NCBI Taxonomy: 495130

Nassauvieae (ncbi_taxid: 495130)

found 486 associated metabolites at tribe taxonomy rank level.

Ancestor: Mutisioideae

Child Taxonomies: Trixis, Perezia, Nassauvia, Jungia, Criscia, Leunisia, Acourtia, Proustia, Spinoliva, Burkartia, Ameghinoa, Calorezia, Moscharia, Pamphalea, Leucheria, Calopappus, Oxyphyllum, Triptilion, Lophopappus, Pleocarphus, Holocheilus, Polyachyrus, Dolichlasium, Marticorenia, Macrachaenium, Berylsimpsonia

Scopoletin

7-hydroxy-6-methoxy-2H-chromen-2-one

C10H8O4 (192.0422568)


Scopoletin is a hydroxycoumarin that is umbelliferone bearing a methoxy substituent at position 6. It has a role as a plant growth regulator and a plant metabolite. It is functionally related to an umbelliferone. Scopoletin is a natural product found in Ficus auriculata, Haplophyllum cappadocicum, and other organisms with data available. Scopoletin is a coumarin compound found in several plants including those in the genus Scopolia and the genus Brunfelsia, as well as chicory (Cichorium), redstem wormwood (Artemisia scoparia), stinging nettle (Urtica dioica), passion flower (Passiflora), noni (Morinda citrifolia fruit) and European black nightshade (Solanum nigrum) that is comprised of umbelliferone with a methoxy group substituent at position 6. Scopoletin is used to standardize and establish pharmacokinetic properties for products derived from the plants that produce it, such as noni extract. Although the mechanism(s) of action have not yet been established, this agent has potential antineoplastic, antidopaminergic, antioxidant, anti-inflammatory and anticholinesterase effects. Plant growth factor derived from the root of Scopolia carniolica or Scopolia japonica. See also: Arnica montana Flower (part of); Lycium barbarum fruit (part of); Viburnum opulus root (part of). Isolated from Angelica acutiloba (Dong Dang Gui). Scopoletin is found in many foods, some of which are lambsquarters, lemon, sunflower, and sherry. Scopoletin is found in anise. Scopoletin is isolated from Angelica acutiloba (Dong Dang Gui A hydroxycoumarin that is umbelliferone bearing a methoxy substituent at position 6. Acquisition and generation of the data is financially supported in part by CREST/JST. [Raw Data] CBA72_Scopoletin_pos_20eV.txt [Raw Data] CBA72_Scopoletin_pos_40eV.txt [Raw Data] CBA72_Scopoletin_neg_30eV.txt [Raw Data] CBA72_Scopoletin_neg_50eV.txt [Raw Data] CBA72_Scopoletin_pos_50eV.txt [Raw Data] CBA72_Scopoletin_pos_10eV.txt [Raw Data] CBA72_Scopoletin_neg_40eV.txt [Raw Data] CBA72_Scopoletin_neg_10eV.txt [Raw Data] CBA72_Scopoletin_pos_30eV.txt [Raw Data] CBA72_Scopoletin_neg_20eV.txt Scopoletin. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=92-61-5 (retrieved 2024-07-12) (CAS RN: 92-61-5). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Scopoletin is an inhibitor of acetylcholinesterase (AChE). Scopoletin is an inhibitor of acetylcholinesterase (AChE).

   

Umbelliferone

7-Hydroxy-2H-1-benzopyran-2-one

C9H6O3 (162.03169259999999)


Umbelliferone is a hydroxycoumarin that is coumarin substituted by a hydroxy group ay position 7. It has a role as a fluorescent probe, a plant metabolite and a food component. Umbelliferone is a natural product found in Ficus septica, Artemisia ordosica, and other organisms with data available. See also: Chamomile (part of). Occurs widely in plants including Angelica subspecies Phytoalexin of infected sweet potato. Umbelliferone is found in many foods, some of which are macadamia nut, silver linden, quince, and capers. Umbelliferone is found in anise. Umbelliferone occurs widely in plants including Angelica species Phytoalexin of infected sweet potat A hydroxycoumarin that is coumarin substituted by a hydroxy group ay position 7. [Raw Data] CB220_Umbelliferone_pos_50eV_CB000077.txt [Raw Data] CB220_Umbelliferone_pos_40eV_CB000077.txt [Raw Data] CB220_Umbelliferone_pos_30eV_CB000077.txt [Raw Data] CB220_Umbelliferone_pos_10eV_CB000077.txt [Raw Data] CB220_Umbelliferone_pos_20eV_CB000077.txt [Raw Data] CB220_Umbelliferone_neg_40eV_000039.txt [Raw Data] CB220_Umbelliferone_neg_10eV_000039.txt [Raw Data] CB220_Umbelliferone_neg_30eV_000039.txt [Raw Data] CB220_Umbelliferone_neg_20eV_000039.txt Umbelliferone. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=93-35-6 (retrieved 2024-07-12) (CAS RN: 93-35-6). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Umbelliferone (7-Hydroxycoumarin), a natural product of the coumarin family, is a fluorescing compound which can be used as a sunscreen agent. Umbelliferone (7-Hydroxycoumarin), a natural product of the coumarin family, is a fluorescing compound which can be used as a sunscreen agent.

   

Chrysosplenetin

4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6,7-trimethoxy-

C19H18O8 (374.1001628)


Chrysosplenetin, also known as quercetagetin 3,6,7,3-tetramethyl ether or 3,6,7,3-tetra-methylquercetagetin, 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, chrysosplenetin is considered to be a flavonoid lipid molecule. Chrysosplenetin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Chrysosplenetin can be found in german camomile, which makes chrysosplenetin a potential biomarker for the consumption of this food product. Chrysosplenetin is an O-methylated flavonol. It can be found in the root of Berneuxia thibetica and in Chamomilla recutita . Chrysosplenetin is a tetramethoxyflavone that is the 3,6,7,3-tetramethyl ether derivative of quercetagetin. It has a role as an antiviral agent and a plant metabolite. It is a tetramethoxyflavone and a dihydroxyflavone. It is functionally related to a quercetagetin. Chrysosplenetin is a natural product found in Haplophyllum myrtifolium, Cleome amblyocarpa, and other organisms with data available. Chrysosplenetin is one of the polymethoxylated flavonoids in Artemisia annua L. (Compositae) and other several Chinese herbs. Chrysosplenetin inhibits P-gp activity and reverses the up-regulated P-gp and MDR1 levels induced by artemisinin (ART). Chrysosplenetin significantly augments the rat plasma level and anti-malarial efficacy of ART, partially due to the uncompetitive inhibition effect of Chrysosplenetin on rat CYP3A[1]. Chrysosplenetin is one of the polymethoxylated flavonoids in Artemisia annua L. (Compositae) and other several Chinese herbs. Chrysosplenetin inhibits P-gp activity and reverses the up-regulated P-gp and MDR1 levels induced by artemisinin (ART). Chrysosplenetin significantly augments the rat plasma level and anti-malarial efficacy of ART, partially due to the uncompetitive inhibition effect of Chrysosplenetin on rat CYP3A[1].

   

Caffeic acid

(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid

C9H8O4 (180.0422568)


Caffeic acid is a hydroxycinnamic acid that is cinnamic acid in which the phenyl ring is substituted by hydroxy groups at positions 3 and 4. It exists in cis and trans forms; the latter is the more common. It has a role as a plant metabolite, an EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor, an EC 2.5.1.18 (glutathione transferase) inhibitor, an EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor, an antioxidant and an EC 3.5.1.98 (histone deacetylase) inhibitor. It is a hydroxycinnamic acid and a member of catechols. Caffeic Acid is a natural product found in Pavetta indica, Eupatorium cannabinum, and other organisms with data available. Caffeic Acid is an orally bioavailable, hydroxycinnamic acid derivative and polyphenol, with potential anti-oxidant, anti-inflammatory, and antineoplastic activities. Upon administration, caffeic acid acts as an antioxidant and prevents oxidative stress, thereby preventing DNA damage induced by free radicals. Caffeic acid targets and inhibits the histone demethylase (HDM) oncoprotein gene amplified in squamous cell carcinoma 1 (GASC1; JMJD2C; KDM4C) and inhibits cancer cell proliferation. GASC1, a member of the KDM4 subgroup of Jumonji (Jmj) domain-containing proteins, demethylates trimethylated lysine 9 and lysine 36 on histone H3 (H3K9 and H3K36), and plays a key role in tumor cell development. Caffeic acid is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Black Cohosh (part of); Arctium lappa Root (part of); Comfrey Leaf (part of) ... View More ... 3,4-Dihydroxy-trans-cinnamate, also known as trans-Caffeate, is a polyphenol present in normal human urine positively correlated to coffee consumption and influenced by the dietary intake of diverse types of food (PMID:16870009). trans-Caffeic acid is found in many foods, some of which are flaxseed, cereal and cereal products, common grape, fruits, and common sage. It is also found in wine and coffee in free and conjugated forms. Caffeic acid (CAS: 331-39-5) is a polyphenol present in normal human urine positively correlated to coffee consumption and influenced by the dietary intake of diverse types of food (PMID:16870009). Caffeic acid has been found to be a microbial metabolite of Escherichia (PMID: 28396925). Caffeic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=331-39-5 (retrieved 2024-06-28) (CAS RN: 331-39-5). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO). Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO). Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO).

   

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].

   

Pectolinarigenin

4H-1-Benzopyran-4-one, 5,7-dihydroxy-6-methoxy-2-(4-methoxyphenyl)-

C17H14O6 (314.0790344)


Pectolinarigenin is a dimethoxyflavone that is the 6,4-dimethyl ether derivative of scutellarein. It has a role as a plant metabolite. It is a dimethoxyflavone and a dihydroxyflavone. It is functionally related to a scutellarein. Pectolinarigenin is a natural product found in Eupatorium cannabinum, Chromolaena odorata, and other organisms with data available. Pectolinarigenin is a dual inhibitor of COX-2/5-LOX. Anti-inflammatory activity[1]. Pectolinarigenin has potent inhibitory activities on melanogenesis[2]. Pectolinarigenin is a dual inhibitor of COX-2/5-LOX. Anti-inflammatory activity[1]. Pectolinarigenin has potent inhibitory activities on melanogenesis[2]. Pectolinarigenin is a dual inhibitor of COX-2/5-LOX. Anti-inflammatory activity[1]. Pectolinarigenin has potent inhibitory activities on melanogenesis[2].

   

Benzoic acid

ScavengePore(TM) benzoic acid, macroporous, 40-70 mesh, extent of labeling: 0.5-1.5 mmol per g loading

C7H6O2 (122.0367776)


Benzoic acid appears as a white crystalline solid. Slightly soluble in water. The primary hazard is the potential for environmental damage if released. Immediate steps should be taken to limit spread to the environment. Used to make other chemicals, as a food preservative, and for other uses. Benzoic acid is a compound comprising a benzene ring core carrying a carboxylic acid substituent. It has a role as an antimicrobial food preservative, an EC 3.1.1.3 (triacylglycerol lipase) inhibitor, an EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor, a plant metabolite, a human xenobiotic metabolite, an algal metabolite and a drug allergen. It is a conjugate acid of a benzoate. A fungistatic compound that is widely used as a food preservative. It is conjugated to GLYCINE in the liver and excreted as hippuric acid. As the sodium salt form, sodium benzoate is used as a treatment for urea cycle disorders due to its ability to bind amino acids. This leads to excretion of these amino acids and a decrease in ammonia levels. Recent research shows that sodium benzoate may be beneficial as an add-on therapy (1 gram/day) in schizophrenia. Total Positive and Negative Syndrome Scale scores dropped by 21\\\\\% compared to placebo. Benzoic acid is a Nitrogen Binding Agent. The mechanism of action of benzoic acid is as an Ammonium Ion Binding Activity. Benzoic acid, C6H5COOH, is a colourless crystalline solid and the simplest aromatic carboxylic acid. Benzoic acid occurs naturally free and bound as benzoic acid esters in many plant and animal species. Appreciable amounts have been found in most berries (around 0.05\\\\\%). Cranberries contain as much as 300-1300 mg free benzoic acid per kg fruit. Benzoic acid is a fungistatic compound that is widely used as a food preservative. It often is conjugated to glycine in the liver and excreted as hippuric acid. Benzoic acid is a byproduct of phenylalanine metabolism in bacteria. It is also produced when gut bacteria process polyphenols (from ingested fruits or beverages). A fungistatic compound that is widely used as a food preservative. It is conjugated to GLYCINE in the liver and excreted as hippuric acid. See also: Salicylic Acid (active moiety of); Benzoyl Peroxide (active moiety of); Sodium Benzoate (active moiety of) ... View More ... Widespread in plants especies in essential oils and fruits, mostly in esterified formand is also present in butter, cooked meats, pork fat, white wine, black and green tea, mushroom and Bourbon vanilla. It is used in foodstuffs as antimicrobial and flavouring agent and as preservative. In practical food preservation, the Na salt of benzoic acid is the most widely used form (see MDQ71-S). The antimicrobial activity comprises a wide range of microorganisms, particularly yeasts and moulds. Undissociated benzoic acid is more effective than dissociated, thus the preservative action is more efficient in acidic foodstuffs. Typical usage levels are 500-2000 ppm. Benzoic acid is found in many foods, some of which are animal foods, common grape, lovage, and fruits. Benzoic acid, C6H5COOH, is a colourless crystalline solid and the simplest aromatic carboxylic acid. Benzoic acid occurs naturally free and bound as benzoic acid esters in many plant and animal species. Appreciable amounts have been found in most berries (around 0.05\\\\\%). Cranberries contain as much as 300-1300 mg free benzoic acid per kg fruit. Benzoic acid is a fungistatic compound that is widely used as a food preservative. It often is conjugated to glycine in the liver and excreted as hippuric acid. Benzoic acid is a byproduct of phenylalanine metabolism in bacteria. It is also produced when gut bacteria process polyphenols (from ingested fruits or beverages). It can be found in Serratia (PMID:23061754). Benzoic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=65-85-0 (retrieved 2024-06-28) (CAS RN: 65-85-0). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Benzoic acid is an aromatic alcohol existing naturally in many plants and is a common additive to food, drinks, cosmetics and other products. It acts as preservatives through inhibiting both bacteria and fungi. Benzoic acid is an aromatic alcohol existing naturally in many plants and is a common additive to food, drinks, cosmetics and other products. It acts as preservatives through inhibiting both bacteria and fungi.

   

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].

   

Isosakuranetin

4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-, (2S)-

C16H14O5 (286.0841194)


4-methoxy-5,7-dihydroxyflavanone is a dihydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5 and 7 and a methoxy group at position 4 (the 2S stereoisomer). It has a role as a plant metabolite. It is a dihydroxyflavanone, a monomethoxyflavanone, a member of 4-methoxyflavanones and a (2S)-flavan-4-one. It is functionally related to a (S)-naringenin. Isosakuranetin is a natural product found in Ageratina altissima, Chromolaena odorata, and other organisms with data available. Isosakuranetin is a flavanone flavonoid which can be found in the fruit of Citrus bergamia. Isosakuranetin is a flavanone flavonoid which can be found in the fruit of Citrus bergamia.

   

Pinoresinol

PHENOL, 4,4-(TETRAHYDRO-1H,3H-FURO(3,4-C)FURAN-1,4-DIYL)BIS(2-METHOXY-, (1S-(1.ALPHA.,3A.ALPHA.,4.BETA.,6A.ALPHA.))-

C20H22O6 (358.1416312)


Epipinoresinol is an enantiomer of pinoresinol having (+)-(1R,3aR,4S,6aR)-configuration. It has a role as a plant metabolite and a marine metabolite. Epipinoresinol is a natural product found in Pandanus utilis, Abeliophyllum distichum, and other organisms with data available. An enantiomer of pinoresinol having (+)-(1R,3aR,4S,6aR)-configuration. (+)-pinoresinol is an enantiomer of pinoresinol having (+)-1S,3aR,4S,6aR-configuration. It has a role as a hypoglycemic agent, a plant metabolite and a phytoestrogen. Pinoresinol is a natural product found in Pandanus utilis, Zanthoxylum beecheyanum, and other organisms with data available. See also: Acai fruit pulp (part of). An enantiomer of pinoresinol having (+)-1S,3aR,4S,6aR-configuration. relative retention time with respect to 9-anthracene Carboxylic Acid is 0.907 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.905 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.897 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.895 Pinoresinol is a lignol of plant origin serving for defense in a caterpillar. Pinoresinol drastically sensitizes cancer cells against TNF-related apoptosis-inducing ligand (TRAIL) -induced apoptosis[1][2]. Pinoresinol is a lignol of plant origin serving for defense in a caterpillar. Pinoresinol drastically sensitizes cancer cells against TNF-related apoptosis-inducing ligand (TRAIL) -induced apoptosis[1][2].

   

Palmitic acid

hexadecanoic acid

C16H32O2 (256.2402172)


Palmitic acid, also known as palmitate or hexadecanoic acid, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Thus, palmitic acid is considered to be a fatty acid lipid molecule. Palmitic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Palmitic acid can be found in a number of food items such as sacred lotus, spinach, shallot, and corn salad, which makes palmitic acid a potential biomarker for the consumption of these food products. Palmitic acid can be found primarily in most biofluids, including feces, sweat, cerebrospinal fluid (CSF), and urine, as well as throughout most human tissues. Palmitic acid exists in all living species, ranging from bacteria to humans. In humans, palmitic acid is involved in several metabolic pathways, some of which include alendronate action pathway, rosuvastatin action pathway, simvastatin action pathway, and cerivastatin action pathway. Palmitic acid is also involved in several metabolic disorders, some of which include hypercholesterolemia, familial lipoprotein lipase deficiency, ethylmalonic encephalopathy, and carnitine palmitoyl transferase deficiency (I). Moreover, palmitic acid is found to be associated with schizophrenia. Palmitic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Palmitic acid, or hexadecanoic acid in IUPAC nomenclature, is the most common saturated fatty acid found in animals, plants and microorganisms. Its chemical formula is CH3(CH2)14COOH, and its C:D is 16:0. As its name indicates, it is a major component of the oil from the fruit of oil palms (palm oil). Palmitic acid can also be found in meats, cheeses, butter, and dairy products. Palmitate is the salts and esters of palmitic acid. The palmitate anion is the observed form of palmitic acid at physiologic pH (7.4) . Palmitic acid is the first fatty acid produced during lipogenesis (fatty acid synthesis) and from which longer fatty acids can be produced. Palmitate negatively feeds back on acetyl-CoA carboxylase (ACC) which is responsible for converting acetyl-ACP to malonyl-ACP on the growing acyl chain, thus preventing further palmitate generation (DrugBank). Palmitic acid, or hexadecanoic acid, is one of the most common saturated fatty acids found in animals, plants, and microorganisms. As its name indicates, it is a major component of the oil from the fruit of oil palms (palm oil). Excess carbohydrates in the body are converted to palmitic acid. Palmitic acid is the first fatty acid produced during fatty acid synthesis and is the precursor to longer fatty acids. As a consequence, palmitic acid is a major body component of animals. In humans, one analysis found it to make up 21–30\\\% (molar) of human depot fat (PMID: 13756126), and it is a major, but highly variable, lipid component of human breast milk (PMID: 352132). Palmitic acid is used to produce soaps, cosmetics, and industrial mould release agents. These applications use sodium palmitate, which is commonly obtained by saponification of palm oil. To this end, palm oil, rendered from palm tree (species Elaeis guineensis), is treated with sodium hydroxide (in the form of caustic soda or lye), which causes hydrolysis of the ester groups, yielding glycerol and sodium palmitate. Aluminium salts of palmitic acid and naphthenic acid were combined during World War II to produce napalm. The word "napalm" is derived from the words naphthenic acid and palmitic acid (Wikipedia). Palmitic acid is also used in the determination of water hardness and is a surfactant of Levovist, an intravenous ultrasonic contrast agent. Hexadecanoic acid is a straight-chain, sixteen-carbon, saturated long-chain fatty acid. It has a role as an EC 1.1.1.189 (prostaglandin-E2 9-reductase) inhibitor, a plant metabolite, a Daphnia magna metabolite and an algal metabolite. It is a long-chain fatty acid and a straight-chain saturated fatty acid. It is a conjugate acid of a hexadecanoate. A common saturated fatty acid found in fats and waxes including olive oil, palm oil, and body lipids. Palmitic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Palmitic Acid is a saturated long-chain fatty acid with a 16-carbon backbone. Palmitic acid is found naturally in palm oil and palm kernel oil, as well as in butter, cheese, milk and meat. Palmitic acid, or hexadecanoic acid is one of the most common saturated fatty acids found in animals and plants, a saturated fatty acid found in fats and waxes including olive oil, palm oil, and body lipids. It occurs in the form of esters (glycerides) in oils and fats of vegetable and animal origin and is usually obtained from palm oil, which is widely distributed in plants. Palmitic acid is used in determination of water hardness and is an active ingredient of *Levovist*TM, used in echo enhancement in sonographic Doppler B-mode imaging and as an ultrasound contrast medium. A common saturated fatty acid found in fats and waxes including olive oil, palm oil, and body lipids. A straight-chain, sixteen-carbon, saturated long-chain fatty acid. Palmitic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=57-10-3 (retrieved 2024-07-01) (CAS RN: 57-10-3). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

