ChemFOnt: Showing chemical card for Adenosine diphosphate-D-ribose (CFc000282565)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:35:02 UTC

Chemfont ID

CFc000282565

Molecule Identification

Common Name

Adenosine diphosphate-D-ribose

Definition

Adenosine diphosphate-d-ribose is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Adenosine diphosphate-d-ribose can be found in mung bean, which makes adenosine diphosphate-d-ribose a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
[({[(2R,3S,4R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4R,5R)-3,4,5-trihydroxyoxolan-2-yl]methoxy})phosphinate	Generator
Adenosine diphosphoric acid-D-ribose	Generator

Chemical Formula

C₁₅H₂₃N₅O₁₄P₂

Average Molecular Weight

559.3157

Monoisotopic Molecular Weight

559.071673493

IUPAC Name

{[(2R,3S,4R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[hydroxy({[(2R,3S,4R,5R)-3,4,5-trihydroxyoxolan-2-yl]methoxy})phosphoryl]oxy})phosphinic acid

Traditional Name

[(2R,3S,4R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy({hydroxy[(2R,3S,4R,5R)-3,4,5-trihydroxyoxolan-2-yl]methoxyphosphoryl}oxy)phosphinic acid

CAS Registry Number

None

SMILES

NC1=NC=NC2=C1N=CN2C1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C15H23N5O14P2/c16-12-7-13(18-3-17-12)20(4-19-7)14-10(23)8(21)5(32-14)1-30-35(26,27)34-36(28,29)31-2-6-9(22)11(24)15(25)33-6/h3-6,8-11,14-15,21-25H,1-2H2,(H,26,27)(H,28,29)(H2,16,17,18)/t5-,6-,8-,9-,10-,11-,14?,15-/m1/s1

InChI Key

SRNWOUGRCWSEMX-MRUDJCSFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine nucleotide sugars. These are purine nucleotides bound to a saccharide derivative through the terminal phosphate group.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine nucleotide sugars

Direct Parent

Purine nucleotide sugars

Alternative Parents

Substituents

Purine nucleotide sugar
Purine ribonucleoside diphosphate
Purine ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Organic pyrophosphate
Imidazopyrimidine
Purine
Aminopyrimidine
Monoalkyl phosphate
Pyrimidine
Alkyl phosphate
Imidolactam
Phosphoric acid ester
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Tetrahydrofuran
Azole
Imidazole
Heteroaromatic compound
Secondary alcohol
Hemiacetal
Organoheterocyclic compound
Polyol
Azacycle
Oxacycle
Organic oxide
Amine
Alcohol
Organopnictogen compound
Organic oxygen compound
Primary amine
Hydrocarbon derivative
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0303049)

Food

Pulse

Bean

Mung bean (FooDB: FOOD00200)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.61 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-6.7	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	291.52 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	111.12 m³·mol⁻¹	ChemAxon
Polarizability	46.75 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

HMDB0303049

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB007502

KNApSAcK ID

Not Available

Chemspider ID

59696436

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146879505

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Adenosine diphosphate-D-ribose (CFc000282565)

MOL for CFc000282565 (Adenosine diphosphate-D-ribose)

3D MOL for CFc000282565 (Adenosine diphosphate-D-ribose)

3D SDF for CFc000282565 (Adenosine diphosphate-D-ribose)

3D-SDF for CFc000282565 (Adenosine diphosphate-D-ribose)

PDB for CFc000282565 (Adenosine diphosphate-D-ribose)

3D PDB for CFc000282565 (Adenosine diphosphate-D-ribose)

SMILES for CFc000282565 (Adenosine diphosphate-D-ribose)

INCHI for CFc000282565 (Adenosine diphosphate-D-ribose)

Structure for CFc000282565 (Adenosine diphosphate-D-ribose)

3D Structure for CFc000282565 (Adenosine diphosphate-D-ribose)