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  3. Oleanolic acid 28-O-β-D-glucopyranoside

Oleanolic acid 28-O-β-D-glucopyranoside  (Synonyms: β-D-Glucopyranosyl oleanolate)

製品番号: HY-N7635 純度: 99.42%
COA 取扱説明書 Technical Support

Oleanolic acid 28-O-β-D-glucopyranoside (β-D-Glucopyranosyl oleanolate) is an orally active pentacyclic triterpenoid compound. Oleanolic acid 28-O-β-D-glucopyranoside has anti-inflammatory effects. In ulcerative colitis models, Oleanolic acid 28-O-β-D-glucopyranoside can inhibit the inflammatory response, enhance the intestinal epithelial barrier function, and modulate the gut microbiota. Its mechanism of action is related to the PI3K-AKT and MAPK signaling pathways. Oleanolic acid 28-O-β-D-glucopyranoside can be used in the research of diseases such as colitis.

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Oleanolic acid 28-O-β-D-glucopyranoside

Oleanolic acid 28-O-β-D-glucopyranoside 構造式

CAS 番号 : 14162-53-9

容量 価格(税別) 在庫状況 数量
Solid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO
ready for reconstitution
USD 267 在庫あり
Solution
10 mM * 1 mL in DMSO USD 267 在庫あり
Solid
1 mg $95 在庫あり
5 mg $196 在庫あり
10 mg $286 在庫あり
25 mg $487 在庫あり
50 mg $682 在庫あり
100 mg $955 在庫あり
200 mg   お問い合わせ  
500 mg   お問い合わせ  

* アイテムを追加する前、数量をご選択ください

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  • 生物活性

  • 純度とドキュメンテーション

  • 参考文献

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製品説明

Oleanolic acid 28-O-β-D-glucopyranoside (β-D-Glucopyranosyl oleanolate) is an orally active pentacyclic triterpenoid compound. Oleanolic acid 28-O-β-D-glucopyranoside has anti-inflammatory effects. In ulcerative colitis models, Oleanolic acid 28-O-β-D-glucopyranoside can inhibit the inflammatory response, enhance the intestinal epithelial barrier function, and modulate the gut microbiota. Its mechanism of action is related to the PI3K-AKT and MAPK signaling pathways. Oleanolic acid 28-O-β-D-glucopyranoside can be used in the research of diseases such as colitis[1][2].

IC50 & Target[1]

IL-6

 

COX-2

 

Cellular Effect
Cell Line Type Value Description References
Neutrophil IC50
9.64 μM
Compound: 14
Inhibition of fMLP/CB-activated human neutrophil degranulation assessed as inhibition of elastase release using MeO-Suc-Ala-Ala-Pro-Val-p-nitroanilide as a substrate after 5 mins
Inhibition of fMLP/CB-activated human neutrophil degranulation assessed as inhibition of elastase release using MeO-Suc-Ala-Ala-Pro-Val-p-nitroanilide as a substrate after 5 mins
[PMID: 21417387]
RAW264.7 IC50
>50 μM
Compound: 7
Anti-inflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production preincubated for 1 hr followed by LPS-stimulation and measured after 18 hrs by Griess reagent-based assay
Anti-inflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production preincubated for 1 hr followed by LPS-stimulation and measured after 18 hrs by Griess reagent-based assay
[PMID: 30808589]
体外実験

Oleanolic acid 28-O-β-D-glucopyranoside (2.0-8.0 μM; 24 h) can significantly increase the transepithelial electrical resistance (TEER) value, alleviate barrier function damage, increase the expression of tight junction proteins, and reduce the levels of inflammatory cytokines such as IL-6, TNF-α, COX-2, and iNOS in Caco-2 cells treated with LPS (HY-D1056)[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Immunofluorescence[1]

Cell Line: Caco-2 cells treated with LPS (HY-D1056)
Concentration: 2.0, 4.0 and 8.0 μM
Incubation Time: 24 h
Result: Increased the staining of tight junction proteins (ZO-1, occludin, claudin-1 and E-cadherin).
体内実験

