ChemFOnt: Showing chemical card for ADP-alpha-D-glucose (CFc000283775)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:37:22 UTC

Chemfont ID

CFc000283775

Molecule Identification

Common Name

ADP-alpha-D-glucose

Definition

Adp-alpha-d-glucose is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Adp-alpha-d-glucose can be found in a number of food items such as garden onion, european cranberry, carob, and teff, which makes adp-alpha-d-glucose a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
[5-(6-Amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl phosphonato]oxy}phosphonic acid	Generator

Chemical Formula

C₁₆H₂₃N₅O₁₅P₂

Average Molecular Weight

587.329

Monoisotopic Molecular Weight

587.067686216

IUPAC Name

[5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl phosphonato]oxy}phosphonate

Traditional Name

[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl phosphonato]oxyphosphonate

CAS Registry Number

Not Available

SMILES

NC1=NC=NC2=C1N=CN2C1OC(COP([O-])(=O)OP([O-])(=O)OC2OC(CO)C(O)C(O)C2O)C(O)C1O

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)/p-2

InChI Key

WFPZSXYXPSUOPY-UHFFFAOYSA-L

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

an ADP-sugar (ADP-MANNOSE )

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	6.14 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-7	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	1.73	ChemAxon
pKa (Strongest Basic)	4.99	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	317.41 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	114.84 m³·mol⁻¹	ChemAxon
Polarizability	49.19 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

HMDB0304259

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030657

KNApSAcK ID

Not Available

Chemspider ID

21233875

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

74427772

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for ADP-alpha-D-glucose (CFc000283775)

MOL for CFc000283775 (ADP-alpha-D-glucose)

3D MOL for CFc000283775 (ADP-alpha-D-glucose)

3D SDF for CFc000283775 (ADP-alpha-D-glucose)

3D-SDF for CFc000283775 (ADP-alpha-D-glucose)

PDB for CFc000283775 (ADP-alpha-D-glucose)

3D PDB for CFc000283775 (ADP-alpha-D-glucose)

SMILES for CFc000283775 (ADP-alpha-D-glucose)

INCHI for CFc000283775 (ADP-alpha-D-glucose)

Structure for CFc000283775 (ADP-alpha-D-glucose)

3D Structure for CFc000283775 (ADP-alpha-D-glucose)