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Salicylic acid

CAS# 69-72-7

Salicylic acid

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Chemical structure

Salicylic acid

3D structure

Chemical Properties of Salicylic acid

Cas No. 69-72-7 SDF Download SDF
PubChem ID 338 Appearance White crystalline powder
Formula C7H6O3 M.Wt 138.12
Type of Compound Phenols Storage Desiccate at -20°C
Synonyms 2-Hydroxybenzoic acid
Solubility DMSO : 100 mg/mL (724.01 mM; Need ultrasonic)
H2O : 1 mg/mL (7.24 mM; Need ultrasonic)
Chemical Name 2-hydroxybenzoic acid
SMILES C1=CC=C(C(=C1)C(=O)O)O
Standard InChIKey YGSDEFSMJLZEOE-UHFFFAOYSA-N
Standard InChI InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10)
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 Salicylic acid

The herbs of Myrica rubra

Biological Activity of Salicylic acid

Description1. Salicylic acid , a phenolic phytohormone, can alleviate the damaging effects of the triple stress by improving the antioxidant system, although these effects differed depending on characteristic of the hull of the grain. 2. Salicylic acid plays a key role in regulation of plant immune responses to different attackers.
TargetsROS | SOD

Salicylic acid Dilution Calculator

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Salicylic acid Molarity Calculator

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Preparing Stock Solutions of Salicylic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 7.2401 mL 36.2004 mL 72.4008 mL 144.8016 mL 181.002 mL
5 mM 1.448 mL 7.2401 mL 14.4802 mL 28.9603 mL 36.2004 mL
10 mM 0.724 mL 3.62 mL 7.2401 mL 14.4802 mL 18.1002 mL
50 mM 0.1448 mL 0.724 mL 1.448 mL 2.896 mL 3.62 mL
100 mM 0.0724 mL 0.362 mL 0.724 mL 1.448 mL 1.81 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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Background on Salicylic acid

Salicylic acid is a natural product extract from Willow bark, well known as an antiinflammatory inhibitor of cyclooxygenase activity.

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References on Salicylic acid

Salicylic acid interferes with GFP fluorescence in vivo.[Pubmed:28369601]

J Exp Bot. 2017 Mar 1;68(7):1689-1696.

Fluorescent proteins have become essential tools for cell biologists. They are routinely used by plant biologists for protein and promoter fusions to infer protein localization, tissue-specific expression and protein abundance. When studying the effects of biotic stress on chromatin, we unexpectedly observed a decrease in GFP signal intensity upon Salicylic acid (SA) treatment in Arabidopsis lines expressing histone H1-GFP fusions. This GFP signal decrease was dependent on SA concentration. The effect was not specific to the linker histone H1-GFP fusion but was also observed for the nucleosomal histone H2A-GFP fusion. This result prompted us to investigate a collection of fusion proteins, which included different promoters, subcellular localizations and fluorophores. In all cases, fluorescence signals declined strongly or disappeared after SA application. No changes were detected in GFP-fusion protein abundance when fluorescence signals were lost indicating that SA does not interfere with protein stability but GFP fluorescence. In vitro experiments showed that SA caused GFP fluorescence reduction only in vivo but not in vitro, suggesting that SA requires cellular components to cause fluorescence reduction. Together, we conclude that SA can interfere with the fluorescence of various GFP-derived reporter constructs in vivo. Assays that measure relocation or turnover of GFP-tagged proteins upon SA treatment should therefore be evaluated with caution.

Evidence for salicylic acid signalling and histological changes in the defence response of Eucalyptus grandis to Chrysoporthe austroafricana.[Pubmed:28349984]

Sci Rep. 2017 Mar 28;7:45402.

