ChemFOnt: Showing chemical card for 6-{3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-[2-(hydroxyamino)-1,3-thiazol-4-yl]-2-(methoxyimino)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000143308)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:20:39 UTC

Chemfont ID

CFc000143308

Molecule Identification

Common Name

Definition

6-{3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-[2-(hydroxyamino)-1,3-thiazol-4-yl]-2-(methoxyimino)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond. Based on a literature review very few articles have been published on 6-{3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-[2-(hydroxyamino)-1,3-thiazol-4-yl]-2-(methoxyimino)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-{3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-[2-(hydroxyamino)-1,3-thiazol-4-yl]-2-(methoxyimino)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator
6-{3-[(furan-2-carbonylsulphanyl)methyl]-7-{[(2Z)-1-hydroxy-2-[2-(hydroxyamino)-1,3-thiazol-4-yl]-2-(methoxyimino)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator
6-{3-[(furan-2-carbonylsulphanyl)methyl]-7-{[(2Z)-1-hydroxy-2-[2-(hydroxyamino)-1,3-thiazol-4-yl]-2-(methoxyimino)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	Generator

Chemical Formula

C₂₅H₂₅N₅O₁₄S₃

Average Molecular Weight

715.68

Monoisotopic Molecular Weight

715.056014027

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CO\N=C(/C(O)=NC1C2SCC(CSC(=O)C3=CC=CO3)=C(N2C1=O)C(=O)OC1OC(C(O)C(O)C1O)C(O)=O)C1=CSC(NO)=N1

InChI Identifier

InChI=1S/C25H25N5O14S3/c1-41-29-11(9-7-47-25(26-9)28-40)18(34)27-12-19(35)30-13(8(5-45-20(12)30)6-46-23(39)10-3-2-4-42-10)22(38)44-24-16(33)14(31)15(32)17(43-24)21(36)37/h2-4,7,12,14-17,20,24,31-33,40H,5-6H2,1H3,(H,26,28)(H,27,34)(H,36,37)/b29-11-

InChI Key

WNJIALGOYUUACB-KYMQWJLESA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glucuronides

Alternative Parents

Substituents

O-glucuronide
1-o-glucuronide
N-acyl-alpha amino acid or derivatives
Hexose monosaccharide
Alpha-amino acid or derivatives
Cephem
Furoic acid or derivatives
Arylhydroxamate
2,4-disubstituted 1,3-thiazole
Beta-hydroxy acid
Meta-thiazine
Oxane
Monosaccharide
Pyran
Hydroxy acid
Dicarboxylic acid or derivatives
Heteroaromatic compound
Azole
Beta-lactam
Tertiary carboxylic acid amide
Thiazole
Alpha,beta-unsaturated carboxylic ester
Furan
Enoate ester
Carboxamide group
Lactam
Thiocarboxylic acid ester
Carboxylic acid ester
Carbothioic s-ester
Secondary alcohol
Azetidine
Acetal
Oxacycle
Azacycle
N-organohydroxylamine
Carboximidic acid
Carboximidic acid derivative
Organoheterocyclic compound
Carboxylic acid derivative
Dialkylthioether
Polyol
Thiocarboxylic acid or derivatives
Thioether
Hemithioaminal
Sulfenyl compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Carboxylic acid
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Alcohol
Organosulfur compound
Organonitrogen compound
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	0.19 g/L	ALOGPS
logP	0.71	ALOGPS
logP	-2.2	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	-0.0059	ChemAxon
pKa (Strongest Basic)	7.38	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	283.37 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	159.62 m³·mol⁻¹	ChemAxon
Polarizability	66.76 Å³	ChemAxon
Number of Rings	5	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

HMDB0162900

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-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-[2-(hydroxyamino)-1,3-thiazol-4-yl]-2-(methoxyimino)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000143308)

MOL for CFc000143308 (6-{3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-[2-(hydroxyamino)-1,3-thiazol-4-yl]-2-(methoxyimino)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000143308 (6-{3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-[2-(hydroxyamino)-1,3-thiazol-4-yl]-2-(methoxyimino)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000143308 (6-{3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-[2-(hydroxyamino)-1,3-thiazol-4-yl]-2-(methoxyimino)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000143308 (6-{3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-[2-(hydroxyamino)-1,3-thiazol-4-yl]-2-(methoxyimino)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000143308 (6-{3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-[2-(hydroxyamino)-1,3-thiazol-4-yl]-2-(methoxyimino)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000143308 (6-{3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-[2-(hydroxyamino)-1,3-thiazol-4-yl]-2-(methoxyimino)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000143308 (6-{3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-[2-(hydroxyamino)-1,3-thiazol-4-yl]-2-(methoxyimino)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000143308 (6-{3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-[2-(hydroxyamino)-1,3-thiazol-4-yl]-2-(methoxyimino)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000143308 (6-{3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-[2-(hydroxyamino)-1,3-thiazol-4-yl]-2-(methoxyimino)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000143308 (6-{3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-[2-(hydroxyamino)-1,3-thiazol-4-yl]-2-(methoxyimino)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)