ChemFOnt: Showing chemical card for Methyl 2,3-dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid (CFc000019840)

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

CFc000019840

Molecule Identification

Common Name

Methyl 2,3-dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid

Definition

Methyl 2,3-dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid is found in cereals and cereal products. Methyl 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
Methyl 2,3-dihydro-3,5-dihydroxy-2-oxo-3-indoleacetate	Generator
Methyl 2-(2,3,5-trihydroxy-3H-indol-3-yl)acetic acid	HMDB

Chemical Formula

C₁₁H₁₁NO₅

Average Molecular Weight

237.2087

Monoisotopic Molecular Weight

237.063722467

IUPAC Name

methyl 2-(3,5-dihydroxy-2-oxo-2,3-dihydro-1H-indol-3-yl)acetate

Traditional Name

methyl 2-(3,5-dihydroxy-2-oxo-1H-indol-3-yl)acetate

CAS Registry Number

57061-18-4

SMILES

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

InChI Identifier

InChI=1S/C11H11NO5/c1-17-9(14)5-11(16)7-4-6(13)2-3-8(7)12-10(11)15/h2-4,13,16H,5H2,1H3,(H,12,15)

InChI Key

YPPHXVJCTQPTBV-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
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Methyl ester
Tertiary alcohol
Carboxamide group
Carboxylic acid ester
Secondary carboxylic acid amide
Lactam
Carboxylic acid derivative
Azacycle
Monocarboxylic acid or derivatives
Alcohol
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
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: HMDB0038942)
Cytoplasm (HMDB: HMDB0038942)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038942)

Source

Exogenous

Exogenous (HMDB: HMDB0038942)

Food

Food (HMDB: HMDB0038942)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Endogenous

Plant

Poaceae (HMDB: HMDB0038942)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038942)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	8.1 g/L	ALOGPS
logP	0.54	ALOGPS
logP	-0.0098	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	9.25	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	95.86 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	58.42 m³·mol⁻¹	ChemAxon
Polarizability	22.52 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

HMDB0038942

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018418

KNApSAcK ID

Not Available

Chemspider ID

22943185

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45782784

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Methyl 2,3-dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid (CFc000019840)

MOL for CFc000019840 (Methyl 2,3-dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

3D MOL for CFc000019840 (Methyl 2,3-dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

3D SDF for CFc000019840 (Methyl 2,3-dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

3D-SDF for CFc000019840 (Methyl 2,3-dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

PDB for CFc000019840 (Methyl 2,3-dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

3D PDB for CFc000019840 (Methyl 2,3-dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

SMILES for CFc000019840 (Methyl 2,3-dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

INCHI for CFc000019840 (Methyl 2,3-dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

Structure for CFc000019840 (Methyl 2,3-dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)

3D Structure for CFc000019840 (Methyl 2,3-dihydro-3,5-dihydroxy-2-oxo-3-indoleacetic acid)