ChemFOnt: Showing chemical card for 6-{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000135446)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 22:08:23 UTC

Chemfont ID

CFc000135446

Molecule Identification

Common Name

6-{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as ribonucleoside 3'-phosphates. These are ribonucleosides that contain a phosphate group attached to the C-3 carbon of the ribose or deoxyribose moiety. The nucleobases here are limited to purine, pyrimidine, and pyridine derivatives. Based on a literature review very few articles have been published on 6-{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₁₆H₂₂N₅O₁₃P

Average Molecular Weight

523.348

Monoisotopic Molecular Weight

523.095172786

IUPAC Name

6-{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{[5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

NC1=C2N=CN(C3OC(COC4OC(C(O)C(O)C4O)C(O)=O)C(OP(O)(O)=O)C3O)C2=NC=N1

InChI Identifier

InChI=1S/C16H22N5O13P/c17-12-5-13(19-2-18-12)21(3-20-5)14-9(25)10(34-35(28,29)30)4(32-14)1-31-16-8(24)6(22)7(23)11(33-16)15(26)27/h2-4,6-11,14,16,22-25H,1H2,(H,26,27)(H2,17,18,19)(H2,28,29,30)

InChI Key

BOAXRBQYGMLAQP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ribonucleoside 3'-phosphates. These are ribonucleosides that contain a phosphate group attached to the C-3 carbon of the ribose or deoxyribose moiety. The nucleobases here are limited to purine, pyrimidine, and pyridine derivatives.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Ribonucleoside 3'-phosphates

Sub Class

Not Available

Direct Parent

Ribonucleoside 3'-phosphates

Alternative Parents

Substituents

Ribonucleoside 3'-phosphate
Disaccharide phosphate
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Disaccharide
Glycosyl compound
N-glycosyl compound
O-glycosyl compound
6-aminopurine
Imidazopyrimidine
Purine
Aminopyrimidine
Beta-hydroxy acid
Monoalkyl phosphate
Hydroxy acid
N-substituted imidazole
Imidolactam
Alkyl phosphate
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Pyran
Pyrimidine
Azole
Tetrahydrofuran
Heteroaromatic compound
Imidazole
Secondary alcohol
Amino acid or derivatives
Amino acid
Polyol
Carboxylic acid derivative
Carboxylic acid
Organoheterocyclic compound
Acetal
Oxacycle
Monocarboxylic acid or derivatives
Azacycle
Amine
Organopnictogen compound
Carbonyl group
Organooxygen compound
Organic oxide
Alcohol
Hydrocarbon derivative
Primary amine
Organonitrogen compound
Organic nitrogen compound
Organic oxygen 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	4.02 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-6.3	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	0.86	ChemAxon
pKa (Strongest Basic)	4	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	282.29 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	106.35 m³·mol⁻¹	ChemAxon
Polarizability	45.44 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

HMDB0155038

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-{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000135446)

MOL for CFc000135446 (6-{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000135446 (6-{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000135446 (6-{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000135446 (6-{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000135446 (6-{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000135446 (6-{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000135446 (6-{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000135446 (6-{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000135446 (6-{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000135446 (6-{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)