Hmdb loader
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-05-30 20:55:51 UTC
HMDB IDHMDB0000132
Secondary Accession Numbers
  • HMDB00132
Metabolite Identification
Common NameGuanine
DescriptionGuanine is one of the five main nucleobases found in the nucleic acids DNA and RNA. Guanine is a derivative of purine, consisting of a fused pyrimidine-imidazole ring system with conjugated double bonds. Being unsaturated, the bicyclic molecule is planar. The guanine nucleoside is called guanosine. The first isolation of guanine was reported in 1844 from the excreta of sea birds, known as guano, which was used as a source of fertilizer. High affinity binding of guanine nucleotides and the ability to hydrolyze bound GTP to GDP are characteristics of an extended family of intracellular proteins. Guanine nucleotide-binding regulatory proteins may be involved in the activation of phospholipases C and A2 by hormones and other ligands. The binding of hormones to receptors that activate phospholipase C is decreased by guanine nucleotides and these hormones also stimulate a high-affinity GTPase activity in cell membranes. Effects of hormones on phospholipase C activity in cell-free preparations are dependent on the presence of guanine nucleotides. Hypoxanthine-guanine phosphoribosyltransferase (HPRT, EC 2.4.2.8) is a purine salvage enzyme that catalyses the conversion of hypoxanthine and guanine to their respective mononucleotides. Partial deficiency of this enzyme can result in the overproduction of uric acid leading to a severe form of gout, whilst a virtual absence of HPRT activity causes the Lesch-Nyhan syndrome, an inborn error of metabolism, which is characterised by hyperuricaemia, mental retardation, choreoathetosis and compulsive self-mutilation. Peroxynitrite induces DNA base damage predominantly at guanine (G) and 8-oxoguanine (8-oxoG) nucleobases via oxidation reactions. G and 8-oxoG are the most reactive bases toward Peroxynitrite and possibly the major contributors to peroxynitrite-derived genotoxic and mutagenic lesions. The neutral G radical, reacts with NO2 to yield 8-nitroguanine and 5-nitro-4-guanidinohydantoin (PMID: 16352449 , 2435586 , 2838362 , 1487231 ).
Structure
Data?1676999672
Synonyms
ValueSource
2-Amino-6-hydroxypurineChEBI
2-Amino-6-oxopurineChEBI
GChEBI
GuaChEBI
2-Amino-1,7-dihydro-6H-purin-6-oneHMDB
2-Amino-1,9-dihydro-6H-purin-6-oneHMDB
2-Amino-1,9-dihydro-purin-6-oneHMDB
2-Amino-3,7-dihydro-6H-purin-6-oneHMDB
2-Amino-6-hydroxy-1H-purineHMDB
2-Amino-6-purinolHMDB
2-Amino-hypoxanthineHMDB
2-AminohypoxanthineHMDB
6-Hydroxy-2-aminopurineHMDB
C.I. natural white 1HMDB
CI natural white 1HMDB
Dew pearlHMDB
GuaninHMDB
Guanine enolHMDB
GUNHMDB
MearlmaidHMDB
Mearlmaid aaHMDB
Natural pearl essenceHMDB
Natural white 1HMDB
NaturonHMDB
PathocidinHMDB
Pearl essenceHMDB
Stella polarisHMDB
Chemical FormulaC5H5N5O
Average Molecular Weight151.1261
Monoisotopic Molecular Weight151.049409807
IUPAC Name2-amino-6,7-dihydro-3H-purin-6-one
Traditional Name2-aminohypoxanthine
CAS Registry Number73-40-5
SMILES
NC1=NC(=O)C2=C(N1)N=CN2
InChI Identifier
InChI=1S/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)
InChI KeyUYTPUPDQBNUYGX-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as purines and purine derivatives. These are aromatic heterocyclic compounds containing a purine moiety, which is formed a pyrimidine-ring ring fused to an imidazole ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassImidazopyrimidines
Sub ClassPurines and purine derivatives
Direct ParentPurines and purine derivatives
Alternative Parents
Substituents
  • Purine
  • Hydroxypyrimidine
  • Pyrimidine
  • Heteroaromatic compound
  • Imidazole
  • Azole
  • Azacycle
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effect
Disposition
Biological locationRoute of exposureSource
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point360 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility2.08 mg/mL at 37 °CNot Available
LogP-0.91HANSCH,C ET AL. (1995)
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Astarita_neg122.030932474
[M+H]+Astarita_pos124.330932474
[M+H]+Baker133.54730932474
[M+H]+Not Available131.0http://allccs.zhulab.cn/database/detail?ID=AllCCS00001958
Predicted Molecular Properties
PropertyValueSource
Water Solubility2.31 g/LALOGPS
logP-0.92ALOGPS
logP-0.59ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)8.95ChemAxon
pKa (Strongest Basic)2.22ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area96.16 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity38.9 m³·mol⁻¹ChemAxon
Polarizability13.34 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+131.50931661259
DarkChem[M-H]-130.72231661259
AllCCS[M+H]+132.24532859911
AllCCS[M-H]-126.25232859911
DeepCCS[M+H]+130.98530932474
DeepCCS[M-H]-127.70630932474
DeepCCS[M-2H]-164.80930932474
DeepCCS[M+Na]+140.05430932474
AllCCS[M+H]+132.232859911
AllCCS[M+H-H2O]+127.632859911
AllCCS[M+NH4]+136.632859911
AllCCS[M+Na]+137.932859911
AllCCS[M-H]-126.332859911
AllCCS[M+Na-2H]-127.232859911
AllCCS[M+HCOO]-128.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
GuanineNC1=NC(=O)C2=C(N1)N=CN22866.5Standard polar33892256
GuanineNC1=NC(=O)C2=C(N1)N=CN21986.1Standard non polar33892256
GuanineNC1=NC(=O)C2=C(N1)N=CN22117.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Guanine,1TMS,isomer #1C[Si](C)(C)NC1=NC(=O)C2=C(N=C[NH]2)[NH]12071.3Semi standard non polar33892256
Guanine,1TMS,isomer #1C[Si](C)(C)NC1=NC(=O)C2=C(N=C[NH]2)[NH]12205.1Standard non polar33892256
Guanine,1TMS,isomer #1C[Si](C)(C)NC1=NC(=O)C2=C(N=C[NH]2)[NH]13244.3Standard polar33892256
Guanine,1TMS,isomer #2C[Si](C)(C)N1C(N)=NC(=O)C2=C1N=C[NH]22010.5Semi standard non polar33892256
Guanine,1TMS,isomer #2C[Si](C)(C)N1C(N)=NC(=O)C2=C1N=C[NH]22100.7Standard non polar33892256
Guanine,1TMS,isomer #2C[Si](C)(C)N1C(N)=NC(=O)C2=C1N=C[NH]23127.8Standard polar33892256
Guanine,1TMS,isomer #3C[Si](C)(C)N1C=NC2=C1C(=O)N=C(N)[NH]22032.3Semi standard non polar33892256
Guanine,1TMS,isomer #3C[Si](C)(C)N1C=NC2=C1C(=O)N=C(N)[NH]22153.7Standard non polar33892256
Guanine,1TMS,isomer #3C[Si](C)(C)N1C=NC2=C1C(=O)N=C(N)[NH]23011.0Standard polar33892256
Guanine,2TMS,isomer #1C[Si](C)(C)N(C1=NC(=O)C2=C(N=C[NH]2)[NH]1)[Si](C)(C)C1959.8Semi standard non polar33892256
Guanine,2TMS,isomer #1C[Si](C)(C)N(C1=NC(=O)C2=C(N=C[NH]2)[NH]1)[Si](C)(C)C2187.3Standard non polar33892256
Guanine,2TMS,isomer #1C[Si](C)(C)N(C1=NC(=O)C2=C(N=C[NH]2)[NH]1)[Si](C)(C)C2981.5Standard polar33892256
Guanine,2TMS,isomer #2C[Si](C)(C)NC1=NC(=O)C2=C(N=CN2[Si](C)(C)C)[NH]12081.3Semi standard non polar33892256
Guanine,2TMS,isomer #2C[Si](C)(C)NC1=NC(=O)C2=C(N=CN2[Si](C)(C)C)[NH]12099.9Standard non polar33892256
Guanine,2TMS,isomer #2C[Si](C)(C)NC1=NC(=O)C2=C(N=CN2[Si](C)(C)C)[NH]12851.8Standard polar33892256
Guanine,2TMS,isomer #3C[Si](C)(C)NC1=NC(=O)C2=C(N=C[NH]2)N1[Si](C)(C)C1975.7Semi standard non polar33892256
Guanine,2TMS,isomer #3C[Si](C)(C)NC1=NC(=O)C2=C(N=C[NH]2)N1[Si](C)(C)C2205.9Standard non polar33892256
Guanine,2TMS,isomer #3C[Si](C)(C)NC1=NC(=O)C2=C(N=C[NH]2)N1[Si](C)(C)C2877.4Standard polar33892256
Guanine,2TMS,isomer #4C[Si](C)(C)N1C=NC2=C1C(=O)N=C(N)N2[Si](C)(C)C2024.6Semi standard non polar33892256
Guanine,2TMS,isomer #4C[Si](C)(C)N1C=NC2=C1C(=O)N=C(N)N2[Si](C)(C)C2089.9Standard non polar33892256
