Classification Term: 1675

Sesterterpenoids (ontology term: CHEMONTID:0001552)

Terpenes composed of five consecutive isoprene units." []

found 32 associated metabolites at sub_class metabolite taxonomy ontology rank level.

Ancestor: Prenol lipids

Child Taxonomies: Acyclic sesterterpenoids, Cheilanthane sesterterpenoids, Ophiobolane sesterterpenoids, Scalarane sesterterpenoids, Cyclohexane sesterterpenes

Absinthin

(1R,2R,5S,8S,9S,12S,13R,14S,15S,16R,17S,20S,21S,24S)-12,17-dihydroxy-3,8,12,17,21,25-hexamethyl-6,23-dioxaheptacyclo[13.9.2.0(1,16).0(2,14).0(4,13).0(5,9).0(20,24)]hexacosa-3,25-diene-7,22-dione

C30H40O6 (496.28247400000004)


Absinthin is a dimeric sesquiterpene lactone that is produced by the plant Artemisia absinthium (Wormwood). The bitter tasting constituent of Absinthe. It has a role as a plant metabolite and an anti-inflammatory agent. It is a sesquiterpene lactone, a triterpenoid and an organic heteroheptacyclic compound. Absinthin is a natural product found in Artemisia genipi, Artemisia annua, and other organisms with data available. Constituent of Artemisia absinthium (wormwood). Isoabsinthin is found in alcoholic beverages and herbs and spices. Isoabsinthin is found in alcoholic beverages. Isoabsinthin is a constituent of Artemisia absinthium (wormwood).

   

2-Hexaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinone

4-[(2E,6E,10E,14E,18E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaen-1-yl]-5-hydroxy-6-methoxy-3-methylcyclohexa-3,5-diene-1,2-dione

C38H56O4 (576.4178376)


2-Hexaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinone is involved in the ubiquinone biosynthesis pathway. 2-Hexaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinone is created from 2-Hexaprenyl-3-methyl-6-methoxy-1,4-benzoquinone by ubiquinone biosynthesis monooxygenase Coq7 [EC:1.14.13.-]. 2-Hexaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinone is then converted to ubiquinone by hexaprenyldihydroxybenzoate methyltransferase [EC:2.1.1.114]. [HMDB] 2-Hexaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinone is involved in the ubiquinone biosynthesis pathway. 2-Hexaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinone is created from 2-Hexaprenyl-3-methyl-6-methoxy-1,4-benzoquinone by ubiquinone biosynthesis monooxygenase Coq7 [EC:1.14.13.-]. 2-Hexaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinone is then converted to ubiquinone by hexaprenyldihydroxybenzoate methyltransferase [EC:2.1.1.114].

   

3-Hydroxy-10'-apo-b,y-carotenal

(2E,4E,6E,8E,10E,12E,14E)-15-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-4,9,13-trimethylpentadeca-2,4,6,8,10,12,14-heptaenal

C27H36O2 (392.2715156)


3-Hydroxy-10-apo-b,y-carotenal is found in citrus. 3-Hydroxy-10-apo-b,y-carotenal isisolated from Sinton citrangequat. Prob. isolated from Sinton citrangequat. 3-Hydroxy-10-apo-b,y-carotenal is found in citrus.

   

Antibiotic X 14889C

2-[6-(6-{5-[5-ethyl-2-hydroxy-5-(1-hydroxyethyl)-3-methyloxolan-2-yl]-3,5-dimethyloxolan-2-yl}-3-hydroxy-4-methyl-5-oxooctan-2-yl)-2-hydroxy-3,5-dimethyloxan-2-yl]acetic acid

C33H58O10 (614.4029768)


Ruminant feed additive. Ruminant feed additive

   

Antibiotic X 14889A

3-{5-[5-ethyl-2-hydroxy-5-(1-hydroxyethyl)-3-methyloxolan-2-yl]-3,5-dimethyloxolan-2-yl}-7-(6-ethyl-6-hydroxy-3,5-dimethyloxan-2-yl)-6-hydroxy-5-methyloctan-4-one

C33H60O8 (584.428796)


Ruminant antibiotic feed additive. Ruminant antibiotic feed additive

   

Unknown 370

(6Z)-6-[(3E,5E,7E,9E,11E)-2-hydroxy-3,7,12-trimethylpentadeca-3,5,7,9,11,14-hexaen-1-ylidene]-1,5,5-trimethylcyclohexane-1,3-diol

C27H40O3 (412.297729)


Unknown 370 is found in fruits. Unknown 370 is isolated from the avocado fruit (Persea americana). Isolated from the avocado fruit (Persea americana). Unknown 370 is found in fruits.

