Showing metabocard for N2,N2-Dimethylguanosine (BMDB0004824)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:10:47 UTC
Update Date2020-05-11 20:40:58 UTC
BMDB IDBMDB0004824
Secondary Accession Numbers
  • BMDB04824
Metabolite Identification
Common NameN2,N2-Dimethylguanosine
DescriptionN2,N2-Dimethylguanosine, also known as M22G, 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. Based on a literature review a significant number of articles have been published on N2,N2-Dimethylguanosine.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2,2-DimethylguanosineChEBI
2-(Dimethylamino)-9-(beta-D-ribofuranosyl)-1,9-dihydro-6H-purin-6-oneChEBI
2-Dimethylamino-6-oxypurine ribosideChEBI
m22gChEBI
N2-DimethylguanosineChEBI
2-(Dimethylamino)-9-(b-D-ribofuranosyl)-1,9-dihydro-6H-purin-6-oneGenerator
2-(Dimethylamino)-9-(β-D-ribofuranosyl)-1,9-dihydro-6H-purin-6-oneGenerator
N,N- DimethylguanosineHMDB
N,N-Dimethyl-guanosineHMDB
m(2)2gMeSH, HMDB
m2(2)gMeSH, HMDB
N(2),N(2)-DimethylguanosineMeSH, HMDB
m(2)(2)gMeSH, HMDB
N2,N2-DimethylguanosineMeSH
Chemical FormulaC12H17N5O5
Average Molecular Weight311.2939
Monoisotopic Molecular Weight311.122968679
IUPAC Name9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-(dimethylamino)-6,9-dihydro-3H-purin-6-one
Traditional Name9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-(dimethylamino)-3H-purin-6-one
CAS Registry Number2140-67-2
SMILES
CN(C)C1=NC(=O)C2=C(N1)N(C=N2)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
InChI Identifier
InChI=1S/C12H17N5O5/c1-16(2)12-14-9-6(10(21)15-12)13-4-17(9)11-8(20)7(19)5(3-18)22-11/h4-5,7-8,11,18-20H,3H2,1-2H3,(H,14,15,21)/t5-,7-,8-,11-/m1/s1
InChI KeyRSPURTUNRHNVGF-IOSLPCCCSA-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
  • Hypoxanthine
  • Pentose monosaccharide
  • Imidazopyrimidine
  • Purine
  • Dialkylarylamine
  • Aminopyrimidine
  • Hydroxypyrimidine
  • Monosaccharide
  • N-substituted imidazole
  • Pyrimidine
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Tetrahydrofuran
  • Secondary alcohol
  • Azacycle
  • Oxacycle
  • Organoheterocyclic compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxygen compound
  • Primary alcohol
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point235 - 236 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.2ALOGPS
logP-1.6ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)7.85ChemAxon
pKa (Strongest Basic)2.59ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area132.44 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity74.26 m³·mol⁻¹ChemAxon
Polarizability30.38 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ac3-9180000000-6b74485ca69b8a0937c1View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-01c0-3391310000-26de80f9bc78e87a644aView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-001i-1900000000-d79f213e790ad370a66eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-0059-0900000000-20a29955f6b438cd3fa1View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-004i-0901000000-1701dcf20f0234b63b6dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-03di-0309000000-1bbce8944068addfb261View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-004i-0900000000-95ebcc742789eafc2b3bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-03di-0309000000-d555efe7388f8c08d0e5View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-004i-0900000000-4412ec0093a05d259e3cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-03di-0009000000-91ed5c716462a0de56edView in MoNA
LC-MS/MSLC-MS/MS Spectrum - CE-QTOF-MS system (Agilent 7100 CE + 6550 QTOF) 10V, Positivesplash10-001i-0900000000-6033a973f510df066a11View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-001i-0901000000-ee7f601ba19e92eb3000View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-001i-0900000000-1ee81ff6672079088e87View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-01q9-0904000000-49681e90d78457e6d0c9View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-001i-0900000000-b320e8e065d43857d0a5View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-001i-0900000000-8a37caef7033915dada7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-001i-0900000000-16a2c20e204fd9a3725cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 0V, Positivesplash10-03e9-0709000000-956e2532e241964d69e9View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-001i-0900000000-0138cd5cbbbc494c7b3fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-001i-0900000000-f21ba6a3e1d687e0fe98View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-001i-3900000000-b511ad9d8a15f64f7f66View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-001i-0900000000-2391230a8b33e68d459bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 0V, Positivesplash10-03e9-0709000000-057ab6ac2589b80194f0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-001i-0900000000-ce6965fbbcad719a81b7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-001i-1900000000-fd4a6954268248ad2cdcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03fr-0759000000-2b4a326aad3ce87ea5e3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0910000000-10561e691bbf8dac63d5View in MoNA
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0004824
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023432
KNApSAcK IDNot Available
Chemspider ID83878
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID7086
PubChem Compound92919
PDB IDNot Available
ChEBI ID19289
References
Synthesis ReferenceGerster, John F.; Robins, Roland K. Purine nucleosides. X. The synthesis of certain naturally occurring 2-substituted amino-9-b-D-ribofuranosylpurin-6(1 H)-ones (N2-substituted guanosines). Journal of the American Chemical Society (1965), 87(16), 3752-9.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available