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Nortrachelogenin ((-)-Wikstromol; (-)-Nortrachelogenin)

Cat No.:V54815 Purity: ≥98%
Nortrachelogenin ((-)-Wikstromol) is extracted from Partrinia scabiosaefolia and can cause apoptosis in Candida albicans.
Nortrachelogenin ((-)-Wikstromol; (-)-Nortrachelogenin)
Nortrachelogenin ((-)-Wikstromol; (-)-Nortrachelogenin) Chemical Structure CAS No.: 34444-37-6
Product category: Apoptosis
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
25mg
50mg
Other Sizes

Other Forms of Nortrachelogenin ((-)-Wikstromol; (-)-Nortrachelogenin):

  • (+)-Nortrachelogenin (Wikstromol)
Official Supplier of:
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Product Description
Nortrachelogenin ((-)-Wikstromol) is extracted from Partrinia scabiosaefolia and can cause apoptosis in Candida albicans.
Nortrachelogenin (CAS 34444-37-6) is a natural lignan compound also known as (-)-Wikstromol or (-)-Nortrachelogenin. It is a member of the dibenzylbutyrolactone class of lignans. Nortrachelogenin exhibits diverse biological activities including antiviral, anti-inflammatory, and anticancer properties. The compound has been studied for its potential therapeutic applications in various diseases. As a lignan, it may interact with multiple cellular targets and signaling pathways.
Biological Activity I Assay Protocols (From Reference)
Targets
Nortrachelogenin targets multiple cellular pathways involved in inflammation, viral replication, and cancer cell proliferation. The compound has been shown to inhibit viral replication, making it a potential antiviral agent. Its anti-inflammatory effects are mediated through the modulation of inflammatory cytokine production and signaling pathways. The compound's anticancer activity is attributed to its ability to induce apoptosis and inhibit cell proliferation.
ln Vitro
In cell-free biochemical systems, Nortrachelogenin exhibits antiviral activity against various viruses. The compound's ability to inhibit viral enzymes such as proteases or polymerases can be assessed in cell-free enzymatic assays. Its anti-inflammatory activity can be evaluated by measuring its effects on purified inflammatory mediators or signaling components. The compound's antioxidant activity can be assessed using free radical scavenging assays.
ln Vivo
In cell-based assays, Nortrachelogenin exhibits antiviral effects by inhibiting viral replication in infected cells. The compound's anti-inflammatory effects are evaluated by measuring the inhibition of pro-inflammatory cytokine production in immune cells. Its anticancer activity is assessed by measuring cell viability, proliferation, and apoptosis in cancer cell lines. The compound can induce apoptosis and inhibit cell proliferation through various mechanisms.
Enzyme Assay
The cell-free assay for antiviral activity involves measuring the inhibition of viral enzymes such as proteases or polymerases. The compound is incubated with the purified enzyme and substrate, and the activity is measured using spectrophotometric or fluorometric methods. The IC50 is determined from dose-response curves. Anti-inflammatory activity can be assessed using cell-free assays measuring the inhibition of inflammatory mediators or signaling components.
Cell Assay
Cell-based assays for Nortrachelogenin involve culturing relevant cell lines and treating them with the compound at concentrations ranging from 0.1 to 100 μM. Antiviral activity is assessed by measuring viral replication using qRT-PCR or plaque assays. Anti-inflammatory effects are assessed by measuring cytokine production in stimulated immune cells. Anticancer activity is assessed by measuring cell viability using MTT or CCK-8 assays, and apoptosis is evaluated by Annexin V staining or caspase activity assays.
Animal Protocol
There is no established animal experimental protocol for Nortrachelogenin specifically. As a natural lignan with antiviral, anti-inflammatory, and anticancer activities, the compound could potentially be evaluated in animal models of viral infection, inflammation, and cancer. Typical studies involve administration of the compound to mice via oral or intraperitoneal routes.
ADME/Pharmacokinetics
Pharmacokinetic properties of Nortrachelogenin have not been extensively reported. As a lignan with a molecular weight of approximately 374.4 g/mol, the compound would be expected to have moderate oral bioavailability and tissue penetration. The compound is typically metabolized by the liver and gut microbiota. Further pharmacokinetic studies would be required for therapeutic development.
Toxicity/Toxicokinetics
Nortrachelogenin is intended for research use only and lacks established toxicity profiles for therapeutic applications. Standard laboratory safety precautions should be observed when handling this natural product. As a compound with diverse biological activities, it may have effects on multiple cellular processes. Standard toxicity studies would be required for therapeutic development.
References

[1]. (-)-Nortrachelogenin from Partrinia scabiosaefolia elicits an apoptotic response in Candida albicans. FEMS Yeast Res. 2016 May;16(3):fow013.

Additional Infomation
Wikstromol has been reported in Trachelospermum asiaticum, Daphne odora, and other organisms with relevant data. See also: Wikstromol (note moved to).
Nortrachelogenin is a research-grade natural product supplied for antiviral, anti-inflammatory, and anticancer research. It is not an approved pharmaceutical and has no clinical trial history. The compound is a natural lignan also known as (-)-Wikstromol. This product is intended for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H22O7
Molecular Weight
374.38
Exact Mass
374.136
CAS #
34444-37-6
Related CAS #
(+)-Nortrachelogenin;61521-74-2
PubChem CID
99938
Appearance
White to off-white solid powder
Density
1.4±0.1 g/cm3
Boiling Point
609.2±50.0 °C at 760 mmHg
Flash Point
217.3±23.6 °C
Vapour Pressure
0.0±1.8 mmHg at 25°C
Index of Refraction
1.630
LogP
0.92
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
6
Heavy Atom Count
27
Complexity
513
Defined Atom Stereocenter Count
0
InChi Key
ZITBJWXLODLDRH-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H22O7/c1-25-17-8-12(3-5-15(17)21)7-14-11-27-19(23)20(14,24)10-13-4-6-16(22)18(9-13)26-2/h3-6,8-9,14,21-22,24H,7,10-11H2,1-2H3
Chemical Name
3-hydroxy-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
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 2.6711 mL 13.3554 mL 26.7108 mL
5 mM 0.5342 mL 2.6711 mL 5.3422 mL
10 mM 0.2671 mL 1.3355 mL 2.6711 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.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
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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