   

(9E)-Valenciaxanthin

6-[(1Z,3E,5E,7E,9E,11E)-15-hydroxy-3,7,12-trimethylpentadeca-1,3,5,7,9,11-hexaen-1-yl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol

C27H40O3 (412.297729)


(9Z)-Valenciaxanthin is found in citrus. (9Z)-Valenciaxanthin is a constituent of Californian Valencia orange juice.

   

5,8-Epoxy-5,8-dihydro-10'-apo-b,y-carotene-3,10'-diol

2-[(2Z,4E,6E,8E,10E,12E)-14-hydroxy-6,11-dimethyltetradeca-2,4,6,8,10,12-hexaen-2-yl]-4,4,7a-trimethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-6-ol

C27H38O3 (410.2820798)


5,8-Epoxy-5,8-dihydro-10-apo-b,y-carotene-3,10-diol is found in citrus. 5,8-Epoxy-5,8-dihydro-10-apo-b,y-carotene-3,10-diol is isolated from Persea americana (avocado) and from Valencia orange juice. Isolated from Persea americana (avocado) and from Valencia orange juice. 5,8-Epoxy-5,8-dihydro-10-apo-b,y-carotene-3,10-diol is found in citrus and fruits.

   

5,6-Epoxy-5,6-dihydro-10'-apo-b,y-carotene-3,10'-diol

6-[(1E,3Z,5E,7E,9E,11Z,13Z)-15-hydroxy-3,7,12-trimethylpentadeca-1,3,5,7,9,11,13-heptaen-1-yl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol

C27H38O3 (410.2820798)


5,6-Epoxy-5,6-dihydro-10-apo-b,y-carotene-3,10-diol is found in pomes. 5,6-Epoxy-5,6-dihydro-10-apo-b,y-carotene-3,10-diol is isolated from the peel of the ripe Golden Delicious apple. 5,6-Epoxy-5,6-dihydro-10-apo-b,y-carotene-3,10-diol isa metabolite of JVG-51D in the mature fruit. Isolated from the peel of the ripe Golden Delicious apple. Prob. a metabolite of JVG-51D in the mature fruit. 5,6-Epoxy-5,6-dihydro-10-apo-b,y-carotene-3,10-diol is found in pomes.

   

Mollicellin A

5-hydroxy-7,15,15,19-tetramethyl-9,17-dioxo-2,10,14-trioxatetracyclo[9.8.0.0³,⁸.0¹³,¹⁸]nonadeca-1(11),3(8),4,6,12,18-hexaene-4-carbaldehyde

C21H18O7 (382.1052478)


Mollicellin A is produced by Chaetomium species and mutagenic mycotoxin.

   

Valenciachrome

2-[(2Z,4E,6E,8Z,10E)-14-hydroxy-6,11-dimethyltetradeca-2,4,6,8,10-pentaen-2-yl]-4,4,7a-trimethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-6-ol

C27H40O3 (412.297729)


Constituent of Californian Valencia orange juice (Citrus species). Valenciachrome is found in sweet orange and citrus. Valenciachrome is found in citrus. Valenciachrome is a constituent of Californian Valencia orange juice (Citrus sp.).

   

Apo-10'-violaxanthal

(2Z,4Z,6E,8E,10E,12Z,14E)-15-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-4,9,13-trimethylpentadeca-2,4,6,8,10,12,14-heptaenal

C27H36O3 (408.26643060000004)


Apo-10-violaxanthal is found in citrus. Apo-10-violaxanthal is isolated from Valencia orange peels. Isolated from Valencia orange peels. Apo-10-violaxanthal is found in sweet orange and citrus.

