Record Information
Version2.0
Creation Date2012-10-10 12:12:19 -0600
Update Date2015-06-03 17:25:44 -0600
Secondary Accession Numbers
  • ECMDB23014
Identification
Name:2,5-diamino-6-hydroxy-4-(5-phospho-D-ribosylamino)pyrimidine
Description2,5-diamino-6-hydroxy-4-(5-phospho-d-ribosylamino)pyrimidine belongs to the family of Glycosylamines. These are compounds consisting of an amine with a β-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (α-aminoether).
Structure
Thumb
Synonyms:
  • (2R,3S,4R,5R)-5-(2,5-diamino-4-oxo-1H-pyrimidin-6-yl)amino-3,4-dihydroxyoxolan-2-ylmethyl phosphate
  • (2R,3S,4R,5R)-5-(2,5-diamino-4-oxo-1H-Pyrimidin-6-yl)amino-3,4-dihydroxyoxolan-2-ylmethyl phosphoric acid
  • (2R,3S,4R,5R)-5-(2,5-diamino-6-hydroxy-pyrimidin-4-yl)amino-3,4-dihydroxy-tetrahydrofuran-2-ylmethyl phosphate
  • (2R,3S,4R,5R)-5-(2,5-diamino-6-Hydroxy-pyrimidin-4-yl)amino-3,4-dihydroxy-tetrahydrofuran-2-ylmethyl phosphoric acid
  • N-(2,5-diamino-6-Hydroxypyrimidin-4-yl)-5-O-phosphonato-b-D-ribofuranosylamine
  • N-(2,5-diamino-6-hydroxypyrimidin-4-yl)-5-O-phosphonato-beta-D-ribofuranosylamine
  • N-(2,5-diamino-6-Hydroxypyrimidin-4-yl)-5-O-phosphonato-β-D-ribofuranosylamine
Chemical Formula:C9H14N5O8P
Weight:Average: 351.2099
Monoisotopic: 351.057998961
InChI Key:OCLCLRXKNJCOJD-UMMCILCDSA-L
InChI:InChI=1S/C9H16N5O8P/c10-3-6(13-9(11)14-7(3)17)12-8-5(16)4(15)2(22-8)1-21-23(18,19)20/h2,4-5,8,15-16H,1,10H2,(H2,18,19,20)(H4,11,12,13,14,17)/p-2/t2-,4-,5-,8-/m1/s1
CAS number:Not Available
IUPAC Name:5-amino-6-{[(2R,3R,4S,5R)-5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl]amino}-2-imino-1,2-dihydropyrimidin-4-olate
Traditional IUPAC Name:5-amino-6-{[(2R,3R,4S,5R)-5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl]amino}-2-imino-1H-pyrimidin-4-olate
SMILES:[H][C@]1(O)[C@@]([H])(O)[C@]([H])(NC2=C(N)C([O-])=NC(=N)N2)O[C@]1([H])COP(O)([O-])=O
Chemical Taxonomy
Description belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentPentose phosphates
Alternative Parents
Substituents
  • Pentose-5-phosphate
  • Pentose phosphate
  • N-glycosyl compound
  • Glycosyl compound
  • Monosaccharide phosphate
  • Secondary aliphatic/aromatic amine
  • Pyrimidone
  • Aminopyrimidine
  • Alkyl phosphate
  • Pyrimidine
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Hydropyrimidine
  • Heteroaromatic compound
  • Vinylogous amide
  • Tetrahydrofuran
  • Secondary alcohol
  • 1,2-diol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Secondary amine
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary amine
  • Organonitrogen compound
  • Amine
  • Alcohol
  • Organic anion
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Physical Properties
State:Not Available
Charge:-1
Melting point:Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility10.6 g/LALOGPS
logP-1.8ALOGPS
logP-4.1ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)1.23ChemAxon
pKa (Strongest Basic)21.89ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area228.63 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity102.3 m³·mol⁻¹ChemAxon
Polarizability29.42 ųChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations:Cytoplasm
Reactions:
SMPDB Pathways:Not Available
KEGG Pathways:
EcoCyc Pathways:Not Available
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-1109000000-8d834569b517f9722ef6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-6209000000-7451456ce6d5ae324e0dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0007-7900000000-3c7368a7048ba087245bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-1009000000-1537be17cc01c739d8c9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-9001000000-e00337bae380929bfb28View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-003s-9000000000-df9e6663fee468162d06View in MoNA
References
References:Not Available
Synthesis Reference:Not Available
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI ID58614
HMDB IDNot Available
Pubchem Compound ID25244331
Kegg IDNot Available
ChemSpider IDNot Available
Wikipedia IDNot Available
BioCyc IDNot Available