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CHEBI:76604 - MeIQx

Default Structure
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:
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.
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.
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
2-Amino-3,8-dimethyl-3H-imidazo(4,5-f)quinoxalineChemIDplus
2-Amino-3,8-dimethylimidazo[4,5-f]quinoxalineKEGG COMPOUND
8-MeIQXChemIDplus
8-Methyl-IQXKEGG COMPOUND
Manual XrefsDatabases
C19255KEGG COMPOUND
HMDB0029864HMDB
Registry NumbersSources
Reaxys:4188271Reaxys
CAS:77500-04-0ChemIDplus
CAS:77500-04-0KEGG COMPOUND
Citations