   

Antibiotic X 14889D

3-(5-{4-ethyl-3,6-dimethyl-2,7-dioxabicyclo[2.2.1]heptan-1-yl}-3,5-dimethyloxolan-2-yl)-7-(6-ethyl-6-hydroxy-3,5-dimethyloxan-2-yl)-6-hydroxy-5-methyloctan-4-one

C33H58O7 (566.4182318000001)


Ruminant antibiotic feed additive. Ruminant antibiotic feed additive

   

Lepidiumsesterterpenol

(15E)-2,6,10,14,18-pentamethylicos-15-ene-2,13-diol

C25H50O2 (382.38106)


Lepidiumsesterterpenol is found in brassicas. Lepidiumsesterterpenol is a constituent of Lepidium sativum (garden cress). Constituent of Lepidium sativum (garden cress). Lepidiumsesterterpenol is found in brassicas.

   

(2Z,6E)-3,7,11,15,19-Pentamethyl-2,6-eicosadien-1-ol

(2Z,6E)-3,7,11,15,19-Pentamethyl-2,6-eicosadien-1-ol

C25H48O (364.37049579999996)


(2Z,6E)-3,7,11,15,19-Pentamethyl-2,6-eicosadien-1-ol is found in alcoholic beverages. (2Z,6E)-3,7,11,15,19-Pentamethyl-2,6-eicosadien-1-ol is a constituent of the leaves of Solanum tuberosum (potato) Constituent of the leaves of Solanum tuberosum (potato). (2Z,6E)-3,7,11,15,19-Pentamethyl-2,6-eicosadien-1-ol is found in alcoholic beverages and potato.

   

Absintholide

(1S,2R,4S,7S,8S,11S,13S,14S,15R,17S,20S,21S,24S)-11,13,24-trihydroxy-2,7,11,15,20,24-hexamethyl-5,18-dioxaheptacyclo[13.10.1.0²,¹⁴.0³,¹².0⁴,⁸.0¹⁶,²⁵.0¹⁷,²¹]hexacosa-3(12),16(25)-diene-6,19,26-trione

C30H38O8 (526.2566548)


Constituent of Artemisia absinthium (wormwood). Absintholide is found in alcoholic beverages and herbs and spices. Absintholide is found in alcoholic beverages. Absintholide is a constituent of Artemisia absinthium (wormwood).

   

Anabsin

(2R,5S,8S,9S,12S,13R,14R,15S,16R,17S,19R,22S,23S,26S,27R)-12,16-dihydroxy-3,8,12,17,19,23-hexamethyl-6,18,25-trioxaoctacyclo[13.11.1.0¹,¹⁷.0²,¹⁴.0⁴,¹³.0⁵,⁹.0¹⁹,²⁷.0²²,²⁶]heptacos-3-ene-7,24-dione

C30H40O7 (512.2773890000001)


Constituent of Artemisia absinthium (wormwood). Anabsin is found in alcoholic beverages and herbs and spices. Anabsin is found in alcoholic beverages. Anabsin is a constituent of Artemisia absinthium (wormwood).

   

Anabsinthin

(2R,5S,8S,9S,12S,13R,14S,15S,17R,19R,22S,23S,26S,27R)-12-hydroxy-3,8,12,17,19,23-hexamethyl-6,18,25-trioxaoctacyclo[13.11.1.0¹,¹⁷.0²,¹⁴.0⁴,¹³.0⁵,⁹.0¹⁹,²⁷.0²²,²⁶]heptacos-3-ene-7,24-dione

C30H40O6 (496.28247400000004)


Isolated from Artemisia absinthium (wormwood). Anabsinthin is found in alcoholic beverages and herbs and spices. Anabsinthin is found in alcoholic beverages. Anabsinthin is isolated from Artemisia absinthium (wormwood).

   

alpha-Micropteroxanthin B

4-[(1E,3E,5E,7E,9E,11E)-15-hydroxy-3,7,12-trimethylpentadeca-1,3,5,7,9,11-hexaen-1-yl]-3,5,5-trimethylcyclohex-2-en-1-ol

C27H40O2 (396.302814)


alpha-Micropteroxanthin A is found in fishes. alpha-Micropteroxanthin A is isolated from integuments of black bass, Micropterus salmoides. Isolated from integuments of black bass, Micropterus salmoides. alpha-Micropteroxanthin B is found in fishes.

