Record Information
Version1.0
Creation date2015-10-09 22:28:41 UTC
Update date2017-01-19 02:36:13 UTC
FoodComEx IDPC000128
FoodDB RecordFDB003632
Chemical Information
NameGuanosine
DescriptionGuanosine is a nucleoside comprising guanine attached to a ribose (ribofuranose) ring via a beta-N9-glycosidic bond. Guanosine can be phosphorylated to become GMP (guanosine monophosphate), cGMP (cyclic guanosine monophosphate), GDP (guanosine diphosphate) and GTP (guanosine triphosphate). ; The nucleoside guanosine exert important neuroprotective and neuromodulator roles in the central nervous system, which may be related to inhibition of the glutamatergic neurotransmission activity. Guanosine is the specific extracellular guanine-based purines effector and indicate that its conversion occurs not only in the central nervous system but also peripherally. (PMID: 16325434); Guanosine is a nucleoside comprising guanine attached to a ribose (ribofuranose) ring via a ?-N9-glycosidic bond. Guanosine is found in many foods, some of which are elderberry, malus (crab apple), acerola, and arrowhead.
CAS Number118-00-3
Structure
Thumb
Synonyms
SynonymSource
2-amino-1,9-dihydro-9-b-D-Ribofuranosyl-6H-purin-6-oneGenerator
2-Amino-1,9-dihydro-9-beta-D-ribofuranosyl-6H-purin-6-onebiospider
2-amino-1,9-dihydro-9-beta-delta-Ribofuranosyl-6H-purin-6-oneHMDB
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-beta-D-ribofuranosyl-1,9-dihydro-6H-purin-6-onebiospider
2-amino-9-β-D-ribofuranosyl-1,9-dihydro-6H-purin-6-oneGenerator
2-amino-Inosinebiospider
2(3H)-Imino-9-b-D-ribofuranosyl-9H-purin-6(1H)-oneGenerator
2(3H)-Imino-9-beta-D-ribofuranosyl-9H-purin-6(1H)-onebiospider
2(3H)-Imino-9-β-D-ribofuranosyl-9H-purin-6(1H)-oneGenerator
9-(beta-D-Ribofuranosyl)guaninebiospider
9-β-d-Arabinofuranosylguaninebiospider
9-b-D-ribofuranosyl-Guaninebiospider
9-beta-D-Ribofuranosyl-guanineChEBI
9-beta-D-Ribofuranosylguaninebiospider
9-beta-delta-ribofuranosyl-Guaninebiospider
9-β-D-ribofuranosyl-guanineGenerator
Arabinosylguaninebiospider
b-D-Ribofuranoside guanine-9biospider
beta-delta-Ribofuranoside guanine-9biospider
Guanine ribosidebiospider
Guanine-9-b-D-ribofuranosideGenerator
Guanine-9-beta-D-ribofuranosidebiospider
Guanine-9-β-D-ribofuranosideGenerator
Guanosinbiospider
GuoChEBI
Nucleoside qbiospider
RibonucleosideHMDB
Verninebiospider
Chemical FormulaC10H13N5O5
IUPAC name2-(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
InChI IdentifierInChI=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)
InChI KeyNYHBQMYGNKIUIF-UHFFFAOYSA-N
Isomeric SMILESNC1=NC(=O)C2=C(N1)N(C=N2)C1OC(CO)C(O)C1O
Average Molecular Weight283.2407
Monoisotopic Molecular Weight283.091668551
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
  • 6-oxopurine
  • Hypoxanthine
  • Pentose monosaccharide
  • Purinone
  • Imidazopyrimidine
  • Purine
  • Aminopyrimidine
  • Pyrimidone
  • Monosaccharide
  • N-substituted imidazole
  • Pyrimidine
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Vinylogous amide
  • Tetrahydrofuran
  • Secondary alcohol
  • Organoheterocyclic compound
  • Azacycle
  • Oxacycle
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic nitrogen compound
  • Primary alcohol
  • Primary amine
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP-1.90SANGSTER (1993)
Experimental Water Solubility0.7 mg/mL at 18 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting Point239 oC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 1 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci 2451AH
AKSci I890
Glentham GE8690
MetaSci HMDB0000133
Sigma-Aldrich HMDB0000133
Toronto Research Chemicals G837900