Methyl salicylate

ReagentPlus^®, ≥99% (GC)

Sinônimo(s):

2-Hydroxybenzoic acid methyl ester, Methyl 2-hydroxybenzoate, Oil of wintergreen, Wintergreen oil

Fórmula linear:

2-(HO)C₆H₄CO₂CH₃

Número CAS:

119-36-8

Peso molecular:

152.15

Beilstein:

971516

Número EC:

204-317-7

Número MDL:

MFCD00002214

ID de substância PubChem:

24897111

NACRES:

NA.25

densidade de vapor

5.26 (vs air)

Nível de qualidade

200

pressão de vapor

1 mmHg ( 54 °C)

linha de produto

ReagentPlus^®

Ensaio

≥99% (GC)

forma

liquid

temperatura de autoignição

847 °F

índice de refração

n20/D 1.536 (lit.)

pb

222 °C (lit.)

pf

−8-−7 °C (lit.)

densidade

1.174 g/mL at 25 °C (lit.)

SMILES string

COC(=O)c1ccccc1O

InChI

1S/C8H8O3/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5,9H,1H3

InChI key

OSWPMRLSEDHDFF-UHFFFAOYSA-N

Descrição geral

Methyl salicylate (MeSA) is a natural herbivore-induced plant volatile[1] It is a naturally occurring product in trees, legumes, exotic plants, vegetables, berries, and the primary constituent of the oil of wintergreen.[2][3] MeSA is produced from salicylic acid.[4]

Aplicação

Methyl salicylate has been used:

as a component of clarifying solution for treating Mongolian gerbil cochlea intact for immunofluorescence analysis[5]

as a plant elicitor to test its effect on reducing the whitefly population from tomato plants[6]

in the hyalinization of tissues for pulmonary angiography[7]

in clearing tissues[8][9][10]

Ações bioquímicas/fisiológicas

Methyl salicylate plays an important role in fruit ripening. It is known to attract natural enemies of herbivores.[1] MeSA inhibits the activity of aminocyclopropane-1-carboxylic acid synthase (ACC synthase) and aminocyclopropane-1-carboxylic acid oxidase (ACC oxidase) in plums and tomatoes,[11] it can inhibit fungal infections and reduce chilling injury symptoms in fruits like pomegranates.[11] This oil of wintergreen is of great interest in the tobacco industry as a flavorant.[2] It has counter irritant[12] and anti-inflammatory effects.[13]

Informações legais

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