2H-PYRAN-2-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=C1OC=CC=C1

InChI

InChIKey=ZPSJGADGUYYRKE-UHFFFAOYSA-N

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

Title	Date	PubMed
Effects of 2,3-diketo-L-gulonic acid on the oxidation of yolk lipoprotein.	2001 Mar	11330674
Synthesis and in vitro studies of pyrone derivatives as scavengers of active oxygen species.	2001 Nov	11765588
Catalytic, asymmetric trans-selective hetero Diels-Alder reactions using a chiral zirconium complex.	2002 Apr 4	11922823
First total syntheses of the phytotoxins solanapyrones D and E via the domino Michael protocol.	2002 Aug 23	12182630
Novel tricyclic pyrone compounds prevent intracellular APP C99-induced cell death.	2002 Aug-Oct	12212794
Structure of sch 419560, a novel alpha-pyrone antibiotic produced by Pseudomonas fluorescens.	2002 Feb	12003005
K(2)CO(3)-catalyzed Michael addition-lactonization reaction of 1,2-allenyl ketones with electron-withdrawing group substituted acetates. An efficient synthesis of alpha-pyrone derivatives.	2002 Feb 21	11843577
Time resolved fluorescence spectroscopy of quercetin and morin complexes with Al3+.	2002 Jan 1	11808653
Three pyrone glucosidic derivatives from Conyza albida.	2002 Jul	12143010
Isolation and structure of a 20,21-epoxybufenolide series from "Ch'an Su".	2002 Jul	12141860
Glucuronidation of statins in animals and humans: a novel mechanism of statin lactonization.	2002 May	11950779
Stereocontrolled diels-alder cycloadditions of sugar-derived dihydropyranones with dienes.	2002 Nov 1	12398511
Total synthesis of rhizoxin D, a potent antimitotic agent from the fungus Rhizopus chinensis.	2002 Nov 1	12398499
Intramolecular reaction of a phenonium ion. Novel lactonization of 4-aryl-5-tosyloxypentanoates and 4-aryl-5-tosyloxyhexanoates concomitant with a phenyl rearrangement.	2002 Sep 20	12227789
Chiral hetero Diels-Alder products by enantioselective and diastereoselective zirconium catalysis. Scope, limitation, mechanism, and application to the concise synthesis of (+)-Prelactone C and (+)-9-deoxygoniopypyrone.	2003 Apr 2	12656612
Novel pyrone side tetracyclic psoralen derivatives: synthesis and photobiological evaluation.	2003 Aug 28	12930143
Novel alpha-pyrones produced by a marine Pseudomonas sp. F92S91: taxonomy and biological activities.	2003 Dec	15015731
Kinetic study of the oxidation of quercetin by mushroom tyrosinase.	2003 Dec 17	14664545
Studies on 2'-alpha-C-carboxyalkyl nucleosides and their application to a stereocontrolled nucleobase exchange process.	2003 Jan 7	12929398
[Unusual transformation in a series of native chlorins under the effect of dichlorodicyanbenzquinone].	2003 Jan-Feb	12659002
The synthesis of deoxyfusapyrone. 2. Preparation of the bis-trisubstituted olefin fragment and its attachment to the pyrone moiety.	2003 Jul 11	12839448
6-Alkyl, alkoxy, or alkylthio-substituted 3-(4-methanesulfonylphenyl)-4-phenylpyran-2-ones: a novel class of diarylheterocyclic selective cyclooxygenase-2 inhibitors.	2003 Jul 7	12798335
Viridepyronone, a new antifungal 6-substituted 2H-pyran-2-one produced by Trichoderma viride.	2003 Nov 19	14611154
Placidenes C-F, novel alpha-pyrone propionates from the Mediterranean sacoglossan Placida dendritica.	2003 Oct	14575447
Highly diastereoselective hydrogenations leading to beta-hydroxy delta-lactones in hydroxy-protected form. A modified view of delta-lactone conformations.	2003 Oct 1	14505416
Zooxanthellamide B, a novel large polyhydroxy metabolite from a marine dinoflagellate of Symbiodinium sp.	2004 Apr	15118333
Inhibition of pancreatic cholesterol esterase reduces cholesterol absorption in the hamster.	2004 Apr 19	15096274
Furocoumarins in medicinal chemistry. Synthesis, natural occurrence and biological activity.	2004 Dec	15579011
Cytotoxic flavonoids and alpha-pyrones from Cryptocarya obovata.	2004 May	15165150
Facile one-step synthesis of beta-alkoxy lactone via sequential lactonization and 1,4-addition of alkoxide group: total synthesis of all stereoisomers of dihydrokawain-5-ol.	2004 May 14	15132552
Precise structural elucidation of dehydroaltenusin, a specific inhibitor of mammalian DNA polymerase alpha.	2004 Oct 15	15388163
The chafer pheromone buibuilactone and ant pyrazines are also produced by marine bacteria.	2005 Apr	16124260
Synthesis of the putative structure of tridachiahydropyrone.	2005 Apr 14	15816757
A gamma-lactone form nafuredin, nafuredin-gamma, also inhibits helminth complex I.	2005 Jan	15813180
Aurovertin E, a new polyene pyrone from the basidiomycete Albatrellus confluens.	2005 Jun	16156519
Applications of the amino-Cope rearrangement: synthesis of tetrahydropyran, delta-lactone and piperidine targets.	2005 Mar 7	15731867
Diastereoselective annulation of 4-hydroxypyran-2H-ones with enantiopure 2,3-dideoxy-alpha,beta-unsaturated sugar aldehydes derived from respective glycals.	2005 May 23	15854598
Covalent attachment of the plant natural product naringenin to small glass and ceramic beads.	2005 Oct 10	16216122
Photoreaction of skin-sensitizing trimethyl psoralen with lipid membrane models.	2005 Sep-Oct	15882092

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:03:17 GMT 2023` Edited by `admin` on `Fri Dec 15 18:03:17 GMT 2023`
Record UNII	8WW45I202V
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

2H-PYRAN-2-ONE

Systematic Name

English

Code System Code Type Description

CAS

504-31-4