ChemFOnt: Showing chemical card for ADP Alpha-D-glucoside(2-) (CFc000043033)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:52 UTC

Chemfont ID

CFc000043033

Molecule Identification

Common Name

ADP Alpha-D-glucoside(2-)

Definition

ADP Alpha-D-glucoside(2-) is also known as ADP alpha-D-Glucoside dianion or ADP-a-D-Glucose. ADP Alpha-D-glucoside(2-) is considered to be slightly soluble (in water) and acidic

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Adenosine diphosphate glucose	ChEBI
Adenosine diphosphoglucose	ChEBI
Adenosine pyrophosphateglucose	ChEBI
ADPG	ChEBI
ADPglucose	ChEBI
ADP-alpha-D-Glucose	Kegg
Adenosine diphosphoric acid glucose	Generator
ADP-a-D-Glucose	Generator
ADP-Α-D-glucose	Generator
Adenosine 5'-(trihydrogen diphosphate) glucopyranosyl ester	HMDB
Adenosine 5'-(trihydrogen diphosphate) p'-alpha-delta-glucopyranosyl ester	HMDB
Adenosine 5'-(trihydrogen pyrophosphate) mono-D-glucosyl ester	HMDB
Adenosine 5'-(trihydrogen pyrophosphate) mono-delta-glucosyl ester	HMDB
Adenosine 5'-diphosphoglucose	HMDB
Adenosine 5'-pyrophosphate a-delta-glucosyl ester	HMDB
Adenosine 5'-pyrophosphate alpha-D-glucosyl ester	HMDB
Adenosine 5'-pyrophosphate alpha-delta-glucosyl ester	HMDB
Adenosine 5'-pyrophosphate glucosyl ester	HMDB
Adenosine 5'-pyrophosphate mono-D-glucosyl ester	HMDB
Adenosine 5'-pyrophosphate mono-delta-glucosyl ester	HMDB
Adenosine diphosphate D-glucose	HMDB
Adenosine pyrophosphate-glucose	HMDB
Adenosine-5'-diphosphate-glucose	HMDB
ADP-D-Glucose	HMDB
ADP Glucose	HMDB
Diphosphate glucose, adenosine	HMDB
Diphosphoglucose, adenosine	HMDB
Glucose, ADP	HMDB
Glucose, adenosine diphosphate	HMDB
Pyrophosphateglucose, adenosine	HMDB
Adenosine 5'-(trihydrogen pyrophosphate) mono-alpha-D-glucosyl ester	HMDB
Adenosine 5'-(trihydrogen pyrophosphate) mono-α-D-glucosyl ester	HMDB
Adenosine 5’-(trihydrogen pyrophosphate) mono-D-glucosyl ester	HMDB
Adenosine 5’-(trihydrogen pyrophosphate) mono-α-D-glucosyl ester	HMDB
Adenosine 5’-diphosphoglucose	HMDB
Adenosine 5’-pyrophosphate mono-D-glucosyl ester	HMDB
ADP-Glucose	HMDB

Chemical Formula

C₁₆H₂₅N₅O₁₅P₂

Average Molecular Weight

589.3417

Monoisotopic Molecular Weight

589.082238179

IUPAC Name

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

Traditional Name

adp glucose

CAS Registry Number

2140-58-1

SMILES

NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@H]3O)C2=NC=N1

InChI Identifier

InChI=1S/C16H25N5O15P2/c17-13-7-14(19-3-18-13)21(4-20-7)15-11(26)9(24)6(33-15)2-32-37(28,29)36-38(30,31)35-16-12(27)10(25)8(23)5(1-22)34-16/h3-6,8-12,15-16,22-27H,1-2H2,(H,28,29)(H,30,31)(H2,17,18,19)/t5-,6-,8-,9-,10+,11-,12-,15-,16-/m1/s1

InChI Key

WFPZSXYXPSUOPY-ROYWQJLOSA-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
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Imidolactam
Alkyl phosphate
Pyrimidine
Tetrahydrofuran
Azole
Imidazole
Heteroaromatic compound
Secondary alcohol
Organoheterocyclic compound
Azacycle
Polyol
Oxacycle
Organic oxide
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Amine
Organonitrogen compound
Primary alcohol
Primary amine
Organooxygen compound
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

alpha-D-glucoside (CHEBI:15751 )
ADP-aldose (CHEBI:15751 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062621)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	4.84 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-6.8	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	1.73	ChemAxon
pKa (Strongest Basic)	3.99	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	311.75 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	117.09 m³·mol⁻¹	ChemAxon
Polarizability	48.69 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