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sesquiterpenoid

Any terpenoid derived from a sesquiterpene. The term includes compounds in which the C15 skeleton of the parent sesquiterpene has been rearranged or modified by the removal of one or more skeletal atoms (generally methyl groups).

ChEBI ID: 26658

Members (75)

MemberDefinitionRole
(+)-(7S)-sydonic acidA sesquiterpenoid that is benzoic acid substituted by a hydroxy group at position 3 and a (2S)-2-hydroxy-6-methylheptan-2-yl group at position 4. It has been isolated from the sea fan derived fungus Aspergillus sydowii.(+)-(7S)-sydonic acid
2-[(4,4-dimethyl-2,6-dioxocyclohexyl)-(3-pyridinyl)methyl]-5,5-dimethylcyclohexane-1,3-dione2-[(4,4-dimethyl-2,6-dioxocyclohexyl)-(3-pyridinyl)methyl]-5,5-dimethylcyclohexane-1,3-dione
2-hydroxy-2,2-bis(4-methylphenyl)-N'-(2-pyridinyl)acetohydrazide2-hydroxy-2,2-bis(4-methylphenyl)-N'-(2-pyridinyl)acetohydrazide
4-nerolidylcatechol4-Nerolidylcatechol
5-methyl-2-(3-oxo-1,2,2-trimethylcyclopentyl)benzoquinoneEnokipodin B
7-hydroxycadalin7-Hydroxycadalene
albaflavenoneA carbotricyclic compound that is (+)-epi-isozizaene in which the hydrogens at position 5 have been replaced by an oxo group.albaflavenone
albicanolA drimane-type sesquiterpenoid orginally isolated from the liverwort Diplophyllum albicans. It exhibits fish antifeedant, antifungal and antineoplastic activities.(+)-albicanol
alpha-isomethylionone3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
anhydrovitamin aAnhydrovitamin A
ar-turmeroneA sesquiterpenoid that is 2-methylhept-2-en-4-one substituted by a 4-methylphenyl group at position 6. It has been isolated from Peltophorum dasyrachis.(+)-(S)-ar-turmerone
armillaridinarmillaridin
aromadendreneAromadendrene
artemetherAn artemisinin derivative that is artemisinin in which the lactone has been converted to the corresponding lactol methyl ether. It is used in combination with lumefantrine as an antimalarial for the treatment of multi-drug resistant strains of falciparum malaria.artemether
artemisic acidA monocarboxylic acid that is prop-2-enoic acid which is substituted at position 2 by a 4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl group (the 1S,4R,4aS,8aR diastereoisomer). It is a sesquiterpenoid precursor of artemisinin, obtained from sweet wormwood, Artemisia annua.(+)-artemisinic acid
artesunateAn artemisinin derivative that is the hemisuccinate ester of the lactol resulting from the reduction of the lactone carbonyl group of artemisinin. It is used, generally as the sodium salt, for the treatment of malaria.artesunate
ascochlorinA dihydroxybenzaldehyde that is 2,4-dihydroxybenzaldehyde which is substituted by a (1E,3E)-3-methyl-1-[(1R,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]penta-1,3-dien-5-yl group at position 3, chlorine at position 5, and a methyl group at position 6. A meroterpenoid produced by several fungi including Ascochyta viciae . It exhibits anticancer, antifungal and antiprotozoal activities.ascochlorin
ascofuranoneA dihydroxybenzaldehyde that is 2,4-dihydroxybenzaldehyde which is substituted by a (2E,6E)-7-[(2S)-5,5-dimethyl-4-oxotetrahydrofuran-2-yl]-3-methylocta-2,6-dien-1-yl group at position 3, chlorine at position 5, and a methyl group at position 6. A meroterpenoid produced by the soil fungus, Acremonium sclerotigenum. It is a promising drug candidate against the tropical disease, African trypanosomiasis.ascofuranone
astrogorgiadiolastrogorgiadiol B
atheronal-aSecosterol-A
atractylonAtractylone
aurachin dAurachin D
bakkenolide aBakkenolide A
bisabolol(-)-alpha-Bisabolol
bisabolol(+)-alpha-Bisabolol
bucladesineMacrocarpal C
budlein aBudlein A
chamazuleneChamazulene
cubebolA tertiary alcohol resulting from the formal addition of water to the double bond of alpha-cubebene.(-)-cubebol
curcumolCurcumol
cyperotundoneCyperotundone
deoxyelephantopinDeoxyelephantopin
dihydroartemisinic acidA monocarboxylic acid that is propanoic acid substituted at position 2 by a (1S,4R,4aS,8aR)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl group. It is a sesquiterpenoid precursor of the antimalarial drug, artemisinin.dihydroartemisinic acid
dihydroartemisininA sesquiterpenoid compound which is used as a drug for treatment of malaria.dihydroartemisinin
drimenolA sesquiterpenoid primary alcohol, being methanol in which one of the methyl hydrogens is substituted by a 2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl group.drimenol
elatolElatol
elemolA sesquiterpenoid that is isopropanol which is substituted at position 2 by a (3S,4S)-3-isopropenyl-4-methyl-4-vinylcyclohexyl group.elemol
frullanolideFrullanolide
fumagillolA sesquiterpenoid with antimicrobial properties.fumagillol
fusarin cFusarin C
grifolinGrifolin
hernandulcinHernandulcin
hypnophilinHypnophilin
illudin mIlludin M
illudin sIlludin S
isotrichoderminisotrichodermin
jaeschkeanadiolJaeschkeanadiol
judaicin (eudesmane naphthofuran)Vulgarin
laurinterolA sesquiterpenoid isolated from Laurencia intermedia and Aplysia kurodai and has been found to exhibit antibacterial activity,laurinterol
LSM-1328LSM-1328
macrocarpal bMacrocarpal B
mansonone cMansonone C
n-acetyl-s-farnesylcysteineAcetyl-farnesyl-cysteine
nootkatoneA sesquiterpenoid that is 4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one which is substituted by methyl groups at positions 4 and 4a, and by an isopropenyl group at position 6 (the 4R,4aS,6R stereoisomer).(+)-nootkatone
o-(chloroacetylcarbamoyl)fumagillolA carbamate ester that is fumagillol in which the hydroxy group has been converted to the corresponding N-(chloroacetyl)carbamate derivative.O-(chloroacetylcarbamoyl)fumagillol
oplodiolA carbobicyclic compound that is 1,2,3,4,4a,5,8,8a-octahydronaphthalene which is substituted by hydroxy groups at positions 1 and 4, an isoopropyl group at position 7, and by methyl groups at positions 1 and 4a (the 1S,4R,4aR,8aR isomer). A sesquiterpenoid plant metabolite.oplodiol
Pechueloic acidPechueloic acid
petasinAn enoate ester obtained by formal condensation of the carboxy group of angelic acid with the hydroxy group of (1R,2R,7S,8aR)-1,8a-dimethyl-6-oxo-7-(prop-1-en-2-yl)-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-ol.petasin
phomenonePhomenone
procurcumenolProcurcumenol
pyripyropene aA sesquiterpenoid that consists of (3S,4R,4aR,6S,6aS,12R,12aS,12bS)-4-(acetoxymethyl)-12-hydroxy-4,6a,12b-trimethyl-11-oxo-9-(pyridin-3-yl)-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromene-3,6-diol in which the hydrogens of the 3- and 6-hydroxy functions are substituted by acetyl groups.pyripyropene A
rotundoneRotundone
s-trans,trans-farnesylthiosalicylic acidsalirasib
saliniketal a(2Z,4E,6S,7S,8R,9R,10R)-10-[(1S,3S,4R,5S)-1,4-Dimethyl-2,8-dioxabicyclo[3.2.1]octan-3-yl]-7,9-dihydroxy-2,6,8-trimethylundeca-2,4-dienamide
saliniketal b(2Z,4E,6S,7S,8R,9R,10R)-10-[(1S,3S,4R,5S)-1,4-Dimethyl-2,8-dioxabicyclo[3.2.1]octan-3-yl]-7,9-dihydroxy-2-(hydroxymethyl)-6,8-dimethylundeca-2,4-dienamide
solavetivoneA cyclic ketone derived from spiro[4.5]dec-6-en-8-one by substitution of hydrogens by methyl groups at positions 6 and 10, and by an isopropenyl group at position 2 (the (2R,5S,10R)-diastereoisomer).solavetivone
spathulenolA tricyclic sesquiterpenoid that is 4-methylidenedecahydro-1H-cyclopropa[e]azulene carrying three methyl substituents at positions 1, 1 and 7 as well as a hydroxy substituent at position 7.spathulenol
tautomycetinTautomycetin
valeranoneValeranone
valerenic acidA monocarboxylic acid that is 2-methylprop-2-enoic acid which is substituted at position 3 by a 3,7-dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl group. A bicyclic sesquiterpenoid constituent of the essential oil of the Valerian plant.valerenic acid
viridiflorolA carbotricyclic compound that is (1aS,4aR,7aR,7bR)-decahydro-1H-cyclopropa[e]azulene carrying four methyl substituents at positions 1, 1, 4 and 7 as well as a hydroxy substituent at position 4. It is a sesquiterpenoid isolated from several plant species and is a strong feeding deterrent for the melaleuca weevil that retards larval development.viridiflorol
xanthorrhizolXanthorrhizol
xenovulene aA sesquiterpenoid based on a humulene skeleton. It is isolated from Sarocladium strictum and has been shown to exhibit inhibitory activity against GABA receptor.xenovulene A
zerumboneA sesquiterpenoid and cyclic ketone that is (1E,4E,8E)-alpha-humulene which is substituted by an oxo group at the carbon atom attached to two double bonds. It is obtained by steam distillation from a type of edible ginger, Zingiber zerumbet Smith, grown particularly in southeast Asia.zerumbone
zoapatanolZoapatanol

Research

Studies (3,298)

TimeframeStudies, Drugs in This Class (%)All Drugs %
pre-1990138 (4.18)18.7374
1990's482 (14.61)18.2507
2000's950 (28.81)29.6817
2010's1,247 (37.81)24.3611
2020's481 (14.58)2.80

Study Types

Publication TypeStudies, Drugs in This Class (%)All Drugs (%)
Trials265 (7.45%)5.53%
Reviews241 (6.78%)6.00%
Case Studies53 (1.49%)4.05%
Observational4 (0.11%)0.25%
Other2,994 (84.17%)84.16%