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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 15:48:15 UTC
HMDB IDHMDB0000133
Secondary Accession Numbers
  • HMDB00133
Metabolite Identification
Common NameGuanosine
DescriptionGuanosine (G), also known as 2-amino-inosine, belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl sugar moiety. Guanosine consists of a guanine base attached to a ribose (ribofuranose) ring via a beta-N9-glycosidic bond. Guanosine is a white, crystalline powder with no odor and mild saline taste. It is very soluble in acetic acid, and slightly soluble in water, but insoluble in ethanol, diethyl ether, benzene, and chloroform. Guanosine exists in all living species, ranging from bacteria to plants to humans. High levels of guanosine can be found in clovers, coffee plants, and the pollen of pines. It has been detected, but not quantified in, several different foods, such as leeks, garlic, chicory roots, green bell peppers, and black-eyed peas. Guanosine plays an important role in various biochemical processes including the synthesis of nucleic acids such as RNA and intracellular signal transduction (cGMP). The antiviral drug acyclovir, often used in herpes treatment, and the anti-HIV drug abacavir, are both structurally similar to guanosine. Guanosine can be phosphorylated to become guanosine monophosphate (GMP), cyclic guanosine monophosphate (cGMP), guanosine diphosphate (GDP), and guanosine triphosphate (GTP). In humans, guanosine is involved in intracellular signalling through the adenosine receptors A1R and A2AR (PMID: 31847113 ). Evidence from rodent and cell models has shown a number of important neurotrophic and neuroprotective effects of guanosine. In particular, it is effective in preventing deleterious consequences of seizures, spinal cord injury, pain, mood disorders and aging-related diseases, such as ischemia, Parkinson’s and Alzheimer’s diseases (PMID: 27699087 ). Studies with rodent models of Parkinson’s disease have shown that guanosine decreases neuronal apoptotic cell death and increases dopaminergic neurons at substantia nigra pars compacta, accompanied by an improvement of motor symptoms in Parkinson’s disease (i.e. a reduction of bradykinesia). Guanosine promotes neurite arborization, outgrowth, proliferation and differentiation. Systemic administration of guanosine for eight weeks (8 mg/kg) has been shown to stimulate neuroprogenitors proliferation in the subventricular zone (SVZ) in a mouse model of Parkinsonism (PMID: 27699087 ). The effect of guanosine treatment is accompanied by an increased number of fibroblast growth factor (FGF-2)-positive cells which is an important regulator of neuroprogenitor/stem cell proliferation, survival and differentiation (PMID: 27699087 ). Guanosine prevents reactive oxygen species (ROS) generation and cell death in hippocampal slices subjected to the oxygen/glucose deprivation (PMID: 31847113 ).
Structure
Data?1582752113
Synonyms
ValueSource
2(3H)-Imino-9-beta-D-ribofuranosyl-9H-purin-6(1H)-oneChEBI
2-Amino-1,9-dihydro-9-beta-D-ribofuranosyl-6H-purin-6-oneChEBI
2-Amino-9-beta-D-ribofuranosyl-1,9-dihydro-6H-purin-6-oneChEBI
9-beta-D-Ribofuranosyl-guanineChEBI
GChEBI
Guanine ribosideChEBI
Guanine-9-beta-D-ribofuranosideChEBI
GuanosinChEBI
GuoChEBI
2(3H)-Imino-9-b-D-ribofuranosyl-9H-purin-6(1H)-oneGenerator
2(3H)-Imino-9-β-D-ribofuranosyl-9H-purin-6(1H)-oneGenerator
2-Amino-1,9-dihydro-9-b-D-ribofuranosyl-6H-purin-6-oneGenerator
2-Amino-1,9-dihydro-9-β-D-ribofuranosyl-6H-purin-6-oneGenerator
2-Amino-9-b-D-ribofuranosyl-1,9-dihydro-6H-purin-6-oneGenerator
2-Amino-9-β-D-ribofuranosyl-1,9-dihydro-6H-purin-6-oneGenerator
9-b-D-Ribofuranosyl-guanineGenerator
9-Β-D-ribofuranosyl-guanineGenerator
Guanine-9-b-D-ribofuranosideGenerator
Guanine-9-β-D-ribofuranosideGenerator
2-Amino-1,9-dihydro-9-beta-delta-ribofuranosyl-6H-purin-6-oneHMDB
2-Amino-inosineHMDB
9-beta-delta-Ribofuranosyl-guanineHMDB
b-D-Ribofuranoside guanine-9HMDB
beta-delta-Ribofuranoside guanine-9HMDB
RibonucleosideHMDB
VernineHMDB
Chemical FormulaC10H13N5O5
Average Molecular Weight283.2407
Monoisotopic Molecular Weight283.091668551
IUPAC Name2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one
Traditional Nameguanosine
CAS Registry Number118-00-3
SMILES
NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N1
InChI Identifier
InChI=1S/C10H13N5O5/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6-,9-/m1/s1
InChI KeyNYHBQMYGNKIUIF-UUOKFMHZSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPurine nucleosides
Sub ClassNot Available
Direct ParentPurine nucleosides
Alternative Parents
Substituents
  • Purine nucleoside
  • Glycosyl compound
  • N-glycosyl compound
  • Pentose monosaccharide
  • Imidazopyrimidine
  • Purine
  • Hydroxypyrimidine
  • Monosaccharide
  • N-substituted imidazole
  • Pyrimidine
  • Heteroaromatic compound
  • Azole
  • Imidazole
  • Tetrahydrofuran
  • Secondary alcohol
  • Azacycle
  • Oxacycle
  • Organoheterocyclic compound
  • Primary alcohol
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point239 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.7 mg/mL at 18 °CNot Available
LogP-1.90SANGSTER (1993)
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Astarita_neg156.730932474
[M-H]-Baker164.37930932474
[M+H]+Astarita_pos159.730932474
[M+H]+Baker165.01630932474
[M-H]-Not Available164.379http://allccs.zhulab.cn/database/detail?ID=AllCCS00000149
