Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

392707

Sigma-Aldrich

Methyl jasmonate

95%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
(O=)C5H6(CH2CH=CHC2H5)CH2CO2CH3
CAS Number:
39924-52-2
Molecular Weight:
224.30
EC Number:
254-705-5
MDL number:
MFCD00036656
UNSPSC Code:
12352100
PubChem Substance ID:
24864478
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

100

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

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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]

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

>235.4 °F - closed cup

Flash Point(C)

> 113 °C - closed cup

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SHBS5611
SHBR5943
SHBS2393
0000257713
SHBR0574

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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
View All Related Papers

Questions

1–5 of 5 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  3. Is this product transported cold? Should it be dissolved in ethanol to be used in plant tissue culture media? How much should I add to make it 50 micromolar in 500 ml?

    1 answer

    1. This product is not transported cold; it is shipped at ambient temperature, and it can be stored at room temperature upon receipt. _x000D_
      It can be dissolved in ethanol to make a stock solution prior to final dilution into culture medium. It is not recommended to store solutions in ethanol; Methyl jasmonate could transesterify to Ethyl jasmonate if stored in ethanol. It is not recommended to make stock solutions in methanol, since it is likely more toxic to the cultured plants than ethanol._x000D_
      Dissolving 5.4 microliters of Methyl jasmonate in 5 mL of ethanol will give a 5 mM stock solution. Adding that 5 mL of stock to 500 mL of culture medium will make the medium 50 micromolar in Methyl jasmonate.

      Helpful?

  4. I have received methyl jasmonate (392707-5ml). My questions are; what is its storage temperature? In which solution it is dissolved? How could I prepare 1M solution of this chemical?

    1 answer

    1. The recommended long-term storage for this product is tightly closed at room temperature. This product is supplied as a neat or pure liquid with a literature density of 1.03 g/mL and a molecular weight of 224.30 g/mol. The minimum purity is 94.5 %, thus, the molarity will vary slightly from lot to lot. The molarity can range from 4.34 M (94.5%) to 4.59 M (100%). The lot-specific purity is reported on the Certificate of Analysis.

      Helpful?

  5. What is the concentration of the liquid in the vial of Product 392707 Methyl jasmonate? How can I dilute it to obtain an aqueous solution of 200 μM (0.2 mM) methyl jasmonate?

    1 answer

    1. This product is a neat or pure liquid with a density of 1.03 g/mL and a molecular weight of 224.30 g/mol. The minimum purity of this product is 95% as determined by GC. At the minimum purity the molarity of this product is 4.4 M. The material is soluble in water and may be readily diluted to the desired concentration. The molarity may vary slightly based on the purity. Please see the link below to review a sample or lot specific Certificate of Analysis:
      https://www.sigmaaldrich.com/product/aldrich/w341002#product-documentation

      Please see the links below for tools which may be helpful in preparing specific dilutions:
      https://www.sigmaaldrich.com/support/calculators-and-apps/molarity-calculator
      https://www.sigmaaldrich.com/support/calculators-and-apps/solution-dilution-calculator

      Helpful?

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service