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4-Butyrolactone

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Definition: One of the FURANS with a carbonyl thereby forming a cyclic lactone. It is an endogenous compound made from gamma-aminobutyrate and is the precursor of gamma-hydroxybutyrate. It is also used as a pharmacological agent and solvent.     
Pharmacological Action Solvents 		Other names gamma-Butyrolactone; Furanone, tetrahydro-2; 4-Hydroxybutyric Acid Lactone; 1,4-Butanolide; gamma Butyrolactone; Lactone, 4-Hydroxybutyric Acid; Furanone, tetrahydro 2; 4 Hydroxybutyric Acid Lactone; 4 Butyrolactone; Dihydro-2(3H)-furanone; 1,4 Butanolide
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
isolinderanolide B  0   4-Butyrolactone/*analogs & derivatives Antineoplastic Agents. Integr Cancer Ther. 2011 Dec;10(4):350-8
NO-rofe  0   *Nitrates 4-Butyrolactone/*analogs & derivatives. Mol Cell Biochem. 2012 Feb;361(1-2):105-10.
paraconic acid  0   4-Butyrolactone/*analogs & derivatives. San A-amide
annonacinone  0   4-Butyrolactone/*analogs & derivatives. J Nat Prod. 1991 Jul-Aug;54(4):967-71.
4-(benzo(b)thiophen-2-yl)-3-bromo-5-hydroxydihydrofuran-2(3H)-one  0   *Thiophenes 4-Butyrolactone/*analogs & derivatives. J Pharmacol Exp Ther. 2011 Nov;339(2):716-25.
paracaseolide A  0   *4-Butyrolactone. Org Lett. 2011 Oct 7;13(19):5032-5
O2-acetoxymethyl 1-(2-(4-(4-(4-methanesulfonylphenyl)-5H-furan-2-on-3-yl)phenylmethoxycarbonyl)pyrrolidin-1-yl)diazen-1-ium-1,2-diolate  0   *Triazenes 4-Butyrolactone/*analogs & derivatives. Bioorg Med Chem Lett 2011 Jul 1;21(13):3951-6
3,5-dihydroxyfuran-2(5H)-one  0   4-Butyrolactone/*analogs & derivatives. Bioorg Med Chem Lett 2011 Aug 1;21(15):4617-21
3-(4-hydroxyphenyl)-4-(2-morpholinoethoxy)furan-2(5H)-one  0   *Morpholines 4-Butyrolactone/*analogs & derivatives Tyrosine-tRNA Ligase/antagonists & inhibitors. Bioorg Med Chem 2011 Jul 1;19(13):3884-91
trachelogenin  0   4-Butyrolactone/*analogs & derivatives. J Chromatogr B Analyt Technol Biomed Life Sci. 2011 May 1;879(15-16):1033-7
botryolide E  0   *Acetates 4-Butyrolactone/*analogs & derivatives. Bioorg Med Chem Lett 2011 Feb 1;21(3):997-1000
4-methoxy-5-(2-oxobutyl)-2,(5H)-furanone  0   4-Butyrolactone/*analogs & derivatives. Chem Asian J 2010 Oct 4;5(10):2221-30
4-methoxy-5-(2-hydroxybutyl)-2,(5H)-furanone  0   4-Butyrolactone/*analogs & derivatives. Chem Asian J 2010 Oct 4;5(10):2221-30
4-acetylantroquinonol B  0   *Cyclohexanones 4-Butyrolactone/*analogs & derivatives. J Sci Food Agric 2010 Aug 15;90(10):1739-44
aspernolide D  0   4-Butyrolactone/*analogs & derivatives. Chem Pharm Bull (Tokyo). 2010;58(9):1221-3
matairresinol 4,4'-di-O-diglucoside  0   *Glucosides 4-Butyrolactone/*analogs & derivatives. Carbohydr Res 2010 Sep 3;345(13):1963-7