   

beta-Micropteroxanthin

4-[(1E,3E,5E,7E,9E,11E)-15-hydroxy-3,7,12-trimethylpentadeca-1,3,5,7,9,11-hexaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol

C27H40O2 (396.302814)


beta-Micropteroxanthin is found in fishes. beta-Micropteroxanthin is isolated from integuments of black bass Micropterus salmoides. Isolated from integuments of black bass Micropterus salmoides. beta-Micropteroxanthin is found in fishes.

   

2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol

3-[(2E,6E,10E,14E,18E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaen-1-yl]-5-methoxy-2-methylcyclohexa-2,5-diene-1,4-diol

C38H60O3 (564.454221)


2-octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol (DMQH2) is an intermediate in coenzyme Q biosynthesis. It is produced by gut microbes. In microbes, the starting compound, 4-hydroxybenzoate, undergoes a prenylation, a decarboxylation and three hydroxylations alternating with three methylation reactions, resulting in the formation of coenzyme Q. In the final step, DMQH2 is converted from 2-octaprenyl-6-methoxy-1,4-benzoquinol (DDMQH2) with the help of Methyltransferase. Coenzyme Q (ubiquinone or Q)1 is a redox active lipid containing a long polyprenyl tail attached to a fully substituted benzoquinone ring. The number (n) of isoprene units in the polyprenyl tail (Qn) is distinct in different organisms; humans produce Q10, Caenorhabditis elegans Q9, Escherichia coli Q8, and Saccharomyces cerevisiae Q6. [HMDB] 2-octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol (DMQH2) is an intermediate in coenzyme Q biosynthesis. It is produced by gut microbes. In microbes, the starting compound, 4-hydroxybenzoate, undergoes a prenylation, a decarboxylation and three hydroxylations alternating with three methylation reactions, resulting in the formation of coenzyme Q. In the final step, DMQH2 is converted from 2-octaprenyl-6-methoxy-1,4-benzoquinol (DDMQH2) with the help of Methyltransferase. Coenzyme Q (ubiquinone or Q) is a redox active lipid containing a long polyprenyl tail attached to a fully substituted benzoquinone ring. The number (n) of isoprene units in the polyprenyl tail (Qn) is distinct in different organisms; humans produce Q10, Caenorhabditis elegans Q9, Escherichia coli Q8, and Saccharomyces cerevisiae Q6.

   

10'-Apo-beta-carotenal

(2E,4E,6E,8E,10E,12E,14E)-4,9,13-trimethyl-15-(2,6,6-trimethylcyclohex-1-en-1-yl)pentadeca-2,4,6,8,10,12,14-heptaenal

C27H36O (376.2766006)


10-Apo-beta-carotenal belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. 10-Apo-beta-carotenal is a constituent of oranges and other citrus fruits. 10-Apo-beta-carotenal is a substrate for beta,beta-carotene 9,10-oxygenase. Constituent of oranges and other citrus fruits. 10-Apo-beta-caroten-10-al is found in citrus. D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids

   

Iridal

2-[4-hydroxy-2-(3-hydroxypropyl)-3,4-dimethyl-3-(4,8,12-trimethyltrideca-3,7,11-trien-1-yl)cyclohexylidene]propanal

C30H50O3 (458.37597500000004)


   

Lysocellin

2-[6-[6-[5-[5-Ethyl-2-hydroxy-5-(1-hydroxypropyl)-3-methyloxolan-2-yl]-3,5-dimethyloxolan-2-yl]-3-hydroxy-4-methyl-5-oxooctan-2-yl]-3,5-dimethyloxan-2-yl]ethaneperoxoic acid

C34H60O10 (628.418626)


   

Menaquinone 6

2-(3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaen-1-yl)-3-methyl-1,4-dihydronaphthalene-1,4-dione

C41H56O2 (580.4280076)


   

2-((2E,6E,10E,14E,18E)-3,7,11,15,19,23-Hexamethyltetracosa-2,6,10,14,18,22-hexaenyl)-1,4-dimethoxybenzene

