EUPATORIOPICRIN
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Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 5281461
Name
EUPATORIOPICRIN
IUPAC name
(3aR,4R,6E,10E,11aR)-6,10-dimethyl-3-methylene-2-oxo-2,3,3a,4,5,8,9,11a-octahydrocyclodeca[b]furan-4-yl (E)-4-hydroxy-2-(hydroxymethyl)but-2-enoate
SMILES
C/C/1=C\[C@@H]2[C@@H]([C@@H](C/C(=C/CC1)/C)OC(=O)/C(=C/CO)/CO)C(=C)C(=O)O2
Molecular formula
C20H26O6
Molecular weight
362.42 g/mol
Monoisotopic mass
362.1729 Da
Chemical classification: NPClassifier (Kim et al., 2021)
| Plant | Plant part | Amount | Reference |
|---|---|---|---|
| Eupatorium cannabinum L. subsp. cannabinum | - | - |
Geissman, T.A., Atala, S. (1971). Distribution of eupatoriopicrin in Compositae. Phytochemistry, 10, 1075-1077 doi:10.1016/s0031-9422(00)89941-0
|
| Eupatorium cannabinum L. subsp. cannabinum | - | - |
Mitchell, J.C., Dupuis, G. (1971). Allergic contact dermatitis from sesquiterpenoids of the Compositae family of plants. Brit J Dermatol, 84, 139-149 doi:10.1111/j.1365-2133.1971.tb06857.x
|
| Eupatorium cannabinum L. subsp. cannabinum | - | - |
Rucker, G., Heiden, K., Schenkel, E. (2001). Antitumor-active lactones from Kaunia rufescens and Eupatorium cannabinum J Indian Inst Sci Sect C, 81(3), 333-334
|
| Eupatorium cannabinum L. subsp. cannabinum | aerial parts | - |
Dolejs, L., Herout, V. (1962). On terpenes. cxlv. constitution of eupatoriopicrin, a germacranolide from Eupatorium cannabinum. Collect Czech Chem Commun, 27(11), 2654-2661 doi:10.1135/cccc19622654
|
| Eupatorium cannabinum L. subsp. cannabinum | flower | - |
Drozdz, B., Bialek-grygiel, G. (1971). Sesquiterpene lactones. part V. composition of lactone fraction of leaves and infloresence of Eupatorium cannabinum L. Diss Pharm Pharmacol, 23, 537-540
|
| Eupatorium cannabinum L. subsp. cannabinum | flower | - |
Rucker, G., Schenkel, E.P., Manns, D., Mayer, R., Hausen, B.M., Heiden, K. (1997). Allergenic sesquiterpene lactones from Eupatorium cannabinum L. and Kaunia rufescens (Lund ex De Candolle). Nat Toxins, 5(6), 223-227 doi:10.1002/(sici)1522-7189(1997)5:6
|
| Eupatorium cannabinum L. subsp. cannabinum | leaf | - |
Drozdz, B., Bialek-grygiel, G. (1971). Sesquiterpene lactones. part V. composition of lactone fraction of leaves and infloresence of Eupatorium cannabinum L. Diss Pharm Pharmacol, 23, 537-540
|
| Eupatorium cannabinum L. subsp. cannabinum | leaf | - |
Mitchell, J.C., Geissman, T.A., Dupus, G., Towers, G.H.N. (1971). Allergic contact dermatitis caused by Artemisa and Chrysanthemum species. J Invest Dermatol, 56(2), 98-101 doi:10.1111/1523-1747.ep12260664
|
| Eupatorium cannabinum L. subsp. cannabinum | root | - |
Pagani, F., Romussi, G. (1967). On the constituents of Eupatorium cannabinum L. var. syriacum (Jacq.). Farmaco Ed Prat, 22, 771-785
|