[M+H]+Not Available163.7http://allccs.zhulab.cn/database/detail?ID=AllCCS00000149
Predicted Molecular Properties
PropertyValueSource
Water Solubility15.3 g/LALOGPS
logP-2.1ALOGPS
logP-2.7ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)10.16ChemAxon
pKa (Strongest Basic)0.45ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area155.22 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity64.62 m³·mol⁻¹ChemAxon
Polarizability26.03 ųChemAxon
Number of Rings3ChemAxon
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]+162.83331661259
DarkChem[M-H]-160.57231661259
AllCCS[M+H]+162.77432859911
AllCCS[M-H]-161.24132859911
DeepCCS[M+H]+162.83930932474
DeepCCS[M-H]-160.48130932474
DeepCCS[M-2H]-194.69530932474
DeepCCS[M+Na]+170.06730932474
AllCCS[M+H]+162.832859911
AllCCS[M+H-H2O]+159.432859911
AllCCS[M+NH4]+165.932859911
AllCCS[M+Na]+166.832859911
AllCCS[M-H]-161.232859911
AllCCS[M+Na-2H]-160.832859911
AllCCS[M+HCOO]-160.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
GuanosineNC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N13624.1Standard polar33892256
GuanosineNC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N11706.1Standard non polar33892256
GuanosineNC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N13102.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Guanosine,1TMS,isomer #1C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)[C@H](O)[C@@H]1O2775.1Semi standard non polar33892256
Guanosine,1TMS,isomer #2C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)[C@@H]1O2792.0Semi standard non polar33892256
Guanosine,1TMS,isomer #3C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=C(N)[NH]C2=O2783.9Semi standard non polar33892256
Guanosine,1TMS,isomer #4C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)[NH]12817.6Semi standard non polar33892256
Guanosine,1TMS,isomer #5C[Si](C)(C)N1C(N)=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C1=O2845.9Semi standard non polar33892256
Guanosine,2TMS,isomer #1C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O2713.5Semi standard non polar33892256
Guanosine,2TMS,isomer #10C[Si](C)(C)N(C1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)[NH]1)[Si](C)(C)C2710.3Semi standard non polar33892256
Guanosine,2TMS,isomer #11C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N1[Si](C)(C)C2818.7Semi standard non polar33892256
Guanosine,2TMS,isomer #2C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C2714.7Semi standard non polar33892256
Guanosine,2TMS,isomer #3C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O)C(=O)[NH]12716.0Semi standard non polar33892256
Guanosine,2TMS,isomer #4C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O2792.8Semi standard non polar33892256
Guanosine,2TMS,isomer #5C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)[C@@H]1O[Si](C)(C)C2715.9Semi standard non polar33892256
Guanosine,2TMS,isomer #6C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O)C(=O)[NH]12727.2Semi standard non polar33892256
Guanosine,2TMS,isomer #7C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)[C@@H]1O2803.2Semi standard non polar33892256
Guanosine,2TMS,isomer #8C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C)C(=O)[NH]12725.7Semi standard non polar33892256
Guanosine,2TMS,isomer #9C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=C(N)N([Si](C)(C)C)C2=O2799.7Semi standard non polar33892256
Guanosine,3TMS,isomer #1C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C2659.8Semi standard non polar33892256
Guanosine,3TMS,isomer #10C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@@H]1O2710.5Semi standard non polar33892256
Guanosine,3TMS,isomer #11C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O)C(=O)N1[Si](C)(C)C2781.0Semi standard non polar33892256
Guanosine,3TMS,isomer #12C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O2701.3Semi standard non polar33892256
Guanosine,3TMS,isomer #13C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C2780.1Semi standard non polar33892256
Guanosine,3TMS,isomer #14C[Si](C)(C)N(C1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N1[Si](C)(C)C)[Si](C)(C)C2819.9Semi standard non polar33892256
Guanosine,3TMS,isomer #2C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C(=O)[NH]12674.4Semi standard non polar33892256
Guanosine,3TMS,isomer #3C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O2747.0Semi standard non polar33892256
Guanosine,3TMS,isomer #4C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C(=O)[NH]12672.2Semi standard non polar33892256
Guanosine,3TMS,isomer #5C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C2751.7Semi standard non polar33892256
Guanosine,3TMS,isomer #6C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@H](O)[C@@H]1O2701.2Semi standard non polar33892256
Guanosine,3TMS,isomer #7C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O)C(=O)N1[Si](C)(C)C2771.6Semi standard non polar33892256
Guanosine,3TMS,isomer #8C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C(=O)[NH]12687.4Semi standard non polar33892256
Guanosine,3TMS,isomer #9C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C2755.1Semi standard non polar33892256
Guanosine,4TMS,isomer #1C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C(=O)[NH]12706.0Semi standard non polar33892256
Guanosine,4TMS,isomer #1C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C(=O)[NH]12904.1Standard non polar33892256
Guanosine,4TMS,isomer #1C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C(=O)[NH]13779.6Standard polar33892256
