ChemFOnt: Showing chemical card for 8-(2-aminoethyl)-2-[3-hydroxy-5-methoxy-4-(sulfooxy)phenyl]-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid (CFc000119869)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:43:43 UTC

Chemfont ID

CFc000119869

Molecule Identification

Common Name

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

Definition

8-(2-aminoethyl)-2-[3-hydroxy-5-methoxy-4-(sulfooxy)phenyl]-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-(3,4-dihydroxy-5-methoxyphenyl)-1h,2h,6h-furo[3,2-e]indole-1-carboxylic acid. It is generated by Sulfotransferase 1A3 (P0DMM9) and Sulfotransferase enzymes via a -4-O-sulfation-of-phenolic-compound reaction. This -4-O-sulfation-of-phenolic-compound occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
8-(2-Aminoethyl)-2-[3-hydroxy-5-methoxy-4-(sulfooxy)phenyl]-1H,2H,6H-furo[3,2-e]indole-1-carboxylate	Generator
8-(2-Aminoethyl)-2-[3-hydroxy-5-methoxy-4-(sulphooxy)phenyl]-1H,2H,6H-furo[3,2-e]indole-1-carboxylate	Generator
8-(2-Aminoethyl)-2-[3-hydroxy-5-methoxy-4-(sulphooxy)phenyl]-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid	Generator

Chemical Formula

C₂₀H₂₀N₂O₉S

Average Molecular Weight

464.45

Monoisotopic Molecular Weight

464.088951406

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(O)=C1OS(O)(=O)=O)C1OC2=C(C1C(O)=O)C1=C(NC=C1CCN)C=C2

InChI Identifier

InChI=1S/C20H20N2O9S/c1-29-14-7-10(6-12(23)19(14)31-32(26,27)28)18-17(20(24)25)16-13(30-18)3-2-11-15(16)9(4-5-21)8-22-11/h2-3,6-8,17-18,22-23H,4-5,21H2,1H3,(H,24,25)(H,26,27,28)

InChI Key

GMWAHTUSOVYJBM-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
Phenylsulfate
3-alkylindole
Methoxyphenol
Arylsulfate
Coumaran
Indole
Indole or derivatives
Methoxybenzene
Phenoxy compound
Phenol ether
Anisole
2-arylethylamine
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Substituted pyrrole
Sulfuric acid monoester
Sulfate-ester
Sulfuric acid ester
Benzenoid
Pyrrole
Heteroaromatic compound
Organic sulfuric acid or derivatives
Amino acid or derivatives
Amino acid
Organoheterocyclic compound
Azacycle
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Ether
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Primary amine
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0139460)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.23 g/L	ALOGPS
logP	-0.87	ALOGPS
logP	0.93	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	-2.4	ChemAxon
pKa (Strongest Basic)	9.58	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	181.4 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	110.93 m³·mol⁻¹	ChemAxon
Polarizability	44.18 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0139460

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-hydroxy-5-methoxy-4-(sulfooxy)phenyl]-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid (CFc000119869)

MOL for CFc000119869 (8-(2-aminoethyl)-2-[3-hydroxy-5-methoxy-4-(sulfooxy)phenyl]-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

3D MOL for CFc000119869 (8-(2-aminoethyl)-2-[3-hydroxy-5-methoxy-4-(sulfooxy)phenyl]-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

3D SDF for CFc000119869 (8-(2-aminoethyl)-2-[3-hydroxy-5-methoxy-4-(sulfooxy)phenyl]-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

3D-SDF for CFc000119869 (8-(2-aminoethyl)-2-[3-hydroxy-5-methoxy-4-(sulfooxy)phenyl]-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

PDB for CFc000119869 (8-(2-aminoethyl)-2-[3-hydroxy-5-methoxy-4-(sulfooxy)phenyl]-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

3D PDB for CFc000119869 (8-(2-aminoethyl)-2-[3-hydroxy-5-methoxy-4-(sulfooxy)phenyl]-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

SMILES for CFc000119869 (8-(2-aminoethyl)-2-[3-hydroxy-5-methoxy-4-(sulfooxy)phenyl]-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

INCHI for CFc000119869 (8-(2-aminoethyl)-2-[3-hydroxy-5-methoxy-4-(sulfooxy)phenyl]-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

Structure for CFc000119869 (8-(2-aminoethyl)-2-[3-hydroxy-5-methoxy-4-(sulfooxy)phenyl]-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)

3D Structure for CFc000119869 (8-(2-aminoethyl)-2-[3-hydroxy-5-methoxy-4-(sulfooxy)phenyl]-1H,2H,6H-furo[3,2-e]indole-1-carboxylic acid)