ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-({4-hydroxy-5-[6-(hydroxyamino)-9H-purin-9-yl]-2-[(phosphonooxy)methyl]oxolan-3-yl}oxy)oxane-2-carboxylic acid (CFc000135374)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 22:08:16 UTC

Chemfont ID

CFc000135374

Molecule Identification

Common Name

3,4,5-trihydroxy-6-({4-hydroxy-5-[6-(hydroxyamino)-9H-purin-9-yl]-2-[(phosphonooxy)methyl]oxolan-3-yl}oxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-({4-hydroxy-5-[6-(hydroxyamino)-9H-purin-9-yl]-2-[(phosphonooxy)methyl]oxolan-3-yl}oxy)oxane-2-carboxylic acid belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-({4-hydroxy-5-[6-(hydroxyamino)-9H-purin-9-yl]-2-[(phosphonooxy)methyl]oxolan-3-yl}oxy)oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-({4-hydroxy-5-[6-(hydroxyamino)-9H-purin-9-yl]-2-[(phosphonooxy)methyl]oxolan-3-yl}oxy)oxane-2-carboxylate	Generator

Chemical Formula

C₁₆H₂₂N₅O₁₄P

Average Molecular Weight

539.347

Monoisotopic Molecular Weight

539.090087406

IUPAC Name

3,4,5-trihydroxy-6-({4-hydroxy-5-[6-(hydroxyamino)-9H-purin-9-yl]-2-[(phosphonooxy)methyl]oxolan-3-yl}oxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-({4-hydroxy-5-[6-(hydroxyamino)purin-9-yl]-2-[(phosphonooxy)methyl]oxolan-3-yl}oxy)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

ONC1=C2N=CN(C3OC(COP(O)(O)=O)C(OC4OC(C(O)C(O)C4O)C(O)=O)C3O)C2=NC=N1

InChI Identifier

InChI=1S/C16H22N5O14P/c22-6-7(23)11(15(26)27)35-16(8(6)24)34-10-4(1-32-36(29,30)31)33-14(9(10)25)21-3-19-5-12(20-28)17-2-18-13(5)21/h2-4,6-11,14,16,22-25,28H,1H2,(H,26,27)(H,17,18,20)(H2,29,30,31)

InChI Key

MLZBPNLLGVANCA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

Purine ribonucleoside monophosphates

Alternative Parents

Substituents

Purine ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
N-glycosyl compound
O-glycosyl compound
Monosaccharide phosphate
Imidazopyrimidine
Purine
Arylhydroxamate
Beta-hydroxy acid
Monoalkyl phosphate
Hydroxy acid
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Oxane
Imidolactam
Phosphoric acid ester
Alkyl phosphate
Pyran
Pyrimidine
Tetrahydrofuran
Azole
Imidazole
Heteroaromatic compound
Secondary alcohol
Carboxylic acid
Polyol
Carboxylic acid derivative
Organoheterocyclic compound
Acetal
N-organohydroxylamine
Monocarboxylic acid or derivatives
Azacycle
Oxacycle
Organic nitrogen compound
Organic oxide
Organooxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Alcohol
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	4.58 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-5	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	1.21	ChemAxon
pKa (Strongest Basic)	2.75	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	288.53 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	108.64 m³·mol⁻¹	ChemAxon
Polarizability	46.13 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

HMDB0154966

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 3,4,5-trihydroxy-6-({4-hydroxy-5-[6-(hydroxyamino)-9H-purin-9-yl]-2-[(phosphonooxy)methyl]oxolan-3-yl}oxy)oxane-2-carboxylic acid (CFc000135374)

MOL for CFc000135374 (3,4,5-trihydroxy-6-({4-hydroxy-5-[6-(hydroxyamino)-9H-purin-9-yl]-2-[(phosphonooxy)methyl]oxolan-3-yl}oxy)oxane-2-carboxylic acid)

3D MOL for CFc000135374 (3,4,5-trihydroxy-6-({4-hydroxy-5-[6-(hydroxyamino)-9H-purin-9-yl]-2-[(phosphonooxy)methyl]oxolan-3-yl}oxy)oxane-2-carboxylic acid)

3D SDF for CFc000135374 (3,4,5-trihydroxy-6-({4-hydroxy-5-[6-(hydroxyamino)-9H-purin-9-yl]-2-[(phosphonooxy)methyl]oxolan-3-yl}oxy)oxane-2-carboxylic acid)

3D-SDF for CFc000135374 (3,4,5-trihydroxy-6-({4-hydroxy-5-[6-(hydroxyamino)-9H-purin-9-yl]-2-[(phosphonooxy)methyl]oxolan-3-yl}oxy)oxane-2-carboxylic acid)

PDB for CFc000135374 (3,4,5-trihydroxy-6-({4-hydroxy-5-[6-(hydroxyamino)-9H-purin-9-yl]-2-[(phosphonooxy)methyl]oxolan-3-yl}oxy)oxane-2-carboxylic acid)

3D PDB for CFc000135374 (3,4,5-trihydroxy-6-({4-hydroxy-5-[6-(hydroxyamino)-9H-purin-9-yl]-2-[(phosphonooxy)methyl]oxolan-3-yl}oxy)oxane-2-carboxylic acid)

SMILES for CFc000135374 (3,4,5-trihydroxy-6-({4-hydroxy-5-[6-(hydroxyamino)-9H-purin-9-yl]-2-[(phosphonooxy)methyl]oxolan-3-yl}oxy)oxane-2-carboxylic acid)

INCHI for CFc000135374 (3,4,5-trihydroxy-6-({4-hydroxy-5-[6-(hydroxyamino)-9H-purin-9-yl]-2-[(phosphonooxy)methyl]oxolan-3-yl}oxy)oxane-2-carboxylic acid)

Structure for CFc000135374 (3,4,5-trihydroxy-6-({4-hydroxy-5-[6-(hydroxyamino)-9H-purin-9-yl]-2-[(phosphonooxy)methyl]oxolan-3-yl}oxy)oxane-2-carboxylic acid)

3D Structure for CFc000135374 (3,4,5-trihydroxy-6-({4-hydroxy-5-[6-(hydroxyamino)-9H-purin-9-yl]-2-[(phosphonooxy)methyl]oxolan-3-yl}oxy)oxane-2-carboxylic acid)