| Identification | Back 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 |
| Hazard Information | Back 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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