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Niga-ichigoside F1 (Niga-ichigoside F1)

Cat No.:V58255 Purity: ≥98%
Niga-ichigoside F1 is an orally bioactive Ursi Ursi triterpene with anti-hyperlipidemia and anti-oxidant effect.
Niga-ichigoside F1 (Niga-ichigoside F1)
Niga-ichigoside F1 (Niga-ichigoside F1) Chemical Structure CAS No.: 95262-48-9
Product category: Terpenoids
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
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Product Description
Niga-ichigoside F1 is an orally bioactive Ursi Ursi triterpene with anti-hyperlipidemia and anti-oxidant effect. Niga-ichigoside F1 prevents high-fat diet (HFD)-induced hepatic steatosis.
Niga-ichigoside F1 is an ursane-type pentacyclic triterpenoid saponin. It has the molecular formula C36H58O11 and molecular weight 666.9. It is found in Geum aleppicum and has anti-inflammatory, gastroprotective, antinociceptive, and cytotoxic effects.
Biological Activity I Assay Protocols (From Reference)
Targets
Niga-ichigoside F1 targets multiple pathways: it activates Nrf2 and inhibits the NF-κB pathway. It has anti-inflammatory effects by modulating oxidative stress and inhibiting pro-inflammatory cytokines. It also shows β-glucosidase and anti-acetylcholinesterase inhibitory activities.
ln Vitro
In HepG2 cells treated with free fatty acid (FFA), niga-ichigoside F1 (2.5, 5, 10, 20 μM; for 24 hours) reduces lipid accumulation in a dose-dependent manner. The viability of cells is unaffected by niga-ichigoside F1[1]. In Con, Niga-ichigoside F1 (20 μM), FFA (1 mM), and Niga-ichigoside F1 + FFA treated Nrf2-silenced cells, there is a decrease in both nuclear and cytoplasmic Nrf2 expressions[1].
In vitro, Niga-ichigoside F1 shows anti-inflammatory, gastroprotective, and cytotoxic effects. It exhibits inhibition zones on β-glucosidase and anti-acetylcholinesterase assays. It can induce apoptosis in tumor cells. It has antioxidant activity.
ln Vivo
In four-week-old male C57BL/6J mice, niga-ichigoside F1 (40 mg/kg; oral gavage; for 12 weeks) reduces hepatic steatosis, potentially through a significant interaction with a high-fat diet (HFD) to control lipid metabolism genes (e.g., Srebp1c, Acc1, Fasn, Scd1, Cpt1a, and Fabp5)[1].
In vivo, Niga-ichigoside F1 (40 mg/kg; oral gavage; for 12 weeks) alleviates hepatic steatosis induced by high-fat diet in male mice. It activates Nrf2 and improves high-fat diet-induced hepatic steatosis. It inhibits the NF-κB pathway to alleviate DSS-induced ulcerative colitis.
Enzyme Assay
Cell-free assays for Niga-ichigoside F1: β-glucosidase inhibition is measured using p-nitrophenyl-β-D-glucopyranoside as substrate, monitoring absorbance at 405 nm. Anti-acetylcholinesterase activity is assessed using Ellman's method. Antioxidant activity is measured using DPPH and ABTS assays. Nrf2 activation is assessed using ARE-luciferase reporter assays.
Cell Assay
Cellular assays for Niga-ichigoside F1: inflammatory cells (e.g., macrophages) are treated with the compound at concentrations of 0.1-100 µM for 1-24 hours, then stimulated with LPS or DSS. Pro-inflammatory cytokine production (TNF-α, IL-6, IL-1β) is measured by ELISA. Nrf2 nuclear translocation and NF-κB activation are assessed by immunofluorescence or Western blot. Cell viability is measured by MTT assay.
Animal Protocol
In vivo animal studies for Niga-ichigoside F1: high-fat diet-induced hepatic steatosis model in male mice: mice are fed a high-fat diet and treated with Niga-ichigoside F1 at 40 mg/kg orally for 12 weeks. Liver histology, lipid content, and Nrf2 activation are assessed. DSS-induced ulcerative colitis model: mice are treated with DSS and Niga-ichigoside F1, and disease severity, inflammatory markers, and NF-κB pathway activity are evaluated.
ADME/Pharmacokinetics
Pharmacokinetic properties of Niga-ichigoside F1: as a triterpenoid saponin with a large molecular weight (666.9), it may have poor oral bioavailability. However, oral administration at 40 mg/kg shows in vivo efficacy, suggesting some degree of absorption. It is likely metabolized by intestinal flora and liver enzymes. Further PK studies are needed.
Toxicity/Toxicokinetics
Toxicity of Niga-ichigoside F1: comprehensive toxicity data are limited. As a saponin, it may have hemolytic activity and gastrointestinal effects at high doses. However, oral administration at 40 mg/kg for 12 weeks was tolerated. It is for research use only and not approved for clinical use.
References

[1]. Niga-ichigoside F1 ameliorates high-fat diet-induced hepatic steatosis in male mice by Nrf2 activation. Food Funct. 2018 Feb 21;9(2):906-916.

Additional Infomation
19α-Hydroxyasiatic acid-28-O-β-D-glucopyranoside is a triterpenoid saponin composed of 19α-hydroxyasiatic acid linked to a β-D-glucopyranoside residue at position 28 via a glycosidic bond. It has been isolated from the leaves of Rosa laevigata. It is a plant metabolite. It is a triterpenoid saponin, a pentacyclic triterpenoid, a monosaccharide derivative, a β-D-glucopyranoside, and a tetraol. Functionally, it is related to 19α-hydroxyasiatic acid. It is derived from the hydride of arbutane. Niga-ichigoside F1 has been reported in Rosa laevigata, Rubus ellipticus var. obcordatus, and other organisms with relevant data.
Niga-ichigoside F1 is a research compound with potential applications in inflammatory diseases, hepatic steatosis, and cancer research. It is available as a reference standard for pharmacological studies. Its mechanism involves Nrf2 activation and NF-κB inhibition. No clinical trials or FDA approvals have been reported.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C36H58O11
Molecular Weight
666.84
Exact Mass
666.397
CAS #
95262-48-9
PubChem CID
16118969
Appearance
White to off-white solid
Density
1.4±0.1 g/cm3
Boiling Point
775.0±60.0 °C at 760 mmHg
Flash Point
234.7±26.4 °C
Vapour Pressure
0.0±6.0 mmHg at 25°C
Index of Refraction
1.616
LogP
3.84
Hydrogen Bond Donor Count
8
Hydrogen Bond Acceptor Count
11
Rotatable Bond Count
5
Heavy Atom Count
47
Complexity
1280
Defined Atom Stereocenter Count
17
SMILES
C([C@]12CC[C@@H](C)[C@](O)(C)[C@H]1C1=CC[C@@H]3[C@]4(C[C@@H](O)[C@H](O)[C@@](C)(CO)[C@@H]4CC[C@@]3(C)[C@@]1(CC2)C)C)(=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1
InChi Key
WKKBYJLXSKPKSC-JVJIQXRHSA-N
InChi Code
InChI=1S/C36H58O11/c1-18-9-12-36(30(44)47-29-26(42)25(41)24(40)21(16-37)46-29)14-13-33(4)19(27(36)35(18,6)45)7-8-23-31(2)15-20(39)28(43)32(3,17-38)22(31)10-11-34(23,33)5/h7,18,20-29,37-43,45H,8-17H2,1-6H3/t18-,20-,21-,22-,23-,24-,25+,26-,27-,28+,29+,31+,32+,33-,34-,35-,36+/m1/s1
Chemical Name
[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,2R,4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-1,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
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 1.4996 mL 7.4981 mL 14.9961 mL
5 mM 0.2999 mL 1.4996 mL 2.9992 mL
10 mM 0.1500 mL 0.7498 mL 1.4996 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)
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  • 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

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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:
  • 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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  • 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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