Guanosine,4TMS,isomer #10C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@@H]1O2821.9Semi standard non polar33892256
Guanosine,4TMS,isomer #10C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@@H]1O3027.5Standard non polar33892256
Guanosine,4TMS,isomer #10C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@@H]1O3613.7Standard polar33892256
Guanosine,4TMS,isomer #11C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O2828.3Semi standard non polar33892256
Guanosine,4TMS,isomer #11C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O3035.2Standard non polar33892256
Guanosine,4TMS,isomer #11C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O3661.9Standard polar33892256
Guanosine,4TMS,isomer #2C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C2746.7Semi standard non polar33892256
Guanosine,4TMS,isomer #2C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C2829.6Standard non polar33892256
Guanosine,4TMS,isomer #2C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C4060.0Standard polar33892256
Guanosine,4TMS,isomer #3C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O2726.5Semi standard non polar33892256
Guanosine,4TMS,isomer #3C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O3011.6Standard non polar33892256
Guanosine,4TMS,isomer #3C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O3683.4Standard polar33892256
Guanosine,4TMS,isomer #4C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C2777.3Semi standard non polar33892256
Guanosine,4TMS,isomer #4C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C2916.7Standard non polar33892256
Guanosine,4TMS,isomer #4C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C3769.3Standard polar33892256
Guanosine,4TMS,isomer #5C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C2724.5Semi standard non polar33892256
Guanosine,4TMS,isomer #5C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C2994.7Standard non polar33892256
Guanosine,4TMS,isomer #5C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C3633.1Standard polar33892256
Guanosine,4TMS,isomer #6C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C(=O)N1[Si](C)(C)C2776.2Semi standard non polar33892256
Guanosine,4TMS,isomer #6C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C(=O)N1[Si](C)(C)C2897.5Standard non polar33892256
Guanosine,4TMS,isomer #6C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C(=O)N1[Si](C)(C)C3718.7Standard polar33892256
Guanosine,4TMS,isomer #7C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O2802.6Semi standard non polar33892256
Guanosine,4TMS,isomer #7C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O3049.8Standard non polar33892256
Guanosine,4TMS,isomer #7C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O3757.3Standard polar33892256
Guanosine,4TMS,isomer #8C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@@H]1O[Si](C)(C)C2737.9Semi standard non polar33892256
Guanosine,4TMS,isomer #8C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@@H]1O[Si](C)(C)C3002.3Standard non polar33892256
Guanosine,4TMS,isomer #8C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@@H]1O[Si](C)(C)C3608.9Standard polar33892256
Guanosine,4TMS,isomer #9C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C2789.1Semi standard non polar33892256
Guanosine,4TMS,isomer #9C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C2910.5Standard non polar33892256
Guanosine,4TMS,isomer #9C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C3698.3Standard polar33892256
Guanosine,5TMS,isomer #1C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C2793.5Semi standard non polar33892256
Guanosine,5TMS,isomer #1C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C2981.0Standard non polar33892256
Guanosine,5TMS,isomer #1C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C3401.7Standard polar33892256
Guanosine,5TMS,isomer #2C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C2806.3Semi standard non polar33892256
Guanosine,5TMS,isomer #2C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C2883.6Standard non polar33892256
Guanosine,5TMS,isomer #2C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C3481.8Standard polar33892256
Guanosine,5TMS,isomer #3C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O2846.5Semi standard non polar33892256
Guanosine,5TMS,isomer #3C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O3023.6Standard non polar33892256
Guanosine,5TMS,isomer #3C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O3420.1Standard polar33892256
Guanosine,5TMS,isomer #4C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C2844.6Semi standard non polar33892256
Guanosine,5TMS,isomer #4C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C3001.9Standard non polar33892256
Guanosine,5TMS,isomer #4C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C3374.6Standard polar33892256
Guanosine,5TMS,isomer #5C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C2869.4Semi standard non polar33892256
Guanosine,5TMS,isomer #5C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C3024.2Standard non polar33892256
Guanosine,5TMS,isomer #5C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C3351.9Standard polar33892256
Guanosine,6TMS,isomer #1C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C2896.8Semi standard non polar33892256
Guanosine,6TMS,isomer #1C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C2982.9Standard non polar33892256
Guanosine,6TMS,isomer #1C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C3189.8Standard polar33892256
