ChemFOnt: Showing chemical card for 2-(2,3-dihydroxy-3H-indol-3-yl)acetic acid (CFc000156893)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:43:14 UTC

Chemfont ID

CFc000156893

Molecule Identification

Common Name

2-(2,3-dihydroxy-3H-indol-3-yl)acetic acid

Definition

Dioxindole-3-acetic acid 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. Dioxindole-3-acetic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Dioxindole-3-acetic acid has been detected, but not quantified in, sunflowers. This could make dioxindole-3-acetic acid a potential biomarker for the consumption of these foods. Dioxindole-3-acetic acid can be found in sunflower, which makes dioxindole-3-acetic acid a potential biomarker for the consumption of this food product. Those are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring. Dioxindole-3-acetic acid is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Dioxindole-3-acetic acid belongs to indolyl carboxylic acids and derivatives class of compounds.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Dioxindole-3-acetate	Generator

Chemical Formula

C₁₀H₉NO₄

Average Molecular Weight

207.1828

Monoisotopic Molecular Weight

207.053157781

IUPAC Name

2-(2,3-dihydroxy-3H-indol-3-yl)acetic acid

Traditional Name

(2,3-dihydroxyindol-3-yl)acetic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CC1(O)C(O)=NC2=CC=CC=C12

InChI Identifier

InChI=1S/C10H9NO4/c12-8(13)5-10(15)6-3-1-2-4-7(6)11-9(10)14/h1-4,15H,5H2,(H,11,14)(H,12,13)

InChI Key

MHLHEINWUCSPTL-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
Tertiary alcohol
Carboxamide group
Lactam
Secondary carboxylic acid amide
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Alcohol
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.49 g/L	ALOGPS
logP	-0.08	ALOGPS
logP	0.88	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	2.38	ChemAxon
pKa (Strongest Basic)	-0.27	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	90.12 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	52.43 m³·mol⁻¹	ChemAxon
Polarizability	19.47 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

HMDB0176485

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018478

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10488522

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-(2,3-dihydroxy-3H-indol-3-yl)acetic acid (CFc000156893)

MOL for CFc000156893 (2-(2,3-dihydroxy-3H-indol-3-yl)acetic acid)

3D MOL for CFc000156893 (2-(2,3-dihydroxy-3H-indol-3-yl)acetic acid)

3D SDF for CFc000156893 (2-(2,3-dihydroxy-3H-indol-3-yl)acetic acid)

3D-SDF for CFc000156893 (2-(2,3-dihydroxy-3H-indol-3-yl)acetic acid)

PDB for CFc000156893 (2-(2,3-dihydroxy-3H-indol-3-yl)acetic acid)

3D PDB for CFc000156893 (2-(2,3-dihydroxy-3H-indol-3-yl)acetic acid)

SMILES for CFc000156893 (2-(2,3-dihydroxy-3H-indol-3-yl)acetic acid)

INCHI for CFc000156893 (2-(2,3-dihydroxy-3H-indol-3-yl)acetic acid)

Structure for CFc000156893 (2-(2,3-dihydroxy-3H-indol-3-yl)acetic acid)

3D Structure for CFc000156893 (2-(2,3-dihydroxy-3H-indol-3-yl)acetic acid)