CHEBI:76604 - MeIQx

ChEBI IDCHEBI:76604
ChEBI NameMeIQx
Stars
DefinitionAn imidazoquinoxaline that is 3H-imidazo[4,5-f]quinoxaline substituted at positions 3 and 8 by methyl groups and at position 2 by an amino group. A mutagenic compound found in cooked beef.
Last Modified20 April 2017
SubmitterSteve
DownloadsMolfile
FormulaC11H11N5
Net Charge0
Average Mass213.244
Monoisotopic Mass213.10145
SMILESCc1cnc2ccc3c(nc(N)n3C)c2n1
InChIInChI=1S/C11H11N5/c1-6-5-13-7-3-4-8-10(9(7)14-6)15-11(12)16(8)2/h3-5H,1-2H3,(H2,12,15)
InChIKeyDVCCCQNKIYNAKB-UHFFFAOYSA-N
Roles Classification
Chemical Roles:
Maillard reaction product  Any thermal degradation product obtained as a result of a chemical reaction between an amino acid and a reducing sugar (Maillard reaction, a non-enzymatic browning procedure that usually imparts flavour to starch-based food products).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
genotoxin  A role played by a chemical compound to induce direct or indirect DNA damage. Such damage can potentially lead to the formation of a malignant tumour, but DNA damage does not lead inevitably to the creation of cancerous cells.
mutagen  An agent that increases the frequency of mutations above the normal background level, usually by interacting directly with DNA and causing it damage, including base substitution.
carcinogenic agent  A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.
ChEBI Ontology
Outgoing Relation(s)
MeIQx (CHEBI:76604) has role carcinogenic agent (CHEBI:50903)
MeIQx (CHEBI:76604) has role genotoxin (CHEBI:50902)
MeIQx (CHEBI:76604) has role Maillard reaction product (CHEBI:77523)
MeIQx (CHEBI:76604) has role mutagen (CHEBI:25435)
MeIQx (CHEBI:76604) is a aromatic amine (CHEBI:33860)
MeIQx (CHEBI:76604) is a imidazoquinoxaline (CHEBI:76605)
Incoming Relation(s)
N-hydroxy-MeIQx (CHEBI:133915) has functional parent MeIQx (CHEBI:76604)
IUPAC Name 
3,8-dimethyl-3H-imidazo[4,5-f]quinoxalin-2-amine
Synonyms  Source
8-Methyl-IQXKEGG COMPOUND
2-Amino-3,8-dimethylimidazo[4,5-f]quinoxalineKEGG COMPOUND
2-Amino-3,8-dimethyl-3H-imidazo(4,5-f)quinoxalineChemIDplus
8-MeIQXChemIDplus
Manual XrefsDatabases
C19255KEGG COMPOUND
HMDB0029864HMDB
Registry NumbersSources
Reaxys:4188271Reaxys
CAS:77500-04-0KEGG COMPOUND
CAS:77500-04-0ChemIDplus
Citations