3-Epioleanolic acid | CAS:25499-90-5 | Manufacturer ChemFaces

3-Epioleanolic acid

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Size /Price /Stock	10 mM * 1 mL in DMSO / $141.7 / In-stock
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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.

Targets:

AChR

In vitro:

J Pharm Biomed Anal. 2000 Dec;24(1):133-45.

The uterotonic activity of compounds isolated from the supercritical fluid extract of Ekebergia capensis.[Pubmed: 11108547]

The wood of Ekebergia capensis Sparrm. is used by the local Zulu community in KwaZulu-Natal Province, South Africa to facilitate childbirth.
METHODS AND RESULTS:
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.
CONCLUSIONS:
The results of this study show that two compounds from the extract of this tree 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 vivo:

Phytother Res. 2000 Sep;14(6):463-5.

Antiinflammatory activity and chemical composition of extracts of Verbena officinalis.[Pubmed: 10960904]

METHODS AND RESULTS:
In an attempt to locate the biologically active fraction(s) of the plant Verbena officinalis Linn. (Verbenaceae), a preliminary screening of successive petroleum ether, chloroform and methanol extracts of aerial parts for antiinflammatory activity using carrageenan paw oedema model was carried out. All three extracts were found to exhibit antiinflammatory activity with the chloroform extract being the most active. Chemical investigations of petroleum ether and chloroform extracts led to the isolation of beta-sitosterol, ursolic acid, oleanolic acid, 3-epiursolic acid, 3-Epioleanolic acid, and minor triterpenoids of derivatives of ursolic acid and oleanolic acids.
CONCLUSIONS:
Chromatographic purification of the methanol extract yielded two iridoid glucosides, verbenalin and hastatoside, a phenylpropanoid glycoside, verbascoside and beta-sitosterol-D-glucoside.

3-Epioleanolic acid Description

Source:	The herbs of Stauntonia hexaphylla
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Product Name	3-Epioleanolic acid
Price:	$268 / 10 mg
CAS No.:	25499-90-5
Catalog No.:	CFN92068
Molecular Formula:	C₃₀H₄₈O₃
Molecular Weight:	456.7 g/mol
Purity:	>=98%
Type of Compound:	Triterpenoids
Physical Desc.:	Powder
Source:	The herbs of Stauntonia hexaphylla
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS SDF
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Oxytocic Compound Library Triterpenoids Compound Library AChR Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.1896 mL	10.9481 mL	21.8962 mL	43.7924 mL	54.7405 mL
5 mM	0.4379 mL	2.1896 mL	4.3792 mL	8.7585 mL	10.9481 mL
10 mM	0.219 mL	1.0948 mL	2.1896 mL	4.3792 mL	5.4741 mL
50 mM	0.0438 mL	0.219 mL	0.4379 mL	0.8758 mL	1.0948 mL
100 mM	0.0219 mL	0.1095 mL	0.219 mL	0.4379 mL	0.5474 mL

CFN97523	Sebiferenic acid	94390-09-7	472.7	C₃₀H₄₈O₄
CFN96849	3,4-seco-Olean-12-en-4-ol-3,28-dioic acid	182249-69-0	488.70	C₃₀H₄₈O₅
CFN96602	Hedragonic acid	466-02-4	440.66	C₂₉H₄₄O₃
CFN98800	Oleanolic acid	508-02-1	456.7	C₃₀H₄₈O₃
CFN98668	3-O-Acetyloleanolic acid	4339-72-4	498.8	C₃₂H₅₀O₄
CFN96043	3-O-p-Coumaroyloleanolic acid	151334-06-4	602.9	C₃₉H₅₄O₅
CFN96050	3-O-Caffeoyloleanolic acid	97534-10-6	618.9	C₃₉H₅₄O₆
CFN95710	3alpha-Acetyloxy-25-hydroxyolean-12-en-28-oic acid	469895-08-7	514.8	C₃₂H₅₀O₅
CFN92194	3-oxo-Olean-12-en-28-oic acid	17990-42-0	454.7	C₃₀H₄₆O₃
CFN91814	3-Oxo-olean-12-en-28-oic acid methyl ester	1721-58-0	468.7	C₃₁H₄₈O₃