Record Information
Version2.0
Creation Date2015-06-08 15:27:29 -0600
Update Date2015-09-14 16:46:24 -0600
Secondary Accession Numbers
  • ECMDB23869
Identification
Name:alpha-D-Aldose 1-phosphate
DescriptionIn E. coli, alpha-D-Aldose 1-phosphate is involved in several reactions. ADP-sugar pyrophosphatase catalyzes the reaction an ADP-sugar + H2O → AMP + an alpha-D-aldose 1-phosphate; UDP-sugar pyrophosphorylase catalyzes the reaction an alpha-D-aldose 1-phosphate + a nucleoside diphosphate + H+ = a nucleotide diphosphate-aldose + phosphate; The reaction a UDP-sugar[periplasmic space] + H2O[periplasmic space] → UMP[periplasmic space] + an alpha-D-aldose 1-phosphate[periplasmic space] + 2 H+[periplasmic space] is catalyzed by UDP-sugar hydrolase (BioCyc compound class: Alpha-D-aldose-1-phosphates).
Structure
Thumb
Synonyms:
  • a-D-Aldose 1-phosphate
  • a-D-Aldose 1-phosphoric acid
  • alpha-D-Aldose 1-phosphoric acid
  • Renillluciferin
  • α-D-Aldose 1-phosphate
  • α-D-Aldose 1-phosphoric acid
Chemical Formula:C26H21N3O2
Weight:Average: 407.473
Monoisotopic: 407.163376928
InChI Key:KAEGGIFPLJZUOZ-UHFFFAOYSA-N
InChI:InChI=1S/C26H21N3O2/c30-21-13-11-20(12-14-21)24-17-29-25(22(27-24)15-18-7-3-1-4-8-18)28-23(26(29)31)16-19-9-5-2-6-10-19/h1-14,17,27,30H,15-16H2
CAS number:Not Available
IUPAC Name:2,8-dibenzyl-6-(4-hydroxyphenyl)-3H,7H-imidazo[1,2-a]pyrazin-3-one
Traditional IUPAC Name:renilla luciferin
SMILES:OC1=CC=C(C=C1)C1=CN2C(=O)C(CC3=CC=CC=C3)=NC2=C(CC2=CC=CC=C2)N1
Chemical Taxonomy
Description belongs to the class of organic compounds known as imidazopyrazines. These are organic heteropolycyclic compounds containing a pyrazine ring fused to an imidazole ring. These also include hydrogenated derivatives of the imidazopyrazine moiety. Imidazole is 5-membered ring consisting of three carbon atoms, and two nitrogen centers at the 1- and 3-positions. Pyrazine is a 6-membered ring consisting of six carbon atoms and two nitrogen centers at ring positions 1 and 4.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassImidazopyrazines
Sub ClassNot Available
Direct ParentImidazopyrazines
Alternative Parents
Substituents
  • Imidazopyrazine
  • Phenol
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • N-substituted imidazole
  • Pyrazine
  • Benzenoid
  • Imidazole
  • Azole
  • Heteroaromatic compound
  • Lactam
  • Azacycle
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physical Properties
State:Not Available
Charge:0
Melting point:Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility0.0091 g/LALOGPS
logP4.29ALOGPS
logP4.7ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)9.45ChemAxon
pKa (Strongest Basic)-0.13ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area64.93 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity131.91 m³·mol⁻¹ChemAxon
Polarizability44.42 ųChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations:Membrane
Reactions:
SMPDB Pathways:
Pyrimidine metabolismPW000942 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG Pathways:
EcoCyc Pathways:Not Available
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0001900000-75140f18ad9d567cb576View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-2106900000-f986cc167eab6c4da94bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kf-9871000000-dcb71e85d36f60e5894aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0012900000-a3de6c92464d69f43ddbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-066r-1019500000-400e59482d92d2965f58View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-002o-9464000000-38e0d23cf63957dd170cView in MoNA
MSMass Spectrum (Electron Ionization)Not AvailableView in JSpectraViewer
References
References:Not Available
Synthesis Reference:Not Available
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI ID16531
HMDB IDNot Available
Pubchem Compound ID2762722
Kegg IDC00991
ChemSpider IDNot Available
Wikipedia IDNot Available
BioCyc IDNot Available