JACOLINE

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JACOLINE Basic information
Product Name:JACOLINE
Synonyms:JACOLINE;Jacolin;[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)-;(20R)-12,15,20-trihydroxy-(15αH)-15,20-dihydro-senecionane-11,16-dione
CAS:480-76-2
MF:C18H27NO7
MW:369.41
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Mol File:480-76-2.mol
JACOLINE Structure
JACOLINE Chemical Properties
Melting point 221°C
Boiling point 583.5±50.0 °C(Predicted)
density 1.36±0.1 g/cm3(Predicted)
pka12.40±0.60(Predicted)
Safety Information
MSDS Information
JACOLINE Usage And Synthesis
DescriptionA 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.
UsesJacoline is a potentially carcinogenic, mutagenic, and teratogenic hepatotoxic alkaloid found in the nectar of tansy ragwort (S. jacobaea).
ReferencesBradbury, Culvenor., Chern. & Ind., 1021 (1954)
Bradbury, Culvenor., Austral. J. Chern., 7,378 (1954)
Bradbury, Willis., ibid, 9,258 (1956)
Geissman" ibid, 12,247 (1959)
JACOLINE Preparation Products And Raw materials
Tag:JACOLINE(480-76-2) Related Product Information
2,3,5,7a-Tetrahydro-1H-pyrrolizine (R)-Ethyl 3-methyl-2-hydroxybutanoate DL-Leucic acid isopropyl ester 3-Propoxypyrrolidine 3-Butoxypyrrolidine retronecine (2S)-2,3-Dihydroxy-2-methyl-propanoic Acid Methyl Ester 90% (S)-ALLYL LACTATE JACOLINE