| Identification | Back Directory | [Name]
7-epi-JasmonicAcid | [CAS]
62653-85-4 | [Synonyms]
Epijasmonic acid
epi-Jasmonic acid
2-iso Jasmonic Acid
(+)-7-Isojasmonic acid
(1R)-3-oxo-2S-(2Z)-2-pentenyl-cyclopentaneacetic acid
(1R)-3-Oxo-2α-[(Z)-2-pentenyl]cyclopentane-1α-acetic acid
(1R,2S)-2-[(Z)-2-Pentenyl]-3-oxocyclopentane-1-acetic acid
Cyclopentaneacetic acid, 3-oxo-2-(2Z)-2-pentenyl-, (1R,2S)-
[1R,(+)]-3-Oxo-2α-[(Z)-2-pentenyl]cyclopentane-1α-acetic acid | [Molecular Formula]
C12H18O3 | [MDL Number]
MFCD00216157 | [MOL File]
62653-85-4.mol | [Molecular Weight]
210.27 |
| Chemical Properties | Back Directory | [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) |
| Hazard Information | Back Directory | [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.1,2 (±)-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.3,4 | [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 |
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