Showing metabocard for 2-Phenylaminoadenosine (BMDB0001069)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:40:43 UTC
Update Date2020-04-22 15:06:35 UTC
BMDB IDBMDB0001069
Secondary Accession Numbers
  • BMDB01069
Metabolite Identification
Common Name2-Phenylaminoadenosine
Description2-Phenylaminoadenosine 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 2-Phenylaminoadenosine.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
6-amino-2-phenylamino-9-b-D-Ribofuranosyl-9H-purineHMDB
6-amino-2-phenylamino-9-beta-delta-Ribofuranosyl-9H-purineHMDB
2-PhenylaminoadenosineMeSH
Chemical FormulaC16H18N6O4
Average Molecular Weight358.3519
Monoisotopic Molecular Weight358.138953094
IUPAC Name2-[6-amino-2-(phenylamino)-9H-purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
Traditional Name2-[6-amino-2-(phenylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
CAS Registry Number53296-10-9
SMILES
NC1=C2N=CN(C3OC(CO)C(O)C3O)C2=NC(NC2=CC=CC=C2)=N1
InChI Identifier
InChI=1S/C16H18N6O4/c17-13-10-14(21-16(20-13)19-8-4-2-1-3-5-8)22(7-18-10)15-12(25)11(24)9(6-23)26-15/h1-5,7,9,11-12,15,23-25H,6H2,(H3,17,19,20,21)
InChI KeySCNILGOVBBRMBK-UHFFFAOYSA-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
  • 6-aminopurine
  • Pentose monosaccharide
  • Imidazopyrimidine
  • Purine
  • Aminopyrimidine
  • N-substituted imidazole
  • Monosaccharide
  • Monocyclic benzene moiety
  • Pyrimidine
  • Benzenoid
  • Imidazole
  • Azole
  • Tetrahydrofuran
  • Heteroaromatic compound
  • Secondary alcohol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Primary amine
  • Amine
  • Alcohol
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxygen compound
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.22ALOGPS
logP0.028ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)12.42ChemAxon
pKa (Strongest Basic)3.86ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area151.57 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity91.63 m³·mol⁻¹ChemAxon
Polarizability36.34 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0001069
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022408
KNApSAcK IDNot Available
Chemspider ID1528
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5981
PubChem Compound1585
PDB IDNot Available
ChEBI ID91804
References
Synthesis ReferenceOmura, Kiyoshi; Marumoto, Ryuji; Furukawa, Yoshiyasu. Synthesis of 2-phenylaminoadenosine from imidazole nucleosides. Chemical & Pharmaceutical Bulletin (1981), 29(7), 1870-5.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available