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

Images & Validation

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Key Properties

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CAS Number	25499-90-5
MW	456.7
Purity	98.36% (May vary between batches)
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

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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

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Storage	-20°C
Expiration Date	12 months from date of receipt.
Disclaimer	For research use only

Alternative Names

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

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Compound Identifiers

PubChem CID

138911414 ↗

Key Properties

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No computed properties available.

Protocol Information

Find More Protocols

Purity:	>98% (HPLC)
CAS Number:	25499-90-5
MW:	456.7
Formula:	C₃₀H₄₈O₃

3-Epioleanolic acid

Description

Research Area

Images & Validation

Key Properties

Bioactivity

Storage & Handling

Alternative Names

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