(-)-Cyclopenine (BioCAD00000000041)

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Metabolite Card

Chinese Name: (-)-环匹阿尼碱
Formula: C17H14N2O3 (294.1004)
SMILES: 

CN1C(=O)C2=CC=CC=C2NC(=O)C13C(O3)C4=CC=CC=C4

Synonyms [en]

(-)-Cyclopenine; (3S,3'R)-4-METHYL-3'-PHENYL-1H-SPIRO[1,4-BENZODIAZEPINE-3,2'-OXIRANE]-2,5-DIONE; Spiro[3H-1,4-benzodiazepine-3,2'-oxirane]-2,5(1H,4H)-dione, 4-methyl-3'-phenyl-; (-)-Cyclopenin; (+/-)-Cyclopenine; (3S,3'R)-4-methyl-3'-phenylspiro[1H-1,4-benzodiazepine-3,2'-oxirane]-2,5-dione

Reviewed

Last reviewed on 2026-04-16.

Cite this Page

(-)-Cyclopenine. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/Cyclopenine (retrieved 2026-08-20) (CAD Registry RN: BioCAD00000000041). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Cyclopenin is a benzodiazepine. Cyclopenin has been reported in Penicillium cyclopium and Penicillium aurantiogriseum with data available.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 20007-87-8
  • PubChem: 271117
  • PubChem: 73525
  • ChEBI: ChEBI:193018
  • ChEBI: ChEBI:193522
  • KEGG: C22623
  • NCBI MeSH: cyclopenin
  • metaboanalyst: e6db688bc579528e72f34bc4228697a1

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R13111 1.14.11.81 dehydrocyclopeptine,2-oxoglutarate:oxygen oxidoreductase ((-)-cyclopenine-forming)
KEGG:R13135 4.1.99.27 (-)-cyclopenine methyl-isocyanate lyase (viridicatin-forming)
Rhea:RHEA:73416 4.1.99.27 (−)-cyclopenine => viridicatin + methyl isocyanate + H+
Rhea:RHEA:73417 4.1.99.27 viridicatin + methyl isocyanate + H+ => (−)-cyclopenine
Rhea:RHEA:73418 4.1.99.27 (−)-cyclopenine <=> viridicatin + methyl isocyanate + H+
Rhea:RHEA:74484 1.14.11.81 (Z)-dehydrocyclopeptine + 2-oxoglutarate + O2 => (−)-cyclopenine + succinate + CO2
Rhea:RHEA:74485 1.14.11.81 (−)-cyclopenine + succinate + CO2 => (Z)-dehydrocyclopeptine + 2-oxoglutarate + O2
Rhea:RHEA:74486 1.14.11.81 (Z)-dehydrocyclopeptine + 2-oxoglutarate + O2 <=> (−)-cyclopenine + succinate + CO2
BioCyc:RXN-16977 1.14.11.- cyclopenin dioxygenase
BioCyc:RXN-16978 CPD-18296 --> CPD-18297 + CPD-18305 + PROTON
Rhea:RHEA:73415 [73415] (-)-cyclopenine = viridicatin + methyl isocyanate + H(+)
Rhea:RHEA:74483 [74483] (Z)-dehydrocyclopeptine + 2-oxoglutarate + O2 = (-)-cyclopenine + succinate + CO2
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Mass Spectrum
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
BioCyc:META_PWY-7704 viridicatin biosynthesis
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