Oleanolic acid

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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
Literature
Pathways

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.

Select a batch to recalculate based on the batch molecular weight:
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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Product Datasheets

Safety Datasheet

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


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View Related Products by Product Action

View all GPBA Receptor Agonists

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

Citations are publications that use Tocris products.

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Literature in this Area

Cardiovascular

Cardiovascular Research Product Guide

A collection of over 250 products for cardiovascular research, the guide includes research tools for the study of:

  • Hypertension
  • Thrombosis and Hemostasis
  • Atherosclerosis
  • Myocardial Infarction
  • Ischemia/Reperfusion Injury
  • Arrhythmias
  • Heart Failure
GPCR

GPCR Product Listing

A collection of over 450 products for G protein-coupled receptors, the listing includes research tools for the study of:

  • Rhodopsin-like Receptors
  • Secretin-like Receptors
  • Glutamate Receptors
  • Frizzled Receptors
  • GPCR Signaling

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.

Protocols

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