Showing Compound Card for ADP-glucose (CDB004984)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraProtein targetPathwaysConcentrationsLinksReferencesXML
Record Information
Version1.0
Created at2020-04-17 18:57:16 UTC
Updated at2020-11-18 16:39:09 UTC
CannabisDB IDCDB004984
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common 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. ADP-glucose is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
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
Chemical FormulaC16H25N5O15P2
Average Molecular Weight589.34
Monoisotopic Molecular Weight589.0822
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 Nameadp glucose
CAS Registry Number10128-35-5
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 KeyWFPZSXYXPSUOPY-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.
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
Disposition

Route of exposure:

Biological location:

Source:

Role

Industrial application:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
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
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, positivesplash10-0006-0000290000-7f66f6e8af24e4839d362020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 30V, positivesplash10-004l-0000950000-739c8280d86a2f6f3b3b2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 32V, negativesplash10-002k-9248080000-875881d0c025c30eb2442020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - NA , negativesplash10-003r-3900000000-64717800131918b409d12020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-000i-1901000000-e41db8583774d0cca66d2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-004i-0000940000-0f0b4d7b3da79f0541552021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-004i-0000900000-c6a92771658ee7a74bb52021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-004i-0401900000-e9c970aa89843c2798222021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0910520000-894488255e0d2059a6ca2015-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0910000000-af7d8977d3d229ea73ee2015-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-1900000000-39c6318a5ada8cb3ebb42015-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001r-1901470000-134113735239a25868762015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-1901000000-48fb3c4c1d3e3f084d3d2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0563-3900000000-f9f285dafe2da95e80092015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0000090000-494b86dfa2b4e6fc0ac12021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0570-5421970000-431fd452ea842be1eb272021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-2922610000-bc7320a1bf5a6bf0dc762021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0000090000-46811e8e339262e184152021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000l-0841490000-f709931b7e24d70dc4f32021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-2921000000-17d11c3948611bf9ff8b2021-09-24View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0006557
DrugBank IDDB01774
Phenol Explorer Compound IDNot Available
FoodDB IDFDB112366
KNApSAcK IDC00007354
Chemspider ID15642
KEGG Compound IDC00498
BioCyc IDADP-D-GLUCOSE
BiGG ID35161
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound16500
PDB IDNot Available
ChEBI ID15751
References
General ReferencesNot Available