2-((2E,6E,10E,14E,18E)-3,7,11,15,19,23-Hexamethyltetracosa-2,6,10,14,18,22-hexaenyl)-1,4-dimethoxybenzene

C38H58O2 (546.4436568)


   

Pterocaryoside B

3-[3-(2,6-dihydroxy-6-methylhept-4-en-2-yl)-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydro-1H-cyclopenta[a]naphthalen-6-yl]propanoic acid

C35H58O9 (622.4080618)


   

Sinensiaxanthin

6-[(1E,3E,5E,7E,9E,11E,13E)-15-hydroxy-3,7,12-trimethylpentadeca-1,3,5,7,9,11,13-heptaen-1-yl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol

C27H38O3 (410.2820798)


Sinensiaxanthin is a member of the class of compounds known as sesterterpenoids. Sesterterpenoids are terpenes composed of five consecutive isoprene units. Sinensiaxanthin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Sinensiaxanthin can be found in apple and sweet orange, which makes sinensiaxanthin a potential biomarker for the consumption of these food products.

   

Valenciaxanthin

6-[(1E,3Z,5E,7Z,9Z,11Z)-15-hydroxy-3,7,12-trimethylpentadeca-1,3,5,7,9,11-hexaen-1-yl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol

C27H40O3 (412.297729)


(9e)-valenciaxanthin is a member of the class of compounds known as sesterterpenoids. Sesterterpenoids are terpenes composed of five consecutive isoprene units (9e)-valenciaxanthin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). (9e)-valenciaxanthin can be found in citrus, which makes (9e)-valenciaxanthin a potential biomarker for the consumption of this food product. Constituent of Californian Valencia orange juice (Citrus species). (9E)-Valenciaxanthin is found in citrus.

   

3,4-dihydroxy-5-all-trans-hexaprenylbenzoate

5-carboxy-3-[(2E,6E,10E,14E,18E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaen-1-yl]-2-hydroxybenzen-1-olate

C37H53O4 (561.3943638)


3,4-dihydroxy-5-all-trans-hexaprenylbenzoate, also known as 3-hexaprenyl-4,5-dihydroxybenzoate anion, is a member of the class of compounds known as sesterterpenoids. Sesterterpenoids are terpenes composed of five consecutive isoprene units. 3,4-dihydroxy-5-all-trans-hexaprenylbenzoate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 3,4-dihydroxy-5-all-trans-hexaprenylbenzoate can be found in a number of food items such as american cranberry, wheat, yellow wax bean, and chicory roots, which makes 3,4-dihydroxy-5-all-trans-hexaprenylbenzoate a potential biomarker for the consumption of these food products.

   

3-methoxy-4-hydroxy-5-all-trans-hexaprenylbenzoate

4-carboxy-2-[(2E,6E,10E,14E,18E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaen-1-yl]-6-methoxybenzen-1-olate

C38H55O4 (575.4100129999999)


3-methoxy-4-hydroxy-5-all-trans-hexaprenylbenzoate, also known as 3-hexaprenyl-4-hydroxy-5-methoxybenzoate anion, is a member of the class of compounds known as sesterterpenoids. Sesterterpenoids are terpenes composed of five consecutive isoprene units. 3-methoxy-4-hydroxy-5-all-trans-hexaprenylbenzoate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 3-methoxy-4-hydroxy-5-all-trans-hexaprenylbenzoate can be found in a number of food items such as borage, apricot, red rice, and buffalo currant, which makes 3-methoxy-4-hydroxy-5-all-trans-hexaprenylbenzoate a potential biomarker for the consumption of these food products.

   

marneral

3-[2,3-dimethyl-6-(propan-2-ylidene)-2-(4,8,12-trimethyltrideca-3,7,11-trien-1-yl)cyclohexyl]propanal

C30H50O (426.386145)


Marneral is a member of the class of compounds known as sesterterpenoids. Sesterterpenoids are terpenes composed of five consecutive isoprene units. Marneral is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Marneral can be found in a number of food items such as ginkgo nuts, ceylon cinnamon, ostrich fern, and american pokeweed, which makes marneral a potential biomarker for the consumption of these food products.