2-Amino-6-methyldipyrido(1,2-a-3',2'-D)imidazole (CHEM003582)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2014-09-08 02:38:00 UTC
Update Date2016-11-09 01:09:10 UTC
Accession NumberCHEM003582
Identification
Common Name2-Amino-6-methyldipyrido(1,2-a-3',2'-D)imidazole
ClassSmall Molecule
Description2-Amino-6-methyldipyrido(1,2-a-3',2'-D)imidazole is potent mutagen/carcinogens isolated from pyrolyzates of tryptophan and glutamic acid, respectively, and they have been found to exist in many cooked foods.
Contaminant Sources
  • FooDB Chemicals
  • IARC Carcinogens Group 2B
  • T3DB toxins
  • Tobacco Smoke Compounds
Contaminant Type
  • Cigarette Toxin
  • Food Toxin
  • Metabolite
  • Natural Compound
  • Organic Compound
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
2-Amino-6-methyldipyrid[1,2-a:3',2'-D]imidazoleKegg
2-Amino-6-methyl-dipyrido(1,2-a:3',2'-D)imidazoleHMDB
2-Amino-6-methyldipyrido(1,2-a-3',2'-D)imidazoleHMDB
2-Amino-6-methyldipyrido(1,2-a:3',2'-D)imidazoleHMDB
2-Amino-6-methyldipyridol(1,2-a:3',2'-D)imidazoleHMDB
6-Me-glu-p-2HMDB
6-Methyl-dipyrido(1,2-a:3',2'-D)imidazol-2-amineHMDB
6-Methyldipyrido(1,2-a:3',2'-D)imidazol-2-amineHMDB
6-Methyldipyrido[1,2-a:3',2'-D]imidazol-2-amine, 9ciHMDB
6-Methylimidazo[1,2-a:5,4-b']dipyridin-2-amineHMDB
6-Methylpyrido[3',2':4,5]imidazo[1,2-a]pyridin-2-amineHMDB
Glu p-1HMDB
Glu-p-1HMDB
Chemical FormulaC11H10N4
Average Molecular Mass198.224 g/mol
Monoisotopic Mass198.091 g/mol
CAS Registry Number67730-11-4
IUPAC Name10-methyl-1,3,8-triazatricyclo[7.4.0.0²,⁷]trideca-2(7),5,8,10,12-pentaen-4-imine
Traditional Name10-methyl-1,3,8-triazatricyclo[7.4.0.0²,⁷]trideca-2(7),5,8,10,12-pentaen-4-imine
SMILESCC1=CC=CN2C3=C(C=CC(=N)N3)N=C12
InChI IdentifierInChI=1S/C11H10N4/c1-7-3-2-6-15-10(7)13-8-4-5-9(12)14-11(8)15/h2-6H,1H3,(H2,12,14)
InChI KeyAYLURHVFAYRSHT-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as imidazopyridines. These are organic polycyclic compounds containing an imidazole ring fused to a pyridine ring. Imidazole is 5-membered ring consisting of three carbon atoms, and two nitrogen centers at the 1- and 3-positions. Pyridine is a 6-membered ring consisting of five carbon atoms and one nitrogen center.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassImidazopyridines
Sub ClassNot Available
Direct ParentImidazopyridines
Alternative Parents
Substituents
  • Imidazopyridine
  • Imidazo[1,2-a]pyridine
  • Aminopyridine
  • Methylpyridine
  • N-substituted imidazole
  • Pyridine
  • Imidolactam
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Azacycle
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic nitrogen compound
  • Amine
  • Primary amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Cytoplasm
  • Extracellular
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.3 g/LALOGPS
logP0.88ALOGPS
logP1.23ChemAxon
logS-2.8ALOGPS
pKa (Strongest Basic)9.03ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area53.18 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity71.48 m³·mol⁻¹ChemAxon
Polarizability21.26 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-7900000000-8a290d77c5087038c1f8Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-7900000000-8a290d77c5087038c1f8Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-006w-2900000000-d5430f841c3c788a9b27Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-70267db2d6010ca5fb33Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0900000000-fddf0ed21c86b8cb1bf8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00lr-3900000000-c09a00f359c30b4d20afSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-3d2fd63e5de0725be2e0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-7705d1b2af7f6f13a0ffSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05gj-0900000000-82ef970cd82b7f22dfecSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-05c168967d43c2ecbb41Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0900000000-05c168967d43c2ecbb41Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-053v-4900000000-a659168315f7413aad5bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-a0a4a639604076f03ed6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-a0a4a639604076f03ed6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-007k-0900000000-a872d644c2747020836cSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)2B, possibly carcinogenic to humans. (1)
Uses/SourcesThis is a toxic chemical found in cigarettes or generated by tobacco combustion.
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0029749
FooDB IDFDB000950
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID45327
ChEBI IDNot Available
PubChem Compound ID49971
Kegg Compound IDC19244
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.