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CHEBI:4935 - eupatolide
| Formula | C15H20O3 |
| Net Charge | 0 |
| Average Mass | 248.322 |
| Monoisotopic Mass | 248.14124 |
| SMILES | [H][C@@]12/C=C(\C)CC/C=C(\C)C[C@@H](O)[C@@]1([H])C(=C)C(=O)O2 |
| InChI | InChI=1S/C15H20O3/c1-9-5-4-6-10(2)8-13-14(12(16)7-9)11(3)15(17)18-13/h5,8,12-14,16H,3-4,6-7H2,1-2H3/b9-5+,10-8+/t12-,13-,14-/m1/s1 |
| InChIKey | PDEJECFRCJOMEN-OURLZOILSA-N |
| Species of Metabolite | Component | Source | Comments |
|---|---|---|---|
| Inula salsoloides (ncbitaxon:557660) | |||
| aerial part (BTO:0001658) | Article (Hu, X.J., Jin, H.Z., Liu, X.H. and Zhang, W.D. (2011) Two new sesquiterpenes from Inula salsoloides and their Inhibitory activities against NO production. Helv. Chim. Acta., 94(2), 306-312.) | ||
| whole plant (BTO:0001461) | Article (Zhou, B.N., Bai, N.S., Lin, L.Z. and Cordell, G.A. (1994) Sesquiterpene lactones from Inula salsoloides. Phytochemistry, 36(3), 721-724.) | ||
| Inula japonica (ncbitaxon:453958) | flower (BTO:0000469) | PubMed (27452450) | |
| Inula britannica (ncbitaxon:119176) | aerial part (BTO:0001658) | PubMed (16450294) | |
| Viguiera tucumanensis (IPNI:259962-1) | - | Article (Meragelman, K.M., Espinar, L.A., Sosa, V.E., Uriburu, M.L. and de la Fuente, J.R. (1996) Terpenoid constituents of Viguiera tucumanensis. Phytochemistry, 41(2), 499-502.) | |
| Eupatorium formosanum (ncbitaxon:103749) | - | PubMed (4335375) |
| Roles Classification |
|---|
| Biological Role: | plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. |
| Application: | antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| eupatolide (CHEBI:4935) has role antineoplastic agent (CHEBI:35610) |
| eupatolide (CHEBI:4935) has role plant metabolite (CHEBI:76924) |
| eupatolide (CHEBI:4935) is a germacranolide (CHEBI:73011) |
| eupatolide (CHEBI:4935) is a homoallylic alcohol (CHEBI:134362) |
| eupatolide (CHEBI:4935) is a secondary alcohol (CHEBI:35681) |
| eupatolide (CHEBI:4935) is a γ-lactone (CHEBI:37581) |
| IUPAC Name |
|---|
| (3aR,4R,6E,10E,11aR)-4-hydroxy-6,10-dimethyl-3-methylene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2(3H)-one |
| Synonym | Source |
|---|---|
| eupatolid | ChEBI |
| UniProt Name | Source |
|---|---|
| eupatolide | UniProt |
| Citations |
|---|