NCBI Taxonomy: 41656

Ursinia (ncbi_taxid: 41656)

found 500 associated metabolites at genus taxonomy rank level.

Ancestor: Ursiniinae

Child Taxonomies: Ursinia nana, Ursinia sericea, Ursinia trifida, Ursinia pinnata, Ursinia speciosa, Ursinia pilifera, Ursinia punctata, Ursinia anthemoides, Ursinia crithmoides, unclassified Ursinia

Coumarin

2h-1-benzopyran-2-one;coumarin;2h-chromen-2-one;coumarin ;coumarin (2h-1-benzopyran-2-one) (chromen-2-one);2h-1-benzopyran-2-one coumarin 2h-chromen-2-one coumarin coumarin (2h-1-benzopyran-2-one) (chromen-2-one)

C9H6O2 (146.0367776)


Coumarin appears as colorless crystals, flakes or colorless to white powder with a pleasant fragrant vanilla odor and a bitter aromatic burning taste. (NTP, 1992) Coumarin is a chromenone having the keto group located at the 2-position. It has a role as a fluorescent dye, a plant metabolite and a human metabolite. Coumarin is a natural product found in Eupatorium cannabinum, Eupatorium japonicum, and other organisms with data available. Coumarin is o hydroxycinnamic acid. Pleasant smelling compound found in many plants and released on wilting. Has anticoagulant activity by competing with Vitamin K. Coumarin is a chemical compound/poison found in many plants, notably in high concentration in the tonka bean, woodruff, and bison grass. It has a sweet scent, readily recognised as the scent of newly-mown hay. It has clinical value as the precursor for several anticoagulants, notably warfarin. --Wikipedia. Coumarins, as a class, are comprised of numerous naturally occurring benzo-alpha-pyrone compounds with important and diverse physiological activities. The parent compound, coumarin, occurs naturally in many plants, natural spices, and foods such as tonka bean, cassia (bastard cinnamon or Chinese cinnamon), cinnamon, melilot (sweet clover), green tea, peppermint, celery, bilberry, lavender, honey (derived both from sweet clover and lavender), and carrots, as well as in beer, tobacco, wine, and other foodstuffs. Coumarin concentrations in these plants, spices, and foods range from <1 mg/kg in celery, 7000 mg/kg in cinnamon, and up to 87,000 mg/kg in cassia. An estimate of human exposure to coumarin from the diet has been calculated to be 0.02 mg/kg/day. Coumarin is used as an additive in perfumes and fragranced consumer products at concentrations ranging from <0.5\\\\% to 6.4\\\\% in fine fragrances to <0.01\\\\% in detergents. An estimate for systemic exposure of humans from the use of fragranced cosmetic products is 0.04 mg/kg BW/day, assuming complete dermal penetration. The use of coumarin as a food additive was banned by the FDA in 1954 based on reports of hepatotoxicity in rats. Due to its potential hepatotoxic effects in humans, the European Commission restricted coumarin from naturals as a direct food additive to 2 mg/kg food/day, with exceptions granting higher levels for alcoholic beverages, caramel, chewing gum, and certain traditional foods. In addition to human exposure to coumarin from dietary sources and consumer products, coumarin is also used clinically as an antineoplastic and for the treatment of lymphedema and venous insufficiency. Exposure ranges from 11 mg/day for consumption of natural food ingredients to 7 g/day following clinical administration. Although adverse effects in humans following coumarin exposure are rare, and only associated with clinical doses, recent evidence indicates coumarin causes liver tumors in rats and mice and Clara cell toxicity and lung tumors in mice. The multiple effects as well as the ongoing human exposure to coumarin have resulted in a significant research effort focused on understanding the mechanism of coumarin induced toxicity/carcinogenicity and its human relevance. These investigations have revealed significant species differences in coumarin metabolism and toxicity such that the mechanism of coumarin induced effects in rodents, and the relevance of these findings for the safety assessment of coumarin exposure in humans are now better understood. In October 2004, the European Food Safety Authority (EFSA, 2004) reviewed coumarin to establish a tolerable daily intake (TDI) in foods. EFSA issued an opinion indicating that coumarin is not genotoxic, and that a threshold approach to safety assessment was most appropriate. EFSA recommended a TDI of 0 to 0.1 mg/kg BW/day. Including dietary contributions, the total human exposure is estimated to be 0.06 mg/kg/day. As a pharmaceutical, coumarin has been used in diverse applications with a wide variety of dosing regimens. Unlike coumadin and ... Coumarin belongs to the class of chemicals known as chromenones. Specifically it is a chromenone having the keto group located at the 2-position. A chromenone is a benzene molecule with two adjacent hydrogen atoms replaced by a lactone-like chain forming a second six-membered heterocycle that shares two carbons with the benzene ring. Coumarin is also described as a benzopyrone and is considered as a lactone. Coumarin is a colorless crystalline solid with a bitter taste and sweet odor resembling the scent of vanilla or the scent of newly-mowed or recently cut hay. It is a chemical poison found in many plants where it may serve as a chemical defense against predators. Coumarin occurs naturally in many plants and foods such as the tonka bean, woodruff, bison grass, cassia (bastard cinnamon or Chinese cinnamon), cinnamon, melilot (sweet clover), green tea, peppermint, celery, bilberry, lavender, honey (derived both from sweet clover and lavender), and carrots, as well as in beer, tobacco, wine, and other foodstuffs. Coumarin concentrations in these plants, spices, and foods range from <1 mg/kg in celery, to 7000 mg/kg in cinnamon, and up to 87,000 mg/kg in cassia. An estimate of human exposure to coumarin from the diet has been calculated to be 0.02 mg/kg/day. Coumarin is used as an additive in perfumes and fragranced consumer products at concentrations ranging from <0.5\\\\% To 6.4\\\\% In fine fragrances to <0.01\\\\% In detergents. An estimate for systemic exposure of humans from the use of fragranced cosmetic products is 0.04 mg/kg BW/day, assuming complete dermal penetration. The use of coumarin as a food additive was banned by the FDA in 1954 based on reports of hepatotoxicity in rats. It has clinical value as the precursor for several anticoagulants, notably warfarin. Coumarins, as a class, are comprised of numerous naturally occurring benzo-alpha-pyrone compounds with important and diverse physiological activities. Due to its potential hepatotoxic effects in humans, the European Commission restricted coumarin from naturals as a direct food additive to 2 mg/kg food/day, with exceptions granting higher levels for alcoholic beverages, caramel, chewing gum, and certain traditional foods. In addition to human exposure to coumarin from dietary sources and consumer products, coumarin is also used clinically as an antineoplastic and for the treatment of lymphedema and venous insufficiency. Exposure ranges from 11 mg/day for consumption of natural food ingredients to 7 g/day following clinical administration. Although adverse effects in humans following coumarin exposure are rare, and only associated with clinical doses, recent evidence indicates coumarin causes liver tumors in rats and mice and Clara cell toxicity and lung tumors in mice. The multiple effects as well as the ongoing human exposure to coumarin have resulted in a significant research effort focused on understanding the mechanism of coumarin induced toxicity/carcinogenicity and its human relevance. These investigations have revealed significant species differences in coumarin metabolism and toxicity such that the mechanism of coumarin induced effects in rodents, and the relevance of these findings for the safety assessment of coumarin exposure in humans are now better understood. In October 2004, the European Food Safety Authority (EFSA, 2004) reviewed coumarin to establish a tolerable daily intake (TDI) in foods. EFSA issued an opinion indicating that coumarin is not genotoxic, and that a threshold approach to safety assessment was most appropriate. EFSA recommended a TDI of 0 to 0.1 Mg/kg BW/day. Including dietary contributions, the total human exposure is estimated to be 0.06 Mg/kg/day. As a pharmaceutical, coumarin has been used in diverse applications with a wide variety of dosing regimens. Unlike coumadin and other coumarin derivatives, coumarin has no anti-coagulant activity. However, at low doses (typically 7 to 10 mg/day), coumarin has been used as a venotonic to promote... C78275 - Agent Affecting Blood or Body Fluid > C263 - Anticoagulant Agent A chromenone having the keto group located at the 2-position. COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS [Raw Data] CB013_Coumarin_pos_20eV_CB000008.txt [Raw Data] CB013_Coumarin_pos_30eV_CB000008.txt [Raw Data] CB013_Coumarin_pos_10eV_CB000008.txt [Raw Data] CB013_Coumarin_pos_50eV_CB000008.txt [Raw Data] CB013_Coumarin_pos_40eV_CB000008.txt Coumarin is the primary bioactive ingredient in Radix Glehniae, named Beishashen in China, which possesses many pharmacological activities, including anticancer, anti-inflammation and antivirus activities. Coumarin is the primary bioactive ingredient in Radix Glehniae, named Beishashen in China, which possesses many pharmacological activities, including anticancer, anti-inflammation and antivirus activities.

   

Isoalantolactone

Naphtho(2,3-b)furan-2(3H)-one, decahydro-8a-methyl-3,5-bis(methylene)-, (3aR-(3a alpha,4a alpha,8a beta,9a alpha))-

C15H20O2 (232.14632200000003)


Isoalantolactone is a sesquiterpene lactone of the eudesmanolide group. It has been isolated from Inula helenium. It has a role as an apoptosis inducer, an antifungal agent and a plant metabolite. It is a sesquiterpene lactone and a eudesmane sesquiterpenoid. Isoalantolactone is a natural product found in Eupatorium cannabinum, Critonia quadrangularis, and other organisms with data available. Isoalantolactone is found in herbs and spices. Isoalantolactone is a constituent of the essential oil of Inula helenium (elecampane) Constituent of the essential oil of Inula helenium (elecampane). Isoalantolactone is found in herbs and spices. Isoalantolactone is an apoptosis inducer, which also acts as an alkylating agent. Isoalantolactone is an apoptosis inducer, which also acts as an alkylating agent.

   

Herniarin

7-Methoxycoumarin, suitable for fluorescence, >=98.0\\% (TLC)

C10H8O3 (176.0473418)


Herniarin, also known as 7-methoxycoumarin or ayapanin, belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Herniarin is a sweet, balsamic, and tonka tasting compound. Herniarin has been detected, but not quantified, in several different foods, such as barley, tarragons, roman camomiles, fruits, and wild celeries. This could make herniarin a potential biomarker for the consumption of these foods. Herniarin is a member of the class of coumarins that is coumarin substituted by a methoxy group at position 7. It has a role as a fluorochrome. 7-Methoxycoumarin is a natural product found in Haplopappus multifolius, Herniaria hirsuta, and other organisms with data available. See also: Chamomile (part of); Glycyrrhiza Glabra (part of). Present in Prunus mahaleb (mahaleb cherry). Herniarin is found in many foods, some of which are caraway, wild celery, barley, and fruits. A member of the class of coumarins that is coumarin substituted by a methoxy group at position 7. Herniarin is a natural coumarin occurs in some flowering plants, with antitumor effect. Herniarin is a natural coumarin occurs in some flowering plants, with antitumor effect.

