Showing metabocard for 3-Indolepropionic acid (BMDB0002302)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:53:48 UTC
Update Date2020-04-22 15:10:34 UTC
BMDB IDBMDB0002302
Secondary Accession Numbers
  • BMDB02302
Metabolite Identification
Common Name3-Indolepropionic acid
DescriptionIndole-3-propionic acid, also known as indolepropionate or b-(3-indolyl)propionic acid, belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring. Based on a literature review a significant number of articles have been published on Indole-3-propionic acid.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
beta-(3-Indolyl)propionic acidChEBI
Indolepropionic acidChEBI
b-(3-Indolyl)propionateGenerator
b-(3-Indolyl)propionic acidGenerator
beta-(3-Indolyl)propionateGenerator
Β-(3-indolyl)propionateGenerator
Β-(3-indolyl)propionic acidGenerator
IndolepropionateGenerator
Indole-3-propionateGenerator
Indole propionateMeSH
Indole-3-propanoic acidMeSH
Indole-3-propionic acidChEBI
3-IndolepropionateGenerator, HMDB
1H-Indole-3-propionateHMDB
1H-Indole-3-propionic acidHMDB
3-(1H-indol-3-yl)PropanoateHMDB, Generator
3-(1H-Indol-3-yl)propanoic acidHMDB
3-(1H-indol-3-yl)PropionateHMDB
3-(1H-Indol-3-yl)propionic acidHMDB
3-(2-Carboxyethyl)-1H-indoleHMDB
3-(3-Indolyl)propanoateHMDB
3-(3-Indolyl)propanoic acidHMDB
3-(3-Indolyl)propionateHMDB
3-(3-Indolyl)propionic acidHMDB
b-Indole-3-propionateHMDB
b-Indole-3-propionic acidHMDB
b-IndolepropionateHMDB
b-Indolepropionic acidHMDB
beta-Indole-3-propionateHMDB
beta-Indole-3-propionic acidHMDB
beta-IndolepropionateHMDB
beta-Indolepropionic acidHMDB
IPAHMDB
3-Indolepropionic acidHMDB
1H-Indole-3-propanoic acidHMDB
3-(Indole-3-yl)propanoic acidHMDB
3-(Indole-3-yl)propionic acidHMDB
beta-(3-Indolyl)propanoic acidHMDB
beta-Indole-3-propanoic acidHMDB
beta-Indolepropanoic acidHMDB
β-(3-Indolyl)propanoic acidHMDB
β-Indole-3-propanoic acidHMDB
β-Indole-3-propionic acidHMDB
β-Indolepropanoic acidHMDB
β-Indolepropionic acidHMDB
Chemical FormulaC11H11NO2
Average Molecular Weight189.2105
Monoisotopic Molecular Weight189.078978601
IUPAC Name3-(1H-indol-3-yl)propanoic acid
Traditional Nameindolylpropionic acid
CAS Registry Number830-96-6
SMILES
OC(=O)CCC1=CNC2=C1C=CC=C2
InChI Identifier
InChI=1S/C11H11NO2/c13-11(14)6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6H2,(H,13,14)
InChI KeyGOLXRNDWAUTYKT-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassIndolyl carboxylic acids and derivatives
Direct ParentIndolyl carboxylic acids and derivatives
Alternative Parents
Substituents
  • Indolyl carboxylic acid derivative
  • 3-alkylindole
  • Indole
  • Substituted pyrrole
  • Benzenoid
  • Heteroaromatic compound
  • Pyrrole
  • Azacycle
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Carbonyl group
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.04ALOGPS
logP2.15ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)4.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area53.09 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity53.05 m³·mol⁻¹ChemAxon
Polarizability20 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-001i-1900000000-7964cf38946a23d63104View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-001i-1900000000-7964cf38946a23d63104View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-002f-1900000000-79b70b4d80349fed40a2View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00dl-8910000000-cc3bf52f2cbb339eea4aView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-004i-0900000000-5bf41cc0642ca12d91ddView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-004i-0900000000-2bdd32c86cd63a03b739View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-004i-8900000000-fa98f64c6c35db6c3425View in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (Unknown) , Positivesplash10-001i-1900000000-7964cf38946a23d63104View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-IT , positivesplash10-00e9-0900000000-aa04863f4b124d617168View in MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-001i-1900000000-c3c14c76cdb38c3798f0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-001i-1900000000-db653a92384089e7272cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-001i-0900000000-2837a9689ebb97e17c89View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-03di-9400000000-20084f0045f0393dcaadView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-9500000000-d39c747b7db2e42acefcView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-001i-0900000000-8927c2758d647a804f4aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9300000000-282c233baa3c0e5bf365View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-001i-4900000000-1e1179cded69a29a5047View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9300000000-0aaa5de6ae1a4aafa661View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-001i-0900000000-1b79a66b12c3205108c5View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-0aor-6900000000-909aa5100e4655d54267View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-05mo-9600000000-e85aca97bdac26c3d258View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-003r-4900000000-29142c5171637b4d5e5fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-9600000000-bc2ddd9f185d76d60d50View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-006x-0900000000-4be398aaf9b927637228View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0900000000-5f65be50e34cc07d1a77View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00lu-2900000000-747697a81c30bbf35e01View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-76970d017d781fd87474View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000l-1900000000-35d9289d5e0f2905c29dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9700000000-8a8af8b32271e2d2eef0View in MoNA
MSMass Spectrum (Electron Ionization)splash10-001i-1900000000-de72f9061ea0bb241ef7View in MoNA
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 400 MHz, DMSO-d6, experimental)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Not AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Cell membrane
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0002302
DrugBank IDDB02758
Phenol Explorer Compound IDNot Available
FooDB IDFDB000941
KNApSAcK IDC00000115
Chemspider ID3613
KEGG Compound IDNot Available
BioCyc IDINDOLE-PROPIONATE
BiGG IDNot Available
Wikipedia Link3-Indolepropionic acid
METLIN ID6602
PubChem Compound3744
PDB IDNot Available
ChEBI ID43580
References
Synthesis ReferenceJohnson, Herbert E.; Crosby, Donald G. 3-Indolepropionic acid. Journal of Organic Chemistry (1960), 25 569-71.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available