7-epi-JasmonicAcid Chemical Properties

Boiling point:

358.1±15.0 °C(Predicted)

Density 

1.061±0.06 g/cm3(Predicted)

solubility 

DMF: 20 mg/ml; DMSO: 15 mg/ml; Ethanol: 30 mg/ml; PBS pH 7.2: 2 mg/ml

pka

4.52±0.10(Predicted)

7-epi-JasmonicAcid Usage And Synthesis

Description

(±)-7-epi Jasmonic acid is the major metabolite of the 12-oxo phytodienoic acid pathway of the metabolism of 13(S)-hydroperoxy linolenic acid in plants. Initially synthesized as (+)-7-epi jasmonic acid, this more active and biologically relevant form of the hormone quickly epimerizes to the more stable isomer (−)-7-jasmonic acid. (±)-7-epi Jasmonic acid is a plant growth regulator that activates various signal transduction pathways with both growth promoting and inhibitory functions, perhaps in response to stress.

Uses

7-epi Jasmonic acid is the isomer of (±)-Jasmonic acid (HY-122464). (±)-Jasmonic acid is a plant growth regulator and a derivative of α-linolenic acid. (±)-Jasmonic acid decreases chlorophyll levels in green and etiolated barley leaf segments and inhibits elongation of rice seedlings.

Definition

ChEBI: (+)-7-isojasmonic acid is an oxylipin that is [(1S)-3-oxocyclopentyl]acetic acid substituted by a (2Z)-pent-2-en-1-yl group at position 2 on the cyclopentanone ring. It has a role as a member of jasmonates and a plant metabolite. It is an oxo carboxylic acid and an oxylipin. It is a conjugate acid of a (+)-7-isojasmonate.

References

[1] L. HOLBROOK. Importance of the Chiral Centers of Jasmonic Acid in the Responses of Plants (Activities and Antagonism between Natural and Synthetic Analogs).[J]. Plant Physiology, 1997, 114 2: 419-428. DOI: 10.1104/pp.114.2.419
[2] JOHN BROWSE G A H. New weapons and a rapid response against insect attack.[J]. Plant Physiology, 2008, 146 3: 832-838. DOI: 10.1104/pp.107.115683
[3] C. WASTERNACK B P. Jasmonate-signalled plant gene expression[J]. Trends in Plant Science, 1997, 2 1: 302-307. DOI: 10.1016/s1360-1385(97)89952-9
[4] MATS HAMBERG  Harold W G. Oxylipin pathway to jasmonates: biochemistry and biological significance[J]. Biochimica et Biophysica Acta (BBA) - Lipids and Lipid Metabolism, 1992, 1165 1: Pages 1-18. DOI: 10.1016/0005-2760(92)90069-8

7-epi-JasmonicAcid(62653-85-4)Related Product Information

• (+/-)-JASMONIC ACID
• 7-epi-JasmonicAcid
• tuberonic acid