   

Costunolide

Cyclodeca[b]furan-2(3H)-one, 3a,4,5,8,9,11a-hexahydro-6,10-dimethyl-3-methylene-, (3aS,6E,10E,11aR)-

C15H20O2 (232.14632200000003)


Costunolide is a germacranolide with anthelminthic, antiparasitic and antiviral activities. It has a role as an anthelminthic drug, an antiinfective agent, an antineoplastic agent, an antiparasitic agent, an antiviral drug and a metabolite. It is a germacranolide and a heterobicyclic compound. (+)-Costunolide is a natural product found in Magnolia garrettii, Critonia morifolia, and other organisms with data available. Constituent of costus root (Saussurea lappa). Costunolide is found in tarragon, sweet bay, and herbs and spices. Costunolide is found in herbs and spices. Costunolide is a constituent of costus root (Saussurea lappa) D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics D000890 - Anti-Infective Agents > D000998 - Antiviral Agents INTERNAL_ID 2266; CONFIDENCE Reference Standard (Level 1) CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2266 D000970 - Antineoplastic Agents D004791 - Enzyme Inhibitors Costunolide ((+)-Costunolide) is a naturally occurring sesquiterpene lactone, with antioxidative, anti-inflammatory, antiallergic, bone remodeling, neuroprotective, hair growth promoting, anticancer, and antidiabetic properties. Costunolide can induce cell cycle arrest and apoptosis on breast cancer cells[1][2][3]. Costunolide ((+)-Costunolide) is a naturally occurring sesquiterpene lactone, with antioxidative, anti-inflammatory, antiallergic, bone remodeling, neuroprotective, hair growth promoting, anticancer, and antidiabetic properties. Costunolide can induce cell cycle arrest and apoptosis on breast cancer cells[1][2][3].

   

Stigmasterol

(3S,8S,9S,10R,13R,14S,17R)-17-((2R,5S,E)-5-ethyl-6-methylhept-3-en-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

C29H48O (412.37049579999996)


Stigmasterol is a phytosterol, meaning it is steroid derived from plants. As a food additive, phytosterols have cholesterol-lowering properties (reducing cholesterol absorption in intestines), and may act in cancer prevention. Phytosterols naturally occur in small amount in vegetable oils, especially soybean oil. One such phytosterol complex, isolated from vegetable oil, is cholestatin, composed of campesterol, stigmasterol, and brassicasterol, and is marketed as a dietary supplement. Sterols can reduce cholesterol in human subjects by up to 15\\%. The mechanism behind phytosterols and the lowering of cholesterol occurs as follows : the incorporation of cholesterol into micelles in the gastrointestinal tract is inhibited, decreasing the overall amount of cholesterol absorbed. This may in turn help to control body total cholesterol levels, as well as modify HDL, LDL and TAG levels. Many margarines, butters, breakfast cereals and spreads are now enriched with phytosterols and marketed towards people with high cholesterol and a wish to lower it. Stigmasterol is found to be associated with phytosterolemia, which is an inborn error of metabolism. Stigmasterol is a 3beta-sterol that consists of 3beta-hydroxystigmastane having double bonds at the 5,6- and 22,23-positions. It has a role as a plant metabolite. It is a 3beta-sterol, a stigmastane sterol, a 3beta-hydroxy-Delta(5)-steroid and a member of phytosterols. It derives from a hydride of a stigmastane. Stigmasterol is a natural product found in Ficus auriculata, Xylopia aromatica, and other organisms with data available. Stigmasterol is a steroid derivative characterized by the hydroxyl group in position C-3 of the steroid skeleton, and unsaturated bonds in position 5-6 of the B ring, and position 22-23 in the alkyl substituent. Stigmasterol is found in the fats and oils of soybean, calabar bean and rape seed, as well as several other vegetables, legumes, nuts, seeds, and unpasteurized milk. See also: Comfrey Root (part of); Saw Palmetto (part of); Plantago ovata seed (part of). Stigmasterol is an unsaturated plant sterol occurring in the plant fats or oils of soybean, calabar bean, and rape seed, and in a number of medicinal herbs, including the Chinese herbs Ophiopogon japonicus (Mai men dong) and American Ginseng. Stigmasterol is also found in various vegetables, legumes, nuts, seeds, and unpasteurized milk. A 3beta-sterol that consists of 3beta-hydroxystigmastane having double bonds at the 5,6- and 22,23-positions. C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol

   

beta-Sitosterol

(3S,8S,9S,10R,13R,14S,17R)-17-((2R,5R)-5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

C29H50O (414.386145)


beta-Sitosterol, a main dietary phytosterol found in plants, may have the potential for prevention and therapy for human cancer. Phytosterols are plant sterols found in foods such as oils, nuts, and vegetables. Phytosterols, in the same way as cholesterol, contain a double bond and are susceptible to oxidation, and are characterized by anti-carcinogenic and anti-atherogenic properties (PMID:13129445, 11432711). beta-Sitosterol is a phytopharmacological extract containing a mixture of phytosterols, with smaller amounts of other sterols, bonded with glucosides. These phytosterols are commonly derived from the South African star grass, Hypoxis rooperi, or from species of Pinus and Picea. The purported active constituent is termed beta-sitosterol. Additionally, the quantity of beta-sitosterol-beta-D-glucoside is often reported. Although the exact mechanism of action of beta-sitosterols is unknown, it may be related to cholesterol metabolism or anti-inflammatory effects (via interference with prostaglandin metabolism). Compared with placebo, beta-sitosterol improved urinary symptom scores and flow measures (PMID:10368239). A plant food-based diet modifies the serum beta-sitosterol concentration in hyperandrogenic postmenopausal women. This finding indicates that beta-sitosterol can be used as a biomarker of exposure in observational studies or as a compliance indicator in dietary intervention studies of cancer prevention (PMID:14652381). beta-Sitosterol induces apoptosis and activates key caspases in MDA-MB-231 human breast cancer cells (PMID:12579296). Sitosterol is a member of the class of phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3. It has a role as a sterol methyltransferase inhibitor, an anticholesteremic drug, an antioxidant, a plant metabolite and a mouse metabolite. It is a 3beta-sterol, a stigmastane sterol, a 3beta-hydroxy-Delta(5)-steroid, a C29-steroid and a member of phytosterols. It derives from a hydride of a stigmastane. Active fraction of Solanum trilobatum; reduces side-effects of radiation-induced toxicity. Beta-Sitosterol is a natural product found in Elodea canadensis, Ophiopogon intermedius, and other organisms with data available. beta-Sitosterol is one of several phytosterols (plant sterols) with chemical structures similar to that of cholesterol. Sitosterols are white, waxy powders with a characteristic odor. They are hydrophobic and soluble in alcohols. beta-Sitosterol is found in many foods, some of which are ginseng, globe artichoke, sesbania flower, and common oregano. C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents D009676 - Noxae > D000963 - Antimetabolites Beta-Sitosterol (purity>98\\%) is a plant sterol. Beta-Sitosterol (purity>98\\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1]. Beta-Sitosterol (purity>98\%) is a plant sterol. Beta-Sitosterol (purity>98\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1].

   

Lupeol

(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol

C30H50O (426.386145)


Lupeol is a pentacyclic triterpenoid that is lupane in which the hydrogen at the 3beta position is substituted by a hydroxy group. It occurs in the skin of lupin seeds, as well as in the latex of fig trees and of rubber plants. It is also found in many edible fruits and vegetables. It has a role as an anti-inflammatory drug and a plant metabolite. It is a secondary alcohol and a pentacyclic triterpenoid. It derives from a hydride of a lupane. Lupeol has been investigated for the treatment of Acne. Lupeol is a natural product found in Ficus auriculata, Ficus septica, and other organisms with data available. See also: Calendula Officinalis Flower (part of). A pentacyclic triterpenoid that is lupane in which the hydrogen at the 3beta position is substituted by a hydroxy group. It occurs in the skin of lupin seeds, as well as in the latex of fig trees and of rubber plants. It is also found in many edible fruits and vegetables. D000893 - Anti-Inflammatory Agents Lupeol (Clerodol; Monogynol B; Fagarasterol) is an active pentacyclic?triterpenoid, has anti-oxidant, anti-mutagenic, anti-tumor and anti-inflammatory activity. Lupeol is a potent?androgen receptor (AR)?inhibitor and can be used for cancer research, especially prostate cancer of androgen-dependent phenotype (ADPC) and castration resistant phenotype (CRPC)[1]. Lupeol (Clerodol; Monogynol B; Fagarasterol) is an active pentacyclic?triterpenoid, has anti-oxidant, anti-mutagenic, anti-tumor and anti-inflammatory activity. Lupeol is a potent?androgen receptor (AR)?inhibitor and can be used for cancer research, especially prostate cancer of androgen-dependent phenotype (ADPC) and castration resistant phenotype (CRPC)[1].

   

Caryophyllene alpha-oxide

[1R-(1R*,4R*,6R*,10S*)]- Caryophylene oxide Caryophyllene epoxide Caryophyllene oxyde Epoxycaryophyllene [1R-(1R*,4R*,6R*,10S*)]-4,12,12-trimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane <>-Caryophyllene epoxide <>-Caryophyllene oxide

C15H24O (220.18270539999997)


Caryophyllene oxide is an epoxide. It has a role as a metabolite. Caryophyllene oxide is a natural product found in Xylopia emarginata, Eupatorium altissimum, and other organisms with data available. See also: Cannabis sativa subsp. indica top (part of). Caryophyllene alpha-oxide is a minor produced of epoxidn. of KGV69-V. Minor production of epoxidn. of KGV69-V Caryophyllene oxide, isolated from from Hymenaea courbaril, possesses analgesic and anti-inflammatory activity[1]. Caryophyllene oxide, isolated from from Hymenaea courbaril, possesses analgesic and anti-inflammatory activity[1].

   

alpha-Humulene

trans,trans,trans-2,6,6,9-Tetramethyl-1,4,8-cycloundecatriene

C15H24 (204.18779039999998)


alpha-Humulene, also known as alpha-caryophyllene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Thus, alpha-humulene is considered to be an isoprenoid lipid molecule. alpha-Humulene is found in allspice. alpha-Humulene is a constituent of many essential oils including hops (Humulus lupulus) and cloves (Syzygium aromaticum). (1E,4E,8E)-alpha-humulene is the (1E,4E,8E)-isomer of alpha-humulene. Humulene is a natural product found in Nepeta nepetella, Teucrium montanum, and other organisms with data available. See also: Caryophyllene (related). α-Humulene is a main constituent of Tanacetum vulgare L. (Asteraceae) essential oil with anti-inflammation (IC50=15±2 μg/mL). α-Humulene inhibits COX-2 and iNOS expression[1]. α-Humulene is a main constituent of Tanacetum vulgare L. (Asteraceae) essential oil with anti-inflammation (IC50=15±2 μg/mL). α-Humulene inhibits COX-2 and iNOS expression[1].

   

(3S,6E)-Nerolidol

(S-(e))-3,7,11-Trimethyldodeca-1,6,10-trien-3-ol

C15H26O (222.1983546)


(3S,6E)-Nerolidol, also known as nerolidol or peruviol, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Thus, (3S,6E)-nerolidol is considered to be an isoprenoid lipid molecule. (3S,6E)-Nerolidol is an isomer of nerolidol, a naturally occurring sesquiterpene found in the essential oils of many types of plants and flowers. An isomer of nerolidol, a naturally occurring sesquiterpene found in the essential oils of many types of plants and flowers [Wikipedia] Nerolidol is a natural membrane-active sesquiterpene, with antitumor, antibacterial, antifungal and antiparasitic activity[1]. Nerolidol is a natural membrane-active sesquiterpene, with antitumor, antibacterial, antifungal and antiparasitic activity[1].

