2-amino-5-formylamino-6-(5-phospho-D-ribosylamino)pyrimidin-4(3H)-one (PAMDB120509)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB120509
Identification
Name: 2-amino-5-formylamino-6-(5-phospho-D-ribosylamino)pyrimidin-4(3H)-one
Description:The dianion obtained by removal of the two acidic protons from the phosphate group of 2-amino-5-formylamino-6-(1-D-ribosylamino)pyrimidin-4(3H)-one 5'-phosphate.
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • 2-amino-5-formylamino-6-(1-D-ribosylamino)-4(3H)-pyrimidinone 5'-monophosphate(2−)
  • 2-amino-5-formylamino-6-(1-D-ribosylamino)-4(3H)-pyrimidinone 5'-phosphate(2−)
  • 2-amino-5-formylamino-6-(1-D-ribosylamino)pyrimidin-4(3H)-one 5'-monophosphate(2−)
  • 2-amino-5-formylamino-6-(5-phospho-D-ribosylamino)pyrimidin-4(3H)-one
  • 2-amino-5-formylamino-6-ribosylamino-4(3H)-pyrimidinone 5'-monophosphate(2−)
  • 2-amino-5-formylamino-6-ribosylamino-4(3H)-pyrimidinone 5'-phosphate(2−)
  • FAPy
  • N-(2-amino-5-formamido-6-oxo-1,6-dihydropyrimidin-4-yl)-5-O-phosphonato-β-D-ribofuranosylamine
Chemical Formula: C10H14N5O9P
Average Molecular Weight: 379.222
Monoisotopic Molecular Weight: 381.06857
InChI Key: VKMYTDDVUBGBDH-UUOKFMHZSA-L
InChI:InChI=1S/C10H16N5O9P/c11-10-14-7(4(12-2-16)8(19)15-10)13-9-6(18)5(17)3(24-9)1-23-25(20,21)22/h2-3,5-6,9,17-18H,1H2,(H,12,16)(H2,20,21,22)(H4,11,13,14,15,19)/p-2/t3-,5-,6-,9-/m1/s1
CAS number: Not Available
IUPAC Name:1-deoxy-1-[(2-amino-5-formamido-6-oxo-1,6-dihydropyrimidin-4-yl)amino]-β-D-ribofuranose 5-phosphate
Traditional IUPAC Name: Not Available
SMILES:C(OP(=O)([O-])[O-])C1(OC(C(O)C(O)1)NC2(N=C(N)NC(=O)C(NC=O)=2))
Chemical Taxonomy
Taxonomy DescriptionThis compound 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.
Kingdom Organic compounds
Super ClassOrganic oxygen compounds
Class Organooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct Parent Pentose phosphates
Alternative Parents
Substituents
  • Pentose phosphate
  • Pentose-5-phosphate
  • Glycosyl compound
  • N-glycosyl compound
  • Monosaccharide phosphate
  • N-arylamide
  • Aminopyrimidine
  • Pyrimidone
  • Secondary aliphatic/aromatic amine
  • Hydropyrimidine
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Pyrimidine
  • Alkyl phosphate
  • Imidolactam
  • Vinylogous amide
  • Tetrahydrofuran
  • Heteroaromatic compound
  • Secondary alcohol
  • Amino acid or derivatives
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Lactam
  • 1,2-diol
  • Secondary amine
  • Organoheterocyclic compound
  • Azacycle
  • Oxacycle
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Primary amine
  • Organic oxide
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Alcohol
  • Carbonyl group
  • Organonitrogen compound
  • Amine
  • Organic anion
  • Aromatic heteromonocyclic compound
Molecular Framework Aromatic heteromonocyclic compounds
External Descriptors
  • an arylamine (CPD-10808)
Physical Properties
State: Not Available
Charge:-2
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
Molecular Weight379.222 g/molPubChem
XLogP3-AA-5 PubChem
Hydrogen Bond Donor Count6 PubChem
Hydrogen Bond Acceptor Count10 PubChem
Rotatable Bond Count5 PubChem
Exact Mass379.053 g/molPubChem
Monoisotopic Mass379.053 g/molPubChem
Topological Polar Surface Area231 A^2PubChem
Heavy Atom Count25 PubChem
Formal Charge-2 PubChem
Complexity650 PubChem
Isotope Atom Count0 PubChem
Defined Atom Stereocenter Count4 PubChem
Undefined Atom Stereocenter Count0 PubChem
Defined Bond Stereocenter Count0 PubChem
Undefined Bond Stereocenter Count0 PubChem
Covalently-Bonded Unit Count1 PubChem
Biological Properties
Cellular Locations: Not Available
Reactions:
GTP + Water → Hydrogen ion + 2-amino-5-formylamino-6-(5-phospho-D-ribosylamino)pyrimidin-4(3H)-one + phosphate
Pathways:
    Spectra
    Spectra: Not Available
    References
    References:
    • Grochowski LL, Xu H, White RH (2009)An iron(II) dependent formamide hydrolase catalyzes the second step in the archaeal biosynthetic pathway to riboflavin and 7,8-didemethyl-8-hydroxy-5-deazariboflavin. Biochemistry 48, Pubmed: 19309161
    Synthesis Reference: Not Available
    Material Safety Data Sheet (MSDS) Not Available
    External Links:
    ResourceLink
    CHEBI57258
    PUBCHEM44123370
    LIGAND-CPDC15563