ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{[4-hydroxy-2-(6-hydroxy-9H-purin-9-yl)-5-[(phosphonooxy)methyl]oxolan-3-yl]oxy}oxane-2-carboxylic acid (CFc000136139)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 22:09:30 UTC

Chemfont ID

CFc000136139

Molecule Identification

Common Name

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

Definition

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

Chemical Formula

C₁₆H₂₁N₄O₁₄P

Average Molecular Weight

524.332

Monoisotopic Molecular Weight

524.07918837

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

OC1C(COP(O)(O)=O)OC(C1OC1OC(C(O)C(O)C1O)C(O)=O)N1C=NC2=C1N=CN=C2O

InChI Identifier

InChI=1S/C16H21N4O14P/c21-6-4(1-31-35(28,29)30)32-14(20-3-19-5-12(20)17-2-18-13(5)25)10(6)33-16-9(24)7(22)8(23)11(34-16)15(26)27/h2-4,6-11,14,16,21-24H,1H2,(H,26,27)(H,17,18,25)(H2,28,29,30)

InChI Key

NRRMITSEQAGBGY-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
Hypoxanthine
Monosaccharide phosphate
Imidazopyrimidine
Purine
Beta-hydroxy acid
Hydroxypyrimidine
Monoalkyl phosphate
Hydroxy acid
Monosaccharide
N-substituted imidazole
Alkyl phosphate
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Pyrimidine
Pyran
Azole
Tetrahydrofuran
Imidazole
Heteroaromatic compound
Secondary alcohol
Carboxylic acid
Polyol
Carboxylic acid derivative
Organoheterocyclic compound
Acetal
Azacycle
Monocarboxylic acid or derivatives
Oxacycle
Organopnictogen compound
Organonitrogen compound
Organic oxide
Organic nitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organooxygen compound
Alcohol
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	4.86 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-3.3	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	1.23	ChemAxon
pKa (Strongest Basic)	-0.49	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	276.5 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	103.63 m³·mol⁻¹	ChemAxon
Polarizability	43.92 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

HMDB0155731

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-2-(6-hydroxy-9H-purin-9-yl)-5-[(phosphonooxy)methyl]oxolan-3-yl]oxy}oxane-2-carboxylic acid (CFc000136139)

MOL for CFc000136139 (3,4,5-trihydroxy-6-{[4-hydroxy-2-(6-hydroxy-9H-purin-9-yl)-5-[(phosphonooxy)methyl]oxolan-3-yl]oxy}oxane-2-carboxylic acid)

3D MOL for CFc000136139 (3,4,5-trihydroxy-6-{[4-hydroxy-2-(6-hydroxy-9H-purin-9-yl)-5-[(phosphonooxy)methyl]oxolan-3-yl]oxy}oxane-2-carboxylic acid)

3D SDF for CFc000136139 (3,4,5-trihydroxy-6-{[4-hydroxy-2-(6-hydroxy-9H-purin-9-yl)-5-[(phosphonooxy)methyl]oxolan-3-yl]oxy}oxane-2-carboxylic acid)

3D-SDF for CFc000136139 (3,4,5-trihydroxy-6-{[4-hydroxy-2-(6-hydroxy-9H-purin-9-yl)-5-[(phosphonooxy)methyl]oxolan-3-yl]oxy}oxane-2-carboxylic acid)

PDB for CFc000136139 (3,4,5-trihydroxy-6-{[4-hydroxy-2-(6-hydroxy-9H-purin-9-yl)-5-[(phosphonooxy)methyl]oxolan-3-yl]oxy}oxane-2-carboxylic acid)

3D PDB for CFc000136139 (3,4,5-trihydroxy-6-{[4-hydroxy-2-(6-hydroxy-9H-purin-9-yl)-5-[(phosphonooxy)methyl]oxolan-3-yl]oxy}oxane-2-carboxylic acid)

SMILES for CFc000136139 (3,4,5-trihydroxy-6-{[4-hydroxy-2-(6-hydroxy-9H-purin-9-yl)-5-[(phosphonooxy)methyl]oxolan-3-yl]oxy}oxane-2-carboxylic acid)

INCHI for CFc000136139 (3,4,5-trihydroxy-6-{[4-hydroxy-2-(6-hydroxy-9H-purin-9-yl)-5-[(phosphonooxy)methyl]oxolan-3-yl]oxy}oxane-2-carboxylic acid)

Structure for CFc000136139 (3,4,5-trihydroxy-6-{[4-hydroxy-2-(6-hydroxy-9H-purin-9-yl)-5-[(phosphonooxy)methyl]oxolan-3-yl]oxy}oxane-2-carboxylic acid)

3D Structure for CFc000136139 (3,4,5-trihydroxy-6-{[4-hydroxy-2-(6-hydroxy-9H-purin-9-yl)-5-[(phosphonooxy)methyl]oxolan-3-yl]oxy}oxane-2-carboxylic acid)