U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of 4H-PYRAN-4-ONE

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

Molecular Formula C5H4O2
Molecular Weight 96.0841
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Mariannaepyrone--a new inhibitor of thromboxane A2 induced platelet aggregation.
2001 Jan-Feb
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
Terpenoids and gamma-pyrone derivatives from Prangos tschimganica.
2001 May
[Use of crystal conversion reactions in the synthesis of pentacyclic alkaloid analogues].
2001 Oct
Stability of the new antileukemic 4-pyranone derivative, BTMP, using HPLC and LC-MS analyses.
2002 Apr
Coumarins and gamma-pyrone derivatives from Prangos pabularia: antibacterial activity and inhibition of cytokine release.
2002 Mar
Microsphaerones A and B, two novel gamma-pyrone derivatives from the sponge-derived fungus Microsphaeropsis sp.
2002 May
Chemical and anti-platelet constituents from Formosan Zanthoxylum simulans.
2002 Nov
New analgesic and antiinflammatory agents 4(1H)-pyridinone derivatives.
2002 Oct
Effects of 1,4-dihydropyridine derivatives (cerebrocrast, gammapyrone, glutapyrone, and diethone) on mitochondrial bioenergetics and oxidative stress: a comparative study.
2003 Aug
A new dual inhibitor of arachidonate metabolism isolated from Helichrysum italicum.
2003 Jan 24
Gamma-pyrone derivatives, kojic acid methyl ethers from a marine-derived fungus Alternaria [correction of Altenaria] sp.
2003 Jul
Divergent evolution of flavonoid 2-oxoglutarate-dependent dioxygenases in parsley.
2003 Jun 5
Peyssonenynes a and B, novel enediyne oxylipins with DNA methyl transferase inhibitory activity from the red marine alga peyssonneliacaulifera.
2004 Jun
Synthesis and evaluation of anticonvulsant and antimicrobial activities of 3-hydroxy-6-methyl-2-substituted 4h-pyran-4-one derivatives.
2004 May
2,3-diarylpyran-4-ones: a new series of selective cyclooxygenase-2 inhibitors.
2004 May 3
Efficient Baylis-Hillman reactions of cyclic enones in methanol as catalyzed by methoxide anion.
2004 Nov 26
Photochemical relationships in Sacoglossan polypropionates.
2005 Apr
Enantioselective total synthesis of (-)-candelalide A, a novel blocker of the voltage-gated potassium channel Kv1.3 for an immunosuppressive agent.
2005 Aug 18
Reactions of 3-formylchromone with active methylene and methyl compounds and some subsequent reactions of the resulting condensation products.
2005 Aug 31
DPPH radical-scavenging compounds from dou-chi, a soybean fermented food.
2005 May
Novel nitrogen-fixing Acetobacter nitrogenifigens sp. nov., isolated from Kombucha tea.
2006 Aug
Berkelic acid, a novel spiroketal with selective anticancer activity from an acid mine waste fungal extremophile.
2006 Jul 7
Study of the interaction of 1,4-dihydropyridine derivatives with glucocorticoid hormone receptors from the rat liver.
2006 Jul-Aug
[Natural derivatives of 4H-pyran-4-one].
2006 Mar
Gamma-pyranone derivatives and other constituents from Erigeron annuus.
2006 May
Triplet photosensitization in cyercene A and related pyrones.
2006 May 1
Isolation and structure elucidation of neofusapyrone from a marine-derived Fusarium species, and structural revision of fusapyrone and deoxyfusapyrone.
2006 Nov
Carbonarones A and B, new bioactive gamma-Pyrone and alpha-Pyridone derivatives from the marine-derived fungus Aspergillus carbonarius.
2007 Feb
Lepidepyrone, a new gamma-pyrone derivative, from Neolentinus lepideus, inhibits hyaluronidase.
2007 Jun
ATM activation accompanies histone H2AX phosphorylation in A549 cells upon exposure to tobacco smoke.
2007 Jun 26
Identification of the products of oxidation of quercetin by air oxygen at ambient temperature.
2007 Mar 27
Erigeroflavanone, a flavanone derivative from the flowers of Erigeron annuus with protein glycation and aldose reductase inhibitory activity.
2008 Apr
Structure revision and synthesis of a novel labdane diterpenoid from Zingiber ottensii.
2008 Aug 21
Synthesis of pluraflavin A "aglycone".
2008 Dec 10
Phosphorescence excitation spectrum of the T(1)(n,pi*)<--S(0) transition of 4H-pyran-4-one.
2008 Mar 14
Enantioselective total synthesis of (-)-candelalides A, B and C: potential Kv1.3 blocking immunosuppressive agents.
2009
Genistein-3'-sulfonic acid dihydrate.
2009 Apr 30
Thromboxane A2 receptor antagonism by flavonoids: structure-activity relationships.
2009 Feb 25
Gamma-pyrone natural products--a privileged compound class provided by nature.
2009 Mar 15
Synthesis and anticonvulsant activity of new kojic acid derivatives.
2010
Total synthesis of lehualide B by allylic alcohol-alkyne reductive cross-coupling.
2010 Aug 25
Oxygen-dependent fragmentation reactions during the degradation of 1-deoxy-D-erythro-hexo-2,3-diulose.
2010 May 12
Parvovirus minute virus of mice induces a DNA damage response that facilitates viral replication.
2010 Oct 7
A study of cytotoxicity of novel chlorokojic acid derivatives with their antimicrobial and antiviral activities.
2010 Sep
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:07:08 UTC 2023
Edited
by admin
on Fri Dec 15 18:07:08 UTC 2023
Record UNII
UJ7X07IM7Z
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
4H-PYRAN-4-ONE
Systematic Name English
Code System Code Type Description
CAS
108-97-4
Created by admin on Fri Dec 15 18:07:08 UTC 2023 , Edited by admin on Fri Dec 15 18:07:08 UTC 2023
PRIMARY
PUBCHEM
7968
Created by admin on Fri Dec 15 18:07:08 UTC 2023 , Edited by admin on Fri Dec 15 18:07:08 UTC 2023
PRIMARY
ECHA (EC/EINECS)
203-634-8
Created by admin on Fri Dec 15 18:07:08 UTC 2023 , Edited by admin on Fri Dec 15 18:07:08 UTC 2023
PRIMARY
EPA CompTox
DTXSID20148352
Created by admin on Fri Dec 15 18:07:08 UTC 2023 , Edited by admin on Fri Dec 15 18:07:08 UTC 2023
PRIMARY
CHEBI
37966
Created by admin on Fri Dec 15 18:07:08 UTC 2023 , Edited by admin on Fri Dec 15 18:07:08 UTC 2023
PRIMARY
SMS_ID
300000008761
Created by admin on Fri Dec 15 18:07:08 UTC 2023 , Edited by admin on Fri Dec 15 18:07:08 UTC 2023
PRIMARY
WIKIPEDIA
4-Pyrone
Created by admin on Fri Dec 15 18:07:08 UTC 2023 , Edited by admin on Fri Dec 15 18:07:08 UTC 2023
PRIMARY
FDA UNII
UJ7X07IM7Z
Created by admin on Fri Dec 15 18:07:08 UTC 2023 , Edited by admin on Fri Dec 15 18:07:08 UTC 2023
PRIMARY