Details
Stereochemistry | ACHIRAL |
Molecular Formula | C4H6O2 |
Molecular Weight | 86.0892 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O=C1CCCO1
InChI
InChIKey=YEJRWHAVMIAJKC-UHFFFAOYSA-N
InChI=1S/C4H6O2/c5-4-2-1-3-6-4/h1-3H2
Molecular Formula | C4H6O2 |
Molecular Weight | 86.0892 |
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 |
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Water-soluble L-alanine and related oligopeptide conjugates with poly[(R,S)-3-hydroxybutanoic acid] oligomers, synthesis and structural studies by means of electrospray ionization multistage mass spectrometry. | 2001 |
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Acylated homoserine lactone detection in Pseudomonas aeruginosa biofilms by radiolabel assay. | 2001 |
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Synthesis of multiple N-acylhomoserine lactones is wide-spread among the members of the Burkholderia cepacia complex. | 2001 Apr |
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Fingertip dermatitis in a retail florist. | 2001 Apr |
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A Cdk5-p35 stable complex is involved in the beta-amyloid-induced deregulation of Cdk5 activity in hippocampal neurons. | 2001 Apr 1 |
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Enantioselective synthesis of ancepsenolide and its analogs. | 2001 Aug |
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Quorum-sensing in Gram-negative bacteria. | 2001 Aug |
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Gamma-hydroxybutyrate, gamma-butyrolactone, and 1,4-butanediol. | 2001 Aug |
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Haemodynamic effects of the bacterial quorum sensing signal molecule, N-(3-oxododecanoyl)-L-homoserine lactone, in conscious, normal and endotoxaemic rats. | 2001 Aug |
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Synthesis of beta-lactones by the regioselective, cobalt and Lewis acid catalyzed carbonylation of simple and functionalized epoxides. | 2001 Aug 10 |
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Bovine oocytes treated prior to in vitro maturation with a combination of butyrolactone I and roscovitine at low doses maintain a normal developmental capacity. | 2001 Dec |
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Cytotoxic butanolides from the stem bark of Formosan Lindera communis. | 2001 Dec |
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A fast and simple GC MS method for lignan profiling in Anthriscus sylvestris and biosynthetically related Plant species. | 2001 Dec |
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Drug use and sexual risk behavior among gay and bisexual men who attend circuit parties: a venue-based comparison. | 2001 Dec 1 |
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More on gamma-butyrolactone (GBL/GHB) toxicity. | 2001 Feb |
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Total synthesis of natural dysidiolide. | 2001 Feb 23 |
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Comparison of direct and indirect methods of measuring the precursors of beta-methyl-gamma-octalactone and their application to the analysis of Sessile oak wood. | 2001 Jan 5 |
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Cedarmycins A and B, new antimicrobial antibiotics from Streptomyces sp. TP-A0456. | 2001 Jul |
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A case of withdrawal from the GHB precursors gamma-butyrolactone and 1,4-butanediol. | 2001 Jul |
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Dual control of hydrogen cyanide biosynthesis by the global activator GacA in Pseudomonas aeruginosa PAO1. | 2001 Jun 12 |
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The languages of bacteria. | 2001 Jun 15 |
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Kinetics of the AHL regulatory system in a model biofilm system: how many bacteria constitute a "quorum"? | 2001 Jun 8 |
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Urinary phytoestrogens and postmenopausal breast cancer risk. | 2001 Mar |
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Stereoselective synthesis of substituted gamma-butyrolactones by the [3+2] annulation of allylic silanes with chlorosulfonyl isocyanate: enantioselective total synthesis of (+)-blastmycine. | 2001 Mar 8 |
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Polo-like kinase 1 phosphorylates cyclin B1 and targets it to the nucleus during prophase. | 2001 Mar 8 |
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Analytical performance of luminescent immunoassays of different format for serum daidzein analysis. | 2001 May |
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Hypothermia reduces the rate of dissociation of specific ligands from dopamine-D2 and 5-hydroxytryptamine1A receptors in the mouse brain in vivo. | 2001 Nov |
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New diterpene from Hedychium villosum. | 2001 Nov |
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Evidence for co-release of noradrenaline and dopamine from noradrenergic neurons in the cerebral cortex. | 2001 Nov |
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Application of a convenient extraction procedure to analyze gamma-hydroxybutyric acid in fatalities involving gamma-hydroxybutyric acid, gamma-butyrolactone, and 1,4-butanediol. | 2001 Oct |
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New sesquiterpene lactones from Elephantopus mollis and their leishmanicidal activities. | 2001 Oct |
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Nuclear accumulation of cyclin B1 in mouse two-cell embryos is controlled by the activation of Cdc2. | 2001 Oct |
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Factors influencing the cultivability of lake water bacteria. | 2001 Oct |
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GC-MS determination of gamma-hydroxybutyric acid (GHB) in blood. | 2001 Oct 15 |
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Detection, purification and characterisation of quorum-sensing signal molecules in plant-associated bacteria. | 2001 Oct 4 |
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Detection of gamma-butyrolactone (GBL) as a natural component in wine. | 2001 Sep |
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High reactivity of alkyl sulfides towards epoxides under conditions of collagen fixation--a convenient approach to 2-amino-4-butyrolactones. | 2001 Sep |
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[GHB--dangerous, addictive and uncontrollable "party drug"]. | 2001 Sep 19 |
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Involvement of catalytic amino acid residues in enzyme-catalyzed polymerization for the synthesis of polyesters. | 2001 Summer |
Patents
Substance Class |
Chemical
Created
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admin
on
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Fri Dec 15 15:22:06 GMT 2023
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on
Fri Dec 15 15:22:06 GMT 2023
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Record UNII |
OL659KIY4X
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Record Status |
Validated (UNII)
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WIKIPEDIA |
Designer-drugs-.gamma.-Butyrolactone
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DEA NO. |
2011
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Related Record | Type | Details | ||
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PARENT->PRECURSOR |
GBL is typically marketed for sale as a cleaning solvent or polish. GBL is used as a GHB substitute and as a precursor for clandestine manufacturing of GHB.
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Related Record | Type | Details | ||
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METABOLITE ACTIVE -> PARENT |
GBL is readily converted into GHB by the body’s own natural process. Because of this, GBL has similarpharmacological effects to GHB.
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Related Record | Type | Details | ||
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PARENT -> IMPURITY |
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Related Record | Type | Details | ||
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ACTIVE MOIETY |
GBL is used as a GHB substitute and as a precursor for clandestine manufacturing of GHB.
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