Oleocanthal

Oleocanthal is an orally active phenolic seciridoid compound. Oleocanthal can be extracted from olive oil. Oleocanthal inhibits COX-1 and COX-2, reduces ROS and NO, and upregulates Nrf-2 and HO-1. Oleocanthal reduces Aβ deposition. Oleocanthal exhibits anti-Leishmania activity against promastigotes and amastigotes of L. major, with IC50 values of 18.7 and 87 μg/mL, respectively. Oleocanthal exhibits anticancer activity against colon, breast, liver, and melanoma cancers. Oleocanthal also exhibits anti-inflammatory and neuroprotective properties. Oleocanthal can be used in Alzheimer's disease research[1][2][3][4][5][6].

Product Specifications

CAS Number

[289030-99-5]

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Amyloid-β; COX; Heme Oxygenase (HO) ; Keap1-Nrf2; NO Synthase; Parasite; Reactive Oxygen Species (ROS)

Type

Natural Products

Related Pathways

Anti-infection; Immunology/Inflammation; Metabolic Enzyme/Protease; Neuronal Signaling; NF-κB

Applications

COVID-19-immunoregulation

Field of Research

Cancer; Infection; Inflammation/Immunology; Neurological Disease

Assay Protocol

https://www.medchemexpress.com/oleocanthal.html

Purity

99.0

Solubility

10 mM in DMSO

Smiles

C/C=C([C@H](CC(OCCC1=CC=C(C=C1)O)=O)CC=O)/C=O

Molecular Formula

C17H20O5

Molecular Weight

304.34

Precautions

H302, H315, H319, H335

References & Citations

[1]Montoya T, et al. Oleocanthal Modulates LPS-Induced Murine Peritoneal Macrophages Activation via Regulation of Inflammasome, Nrf-2/HO-1, and MAPKs Signaling Pathways. J Agric Food Chem. 2019 May 15;67 (19) :5552-5559.|[2]Iacono A, et al. Effect of oleocanthal and its derivatives on inflammatory response induced by lipopolysaccharide in a murine chondrocyte cell line. Arthritis Rheum. 2010 Jun;62 (6) :1675-82. |[3]Yang E, et al. Oleocanthal Ameliorates Metabolic and Behavioral Phenotypes in a Mouse Model of Alzheimer's Disease. Molecules. 2023 Jul 23;28 (14) :5592.|[4]Uthirapathy S. Anticancer, Anti-inflammatory, and Neuroprotective Effect of Oleocanthal from Virgin Olive Oil–A Review[J]. Integrative Biomedical Research, 2024, 8 (9) : 1-9. |[5]Karampetsou K, et al. Exploring the Immunotherapeutic Potential of Oleocanthal against Murine Cutaneous Leishmaniasis. Planta Med. 2022 Aug;88 (9-10) :783-793.|[6]Costa V, et al. Anti-Inflammatory Activity of Olive Oil Polyphenols-The Role of Oleacein and Its Metabolites. Biomedicines. 2022 Nov 21;10 (11) :2990.