ChemFOnt: Showing chemical card for [2-amino-2-(4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-3',4',5',7-tetrahydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-6'-yl)ethoxy]sulfonic acid (CFc000152414)

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

CFc000152414

Molecule Identification

Common Name

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

Definition

[2-amino-2-(4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-3',4',5',7-tetrahydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-6'-yl)ethoxy]sulfonic 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 [2-amino-2-(4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-3',4',5',7-tetrahydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-6'-yl)ethoxy]sulfonic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
[2-Amino-2-(4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-3',4',5',7-tetrahydroxy-6-(hydroxymethyl)-tetrahydro-3ah-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-6'-yl)ethoxy]sulfonate	Generator
[2-Amino-2-(4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-3',4',5',7-tetrahydroxy-6-(hydroxymethyl)-tetrahydro-3ah-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-6'-yl)ethoxy]sulphonate	Generator
[2-Amino-2-(4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-3',4',5',7-tetrahydroxy-6-(hydroxymethyl)-tetrahydro-3ah-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-6'-yl)ethoxy]sulphonic acid	Generator

Chemical Formula

C₂₀H₃₇N₃O₁₆S

Average Molecular Weight

607.58

Monoisotopic Molecular Weight

607.189453297

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

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

InChI Key

JKSJVUQQTUSJCF-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
O-glycosyl compound
Glycosyl compound
Disaccharide
Dioxolopyran
Aminocyclitol or derivatives
Ortho ester
Cyclohexylamine
Cyclohexanol
Carboxylic acid orthoester
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Oxane
Cyclitol or derivatives
Organic sulfuric acid or derivatives
Cyclic alcohol
Meta-dioxolane
Secondary alcohol
Orthocarboxylic acid derivative
1,2-aminoalcohol
Oxacycle
Organoheterocyclic compound
Secondary amine
Polyol
Secondary aliphatic amine
Acetal
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Primary alcohol
Organonitrogen compound
Primary aliphatic amine
Amine
Alcohol
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	-2.1	ALOGPS
logP	-7.6	ChemAxon
logS	-0.54	ALOGPS
pKa (Strongest Acidic)	-2	ChemAxon
pKa (Strongest Basic)	9.53	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	57.06 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

HMDB0172006

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 [2-amino-2-(4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-3',4',5',7-tetrahydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-6'-yl)ethoxy]sulfonic acid (CFc000152414)

MOL for CFc000152414 ([2-amino-2-(4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-3',4',5',7-tetrahydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-6'-yl)ethoxy]sulfonic acid)

3D MOL for CFc000152414 ([2-amino-2-(4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-3',4',5',7-tetrahydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-6'-yl)ethoxy]sulfonic acid)

3D SDF for CFc000152414 ([2-amino-2-(4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-3',4',5',7-tetrahydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-6'-yl)ethoxy]sulfonic acid)

3D-SDF for CFc000152414 ([2-amino-2-(4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-3',4',5',7-tetrahydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-6'-yl)ethoxy]sulfonic acid)

PDB for CFc000152414 ([2-amino-2-(4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-3',4',5',7-tetrahydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-6'-yl)ethoxy]sulfonic acid)

3D PDB for CFc000152414 ([2-amino-2-(4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-3',4',5',7-tetrahydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-6'-yl)ethoxy]sulfonic acid)

SMILES for CFc000152414 ([2-amino-2-(4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-3',4',5',7-tetrahydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-6'-yl)ethoxy]sulfonic acid)

INCHI for CFc000152414 ([2-amino-2-(4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-3',4',5',7-tetrahydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-6'-yl)ethoxy]sulfonic acid)

Structure for CFc000152414 ([2-amino-2-(4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-3',4',5',7-tetrahydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-6'-yl)ethoxy]sulfonic acid)

3D Structure for CFc000152414 ([2-amino-2-(4-{[3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-3',4',5',7-tetrahydroxy-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-6'-yl)ethoxy]sulfonic acid)