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Record Information
Version	2.0
Creation Date	2012-11-06 04:55:28 -0700
Update Date	2015-06-03 17:27:29 -0600
Secondary Accession Numbers	ECMDB23729
Identification
Name:	Guanosine-3'-diphosphate 5'-phosphate
Description	Guanosine-3'-diphosphate 5'-phosphate (also known as Guanosine 3'-diphosphate 5'-monophosphate) has been postulated to have pleiotypic regulatory properties in prokaryotes during the stringent response. (PMID: 6389553)
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xa9ab107c> Close
Synonyms:	5'-phosphoguanosine-3'-diphosphate 5'-Phosphoguanosine-3'-diphosphoric acid Guanosine 5'-(dihydrogen phosphate) 3'-(trihydrogen diphosphate) Guanosine 5'-(dihydrogen phosphoric acid) 3'-(trihydrogen diphosphoric acid) Guanosine-3'-diphosphoric acid 5'-phosphoric acid [(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-4-hydroxy-2-(phosphonooxymethyl)oxolan-3-yl] phosphono hydrogen phosphate [(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-Purin-9-yl)-4-hydroxy-2-(phosphonooxymethyl)oxolan-3-yl] phosphono hydrogen phosphoric acid
Chemical Formula:	C10H16N5O14P3
Weight:	Average: 523.1804 Monoisotopic: 522.990659781
InChI Key:	NLQLQMLFCFBXQO-UUOKFMHZSA-N
InChI:	InChI=1S/C10H16N5O14P3/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6(3(27-9)1-26-30(18,19)20)28-32(24,25)29-31(21,22)23/h2-3,5-6,9,16H,1H2,(H,24,25)(H2,18,19,20)(H2,21,22,23)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1
CAS number:	Not Available
IUPAC Name:	{[hydroxy({[(2R,3S,4R,5R)-4-hydroxy-5-(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)-2-[(phosphonooxy)methyl]oxolan-3-yl]oxy})phosphoryl]oxy}phosphonic acid
Traditional IUPAC Name:	{hydroxy[(2R,3S,4R,5R)-4-hydroxy-5-(6-hydroxy-2-imino-3H-purin-9-yl)-2-[(phosphonooxy)methyl]oxolan-3-yl]oxyphosphoryl}oxyphosphonic acid
SMILES:	[H][C@]1(COP(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
Chemical Taxonomy
Description	belongs to the class of organic compounds known as purine ribonucleoside 3',5'-bisphosphates. These are purine ribobucleotides with one phosphate group attached to 3' and 5' hydroxyl groups of the ribose moiety.
Kingdom	Organic compounds
Super Class	Nucleosides, nucleotides, and analogues
Class	Purine nucleotides
Sub Class	Purine ribonucleotides
Direct Parent	Purine ribonucleoside 3',5'-bisphosphates
Alternative Parents	Purine ribonucleoside monophosphates Pentose phosphates Ribonucleoside 3'-phosphates Glycosylamines 6-oxopurines Hypoxanthines Monosaccharide phosphates Organic pyrophosphates Monoalkyl phosphates Aminopyrimidines and derivatives Pyrimidones N-substituted imidazoles Vinylogous amides Heteroaromatic compounds Tetrahydrofurans Secondary alcohols Oxacyclic compounds Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives Primary amines
Substituents	Purine ribonucleoside 3',5'-bisphosphate Purine ribonucleoside monophosphate Ribonucleoside 3'-phosphate Pentose phosphate Pentose-5-phosphate Glycosyl compound N-glycosyl compound 6-oxopurine Hypoxanthine Monosaccharide phosphate Organic pyrophosphate Pentose monosaccharide 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 Framework	Aromatic heteropolycyclic compounds
External Descriptors	5'-phosphonucleoside 3'-diphosphate (CHEBI:53011 )
Physical Properties
State:	Not Available
Charge:	-4
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 7.25 g/L ALOGPS logP -1.1 ALOGPS logP -3.4 ChemAxon logS -1.9 ALOGPS pKa (Strongest Acidic) 1.11 ChemAxon pKa (Strongest Basic) 4.92 ChemAxon Physiological Charge -4 ChemAxon Hydrogen Acceptor Count 15 ChemAxon Hydrogen Donor Count 9 ChemAxon Polar Surface Area 295.8 Ų ChemAxon Rotatable Bond Count 8 ChemAxon Refractivity 107.82 m³·mol⁻¹ ChemAxon Polarizability 39.89 ų ChemAxon Number of Rings 3 ChemAxon Bioavailability 0 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Cytoplasm
Reactions:
SMPDB Pathways:	Not Available
KEGG Pathways:	Not Available
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_5_55) - 70eV, Positive Not Available View in JSpectraViewer Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-0udi-0901220000-6835c476db059c93ba67 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0udi-0900100000-a20be69286977a4f4df9 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0udi-1900000000-5724ec61ce8b27a2ea36 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0fmi-7900080000-cf3c4585bd640fb62d9b View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-0fb9-9800000000-8da3a882161fff9311ac View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-004i-9100000000-f3c073532fe50cd5f3e6 View in MoNA MS Mass Spectrum (Electron Ionization) Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer
References
References:	Not Available
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 53011 HMDB ID Not Available Pubchem Compound ID 25245407 Kegg ID Not Available ChemSpider ID Not Available Wikipedia ID Not Available BioCyc ID Not Available