17990-42-0
Chemical Structure
Oleanonic acid
Synonym(s): 3-Oxooleanolic acid
- CAS No.: 17990-42-0
- Formula:C30H46O3
- Molecular Weight:454.68
IUPAC Name: (4aS,6aS,6bR,8aR,12aR,12bR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylic acid
InChIKey: FMIMFCRXYXVFTA-FUAOEXFOSA-N
SMILES: CC1(C)C(CC[C@]2(C)[C@@]3([H])CC=C4[C@]5([H])CC(C)(C)CC[C@@](C(O)=O)5CC[C@](C)4[C@@](C)3CC[C@@]12[H])=O
Biological Activity: Oleanonic acid (3-Oxooleanolic acid) is an orally available triterpene that has anti-inflammatory and insecticidal properties. In vitro, oleanonic acid can improve oxidative stress, autophagy defects, ferroptosis, mitochondrial damage, and endoplasmic reticulum stress induced by Amyloid-β, and in vivo, it can alleviate myocardial hypertrophy in rats[1][2][3][4][5].
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Oleanonic acid | 99.91% | Oleanonic acid (3-Oxooleanolic acid) is an orally available triterpene that has anti-inflammatory and insecticidal properties. In vitro, oleanonic acid can improve oxidative stress, autophagy defects, ferroptosis, mitochondrial damage, and endoplasmic reticulum stress induced by Amyloid-β, and in vivo, it can alleviate myocardial hypertrophy in rats. | ||||||||||||||||||||
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Oleanonic acid (Standard) | ≥98% | Oleanonic acid (Standard) is the analytical standard of Oleanonic acid. This product is intended for research and analytical applications. Oleanonic acid (3-Oxooleanolic acid) is a triterpenoid, inhibits infection by HIV. | ||||||||||||||||||||
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References
- [1]. Giner-Larza EM et al.Oleanonic acid, a 3-oxotriterpene from Pistacia, inhibits leukotriene synthesis and has anti-inflammatory activity.Eur J Pharmacol.Sep 28;428(1):137-43.doi:10.1016/S0014-2999(01)01290-0(2001) [Content Brief]
- [2]. Fabio Mengoni.Anti-HIV Activity of Oleanolic Acid on Infected Human Mononuclear Cells.Planta Med 68(2): 111-114.DOI: 10.1055/s-2002-20256(2002) [Content Brief]
- [3]. Cristiano S. FUNARI, et al. Oleanonic acid from Lippia lupulina (Verbenaceae).shows strong in vitro antileishmanial and antitrypanosomal activity. Acta Amazonica. 46 (4) .Oct-Dec 2016
- [4]. Hui Gao, et al. Oleanonic acid ameliorates pressure overload-induced cardiac hypertrophy in rats: The role of PKCζ-NF-κB pathway. Mol Cell Endocrinol. 2018 Jul 15:470:259-268. [Content Brief]
- [5]. Liqing Tao, et al. Oleanonic acid ameliorates mutant Aβ precursor protein-induced oxidative stress, autophagy deficits, ferroptosis, mitochondrial damage, and ER stress in vitro. Biochim Biophys Acta Mol Basis Dis. 2024 Dec;1870(8):167459. [Content Brief]
