yingweiwo

6'-O-trans-Feruloylnodakenin (Forbesoside)

Cat No.:V59003 Purity: ≥98%
6'-O-trans-Feruloylnodakenin is a marker compound used in the HPLC fingerprint of Nepenthes (N. forbesii).
6'-O-trans-Feruloylnodakenin (Forbesoside)
6'-O-trans-Feruloylnodakenin (Forbesoside) Chemical Structure CAS No.: 131623-14-8
Product category: Plants
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
6'-O-trans-Feruloylnodakenin is a marker compound used in the HPLC fingerprint of Nepenthes (N. forbesii).
6'-O-trans-Feruloylnodakenin (Forbesoside) is a natural coumarin glycoside. It has a molecular formula of C₂₈H₂₈O₁₁ and a molecular weight of 540.52 g/mol. It is a marker compound used for the HPLC fingerprint of N. forbesii. It is suitable for biochemical and pharmacological research, serving as a key compound for in vitro enzyme studies and in vivo model research related to inflammation and neuroprotection.
Biological Activity I Assay Protocols (From Reference)
Targets
The primary mechanism of action for 6'-O-trans-Feruloylnodakenin is attributed to its ability to scavenge free radicals due to the presence of hydroxyl groups. This antioxidant activity helps in mitigating oxidative stress in biological systems. As a coumarin glycoside, it may also interact with other targets involved in inflammation and neuroprotection.
ln Vitro
In vitro, 6'-O-trans-Feruloylnodakenin is used as a key compound for enzyme studies related to inflammation and neuroprotection. Its antioxidant activity, attributed to its ability to scavenge free radicals due to the presence of hydroxyl groups, has been characterized. It is a marker compound used for the HPLC fingerprint of N. forbesii, making it valuable for analytical and quality control applications.
ln Vivo
In vivo, 6'-O-trans-Feruloylnodakenin is used in model research related to inflammation and neuroprotection. Its antioxidant activity suggests it may have protective effects in animal models of oxidative stress, inflammation, and neurodegenerative diseases. However, specific in vivo efficacy data are not detailed in the available literature. Further studies are needed to evaluate its pharmacokinetics and efficacy.
Enzyme Assay
Typical in vitro assays for 6'-O-trans-Feruloylnodakenin include antioxidant assays such as DPPH and ABTS radical scavenging assays, where the compound is incubated with radical solutions at various concentrations and absorbance is measured at specific wavelengths. For enzyme studies, the compound is used as a substrate or inhibitor in assays measuring enzyme activity. It is also used as a marker compound in HPLC for fingerprint analysis of N. forbesii.
Cell Assay
Cellular assays for 6'-O-trans-Feruloylnodakenin typically involve treating cultured cells (e.g., neuronal cells, macrophages) with the compound at concentrations ranging from 1-100 µM for 24-48 hours. ROS levels are measured using fluorescent probes to assess antioxidant activity. Inflammatory markers such as NO, TNF-α, and IL-6 are measured by ELISA or Griess assay. Neuroprotective effects are assessed by measuring cell viability after exposure to oxidative stress or neurotoxic agents.
Animal Protocol
In vivo animal experiments for 6'-O-trans-Feruloylnodakenin are not detailed in the available literature. For neuroprotection studies, typical animal models include those for neurodegenerative diseases such as Alzheimer's or Parkinson's disease. For anti-inflammatory studies, models such as carrageenan-induced paw edema or LPS-induced systemic inflammation are used. The compound would be administered orally or intraperitoneally, and oxidative stress and inflammatory markers would be assessed.
ADME/Pharmacokinetics
Pharmacokinetic data for 6'-O-trans-Feruloylnodakenin are limited. As a coumarin glycoside with a molecular weight of 540.52 g/mol, it may be hydrolyzed in the intestine to release the aglycone, which may be absorbed. The compound's antioxidant properties suggest it may have beneficial effects in vivo. However, detailed ADME parameters are not available in the consulted sources.
Toxicity/Toxicokinetics
Toxicological data for 6'-O-trans-Feruloylnodakenin are limited. As a natural coumarin glycoside, it is generally considered to have low toxicity. However, coumarins can have hepatotoxic potential at high doses. Standard laboratory safety precautions should be followed when handling the compound. It is intended for research use only.
References

[1]. Quantitative determination of the chemical profile of the plant material “Qiang-huo” by LC-ESI-MS-MS. Chromatographia, 2006, 64: 405-411.

Additional Infomation
Reports have indicated the discovery of 6'-Feruloylnodakenin in Hansenia forbesii, and relevant data are available for reference.
6'-O-trans-Feruloylnodakenin (Forbesoside) is a natural coumarin glycoside and a marker compound for the HPLC fingerprint of N. forbesii. It has antioxidant activity due to its ability to scavenge free radicals and is used in research on inflammation and neuroprotection. It is a research compound and is not approved for any clinical indication.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C30H32O12
Molecular Weight
584.57
Exact Mass
584.189
CAS #
131623-14-8
PubChem CID
6439317
Appearance
Typically exists as solid at room temperature
Density
1.48g/cm3
Boiling Point
820.4ºC at 760mmHg
Flash Point
268.3ºC
Vapour Pressure
1.76E-28mmHg at 25°C
Index of Refraction
1.659
LogP
1.67
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
12
Rotatable Bond Count
9
Heavy Atom Count
42
Complexity
1030
Defined Atom Stereocenter Count
6
SMILES
O([C@@]1([H])[C@@]([H])([C@]([H])([C@@]([H])([C@@]([H])(C([H])([H])OC(/C(/[H])=C(\[H])/C2C([H])=C([H])C(=C(C=2[H])OC([H])([H])[H])O[H])=O)O1)O[H])O[H])O[H])C(C([H])([H])[H])(C([H])([H])[H])[C@@]1([H])C([H])([H])C2C([H])=C3C([H])=C([H])C(=O)OC3=C([H])C=2O1
InChi Key
AIKVOZSRVVMWGS-UEXLCRCOSA-N
InChi Code
InChI=1S/C30H32O12/c1-30(2,23-12-17-11-16-6-9-25(33)40-19(16)13-20(17)39-23)42-29-28(36)27(35)26(34)22(41-29)14-38-24(32)8-5-15-4-7-18(31)21(10-15)37-3/h4-11,13,22-23,26-29,31,34-36H,12,14H2,1-3H3/b8-5+/t22-,23-,26-,27+,28-,29+/m1/s1
Chemical Name
[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-[(2R)-7-oxo-2,3-dihydrofuro[3,2-g]chromen-2-yl]propan-2-yloxy]oxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
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

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 1.7107 mL 8.5533 mL 17.1066 mL
5 mM 0.3421 mL 1.7107 mL 3.4213 mL
10 mM 0.1711 mL 0.8553 mL 1.7107 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

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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?
  • 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)
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  • 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:
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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
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  • 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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