Home Other Building Blocks 71606-07-0
71606-07-0,MFCD08062231
Catalog No.:AA0064KU

71606-07-0 | 2-Cyclopentene-1-octanoicacid, 4-oxo-5-(2Z)-2-penten-1-yl-, (1S,5R)-

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
≥95%
in stock  
$669.00   $468.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0064KU
Chemical Name:
2-Cyclopentene-1-octanoicacid, 4-oxo-5-(2Z)-2-penten-1-yl-, (1S,5R)-
CAS Number:
71606-07-0
Molecular Formula:
C18H28O3
Molecular Weight:
292.4131
MDL Number:
MFCD08062231
SMILES:
CC/C=C\C[C@@H]1[C@@H](CCCCCCCC(=O)O)C=CC1=O
Properties
Computed Properties
 
Complexity:
382  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
11  
XLogP3:
4.7  

Literature

Title: Production and function of jasmonates in nodulated roots of soybean plants inoculated with Bradyrhizobium japonicum.

Journal: Archives of microbiology 20121001

Title: Physcomitrella patens activates reinforcement of the cell wall, programmed cell death and accumulation of evolutionary conserved defence signals, such as salicylic acid and 12-oxo-phytodienoic acid, but not jasmonic acid, upon Botrytis cinerea infection.

Journal: Molecular plant pathology 20121001

Title: Role of cis-12-oxo-phytodienoic acid in tomato embryo development.

Journal: Plant physiology 20120401

Title: Novel allene oxide synthase products formed via Favorskii-type rearrangement: mechanistic implications for 12-oxo-10,15-phytodienoic acid biosynthesis.

Journal: Chembiochem : a European journal of chemical biology 20111104

Title: Lipase activity in insect oral secretions mediates defense responses in Arabidopsis.

Journal: Plant physiology 20110701

Title: Visualization of wounding-induced root-to-shoot communication in Arabidopsis.

Journal: Plant signaling & behavior 20110701

Title: Isomerization of the phytohormone precursor 12-oxophytodienoic acid (OPDA) in the insect gut: a mechanistic and computational study.

Journal: The Journal of biological chemistry 20110624

Title: Comparative characterization, expression pattern and function analysis of the 12-oxo-phytodienoic acid reductase gene family in rice.

Journal: Plant cell reports 20110601

Title: Intronic T-DNA insertion renders Arabidopsis opr3 a conditional jasmonic acid-producing mutant.

Journal: Plant physiology 20110601

Title: Cell-specific visualization of jasmonates in wounded tomato and Arabidopsis leaves using jasmonate-specific antibodies.

Journal: The New phytologist 20110601

Title: Gene expression analysis of wounding-induced root-to-shoot communication in Arabidopsis thaliana.

Journal: Plant, cell & environment 20110501

Title: 12-oxo-phytodienoic acid accumulation during seed development represses seed germination in Arabidopsis.

Journal: The Plant cell 20110201

Title: 12-oxo-phytodienoic acid-glutathione conjugate is transported into the vacuole in Arabidopsis.

Journal: Plant & cell physiology 20110101

Title: Tissue specific diurnal rhythms of metabolites and their regulation during herbivore attack in a native tobacco, Nicotiana attenuata.

Journal: PloS one 20110101

Title: Biosynthesis of jasmonic acid in a plant pathogenic fungus, Lasiodiplodia theobromae.

Journal: Phytochemistry 20101201

Title: Stereoselective synthesis of epi-jasmonic acid, tuberonic acid, and 12-oxo-PDA.

Journal: Organic & biomolecular chemistry 20101121

Title: DONGLE and DEFECTIVE IN ANTHER DEHISCENCE1 lipases are not essential for wound- and pathogen-induced jasmonate biosynthesis: redundant lipases contribute to jasmonate formation.

Journal: Plant physiology 20100501

Title: Jasmonate and phytochrome A signaling in Arabidopsis wound and shade responses are integrated through JAZ1 stability.

Journal: The Plant cell 20100401

Title: Plants on constant alert: elevated levels of jasmonic acid and jasmonate-induced transcripts in caterpillar-resistant maize.

Journal: Journal of chemical ecology 20100201

Title: A rapid wound signal activates the systemic synthesis of bioactive jasmonates in Arabidopsis.

Journal: The Plant journal : for cell and molecular biology 20090901

Title: Plant oxylipins: plant responses to 12-oxo-phytodienoic acid are governed by its specific structural and functional properties.

Journal: The FEBS journal 20090901

Title: Plant oxylipins: the versatile functions of cyclic octadecanoids and jasmonates.

Journal: The FEBS journal 20090901

Title: Multidisciplinary approach to unravelling the relative contribution of different oxylipins in indirect defense of Arabidopsis thaliana.