   

Benzyl benzoate

Benzyl benzoate, Pharmaceutical Secondary Standard; Certified Reference Material

C14H12O2 (212.0837252)


Benzyl benzoate, also known as benylate or benylic acid, belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Benzyl benzoate is an extremely weak basic (essentially neutral) compound (based on its pKa). Benzyl benzoate is a faint, sweet, and almond tasting compound. Outside of the human body, benzyl benzoate is found, on average, in the highest concentration within Ceylon cinnamon. Benzyl benzoate has also been detected, but not quantified in, several different foods, such as fennels, garden tomato, annual wild rice, amaranths, and horseradish tree. This could make benzyl benzoate a potential biomarker for the consumption of these foods. Benzyl benzoate is one of the older preparations used to treat scabies. Scabies is a skin infection caused by the mite Sarcoptes scabiei. It is characterized by severe itching (particularly at night), red spots, and may lead to a secondary infection. Benzyl benzoate is lethal to this mite and is therefore useful in the treatment of scabies. It is also used to treat lice infestations of the head and body. Benzyl benzoate is a benzoate ester obtained by the formal condensation of benzoic acid with benzyl alcohol. It has been isolated from the plant species of the genus Polyalthia. It has a role as a scabicide, an acaricide and a plant metabolite. It is a benzyl ester and a benzoate ester. It is functionally related to a benzoic acid. Benzyl benzoate is one of the older preparations used to treat scabies. Scabies is a skin infection caused by the mite sarcoptes scabiei. It is characterised by severe itching (particularly at night), red spots, and may lead to a secondary infection. Benzyl benzoate is lethal to this mite and so is useful in the treatment of scabies. It is also used to treat lice infestation of the head and body. Benzyl benzoate is not the treatment of choice for scabies due to its irritant properties. Benzyl benzoate is a natural product found in Lonicera japonica, Populus tremula, and other organisms with data available. See also: ... View More ... P - Antiparasitic products, insecticides and repellents > P03 - Ectoparasiticides, incl. scabicides, insecticides and repellents > P03A - Ectoparasiticides, incl. scabicides A benzoate ester obtained by the formal condensation of benzoic acid with benzyl alcohol. It has been isolated from the plant species of the genus Polyalthia. Contained in Peru balsam and Tolu balsam. Isolated from other plants e.g. Jasminum subspecies, ylang-ylang oil. It is used in food flavouring C254 - Anti-Infective Agent > C276 - Antiparasitic Agent D010575 - Pesticides > D007306 - Insecticides D016573 - Agrochemicals Same as: D01138 Benzyl benzoate (Benzoic acid benzyl ester) is a fragrance ingredient in cosmetic products. Benzyl benzoate can be used for the research of Scabies and Demodex-associated inflammatory skin conditions[1][2][3]. Benzyl benzoate (Phenylmethyl benzoate) is an orally active anti-scabies agent, acaricide (EC50= 0.06 g/m2) and fungicide. Benzyl benzoate is an angiotensin II (Ang II) inhibitor with antihypertensive effects. Benzyl benzoate can be used in perfumes, pharmaceuticals and the food industry[1][2][3][4][5]. Benzyl benzoate (Benzoic acid benzyl ester) is a fragrance ingredient in cosmetic products. Benzyl benzoate can be used for the research of Scabies and Demodex-associated inflammatory skin conditions[1][2][3].

   

Laurenobiolide

6,10-Dimethyl-3-methylidene-2-oxo-2H,3H,3ah,4H,7H,8H,11H,11ah-cyclodeca[b]furan-4-yl acetic acid

C17H22O4 (290.1518012)


Laurenobiolide is found in herbs and spices. Laurenobiolide is a constituent of Laurus nobilis (bay laurel). Constituent of Laurus nobilis (bay laurel). Laurenobiolide is found in sweet bay and herbs and spices.

   
   

beta-Caryophyllene

trans-(1R,9S)-4,11,11-Trimethyl-8-methylenebicyclo[7.2.0]undec-4-ene

C15H24 (204.18779039999998)


beta-Caryophyllene, also known as caryophyllene or (−)-β-caryophyllene, is a natural bicyclic sesquiterpene that is a constituent of many essential oils including that of Syzygium aromaticum (cloves), Cannabis sativa, rosemary, and hops. It is usually found as a mixture with isocaryophyllene (the cis double bond isomer) and α-humulene (obsolete name: α-caryophyllene), a ring-opened isomer. beta-Caryophyllene is notable for having both a cyclobutane ring and a trans-double bond in a nine-membered ring, both rarities in nature (Wikipedia). beta-Caryophyllene is a sweet and dry tasting compound that can be found in a number of food items such as allspice, fig, pot marjoram, and roman camomile, which makes beta-caryophyllene a potential biomarker for the consumption of these food products. beta-Caryophyllene can be found in feces and saliva. (-)-Caryophyllene. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=87-44-5 (retrieved 2024-08-07) (CAS RN: 87-44-5). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). β-Caryophyllene is a CB2 receptor agonist. β-Caryophyllene is a CB2 receptor agonist.

   

(-)-alpha-Curcumene

1-methyl-4-[(2R)-6-methylhept-5-en-2-yl]benzene

C15H22 (202.1721412)


1-[(2R)-hex-5-en-2-yl]-4-methylbenzene is a member of the class of compounds known as aromatic monoterpenoids. Aromatic monoterpenoids are monoterpenoids containing at least one aromatic ring. (-)-alpha-Curcumene belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

   

Bicyclogermacrene

(2Z,6Z)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

C15H24 (204.18779039999998)


Constituent of the peel oil of Citrus junos (yuzu). Bicyclogermacrene is found in many foods, some of which are common oregano, lemon balm, hyssop, and orange mint. Bicyclogermacrene is found in citrus. Bicyclogermacrene is a constituent of the peel oil of Citrus junos (yuzu).

   

gamma-Curcumene

.delta.-bisabolene

C15H24 (204.18779039999998)


A sesquiterpene that is cyclohexa-1,3-diene which is substituted by a methyl group at position 1 and a 6-methylhept-5-en-2-yl group at position 4 (the R enantiomer).

   

10-epi-gamma-eudesmol

2-[(2R,4aS)-4a,8-dimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalen-2-yl]propan-2-ol

C15H26O (222.1983546)


Flavouring compound [Flavornet]

   

Spathulenol

1H-Cycloprop(e)azulen-7-ol, decahydro-1,1,7-trimethyl-4-methylene-, (1aR-(1aalpha,4aalpha,7beta,7abeta,7balpha))-

C15H24O (220.18270539999997)


Spathulenol is a 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. It has a role as a volatile oil component, a plant metabolite, an anaesthetic and a vasodilator agent. It is a sesquiterpenoid, a carbotricyclic compound, a tertiary alcohol and an olefinic compound. Spathulenol is a natural product found in Xylopia aromatica, Xylopia emarginata, and other organisms with data available. See also: Chamomile (part of). A 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 is found in alcoholic beverages. Spathulenol is a constituent of Salvia sclarea (clary sage).

   

Salvigenin

4H-1-Bbenzopyran-4-one, 5-hydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-

C18H16O6 (328.0946836)


Salvigenin, also known as psathyrotin or 7-O-methylpectolinarigenin, is a member of the class of compounds known as 7-O-methylated flavonoids. 7-O-Methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, salvigenin is considered to be a flavonoid lipid molecule. Salvigenin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Salvigenin has been detected, but not quantified in, several different foods, such as rosemaries, mandarin orange (clementine, tangerine), common sages, sweet basils, and peppermints. This could make salvigenin a potential biomarker for the consumption of these foods. BioTransformer predicts that salvigenin is a product of tetramethylscutellarein metabolism via an O-dealkylation reaction catalyzed by CYP1A2, CYP2C9, CYP2C19, CYP2D6, CYP2E1, and CYP3A4 enzymes (PMID: 30612223). Salvigenin, also known as 5-hydroxy-6,7,4-trimethoxyflavone or 7-O-methylpectolinarigenin, is a member of the class of compounds known as 7-o-methylated flavonoids. 7-o-methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, salvigenin is considered to be a flavonoid lipid molecule. Salvigenin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Salvigenin can be found in a number of food items such as sweet basil, mandarin orange (clementine, tangerine), common sage, and peppermint, which makes salvigenin a potential biomarker for the consumption of these food products. Salvigenin is a trimethoxyflavone that is scutellarein in which the hydroxy groups at positions 4, 6, and 7 are replaced by methoxy groups. It has a role as an autophagy inducer, an apoptosis inhibitor, an antilipemic drug, an immunomodulator, an antineoplastic agent, a neuroprotective agent, a hypoglycemic agent and a plant metabolite. It is a trimethoxyflavone and a monohydroxyflavone. It is functionally related to a scutellarein. Salvigenin is a natural product found in Liatris elegans, Achillea santolina, and other organisms with data available. See also: Tangerine peel (part of). A trimethoxyflavone that is scutellarein in which the hydroxy groups at positions 4, 6, and 7 are replaced by methoxy groups. Salvigenin is a natural polyphenolic compound, with neuroprotective effect. Salvigenin has antitumor cytotoxic and immunomodulatory properties. Salvigenin inhibits H2O2-induced cell apoptosis[1][2]. Salvigenin is a natural polyphenolic compound, with neuroprotective effect. Salvigenin has antitumor cytotoxic and immunomodulatory properties. Salvigenin inhibits H2O2-induced cell apoptosis[1][2].

   

Nerolidol

[S-(E)]-3,7,11-trimethyldodeca-1,6,10-trien-3-ol

C15H26O (222.1983546)


A component of many essential oils. The (S)-enantiomer is the commoner and occurs mostly as the (S)-(E)-isomer. Flavouring agent. Nerolidol is found in many foods, some of which are coriander, sweet basil, roman camomile, and sweet orange. Nerolidol is found in bitter gourd. Nerolidol is a component of many essential oils. The (S)-enantiomer is the commoner and occurs mostly as the (S)-(E)-isomer. Nerolidol is a flavouring agent Nerolidol is a natural membrane-active sesquiterpene, with antitumor, antibacterial, antifungal and antiparasitic activity[1]. Nerolidol is a natural membrane-active sesquiterpene, with antitumor, antibacterial, antifungal and antiparasitic activity[1].

   

Tatridin B

4,9-dihydroxy-6-methyl-3,10-dimethylidene-2H,3H,3aH,4H,7H,8H,9H,10H,11H,11aH-cyclodeca[b]furan-2-one

C15H20O4 (264.13615200000004)


Tatridin B is found in herbs and spices. Tatridin B is isolated from Tanacetum vulgare (tansy). Isolated from Tanacetum vulgare (tansy). Tatridin B is found in herbs and spices.

   

Farnesyl acetate

Acetic acid (2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrienyl ester

C17H28O2 (264.2089188)


Farnesyl acetate (CAS: 29548-30-9) is a flavouring compound. Farnesyl acetate has been identified in foods such as blueberries. Flavouring compound [Flavornet]

   

alpha-Curcumene

1-methyl-4-(6-methylhept-5-en-2-yl)benzene

C15H22 (202.1721412)


alpha-Curcumene belongs to the family of Sesquiterpenes. These are terpenes with three consecutive isoprene units

   

Isointermedeol

1,4a-dimethyl-7-(prop-1-en-2-yl)-octahydronaphthalen-1-ol

C15H26O (222.1983546)


Constituent of Cymbopogon flexuosus (East Indian lemongrass). Isointermedeol is found in herbs and spices. Intermedeol is found in citrus. Intermedeol is a constituent of Citrus species.

   

Tavulin

4,9-dihydroxy-6,10-dimethyl-3-methylidene-2H,3H,3aH,4H,7H,8H,9H,11aH-cyclodeca[b]furan-2-one

C15H20O4 (264.13615200000004)


Tavulin is found in herbs and spices. Tavulin is a constituent of Tanacetum vulgare (tansy). Constituent of Tanacetum vulgare (tansy). Tavulin is found in herbs and spices.

   

(E)-9-(3-Furanyl)-2,6-dimethyl-2,6-nonadien-4-one

(6E)-9-(furan-3-yl)-2,6-dimethylnona-2,6-dien-4-one

C15H20O2 (232.14632200000003)


(E)-9-(3-Furanyl)-2,6-dimethyl-2,6-nonadien-4-one is found in potato. (E)-9-(3-Furanyl)-2,6-dimethyl-2,6-nonadien-4-one is isolated from fungus-infected Ipomoea batatas (sweet potato). Isolated from fungus-infected Ipomoea batatas (sweet potato). (E)-9-(3-Furanyl)-2,6-dimethyl-2,6-nonadien-4-one is found in root vegetables and potato.

   

Lupeol acetate

1,2,5,14,18,18-hexamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-yl acetate

C32H52O2 (468.3967092)


   

Laurenoniolide

(3aR,4R,11aS)-6,10-dimethyl-3-methylidene-2-oxo-2H,3H,3aH,4H,7H,8H,11H,11aH-cyclodeca[b]furan-4-yl acetate

C17H22O4 (290.1518012)


Laurenoniolide belongs to germacranolides and derivatives class of compounds. Those are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety. Laurenoniolide is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Laurenoniolide can be found in sweet bay, which makes laurenoniolide a potential biomarker for the consumption of this food product.

   

Sabinyl acetate

4-methylidene-1-(propan-2-yl)bicyclo[3.1.0]hexan-3-yl acetate

C12H18O2 (194.1306728)


Sabinyl acetate, also known as sabinyl acetic acid or sabinyl acetate, (1alpha,3beta,5alpha)-isomer, is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. Sabinyl acetate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Sabinyl acetate can be found in common sage and rosemary, which makes sabinyl acetate a potential biomarker for the consumption of these food products.

   

Taraxasterol acetate

4,4,6a,6b,8a,12,14b-Heptamethyl-11-methylidene-docosahydropicen-3-yl acetic acid

C32H52O2 (468.3967092)


Taraxasterol acetate, also known as urs-20(30)-en-3-ol acetate, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Taraxasterol acetate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Taraxasterol acetate can be found in burdock, which makes taraxasterol acetate a potential biomarker for the consumption of this food product.

   

Nerolidol

(E)-3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol, trans-3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol

C15H26O (222.1983546)


Nerolidol is a farnesane sesquiterpenoid that is dodeca-1,6,10-triene which carries methyl groups at positions 3, 7 and 11 and a hydroxy group at position 3. It is a natural product that is present in various flowers and plants with a floral odor. Chemically, it exists in two geometric isomers, trans and cis forms. It is widely used in cosmetics (e.g. shampoos and perfumes), in non-cosmetic products (e.g. detergents and cleansers) and also as a food flavoring agent. It has a role as a flavouring agent, a cosmetic, a pheromone, a neuroprotective agent, an antifungal agent, an anti-inflammatory agent, an antihypertensive agent, an antioxidant, a volatile oil component, an insect attractant and a herbicide. It is a farnesane sesquiterpenoid, a tertiary allylic alcohol and a volatile organic compound. Nerolidol is a natural product found in Xylopia sericea, Rhododendron calostrotum, and other organisms with data available. Nerolidol is found in bitter gourd. Nerolidol is a component of many essential oils. The (S)-enantiomer is the commoner and occurs mostly as the (S)-(E)-isomer. Nerolidol is a flavouring agent. Nerolidol has been shown to exhibit anti-fungal function (A7933).Nerolidol belongs to the family of Sesquiterpenes. These are terpenes with three consecutive isoprene units. A nerolidol in which the double bond at position 6 adopts a trans-configuration. Nerolidol is a natural membrane-active sesquiterpene, with antitumor, antibacterial, antifungal and antiparasitic activity[1]. Nerolidol is a natural membrane-active sesquiterpene, with antitumor, antibacterial, antifungal and antiparasitic activity[1]. trans-Nerolidol is a sesquiterpene alcohol. It can be isolated from f aerial parts of Warionia saharae ex Benth. trans-Nerolidol improves the anti-proliferative effect of Doxorubicin (HY-15142A) against intestinal cancer cells in vitro. trans-Nerolidol also has anti-fungal activity[1][2]. trans-Nerolidol is a sesquiterpene alcohol. It can be isolated from f aerial parts of Warionia saharae ex Benth. trans-Nerolidol improves the anti-proliferative effect of Doxorubicin (HY-15142A) against intestinal cancer cells in vitro. trans-Nerolidol also has anti-fungal activity[1][2].

   

Arglabin

3H-OXIRENO(8,8A)AZULENO(4,5-B)FURAN-8(4AH)-ONE, 5,6,6A,7,9A,9B-HEXAHYDRO-1,4A-DIMETHYL-7-METHYLENE-, (4AS-(3AS*,4A.ALPHA.,6A.ALPHA.,9A.BETA.,9B.ALPHA.))-

C15H18O3 (246.1255878)


Arglabin is 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. It has a role as an antineoplastic agent and a metabolite. It is an organic heterotetracyclic compound, a gamma-lactone, an epoxide and a sesquiterpene lactone. Arglabin is a natural product found in Pentzia eenii and Artemisia myriantha with data available. 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.

   

Kauniolide

(3aS,9aS,9bS)-6,9-dimethyl-3-methylidene-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-2-one

C15H18O2 (230.1306728)


Kauniolide is a natural product found in Critonia quadrangularis and Kaunia ignorata with data available.

   

β-Amyrin

beta-amyrin-H2O

C30H50O (426.386145)


Beta-amyrin, also known as amyrin or (3beta)-olean-12-en-3-ol, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Thus, beta-amyrin is considered to be an isoprenoid lipid molecule. Beta-amyrin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Beta-amyrin can be synthesized from oleanane. Beta-amyrin is also a parent compound for other transformation products, including but not limited to, erythrodiol, glycyrrhetaldehyde, and 24-hydroxy-beta-amyrin. Beta-amyrin can be found in a number of food items such as thistle, pepper (c. baccatum), wakame, and endive, which makes beta-amyrin a potential biomarker for the consumption of these food products. The amyrins are three closely related natural chemical compounds of the triterpene class. They are designated α-amyrin (ursane skeleton), β-amyrin (oleanane skeleton) and δ-amyrin. Each is a pentacyclic triterpenol with the chemical formula C30H50O. They are widely distributed in nature and have been isolated from a variety of plant sources such as epicuticular wax. In plant biosynthesis, α-amyrin is the precursor of ursolic acid and β-amyrin is the precursor of oleanolic acid. All three amyrins occur in the surface wax of tomato fruit. α-Amyrin is found in dandelion coffee . β-Amyrin, an ingredient of Celastrus hindsii, blocks amyloid β (Aβ)-induced long-term potentiation (LTP) impairment. β-amyrin is a promising candidate of treatment for AD[1]. β-Amyrin, an ingredient of Celastrus hindsii, blocks amyloid β (Aβ)-induced long-term potentiation (LTP) impairment. β-amyrin is a promising candidate of treatment for AD[1].

   

Lupeol acetate

Acetic acid (1R,3aR,4S,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-1-isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-eicosahydro-cyclopenta[a]chrysen-9-yl ester

C32H52O2 (468.3967092)


Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1]. Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1].

   

Isointermedeol

1,4a-dimethyl-7-(prop-1-en-2-yl)-octahydronaphthalen-1-ol

C15H26O (222.1983546)


Constituent of Cymbopogon flexuosus (East Indian lemongrass). Isointermedeol is found in herbs and spices. Intermedeol is found in citrus. Intermedeol is a constituent of Citrus species.

   

Curcumene

alpha-Curcumene

C15H22 (202.1721412)


   

sitosterol

17-(5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

C29H50O (414.386145)


A member of the class of phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3. C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents D009676 - Noxae > D000963 - Antimetabolites Beta-Sitosterol (purity>98\\%) is a plant sterol. Beta-Sitosterol (purity>98\\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1]. Beta-Sitosterol (purity>98\%) is a plant sterol. Beta-Sitosterol (purity>98\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1].

   

3,7,11,11-Tetramethylbicyclo[8.1.0]undeca-2,6-diene

3,7,11,11-Tetramethylbicyclo[8.1.0]undeca-2,6-diene

C15H24 (204.18779039999998)


   

Stigmasterol

Stigmasterol

C29H48O (412.37049579999996)


Disclaimer: While authors make an effort to ensure that the content of this record is accurate, the authors make no representations or warranties in relation to the accuracy or completeness of the record. This record do not reflect any viewpoints of the affiliation and organization to which the authors belong.

   

Salvigenin

4H-1-Benzopyran-4-one, 5-hydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-

C18H16O6 (328.0946836)


Salvigenin is a natural polyphenolic compound, with neuroprotective effect. Salvigenin has antitumor cytotoxic and immunomodulatory properties. Salvigenin inhibits H2O2-induced cell apoptosis[1][2]. Salvigenin is a natural polyphenolic compound, with neuroprotective effect. Salvigenin has antitumor cytotoxic and immunomodulatory properties. Salvigenin inhibits H2O2-induced cell apoptosis[1][2].

   

lupeol

Lup-20(29)-en-3.beta.-ol

C30H50O (426.386145)


D000893 - Anti-Inflammatory Agents Lupeol (Clerodol; Monogynol B; Fagarasterol) is an active pentacyclic?triterpenoid, has anti-oxidant, anti-mutagenic, anti-tumor and anti-inflammatory activity. Lupeol is a potent?androgen receptor (AR)?inhibitor and can be used for cancer research, especially prostate cancer of androgen-dependent phenotype (ADPC) and castration resistant phenotype (CRPC)[1]. Lupeol (Clerodol; Monogynol B; Fagarasterol) is an active pentacyclic?triterpenoid, has anti-oxidant, anti-mutagenic, anti-tumor and anti-inflammatory activity. Lupeol is a potent?androgen receptor (AR)?inhibitor and can be used for cancer research, especially prostate cancer of androgen-dependent phenotype (ADPC) and castration resistant phenotype (CRPC)[1].

   

bicyclogermacrene

bicyclogermacrene

C15H24 (204.18779039999998)


A sesquiterpene derived from germacrane by dehydrogenation across the C(1)-C(10) and C(4)-C(5) bonds and cyclisation across the C(8)-C(9) bond.

   

2,6,10-trimethyldodeca-2,6,11-triene-1,10-diol

2,6,10-trimethyldodeca-2,6,11-triene-1,10-diol

C15H26O2 (238.1932696)


   

Laurenobiolide

Laurenobiolide

C17H22O4 (290.1518012)


A germacranolide isolated from Laurus nobilis L. and which has been shown to exhibit allergenic activity.

   

Costunolide

NCGC00381718-02_C15H20O2_Cyclodeca[b]furan-2(3H)-one, 3a,4,5,8,9,11a-hexahydro-6,10-dimethyl-3-methylene-, (3aS,6E,10E,11aR)-

C15H20O2 (232.14632200000003)


Costunolide is a germacranolide with anthelminthic, antiparasitic and antiviral activities. It has a role as an anthelminthic drug, an antiinfective agent, an antineoplastic agent, an antiparasitic agent, an antiviral drug and a metabolite. It is a germacranolide and a heterobicyclic compound. (+)-Costunolide is a natural product found in Magnolia garrettii, Critonia morifolia, and other organisms with data available. D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics A germacranolide with anthelminthic, antiparasitic and antiviral activities. D000890 - Anti-Infective Agents > D000998 - Antiviral Agents D000970 - Antineoplastic Agents D004791 - Enzyme Inhibitors Costunolide ((+)-Costunolide) is a naturally occurring sesquiterpene lactone, with antioxidative, anti-inflammatory, antiallergic, bone remodeling, neuroprotective, hair growth promoting, anticancer, and antidiabetic properties. Costunolide can induce cell cycle arrest and apoptosis on breast cancer cells[1][2][3]. Costunolide ((+)-Costunolide) is a naturally occurring sesquiterpene lactone, with antioxidative, anti-inflammatory, antiallergic, bone remodeling, neuroprotective, hair growth promoting, anticancer, and antidiabetic properties. Costunolide can induce cell cycle arrest and apoptosis on breast cancer cells[1][2][3].

   

Farnesyl acetate

Acetic acid, [(Z,Z)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl] ester

C17H28O2 (264.2089188)


(2Z,6Z)-Farnesyl acetate is a natural product found in Carapichea ipecacuanha with data available.

   

Coumarin

2H-1-Benzopyran-2-one

C9H6O2 (146.0367776)


Coumarin, also known as 1,2-benzopyrone or benzo-alpha-pyrone, belongs to coumarins and derivatives class of compounds. Those are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Coumarin is slightly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Coumarin is a sweet, green, and new mown hay tasting compound and can be found in a number of food items such as malus (crab apple), sunburst squash (pattypan squash), european cranberry, and star anise, which makes coumarin a potential biomarker for the consumption of these food products. Coumarin can be found primarily in saliva. Coumarin is formally rated as an unfounded non-carcinogenic (IARC 3) potentially toxic compound. Coumarin was first synthesized in 1868. It is used in the pharmaceutical industry as a precursor reagent in the synthesis of a number of synthetic anticoagulant pharmaceuticals similar to dicoumarol, the notable ones being warfarin (brand name Coumadin) and some even more potent rodenticides that work by the same anticoagulant mechanism. 4-hydroxycoumarins are a type of vitamin K antagonist. Pharmaceutical (modified) coumarins were all developed from the study of sweet clover disease; see warfarin for this history. However, unmodified coumarin itself, as it occurs in plants, has no effect on the vitamin K coagulation system, or on the action of warfarin-type drugs . C78275 - Agent Affecting Blood or Body Fluid > C263 - Anticoagulant Agent CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2337 COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS relative retention time with respect to 9-anthracene Carboxylic Acid is 0.657 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.654 IPB_RECORD: 3881; CONFIDENCE confident structure Coumarin is the primary bioactive ingredient in Radix Glehniae, named Beishashen in China, which possesses many pharmacological activities, including anticancer, anti-inflammation and antivirus activities. Coumarin is the primary bioactive ingredient in Radix Glehniae, named Beishashen in China, which possesses many pharmacological activities, including anticancer, anti-inflammation and antivirus activities.

   

Isoalantolactone

Isoalantolactone

C15H20O2 (232.14632200000003)


relative retention time with respect to 9-anthracene Carboxylic Acid is 1.234 Isoalantolactone is an apoptosis inducer, which also acts as an alkylating agent. Isoalantolactone is an apoptosis inducer, which also acts as an alkylating agent.

   

Coumarin

2H-1-Benzopyran-2-one

C9H6O2 (146.0367776)


Coumarin (/ˈkuːmərɪn/) or 2H-chromen-2-one is an aromatic organic chemical compound with formula C9H6O2. Its molecule can be described as a benzene molecule with two adjacent hydrogen atoms replaced by an unsaturated lactone ring −(CH)=(CH)−(C=O)−O−, forming a second six-membered heterocycle that shares two carbons with the benzene ring. It belongs to the benzopyrone chemical class and considered as a lactone.[1] Coumarin is a colorless crystalline solid with a sweet odor resembling the scent of vanilla and a bitter taste.[1] It is found in many plants, where it may serve as a chemical defense against predators. Coumarin inhibits synthesis of vitamin K, a key component in blood clotting. A related compound, the prescription drug anticoagulant warfarin, is used to inhibit formation of blood clots, deep vein thrombosis, and pulmonary embolism.[1][2] Coumarin is the primary bioactive ingredient in Radix Glehniae, named Beishashen in China, which possesses many pharmacological activities, including anticancer, anti-inflammation and antivirus activities. Coumarin is the primary bioactive ingredient in Radix Glehniae, named Beishashen in China, which possesses many pharmacological activities, including anticancer, anti-inflammation and antivirus activities.

   

Benzyl Benzoate

Benzyl Benzoate

C14H12O2 (212.0837252)


P - Antiparasitic products, insecticides and repellents > P03 - Ectoparasiticides, incl. scabicides, insecticides and repellents > P03A - Ectoparasiticides, incl. scabicides C254 - Anti-Infective Agent > C276 - Antiparasitic Agent D010575 - Pesticides > D007306 - Insecticides D016573 - Agrochemicals Benzyl benzoate (Benzoic acid benzyl ester) is a fragrance ingredient in cosmetic products. Benzyl benzoate can be used for the research of Scabies and Demodex-associated inflammatory skin conditions[1][2][3]. Benzyl benzoate (Phenylmethyl benzoate) is an orally active anti-scabies agent, acaricide (EC50= 0.06 g/m2) and fungicide. Benzyl benzoate is an angiotensin II (Ang II) inhibitor with antihypertensive effects. Benzyl benzoate can be used in perfumes, pharmaceuticals and the food industry[1][2][3][4][5]. Benzyl benzoate (Benzoic acid benzyl ester) is a fragrance ingredient in cosmetic products. Benzyl benzoate can be used for the research of Scabies and Demodex-associated inflammatory skin conditions[1][2][3].

   

Farnesyl acetate

(cis,trans)-Farnesyl acetate

C17H28O2 (264.2089188)


   

caryophyllene

(-)-beta-Caryophyllene

C15H24 (204.18779039999998)


A beta-caryophyllene in which the stereocentre adjacent to the exocyclic double bond has S configuration while the remaining stereocentre has R configuration. It is the most commonly occurring form of beta-caryophyllene, occurring in many essential oils, particularly oil of cloves. D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D002491 - Central Nervous System Agents > D000700 - Analgesics D000893 - Anti-Inflammatory Agents D018501 - Antirheumatic Agents β-Caryophyllene is a CB2 receptor agonist. β-Caryophyllene is a CB2 receptor agonist.

   

Isointermedeol

1,4a-dimethyl-7-(prop-1-en-2-yl)-decahydronaphthalen-1-ol

C15H26O (222.1983546)


   

Tabulin

4,9-dihydroxy-6,10-dimethyl-3-methylidene-2H,3H,3aH,4H,7H,8H,9H,11aH-cyclodeca[b]furan-2-one

C15H20O4 (264.13615200000004)


   

Taridin b

4,9-dihydroxy-6-methyl-3,10-dimethylidene-2H,3H,3aH,4H,7H,8H,9H,10H,11H,11aH-cyclodeca[b]furan-2-one

C15H20O4 (264.13615200000004)


   

(E)-9-(3-Furanyl)-2,6-dimethyl-2,6-nonadien-4-one

(6E)-9-(furan-3-yl)-2,6-dimethylnona-2,6-dien-4-one

C15H20O2 (232.14632200000003)


   

nerolidol

(±)-trans-Nerolidol

C15H26O (222.1983546)


A farnesane sesquiterpenoid that is dodeca-1,6,10-triene which carries methyl groups at positions 3, 7 and 11 and a hydroxy group at position 3. It is a natural product that is present in various flowers and plants with a floral odor. Chemically, it exists in two geometric isomers, trans and cis forms. It is widely used in cosmetics (e.g. shampoos and perfumes), in non-cosmetic products (e.g. detergents and cleansers) and also as a food flavoring agent. Nerolidol is a natural membrane-active sesquiterpene, with antitumor, antibacterial, antifungal and antiparasitic activity[1]. Nerolidol is a natural membrane-active sesquiterpene, with antitumor, antibacterial, antifungal and antiparasitic activity[1]. trans-Nerolidol is a sesquiterpene alcohol. It can be isolated from f aerial parts of Warionia saharae ex Benth. trans-Nerolidol improves the anti-proliferative effect of Doxorubicin (HY-15142A) against intestinal cancer cells in vitro. trans-Nerolidol also has anti-fungal activity[1][2]. trans-Nerolidol is a sesquiterpene alcohol. It can be isolated from f aerial parts of Warionia saharae ex Benth. trans-Nerolidol improves the anti-proliferative effect of Doxorubicin (HY-15142A) against intestinal cancer cells in vitro. trans-Nerolidol also has anti-fungal activity[1][2].

   

alpha-Curcumene

1-methyl-4-[(2R)-6-methylhept-5-en-2-yl]benzene

C15H22 (202.1721412)


Alpha-curcumene is also known as α-curcumene. Alpha-curcumene is a herb tasting compound and can be found in a number of food items such as pepper (spice), lovage, wild carrot, and rosemary, which makes alpha-curcumene a potential biomarker for the consumption of these food products.

   

Humulene

trans,trans,trans-2,6,6,9-Tetramethyl-1,4,8-cycloundecatriene

C15H24 (204.18779039999998)


α-Humulene is a main constituent of Tanacetum vulgare L. (Asteraceae) essential oil with anti-inflammation (IC50=15±2 μg/mL). α-Humulene inhibits COX-2 and iNOS expression[1]. α-Humulene is a main constituent of Tanacetum vulgare L. (Asteraceae) essential oil with anti-inflammation (IC50=15±2 μg/mL). α-Humulene inhibits COX-2 and iNOS expression[1].

   

Harzol

(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methyl-heptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

C29H50O (414.386145)


C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents D009676 - Noxae > D000963 - Antimetabolites Beta-Sitosterol (purity>98\\%) is a plant sterol. Beta-Sitosterol (purity>98\\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1]. Beta-Sitosterol (purity>98\%) is a plant sterol. Beta-Sitosterol (purity>98\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1].

   

Rattex

2-Propenoic acid, 3-(2-hydroxyphenyl)-, .delta.-lactone

C9H6O2 (146.0367776)


C78275 - Agent Affecting Blood or Body Fluid > C263 - Anticoagulant Agent COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Coumarin is the primary bioactive ingredient in Radix Glehniae, named Beishashen in China, which possesses many pharmacological activities, including anticancer, anti-inflammation and antivirus activities. Coumarin is the primary bioactive ingredient in Radix Glehniae, named Beishashen in China, which possesses many pharmacological activities, including anticancer, anti-inflammation and antivirus activities.

   

Stigmasterin

(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methyl-hept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

C29H48O (412.37049579999996)


C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol

   

Scabide

InChI=1\C14H12O2\c15-14(13-9-5-2-6-10-13)16-11-12-7-3-1-4-8-12\h1-10H,11H

C14H12O2 (212.0837252)


P - Antiparasitic products, insecticides and repellents > P03 - Ectoparasiticides, incl. scabicides, insecticides and repellents > P03A - Ectoparasiticides, incl. scabicides C254 - Anti-Infective Agent > C276 - Antiparasitic Agent D010575 - Pesticides > D007306 - Insecticides D016573 - Agrochemicals Benzyl benzoate (Benzoic acid benzyl ester) is a fragrance ingredient in cosmetic products. Benzyl benzoate can be used for the research of Scabies and Demodex-associated inflammatory skin conditions[1][2][3]. Benzyl benzoate (Phenylmethyl benzoate) is an orally active anti-scabies agent, acaricide (EC50= 0.06 g/m2) and fungicide. Benzyl benzoate is an angiotensin II (Ang II) inhibitor with antihypertensive effects. Benzyl benzoate can be used in perfumes, pharmaceuticals and the food industry[1][2][3][4][5]. Benzyl benzoate (Benzoic acid benzyl ester) is a fragrance ingredient in cosmetic products. Benzyl benzoate can be used for the research of Scabies and Demodex-associated inflammatory skin conditions[1][2][3].

   

Ayapanin

5-18-01-00387 (Beilstein Handbook Reference)

C10H8O3 (176.0473418)


Herniarin is a natural coumarin occurs in some flowering plants, with antitumor effect. Herniarin is a natural coumarin occurs in some flowering plants, with antitumor effect.

   

Lupeol acetate

1,2,5,14,18,18-hexamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-yl acetate

C32H52O2 (468.3967092)


Lupeyl acetate, also known as lupeyl acetic acid, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Lupeyl acetate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Lupeyl acetate can be found in burdock, date, and fig, which makes lupeyl acetate a potential biomarker for the consumption of these food products. Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1]. Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1].

