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:
Molecular Weight:
224.30
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
254-705-5
MDL number:
Assay:
95%
Form:
liquid
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
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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. 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:
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
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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Preparation of Reduced Graphene Oxide-Poly (Safranine T) Film via One-Step Polymerization for Electrochemical Determination of Methyl Jasmonate.
Sun J, et al.
Fullerenes, Nanotubes, and Carbon Nanostructures, 23(8), 701-708 (2015)
Methyl Jasmonate Primed Defense Responses Against Penicillium expansum in Sweet Cherry Fruit.
Wang Lei, et al.
Plant Molecular Biology Reporter, 1-8 (2015)
Annett Richter et al.
The Plant journal : for cell and molecular biology, 106(1), 245-257 (2021-01-19)
The maize (Zea mays) genome encodes three indole-3-glycerolphosphate synthase enzymes (IGPS1, 2, and 3) catalyzing the conversion of 1-(2-carboxyphenylamino)-l-deoxyribulose-5-phosphate to indole-3-glycerolphosphate. Three further maize enzymes (BX1, benzoxazinoneless 1; TSA, tryptophan synthase alpha subunit; and IGL, indole glycerolphosphate lyase) convert indole-3-glycerolphosphate
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
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