Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C5H6O |
| Molecular Weight | 82.1005 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O=C1CCC=C1
InChI
InChIKey=BZKFMUIJRXWWQK-UHFFFAOYSA-N
InChI=1S/C5H6O/c6-5-3-1-2-4-5/h1,3H,2,4H2
| Molecular Formula | C5H6O |
| Molecular Weight | 82.1005 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Stereochemical and skeletal diversity arising from amino propargylic alcohols. | 2010-06-18 |
|
| Chemical and biochemical study of industrially produced San Simón da Costa smoked semi-hard cow's milk cheeses: Effects of storage under vacuum and different modified atmospheres. | 2010-05 |
|
| Highly endo-selective and enantioselective 1,3-dipolar cycloaddition of azomethine ylide with alpha-enones catalyzed by a silver(I)/ThioClickFerrophos complex. | 2010-04-16 |
|
| Marine pyrrolocarbazoles and analogues: synthesis and kinase inhibition. | 2009-12-01 |
|
| Effects of 15-deoxy-delta 12, 14-prostaglandin J2 on the expression of p53 in MCF-7 cells. | 2009-08 |
|
| Identification of advanced reaction products originating from the initial 4-oxo-2-nonenal-cysteine Michael adducts. | 2009-05 |
|
| Use of MEKC for the analysis of reactant and product of Baylis-Hillman reaction. | 2009-05 |
|
| Intermolecular antiselective and enantioselective reductive coupling of enones and aromatic aldehydes with chiral Rh(Phebox) catalysts. | 2009-02-19 |
|
| Synthesis and evaluation of guanidinyl pyrrolidines as bifunctional catalysts for enantioselective conjugate additions to cyclic enones. | 2009-01-21 |
|
| Gold-catalyzed hydrative carbocyclization of 1,5- and 1,6-diyn-3-ones via an oxygen transfer process. | 2008-11-07 |
|
| A rapid microwell fluorescence immunoassay for cellular protein detection. | 2008-09-22 |
|
| Matrix isolation studies of photochemical and thermal reactions of 3- and 5-membered cyclic hydrocarbons with CrCl2O2. | 2008-06-19 |
|
| Pro-apoptotic activity of cyclopentenone in cancer cells. | 2008-04-04 |
|
| Asymmetric Morita-Baylis-Hillman reaction of arylaldehydes with 2-cyclohexen-1-one catalyzed by chiral bis(thio)urea and DABCO. | 2008-03-20 |
|
| A general and regioselective synthesis of cyclopentenone derivatives through nickel(0)-mediated [3 + 2] cyclization of alkenyl Fischer carbene complexes and internal alkynes. | 2007-11-21 |
|
| N-heterocyclic carbene catalyzed aza-Morita-Baylis-Hillman reaction of cyclic enones with N-tosylarylimines. | 2007-09-14 |
|
| Jet-cooled phosphorescence excitation spectrum of the T1(n,pi*) <-- S0 transition of 2-cyclopenten-1-one. | 2007-08-30 |
|
| Metal-catalyzed chemoselective cycloisomerization of cis-2,4-dien-1-als to 3-cyclopentenones and 4-alkylidene-3,4-dihydro-2H-pyrans. | 2006-07-06 |
|
| The cyclopentenone 15-deoxy-delta(12,14)-prostaglandin J2 inhibits G1/S transition and retinoblastoma protein phosphorylation in immortalized lymphocytes from Alzheimer's disease patients. | 2005-10 |
|
| New silicon-mediated, sequential ring expansions of n-sized 2-cycloalkenones into hydroxyolefinic n + m + p medium-sized lactones: short synthesis of (-)-phoracantholide-J. | 2005-09-15 |
|
| Phenols, quinolines, indoles, benzene, and 2-cyclopenten-1-ones are oviductal toxicants in cigarette smoke. | 2005-07 |
|
| Stereoselective Nazarov cyclizations of bridged bicyclic dienones. | 2005-06-23 |
|
| 3,3a-Dihydrocyclopenta[b]chromen-1(2H)-ones from the reaction of salicylaldehyde and 2-cyclopenten-1-one. | 2005-05 |
|
| Effects of cyclopentenone prostaglandins on the expression of heme oxygenase-1 in MCF-7 cells. | 2004-12 |
|
| Protein thiol modification by 15-deoxy-Delta12,14-prostaglandin J2 addition in mesangial cells: role in the inhibition of pro-inflammatory genes. | 2004-11 |
|
| Theoretical study of the vinyl allene oxide to cyclopent-2-en-1-one rearrangement: mechanism, torquoselectivity and solvent effects. | 2004-05-28 |
|
| 15d-PGJ2 inhibits oxidized LDL-induced macrophage proliferation by inhibition of GM-CSF production via inactivation of NF-kappaB. | 2004-02-13 |
|
| Straightforward asymmetric entry to highly functionalized 3-substituted 3-hydroxy-beta-lactams via Baylis-Hillman or bromoallylation reactions. | 2004-02-06 |
|
| New Fischer carbene complexes of rhodium(i): preparation and 2-cyclopentenone ring synthesis by annelation to alkynes. | 2004-01-21 |
|
| Practical synthesis of D- and l-2-cyclopentenone and their utility for the synthesis of carbocyclic antiviral nucleosides against orthopox viruses (smallpox, monkeypox, and cowpox virus). | 2003-11-14 |
|
| Urease inhibitory activity of simple alpha,beta-unsaturated ketones. | 2003-10-24 |
|
| Practical synthesis of D-cyclopent-2-enone, the key intermediate of carbocyclic nucleosides. | 2003-10-21 |
|
| 2-Cyclopenten-1-one and prostaglandin J2 reduce restenosis after balloon angioplasty in rats: role of NF-kappaB. | 2003-10-09 |
|
| The stereochemistry of the thermal cheletropic decarbonylation of 3-cyclopentenone as determined by multiphoton infrared photolysis/thermolysis. | 2003-07-16 |
|
| Anti-inflammatory activity of 15-deoxy-delta12,14-PGJ2 and 2-cyclopenten-1-one: role of the heat shock response. | 2003-07 |
|
| Antiviral activity of cyclopentenyl nucleosides against orthopox viruses (Smallpox, monkeypox and cowpox). | 2003-01-06 |
|
| Acyl-lithiation of olefins: formation of cyclopentenones from 1-lithio-butadienes and CO. | 2002-12-26 |
|
| Photodimerisation of enones in a clay microenvironment. | 2002-12 |
|
| Hemilabile amidomonophosphine ligand-rhodium(I) complex-catalyzed asymmetric 1,4-addition of arylboronic acids to cycloalkenones. | 2002-07-31 |
|
| Systematic studies on structure and physiological activity of cyclic alpha-keto enamines, a novel class of "cooling" compounds. | 2001-11 |
|
| Highly regio- and stereoselective 1,1-cycloaddition of carbon monoxide with 1,4-dilithio-1,3-dienes. Novel synthetic methods for 3-cyclopenten-1-one derivatives. | 2001-10-24 |
|
| Synthesis of a muscarinic receptor antagonist via a diastereoselective Michael reaction, selective deoxyfluorination and aromatic metal-halogen exchange reaction. | 2001-10-05 |
|
| Lewis base effects in the Baylis-Hillman reaction of imines with cyclohex-2-en-1-one and cyclopent-2-en-1-one. | 2001-09-21 |
|
| Discovery of a new efficient chiral ligand for copper-catalyzed enantioselective Michael additions by high-throughput screening of a parallel library. | 2001-06-18 |
|
| Change of the reaction pattern by methodological variations in a multicomponent assembly promoted by Ni complexes. | 2001-04-01 |
|
| Differential effects of 15-deoxy-delta(12,14)-prostaglandin J2 and a peroxisome proliferator-activated receptor gamma agonist on macrophage activation. | 2001-04 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:20:36 GMT 2025
by
admin
on
Mon Mar 31 19:20:36 GMT 2025
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| Record UNII |
Q0U2IGF9CK
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| Record Status |
Validated (UNII)
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| Record Version |
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DTXSID60870802
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930-30-3
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73117
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Cyclopentenone
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Q0U2IGF9CK
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213-213-0
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13588
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