ChemFOnt: Showing chemical card for 2-({2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-[(sulfooxy)methyl]oxan-4-yl}oxy)-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid (CFc000141117)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:17:26 UTC

Chemfont ID

CFc000141117

Molecule Identification

Common Name

2-({2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-[(sulfooxy)methyl]oxan-4-yl}oxy)-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid

Definition

2-Acetamido-2-deoxy-3-O-(.beta.-D-gluco-4-enepyranosyluronic acid)-6-O-sulfo-D-galactose belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group. Based on a literature review very few articles have been published on 2-Acetamido-2-deoxy-3-O-(.beta.-D-gluco-4-enepyranosyluronic acid)-6-O-sulfo-D-galactose.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Acetamido-2-deoxy-3-O-(.beta.-D-gluco-4-enepyranosyluronate)-6-O-sulfO-D-galactose	Generator
2-Acetamido-2-deoxy-3-O-(.beta.-D-gluco-4-enepyranosyluronate)-6-O-sulphO-D-galactose	Generator
2-Acetamido-2-deoxy-3-O-(.beta.-D-gluco-4-enepyranosyluronic acid)-6-O-sulphO-D-galactose	Generator

Chemical Formula

C₁₄H₂₁NO₁₄S

Average Molecular Weight

459.38

Monoisotopic Molecular Weight

459.068275534

IUPAC Name

2-({2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-[(sulfooxy)methyl]oxan-4-yl}oxy)-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid

Traditional Name

6-({2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-[(sulfooxy)methyl]oxan-4-yl}oxy)-4,5-dihydroxy-5,6-dihydro-4H-pyran-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(O)=NC1C(O)OC(COS(O)(=O)=O)C(O)C1OC1OC(=CC(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C14H21NO14S/c1-4(16)15-8-11(10(19)7(27-13(8)22)3-26-30(23,24)25)29-14-9(18)5(17)2-6(28-14)12(20)21/h2,5,7-11,13-14,17-19,22H,3H2,1H3,(H,15,16)(H,20,21)(H,23,24,25)

InChI Key

BUJZTFINDCQRGP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Acylaminosugars

Alternative Parents

Substituents

Acylaminosugar
N-acyl-alpha-hexosamine
Disaccharide sulfate
Disaccharide
Oxane
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Sulfuric acid ester
Acetamide
Organic sulfuric acid or derivatives
Carboxamide group
Hemiacetal
Secondary alcohol
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Acetal
Organoheterocyclic compound
Organonitrogen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Organopnictogen compound
Carbonyl group
Organic nitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic 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	25.8 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-5	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	-2.1	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	242.1 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	90.18 m³·mol⁻¹	ChemAxon
Polarizability	40.19 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

HMDB0160709

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4379090

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5208082

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-({2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-[(sulfooxy)methyl]oxan-4-yl}oxy)-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid (CFc000141117)

MOL for CFc000141117 (2-({2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-[(sulfooxy)methyl]oxan-4-yl}oxy)-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid)

3D MOL for CFc000141117 (2-({2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-[(sulfooxy)methyl]oxan-4-yl}oxy)-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid)

3D SDF for CFc000141117 (2-({2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-[(sulfooxy)methyl]oxan-4-yl}oxy)-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid)

3D-SDF for CFc000141117 (2-({2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-[(sulfooxy)methyl]oxan-4-yl}oxy)-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid)

PDB for CFc000141117 (2-({2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-[(sulfooxy)methyl]oxan-4-yl}oxy)-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid)

3D PDB for CFc000141117 (2-({2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-[(sulfooxy)methyl]oxan-4-yl}oxy)-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid)

SMILES for CFc000141117 (2-({2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-[(sulfooxy)methyl]oxan-4-yl}oxy)-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid)

INCHI for CFc000141117 (2-({2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-[(sulfooxy)methyl]oxan-4-yl}oxy)-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid)

Structure for CFc000141117 (2-({2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-[(sulfooxy)methyl]oxan-4-yl}oxy)-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid)

3D Structure for CFc000141117 (2-({2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-[(sulfooxy)methyl]oxan-4-yl}oxy)-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid)