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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:
69-72-7
Molecular Weight:
138.12
Beilstein:
774890
EC Number:
200-712-3
MDL number:
MFCD00002439
UNSPSC Code:
12352100
PubChem Substance ID:
24899681
NACRES:
NA.21
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vapor density

4.8 (vs air)

Quality Level

100

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%

functional group

carboxylic acid

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

human ... ALB(213) , PTPN1(5770)

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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).

Signal Word

Danger

Hazard Statements

H302,H318,H361d

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

314.6 °F - closed cup

Flash Point(C)

157 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCM3926
MKCL8335
MKCK3972
MKCH8332
MKCF6967

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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
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
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
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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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