   

Caryophyllene oxide

Caryophyllene alpha-oxide

C15H24O (220.18270539999997)


Constituent of oil of cloves (Eugenia caryophyllata)and is) also in oils of Betula alba, Mentha piperita (peppermint) and others. Caryophyllene alpha-oxide is found in many foods, some of which are spearmint, cloves, ceylon cinnamon, and herbs and spices. Caryophyllene beta-oxide is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Caryophyllene beta-oxide is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Within the cell, caryophyllene beta-oxide is primarily located in the membrane (predicted from logP). It can also be found in the extracellular space. Caryophyllene oxide, isolated from from Hymenaea courbaril, possesses analgesic and anti-inflammatory activity[1]. Caryophyllene oxide, isolated from from Hymenaea courbaril, possesses analgesic and anti-inflammatory activity[1].

   

1-epi-Tatridin B

1-epi-Tatridin B

C15H20O4 (264.13615200000004)


A germacrane sesquiterpenoid found in Tanacetum vulgare, Anthemis altissima and Anthemis melanolepsis that is tatridin A in which the double bond at position 9-10 has migrated to position 10-14.

   

Tatridin B

Tatridin B

C15H20O4 (264.13615200000004)


A germacrane sesquiterpenoid found Tanacetum vulgare that is tatridin A in which the double bond at position 9-10 has migrated to position 10-14 and in which the hydroxy group at position 1 has epimerised from alpha- to beta-.

   

(1S,2E,10R)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

(1S,2E,10R)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

C15H24 (204.18779039999998)


   

epoxide

[1R-(1R*,4R*,6R*,10S*)]- Caryophylene oxide Caryophyllene epoxide Caryophyllene oxyde Epoxycaryophyllene [1R-(1R*,4R*,6R*,10S*)]-4,12,12-trimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane <>-Caryophyllene epoxide <>-Caryophyllene oxide

C15H24O (220.18270539999997)


Caryophyllene oxide is an epoxide. It has a role as a metabolite. Caryophyllene oxide is a natural product found in Xylopia emarginata, Eupatorium altissimum, and other organisms with data available. See also: Cannabis sativa subsp. indica top (part of). A natural product found in Cupania cinerea. Caryophyllene oxide, isolated from from Hymenaea courbaril, possesses analgesic and anti-inflammatory activity[1]. Caryophyllene oxide, isolated from from Hymenaea courbaril, possesses analgesic and anti-inflammatory activity[1].

   

(3S,6E)-Nerolidol

[S-(E)]-3,7,11-trimethyldodeca-1,6,10-trien-3-ol

C15H26O (222.1983546)


A (6E)-nerolidol in which the hydroxy group at positon 3 adopts an S-configuration. Nerolidol is a natural membrane-active sesquiterpene, with antitumor, antibacterial, antifungal and antiparasitic activity[1]. Nerolidol is a natural membrane-active sesquiterpene, with antitumor, antibacterial, antifungal and antiparasitic activity[1].

   

10-epi-g-Eudesmol

10-epi-gamma-Eudesmol

C15H26O (222.1983546)


A eudesmane sesquiterpenoid in which the eudesmane skeleton carries a hydroxy substituent at C-11, has a double bond between C-4 and C-5 and has inversion of configuration at C-10.

   

(-)-alpha-Curcumene

(-)-alpha-Curcumene

C15H22 (202.1721412)


An alpha-curcumene that has R configuration at the chiral centre.

   

1,10-dimethyl-6-methylidene-4,11-dioxatetracyclo[7.5.0.0³,⁷.0¹⁰,¹²]tetradec-13-en-5-one

1,10-dimethyl-6-methylidene-4,11-dioxatetracyclo[7.5.0.0³,⁷.0¹⁰,¹²]tetradec-13-en-5-one

C15H18O3 (246.1255878)


   

(3ar,4ar,8ar,9ar)-4a-hydroperoxy-8a-methyl-3,5-dimethylidene-hexahydro-3ah-naphtho[2,3-b]furan-2-one

(3ar,4ar,8ar,9ar)-4a-hydroperoxy-8a-methyl-3,5-dimethylidene-hexahydro-3ah-naphtho[2,3-b]furan-2-one

C15H20O4 (264.13615200000004)


   

5-hydroxy-6,10-dimethyl-3-methylidene-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

5-hydroxy-6,10-dimethyl-3-methylidene-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

C15H20O3 (248.14123700000002)


   

methyl 2-[(2r,4ar,8ar)-8a-hydroperoxy-4a-methyl-8-methylidene-hexahydro-1h-naphthalen-2-yl]prop-2-enoate

methyl 2-[(2r,4ar,8ar)-8a-hydroperoxy-4a-methyl-8-methylidene-hexahydro-1h-naphthalen-2-yl]prop-2-enoate

C16H24O4 (280.1674504)


   

2,11-dimethyl-6-methylidene-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadeca-2,14-dien-7-one

2,11-dimethyl-6-methylidene-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadeca-2,14-dien-7-one

C15H16O4 (260.1048536)


   

4-hydroxy-6,10-dimethyl-3-methylidene-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

4-hydroxy-6,10-dimethyl-3-methylidene-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

C15H20O3 (248.14123700000002)


   

(2e,6e)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

(2e,6e)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

C15H24 (204.18779039999998)


   

10-hydroxy-4,8,12-trimethyl-3,14-dioxatricyclo[9.3.0.0²,⁴]tetradec-7-en-13-one

10-hydroxy-4,8,12-trimethyl-3,14-dioxatricyclo[9.3.0.0²,⁴]tetradec-7-en-13-one

C15H22O4 (266.1518012)


   

9-hydroxy-6,10-dimethyl-3-methylidene-4-(2-methylpropoxy)-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

9-hydroxy-6,10-dimethyl-3-methylidene-4-(2-methylpropoxy)-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

C19H28O4 (320.19874880000003)


   

(3ar,4s,11ar)-4-hydroxy-6,10-dimethyl-3-methylidene-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

(3ar,4s,11ar)-4-hydroxy-6,10-dimethyl-3-methylidene-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

C15H20O3 (248.14123700000002)


   

methyl 2-(3-acetyl-3a-hydroxy-7a-methyl-hexahydro-1h-inden-5-yl)prop-2-enoate

methyl 2-(3-acetyl-3a-hydroxy-7a-methyl-hexahydro-1h-inden-5-yl)prop-2-enoate

C16H24O4 (280.1674504)


   

(3ar,4s,9r,9as,9bs)-9-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl (2e)-2-methylbut-2-enoate

(3ar,4s,9r,9as,9bs)-9-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl (2e)-2-methylbut-2-enoate

C20H24O5 (344.1623654)


   

(3r,3as,9br)-3,6,9-trimethyl-3h,3ah,4h,5h,9bh-azuleno[4,5-b]furan-2-one

(3r,3as,9br)-3,6,9-trimethyl-3h,3ah,4h,5h,9bh-azuleno[4,5-b]furan-2-one

C15H18O2 (230.1306728)


   

9-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 2-methylbut-2-enoate

9-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 2-methylbut-2-enoate

C20H24O5 (344.1623654)


   

(3as,4r,9s,11as)-9-hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2s,3s)-2,3-dimethyloxirane-2-carboxylate

(3as,4r,9s,11as)-9-hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2s,3s)-2,3-dimethyloxirane-2-carboxylate

C20H26O6 (362.17292960000003)


   

(1s,2r,5r,6s,9r,10s,12s,13s)-12-hydroxy-9-methoxy-5,9,13-trimethyl-3,14-dioxatetracyclo[8.4.0.0¹,¹³.0²,⁶]tetradecan-4-one

(1s,2r,5r,6s,9r,10s,12s,13s)-12-hydroxy-9-methoxy-5,9,13-trimethyl-3,14-dioxatetracyclo[8.4.0.0¹,¹³.0²,⁶]tetradecan-4-one

C16H24O5 (296.1623654)


   

5-hydroxy-5,8a-dimethyl-3-methylidene-3ah,6h,7h,8h,9h,9ah-naphtho[2,3-b]furan-2-one

5-hydroxy-5,8a-dimethyl-3-methylidene-3ah,6h,7h,8h,9h,9ah-naphtho[2,3-b]furan-2-one

C15H20O3 (248.14123700000002)


   

(4ar,7r)-4a-methyl-7-(3-oxoprop-1-en-2-yl)-3,4,5,6,7,8-hexahydro-2h-naphthalene-1-carbaldehyde

(4ar,7r)-4a-methyl-7-(3-oxoprop-1-en-2-yl)-3,4,5,6,7,8-hexahydro-2h-naphthalene-1-carbaldehyde

C15H20O2 (232.14632200000003)


   

(4s,4ar,6r)-4-hydroxy-6-isopropyl-4,4a-dimethyl-5,6,7,8-tetrahydro-3h-naphthalen-2-one

(4s,4ar,6r)-4-hydroxy-6-isopropyl-4,4a-dimethyl-5,6,7,8-tetrahydro-3h-naphthalen-2-one

C15H24O2 (236.1776204)


   

methyl 2-[4-methyl-3-oxo-4-(4-oxopentyl)cyclohexyl]prop-2-enoate

methyl 2-[4-methyl-3-oxo-4-(4-oxopentyl)cyclohexyl]prop-2-enoate

C16H24O4 (280.1674504)


   

(3as,11as)-6,10-dimethyl-3-methylidene-3ah,5h,8h,9h,11ah-cyclodeca[b]furan-2,4-dione

(3as,11as)-6,10-dimethyl-3-methylidene-3ah,5h,8h,9h,11ah-cyclodeca[b]furan-2,4-dione

C15H18O3 (246.1255878)


   

(3as,4r,9r,11as)-4,9-dihydroxy-6,10-dimethyl-3-methylidene-3ah,4h,7h,8h,9h,11ah-cyclodeca[b]furan-2-one

(3as,4r,9r,11as)-4,9-dihydroxy-6,10-dimethyl-3-methylidene-3ah,4h,7h,8h,9h,11ah-cyclodeca[b]furan-2-one

C15H20O4 (264.13615200000004)


   

5,9-dimethyl-14-methylidene-13-oxo-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-en-2-yl 2-methylbut-2-enoate

5,9-dimethyl-14-methylidene-13-oxo-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-en-2-yl 2-methylbut-2-enoate

C20H26O5 (346.17801460000004)


   

9-(furan-3-yl)-2,6-dimethylnona-2,6-dien-4-one

9-(furan-3-yl)-2,6-dimethylnona-2,6-dien-4-one

C15H20O2 (232.14632200000003)


   

(5r)-5-{[(2e)-5-(furan-3-yl)-2-methylpent-2-en-1-yl]oxy}-4-methyl-5h-furan-2-one

(5r)-5-{[(2e)-5-(furan-3-yl)-2-methylpent-2-en-1-yl]oxy}-4-methyl-5h-furan-2-one

C15H18O4 (262.1205028)


   

9-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 3-methylbutanoate

9-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 3-methylbutanoate

C20H26O5 (346.17801460000004)


   

7-isopropyl-1,4a-dimethyl-hexahydro-2h-naphthalene-1,8a-diol

7-isopropyl-1,4a-dimethyl-hexahydro-2h-naphthalene-1,8a-diol

C15H28O2 (240.20891880000002)


   

(3as,7s,9ar,9bs)-7,9a-dihydroxy-6,9-dimethyl-3-methylidene-3ah,4h,5h,7h,9bh-azuleno[4,5-b]furan-2-one

(3as,7s,9ar,9bs)-7,9a-dihydroxy-6,9-dimethyl-3-methylidene-3ah,4h,5h,7h,9bh-azuleno[4,5-b]furan-2-one

C15H18O4 (262.1205028)


   

(3ar,4r,9s,11as)-9-hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2s,3r)-2,3-dimethyloxirane-2-carboxylate

(3ar,4r,9s,11as)-9-hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2s,3r)-2,3-dimethyloxirane-2-carboxylate

C20H26O6 (362.17292960000003)


   

(3as,9s,11ar)-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-9-yl 3-methylbutanoate

(3as,9s,11ar)-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-9-yl 3-methylbutanoate

