Classification Term: 1613
Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids (ontology term: CHEMONTID:0003655)
Sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5." [ISBN:9780412466205]
found 44 associated metabolites at category metabolite taxonomy ontology rank level.
Ancestor: Sesquiterpenoids
Child Taxonomies: There is no child term of current ontology term.
Nookatone
Nootkatone is a natural organic compound and is the most important and expensive aromatic of grapefruit. It is a sesquiterpene and a ketone. Nootkatone was previously thought to be one of the main chemical components of the smell and flavour of grapefruits. In its solid form it is usually found as crystals. As a liquid, it is viscous and yellow. Nootkatone is typically extracted from grapefruit, but can also be manufactured with genetically modified organisms, or through the chemical or biochemical oxidation of valencene. It is also found in Alaska yellow cedar trees and vetiver grass. (+)-nootkatone is a 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). It has a role as a plant metabolite, a fragrance and an insect repellent. It is a sesquiterpenoid, an enone and a carbobicyclic compound. Nootkatone is a natural product found in Teucrium asiaticum, Teucrium oxylepis, and other organisms with data available. Constituent of grapefruit oil and juice. Flavouring ingredient. Nootkatone is found in many foods, some of which are citrus, sweet orange, lime, and lemon. Nootkatone is an organic compound, a sesquiterpenoid, which means that it is a C15 derivative that also contains an oxygen-containing functional group (a ketone). It is the most valuable aroma compound of grapefruit.[2] Nootkatone was originally isolated from the wood of the Alaskan yellow cedar, Cupressus nootkatensis. The species name, nootkatensis, is derived from the language of the Nuu-Chah-Nulth people of Canada (formerly referred to as the Nootka people).[3] Nootkatone, a neuroprotective agent from Vitis vinifera, has antioxidant and anti-inflammatory effects[1]. Nootkatone improves cognitive impairment in lipopolysaccharide-induced mouse model of Alzheimer's disease[2]. Nootkatone, a neuroprotective agent from Vitis vinifera, has antioxidant and anti-inflammatory effects[1]. Nootkatone improves cognitive impairment in lipopolysaccharide-induced mouse model of Alzheimer's disease[2].
Valencene
(+)-valencene is a carbobicyclic compound and sesquiterpene that is 1,2,3,4,4a,5,6,7-octahydronaphthalene which is substituted a prop-1-en-2-yl group at position 3 and by methyl groups at positions 4a and 5 (the 3R,4aS,5R- diastereoisomer). It is a sesquiterpene, a carbobicyclic compound and a polycyclic olefin. Valencene is a natural product found in Xylopia sericea, Helichrysum odoratissimum, and other organisms with data available. Valencene is found in citrus. Valencene is a constituent of orange oil Valencene is a sesquiterpene isolated from Cyperus rotundus, possesses antiallergic, antimelanogenesis, anti-infammatory, and antioxidant activitivies. Valencene inhibits the exaggerated expression of Th2 chemokines and proinflammatory chemokines through blockade of the NF-κB pathway. Valencene is used to flavor foods and drinks[1][2][3].
Capsidiol
Capsidiol is a phytoalexin, a natural fungicide present in pepper. (PMID: 10335386). Capsidiol shows bacteriostatic properties in vitro against Helicobacter pylori with a minimum inhibitory concentration (MIC) of 200 microg/mL. (PMID: 17002415). Capsidiol is a bicyclic, dihydroxylated sesquiterpene produced by several solanaceous species in response to a variety of environmental stimuli. It is the primary antimicrobial compound produced by Nicotiana tabacum in response to fungal elicitation, and it is formed via the isoprenoid pathway from 5-epi-aristolochene. (PMID: 11556809). Phytoalexin of infected sweet pepper fruits (Capsicum annuum)
Nootkatol
Nootkatol (cis or trans) is known to produce during synthetic (+)-nootkatone production from (+)-valencene by oxidation. Nootkatol is also reported as a precursor in several enzymatic oxidation of (+)-valencene to (+)-nootkatone. Nootkatone is an important oxidised sesquiterpene used in flavour and fragrance industry. Natural (+)-nootkatone can be extracted from grapefruit.
Lucidenic acid A
Lucidenic acid A is found in mushrooms. Lucidenic acid A is a metabolite of Ganoderma lucidum (reishi). Lucideric acid A is a natural compound isolated from Ganoderma lucidum, inhibits PMA-induced MMP-9 activity, with anti-invasive effect on hepatoma cells[1]. Lucideric acid A is a natural compound isolated from Ganoderma lucidum, inhibits PMA-induced MMP-9 activity, with anti-invasive effect on hepatoma cells[1].
S-Furanopetasitin
S-Furanopetasitin is found in giant butterbur. S-Furanopetasitin is a constituent of Petasites japonicus (sweet coltsfoot) Constituent of Petasites japonicus (sweet coltsfoot). S-Furanopetasitin is found in giant butterbur and green vegetables.
