ChemFOnt: Showing chemical card for 6-{[2-(3-amino-3-carboxypropanoyl)-6-hydroxyphenyl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000141640)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:18:09 UTC

Chemfont ID

CFc000141640

Molecule Identification

Common Name

6-{[2-(3-amino-3-carboxypropanoyl)-6-hydroxyphenyl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{[2-(3-amino-3-carboxypropanoyl)-6-hydroxyphenyl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as n-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through a N-glycosidic bond. Based on a literature review very few articles have been published on 6-{[2-(3-amino-3-carboxypropanoyl)-6-hydroxyphenyl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-{[2-(3-amino-3-carboxypropanoyl)-6-hydroxyphenyl]amino}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₁₆H₂₀N₂O₁₀

Average Molecular Weight

400.34

Monoisotopic Molecular Weight

400.111794852

IUPAC Name

6-{[2-(3-amino-3-carboxypropanoyl)-6-hydroxyphenyl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{[2-(3-amino-3-carboxypropanoyl)-6-hydroxyphenyl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

NC(CC(=O)C1=C(NC2OC(C(O)C(O)C2O)C(O)=O)C(O)=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C16H20N2O10/c17-6(15(24)25)4-8(20)5-2-1-3-7(19)9(5)18-14-12(23)10(21)11(22)13(28-14)16(26)27/h1-3,6,10-14,18-19,21-23H,4,17H2,(H,24,25)(H,26,27)

InChI Key

RMBNRFJAURQHJP-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

N-glucuronides

Alternative Parents

Substituents

N-glucuronide
1-n-glucuronide
Alkyl-phenylketone
Hexose monosaccharide
Glycosyl compound
N-glycosyl compound
Butyrophenone
Alpha-amino acid
Alpha-amino acid or derivatives
Phenylketone
O-aminophenol
Gamma-keto acid
Aminophenol
Aryl ketone
Aryl alkyl ketone
Benzoyl
Aniline or substituted anilines
Phenylalkylamine
Beta-hydroxy acid
Secondary aliphatic/aromatic amine
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Pyran
Beta-aminoketone
Oxane
Dicarboxylic acid or derivatives
Monosaccharide
Benzenoid
Hydroxy acid
Keto acid
Vinylogous amide
Ketone
Amino acid or derivatives
Amino acid
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Secondary amine
Polyol
Carboxylic acid derivative
Carboxylic acid
Primary amine
Organopnictogen compound
Organic nitrogen compound
Alcohol
Amine
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Primary aliphatic amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	15.1 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-4.1	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	1.44	ChemAxon
pKa (Strongest Basic)	8.84	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	219.87 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	90.05 m³·mol⁻¹	ChemAxon
Polarizability	36.64 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0161232

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-{[2-(3-amino-3-carboxypropanoyl)-6-hydroxyphenyl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000141640)

MOL for CFc000141640 (6-{[2-(3-amino-3-carboxypropanoyl)-6-hydroxyphenyl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000141640 (6-{[2-(3-amino-3-carboxypropanoyl)-6-hydroxyphenyl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000141640 (6-{[2-(3-amino-3-carboxypropanoyl)-6-hydroxyphenyl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000141640 (6-{[2-(3-amino-3-carboxypropanoyl)-6-hydroxyphenyl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000141640 (6-{[2-(3-amino-3-carboxypropanoyl)-6-hydroxyphenyl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000141640 (6-{[2-(3-amino-3-carboxypropanoyl)-6-hydroxyphenyl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000141640 (6-{[2-(3-amino-3-carboxypropanoyl)-6-hydroxyphenyl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000141640 (6-{[2-(3-amino-3-carboxypropanoyl)-6-hydroxyphenyl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000141640 (6-{[2-(3-amino-3-carboxypropanoyl)-6-hydroxyphenyl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000141640 (6-{[2-(3-amino-3-carboxypropanoyl)-6-hydroxyphenyl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid)