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Bayogenin

Cat No.:V29582 Purity: ≥98%
Bayogenin is an alfalfa saponin that has some inhibitory activities on glycogen phosphorylase.
Bayogenin
Bayogenin Chemical Structure CAS No.: 6989-24-8
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
10mg
25mg
100mg
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Product Description
Bayogenin is an alfalfa saponin that has some inhibitory activities on glycogen phosphorylase.
Bayogenin (CAS 6989-24-8) is a pentacyclic triterpenoid aglycone commonly found as part of saponins in plants such as Medicago sativa (alfalfa) and Aesculus hippocastanum (horse chestnut). With a molecular formula of C₃₀H₄₈O₅ and a molecular weight of 488.70 g/mol, it is also known as (2β,3β,4α)-2,3,23-Trihydroxy-olean-12-en-28-oic acid. Bayogenin exhibits notable anti-inflammatory, antimicrobial, and anticancer activities. It has been shown to inhibit inflammatory mediators, modulate immune responses, and induce apoptosis in tumor cells. It is also a moderate inhibitor of glycogen phosphorylase, with an IC₅₀ of 68 µM.
Biological Activity I Assay Protocols (From Reference)
Targets
Bayogenin targets multiple pathways. It inhibits glycogen phosphorylase, an enzyme involved in glycogen breakdown, with moderate potency (IC₅₀ = 68 µM). Its anti-inflammatory activity is mediated through the inhibition of inflammatory mediators. Its anticancer activity is attributed to its ability to induce apoptosis in tumor cells. It also modulates immune responses. Its multi-targeted activity makes it a compound of interest for studying inflammation, cancer, and metabolic diseases.
ln Vitro
In vitro, Bayogenin has been shown to inhibit glycogen phosphorylase (IC₅₀ = 68 µM). It exhibits anti-inflammatory, antimicrobial, and anticancer activities. Its ability to inhibit inflammatory mediators and induce apoptosis in tumor cells has been demonstrated in various cell-based assays.
ln Vivo
In vivo, Bayogenin's anti-inflammatory and anticancer activities suggest potential therapeutic applications. Its ability to modulate immune responses could be beneficial in autoimmune diseases. However, specific in vivo data are not detailed in the provided search results.
Enzyme Assay
In vitro non-cell enzyme assays for Bayogenin involve measuring its inhibition of glycogen phosphorylase activity. The enzyme is incubated with the compound, its substrate glycogen, and the cofactor. The production of glucose-1-phosphate is measured, and the IC₅₀ is determined from dose-response curves.
Cell Assay
In vitro cell-based assays for Bayogenin use various cell lines to study its anti-inflammatory, antimicrobial, and anticancer activities. For anti-inflammatory studies, macrophages are stimulated with LPS, and the production of inflammatory cytokines is measured. For anticancer studies, cancer cell lines are treated with the compound, and cell viability, apoptosis, and proliferation are assessed.
Animal Protocol
In vivo animal studies for Bayogenin would likely employ models of inflammation and cancer. For anti-inflammatory studies, models such as carrageenan-induced paw edema would be used. For anticancer studies, xenograft models would be used. The compound would be administered, and its effects on inflammation, tumor growth, and immune response would be assessed.
ADME/Pharmacokinetics
Bayogenin has a molecular weight of 488.70 g/mol and a molecular formula of C₃₀H₄₈O₅. It is a pentacyclic triterpenoid aglycone. It has a purity of >98%. It appears as a powder. The compound should be stored under appropriate conditions, typically at -20°C, protected from light and moisture.
Toxicity/Toxicokinetics
The toxicity profile of Bayogenin is not extensively detailed. As a natural product from alfalfa and horse chestnut, it is generally considered to have a good safety profile. However, comprehensive toxicological studies are required for therapeutic development. It is not intended for human therapeutic use without further development.
References

[1]. Isolation and determination of saponin hydrolysis products from Medicago sativa using supercritical fluid extraction, solid-phase extraction and liquid chromatography with evaporative light scattering detection. J Sep Sci. 2019 Jan;42(2.

[2]. Synthesis and Biological Evaluation of Arjunolic Acid, Bayogenin, Hederagonic Acid and 4-Epi-hederagonic Acid as Glycogen Phosphorylase Inhibitors. Chinese Journal of Natural Medicines. 2010 Nov;8(6): 441-448.

Additional Infomation
Bayogenin is a pentacyclic triterpenoid compound derived from the hydride of oleanane. It has been reported to exist in dodecyl podophyllum, Sinomenium acutum, and other organisms with relevant data.
Bayogenin is a pentacyclic triterpenoid aglycone with anti-inflammatory, antimicrobial, and anticancer activities. It inhibits glycogen phosphorylase (IC₅₀ = 68 µM). It is found in alfalfa and horse chestnut. It is not approved for clinical use and is intended for research purposes only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C30H48O5
Molecular Weight
488.6991
Exact Mass
488.35
CAS #
6989-24-8
PubChem CID
12305221
Appearance
White to off-white solid powder
Density
1.2±0.1 g/cm3
Boiling Point
606.0±55.0 °C at 760 mmHg
Flash Point
334.3±28.0 °C
Vapour Pressure
0.0±3.9 mmHg at 25°C
Index of Refraction
1.581
Source
Originated from plants: Cucurbitaceae Bolbostemma paniculaum (Maxim)Franguet
LogP
6.51
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
2
Heavy Atom Count
35
Complexity
941
Defined Atom Stereocenter Count
10
SMILES
C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)(C[C@@H]([C@@H]([C@@]3(C)CO)O)O)C
InChi Key
RWNHLTKFBKYDOJ-JEERONPWSA-N
InChi Code
InChI=1S/C30H48O5/c1-25(2)11-13-30(24(34)35)14-12-28(5)18(19(30)15-25)7-8-22-26(3)16-20(32)23(33)27(4,17-31)21(26)9-10-29(22,28)6/h7,19-23,31-33H,8-17H2,1-6H3,(H,34,35)/t19-,20-,21+,22+,23-,26-,27-,28+,29+,30-/m0/s1
Chemical Name
(4aS,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-10,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
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: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
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 : ~33.33 mg/mL (~68.20 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (5.12 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 25.0 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.

Solubility in Formulation 2: ≥ 2.5 mg/mL (5.12 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 25.0 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 2.0462 mL 10.2312 mL 20.4625 mL
5 mM 0.4092 mL 2.0462 mL 4.0925 mL
10 mM 0.2046 mL 1.0231 mL 2.0462 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 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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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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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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