ChemFOnt: Showing chemical card for 6-[8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000119872)

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

CFc000119872

Molecule Identification

Common Name

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

Definition

6-[8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1h,2h,6h-furo[3,2-e]indole-1-carbonyloxy]-3,4,5-trihydroxyoxane-2-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 aliphatic-acyl-O-glucuronidation reaction. This aliphatic-acyl-O-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

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

Chemical Formula

C₂₆H₂₈N₂O₁₂

Average Molecular Weight

560.512

Monoisotopic Molecular Weight

560.16422435

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

COC1=CC(O)(C=CC1=O)C1OC2=C(C1C(=O)OC1OC(C(O)C(O)C1O)C(O)=O)C1=C(NC=C1CCN)C=C2

InChI Identifier

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

InChI Key

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0139463)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.76 g/L	ALOGPS
logP	-0.42	ALOGPS
logP	-3.6	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	2.79	ChemAxon
pKa (Strongest Basic)	9.75	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	231.09 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	134.64 m³·mol⁻¹	ChemAxon
Polarizability	52.74 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

HMDB0139463

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 6-[8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000119872)

MOL for CFc000119872 (6-[8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000119872 (6-[8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000119872 (6-[8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000119872 (6-[8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000119872 (6-[8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000119872 (6-[8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000119872 (6-[8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000119872 (6-[8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000119872 (6-[8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000119872 (6-[8-(2-aminoethyl)-2-(1-hydroxy-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)-1H,2H,6H-furo[3,2-e]indole-1-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)