Record Information
Version1.0
Creation date2011-09-21 00:26:49 UTC
Update date2015-07-21 06:57:36 UTC
Primary IDFDB023243
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameN1-(5-Phospho-alpha-D-ribosyl)-5,6-dimethylbenzimidazole
DescriptionN1-(5-Phospho-a-D-ribosyl)-5,6-dimethylbenzimidazole, also known as α-ribazole-5'-p or 5,6-dimethyl-1-alpha-D-ribofuranosylbenzimidazole 5'-phosphate, belongs to the class of organic compounds known as benzimidazole ribonucleosides and ribonucleotides. These are nucleosides with a structure that consists of an imidazole moiety of benzimidazole is N-linked to a ribose (or deoxyribose). Nucleotides have a phosphate group linked to the C5 carbon of the ribose (or deoxyribose) moiety. N1-(5-Phospho-a-D-ribosyl)-5,6-dimethylbenzimidazole exists in all living organisms, ranging from bacteria to humans. N1-(5-Phospho-a-D-ribosyl)-5,6-dimethylbenzimidazole has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make N1-(5-phospho-a-D-ribosyl)-5,6-dimethylbenzimidazole a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on N1-(5-Phospho-a-D-ribosyl)-5,6-dimethylbenzimidazole.
CAS Number975-91-7
Structure
Thumb
Synonyms
SynonymSource
5,6-Dimethyl-1-alpha-D-ribofuranosylbenzimidazole 5'-phosphateChEBI
alpha-Ribazole-5'-pChEBI
ALPHA-RIBAZOLE-5'-phosphATEChEBI
N1-(5-Phospho-alpha-D-ribosyl)-5,6-dimethylbenzimidazoleChEBI
N(1)-(5-Phosphoribosyl)-5,6-dimethylbenzimidazoleChEBI
PHOSPHORIC ACID mono-[5-(5,6-dimethyl-benzoimidazol-1-yl)-3,4-dihydroxy-tetrahydro-furan-2ylmethyl] esterChEBI
alpha-Ribazole 5'-phosphateKegg
5,6-Dimethyl-1-a-D-ribofuranosylbenzimidazole 5'-phosphateGenerator
5,6-Dimethyl-1-a-D-ribofuranosylbenzimidazole 5'-phosphoric acidGenerator
5,6-Dimethyl-1-alpha-D-ribofuranosylbenzimidazole 5'-phosphoric acidGenerator
5,6-Dimethyl-1-α-D-ribofuranosylbenzimidazole 5'-phosphateGenerator
5,6-Dimethyl-1-α-D-ribofuranosylbenzimidazole 5'-phosphoric acidGenerator
a-Ribazole-5'-pGenerator
Α-ribazole-5'-pGenerator
a-RIBAZOLE-5'-phosphateGenerator
a-RIBAZOLE-5'-phosphoric acidGenerator
alpha-RIBAZOLE-5'-phosphoric acidGenerator
Α-ribazole-5'-phosphateGenerator
Α-ribazole-5'-phosphoric acidGenerator
N1-(5-Phospho-α-D-ribosyl)-5,6-dimethylbenzimidazoleGenerator
PHOSPHate mono-[5-(5,6-dimethyl-benzoimidazol-1-yl)-3,4-dihydroxy-tetrahydro-furan-2ylmethyl] esterGenerator
a-Ribazole 5'-phosphateGenerator
a-Ribazole 5'-phosphoric acidGenerator
alpha-Ribazole 5'-phosphoric acidGenerator
Α-ribazole 5'-phosphateGenerator
Α-ribazole 5'-phosphoric acidGenerator
alpha-Ribazole-5'-PO4HMDB
N1-(5-phospho-alpha-delta-Ribosyl)-5,6-dimethylbenzimidazoleHMDB
5,6-Dimethyl-1-a-D-ribofuranosylbenzimidazole 5'-ateGenerator
5,6-Dimethyl-1-a-D-ribofuranosylbenzimidazole 5'-ic acidGenerator
5,6-Dimethyl-1-alpha-D-ribofuranosylbenzimidazole 5'-ateChEBI
5,6-Dimethyl-1-alpha-D-ribofuranosylbenzimidazole 5'-ic acidGenerator
5,6-Dimethyl-1-α-D-ribofuranosylbenzimidazole 5'-ateGenerator
5,6-Dimethyl-1-α-D-ribofuranosylbenzimidazole 5'-ic acidGenerator
a-Ribazole 5'-ateGenerator
a-Ribazole 5'-ic acidGenerator
a-RIBAZOLE-5'-ateGenerator
a-RIBAZOLE-5'-ic acidGenerator
a-Ribazole-5'-PGenerator
alpha-Ribazole 5'-ateChEBI
alpha-Ribazole 5'-ic acidGenerator
ALPHA-RIBAZOLE-5'-ATEChEBI
alpha-RIBAZOLE-5'-ic acidGenerator
alpha-ribazole-5'-Phmdb
alpha-ribazole-5'-PO4hmdb
N(1)-(5-Oribosyl)-5,6-dimethylbenzimidazoleChEBI
N1-(5-O-a-D-Ribosyl)-5,6-dimethylbenzimidazoleGenerator
N1-(5-O-alpha-D-Ribosyl)-5,6-dimethylbenzimidazoleChEBI
N1-(5-O-alpha-delta-Ribosyl)-5,6-dimethylbenzimidazoleHMDB
N1-(5-O-α-D-ribosyl)-5,6-dimethylbenzimidazoleGenerator
N1-(5-Phospho-a-D-ribosyl)-5,6-dimethylbenzimidazolehmdb
N1-(5-Phospho-alpha-delta-ribosyl)-5,6-dimethylbenzimidazolehmdb
ORate mono-[5-(5,6-dimethyl-benzoimidazol-1-yl)-3,4-dihydroxy-tetrahydro-furan-2ylmethyl] esterGenerator
ORIC ACID MONO-[5-(5,6-dimethyl-benzoimidazol-1-yl)-3,4-dihydroxy-tetrahydro-furan-2ylmethyl] esterChEBI
α-ribazole 5'-ateGenerator
α-ribazole 5'-ic acidGenerator
α-ribazole-5'-ateGenerator
α-ribazole-5'-ic acidGenerator
α-ribazole-5'-PGenerator
Predicted Properties
PropertyValueSource
Water Solubility1.53 g/LALOGPS
logP-0.32ALOGPS
logP-1.5ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)1.22ChemAxon
pKa (Strongest Basic)5.81ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area134.27 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity82.52 m³·mol⁻¹ChemAxon
Polarizability34.13 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC14H19N2O7P
IUPAC name{[(2R,3S,4R,5S)-5-(5,6-dimethyl-1H-1,3-benzodiazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
InChI IdentifierInChI=1S/C14H19N2O7P/c1-7-3-9-10(4-8(7)2)16(6-15-9)14-13(18)12(17)11(23-14)5-22-24(19,20)21/h3-4,6,11-14,17-18H,5H2,1-2H3,(H2,19,20,21)/t11-,12-,13-,14+/m1/s1
InChI KeyZMRGXEJKZPRBPJ-SYQHCUMBSA-N
Isomeric SMILESCC1=CC2=C(C=C1C)N(C=N2)[C@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O
Average Molecular Weight358.2836
Monoisotopic Molecular Weight358.092987484
Classification
Description Belongs to the class of organic compounds known as benzimidazole ribonucleosides and ribonucleotides. These are nucleosides with a structure that consists of an imidazole moiety of benzimidazole is N-linked to a ribose (or deoxyribose). Nucleotides have a phosphate group linked to the C5 carbon of the ribose (or deoxyribose) moiety.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassBenzimidazole ribonucleosides and ribonucleotides
Sub ClassNot Available
Direct ParentBenzimidazole ribonucleosides and ribonucleotides
Alternative Parents
Substituents
  • 1-ribofuranosylbenzimidazole
  • Pentose phosphate
  • Pentose-5-phosphate
  • Glycosyl compound
  • N-glycosyl compound
  • Monosaccharide phosphate
  • Pentose monosaccharide
  • Benzimidazole
  • Monoalkyl phosphate
  • Monosaccharide
  • N-substituted imidazole
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Benzenoid
  • Azole
  • Tetrahydrofuran
  • Imidazole
  • Heteroaromatic compound
  • 1,2-diol
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Azacycle
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organooxygen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Source:

