(±) jasmonic acid

Jasmonic acid (JA) is a phytohormone and plant growth regulator involved in plant defense and growth and development.Jasmonic acid plays an important role in signaling, inducing the MAP kinase cascade pathway and calcium channels.

(±)-Jasmonic acid (trans-Jasmonic acid) is a compound found in grapevine inflorescences and fruits with pro-aging activity, inhibiting chlorophyll levels in green and yellowing barley leaf segments, suppressing rice seedling elongation, and participating in biogenic amine chemical coupling through decarboxylation with both aliphatic and aromatic α-amino acids.

(±)-7-epiJasmonic acid, the primary metabolite in the 12-oxo phytodienoic acid pathway of 13(S)-hydroperoxy linolenic acid metabolism in plants, is synthesized initially as the more active (+)-7-epijasmonic acid. It quickly epimerizes to the more stable (−)-7-jasmonic acid isomer, demonstrating its biological relevance. Acting as a plant growth regulator, (±)-7-epiJasmonic acid triggers various signal transduction pathways, which can either promote growth or inhibit it, likely as a response to stress conditions.

Methyl 2-(3-oxo-2-(pent-2-en-1-yl)cyclopentyl)acetate ((±)-Jasmonic Acid methyl ester) induces the synthesis of proteinase inhibitors in plant leaves, suppresses proliferation, and induces apoptosis in cancer cells. It inhibits hexokinase bound to mitochondria, disrupting mitochondrial hexokinase activity to selectively target and kill cancer cells. Derivatives of Methyl 2-(3-oxo-2-(pent-2-en-1-yl)cyclopentyl)acetate also exhibit potential as anti-inflammatory agents, and the compound has been primarily detected in urine.

Prohydrojasmon racemate (Propyl dihydrojasmonate) is a synthesized plant gowth regulator, which has jasmonic acid activity.

Coronatine is a toxin and plant growth regulator produced by a bacterium, Pseudomonas syringae, which is structurally similar to jasmonic acid and is able to bind and activate the jasmonic acid receptor, COI1, to inhibit salicylic acid-dependent defense responses; it is also able to promote bacterial invasion and reproduction through stomata.

(±)-Tuberonic acid, a derivative of the plant growth regulator jasmonic acid, is present in M. oleifera.

NP-005497 is a natural inhibitor of jasmonic acid signaling, specifically targeting JAR1 in Arabidopsis.

7(Z),10(Z),13(Z)-Hexadecatrienoic acid (Roughanic acid) is an ω-3 polyunsaturated fatty acid (PUFA) located in the leaves of S. olusatrum. This compound serves as an intermediate in the synthesis of Jasmonic acid.