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Identification
Name4-Butyrolactone
Accession NumberDB04699
Typesmall molecule
Groupsexperimental
Description

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. [PubChem]

Structure
Thumb
Synonyms
SynonymLanguageCode
1,4-LactoneNot AvailableNot Available
dihydrofuran-2(3h)-oneNot AvailableNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
Categories
CAS number187997-16-6
WeightAverage: 86.0892
Monoisotopic: 86.036779436
Chemical FormulaC4H6O2
InChI KeyYEJRWHAVMIAJKC-UHFFFAOYSA-N
InChI
InChI=1S/C4H6O2/c5-4-2-1-3-6-4/h1-3H2
IUPAC Name
oxolan-2-one
SMILES
O=C1CCCO1
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassHeterocyclic Compounds
ClassLactones
SubclassNot Available
Direct parentLactones
Alternative parentsTetrahydrofurans; Oxolanes; Carboxylic Acid Esters; Polyamines
Substituentspolyamine; carboxylic acid derivative
Classification descriptionThis compound belongs to the lactones. These are cyclic esters of hydroxy carboxylic acids, containing a 1-oxacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.9894
Blood Brain Barrier + 0.9837
Caco-2 permeable + 0.6346
P-glycoprotein substrate Non-substrate 0.8319
P-glycoprotein inhibitor I Non-inhibitor 0.9572
P-glycoprotein inhibitor II Non-inhibitor 0.9896
Renal organic cation transporter Non-inhibitor 0.8004
CYP450 2C9 substrate Non-substrate 0.8264
CYP450 2D6 substrate Non-substrate 0.8742
CYP450 3A4 substrate Non-substrate 0.7067
CYP450 1A2 substrate Non-inhibitor 0.8028
CYP450 2C9 substrate Non-inhibitor 0.8599
CYP450 2D6 substrate Non-inhibitor 0.9398
CYP450 2C19 substrate Non-inhibitor 0.8187
CYP450 3A4 substrate Non-inhibitor 0.9841
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9591
Ames test Non AMES toxic 0.948
Carcinogenicity Non-carcinogens 0.9049
Biodegradation Ready biodegradable 0.9342
Rat acute toxicity 1.7154 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.918
hERG inhibition (predictor II) Non-inhibitor 0.97
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility2.38e+02 g/lALOGPS
logP-0.11ALOGPS
logP0.15ChemAxon
logS0.44ALOGPS
pKa (strongest basic)-7ChemAxon
physiological charge0ChemAxon
hydrogen acceptor count1ChemAxon
hydrogen donor count0ChemAxon
polar surface area26.3ChemAxon
rotatable bond count0ChemAxon
refractivity20.31ChemAxon
polarizability8.23ChemAxon
number of rings1ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterNoChemAxon
Veber's ruleYesChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraMS/MS1D NMR2D NMR
References
Synthesis Reference

Fabio Giannessi, Maria Ornella Tinti, Francesco De Angelis, “Process for producing®-3-hydroxy-4-butyrolactone useful for preparing®-carnitine.” U.S. Patent US6127552, issued February, 1998.

US6127552
General ReferenceNot Available
External Links
ResourceLink
KEGG CompoundC01770
PubChem Compound7302
PubChem Substance46508619
ChEBI42639
ChEMBL
HETGBL
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. O-GlcNAcase NagJ

Kind: protein

Organism: Clostridium perfringens (strain 13 / Type A)

Pharmacological action: unknown

Components

Name UniProt ID Details
O-GlcNAcase NagJ Q8XL08 Details
Comments
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Drug created on September 11, 2007 11:49 / Updated on September 16, 2013 17:25