JACOZINE

Structure

2D structure of JACOZINE
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 119052

Names and identifiers

Name

JACOZINE

IUPAC name

(2S,3S,6'R,9a1'R,14a'R)-6'-hydroxy-3,6'-dimethyl-5'-methylene-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]1[C@@]2(O1)CC(=C)[C@@](C(=O)OCC3=CCN4[C@H]3[C@@H](CC4)OC2=O)(C)O

General information

Molecular formula

C18H23NO6

Molecular weight

349.38 g/mol

Monoisotopic mass

349.1525 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
No

Chemical classification: NPClassifier (Kim et al., 2021)

Plants with the compound

Plant Plant part Amount Reference
Jacobaea erucifolia (L.) G.Gaertn., B.Mey. & Scherb. subsp. erucifolia - -
Kompis, I., Santavy, F. (1962). Alkaloids of Senecio erucifolius. Collect Czech Chem Commun, 27, 1413
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 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