4H-PYRAN-4-ONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C5H4O2
Molecular Weight	96.0841
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=C1C=COC=C1

InChI

InChIKey=CVQUWLDCFXOXEN-UHFFFAOYSA-N

InChI=1S/C5H4O2/c6-5-1-3-7-4-2-5/h1-4H

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Mariannaepyrone--a new inhibitor of thromboxane A2 induced platelet aggregation.	2001 Jan-Feb	11302199
Nucleophilic substitution by a hydroxide ion at a vinylic carbon: ab initio and density functional theory studies on methoxyethene, 3-methoxypropenal, 2,3-dihydro-4H-pyran-4-one, and 4H-pyran-4-one.	2001 Jul 27	11463247
Terpenoids and gamma-pyrone derivatives from Prangos tschimganica.	2001 May	11336255
[Use of crystal conversion reactions in the synthesis of pentacyclic alkaloid analogues].	2001 Oct	11961892
Stability of the new antileukemic 4-pyranone derivative, BTMP, using HPLC and LC-MS analyses.	2002 Apr	11998445
Coumarins and gamma-pyrone derivatives from Prangos pabularia: antibacterial activity and inhibition of cytokine release.	2002 Mar	11867097
Microsphaerones A and B, two novel gamma-pyrone derivatives from the sponge-derived fungus Microsphaeropsis sp.	2002 May	12027766
Chemical and anti-platelet constituents from Formosan Zanthoxylum simulans.	2002 Nov	12409024
New analgesic and antiinflammatory agents 4(1H)-pyridinone derivatives.	2002 Oct	12446041
Effects of 1,4-dihydropyridine derivatives (cerebrocrast, gammapyrone, glutapyrone, and diethone) on mitochondrial bioenergetics and oxidative stress: a comparative study.	2003 Aug	16120344
A new dual inhibitor of arachidonate metabolism isolated from Helichrysum italicum.	2003 Jan 24	12559384
Gamma-pyrone derivatives, kojic acid methyl ethers from a marine-derived fungus Alternaria [correction of Altenaria] sp.	2003 Jul	12934644
Divergent evolution of flavonoid 2-oxoglutarate-dependent dioxygenases in parsley.	2003 Jun 5	12782296
Peyssonenynes a and B, novel enediyne oxylipins with DNA methyl transferase inhibitory activity from the red marine alga peyssonneliacaulifera.	2004 Jun	15217284
Synthesis and evaluation of anticonvulsant and antimicrobial activities of 3-hydroxy-6-methyl-2-substituted 4h-pyran-4-one derivatives.	2004 May	15095421
2,3-diarylpyran-4-ones: a new series of selective cyclooxygenase-2 inhibitors.	2004 May 3	15081007
Efficient Baylis-Hillman reactions of cyclic enones in methanol as catalyzed by methoxide anion.	2004 Nov 26	15549815
Photochemical relationships in Sacoglossan polypropionates.	2005 Apr	15844933
Enantioselective total synthesis of (-)-candelalide A, a novel blocker of the voltage-gated potassium channel Kv1.3 for an immunosuppressive agent.	2005 Aug 18	16092865
Reactions of 3-formylchromone with active methylene and methyl compounds and some subsequent reactions of the resulting condensation products.	2005 Aug 31	18007363
DPPH radical-scavenging compounds from dou-chi, a soybean fermented food.	2005 May	15914921
Novel nitrogen-fixing Acetobacter nitrogenifigens sp. nov., isolated from Kombucha tea.	2006 Aug	16902028
Berkelic acid, a novel spiroketal with selective anticancer activity from an acid mine waste fungal extremophile.	2006 Jul 7	16808526
Study of the interaction of 1,4-dihydropyridine derivatives with glucocorticoid hormone receptors from the rat liver.	2006 Jul-Aug	16963802
[Natural derivatives of 4H-pyran-4-one].	2006 Mar	16570581
Gamma-pyranone derivatives and other constituents from Erigeron annuus.	2006 May	16724550
Triplet photosensitization in cyercene A and related pyrones.	2006 May 1	16481191
Isolation and structure elucidation of neofusapyrone from a marine-derived Fusarium species, and structural revision of fusapyrone and deoxyfusapyrone.	2006 Nov	17256469
Carbonarones A and B, new bioactive gamma-Pyrone and alpha-Pyridone derivatives from the marine-derived fungus Aspergillus carbonarius.	2007 Feb	17420566
Lepidepyrone, a new gamma-pyrone derivative, from Neolentinus lepideus, inhibits hyaluronidase.	2007 Jun	17617697
ATM activation accompanies histone H2AX phosphorylation in A549 cells upon exposure to tobacco smoke.	2007 Jun 26	17594478
Identification of the products of oxidation of quercetin by air oxygen at ambient temperature.	2007 Mar 27	17851419
Erigeroflavanone, a flavanone derivative from the flowers of Erigeron annuus with protein glycation and aldose reductase inhibitory activity.	2008 Apr	18298080
Structure revision and synthesis of a novel labdane diterpenoid from Zingiber ottensii.	2008 Aug 21	18616256
Synthesis of pluraflavin A "aglycone".	2008 Dec 10	19049469
Phosphorescence excitation spectrum of the T(1)(n,pi*)<--S(0) transition of 4H-pyran-4-one.	2008 Mar 14	18345893
Enantioselective total synthesis of (-)-candelalides A, B and C: potential Kv1.3 blocking immunosuppressive agents.	2009	19191240
Genistein-3'-sulfonic acid dihydrate.	2009 Apr 30	21583946
Thromboxane A2 receptor antagonism by flavonoids: structure-activity relationships.	2009 Feb 25	19182941
Gamma-pyrone natural products--a privileged compound class provided by nature.	2009 Mar 15	19042133
Synthesis and anticonvulsant activity of new kojic acid derivatives.	2010	20184223
Total synthesis of lehualide B by allylic alcohol-alkyne reductive cross-coupling.	2010 Aug 25	20681603
Oxygen-dependent fragmentation reactions during the degradation of 1-deoxy-D-erythro-hexo-2,3-diulose.	2010 May 12	20441226
Parvovirus minute virus of mice induces a DNA damage response that facilitates viral replication.	2010 Oct 7	20949077
A study of cytotoxicity of novel chlorokojic acid derivatives with their antimicrobial and antiviral activities.	2010 Sep	20591538

Patents

Name

Type

Language

4H-PYRAN-4-ONE

Systematic Name

English

Code System Code Type Description

CAS

108-97-4