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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-10-30 10:32:48 UTC
Update Date2022-03-07 03:17:34 UTC
HMDB IDHMDB0059638
Secondary Accession Numbers
  • HMDB59638
Metabolite Identification
Common NameGuanosine 3',5'-bis(diphosphate)
DescriptionGuanosine 3',5'-bis(diphosphate), also known as guanosine-5',3'-tetraphosphATE or tetraphosphate, guanosine, belongs to the class of organic compounds known as purine ribonucleoside diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety. Guanosine 3',5'-bis(diphosphate) is a very strong basic compound (based on its pKa). Guanosine 3',5'-bis(diphosphate) exists in all living organisms, ranging from bacteria to humans. In humans, guanosine 3',5'-bis(diphosphate) is involved in egf signalling pathway. A guanosine bisphosphate having diphosphate groups at both the 3' and 5'-positions.
Structure
Thumb
Synonyms
ValueSource
Guanosine 3'-diphosphate 5'-diphosphateChEBI
Guanosine 5'-diphosphate,3'-diphosphateChEBI
GUANOSINE-5',3'-tetraphosphATEChEBI
Guanosine 3'-diphosphoric acid 5'-diphosphoric acidGenerator
Guanosine 5'-diphosphoric acid,3'-diphosphoric acidGenerator
GUANOSINE-5',3'-tetraphosphoric acidGenerator
Guanosine 3',5'-bis(diphosphoric acid)Generator
3'-Diphosphate 5'-diphosphate, guanosineHMDB
5'-Diphosphate 3'-diphosphate, guanosineHMDB
Guanosine tetraphosphateHMDB
Guanosine 5'-diphosphate 3'-diphosphateHMDB
Tetraphosphate, guanosineHMDB
3'-Diphosphate, guanosine 5'-diphosphateHMDB
5'-Diphosphate, guanosine 3'-diphosphateHMDB
Guanosine 3' diphosphate 5' diphosphateHMDB
Guanosine 5' diphosphate 3' diphosphateHMDB
Chemical FormulaC10H17N5O17P4
Average Molecular Weight603.1603
Monoisotopic Molecular Weight602.956990191
IUPAC Name{[hydroxy({[(2R,3S,4R,5R)-4-hydroxy-2-({[hydroxy(phosphonooxy)phosphoryl]oxy}methyl)-5-(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)oxolan-3-yl]oxy})phosphoryl]oxy}phosphonic acid
Traditional Name{hydroxy[(2R,3S,4R,5R)-4-hydroxy-2-({[hydroxy(phosphonooxy)phosphoryl]oxy}methyl)-5-(6-hydroxy-2-imino-3H-purin-9-yl)oxolan-3-yl]oxyphosphoryl}oxyphosphonic acid
CAS Registry NumberNot Available
SMILES
[H][C@]1(COP(O)(=O)OP(O)(O)=O)O[C@@]([H])(N2C=NC3=C2NC(=N)N=C3O)[C@]([H])(O)[C@]1([H])OP(O)(=O)OP(O)(O)=O
InChI Identifier
InChI=1S/C10H17N5O17P4/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6(30-36(26,27)32-34(21,22)23)3(29-9)1-28-35(24,25)31-33(18,19)20/h2-3,5-6,9,16H,1H2,(H,24,25)(H,26,27)(H2,18,19,20)(H2,21,22,23)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1
InChI KeyBUFLLCUFNHESEH-UUOKFMHZSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as purine ribonucleoside diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPurine nucleotides
Sub ClassPurine ribonucleotides
Direct ParentPurine ribonucleoside diphosphates
Alternative Parents
Substituents
  • Purine ribonucleoside 3',5'-bisphosphate
  • Purine ribonucleoside bisphosphate
  • Purine ribonucleoside diphosphate
  • Ribonucleoside 3'-phosphate
  • Pentose phosphate
  • Pentose-5-phosphate
  • Glycosyl compound
  • N-glycosyl compound
  • 6-oxopurine
  • Hypoxanthine
  • Monosaccharide phosphate
  • Organic pyrophosphate
  • Imidazopyrimidine
  • Purine
  • Aminopyrimidine
  • Monoalkyl phosphate
  • Pyrimidone
  • Alkyl phosphate
  • Pyrimidine
  • Phosphoric acid ester
  • Monosaccharide
  • N-substituted imidazole
  • Organic phosphoric acid derivative
  • Tetrahydrofuran
  • Vinylogous amide
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Secondary alcohol
  • Organoheterocyclic compound
  • Azacycle
  • Oxacycle
  • Hydrocarbon derivative
  • Amine
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Alcohol
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Primary amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB04022
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID388557
KEGG Compound IDC01228
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound439450
PDB IDG4P
ChEBI ID17633
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

General function:
Involved in pyrophosphatase activity
Specific function:
Phosphodiesterase (PDE) that has higher activity toward cAMP than cGMP, as substrate. Plays a role in cell proliferation, is able to induce cell motility and acts as a negative regulator of NME1.
Gene Name:
PRUNE
Uniprot ID:
Q86TP1
Molecular weight:
50199.04
Reactions
Guanosine 3'-diphosphate 5'-triphosphate + Water → Guanosine 3',5'-bis(diphosphate) + Phosphatedetails
General function:
Not Available
Specific function:
ppGpp hydrolyzing enzyme involved in starvation response.
Gene Name:
HDDC3
Uniprot ID:
Q8N4P3
Molecular weight:
15732.745
Reactions
Guanosine 3',5'-bis(diphosphate) + Water → Guanosine diphosphate + Pyrophosphatedetails