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S7401

Sigma-Aldrich

Salicylic acid

suitable for plant cell culture

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:
12352207
PubChem Substance ID:
NACRES:
NA.71

vapor density

4.8 (vs air)

vapor pressure

1 mmHg ( 114 °C)

assay

≥99% (HPLC)

form

powder

technique(s)

cell culture | plant: suitable

bp

211 °C (lit.)

mp

158-161 °C (lit.)

solubility

ethanol: 50 mg/mL

density

1.44 g/cm3 at 20 °C

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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General description

Salicylic acid (SA) is a phenolic compound produced in plants.

Application

Salicylic acid has been used:
  • to study its effects on glandular trichomes in Artemisia annua
  • to study its effects on DNA methylation in Taraxacum alatum andTaraxacum hemicyclum
  • to study its effects on parasite epidemics in Lolium arundinaceum

Biochem/physiol Actions

Salicylic acid (SA) plays a role in endogenous signaling for plant disease resistance. SA is also involved in mediating thermogenesis and symptom development.

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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Anders Kjær et al.
AoB PLANTS, 2012, pls018-pls018 (2012-07-27)
Glandular trichomes (GT) of Artemisia annua produce valuable compounds for pharmaceutical and industrial uses, most notably the anti-malarial artemisinin. Our aim was to find out whether the density, number and size of GT can be manipulated to advantage by environmental
D'Maris Amick Dempsey et al.
The arabidopsis book, 9, e0156-e0156 (2012-02-04)
Salicylic acid (SA) has been shown to regulate various aspects of growth and development; it also serves as a critical signal for activating disease resistance in Arabidopsis thaliana and other plant species. This review surveys the mechanisms involved in the
Veronica Preite et al.
Ecology and evolution, 8(5), 3047-3059 (2018-03-14)
DNA methylation is one of the mechanisms underlying epigenetic modifications. DNA methylations can be environmentally induced and such induced modifications can at times be transmitted to successive generations. However, it remains speculative how common such environmentally induced transgenerational DNA methylation
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
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

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