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Showing Compound 5'-Guanylic acid (FDB012390)

Record Information
Version1.0
Creation date2010-04-08 22:10:08 UTC
Update date2019-11-26 03:06:40 UTC
Primary IDFDB012390
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name5'-Guanylic acid
Description5'-Guanylic acid, also known as 5'-guanylate, belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. 5'-Guanylic acid is an odorless tasting compound. 5'-Guanylic acid is found, on average, in the highest concentration within milk (cow). This could make 5'-guanylic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 5'-Guanylic acid.
CAS Number85-32-5
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
5'-GuanylateGenerator
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
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
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
Description Belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPurine nucleotides
Sub ClassPurine ribonucleotides
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
  • Alkyl phosphate
  • Pyrimidine
  • Monosaccharide
  • N-substituted imidazole
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Tetrahydrofuran
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Vinylogous amide
  • 1,2-diol
  • Secondary alcohol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Primary amine
  • Organic nitrogen compound
  • Amine
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Alcohol
  • Organonitrogen compound
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
OntologyNo ontology term
Physico-Chemical Properties
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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS5'-Guanylic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-9613000000-25af1e68cd06f009e02fSpectrum
Predicted GC-MS5'-Guanylic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5'-Guanylic acid, TMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5'-Guanylic acid, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5'-Guanylic acid, TMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5'-Guanylic acid, TMS_1_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5'-Guanylic acid, TMS_1_5, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5'-Guanylic acid, TMS_1_6, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5'-Guanylic acid, TMS_2_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5'-Guanylic acid, TMS_2_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5'-Guanylic acid, TMS_2_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5'-Guanylic acid, TMS_2_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5'-Guanylic acid, TMS_2_5, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5'-Guanylic acid, TMS_2_6, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5'-Guanylic acid, TMS_2_7, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5'-Guanylic acid, TMS_2_8, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5'-Guanylic acid, TMS_2_9, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5'-Guanylic acid, TMS_2_10, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5'-Guanylic acid, TMS_2_11, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5'-Guanylic acid, TMS_2_12, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5'-Guanylic acid, TMS_2_13, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5'-Guanylic acid, TMS_2_14, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5'-Guanylic acid, TMS_2_15, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5'-Guanylic acid, TMS_2_16, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5'-Guanylic acid, TMS_3_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0913000000-001b1f57c165727e68e82015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0900000000-3608dda512a53dd819252015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-1900000000-3ba27baa7aebb3284a402015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0imi-7709000000-b26de7b66118aa84258c2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0fb9-9800000000-0ceb7a9ad670c9ebca712015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9200000000-a1c937f9b36b1be1da4c2015-09-15View Spectrum
NMRNot Available
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
Food Biomarker OntologyNot Available
VMH IDNot Available
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