ChemFOnt: Showing chemical card for 8-(2-aminoethyl)-2-(3,4-dihydroxyphenyl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid (CFc000119836)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:43:40 UTC

Chemfont ID

CFc000119836

Molecule Identification

Common Name

8-(2-aminoethyl)-2-(3,4-dihydroxyphenyl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid

Definition

8-(2-aminoethyl)-2-(3,4-dihydroxyphenyl)-1h,2h,6h-furo[3,2-e]indole-1-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 8-(2-aminoethyl)-2-(4-hydroxy-3-methoxyphenyl)-1h,2h,6h-furo[3,2-e]indole-1-carboxylic acid. It is generated by cyp2c9, cyp2c19, cyp2d6, and cyp3a4 enzymes via an o-dealkylation reaction. This o-dealkylation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
8-(2-Aminoethyl)-2-(3,4-dihydroxyphenyl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylate	Generator

Chemical Formula

C₁₉H₁₈N₂O₅

Average Molecular Weight

354.362

Monoisotopic Molecular Weight

354.121571688

IUPAC Name

8-(2-aminoethyl)-2-(3,4-dihydroxyphenyl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid

Traditional Name

8-(2-aminoethyl)-2-(3,4-dihydroxyphenyl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid

CAS Registry Number

Not Available

SMILES

NCCC1=CNC2=C1C1=C(OC(C1C(O)=O)C1=CC(O)=C(O)C=C1)C=C2

InChI Identifier

InChI=1S/C19H18N2O5/c20-6-5-10-8-21-11-2-4-14-16(15(10)11)17(19(24)25)18(26-14)9-1-3-12(22)13(23)7-9/h1-4,7-8,17-18,21-23H,5-6,20H2,(H,24,25)

InChI Key

SBQWOPZDJOQZCR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
3-alkylindole
Indole or derivatives
Indole
Coumaran
2-arylethylamine
Catechol
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Amino acid
Amino acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Ether
Oxacycle
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Amine
Primary aliphatic amine
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Primary amine
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0139427)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.3 g/L	ALOGPS
logP	-0.54	ALOGPS
logP	-0.34	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.56	ChemAxon
pKa (Strongest Basic)	9.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	128.8 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	94.48 m³·mol⁻¹	ChemAxon
Polarizability	35.92 Å³	ChemAxon
Number of Rings	4	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

HMDB0139427

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 8-(2-aminoethyl)-2-(3,4-dihydroxyphenyl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid (CFc000119836)

MOL for CFc000119836 (8-(2-aminoethyl)-2-(3,4-dihydroxyphenyl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

3D MOL for CFc000119836 (8-(2-aminoethyl)-2-(3,4-dihydroxyphenyl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

3D SDF for CFc000119836 (8-(2-aminoethyl)-2-(3,4-dihydroxyphenyl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

3D-SDF for CFc000119836 (8-(2-aminoethyl)-2-(3,4-dihydroxyphenyl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

PDB for CFc000119836 (8-(2-aminoethyl)-2-(3,4-dihydroxyphenyl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

3D PDB for CFc000119836 (8-(2-aminoethyl)-2-(3,4-dihydroxyphenyl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

SMILES for CFc000119836 (8-(2-aminoethyl)-2-(3,4-dihydroxyphenyl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

INCHI for CFc000119836 (8-(2-aminoethyl)-2-(3,4-dihydroxyphenyl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

Structure for CFc000119836 (8-(2-aminoethyl)-2-(3,4-dihydroxyphenyl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

3D Structure for CFc000119836 (8-(2-aminoethyl)-2-(3,4-dihydroxyphenyl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)