γ-Butyrolactone (GBL) or gamma-butyrolactone is an organic compound with the formula O=CO(CH2)3. It is a hygroscopic, colorless, water-miscible liquid with a weak characteristic odor. It is the simplest 4-carbon lactone. It is mainly used as an intermediate in the production of other chemicals, such as N-methyl-2-pyrrolidone.
In humans, GBL acts as a prodrug for gamma-hydroxybutyric acid (GHB) and is often used as a recreational drug. GHB acts as a central nervous system (CNS) depressant with effects similar to those of barbiturates. |
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InChI=1S/C9H13NO3/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,11-12H,5,10H2,1H3 |
YNYAYWLBAHXHLL-UHFFFAOYSA-N |
C=1(C=C(C(=CC1)O)OC)C(O)CN |
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Homo sapiens
(NCBI:txid9606)
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Found in
urine
(BTO:0001419).
See:
PubMed
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Homo sapiens
(NCBI:txid9606)
|
Found in
blood
(UBERON:0000178).
See:
Geigy Scientific Tables, 8th Rev edition, pp. 165-177. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp., Basel, Switzerland c1981-1992.
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Homo sapiens
(NCBI:txid9606)
|
Found in
cerebrospinal fluid
(UBERON:0001359).
See:
PubMed
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Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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molecular messenger
(via monoamine molecular messenger )
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View more via ChEBI Ontology
(+/-)-alpha-(aminomethyl)-4-hydroxy-3-methoxy-Benzenemethanol
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HMDB
|
(+/-)-Normetanephrine
|
HMDB
|
3-Methoxy-Noradrenaline
|
HMDB
|
3-O-Methyl-Noradrenaline
|
HMDB
|
4-(2-amino-1-hydroxyethyl)-2-methoxyphenol
|
HMDB
|
4-(2-Amino-1-hydroxyethyl)-2-methoxyphenol
|
HMDB
|
alpha-(Aminomethyl)-4-hydroxy-3-methoxy-Benzenemethanol
|
HMDB
|
Dl-N-Normetanephrine
|
HMDB
|
Dl-Normetanephrine
|
HMDB
|
L-Normetanephrine
|
HMDB
|
m-O-Methylnorepinephrine
|
HMDB
|
N111
|
HMDB
|
Normetadrenaline
|
HMDB
|
O-Methylnoradrenaline
|
HMDB
|
97-31-4
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CAS Registry Number
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KEGG COMPOUND
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10338428
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10732269
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