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
Experimental study on the thermal oxidation of 2-chlorophenol in air over the temperature range 450-900 degrees C.	2006-03	16213547
Preclinical pharmacokinetics and metabolism of a novel prototype DNA-PK inhibitor NU7026.	2005-10-31	16249792
Potent, selective pyrone-based inhibitors of stromelysin-1.	2005-10-19	16218585
Covalent attachment of the plant natural product naringenin to small glass and ceramic beads.	2005-10-10	16216122
On the pyrolysis mechanism of 2-pyranones and 2-pyranthiones: thermally induced ground electronic state chemistry of pyran-2-thione.	2005-09-16	16149802
Novel and stereocontrolled synthesis of (+/-)-tetrodotoxin from myo-inositol.	2005-09-16	16149776
Synthesis of the aglycones of altromycins and kidamycin from a common intermediate.	2005-08-18	16092833
Stereoselective synthesis of c3-c12 dihydropyran portion of antitumor laulimalide using copper-catalyzed oxonium ylide formation-[2,3] shift.	2005-08	16079533
Koniamborine, the first pyrano[3,2-b]indole alkaloid and other secondary metabolites from Boronella koniambiensis.	2005-07	16038554
Aurovertin E, a new polyene pyrone from the basidiomycete Albatrellus confluens.	2005-06	16156519
2-Pyrone natural products and mimetics: isolation, characterisation and biological activity.	2005-06	16010346
Diastereoselective annulation of 4-hydroxypyran-2H-ones with enantiopure 2,3-dideoxy-alpha,beta-unsaturated sugar aldehydes derived from respective glycals.	2005-05-23	15854598
Photoreaction of skin-sensitizing trimethyl psoralen with lipid membrane models.	2005-05-11	15882092
Synthesis of the putative structure of tridachiahydropyrone.	2005-04-14	15816757
The chafer pheromone buibuilactone and ant pyrazines are also produced by marine bacteria.	2005-04	16124260
Macrophomate synthase: QM/MM simulations address the Diels-Alder versus Michael-Aldol reaction mechanism.	2005-03-16	15755179
Applications of the amino-Cope rearrangement: synthesis of tetrahydropyran, delta-lactone and piperidine targets.	2005-03-07	15731867
Exploiting the reaction flexibility of a type III polyketide synthase through in vitro pathway manipulation.	2005-01-12	15631450
A gamma-lactone form nafuredin, nafuredin-gamma, also inhibits helminth complex I.	2005-01	15813180
1H chemical shifts in NMR. Part 21--prediction of the 1H chemical shifts of molecules containing the ester group: a modelling and ab initio investigation.	2005-01	15390026
Asymmetric total syntheses of (+)-mycoepoxydiene and related natural product (-)-1893A: application of one-pot ring-opening/cross/ring-closing metathesis to construct their 9-oxabicyclo[4.2.1]nona-2,4-diene skeleton.	2004-12-10	15575759
X-ray investigations of bicyclic alpha-methylene-delta-valerolactones. II. (4aS,8aS)-4a-methyl-3-methyleneperhydrochromen-2-one.	2004-12	15579977
Furocoumarins in medicinal chemistry. Synthesis, natural occurrence and biological activity.	2004-12	15579011
Enantioselective catalysis of the hetero-Diels-Alder reaction between Brassard's diene and aldehydes by hydrogen-bonding activation: a one-step synthesis of (S)-(+)-dihydrokawain.	2004-11-19	15487027
(4R,4aR,6S,7S,7aS)-6-Hydroxy-7-hydroxymethyl-4-methylperhydrocyclopenta[c]pyran-1-one chloroform solvate from Valeriana laxiflora.	2004-11	15528817
Precise structural elucidation of dehydroaltenusin, a specific inhibitor of mammalian DNA polymerase alpha.	2004-10-15	15388163
Design, synthesis, and structure-activity relationship studies of 3,4,6-triphenylpyran-2-ones as selective cyclooxygenase-2 inhibitors.	2004-07-29	15267236
New beginnings for matrix metalloproteinase inhibitors: identification of high-affinity zinc-binding groups.	2004-07-14	15237990
Interconvertions between delta-lactam and delta-lactone derivatives initiated by unique transannular interactions of the rigid cyclohexane boat structure in pentacycloundecane.	2004-07-09	15230619
Structure of macrophomate synthase.	2004-07	15213379
Structure-activity relationships of derivatives of fusapyrone, an antifungal metabolite of Fusarium semitectum.	2004-05-19	15137845
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.	2004-05-14	15132552
Cytotoxic flavonoids and alpha-pyrones from Cryptocarya obovata.	2004-05	15165150
Inhibition of pancreatic cholesterol esterase reduces cholesterol absorption in the hamster.	2004-04-19	15096274
Formal total synthesis of (-)-apicularen A via transannular conjugate addition.	2004-04-15	15070319
Zooxanthellamide B, a novel large polyhydroxy metabolite from a marine dinoflagellate of Symbiodinium sp.	2004-04	15118333
Stereocontrolled synthesis of the C21-C38 fragment of the unnatural enantiomer of the antibiotic nystatin A1.	2004-03-19	15034898
Analysis of anal secretions from phlaeothripine thrips.	2004-02	15112732
Four new stilbenoids from the lianas of Gnetum montanum f. megalocarpum.	2004-02	14994195
Dietary flavonoids and cancer risk: evidence from human population studies.	2004	15572291
Rhenium-catalyzed coupling of propargyl alcohols and allyl silanes.	2003-12-24	14677963
Kinetic study of the oxidation of quercetin by mushroom tyrosinase.	2003-12-17	14664545
Novel alpha-pyrones produced by a marine Pseudomonas sp. F92S91: taxonomy and biological activities.	2003-12	15015731
Viridepyronone, a new antifungal 6-substituted 2H-pyran-2-one produced by Trichoderma viride.	2003-11-19	14611154
Studies on K2CO3-catalyzed 1,4-addition of 1,2-allenic ketones with diethyl malonate: controlled selective synthesis of beta,gamma-unsaturated enones and alpha-pyrones.	2003-11-14	14604373
Design, synthesis, and biological evaluation of 6-substituted-3-(4-methanesulfonylphenyl)-4-phenylpyran-2-ones: a novel class of diarylheterocyclic selective cyclooxygenase-2 inhibitors.	2003-11-06	14584938
Synthesis and photochemistry of isothiocoumarins fused to an additional pyranone or thiopyranone ring.	2003-11	14690238
Placidenes C-F, novel alpha-pyrone propionates from the Mediterranean sacoglossan Placida dendritica.	2003-10	14575447
Influence of iodide and iodolactones on thyroid apoptosis. Evidence that apoptosis induced by iodide is mediated by iodolactones in intact porcine thyroid follicles.	2003-09	14520597
[Studies on flavonoids of Anaphalis sinica].	2003-06	15015333

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:01:31 GMT 2025` Edited by `admin` on `Mon Mar 31 19:01:31 GMT 2025`
Record UNII	8WW45I202V
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

2H-PYRAN-2-ONE

Preferred Name

English

Code System Code Type Description

CAS

504-31-4