Sakuranetin

4H-1-Benzopyran-4-one, 2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-, (2S)-

C16H14O5 (286.0841194)


Sakuranetin is a flavonoid phytoalexin that is (S)-naringenin in which the hydroxy group at position 7 is replaced by a methoxy group. It has a role as an antimycobacterial drug and a plant metabolite. It is a dihydroxyflavanone, a monomethoxyflavanone, a flavonoid phytoalexin, a member of 4-hydroxyflavanones and a (2S)-flavan-4-one. It is functionally related to a (S)-naringenin. Sakuranetin is a natural product found in Ageratina altissima, Chromolaena odorata, and other organisms with data available. Sakuranetin is found in black walnut. Sakuranetin is a flavanone, a type of flavonoid. It can be found in Polymnia fruticosa and rice, where it acts as a phytoalexin against spore germination of Pyricularia oryzae Sakuranetin is a flavanone, a type of flavonoid. It can be found in Polymnia fruticosa and rice, where it acts as a phytoalexin against spore germination of Pyricularia oryzae. A flavonoid phytoalexin that is (S)-naringenin in which the hydroxy group at position 7 is replaced by a methoxy group. Sakuranetin is a cherry flavonoid phytoalexin, shows strong antifungal activity[1]. Sakuranetin has anti-inflammatory and antioxidative activities. Sakuranetin ameliorates LPS-induced acute lung injury[2]. Sakuranetin is a cherry flavonoid phytoalexin, shows strong antifungal activity[1]. Sakuranetin has anti-inflammatory and antioxidative activities. Sakuranetin ameliorates LPS-induced acute lung injury[2].

   

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].

   

Afzelin

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

C21H20O10 (432.105642)


Afzelin is a glycosyloxyflavone that is kaempferol attached to an alpha-L-rhamnosyl residue at position 3 via a glycosidic linkage. It has a role as a plant metabolite, an antibacterial agent and an anti-inflammatory agent. It is a glycosyloxyflavone, a trihydroxyflavone and a monosaccharide derivative. It is functionally related to a kaempferol. It is a conjugate acid of an afzelin(1-). Afzelin is a natural product found in Premna odorata, Vicia tenuifolia, and other organisms with data available. [Raw Data] CBA27_Afzelin_neg_30eV_1-1_01_1585.txt [Raw Data] CBA27_Afzelin_pos_20eV_1-1_01_1549.txt [Raw Data] CBA27_Afzelin_pos_10eV_1-1_01_1540.txt [Raw Data] CBA27_Afzelin_neg_10eV_1-1_01_1576.txt [Raw Data] CBA27_Afzelin_neg_20eV_1-1_01_1584.txt [Raw Data] CBA27_Afzelin_neg_40eV_1-1_01_1586.txt [Raw Data] CBA27_Afzelin_pos_30eV_1-1_01_1550.txt [Raw Data] CBA27_Afzelin_pos_50eV_1-1_01_1552.txt [Raw Data] CBA27_Afzelin_pos_40eV_1-1_01_1551.txt [Raw Data] CBA27_Afzelin_neg_50eV_1-1_01_1587.txt Afzelin (Kaempferol-3-O-rhamnoside) is is a flavonol glycoside found in Houttuynia cordata Thunberg and is widely used in the preparation of antibacterial and antipyretic agents, detoxicants and for the treatment of inflammation. Afzelin attenuates the mitochondrial damage, enhances mitochondrial biogenesis and decreases the level of mitophagy-related proteins, parkin and PTEN-induced putative kinase 1. Afzelin improves the survival rate and reduces the serum levels of alanine aminotransferase and pro-inflammatory cytokines in D-galactosamine (GalN)/LPS -treated mice[1]. Afzelin (Kaempferol-3-O-rhamnoside)It is a flavonol glycoside that has anti-inflammatory, anti-oxidative stress response, anti-apoptotic, and anti-cardiac cytotoxic effects. AfzelinIt can reduce mitochondrial damage, enhance mitochondrial biosynthesis, and reduce mitochondria-related proteins. Parkinand PTENinduced putative kinase 1 (putative kinase 1)s level. AfzelinCan be improved D-galactosamine(GalN)/LPSSurvival rate of mice treated with doxorubicin prophylaxis (HY-15142A)Induced cardiotoxicity and scopolamine (HY-N0296)-induced neurological injury. AfzelinAlso inhibits asthma and allergies caused by ovalbumin[1][2][3][4]. Afzelin (Kaempferol-3-O-rhamnoside) is is a flavonol glycoside found in Houttuynia cordata Thunberg and is widely used in the preparation of antibacterial and antipyretic agents, detoxicants and for the treatment of inflammation. Afzelin attenuates the mitochondrial damage, enhances mitochondrial biogenesis and decreases the level of mitophagy-related proteins, parkin and PTEN-induced putative kinase 1. Afzelin improves the survival rate and reduces the serum levels of alanine aminotransferase and pro-inflammatory cytokines in D-galactosamine (GalN)/LPS -treated mice[1].

   

beta-Elemene

(1S,2S,4R)-1-ethenyl-1-methyl-2,4-bis(prop-1-en-2-yl)cyclohexane

C15H24 (204.1877904)


(-)-beta-elemene is the (-)-enantiomer of beta-elemene that has (1S,2S,4R)-configuration. It has a role as an antineoplastic agent. beta-Elemene is a natural product found in Xylopia sericea, Eupatorium cannabinum, and other organisms with data available. Beta-elemene is one of the isomers of elemene, a lipid soluble sesquiterpene and the active component isolated from the Chinese medicinal herb Rhizoma zedoariae with potential antineoplastic and chemopreventive activities. Although the exact mechanism of action through which beta-elemene exerts its effect has yet to be fully elucidated, this agent appears to induce apoptosis through different mechanisms of action and induces cell cycle arrest at different stages based on the tumor cell type involved. Beta-elemene may sensitize cancer cells to other chemotherapeutic agents. See also: Cannabis sativa subsp. indica top (part of). Beta-elemene, also known as B-elemen or 2,4-diisopropenyl-1-methyl-1-vinylcyclohexane, is a member of the class of compounds known as elemane sesquiterpenoids. Elemane sesquiterpenoids are sesquiterpenoids with a structure based on the elemane skeleton. Elemane is a monocyclic compound consisting of a cyclohexane ring substituted with a methyl group, an ethyl group, and two 1-methylethyl groups at the 1-, 1-, 2-, and 4-position, respectively. Beta-elemene is a fresh, herbal, and waxy tasting compound and can be found in a number of food items such as lovage, anise, spearmint, and orange mint, which makes beta-elemene a potential biomarker for the consumption of these food products. Beta-elemene can be found primarily in saliva. beta-Elemene belongs to the class of organic compounds known as elemane sesquiterpenoids. These are sesquiterpenoids with a structure based on the elemane skeleton. Elemane is a monocyclic compound consisting of a cyclohexane ring substituted with a methyl group, an ethyl group, and two 1-methylethyl groups at the 1-, 1-, 2-, and 4-position, respectively. beta-Elemene can be found in herbs, spices, and root vegetables, which makes beta-elemene a potential biomarker for the consumption of these food products. It is a constituent of sweet flag, juniper oils, and Mentha species. β-Elemene ((-)-β-Elemene; Levo-β-elemene) is isolated from natural plant Curcuma aromatica with an antitumor activity. β-Elemene can induce cell apoptosis. β-Elemene ((-)-β-Elemene; Levo-β-elemene) is isolated from natural plant Curcuma aromatica with an antitumor activity. β-Elemene can induce cell apoptosis.

