ISOSILEROLIDE
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Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 6440771
Name
ISOSILEROLIDE
IUPAC name
(3S,3aR,5aS,6R,9aR,9bS)-6-acetoxy-3,5a,9-trimethyl-2-oxo-2,3,3a,4,5,5a,6,7,9a,9b-decahydronaphtho[1,2-b]furan-3-yl (Z)-2-methylbut-2-enoate
SMILES
[C@@H]1([C@@]2([C@@H](C(=CC1)C)[C@H]1[C@@H](CC2)[C@](C(=O)O1)(C)OC(=O)/C(=C\C)/C)C)OC(=O)C
Molecular formula
C22H30O6
Molecular weight
390.48 g/mol
Monoisotopic mass
390.2042 Da
Chemical classification: NPClassifier (Kim et al., 2021)
| Plant | Plant part | Amount | Reference |
|---|---|---|---|
| Siler montanum Crantz subsp. montanum | rhizome | - |
Smitalova, Z., Budesinsky, M., Saman, D., Vasickova, S., Holub, M. (1984). Components of the extract from the underground parts of Laserpitium siler L. of slovenian origin, mainly sesquiterpenic lactones. Collect Czech Chem Commun, 49(4), 852-870 doi:10.1135/cccc19840852
|
| Siler montanum Crantz subsp. montanum | root | - |
Holub, M., Budesinsky, M., Smitalova, Z., Saman, D., Rychlewska, U. (1982). 5-beta-h,6-alpha-h,7-alpha-h,10-alpha-ch3-eudesman-6,12-olides: a novel stereochemical group of natural sesquiterpene lactones. Stereostructure of isosilerolide. Tetrahedron Lett, 23(46), 4853-4856 doi:10.1016/s0040-4039(00)85731-7
|
| Siler montanum Crantz subsp. montanum | root | - |
Holub, M., Budesinsky, M., Smitalova, Z., Saman, D., Rychlewska, U. (1986). Structure of isosilerolide, relative and absolute configuration of silerolide and lasolide. sesquiterpenic lactones of new stereoisomeric type of eudesmanolides. Collect Czech Chem Commun, 51(4), 903-929 doi:10.1135/cccc19860903
|