Record Information
Version1.0
Creation date2010-04-08 22:10:08 UTC
Update date2015-10-09 22:29:43 UTC
Primary IDFDB012390
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name5'-Guanylic acid
DescriptionWidely distributed in plants and animals, occurs in the hydrolysates of RNA Guanosine 5'-monophosphate. A guanine nucleotide containing one phosphate group esterified to the sugar moiety and found widely in nature.
CAS Number85-32-5
Structure
Thumb
Synonyms
SynonymSource
1sgxbiospider
2fxvbiospider
5'-GMPbiospider
5'-Guanylic acid (8CI,9CI)biospider
5'-Guanylic acid, homopolymerbiospider
CPGbiospider
e 626HMDB
E626db_source
GMPdb_source
GNPbiospider
Guanidine monoateHMDB
Guanidine monophosphatebiospider
Guanine polynucleotidesbiospider
guanine riboside-5-phosphoric acidbiospider
Guanosine 5'-(dihydrogen phosphate)db_source
Guanosine 5'-ateChEBI
Guanosine 5'-ic acidGenerator
Guanosine 5'-monoateChEBI
Guanosine 5'-monoic acidGenerator
Guanosine 5'-monophosphatebiospider
Guanosine 5'-monophosphoric acidbiospider
Guanosine 5'-orateHMDB
Guanosine 5'-oric acidHMDB
Guanosine 5'-phosphatebiospider
Guanosine 5'-phosphoratebiospider
Guanosine 5'-phosphoric aciddb_source
Guanosine monoateChEBI
Guanosine monoic acidGenerator
Guanosine monophosphatedb_source
Guanosine-5'-ateHMDB
Guanosine-5'-monoateChEBI
Guanosine-5'-monoic acidGenerator
guanosine-5'-monophosphatebiospider
guanosine-5'-phosphatebiospider
Guanosine-ateHMDB
Guanosine-monophosphatebiospider
Guanosine-phosphatebiospider
Guanylatebiospider
Guanylic acidbiospider
Poly gbiospider
Polyguanylic acidsbiospider
Xylo-GMPbiospider
Predicted Properties
PropertyValueSource
Water Solubility2.63 g/LALOGPS
logP-1.9ALOGPS
logP-3.7ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)1.22ChemAxon
pKa (Strongest Basic)2.97ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area202.74 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity86.08 m³·mol⁻¹ChemAxon
Polarizability31.11 ųChemAxon
Number of Rings3ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC10H14N5O8P
IUPAC name{[3,4-dihydroxy-5-(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)oxolan-2-yl]methoxy}phosphonic acid
InChI IdentifierInChI=1S/C10H14N5O8P/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18)
InChI KeyRQFCJASXJCIDSX-UHFFFAOYSA-N
Isomeric SMILESOC1C(COP(O)(O)=O)OC(C1O)N1C=NC2=C1NC(=N)N=C2O
Average Molecular Weight363.2206
Monoisotopic Molecular Weight363.057998961
Classification
DescriptionThis compound belongs to the class of chemical entities known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.
KingdomChemical entities
Super ClassOrganic compounds
ClassNucleosides, nucleotides, and analogues
Sub ClassPurine nucleotides
Direct ParentPurine ribonucleoside monophosphates
Alternative Parents
Substituents
  • Purine ribonucleoside monophosphate
  • Pentose phosphate
  • Pentose-5-phosphate
  • Glycosyl compound
  • N-glycosyl compound
  • 6-oxopurine
  • Hypoxanthine
  • Monosaccharide phosphate
  • Pentose monosaccharide
  • Imidazopyrimidine
  • Purine
  • Aminopyrimidine
  • Monoalkyl phosphate
  • Pyrimidone
  • Monosaccharide
  • N-substituted imidazole
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Primary aromatic amine
  • Alkyl phosphate
  • Pyrimidine
  • Vinylogous amide
  • Azole
  • Tetrahydrofuran
  • Imidazole
  • Heteroaromatic compound
  • Secondary alcohol
  • 1,2-diol
  • Organoheterocyclic compound
  • Azacycle
  • Oxacycle
  • Organooxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Amine
  • Primary amine
  • Organic oxygen compound
  • Alcohol
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 33.07%; H 3.88%; N 19.28%; O 35.24%; P 8.53%DFC
Melting PointMp 190-200° dec.DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKapKa3 6.66 (25°)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data[base] lmax 260 (e 12100) (aq. buffer) (pH 12)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
ChemSpider ID6545
ChEMBL IDCHEMBL283807
KEGG Compound IDC00144
Pubchem Compound ID6804
Pubchem Substance IDNot Available
ChEBI ID17345
Phenol-Explorer IDNot Available
DrugBank IDDB01972
HMDB IDHMDB01397
CRC / DFC (Dictionary of Food Compounds) IDHGS45-P:HGS45-P
EAFUS IDNot Available
Dr. Duke IDGUANOSINE-5'-MONOPHOSPHATE
BIGG ID34024
KNApSAcK IDC00019635
HET ID5GP
Flavornet IDNot Available
GoodScent IDrw1584031
SuperScent IDNot Available
Wikipedia IDGMP
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Retinal cone rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit gammaPDE6HQ13956
Calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1BPDE1BQ01064
cGMP-inhibited 3',5'-cyclic phosphodiesterase BPDE3BQ13370
Retinal rod rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit gammaPDE6GP18545
Retinal rod rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit deltaPDE6DO43924
Cytosolic 5'-nucleotidase 3NT5C3Q9H0P0
Rho-related GTP-binding protein RhoURHOUQ7L0Q8
GMP reductase 2GMPR2Q9P2T1
GMP reductase 1GMPRP36959
Adenine phosphoribosyltransferaseAPRTP07741
Guanine nucleotide-binding protein G(s) subunit alpha isoforms shortGNASP63092
Guanine nucleotide-binding protein G(q) subunit alphaGNAQP50148
Disks large homolog 4DLG4P78352
ENTPD4 proteinENTPD4Q8NE73
Cone cGMP-specific 3',5'-cyclic phosphodiesterase subunit alpha'PDE6CP51160
Rod cGMP-specific 3',5'-cyclic phosphodiesterase subunit alphaPDE6AP16499
Rod cGMP-specific 3',5'-cyclic phosphodiesterase subunit betaPDE6BP35913
Bifunctional purine biosynthesis protein PURHATICP31939
Guanylate kinaseGUK1Q16774
Rho guanine nucleotide exchange factor 1ARHGEF1Q92888
VinexinSORBS3O60504
Guanine nucleotide-binding protein subunit alpha-11GNA11P29992
Guanine nucleotide-binding protein G(t) subunit alpha-1GNAT1P11488
Lysophosphatidic acid receptor 2LPAR2Q9HBW0
Protein RCC2RCC2Q9P258
Protein very KINDKNDC1Q76NI1
Pathways
NameSMPDB LinkKEGG Link
Glutamate MetabolismSMP00072 map00250
Purine MetabolismSMP00050 map00230
Transcription/TranslationSMP00019 Not Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
odorless
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference