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392707

Sigma-Aldrich

Methyl jasmonate

95%

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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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This Item
W341002W340804M6752
Methyl jasmonate 95%

Sigma-Aldrich

392707

Methyl jasmonate

Methyl jasmonate ≥98%, stabilized, FG

Sigma-Aldrich

W341002

Methyl jasmonate

Methyl salicylate ReagentPlus®, ≥99% (GC)

Sigma-Aldrich

M6752

Methyl salicylate

form

liquid

form

-

form

-

form

liquid

refractive index

n20/D 1.474 (lit.)

refractive index

n20/D 1.474 (lit.)

refractive index

n20/D 1.459 (lit.)

refractive index

n20/D 1.536 (lit.)

bp

110 °C/0.2 mmHg (lit.)

bp

110 °C/0.2 mmHg (lit.)

bp

110 °C/0.2 mmHg (lit.)

bp

222 °C (lit.)

solubility

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

solubility

-

solubility

H2O: insoluble, paraffin: soluble, propylene glycol: soluble

solubility

-

density

1.03 g/mL at 25 °C (lit.)

density

1.03 g/mL at 25 °C (lit.)

density

0.998 g/mL at 25 °C (lit.)

density

1.174 g/mL at 25 °C (lit.)

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. It has been reported to play an important role in the plant′s response to pathogens and wound.

Application

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

Methyl jasmonate may be used in the following studies:
  • As a potential anti-cancer agent that shows selective cytotoxic effect towards cancer cells.
  • To induce the defensive proteinase inhibitor proteins synthesis in plant leaves.
  • As an elicitor to enrich the total anthocyanin content (TAC) in radish sprouts.
  • As an elicitor in inducing the biosynthesis of trans-resveratrol, a plant phenol in Vitis vinifera cv. Negramaro cell cultures.
  • As a mediator of extensive plant transcriptome reprogramming/ remodeling on exogenous treatment to Salvia sclarea leaves.
  • 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.
  • As a starting material in the synthesis of [13C,2H3]-MeJA, an internal standard used in the quantitative determination of MeJA in plant tissues.
  • 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.

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

> 113 °C - closed cup


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E E Farmer et al.
Proceedings of the National Academy of Sciences of the United States of America, 87(19), 7713-7716 (1990-10-01)
Inducible defensive responses in plants are known to be activated locally and systemically by signaling molecules that are produced at sites of pathogen or insect attacks, but only one chemical signal, ethylene, is known to travel through the atmosphere to
Marzena Małgorzata Kurowska et al.
International journal of molecular sciences, 21(12) (2020-06-24)
Jasmonates modulate many growth and developmental processes and act as stress hormones that play an important role in plant tolerance to biotic and abiotic stresses. Therefore, there is a need to identify the genes that are regulated through the jasmonate
Radish sprouts-Characterization and elicitation of novel varieties rich in anthocyanins.
5Baenas N, et al.
Food Research International, 69, 305-312 (2015)
Carla Vázquez-González et al.
Frontiers in plant science, 10, 1613-1613 (2020-01-11)
Resin ducts are important anatomical defensive traits related to biotic resistance in conifers. Previous studies have reported intraspecific genetic variation in resin duct characteristics. However, little is currently known about the micro-evolutionary patterns and adaptive value of these defensive structures.
Marco Taurino et al.
SpringerPlus, 4, 49-49 (2015-02-13)
The plant phenol trans-resveratrol, which is mainly found in grape, displays a wide range of biological effects. A cell suspension culture was developed from calli of grape leaves of Vitis vinifera cv. Negramaro in order to study the bioproduction of

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