| Field | Specification |
|---|---|
| Target | |
| CAS no. | |
| Applications | |
| Source | Plant — Burseraceae Canarium album (Lour.) Rauesch. |
| Molecular weight | |
| Molecular formula | C17H20O5 |
| Purity | |
| SMILES | |
| Form | Solid |
| Storage | |
| Shipping | |
| Catalog no. (Mfr.) | |
| Main SKU |
Compound Overview
Oleocanthal is an orally active phenolic seciridoid compound that can be extracted from olive oil. It inhibits COX-1 and COX-2, reduces ROS and NO, and upregulates Nrf-2 and HO-1, and it also reduces Aβ deposition. It shows anti-Leishmania activity against promastigotes and amastigotes of L. major, with IC50 values of 18.7 and 87 μg/mL, respectively, and exhibits anticancer activity against colon, breast, liver, and melanoma cancers as well as anti-inflammatory and neuroprotective properties; it can be used in Alzheimer's disease research[1][2][3][4][5][6]. It is supplied as a white to off-white solid (C17H20O5, MW 304.34) at 95.04% purity and is derived from the plant Canarium album (Lour.) Rauesch.
Physical & Chemical Properties
| CAS Number | 289030-99-5 |
|---|---|
| Molecular Formula | C17H20O5 |
| Molecular Weight | 304.34 g/mol |
| Purity | 95.04% |
| Appearance | Solid |
| Color | White to off-white |
| Structure Classification | Phenols Monophenols |
| SMILES | C/C=C([C@H](CC(OCCC1=CC=C(C=C1)O)=O)CC=O)/C=O |
| Target | COX-1, COX-2, Leishmania, HO-1 |
| Signaling Pathway | Immunology/Inflammation; NF-κB; Metabolic Enzyme/Protease; Neuronal Signaling; Anti-infection |
| Initial Source | Plant — Burseraceae Canarium album (Lour.) Rauesch. |
| Storage | -20°C, protect from light, stored under nitrogen. In solvent: -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen). |
| Shipping | Room temperature in continental US; may vary elsewhere. |
Literature Cited
Sources cited in this description and in the In Vitro & In Vivo Data tab. Peer-reviewed publications that used this product are listed under References.
[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.
Safety
For Research Use Only. Not for use in diagnostic or therapeutic procedures, and not for human or veterinary use. Handle in accordance with the Safety Data Sheet and your institution's chemical hygiene plan.
In Vitro
In LPS-stimulated murine peritoneal macrophages, Oleocanthal (25-100 μM) lowers levels of ROS, nitrites, and pro-inflammatory cytokines[1]. Oleocanthal (1-25 μM; 12 h) reduces LPS-induced NOS2 synthesis and NO production in ATDC-5 chondrocytes[2]. Growth of L. major promastigotes and amastigotes is inhibited by Oleocanthal (0-200 μg/mL; 48-60 h), with IC50 values of 18.7 and 87 μg/mL, respectively[5]. Inhibitory activity against COX-1 and COX-2 enzymes is shown by Oleocanthal[6].
Western Blot Analysis[1]
| Cell Line | murine peritoneal macrophages |
|---|---|
| Concentration | 25 μM, 50 μM, 100 μM |
| Incubation Time | 30 min |
| Result | Upregulated protein expression of Nrf-2 (25 μM: 1.57; 50 μM: 1.54; 100 μM: 1.63) and HO-1 (25 μM: 2.12; 50 μM: 2.24; 100 μM: 1.92). |
In Vivo
5xFAD mice given Oleocanthal (10 mg/kg/day; p.o.; daily; 3 months) show better metabolic and behavioral phenotypes, lower Aβ deposition, and improved BBB function[3]. In BALB/c mice infected with L. major, Oleocanthal (5 mg/kg b.w., i.p., 16 total doses given 3 times/week) lowers footpad thickness and parasite load and induces Th1-type immunity[5].
| Animal Model | Male wild-type C57BL/6J and 5xFAD mice (4 and 9 months of age)[3] |
|---|---|
| Dosage | 10 mg/kg |
| Administration | Oral gavage, daily, for 3 months |
| Result | Improved metabolic parameters (body weight, food and water intake, energy expenditure, etc.) and behavioral parameters (sleep patterns, anxiety-like behavior). Reduced brain Aβ levels and IgG extravasation (improved BBB function). Increased sleep hours and decreased movement related to anxiety-like behavior. |
Data provided by the manufacturer. Numbered citations refer to the Literature Cited list in the product description.
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