ChemFOnt: Showing chemical card for 8-(2-aminoethyl)-2-{1-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl}-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid (CFc000119871)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:43:44 UTC

Chemfont ID

CFc000119871

Molecule Identification

Common Name

8-(2-aminoethyl)-2-{1-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-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-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-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-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1h,2h,6h-furo[3,2-e]indole-1-carboxylic acid. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an alkyl-OH-glucuronidation reaction. This alkyl-OH-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

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

Chemical Formula

C₂₆H₂₈N₂O₁₂

Average Molecular Weight

560.512

Monoisotopic Molecular Weight

560.16422435

IUPAC Name

8-(2-aminoethyl)-2-{1-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-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-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-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(OC2OC(C(O)C(O)C2O)C(O)=O)(C=CC1=O)C1OC2=C(C1C(O)=O)C1=C(NC=C1CCN)C=C2

InChI Identifier

InChI=1S/C26H28N2O12/c1-37-14-8-26(6-4-12(14)29,40-25-20(32)18(30)19(31)21(39-25)24(35)36)22-17(23(33)34)16-13(38-22)3-2-11-15(16)10(5-7-27)9-28-11/h2-4,6,8-9,17-22,25,28,30-32H,5,7,27H2,1H3,(H,33,34)(H,35,36)

InChI Key

OAJPPEWUZYQOEV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glucuronides

Alternative Parents

Substituents

1-o-glucuronide
O-glucuronide
O-glycosyl compound
Glycosyl compound
3-alkylindole
Coumaran
Indole or derivatives
Indole
2-arylethylamine
Alkyl aryl ether
Beta-hydroxy acid
Aralkylamine
Dicarboxylic acid or derivatives
Monosaccharide
Oxane
Pyran
Substituted pyrrole
Hydroxy acid
Benzenoid
Pyrrole
Heteroaromatic compound
Amino acid
Secondary alcohol
Amino acid or derivatives
Ketone
Cyclic ketone
Acetal
Carboxylic acid derivative
Carboxylic acid
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Organic nitrogen compound
Alcohol
Amine
Organopnictogen compound
Organic oxide
Primary amine
Carbonyl group
Primary aliphatic amine
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0139462)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.62 g/L	ALOGPS
logP	-0.6	ALOGPS
logP	-3.4	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	2.68	ChemAxon
pKa (Strongest Basic)	9.75	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	231.09 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	134.62 m³·mol⁻¹	ChemAxon
Polarizability	53.29 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0139462

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-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl}-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid (CFc000119871)

MOL for CFc000119871 (8-(2-aminoethyl)-2-{1-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl}-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

3D MOL for CFc000119871 (8-(2-aminoethyl)-2-{1-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl}-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

3D SDF for CFc000119871 (8-(2-aminoethyl)-2-{1-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl}-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

3D-SDF for CFc000119871 (8-(2-aminoethyl)-2-{1-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl}-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

PDB for CFc000119871 (8-(2-aminoethyl)-2-{1-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl}-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

3D PDB for CFc000119871 (8-(2-aminoethyl)-2-{1-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl}-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

SMILES for CFc000119871 (8-(2-aminoethyl)-2-{1-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl}-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

INCHI for CFc000119871 (8-(2-aminoethyl)-2-{1-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl}-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

Structure for CFc000119871 (8-(2-aminoethyl)-2-{1-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl}-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

3D Structure for CFc000119871 (8-(2-aminoethyl)-2-{1-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl}-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)