Guanine,2TMS,isomer #4C[Si](C)(C)N1C=NC2=C1C(=O)N=C(N)N2[Si](C)(C)C2809.0Standard polar33892256
Guanine,3TMS,isomer #1C[Si](C)(C)N(C1=NC(=O)C2=C(N=CN2[Si](C)(C)C)[NH]1)[Si](C)(C)C2045.7Semi standard non polar33892256
Guanine,3TMS,isomer #1C[Si](C)(C)N(C1=NC(=O)C2=C(N=CN2[Si](C)(C)C)[NH]1)[Si](C)(C)C2145.8Standard non polar33892256
Guanine,3TMS,isomer #1C[Si](C)(C)N(C1=NC(=O)C2=C(N=CN2[Si](C)(C)C)[NH]1)[Si](C)(C)C2519.8Standard polar33892256
Guanine,3TMS,isomer #2C[Si](C)(C)N(C1=NC(=O)C2=C(N=C[NH]2)N1[Si](C)(C)C)[Si](C)(C)C2019.1Semi standard non polar33892256
Guanine,3TMS,isomer #2C[Si](C)(C)N(C1=NC(=O)C2=C(N=C[NH]2)N1[Si](C)(C)C)[Si](C)(C)C2222.9Standard non polar33892256
Guanine,3TMS,isomer #2C[Si](C)(C)N(C1=NC(=O)C2=C(N=C[NH]2)N1[Si](C)(C)C)[Si](C)(C)C2570.3Standard polar33892256
Guanine,3TMS,isomer #3C[Si](C)(C)NC1=NC(=O)C2=C(N=CN2[Si](C)(C)C)N1[Si](C)(C)C2037.8Semi standard non polar33892256
Guanine,3TMS,isomer #3C[Si](C)(C)NC1=NC(=O)C2=C(N=CN2[Si](C)(C)C)N1[Si](C)(C)C2068.0Standard non polar33892256
Guanine,3TMS,isomer #3C[Si](C)(C)NC1=NC(=O)C2=C(N=CN2[Si](C)(C)C)N1[Si](C)(C)C2592.4Standard polar33892256
Guanine,4TMS,isomer #1C[Si](C)(C)N(C1=NC(=O)C2=C(N=CN2[Si](C)(C)C)N1[Si](C)(C)C)[Si](C)(C)C2092.5Semi standard non polar33892256
Guanine,4TMS,isomer #1C[Si](C)(C)N(C1=NC(=O)C2=C(N=CN2[Si](C)(C)C)N1[Si](C)(C)C)[Si](C)(C)C2175.8Standard non polar33892256
Guanine,4TMS,isomer #1C[Si](C)(C)N(C1=NC(=O)C2=C(N=CN2[Si](C)(C)C)N1[Si](C)(C)C)[Si](C)(C)C2331.7Standard polar33892256
Guanine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N=C[NH]2)[NH]12275.7Semi standard non polar33892256
Guanine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N=C[NH]2)[NH]12382.2Standard non polar33892256
Guanine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N=C[NH]2)[NH]13275.9Standard polar33892256
Guanine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1C(N)=NC(=O)C2=C1N=C[NH]22228.9Semi standard non polar33892256
Guanine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1C(N)=NC(=O)C2=C1N=C[NH]22299.2Standard non polar33892256
Guanine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1C(N)=NC(=O)C2=C1N=C[NH]23127.5Standard polar33892256
Guanine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N1C=NC2=C1C(=O)N=C(N)[NH]22292.3Semi standard non polar33892256
Guanine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N1C=NC2=C1C(=O)N=C(N)[NH]22338.5Standard non polar33892256
Guanine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N1C=NC2=C1C(=O)N=C(N)[NH]23081.3Standard polar33892256
Guanine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C(N=C[NH]2)[NH]1)[Si](C)(C)C(C)(C)C2359.4Semi standard non polar33892256
Guanine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C(N=C[NH]2)[NH]1)[Si](C)(C)C(C)(C)C2591.4Standard non polar33892256
Guanine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C(N=C[NH]2)[NH]1)[Si](C)(C)C(C)(C)C2963.9Standard polar33892256
Guanine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)[NH]12477.0Semi standard non polar33892256
Guanine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)[NH]12477.7Standard non polar33892256
Guanine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)[NH]12903.6Standard polar33892256
Guanine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N=C[NH]2)N1[Si](C)(C)C(C)(C)C2398.2Semi standard non polar33892256
Guanine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N=C[NH]2)N1[Si](C)(C)C(C)(C)C2576.2Standard non polar33892256
Guanine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N=C[NH]2)N1[Si](C)(C)C(C)(C)C2869.6Standard polar33892256
Guanine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N1C=NC2=C1C(=O)N=C(N)N2[Si](C)(C)C(C)(C)C2463.5Semi standard non polar33892256
Guanine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N1C=NC2=C1C(=O)N=C(N)N2[Si](C)(C)C(C)(C)C2491.7Standard non polar33892256
Guanine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N1C=NC2=C1C(=O)N=C(N)N2[Si](C)(C)C(C)(C)C2861.4Standard polar33892256
Guanine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)[NH]1)[Si](C)(C)C(C)(C)C2598.1Semi standard non polar33892256
Guanine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)[NH]1)[Si](C)(C)C(C)(C)C2782.5Standard non polar33892256
Guanine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)[NH]1)[Si](C)(C)C(C)(C)C2701.0Standard polar33892256
Guanine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C(N=C[NH]2)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2555.1Semi standard non polar33892256
Guanine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C(N=C[NH]2)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2813.7Standard non polar33892256
Guanine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C(N=C[NH]2)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2706.5Standard polar33892256
Guanine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)N1[Si](C)(C)C(C)(C)C2646.2Semi standard non polar33892256
Guanine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)N1[Si](C)(C)C(C)(C)C2733.0Standard non polar33892256
Guanine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)N1[Si](C)(C)C(C)(C)C2746.5Standard polar33892256
Guanine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2829.3Semi standard non polar33892256
Guanine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3020.7Standard non polar33892256
Guanine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2673.1Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Guanine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)splash10-0udi-1938000000-e15e09f2007f35659bb92014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Guanine GC-MS (3 TMS)splash10-0udi-3739000000-66a080b08ba9b9f82e202014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Guanine EI-B (Non-derivatized)splash10-0udi-5900000000-0a63148e3a8dc8d026df2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Guanine GC-EI-TOF (Non-derivatized)splash10-0udi-1938000000-e15e09f2007f35659bb92017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Guanine GC-MS (Non-derivatized)splash10-0udi-3739000000-66a080b08ba9b9f82e202017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Guanine GC-EI-TOF (Non-derivatized)splash10-0udi-2928000000-073bf70794fe99ce737f2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Guanine GC-EI-TOF (Non-derivatized)splash10-000t-2790000000-77e6b5b71c9ff6ad2b232017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Guanine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ff0-5900000000-f103c75addeafe7ac6f02016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Guanine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0udi-8900000000-699c510cfaf838ab19222015-03-01Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-0udi-0901000000-2864e73c83444d566e9a2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-0a4i-2900000000-4229d3d01623054b4ceb2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-000i-0900000000-d5ae84fefadd84f988b42012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-001i-0900000000-7d48b2e8db6967e984072012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-0uxr-0900000000-67a7784963ec75cecaa02012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-00di-9000000000-4569516f23d8a712b4342012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-001i-0900000000-d928cac1226f19b8edc32012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-0udi-0900000000-34059351f2cbd94a8acc2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-0udj-0903100000-deb9c022884d7c98782e2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-001i-0900000000-45d9db80ce4657ef17732012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-004i-1900000000-86b7ee5755cbb8236f5b2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-0udi-0900000000-ba534850b64f39d81fa02012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanine LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOFsplash10-0udi-0900000000-422f992621ab9626d1b22012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanine LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOFsplash10-0f89-0900000000-64e388178db73f06cb202012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanine LC-ESI-ITFT , negative-QTOFsplash10-0udi-0900000000-f0a95c55947ca990359c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanine LC-ESI-ITFT , negative-QTOFsplash10-001i-0900000000-45d9db80ce4657ef17732017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanine LC-ESI-ITFT , negative-QTOFsplash10-0udi-0900000000-ba534850b64f39d81fa02017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanine LC-ESI-QTOF , negative-QTOFsplash10-0f89-0900000000-64e388178db73f06cb202017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanine , negative-QTOFsplash10-0udi-0900000000-c2e1c1e8841cc741dac12017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Guanine 10V, Positive-QTOFsplash10-0udi-0900000000-e74c005384d71f4787e52015-05-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Guanine 20V, Positive-QTOFsplash10-0udi-0900000000-de4a4c4479ea93d742b52015-05-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Guanine 40V, Positive-QTOFsplash10-0a5i-9800000000-da506476184e5c2313a42015-05-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Guanine 10V, Negative-QTOFsplash10-0udi-0900000000-03d17084c3cb072c02372015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Guanine 20V, Negative-QTOFsplash10-0udi-2900000000-c372e3ba919cba4f561f2015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Guanine 40V, Negative-QTOFsplash10-00kf-9200000000-8ac435f998deda6437e12015-05-27Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Experimental 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)2021-10-10Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 400 MHz, H2O, experimental)2012-12-04Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
Biospecimen Locations
  • Blood
  • Cellular Cytoplasm
  • Feces
  • Saliva
  • Urine
Tissue Locations
  • Epidermis
  • Fibroblasts
  • Intestine
  • Neuron
  • Placenta
  • Prostate
  • Skeletal Muscle
  • Spleen
  • Testis
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Cellular CytoplasmDetected and Quantified97 uMAdult (>18 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedInfant (0-1 year old)Not AvailableNormal details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedInfant (0-1 year old)Not Specified
Normal
details
FecesDetected but not QuantifiedNot QuantifiedInfant (0-1 year old)Not Specified
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
SalivaDetected and Quantified1.29 +/- 0.68 uMAdult (>18 years old)FemaleNormal details
SalivaDetected and Quantified0.769 +/- 0.404 uMAdult (>18 years old)Female
Normal
    • Sugimoto et al. (...
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected and Quantified1.51 +/- 1.37 uMAdult (>18 years old)Male
Normal
    • Sugimoto et al. (...
details
UrineDetected and Quantified0.20 (0.085-0.26) umol/mmol creatinineAdult (>18 years old)BothNormal
    • Geigy Scientific ...
    • West Cadwell, N.J...
