Classification Term: 170555
Eremophilane sesquiterpenoids (ontology term: d35cc7bd778f71f3c1602126b82ca82e)
found 500 associated metabolites at sub_class
metabolite taxonomy ontology rank level.
Ancestor: Sesquiterpenoids
Child Taxonomies: There is no child term of current ontology term.
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.
(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.
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)
(3beta,8beta)-3-Hydroxy-7(11)-eremophilen-12,8-olide
(3beta,8beta)-3-Hydroxy-7(11)-eremophilen-12,8-olide is found in green vegetables. (3beta,8beta)-3-Hydroxy-7(11)-eremophilen-12,8-olide is a constituent of Petasites japonicus (sweet coltsfoot). Constituent of Petasites japonicus (sweet coltsfoot). 3b-Hydroxy-7(11)-eremophilen-12,8b-olide is found in green vegetables.
Cascarilladiene
Cascarilladiene is a constituent of oil of Croton eleuteria (cascarilla). Constituent of oil of Croton eleuteria (cascarilla)
Dihydronootkatone
Dihydronootkatone is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]") It is used as a food additive .
Neopetasin
Dehydronootkatone
It is used as a food additive .
Cantharidin
Cantharidin appears as brown to black powder or plates or scales. Formerly used as a counterirritant and vesicant. Used for the removal of warts. Used as an experimental anti tumor agent. Active ingredient in spanish fly, a reputed aphrodisiac. (EPA, 1998) Cantharidin is a monoterpenoid with an epoxy-bridged cyclic dicarboxylic anhydride structure secreted by many species of blister beetle, and most notably by the Spanish fly, Lytta vesicatoria. Natural toxin inhibitor of protein phosphatases 1 and 2A. It has a role as an EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor and a herbicide. It is a monoterpenoid and a cyclic dicarboxylic anhydride. Cantharidin is a naturally occurring odorless, colorless fatty substance of the terpenoid class that is produced as an oral fluid in the alimentary canal of the male blister beetle. For its natural purpose, the male blister beetle secretes and presents the cantharidin to a female beetle as a copulatory gift during mating. Post-copulation, the female beetle places the cantharidin over her eggs as protection against any potential predators. Available synthetically since the 1950s, topical applications of cantharidin have been used predominantly as a treatment for cutaneous warts since that time. In 1962 however, marketers of cantharidin failed to produce sufficient efficacy data, resulting in the FDA revision of approval of cantharidin. Today, topical cantharidin products do not necessarily demonstrate any particular better effectiveness at treating topical skin conditions like warts than other commonly available vesicant and/or keratolytics although various studies have also investigated the possibility of using cantharidin as an inflammatory model or in cancer treatment. Regardless, the onging lack of FDA approval is likely related to certain toxic effects that were observed following oral ingestion, which includes ulceration of the gastrointestinal and genitourinary tracts, along with electrolyte and renal function disturbance in humans and animals. Cantharidin is a natural product found in Epicauta fabricii, Epicauta sericans, and other organisms with data available. A toxic compound, isolated from the Spanish fly or blistering beetle (Lytta (Cantharis) vesicatoria) and other insects. It is a potent and specific inhibitor of protein phosphatases 1 (PP1) and 2A (PP2A). This compound can produce severe skin inflammation, and is extremely toxic if ingested orally. C78284 - Agent Affecting Integumentary System D009676 - Noxae > D007509 - Irritants D004791 - Enzyme Inhibitors Same as: D11745 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.511
integric acid
An eremophilane sesquiterpenoid with anti-HIV-1 activity. It is isolated from Xylaria sp. MF6254.
(1S,8S,9S,10S,13R)-6,9,10-trimethyl-2-oxo-4,14-dioxatetracyclo[7.5.0.0¹,¹³.0³,⁷]tetradeca-3(7),5-dien-8-yl acetate
(10betaH,11xi)-11-Hydroxy-13-nor-6-eremophilen-8-one
(3beta,8beta)-3-Hydroxy-7(11)-eremophilen-12,8-olide
Methyl (3b,11x)-3-Hydroxy-8-oxo-6-eremophilen-12-oate
3b-Hydroxy-6b-(3-chloro-2-hydroxy-2-methylbutanoyloxy)-7(11)-eremophilen-12,8b-olide
capsidiol
An eremophilane sesquiterpenoid that is (+)-5-epi-aristolochene bearing additional 1beta- and 3alpha-hydroxy substituents. It is a phytoalexin produced in Nicotiana and Capsicum plant species in response to pathogen attack.
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. Constituent of orange oil. Valencene is found in many foods, some of which are citrus, common oregano, rosemary, and sweet orange. 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].
(1S,4R,7S,8aR)-4-{[(2E,4S)-2,4-dimethyloct-2-enoyl]oxy}-8a-methyl-6-oxo-7-(3-oxoprop-1-en-2-yl)-1,2,3,4,6,7,8,8a-octahydronaphthalene-1-carboxylic acid
(+)-5-epi-aristolochene
A sesquiterpene that is 1,2,3,4,4a,5,6,7-octahydronaphthalene substituted by methyl groups at positions 4 and 4a and a prop-1-en-2-yl group at position 6 (the 4R,4aR,6R-stereoisomer).