CHEBI:76604 - MeIQx

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name MeIQx
ChEBI ID CHEBI:76604
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C11H11N5
Net Charge 0
Average Mass 213.23850
Monoisotopic Mass 213.10145
InChI InChI=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)
InChIKey DVCCCQNKIYNAKB-UHFFFAOYSA-N
SMILES Cc1cnc2ccc3n(C)c(N)nc3c2n1
Roles Classification
Chemical Role(s): 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 (Bronsted acid).
(via organic amino compound )
Biological Role(s): 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.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
2-Amino-3,8-dimethyl-3H-imidazo(4,5-f)quinoxaline ChemIDplus
2-Amino-3,8-dimethylimidazo[4,5-f]quinoxaline KEGG COMPOUND
8-MeIQX ChemIDplus
8-Methyl-IQX KEGG COMPOUND
Manual Xrefs Databases
C19255 KEGG COMPOUND
HMDB0029864 HMDB
View more database links
Registry Numbers Types Sources
4188271 Reaxys Registry Number Reaxys
4188271 Beilstein Registry Number ChemIDplus
77500-04-0 CAS Registry Number KEGG COMPOUND
77500-04-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
22138251 PubMed citation Europe PMC
23600962 PubMed citation Europe PMC
23624435 PubMed citation Europe PMC
23681119 PubMed citation Europe PMC
23810796 PubMed citation Europe PMC
23862679 PubMed citation Europe PMC
23898916 PubMed citation Europe PMC
24168237 PubMed citation Europe PMC
24200580 PubMed citation Europe PMC
Last Modified
20 April 2017