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Eugenol

Catalog No. T1297   CAS 97-53-0
Synonyms: 4-Allylguaiacol, Allylguaiacol, 4-Allyl-2-methoxyphenol, Eugenic acid

Eugenol (Allylguaiacol) is a Standardized Chemical Allergen. The physiologic effect of eugenol is by means of Increased Histamine Release and Cell-mediated Immunity.

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Eugenol Chemical Structure
Eugenol, CAS 97-53-0
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500 mg In stock $ 29.00
1 mL * 10 mM (in DMSO) In stock $ 50.00
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Purity: 99.72%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description Eugenol (Allylguaiacol) is a Standardized Chemical Allergen. The physiologic effect of eugenol is by means of Increased Histamine Release and Cell-mediated Immunity.
In vitro Eugenol has antiproliferative effects in diverse cancer cell lines as well as in B16 melanoma xenograft model. Eugenol induces apoptosis in various cancer cells, including mast cells, melanoma cells and HL-60 leukemia cells. Eugenol 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. Eugenol inhibits also several other breast cancer related oncogenes, such as NF-κB and cyclin D1. Moreover, eugenol 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 eugenol on onco-proteins is also observed in vivo in tumor xenografts[2]. Eugenol (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 eugenol suggesting that the damage to endoplasmic reticulum is not protected[3].
Cell Research Cells are seeded into 96-well plates and incubated overnight. The medium is replaced with fresh one containing the desired concentrations of eugenol. After 20 hrs, 10 μl of the WST-1 reagent is added to each well and the plates are incubated for 4 hrs at 37°C. The amount of formazan is quantified using ELISA reader at 450 nm of absorbance.(Only for Reference)
Source
Synonyms 4-Allylguaiacol, Allylguaiacol, 4-Allyl-2-methoxyphenol, Eugenic acid
Molecular Weight 164.2
Formula C10H12O2
CAS No. 97-53-0

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: 65 mg/mL (395.85 mM)

TargetMolReferences and Literature

1. Nagababu E, et al. Free Radic Res. 1995, 23(6):617-27. 2. Al-Sharif I, et al. BMC Cancer. 2013, 13:600. 3. Nagababu E, et al. Methods Mol Biol. 2010, 610:165-80.

TargetMolCitations

1. Wu Z, Wang Y, Yan G, et al. Eugenol protects chondrocytes and articular cartilage by downregulating the JAK3/STAT4 signaling pathway. Journal of Orthopaedic Research. 2022;1–12.

Related compound libraries

This product is contained In the following compound libraries:
Miao medicine Compound Library Anti-Cancer Drug Library Antiparasitic Natural Product Library Anti-Cancer Approved Drug Library Anti-Parasitic Compound Library Tobacco Monomer Library Anti-Cancer Compound Library Cuproptosis Compound Library Approved Drug Library RO5 Drug-like Natural Product Library

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Keywords

Eugenol 97-53-0 Apoptosis Immunology/Inflammation Metabolism Microbiology/Virology NF-Κb Reactive Oxygen Species Ferroptosis Parasite Antibacterial inhibit 4-Allylguaiacol Allylguaiacol 4-Allyl-2-methoxyphenol Bacterial Inhibitor Eugenic acid inhibitor

 

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