C20H28O4 (332.19874880000003)


   

(1r,2s,4r,6r,9e,11r)-2-hydroxy-4,9-dimethyl-14-methylidene-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-13-one

(1r,2s,4r,6r,9e,11r)-2-hydroxy-4,9-dimethyl-14-methylidene-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-13-one

C15H20O4 (264.13615200000004)


   

7-isopropyl-1,4a-dimethyl-4,5,6,7-tetrahydro-3h-naphthalene

7-isopropyl-1,4a-dimethyl-4,5,6,7-tetrahydro-3h-naphthalene

C15H24 (204.18779039999998)


   

(1r,3r,7r,9r,10s,12r)-1,10-dimethyl-6-methylidene-4,11-dioxatetracyclo[7.5.0.0³,⁷.0¹⁰,¹²]tetradec-13-en-5-one

(1r,3r,7r,9r,10s,12r)-1,10-dimethyl-6-methylidene-4,11-dioxatetracyclo[7.5.0.0³,⁷.0¹⁰,¹²]tetradec-13-en-5-one

C15H18O3 (246.1255878)


   

4a-methyl-7-(3-oxoprop-1-en-2-yl)-3,4,5,6,7,8-hexahydro-2h-naphthalene-1-carbaldehyde

4a-methyl-7-(3-oxoprop-1-en-2-yl)-3,4,5,6,7,8-hexahydro-2h-naphthalene-1-carbaldehyde

C15H20O2 (232.14632200000003)


   

(7ar)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

(7ar)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

C15H24O (220.18270539999997)


   

(3as,5s,9s,11ar)-5-(acetyloxy)-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-9-yl acetate

(3as,5s,9s,11ar)-5-(acetyloxy)-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-9-yl acetate

C19H24O6 (348.1572804)


   

9-hydroxy-3,6,9-trimethyl-2-oxo-3h,3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 2-methylbutanoate

9-hydroxy-3,6,9-trimethyl-2-oxo-3h,3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 2-methylbutanoate

C20H28O5 (348.1936638)


   

9-hydroxy-3,6,9-trimethyl-2-oxo-3h,3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 3-methylbutanoate

9-hydroxy-3,6,9-trimethyl-2-oxo-3h,3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 3-methylbutanoate

C20H28O5 (348.1936638)


   

2-(3,8-dimethyl-5,6-dihydroazulen-5-yl)propanoic acid

2-(3,8-dimethyl-5,6-dihydroazulen-5-yl)propanoic acid

C15H18O2 (230.1306728)


   

(1s,4r,5r)-4-[(3e)-4-methyl-5-(4-methylfuran-2-yl)pent-3-en-1-yl]-2,6-dioxabicyclo[3.1.0]hexan-3-one

(1s,4r,5r)-4-[(3e)-4-methyl-5-(4-methylfuran-2-yl)pent-3-en-1-yl]-2,6-dioxabicyclo[3.1.0]hexan-3-one

C15H18O4 (262.1205028)


   

(6r)-9-(furan-3-yl)-2,6-dimethylnonan-4-one

(6r)-9-(furan-3-yl)-2,6-dimethylnonan-4-one

C15H24O2 (236.1776204)


   

methyl 2-(8a-hydroperoxy-1-hydroxy-4a-methyl-8-methylidene-hexahydro-1h-naphthalen-2-yl)prop-2-enoate

methyl 2-(8a-hydroperoxy-1-hydroxy-4a-methyl-8-methylidene-hexahydro-1h-naphthalen-2-yl)prop-2-enoate

C16H24O5 (296.1623654)


   

(3ar,4s,6as,9ar,9bs)-4,6a-dihydroxy-9-methyl-3,6-dimethylidene-3ah,4h,5h,7h,9ah,9bh-azuleno[4,5-b]furan-2-one

(3ar,4s,6as,9ar,9bs)-4,6a-dihydroxy-9-methyl-3,6-dimethylidene-3ah,4h,5h,7h,9ah,9bh-azuleno[4,5-b]furan-2-one

C15H18O4 (262.1205028)


   

(3ar,4r,9r,11as)-9-(acetyloxy)-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2s,3s)-2,3-dimethyloxirane-2-carboxylate

(3ar,4r,9r,11as)-9-(acetyloxy)-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2s,3s)-2,3-dimethyloxirane-2-carboxylate

C22H28O7 (404.1834938)


   

methyl 2-[(2r,4ar,8as)-8a-hydroxy-4a-methyl-8-methylidene-hexahydro-1h-naphthalen-2-yl]prop-2-enoate

methyl 2-[(2r,4ar,8as)-8a-hydroxy-4a-methyl-8-methylidene-hexahydro-1h-naphthalen-2-yl]prop-2-enoate

C16H24O3 (264.1725354)


   

6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-9-yl 3-methylbutanoate

6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-9-yl 3-methylbutanoate

C20H28O4 (332.19874880000003)


   

1,12-bis(acetyloxy)-2,6,10-trimethyldodeca-2,6,10-trien-5-yl acetate

1,12-bis(acetyloxy)-2,6,10-trimethyldodeca-2,6,10-trien-5-yl acetate

C21H32O6 (380.2198772)


   

(3r,3as,9ar,9br)-9a-hydroxy-3,6,9-trimethyl-3h,3ah,4h,5h,9bh-azuleno[4,5-b]furan-2,7-dione

(3r,3as,9ar,9br)-9a-hydroxy-3,6,9-trimethyl-3h,3ah,4h,5h,9bh-azuleno[4,5-b]furan-2,7-dione

C15H18O4 (262.1205028)


   

(1s,3r,5r,8e,10r,11s)-10-hydroxy-3,8-dimethyl-12-methylidene-4,14-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-en-13-one

(1s,3r,5r,8e,10r,11s)-10-hydroxy-3,8-dimethyl-12-methylidene-4,14-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-en-13-one

C15H20O4 (264.13615200000004)


   

6,10-dimethyl-3-methylidene-3ah,5h,8h,9h,11ah-cyclodeca[b]furan-2,4-dione

6,10-dimethyl-3-methylidene-3ah,5h,8h,9h,11ah-cyclodeca[b]furan-2,4-dione

C15H18O3 (246.1255878)


   

(3as,4r,11as)-4-hydroxy-6-methyl-3,10-dimethylidene-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-2,9-dione

(3as,4r,11as)-4-hydroxy-6-methyl-3,10-dimethylidene-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-2,9-dione

C15H18O4 (262.1205028)


   

2-[(2e,4s)-5-(furan-3-yl)-2-methyl-4-(3-methylbutoxy)pent-2-en-1-yl]-4-methylfuran

2-[(2e,4s)-5-(furan-3-yl)-2-methyl-4-(3-methylbutoxy)pent-2-en-1-yl]-4-methylfuran

C20H28O3 (316.2038338)


   

(1s,2r,3r,5s,9s,10s,11r)-2-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadec-14-en-3-yl (2e)-2-methylbut-2-enoate

(1s,2r,3r,5s,9s,10s,11r)-2-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadec-14-en-3-yl (2e)-2-methylbut-2-enoate

C20H24O7 (376.1521954)


   

6,9-dimethyl-3-methylidene-3ah,4h,5h,7h,9ah,9bh-azuleno[4,5-b]furan-2-one

6,9-dimethyl-3-methylidene-3ah,4h,5h,7h,9ah,9bh-azuleno[4,5-b]furan-2-one

C15H18O2 (230.1306728)


   

(3r,3as,7s,9ar,9bs)-9a-hydroxy-7-methoxy-3,6,9-trimethyl-3h,3ah,4h,5h,7h,9bh-azuleno[4,5-b]furan-2-one

(3r,3as,7s,9ar,9bs)-9a-hydroxy-7-methoxy-3,6,9-trimethyl-3h,3ah,4h,5h,7h,9bh-azuleno[4,5-b]furan-2-one

C16H22O4 (278.1518012)


   

(3ar,4r,11as)-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2s,3s)-3-(acetyloxy)-2-hydroxy-2-methylbutanoate

(3ar,4r,11as)-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2s,3s)-3-(acetyloxy)-2-hydroxy-2-methylbutanoate

C22H30O7 (406.199143)


   

6a-hydroperoxy-6,9-dimethyl-3-methylidene-3ah,4h,7h,9ah,9bh-azuleno[4,5-b]furan-2-one

6a-hydroperoxy-6,9-dimethyl-3-methylidene-3ah,4h,7h,9ah,9bh-azuleno[4,5-b]furan-2-one

C15H18O4 (262.1205028)


   

(2e,6e,8s,10e)-8,12-bis(acetyloxy)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl acetate

(2e,6e,8s,10e)-8,12-bis(acetyloxy)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl acetate

C21H32O6 (380.2198772)


   

(3as,5r,9s,11as)-5-(acetyloxy)-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-9-yl acetate

(3as,5r,9s,11as)-5-(acetyloxy)-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-9-yl acetate

C19H24O6 (348.1572804)


   

(1s,5s,6r,9s,10s,11r)-2,6,11-trimethyl-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadeca-2,14-dien-7-one

(1s,5s,6r,9s,10s,11r)-2,6,11-trimethyl-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadeca-2,14-dien-7-one

C15H18O4 (262.1205028)


   

3,11-dimethyldodeca-1,6,10-trien-3-ol

3,11-dimethyldodeca-1,6,10-trien-3-ol

C14H24O (208.18270539999997)


   

9-hydroperoxy-4-hydroxy-6-methyl-3,10-dimethylidene-3ah,4h,7h,8h,9h,11h,11ah-cyclodeca[b]furan-2-one

9-hydroperoxy-4-hydroxy-6-methyl-3,10-dimethylidene-3ah,4h,7h,8h,9h,11h,11ah-cyclodeca[b]furan-2-one

C15H20O5 (280.13106700000003)


   

6-methyl-3,9-dimethylidene-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-2-one

6-methyl-3,9-dimethylidene-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-2-one

C15H16O2 (228.1150236)


   

2-hydroxy-2,11-dimethyl-3-(3-methylbutoxy)-6-methylidene-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadec-14-en-7-one

2-hydroxy-2,11-dimethyl-3-(3-methylbutoxy)-6-methylidene-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadec-14-en-7-one

C20H28O6 (364.1885788)


   

1-methyl-6-methylidene-4-oxatricyclo[9.3.0.0³,⁷]tetradec-11-ene-5,9-dione

1-methyl-6-methylidene-4-oxatricyclo[9.3.0.0³,⁷]tetradec-11-ene-5,9-dione

C15H18O3 (246.1255878)


   

9-(acetyloxy)-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2,3-dimethyloxirane-2-carboxylate

9-(acetyloxy)-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2,3-dimethyloxirane-2-carboxylate

C22H28O7 (404.1834938)


   

(3ar,4r,11as)-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2s,3s)-2,3-dihydroxy-2-methylbutanoate

(3ar,4r,11as)-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2s,3s)-2,3-dihydroxy-2-methylbutanoate

C20H28O6 (364.1885788)


   

(3as,4r,9s,11as)-9-hydroperoxy-4-hydroxy-6-methyl-3,10-dimethylidene-3ah,4h,7h,8h,9h,11h,11ah-cyclodeca[b]furan-2-one

(3as,4r,9s,11as)-9-hydroperoxy-4-hydroxy-6-methyl-3,10-dimethylidene-3ah,4h,7h,8h,9h,11h,11ah-cyclodeca[b]furan-2-one

C15H20O5 (280.13106700000003)


   

(4r,4as,6s,7s)-7-hydroxy-6-(2-hydroxypropan-2-yl)-4,4a-dimethyl-3,4,5,6,7,8-hexahydronaphthalen-2-one

(4r,4as,6s,7s)-7-hydroxy-6-(2-hydroxypropan-2-yl)-4,4a-dimethyl-3,4,5,6,7,8-hexahydronaphthalen-2-one

C15H24O3 (252.1725354)


