3-Methylene-indolenine (BioCAD00000024761)

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Metabolite Card

Formula: C9H7N (129.0578)
SMILES: C=C1C=NC2=CC=CC=C12

Synonyms [en]

3-Methyleneindolenine; 3-methylene-indolenine; 3-Methylene-3H-indole; 3-methylideneindole; 3-methyleneindole; 3-methylidene-3H-indole

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

3-Methylene-indolenine. 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: BioCAD00000024761). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

3-Methylene-indolenine is an electrophilic molecule produced by the action of cytochrome P450 2F1 on 3-methylindole (3MI). 3-Methylindole (3MI) is a naturally occurring pulmonary toxin that requires metabolic activation. In particular, 3MI-induced pneumotoxicity arises from cytochrome P-450-catalyzed dehydrogenation of 3MI to an electrophilic methylene imine (3-methyleneindolenine), which covalently binds to cellular macromolecules. Members of the CYP2F gene subfamily are selectively expressed in lung tissues and have been implicated as important catalysts in the formation of reactive intermediates from several pneumotoxic chemicals. (PMID: 10383923).

Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 40642-83-9
  • PubChem: 170404
  • ChEBI: ChEBI:63905
  • HMDB: HMDB0011664
  • HMDB: HMDB11664
  • NCBI MeSH: 3-methyleneindolenine
  • Metlin: METLIN_62407
  • Coconut NaturalProduct: CNP0049672.0

Class / Ontology

Metabolic Network
ID EC Number Name
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
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-DRE-211897 Cytochrome P450 - arranged by substrate type
Reactome:R-DDI-211859 Biological oxidations
Reactome:R-DDI-211981 Xenobiotics
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
Reactome:R-XTR-211897 Cytochrome P450 - arranged by substrate type
Reactome:R-BTA-211859 Biological oxidations
Reactome:R-CFA-211897 Cytochrome P450 - arranged by substrate type
Reactome:R-DRE-211945 Phase I - Functionalization of compounds
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