Record Information
Version1.0
Creation date2020-04-20 19:56:46 UTC
Update date2020-09-17 15:39:25 UTC
Primary IDFDB112366
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameADP-glucose
DescriptionADP-glucose, also known as ADPG or ADP-a-D-glucose, 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. ADP-glucose is a strong basic compound (based on its pKa). ADP-glucose exists in all living organisms, ranging from bacteria to humans. In humans, ADP-glucose is involved in ticlopidine metabolism pathway.
CAS NumberNot Available
Structure
Thumb
Synonyms
SynonymSource
Adenosine diphosphate glucoseChEBI
Adenosine diphosphoglucoseChEBI
Adenosine pyrophosphateglucoseChEBI
ADPGChEBI
ADPglucoseChEBI
ADP-alpha-D-GlucoseKegg
Adenosine diphosphoric acid glucoseGenerator
ADP-a-D-GlucoseGenerator
ADP-Α-D-glucoseGenerator
Adenosine 5'-(trihydrogen diphosphate) glucopyranosyl esterHMDB
Adenosine 5'-(trihydrogen diphosphate) p'-alpha-delta-glucopyranosyl esterHMDB
Adenosine 5'-(trihydrogen pyrophosphate) mono-D-glucosyl esterHMDB
Adenosine 5'-(trihydrogen pyrophosphate) mono-delta-glucosyl esterHMDB
Adenosine 5'-diphosphoglucoseHMDB
Adenosine 5'-pyrophosphate a-delta-glucosyl esterHMDB
Adenosine 5'-pyrophosphate alpha-D-glucosyl esterHMDB
Adenosine 5'-pyrophosphate alpha-delta-glucosyl esterHMDB
Adenosine 5'-pyrophosphate glucosyl esterHMDB
Adenosine 5'-pyrophosphate mono-D-glucosyl esterHMDB
Adenosine 5'-pyrophosphate mono-delta-glucosyl esterHMDB
Adenosine diphosphate D-glucoseHMDB
Adenosine pyrophosphate-glucoseHMDB
Adenosine-5'-diphosphate-glucoseHMDB
ADP-D-GlucoseHMDB
ADP GlucoseHMDB
Diphosphate glucose, adenosineHMDB
Diphosphoglucose, adenosineHMDB
Glucose, ADPHMDB
Glucose, adenosine diphosphateHMDB
Pyrophosphateglucose, adenosineHMDB
Adenosine 5'-(trihydrogen pyrophosphate) mono-alpha-D-glucosyl esterHMDB
Adenosine 5'-(trihydrogen pyrophosphate) mono-α-D-glucosyl esterHMDB
Adenosine 5’-(trihydrogen pyrophosphate) mono-D-glucosyl esterHMDB
Adenosine 5’-(trihydrogen pyrophosphate) mono-α-D-glucosyl esterHMDB
Adenosine 5’-diphosphoglucoseHMDB
Adenosine 5’-pyrophosphate mono-D-glucosyl esterHMDB
ADP-GlucoseHMDB
Predicted Properties
PropertyValueSource
Water Solubility4.84 g/LALOGPS
logP-1.8ALOGPS
logP-6.8ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)1.73ChemAxon
pKa (Strongest Basic)3.99ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count16ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area311.75 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity117.09 m³·mol⁻¹ChemAxon
Polarizability48.69 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC16H25N5O15P2
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
InChI IdentifierInChI=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 KeyWFPZSXYXPSUOPY-ROYWQJLOSA-N
Isomeric SMILESNC1=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
Average Molecular Weight589.3417
Monoisotopic Molecular Weight589.082238179
Classification
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.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPurine nucleotides
Sub ClassPurine nucleotide sugars
Direct ParentPurine 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 FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSADP-glucose, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05di-5941580000-aa3b11c510a971dd2baeSpectrum
Predicted GC-MSADP-glucose, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05be-8925707000-bdd8b43e72abaa64441bSpectrum
Predicted GC-MSADP-glucose, "ADP-glucose,1TMS,#1" TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSADP-glucose, TMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSADP-glucose, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSADP-glucose, TMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSADP-glucose, TMS_1_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSADP-glucose, TMS_1_5, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSADP-glucose, TMS_1_6, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSADP-glucose, TMS_1_7, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSADP-glucose, TMS_1_8, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSADP-glucose, TMS_1_9, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSADP-glucose, TMS_2_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSADP-glucose, TMS_2_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSADP-glucose, TMS_2_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSADP-glucose, TMS_2_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSADP-glucose, TMS_2_5, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSADP-glucose, TMS_2_6, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSADP-glucose, TMS_2_7, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSADP-glucose, TMS_2_8, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSADP-glucose, TMS_2_9, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSADP-glucose, TMS_2_10, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSADP-glucose, TMS_2_11, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSADP-glucose, TMS_2_12, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSADP-glucose, TMS_2_13, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 32V, positivesplash10-0006-0000290000-7f66f6e8af24e4839d36Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 30V, positivesplash10-004l-0000950000-739c8280d86a2f6f3b3bSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 32V, negativesplash10-002k-9248080000-875881d0c025c30eb244Spectrum
MS/MSLC-MS/MS Spectrum - NA , negativesplash10-003r-3900000000-64717800131918b409d1Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-000i-1901000000-e41db8583774d0cca66dSpectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-004i-0000940000-0f0b4d7b3da79f054155Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-004i-0000900000-c6a92771658ee7a74bb5Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-004i-0401900000-e9c970aa89843c279822Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0910520000-894488255e0d2059a6caSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0910000000-af7d8977d3d229ea73eeSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-1900000000-39c6318a5ada8cb3ebb4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001r-1901470000-134113735239a2586876Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-1901000000-48fb3c4c1d3e3f084d3dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0563-3900000000-f9f285dafe2da95e8009Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0000090000-494b86dfa2b4e6fc0ac1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0570-5421970000-431fd452ea842be1eb27Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-2922610000-bc7320a1bf5a6bf0dc76Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0000090000-46811e8e339262e18415Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000l-0841490000-f709931b7e24d70dc4f3Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-2921000000-17d11c3948611bf9ff8bSpectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference