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Anisic aldehyde

CAS# 123-11-5

Anisic aldehyde

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Chemical structure

Anisic aldehyde

3D structure

Chemical Properties of Anisic aldehyde

Cas No. 123-11-5 SDF Download SDF
PubChem ID 31244 Appearance Oil
Formula C8H8O2 M.Wt 136.14
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 4-methoxybenzaldehyde
SMILES COC1=CC=C(C=C1)C=O
Standard InChIKey ZRSNZINYAWTAHE-UHFFFAOYSA-N
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 Anisic aldehyde

The fruits of Foeniculum vulgare Mill.

Biological Activity of Anisic aldehyde

DescriptionAnisic aldehyde is a safe food additive for human, it has significant antifungal activity against Candida, including azole-resistant strains.
TargetsAntifection
In vitro

Determination on lead and arsenic in anisic aldehyde[Reference: WebLink]

《Journal of Central South University of Forestry & Technology》 2013-03


METHODS AND RESULTS:
The contents of lead and arsenic in seven batches food flavors(Anisic aldehyde) were respectively determined by dry method digestion graphite furnace atomic absorption spectrometry and pressure digestion with acid mixtur(e nitric acid:perchloric acid=20:1) atomic fluorescence spectrometry.The adding standard recovery rates of lead and arsenic by this method were 96.7% and 94.8%,the RSD were 3.9% and 3.5%,the detection limits were 0.005 5 ng.mL-1,0.003 2 ng.mL-1 respectively.The method has characteristics of simple,rapid and good repeatability.The lead contents of the seven batches Anisic aldehyde samples were within 0.005 5 mg/kg and 0.150 0 mg/kg,meanwhile,the arsenic contents of that were within 0.039 mg/kg and 0.196 mg/kg.
CONCLUSIONS:
The contents of lead and arsenic were low, hence Anisic aldehyde is safe as a food additive for human and the results can provide scientific reference for formulating national safety standards of distillation flavor spices.

Anisic aldehyde Dilution Calculator

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Anisic aldehyde Molarity Calculator

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Preparing Stock Solutions of Anisic aldehyde

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 7.3454 mL 36.7269 mL 73.4538 mL 146.9076 mL 183.6345 mL
5 mM 1.4691 mL 7.3454 mL 14.6908 mL 29.3815 mL 36.7269 mL
10 mM 0.7345 mL 3.6727 mL 7.3454 mL 14.6908 mL 18.3634 mL
50 mM 0.1469 mL 0.7345 mL 1.4691 mL 2.9382 mL 3.6727 mL
100 mM 0.0735 mL 0.3673 mL 0.7345 mL 1.4691 mL 1.8363 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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References on Anisic aldehyde

Identification, expression profiling and fluorescence-based binding assays of a chemosensory protein gene from the Western flower thrips, Frankliniella occidentalis.[Pubmed:25635391]

PLoS One. 2015 Jan 30;10(1):e0117726.

Using RT-PCR and RACE-PCR strategies, we cloned and identified a new chemosensory protein (FoccCSP) from the Western flower thrips, Frankliniella occidentalis, a species for which no chemosensory protein (CSP) has yet been identified. The FoccCSP gene contains a 387 bp open-reading frame encoding a putative protein of 128 amino acids with a molecular weight of 14.51 kDa and an isoelectric point of 5.41. The deduced amino acid sequence contains a putative signal peptide of 19 amino acid residues at the N-terminus, as well as the typical four-cysteine signature found in other insect CSPs. As FoccCSP is from a different order of insect than other known CSPs, the GenBank FoccCSP homolog showed only 31-50% sequence identity with them. A neighbor-joining tree was constructed and revealed that FoccCSP is in a group with CSPs from Homopteran insects (e.g., AgosCSP4, AgosCSP10, ApisCSP, and NlugCSP9), suggesting that these genes likely developed from a common ancestral gene. The FoccCSP gene expression profile of different tissues and development stages was measured by quantitative real-time PCR. The results of this analysis revealed this gene is predominantly expressed in the antennae and also highly expressed in the first instar nymph, suggesting a function for FoccCSP in olfactory reception and in particular life activities during the first instar nymph stage. We expressed recombinant FoccCSP protein in a prokaryotic expression system and purified FoccCSP protein by affinity chromatography using a Ni-NTA-Sepharose column. Using N-phenyl-1-naphthylamine (1-NPN) as a fluorescent probe in fluorescence-based competitive binding assay, we determined the binding affinities of 19 volatile substances for FoccCSP protein. This analysis revealed that Anisic aldehyde, geraniol and methyl salicylate have high binding affinities for FoccCSP, with KD values of 10.50, 15.35 and 35.24 muM, respectively. Thus, our study indicates that FoccCSP may play an important role in regulating the development of the first instar nymph and mediate F. occidentalis host recognition.

Interesting anticandidal effects of anisic aldehydes on growth and proton-pumping-ATPase-targeted activity.[Pubmed:21669279]

Microb Pathog. 2011 Oct;51(4):277-84.

Attention has been drawn to evaluate the antifungal activity of p-anisaldehyde (1), o-anisaldehyde (2) and m-anisaldehyde (3). To put forward this approach, antifungal activity has been assessed in thirty six fluconazole-sensitive and eleven fluconazole-resistant Candida isolates. Growth and sensitivity of the organisms were significantly effected by test compounds at different concentrations. The rapid irreversible action of compound-1, compound-2 and compound-3 on fungal cells suggested a membrane-located target for their action. We investigated their effect on H(+) ATPase mediated H(+)-pumping by various Candida species. All the compounds inhibit H(+)- ATPase activity at their respective MIC(90) values. Inhibition of H(+) ATPase leads to intracellular acidification and cell death. Scanning electron microscopy analysis revealed deep wrinkles, deformity and flowed content. Furthermore, it was also observed that position of methoxy group attached to the benzene ring decides antifungal activity of the compound. The present study indicates that compound-1, compound-2 and compound-3 have significant antifungal activity against Candida, including azole-resistant strains, advocating further investigation for clinical applications in the treatment of fungal infections.

Description

4-Methoxybenzaldehyde is a naturally occurring fragrant phenolic compound that is soluble in acetone. 4-Methoxybenzaldehyde has been found in many plant species including horseradish, anise, star anise. 4-Methoxybenzaldehyde is a possible neurotoxicant and it has shown effects that include mortality, attractancy, and interference with host seeking .

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