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Identification
NameButanoic Acid
Accession NumberDB03568  (EXPT00774)
Typesmall molecule
Groupsexperimental
Description

A four carbon acid, CH3CH2CH2COOH, with an unpleasant odor that occurs in butter and animal fat as the glycerol ester. [PubChem]

Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number107-92-6
WeightAverage: 88.1051
Monoisotopic: 88.0524295
Chemical FormulaC4H8O2
InChI KeyFERIUCNNQQJTOY-UHFFFAOYSA-N
InChI
InChI=1S/C4H8O2/c1-2-3-4(5)6/h2-3H2,1H3,(H,5,6)
IUPAC Name
butanoic acid
SMILES
CCCC(O)=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganonitrogen Compounds
ClassAmines
SubclassPolyamines
Direct parentPolyamines
Alternative parentsEnolates; Carboxylic Acids
SubstituentsNot Available
Classification descriptionThis compound belongs to the polyamines. These are compounds containing more than one amine group.
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
Pathways
PathwayCategorySMPDB ID
Fatty Acid BiosynthesisMetabolicSMP00456
Butyrate MetabolismMetabolicSMP00073
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.9938
Blood Brain Barrier + 0.9572
Caco-2 permeable + 0.7456
P-glycoprotein substrate Non-substrate 0.759
P-glycoprotein inhibitor I Non-inhibitor 0.9554
P-glycoprotein inhibitor II Non-inhibitor 0.9773
Renal organic cation transporter Non-inhibitor 0.9544
CYP450 2C9 substrate Non-substrate 0.8026
CYP450 2D6 substrate Non-substrate 0.9177
CYP450 3A4 substrate Non-substrate 0.7582
CYP450 1A2 substrate Inhibitor 0.5106
CYP450 2C9 substrate Non-inhibitor 0.9345
CYP450 2D6 substrate Non-inhibitor 0.9519
CYP450 2C19 substrate Non-inhibitor 0.9613
CYP450 3A4 substrate Non-inhibitor 0.972
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9849
Ames test Non AMES toxic 0.95
Carcinogenicity Non-carcinogens 0.5611
Biodegradation Ready biodegradable 0.9659
Rat acute toxicity 1.6755 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9484
hERG inhibition (predictor II) Non-inhibitor 0.9677
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental Properties
PropertyValueSource
melting point-5.7 °CPhysProp
boiling point163.7 °CPhysProp
water solubility6E+004 mg/L (at 25 °C)HEMPHILL,L & SWANSON,WS (1964)
logP0.79HANSCH,C ET AL. (1995)
logS-0.19ADME Research, USCD
pKa4.82 (at 25 °C)RIDDICK,JA ET AL. (1986)
Predicted Properties
PropertyValueSource
water solubility2.39e+02 g/lALOGPS
logP0.78ALOGPS
logP0.92ChemAxon
logS0.43ALOGPS
pKa (strongest acidic)4.91ChemAxon
physiological charge-1ChemAxon
hydrogen acceptor count2ChemAxon
hydrogen donor count1ChemAxon
polar surface area37.3ChemAxon
rotatable bond count2ChemAxon
refractivity21.87ChemAxon
polarizability9.22ChemAxon
number of rings0ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterNoChemAxon
Veber's ruleYesChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraMS/MSLC-MS1D NMR2D NMR
References
Synthesis Reference

Haruhiko Kikuchi, “Process for preparing 4-(4-biphenylyl)-4-oxo-butanoic acid.” U.S. Patent US4621154, issued November, 1977.

US4621154
General ReferenceNot Available
External Links
ResourceLink
KEGG CompoundC00246
PubChem Compound264
PubChem Substance46505927
BindingDB26109
ChEBI30772
ChEMBL
IUPHAR1059
Guide to Pharmacology1059
HETBUA
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Cholinesterase

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Cholinesterase P06276 Details

2. 2-hydroxy-6-oxo-7-methylocta-2,4-dienoate hydrolase

Kind: protein

Organism: Pseudomonas fluorescens

Pharmacological action: unknown

Components

Name UniProt ID Details
2-hydroxy-6-oxo-7-methylocta-2,4-dienoate hydrolase P96965 Details

3. (S)-2-haloacid dehalogenase

Kind: protein

Organism: Pseudomonas sp. (strain YL)

Pharmacological action: unknown

Components

Name UniProt ID Details
(S)-2-haloacid dehalogenase Q53464 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed

Enzymes

1. Cholinesterase

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Cholinesterase P06276 Details
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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:21