| Size | Price | Stock | Qty |
|---|---|---|---|
| 1mg |
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| Other Sizes |
| Targets |
Multiple targets including inflammatory mediators, antioxidant pathways, and cancer cell signaling pathways. Oleanolic acid 28-O-β-D-glucopyranoside, as a triterpenoid saponin, exhibits hepatoprotective, anti-inflammatory, antioxidant, and anticancer activities. The compound may inhibit the production of pro-inflammatory mediators, scavenge free radicals, and modulate signaling pathways involved in cell proliferation and apoptosis. Its mechanism of action is likely similar to that of oleanolic acid, which is known to modulate NF-κB, PI3K/Akt, and other signaling pathways.
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|---|---|
| ln Vitro |
Oleanolic acid 28-O-β-D-glucopyranoside exhibits hepatoprotective, anti-inflammatory, antioxidant, and anticancer activities. As a triterpenoid saponin, it may inhibit the production of pro-inflammatory mediators, scavenge free radicals, and modulate signaling pathways involved in cell proliferation and apoptosis. Its specific in vitro activities depend on the concentrations tested and the assay systems used. Further studies are needed to fully characterize its activity profile.
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| ln Vivo |
In vivo studies of oleanolic acid 28-O-β-D-glucopyranoside are limited. Oleanolic acid and its derivatives have been studied in animal models for their hepatoprotective, anti-inflammatory, and anticancer effects. The glucoside derivative may have improved bioavailability compared to the aglycone. Further in vivo studies are needed to characterize its specific pharmacokinetic and pharmacodynamic properties.
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| Enzyme Assay |
Non-cell-based assays for oleanolic acid 28-O-β-D-glucopyranoside include antioxidant assays such as DPPH radical scavenging, ABTS, and FRAP assays. Anti-inflammatory activity can be measured by inhibition of COX-2, LOX, or cytokine production in enzyme assays. Hepatoprotective activity can be assessed by measuring liver enzyme inhibition. Standard analytical methods including HPLC, NMR, and mass spectrometry are used for compound characterization.
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| Cell Assay |
Cell-based assays for oleanolic acid 28-O-β-D-glucopyranoside use various cell lines to assess its biological activities. Macrophage cell lines (e.g., RAW 264.7) are stimulated with LPS and treated with the compound, and inflammatory mediators in culture supernatant are measured. For hepatoprotective studies, hepatocyte cell lines are treated with hepatotoxic agents with or without the compound. Cancer cell lines are used for anticancer studies assessing cell viability and apoptosis.
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| Animal Protocol |
In vivo studies of oleanolic acid 28-O-β-D-glucopyranoside are limited. Based on its biological activities, potential animal models include: CCl₄- or APAP-induced liver injury models for hepatoprotective evaluation; carrageenan-induced paw edema models for anti-inflammatory evaluation; and tumor xenograft models for anticancer evaluation. Standard protocols for these models involve administration of the compound followed by measurement of relevant endpoints.
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| ADME/Pharmacokinetics |
Oleanolic acid 28-O-β-D-glucopyranoside has a molecular formula of C₃₆H₅₆O₈ and a molecular weight of approximately 616.83 g/mol. The CAS number is 14162-53-9. It is a naturally occurring triterpenoid saponin and the 28-O-β-D-glucopyranoside derivative of oleanolic acid. Oleanolic acid is a pentacyclic triterpenoid found in various plants. The compound should be stored under recommended conditions. It is intended for research use only.
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| Toxicity/Toxicokinetics |
Specific toxicity data for oleanolic acid 28-O-β-D-glucopyranoside are limited. Oleanolic acid and its derivatives are generally considered to have low toxicity. However, comprehensive toxicological studies have not been reported. Standard laboratory safety practices should be followed when handling this compound, including the use of personal protective equipment. It is intended for research use only.
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| References | |
| Additional Infomation |
Oleanolic acid 28-O-β-D-glucopyranoside is a triterpenoid saponin with the function of a metabolite. Oleanolic acid β-D-glucopyranoside has been reported in both camphor (Camphorosma monspeliaca) and Hemsleya macrosperma, and relevant data are available for reference.
Oleanolic acid 28-O-β-D-glucopyranoside is a naturally occurring triterpenoid saponin, specifically the 28-O-β-D-glucopyranoside derivative of oleanolic acid. Oleanolic acid is a pentacyclic triterpenoid found in various plants, known for its diverse biological activities including hepatoprotective, anti-inflammatory, antioxidant, and anticancer effects. Saponins are glycosides with surfactant properties that may enhance the solubility and bioavailability of their aglycones. The compound is used as a reference standard for the identification and quantification of triterpenoid saponins in plant extracts and for research purposes. It is for research use only. |
| Molecular Formula |
C36H58O8
|
|---|---|
| Molecular Weight |
618.84
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| Exact Mass |
618.413
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| CAS # |
14162-53-9
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| PubChem CID |
14189384
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| Appearance |
White to off-white solid
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| Density |
1.23±0.1 g/cm3 at 760 mmHg
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| Boiling Point |
696.7±55.0 °C at 760 mmHg
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| Melting Point |
225-229 °C
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| LogP |
4.492
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| Hydrogen Bond Donor Count |
5
|
| Hydrogen Bond Acceptor Count |
8
|
| Rotatable Bond Count |
4
|
| Heavy Atom Count |
44
|
| Complexity |
1180
|
| Defined Atom Stereocenter Count |
13
|
| SMILES |
O([H])[C@@]1([H])C([H])([H])C([H])([H])[C@@]2(C([H])([H])[H])[C@]([H])(C1(C([H])([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])[C@@]1(C([H])([H])[H])[C@]3(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]4(C(=O)O[C@@]5([H])[C@@]([H])([C@]([H])([C@@]([H])([C@@]([H])(C([H])([H])O[H])O5)O[H])O[H])O[H])C([H])([H])C([H])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[C@@]4([H])C3=C([H])C([H])([H])[C@@]12[H]
|
| InChi Key |
KMKFOIBUKYMVRJ-YHFBEQRYSA-N
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| InChi Code |
InChI=1S/C36H58O8/c1-31(2)14-16-36(30(42)44-29-28(41)27(40)26(39)22(19-37)43-29)17-15-34(6)20(21(36)18-31)8-9-24-33(5)12-11-25(38)32(3,4)23(33)10-13-35(24,34)7/h8,21-29,37-41H,9-19H2,1-7H3/t21-,22+,23-,24+,25-,26+,27-,28+,29-,33-,34+,35+,36-/m0/s1
|
| Chemical Name |
[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
|
| Synonyms |
β-D-Glucopyranosyl oleanolate; Oleanolic acid 28-O-β-D-glucopyranoside
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| HS Tariff Code |
2934.99.9001
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| 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)
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| Solubility (In Vitro) |
DMSO: 50 mg/mL (80.80 mM)
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|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: 1.25 mg/mL (2.02 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 12.5 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 1.25 mg/mL (2.02 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 12.5 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. View More
Solubility in Formulation 3: ≥ 1.25 mg/mL (2.02 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 1.6159 mL | 8.0796 mL | 16.1593 mL | |
| 5 mM | 0.3232 mL | 1.6159 mL | 3.2319 mL | |
| 10 mM | 0.1616 mL | 0.8080 mL | 1.6159 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.
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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