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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
Parvovirus minute virus of mice induces a DNA damage response that facilitates viral replication.
2010-10-07
A study of cytotoxicity of novel chlorokojic acid derivatives with their antimicrobial and antiviral activities.
2010-09
Total synthesis of lehualide B by allylic alcohol-alkyne reductive cross-coupling.
2010-08-25
Oxygen-dependent fragmentation reactions during the degradation of 1-deoxy-D-erythro-hexo-2,3-diulose.
2010-05-12
Synthesis and anticonvulsant activity of new kojic acid derivatives.
2010
Genistein-3'-sulfonic acid dihydrate.
2009-04-30
Gamma-pyrone natural products--a privileged compound class provided by nature.
2009-03-15
Thromboxane A2 receptor antagonism by flavonoids: structure-activity relationships.
2009-02-25
Enantioselective total synthesis of (-)-candelalides A, B and C: potential Kv1.3 blocking immunosuppressive agents.
2009
Synthesis of pluraflavin A "aglycone".
2008-12-10
Structure revision and synthesis of a novel labdane diterpenoid from Zingiber ottensii.
2008-08-21
Erigeroflavanone, a flavanone derivative from the flowers of Erigeron annuus with protein glycation and aldose reductase inhibitory activity.
2008-04
Phosphorescence excitation spectrum of the T(1)(n,pi*)<--S(0) transition of 4H-pyran-4-one.
2008-03-14
ATM activation accompanies histone H2AX phosphorylation in A549 cells upon exposure to tobacco smoke.
2007-06-26
Lepidepyrone, a new gamma-pyrone derivative, from Neolentinus lepideus, inhibits hyaluronidase.
2007-06
Identification of the products of oxidation of quercetin by air oxygen at ambient temperature.
2007-03-27
Carbonarones A and B, new bioactive gamma-Pyrone and alpha-Pyridone derivatives from the marine-derived fungus Aspergillus carbonarius.
2007-02
Isolation and structure elucidation of neofusapyrone from a marine-derived Fusarium species, and structural revision of fusapyrone and deoxyfusapyrone.
2006-11
Novel nitrogen-fixing Acetobacter nitrogenifigens sp. nov., isolated from Kombucha tea.
2006-08
Berkelic acid, a novel spiroketal with selective anticancer activity from an acid mine waste fungal extremophile.
2006-07-07
Triplet photosensitization in cyercene A and related pyrones.
2006-05-01
Gamma-pyranone derivatives and other constituents from Erigeron annuus.
2006-05
[Natural derivatives of 4H-pyran-4-one].
2006-03
Reactions of 3-formylchromone with active methylene and methyl compounds and some subsequent reactions of the resulting condensation products.
2005-08-31
Study of the interaction of 1,4-dihydropyridine derivatives with glucocorticoid hormone receptors from the rat liver.
2005-08-29
Enantioselective total synthesis of (-)-candelalide A, a novel blocker of the voltage-gated potassium channel Kv1.3 for an immunosuppressive agent.
2005-08-18
DPPH radical-scavenging compounds from dou-chi, a soybean fermented food.
2005-05
Photochemical relationships in Sacoglossan polypropionates.
2005-04
Efficient Baylis-Hillman reactions of cyclic enones in methanol as catalyzed by methoxide anion.
2004-11-26
Peyssonenynes a and B, novel enediyne oxylipins with DNA methyl transferase inhibitory activity from the red marine alga peyssonneliacaulifera.
2004-06
2,3-diarylpyran-4-ones: a new series of selective cyclooxygenase-2 inhibitors.
2004-05-03
Synthesis and evaluation of anticonvulsant and antimicrobial activities of 3-hydroxy-6-methyl-2-substituted 4h-pyran-4-one derivatives.
2004-05
Effects of 1,4-dihydropyridine derivatives (cerebrocrast, gammapyrone, glutapyrone, and diethone) on mitochondrial bioenergetics and oxidative stress: a comparative study.
2003-08
Gamma-pyrone derivatives, kojic acid methyl ethers from a marine-derived fungus Alternaria [correction of Altenaria] sp.
2003-07
Divergent evolution of flavonoid 2-oxoglutarate-dependent dioxygenases in parsley.
2003-06-05
A new dual inhibitor of arachidonate metabolism isolated from Helichrysum italicum.
2003-01-24
Chemical and anti-platelet constituents from Formosan Zanthoxylum simulans.
2002-11
New analgesic and antiinflammatory agents 4(1H)-pyridinone derivatives.
2002-10
Microsphaerones A and B, two novel gamma-pyrone derivatives from the sponge-derived fungus Microsphaeropsis sp.
2002-05
Stability of the new antileukemic 4-pyranone derivative, BTMP, using HPLC and LC-MS analyses.
2002-04
Coumarins and gamma-pyrone derivatives from Prangos pabularia: antibacterial activity and inhibition of cytokine release.
2002-03
[Use of crystal conversion reactions in the synthesis of pentacyclic alkaloid analogues].
2001-10
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.
2001-07-27
Terpenoids and gamma-pyrone derivatives from Prangos tschimganica.
2001-05
Mariannaepyrone--a new inhibitor of thromboxane A2 induced platelet aggregation.
2001-04-17
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:02:52 GMT 2025
Edited
by admin
on Mon Mar 31 19:02:52 GMT 2025
Record UNII
UJ7X07IM7Z
Record Status Validated (UNII)
Record Version
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Name Type Language
4H-PYRAN-4-ONE
Preferred Name English
Code System Code Type Description
CAS
108-97-4
Created by admin on Mon Mar 31 19:02:52 GMT 2025 , Edited by admin on Mon Mar 31 19:02:52 GMT 2025
PRIMARY
PUBCHEM
7968
Created by admin on Mon Mar 31 19:02:52 GMT 2025 , Edited by admin on Mon Mar 31 19:02:52 GMT 2025
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ECHA (EC/EINECS)
203-634-8
Created by admin on Mon Mar 31 19:02:52 GMT 2025 , Edited by admin on Mon Mar 31 19:02:52 GMT 2025
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EPA CompTox
DTXSID20148352
Created by admin on Mon Mar 31 19:02:52 GMT 2025 , Edited by admin on Mon Mar 31 19:02:52 GMT 2025
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CHEBI
37966
Created by admin on Mon Mar 31 19:02:52 GMT 2025 , Edited by admin on Mon Mar 31 19:02:52 GMT 2025
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SMS_ID
300000008761
Created by admin on Mon Mar 31 19:02:52 GMT 2025 , Edited by admin on Mon Mar 31 19:02:52 GMT 2025
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WIKIPEDIA
4-Pyrone
Created by admin on Mon Mar 31 19:02:52 GMT 2025 , Edited by admin on Mon Mar 31 19:02:52 GMT 2025
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FDA UNII
UJ7X07IM7Z
Created by admin on Mon Mar 31 19:02:52 GMT 2025 , Edited by admin on Mon Mar 31 19:02:52 GMT 2025
PRIMARY