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Showing Compound 3-(1H-Indol-3-yl)-2-propenoic acid (FDB000938)

Record Information
Version1.0
Creation date2010-04-08 22:04:46 UTC
Update date2019-11-26 02:55:39 UTC
Primary IDFDB000938
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name3-(1H-Indol-3-yl)-2-propenoic acid
Description3-(1H-Indol-3-yl)-2-propenoic acid belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole. 3-(1H-Indol-3-yl)-2-propenoic acid is a weakly acidic compound (based on its pKa). 3-(1H-Indol-3-yl)-2-propenoic acid has been detected, but not quantified in, lentils and pulses. This could make 3-(1H-indol-3-yl)-2-propenoic acid a potential biomarker for the consumption of these foods.
CAS Number1204-06-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
3-(1H-indol-3-yl)-2-PropenoateGenerator
1H-Indole-3-propenoic aciddb_source
2-Propenoic acid, 3-(1-H-indol-3-yl)biospider
2-Propenoic acid, 3-(1H-indol-3-yl)-biospider
3-(3-Indolyl)acrylic aciddb_source
3-(Indol-3-yl)acrylic acidbiospider
3-indoleacrylatebiospider
3-indoleacrylic acidbiospider
3-Indolylacrylic acidbiospider
Indole-3-acrylic acidbiospider
Indole-3β-acrylic acidbiospider
Indole-3beta-acrylic acidbiospider
Indoleacrylatebiospider
Indoleacrylic acidbiospider
Predicted Properties
PropertyValueSource
Water Solubility0.24 g/LALOGPS
logP2.29ALOGPS
logP2.23ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)4.15ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area53.09 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity54.15 m³·mol⁻¹ChemAxon
Polarizability19.38 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC11H9NO2
IUPAC name(2Z)-3-(1H-indol-3-yl)prop-2-enoic acid
InChI IdentifierInChI=1S/C11H9NO2/c13-11(14)6-5-8-7-12-10-4-2-1-3-9(8)10/h1-7,12H,(H,13,14)/b6-5-
InChI KeyPLVPPLCLBIEYEA-WAYWQWQTSA-N
Isomeric SMILESOC(=O)\C=C/C1=CNC2=C1C=CC=C2
Average Molecular Weight187.1947
Monoisotopic Molecular Weight187.063328537
Classification
Description Belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassIndoles
Direct ParentIndoles
Alternative Parents
Substituents
  • Indole
  • Substituted pyrrole
  • Benzenoid
  • Heteroaromatic compound
  • Pyrrole
  • Azacycle
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxide
  • Hydrocarbon derivative
  • Carbonyl group
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 70.58%; H 4.85%; N 7.48%; O 17.09%DFC
Melting Point180 - 186 oC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MSNot Available
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0079-0900000000-b1edd3710c6a7ca568b82016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-006x-0900000000-73b9d09b0b5819e4a4592016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-2900000000-65333d5cd4f008fcc6622016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-6fc3965f84cc1b3596212016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000l-0900000000-fb4c2d5a702e6516805d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kf-1900000000-ddb787ab84a10a1650c02016-08-03View Spectrum
NMRNot Available
ChemSpider ID10607876
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID15030923
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00734
CRC / DFC (Dictionary of Food Compounds) IDBND28-Y:BND28-Y
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00000111
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.