ChemFOnt: Showing chemical card for (R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid (CFc000019839)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:10:57 UTC

Chemfont ID

CFc000019839

Molecule Identification

Common Name

(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid

Definition

(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid is found in cereals and cereal products. (R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid is a constituent of rice bran.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetate	Generator
2-(2,3,5-Trihydroxy-3H-indol-3-yl)acetate	HMDB

Chemical Formula

C₁₀H₉NO₅

Average Molecular Weight

223.1822

Monoisotopic Molecular Weight

223.048072403

IUPAC Name

2-(3,5-dihydroxy-2-oxo-2,3-dihydro-1H-indol-3-yl)acetic acid

Traditional Name

(3,5-dihydroxy-2-oxo-1H-indol-3-yl)acetic acid

CAS Registry Number

None

SMILES

OC(=O)CC1(O)C(=O)NC2=C1C=C(O)C=C2

InChI Identifier

InChI=1S/C10H9NO5/c12-5-1-2-7-6(3-5)10(16,4-8(13)14)9(15)11-7/h1-3,12,16H,4H2,(H,11,15)(H,13,14)

InChI Key

BSACCBRVBZORKX-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
3-alkylindole
Indole
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Tertiary alcohol
Cyclic carboximidic acid
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Polyol
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Alcohol
Organic oxide
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0038941)
Cytoplasm (HMDB: HMDB0038941)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038941)

Source

Exogenous

Exogenous (HMDB: HMDB0038941)

Food

Food (HMDB: HMDB0038941)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Endogenous

Plant

Poaceae (HMDB: HMDB0038941)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038941)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	18.1 g/L	ALOGPS
logP	0.11	ALOGPS
logP	-0.16	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	3.51	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	106.86 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	53.65 m³·mol⁻¹	ChemAxon
Polarizability	20.33 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

HMDB0038941

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018417

KNApSAcK ID

Not Available

Chemspider ID

32681552

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85880351

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid (CFc000019839)

MOL for CFc000019839 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

3D MOL for CFc000019839 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

3D SDF for CFc000019839 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

3D-SDF for CFc000019839 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

PDB for CFc000019839 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

3D PDB for CFc000019839 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

SMILES for CFc000019839 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

INCHI for CFc000019839 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

Structure for CFc000019839 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

3D Structure for CFc000019839 ((R)-2,3-Dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)