JACOBINE
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Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 442741
Name
JACOBINE
IUPAC name
(2S,3S,5'R,6'R,9a1'R,14a'R)-6'-hydroxy-3,5',6'-trimethyl-5',6',9',9a1',11',13',14',14a'-octahydro-2'H-spiro[oxirane-2,3'-[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine]-2',7'(4'H)-dione
SMILES
C[C@@H]1C[C@]2([C@@H](O2)C)C(=O)O[C@@H]3CCN4[C@@H]3C(=CC4)COC(=O)[C@]1(C)O
Molecular formula
C18H25NO6
Molecular weight
351.40 g/mol
Monoisotopic mass
351.1682 Da
Chemical classification: NPClassifier (Kim et al., 2021)
| Plant | Plant part | Amount | Reference |
|---|---|---|---|
| Jacobaea erucifolia (L.) G.Gaertn., B.Mey. & Scherb. subsp. erucifolia | - | - |
Willaman, J.J., Schubert, B.G. (1961). Alkaloid bearing plants and their contained alkaloids.
|
| Senecio vulgaris L. subsp. vulgaris | - | - |
Ramsdell, H.S., Buhler, D.R. (1981). High-performance liquid chromatographic analysis of pyrrolizidine (Senecio) alkaloids using a reversed-phase styrene-divinylbenzene resin column. J Chromatogr, 210, 154-158 doi:10.1016/s0021-9673(00)91193-2
|
| Senecio vulgaris L. subsp. vulgaris | - | - |
Reed, R.L., Reed, B.M., Buhler, D.R. (1985). Biosynthesis of radiolabeled pyrrolizidine alkaloids from Senecio jacobaea and Senecio vulgaris. Planta Med, 51(5), 472 doi:10.1055/s-2007-969565
|
| Senecio vulgaris L. subsp. vulgaris | - | - |
Willaman, J.J., Schubert, B.G. (1961). Alkaloid bearing plants and their contained alkaloids.
|
| Senecio vulgaris L. subsp. vulgaris | aerial parts | - |
Parker, C.E., Verma, S., Tomer, K.B., Reed, R.L., Buhler, D.R. (1990). Determination of Senecio alkaloids by thermospray liquie chromatography/mass spectrometry. Biomed Environ Mass Spectrom, 19(1), 1-12 doi:10.1002/bms.1200190102
|
| Senecio vulgaris L. subsp. vulgaris | seedling | - |
Reed, R.L., Reed, B.M., Buhler, D.R. (1985). Biosynthesis of radiolabeled pyrrolizidine alkaloids from Senecio jacobaea and Senecio vulgaris. Planta Med, 51(5), 472 doi:10.1055/s-2007-969565
|