   

Squalene

InChI=1/C30H50/c1-25(2)15-11-19-29(7)23-13-21-27(5)17-9-10-18-28(6)22-14-24-30(8)20-12-16-26(3)4/h15-18,23-24H,9-14,19-22H2,1-8H3/b27-17+,28-18+,29-23+,30-24

C30H50 (410.39123)


Squalene is an unsaturated aliphatic hydrocarbon (carotenoid) with six unconjugated double bonds found in human sebum (5\\\\%), fish liver oils, yeast lipids, and many vegetable oils (e.g. palm oil, cottonseed oil, rapeseed oil). Squalene is a volatile component of the scent material from Saguinus oedipus (cotton-top tamarin monkey) and Saguinus fuscicollis (saddle-back tamarin monkey) (Hawleys Condensed Chemical Reference). Squalene is a component of adult human sebum that is principally responsible for fixing fingerprints (ChemNetBase). It is a natural organic compound originally obtained for commercial purposes primarily from shark liver oil, though there are botanical sources as well, including rice bran, wheat germ, and olives. All higher organisms produce squalene, including humans. It is a hydrocarbon and a triterpene. Squalene is a biochemical precursor to the whole family of steroids. Oxidation of one of the terminal double bonds of squalene yields 2,3-squalene oxide which undergoes enzyme-catalyzed cyclization to afford lanosterol, which is then elaborated into cholesterol and other steroids. Squalene is a low-density compound often stored in the bodies of cartilaginous fishes such as sharks, which lack a swim bladder and must therefore reduce their body density with fats and oils. Squalene, which is stored mainly in the sharks liver, is lighter than water with a specific gravity of 0.855 (Wikipedia) Squalene is used as a bactericide. It is also an intermediate in the manufacture of pharmaceuticals, rubber chemicals, and colouring materials (Physical Constants of Chemical Substances). Trans-squalene is a clear, slightly yellow liquid with a faint odor. Density 0.858 g / cm3. Squalene is a triterpene consisting of 2,6,10,15,19,23-hexamethyltetracosane having six double bonds at the 2-, 6-, 10-, 14-, 18- and 22-positions with (all-E)-configuration. It has a role as a human metabolite, a plant metabolite, a Saccharomyces cerevisiae metabolite and a mouse metabolite. Squalene is originally obtained from shark liver oil. It is a natural 30-carbon isoprenoid compound and intermediate metabolite in the synthesis of cholesterol. It is not susceptible to lipid peroxidation and provides skin protection. It is ubiquitously distributed in human tissues where it is transported in serum generally in association with very low density lipoproteins. Squalene is investigated as an adjunctive cancer therapy. Squalene is a natural product found in Ficus septica, Garcinia multiflora, and other organisms with data available. squalene is a metabolite found in or produced by Saccharomyces cerevisiae. A natural 30-carbon triterpene. See also: Olive Oil (part of); Shark Liver Oil (part of). A triterpene consisting of 2,6,10,15,19,23-hexamethyltetracosane having six double bonds at the 2-, 6-, 10-, 14-, 18- and 22-positions with (all-E)-configuration. COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Squalene is an intermediate product in the synthesis of cholesterol, and shows several pharmacological properties such as hypolipidemic, hepatoprotective, cardioprotective, antioxidant, and antitoxicant activity. Squalene also has anti-fungal activity and can be used for the research of Trichophyton mentagrophytes research[2]. Squalene is an intermediate product in the synthesis of cholesterol, and shows several pharmacological properties such as hypolipidemic, hepatoprotective, cardioprotective, antioxidant, and antitoxicant activity. Squalene also has anti-fungal activity and can be used for the research of Trichophyton mentagrophytes research[2].

   

Rhamnocitrin

4H-1-Benzopyran-4-one, 3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-

C16H12O6 (300.06338519999997)


Rhamnocitrin, also known as 3,4,5-trihydroxy-7-methoxyflavone or 7-methylkaempferol, is a member of the class of 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, rhamnocitrin is considered to be a flavonoid lipid molecule. Rhamnocitrin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Rhamnocitrin can be found in cloves and lemon balm, which makes rhamnocitrin a potential biomarker for the consumption of these food products. Rhamnocitrin is a monomethoxyflavone that is the 7-methyl ether derivative of kaempferol. It has a role as a plant metabolite. It is a trihydroxyflavone, a member of flavonols and a monomethoxyflavone. It is functionally related to a kaempferol. Rhamnocitrin is a natural product found in Ageratina altissima, Chromolaena odorata, and other organisms with data available. Hydroxygenkwanin (7-O-Methylluteolin), a natural flavonoid compound, is one of the main components of Lilac Daphne. Hydroxygenkwanin has anti-oxidant ability, anti-glioma ability and anticancer effect[1][2]. Hydroxygenkwanin (7-O-Methylluteolin), a natural flavonoid compound, is one of the main components of Lilac Daphne. Hydroxygenkwanin has anti-oxidant ability, anti-glioma ability and anticancer effect[1][2]. Rhamnocitrin is a flavonoid isolated from astragalus complanatus R. Br. (Sha-yuan-zi)[1]. Rhamnocitrin is a scavenger of DPPH with an IC50 of 28.38 mM. Rhamnocitrin has anti-oxidant, anti-inflammatory and an-tiatherosclerosis activity[2]. Rhamnocitrin is a flavonoid isolated from astragalus complanatus R. Br. (Sha-yuan-zi)[1]. Rhamnocitrin is a scavenger of DPPH with an IC50 of 28.38 mM. Rhamnocitrin has anti-oxidant, anti-inflammatory and an-tiatherosclerosis activity[2].

   

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].

   

Cyperotundone

4,10,11,11-tetramethyltricyclo[5.3.1.0^{1,5}]undec-4-en-3-one

C15H22O (218.1670562)


Cyperotundone is a sesquiterpenoid. 4,10,11,11-Tetramethyltricyclo[5.3.1.0^{1,5}]undec-4-en-3-one is a natural product found in Cyperus with data available.

   

dammarenediol

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

C30H52O2 (444.3967092)


Dammarenediol-II is a tetracyclic triterpenoid that is dammarane which has a double bond between positions 24 and 25, and is substituted by hydroxy groups at the 3beta- and 20- positions. It has a role as a metabolite. It is a tetracyclic triterpenoid, a secondary alcohol and a tertiary alcohol. It derives from a hydride of a dammarane. Dammarenediol II is a natural product found in Olea capensis, Aglaia abbreviata, and other organisms with data available. A tetracyclic triterpenoid that is dammarane which has a double bond between positions 24 and 25, and is substituted by hydroxy groups at the 3beta- and 20- positions.

   

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].

   

Cholesterol

(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

C27H46O (386.3548466)


Cholesterol is a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues and transported in the blood plasma of all animals. The name originates from the Greek chole- (bile) and stereos (solid), and the chemical suffix -ol for an alcohol. This is because researchers first identified cholesterol in solid form in gallstones in 1784. In the body, cholesterol can exist in either the free form or as an ester with a single fatty acid (of 10-20 carbons in length) covalently attached to the hydroxyl group at position 3 of the cholesterol ring. Due to the mechanism of synthesis, plasma cholesterol esters tend to contain relatively high proportions of polyunsaturated fatty acids. Most of the cholesterol consumed as a dietary lipid exists as cholesterol esters. Cholesterol esters have a lower solubility in water than cholesterol and are more hydrophobic. They are hydrolyzed by the pancreatic enzyme cholesterol esterase to produce cholesterol and free fatty acids. Cholesterol has vital structural roles in membranes and in lipid metabolism in general. It is a biosynthetic precursor of bile acids, vitamin D, and steroid hormones (glucocorticoids, estrogens, progesterones, androgens and aldosterone). In addition, it contributes to the development and functioning of the central nervous system, and it has major functions in signal transduction and sperm development. Cholesterol is a ubiquitous component of all animal tissues where much of it is located in the membranes, although it is not evenly distributed. The highest proportion of unesterified cholesterol is in the plasma membrane (roughly 30-50\\\\% of the lipid in the membrane or 60-80\\\\% of the cholesterol in the cell), while mitochondria and the endoplasmic reticulum have very low cholesterol contents. Cholesterol is also enriched in early and recycling endosomes, but not in late endosomes. The brain contains more cholesterol than any other organ where it comprises roughly a quarter of the total free cholesterol in the human body. Of all the organic constituents of blood, only glucose is present in a higher molar concentration than cholesterol. Cholesterol esters appear to be the preferred form for transport in plasma and as a biologically inert storage (de-toxified) form. They do not contribute to membranes but are packed into intracellular lipid particles. Cholesterol molecules (i.e. cholesterol esters) are transported throughout the body via lipoprotein particles. The largest lipoproteins, which primarily transport fats from the intestinal mucosa to the liver, are called chylomicrons. They carry mostly triglyceride fats and cholesterol that are from food, especially internal cholesterol secreted by the liver into the bile. In the liver, chylomicron particles give up triglycerides and some cholesterol. They are then converted into low-density lipoprotein (LDL) particles, which carry triglycerides and cholesterol on to other body cells. In healthy individuals, the LDL particles are large and relatively few in number. In contrast, large numbers of small LDL particles are strongly associated with promoting atheromatous disease within the arteries. (Lack of information on LDL particle number and size is one of the major problems of conventional lipid tests.). In conditions with elevated concentrations of oxidized LDL particles, especially small LDL particles, cholesterol promotes atheroma plaque deposits in the walls of arteries, a condition known as atherosclerosis, which is a major contributor to coronary heart disease and other forms of cardiovascular disease. There is a worldwide trend to believe that lower total cholesterol levels tend to correlate with lower atherosclerosis event rates (though some studies refute this idea). As a result, cholesterol has become a very large focus for the scientific community trying to determine the proper amount of cholesterol needed in a healthy diet. However, the primary association of atherosclerosis with c... Constituent either free or as esters, of fish liver oils, lard, dairy fats, egg yolk and bran Cholesterol is the major sterol in mammals. It is making up 20-25\\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3]. Cholesterol is the major sterol in mammals. It is making up 20-25\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3].

   

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

   

Taraxasterol

(3S,4aR,6aR,6aR,6bR,8aR,12S,12aS,14aR,14bR)-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-1,2,3,4a,5,6,6a,7,8,9,10,12,12a,13,14,14a-hexadecahydropicen-3-ol

C30H50O (426.386145)


Constituent of dandelion roots (Taraxacum officinale), Roman chamomile flowers (Anthemis nobilis) and many other plants. Taraxasterol is found in many foods, some of which are soy bean, chicory, evening primrose, and common grape. Taraxasterol is found in alcoholic beverages. Taraxasterol is a constituent of dandelion roots (Taraxacum officinale), Roman chamomile flowers (Anthemis nobilis) and many other plants Taraxasterol is a pentacyclic triterpenoid isolated from Taraxacum mongolicum. Taraxasterol has a role as a metabolite and an anti-inflammatory agent[1]. Taraxasterol is a pentacyclic triterpenoid isolated from Taraxacum mongolicum. Taraxasterol has a role as a metabolite and an anti-inflammatory agent[1].

   

Vernoflexuoside

Glucozaluzanin C

C21H28O8 (408.1784088)


   

(-)-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.

   

Hydroxyisopatchoulenone

Hydroxyisopatchoulenone

C15H22O2 (234.1619712)


   

Patuletin

2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-6-methoxy-4H-1-benzopyran-4-one, 9ci

C16H12O8 (332.0532152)


Pigment from flowers of French marigold Tagetes patula. Patuletin is found in german camomile, herbs and spices, and spinach. Patuletin is found in german camomile. Patuletin is a pigment from flowers of French marigold Tagetes patul D004791 - Enzyme Inhibitors

   

Methylprednisolone

6a_Methylprednisolone

C22H30O5 (374.209313)


H - Systemic hormonal preparations, excl. sex hormones and insulins > H02 - Corticosteroids for systemic use > H02A - Corticosteroids for systemic use, plain > H02AB - Glucocorticoids D - Dermatologicals > D10 - Anti-acne preparations > D10A - Anti-acne preparations for topical use > D10AA - Corticosteroids, combinations for treatment of acne D - Dermatologicals > D07 - Corticosteroids, dermatological preparations > D07A - Corticosteroids, plain > D07AA - Corticosteroids, weak (group i) D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D005938 - Glucocorticoids C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone C308 - Immunotherapeutic Agent > C574 - Immunosuppressant > C211 - Therapeutic Corticosteroid COVID info from DrugBank, clinicaltrial, clinicaltrials, clinical trial, clinical trials D002491 - Central Nervous System Agents > D018696 - Neuroprotective Agents D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents D005765 - Gastrointestinal Agents > D000932 - Antiemetics D000893 - Anti-Inflammatory Agents D020011 - Protective Agents Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS CONFIDENCE standard compound; INTERNAL_ID 904; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8731; ORIGINAL_PRECURSOR_SCAN_NO 8728 CONFIDENCE standard compound; INTERNAL_ID 904; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8721; ORIGINAL_PRECURSOR_SCAN_NO 8719 CONFIDENCE standard compound; INTERNAL_ID 904; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8747; ORIGINAL_PRECURSOR_SCAN_NO 8745 CONFIDENCE standard compound; INTERNAL_ID 904; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8759; ORIGINAL_PRECURSOR_SCAN_NO 8757 CONFIDENCE standard compound; INTERNAL_ID 904; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8784; ORIGINAL_PRECURSOR_SCAN_NO 8783 CONFIDENCE standard compound; INTERNAL_ID 904; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8757; ORIGINAL_PRECURSOR_SCAN_NO 8755 CONFIDENCE standard compound; INTERNAL_ID 2810 CONFIDENCE standard compound; INTERNAL_ID 1076 CONFIDENCE standard compound; EAWAG_UCHEM_ID 2621

   

Pinoresinol

Phenol,4-(tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis[2-methoxy-, [1S-(1.alpha.,3a.alpha.,4.alpha.,6a.alpha.)]-

C20H22O6 (358.1416312)


4-[6-(4-Hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenol is a natural product found in Zanthoxylum riedelianum, Forsythia suspensa, and other organisms with data available. Pinoresinol is a lignol of plant origin serving for defense in a caterpillar. Pinoresinol drastically sensitizes cancer cells against TNF-related apoptosis-inducing ligand (TRAIL) -induced apoptosis[1][2]. Pinoresinol is a lignol of plant origin serving for defense in a caterpillar. Pinoresinol drastically sensitizes cancer cells against TNF-related apoptosis-inducing ligand (TRAIL) -induced apoptosis[1][2].

   

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].

   

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

   
   

Squalen

2,6,10,15,19,23-Hexamethyltetracosa-2,6,10,14,18,22-hexaene

C30H50 (410.39123)


   

Afzelin

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-4H-chromen-4-one

C21H20O10 (432.105642)


5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-4h-chromen-4-one 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. 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-4h-chromen-4-one is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-4h-chromen-4-one can be found in a number of food items such as endive, linden, peach, and ginkgo nuts, which makes 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-4h-chromen-4-one a potential biomarker for the consumption of these food products. Afzelin (Kaempferol-3-O-rhamnoside) is is a flavonol glycoside found in Houttuynia cordata Thunberg and is widely used in the preparation of antibacterial and antipyretic agents, detoxicants and for the treatment of inflammation. Afzelin attenuates the mitochondrial damage, enhances mitochondrial biogenesis and decreases the level of mitophagy-related proteins, parkin and PTEN-induced putative kinase 1. Afzelin improves the survival rate and reduces the serum levels of alanine aminotransferase and pro-inflammatory cytokines in D-galactosamine (GalN)/LPS -treated mice[1]. Afzelin (Kaempferol-3-O-rhamnoside)It is a flavonol glycoside that has anti-inflammatory, anti-oxidative stress response, anti-apoptotic, and anti-cardiac cytotoxic effects. AfzelinIt can reduce mitochondrial damage, enhance mitochondrial biosynthesis, and reduce mitochondria-related proteins. Parkinand PTENinduced putative kinase 1 (putative kinase 1)s level. AfzelinCan be improved D-galactosamine(GalN)/LPSSurvival rate of mice treated with doxorubicin prophylaxis (HY-15142A)Induced cardiotoxicity and scopolamine (HY-N0296)-induced neurological injury. AfzelinAlso inhibits asthma and allergies caused by ovalbumin[1][2][3][4]. Afzelin (Kaempferol-3-O-rhamnoside) is is a flavonol glycoside found in Houttuynia cordata Thunberg and is widely used in the preparation of antibacterial and antipyretic agents, detoxicants and for the treatment of inflammation. Afzelin attenuates the mitochondrial damage, enhances mitochondrial biogenesis and decreases the level of mitophagy-related proteins, parkin and PTEN-induced putative kinase 1. Afzelin improves the survival rate and reduces the serum levels of alanine aminotransferase and pro-inflammatory cytokines in D-galactosamine (GalN)/LPS -treated mice[1].

   

alpha-Amyrin

4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-ol

C30H50O (426.386145)


Epi-alpha-amyrin, also known as epi-α-amyrin, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Epi-alpha-amyrin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Epi-alpha-amyrin can be found in herbs and spices, pomes, and rosemary, which makes epi-alpha-amyrin a potential biomarker for the consumption of these food products.

   

alpha-Caryophyllene

2,6,6,9-tetramethylcycloundeca-1,4,8-triene

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].

   

Isosakuranetin

5,7-dihydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

C16H14O5 (286.0841194)


5,7-dihydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2h-1-benzopyran-4-one is a member of the class of compounds known as 4-o-methylated flavonoids. 4-o-methylated flavonoids are flavonoids with methoxy groups attached to the C4 atom of the flavonoid backbone. 5,7-dihydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2h-1-benzopyran-4-one is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 5,7-dihydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2h-1-benzopyran-4-one can be found in sweet orange, which makes 5,7-dihydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2h-1-benzopyran-4-one a potential biomarker for the consumption of this food product. Isosakuranetin is a flavanone flavonoid which can be found in the fruit of Citrus bergamia. Isosakuranetin is a flavanone flavonoid which can be found in the fruit of Citrus bergamia.

   

Lupenone

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-one

C30H48O (424.37049579999996)


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-one belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 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-one is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Lupenone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Lupenone is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

   

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)


   

Perezone

3-hydroxy-5-methyl-2-(6-methylhept-5-en-2-yl)cyclohexa-2,5-diene-1,4-dione

C15H20O3 (248.14123700000002)


   

Trideca-1,11-dien-3,5,7,9-tetrayn

trideca-1,11-dien-3,5,7,9-tetrayne

C13H8 (164.0625968)


Trideca-1,11-dien-3,5,7,9-tetrayn is a member of the class of compounds known as enynes. Enynes are hydrocarbons containing an alkene and an alkyne group. Trideca-1,11-dien-3,5,7,9-tetrayn can be found in burdock, which makes trideca-1,11-dien-3,5,7,9-tetrayn a potential biomarker for the consumption of this food product.

   

Aromadendrin 7-methyl ether

3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

C16H14O6 (302.0790344)


Aromadendrin 7-methyl ether, also known as 7-methoxy-aromadendrin, 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. Aromadendrin 7-methyl ether is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Aromadendrin 7-methyl ether can be found in sweet cherry, which makes aromadendrin 7-methyl ether a potential biomarker for the consumption of this food product.

   

Taraxasterol

(3S,4aR,6aR,6aR,6bR,8aR,12S,12aR,14aR,14bR)-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-1,2,3,4a,5,6,6a,7,8,9,10,12,12a,13,14,14a-hexadecahydropicen-3-ol

C30H50O (426.386145)


Taraxasterol is a pentacyclic triterpenoid that is taraxastane with a beta-hydroxy group at position 3. It has a role as a metabolite and an anti-inflammatory agent. It is a pentacyclic triterpenoid and a secondary alcohol. It derives from a hydride of a taraxastane. Taraxasterol is a natural product found in Eupatorium altissimum, Eupatorium perfoliatum, and other organisms with data available. See also: Calendula Officinalis Flower (part of). A pentacyclic triterpenoid that is taraxastane with a beta-hydroxy group at position 3. Taraxasterol is a pentacyclic triterpenoid isolated from Taraxacum mongolicum. Taraxasterol has a role as a metabolite and an anti-inflammatory agent[1]. Taraxasterol is a pentacyclic triterpenoid isolated from Taraxacum mongolicum. Taraxasterol has a role as a metabolite and an anti-inflammatory agent[1].

   

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].

   

Perezone

(R)-2-(1,5-Dimethyl-4-hexenyl)-3-hydroxy-5-methyl-2,5-cyclohexadiene-1,4-dione

C15H20O3 (248.14123700000002)


   

5-Methylcoumarin

5-Methylcoumarin

C10H8O2 (160.0524268)


   

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].

   

Pinocembrin 7-O-benzoate

5,7-Dihydroxyflavanone 7-O-benzoate

C22H16O5 (360.0997686)


   

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].

