| Identification | Back Directory | [Name]
Petasitenine | [CAS]
60102-37-6 | [Synonyms]
C10359
Petasitenine
PETASITINENE
Fukinotoxin【neutral】
Petasitenine【neutral】
(15R,20R)-15,20-Epoxy-15,20-dihydro-12-hydroxy-4-methyl-4,8-secosenecionan-8,11,16-trione
Spiro[2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-4,2'-oxirane]-3,8,17-trione, 7-hydroxy-3',6,7,14-tetramethyl-, (1R,2'R,3'R,6R,7R)- | [Molecular Formula]
C19H27NO7 | [MDL Number]
MFCD01708830 | [MOL File]
60102-37-6.mol | [Molecular Weight]
381.42 |
| Chemical Properties | Back Directory | [Melting point ]
129.5°C | [Boiling point ]
508.82°C (rough estimate) | [density ]
1.2977 (rough estimate) | [refractive index ]
1.5180 (estimate) | [pka]
12.75±0.60(Predicted) | [color ]
Crystals from C6H6/hexane or Me2CO | [IARC]
3 (Vol. 31, Sup 7) 1987 |
| Hazard Information | Back Directory | [Description]
A pyrrolizidine alkaloid, petasitenine occurs, together with neopetasitenine (q.v.)
in Petasites japonicus Maxim. Like the accompanying base, it possesses strong
hepatotoxic properties. | [Uses]
Petasitenine (Fukinotoxin) is a pyrrolizidine alkaloid that can be found in the plant Petasites japonicus, which is a carcinogenic metabolite of neopetasitenine. Petasitenine causes lactate dehydrogenase leakage, and exhibits hepatotoxicity[1]. | [Definition]
ChEBI: Petasitenine is a spiro-epoxide. | [Safety Profile]
Questionable carcinogen with experimental carcinogenic data.Mutation data reported. Used as a food and herbal remedy. When heated to decomposition it emits toxic fumes of NOx. | [References]
Yamada etal., Chem.Lett.,461 (1976) |
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