Record Information
Version1.0
Creation date2010-04-08 22:09:22 UTC
Update date2019-11-26 03:04:18 UTC
Primary IDFDB010922
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameMethyl 4-chloro-1H-indole-3-acetate
DescriptionMethyl 4-chloro-1H-indole-3-acetate belongs to the class of organic compounds known as indole-3-acetic acid derivatives. Indole-3-acetic acid derivatives are compounds containing an acetic acid (or a derivative) linked to the C3 carbon atom of an indole. Methyl 4-chloro-1H-indole-3-acetate has been detected, but not quantified in, several different foods, such as broad beans (Vicia faba), common peas (Pisum sativum), grass peas (Lathyrus sativus), lentils (Lens culinaris), and pulses. This could make methyl 4-chloro-1H-indole-3-acetate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Methyl 4-chloro-1H-indole-3-acetate.
CAS Number19077-78-2
Structure
Thumb
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility0.38 g/LALOGPS
logP3.26ALOGPS
logP2.46ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)14.71ChemAxon
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area42.09 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity58.03 m³·mol⁻¹ChemAxon
Polarizability21.89 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC11H10ClNO2
IUPAC namemethyl 2-(4-chloro-1H-indol-3-yl)acetate
InChI IdentifierInChI=1S/C11H10ClNO2/c1-15-10(14)5-7-6-13-9-4-2-3-8(12)11(7)9/h2-4,6,13H,5H2,1H3
InChI KeySYPGJEURLIGNPE-UHFFFAOYSA-N
Isomeric SMILESCOC(=O)CC1=CNC2=CC=CC(Cl)=C12
Average Molecular Weight223.656
Monoisotopic Molecular Weight223.040006276
Classification
Description Belongs to the class of organic compounds known as indole-3-acetic acid derivatives. Indole-3-acetic acid derivatives are compounds containing an acetic acid (or a derivative) linked to the C3 carbon atom of an indole.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassIndolyl carboxylic acids and derivatives
Direct ParentIndole-3-acetic acid derivatives
Alternative Parents
Substituents
  • Indole-3-acetic acid derivative
  • 3-alkylindole
  • Indole
  • Aryl chloride
  • Aryl halide
  • Benzenoid
  • Substituted pyrrole
  • Heteroaromatic compound
  • Pyrrole
  • Methyl ester
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Azacycle
  • Organochloride
  • Organohalogen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Organonitrogen compound
  • Organooxygen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-03xr-9810000000-6ffaf0a6ebdf9ae51f7f2015-03-01View Spectrum
Predicted GC-MSMethyl 4-chloro-1H-indole-3-acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-03di-1910000000-4307e16409e3256c6ae4Spectrum
Predicted GC-MSMethyl 4-chloro-1H-indole-3-acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00dl-0960000000-a56bcbf939c1a10a909d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0w93-0920000000-c28486054114a2071e462016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-1900000000-e05d39259ff12b423ab72016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0490000000-55af41b7d3689f4281502016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00dl-1980000000-85fdc5730f7cf3bc53c32016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0f6x-2900000000-feaab463a70ed99756cb2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0229-0790000000-58dc2a0d0ad232ca65872021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01vo-0930000000-c45904daa4bc84ec17ee2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01ti-0900000000-9138b3f910fe978a7a6d2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00dl-0980000000-932b44efd1dacb0615d02021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-9400000000-fa410ada426e20a2fdce2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03e9-3900000000-797293c7299d149573142021-09-24View Spectrum
NMR
TypeDescriptionView
ChemSpider ID141665
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID161268
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32937
CRC / DFC (Dictionary of Food Compounds) IDFVS94-I:FVS95-J
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00000103
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
Broad beanExpected but not quantifiedNot AvailableKNAPSACK
Common peaExpected but not quantifiedNot AvailableKNAPSACK
Grass peaExpected but not quantifiedNot AvailableKNAPSACK
LentilsExpected but not quantifiedNot AvailableKNAPSACK
Showing 1 to 4 of 4 entries
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
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.