Record Information
Version1.0
Creation date2010-04-08 22:04:52 UTC
Update date2019-11-26 02:56:06 UTC
Primary IDFDB001213
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameAcadesine 5'-monophosphate
DescriptionAcadesine 5'-monophosphate belongs to the class of organic compounds known as 1-ribosyl-imidazolecarboxamides. These are organic compounds containing the imidazole ring linked to a ribose ring through a 1-2 bond. Acadesine 5'-monophosphate is a very strong basic compound (based on its pKa). Acadesine 5'-monophosphate has been detected, but not quantified in, herbs and spices. This could make acadesine 5'-monophosphate a potential biomarker for the consumption of these foods.
CAS Number3031-94-5
Structure
Thumb
Synonyms
SynonymSource
Acadesine 5'-monophosphoric acidGenerator
1-(5'-Phosphoribosyl)-5-amino-4-imidazolecarboxamidebiospider
5-Amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamidebiospider
5-Amino-1-(5'-phosphofuranoribosyl)-4-imidazolecarboxamidebiospider
5-Aminoimidazole-4-carboxamide ribotidemanual
5-Phosphoribosyl-4-carbamoyl-5-aminoimidazolebiospider
5'-P-ribosyl-5-amino-4-imidazole carboxamidebiospider
5'-Phospho-b-D-ribosyl-5-amino-4-imidazolecarboxamidebiospider
5'-Phospho-ribosyl-5-amino-4-imidazole carboxamidebiospider
5'-Phosphoribosyl-5-amino-4-imidazole carboxamidebiospider
5'-Phosphoribosyl-5-amino-4-imidazolecarboxamidebiospider
Acadesine 5'-monophosphatebiospider
AICA ribonucleotidemanual
AICA riboside 5'-monophosphatebiospider
AICA ribotidebiospider
AICARbiospider
Aminoimidazole carboxamide ribonucleotidemanual
ZMPmanual
Predicted Properties
PropertyValueSource
Water Solubility2.74 g/LALOGPS
logP-2.2ALOGPS
logP-4.7ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)1.22ChemAxon
pKa (Strongest Basic)6.32ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area204.37 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity80.08 m³·mol⁻¹ChemAxon
Polarizability28.93 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC9H15N4O8P
IUPAC name5-amino-1-{3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}-1H-imidazole-4-carboximidic acid
InChI IdentifierInChI=1S/C9H15N4O8P/c10-7-4(8(11)16)12-2-13(7)9-6(15)5(14)3(21-9)1-20-22(17,18)19/h2-3,5-6,9,14-15H,1,10H2,(H2,11,16)(H2,17,18,19)
InChI KeyNOTGFIUVDGNKRI-UHFFFAOYSA-N
Isomeric SMILESNC1=C(N=CN1C1OC(COP(O)(O)=O)C(O)C1O)C(O)=N
Average Molecular Weight338.2112
Monoisotopic Molecular Weight338.062749988
Classification
Description belongs to the class of organic compounds known as 1-ribosyl-imidazolecarboxamides. These are organic compounds containing the imidazole ring linked to a ribose ring through a 1-2 bond.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassImidazole ribonucleosides and ribonucleotides
Sub Class1-ribosyl-imidazolecarboxamides
Direct Parent1-ribosyl-imidazolecarboxamides
Alternative Parents
Substituents
  • 1-ribosyl-imidazolecarboxamide
  • Pentose phosphate
  • Pentose-5-phosphate
  • Glycosyl compound
  • N-glycosyl compound
  • Monosaccharide phosphate
  • Pentose monosaccharide
  • 2-heteroaryl carboxamide
  • Imidazole-4-carbonyl group
  • Monoalkyl phosphate
  • Aminoimidazole
  • Monosaccharide
  • N-substituted imidazole
  • Organic phosphoric acid derivative
  • Alkyl phosphate
  • Phosphoric acid ester
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Vinylogous amide
  • Tetrahydrofuran
  • Primary carboxylic acid amide
  • Secondary alcohol
  • Amino acid or derivatives
  • 1,2-diol
  • Carboxamide group
  • Organoheterocyclic compound
  • Azacycle
  • Oxacycle
  • Carboxylic acid derivative
  • Primary amine
  • Organonitrogen compound
  • Organopnictogen compound
  • Organooxygen compound
  • Organic oxygen compound
  • Amine
  • Organic oxide
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Alcohol
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 31.96%; H 4.47%; N 16.57%; O 37.84%; P 9.16%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data[neutral] lmax 268 (e 12800) (H2O)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9613000000-e58f9c8b6a55e4f5a202JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0914000000-3f9f36edeef89d71a3eaJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-1900000000-59f0993d53f2b3a0df55JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-056r-6900000000-5d814182d3f1cbb7b775JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004r-9617000000-d4df2b34274e0f689bc3JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9400000000-ed6fd97e03721be9836eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-9646a76a3e1fea1b56a2JSpectraViewer
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDC04677
Pubchem Compound ID65110
Pubchem Substance IDNot Available
ChEBI ID18406
Phenol-Explorer IDNot Available
DrugBank IDDB01700
HMDB IDHMDB01517
CRC / DFC (Dictionary of Food Compounds) IDBWN20-Z:BWN28-H
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00007383
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDAICA_ribonucleotide
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
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference