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03920590

Oleanolic acid

primary reference standard

Empirical Formula (Hill Notation):
C30H48O3
CAS Number:
Molecular Weight:
456.70
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.24

grade

primary reference standard

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

HWI

mp

>300 °C (lit.)

Featured Industry

Food and Beverages

SMILES string

[H][C@@]12CC(C)(C)CC[C@@]1(CC[C@]3(C)C2=CC[C@]4([H])[C@@]5(C)CC[C@H](O)C(C)(C)[C@]5([H])CC[C@@]34C)C(O)=O

InChI

1S/C30H48O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,23-,27-,28+,29+,30-/m0/s1

InChI key

MIJYXULNPSFWEK-GTOFXWBISA-N

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Related Categories

General description

Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Application

Reference Standard in the analysis of herbal medicinal products

Biochem/physiol Actions

Triterpenoid isolated from medicinal plants. Antitumor and hepatoprotective agent. Oleanolic acid has therapeutic potential for neurodegenerative diseases.

Certificate of Analysis

Certificate of Origin

Liangfeng Fu et al.
Organic letters, 15(7), 1622-1625 (2013-03-28)
Bardoxolone methyl (2-cyano-3,12-dioxooleane-1,9(11)-dien-28-oic acid methyl ester; CDDO-Me) (1), a synthetic oleanane triterpenoid with highly potent anti-inflammatory activity (levels below 1 nM), has completed a successful phase I clinical trial for the treatment of cancer and a successful phase II trial...
Dick de Zeeuw et al.
The New England journal of medicine, 369(26), 2492-2503 (2013-11-12)
Although inhibitors of the renin-angiotensin-aldosterone system can slow the progression of diabetic kidney disease, the residual risk is high. Whether nuclear 1 factor (erythroid-derived 2)-related factor 2 activators further reduce this risk is unknown. We randomly assigned 2185 patients with...
Melanie Chin et al.
American journal of physiology. Renal physiology, 304(12), F1438-F1446 (2013-04-19)
Bardoxolone methyl and related triterpenoids are well tolerated and efficacious in numerous animal models potentially relevant to patients with Type 2 diabetes and chronic kidney disease. These agents enhance glucose control and regulate lipid accumulation in rodent models of diabetes...
Philippe Charlier et al.
Scientific reports, 3, 1296-1296 (2013-03-02)
During the Middle Ages, the partition of the cadaver of the elite members was a current practice, with highly technical treatment given to symbolic organs such as the heart. Considered mostly from a theoretical point of view, this notion of...
Min Song et al.
Journal of pharmaceutical and biomedical analysis, 40(1), 190-196 (2005-08-30)
A highly selective and sensitive HPLC-ESI-MS-MS method was developed for the determination of oleanolic acid in human plasma. The oleanolic acid and glycyrrhetinic acid (internal standard) were recovered from plasma with ethyl acetate liquid-liquid extraction. The organic extracts were dried...

Protocols

HPTLC Application for Passiflora incarnata

Effective analysis of passion flower by HPTLC fingerprinting, in conjunction with a comprehensive range of related reference materials, enables fast and efficient identification of this plant material.

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