   

9-(acetyloxy)-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 3-(acetyloxy)-2-hydroxy-2-methylbutanoate

9-(acetyloxy)-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 3-(acetyloxy)-2-hydroxy-2-methylbutanoate

C24H32O9 (464.2046222)


   

(3r,3ar,4s,9s,9as,9bs)-9-hydroxy-3,6,9-trimethyl-2-oxo-3h,3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl (2r)-2-methylbutanoate

(3r,3ar,4s,9s,9as,9bs)-9-hydroxy-3,6,9-trimethyl-2-oxo-3h,3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl (2r)-2-methylbutanoate

C20H28O5 (348.1936638)


   

(3ar,4s,7r,9r,11ar)-7,9-dihydroxy-10-methyl-3,6-dimethylidene-4-(2-methylpropoxy)-3ah,4h,5h,7h,8h,9h,11ah-cyclodeca[b]furan-2-one

(3ar,4s,7r,9r,11ar)-7,9-dihydroxy-10-methyl-3,6-dimethylidene-4-(2-methylpropoxy)-3ah,4h,5h,7h,8h,9h,11ah-cyclodeca[b]furan-2-one

C19H28O5 (336.1936638)


   

1-(3-methylbutoxy)non-2-en-4,6-diyne

1-(3-methylbutoxy)non-2-en-4,6-diyne

C14H20O (204.151407)


   

9-hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2,3-dimethyloxirane-2-carboxylate

9-hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2,3-dimethyloxirane-2-carboxylate

C20H26O6 (362.17292960000003)


   

6,8-diacetyl-2,2-dimethyl-3h-1-benzopyran-4-one

6,8-diacetyl-2,2-dimethyl-3h-1-benzopyran-4-one

C15H16O4 (260.1048536)


   

(2z,6e,10s)-10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-1-yl (2z)-2-methylbut-2-enoate

(2z,6e,10s)-10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-1-yl (2z)-2-methylbut-2-enoate

C20H32O3 (320.23513219999995)


   

(2e,5r,6e,10e)-5,12-dihydroxy-2,6,10-trimethyldodeca-2,6,10-trien-1-yl acetate

(2e,5r,6e,10e)-5,12-dihydroxy-2,6,10-trimethyldodeca-2,6,10-trien-1-yl acetate

C17H28O4 (296.19874880000003)


   

9a-hydroxy-7-methoxy-3,6,9-trimethyl-3h,3ah,4h,5h,7h,9bh-azuleno[4,5-b]furan-2-one

9a-hydroxy-7-methoxy-3,6,9-trimethyl-3h,3ah,4h,5h,7h,9bh-azuleno[4,5-b]furan-2-one

C16H22O4 (278.1518012)


   

(1s,2r,3r,5s,9s,10s,11r)-2-hydroxy-2,11-dimethyl-3-(3-methylbutoxy)-6-methylidene-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadec-14-en-7-one

(1s,2r,3r,5s,9s,10s,11r)-2-hydroxy-2,11-dimethyl-3-(3-methylbutoxy)-6-methylidene-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadec-14-en-7-one

C20H28O6 (364.1885788)


   

(3as,4r,9r,11as)-9-hydroperoxy-4-hydroxy-6-methyl-3,10-dimethylidene-3ah,4h,7h,8h,9h,11h,11ah-cyclodeca[b]furan-2-one

(3as,4r,9r,11as)-9-hydroperoxy-4-hydroxy-6-methyl-3,10-dimethylidene-3ah,4h,7h,8h,9h,11h,11ah-cyclodeca[b]furan-2-one

C15H20O5 (280.13106700000003)


   

2-[5-(furan-3-yl)-2-methylpent-2-en-1-yl]-4-methylfuran

2-[5-(furan-3-yl)-2-methylpent-2-en-1-yl]-4-methylfuran

C15H18O2 (230.1306728)


   

(1r,3r,6s,8r,11s,12s,15r,16r)-7,7,12,16-tetramethyl-15-[(2r)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl acetate

(1r,3r,6s,8r,11s,12s,15r,16r)-7,7,12,16-tetramethyl-15-[(2r)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl acetate

C32H52O2 (468.3967092)


   

(3ar,4s,5ar,7s,9ar,9bs)-4-[(5z)-6,10-dimethylundeca-1,5,9-trien-2-yl]-3a,6,6,9a-tetramethyl-decahydrocyclopenta[a]naphthalen-7-yl acetate

(3ar,4s,5ar,7s,9ar,9bs)-4-[(5z)-6,10-dimethylundeca-1,5,9-trien-2-yl]-3a,6,6,9a-tetramethyl-decahydrocyclopenta[a]naphthalen-7-yl acetate

C32H52O2 (468.3967092)


   

4,6,9-trihydroxy-5a,9-dimethyl-3-methylidene-octahydronaphtho[1,2-b]furan-2-one

4,6,9-trihydroxy-5a,9-dimethyl-3-methylidene-octahydronaphtho[1,2-b]furan-2-one

C15H22O5 (282.1467162)


   

(3ar,4as,8ar,9ar)-4a-hydroxy-8a-methyl-3,5-dimethylidene-hexahydro-3ah-naphtho[2,3-b]furan-2-one

(3ar,4as,8ar,9ar)-4a-hydroxy-8a-methyl-3,5-dimethylidene-hexahydro-3ah-naphtho[2,3-b]furan-2-one

C15H20O3 (248.14123700000002)


   

(3r,3as,6ar,9as,9bs)-6a,9a-dihydroxy-3,9-dimethyl-6-methylidene-3h,3ah,4h,5h,7h,9bh-azuleno[4,5-b]furan-2-one

(3r,3as,6ar,9as,9bs)-6a,9a-dihydroxy-3,9-dimethyl-6-methylidene-3h,3ah,4h,5h,7h,9bh-azuleno[4,5-b]furan-2-one

C15H20O4 (264.13615200000004)


   

(2z,6e,10s)-10-hydroxy-2,10-dimethyldodeca-2,6,11-trien-1-yl (2z)-2-methylbut-2-enoate

(2z,6e,10s)-10-hydroxy-2,10-dimethyldodeca-2,6,11-trien-1-yl (2z)-2-methylbut-2-enoate

C19H30O3 (306.21948299999997)


   

methyl 2-[(1r,2s,4ar)-1-hydroxy-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1h-naphthalen-2-yl]prop-2-enoate

methyl 2-[(1r,2s,4ar)-1-hydroxy-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1h-naphthalen-2-yl]prop-2-enoate

C16H24O3 (264.1725354)


   

4-[(1r,4s)-4-(5-hydroxypent-1-en-2-yl)-2,2-dimethylcyclobutyl]butan-2-one

4-[(1r,4s)-4-(5-hydroxypent-1-en-2-yl)-2,2-dimethylcyclobutyl]butan-2-one

C15H26O2 (238.1932696)


   

(3ar,4r,5ar,6r,9r,9as,9bs)-4,6,9-trihydroxy-5a,9-dimethyl-3-methylidene-octahydronaphtho[1,2-b]furan-2-one

(3ar,4r,5ar,6r,9r,9as,9bs)-4,6,9-trihydroxy-5a,9-dimethyl-3-methylidene-octahydronaphtho[1,2-b]furan-2-one

C15H22O5 (282.1467162)


   

(5r,6e,10s)-10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-5-yl acetate

(5r,6e,10s)-10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-5-yl acetate

C17H28O3 (280.2038338)


   

(1s,2r,3r,5s,9s,10s,11r)-2-hydroxy-2,11-dimethyl-3-[(2s)-2-methylbutoxy]-6-methylidene-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadec-14-en-7-one

(1s,2r,3r,5s,9s,10s,11r)-2-hydroxy-2,11-dimethyl-3-[(2s)-2-methylbutoxy]-6-methylidene-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadec-14-en-7-one

C20H28O6 (364.1885788)


   

8,9-dihydroxy-6,7-dimethoxy-3,6,9-trimethyl-3h,3ah,4h,5h,7h,8h,9bh-azuleno[4,5-b]furan-2-one

8,9-dihydroxy-6,7-dimethoxy-3,6,9-trimethyl-3h,3ah,4h,5h,7h,8h,9bh-azuleno[4,5-b]furan-2-one

C17H26O6 (326.1729296)


   

4,6a-dihydroxy-9-methyl-3,6-dimethylidene-3ah,4h,5h,7h,9ah,9bh-azuleno[4,5-b]furan-2-one

4,6a-dihydroxy-9-methyl-3,6-dimethylidene-3ah,4h,5h,7h,9ah,9bh-azuleno[4,5-b]furan-2-one

C15H18O4 (262.1205028)


   

(1s,3r,7r,9r,10s,12r)-1,10-dimethyl-6-methylidene-4,11-dioxatetracyclo[7.5.0.0³,⁷.0¹⁰,¹²]tetradec-13-en-5-one

(1s,3r,7r,9r,10s,12r)-1,10-dimethyl-6-methylidene-4,11-dioxatetracyclo[7.5.0.0³,⁷.0¹⁰,¹²]tetradec-13-en-5-one

C15H18O3 (246.1255878)


   

4-(6,10-dimethylundeca-1,5,9-trien-2-yl)-3a,6,6,9a-tetramethyl-decahydrocyclopenta[a]naphthalen-7-yl acetate

4-(6,10-dimethylundeca-1,5,9-trien-2-yl)-3a,6,6,9a-tetramethyl-decahydrocyclopenta[a]naphthalen-7-yl acetate

C32H52O2 (468.3967092)


   

(6e)-9-(furan-3-yl)-2,6-dimethylnon-6-en-4-one

(6e)-9-(furan-3-yl)-2,6-dimethylnon-6-en-4-one

C15H22O2 (234.1619712)


   

2-hydroxy-5,9-dimethyl-14-methylidene-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-en-13-one

2-hydroxy-5,9-dimethyl-14-methylidene-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-en-13-one

C15H20O4 (264.13615200000004)


   

6,9-dihydroxy-6a-methoxy-3,6,9-trimethyl-3h,3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-2-one

6,9-dihydroxy-6a-methoxy-3,6,9-trimethyl-3h,3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-2-one

C16H24O5 (296.1623654)


   

(1r,2e,6e,10s)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

(1r,2e,6e,10s)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

C15H24 (204.18779039999998)


   

2-hydroxy-4,9-dimethyl-14-methylidene-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-13-one

2-hydroxy-4,9-dimethyl-14-methylidene-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-13-one

C15H20O4 (264.13615200000004)


   

(1s,3r,6s,8r,11s,12s,15r,16r)-7,7,12,16-tetramethyl-15-[(2r)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl acetate

(1s,3r,6s,8r,11s,12s,15r,16r)-7,7,12,16-tetramethyl-15-[(2r)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl acetate

C32H52O2 (468.3967092)


   

(2s,3s,4as,5r,7s)-3-(2-hydroxypropan-2-yl)-4a,5-dimethyl-2,3,4,5,6,7-hexahydro-1h-naphthalene-2,7-diol

(2s,3s,4as,5r,7s)-3-(2-hydroxypropan-2-yl)-4a,5-dimethyl-2,3,4,5,6,7-hexahydro-1h-naphthalene-2,7-diol

C15H26O3 (254.1881846)


   

(3ar,4s,9r,11ar)-9-hydroxy-10-methyl-3,6-dimethylidene-4-(2-methylpropoxy)-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2,7-dione

(3ar,4s,9r,11ar)-9-hydroxy-10-methyl-3,6-dimethylidene-4-(2-methylpropoxy)-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2,7-dione

C19H26O5 (334.1780146)


   
   

1,12-dihydroxy-2,6,10-trimethyldodeca-2,6,10-trien-5-yl acetate

1,12-dihydroxy-2,6,10-trimethyldodeca-2,6,10-trien-5-yl acetate

C17H28O4 (296.19874880000003)