ChemicalBook >> CAS DataBase List >>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

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
MDL Number:
MOL File:
85551-10-6.mol
Last updated:2024-07-02 08:55:41

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)  GHS hazard pictogramsGHS hazard pictograms
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 price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 88520 12-oxo Phytodienoic Acid ≥95% 85551-10-6 500μg $121 2024-03-01 Buy
Cayman Chemical 88520 12-oxo Phytodienoic Acid ≥95% 85551-10-6 1mg $207 2024-03-01 Buy
TRC O870200 rac12-OxophytodienoicAcid 85551-10-6 25mg $16225 2021-12-16 Buy
American Custom Chemicals Corporation MTB0000504 12-OXOPHYTODIENOIC ACID 95.00% 85551-10-6 5MG $498.47 2021-12-16 Buy
Product number Packaging Price Buy
88520 500μg $121 Buy
88520 1mg $207 Buy
O870200 25mg $16225 Buy
MTB0000504 5MG $498.47 Buy

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.

Uses

The octadecanoid 12-oxo-phytodienoic acid (OPDA) is an intermediate in biosynthesis of jasmonic acid in plants. 12-Oxo-phytodienoic acid (OPDA)-induced expression changes in Arabidopsis by cDNA macroarray.

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.

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