Methyl Jasmonate

• CAT Number: M002654
• CAS Number: 39924-52-2
• Molecular Formula: C13H20O3
• Molecular Weight: 224.3
• Purity: ≥95%
• Synonyms: [3-Oxo-2-(2-pentenyl)-1-cyclopentyl]aceticacidmethylester;3-oxo-2-(2-pentenyl)-cyclopentaneaceticacimethylester;Cyclopentaneaceticacid,3-oxo-2-(2-pentenyl)-,methylester;10 G METHYL JASMONATEPURE;methyl 3-oxo-2-(pent-2-enyl)cyclopentaneacetate;Methyl
• Target: Endogenous Metabolite
• Solubility: Soluble in DMSO
• Storage: Store at -20°C
• IUPAC Name: methyl 2-(3-oxo-2-pent-2-enylcyclopentyl)acetate
• 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+
• InChIKey: GEWDNTWNSAZUDX-WQMVXFAESA-N
• SMILES: O=C1[C@@](C/C=CCC)([H])[C@](CC(OC)=O)([H])CC1

Methyl Jasmonate (CAS 39924-52-2) 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.In addition, it shows selective cytotoxic effect towards cancer cells.

Reference

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2: Cocetta G, Rossoni M, Gardana C, Mignani I, Ferrante A, Spinardi A. Methyl jasmonate affects phenolic metabolism and gene expression in blueberry (Vaccinium corymbosum). Physiol Plant. 2015 Feb;153(2):269-83. doi: 10.1111/ppl.12243. Epub 2014 Aug 5. PubMed PMID: 24943920.
3: Horbowicz M, Wiczkowski W, Sawicki T, Szawara-Nowak D, Sytykiewicz H, Mitrus J. Methyl jasmonate stimulates biosynthesis of 2-phenylethylamine, phenylacetic acid and 2-phenylethanol in seedlings of common buckwheat. Acta Biochim Pol. 2015;62(2):235-40. doi: 10.18388/abp.2014_929. Epub 2015 Apr 9. PubMed PMID: 25856561.
4: Tamogami S, Noge K, Agrawal GK, Rakwal R. Methyl jasmonate elicits the production of methyl (E)-2-hexenoate from (Z)-2-hexenol via (Z)-2-hexenal in Achyranthes bidentata plant. FEBS Lett. 2015 Jan 30;589(3):390-5. doi: 10.1016/j.febslet.2014.12.025. Epub 2015 Jan 6. PubMed PMID: 25575415.
5: Portu J, Santamaría P, López-Alfaro I, López R, Garde-Cerdán T. Methyl jasmonate foliar application to Tempranillo vineyard improved grape and wine phenolic content. J Agric Food Chem. 2015 Mar 4;63(8):2328-37. doi: 10.1021/jf5060672. Epub 2015 Feb 23. PubMed PMID: 25672964.
6: Carvacho HB, Pérez C, Zúñiga G, Mahn A. Effect of methyl jasmonate, sodium selenate and chitosan as exogenous elicitors on the phenolic compounds profile of broccoli sprouts. J Sci Food Agric. 2014 Sep;94(12):2555-61. doi: 10.1002/jsfa.6596. Epub 2014 Mar 18. PubMed PMID: 24497113.
7: Garde-Cerdán T, Portu J, López R, Santamaría P. Effect of methyl jasmonate application to grapevine leaves on grape amino acid content. Food Chem. 2016 Jul 15;203:536-9. doi: 10.1016/j.foodchem.2016.02.049. Epub 2016 Feb 9. PubMed PMID: 26948648.
8:Cohen, Sharon, and Eliezer Flescher. "Methyl jasmonate: a plant stress hormone as an anti-cancer drug." Phytochemistry 70.13-14 (2009): 1600-1609.