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sesquiterpene lactone
Any member of a diverse class of complex, multicyclic phytochemicals showing a variety of skeleton arrangements and bioactivities, and having in common a sesquiterpenoid structure including a lactone ring.
ChEBI ID: 37667
Members (53)
| Member | Definition | Role |
|---|---|---|
| (2S,5S,6S,9S)-5,9,13-Trimethyl-3-oxatricyclo[7.4.0.0<2,6>]trideca-1(13),10-die ne-4,12-dione | ]trideca-1(13),10-die-ne-4,12-dione.html>(2S,5S,6S,9S)-5,9,13-Trimethyl-3-oxatricyclo[7.4.0.0<2,6>]trideca-1(13),10-die ne-4,12-dione | |
| 11alpha,13-dihydrohelenalin | Plenolin | |
| 2-hydroxyalantolactone | 2alpha-Hydroxyalantolactone | |
| 6-Hydroxy-5a-methyl-3,9-dimethylidenedecahydronaphtho[1,2-b]furan-2(3h)-one | 6-Hydroxy-5a-methyl-3,9-dimethylidenedecahydronaphtho[1,2-b]furan-2(3h)-one | |
| absynthin | A dimeric sesquiterpene lactone that is produced by the plant Artemisia absinthium (Wormwood). The bitter tasting constituent of Absinthe. | absinthin |
| ainsliadimer a | A sesquiterpene lactone isolated from the whole plants of Ainsliaea macrocephala; exhibits inhibitory activity against production of nitric oxide (NO). | ainsliadimer A |
| alantolactone | A sesquiterpene lactone that is 3a,5,6,7,8,8a,9,9a-octahydronaphtho[2,3-b]furan-2-one bearing two methyl substituents at positions 5 and 8a as well as a methylidene substituent at position 3. | alantolactone |
| ambrosin | Ambrosin | |
| angustibalin | Angustibalin | |
| arenaemycin e | A sesquiterpene lactone that is isolated from several Streptomyces species and exhibits antibiotic activity. | pentalenolactone |
| arglabin | An organic heterotetracyclic compound and guaianolide sesquiterpene lactone that is acrylic acid which is substituted at position 2 by a 4-hydroxy-3,8-dimethyl-1,3a,4,5,6,7-hexahydroazulen-5-yl group in which the double bond in the 7-membered ring has been epoxidised and in which the hydroxy group and the carboxy group have undergone formal condensation to give the corresponding gamma-lactone. It is found in Artemisia glabella. Arglabin-DMA HCl, the hydrochloride salt of the adduct resulting from the conjugate addition of dimethylamine to the ene-lactone moiety, has been successfully used in Khazakhstan for the treatment of breast, colon, ovarian and lung cancers. | arglabin |
| arnicolide d | Arnicolide D | |
| aromaticin | A sesquiterpene lactone that is 3,3a,4,4a,7a,8,9,9a-octahydroazuleno[6,5-b]furan-2,5-dione substituted by methyl groups at positions 4a and 8 and a methylidene group at position 3. Isolated from the aerial parts of Inula hupehensis, it exhibits anti-inflammatory activity. | aromaticin |
| Artemin | Artemin | |
| artemisinin | A sesquiterpene lactone obtained from sweet wormwood, Artemisia annua, which is used as an antimalarial for the treatment of multi-drug resistant strains of falciparum malaria. | (+)-artemisinin |
| atractylenolide ii | Atractylenolide II | |
| bigelovin | A sesquiterpene lactone that is 3,3a,4,4a,7a,8,9,9a-octahydroazuleno[6,5-b]furan-2,5-dione substituted by methyl groups at positions 4a and 8, a methylidene group at position 3 and an acetoxy group at position 4. Isolated from Inula hupehensis, it exhibits antineoplastic activity. | bigelovin |
| bilobalide | A terpenoid trilactone found in extracts of Ginkgo biloba. | bilobalide |
| Cadabicilone | Cadabicilone | |
| Canin | Canin | |
| coronopilin | Coronopilin | |
| cynaropicrin | Cynaropicrin | |
| damsin | Damsin | |
| dehydrocostus lactone | An organic heterotricyclic compound and guaianolide sesquiterpene lactone that is acrylic acid which is substituted at position 2 by a 4-hydroxy-3,8-bis(methylene)decahydoazulen-5-yl group and in which the hydroxy group and the carboxy group have undergone formal condensation to afford the corresponding gamma-lactone. | dehydrocostus lactone |
| enhydrin | Enhydrin | |
| eremanthin | Eremanthin | |
| eremophilenolide | Eremophilenolide | |
| ergolide | A sesquiterpene lactone that is decahydroazuleno[6,5-b]furan-2,5-dione substituted by methyl groups at positions 4a and 8, a methylidene group at position 3 and an acetyloxy group at position 4. It has been isolated from the aerial parts of Inula hupehensis. | ergolide |
| eudesmanolide | Telekin | |
| Euparotin acetate | Euparotin acetate | |
| gaillardin | Gaillardin | |
| grosheimin | Grosshemin | |
| helenalin | A sesquiterpene lactone that is 3,3a,4,4a,7a,8,9,9a-octahydroazuleno[6,5-b]furan-2,5-dione substituted by a hydroxy group at position 4, methyl groups at positions 4a and 8 and a methylidene group at position 3 (the 3aS,4S,4aR,7aR,8R,9aR stereoisomer). | helenalin |
| inuviscolide | A sesquiterpene lactone that is decahydroazuleno[6,5-b]furan-2(3H)-one substituted by a hydroxy group at position 5, a methyl group at position 5 and methylidene groups at positions 3 and 8 (the 3aR,4aR,5R,7aS,9aS stereoisomer). Isolated from the aerial parts of Inula hupehensis, it exhibits anti-inflammatory activity. | inuviscolide |
| isoalantolactone | A sesquiterpene lactone of the eudesmanolide group. It has been isolated from Inula helenium. | isoalantolactone |
| lactucin | An azulenofuran that is 3-methylidene-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-2,7-dione carrying additional hydroxy, methyl and hydroxymethyl substituents at positions 4, 6 and 9 respectively (the 3aR,4S,9aS,9bR-diastereomer). Found in chicory. | lactucin |
| leucodin | Desacetoxymatricarin | |
| matricin | Matricin | |
| megestrol acetate | A sesquiterpene lactone with formula C15H20O8. It is a neurotoxic natural product found in plants of the family Illiciaceae. | anisatin |
| Mexicanin I | Mexicanin I | |
| micheliolide | Micheliolide | |
| microlenin | Microlenin | |
| parthenin | Parthenin | |
| parthenolide | A sesquiterpene lactone and active principle of Feverfew (Tanacetum parthenium). | parthenolide |
| pentalenolactone f | A tetracyclic sesquiterpene lactone obtained by formal epoxidation of the 4-methylene group of pentalenolactone E. | pentalenolactone F |
| reynosin | A sesquiterpene lactone of the eudesmanolide group, found particularly in Magnolia grandiflora and Laurus nobilis. | reynosin |
| santamarine | A sesquiterpene lactone of the eudesmanolide group. | santamarin |
| tenulin | Tenulin | |
| thapsigargin | An organic heterotricyclic compound that is a hexa-oxygenated 6,7-guaianolide isolated fron the roots of Thapsia garganica L., Apiaceae. A potent skin irritant, it is used in traditional medicine as a counter-irritant. Thapsigargin inhibits Ca(2+)-transporting ATPase mediated uptake of calcium ions into sarcoplasmic reticulum and is used in experimentation examining the impacts of increasing cytosolic calcium concentrations. | thapsigargin |
| tomentosin | Tomentosin | |
| trilobolide | Trilobolide | |
| xanthatin | Xanthatin | |
| zaluzanin C | A sesquiterpene lactone that is decahydroazuleno[4,5-b]furan-2(3H)-one substituted by methylidene groups at positions 3, 6 and 9 and a hydroxy group at position 8. | zaluzanin C |
Research
Studies (8,924)
| Timeframe | Studies, Drugs in This Class (%) | All Drugs % |
|---|---|---|
| pre-1990 | 224 (2.51) | 18.7374 |
| 1990's | 2,294 (25.71) | 18.2507 |
| 2000's | 2,892 (32.41) | 29.6817 |
| 2010's | 2,801 (31.39) | 24.3611 |
| 2020's | 713 (7.99) | 2.80 |
Study Types
| Publication Type | Studies, Drugs in This Class (%) | All Drugs (%) |
|---|---|---|
| Trials | 145 (1.54%) | 5.53% |
| Reviews | 533 (5.66%) | 6.00% |
| Case Studies | 54 (0.57%) | 4.05% |
| Observational | 9 (0.10%) | 0.25% |
| Other | 8,682 (92.14%) | 84.16% |