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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-12 02:38:25 UTC
Update Date2019-01-11 20:00:11 UTC
HMDB IDHMDB0041008
Secondary Accession Numbers
  • HMDB41008
Metabolite Identification
Common Name1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine
Description1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine is a food-related mutagen, reported to be the most abundant heterocyclic amine found in cooked meat and fish.
Structure
Data?1547236811
Synonyms
ValueSource
2-amino-1-Methyl-6-phenylimidazo[4,5-b]pyridineChEBI
1-Methyl-6-phenyl-1H-imidazo(4,5-b)pyridin-2-amineHMDB
1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine, 9ciHMDB
1H-imidazo(4,5-b)Pyridin-2-amine, 1-methyl-6-phenyl- (9ci)HMDB
1H-imidazo(4,5-b)PyridineHMDB
2-amino-1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridineHMDB
2-amino-1-Methyl-6-phenyl-imidazo [4,5-b] pyridineHMDB
2-amino-1-Methyl-6-phenyl-imidazo(4,5-b)pyridineHMDB
2-amino-1-Methyl-6-phenylimidazo [4,5-b]pyridine (phip)HMDB
2-amino-1-Methyl-6-phenylimidazo(4,5-b)pyridineHMDB
PhIPHMDB
PIQHMDB
Chemical FormulaC13H12N4
Average Molecular Weight224.2612
Monoisotopic Molecular Weight224.106196404
IUPAC Name1-methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine
Traditional NamePHIP
CAS Registry Number105650-23-5
SMILES
CN1C(N)=NC2=NC=C(C=C12)C1=CC=CC=C1
InChI Identifier
InChI=1S/C13H12N4/c1-17-11-7-10(9-5-3-2-4-6-9)8-15-12(11)16-13(17)14/h2-8H,1H3,(H2,14,15,16)
InChI KeyUQVKZNNCIHJZLS-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassPhenylpyridines
Direct ParentPhenylpyridines
Alternative Parents
Substituents
  • 3-phenylpyridine
  • Imidazopyridine
  • Aminoimidazole
  • Monocyclic benzene moiety
  • Benzenoid
  • N-substituted imidazole
  • Azole
  • Heteroaromatic compound
  • Imidazole
  • Azacycle
  • Primary amine
  • Amine
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Role

Indirect biological role:

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point327 - 328 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP2.23Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.42 g/LALOGPS
logP2.27ALOGPS
logP2.09ChemAxon
logS-2.7ALOGPS
pKa (Strongest Basic)5.43ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area56.73 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity68.59 m³·mol⁻¹ChemAxon
Polarizability24.68 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-006t-0920000000-32d0b5e415e1105fc11eJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-00di-0090000000-efb76bf58f3994016cf1JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - APCI-ITFT , negativesplash10-0a4i-0090000000-b8fb35b55ad155cc7927JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-004i-0090000000-f3cfae76fa7ac8760463JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-004i-0090000000-19ebcab9e92cf28fe665JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - APCI-ITFT , positivesplash10-004i-0090000000-d014b289386a8225dce2JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0090000000-67088fd3b417e1d0bef4JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0290000000-1b47a5b6342c93cf2ecaJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f7p-2900000000-4ee091a2980f3c633154JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0090000000-040c51d2814aa27e5d4eJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0290000000-e95cf8ae6c1cc45d7dd1JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-7590000000-fc5adb24f630eb8862d9JSpectraViewer | MoNA
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB08398
Phenol Explorer Compound IDNot Available
FoodDB IDFDB020870
KNApSAcK IDNot Available
Chemspider ID1476
KEGG Compound IDC16038
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link2-Amino-1-methyl-6-phenylimidazo(4,5-b)pyridine
METLIN IDNot Available
PubChem Compound1530
PDB IDPIQ
ChEBI ID76290
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .