MilliporeSigma
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392707

Sigma-Aldrich

Methyl jasmonate

95%

Synonym(s):
3-Oxo-2-(2-pentenyl)cyclopentaneacetic acid, methyl ester, Methyl 3-oxo-2-(2-pentenyl)cyclopentaneacetate
Linear Formula:
(O=)C5H6(CH2CH=CHC2H5)CH2CO2CH3
CAS Number:
Molecular Weight:
224.30
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

form

liquid

contains

Synthetic α-tocopherol as stabilizer

refractive index

n20/D 1.474 (lit.)

bp

110 °C/0.2 mmHg (lit.)

solubility

water: soluble 340 mg/L at 25 °C(lit.)

density

1.03 g/mL at 25 °C (lit.)

SMILES string

CC\C=C\CC1C(CCC1=O)CC(=O)OC

InChI

1S/C13H20O3/c1-3-4-5-6-11-10(7-8-12(11)14)9-13(15)16-2/h4-5,10-11H,3,6-9H2,1-2H3/b5-4+

InChI key

GEWDNTWNSAZUDX-SNAWJCMRSA-N

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General description

Methyl jasmonate (MJ, MeJA), a methyl ester of jasmonic acid (JA) is a plant growth regulator. It is a fragrant volatile compound isolated from the flowers of Jasminum grandiflorum.[1] It has been reported to play an important role in the plant′s response to pathogens and wound.[2]

Application

Methyl jasmonate (MJ, MeJA) is suitable in controlling blue mold decay in sweet cherry fruit caused by Penicillium expansum.[3]

Methyl jasmonate may be used in the following studies:
  • As a potential anti-cancer agent that shows selective cytotoxic effect towards cancer cells.[4]
  • To induce the defensive proteinase inhibitor proteins synthesis in plant leaves.[5]
  • As an elicitor to enrich the total anthocyanin content (TAC) in radish sprouts.[6]
  • As an elicitor in inducing the biosynthesis of trans-resveratrol, a plant phenol in Vitis vinifera cv. Negramaro cell cultures.[7]
  • As a mediator of extensive plant transcriptome reprogramming/ remodeling on exogenous treatment to Salvia sclarea leaves.[8]
  • As a modulator in the expression of chalcone synthase (chs) and proline-rich cell wall protein (PRP), two wound-responsive genes in soybean suspension cultures.[2]
  • As a starting material in the synthesis of [13C,2H3]-MeJA, an internal standard used in the quantitative determination of MeJA in plant tissues.[2]
  • As a test compound in the application of reduced graphene oxide–poly(safranine T) film on glassy carbon electrode (rGO–PST/GCE) in the electrochemical determination of MeJA in jasmine essential oil.[9]

Packaging

5 mL in glass bottle
25 mL in poly bottle

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

> 113 °C - closed cup

Certificate of Analysis

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Certificate of Origin

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