Journal: Journal of chemical ecology 20090901

Title: Complementary action of jasmonic acid on salicylic acid in mediating fungal elicitor-induced flavonol glycoside accumulation of Ginkgo biloba cells.

Journal: Plant, cell & environment 20090801

Title: A peroxisome proliferator-activated receptor-gamma agonist and other constituents from Chromolaena odorata.

Journal: Planta medica 20090601

Title: Spodoptera littoralis-induced lectin expression in tobacco.

Journal: Plant & cell physiology 20090601

Title: A gall-inducing caterpillar species increases essential fatty acid content of its host plant without concomitant increases in phytohormone levels.

Journal: Molecular plant-microbe interactions : MPMI 20090501

Title: Molecular physiology of adventitious root formation in Petunia hybrida cuttings: involvement of wound response and primary metabolism.

Journal: The New phytologist 20090101

Title: Jasmonates act with salicylic acid to confer basal thermotolerance in Arabidopsis thaliana.

Journal: The New phytologist 20090101

Title: Impact of cyclopentenone-oxylipins on the proteome of Arabidopsis thaliana.

Journal: Biochimica et biophysica acta 20081201

Title: Resistance to Magnaporthe grisea in transgenic rice with suppressed expression of genes encoding allene oxide cyclase and phytodienoic acid reductase.

Journal: Biochemical and biophysical research communications 20081121

Title: Induction of the Arabidopsis PHO1;H10 gene by 12-oxo-phytodienoic acid but not jasmonic acid via a CORONATINE INSENSITIVE1-dependent pathway.

Journal: Plant physiology 20080601

Title: A plant oxylipin, 12-oxo-phytodienoic acid, inhibits proliferation of human breast cancer cells by targeting cyclin D1.

Journal: Breast cancer research and treatment 20080501

Title: The allene oxide cyclase family of Arabidopsis thaliana: localization and cyclization.

Journal: The FEBS journal 20080501

Title: Enzymatic, but not non-enzymatic, 1O2-mediated peroxidation of polyunsaturated fatty acids forms part of the EXECUTER1-dependent stress response program in the flu mutant of Arabidopsis thaliana.

Journal: The Plant journal : for cell and molecular biology 20080401

Title: Molecular mechanism of enzymatic allene oxide cyclization in plants.

Journal: Plant physiology and biochemistry : PPB 20080301

Title: General detoxification and stress responses are mediated by oxidized lipids through TGA transcription factors in Arabidopsis.

Journal: The Plant cell 20080301

Title: Maize 9-lipoxygenase ZmLOX3 controls development, root-specific expression of defense genes, and resistance to root-knot nematodes.

Journal: Molecular plant-microbe interactions : MPMI 20080101

Title: Iso-OPDA: an early precursor of cis-jasmone in plants?

Journal: Chembiochem : a European journal of chemical biology 20071217

Title: Functional identification and differential expression of 1-deoxy-D-xylulose 5-phosphate synthase in induced terpenoid resin formation of Norway spruce (Picea abies).

Journal: Plant molecular biology 20071001

Title: Jasmonate biosynthesis in Arabidopsis thaliana requires peroxisomal beta-oxidation enzymes--additional proof by properties of pex6 and aim1.

Journal: Phytochemistry 20070601

Title: Insect elicitors and exposure to green leafy volatiles differentially upregulate major octadecanoids and transcripts of 12-oxo phytodienoic acid reductases in Zea mays.

Journal: Molecular plant-microbe interactions : MPMI 20070601

Title: Rapid enzymatic isomerization of 12-oxophytodienoic acid in the gut of lepidopteran larvae.

Journal: Chembiochem : a European journal of chemical biology 20070122

Title: Preparative enzymatic solid phase synthesis of cis(+)-12-oxo-phytodienoic acid - physical interaction of AOS and AOC is not necessary.

Journal: Phytochemistry 20070101

Title: Visualization of dynamics of plant-pathogen interaction by novel combination of chlorophyll fluorescence imaging and statistical analysis: differential effects of virulent and avirulent strains of P. syringae and of oxylipins on A. thaliana.

Journal: Journal of experimental botany 20070101

Title: Structural requirements of jasmonates and synthetic analogues as inducers of Ca2+ signals in the nucleus and the cytosol of plant cells.

Journal: Angewandte Chemie (International ed. in English) 20070101

Title: Nonenzymatic lipid peroxidation reprograms gene expression and activates defense markers in Arabidopsis tocopherol-deficient mutants.

Journal: The Plant cell 20061201

Title: The role of EDS1 (enhanced disease susceptibility) during singlet oxygen-mediated stress responses of Arabidopsis.