Role

Industrial application:

Physico-Chemical Properties - Experimental
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-MSN1-(5-Phospho-alpha-D-ribosyl)-5,6-dimethylbenzimidazole, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-9612000000-fb21cfa813df9fff3f0dSpectrum
Predicted GC-MSN1-(5-Phospho-alpha-D-ribosyl)-5,6-dimethylbenzimidazole, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-01vk-5943100000-cb128df76b1b27f96534Spectrum
Predicted GC-MSN1-(5-Phospho-alpha-D-ribosyl)-5,6-dimethylbenzimidazole, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN1-(5-Phospho-alpha-D-ribosyl)-5,6-dimethylbenzimidazole, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0924000000-ca83b2cabb6f848fb606Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-1910000000-f1a785d3193f0d8ff5bcSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-0900000000-047b40eca213cd9b3d4dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a6s-7709000000-c0797f58260c9a1a6a6cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002b-8900000000-1229d2ae6136dbe43637Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9200000000-e3828a9e7ec68e9998b4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-3009000000-6535ffb46debd0ae1f34Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9001000000-578749d5ff31e4fab5eaSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9100000000-d4ee221347b2259634d2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4j-0719000000-2538d2d5f670e5ddcec9Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0923000000-40c17e787a25cabb848eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-4900000000-6c85eaa5dbac4013d383Spectrum
NMRNot Available
ChemSpider ID392720
ChEMBL IDNot Available
KEGG Compound IDC04778
Pubchem Compound ID444941
Pubchem Substance IDNot Available
ChEBI ID16837
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB03882
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDRBZ
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