3-Epioleanolic acid

SKU: orb1297504

Description

3-Epioleanolic acid and oleanonic acid are triterpenoid compounds that act as uterine smooth muscle agonists. Their structure-activity relationship makes them valuable research tools for studying uterine physiology and contractility in both in vitro and ex vivo experimental models.

Research Area

Neuroscience

Key Properties

• CAS Number: 25499-90-5
• MW: 456.7
• Purity: 98.36%
• Formula: C₃₀H₄₈O₃
• SMILES: [H][C@@]12CC[C@@]3(C)[C@]4(C)CC[C@]5(CCC(C)(C)C[C@@]5(C)C4=CC[C@]3(C)[C@@]1(C)CC[C@@H](O)C2(C)C)C(O)=O
• Target: AChR
• Solubility: 10% DMSO+90% Corn Oil:2.5 mg/mL (5.47 mM);DMSO:55 mg/mL (120.43 mM)

Bioactivity

• In Vitro:
  In this investigation, the uterotonic properties of extracts from this tree were evaluated using both pregnant and non-pregnant guinea pig uterine smooth muscle in vitro. The extracts were prepared using water modified supercritical carbon dioxide at 400 atm and 80 degrees C. As samples of these extracts displayed positive results when screened for uterotonic activity, gravity column chromatography followed by NMR spectroscopy was performed in an attempt to isolate and elucidate the structures of the compounds that were present in the extract. The extract yielded five known compounds of which only two, viz. oleanonic acid and 3-Epioleanolic acid, displayed uterotonic activity. Receptor binding assays were subsequently performed with 3-Epioleanolic acid to ascertain its mode of action. Bradykinin (30 ng/100 microl) and acetylcholine (1 microg/100 microl) were used as the B2 and cholinergic receptor agonists respectively with icatibant (HOE 140) (30 ng/100 microl) and atropine (60 micro/100 microl) as their corresponding antagonists. 3-Epioleanolic acid was observed to mediate its effect through the cholinergic receptor.

Storage & Handling

• Storage: Powder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

Inhibitor, inhibit, AChR, 3Epioleanolic acid, 3-Epioleanolic acid, 3 Epioleanolic acid

Compound Identifiers

PubChem CID

138911414