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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
Substance
CAS Registry & name
Categories
Source
Drugs
*
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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