ChemFOnt: Showing chemical card for Methyl indole-3-propanoate (CFc000220876)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:40:18 UTC

Chemfont ID

CFc000220876

Molecule Identification

Common Name

Methyl indole-3-propanoate

Definition

Methyl indole-3-propanoate, also known as methyl indole-3-propionate, 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. Methyl indole-3-propanoate is a catabolite of tryptophan converted by the gut microbiota. After absorption through the intestinal epithelium, tryptophan catabolites enter the bloodstream and are later excreted in the urine (PMID: 28916042 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Methyl indole-3-propanoic acid	Generator
Methyl 3-(1H-indol-3-yl)propanoic acid	HMDB
MIP	HMDB
Methyl 1H-indole-3-propanoate	HMDB
Methyl 1H-indole-3-propionate	HMDB
Methyl 3-(1H-indol-3-yl)propanoate	HMDB
Methyl 3-(1H-indol-3-yl)propionate	HMDB
Methyl 3-(3-indolyl)propanoate	HMDB
Methyl 3-(3-indolyl)propionate	HMDB
Methyl 3-(indol-3-yl)propanoate	HMDB
Methyl 3-(indol-3-yl)propionate	HMDB
Methyl indole-3-propionate	HMDB
Methyl indole-3-propanoate	HMDB

Chemical Formula

C₁₂H₁₃NO₂

Average Molecular Weight

203.241

Monoisotopic Molecular Weight

203.094628663

IUPAC Name

methyl 3-(1H-indol-3-yl)propanoate

Traditional Name

methyl 3-(1H-indol-3-yl)propanoate

CAS Registry Number

5548-09-4

SMILES

COC(=O)CCC1=CNC2=C1C=CC=C2

InChI Identifier

InChI=1S/C12H13NO2/c1-15-12(14)7-6-9-8-13-11-5-3-2-4-10(9)11/h2-5,8,13H,6-7H2,1H3

InChI Key

BAYIDMGOQRXHBC-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
Fatty acid ester
Substituted pyrrole
Benzenoid
Fatty acyl
Methyl ester
Pyrrole
Heteroaromatic compound
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Azacycle
Carbonyl group
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Urine (PMID: 28916042)

Source

Exogenous

Exogenous (HMDB: HMDB0240623)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.49 g/L	ALOGPS
logP	2.93	ALOGPS
logP	2.3	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	16.16	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	42.09 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	57.82 m³·mol⁻¹	ChemAxon
Polarizability	22.17 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

HMDB0240623

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

20406

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21711

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Methyl indole-3-propanoate (CFc000220876)

MOL for CFc000220876 (Methyl indole-3-propanoate)

3D MOL for CFc000220876 (Methyl indole-3-propanoate)

3D SDF for CFc000220876 (Methyl indole-3-propanoate)

3D-SDF for CFc000220876 (Methyl indole-3-propanoate)

PDB for CFc000220876 (Methyl indole-3-propanoate)

3D PDB for CFc000220876 (Methyl indole-3-propanoate)

SMILES for CFc000220876 (Methyl indole-3-propanoate)

INCHI for CFc000220876 (Methyl indole-3-propanoate)

Structure for CFc000220876 (Methyl indole-3-propanoate)

3D Structure for CFc000220876 (Methyl indole-3-propanoate)