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Methyl jasmonate information


Methyl jasmonate
Methyl jasmonate
Names
IUPAC name
Methyl (1R,2R)-3-Oxo-2-(2Z)-2-pentenyl-cyclopentaneacetate
Other names
Methyl jasmonate
Identifiers
CAS Number
  • 1211-29-6 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:15929 ☒N
ChemSpider
  • 4445210 ☒N
ECHA InfoCard 100.013.562 Edit this at Wikidata
EC Number
  • 243-497-1
KEGG
  • C11512 ☒N
PubChem CID
  • 5281929
UNII
  • 900N171A0F checkY
CompTox Dashboard (EPA)
  • DTXSID3036731 Edit this at Wikidata
InChI
  • 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-/t10-,11-/m1/s1 ☒N
    Key: GEWDNTWNSAZUDX-WQMVXFAESA-N ☒N
  • InChI=1/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-/t10-,11-/m1/s1
    Key: GEWDNTWNSAZUDX-WQMVXFAEBM
SMILES
  • O=C1[C@H](C/C=C\CC)[C@@H](CC(OC)=O)CC1
Properties
Chemical formula
C13H20O3
Molar mass 224.3 g/mol
Appearance Colorless liquid
Melting point < 25 °C (77 °F; 298 K)
Boiling point 88 to 90 °C (190 to 194 °F; 361 to 363 K) at 0.1 mmHg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Methyl jasmonate (abbreviated MeJA) is a volatile organic compound used in plant defense and many diverse developmental pathways such as seed germination, root growth, flowering, fruit ripening, and senescence.[1] Methyl jasmonate is derived from jasmonic acid and the reaction is catalyzed by S-adenosyl-L-methionine:jasmonic acid carboxyl methyltransferase.[2]

  1. ^ Cheong, Jong-Joo; Choi, Yang Do (July 2003). "Methyl jasmonate as a vital substance in plants". Trends in Genetics. 19 (7): 409–413. doi:10.1016/S0168-9525(03)00138-0. PMID 12850447.
  2. ^ Christie, William W. (22 May 2014). "Plant oxylipins: Chemistry and biology". Archived from the original on 30 June 2015. Retrieved 11 July 2017.

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Methyl jasmonate

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Methyl jasmonate (abbreviated MeJA) is a volatile organic compound used in plant defense and many diverse developmental pathways such as seed germination...

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isolation of methyl jasmonate (MeJa) from jasmine oil derived from Jasminum grandiflorum led to the discovery of the molecular structure of jasmonates and their...

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studies being conducted. Many of these studies use methyl jasmonate (MJ) as an antagonist. Methyl jasmonate is known to be able to induce defense responses...

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jasmonate class of plant hormones. It is biosynthesized from linolenic acid by the octadecanoid pathway. It was first isolated in 1957 as the methyl ester...

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jasmonate. Studies showed that the expression of genes involved in various pathways in ripening was increased with the addition of methyl jasmonate....

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PMID 11960340. Zhang M, Zhang MW, Zhang L, Zhang L (24 July 2015). "Methyl jasmonate and its potential in cancer therapy". Plant Signaling & Behavior. 10...

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Leal WS (November 2014). "Mosquito odorant receptor for DEET and methyl jasmonate". Proceedings of the National Academy of Sciences of the United States...

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(3.0%), methyl linoleate (2.8%) and eugenol (2.5%). These components contribute to creating the popular jasmine fragrance. Methyl jasmonate isolated...

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as herbivore deterrents against the sea urchin Arbacia punctulata. Methyl jasmonate may induce the phlorotannins production. Fucophlorethol A is a type...

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Jasminum sambac

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other tested species, is induced by treatment with jasmonic acid and methyl jasmonate, endogenous elicitors of chemical defenses in many plant species. Molecular...

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"Induction of Volatile Terpene Biosynthesis and Diurnal Emission by Methyl Jasmonate in Foliage of Norway Spruce". Plant Physiology. 132 (3): 1586–1599...

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Catharanthus roseus

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Treatment of the plant with phytohormones, such as salicylic acid and methyl jasmonate, have been shown to trigger defense mechanisms and overproduce downstream...

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among poppy cultivars and environmental factors like wounding and methyl jasmonate treatment induce higher alkaloid production. Challenges still remain...

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Plant root exudates

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response.[clarification needed] It is believed that elicitors, such as methyl jasmonate and salicylic acid, are sensed by receptors on root cap cells, often...

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stimulated in leaves damaged by insects, and involves the production of methyl jasmonate. Antimicrobial peptides Apoptosis Innate lymphoid cell NOD-like receptor...

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In sagebrush, damaged plants send out airborne compounds, such as methyl jasmonate, to undamaged plants to increase proteinase inhibitor production and...

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Myrosinase

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doi:10.1042/0264-6021:3410725. PMC 1220411. PMID 10417337. A wound- and methyl jasmonate-inducible transcript coding for a myrosinase-associated protein with...

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assigned to Fermentalg  Yue, Cai-Jun; Jiang, Yue (2009-08-01). "Impact of methyl jasmonate on squalene biosynthesis in microalga Schizochytrium mangrovei". Process...

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"Volatile Emissions from an Odorous Plant in Response to Herbivory and Methyl Jasmonate Exposure". Chem. Ecol. 32 (4): 725–743. doi:10.1007/s10886-006-9030-2...

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(January 2003). "Traumatic resin defense in Norway spruce (Picea abies): methyl jasmonate-induced terpene synthase gene expression, and cDNA cloning and functional...

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