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19553-26-5

19553-26-5 Structure

19553-26-5 Structure
IdentificationBack Directory
[Name]

Cyclopenin
[CAS]

19553-26-5
[Synonyms]

)-Isocyclopenin
)-Isocyclopenine
rel-Isocyclopenine
Spiro[3H-1,4-benzodiazepine-3,2'-oxirane]-2,5(1H,4H)-dione, 4-methyl-3'-phenyl-, (2'R,3'R)-rel-
[Molecular Formula]

C17H14N2O3
[MDL Number]

MFCD14635381
[MOL File]

19553-26-5.mol
[Molecular Weight]

294.3
Chemical PropertiesBack Directory
[Boiling point ]

572.5±50.0 °C(Predicted)
[density ]

1.40±0.1 g/cm3(Predicted)
[form ]

powder
[pka]

12.92±0.40(Predicted)
[color ]

White to slightly pink
Hazard InformationBack Directory
[Uses]

(±)-Isocyclopenine is the racemic form of metabolites of natural product cyclopeptine (C991620) isolated from Penicillium cyclopium. Intermediate in the biosynthesis of the viridicatins.
[Uses]

Cyclopenin is one of an unusual family of benzodiazepine metabolites produced by a number of Penicillium species. Often mistakenly referred to as a mycotoxin, cyclopenin shows little toxicity against mammalian cells, bacteria or fungi in vitro. Cyclopenin is an intermediate in the biosynthesis of 3-O-methyl viridicatin, a strong inhibitor of TNFα-induced replication HIV. Lack of availability has hitherto restricted a more intensive investigation of this interesting metabolite.
[storage]

+4°C
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