Curcolonol
Curcolonol is a constituent of Curcuma zedoaria (zedoary). Constituent of Curcuma zedoaria (zedoary).
Valerianol
Constituent of the root of Valeriana officinalis (valerian). Valerianol is found in tea, fats and oils, and herbs and spices. Valerianol is found in fats and oils. Valerianol is a constituent of the root of Valeriana officinalis (valerian)
(10betaH,11xi)-11-Hydroxy-13-nor-6-eremophilen-8-one
(10betaH,11xi)-11-Hydroxy-13-nor-6-eremophilen-8-one is found in green vegetables. (10betaH,11xi)-11-Hydroxy-13-nor-6-eremophilen-8-one is a constituent of Petasites japonicus ssp. giganteus (Japanese butterbur). Constituent of Petasites japonicus sspecies giganteus (Japanese butterbur). (10betaH,11xi)-11-Hydroxy-13-nor-6-eremophilen-8-one is found in green vegetables.
Rishitinone
Rishitinone is found in alcoholic beverages. Rishitinone is a constituent of diseased potato tubers Constituent of diseased potato tubers. Rishitinone is found in alcoholic beverages and potato.
Furanojaponin
Constituent of Petasites japonicus (sweet coltsfoot). Furanojaponin is found in giant butterbur and green vegetables. Furanojaponin is found in giant butterbur. Furanojaponin is a constituent of Petasites japonicus (sweet coltsfoot)
13-Nor-6-eremophilene-8,11-dione
13-Nor-6-eremophilene-8,11-dione is found in green vegetables. 13-Nor-6-eremophilene-8,11-dione is a constituent of Petasites japonicus ssp. giganteus (Japanese butterbur). Constituent of Petasites japonicus sspecies giganteus (Japanese butterbur). 13-Nor-6-eremophilene-8,11-dione is found in green vegetables.
beta-Vatirenene
Beta-vatirenene belongs to the family of Sesquiterpenes. These are terpenes with three consecutive isoprene units.
S-Japonin
Constituent of leaves of Petasites japonicus. S-Japonin is found in giant butterbur and green vegetables. S-Japonin is found in giant butterbur. S-Japonin is a constituent of leaves of Petasites japonicus
Petasitin
Constituent of Petasites japonicus (sweet coltsfoot). Petasitin is found in giant butterbur and green vegetables. Petasitin is found in giant butterbur. Petasitin is a constituent of Petasites japonicus (sweet coltsfoot)
(3beta,6beta)-Furanoeremophilane-3,6-diol
(3beta,6beta)-Furanoeremophilane-3,6-diol is found in giant butterbur. (3beta,6beta)-Furanoeremophilane-3,6-diol is a constituent of Petasites japonicus (sweet coltsfoot) Constituent of Petasites japonicus (sweet coltsfoot). Furanofukinol is found in giant butterbur and green vegetables.
Methyl (3b,11x)-3-Hydroxy-8-oxo-6-eremophilen-12-oate
Methyl (3b,11x)-3-Hydroxy-8-oxo-6-eremophilen-12-oate is found in green vegetables. Methyl (3b,11x)-3-Hydroxy-8-oxo-6-eremophilen-12-oate is a constituent of Petasites japonicus (sweet coltsfoot). Constituent of Petasites japonicus (sweet coltsfoot). Methyl (3b,11x)-3-Hydroxy-8-oxo-6-eremophilen-12-oate is found in green vegetables.
(3beta,6beta)-Furanoeremophilane-3,6-diol 6-acetate
(3beta,6beta)-Furanoeremophilane-3,6-diol 6-acetate is found in giant butterbur. (3beta,6beta)-Furanoeremophilane-3,6-diol 6-acetate is a constituent of Petasites japonicus (sweet coltsfoot) Constituent of Petasites japonicus (sweet coltsfoot). 6-Acetylfuranofukinol is found in giant butterbur and green vegetables.
Furanoeremophilane
Furanoeremophilane is found in giant butterbur. Furanoeremophilane is a constituent of Petasites japonicus (sweet coltsfoot) Constituent of Petasites japonicus (sweet coltsfoot). Furanoeremophilane is found in giant butterbur and green vegetables.
6-Angeloylfuranofukinol
6-Angeloylfuranofukinol is found in green vegetables. 6-Angeloylfuranofukinol is a constituent of Petasites japonicus (sweet coltsfoot) Constituent of Petasites japonicus (sweet coltsfoot). 6-Angeloylfuranofukinol is found in green vegetables.
Eremopetasin sulfoxide
Eremopetasin sulfoxide is found in green vegetables. Eremopetasin sulfoxide is a constituent of Petasites japonicus (sweet coltsfoot) Constituent of Petasites japonicus (sweet coltsfoot). Eremopetasin sulfoxide is found in green vegetables.
Furoeremophilone 1
Furoeremophilone 1 is found in green vegetables. Furoeremophilone 1 is a constituent of Smyrnium olusatrum (alexanders) Constituent of Smyrnium olusatrum (alexanders). Furoeremophilone 1 is found in green vegetables.
Eremofukinone
Constituent of rhizomes of wild Petasites japonicus (sweet coltsfoot). Eremofukinone is found in giant butterbur and green vegetables. Eremofukinone is found in giant butterbur. Eremofukinone is a constituent of rhizomes of wild Petasites japonicus (sweet coltsfoot).
Fukinone
Constituent of Petasites japonicus (sweet coltsfoot). Fukinone is found in burdock, giant butterbur, and green vegetables. Fukinone is found in burdock. Fukinone is a constituent of Petasites japonicus (sweet coltsfoot)
Furanofukinin
Constituent of Petasites japonicus (sweet coltsfoot). Furanofukinin is found in giant butterbur and green vegetables. Furanofukinin is found in giant butterbur. Furanofukinin is a constituent of Petasites japonicus (sweet coltsfoot).
Petasalbin
Constituent of coltsfoot and Petasites japonicus (sweet coltsfoot). Petasalbin is found in tea, giant butterbur, and green vegetables. Petasalbin is found in giant butterbur. Petasalbin is a constituent of coltsfoot and Petasites japonicus (sweet coltsfoot)
Petasitolone
Constituent of Petasites japonicus (sweet coltsfoot). Petasitolone is found in burdock, giant butterbur, and green vegetables. Petasitolone is found in burdock. Petasitolone is a constituent of Petasites japonicus (sweet coltsfoot).
Urodiolenone
Urodiolenone is found in citrus. Urodiolenone is found in grapefruit. Found in grapefruit
1(10),11-Eremophiladiene-2,9-dione
1(10),11-Eremophiladiene-2,9-dione is found in citrus. 1(10),11-Eremophiladiene-2,9-dione is a constituent of grapefruit (Citrus paradisi) juice Constituent of grapefruit (Citrus paradisi) juice. 1(10),11-Eremophiladiene-2,9-dione is found in citrus.
8,12-Epoxy-4(15),7,11-eudesmatrien-1-one
8,12-Epoxy-4(15),7,11-eudesmatrien-1-one is found in green vegetables. 8,12-Epoxy-4(15),7,11-eudesmatrien-1-one is a constituent of Smyrnium olusatrum (alexanders). Constituent of Smyrnium olusatrum (alexanders). 8,12-Epoxy-4(15),7,11-eudesmatrien-1-one is found in green vegetables.
Eremopetasidione
Eremopetasidione is found in green vegetables. Eremopetasidione is a constituent of Petasites japonicus (sweet coltsfoot). Constituent of Petasites japonicus (sweet coltsfoot). Eremopetasidione is found in green vegetables.
1b-Furanoeudesm-4(15)-en-1-ol acetate
1b-Furanoeudesm-4(15)-en-1-ol acetate is found in green vegetables. 1b-Furanoeudesm-4(15)-en-1-ol acetate is a constituent of Smyrnium olusatrum (alexanders)
Curcolone
Curcolone is a constituent of Curcuma zedoaria (zedoary). Constituent of Curcuma zedoaria (zedoary)
(4alpha,5alpha)-11-Eremophilene-2,9-dione
(4alpha,5alpha)-11-Eremophilene-2,9-dione is found in citrus. (4alpha,5alpha)-11-Eremophilene-2,9-dione is a constituent of grapefruit (Citrus paradisi) juice Constituent of grapefruit (Citrus paradisi) juice. (4alpha,5alpha)-11-Eremophilene-2,9-dione is found in citrus.
beta-Vetivenene
beta-Vetivenene belongs to the family of Bicyclic Monoterpenes. These are monoterpenes containing exactly 2 rings, which are fused to each other.
(4R,5S)-4-Hydroxy-3,4,5-trimethyl-5,6,7,8-tetrahydronaphtho[2,3-b]furan-9(4H)-one
Neopetasin
S-Petasin
Dehydrofukinone
Dehydrofukinone is a member of the class of compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. Dehydrofukinone is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Dehydrofukinone can be found in burdock, which makes dehydrofukinone a potential biomarker for the consumption of this food product.
Dehydronootkatone
It is used as a food additive .
Dihydrocapsenone
Dihydrocapsenone is a member of the class of compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. Dihydrocapsenone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Dihydrocapsenone can be found in a number of food items such as italian sweet red pepper, red bell pepper, orange bell pepper, and pepper (c. annuum), which makes dihydrocapsenone a potential biomarker for the consumption of these food products.
5,6-dimethyl-8-isopropenylbicyclo[4.4.0]dec-1-en-3-one
Flavouring compound [Flavornet]