GRADOLIDE

Structure

2D structure of GRADOLIDE
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 5281468

Names and identifiers

Name

GRADOLIDE

Also reported as

TAROLIDE

IUPAC name

(3S,3aR,4S,6S,6aS,9aS,9bS)-6-hydroxy-3,6,9-trimethyl-2-oxo-2,3,3a,4,5,6,6a,7,9a,9b-decahydroazuleno[4,5-b]furan-3,4-diyl (2Z,2'Z)-bis(2-methylbut-2-enoate)

SMILES

C/C=C(/C)\C(=O)O[C@H]1C[C@]([C@H]2CC=C([C@H]2[C@H]3[C@@H]1[C@](C(=O)O3)(C)OC(=O)/C(=C\C)/C)C)(C)O

General information

Molecular formula

C25H34O7

Molecular weight

446.54 g/mol

Monoisotopic mass

446.2305 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
No

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

Plants with the compound

Plant Plant part Amount Reference
Siler montanum Crantz subsp. montanum aerial parts -
Stefanovic, M., Mladenovic, S., Dermanovic, M., Jeremic, D. (1977). Sesquiterpene lactones from Laserpitium Siler (Umbelliferae). Glas Hem Drus Beograd, 42, 639
Siler montanum Crantz subsp. montanum fruit -
Holub, M., Motl, O., Samek, Z. (1978). The structure and relative and absolute configuration of the sesquiterpenic lactones gradolide and polhovlide from Laserpitium Siler. Collect Czech Chem Commun, 43, 2471 doi:10.1135/cccc19782471
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