Acetylisoeugenol

CAS# 93-29-8

Acetylisoeugenol

2D Structure

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Quality Control of Acetylisoeugenol

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3D structure

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Acetylisoeugenol

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Chemical Properties of Acetylisoeugenol

Cas No. 93-29-8 SDF Download SDF
PubChem ID 876160 Appearance Powder
Formula C12H14O3 M.Wt 206.24
Type of Compound Phenylpropanoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [2-methoxy-4-[(E)-prop-1-enyl]phenyl] acetate
SMILES CC=CC1=CC(=C(C=C1)OC(=O)C)OC
Standard InChIKey IUSBVFZKQJGVEP-SNAWJCMRSA-N
Standard InChI InChI=1S/C12H14O3/c1-4-5-10-6-7-11(15-9(2)13)12(8-10)14-3/h4-8H,1-3H3/b5-4+
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Acetylisoeugenol

The Cinnamon bark oil.

Biological Activity of Acetylisoeugenol

DescriptionAcetylisoeugenol is a mild sensitizer in vivo, it shows good antifungal activities against R. solani and F. oxysporum.
TargetsAntifection
In vitro

Structure-activity relationships of cinnamaldehyde and eugenol derivatives against plant pathogenic fungi.[Reference: WebLink]

Industrial Crops & Products, 2017, 97:388-394.


METHODS AND RESULTS:
Cinnamon bark oil showed a lower activity than clove bud oil. The fungicidal activity of cinnamaldehyde (IC50 = 75.4 and 156.9 μg/mL, respectively) and eugenol (IC50 = 58.9 and 52.9 μg/mL, respectively) against R. solani and F. oxysporum was also evalutated. Comparisons of the antifungal activities of cinnamaldehyde and eugenol derivatives revealed that α-methylcinnamaldehyde, α-methylcinnamic acid, methyleugenol, acetyleugenol, isoeugenol, methylisoeugenol, and Acetylisoeugenol showed good antifungal activities against R. solani and F. oxysporum. In structure-activity relationships, the fungicidal activity of cinnamaldehyde derivatives could be related to conjugated double bond and the length of CH chain outside the ring. In addition, the presence of the lipophilicity may have a considerable influence on the toxicity of phenylpropenes.
CONCLUSIONS:
The present approach may help future work in the search for fungicidal compounds.

In vivo

Factors influencing conjugation of phenolic compounds with the epsilon-amino group.[Reference: WebLink]

J Dermatol. 1985 Apr;12(2):153-60.


METHODS AND RESULTS:
Factors influencing the conjugation potency of eugenol (E), isoeugenol (IE), methyl isoeugenol (MIE), and Acetylisoeugenol (AIE) with [l-14C]07-aminocaproic acid are investigated. The conjugation reaction for IE is accelerated in the presence of H2O2-peroxidase and inhibited under anaerobic conditions by nitrogen gas flow. An oxidation reaction is found to be necessary for the conjugation of IE with 07-aminocaproic acid. Immediately after mixing the phenolic compounds with [1-14C]07-aminocaproic acid and H2O2-peroxidase, the main conjugates are 7.7% for IE, 2.1% for E, 0.7% for AIE, and 0.2% for MIE. IE, which is a potent sensitizer in vivo, produces the greatest amount of conjugates while MIE, which is negative in vivo, produces almost no conjugates.
CONCLUSIONS:
AIE and E, both mild sensitizers in vivo, produce less conjugates than IE.

Acetylisoeugenol Dilution Calculator

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Acetylisoeugenol Molarity Calculator

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Preparing Stock Solutions of Acetylisoeugenol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.8487 mL 24.2436 mL 48.4872 mL 96.9744 mL 121.218 mL
5 mM 0.9697 mL 4.8487 mL 9.6974 mL 19.3949 mL 24.2436 mL
10 mM 0.4849 mL 2.4244 mL 4.8487 mL 9.6974 mL 12.1218 mL
50 mM 0.097 mL 0.4849 mL 0.9697 mL 1.9395 mL 2.4244 mL
100 mM 0.0485 mL 0.2424 mL 0.4849 mL 0.9697 mL 1.2122 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Description

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.

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