    • Basel, Switzerlan...
details
UrineDetected and Quantified0-4 umol/mmol creatinineChildren (1 - 18 years old)Both
Normal
    • BC Children's Hos...
details
UrineDetected and Quantified0.28 (0.17-0.41) umol/mmol creatinineNewborn (0-30 days old)Both
Normal
    • Analysis of 40 NI...
details
UrineDetected and Quantified0.200 (0.0867-0.267) umol/mmol creatinineNot SpecifiedNot SpecifiedNormal
    • Geigy Scientific ...
details
UrineDetected and Quantified0.37 (0.18-0.57) umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
SalivaDetected and Quantified1.36 +/- 0.14 uMAdult (>18 years old)MaleAlzheimer's disease details
SalivaDetected and Quantified1.20 +/- 0.33 uMAdult (>18 years old)MaleFrontotemporal lobe dementia details
SalivaDetected and Quantified0.93 +/- 0.35 uMAdult (>18 years old)BothLewy body disease details
UrineDetected and Quantified1.92 (0.99-2.86) umol/mmol creatinineNot SpecifiedBothLesch-Nyhan syndrome details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
  2. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
  3. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Alzheimer's disease
  1. Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
Frontotemporal dementia
  1. Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
Lewy body disease
  1. Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
Lesch-Nyhan syndrome
  1. Ohdoi C, Nyhan WL, Kuhara T: Chemical diagnosis of Lesch-Nyhan syndrome using gas chromatography-mass spectrometry detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Jul 15;792(1):123-30. [PubMed:12829005 ]
Associated OMIM IDs
DrugBank IDDB02377
Phenol Explorer Compound IDNot Available
FooDB IDFDB004222
KNApSAcK IDC00001501
Chemspider ID744
KEGG Compound IDC00242
BioCyc IDGUANINE
BiGG ID34363
Wikipedia LinkGuanine
METLIN ID315
PubChem Compound764
PDB IDNot Available
ChEBI ID16235
Food Biomarker OntologyNot Available
VMH IDGUA
MarkerDB IDMDB00000063
Good Scents IDNot Available
References
Synthesis ReferenceXiao, Xuhua; Ma, Weiyong. One-pot synthesis of guanine. Faming Zhuanli Shenqing Gongkai Shuomingshu (2007), 10pp.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Sculley DG, Dawson PA, Emmerson BT, Gordon RB: A review of the molecular basis of hypoxanthine-guanine phosphoribosyltransferase (HPRT) deficiency. Hum Genet. 1992 Nov;90(3):195-207. [PubMed:1487231 ]
  2. Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
  3. Ohdoi C, Nyhan WL, Kuhara T: Chemical diagnosis of Lesch-Nyhan syndrome using gas chromatography-mass spectrometry detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Jul 15;792(1):123-30. [PubMed:12829005 ]
  4. Boulias C, Moscarello MA: Guanine nucleotides stimulate hydrolysis of phosphatidyl inositol bis phosphate in human myelin membranes. Biochem Biophys Res Commun. 1989 Jul 14;162(1):282-7. [PubMed:2546548 ]
  5. Harkness RA: Hypoxanthine, xanthine and uridine in body fluids, indicators of ATP depletion. J Chromatogr. 1988 Jul 29;429:255-78. [PubMed:3062020 ]
  6. Castro-Gago M, Cid E, Trabazo S, Pavon P, Camina F, Rodriguez-Segade S, Einis Punal J, Rodriguez-Nunez A: Cerebrospinal fluid purine metabolites and pyrimidine bases after brief febrile convulsions. Epilepsia. 1995 May;36(5):471-4. [PubMed:7614924 ]
  7. Steyn LM, Harley EH: Intracellular activity of HPRT Cape Town: purine uptake and growth of cultured cells in selective media. J Inherit Metab Dis. 1985;8(4):198-203. [PubMed:3939543 ]
  8. Yafe A, Etzioni S, Weisman-Shomer P, Fry M: Formation and properties of hairpin and tetraplex structures of guanine-rich regulatory sequences of muscle-specific genes. Nucleic Acids Res. 2005 May 20;33(9):2887-900. Print 2005. [PubMed:15908587 ]
