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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2007-04-12 20:58:27 UTC
Update Date2021-09-14 15:44:58 UTC
HMDB IDHMDB0006038
Secondary Accession Numbers
  • HMDB06038
Metabolite Identification
Common Name3'-O-Methylguanosine
Description3'-O-Methylguanosine is an endogenous methylated nucleoside found in human fluids. Methylated purine bases are present in higher amounts in tumor-bearing patients compared to healthy controls. DNA hypermethylation is a common finding in malignant cells and has been explored as a therapeutic target for hypomethylating agents. When chemical bonds to DNA, it becomes damaged and proper and complete replication cannot occur to make the normal intended cell. A DNA adduct is an abnormal piece of DNA covalently-bonded to a cancer-causing chemical. This has shown to be the start of a cancerous cell, or carcinogenesis. DNA adducts in scientific experiments are used as bio-markers and as such are themselves measured to reflect quantitatively, for comparison, the amount of cancer in the subject. (PMID: 3506820 , 17044778 , 17264127 , 16799933 ).
Structure
Data?1582752372
Synonyms
ValueSource
3-OMGChEBI
3'-O-Methyl-guanosineHMDB
Chemical FormulaC11H15N5O5
Average Molecular Weight297.2673
Monoisotopic Molecular Weight297.107318615
IUPAC Name2-amino-9-[(2R,3R,4S,5R)-3-hydroxy-5-(hydroxymethyl)-4-methoxyoxolan-2-yl]-6,9-dihydro-3H-purin-6-one
Traditional Name2-amino-9-[(2R,3R,4S,5R)-3-hydroxy-5-(hydroxymethyl)-4-methoxyoxolan-2-yl]-3H-purin-6-one
CAS Registry Number10300-27-3
SMILES
CO[C@@H]1[C@@H](CO)O[C@H]([C@@H]1O)N1C=NC2=C1NC(N)=NC2=O
InChI Identifier
InChI=1S/C11H15N5O5/c1-20-7-4(2-17)21-10(6(7)18)16-3-13-5-8(16)14-11(12)15-9(5)19/h3-4,6-7,10,17-18H,2H2,1H3,(H3,12,14,15,19)/t4-,6-,7-,10-/m1/s1
InChI KeyUYARPHAXAJAZLU-KQYNXXCUSA-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
  • Imidazopyrimidine
  • Purine
  • Hydroxypyrimidine
  • Monosaccharide
  • N-substituted imidazole
  • Pyrimidine
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Tetrahydrofuran
  • Secondary alcohol
  • Oxacycle
  • Ether
  • Azacycle
  • Organoheterocyclic compound
  • Dialkyl ether
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point263 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-MetCCS_train_neg163.77630932474
[M-H]-Not Available163.776http://allccs.zhulab.cn/database/detail?ID=AllCCS00000141
Predicted Molecular Properties
PropertyValueSource
Water Solubility11.8 g/LALOGPS
logP-1.1ALOGPS
logP-1.5ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)7.98ChemAxon
pKa (Strongest Basic)2.58ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area144.22 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity68.94 m³·mol⁻¹ChemAxon
Polarizability28.16 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]+169.53131661259
DarkChem[M-H]-163.83131661259
DeepCCS[M+H]+161.37730932474
DeepCCS[M-H]-158.98230932474
DeepCCS[M-2H]-193.15430932474
DeepCCS[M+Na]+167.80230932474
AllCCS[M+H]+166.532859911
AllCCS[M+H-H2O]+163.232859911
AllCCS[M+NH4]+169.532859911
AllCCS[M+Na]+170.432859911
AllCCS[M-H]-165.932859911
AllCCS[M+Na-2H]-165.532859911
AllCCS[M+HCOO]-165.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3'-O-MethylguanosineCO[C@@H]1[C@@H](CO)O[C@H]([C@@H]1O)N1C=NC2=C1NC(N)=NC2=O3479.6Standard polar33892256
3'-O-MethylguanosineCO[C@@H]1[C@@H](CO)O[C@H]([C@@H]1O)N1C=NC2=C1NC(N)=NC2=O2318.9Standard non polar33892256
3'-O-MethylguanosineCO[C@@H]1[C@@H](CO)O[C@H]([C@@H]1O)N1C=NC2=C1NC(N)=NC2=O3062.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3'-O-Methylguanosine,1TMS,isomer #1CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2[NH]C(N)=NC3=O)[C@@H]1O2693.9Semi standard non polar33892256
3'-O-Methylguanosine,1TMS,isomer #2CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2[NH]C(N)=NC3=O)[C@@H]1O[Si](C)(C)C2688.5Semi standard non polar33892256
3'-O-Methylguanosine,1TMS,isomer #3CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2[NH]C(N[Si](C)(C)C)=NC3=O)[C@@H]1O2723.3Semi standard non polar33892256
3'-O-Methylguanosine,1TMS,isomer #4CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N)=NC3=O)[C@@H]1O2763.3Semi standard non polar33892256
3'-O-Methylguanosine,2TMS,isomer #1CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2[NH]C(N)=NC3=O)[C@@H]1O[Si](C)(C)C2634.8Semi standard non polar33892256
3'-O-Methylguanosine,2TMS,isomer #2CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2[NH]C(N[Si](C)(C)C)=NC3=O)[C@@H]1O2652.3Semi standard non polar33892256
3'-O-Methylguanosine,2TMS,isomer #3CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N)=NC3=O)[C@@H]1O2709.9Semi standard non polar33892256
3'-O-Methylguanosine,2TMS,isomer #4CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2[NH]C(N[Si](C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C2670.1Semi standard non polar33892256
3'-O-Methylguanosine,2TMS,isomer #5CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N)=NC3=O)[C@@H]1O[Si](C)(C)C2722.4Semi standard non polar33892256
3'-O-Methylguanosine,2TMS,isomer #6CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]1O2680.3Semi standard non polar33892256
3'-O-Methylguanosine,2TMS,isomer #7CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N[Si](C)(C)C)=NC3=O)[C@@H]1O2754.7Semi standard non polar33892256
3'-O-Methylguanosine,3TMS,isomer #1CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2[NH]C(N[Si](C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C2660.9Semi standard non polar33892256
3'-O-Methylguanosine,3TMS,isomer #1CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2[NH]C(N[Si](C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C2910.8Standard non polar33892256
3'-O-Methylguanosine,3TMS,isomer #1CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2[NH]C(N[Si](C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C3978.8Standard polar33892256
3'-O-Methylguanosine,3TMS,isomer #2CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N)=NC3=O)[C@@H]1O[Si](C)(C)C2688.8Semi standard non polar33892256
3'-O-Methylguanosine,3TMS,isomer #2CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N)=NC3=O)[C@@H]1O[Si](C)(C)C2859.4Standard non polar33892256
3'-O-Methylguanosine,3TMS,isomer #2CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N)=NC3=O)[C@@H]1O[Si](C)(C)C4171.2Standard polar33892256
3'-O-Methylguanosine,3TMS,isomer #3CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]1O2686.0Semi standard non polar33892256
3'-O-Methylguanosine,3TMS,isomer #3CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]1O2994.0Standard non polar33892256
3'-O-Methylguanosine,3TMS,isomer #3CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]1O3840.8Standard polar33892256
3'-O-Methylguanosine,3TMS,isomer #4CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N[Si](C)(C)C)=NC3=O)[C@@H]1O2732.8Semi standard non polar33892256
3'-O-Methylguanosine,3TMS,isomer #4CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N[Si](C)(C)C)=NC3=O)[C@@H]1O2944.9Standard non polar33892256
3'-O-Methylguanosine,3TMS,isomer #4CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N[Si](C)(C)C)=NC3=O)[C@@H]1O3914.9Standard polar33892256
3'-O-Methylguanosine,3TMS,isomer #5CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C2691.9Semi standard non polar33892256
3'-O-Methylguanosine,3TMS,isomer #5CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C2998.6Standard non polar33892256
3'-O-Methylguanosine,3TMS,isomer #5CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C3806.0Standard polar33892256
3'-O-Methylguanosine,3TMS,isomer #6CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N[Si](C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C2739.2Semi standard non polar33892256
3'-O-Methylguanosine,3TMS,isomer #6CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N[Si](C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C2937.3Standard non polar33892256
3'-O-Methylguanosine,3TMS,isomer #6CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N[Si](C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C3875.1Standard polar33892256
3'-O-Methylguanosine,3TMS,isomer #7CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]1O2798.0Semi standard non polar33892256
3'-O-Methylguanosine,3TMS,isomer #7CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]1O3047.4Standard non polar33892256
