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392707

Sigma-Aldrich

Methyl jasmonate

95%

Synonyme(s) :

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

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About This Item

Formule linéaire :
(O=)C5H6(CH2CH=CHC2H5)CH2CO2CH3
Numéro CAS:
39924-52-2
Poids moléculaire :
224.30
Numéro CE :
254-705-5
Numéro MDL:
MFCD00036656
Code UNSPSC :
12352100
ID de substance PubChem :
24864478
Nomenclature NACRES :
NA.22

Niveau de qualité

100

Pureté

95%

Forme

liquid

Contient

Synthetic α-tocopherol as stabilizer

Indice de réfraction

n20/D 1.474 (lit.)

Point d'ébullition

110 °C/0.2 mmHg (lit.)

Solubilité

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

Densité

1.03 g/mL at 25 °C (lit.)

Chaîne SMILES 

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+

Clé InChI

GEWDNTWNSAZUDX-SNAWJCMRSA-N

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Description générale

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.

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

>235.4 °F - closed cup

Point d'éclair (°C)

> 113 °C - closed cup

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
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
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
Methyl Jasmonate Primed Defense Responses Against Penicillium expansum in Sweet Cherry Fruit.
Wang Lei, et al.
Plant Molecular Biology Reporter, 1-8 (2015)
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