ChemFOnt: Showing chemical card for 8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid (CFc000119838)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:43:41 UTC

Chemfont ID

CFc000119838

Molecule Identification

Common Name

8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid

Definition

8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-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 cyp3a4 enzyme via an oxidation-of-4-substitutted-phenol-pattern2 reaction. This oxidation-of-4-substitutted-phenol-pattern2 occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
8-(2-Aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylate	Generator

Chemical Formula

C₂₀H₂₀N₂O₆

Average Molecular Weight

384.388

Monoisotopic Molecular Weight

384.132136372

IUPAC Name

8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid

Traditional Name

8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(O)(C=CC1=O)C1OC2=C(C1C(O)=O)C1=C(NC=C1CCN)C=C2

InChI Identifier

InChI=1S/C20H20N2O6/c1-27-14-8-20(26,6-4-12(14)23)18-17(19(24)25)16-13(28-18)3-2-11-15(16)10(5-7-21)9-22-11/h2-4,6,8-9,17-18,22,26H,5,7,21H2,1H3,(H,24,25)

InChI Key

GCRXGOQAMNIKAL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Coumaran
2-arylethylamine
Alkyl aryl ether
Aralkylamine
Substituted pyrrole
Benzenoid
Pyrrole
Tertiary alcohol
Heteroaromatic compound
Amino acid
Cyclic ketone
Amino acid or derivatives
Ketone
Azacycle
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Primary aliphatic amine
Primary amine
Alcohol
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organopnictogen compound
Organic oxide
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0139429)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.51 g/L	ALOGPS
logP	-0.39	ALOGPS
logP	-1.7	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	3.76	ChemAxon
pKa (Strongest Basic)	9.75	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	134.87 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	102.34 m³·mol⁻¹	ChemAxon
Polarizability	37.36 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0139429

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-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid (CFc000119838)

MOL for CFc000119838 (8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

3D MOL for CFc000119838 (8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

3D SDF for CFc000119838 (8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

3D-SDF for CFc000119838 (8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

PDB for CFc000119838 (8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

3D PDB for CFc000119838 (8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

SMILES for CFc000119838 (8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

INCHI for CFc000119838 (8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

Structure for CFc000119838 (8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

3D Structure for CFc000119838 (8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)