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Showing Compound 5-Amino-6-(5'-phosphoribitylamino)uracil (FDB023235)

Record Information
Version1.0
Creation date2011-09-21 00:26:42 UTC
Update date2015-07-21 06:57:36 UTC
Primary IDFDB023235
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name5-Amino-6-(5'-phosphoribitylamino)uracil
Description5-Amino-6-(5'-phosphoribitylamino)uracil is an intermediate in Riboflavin metabolism. 5-Amino-6-(5'-phosphoribitylamino)uracil is the 3rd to last step in the synthesis of 7-Hydroxy-6-methyl-8-ribityl lumazine and is converted from 5-Amino-6-(5'-phosphoribosylamino)uracil via the enzyme 5-amino-6-(5-phosphoribosylamino)uracil reductase (EC 1.1.1.193). It is then converted to 4-(1-D-Ribitylamino)-5-amino-2,6-dihydroxypyrimidine via the enzyme Hydrolases (EC 3.1.3.- ). [HMDB]
CAS NumberNot Available
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
5-Amino-2,6-dioxy-4-(5'-phosphoribitylamino)pyrimidineHMDB
5-Amino-6-(5-phosphoribitylamino)uracilHMDB
5-amino-2,6-Dioxy-4-(5'-oribitylamino)pyrimidineHMDB
5-amino-6-(5-Oribitylamino)uracilHMDB
Predicted Properties
PropertyValueSource
Water Solubility2.89 g/LALOGPS
logP-2.5ALOGPS
logP-5.8ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)1.49ChemAxon
pKa (Strongest Basic)6.52ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area223.7 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity82.36 m³·mol⁻¹ChemAxon
Polarizability30.26 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC9H17N4O9P
IUPAC name({5-[(5-amino-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)amino]-2,3,4-trihydroxypentyl}oxy)phosphonic acid
InChI IdentifierInChI=1S/C9H17N4O9P/c10-5-7(12-9(18)13-8(5)17)11-1-3(14)6(16)4(15)2-22-23(19,20)21/h3-4,6,14-16H,1-2,10H2,(H2,19,20,21)(H3,11,12,13,17,18)
InChI KeyRQRINYISXYAZKL-UHFFFAOYSA-N
Isomeric SMILESNC1=C(NCC(O)C(O)C(O)COP(O)(O)=O)NC(=O)NC1=O
Average Molecular Weight356.2264
Monoisotopic Molecular Weight356.073314674
Classification
Description Belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentMonosaccharide phosphates
Alternative Parents
Substituents
  • Monosaccharide phosphate
  • Pentose monosaccharide
  • Aminopyrimidine
  • Pyrimidone
  • Secondary aliphatic/aromatic amine
  • Monoalkyl phosphate
  • Hydropyrimidine
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Pyrimidine
  • Alkyl phosphate
  • Heteroaromatic compound
  • Vinylogous amide
  • Secondary alcohol
  • Urea
  • Lactam
  • Secondary amine
  • Organoheterocyclic compound
  • Azacycle
  • Polyol
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Amine
  • Organopnictogen compound
  • Organic oxide
  • Organic nitrogen compound
  • Alcohol
  • Primary amine
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
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 DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS5-Amino-6-(5'-phosphoribitylamino)uracil, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000j-7932000000-f99b2e65ef6ba20ea0f8Spectrum
Predicted GC-MS5-Amino-6-(5'-phosphoribitylamino)uracil, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0fdk-7905640000-c9a3d0310f1af6d7c4faSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4r-0249000000-5a3bec4a17c34777337d2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052f-2932000000-215c4b7565ae7b5e0bd92016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-8910000000-e297079a225fff6f90412016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03mi-5927000000-436a23030b9f7f3801bc2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004l-9100000000-3731c088773859710bad2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-6686c1b8596958b9ba6b2016-09-12View Spectrum
NMRNot Available
ChemSpider ID326
ChEMBL IDNot Available
KEGG Compound IDC04454
Pubchem Compound ID333
Pubchem Substance IDNot Available
ChEBI ID18247
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB03841
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
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
14 kDa phosphohistidine phosphatasePHPT1Q9NRX4
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference