NCBI Taxonomy: 241790

Smyrnieae (ncbi_taxid: 241790)

found 115 associated metabolites at tribe taxonomy rank level.

Ancestor: Apioideae

Child Taxonomies: Lecokia, Smyrnium

Germacrone

3,7-Cyclodecadien-1-one, 3,7-dimethyl-10-(1-methylethylidene)-, (E,E)-

C15H22O (218.1670562)


(E,E)-germacrone is a germacrane sesquiterpenoid that has formula C15H22O. It is a natural product found in traditional medicinal plants of the family Zingiberaceae. The compound exhibits a range of pharmacological activities including anti-inflammatory, anticancer, antiviral, anti-androgenic, antioxidant, antimicrobial, antifungal, neuroprotective and insecticidal activities. It has a role as a volatile oil component, an antiviral agent, an insecticide, an anti-inflammatory agent, an antioxidant, an antineoplastic agent, an apoptosis inducer, an autophagy inducer, an antimicrobial agent, an androgen antagonist, a neuroprotective agent, a plant metabolite, an antifungal agent, an antitussive, an antifeedant and a hepatoprotective agent. It is a germacrane sesquiterpenoid and an olefinic compound. Germacrone is a natural product found in Rhododendron calostrotum, Rhododendron nivale, and other organisms with data available. A germacrane sesquiterpenoid that has formula C15H22O. It is a natural product found in traditional medicinal plants of the family Zingiberaceae. The compound exhibits a range of pharmacological activities including anti-inflammatory, anticancer, antiviral, anti-androgenic, antioxidant, antimicrobial, antifungal, neuroprotective and insecticidal activities. Germacrone is a member of the class of compounds known as germacrane sesquiterpenoids. Germacrane sesquiterpenoids are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups. Germacrone is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Germacrone can be found in common thyme and turmeric, which makes germacrone a potential biomarker for the consumption of these food products. Germacrone is an antiviral isolate of Geranium macrorrhizum . Germacrone is extracted from Rhizoma Curcuma. Germacrone inhibits influenza virus infection[1]. Germacrone is extracted from Rhizoma Curcuma. Germacrone inhibits influenza virus infection[1].

   

Kaempferol

3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

C15H10O6 (286.047736)


Kaempferol is a tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 5, 7 and 4. Acting as an antioxidant by reducing oxidative stress, it is currently under consideration as a possible cancer treatment. It has a role as an antibacterial agent, a plant metabolite, a human xenobiotic metabolite, a human urinary metabolite, a human blood serum metabolite and a geroprotector. It is a member of flavonols, a 7-hydroxyflavonol and a tetrahydroxyflavone. It is a conjugate acid of a kaempferol oxoanion. Kaempferol is a natural product found in Lotus ucrainicus, Visnea mocanera, and other organisms with data available. Kaempferol is a natural flavonoid which has been isolated from Delphinium, Witch-hazel, grapefruit, and other plant sources. Kaempferol is a yellow crystalline solid with a melting point of 276-278 degree centigrade. It is slightly soluble in water, and well soluble in hot ethanol and diethyl ether. Kaempferol is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Cannabis sativa subsp. indica top (part of); Tussilago farfara flower (part of). Kaempferol, also known as rhamnolutein or c.i. 75640, belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, kaempferol is considered to be a flavonoid molecule. A tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 5, 7 and 4. Kaempferol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Kaempferol exists in all eukaryotes, ranging from yeast to humans. Kaempferol is a bitter tasting compound. Kaempferol is found, on average, in the highest concentration within a few different foods, such as saffrons, capers, and cumins and in a lower concentration in lovages, endives, and cloves. Kaempferol has also been detected, but not quantified, in several different foods, such as shallots, pine nuts, feijoa, kombus, and chicory leaves. This could make kaempferol a potential biomarker for the consumption of these foods. Kaempferol is a potentially toxic compound. Very widespread in the plant world, e.g. in Brassicaceae, Apocynaceae, Dilleniaceae, Ranunculaceae, Leguminosae, etc. Found especies in broccoli, capers, chives, kale, garden cress, fennel, lovage, dill weed and tarragon [CCD] A tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 5, 7 and 4. Acting as an antioxidant by reducing oxidative stress, it is currently under consideration as a possible cancer treatment. CONFIDENCE standard compound; INTERNAL_ID 898; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3906; ORIGINAL_PRECURSOR_SCAN_NO 3905 CONFIDENCE standard compound; INTERNAL_ID 898; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3916; ORIGINAL_PRECURSOR_SCAN_NO 3915 CONFIDENCE standard compound; INTERNAL_ID 898; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3928; ORIGINAL_PRECURSOR_SCAN_NO 3927 CONFIDENCE standard compound; INTERNAL_ID 898; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4291; ORIGINAL_PRECURSOR_SCAN_NO 4290 CONFIDENCE standard compound; INTERNAL_ID 898; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3918; ORIGINAL_PRECURSOR_SCAN_NO 3917 CONFIDENCE standard compound; INTERNAL_ID 898; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3915; ORIGINAL_PRECURSOR_SCAN_NO 3914 Acquisition and generation of the data is financially supported in part by CREST/JST. INTERNAL_ID 2358; CONFIDENCE Reference Standard (Level 1) CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2358 CONFIDENCE standard compound; INTERNAL_ID 47 CONFIDENCE standard compound; ML_ID 45 Kaempferol (Kempferol), a flavonoid found in many edible plants, inhibits estrogen receptor α expression in breast cancer cells and induces apoptosis in glioblastoma cells and lung cancer cells by activation of MEK-MAPK. Kaempferol can be uesd for the research of breast cancer[1][2][3][4]. Kaempferol (Kempferol), a flavonoid found in many edible plants, inhibits estrogen receptor α expression in breast cancer cells and induces apoptosis in glioblastoma cells and lung cancer cells by activation of MEK-MAPK. Kaempferol can be uesd for the research of breast cancer[1][2][3][4].

   

Quercetin

2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one

C15H10O7 (302.042651)


Quercetin appears as yellow needles or yellow powder. Converts to anhydrous form at 203-207 °F. Alcoholic solutions taste very bitter. (NTP, 1992) Quercetin is a pentahydroxyflavone having the five hydroxy groups placed at the 3-, 3-, 4-, 5- and 7-positions. It is one of the most abundant flavonoids in edible vegetables, fruit and wine. It has a role as an antibacterial agent, an antioxidant, a protein kinase inhibitor, an antineoplastic agent, an EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor, a plant metabolite, a phytoestrogen, a radical scavenger, a chelator, an Aurora kinase inhibitor and a geroprotector. It is a pentahydroxyflavone and a 7-hydroxyflavonol. It is a conjugate acid of a quercetin-7-olate. Quercetin is a flavonol widely distributed in plants. It is an antioxidant, like many other phenolic heterocyclic compounds. Glycosylated forms include RUTIN and quercetrin. Quercetin is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Quercetin is a flavonoid found in many foods and herbs and is a regular component of a normal diet. Extracts of quercetin have been used to treat or prevent diverse conditions including cardiovascular disease, hypercholesterolemia, rheumatic diseases, infections and cancer but have not been shown to be effective in clinical trials for any medical condition. Quercetin as a nutritional supplement is well tolerated and has not been linked to serum enzyme elevations or to episodes of clinically apparent liver injury. Quercetin is a natural product found in Lotus ucrainicus, Visnea mocanera, and other organisms with data available. Quercetin is a polyphenolic flavonoid with potential chemopreventive activity. Quercetin, ubiquitous in plant food sources and a major bioflavonoid in the human diet, may produce antiproliferative effects resulting from the modulation of either EGFR or estrogen-receptor mediated signal transduction pathways. Although the mechanism of action of action is not fully known, the following effects have been described with this agent in vitro: decreased expression of mutant p53 protein and p21-ras oncogene, induction of cell cycle arrest at the G1 phase and inhibition of heat shock protein synthesis. This compound also demonstrates synergy and reversal of the multidrug resistance phenotype, when combined with chemotherapeutic drugs, in vitro. Quercetin also produces anti-inflammatory and anti-allergy effects mediated through the inhibition of the lipoxygenase and cyclooxygenase pathways, thereby preventing the production of pro-inflammatory mediators. Quercetin is a flavonoid widely distributed in many plants and fruits including red grapes, citrus fruit, tomato, broccoli and other leafy green vegetables, and a number of berries, including raspberries and cranberries. Quercetin itself (aglycone quercetin), as opposed to quercetin glycosides, is not a normal dietary component. Quercitin glycosides are converted to phenolic acids as they pass through the gastrointestinal tract. Quercetin has neither been confirmed scientifically as a specific therapeutic for any condition nor been approved by any regulatory agency. The U.S. Food and Drug Administration has not approved any health claims for quercetin. Nevertheless, the interest in dietary flavonoids has grown after the publication of several epidemiological studies showing an inverse correlation between dietary consumption of flavonols and flavones and reduced incidence and mortality from cardiovascular disease and cancer. In recent years, a large amount of experimental and some clinical data have accumulated regarding the effects of flavonoids on the endothelium under physiological and pathological conditions. The meta-analysis of seven prospective cohort studies concluded that the individuals in the top third of dietary flavonol intake are associated with a reduced risk of mortality from coronary heart disease as compared with those in the bottom third, after adju... Quercetin is a flavonoid widely distributed in many plants and fruits including red grapes, citrus fruit, tomato, broccoli and other leafy green vegetables, and a number of berries, including raspberries and cranberries. Quercetin itself (aglycone quercetin), as opposed to quercetin glycosides, is not a normal dietary component. Quercetin glycosides are converted to phenolic acids as they pass through the gastrointestinal tract. Quercetin has neither been confirmed scientifically as a specific therapeutic for any condition nor been approved by any regulatory agency. The U.S. Food and Drug Administration has not approved any health claims for quercetin. Nevertheless, the interest in dietary flavonoids has grown after the publication of several epidemiological studies showing an inverse correlation between dietary consumption of flavonols and flavones and reduced incidence and mortality from cardiovascular disease and cancer. In recent years, a large amount of experimental and some clinical data have accumulated regarding the effects of flavonoids on the endothelium under physiological and pathological conditions. The meta-analysis of seven prospective cohort studies concluded that the individuals in the top third of dietary flavonol intake are associated with a reduced risk of mortality from coronary heart disease as compared with those in the bottom third, after adjustment for known risk factors and other dietary components. A limited number of intervention studies with flavonoids and flavonoid containing foods and extracts has been performed in several pathological conditions (PMID:17015250). Quercetin is isolated from many plants, especially fruits, such as Helichrysum, Euphorbia and Karwinskia spp. Present in the Solanaceae, Rhamnaceae, Passifloraceae and many other families. For example detected in almost all studied Umbelliferae. Nutriceutical with antiinflammatory props. and a positive influence on the blood lipid profile. Found in a wide variety of foods especially apples, bee pollen, blackcurrants, capers, cocoa, cranberries, dock leaves, elderberries, fennel, lovage, red onions, ancho peppers, dill weed and tarragon. A pentahydroxyflavone having the five hydroxy groups placed at the 3-, 3-, 4-, 5- and 7-positions. It is one of the most abundant flavonoids in edible vegetables, fruit and wine. COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials D020011 - Protective Agents > D000975 - Antioxidants Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS CONFIDENCE standard compound; INTERNAL_ID 298; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4014; ORIGINAL_PRECURSOR_SCAN_NO 4012 INTERNAL_ID 298; CONFIDENCE standard compound; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4011; ORIGINAL_PRECURSOR_SCAN_NO 4010 CONFIDENCE standard compound; INTERNAL_ID 298; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4019; ORIGINAL_PRECURSOR_SCAN_NO 4018 CONFIDENCE standard compound; INTERNAL_ID 298; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4017; ORIGINAL_PRECURSOR_SCAN_NO 4016 CONFIDENCE standard compound; INTERNAL_ID 298; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4011; ORIGINAL_PRECURSOR_SCAN_NO 4010 CONFIDENCE standard compound; INTERNAL_ID 298; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4096; ORIGINAL_PRECURSOR_SCAN_NO 4094 CONFIDENCE standard compound; INTERNAL_ID 298; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4024; ORIGINAL_PRECURSOR_SCAN_NO 4023 Acquisition and generation of the data is financially supported in part by CREST/JST. [Raw Data] CB109_Quercetin_pos_30eV_CB000041.txt IPB_RECORD: 1761; CONFIDENCE confident structure [Raw Data] CB109_Quercetin_pos_10eV_CB000041.txt [Raw Data] CB109_Quercetin_pos_20eV_CB000041.txt [Raw Data] CB109_Quercetin_pos_40eV_CB000041.txt [Raw Data] CB109_Quercetin_pos_50eV_CB000041.txt IPB_RECORD: 161; CONFIDENCE confident structure [Raw Data] CB109_Quercetin_neg_40eV_000027.txt [Raw Data] CB109_Quercetin_neg_50eV_000027.txt [Raw Data] CB109_Quercetin_neg_20eV_000027.txt [Raw Data] CB109_Quercetin_neg_30eV_000027.txt [Raw Data] CB109_Quercetin_neg_10eV_000027.txt CONFIDENCE standard compound; INTERNAL_ID 124 CONFIDENCE standard compound; ML_ID 54 Quercetin, a natural flavonoid, is a stimulator of recombinant SIRT1 and also a PI3K inhibitor with IC50 of 2.4 μM, 3.0 μM and 5.4 μM for PI3K γ, PI3K δ and PI3K β, respectively[1]. Quercetin, a natural flavonoid, is a stimulator of recombinant SIRT1 and also a PI3K inhibitor with IC50 of 2.4 μM, 3.0 μM and 5.4 μM for PI3K γ, PI3K δ and PI3K β, respectively[1].

   

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

   

Furanodiene

CYCLODECA(B)FURAN, 4,7,8,11-TETRAHYDRO-3,6,10-TRIMETHYL-, (5E,9E)-

C15H20O (216.151407)


Furanodiene is a germacrane sesquiterpenoid. Furanodiene is a natural product found in Curcuma amada, Lactarius chrysorrheus, and other organisms with data available. Furanodiene is a constituent of Curcuma zedoaria (zedoary) Constituent of Curcuma zedoaria (zedoary)

   

Amyrin

(3S,4aR,5R,6aR,6bR,8S,8aR,12aR,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-Octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-eicosahydro-picen-3-ol

C30H50O (426.386145)


Beta-amyrin is a pentacyclic triterpenoid that is oleanane substituted at the 3beta-position by a hydroxy group and containing a double bond between positions 12 and 13. It is one of the most commonly occurring triterpenoids in higher plants. It has a role as a plant metabolite and an Aspergillus metabolite. It is a pentacyclic triterpenoid and a secondary alcohol. It derives from a hydride of an oleanane. beta-Amyrin is a natural product found in Ficus pertusa, Ficus septica, and other organisms with data available. See also: Calendula Officinalis Flower (part of); Viburnum opulus bark (part of); Centaurium erythraea whole (part of). A pentacyclic triterpenoid that is oleanane substituted at the 3beta-position by a hydroxy group and containing a double bond between positions 12 and 13. It is one of the most commonly occurring triterpenoids in higher plants. 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].

   

Astragalin

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

C21H20O11 (448.100557)


Kaempferol 3-O-beta-D-glucoside is a kaempferol O-glucoside in which a glucosyl residue is attached at position 3 of kaempferol via a beta-glycosidic linkage. It has a role as a trypanocidal drug and a plant metabolite. It is a kaempferol O-glucoside, a monosaccharide derivative, a trihydroxyflavone and a beta-D-glucoside. It is a conjugate acid of a kaempferol 3-O-beta-D-glucoside(1-). Astragalin is a natural product found in Xylopia aromatica, Ficus virens, and other organisms with data available. See also: Moringa oleifera leaf (has part). Astragalin is found in alcoholic beverages. Astragalin is present in red wine. It is isolated from many plant species.Astragalin is a 3-O-glucoside of kaempferol. Astragalin is a chemical compound. It can be isolated from Phytolacca americana (the American pokeweed). A kaempferol O-glucoside in which a glucosyl residue is attached at position 3 of kaempferol via a beta-glycosidic linkage. Present in red wine. Isolated from many plant subspecies Acquisition and generation of the data is financially supported in part by CREST/JST. CONFIDENCE standard compound; INTERNAL_ID 173 Astragalin (Astragaline) a flavonoid with anti-inflammatory, antioxidant, anticancer, bacteriostatic activity. Astragalin inhibits cancer cells proliferation and migration, induces apoptosis. Astragalin is orally active and provides nerve and heart protection, and resistance against and osteoporosis[1]. Astragalin (Astragaline) a flavonoid with anti-inflammatory, antioxidant, anticancer, bacteriostatic activity. Astragalin inhibits cancer cells proliferation and migration, induces apoptosis. Astragalin is orally active and provides nerve and heart protection, and resistance against and osteoporosis[1].

   

Quercetin 3-(6'-malonyl-glucoside)

3-[(6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-3-oxopropanoic acid

C24H22O15 (550.0958662)


Quercetin 3-(6-malonyl-glucoside) is found in endive. Quercetin 3-(6-malonyl-glucoside) is isolated from Apocynum venetum and Salicornia europaea [CCD]. Isolated from Apocynum venetum and Salicornia europaea [CCD]. Quercetin 3-(6-malonyl-glucoside) is found in endive, lettuce, and pear. Quercetin 3-O-(6''-O-malonyl)-β-D-glucoside, a natural flavonol glycoside, possesses antioxidant activity[1].

   

alpha-Selinene

4a,8-dimethyl-2-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene

C15H24 (204.18779039999998)


Occurs in celery oil and hop (Humulus lupulus) oil. alpha-Selinene is found in many foods, some of which are ginger, lovage, sweet bay, and allspice. alpha-Selinene is found in alcoholic beverages. alpha-Selinene occurs in celery oil and hop (Humulus lupulus) oi

   
   

Trifolin

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-4H-chromen-4-one

C21H20O11 (448.100557)


Kaempferol 3-o-beta-d-galactopyranoside, also known as trifolin or trifolioside, is a member of the class of compounds known as flavonoid-3-o-glycosides. Flavonoid-3-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. Kaempferol 3-o-beta-d-galactopyranoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Kaempferol 3-o-beta-d-galactopyranoside can be found in horseradish, which makes kaempferol 3-o-beta-d-galactopyranoside a potential biomarker for the consumption of this food product. Kaempferol 3-O-beta-D-galactoside is a beta-D-galactoside compound with a 4,5,7-trihydroxychromen-3-yl group at the anomeric position. It has a role as a plant metabolite and an antifungal agent. It is a beta-D-galactoside, a monosaccharide derivative, a glycosyloxyflavone and a trihydroxyflavone. It is functionally related to a kaempferol. It is a conjugate acid of a kaempferol 3-O-beta-D-galactoside(1-). Trifolin is a natural product found in Lotus ucrainicus, Saxifraga tricuspidata, and other organisms with data available. Isoastragalin is found in fats and oils. Isoastragalin is isolated from Gossypium hirsutum (cotton) and other plant species. A beta-D-galactoside compound with a 4,5,7-trihydroxychromen-3-yl group at the anomeric position.

   

Isorhamnetin 3-galactoside

5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

C22H22O12 (478.1111212)


Isorhamnetin 3-galactoside is a member of the class of compounds known as flavonoid-3-o-glycosides. Flavonoid-3-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. Isorhamnetin 3-galactoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Isorhamnetin 3-galactoside can be synthesized from beta-D-galactose. Isorhamnetin 3-galactoside can also be synthesized into isorhamnetin. Isorhamnetin 3-galactoside can be found in a number of food items such as caraway, common bean, almond, and green bean, which makes isorhamnetin 3-galactoside a potential biomarker for the consumption of these food products. Isorhamnetin 3-O-beta-D-galactopyranoside is a glycosyloxyflavone that is isorhamnetin substituted at position 3 by a beta-D-galactosyl residue. It has a role as a metabolite. It is a beta-D-galactoside, a monosaccharide derivative, a glycosyloxyflavone, a monomethoxyflavone and a trihydroxyflavone. It is functionally related to an isorhamnetin and a beta-D-galactose. Cacticin is a natural product found in Lysimachia patungensis, Artemisia igniaria, and other organisms with data available. A glycosyloxyflavone that is isorhamnetin substituted at position 3 by a beta-D-galactosyl residue.

   

Isorhamnetin 3-galactoside

Isorhamnetin 3-O-galactoside

C22H22O12 (478.1111212)


   

Glechomafuran

5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadeca-1(12),14-diene

C15H20O3 (248.14123700000002)


Constituent of spinach leaves (Spinacia oleracea). Mono-trans-p-coumaroylmesotartaric acid is found in green vegetables and spinach. Glechomafuran is found in green vegetables. Glechomafuran is a constituent of Smyrnium olusatrum (alexanders).

   

Istanbulin A

9a-hydroxy-3,4a,5-trimethyl-2H,4H,4aH,5H,6H,7H,8H,8aH,9H,9aH-naphtho[2,3-b]furan-2,8-dione

C15H20O4 (264.13615200000004)


Istanbulin A is found in green vegetables. Istanbulin A is isolated from Smyrnium olusatrum (alexanders). Isolated from Smyrnium olusatrum (alexanders). Istanbulin A is found in green vegetables.

   

(1beta,4alpha,5alpha,6beta,8alpha,10b)-1,10:4,5-Diepoxy-6-hydroxy-7(11)-germacren-12,8-olide

2-hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

C15H20O5 (280.13106700000003)


(1beta,4alpha,5alpha,6beta,8alpha,10b)-1,10:4,5-Diepoxy-6-hydroxy-7(11)-germacren-12,8-olide is found in green vegetables. (1beta,4alpha,5alpha,6beta,8alpha,10b)-1,10:4,5-Diepoxy-6-hydroxy-7(11)-germacren-12,8-olide is a constituent of Smyrnium olusatrum (alexanders). Constituent of Smyrnium olusatrum (alexanders). (1beta,4alpha,5alpha,6beta,8alpha,10b)-1,10:4,5-Diepoxy-6-hydroxy-7(11)-germacren-12,8-olide is found in green vegetables.

   

Istanbulin B

3,4a,5-trimethyl-2H,4H,4aH,5H,6H,7H,8H,8aH,9H,9aH-naphtho[2,3-b]furan-2,8-dione

C15H20O3 (248.14123700000002)


Istanbulin B is found in green vegetables. Istanbulin B is a constituent of Smyrnium olusatrum (alexanders) Constituent of Smyrnium olusatrum (alexanders). Istanbulin B is found in green vegetables.

   

Furoeremophilone 1

3,4a,5-trimethyl-4H,4aH,5H,6H,7H,8H,8aH,9H-naphtho[2,3-b]furan-8-one

C15H20O2 (232.14632200000003)


Furoeremophilone 1 is found in green vegetables. Furoeremophilone 1 is a constituent of Smyrnium olusatrum (alexanders) Constituent of Smyrnium olusatrum (alexanders). Furoeremophilone 1 is found in green vegetables.

   

8,12-Epoxy-4(15),7,11-eudesmatrien-1-one

3,8a-dimethyl-5-methylidene-4H,4aH,5H,6H,7H,8H,8aH,9H-naphtho[2,3-b]furan-8-one

C15H18O2 (230.1306728)


8,12-Epoxy-4(15),7,11-eudesmatrien-1-one is found in green vegetables. 8,12-Epoxy-4(15),7,11-eudesmatrien-1-one is a constituent of Smyrnium olusatrum (alexanders). Constituent of Smyrnium olusatrum (alexanders). 8,12-Epoxy-4(15),7,11-eudesmatrien-1-one is found in green vegetables.

   

(1beta,8beta)-1,8-Dihydroxy-3,7(11)-eudesmadien-12,8-olide

8,9a-dihydroxy-3,5,8a-trimethyl-2H,4H,4aH,7H,8H,8aH,9H,9aH-naphtho[2,3-b]furan-2-one

C15H20O4 (264.13615200000004)


(1beta,8beta)-1,8-Dihydroxy-3,7(11)-eudesmadien-12,8-olide is found in green vegetables. (1beta,8beta)-1,8-Dihydroxy-3,7(11)-eudesmadien-12,8-olide is a constituent of Smyrnium olusatrum (alexanders) Constituent of Smyrnium olusatrum (alexanders). (1beta,8beta)-1,8-Dihydroxy-3,7(11)-eudesmadien-12,8-olide is found in green vegetables.

   

7-Glucosyl-luteolin

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

C21H20O12 (464.09547200000003)


   

Germacrone

3,7-dimethyl-10-(propan-2-ylidene)cyclodeca-3,7-dien-1-one

C15H22O (218.1670562)


   

Isofuranodiene

3,6,10-trimethyl-4H,7H,8H,11H-cyclodeca[b]furan

C15H20O (216.151407)


   

Astragalin

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-tetrahydropyranyl]oxy]-4-chromenone

C21H20O11 (448.100557)


Astragalin (Astragaline) a flavonoid with anti-inflammatory, antioxidant, anticancer, bacteriostatic activity. Astragalin inhibits cancer cells proliferation and migration, induces apoptosis. Astragalin is orally active and provides nerve and heart protection, and resistance against and osteoporosis[1]. Astragalin (Astragaline) a flavonoid with anti-inflammatory, antioxidant, anticancer, bacteriostatic activity. Astragalin inhibits cancer cells proliferation and migration, induces apoptosis. Astragalin is orally active and provides nerve and heart protection, and resistance against and osteoporosis[1].

   

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.

   

Isorhamnetin 3-galactoside

3- (beta-D-Galactopyranosyloxy) -5,7-dihydroxy-2- (4-hydroxy-3-methoxyphenyl) -4H-1-benzopyran-4-one

C22H22O12 (478.1111212)


   

Quercetin

2- (3,4-Dihydroxyphenyl) -3,5,7-trihydroxy-4H-1-benzopyran-4-one

C15H10O7 (302.042651)


Annotation level-1 COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials relative retention time with respect to 9-anthracene Carboxylic Acid is 0.898 D020011 - Protective Agents > D000975 - Antioxidants Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS relative retention time with respect to 9-anthracene Carboxylic Acid is 0.902 Acquisition and generation of the data is financially supported by the Max-Planck-Society IPB_RECORD: 1981; CONFIDENCE confident structure IPB_RECORD: 3301; CONFIDENCE confident structure IPB_RECORD: 3283; CONFIDENCE confident structure Quercetin, a natural flavonoid, is a stimulator of recombinant SIRT1 and also a PI3K inhibitor with IC50 of 2.4 μM, 3.0 μM and 5.4 μM for PI3K γ, PI3K δ and PI3K β, respectively[1]. Quercetin, a natural flavonoid, is a stimulator of recombinant SIRT1 and also a PI3K inhibitor with IC50 of 2.4 μM, 3.0 μM and 5.4 μM for PI3K γ, PI3K δ and PI3K β, respectively[1].

   

Trifolin

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-tetrahydropyranyl]oxy]-4-chromenone

C21H20O11 (448.100557)


Isolated from Gossypium hirsutum (cotton) and other plant subspecies Isoastragalin is found in fats and oils. Isolated from liquorice (Glycyrrhiza glabra). Acetylastragalin is found in herbs and spices. Widespread occurrence in plant world, e.g. Pinus sylvestris (Scotch pine) and fruits of Scolymus hispanicus (Spanish salsify). Kaempferol 3-galactoside is found in many foods, some of which are horseradish, almond, peach, and tea.

   

Hyperoside

Quercetin 3-beta-D-galactopyranoside

C21H20O12 (464.09547200000003)


[Raw Data] CB050_Hyperoside_neg_50eV_000016.txt [Raw Data] CB050_Hyperoside_neg_40eV_000016.txt [Raw Data] CB050_Hyperoside_neg_30eV_000016.txt [Raw Data] CB050_Hyperoside_neg_20eV_000016.txt [Raw Data] CB050_Hyperoside_neg_10eV_000016.txt [Raw Data] CB050_Hyperoside_pos_50eV_CB000024.txt [Raw Data] CB050_Hyperoside_pos_40eV_CB000024.txt [Raw Data] CB050_Hyperoside_pos_30eV_CB000024.txt [Raw Data] CB050_Hyperoside_pos_20eV_CB000024.txt [Raw Data] CB050_Hyperoside_pos_10eV_CB000024.txt Hyperoside is a NF-κB inhibitor, found from Hypericum monogynum. Hyperoside shows anti-tumor, antifungal, anti-inflammatory, anti-viral, and anti-oxidative activities, and can induce apoptosis[1][2]. Hyperoside is a NF-κB inhibitor, found from Hypericum monogynum. Hyperoside shows anti-tumor, antifungal, anti-inflammatory, anti-viral, and anti-oxidative activities, and can induce apoptosis[1][2].

   

Quercetin 3-O-malonylglucoside

Quercetin 3-O-malonylglucoside

C24H22O15 (550.0958662)


   

5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

C15H20O4 (264.13615200000004)


   

Jyperin

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

C21H20O12 (464.09547200000003)


Hyperoside is a NF-κB inhibitor, found from Hypericum monogynum. Hyperoside shows anti-tumor, antifungal, anti-inflammatory, anti-viral, and anti-oxidative activities, and can induce apoptosis[1][2]. Hyperoside is a NF-κB inhibitor, found from Hypericum monogynum. Hyperoside shows anti-tumor, antifungal, anti-inflammatory, anti-viral, and anti-oxidative activities, and can induce apoptosis[1][2].

   

1b-Furanoeudesm-4(15)-en-1-ol acetate

3,8a-dimethyl-5-methylidene-4H,4aH,5H,6H,7H,8H,8aH,9H-naphtho[2,3-b]furan-8-yl acetate

C17H22O3 (274.15688620000003)


   

8,12-Epoxy-4(15),7,11-eudesmatrien-1-one

3,8a-dimethyl-5-methylidene-4H,4aH,5H,6H,7H,8H,8aH,9H-naphtho[2,3-b]furan-8-one

C15H18O2 (230.1306728)


   

1,10-Epoxygermacrone

1,7-dimethyl-4-(propan-2-ylidene)-11-oxabicyclo[8.1.0]undec-6-en-3-one

C15H22O2 (234.1619712)


   

a-Selinene

4a,8-dimethyl-2-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene

C15H24 (204.18779039999998)


   

Istanbulin B

3,4a,5-trimethyl-2H,4H,4aH,5H,6H,7H,8H,8aH,9H,9aH-naphtho[2,3-b]furan-2,8-dione

C15H20O3 (248.14123700000002)


   

(1beta,8beta)-1,8-Dihydroxy-3,7(11)-eudesmadien-12,8-olide

8,9a-dihydroxy-3,5,8a-trimethyl-2H,4H,4aH,7H,8H,8aH,9H,9aH-naphtho[2,3-b]furan-2-one

C15H20O4 (264.13615200000004)


   

Furoeremophilone 1

3,4a,5-trimethyl-4H,4aH,5H,6H,7H,8H,8aH,9H-naphtho[2,3-b]furan-8-one

C15H20O2 (232.14632200000003)


   

Furanodiene

InChI=1\C15H20O\c1-11-5-4-6-12(2)9-15-14(8-7-11)13(3)10-16-15\h6-7,10H,4-5,8-9H2,1-3H3\b11-7+,12-6

C15H20O (216.151407)


   

1-Acetoxy-9,17-octadecadiene-12,14-diyne-11,16-diol

11,16-Dihydroxyoctadeca-9,17-dien-12,14-diyn-1-yl acetate

C20H28O4 (332.19874880000003)


   

(4as,5r,8as,9as)-9a-hydroxy-3,4a,5-trimethyl-4h,5h,6h,7h,8ah,9h-naphtho[2,3-b]furan-2,8-dione

(4as,5r,8as,9as)-9a-hydroxy-3,4a,5-trimethyl-4h,5h,6h,7h,8ah,9h-naphtho[2,3-b]furan-2,8-dione

C15H20O4 (264.13615200000004)


   

(2r,5r,10s,12s)-2-hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

(2r,5r,10s,12s)-2-hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

C15H20O5 (280.13106700000003)


   

(4as,8r,8ar)-3,8a-dimethyl-5-methylidene-4h,4ah,6h,7h,8h,9h-naphtho[2,3-b]furan-8-yl acetate

(4as,8r,8ar)-3,8a-dimethyl-5-methylidene-4h,4ah,6h,7h,8h,9h-naphtho[2,3-b]furan-8-yl acetate

C17H22O3 (274.15688620000003)


   

3,5,8a-trimethyl-2-oxo-4h,4ah,7h,8h-naphtho[2,3-b]furan-8-yl acetate

3,5,8a-trimethyl-2-oxo-4h,4ah,7h,8h-naphtho[2,3-b]furan-8-yl acetate

C17H20O4 (288.13615200000004)


   

(12as)-3,6,10-trimethyl-4h,7h,8h,11h,12ah-furo[2,3-b]oxacycloundecan-2-one

(12as)-3,6,10-trimethyl-4h,7h,8h,11h,12ah-furo[2,3-b]oxacycloundecan-2-one

C15H20O3 (248.14123700000002)


   

(3r,5r,8s,10s,12s)-12-hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

(3r,5r,8s,10s,12s)-12-hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

C15H20O5 (280.13106700000003)


   

(4as,8r,8ar,9as)-9a-hydroxy-3,8a-dimethyl-5-methylidene-2-oxo-4h,4ah,6h,7h,8h,9h-naphtho[2,3-b]furan-8-yl acetate

(4as,8r,8ar,9as)-9a-hydroxy-3,8a-dimethyl-5-methylidene-2-oxo-4h,4ah,6h,7h,8h,9h-naphtho[2,3-b]furan-8-yl acetate

C17H22O5 (306.1467162)


   

8,9a-dihydroxy-3,4a-dimethyl-5-methylidene-4h,6h,7h,8h,8ah,9h-naphtho[2,3-b]furan-2-one

8,9a-dihydroxy-3,4a-dimethyl-5-methylidene-4h,6h,7h,8h,8ah,9h-naphtho[2,3-b]furan-2-one

C15H20O4 (264.13615200000004)


   

(4ar,5s,8as)-3,4a,5-trimethyl-4h,5h,6h,7h,8ah,9h-naphtho[2,3-b]furan-8-one

(4ar,5s,8as)-3,4a,5-trimethyl-4h,5h,6h,7h,8ah,9h-naphtho[2,3-b]furan-8-one

C15H20O2 (232.14632200000003)


   

9a-hydroxy-3,8a-dimethyl-5-methylidene-2-oxo-4h,4ah,6h,7h,8h,9h-naphtho[2,3-b]furan-8-yl acetate

9a-hydroxy-3,8a-dimethyl-5-methylidene-2-oxo-4h,4ah,6h,7h,8h,9h-naphtho[2,3-b]furan-8-yl acetate

C17H22O5 (306.1467162)


   

8,9a-dihydroxy-3,4a,5-trimethyl-4h,7h,8h,8ah,9h-naphtho[2,3-b]furan-2-one

8,9a-dihydroxy-3,4a,5-trimethyl-4h,7h,8h,8ah,9h-naphtho[2,3-b]furan-2-one

C15H20O4 (264.13615200000004)


   

(3r,5r,8s,10s,12s)-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

(3r,5r,8s,10s,12s)-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

C15H20O4 (264.13615200000004)


   

3,5,8-trimethylazuleno[6,5-b]furan

3,5,8-trimethylazuleno[6,5-b]furan

C15H14O (210.1044594)


   

(4as,8r,8ar,9as)-8,9a-dihydroxy-3,5,8a-trimethyl-4h,4ah,7h,8h,9h-naphtho[2,3-b]furan-2-one

(4as,8r,8ar,9as)-8,9a-dihydroxy-3,5,8a-trimethyl-4h,4ah,7h,8h,9h-naphtho[2,3-b]furan-2-one

C15H20O4 (264.13615200000004)


   

(4as,8r,8ar)-3,5,8a-trimethyl-4h,4ah,7h,8h,9h-naphtho[2,3-b]furan-8-yl acetate

(4as,8r,8ar)-3,5,8a-trimethyl-4h,4ah,7h,8h,9h-naphtho[2,3-b]furan-8-yl acetate

C17H22O3 (274.15688620000003)


   

1,6,10-trimethyl-4,12-dioxatricyclo[7.5.0.0³,⁷]tetradeca-6,10,13-trien-5-one

1,6,10-trimethyl-4,12-dioxatricyclo[7.5.0.0³,⁷]tetradeca-6,10,13-trien-5-one

C15H18O3 (246.1255878)


   

(3r,5r,8r,10r,12s)-12-hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

(3r,5r,8r,10r,12s)-12-hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

C15H20O5 (280.13106700000003)


   

10,14-dihydroxy-1,6,10-trimethyl-4,12-dioxatetracyclo[7.5.0.0³,⁷.0¹¹,¹³]tetradeca-2,6-dien-5-one

10,14-dihydroxy-1,6,10-trimethyl-4,12-dioxatetracyclo[7.5.0.0³,⁷.0¹¹,¹³]tetradeca-2,6-dien-5-one

C15H18O5 (278.1154178)


   

(1r,3s,9r,10s,11r,13r,14s)-10,14-dihydroxy-3-methoxy-1,6,10-trimethyl-4,12-dioxatetracyclo[7.5.0.0³,⁷.0¹¹,¹³]tetradec-6-en-5-one

(1r,3s,9r,10s,11r,13r,14s)-10,14-dihydroxy-3-methoxy-1,6,10-trimethyl-4,12-dioxatetracyclo[7.5.0.0³,⁷.0¹¹,¹³]tetradec-6-en-5-one

C16H22O6 (310.1416312)


   

(4as,8r,8ar,9as)-8,9a-dihydroxy-3,8a-dimethyl-5-methylidene-4h,4ah,6h,7h,8h,9h-naphtho[2,3-b]furan-2-one

(4as,8r,8ar,9as)-8,9a-dihydroxy-3,8a-dimethyl-5-methylidene-4h,4ah,6h,7h,8h,9h-naphtho[2,3-b]furan-2-one

C15H20O4 (264.13615200000004)


   

(4ar,5s,8as,9as)-9a-hydroxy-3,4a,5-trimethyl-4h,5h,6h,7h,8ah,9h-naphtho[2,3-b]furan-2,8-dione

(4ar,5s,8as,9as)-9a-hydroxy-3,4a,5-trimethyl-4h,5h,6h,7h,8ah,9h-naphtho[2,3-b]furan-2,8-dione

C15H20O4 (264.13615200000004)


   

(2r,3s,5r,8r,10s,12r)-2-hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

(2r,3s,5r,8r,10s,12r)-2-hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

C15H20O5 (280.13106700000003)


   

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

C21H20O12 (464.09547200000003)


   

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

C21H20O12 (464.09547200000003)


   

(3s,5r,8r,10s)-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadeca-1(12),14-diene

(3s,5r,8r,10s)-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadeca-1(12),14-diene

C15H20O3 (248.14123700000002)


   

(1r,6z,10s)-1,7-dimethyl-4-(propan-2-ylidene)-11-oxabicyclo[8.1.0]undec-6-en-3-one

(1r,6z,10s)-1,7-dimethyl-4-(propan-2-ylidene)-11-oxabicyclo[8.1.0]undec-6-en-3-one

C15H22O2 (234.1619712)


   

12-hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

12-hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

C15H20O5 (280.13106700000003)


   

1,6,10-trimethyl-4,12-dioxatricyclo[7.5.0.0³,⁷]tetradeca-2,6,10,13-tetraen-5-one

1,6,10-trimethyl-4,12-dioxatricyclo[7.5.0.0³,⁷]tetradeca-2,6,10,13-tetraen-5-one

C15H16O3 (244.1099386)


   

5-methoxy-5-(prop-2-en-1-yl)-2,4-dihydro-1,3-benzodioxole

5-methoxy-5-(prop-2-en-1-yl)-2,4-dihydro-1,3-benzodioxole

C11H14O3 (194.0942894)


   

10,14-dihydroxy-3-methoxy-1,6,10-trimethyl-4,12-dioxatetracyclo[7.5.0.0³,⁷.0¹¹,¹³]tetradec-6-en-5-one

10,14-dihydroxy-3-methoxy-1,6,10-trimethyl-4,12-dioxatetracyclo[7.5.0.0³,⁷.0¹¹,¹³]tetradec-6-en-5-one

C16H22O6 (310.1416312)


   

(4as,5r,8ar,9as)-3,5,8a-trimethyl-4h,4ah,5h,6h,7h,9h,9ah-naphtho[2,3-b]furan-2,8-dione

(4as,5r,8ar,9as)-3,5,8a-trimethyl-4h,4ah,5h,6h,7h,9h,9ah-naphtho[2,3-b]furan-2,8-dione

C15H20O3 (248.14123700000002)


   

(4as,8r,8ar,9as)-9a-hydroxy-3,5,8a-trimethyl-2-oxo-4h,4ah,7h,8h,9h-naphtho[2,3-b]furan-8-yl acetate

(4as,8r,8ar,9as)-9a-hydroxy-3,5,8a-trimethyl-2-oxo-4h,4ah,7h,8h,9h-naphtho[2,3-b]furan-8-yl acetate

C17H22O5 (306.1467162)


   

(3s,5r,8r,10s,12s)-12-hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

(3s,5r,8r,10s,12s)-12-hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

C15H20O5 (280.13106700000003)


   

(4as,8r,8ar,9as)-3,8a-dimethyl-5-methylidene-2-oxo-4h,4ah,6h,7h,8h,9h,9ah-naphtho[2,3-b]furan-8-yl acetate

(4as,8r,8ar,9as)-3,8a-dimethyl-5-methylidene-2-oxo-4h,4ah,6h,7h,8h,9h,9ah-naphtho[2,3-b]furan-8-yl acetate

C17H22O4 (290.1518012)


   

3,8a-dimethyl-5-methylidene-2-oxo-4h,4ah,6h,7h,8h,9h,9ah-naphtho[2,3-b]furan-8-yl acetate

3,8a-dimethyl-5-methylidene-2-oxo-4h,4ah,6h,7h,8h,9h,9ah-naphtho[2,3-b]furan-8-yl acetate

C17H22O4 (290.1518012)


   

(5r,10s,12s)-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

(5r,10s,12s)-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

C15H20O4 (264.13615200000004)


   

3,8a-dimethyl-5-methylidene-2-oxo-4h,4ah,6h,7h,8h-naphtho[2,3-b]furan-8-yl acetate

3,8a-dimethyl-5-methylidene-2-oxo-4h,4ah,6h,7h,8h-naphtho[2,3-b]furan-8-yl acetate

C17H20O4 (288.13615200000004)


   

(1s,3s,9r)-1,6,10-trimethyl-4,12-dioxatricyclo[7.5.0.0³,⁷]tetradeca-6,10,13-trien-5-one

(1s,3s,9r)-1,6,10-trimethyl-4,12-dioxatricyclo[7.5.0.0³,⁷]tetradeca-6,10,13-trien-5-one

C15H18O3 (246.1255878)


   

(4as,8s,8as,9as)-8,9a-dihydroxy-3,4a,5-trimethyl-4h,7h,8h,8ah,9h-naphtho[2,3-b]furan-2-one

(4as,8s,8as,9as)-8,9a-dihydroxy-3,4a,5-trimethyl-4h,7h,8h,8ah,9h-naphtho[2,3-b]furan-2-one

C15H20O4 (264.13615200000004)


   

(3r,5r,7s,9s)-3,9,13-trimethyl-4,8,15-trioxatetracyclo[10.3.0.0³,⁵.0⁷,⁹]pentadeca-1(12),13-diene

(3r,5r,7s,9s)-3,9,13-trimethyl-4,8,15-trioxatetracyclo[10.3.0.0³,⁵.0⁷,⁹]pentadeca-1(12),13-diene

C15H20O3 (248.14123700000002)


   

(4as,8r,8as)-3,8a-dimethyl-5-methylidene-2-oxo-4h,4ah,6h,7h,8h-naphtho[2,3-b]furan-8-yl acetate

(4as,8r,8as)-3,8a-dimethyl-5-methylidene-2-oxo-4h,4ah,6h,7h,8h-naphtho[2,3-b]furan-8-yl acetate

C17H20O4 (288.13615200000004)


   

(4ar,9ar)-9a-hydroxy-3,4a,5-trimethyl-4h,7h-naphtho[2,3-b]furan-2,8-dione

(4ar,9ar)-9a-hydroxy-3,4a,5-trimethyl-4h,7h-naphtho[2,3-b]furan-2,8-dione

C15H16O4 (260.1048536)


   

(4as,5r,8ar,9as)-3,4a,5-trimethyl-4h,5h,6h,7h,8ah,9h,9ah-naphtho[2,3-b]furan-2,8-dione

(4as,5r,8ar,9as)-3,4a,5-trimethyl-4h,5h,6h,7h,8ah,9h,9ah-naphtho[2,3-b]furan-2,8-dione

C15H20O3 (248.14123700000002)


   

(4as,8r,8as)-3,5,8a-trimethyl-2-oxo-4h,4ah,7h,8h-naphtho[2,3-b]furan-8-yl acetate

(4as,8r,8as)-3,5,8a-trimethyl-2-oxo-4h,4ah,7h,8h-naphtho[2,3-b]furan-8-yl acetate

C17H20O4 (288.13615200000004)


   

stigmast-5-en-3-ol, (3β)-

stigmast-5-en-3-ol, (3β)-

C29H50O (414.386145)


   

5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

C22H22O12 (478.1111212)


   

3,9,13-trimethyl-4,8,15-trioxatetracyclo[10.3.0.0³,⁵.0⁷,⁹]pentadeca-1(12),13-diene

3,9,13-trimethyl-4,8,15-trioxatetracyclo[10.3.0.0³,⁵.0⁷,⁹]pentadeca-1(12),13-diene

C15H20O3 (248.14123700000002)


   

(4as,8ar,9as)-3,4a-dimethyl-5-methylidene-4h,6h,7h,8ah,9h,9ah-naphtho[2,3-b]furan-2,8-dione

(4as,8ar,9as)-3,4a-dimethyl-5-methylidene-4h,6h,7h,8ah,9h,9ah-naphtho[2,3-b]furan-2,8-dione

C15H18O3 (246.1255878)


   

(5r,10s,12s)-12-hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

(5r,10s,12s)-12-hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

C15H20O5 (280.13106700000003)


   

(3r,5r,8r,10r,12r)-5,10,15-trimethyl-12-(2-methylpropoxy)-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

(3r,5r,8r,10r,12r)-5,10,15-trimethyl-12-(2-methylpropoxy)-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

C19H28O5 (336.1936638)


   

(4as,8s,8as,9ar)-8,9a-dihydroxy-3,4a-dimethyl-5-methylidene-4h,6h,7h,8h,8ah,9h-naphtho[2,3-b]furan-2-one

(4as,8s,8as,9ar)-8,9a-dihydroxy-3,4a-dimethyl-5-methylidene-4h,6h,7h,8h,8ah,9h-naphtho[2,3-b]furan-2-one

C15H20O4 (264.13615200000004)


   

(4as,8ar)-3,8a-dimethyl-5-methylidene-4h,4ah,6h,7h,9h-naphtho[2,3-b]furan-8-one

(4as,8ar)-3,8a-dimethyl-5-methylidene-4h,4ah,6h,7h,9h-naphtho[2,3-b]furan-8-one

C15H18O2 (230.1306728)


   

(4as,5r,8ar,9as)-9a-hydroxy-3,4a,5-trimethyl-4h,5h,6h,7h,8ah,9h-naphtho[2,3-b]furan-2,8-dione

(4as,5r,8ar,9as)-9a-hydroxy-3,4a,5-trimethyl-4h,5h,6h,7h,8ah,9h-naphtho[2,3-b]furan-2,8-dione

C15H20O4 (264.13615200000004)


   

(1r,3s,9r)-1,6,10-trimethyl-4,12-dioxatricyclo[7.5.0.0³,⁷]tetradeca-6,10,13-trien-5-one

(1r,3s,9r)-1,6,10-trimethyl-4,12-dioxatricyclo[7.5.0.0³,⁷]tetradeca-6,10,13-trien-5-one

C15H18O3 (246.1255878)


   

(3r,5r,8r,10r,12s)-5,10,15-trimethyl-12-(2-methylpropoxy)-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

(3r,5r,8r,10r,12s)-5,10,15-trimethyl-12-(2-methylpropoxy)-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

C19H28O5 (336.1936638)


   

(1r,9r)-1,6,10-trimethyl-4,12-dioxatricyclo[7.5.0.0³,⁷]tetradeca-2,6,10,13-tetraen-5-one

(1r,9r)-1,6,10-trimethyl-4,12-dioxatricyclo[7.5.0.0³,⁷]tetradeca-2,6,10,13-tetraen-5-one

C15H16O3 (244.1099386)


   

(1r,9r,10s,11r,13r,14s)-10,14-dihydroxy-1,6,10-trimethyl-4,12-dioxatetracyclo[7.5.0.0³,⁷.0¹¹,¹³]tetradeca-2,6-dien-5-one

(1r,9r,10s,11r,13r,14s)-10,14-dihydroxy-1,6,10-trimethyl-4,12-dioxatetracyclo[7.5.0.0³,⁷.0¹¹,¹³]tetradeca-2,6-dien-5-one

C15H18O5 (278.1154178)


   

(9z,11s,16s)-11,16-dihydroxyoctadeca-9,17-dien-12,14-diyn-1-yl acetate

(9z,11s,16s)-11,16-dihydroxyoctadeca-9,17-dien-12,14-diyn-1-yl acetate

C20H28O4 (332.19874880000003)


   

(3s,5r,8s,10s,12s)-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

(3s,5r,8s,10s,12s)-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

C15H20O4 (264.13615200000004)


   

3,5,8a-trimethyl-4h,4ah,7h,8h,9h-naphtho[2,3-b]furan-8-yl acetate

3,5,8a-trimethyl-4h,4ah,7h,8h,9h-naphtho[2,3-b]furan-8-yl acetate

C17H22O3 (274.15688620000003)


   

(1r,6e,10s)-1,7-dimethyl-4-(propan-2-ylidene)-11-oxabicyclo[8.1.0]undec-6-en-3-one

(1r,6e,10s)-1,7-dimethyl-4-(propan-2-ylidene)-11-oxabicyclo[8.1.0]undec-6-en-3-one

C15H22O2 (234.1619712)


   

5,10,15-trimethyl-12-(2-methylpropoxy)-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

5,10,15-trimethyl-12-(2-methylpropoxy)-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

C19H28O5 (336.1936638)


   

8,9a-dihydroxy-3,8a-dimethyl-5-methylidene-4h,4ah,6h,7h,8h,9h-naphtho[2,3-b]furan-2-one

8,9a-dihydroxy-3,8a-dimethyl-5-methylidene-4h,4ah,6h,7h,8h,9h-naphtho[2,3-b]furan-2-one

C15H20O4 (264.13615200000004)


   

(2r,3r,5r,8s,10s,12s)-2-hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

(2r,3r,5r,8s,10s,12s)-2-hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

C15H20O5 (280.13106700000003)


   

(1s,3s,9r)-3-hydroxy-1,6,10-trimethyl-4,12-dioxatricyclo[7.5.0.0³,⁷]tetradeca-6,10,13-trien-5-one

(1s,3s,9r)-3-hydroxy-1,6,10-trimethyl-4,12-dioxatricyclo[7.5.0.0³,⁷]tetradeca-6,10,13-trien-5-one

C15H18O4 (262.1205028)