   

Palmitic Acid

n-Hexadecanoic acid

C16H32O2 (256.2402172)


COVID info from WikiPathways D004791 - Enzyme Inhibitors Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS

   

Curcumene

alpha-Curcumene

C15H22 (202.1721412)


   

Penduletin

5-Hydroxy-2- (4-hydroxyphenyl) -3,6,7-trimethoxy-4H-1-benzopyran-4-one

C18H16O7 (344.0895986)


   

Calycopterin

5-Hydroxy-2- (4-hydroxyphenyl) -3,6,7,8-tetramethoxy-4H-1-benzopyran-4-one

C19H18O8 (374.1001628)


   

Isosakuranetin

4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-, (2S)-

C16H14O5 (286.0841194)


4-methoxy-5,7-dihydroxyflavanone is a dihydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5 and 7 and a methoxy group at position 4 (the 2S stereoisomer). It has a role as a plant metabolite. It is a dihydroxyflavanone, a monomethoxyflavanone, a member of 4-methoxyflavanones and a (2S)-flavan-4-one. It is functionally related to a (S)-naringenin. Isosakuranetin is a natural product found in Ageratina altissima, Chromolaena odorata, and other organisms with data available. A dihydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5 and 7 and a methoxy group at position 4 (the 2S stereoisomer). Isosakuranetin is a flavanone flavonoid which can be found in the fruit of Citrus bergamia. Isosakuranetin is a flavanone flavonoid which can be found in the fruit of Citrus bergamia.

   

Pectolinarigenin

4H-1-Benzopyran-4-one, 5,7-dihydroxy-6-methoxy-2-(4-methoxyphenyl)-

C17H14O6 (314.0790344)


Pectolinarigenin is a dimethoxyflavone that is the 6,4-dimethyl ether derivative of scutellarein. It has a role as a plant metabolite. It is a dimethoxyflavone and a dihydroxyflavone. It is functionally related to a scutellarein. Pectolinarigenin is a natural product found in Eupatorium cannabinum, Chromolaena odorata, and other organisms with data available. A dimethoxyflavone that is the 6,4-dimethyl ether derivative of scutellarein. Pectolinarigenin, also known as 5,7-dihydroxy-4,6-dimethoxyflavone or 4-methylcapillarisin, is a member of the class of compounds known as 6-o-methylated flavonoids. 6-o-methylated flavonoids are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone. Thus, pectolinarigenin is considered to be a flavonoid lipid molecule. Pectolinarigenin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Pectolinarigenin can be found in sunflower and tarragon, which makes pectolinarigenin a potential biomarker for the consumption of these food products. Pectolinarigenin is a Cirsium isolate with anti-inflammatory activity and belongs to the flavones . Pectolinarigenin is a dual inhibitor of COX-2/5-LOX. Anti-inflammatory activity[1]. Pectolinarigenin has potent inhibitory activities on melanogenesis[2]. Pectolinarigenin is a dual inhibitor of COX-2/5-LOX. Anti-inflammatory activity[1]. Pectolinarigenin has potent inhibitory activities on melanogenesis[2]. Pectolinarigenin is a dual inhibitor of COX-2/5-LOX. Anti-inflammatory activity[1]. Pectolinarigenin has potent inhibitory activities on melanogenesis[2].

   

Sorbifolin

4H-1-Benzopyran-4-one, 5,6-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-

C16H12O6 (300.06338519999997)


Scutellarein 7-methyl ether is a monomethoxyflavone and a trihydroxyflavone. It is functionally related to a scutellarein. Sorbifolin is a natural product found in Galeopsis ladanum, Sorbaria sorbifolia var. stellipila, and other organisms with data available.

   

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].

   

Rhamnocitrin

4H-1-Benzopyran-4-one, 3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-

C16H12O6 (300.06338519999997)


Rhamnocitrin is a monomethoxyflavone that is the 7-methyl ether derivative of kaempferol. It has a role as a plant metabolite. It is a trihydroxyflavone, a member of flavonols and a monomethoxyflavone. It is functionally related to a kaempferol. Rhamnocitrin is a natural product found in Ageratina altissima, Chromolaena odorata, and other organisms with data available. A monomethoxyflavone that is the 7-methyl ether derivative of kaempferol. Hydroxygenkwanin (7-O-Methylluteolin), a natural flavonoid compound, is one of the main components of Lilac Daphne. Hydroxygenkwanin has anti-oxidant ability, anti-glioma ability and anticancer effect[1][2]. Hydroxygenkwanin (7-O-Methylluteolin), a natural flavonoid compound, is one of the main components of Lilac Daphne. Hydroxygenkwanin has anti-oxidant ability, anti-glioma ability and anticancer effect[1][2]. Rhamnocitrin is a flavonoid isolated from astragalus complanatus R. Br. (Sha-yuan-zi)[1]. Rhamnocitrin is a scavenger of DPPH with an IC50 of 28.38 mM. Rhamnocitrin has anti-oxidant, anti-inflammatory and an-tiatherosclerosis activity[2]. Rhamnocitrin is a flavonoid isolated from astragalus complanatus R. Br. (Sha-yuan-zi)[1]. Rhamnocitrin is a scavenger of DPPH with an IC50 of 28.38 mM. Rhamnocitrin has anti-oxidant, anti-inflammatory and an-tiatherosclerosis activity[2].

   

Patuletin

2- (3,4-Dihydroxyphenyl) -3,5,7-trihydroxy-6-methoxy-4H-1-benzopyran-4-one

C16H12O8 (332.0532152)


A trimethoxyflavone that is quercetagetin methylated at position 6. D004791 - Enzyme Inhibitors

   

Sakuranetin

(S) -2,3-Dihydro-5-hydroxy-2- (4-hydroxyphenyl) -7-methoxy-4H-1-benzopyran-4-one

C16H14O5 (286.0841194)


Annotation level-1 Sakuranetin is a cherry flavonoid phytoalexin, shows strong antifungal activity[1]. Sakuranetin has anti-inflammatory and antioxidative activities. Sakuranetin ameliorates LPS-induced acute lung injury[2]. Sakuranetin is a cherry flavonoid phytoalexin, shows strong antifungal activity[1]. Sakuranetin has anti-inflammatory and antioxidative activities. Sakuranetin ameliorates LPS-induced acute lung injury[2].

   

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].

   

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].

   

Squalene

InChI=1\C30H50\c1-25(2)15-11-19-29(7)23-13-21-27(5)17-9-10-18-28(6)22-14-24-30(8)20-12-16-26(3)4\h15-18,23-24H,9-14,19-22H2,1-8H3\b27-17+,28-18+,29-23+,30-24

C30H50 (410.39123)


Squalene, also known as (e,e,e,e)-squalene or all-trans-squalene, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Squalene can be found in a number of food items such as apricot, savoy cabbage, peach (variety), and bitter gourd, which makes squalene a potential biomarker for the consumption of these food products. Squalene can be found primarily in blood, feces, and sweat, as well as throughout most human tissues. In humans, squalene is involved in several metabolic pathways, some of which include risedronate action pathway, steroid biosynthesis, alendronate action pathway, and fluvastatin action pathway. Squalene is also involved in several metabolic disorders, some of which include cholesteryl ester storage disease, CHILD syndrome, hyper-igd syndrome, and wolman disease. Squalene is a natural 30-carbon organic compound originally obtained for commercial purposes primarily from shark liver oil (hence its name, as Squalus is a genus of sharks), although plant sources (primarily vegetable oils) are now used as well, including amaranth seed, rice bran, wheat germ, and olives. Yeast cells have been genetically engineered to produce commercially useful quantities of "synthetic" squalene . COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Window width to select the precursor ion was 3 Da.; CONE_VOLTAGE was 20 V.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 19HP8024 to the Mass Spectrometry Society of Japan. Squalene is an intermediate product in the synthesis of cholesterol, and shows several pharmacological properties such as hypolipidemic, hepatoprotective, cardioprotective, antioxidant, and antitoxicant activity. Squalene also has anti-fungal activity and can be used for the research of Trichophyton mentagrophytes research[2]. Squalene is an intermediate product in the synthesis of cholesterol, and shows several pharmacological properties such as hypolipidemic, hepatoprotective, cardioprotective, antioxidant, and antitoxicant activity. Squalene also has anti-fungal activity and can be used for the research of Trichophyton mentagrophytes research[2].

   

Lupenone

(1R,3aR,4S,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-1-Isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-eicosahydro-cyclopenta[a]chrysen-9-one

C30H48O (424.37049579999996)


Lupenone, isolated from Musa basjoo, belongs to lupane type triterpenoids. Lupenone shows various pharmacological activities including anti-inflammatory, anti-virus, anti-diabetes, anti-cancer, improving Chagas disease without major toxicity[1][2]. Lupenone is an orally active lupine-type triterpenoid that can be isolated from Musa basjoo. Lupenone Lupenone plays a role through the PI3K/Akt/mTOR and NF-κB signaling pathways. Lupenone has anti-inflammatory, antiviral, antidiabetic and anticancer activities[1][2][3]. Lupenone, isolated from Musa basjoo, belongs to lupane type triterpenoids. Lupenone shows various pharmacological activities including anti-inflammatory, anti-virus, anti-diabetes, anti-cancer, improving Chagas disease without major toxicity[1][2].

   

Cholesterol

(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

C27H46O (386.3548466)


A cholestanoid consisting of cholestane having a double bond at the 5,6-position as well as a 3beta-hydroxy group. 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. Cholesterol is the major sterol in mammals. It is making up 20-25\\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3]. Cholesterol is the major sterol in mammals. It is making up 20-25\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3].

   

ent-Kaur-16-en-19-oic acid

ent-Kaur-16-en-19-oic acid

C20H30O2 (302.224568)


   

TRIACONTANE

TRIACONTANE

C30H62 (422.48512519999997)


A straight-chain alkane with 30 carbon atoms.

