149183-75-5
Chemical Structure
Oleacein
- CAS No.: 149183-75-5
- Formula:C17H20O6
- Molecular Weight:320.34
IUPAC Name: 3,4-dihydroxyphenethyl (S,E)-4-formyl-3-(2-oxoethyl)hex-4-enoate
InChIKey: XLPXUPOZUYGVPD-VMPILDALSA-N
SMILES: C/C=C(C=O)\[C@@H](CC=O)CC(OCCC1=CC=C(O)C(O)=C1)=O
Biological Activity: Oleacein is an orally active Oleuropein derivative found in J. grandiflorum, possessing NLRP3/ACE inhibitory, anti-inflammatory, antioxidant, and free radical scavenging activities. Oleacein reduces oxidative stress, pro-inflammatory factor release, leukocyte infiltration, and blood-brain barrier disruption by inhibiting the inflammasome, NF-κB, and AKT/ERK pathways, while upregulating Nrf-2/HO-1 and IL-10, and induces endothelial cell apoptosis. Oleacein can bind TrkB to activate BDNF/TrkB signaling to alleviate neuroinflammation, and modulates metabolic pathways such as PPARγ, adiponectin, SREBP-1, and Glut-4, affecting lipid accumulation and adipocyte function. Oleacein can be used in research related to autoimmune diseases, metabolic diseases, cancer, and depression[1][2][3][4][5][6][7][8][9].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Oleacein | 90.0% | Oleacein is an orally active Oleuropein derivative found in J. grandiflorum, possessing NLRP3/ACE inhibitory, anti-inflammatory, antioxidant, and free radical scavenging activities. Oleacein reduces oxidative stress, pro-inflammatory factor release, leukocyte infiltration, and blood-brain barrier disruption by inhibiting the inflammasome, NF-κB, and AKT/ERK pathways, while upregulating Nrf-2/HO-1 and IL-10, and induces endothelial cell apoptosis. Oleacein can bind TrkB to activate BDNF/TrkB signaling to alleviate neuroinflammation, and modulates metabolic pathways such as PPARγ, adiponectin, SREBP-1, and Glut-4, affecting lipid accumulation and adipocyte function. Oleacein can be used in research related to autoimmune diseases, metabolic diseases, cancer, and depression. | ||||||||||||||||||||
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References
- [1]. Gutiérrez-Miranda B, et al. Oleacein Attenuates the Pathogenesis of Experimental Autoimmune Encephalomyelitis through Both Antioxidant and Anti-Inflammatory Effects. Antioxidants (Basel, Switzerland). 2020 Nov 21;9(11):1161.
- [2]. Czerwińska M, et al. A comparison of antioxidant activities of oleuropein and its dialdehydic derivative from olive oil, oleacein. Food Chemistry. 2012 Apr 1;131(3):940-7.
- [3]. Lepore SM, et al. Oleacein Prevents High Fat Diet-Induced Adiposity and Ameliorates Some Biochemical Parameters of Insulin Sensitivity in Mice. Nutrients. 2019 Aug 07;11(8):1829.
- [4]. Ormonde B, et al. Oleacein prevents metabolic dysfunction-associated hepatic steatosis and dyslipidaemia in ApoE-KO mice. Food & function. 2026 Jun 08;17(11):4850-4864.
- [5]. Marrero AD, et al. Anti-angiogenic effects of oleacein and oleocanthal: New bioactivities of compounds from Extra Virgin Olive Oil. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2023 Sep;165:115234.
- [6]. Wakasugi D, et al. A rare olive compound oleacein functions as a TrkB agonist and mitigates neuroinflammation both in vitro and in vivo. Cell communication and signaling : CCS. 2024 Jun 04;22(1):309.
- [7]. Rosillo MÁ, et al. Dietary oleacein, a secoiridoid from extra virgin olive oil, prevents collagen-induced arthritis in mice. Food & function. 2024 Jan 22;15(2):838-852.
- [8]. Muñoz-García R, et al. Effects of Dietary Oleacein Treatment on Endothelial Dysfunction and Lupus Nephritis in Balb/C Pristane-Induced Mice. Antioxidants (Basel, Switzerland). 2023 Jun 19;12(6):1303.
- [9]. Somanadhan B, et al. Angiotensin converting enzyme (ACE) inhibitors from Jasminum azoricum and Jasminum grandiflorum. Planta Med. 1998 Apr;64(3):246-50. [Content Brief]