Oleanolic acid 28-O-β-D-glucopyranoside (5-20 mg/kg/day; oral gavage; once a day; 7 days) has an ameliorating effect in a DSS (HY-116282C)-induced mouse model of ulcerative colitis[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model: Adult male BALB/c mice (20 ± 2 g) treated 3.5% DSS (HY-116282C)
Dosage: 5, 10 and 20 mg/kg/day
Administration: Oral gavage (i.g.); once a day; for 7 days
Result: Significantly attenuated the body weight loss in a dose-dependent manner and markedly reduced the DAI score.
Significantly improved the colon length, decreased the spleen coefficient and increased the thymus coefficient.
Significantly decreased the levels of TNF-α, IL-6, iNOS, and COX-2 in the serum and colon tissue.
Decreased the levels of oxidative stress indices (MPO and MDA), while increased SOD and GSH levels
Significantly alleviated the pathological changes of colon tissue in a dose-dependent manner and increased the expression of tight junction proteins in the colon tissue.
Enhanced the richness and diversity of the gut microbiome, promoted the growth of beneficial bacteria, suppressed the growth of harmful bacteria, and increased the levels of short-chain fatty acids.
分子量

618.84

分子式

C36H58O8

CAS 番号
Appearance

Solid

Color

White to off-white

SMILES

O=C([C@](CC[C@]12C)(CCC3(C)C)[C@](C3)([H])C1=CC[C@@]4([H])[C@]2(CC[C@](C(C)5C)([H])[C@@]4(CC[C@@H]5O)C)C)O[C@@H]([C@@H]([C@H]6O)O)O[C@@H]([C@H]6O)CO

Structure Classification
Initial Source
輸送条件

Room temperature in continental US; may vary elsewhere.

保管条件

4°C, protect from light

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

溶剤 & 溶解度
体外: 

DMSO : 50 mg/mL (80.80 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 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
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

  • Molarity Calculator

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一般には略語で表示されます:C1V1 = C2V2

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体内:

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

  • Protocol 1

    Add each solvent one by one:  10% DMSO    40% PEG300    5% Tween-80    45% Saline

    Solubility: 1.25 mg/mL (2.02 mM); Suspended solution; Need ultrasonic

    This protocol yields a suspended solution of 1.25 mg/mL. Suspended solution can be used for oral and intraperitoneal injection.

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (12.5 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

    Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
  • Protocol 2

    Add each solvent one by one:  10% DMSO    90% (20% SBE-β-CD in Saline)

    Solubility: ≥ 1.25 mg/mL (2.02 mM); Clear solution

    This protocol yields a clear solution of ≥ 1.25 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (12.5 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

    Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
%
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%
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Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Calculation results:
Working solution concentration: mg/mL
Method for preparing stock solution: mg drug dissolved in μL  DMSO (Stock solution concentration: mg/mL).

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).
Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.
 If the continuous dosing period exceeds half a month, please choose this protocol carefully.
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
純度とドキュメンテーション

純度: 99.42%

参考文献

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 1.6159 mL 8.0796 mL 16.1593 mL 40.3982 mL
5 mM 0.3232 mL 1.6159 mL 3.2319 mL 8.0796 mL
10 mM 0.1616 mL 0.8080 mL 1.6159 mL 4.0398 mL
15 mM 0.1077 mL 0.5386 mL 1.0773 mL 2.6932 mL
20 mM 0.0808 mL 0.4040 mL 0.8080 mL 2.0199 mL
25 mM 0.0646 mL 0.3232 mL 0.6464 mL 1.6159 mL
30 mM 0.0539 mL 0.2693 mL 0.5386 mL 1.3466 mL
40 mM 0.0404 mL 0.2020 mL 0.4040 mL 1.0100 mL
50 mM 0.0323 mL 0.1616 mL 0.3232 mL 0.8080 mL
60 mM 0.0269 mL 0.1347 mL 0.2693 mL 0.6733 mL
80 mM 0.0202 mL 0.1010 mL 0.2020 mL 0.5050 mL
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The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

一般には略語で表示されます:C1V1 = C2V2

濃度 (開始) × 体積 (開始) = 濃度 (終了) × 体積 (終了)
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Help & FAQs
  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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製品名:
Oleanolic acid 28-O-β-D-glucopyranoside
製品番号:
HY-N7635
数量:
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