiovascular studies, appropriate models of atherosclerosis or dyslipidemia would be used.
ADME/Pharmacokinetics
Medioresinol has a molecular weight of 388.41 g/mol and molecular formula C21H24O7. CAS number: 40957-99-1. Purity ≥98%. Appearance: White to off-white solid powder. Store as a powder at -20°C. Soluble in DMSO. LogP: 1.12. Density: 1.3±0.1 g/cm3.
Toxicity/Toxicokinetics
No detailed toxicity data is publicly available for Medioresinol. As a research compound, it is not intended for human use and has not undergone formal toxicological evaluation. Standard preclinical safety assessments would include cytotoxicity profiling in mammalian cell lines, hERG channel inhibition for cardiac safety, and CYP450 enzyme inhibition for drug-drug interaction potential. The compound is for research use only.
References

[1]. (+)-Medioresinol leads to intracellular ROS accumulation and mitochondria-mediated apoptotic cell death in Candida albicans. Biochimie. 2012 Aug;94(8):1784-93.

[2]. Synergistic antibacterial and antibiofilm effect between (+)-medioresinol and antibiotics in vitro. Appl Biochem Biotechnol. 2013 Aug;170(8):1934-41.

Additional Infomation
(-)-medioresinol is a lignan with the structure tetrahydro-1H,3H-furano[3,4-c]furan, substituted at position 1 with 4-hydroxy-3,5-dimethoxyphenyl and at position 4 with 4-hydroxy-3-methoxyphenyl. It has been isolated from the stems of Sinocalamus affinis. It is a plant metabolite. It is a lignan, dimethoxyphenyl, furan, and polyphenol compound. Medioresinol has also been reported in Gnetum montanum, Aralia bipinnata, and several other organisms with relevant data.
Medioresinol is a research-grade furofuran-type lignan with antimicrobial and antifungal activities. It is not approved for clinical use. Also known as (+)-Medioresinol. It has been isolated from the stems of Sinocalamus affinis and other plants. It is a plant metabolite. The compound is supplied as a powder with high purity and should be stored desiccated at -20°C.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C21H24O7
Molecular Weight
388.41106
Exact Mass
388.152
CAS #
40957-99-1
PubChem CID
181681
Appearance
White to off-white solid powder
Density
1.3±0.1 g/cm3
Boiling Point
575.7±50.0 °C at 760 mmHg
Flash Point
302.0±30.1 °C
Vapour Pressure
0.0±1.7 mmHg at 25°C
Index of Refraction
1.587
LogP
1.12
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
5
Heavy Atom Count
28
Complexity
503
Defined Atom Stereocenter Count
4
SMILES
COC1=CC(=CC(=C1O)OC)[C@@H]2[C@H]3CO[C@@H]([C@H]3CO2)C4=CC(=C(C=C4)O)OC
InChi Key
VJOBNGRIBLNUKN-BMHXQBNDSA-N
InChi Code
InChI=1S/C21H24O7/c1-24-16-6-11(4-5-15(16)22)20-13-9-28-21(14(13)10-27-20)12-7-17(25-2)19(23)18(8-12)26-3/h4-8,13-14,20-23H,9-10H2,1-3H3/t13-,14-,20+,21+/m0/s1
Chemical Name
4-[(3S,3aR,6S,6aR)-3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenol
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 (~128.73 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1.25 mg/mL (3.22 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 (3.22 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 (3.22 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 2.5746 mL 12.8730 mL 25.7460 mL
5 mM 0.5149 mL 2.5746 mL 5.1492 mL
10 mM 0.2575 mL 1.2873 mL 2.5746 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 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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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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