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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% |