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Merck
CN

392707

Methyl jasmonate

95%

Synonym(s):

3-Oxo-2-(2-pentenyl)cyclopentaneacetic acid, methyl ester, Methyl 3-oxo-2-(2-pentenyl)cyclopentaneacetate

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About This Item

Linear Formula:
(O=)C5H6(CH2CH=CHC2H5)CH2CO2CH3
CAS Number:
39924-52-2
Molecular Weight:
224.30
NACRES:
NA.22
PubChem Substance ID:
24864478
UNSPSC Code:
12352100
EC Number:
254-705-5
MDL number:
MFCD00036656

Key Documents

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Product Name

Methyl jasmonate, 95%

InChI key

GEWDNTWNSAZUDX-SNAWJCMRSA-N

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+

SMILES string

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

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.)

functional group

ester
ketone

Quality Level

100

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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.

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.

Storage Class

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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Certificates of Analysis (COA)

Lot/Batch Number
SHBT2984
SHBT0677
SHBS8849
SHBS5611
SHBR5943

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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.
Sharon Cohen et al.
Phytochemistry, 70(13-14), 1600-1609 (2009-08-08)
Jasmonates act as signal transduction intermediates when plants are subjected to environmental stresses such as UV radiation, osmotic shock and heat. In the past few years several groups have reported that jasmonates exhibit anti-cancer activity in vitro and in vivo
Radish sprouts-Characterization and elicitation of novel varieties rich in anthocyanins.
5Baenas N, et al.
Food Research International, 69, 305-312 (2015)
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
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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