3-benzyl-5-((2-nitrophenoxy)methyl)dihydrofuran-2(3H)-one  0   4-Butyrolactone/*analogs & derivatives. Chem Res Toxicol 2009 Mar 16;22(3):471-5
9,10-methylenedioxy-5,6-fadyenolide  0   4-Butyrolactone/*analogs & derivatives Receptors, Serotonin. J Ethnopharmacol 2010 May 27;129(2):220-6
cinnamomumolide  0   4-Butyrolactone/*analogs & derivatives. J Asian Nat Prod Res. 2009 Sep;11(9):845-9
3-(4-(3-trifluoromethylphenyl)piperazin-1-yl)dihydrofuran-2-one  0   *Piperazines 4-Butyrolactone/*analogs & derivatives. Pharmacol Rep 2009 Sep-Oct;61(5):807-18
dimethyl-gamma-butyrolactone acrylate  0   *Acrylates 4-Butyrolactone/*analogs & derivatives. Biomacromolecules 2009 Dec 14;10(12):3306-16
abhexon  0   4-Butyrolactone/*analogs & derivatives. J Agric Food Chem 2009 Sep 23;57(18):8557-63
2-(1'-hydroxy-6'-methyloctyl)-3-hydroxymethylbutanolide  0   4-Butyrolactone/*analogs & derivatives. Chem Biol 2009 Sep 25;16(9):951-60
2-(1'-hydroxyoctyl)-3-hydroxymethylbutanolide  0   4-Butyrolactone/*analogs & derivatives. Chem Biol 2009 Sep 25;16(9):951-60
2-(1'-hydroxy-6-methylheptyl)-3-hydroxymethylbutanolide  0   4-Butyrolactone/*analogs & derivatives. J Biol Chem 2000 Apr 14;275(15):11010-6
(7'R)-7'-hydroxyenterolactone  0   *Lignans 4-Butyrolactone/*analogs & derivatives. J Org Chem. 2009 Oct 16;74(20):7978-81
striatisporolide A  0   4-Butyrolactone/*analogs & derivatives. Org Biomol Chem. 2009 Sep 7;7(17):3379-81
secotenuifolide A  0   4-Butyrolactone/*analogs & derivatives. J Nat Prod. 2009 Oct;72(10):1816-24
tenuifolide B  0   4-Butyrolactone/*analogs & derivatives. J Nat Prod. 2009 Oct;72(10):1816-24
tenuifolide A  0   4-Butyrolactone/*analogs & derivatives. J Nat Prod. 2009 Oct;72(10):1816-24
isoavenaciolide  0   4-Butyrolactone/*analogs & derivatives. J Org Chem. 2009 Jul 3;74(13):4690-6
terpenylic acid  0   *Acetic Acids 4-Butyrolactone/*analogs & derivatives. Environ Sci Technol 2009 Sep 15;43(18):6976-82
allantofuranone  0   4-Butyrolactone/*analogs & derivatives. J Antibiot (Tokyo). 2009 Mar;62(3):119-21
5-(dibromomethylene)-2(5H)-furanone  0   4-Butyrolactone/*analogs & derivatives. J Phys Chem A 2009 Jun 18;113(24):6548-51
palinurin  0   4-Butyrolactone/*analogs & derivatives. Chem Commun (Camb) 2009 Jun 14;(22):3252-4
7-((3-(5-,5-dimethyl-4-oxo-4,5-dihydrofuran-2-yl)-1-methyl-2-propenyl)oxy)-4-methyl-2H-chromen-2-one  0   *Coumarins 4-Butyrolactone/*analogs & derivatives. ChemMedChem 2009 May;4(5):769-79
7-((3-(5,5-dimethyl-4-oxo-4,5-dihydrofuran-2-yl)-1-methyl-2-propenyl)oxy)-2H-chromen-2-one  0   *Coumarins 4-Butyrolactone/*analogs & derivatives. ChemMedChem 2009 May;4(5):769-79
pseurotin E  0   *Pyrrolidinones 4-Butyrolactone/*analogs & derivatives. J Antibiot (Tokyo) 2008 Nov;61(11):692-5
