ChemFOnt: Showing chemical card for (4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-6'-(1-amino-2-hydroxyethyl)-3',4',7-trihydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-5'-yl)oxidanesulfonic acid (CFc000152418)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:36:11 UTC

Chemfont ID

CFc000152418

Molecule Identification

Common Name

Definition

(4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-6'-(1-amino-2-hydroxyethyl)-3',4',7-trihydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-5'-yl)oxidanesulfonic acid belongs to the class of organic compounds known as 2-deoxystreptamine aminoglycosides. These are aminoglycosides containing the 2-deoxystreptamine (1,3-diaminocyclohexane-4,5,6-triol) core. Based on a literature review very few articles have been published on (4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-6'-(1-amino-2-hydroxyethyl)-3',4',7-trihydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-5'-yl)oxidanesulfonic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-6'-(1-amino-2-hydroxyethyl)-3',4',7-trihydroxy-6-(hydroxymethyl)-tetrahydro-3ah-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-5'-yl)oxidanesulfonate	Generator
(4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-6'-(1-amino-2-hydroxyethyl)-3',4',7-trihydroxy-6-(hydroxymethyl)-tetrahydro-3ah-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-5'-yl)oxidanesulphonate	Generator
(4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-6'-(1-amino-2-hydroxyethyl)-3',4',7-trihydroxy-6-(hydroxymethyl)-tetrahydro-3ah-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-5'-yl)oxidanesulphonic acid	Generator

Chemical Formula

C₂₀H₃₇N₃O₁₆S

Average Molecular Weight

607.58

Monoisotopic Molecular Weight

607.189453297

IUPAC Name

Traditional Name

4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-6'-(1-amino-2-hydroxyethyl)-3',4',7-trihydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-5'-yloxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

CNC1CC(N)C(O)C(OC2OC(CO)C(O)C3OC4(OC23)OC(C(N)CO)C(OS(O)(=O)=O)C(O)C4O)C1O

InChI Identifier

InChI=1S/C20H37N3O16S/c1-23-7-2-5(21)9(26)14(10(7)27)35-19-17-15(11(28)8(4-25)34-19)37-20(38-17)18(30)12(29)16(39-40(31,32)33)13(36-20)6(22)3-24/h5-19,23-30H,2-4,21-22H2,1H3,(H,31,32,33)

InChI Key

RZLCITLKKKMXNP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-deoxystreptamine aminoglycosides. These are aminoglycosides containing the 2-deoxystreptamine (1,3-diaminocyclohexane-4,5,6-triol) core.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

2-deoxystreptamine aminoglycosides

Alternative Parents

Substituents

2-deoxystreptamine aminoglycoside
Disaccharide sulfate
Disaccharide
Glycosyl compound
O-glycosyl compound
Dioxolopyran
Aminocyclitol or derivatives
Carboxylic acid orthoester
Cyclohexanol
Cyclohexylamine
Ortho ester
Sulfuric acid monoester
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Cyclitol or derivatives
Oxane
Cyclic alcohol
Meta-dioxolane
Organic sulfuric acid or derivatives
Secondary alcohol
1,2-aminoalcohol
Orthocarboxylic acid derivative
Oxacycle
Secondary amine
Polyol
Organoheterocyclic compound
Acetal
Secondary aliphatic amine
Primary amine
Organonitrogen compound
Alcohol
Primary alcohol
Organic nitrogen compound
Amine
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary aliphatic amine
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	176 g/L	ALOGPS
logP	-2	ALOGPS
logP	-7.7	ChemAxon
logS	-0.54	ALOGPS
pKa (Strongest Acidic)	-2	ChemAxon
pKa (Strongest Basic)	9.59	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	315.43 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	124.05 m³·mol⁻¹	ChemAxon
Polarizability	56.48 Å³	ChemAxon
Number of Rings	4	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

HMDB0172010

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 (4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-6'-(1-amino-2-hydroxyethyl)-3',4',7-trihydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-5'-yl)oxidanesulfonic acid (CFc000152418)

MOL for CFc000152418 ((4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-6'-(1-amino-2-hydroxyethyl)-3',4',7-trihydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-5'-yl)oxidanesulfonic acid)

3D MOL for CFc000152418 ((4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-6'-(1-amino-2-hydroxyethyl)-3',4',7-trihydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-5'-yl)oxidanesulfonic acid)

3D SDF for CFc000152418 ((4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-6'-(1-amino-2-hydroxyethyl)-3',4',7-trihydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-5'-yl)oxidanesulfonic acid)

3D-SDF for CFc000152418 ((4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-6'-(1-amino-2-hydroxyethyl)-3',4',7-trihydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-5'-yl)oxidanesulfonic acid)

PDB for CFc000152418 ((4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-6'-(1-amino-2-hydroxyethyl)-3',4',7-trihydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-5'-yl)oxidanesulfonic acid)

3D PDB for CFc000152418 ((4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-6'-(1-amino-2-hydroxyethyl)-3',4',7-trihydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-5'-yl)oxidanesulfonic acid)

SMILES for CFc000152418 ((4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-6'-(1-amino-2-hydroxyethyl)-3',4',7-trihydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-5'-yl)oxidanesulfonic acid)

INCHI for CFc000152418 ((4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-6'-(1-amino-2-hydroxyethyl)-3',4',7-trihydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-5'-yl)oxidanesulfonic acid)

Structure for CFc000152418 ((4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-6'-(1-amino-2-hydroxyethyl)-3',4',7-trihydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-5'-yl)oxidanesulfonic acid)

3D Structure for CFc000152418 ((4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-6'-(1-amino-2-hydroxyethyl)-3',4',7-trihydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-5'-yl)oxidanesulfonic acid)