ChemFOnt: Showing chemical card for 6-{[3-(2-amino-2-carboxyethyl)-6-chloro-1H-indol-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000143949)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:21:46 UTC

Chemfont ID

CFc000143949

Molecule Identification

Common Name

6-{[3-(2-amino-2-carboxyethyl)-6-chloro-1H-indol-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{[3-(2-amino-2-carboxyethyl)-6-chloro-1H-indol-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Based on a literature review very few articles have been published on 6-{[3-(2-amino-2-carboxyethyl)-6-chloro-1H-indol-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-{[3-(2-amino-2-carboxyethyl)-6-chloro-1H-indol-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₁₇H₁₉ClN₂O₉

Average Molecular Weight

430.79

Monoisotopic Molecular Weight

430.0779079

IUPAC Name

6-{[3-(2-amino-2-carboxyethyl)-6-chloro-1H-indol-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{[3-(2-amino-2-carboxyethyl)-6-chloro-1H-indol-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

NC(CC1=CNC2=CC(Cl)=C(OC3OC(C(O)C(O)C3O)C(O)=O)C=C12)C(O)=O

InChI Identifier

InChI=1S/C17H19ClN2O9/c18-7-3-9-6(5(4-20-9)1-8(19)15(24)25)2-10(7)28-17-13(23)11(21)12(22)14(29-17)16(26)27/h2-4,8,11-14,17,20-23H,1,19H2,(H,24,25)(H,26,27)

InChI Key

XEABZLYTGOAUPW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Serotonin
Hexose monosaccharide
O-glycosyl compound
Alpha-amino acid
Alpha-amino acid or derivatives
3-alkylindole
Indole or derivatives
Indole
Beta-hydroxy acid
Aralkylamine
Monosaccharide
Aryl chloride
Aryl halide
Hydroxy acid
Oxane
Substituted pyrrole
Pyran
Benzenoid
Dicarboxylic acid or derivatives
Heteroaromatic compound
Pyrrole
Amino acid or derivatives
Secondary alcohol
Amino acid
Acetal
Oxacycle
Azacycle
Carboxylic acid derivative
Carboxylic acid
Organoheterocyclic compound
Polyol
Amine
Organopnictogen compound
Carbonyl group
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Primary amine
Organonitrogen compound
Organochloride
Organohalogen compound
Primary aliphatic amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.19 g/L	ALOGPS
logP	-1.3	ALOGPS
logP	-2.9	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	1.69	ChemAxon
pKa (Strongest Basic)	9.42	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	195.56 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	95 m³·mol⁻¹	ChemAxon
Polarizability	39.56 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0163541

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-{[3-(2-amino-2-carboxyethyl)-6-chloro-1H-indol-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000143949)

MOL for CFc000143949 (6-{[3-(2-amino-2-carboxyethyl)-6-chloro-1H-indol-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000143949 (6-{[3-(2-amino-2-carboxyethyl)-6-chloro-1H-indol-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000143949 (6-{[3-(2-amino-2-carboxyethyl)-6-chloro-1H-indol-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000143949 (6-{[3-(2-amino-2-carboxyethyl)-6-chloro-1H-indol-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000143949 (6-{[3-(2-amino-2-carboxyethyl)-6-chloro-1H-indol-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000143949 (6-{[3-(2-amino-2-carboxyethyl)-6-chloro-1H-indol-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000143949 (6-{[3-(2-amino-2-carboxyethyl)-6-chloro-1H-indol-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000143949 (6-{[3-(2-amino-2-carboxyethyl)-6-chloro-1H-indol-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000143949 (6-{[3-(2-amino-2-carboxyethyl)-6-chloro-1H-indol-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000143949 (6-{[3-(2-amino-2-carboxyethyl)-6-chloro-1H-indol-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)