Guanosine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)[C@H](O)[C@@H]1O3013.0Semi standard non polar33892256
Guanosine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)[C@@H]1O3008.7Semi standard non polar33892256
Guanosine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=C(N)[NH]C2=O3011.5Semi standard non polar33892256
Guanosine,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)[NH]13017.6Semi standard non polar33892256
Guanosine,1TBDMS,isomer #5CC(C)(C)[Si](C)(C)N1C(N)=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C1=O3035.5Semi standard non polar33892256
Guanosine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O3135.0Semi standard non polar33892256
Guanosine,2TBDMS,isomer #10CC(C)(C)[Si](C)(C)N(C1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)[NH]1)[Si](C)(C)C(C)(C)C3142.5Semi standard non polar33892256
Guanosine,2TBDMS,isomer #11CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N1[Si](C)(C)C(C)(C)C3224.5Semi standard non polar33892256
Guanosine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C3123.9Semi standard non polar33892256
Guanosine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O)C(=O)[NH]13145.3Semi standard non polar33892256
Guanosine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O)[C@@H]1O3219.4Semi standard non polar33892256
Guanosine,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3111.6Semi standard non polar33892256
Guanosine,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C(=O)[NH]13133.0Semi standard non polar33892256
Guanosine,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O3222.4Semi standard non polar33892256
Guanosine,2TBDMS,isomer #8CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)[NH]13129.3Semi standard non polar33892256
Guanosine,2TBDMS,isomer #9CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=C(N)N([Si](C)(C)C(C)(C)C)C2=O3210.2Semi standard non polar33892256
Guanosine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C3270.0Semi standard non polar33892256
Guanosine,3TBDMS,isomer #10CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@@H]1O3308.4Semi standard non polar33892256
Guanosine,3TBDMS,isomer #11CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C(=O)N1[Si](C)(C)C(C)(C)C3400.6Semi standard non polar33892256
Guanosine,3TBDMS,isomer #12CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C2=O3304.5Semi standard non polar33892256
Guanosine,3TBDMS,isomer #13CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C3393.6Semi standard non polar33892256
Guanosine,3TBDMS,isomer #14CC(C)(C)[Si](C)(C)N(C1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3405.4Semi standard non polar33892256
Guanosine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)[NH]13308.3Semi standard non polar33892256
Guanosine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O3406.8Semi standard non polar33892256
Guanosine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C(=O)[NH]13306.2Semi standard non polar33892256
Guanosine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C3406.5Semi standard non polar33892256
Guanosine,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@H](O)[C@@H]1O3306.5Semi standard non polar33892256
Guanosine,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O)C(=O)N1[Si](C)(C)C(C)(C)C3405.3Semi standard non polar33892256
Guanosine,3TBDMS,isomer #8CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)[NH]13274.1Semi standard non polar33892256
Guanosine,3TBDMS,isomer #9CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3391.9Semi standard non polar33892256
Guanosine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)[NH]13483.2Semi standard non polar33892256
Guanosine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)[NH]13676.1Standard non polar33892256
Guanosine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)[NH]13945.1Standard polar33892256
Guanosine,4TBDMS,isomer #10CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O3574.9Semi standard non polar33892256
Guanosine,4TBDMS,isomer #10CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O3784.3Standard non polar33892256
Guanosine,4TBDMS,isomer #10CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O3782.9Standard polar33892256
Guanosine,4TBDMS,isomer #11CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=O3578.7Semi standard non polar33892256
Guanosine,4TBDMS,isomer #11CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=O3796.9Standard non polar33892256
Guanosine,4TBDMS,isomer #11CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=O3814.3Standard polar33892256
Guanosine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C3585.1Semi standard non polar33892256
Guanosine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C3586.9Standard non polar33892256
Guanosine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C4131.2Standard polar33892256
Guanosine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O3477.8Semi standard non polar33892256
Guanosine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O3773.3Standard non polar33892256
Guanosine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O3851.8Standard polar33892256
Guanosine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C3575.5Semi standard non polar33892256
Guanosine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C3687.0Standard non polar33892256
Guanosine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C3901.7Standard polar33892256
