ChemFOnt: Showing chemical card for 6-{[6-(3-amino-4-hydroxybutanoyl)-2-(hydroxymethyl)-2-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000142866)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:19:54 UTC

Chemfont ID

CFc000142866

Molecule Identification

Common Name

6-{[6-(3-amino-4-hydroxybutanoyl)-2-(hydroxymethyl)-2-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{[6-(3-amino-4-hydroxybutanoyl)-2-(hydroxymethyl)-2-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]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-{[6-(3-amino-4-hydroxybutanoyl)-2-(hydroxymethyl)-2-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-{[6-(3-amino-4-hydroxybutanoyl)-2-(hydroxymethyl)-2-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]amino}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₁H₂₈N₂O₁₁

Average Molecular Weight

484.458

Monoisotopic Molecular Weight

484.16930973

IUPAC Name

6-{[6-(3-amino-4-hydroxybutanoyl)-2-(hydroxymethyl)-2-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{[6-(3-amino-4-hydroxybutanoyl)-2-(hydroxymethyl)-2-methyl-4-oxo-3H-1-benzopyran-5-yl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1(CO)CC(=O)C2=C(O1)C=CC(C(=O)CC(N)CO)=C2NC1OC(C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C21H28N2O11/c1-21(7-25)5-11(27)13-12(34-21)3-2-9(10(26)4-8(22)6-24)14(13)23-19-17(30)15(28)16(29)18(33-19)20(31)32/h2-3,8,15-19,23-25,28-30H,4-7,22H2,1H3,(H,31,32)

InChI Key

VQNRBMSJMMHVEL-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
Hexose monosaccharide
N-glycosyl compound
Glycosyl compound
Chromone
Butyrophenone
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Beta-hydroxy acid
Secondary aliphatic/aromatic amine
Pyran
Benzenoid
Hydroxy acid
Oxane
Monosaccharide
Beta-aminoketone
Vinylogous amide
Amino acid
Amino acid or derivatives
Ketone
Secondary alcohol
1,2-aminoalcohol
Oxacycle
Organoheterocyclic compound
Secondary amine
Carboxylic acid derivative
Carboxylic acid
Ether
Polyol
Monocarboxylic acid or derivatives
Carbonyl group
Primary amine
Organopnictogen compound
Alcohol
Amine
Organic oxide
Primary alcohol
Hydrocarbon derivative
Organonitrogen compound
Organic nitrogen 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	15.9 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-5	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	2.69	ChemAxon
pKa (Strongest Basic)	8.83	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	229.1 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	113.81 m³·mol⁻¹	ChemAxon
Polarizability	47.26 Å³	ChemAxon
Number of Rings	3	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

HMDB0162458

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-{[6-(3-amino-4-hydroxybutanoyl)-2-(hydroxymethyl)-2-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000142866)

MOL for CFc000142866 (6-{[6-(3-amino-4-hydroxybutanoyl)-2-(hydroxymethyl)-2-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000142866 (6-{[6-(3-amino-4-hydroxybutanoyl)-2-(hydroxymethyl)-2-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000142866 (6-{[6-(3-amino-4-hydroxybutanoyl)-2-(hydroxymethyl)-2-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000142866 (6-{[6-(3-amino-4-hydroxybutanoyl)-2-(hydroxymethyl)-2-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000142866 (6-{[6-(3-amino-4-hydroxybutanoyl)-2-(hydroxymethyl)-2-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000142866 (6-{[6-(3-amino-4-hydroxybutanoyl)-2-(hydroxymethyl)-2-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000142866 (6-{[6-(3-amino-4-hydroxybutanoyl)-2-(hydroxymethyl)-2-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000142866 (6-{[6-(3-amino-4-hydroxybutanoyl)-2-(hydroxymethyl)-2-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000142866 (6-{[6-(3-amino-4-hydroxybutanoyl)-2-(hydroxymethyl)-2-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000142866 (6-{[6-(3-amino-4-hydroxybutanoyl)-2-(hydroxymethyl)-2-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]amino}-3,4,5-trihydroxyoxane-2-carboxylic acid)