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Gomisin M2 ((+)-Gomisin M2)

Cat No.:V54285 Purity: ≥98%
Gomisin M2 ((+)-Gomisin M2) is a lignan extracted from the fruit of Schisandra rubriflora and has anti-HIV activity (EC50 of 2.4 μM).
Gomisin M2 ((+)-Gomisin M2)
Gomisin M2 ((+)-Gomisin M2) Chemical Structure CAS No.: 82425-45-4
Product category: HIV
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
Other Sizes
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Product Description
Gomisin M2 ((+)-Gomisin M2) is a lignan extracted from the fruit of Schisandra rubriflora and has anti-HIV activity (EC50 of 2.4 μM). Gomisin M2 has anticancer and antiallergic effects and may be used in AD/Alzheimer's disease study.
Gomisin M2 (CAS 82425-45-4), also known as (+)-gomisin M2, is a lignan compound isolated from the fruits of Schisandra chinensis, a traditional medicinal plant used in East Asian medicine. Schisandra lignans, including gomisins, are known for their diverse pharmacological activities, including hepatoprotective, antioxidant, anti-inflammatory, and neuroprotective effects. Gomisin M2 is one of the many dibenzocyclooctadiene lignans found in Schisandra species. The compound is a research chemical used in natural product and pharmacological studies.
Biological Activity I Assay Protocols (From Reference)
Targets
HIV 2.4 μM (EC50)
The molecular targets of gomisin M2 include various enzymes and signaling pathways. Lignans from Schisandra are known to activate the Nrf2-mediated antioxidant response, inhibit NF-κB and inflammatory pathways, and modulate phase I and phase II drug-metabolizing enzymes. Gomisin M2 may also interact with kinases, receptors, and ion channels. The specific binding partners and mechanisms of action require further elucidation through biochemical and pharmacological studies.
ln Vitro
In vitro studies have demonstrated the biological activities of gomisin M2 and related lignans. Antioxidant activity has been shown through free radical scavenging and upregulation of antioxidant enzymes. Hepatoprotective effects have been demonstrated in cell-based models of liver injury. Anti-inflammatory activity has been shown through inhibition of pro-inflammatory cytokine production and suppression of inflammatory mediators. Neuroprotective effects have been observed in neuronal cell models. Specific IC₅₀ values have been reported in the natural product literature.
ln Vivo
In vivo studies have shown the efficacy of gomisin compounds in various animal models. Hepatoprotective effects have been demonstrated in models of liver injury induced by toxins such as carbon tetrachloride or alcohol. Anti-inflammatory effects have been observed in models of acute and chronic inflammation. Neuroprotective effects have been shown in models of neurodegenerative diseases. Schisandra lignans have also shown adaptogenic and stress-protective effects. Specific in vivo data for gomisin M2 are available in the natural product literature.
Enzyme Assay
For antioxidant assays, DPPH radical scavenging, ABTS, and FRAP assays are used. The compound is incubated with the radical-generating system, and absorbance is measured. For anti-inflammatory assays, macrophages or other cells are stimulated with LPS or other inflammatory stimuli, and cytokine production is measured by ELISA. NF-κB activation is assessed by reporter gene assays or Western blotting. For hepatoprotection studies, hepatocytes are treated with the compound and then exposed to hepatotoxic agents.
Cell Assay
For in vitro cell-based studies, hepatocytes (e.g., HepG2 cells) are used for hepatoprotection studies. Cells are treated with gomisin M2 and then exposed to CCl₄, H₂O₂, or other hepatotoxic agents. Cell viability is assessed using MTT assays. Markers of oxidative stress and inflammation are measured. For neuroprotection studies, neuronal cells (e.g., PC12 or SH-SY5Y) are treated with the compound and then exposed to neurotoxic agents. Cell viability and markers of oxidative stress are assessed.
Animal Protocol
In vivo animal studies for gomisin M2 typically use mouse or rat models. For hepatoprotection, animals are treated with gomisin M2 and then challenged with CCl₄ or other hepatotoxins. Serum liver enzymes (ALT, AST) are measured, and liver histology is examined. For anti-inflammatory studies, carrageenan-induced paw edema or other models are used. For neuroprotection studies, models of Parkinson's or Alzheimer's disease may be used. The compound is administered via oral or intraperitoneal routes.
ADME/Pharmacokinetics
Pharmacokinetic properties of gomisin M2 have not been extensively characterized. As a lignan with moderate lipophilicity, it is expected to have reasonable oral bioavailability. The compound likely undergoes extensive metabolism via CYP450 enzymes. Specific PK parameters such as half-life, clearance, and bioavailability have not been extensively reported. Further pharmacokinetic studies are needed to understand its absorption, distribution, metabolism, and excretion.
Toxicity/Toxicokinetics
Toxicological data for gomisin M2 are limited. As a natural product from a traditionally used medicinal plant, it is expected to have a favorable safety profile. Schisandra lignans are generally considered safe and are used in traditional medicine. However, systematic toxicological studies including acute and repeated-dose toxicity have not been published for gomisin M2 specifically. Standard safety assessments would be needed for therapeutic development.
References

[1]. Rubrisandrins A and B, Lignans and Related anti-HIV Compounds From Schisandra Rubriflora. J Nat Prod. 2006 Dec;69(12):1697-701.

[2]. Gomisin M2 Inhibits Mast Cell-Mediated Allergic Inflammation via Attenuation of FcεRI-Mediated Lyn and Fyn Activation and Intracellular Calcium Levels. Front Pharmacol. 2019 Aug 2;10:869.

Additional Infomation
Gomisin M2 has been reported to exist in Schisandra chinensis, and relevant data are available for reference. See also: Schisandra chinensis fruit (partial).
Gomisin M2 is a research compound used in studies of lignans and their pharmacological activities. Schisandra chinensis is used in traditional medicine for liver protection, stress adaptation, and cognitive enhancement. Gomisin M2 and related lignans are used as reference standards for natural product analysis. No clinical trials have been reported specifically for gomisin M2. The compound serves as a research tool for studying antioxidant, hepatoprotective, and neuroprotective mechanisms.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C22H26O6
Molecular Weight
386.44
Exact Mass
386.172
CAS #
82425-45-4
PubChem CID
14992068
Appearance
White to yellow solid powder
Density
1.2±0.1 g/cm3
Boiling Point
558.7±50.0 °C at 760 mmHg
Flash Point
291.7±30.1 °C
Vapour Pressure
0.0±1.6 mmHg at 25°C
Index of Refraction
1.564
LogP
5.34
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
3
Heavy Atom Count
28
Complexity
529
Defined Atom Stereocenter Count
2
SMILES
C[C@@H]1CC2=CC3=C(C(=C2C4=C(C(=C(C=C4C[C@@H]1C)OC)OC)OC)O)OCO3
InChi Key
PDDXWOMYBJCSQB-NEPJUHHUSA-N
InChi Code
InChI=1S/C22H26O6/c1-11-6-13-9-16-20(28-10-27-16)19(23)17(13)18-14(7-12(11)2)8-15(24-3)21(25-4)22(18)26-5/h8-9,11-12,23H,6-7,10H2,1-5H3/t11-,12+/m1/s1
Chemical Name
(9S,10R)-3,4,5-trimethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-19-ol
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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.5877 mL 12.9386 mL 25.8772 mL
5 mM 0.5175 mL 2.5877 mL 5.1754 mL
10 mM 0.2588 mL 1.2939 mL 2.5877 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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An example of molarity calculation using the molarity calculator is shown below:
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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Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

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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g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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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