3'-O-Methylguanosine,3TMS,isomer #7CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]1O3795.5Standard polar33892256
3'-O-Methylguanosine,4TMS,isomer #1CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C2740.7Semi standard non polar33892256
3'-O-Methylguanosine,4TMS,isomer #1CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C2975.5Standard non polar33892256
3'-O-Methylguanosine,4TMS,isomer #1CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C3538.5Standard polar33892256
3'-O-Methylguanosine,4TMS,isomer #2CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N[Si](C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C2744.0Semi standard non polar33892256
3'-O-Methylguanosine,4TMS,isomer #2CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N[Si](C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C2912.3Standard non polar33892256
3'-O-Methylguanosine,4TMS,isomer #2CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N[Si](C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C3592.3Standard polar33892256
3'-O-Methylguanosine,4TMS,isomer #3CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]1O2789.2Semi standard non polar33892256
3'-O-Methylguanosine,4TMS,isomer #3CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]1O3027.5Standard non polar33892256
3'-O-Methylguanosine,4TMS,isomer #3CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]1O3494.8Standard polar33892256
3'-O-Methylguanosine,4TMS,isomer #4CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C2798.0Semi standard non polar33892256
3'-O-Methylguanosine,4TMS,isomer #4CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C3040.0Standard non polar33892256
3'-O-Methylguanosine,4TMS,isomer #4CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C3458.0Standard polar33892256
3'-O-Methylguanosine,5TMS,isomer #1CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C2836.8Semi standard non polar33892256
3'-O-Methylguanosine,5TMS,isomer #1CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C3011.9Standard non polar33892256
3'-O-Methylguanosine,5TMS,isomer #1CO[C@@H]1[C@@H](CO[Si](C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C3237.6Standard polar33892256
3'-O-Methylguanosine,1TBDMS,isomer #1CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2[NH]C(N)=NC3=O)[C@@H]1O2885.0Semi standard non polar33892256
3'-O-Methylguanosine,1TBDMS,isomer #2CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2[NH]C(N)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C2866.7Semi standard non polar33892256
3'-O-Methylguanosine,1TBDMS,isomer #3CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2[NH]C(N[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O2882.2Semi standard non polar33892256
3'-O-Methylguanosine,1TBDMS,isomer #4CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N)=NC3=O)[C@@H]1O2903.3Semi standard non polar33892256
3'-O-Methylguanosine,2TBDMS,isomer #1CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2[NH]C(N)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3007.1Semi standard non polar33892256
3'-O-Methylguanosine,2TBDMS,isomer #2CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2[NH]C(N[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O3019.0Semi standard non polar33892256
3'-O-Methylguanosine,2TBDMS,isomer #3CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N)=NC3=O)[C@@H]1O3085.1Semi standard non polar33892256
3'-O-Methylguanosine,2TBDMS,isomer #4CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2[NH]C(N[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3003.3Semi standard non polar33892256
3'-O-Methylguanosine,2TBDMS,isomer #5CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3073.6Semi standard non polar33892256
3'-O-Methylguanosine,2TBDMS,isomer #6CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O3049.8Semi standard non polar33892256
3'-O-Methylguanosine,2TBDMS,isomer #7CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O3094.8Semi standard non polar33892256
3'-O-Methylguanosine,3TBDMS,isomer #1CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2[NH]C(N[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3209.1Semi standard non polar33892256
