Oleanolic acid
Biological Activity
GPBA receptor (TGR5) partial agonist (EC50 = 2.25 μM; 72% efficacy). Displays no activity at FXR. Also inhibits protein phosphate 1B (PTP1B) and glycogen phosphorylase. Suppresses cell proliferation and increases apoptosis in T24 bladder cancer cells. Antidiabetic, antihyperglycaemic, antitumor and hepatoprotective.
Technical Data
| M. Wt | 456.7 |
| Formula | C30H48O3 |
| Storage | Store at +4°C |
| Purity | ≥97% (HPLC) |
| CAS Number | 508-02-1 |
| PubChem ID | 10494 |
| InChI Key | MIJYXULNPSFWEK-GTOFXWBISA-N |
| Smiles | [H][C@@]12CC(C)(CC[C@]1(C(O)=O)CC[C@@]3(C2=CC[C@@]4([C@]5(CC[C@@H](C(C)([C@@]5(CC[C@@]34C)[H])C)O)C)[H])C)C |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.
Solubility Data
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 9.13 | 20mM with gentle warming | |
| ethanol | 4.57 | 10mM with gentle warming |
Preparing Stock Solutions
The following data is based on the product molecular weight 456.7. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 2.19 mL | 10.95 mL | 21.9 mL |
| 5 mM | 0.44 mL | 2.19 mL | 4.38 mL |
| 10 mM | 0.22 mL | 1.09 mL | 2.19 mL |
| 50 mM | 0.04 mL | 0.22 mL | 0.44 mL |
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References
References are publications that support the products' biological activity.
Genet et al (2010) Structure-activity relationship study of betulinic acid, a novel and selective TGR5 agonist, and its synthetic derivatives: potential impact in diabetes. J.Med.Chem. 53 178 PMID: 19911773
Mu et al (2015) Oleanolic acid suppresses the proliferation of human bladder cancer by Akt/mTOR/S6K and ERK1/2 signaling. Int.J.Clin.Exp.Pathol. 8 13864 PMID: 26823699
Castellano et al (2013) Biochemical basis of the antidiabetic activity of oleanolic acid and related pentacyclic triterpenes. Diabetes 62 1791 PMID: 23704520
If you know of a relevant reference for Oleanolic acid, please let us know.
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Keywords: Natural triterpenoids TGR5 partial agonists agonism protein phosphate 1B PTP1B inhibitors inhibits glycogen phosphorylases antidiabetic, antihyperglycaemic antitumor hepatoprotective apoptosis inducers cell proliferation GPBA Receptors
Citations for Oleanolic acid
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Literature in this Area
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Pathways for Oleanolic acid
