ChemicalBook--->CAS DataBase List--->480-76-2

480-76-2

480-76-2 Structure

480-76-2 Structure
IdentificationBack Directory
[Name]

JACOLINE
[CAS]

480-76-2
[Synonyms]

Jacolin
JACOLINE
(20R)-12,15,20-trihydroxy-(15αH)-15,20-dihydro-senecionane-11,16-dione
[1,6]Dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione, 3,4,5,6,9,11,13,14,14a,14b-decahydro-3,6-dihydroxy-3-[(1R)-1-hydroxyethyl]-5,6-dimethyl-, (3R,5R,6S,14aR,14bR)-
[Molecular Formula]

C18H27NO7
[MOL File]

480-76-2.mol
[Molecular Weight]

369.41
Chemical PropertiesBack Directory
[Melting point ]

221°C
Hazard InformationBack Directory
[Description]

A pyrrolizidine alkaloid which is found in Senecio Jacobea, this base has [α]20D + 48° (CHC13 ) and is hydrolyzed by alkalies to retronecine and jacolinecic acid, ClOH1S0 7. The latter contains three hydroxyl and three methyl groups.
[Uses]

Jacoline is a potentially carcinogenic, mutagenic, and teratogenic hepatotoxic alkaloid found in the nectar of tansy ragwort (S. jacobaea).
[References]

Bradbury, Culvenor., Chern. & Ind., 1021 (1954)
Bradbury, Culvenor., Austral. J. Chern., 7,378 (1954)
Bradbury, Willis., ibid, 9,258 (1956)
Geissman" ibid, 12,247 (1959)
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