  9. Russo TA, Jodush ST, Brown JJ, Johnson JR: Identification of two previously unrecognized genes (guaA and argC) important for uropathogenesis. Mol Microbiol. 1996 Oct;22(2):217-29. [PubMed:8930907 ]
  10. Liu Z, Li T, Wang E: Simultaneous determination of guanine, uric acid, hypoxanthine and xanthine in human plasma by reversed-phase high-performance liquid chromatography with amperometric detection. Analyst. 1995 Aug;120(8):2181-4. [PubMed:7677251 ]
  11. Parkinson SJ, Waldman SA: An intracellular adenine nucleotide binding site inhibits guanyly cyclase C by a guanine nucleotide-dependent mechanism. Biochemistry. 1996 Mar 12;35(10):3213-21. [PubMed:8605156 ]
  12. Rodriguez-Nunez A, Camina F, Lojo S, Rodriguez-Segade S, Castro-Gago M: Concentrations of nucleotides, nucleosides, purine bases and urate in cerebrospinal fluid of children with meningitis. Acta Paediatr. 1993 Oct;82(10):849-52. [PubMed:8241644 ]
  13. Groopman JD, Zhu JQ, Donahue PR, Pikul A, Zhang LS, Chen JS, Wogan GN: Molecular dosimetry of urinary aflatoxin-DNA adducts in people living in Guangxi Autonomous Region, People's Republic of China. Cancer Res. 1992 Jan 1;52(1):45-52. [PubMed:1727385 ]
  14. Shioya M, Wakabayashi K, Yamashita K, Nagao M, Sugimura T: Formation of 8-hydroxydeoxyguanosine in DNA treated with fecapentaene-12 and -14. Mutat Res. 1989 Mar;225(3):91-4. [PubMed:2927433 ]
  15. Allgayer H, Kolb M, Stuber V, Kruis W: Effects of bile acids on base hydroxylation in a model of human colonic mucosal DNA. Cancer Detect Prev. 2002;26(1):85-9. [PubMed:12088208 ]
  16. Schei MA, Hessen JO, Lund E: House-dust mites and mattresses. Allergy. 2002 Jun;57(6):538-42. [PubMed:12028120 ]
  17. Weimann A, Belling D, Poulsen HE: Quantification of 8-oxo-guanine and guanine as the nucleobase, nucleoside and deoxynucleoside forms in human urine by high-performance liquid chromatography-electrospray tandem mass spectrometry. Nucleic Acids Res. 2002 Jan 15;30(2):E7. [PubMed:11788733 ]
  18. Niles JC, Wishnok JS, Tannenbaum SR: Peroxynitrite-induced oxidation and nitration products of guanine and 8-oxoguanine: structures and mechanisms of product formation. Nitric Oxide. 2006 Mar;14(2):109-21. Epub 2005 Dec 13. [PubMed:16352449 ]
  19. Spiegel AM: Signal transduction by guanine nucleotide binding proteins. Mol Cell Endocrinol. 1987 Jan;49(1):1-16. [PubMed:2435586 ]
  20. Fain JN, Wallace MA, Wojcikiewicz RJ: Evidence for involvement of guanine nucleotide-binding regulatory proteins in the activation of phospholipases by hormones. FASEB J. 1988 Jul;2(10):2569-74. [PubMed:2838362 ]
  21. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Enzymes

General function:
Involved in adenine phosphoribosyltransferase activity
Specific function:
Catalyzes a salvage reaction resulting in the formation of AMP, that is energically less costly than de novo synthesis.
Gene Name:
APRT
Uniprot ID:
P07741
Molecular weight:
19607.535
Reactions
Guanosine monophosphate + Pyrophosphate → Guanine + Phosphoribosyl pyrophosphatedetails
General function:
Involved in hypoxanthine phosphoribosyltransferase activity
Specific function:
Converts guanine to guanosine monophosphate, and hypoxanthine to inosine monophosphate. Transfers the 5-phosphoribosyl group from 5-phosphoribosylpyrophosphate onto the purine. Plays a central role in the generation of purine nucleotides through the purine salvage pathway.
Gene Name:
HPRT1
Uniprot ID:
P00492
Molecular weight:
24579.155
Reactions
Guanosine monophosphate + Pyrophosphate → Guanine + Phosphoribosyl pyrophosphatedetails
General function:
Involved in hydrolase activity
Specific function:
Catalyzes the hydrolytic deamination of guanine, producing xanthine and ammonia (By similarity).
