Home Immunology & Inflammation Immunology & Inflammation related chemical Eugenol

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Eugenol Immunology & Inflammation related chemical

Cat.No.S4706

Eugenol (4-Allyl-2-methoxyphenol, 4-Allylguaiacol, Eugenic acid, Allylguaiacol) is a naturally occuring scent chemical found in clove oil and other plants. The physiologic effect of this compound is by means of increased Histamine Release, and cell-mediated Immunity.
Eugenol Immunology & Inflammation related chemical Chemical Structure

Chemical Structure

Molecular Weight: 164.20

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Chemical Information, Storage & Stability

Molecular Weight 164.20 Formula

C10H12O2

 Storage (From the date of receipt) 2 years  -20°C  liquid
CAS No. 97-53-0 Download SDF Storage of Stock Solutions

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Mechanism of Action

In vitro
Eugenol has antiproliferative effects in diverse cancer cell lines as well as in B16 melanoma xenograft model. It induces apoptosis in various cancer cells, including mast cells, melanoma cells and HL-60 leukemia cells. This compound at low dose (2 μM) has specific toxicity against different breast cancer cells. This killing effect is mediated mainly through inducing the internal apoptotic pathway and strong down-regulation of E2F1 and its downstream antiapoptosis target survivin, independently of the status of p53 and ERα. It inhibits also several other breast cancer related oncogenes, such as NF-κB and cyclin D1. Moreover, this chemical up-regulates the versatile cyclin-dependent kinase inhibitor p21WAF1 protein, and inhibits the proliferation of breast cancer cells in a p53-independent manner[2].
In vivo
Eugenol inhibits the proliferation of breast cancer cells in vivo as well. The inhibitory effect of this compound on onco-proteins is also observed in vivo in tumor xenografts[2]. This chemical (0.2, 1.0, 5.0 or 25 mg/kg) when given orally at three different times in relation to the time of CCl4 dosing (i.p administration of 0.4 mg/kg), i.e. prior to (-1 hr), along with (0 hr) or after (+ 3 hrs), prevents significantly the rise in SGOT(Serum glutamic-oxaloacetic transaminase) activity, lipid peroxidation as well as liver necrosis. The protective effect is more evident at 1 mg and 5 mg eugenol doses than at 0.2 and 25 mg does. However, the decrease in microsomal G-6-pase activity by CCl4 treatment is not prevented by this compound suggesting that the damage to endoplasmic reticulum is not protected[3].
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