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3-Epioleanolic acid

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Catalog No. TN1248Cas No. 25499-90-5

3-Epioleanolic acid and oleanonic acid possess varying degrees of agonist activity on uterine smooth muscle with minor changes in the molecular structure affecting its intrinsic activity on uterine muscle.

3-Epioleanolic acid

3-Epioleanolic acid

🥰Excellent
Purity: 98.36%
Catalog No. TN1248Cas No. 25499-90-5
3-Epioleanolic acid and oleanonic acid possess varying degrees of agonist activity on uterine smooth muscle with minor changes in the molecular structure affecting its intrinsic activity on uterine muscle.
Pack SizePriceAvailabilityQuantity
1 mg$156In Stock
5 mg$333In Stock
10 mg$568In Stock
25 mg$897In Stock
50 mgInquiryIn Stock
1 mL x 10 mM (in DMSO)$388In Stock
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Purity:98.36%
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Product Introduction

Bioactivity
Description
3-Epioleanolic acid and oleanonic acid possess varying degrees of agonist activity on uterine smooth muscle with minor changes in the molecular structure affecting its intrinsic activity on uterine muscle.
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.
Chemical Properties
Molecular Weight456.7
FormulaC30H48O3
Cas No.25499-90-5
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
Relative Density.1.10 g/cm3 (Predicted)
Storage & Solubility Information
StoragePowder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice.
Solubility Information
DMSO: 55 mg/mL (120.43 mM)
Solution Preparation Table
DMSO
1mg5mg10mg50mg
1 mM2.1896 mL10.9481 mL21.8962 mL109.4811 mL
5 mM0.4379 mL2.1896 mL4.3792 mL21.8962 mL
10 mM0.2190 mL1.0948 mL2.1896 mL10.9481 mL
20 mM0.1095 mL0.5474 mL1.0948 mL5.4741 mL
50 mM0.0438 mL0.2190 mL0.4379 mL2.1896 mL
100 mM0.0219 mL0.1095 mL0.2190 mL1.0948 mL

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