ChemFOnt: Showing chemical card for 4-Chloro-1H-indole-3-acetic acid (CFc000014035)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:02:36 UTC

Chemfont ID

CFc000014035

Molecule Identification

Common Name

4-Chloro-1H-indole-3-acetic acid

Definition

4-Chloro-1H-indole-3-acetic acid is found in broad bean. Auxin from the seeds of Pisum sativum (pea) and isolated from Pinus sylvestris (Scotch pine).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Chloroindolyl-3-acetic acid	ChEBI
4-CL-IAA	ChEBI
4-Chloroindolyl-3-acetate	Generator
4-Chloro-1H-indole-3-acetate	Generator
4-Chloroindole-3-acetate	MeSH
(4-chloro-1H-indol-3-yl)Acetic acid	HMDB
4-chloro-IAA	HMDB
4-Chloroindole-3-acetic acid	HMDB
4-Chloro-1H-indole-3-acetic acid	ChEBI

Chemical Formula

C₁₀H₈ClNO₂

Average Molecular Weight

209.629

Monoisotopic Molecular Weight

209.024356212

IUPAC Name

2-(4-chloro-1H-indol-3-yl)acetic acid

Traditional Name

4-chloroindole-3-acetic acid

CAS Registry Number

2519-61-1

SMILES

OC(=O)CC1=CNC2=C1C(Cl)=CC=C2

InChI Identifier

InChI=1S/C10H8ClNO2/c11-7-2-1-3-8-10(7)6(5-12-8)4-9(13)14/h1-3,5,12H,4H2,(H,13,14)

InChI Key

WNCFBCKZRJDRKZ-UHFFFAOYSA-N

Chemical Taxonomy

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
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Azacycle
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

chloroindole-3-acetic acid (CHEBI:20339 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032936)
Cytoplasm (HMDB: HMDB0032936)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032936)

Source

Exogenous

Exogenous (HMDB: HMDB0032936)

Food

Food (HMDB: HMDB0032936)

Pulse

Lentil

Lentils (FooDB: FOOD00098)

Pea

Common pea (FooDB: FOOD00141)
Grass pea (FooDB: FOOD00096)

Bean

Broad bean (FooDB: FOOD00197)

Pulses (FooDB: FOOD00867)

Endogenous

Plant

Fabaceae (HMDB: HMDB0032936)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0032936)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.42 g/L	ALOGPS
logP	2.3	ALOGPS
logP	2.31	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	4.14	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	53.09 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	53.26 m³·mol⁻¹	ChemAxon
Polarizability	19.92 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

External Links

HMDB ID

HMDB0032936

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB010921

KNApSAcK ID

C00000102

Chemspider ID

90727

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

100413

PDB ID

Not Available

ChEBI ID

20339

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4-Chloro-1H-indole-3-acetic acid (CFc000014035)

MOL for CFc000014035 (4-Chloro-1H-indole-3-acetic acid)

3D MOL for CFc000014035 (4-Chloro-1H-indole-3-acetic acid)

3D SDF for CFc000014035 (4-Chloro-1H-indole-3-acetic acid)

3D-SDF for CFc000014035 (4-Chloro-1H-indole-3-acetic acid)

PDB for CFc000014035 (4-Chloro-1H-indole-3-acetic acid)

3D PDB for CFc000014035 (4-Chloro-1H-indole-3-acetic acid)

SMILES for CFc000014035 (4-Chloro-1H-indole-3-acetic acid)

INCHI for CFc000014035 (4-Chloro-1H-indole-3-acetic acid)

Structure for CFc000014035 (4-Chloro-1H-indole-3-acetic acid)

3D Structure for CFc000014035 (4-Chloro-1H-indole-3-acetic acid)