Showing Compound Methyl 4-chloro-1H-indole-3-acetate (FDB010922)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:22 UTC

Update date

2019-11-26 03:04:18 UTC

Primary ID

FDB010922

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Methyl 4-chloro-1H-indole-3-acetate

Description

Methyl 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 Number

19077-78-2

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

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Search:

Synonym	Source
1H-Indole-3-acetic acid, 4-chloro-, methyl ester	HMDB
4-chloro-Indoleacetic acid methyl ester	HMDB
4-chloro-indoleacetic Acid Methyl Ester	biospider
4-Chloroindole-3-acetic acid methyl ester	HMDB
4-Chloroindolyl-3-acetic acid methyl ester	MeSH
Methyl (4-chloro-1H-indol-3-yl)acetate	HMDB
Methyl 2-(4-chloro-1H-indol-3-yl)acetic acid	Generator
Methyl 4-chloro-1H-indole-3-acetate	manual
Methyl 4-chloro-1H-indole-3-acetic acid	Generator
Methyl 4-chloroindolyl-3-acetate	MeSH

Showing 1 to 10 of 10 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.38 g/L	ALOGPS
logP	3.26	ALOGPS
logP	2.46	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	14.71	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	42.09 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	58.03 m³·mol⁻¹	ChemAxon
Polarizability	21.89 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C11H10ClNO2

IUPAC name

methyl 2-(4-chloro-1H-indol-3-yl)acetate

InChI Identifier

InChI=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 Key

SYPGJEURLIGNPE-UHFFFAOYSA-N

Isomeric SMILES

COC(=O)CC1=CNC2=CC=CC(Cl)=C12

Average Molecular Weight

223.656

Monoisotopic Molecular Weight

223.040006276

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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolyl carboxylic acids and derivatives

Direct Parent

Indole-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 Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Subcellular:

Source:

Food

Biological:

Plant:

Fabaceae

Role

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 59.07%; H 4.51%; Cl 15.85%; N 6.26%; O 14.31%	DFC
Melting Point	Mp 120-121°	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-03xr-9810000000-6ffaf0a6ebdf9ae51f7f	2015-03-01	View Spectrum
Predicted GC-MS	Methyl 4-chloro-1H-indole-3-acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-03di-1910000000-4307e16409e3256c6ae4	Spectrum
Predicted GC-MS	Methyl 4-chloro-1H-indole-3-acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00dl-0960000000-a56bcbf939c1a10a909d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0w93-0920000000-c28486054114a2071e46	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-1900000000-e05d39259ff12b423ab7	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0490000000-55af41b7d3689f428150	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00dl-1980000000-85fdc5730f7cf3bc53c3	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0f6x-2900000000-feaab463a70ed99756cb	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0229-0790000000-58dc2a0d0ad232ca6587	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01vo-0930000000-c45904daa4bc84ec17ee	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01ti-0900000000-9138b3f910fe978a7a6d	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00dl-0980000000-932b44efd1dacb0615d0	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-9400000000-fa410ada426e20a2fdce	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03e9-3900000000-797293c7299d14957314	2021-09-24	View Spectrum

NMR

Type	Description		View

External Links

ChemSpider ID

141665

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

161268

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB32937

CRC / DFC (Dictionary of Food Compounds) ID

FVS94-I:FVS95-J

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

C00000103

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Broad bean	Expected but not quantified	Not Available	KNAPSACK
Common pea	Expected but not quantified	Not Available	KNAPSACK
Grass pea	Expected but not quantified	Not Available	KNAPSACK
Lentils	Expected but not quantified	Not Available	KNAPSACK