Guanosine,4TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C3475.3Semi standard non polar33892256
Guanosine,4TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C3753.5Standard non polar33892256
Guanosine,4TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C3819.5Standard polar33892256
Guanosine,4TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C(=O)N1[Si](C)(C)C(C)(C)C3569.6Semi standard non polar33892256
Guanosine,4TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C(=O)N1[Si](C)(C)C(C)(C)C3666.5Standard non polar33892256
Guanosine,4TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C(=O)N1[Si](C)(C)C(C)(C)C3869.3Standard polar33892256
Guanosine,4TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O)[C@@H]1O3580.3Semi standard non polar33892256
Guanosine,4TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O)[C@@H]1O3785.2Standard non polar33892256
Guanosine,4TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O)[C@@H]1O3868.6Standard polar33892256
Guanosine,4TBDMS,isomer #8CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3466.4Semi standard non polar33892256
Guanosine,4TBDMS,isomer #8CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3773.8Standard non polar33892256
Guanosine,4TBDMS,isomer #8CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3800.4Standard polar33892256
Guanosine,4TBDMS,isomer #9CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C3556.3Semi standard non polar33892256
Guanosine,4TBDMS,isomer #9CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C3687.0Standard non polar33892256
Guanosine,4TBDMS,isomer #9CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C3852.2Standard polar33892256
Guanosine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C3666.5Semi standard non polar33892256
Guanosine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C3855.0Standard non polar33892256
Guanosine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C3718.2Standard polar33892256
Guanosine,5TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C3728.7Semi standard non polar33892256
Guanosine,5TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C3764.3Standard non polar33892256
Guanosine,5TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C3793.3Standard polar33892256
Guanosine,5TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O3747.9Semi standard non polar33892256
Guanosine,5TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O3887.1Standard non polar33892256
Guanosine,5TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O3717.3Standard polar33892256
Guanosine,5TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C3746.0Semi standard non polar33892256
Guanosine,5TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C3864.5Standard non polar33892256
Guanosine,5TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C3684.5Standard polar33892256
Guanosine,5TBDMS,isomer #5CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3746.3Semi standard non polar33892256
Guanosine,5TBDMS,isomer #5CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3888.4Standard non polar33892256
Guanosine,5TBDMS,isomer #5CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3668.7Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Guanosine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (5 TMS)splash10-0f7k-1952000000-c57c052c65f3fa9504af2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Guanosine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)splash10-0feb-0963000000-c91b93f300b50fbc99c12014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Guanosine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (4 TMS)splash10-00di-9440000000-361092fc2dc5206fe6552014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Guanosine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (5 TMS)splash10-00di-9421000000-b2b15c03b8206196f59f2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Guanosine GC-EI-TOF (Non-derivatized)splash10-0f7k-1952000000-c57c052c65f3fa9504af2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Guanosine GC-EI-TOF (Non-derivatized)splash10-0feb-0963000000-c91b93f300b50fbc99c12017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Guanosine GC-EI-TOF (Non-derivatized)splash10-00di-9440000000-361092fc2dc5206fe6552017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Guanosine GC-EI-TOF (Non-derivatized)splash10-00di-9421000000-b2b15c03b8206196f59f2017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Guanosine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0zml-9670000000-793c36e66ed6430b932b2016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Guanosine GC-MS (3 TMS) - 70eV, Positivesplash10-0159-4945800000-86e8114119c47d85cc532017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Guanosine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Guanosine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Guanosine GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Guanosine GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Guanosine GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Guanosine GC-MS (TMS_1_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Guanosine GC-MS (TMS_1_5) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Guanosine GC-MS (TMS_2_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Guanosine GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Guanosine GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Guanosine GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Guanosine GC-MS (TMS_2_5) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Guanosine GC-MS (TMS_2_6) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Guanosine GC-MS (TMS_2_7) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Guanosine GC-MS (TMS_2_8) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0udl-9400000000-5a915ef7129c50e638a72018-05-25Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanosine Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-0udi-0900000000-ef0cae7d67f9e803f2b22012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanosine Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-0udi-0900000000-68fb606342b8bb123bb72012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanosine Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-0f89-0900000000-48d32b9d62eda760619e2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-0f7k-0920000000-f3db23cc762b5fb860e42012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-001i-0900000000-5da62630f03e15d8707c2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-001i-0900000000-1fa2eb473b57a37ecd452012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-0udi-0900000000-d71a3d2995d32c692eb72012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-001i-0390000000-ff54fe98a9c0e1bc104c2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-001i-0900000000-c023445b0f47e6e7267b2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-0udi-0900000000-a094aa75c261cdce24de2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-0udi-0900000000-e114cc69f7ab438abb392012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-001j-0795222100-55ad26c7c4d9f64dd7592012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-004i-0900000000-9450dc04b32ca468e1462012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-0002-0900000000-0147dd895ffbecfa96682012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-03di-0190000000-5d00bb466dd23f062b862012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-0f89-0690030010-86fae3a6cae3e2b3de2c2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-001i-0900000000-97217b0084eeac14e7e12012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-0udi-0900000000-d0c65e36192b7ebdaae82012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-001i-0090000000-bb8ef433eba795395fe32012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanosine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOFsplash10-001i-0090000000-4ceff605ca97b7c0774a2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanosine LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOFsplash10-0ue9-0960000000-1c286e55d437f33a29b32012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanosine LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative-QTOFsplash10-0udi-0900000000-7149427a8c09f429fdbe2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanosine LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative-QTOFsplash10-0zgi-0900000000-5de849ca7144ca8afe052012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanosine LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative-QTOFsplash10-053r-0900000000-f97dbc10f152af4df7782012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Guanosine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOFsplash10-0ue9-0970000000-045435f1be487a94195c2012-08-31HMDB team, MONAView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Experimental 1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, experimental)2021-10-10Wishart 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
Biological Properties
Cellular Locations
  • Extracellular
  • Mitochondria
  • Lysosome
Biospecimen Locations
  • Blood
  • Breast Milk
  • Cellular Cytoplasm
  • Feces
  • Saliva
  • Urine
Tissue Locations
  • Placenta
  • Prostate
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.8 +/- 0.5 uMAdult (>18 years old)BothNormal details
Breast MilkDetected and Quantified1.01 +/- 1.59 uMAdult (>18 years old)FemaleNormal details
Cellular CytoplasmDetected and Quantified4.5 +/- 2.9 uMAdult (>18 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedNot SpecifiedBoth
Normal
details
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)Not SpecifiedNormal 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 QuantifiedAdult (>18 years old)Both
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 but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected and Quantified0.101 +/- 0.0647 uMAdult (>18 years old)BothNormal
    • Sugimoto et al. (...
details
SalivaDetected and Quantified0.227 +/- 0.617 uMAdult (>18 years old)Female
Normal
    • Sugimoto et al. (...
details
SalivaDetected and Quantified0.262 +/- 0.285 uMAdult (>18 years old)Female
Normal
    • Sugimoto et al. (...
details
UrineDetected and Quantified0.13 (0.022-0.23) umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.06 +/- 0.02 umol/mmol creatinineAdult (>18 years old)FemaleNormal details
UrineDetected and Quantified0.05 +/- 0.02 umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.06 +/- 0.02 umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected and Quantified0-11 umol/mmol creatinineChildren (1 - 18 years old)Both
Normal
    • BC Children's Hos...
details
UrineDetected and Quantified<0.1 umol/mmol creatinineInfant (0-1 year old)Both
Normal
details
UrineDetected and Quantified7.8 +/- 8.736 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Normal
    • Analysis of 30 no...