   

2-(hydroxymethyl)-3-methylphenol

2-(hydroxymethyl)-3-methylphenol

C8H10O2 (138.06807600000002)


   

pinocembrine

4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-phenyl-, (2R)-

C15H12O4 (256.0735552)


4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-phenyl-, (2R)- is a natural product found in Alpinia nutans, Alpinia zerumbet, and Boesenbergia rotunda with data available.

   

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].

   

Scopoletin

Scopoletin

C10H8O4 (192.0422568)


relative retention time with respect to 9-anthracene Carboxylic Acid is 0.636 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.637 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.629 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.631 IPB_RECORD: 1582; CONFIDENCE confident structure Scopoletin is an inhibitor of acetylcholinesterase (AChE). Scopoletin is an inhibitor of acetylcholinesterase (AChE).

   

Umbelliferone

7-hydroxycoumarine

C9H6O3 (162.03169259999999)


Umbelliferone (7-Hydroxycoumarin), a natural product of the coumarin family, is a fluorescing compound which can be used as a sunscreen agent. Umbelliferone (7-Hydroxycoumarin), a natural product of the coumarin family, is a fluorescing compound which can be used as a sunscreen agent.

   

Benzoic Acid

Benzoic Acid

C7H6O2 (122.0367776)


Benzoic acid is an aromatic alcohol existing naturally in many plants and is a common additive to food, drinks, cosmetics and other products. It acts as preservatives through inhibiting both bacteria and fungi. Benzoic acid is an aromatic alcohol existing naturally in many plants and is a common additive to food, drinks, cosmetics and other products. It acts as preservatives through inhibiting both bacteria and fungi.

   

KAEMPFEROL-3-O-RHAMNOSIDE

KAEMPFEROL-3-O-RHAMNOSIDE

C21H20O10 (432.105642)


   

Hexadecanoic acid

Hexadecanoic acid

C16H32O2 (256.2402172)


   

Vanillyl alcohol

4-(Hydroxymethyl)-2-methoxyphenol

C8H10O3 (154.062991)


Vanillyl alcohol (p-(Hydroxymethyl)guaiacol), derived from vanillin, is a phenolic alcohol and is used as a flavoring agent in foods and beverages[1]. Vanillyl alcohol (p-(Hydroxymethyl)guaiacol), derived from vanillin, is a phenolic alcohol and is used as a flavoring agent in foods and beverages[1].

   

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].

   

a-Selinene

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

C15H24 (204.18779039999998)


   

Beta-Elemene

1-ethenyl-1-methyl-2,4-bis(prop-1-en-2-yl)cyclohexane

C15H24 (204.18779039999998)


β-Elemene ((-)-β-Elemene; Levo-β-elemene) is isolated from natural plant Curcuma aromatica with an antitumor activity. β-Elemene can induce cell apoptosis. β-Elemene ((-)-β-Elemene; Levo-β-elemene) is isolated from natural plant Curcuma aromatica with an antitumor activity. β-Elemene can induce cell apoptosis.

   

Epi-a-amyrin

4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-ol

C30H50O (426.386145)


   

alpha

4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl acetate

C32H52O2 (468.3967092)


   

Nadic

3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

C16H14O6 (302.0790344)


   

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.

   

Cyperene

3H-3a,7-Methanoazulene,2,4,5,6,7,8-hexahydro-1,4,9,9-tetramethyl-, (3aR,4R,7R)-

C15H24 (204.18779039999998)


   
   

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].

   

Farnesene

1,6,10-Dodecatriene, 7,11-dimethyl-3-methylene-, (6E)-

C15H24 (204.18779039999998)


Isol. (without stereochemical distinction) from oil of Cymbopogon nardus (citronella), Cananga odorata (ylang ylang) and others (E)-β-Farnesene (trans-β-Farnesene) is a volatile sesquiterpene hydrocarbon which can be found in Phlomis aurea Decne essential oil. (E)-β-Farnesene can be used as a feeding stimulant for the sand fly Lutzomyia longipalpis[1][2]. (E)-β-Farnesene (trans-β-Farnesene) is a volatile sesquiterpene hydrocarbon which can be found in Phlomis aurea Decne essential oil. (E)-β-Farnesene can be used as a feeding stimulant for the sand fly Lutzomyia longipalpis[1][2].

   

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].

   

(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)


   

Chrysosplenetin

4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6,7-trimethoxy-

C19H18O8 (374.1001628)


Chrysosplenetin is a tetramethoxyflavone that is the 3,6,7,3-tetramethyl ether derivative of quercetagetin. It has a role as an antiviral agent and a plant metabolite. It is a tetramethoxyflavone and a dihydroxyflavone. It is functionally related to a quercetagetin. Chrysosplenetin is a natural product found in Haplophyllum myrtifolium, Cleome amblyocarpa, and other organisms with data available. A tetramethoxyflavone that is the 3,6,7,3-tetramethyl ether derivative of quercetagetin. Chrysosplenetin is one of the polymethoxylated flavonoids in Artemisia annua L. (Compositae) and other several Chinese herbs. Chrysosplenetin inhibits P-gp activity and reverses the up-regulated P-gp and MDR1 levels induced by artemisinin (ART). Chrysosplenetin significantly augments the rat plasma level and anti-malarial efficacy of ART, partially due to the uncompetitive inhibition effect of Chrysosplenetin on rat CYP3A[1]. Chrysosplenetin is one of the polymethoxylated flavonoids in Artemisia annua L. (Compositae) and other several Chinese herbs. Chrysosplenetin inhibits P-gp activity and reverses the up-regulated P-gp and MDR1 levels induced by artemisinin (ART). Chrysosplenetin significantly augments the rat plasma level and anti-malarial efficacy of ART, partially due to the uncompetitive inhibition effect of Chrysosplenetin on rat CYP3A[1].

   

Avenasterol

24Z-ethylidene-cholest-7-en-3beta-ol

C29H48O (412.37049579999996)


A stigmastane sterol that is 5alpha-stigmastane carrying a hydroxy group at position 3beta and double bonds at positions 7 and 24.

   

(1r,5r,6r,8s,9s,10s,13s,14r,15s)-14-[(3-hydroxy-3-methylbutanoyl)oxy]-10-methyl-5-{[(2r)-2-methylbutanoyl]oxy}-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-8-yl 3-hydroxy-3-methylbutanoate

(1r,5r,6r,8s,9s,10s,13s,14r,15s)-14-[(3-hydroxy-3-methylbutanoyl)oxy]-10-methyl-5-{[(2r)-2-methylbutanoyl]oxy}-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-8-yl 3-hydroxy-3-methylbutanoate

C30H42O11 (578.2726982)


   

4-{[2,2'-bithiophen]-5-yl}but-3-yne-1,2-diol

4-{[2,2'-bithiophen]-5-yl}but-3-yne-1,2-diol

C12H10O2S2 (250.01222)


   

{10,11,11-trimethyl-3-oxotricyclo[5.3.1.0¹,⁵]undec-4-en-4-yl}methyl 3-hydroxy-3-methylbutanoate

{10,11,11-trimethyl-3-oxotricyclo[5.3.1.0¹,⁵]undec-4-en-4-yl}methyl 3-hydroxy-3-methylbutanoate

C20H30O4 (334.214398)


   

2-[(2r,4ar,8ar)-4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1h-naphthalen-2-yl]prop-2-en-1-yl (2z)-2-methylbut-2-enoate

2-[(2r,4ar,8ar)-4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1h-naphthalen-2-yl]prop-2-en-1-yl (2z)-2-methylbut-2-enoate

C20H30O2 (302.224568)


   

4-hydroxy-5-methyl-2-[(2r)-6-methylhept-5-en-2-yl]-3,6-dioxocyclohexa-1,4-dien-1-yl 3-methylbutanoate

4-hydroxy-5-methyl-2-[(2r)-6-methylhept-5-en-2-yl]-3,6-dioxocyclohexa-1,4-dien-1-yl 3-methylbutanoate

C20H28O5 (348.1936638)


   

(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)


   

(3s,4ar,6br,8ar,12s,12ar,12br,14ar,14br)-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-hexadecahydropicen-3-yl acetate

(3s,4ar,6br,8ar,12s,12ar,12br,14ar,14br)-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-hexadecahydropicen-3-yl acetate

C32H52O2 (468.3967092)


   

1-(4-methoxyphenyl)-2-[2-(4-methoxyphenyl)ethenyl]propane-1,3-diol

1-(4-methoxyphenyl)-2-[2-(4-methoxyphenyl)ethenyl]propane-1,3-diol

C19H22O4 (314.1518012)


   

(3r,4as,6ar,6br,8ar,12s,12ar,12br,14ar,14br)-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-hexadecahydropicen-3-yl acetate

(3r,4as,6ar,6br,8ar,12s,12ar,12br,14ar,14br)-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-hexadecahydropicen-3-yl acetate

C32H52O2 (468.3967092)


   

(2r,4r)-2-[(1z)-2,6-dimethylhepta-1,5-dien-1-yl]-4-ethenyl-7-hydroxy-4,10-dimethyl-2h,3h-pyrano[3,2-c]chromen-5-one

(2r,4r)-2-[(1z)-2,6-dimethylhepta-1,5-dien-1-yl]-4-ethenyl-7-hydroxy-4,10-dimethyl-2h,3h-pyrano[3,2-c]chromen-5-one

C25H30O4 (394.214398)


   

4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-ol

4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-ol

C30H48O (424.37049579999996)


   

2-[(2r,4ar,8as)-4a-methyl-8-methylidene-octahydronaphthalen-2-yl]prop-2-en-1-yl 3-methylbutanoate

2-[(2r,4ar,8as)-4a-methyl-8-methylidene-octahydronaphthalen-2-yl]prop-2-en-1-yl 3-methylbutanoate

C20H32O2 (304.24021719999996)


   

(6z,10s)-3,6,10-trimethyl-5,8,9,10-tetrahydrobenzo[8]annulen-2-ol

(6z,10s)-3,6,10-trimethyl-5,8,9,10-tetrahydrobenzo[8]annulen-2-ol

C15H20O (216.151407)


   

(2r,3s,4r,5s)-4,5-dihydroxy-2-{[(3s,6e,9r)-9-hydroxy-3,7,11-trimethyldodeca-1,6,10-trien-3-yl]oxy}oxan-3-yl acetate