3'-O-Methylguanosine,3TBDMS,isomer #1CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2[NH]C(N[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3487.5Standard non polar33892256
3'-O-Methylguanosine,3TBDMS,isomer #1CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2[NH]C(N[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C4018.9Standard polar33892256
3'-O-Methylguanosine,3TBDMS,isomer #2CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3256.0Semi standard non polar33892256
3'-O-Methylguanosine,3TBDMS,isomer #2CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3464.8Standard non polar33892256
3'-O-Methylguanosine,3TBDMS,isomer #2CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C4161.4Standard polar33892256
3'-O-Methylguanosine,3TBDMS,isomer #3CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O3203.4Semi standard non polar33892256
3'-O-Methylguanosine,3TBDMS,isomer #3CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O3551.9Standard non polar33892256
3'-O-Methylguanosine,3TBDMS,isomer #3CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O3887.1Standard polar33892256
3'-O-Methylguanosine,3TBDMS,isomer #4CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O3264.1Semi standard non polar33892256
3'-O-Methylguanosine,3TBDMS,isomer #4CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O3525.1Standard non polar33892256
3'-O-Methylguanosine,3TBDMS,isomer #4CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O3923.7Standard polar33892256
3'-O-Methylguanosine,3TBDMS,isomer #5CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3201.0Semi standard non polar33892256
3'-O-Methylguanosine,3TBDMS,isomer #5CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3573.7Standard non polar33892256
3'-O-Methylguanosine,3TBDMS,isomer #5CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3859.6Standard polar33892256
3'-O-Methylguanosine,3TBDMS,isomer #6CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3257.7Semi standard non polar33892256
3'-O-Methylguanosine,3TBDMS,isomer #6CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3530.8Standard non polar33892256
3'-O-Methylguanosine,3TBDMS,isomer #6CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3893.7Standard polar33892256
3'-O-Methylguanosine,3TBDMS,isomer #7CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O3282.5Semi standard non polar33892256
3'-O-Methylguanosine,3TBDMS,isomer #7CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O3611.7Standard non polar33892256
3'-O-Methylguanosine,3TBDMS,isomer #7CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O3815.3Standard polar33892256
3'-O-Methylguanosine,4TBDMS,isomer #1CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3403.2Semi standard non polar33892256
3'-O-Methylguanosine,4TBDMS,isomer #1CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3713.7Standard non polar33892256
3'-O-Methylguanosine,4TBDMS,isomer #1CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3759.6Standard polar33892256
3'-O-Methylguanosine,4TBDMS,isomer #2CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3452.9Semi standard non polar33892256
3'-O-Methylguanosine,4TBDMS,isomer #2CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3671.6Standard non polar33892256
3'-O-Methylguanosine,4TBDMS,isomer #2CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3800.5Standard polar33892256
3'-O-Methylguanosine,4TBDMS,isomer #3CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O3460.7Semi standard non polar33892256
3'-O-Methylguanosine,4TBDMS,isomer #3CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O3762.7Standard non polar33892256
3'-O-Methylguanosine,4TBDMS,isomer #3CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O3703.2Standard polar33892256
3'-O-Methylguanosine,4TBDMS,isomer #4CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3465.6Semi standard non polar33892256
3'-O-Methylguanosine,4TBDMS,isomer #4CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3778.4Standard non polar33892256
3'-O-Methylguanosine,4TBDMS,isomer #4CO[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3673.5Standard polar33892256
3'-O-Methylguanosine,5TBDMS,isomer #1CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3656.1Semi standard non polar33892256
3'-O-Methylguanosine,5TBDMS,isomer #1CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3850.7Standard non polar33892256
3'-O-Methylguanosine,5TBDMS,isomer #1CO[C@@H]1[C@@H](CO[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)[C@@H]1O[Si](C)(C)C(C)(C)C3602.8Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3'-O-Methylguanosine GC-MS (Non-derivatized) - 70eV, Positivesplash10-007c-9320000000-a45c28e7d4a162bff5e62017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3'-O-Methylguanosine GC-MS (2 TMS) - 70eV, Positivesplash10-0592-4921000000-ca1307a112db163864a52017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3'-O-Methylguanosine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 3'-O-Methylguanosine 35V, Negative-QTOFsplash10-03dj-0910000000-2a344b5dc7761621cdb02021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-O-Methylguanosine 10V, Positive-QTOFsplash10-0udi-0940000000-18f0214f63b3ea1712a22017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-O-Methylguanosine 20V, Positive-QTOFsplash10-0udi-0900000000-ee3c0cf719ddeda0ce902017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-O-Methylguanosine 40V, Positive-QTOFsplash10-0udr-0900000000-165eaae08a8f4384a4732017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-O-Methylguanosine 10V, Negative-QTOFsplash10-0f6t-0490000000-abe3f6b4224f76721a772017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-O-Methylguanosine 20V, Negative-QTOFsplash10-0udi-0900000000-5d454c5b699b2630b62b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-O-Methylguanosine 40V, Negative-QTOFsplash10-0pbc-4900000000-b26752858470579e4fe82017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-O-Methylguanosine 10V, Positive-QTOFsplash10-0udi-0900000000-361a2474138028086bb32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-O-Methylguanosine 20V, Positive-QTOFsplash10-0udi-0900000000-e4f63a292fa80bd152db2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-O-Methylguanosine 40V, Positive-QTOFsplash10-0f79-1900000000-df57ad6bf2c6c29c85352021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-O-Methylguanosine 10V, Negative-QTOFsplash10-0002-0290000000-bf93be1dd1c5bd53bc362021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-O-Methylguanosine 20V, Negative-QTOFsplash10-0udi-0920000000-e776feba748389e952d62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-O-Methylguanosine 40V, Negative-QTOFsplash10-0kal-3900000000-ade1ae25004ec1352c2d2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023814
KNApSAcK IDNot Available
Chemspider ID87746
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound97217
PDB IDNot Available
ChEBI ID70867
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceKore Anilkumar R; Parmar Gaurang; Reddy Srinu An efficient process for synthesis of 2'-O-methyl and 3'-O-methyl guanosine from 2-aminoadenosine using diazomethane and the catalyst stannous chloride. Nucleosides, nucleotides & nucleic acids (2006), 25(3), 307-14.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Morris GS, Simmonds HA, Davies PM: Use of biological fluids for the rapid diagnosis of potentially lethal inherited disorders of human purine and pyrimidine metabolism. Biomed Chromatogr. 1986 Jun;1(3):109-18. [PubMed:3506820 ]
  2. Cho SH, Jung BH, Lee SH, Lee WY, Kong G, Chung BC: Direct determination of nucleosides in the urine of patients with breast cancer using column-switching liquid chromatography-tandem mass spectrometry. Biomed Chromatogr. 2006 Nov;20(11):1229-36. [PubMed:16799933 ]
  3. Yang TH, Hu ML: Intracellular levels of S-adenosylhomocysteine but not homocysteine are highly correlated to the expression of nm23-H1 and the level of 5-methyldeoxycytidine in human hepatoma cells with different invasion activities. Nutr Cancer. 2006;55(2):224-31. [PubMed:17044778 ]
  4. Liu Z, Liu S, Xie Z, Blum W, Perrotti D, Paschka P, Klisovic R, Byrd J, Chan KK, Marcucci G: Characterization of in vitro and in vivo hypomethylating effects of decitabine in acute myeloid leukemia by a rapid, specific and sensitive LC-MS/MS method. Nucleic Acids Res. 2007;35(5):e31. Epub 2007 Jan 30. [PubMed:17264127 ]