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 QuantifiedChildren (6 - 18 years old)BothCrohns disease details
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)BothUlcerative colitis details
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)Not SpecifiedCrohns disease details
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)Not SpecifiedUlcerative colitis details
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)Not SpecifiedUnclassified IBD details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)MaleAttachment loss  details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)MalePeriodontal Probing Depth details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)MaleTooth Decay details
SalivaDetected and Quantified0.0609 +/- 0.0661 uMAdult (>18 years old)BothTooth alignment disorders
    • Sugimoto et al. (...
details
UrineDetected and Quantified35.0 - 2588.0 umol/mmol creatinineAdult (>18 years old)BothPurine nucleoside phosphorylase (PNP) deficiency details
UrineDetected and Quantified35-588 umol/mmol creatinineAdult (>18 years old)BothPurine nucleoside phosphorylase (PNP) deficiency details
UrineDetected and Quantified13.601 +/- 7.764 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Eosinophilic esophagitis
    • Analysis of 30 no...
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 ]
Crohn's disease
  1. Kolho KL, Pessia A, Jaakkola T, de Vos WM, Velagapudi V: Faecal and Serum Metabolomics in Paediatric Inflammatory Bowel Disease. J Crohns Colitis. 2017 Mar 1;11(3):321-334. doi: 10.1093/ecco-jcc/jjw158. [PubMed:27609529 ]
Ulcerative colitis
  1. Kolho KL, Pessia A, Jaakkola T, de Vos WM, Velagapudi V: Faecal and Serum Metabolomics in Paediatric Inflammatory Bowel Disease. J Crohns Colitis. 2017 Mar 1;11(3):321-334. doi: 10.1093/ecco-jcc/jjw158. [PubMed:27609529 ]
Attachment loss
  1. Liebsch C, Pitchika V, Pink C, Samietz S, Kastenmuller G, Artati A, Suhre K, Adamski J, Nauck M, Volzke H, Friedrich N, Kocher T, Holtfreter B, Pietzner M: The Saliva Metabolome in Association to Oral Health Status. J Dent Res. 2019 Jun;98(6):642-651. doi: 10.1177/0022034519842853. Epub 2019 Apr 26. [PubMed:31026179 ]
Periodontal Probing Depth
  1. Liebsch C, Pitchika V, Pink C, Samietz S, Kastenmuller G, Artati A, Suhre K, Adamski J, Nauck M, Volzke H, Friedrich N, Kocher T, Holtfreter B, Pietzner M: The Saliva Metabolome in Association to Oral Health Status. J Dent Res. 2019 Jun;98(6):642-651. doi: 10.1177/0022034519842853. Epub 2019 Apr 26. [PubMed:31026179 ]
Tooth Decay
  1. Liebsch C, Pitchika V, Pink C, Samietz S, Kastenmuller G, Artati A, Suhre K, Adamski J, Nauck M, Volzke H, Friedrich N, Kocher T, Holtfreter B, Pietzner M: The Saliva Metabolome in Association to Oral Health Status. J Dent Res. 2019 Jun;98(6):642-651. doi: 10.1177/0022034519842853. Epub 2019 Apr 26. [PubMed:31026179 ]
Purine nucleoside phosphorylase deficiency
  1. Wevers RA, Engelke UF, Moolenaar SH, Brautigam C, de Jong JG, Duran R, de Abreu RA, van Gennip AH: 1H-NMR spectroscopy of body fluids: inborn errors of purine and pyrimidine metabolism. Clin Chem. 1999 Apr;45(4):539-48. [PubMed:10102915 ]
Eosinophilic esophagitis
  1. Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work). NA.
