| Identification | Back Directory | [Name]
JACOZINE | [CAS]
5532-23-0 | [Synonyms]
JACOZINE
Spiro[[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine-3(2H),2'-oxirane]-2,7(4H)-dione, 5,6,9,11,13,14,14a,14b-octahydro-6-hydroxy-3',6-dimethyl-5-methylene-, (2'S,3'S,6R,14aR,14bR)- | [Molecular Formula]
C18H23NO6 | [MOL File]
5532-23-0.mol | [Molecular Weight]
349.38 |
| Hazard Information | Back Directory | [Description]
A Senecio alkaloid also present in S. Jacobea, this base has [α] D - 140° (CHC13)
and is hydrolyzed to retronecine and jacozinecic acid. The base contains a
methylene group and the ultraviolet spectrum has a single absorption maximum
at 233 mμ. | [Definition]
ChEBI: Jacozine is a pyrrolizine alkaloid that is seneciphylline in which the exocyclic double bond has been converted to the corresponding epoxide. It has a role as a Jacobaea metabolite. It is a macrocyclic lactone, an organic heterotricyclic compound, a pyrrolizine alkaloid, a spiro-epoxide, a tertiary alcohol and a tertiary amino compound. It is functionally related to a seneciphylline. | [References]
Bradbury, Culvenor., Chern. & Ind., 1021 (1954)
Bradbury, Culvenor.,Austrai. J. Chern., 7,378 (1954)
Bradbury, Willis., ibid, 9,258 (1956)
Culvenor., ibid, 17,233 (1964) |
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