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S5922

Sigma-Aldrich

Salicylic acid

BioXtra, ≥99.0%

Synonym(s):

2-Hydroxybenzoic acid

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About This Item

Linear Formula:
2-(HO)C6H4CO2H
CAS Number:
Molecular Weight:
138.12
Beilstein/REAXYS Number:
774890
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

vapor density

4.8 (vs air)

vapor pressure

1 mmHg ( 114 °C)

product line

BioXtra

assay

≥99.0%

form

powder or crystals

technique(s)

tissue culture: suitable (plant)

impurities

≤0.015% Phosphorus (P)
≤0.1% Insoluble matter

ign. residue

≤0.01%

bp

211 °C (lit.)

mp

158-161 °C (lit.)

solubility

ethanol: 1 M at 20 °C, clear, colorless

density

1.44 g/cm3 at 20 °C

anion traces

chloride (Cl-): ≤0.001%
sulfate (SO42-): ≤0.003%

cation traces

Al: ≤0.001%
Ca: ≤0.001%
Cu: ≤0.0005%
Fe: ≤0.0005%
K: ≤0.005%
Mg: ≤0.0005%
NH4+: ≤0.05%
Na: ≤0.01%
Pb: ≤0.001%
Zn: ≤0.0005%

SMILES string

OC(=O)c1ccccc1O

InChI

1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10)

InChI key

YGSDEFSMJLZEOE-UHFFFAOYSA-N

Gene Information

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Application

  • Salinity stress management in agriculture: A study demonstrated the application of salicylic acid in ameliorating salinity stress in barley, revealing its potential to enhance crop resilience to saline environments, thereby contributing to sustainable agricultural practices (Hanif et al., 2024).
  • Enhanced pharmaceutical gel performance: Research on nitrocellulose for prolonged permeation of Levofloxacin HCl-Salicylic Acid In Situ gel emphasized its utility in enhancing drug delivery systems, particularly in treating bacterial infections with improved efficacy (Khaing et al., 2024).
  • Biotechnological production of withanolides: Salicylic acid was applied as an elicitor in the hairy root culture of Withania somnifera, significantly boosting the production of withanolides and phenolic acids, vital for pharmaceutical applications due to their therapeutic properties (Halder and Ghosh, 2024).

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Repr. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

314.6 °F - closed cup

flash_point_c

157 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Dmitrij Rekhter et al.
Science (New York, N.Y.), 365(6452), 498-502 (2019-08-03)
The phytohormone salicylic acid (SA) controls biotic and abiotic plant stress responses. Plastid-produced chorismate is a branch-point metabolite for SA biosynthesis. Most pathogen-induced SA derives from isochorismate, which is generated from chorismate by the catalytic activity of ISOCHORISMATE SYNTHASE1. Here
S Zaugg et al.
Journal of chromatography. B, Biomedical sciences and applications, 752(1), 17-31 (2001-03-20)
Acetylsalicylic acid (Aspirin) is rapidly metabolized to salicylic acid (salicylate) and other compounds, including gentisic acid and salicyluric acid. Monitoring of salicylate and its metabolites is of toxicological, pharmacological and biomedical interest. Three capillary electrophoresis (CE) methods featuring alkaline aqueous
E Benfeldt et al.
Acta dermato-venereologica, 79(5), 338-342 (1999-09-24)
Our aim was to simultaneously investigate 2 techniques for in vivo sampling of peripheral compartment pharmacokinetics after systemic administration of acetylsalicylic acid. Ten volunteers were given 2 g acetylsalicylic acid orally. Blood samples and dialysates from 4 microdialysis probes inserted
Dorothea Ellinger et al.
Plant physiology, 161(3), 1433-1444 (2013-01-22)
A common response by plants to fungal attack is deposition of callose, a (1,3)-β-glucan polymer, in the form of cell wall thickenings called papillae, at site of wall penetration. While it has been generally believed that the papillae provide a
Yunlong Du et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(19), 7946-7951 (2013-04-25)
Removal of cargos from the cell surface via endocytosis is an efficient mechanism to regulate activities of plasma membrane (PM)-resident proteins, such as receptors or transporters. Salicylic acid (SA) is an important plant hormone that is traditionally associated with pathogen

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