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Isoeugenol acetate Sale

(Synonyms: 乙酸异丁香酚酯; Acetyl isoeugenol) 目录号 : GC36334

Isoeugenol acetate 是一种肉豆蔻,丁香和肉桂的精油成分,对某些代谢酶如乙酰胆碱酯酶 (AChE) 酶 (IC50=77 nM; Ki=16 nM),α-糖苷酶 (IC50=19.25 nM; Ki=21 nM) 和 α-淀粉酶 (IC50=411.5 nM) 具有良好的抑制作用。 Isoeugenol acetate 用于医疗和化妆品工业,具有抗氧化,抗癌,抗菌和抗炎特性。

Isoeugenol acetate Chemical Structure

Cas No.:93-29-8

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产品描述

Isoeugenol acetate, an essential oil constituent of nutmeg, clove, and cinnamon, shows excellent inhibitory effects against some metabolic enzymes such as acetylcholinesterase (AChE) enzymes (IC50=77 nM; Ki=16 nM), α-glycosidase (IC50=19.25 nM; Ki=21 nM), and α-amylase (IC50=411.5 nM). Isoeugenol acetate is used medical and cosmetics industries for its antioxidant, anticancer, antimicrobial and anti-inflammatory properties[1][2]. IC50: 77 nM (AChE), 19.25 nM (α-glycosidase), 411.5 nM (α-amylase)[1]Ki: 16 nM (AChE), 21 nM (α-glycosidase)[1]

[1]. Fevzi Topal.Anticholinergic and antidiabetic effects of isoeugenol from clove (Eugenia caryophylata) oil. International Journal of Food Properties, 22:1,583-592. [2]. Hyldgaard M, et al. Isoeugenol has a non-disruptive detergent-like mechanism of action. Front Microbiol. 2015 Jul 28;6:754.

Chemical Properties

Cas No. 93-29-8 SDF
别名 乙酸异丁香酚酯; Acetyl isoeugenol
Canonical SMILES CC(OC1=CC=C(C=C1OC)/C=C/C)=O
分子式 C12H14O3 分子量 206.24
溶解度 Soluble in DMSO 储存条件 Store at -20°C
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1 mM 4.8487 mL 24.2436 mL 48.4872 mL
5 mM 0.9697 mL 4.8487 mL 9.6974 mL
10 mM 0.4849 mL 2.4244 mL 4.8487 mL
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Research Update

Bioactivity of semisynthetic eugenol derivatives against Spodoptera frugiperda (Lepidoptera: Noctuidae) larvae infesting maize in Colombia

Saudi J Biol Sci 2019 Nov;26(7):1613-1620.PMID:31762635DOI:10.1016/j.sjbs.2018.09.010.

The anti-acetylcholinesterase, larvicidal, antifeedant activities and general toxicity of 15 semisynthetic eugenol derivatives based on clove oil (including the own oil), were evaluated against the maize armyworm, Spodoptera frugiperda (J.E. Smith). Therefore, promising eugenol molecules were classified with larvicidal, anti-acetylcholinesterase and antifeedant activities for controlling this pest. During structure-activity relationship studies and physicochemical profile analysis, it was found that among tested molecules 1-15, eugenol 1, prenyl eugenol 4, isoeugenol 8 and Isoeugenol acetate 11 exhibited lethal effects LD50 at concentrations <1 mg/g of insect. On the other hand, eugenol 1, metallyl eugenol 3, isoeugenol 8 and Isoeugenol acetate 11 showed a good antifeedant activity (CE50 = 158-209 µg/mL) with a high antifeedant index (70-78%) at concentration 1000 µg/mL, possessing a weak anti-acetylcholinesterase activity (IC50 = 21-31 μg/mL). According to their ecotoxicological profiles (LC50 = 2033.1-6303.8 µg/mL on Artemia salina larvae), isoeugenol 8 and its acetate derivative 11 could be potential used in control of the growth, feeding, or reproduction of S. frugiperda larvae, acting as moderate insecticidal acetylcholinesterase inhibitors and/or antifeedant molecules. Such structure-activity relationship studies could stimulate the identification of lead structures from natural sources for the development of larvicidal and deterrent products against S. frugiperda and related insect pests.