Associated OMIM IDs
DrugBank IDDB02857
Phenol Explorer Compound IDNot Available
FooDB IDFDB003632
KNApSAcK IDC00019679
Chemspider ID6544
KEGG Compound IDC00387
BioCyc IDGUANOSINE
BiGG ID51567
Wikipedia LinkGuanosine
METLIN ID87
PubChem Compound6802
PDB IDNot Available
ChEBI ID16750
Food Biomarker OntologyNot Available
VMH IDGSN
MarkerDB IDMDB00000064
Good Scents IDNot Available
References
Synthesis ReferenceTang, Shengrong; Huang, Weihong; Hou, Zuorong. Process of guanosine production by fermentation. Gongye Weishengwu (1998), 28(4), 11-16.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. 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 ]
  2. Lee SH, Jung BH, Kim SY, Chung BC: A rapid and sensitive method for quantitation of nucleosides in human urine using liquid chromatography/mass spectrometry with direct urine injection. Rapid Commun Mass Spectrom. 2004;18(9):973-7. [PubMed:15116424 ]
  3. Traut TW: Physiological concentrations of purines and pyrimidines. Mol Cell Biochem. 1994 Nov 9;140(1):1-22. [PubMed:7877593 ]
  4. Wevers RA, Engelke UF, Moolenaar SH, Brautigam C, de Jong JG, Duran R, de Abreu RA, van Gennip AH: 1H-NMR spectroscopy of body fluids: inborn errors of purine and pyrimidine metabolism. Clin Chem. 1999 Apr;45(4):539-48. [PubMed:10102915 ]
  5. Hartwick RA, Krstulovic AM, Brown PR: Identification and quantitation of nucleosides, bases and other UV-absorbing compounds in serum, using reversed-phase high-performance liquid chromatography. II. Evaluation of human sera. J Chromatogr. 1979 Dec 30;186:659-76. [PubMed:546939 ]
  6. Saute JA, da Silveira LE, Soares FA, Martini LH, Souza DO, Ganzella M: Amnesic effect of GMP depends on its conversion to guanosine. Neurobiol Learn Mem. 2006 May;85(3):206-12. Epub 2005 Dec 1. [PubMed:16325434 ]
  7. 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 ]
  8. Lanznaster D, Massari CM, Markova V, Simkova T, Duroux R, Jacobson KA, Fernandez-Duenas V, Tasca CI, Ciruela F: Adenosine A1-A2A Receptor-Receptor Interaction: Contribution to Guanosine-Mediated Effects. Cells. 2019 Dec 13;8(12). pii: cells8121630. doi: 10.3390/cells8121630. [PubMed:31847113 ]
  9. Lanznaster D, Dal-Cim T, Piermartiri TC, Tasca CI: Guanosine: a Neuromodulator with Therapeutic Potential in Brain Disorders. Aging Dis. 2016 Oct 1;7(5):657-679. doi: 10.14336/AD.2016.0208. eCollection 2016 Oct. [PubMed:27699087 ]

Enzymes

General function:
Involved in hydrolase activity
Specific function:
Hydrolyzes extracellular nucleotides into membrane permeable nucleosides.
Gene Name:
NT5E
Uniprot ID:
P21589
Molecular weight:
57948.125
Reactions
Guanosine monophosphate + Water → Guanosine + Phosphatedetails
General function:
Involved in nucleotide binding
Specific function:
Dephosphorylates the 5' and 2'(3')-phosphates of deoxyribonucleotides. Helps to regulate adenosine levels (By similarity).
Gene Name:
NT5C1B
Uniprot ID:
Q96P26
Molecular weight:
68803.055
Reactions
Guanosine monophosphate + Water → Guanosine + Phosphatedetails
General function:
Involved in nucleotide binding
Specific function:
Dephosphorylates the 5' and 2'(3')-phosphates of deoxyribonucleotides and has a broad substrate specificity. Helps to regulate adenosine levels in heart during ischemia and hypoxia.
Gene Name:
NT5C1A
Uniprot ID:
Q9BXI3
Molecular weight:
41020.145
Reactions
Guanosine monophosphate + Water → Guanosine + Phosphatedetails
General function:
Involved in metal ion binding
Specific function:
Dephosphorylates the 5' and 2'(3')-phosphates of deoxyribonucleotides, with a preference for dUMP and dTMP, intermediate activity towards dGMP, and low activity towards dCMP and dAMP.
Gene Name:
NT5C
Uniprot ID:
Q8TCD5
Molecular weight:
Not Available
Reactions
Guanosine monophosphate + Water → Guanosine + Phosphatedetails
General function:
Involved in phosphatase activity
Specific function:
Dephosphorylates specifically the 5' and 2'(3')-phosphates of uracil and thymine deoxyribonucleotides, and so protects mitochondrial DNA replication from excess dTTP. Has only marginal activity towards dIMP and dGMP.
Gene Name:
NT5M
Uniprot ID:
Q9NPB1
Molecular weight:
Not Available
Reactions
Guanosine monophosphate + Water → Guanosine + Phosphatedetails
General function:
Involved in magnesium ion binding
Specific function:
Can act both as nucleotidase and as phosphotransferase.
Gene Name:
NT5C3
Uniprot ID:
Q9H0P0
Molecular weight:
33914.91
Reactions
Guanosine monophosphate + Water → Guanosine + Phosphatedetails
General function:
Involved in 5'-nucleotidase activity
Specific function:
May have a critical role in the maintenance of a constant composition of intracellular purine/pyrimidine nucleotides in cooperation with other nucleotidases. Preferentially hydrolyzes inosine 5'-monophosphate (IMP) and other purine nucleotides.
Gene Name:
NT5C2
Uniprot ID:
P49902
Molecular weight:
64969.2
Reactions
Guanosine monophosphate + Water → Guanosine + Phosphatedetails
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
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 ]