Naphthalene epoxide (BioCAD00000020673)

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Metabolite Card

Formula: C10H8O (144.0575)
SMILES: O1C2C=CC3=CC=CC=C3C12

Synonyms [en]

1,2-Epoxy-1,2-dihydronaphthalene; Naphthalene 1,2-epoxide; naphthalene 1,2-oxide; Naphthalene-1,2-oxide; 1,2-Epoxy-1,2-dihydro-naphthalene; Naphthalene oxide

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Naphthalene epoxide. 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: BioCAD00000020673). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Naphthalene epoxide is an epoxide derivative of naphthalene. The toxicity of naphthalene has to do with the Phase I metabolism of this compound by cytochrome P450 monooxygenases. Deactivation of naphthalene involves epoxidation followed by glutathione conjugation and mercapturic acid formation. Naphthalene is stereoselectively metabolized to form (1R,2S)-Naphthalene epoxide and (1S,2R)-Naphthalene epoxide in the presence of CYP1A1 and CYP1A2, CYP2E1,CYP3A4 and CYP2A6. (PMID: 16959878).

Cytoplasm Extracellular
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 17180-88-0
  • PubChem: 108063
  • ChEBI: ChEBI:52431
  • HMDB: HMDB0006215
  • BioCyc: CPD-20311
  • NCBI MeSH: naphthalene 1,2-oxide
  • Wikipedia: Benzo(a)pyrene

Class / Ontology

Metabolic Network
ID EC Number Name
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
PathBank:SMP0000853 Glutathione Metabolism
PathBank:SMP0121300 Glutathione Metabolism
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