Record Information
Creation date2011-09-21 00:15:24 UTC
Update date2018-01-23 20:19:39 UTC
Primary IDFDB022527
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameGuanosine triphosphate
DescriptionGuanosine triphosphate (GTP) is a guanine nucleotide containing three phosphate groups esterified to the sugar moiety. GTP functions as a carrier of phosphates and pyrophosphates involved in channeling chemical energy into specific biosynthetic pathways. GTP activates the signal transducing G proteins which are involved in various cellular processes including proliferation, differentiation, and activation of several intracellular kinase cascades. Proliferation and apoptosis are regulated in part by the hydrolysis of GTP by small GTPases Ras and Rho. Another type of small GTPase, Rab, plays a role in the docking and fusion of vesicles and may also be involved in vesicle formation. In addition to its role in signal transduction, GTP also serves as an energy-rich precursor of mononucleotide units in the enzymatic biosynthesis of DNA and RNA. [HMDB]. Guanosine triphosphate is found in many foods, some of which are oat, star fruit, lingonberry, and linden.
CAS Number86-01-1
Guanosine 5'-triphosphateChEBI
Guanosine 5'-triphosphoric acidChEBI
GUANOSINE-5'-triphosphoric acidGenerator
Guanosine triphosphoric acidGenerator
Guanosine 5'-(tetrahydrogen triphosphate)HMDB
Guanosine 5'-triphosphorateHMDB
Guanosine mono(tetrahydrogen triphosphate) (ester)HMDB
Triphosphate, guanosineHMDB
Guanosine 5'-(tetrahydrogen triate)HMDB
Guanosine 5'-triateChEBI
Guanosine 5'-triic acidGenerator
Guanosine 5'-triorateHMDB
Guanosine 5'-trioric acidChEBI
Guanosine mono(tetrahydrogen triate) (ester)HMDB
Guanosine triateChEBI
Guanosine triic acidGenerator
Guanosine Triphosphatehmdb
GUANOSINE-5'-triic acidGenerator
Predicted Properties
Water Solubility10.4 g/LALOGPS
pKa (Strongest Acidic)0.9ChemAxon
pKa (Strongest Basic)-1.9ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count14ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area294.81 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity97.24 m³·mol⁻¹ChemAxon
Polarizability39.81 ųChemAxon
Number of Rings3ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC10H16N5O14P3
IUPAC name({[({[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid
InChI IdentifierInChI=1S/C10H16N5O14P3/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1
Isomeric SMILESNC1=NC2=C(N=CN2[C@@H]2O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]2O)C(=O)N1
Average Molecular Weight523.1804
Monoisotopic Molecular Weight522.990659781
Description belongs to the class of organic compounds known as purine ribonucleoside triphosphates. These are purine ribobucleotides with a triphosphate group linked to the ribose moiety.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPurine nucleotides
Sub ClassPurine ribonucleotides
Direct ParentPurine ribonucleoside triphosphates
Alternative Parents
  • Purine ribonucleoside triphosphate
  • Purine ribonucleoside monophosphate
  • Pentose phosphate
  • Pentose-5-phosphate
  • Glycosyl compound
  • N-glycosyl compound
  • Monosaccharide phosphate
  • Imidazopyrimidine
  • Purine
  • Monoalkyl phosphate
  • Hydroxypyrimidine
  • Alkyl phosphate
  • Pyrimidine
  • Monosaccharide
  • Phosphoric acid ester
  • N-substituted imidazole
  • Organic phosphoric acid derivative
  • Heteroaromatic compound
  • Azole
  • Imidazole
  • Tetrahydrofuran
  • Secondary alcohol
  • 1,2-diol
  • Oxacycle
  • Organoheterocyclic compound
  • Azacycle
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Alcohol
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
Physical stateSolid
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
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-056v-8895330000-0a8a2d408be3cbe00023View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-0zos-8469026000-e08a35d5d35a9e63303cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-006t-0000970000-ed775d45b7d4c3b969dfView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0002-0000920000-eea0cfe4824f5aee7e4aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0006-0900000000-895098906ea44c18ea43View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0911220000-75ec8e10f63e3aae4b1fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0900000000-2b6055d302734ab3eecfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-0900000000-936551c9f8ce17b0cbfdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0fk9-0730090000-511cdeecbbfb6b7c8615View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0zir-4930000000-cc969f818e5f659cd09cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9300000000-dff84bbb768f44c2c74bView in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID6569
ChEMBL IDNot Available
KEGG Compound IDC00044
Pubchem Compound ID6830
Pubchem Substance IDNot Available
ChEBI ID15996
Phenol-Explorer IDNot Available
DrugBank IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID33641
KNApSAcK IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDGuanosine triphosphate
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
NameGene NameUniProt ID
Rho-related GTP-binding protein RhoURHOUQ7L0Q8
Guanine nucleotide-binding protein G(s) subunit alpha isoforms shortGNASP63092
Guanine nucleotide-binding protein G(q) subunit alphaGNAQP50148
Uridine-cytidine kinase-like 1UCKL1Q9NWZ5
Rho guanine nucleotide exchange factor 1ARHGEF1Q92888
Guanine nucleotide-binding protein subunit alpha-11GNA11P29992
Guanine nucleotide-binding protein G(t) subunit alpha-1GNAT1P11488
Lysophosphatidic acid receptor 2LPAR2Q9HBW0
Protein RCC2RCC2Q9P258
Protein very KINDKNDC1Q76NI1
DNA-directed RNA polymerase III subunit RPC4POLR3DP05423
DNA-directed RNA polymerase, mitochondrialPOLRMTO00411
DNA-directed RNA polymerase I subunit RPA2POLR1BQ9H9Y6
DNA-directed RNA polymerase III subunit RPC7POLR3GO15318
DNA-directed RNA polymerase III subunit RPC2POLR3BQ9NW08
DNA-directed RNA polymerase I subunit RPA49POLR1EQ9GZS1
DNA-directed RNA polymerase III subunit RPC8POLR3HQ9Y535
DNA-directed RNA polymerase III subunit RPC1POLR3AO14802
DNA-directed RNA polymerase I subunit RPA1POLR1AO95602
Zinc ribbon domain containing 1ZNRD1Q2L6J2
DNA-directed RNA polymerases I and III subunit RPAC2POLR1DQ9Y2S0
DNA-directed RNA polymeraseDKFZp686D10173Q7Z3R8
DNA-directed RNA polymerase III subunit RPC7-likePOLR3GLQ9BT43
POLR1C proteinPOLR1CQ96HT3
Leucine-rich repeat serine/threonine-protein kinase 2LRRK2Q5S007
Mitochondrial Rho GTPase 1RHOT1Q8IXI2
Citric Acid CycleSMP00057 map00020
DNA Replication ForkSMP00477 Not Available
GluconeogenesisSMP00128 map00010
Pterine BiosynthesisSMP00005 map00790
Purine MetabolismSMP00050 map00230
Transcription/TranslationSMP00019 Not Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference