Chemical substance record

MeIQx

77500-04-0C₁₁H₁₁N₅213.244 g/mol

Organic/Inorganic Small MoleculeChEBI source record

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. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values

CAS number	77500-04-0	ChEBI ↗
Molecular formula	C₁₁H₁₁N₅	ChEBI ↗
Molar mass	213.244 g/mol	ChEBI ↗
Monoisotopic mass	213.10145 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:76604	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	213.24 g/mol	PubChem ↗
Exact mass	213.10144537 Da	PubChem ↗
Computed XLogP	1	PubChem ↗
Topological polar surface area (Å²)	69.6	PubChem ↗
H-bond donors	1	PubChem ↗
H-bond acceptors	4	PubChem ↗
Rotatable bonds	0	PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

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Source preferred name

MeIQx

IUPAC name

3,8-dimethyl-3H-imidazo[4,5-f]quinoxalin-2-amine

InChIKey

DVCCCQNKIYNAKB-UHFFFAOYSA-N

SMILES

Cc1cnc2ccc3c(nc(N)n3C)c2n1

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)

Names & synonyms

3,8-dimethyl-3H-imidazo[4,5-f]quinoxalin-2-amine

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

aromatic amineChEBI parent class · 33860 ↗imidazoquinoxalineChEBI parent class · 76605 ↗

organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

mutagengenotoxincarcinogenic agentMaillard reaction product

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass

Amount

Input unit

Equivalent amount

0.00468946 mol

Uses 213.244 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions

C

Carbon · 11 atoms

61.96%

N

Nitrogen · 5 atoms

32.84%

H

Hydrogen · 11 atoms

5.20%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations

Protective effects of xanthohumol against the genotoxicity of heterocyclic aromatic amines MeIQx and PhIP in bacteria and in human hepatoma (HepG2) cells. ↗Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association · 2012 Mar · PMID 22138251

Formation of heterocyclic amines in salami and ham pizza toppings during baking of frozen pizza. ↗Journal of food science · 2013 Jun · PMID 23600962

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:76604

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

Additional molecular descriptorsNCBI PubChem · CID 62275 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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