Metabolite Card
Formula: C8H7NO2 (149.0477)
SMILES: CC(=O)N=C1C=CC(=O)C=C1
Synonyms [en]
Napqi; N-Acetyl-4-benzoquinoneimine, 3,5-(14)C-labeled CPD; N-(4-oxocyclohexa-2,5-dien-1-ylidene)acetamide; N-acetyl-p-benzoquinoneimine; N-Acetyl-p-benzoquinone imine; 4-Acetylimino-2,5-cyclohexadien-1-one
Last reviewed on 2024-06-28.
Cite this Page
NAPQI. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000056000). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
NAPQI is a metabolite of acetaminophen. NAPQI (N-acetyl-p-benzoquinone imine) is a toxic byproduct produced during the xenobiotic metabolism of the analgesic paracetamol (acetaminophen). It is normally produced only in small amounts, and then almost immediately detoxified in the liver. However, under some conditions in which NAPQI is not effectively detoxified (usually in case of paracetamol overdose), it causes severe damage to the liver. (Wikipedia)
DBLinks
- CAS Registry Number: 50700-49-7
- PubChem CID: 39763
- ChEBI: 29132
- HMDB: HMDB0060946
- LipidMaps:
- KEGG:
- BioCyc:
- NCBI MeSH: N-acetyl-4-benzoquinoneimine
- Wikipedia: NAPQI
Other DBLinks
- CAS Registry Number: 50700-49-7
- PubChem: 39763
- ChEBI: ChEBI:29132
- HMDB: HMDB0060946
- NCBI MeSH: N-acetyl-4-benzoquinoneimine
- Wikipedia: N-acetyl-p-benzoquinone_imine
- Wikipedia: NAPQI
Class / Ontology
- WishartLab ClassyFire: [Imines] Imines
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| Reactome:R-CEL-211999 | CYP2E1 reactions |
| Reactome:R-DDI-211999 | CYP2E1 reactions |
| Reactome:R-BTA-1430728 | Metabolism |
| Reactome:R-BTA-211945 | Phase I - Functionalization of compounds |
| Reactome:R-BTA-211981 | Xenobiotics |
| Reactome:R-CEL-211859 | Biological oxidations |
| Reactome:R-CEL-211981 | Xenobiotics |
| Reactome:R-CFA-1430728 | Metabolism |
| Reactome:R-CFA-211999 | CYP2E1 reactions |
| Reactome:R-DRE-211897 | Cytochrome P450 - arranged by substrate type |
| Reactome:R-DDI-211859 | Biological oxidations |
| Reactome:R-DDI-211981 | Xenobiotics |
| Reactome:R-GGA-211999 | CYP2E1 reactions |
| Reactome:R-HSA-211859 | Biological oxidations |
| Reactome:R-MMU-1430728 | Metabolism |
| Reactome:R-MMU-211859 | Biological oxidations |
| Reactome:R-RNO-211945 | Phase I - Functionalization of compounds |
| Reactome:R-RNO-211981 | Xenobiotics |
| Reactome:R-SSC-211945 | Phase I - Functionalization of compounds |
| Reactome:R-SSC-211981 | Xenobiotics |