aspernolide B  0   4-Butyrolactone/*analogs & derivatives. Phytochemistry. 2009 Jan;70(1):128-32
aspernolide A  0   4-Butyrolactone/*analogs & derivatives. Phytochemistry. 2009 Jan;70(1):128-32
protostemonamide  0   *Azepines 4-Butyrolactone/*analogs & derivatives. Planta Med 2009 Feb;75(2):174-7
alpha-(1-carbamyliminomethylene)-gamma-butyrolactone  0   4-Butyrolactone/*analogs & derivatives. Molecules. 2008;13(11) (dup#1):2786-95
3,4-dimethyl-5-carboxyclic acid-1-oxacyclopent-3-en-2-one  0   4-Butyrolactone/*analogs & derivatives. Nat Prod Res 2008 Dec;22(18):1589-96
nodulisporacid A  0   4-Butyrolactone/*analogs & derivatives. Phytochemistry. 2008 Oct;69(14):2621-6
(4S)-4-methyl-2-(11-dodecenyl)-2-butenolide  0   4-Butyrolactone/*analogs & derivatives. Nat Prod Res 2008;22(16):1393-402
(4S)-4-methyl-2-(11-dodecynyl)-2-butenolide  0   4-Butyrolactone/*analogs & derivatives. Nat Prod Res 2008;22(16):1393-402
montanacin D  0   *Pyrans 4-Butyrolactone/*analogs & derivatives. Org Lett 2008 Oct 2;10(19):4223-6
purpurealidin E  0   4-Butyrolactone/*analogs & derivatives. Chem Pharm Bull (Tokyo). 2008 Sep;56(9):1360-1
deoxypukalide  0   *Bridged Compounds 4-Butyrolactone/*analogs & derivatives. Angew Chem Int Ed Engl 2008;47(38):7314-6
amurenamide A  0   *Coumaric Acids 4-Butyrolactone/*analogs & derivatives. J Asian Nat Prod Res 2008 May-Jun;10(5-6):409-13
amurenlactone A  0   *Coumaric Acids 4-Butyrolactone/*analogs & derivatives. J Asian Nat Prod Res 2008 May-Jun;10(5-6):409-13
stemonamine  0   *Azepines 4-Butyrolactone/*analogs & derivatives. Org Lett 2008 May 1;10(9):1763-6
murrayacoumarin B  0   *Coumarins 4-Butyrolactone. J Pharm Pharmacol 2008 Mar;60(3):385-9
(2R,3R)-2-(3',4'-dihydroxybenzyl)-3-(3'',4''-dimethoxybenzyl)butyrolactone  0   *Lignans 4-Butyrolactone/*analogs & derivatives. Biochem Pharmacol 2008 Feb 1;75(3):688-97
dehydromenthofurolactone  0   *Monoterpenes 4-Butyrolactone/*analogs & derivatives. J Org Chem 2007 Dec 21;72(26):10123-9
secoaggregatalactone A  0   4-Butyrolactone/*analogs & derivatives. Planta Med 2007 Dec;73(15):1548-53
secosubamolide A  0   4-Butyrolactone/*analogs & derivatives. Chem Pharm Bull (Tokyo) 2008 Jan;56(1):97-101
subamolide E  0   4-Butyrolactone/*analogs & derivatives. Chem Pharm Bull (Tokyo) 2008 Jan;56(1):97-101
subamolide D  0   4-Butyrolactone/*analogs & derivatives. Chem Pharm Bull (Tokyo) 2008 Jan;56(1):97-101
5-bromomethylene-2(5H)-furanone  0   4-Butyrolactone/*analogs & derivatives. Oral Microbiol Immunol 2007 Oct;22(5):340-6
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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012
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