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M6752

Methyl salicylate

Name: Methyl salicylate
Brand: SIAL

ReagentPlus^®, ≥99% (GC)

Synonym(s):

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

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About This Item

Linear Formula:

2-(HO)C₆H₄CO₂CH₃

CAS Number:

119-36-8

Molecular Weight:

152.15

UNSPSC Code:

12191503

NACRES:

NA.25

PubChem Substance ID:

24897111

EC Number:

204-317-7

Beilstein/REAXYS Number:

971516

MDL number:

MFCD00002214

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vapor density

5.26 (vs air)

Quality Level

200

vapor pressure

1 mmHg ( 54 °C)

product line

ReagentPlus^®

assay

≥99% (GC)

form

liquid

autoignition temp.

847 °F

refractive index

n20/D 1.536 (lit.)

bp

222 °C (lit.)

mp

−8-−7 °C (lit.)

density

1.174 g/mL at 25 °C (lit.)

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

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

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Related Categories

Biochemicals

Natural Products for Research and Discovery

Chemistry & Biochemicals

General description

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

Application

Methyl salicylate has been used:

as a component of clarifying solution for treating Mongolian gerbil cochlea intact for immunofluorescence analysis
as a plant elicitor to test its effect on reducing the whitefly population from tomato plants
in the hyalinization of tissues for pulmonary angiography
in clearing tissues

Biochem/physiol Actions

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

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

GHS08,GHS05,GHS07

signalword

Danger

hcodes

H302,H317,H318,H361d,H412

pcodes

P273 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338 - P308 + P313

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Repr. 2 - Skin Sens. 1B

Storage Class

10 - Combustible liquids

flash_point_f

204.8 °F - closed cup

flash_point_c

96 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Excitatory postrhinal projections to principal cells in the medial entorhinal cortex

Koganezawa N, et al.

The Journal of Neuroscience, 35(48), 15860-15874 (2015)

A novel mouse model of high flow-induced pulmonary hypertension-surgically induced by right pulmonary artery ligation

Zhang A, et al.

The Journal of Surgical Research, 208, 132-139 (2017)

Airborne signalling by methyl salicylate in plant pathogen resistance

Shulaev V, et al.

Nature, 385(6618), 718-718 (1997)

Active Ingredients Used in Cosmetics: Safety Survey (2008)

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Global Trade Item Number

SKU	GTIN
M6752-1GA	04061837841095
M6752-500ML	04061837841125
M6752-1L	04061837841101
M6752-250ML	04061837841118

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