Journal: The Plant journal : for cell and molecular biology 20060801

Title: Profiling of structurally labile oxylipins in plants by in situ derivatization with pentafluorobenzyl hydroxylamine.

Journal: Analytical biochemistry 20060115

Title: Hormone profiling in Arabidopsis.

Journal: Methods in molecular biology (Clifton, N.J.) 20060101

Title: 12-oxo-phytodienoic acid triggers expression of a distinct set of genes and plays a role in wound-induced gene expression in Arabidopsis.

Journal: Plant physiology 20051101

Title: Rice octadecanoid pathway.

Journal: Biochemical and biophysical research communications 20040423

Title: Coronalon: a powerful tool in plant stress physiology.

Journal: FEBS letters 20040409

Title: The allene oxide cyclase of barley (Hordeum vulgare L.)--cloning and organ-specific expression.

Journal: Phytochemistry 20040401

Title: Constitutive overexpression of allene oxide cyclase in tomato (Lycopersicon esculentum cv. Lukullus) elevates levels of some jasmonates and octadecanoids in flower organs but not in leaves.

Journal: Phytochemistry 20040401

Title: Occurrence of the allene oxide cyclase in different organs and tissues of Arabidopsis thaliana.

Journal: Phytochemistry 20031101

Title: Efficient total synthesis of 12-oxo-PDA and OPC-8:0.

Journal: The Journal of organic chemistry 20031003

Title: Arabidopsis mutants affected in the transcriptional control of allene oxide synthase, the enzyme catalyzing the entrance step in octadecanoid biosynthesis.

Journal: Planta 20030901

Title: Enzymes of jasmonate biosynthesis occur in tomato sieve elements.

Journal: Plant & cell physiology 20030601

Title: The role of octadecanoids and functional mimics in soybean defense responses.

Journal: Biological chemistry 20030301

Title: Cloning and characterization of a jasmonic acid-responsive gene encoding 12-oxophytodienoic acid reductase in suspension-cultured rice cells.

Journal: Planta 20030201

Title: Biosynthesis of 14,15-dehydro-12-oxo-phytodienoic acid and related cyclopentenones via the phytoprostane D(1) pathway.

Journal: Phytochemistry 20030201

Title: A new synthesis route to enantiomerically pure jasmonoids.

Journal: Angewandte Chemie (International ed. in English) 20021104

Title: Induction of jasmonate biosynthesis in arbuscular mycorrhizal barley roots.

Journal: Plant physiology 20021101

Title: A multiplex GC-MS/MS technique for the sensitive and quantitative single-run analysis of acidic phytohormones and related compounds, and its application to Arabidopsis thaliana.

Journal: Planta 20021101

Title: Cell death and salicylate- and jasmonate-dependent stress responses in Arabidopsis are controlled by single cet genes.

Journal: Planta 20021101

Title: Jasmonate is involved in the induction of tyrosine aminotransferase and tocopherol biosynthesis in Arabidopsis thaliana.

Journal: Planta 20021101

Title: Evidence supporting a role of jasmonic acid in Arabidopsis leaf senescence.

Journal: Plant physiology 20020301

Title: Plant defense in the absence of jasmonic acid.

Journal: Trends in plant science 20020101

Title: X-ray structure of 12-oxophytodienoate reductase 1 provides structural insight into substrate binding and specificity within the family of OYE.

Journal: Structure (London, England : 1993) 20010509

Title: Isolation and characterization of signal transduction mutants of Arabidopsis thaliana that constitutively activate the octadecanoid pathway and form necrotic microlesions.

Journal: The Plant journal : for cell and molecular biology 20010501

Title: Environmentally sensitive, SA-dependent defense responses in the cpr22 mutant of Arabidopsis.

Journal: The Plant journal : for cell and molecular biology 20010501

Title: Enzymes of the biosynthesis of octadecanoid-derived signalling molecules.

Journal: Journal of experimental botany 20010101

Title: Mechanistic aspects of biosynthesis of 12-oxo-10,15(Z)-phytodienoic acid and related oxylipins: effect of pH on cyclization of the oxides of allene (18:3 and 18:2).

Journal: Doklady. Biochemistry and biophysics 20010101

Title: Dinor-oxo-phytodienoic acid: a new hexadecanoid signal in the jasmonate family.

Journal: Proceedings of the National Academy of Sciences of the United States of America 19970916

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Tags:71606-07-0 Molecular Formula|71606-07-0 MDL|71606-07-0 SMILES|71606-07-0 2-Cyclopentene-1-octanoicacid, 4-oxo-5-(2Z)-2-penten-1-yl-, (1S,5R)-