Gene Name:
GDA
Uniprot ID:
Q9Y2T3
Molecular weight:
52836.65
Reactions
Guanine + Water → Xanthine + Ammoniadetails
General function:
Involved in queuine tRNA-ribosyltransferase activity
Specific function:
Interacts with QTRTD1 to form an active queuine tRNA-ribosyltransferase. This enzyme exchanges queuine for the guanine at the wobble position of tRNAs with GU(N) anticodons (tRNA-Asp, -Asn, -His and -Tyr), thereby forming the hypermodified nucleoside queuosine (Q) (7-(((4,5-cis-dihydroxy-2-cyclopenten-1-yl)amino)methyl)-7-deazaguanosine) (By similarity).
Gene Name:
QTRT1
Uniprot ID:
Q9BXR0
Molecular weight:
44047.3
Reactions
Guanine(34) in tRNA + Queuine → queuosine(34) in tRNA + Guaninedetails
tRNA guanine + Queuine → tRNA queuine + Guaninedetails
tRNA guanine + 7-Aminomethyl-7-carbaguanine → tRNA 7-aminomethyl-7-carbaguanine + Guaninedetails
General function:
Involved in GTP cyclohydrolase I activity
Specific function:
Positively regulates nitric oxide synthesis in umbilical vein endothelial cells (HUVECs). May be involved in dopamine synthesis. May modify pain sensitivity and persistence. Isoform GCH-1 is the functional enzyme, the potential function of the enzymatically inactive isoforms remains unknown.
Gene Name:
GCH1
Uniprot ID:
P30793
Molecular weight:
27902.855
References
  1. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
General function:
Involved in signal transducer activity
Specific function:
Guanine nucleotide-binding proteins (G proteins) are involved as modulators or transducers in various transmembrane signaling systems. The G(s) protein is involved in hormonal regulation of adenylate cyclase:it activates the cyclase in response to beta-adrenergic stimuli
Gene Name:
GNAS
Uniprot ID:
P63092
Molecular weight:
45664.2
General function:
Involved in signal transducer activity
Specific function:
Guanine nucleotide-binding proteins (G proteins) are involved as modulators or transducers in various transmembrane signaling systems
Gene Name:
GNAQ
Uniprot ID:
P50148
Molecular weight:
42141.7
General function:
Involved in purine-nucleoside phosphorylase activity
Specific function:
The purine nucleoside phosphorylases catalyze the phosphorolytic breakdown of the N-glycosidic bond in the beta-(deoxy)ribonucleoside molecules, with the formation of the corresponding free purine bases and pentose-1-phosphate.
Gene Name:
PNP
Uniprot ID:
P00491
Molecular weight:
32117.69
Reactions
Deoxyguanosine + Phosphate → Guanine + Deoxyribose 1-phosphatedetails
Guanosine + Phosphate → Guanine + Ribose 1-phosphatedetails
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
General function:
Involved in queuine tRNA-ribosyltransferase activity
Specific function:
Interacts with QTRT1 to form an active queuine tRNA-ribosyltransferase. This enzyme exchanges queuine for the guanine at the wobble position of tRNAs with GU(N) anticodons (tRNA-Asp, -Asn, -His and -Tyr), thereby forming the hypermodified nucleoside queuosine (Q) (7-(((4,5-cis-dihydroxy-2-cyclopenten-1-yl)amino)methyl)-7-deazaguanosine) (By similarity).
Gene Name:
QTRTD1
Uniprot ID:
Q9H974
Molecular weight:
48203.07
Reactions
Guanine(34) in tRNA + Queuine → queuosine(34) in tRNA + Guaninedetails
tRNA guanine + Queuine → tRNA queuine + Guaninedetails
tRNA guanine + 7-Aminomethyl-7-carbaguanine → tRNA 7-aminomethyl-7-carbaguanine + Guaninedetails
General function:
Involved in signal transducer activity
Specific function:
Guanine nucleotide-binding proteins (G proteins) are involved as modulators or transducers in various transmembrane signaling systems. The G(i) proteins are involved in hormonal regulation of adenylate cyclase:they inhibit the cyclase in response to beta-adrenergic stimuli
Gene Name:
GNAI1
Uniprot ID:
P63096
Molecular weight:
40360.7