ChemFOnt: Showing chemical card for xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid (CFc000016520)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:06:06 UTC

Chemfont ID

CFc000016520

Molecule Identification

Common Name

xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid

Definition

xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid is found in brassicas. xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid is isolated from Ribes rubrum (currant), Brassica species and Helianthus annuus (sunflower). xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid is a product of catabolism of 1H-Indole-3-acetic acid BNC14-M in Zea mays (sweetcorn

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Oxindol-3-yl-acetic acid	ChEBI
Oxindole-3-acetic acid	ChEBI
2-Oxindol-3-yl-acetate	Generator
Oxindole-3-acetate	Generator
XI-2,3-dihydro-2-oxo-1H-indole-3-acetate	Generator
2-(2-oxo-3-Indolinyl)acetic acid	HMDB
2-Hydroxy-1H-indole-3-acetic acid	HMDB
2-Oxindole-3-acetate	Generator
2-Oxindole-3-acetic acid	MeSH

Chemical Formula

C₁₀H₉NO₃

Average Molecular Weight

191.1834

Monoisotopic Molecular Weight

191.058243159

IUPAC Name

2-(2-hydroxy-3H-indol-3-yl)acetic acid

Traditional Name

(2-hydroxy-3H-indol-3-yl)acetic acid

CAS Registry Number

2971-31-5

SMILES

OC(=O)CC1C(O)=NC2=CC=CC=C12

InChI Identifier

InChI=1S/C10H9NO3/c12-9(13)5-7-6-3-1-2-4-8(6)11-10(7)14/h1-4,7H,5H2,(H,11,14)(H,12,13)

InChI Key

ILGMGHZPXRDCCS-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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolyl carboxylic acids and derivatives

Direct Parent

Indolyl carboxylic acids and derivatives

Alternative Parents

Substituents

Indolyl carboxylic acid derivative
Indole
Dihydroindole
Benzenoid
Carboxamide group
Secondary carboxylic acid amide
Lactam
Carboxylic acid derivative
Carboxylic acid
Azacycle
Monocarboxylic acid or derivatives
Carbonyl group
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Feces (PMID: 27015276)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035514)

Source

Exogenous

Exogenous (HMDB: HMDB0035514)

Food

Food (HMDB: HMDB0035514)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Fruit

Fruits (FooDB: FOOD00871)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Endogenous

Plant

Plant (HMDB: HMDB0035514)
Poaceae (HMDB: HMDB0035514)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0035514)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.66 g/L	ALOGPS
logP	0.43	ALOGPS
logP	1.47	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	3.74	ChemAxon
pKa (Strongest Basic)	0.83	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	69.89 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	51.18 m³·mol⁻¹	ChemAxon
Polarizability	18.77 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

HMDB0035514

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB014206

KNApSAcK ID

C00054677

Chemspider ID

2338343

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3080590

PDB ID

Not Available

ChEBI ID

133221

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid (CFc000016520)

MOL for CFc000016520 (xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid)

3D MOL for CFc000016520 (xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid)

3D SDF for CFc000016520 (xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid)

3D-SDF for CFc000016520 (xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid)

PDB for CFc000016520 (xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid)

3D PDB for CFc000016520 (xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid)

SMILES for CFc000016520 (xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid)

INCHI for CFc000016520 (xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid)

Structure for CFc000016520 (xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid)

3D Structure for CFc000016520 (xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid)