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Oleanolic acid

Cat. No. 6026 Submit a Review Datasheet / COA / SDS
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Cat.No. 6026 - Oleanolic acid | C30H48O3 | CAS No. 508-02-1
Description: Selective GPBA receptor (TGR5) partial agonist
Chemical Name: (3β)-3-Hydroxyolean-12-en-28-oic acid
Purity: ≥97% (HPLC)
Datasheet
Citations
Reviews
Literature (2)
Pathways (1)
Biological Activity Technical Data Solubility Calculators Datasheets References

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.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 9.13 20 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 the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.2 mM 10.95 mL 54.74 mL 109.48 mL
1 mM 2.19 mL 10.95 mL 21.9 mL
2 mM 1.09 mL 5.47 mL 10.95 mL
10 mM 0.22 mL 1.09 mL 2.19 mL

Molarity Calculator

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References

References are publications that support the biological activity of the product.

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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Citations for Oleanolic acid

Citations are publications that use Tocris products.

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Literature in this Area

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Pathways for Oleanolic acid

Insulin

Insulin Signaling Pathway

Signaling through the insulin pathway is fundamental for the regulation of intracellular glucose levels. This pathway can become dysregulated in diabetes.