Showing metabocard for 3-Indolebutyric acid (BMDB0002096)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:51:10 UTC
Update Date2020-05-11 20:45:10 UTC
BMDB IDBMDB0002096
Secondary Accession Numbers
  • BMDB02096
Metabolite Identification
Common Name3-Indolebutyric acid
Description3-Indolebutyric acid, also known as 1H-indole-3-butanoate or 4-(indol-3-yl)butyrate, belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. Based on a literature review a significant number of articles have been published on 3-Indolebutyric acid.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
1H-Indole-3-butanoic acidChEBI
3-Indolyl-gamma-butyric acidChEBI
4-(indol-3-yl)Butyric acidChEBI
4-indol-3-Ylbutyric acidChEBI
IBAChEBI
Indole-3-butanoic acidChEBI
Indolebutyric acidChEBI
SeradixChEBI
Indole-3-butyric acidKegg
1H-Indole-3-butanoateGenerator
3-Indolyl-g-butyrateGenerator
3-Indolyl-g-butyric acidGenerator
3-Indolyl-gamma-butyrateGenerator
3-Indolyl-γ-butyrateGenerator
3-Indolyl-γ-butyric acidGenerator
4-(indol-3-yl)ButyrateGenerator
4-indol-3-YlbutyrateGenerator
Indole-3-butanoateGenerator
IndolebutyrateGenerator
Indole-3-butyrateGenerator
3-IndolebutyrateGenerator
Indolebutyric acid, monoammonium saltMeSH
Indolebutyric acid, monopotassium saltMeSH
Indolebutyric acid, monosodium saltMeSH
1H-Indole-3-butyrateHMDB
1H-Indole-3-butyric acidHMDB
3-Indole butyrateHMDB
3-Indole butyric acidHMDB
3-Indolylbutyric acidHMDB
3-IodolebutyrateHMDB
4-(1H-indol-3-yl)-ButyrateHMDB
4-(1H-indol-3-yl)-Butyric acidHMDB
4-(1H-indol-3-yl)ButanoateHMDB
4-(1H-Indol-3-yl)butanoic acidHMDB
4-(3-1H-Indolyl)butyrateHMDB
4-(3-1H-Indolyl)butyric acidHMDB
4-(3-Indole)-butyrateHMDB
4-(3-Indole)-butyric acidHMDB
4-(3-Indolyl)butyrateHMDB
4-(3-Indolyl)butyric acidHMDB
4-(Indolyl)- butyrateHMDB
4-(Indolyl)- butyric acidHMDB
4-indol-3-Ylbutyric-acidHMDB
b-IndolebutyrateHMDB
b-Indolebutyric acidHMDB
beta-IndolebutyrateHMDB
beta-Indolebutyric acidHMDB
Indole 3-butyrateHMDB
Indole 3-butyric acidHMDB
Indole-3 butyrateHMDB
Indole-3 butyric acidHMDB
Indole-3-butrylateHMDB
Indole-3-butrylic acidHMDB
Indolyl-3-butyrateHMDB
Indolyl-3-butyric acidHMDB
3-Indolebutyric acidChEBI
4-(1H-Indol-3-yl)butyric acidHMDB
4-(3-Indolyl)butanoic acidHMDB
4-(Indol-3-yl)butanoateHMDB
[3-(3-Indolyl)propyl]carboxylic acidHMDB
beta-IBAHMDB
beta-Indolylbutyric acidHMDB
gamma-(Indol-3-yl)butyric acidHMDB
gamma-(Indole-3)-butyric acidHMDB
β-IBAHMDB
β-Indolebutyric acidHMDB
β-Indolylbutyric acidHMDB
γ-(Indol-3-yl)butyric acidHMDB
γ-(Indole-3)-butyric acidHMDB
Chemical FormulaC12H13NO2
Average Molecular Weight203.2371
Monoisotopic Molecular Weight203.094628665
IUPAC Name4-(1H-indol-3-yl)butanoic acid
Traditional Name3-indolebutyric acid
CAS Registry Number133-32-4
SMILES
OC(=O)CCCC1=CNC2=C1C=CC=C2
InChI Identifier
InChI=1S/C12H13NO2/c14-12(15)7-3-4-9-8-13-11-6-2-1-5-10(9)11/h1-2,5-6,8,13H,3-4,7H2,(H,14,15)
InChI KeyJTEDVYBZBROSJT-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassIndoles
Direct Parent3-alkylindoles
Alternative Parents
Substituents
  • 3-alkylindole
  • Substituted pyrrole
  • Benzenoid
  • Pyrrole
  • Heteroaromatic compound
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Azacycle
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Carbonyl group
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point124.5 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.25 mg/mL at 20 °CNot Available
LogP2.3HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
logP2.38ALOGPS
logP2.6ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)4.86ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area53.09 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity57.65 m³·mol⁻¹ChemAxon
Polarizability22.03 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cell membrane
  • Membrane
Biospecimen Locations
  • Neuron
  • Platelet
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
NeuronExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
PlateletExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0002096
DrugBank IDDB02740
Phenol Explorer Compound IDNot Available
FooDB IDFDB001404
KNApSAcK IDC00000116
Chemspider ID8298
KEGG Compound IDC11284
BioCyc IDCPD-10507
BiGG IDNot Available
Wikipedia LinkIndole-3-butyric_acid
METLIN ID6485
PubChem Compound8617
PDB IDNot Available
ChEBI ID33070
References
Synthesis ReferencePolaczkowa, W.; Porowska, N. 3-Indolebutyric acid. Przemysl Chemiczny (1950), 6 340-3.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available