Eucalyptus species are cultivated for forestry and are of economic importance. The fungal stem canker pathogen Chrysoporthe austroafricana causes disease of varying severity on E. grandis. The Eucalyptus grandis-Chrysoporthe austroafricana interaction has been established as a model system for studying Eucalyptus antifungal defence. Previous studies revealed that the phytohormone Salicylic acid (SA) affects the levels of resistance in highly susceptible (ZG14) and moderately resistant (TAG5) clones. The aims of this study were to examine histochemical changes in response to wounding and inoculation as well as host responses at the protein level. The anatomy and histochemical changes induced by wounding and inoculation were similar between the clones, suggesting that anatomical differences do not underlie their different levels of resistance. Tyloses and gum-like substances were present after inoculation and wounding, but cell death occurred only after inoculation. Hyphae of C. austroafricana were observed inside dead and living cells, suggesting that the possibility of a hemibiotrophic interaction requires further investigation. Proteomics analysis revealed the possible involvement of proteins associated with cell death, SA signalling and systemic resistance. In combination with previous information, this study forms a basis for future functional characterisation of candidate genes involved in resistance of E. grandis to C. austroafricana.

A protective role for nitric oxide and salicylic acid for arsenite phytotoxicity in rice (Oryza sativa L.).[Pubmed:28371690]

Plant Physiol Biochem. 2017 Jun;115:163-173.

Nitric oxide (NO) and Salicylic acid (SA) are important signaling molecules in plant system. In the present study both NO and SA showed a protective role against arsenite (As(III)) stress in rice plants when supplied exogenously. The application of NO and SA alleviated the negative impact of As(III) on plant growth. Nitric oxide supplementation to As(III) treated plants greatly decreased arsenic (As) accumulation in the roots as well as shoots/roots translocation factor. Arsenite exposure in plants decreased the endogenous levels of NO and SA. Exogenous supplementation of SA not only enhanced endogenous level of SA but also the level of NO through enhanced nitrate reductase (NR) activity, whether As(III) was present or not. Exogenously supplied NO decreased the NR activity and level of endogenous NO. Arsenic accumulation was positively correlated with the expression level of OsLsi1, a transporter responsible for As(III) uptake. The endogenous level of NO and SA were positively correlated to each other either when As(III) was present or not. This close relationship indicates that NO and SA work in harmony to modulate the signaling response in As(III) stressed plants.

Ion cum molecularly dual imprinted polymer for simultaneous removal of cadmium and salicylic acid.[Pubmed:28349611]

J Mol Recognit. 2018 Mar;31(3).

Ion cum molecularly dual imprinted polymer (DMIP) was synthesized for the simultaneous removal of Salicylic acid (SA) and cadmium (Cd) by suspension polymerization method using chitosan (CTS) as functional polymer, epichlorohydrin as cross-linker, and 4-hydroxy benzoic acid (4HBA) as well as Cd as organic and inorganic templates, respectively. Use of the dummy template 4HBA during the synthesis of DMIP had the advantage of creating imprinted cavities in DMIP, which depicted good uptake for SA. Scanning electron microscopy and Fourier transform infrared spectroscopy indicated successful preparation of DMIP. Particle size analysis confirmed polydispersity, and thermal and swelling studies indicated the mechanical stability in DMIP. The rebinding capacities of the DMIP for Cd and SA were found to be 38.46 and 23.81 mgg(-1) , respectively, under the optimize condition of the time, dose, and concentration. Adsorption isotherm results fitted into Langmuir adsorption isotherm model with the R(2) values of 0.994 and 0.995 for Cd and SA, respectively. The presence of intramolecular hydrogen bonding in SA, stability of the template-monomer complexes (CTS-SA and CTS-4HBA), and the involvement of the hydroxyl groups on DMIP for the uptake of SA has been supported by molecular modeling studies using Gaussian 03 software. The electron doublet of the amino groups of DMIP was involved for the uptake of Cd. Lower binding efficiency of DMIP for SA as compared to Cd may be due to the partial participation of hydroxyl group in cross-linking with epichlorohydrin during the synthesis of DMIP.

Description

Salicylic acid inhibits cyclo-oxygenase-2 (COX-2) activity independently of transcription factor (NF-κB) activation.

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