| Identification | Back Directory | [Name]
8-[(3S,4S)-4α-[(Z)-2-Pentenyl]-5-oxo-1-cyclopentene-3α-yl]octanoic acid | [CAS]
85551-10-6 | [Synonyms]
Cmc_7397
Cmc_13962
12-Oxo-pda
rac 12-Oxophytodienoic Acid
(9S,13S)-12-Oxo-phytodienoic acid
(9S,13S,15Z)-12-Oxo-10,15-phytodienoic acid
4-oxo-5α-2Z-pentenyl)-2-cyclopentene-1α-octanoic acid
8-[(1S,5S)-4-Oxo-5-[(Z)-2-pentenyl]-2-cyclopentenyl]octanoic acid
8-[(1S,5S)-5-[(Z)-2-Pentenyl]-4-oxo-2-cyclopentenyl]octanoic acid
8-[(1S)-4-Oxo-5β-[(Z)-2-pentenyl]-2-cyclopentene-1β-yl]octanoic acid
8-[(1S)-5β-[(Z)-2-Pentenyl]-4-oxo-2-cyclopentene-1β-yl]octanoic acid
2-Cyclopentene-1-octanoic acid, 4-oxo-5-[(2Z)-2-pentenyl]-, (1S,5S)-
2-Cyclopentene-1-octanoic acid, 4-oxo-5-(2Z)-2-penten-1-yl-, (1S,5S)-
8-[(3S,4S)-4α-[(Z)-2-Pentenyl]-5-oxo-1-cyclopentene-3α-yl]octanoic acid
2-Cyclopentene-1-octanoic acid, 4-oxo-5-(2-pentenyl)-, [1S-[1alpha,5alpha(Z)]]- | [Molecular Formula]
C18H28O3 | [MOL File]
85551-10-6.mol | [Molecular Weight]
292.41 |
| Chemical Properties | Back Directory | [Boiling point ]
447.7±24.0 °C(Predicted) | [density ]
1.006±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -80°C, protect from light | [solubility ]
DMF: 25 mg/ml; DMSO: 15 mg/ml; Ethanol: 100 mg/ml; PBS pH 7.2: 2 mg/ml | [form ]
Liquid | [pka]
4.78±0.10(Predicted) | [color ]
Colorless to light yellow |
| Hazard Information | Back Directory | [Description]
12-oxo Phytodienoic acid (OPDA) is a biologically active, immediate precursor of 7-epi jasmonic acid. In addition to its link with jasmonic acid activity, OPDA appears to play an independent role in mediating resistance to pathogens and pests. As an endogenous signal transducer, OPDA has been shown to increase alkaloid biosynthesis in E. californica cell cultures, increase tendril coiling of B. dioica, and suppress jasmonic acid-induced programmed cell death in a conditional A. flu mutant. | [Uses]
The octadecanoid 12-oxo-phytodienoic acid (OPDA) is an intermediate in biosynthesis of jasmonic acid in plants.
oarray | [Definition]
ChEBI: (15Z)-12-oxophyto-10,15-dienoic acid is a carbocyclic fatty acid, an oxo carboxylic acid and an olefinic fatty acid. It is a conjugate acid of a (15Z)-12-oxophyto-10,15-dienoate. | [References]
[1] ANDREAS SCHALLER Annick S. Enzymes in jasmonate biosynthesis – Structure, function, regulation[J]. Phytochemistry, 2009, 70 13: Pages 1532-1538. DOI: 10.1016/j.phytochem.2009.07.032
[2] CHRISTINE B?TTCHER Stephan P. Plant oxylipins: Plant responses to 12-oxo-phytodienoic acid are governed by its specific structural and functional properties[J]. The FEBS journal, 2009, 276 17: 4693-4704. DOI: 10.1111/j.1742-4658.2009.07195.x
[3] YING-HSUAN SUN. Accumulation of high OPDA level correlates with reduced ROS and elevated GSH benefiting white cell survival in variegated leaves.[J]. ACS Applied Electronic Materials, 2017: 44158. DOI: 10.1038/srep44158 |
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