8-[(3S,4S)-4α-[(Z)-2-Pentenyl]-5-oxo-1-cyclopentene-3α-yl]octanoic acid

8-[(3S,4S)-4α-[(Z)-2-Pentenyl]-5-oxo-1-cyclopentene-3α-yl]octanoic acid Structure
CAS No.
85551-10-6
Chemical Name:
8-[(3S,4S)-4α-[(Z)-2-Pentenyl]-5-oxo-1-cyclopentene-3α-yl]octanoic acid
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)-5-[(Z)-2-Pentenyl]-4-oxo-2-cyclopentenyl]octanoic acid;8-[(1S,5S)-4-Oxo-5-[(Z)-2-pentenyl]-2-cyclopentenyl]octanoic acid;8-[(1S)-5β-[(Z)-2-Pentenyl]-4-oxo-2-cyclopentene-1β-yl]octanoic acid
CBNumber:
CB92216561
Molecular Formula:
C18H28O3
Molecular Weight:
292.41
MOL File:
85551-10-6.mol
Modify Date:
2024/7/2 8:55:41

8-[(3S,4S)-4α-[(Z)-2-Pentenyl]-5-oxo-1-cyclopentene-3α-yl]octanoic acid Properties

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

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02,GHS08
Signal word  Danger
Hazard statements  H225-H350
Precautionary statements  P201-P202-P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P308+P313-P370+P378-P403+P235-P405-P501
NFPA 704
3
0 0

8-[(3S,4S)-4α-[(Z)-2-Pentenyl]-5-oxo-1-cyclopentene-3α-yl]octanoic acid Chemical Properties,Uses,Production

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.

8-[(3S,4S)-4α-[(Z)-2-Pentenyl]-5-oxo-1-cyclopentene-3α-yl]octanoic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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2-Cyclopentene-1-octanoic acid, 4-oxo-5-(2-pentenyl)-, [1S-[1alpha,5alpha(Z)]]- 2-Cyclopentene-1-octanoic acid, 4-oxo-5-[(2Z)-2-pentenyl]-, (1S,5S)- Cmc_13962 Cmc_7397 rac 12-Oxophytodienoic Acid 2-Cyclopentene-1-octanoic acid, 4-oxo-5-(2Z)-2-penten-1-yl-, (1S,5S)- (9S,13S)-12-Oxo-phytodienoic 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 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-[(3S,4S)-4α-[(Z)-2-Pentenyl]-5-oxo-1-cyclopentene-3α-yl]octanoic acid (9S,13S,15Z)-12-Oxo-10,15-phytodienoic acid 12-Oxo-pda 4-oxo-5α-2Z-pentenyl)-2-cyclopentene-1α-octanoic acid 8-[(3S,4S)-4α-[(Z)-2-Pentenyl]-5-oxo-1-cyclopentene-3α-yl]octanoic acid 85551-10-6 Chiral Reagents Intermediates & Fine Chemicals Pharmaceuticals