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

Product Name: 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;cis-(+)-12-Oxo-phytodienoic acid,100ug in 100ul EtOH;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
CBNumber: CB92216561
Molecular Formula: C18H28O3
Formula Weight: 292.41
MOL File: 85551-10-6.mol

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

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

H350May cause cancer

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P308+P313IF exposed or concerned: Get medical advice/attention.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 88520
Product name: 12-oxo Phytodienoic Acid
Purity: ≥95%
Packaging: 500μg
Price: $121
Updated: 2024/03/01

Cayman Chemical

Product number: 88520
Product name: 12-oxo Phytodienoic Acid
Purity: ≥95%
Packaging: 1mg
Price: $207
Updated: 2024/03/01

TRC

Product number: O870200
Product name: rac12-OxophytodienoicAcid
Packaging: 25mg
Price: $16225
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: MTB0000504
Product name: 12-OXOPHYTODIENOIC ACID
Purity: 95.00%
Packaging: 5MG
Price: $498.47
Updated: 2021/12/16

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

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

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

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85551-10-6, 8-[(3S,4S)-4α-[(Z)-2-Pentenyl]-5-oxo-1-cyclopentene-3α-yl]octanoic acidRelated Search:

CIS-7,10,13,16,19-DOCOSA-PENTAENOIC ACID 15-Hydroxy Lubiprostone 13,14-DIHYDRO-15(R)-PROSTAGLANDIN E1 11BETA-PROSTAGLANDIN E1 13,14-DIHYDRO-15-KETO PROSTAGLANDIN E1 13,14-DIHYDROPROSTAGLANDIN E1 11-DEOXY PROSTAGLANDIN E1

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

cis-(+)-12-Oxo-phytodienoic acid,100ug in 100ul EtOH

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

85551-10-6

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