(2r,3s,4r,5s)-4,5-dihydroxy-2-{[(3s,6e,9r)-9-hydroxy-3,7,11-trimethyldodeca-1,6,10-trien-3-yl]oxy}oxan-3-yl acetate

C22H36O7 (412.2460906)


   

[(1s,7r,10r,11r)-4,10,11-trimethyl-3-oxotricyclo[5.3.1.0¹,⁵]undec-4-en-11-yl]methyl acetate

[(1s,7r,10r,11r)-4,10,11-trimethyl-3-oxotricyclo[5.3.1.0¹,⁵]undec-4-en-11-yl]methyl acetate

C17H24O3 (276.1725354)


   

7-(2-hydroxypropan-2-yl)-1-methyl-4-methylidene-octahydroazulen-1-ol

7-(2-hydroxypropan-2-yl)-1-methyl-4-methylidene-octahydroazulen-1-ol

C15H26O2 (238.1932696)


   

(1r,5r,6r,8s,9s,10s,13s,14r,15s)-14-[(3-hydroxy-3-methylbutanoyl)oxy]-10-methyl-5-[(3-methylbutanoyl)oxy]-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-8-yl 3-hydroxy-3-methylbutanoate

(1r,5r,6r,8s,9s,10s,13s,14r,15s)-14-[(3-hydroxy-3-methylbutanoyl)oxy]-10-methyl-5-[(3-methylbutanoyl)oxy]-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-8-yl 3-hydroxy-3-methylbutanoate

C30H42O11 (578.2726982)


   

4-{[(2e)-5-[(1r)-2,2-dimethyl-6-methylidene-3-oxocyclohexyl]-3-methylpent-2-en-1-yl]oxy}-5-methylchromen-2-one

4-{[(2e)-5-[(1r)-2,2-dimethyl-6-methylidene-3-oxocyclohexyl]-3-methylpent-2-en-1-yl]oxy}-5-methylchromen-2-one

C25H30O4 (394.214398)


   

(2r,4r)-4-ethenyl-2-hydroxy-4,10-dimethyl-2-[(2r,3r)-3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]-3h-pyrano[3,2-c]chromen-5-one

(2r,4r)-4-ethenyl-2-hydroxy-4,10-dimethyl-2-[(2r,3r)-3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]-3h-pyrano[3,2-c]chromen-5-one

C25H30O5 (410.209313)


   

(3r,3ar,4r,6r,7r)-3-hydroxy-1,4-dimethyl-2-oxo-7-(prop-1-en-2-yl)-3a,4,5,6,7,8-hexahydro-3h-azulen-6-yl 3-methylbutanoate

(3r,3ar,4r,6r,7r)-3-hydroxy-1,4-dimethyl-2-oxo-7-(prop-1-en-2-yl)-3a,4,5,6,7,8-hexahydro-3h-azulen-6-yl 3-methylbutanoate

C20H30O4 (334.214398)


   

10-methyl-4-methylidene-2h,3h-pyrano[3,2-c]chromen-5-one

10-methyl-4-methylidene-2h,3h-pyrano[3,2-c]chromen-5-one

C14H12O3 (228.0786402)


   

8-hydroxy-10-methyl-14-[(2-methylbutanoyl)oxy]-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-5-yl 3-hydroxy-3-methylbutanoate

8-hydroxy-10-methyl-14-[(2-methylbutanoyl)oxy]-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-5-yl 3-hydroxy-3-methylbutanoate

C25H34O9 (478.2202714)


   

(1r,7r,10r)-4,10,11,11-tetramethyltricyclo[5.3.1.0¹,⁵]undec-4-en-3-one

(1r,7r,10r)-4,10,11,11-tetramethyltricyclo[5.3.1.0¹,⁵]undec-4-en-3-one

C15H22O (218.1670562)


   

(1s,2r,5r,7s)-9-hydroxy-2,6,6,8-tetramethyltricyclo[5.3.1.0¹,⁵]undec-8-ene-10,11-dione

(1s,2r,5r,7s)-9-hydroxy-2,6,6,8-tetramethyltricyclo[5.3.1.0¹,⁵]undec-8-ene-10,11-dione

C15H20O3 (248.14123700000002)


   

(1r)-1-(2-hydroxy-6-methylphenyl)ethane-1,2-diol

(1r)-1-(2-hydroxy-6-methylphenyl)ethane-1,2-diol

C9H12O3 (168.0786402)


   

(3as,4r,7r)-3a-hydroxy-1,4-dimethyl-7-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydroazulen-2-one

(3as,4r,7r)-3a-hydroxy-1,4-dimethyl-7-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydroazulen-2-one

C15H22O2 (234.1619712)


   

(1s,2s,5s,7r,8r,11r,12r)-7-(acetyloxy)-5-methoxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-2-yl (2z)-2-methylbut-2-enoate

(1s,2s,5s,7r,8r,11r,12r)-7-(acetyloxy)-5-methoxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-2-yl (2z)-2-methylbut-2-enoate

C23H32O6 (404.2198772)


   

2-(4,8-dimethylcyclodeca-3,7-dien-1-yl)prop-2-en-1-yl 2-methylbut-2-enoate

2-(4,8-dimethylcyclodeca-3,7-dien-1-yl)prop-2-en-1-yl 2-methylbut-2-enoate

C20H30O2 (302.224568)


   

4-ethenyl-2-hydroxy-4,10-dimethyl-2-[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]-3h-pyrano[3,2-c]chromen-5-one

4-ethenyl-2-hydroxy-4,10-dimethyl-2-[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]-3h-pyrano[3,2-c]chromen-5-one

C25H30O5 (410.209313)


   

10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-5-yl 3-methylbutanoate

10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-5-yl 3-methylbutanoate

C20H26O5 (346.17801460000004)


   

7-methyl-4-(prop-1-en-2-yl)-12-oxatricyclo[5.3.2.0¹,⁶]dodecan-10-yl acetate

7-methyl-4-(prop-1-en-2-yl)-12-oxatricyclo[5.3.2.0¹,⁶]dodecan-10-yl acetate

C17H26O3 (278.1881846)


   

3,6,10-trimethyl-5,8,9,10-tetrahydrobenzo[8]annulen-2-ol

3,6,10-trimethyl-5,8,9,10-tetrahydrobenzo[8]annulen-2-ol

C15H20O (216.151407)


   

(2z,6s)-6-hydroxy-6-methyl-2-(4-methylpent-3-en-1-yl)octa-2,7-dien-1-yl 3-hydroxy-3-methylbutanoate

(2z,6s)-6-hydroxy-6-methyl-2-(4-methylpent-3-en-1-yl)octa-2,7-dien-1-yl 3-hydroxy-3-methylbutanoate

C20H34O4 (338.24569640000004)


   

4,10-dimethyl-2h-pyrano[3,2-c]chromen-5-one

4,10-dimethyl-2h-pyrano[3,2-c]chromen-5-one

C14H12O3 (228.0786402)


   

2-(4a-methyl-8-methylidene-octahydronaphthalen-2-yl)prop-2-en-1-yl 2-methylbut-2-enoate

2-(4a-methyl-8-methylidene-octahydronaphthalen-2-yl)prop-2-en-1-yl 2-methylbut-2-enoate

C20H30O2 (302.224568)


   

14-[(3-hydroxy-3-methylbutanoyl)oxy]-10-methyl-5-[(3-methylbutanoyl)oxy]-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-8-yl 3-hydroxy-3-methylbutanoate

14-[(3-hydroxy-3-methylbutanoyl)oxy]-10-methyl-5-[(3-methylbutanoyl)oxy]-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-8-yl 3-hydroxy-3-methylbutanoate

C30H42O11 (578.2726982)


   

1,1,4a-trimethyl-6-methylidene-5-(4-methylpent-3-en-1-yl)-hexahydro-2h-naphthalen-2-ol

1,1,4a-trimethyl-6-methylidene-5-(4-methylpent-3-en-1-yl)-hexahydro-2h-naphthalen-2-ol

C20H34O (290.2609514)


   

(2e)-3-(3-methoxy-4-{[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}phenyl)prop-2-en-1-ol

(2e)-3-(3-methoxy-4-{[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}phenyl)prop-2-en-1-ol

C25H36O3 (384.26643060000004)


   

(1r,5s,7r)-6,6-dimethyl-2-oxotricyclo[5.3.1.0¹,⁵]undec-9-ene-10-carbaldehyde

(1r,5s,7r)-6,6-dimethyl-2-oxotricyclo[5.3.1.0¹,⁵]undec-9-ene-10-carbaldehyde

C14H18O2 (218.1306728)


   

(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)


   

5,7-dimethoxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-2-yl 2-methylbut-2-enoate

5,7-dimethoxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-2-yl 2-methylbut-2-enoate

C22H32O5 (376.2249622)


   

(3ar,3br,5ar,7s,9ar,9br)-1-[(2s)-2-hydroxy-6-methylhept-5-en-2-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-ol

(3ar,3br,5ar,7s,9ar,9br)-1-[(2s)-2-hydroxy-6-methylhept-5-en-2-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-ol

C30H52O2 (444.3967092)


   

3-ethenyl-1-(2-hydroxy-6-methylphenyl)-3,7,11-trimethyldodeca-6,10-diene-1,5-dione

3-ethenyl-1-(2-hydroxy-6-methylphenyl)-3,7,11-trimethyldodeca-6,10-diene-1,5-dione

C24H32O3 (368.23513219999995)


   

(1r,8r,11s,12s)-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-5-one

(1r,8r,11s,12s)-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-5-one

C15H20O2 (232.14632200000003)


   

(2z,6s)-2-[(3e)-5-(acetyloxy)-4-methylpent-3-en-1-yl]-6-hydroxy-6-methylocta-2,7-dien-1-yl 3-hydroxy-3-methylbutanoate

(2z,6s)-2-[(3e)-5-(acetyloxy)-4-methylpent-3-en-1-yl]-6-hydroxy-6-methylocta-2,7-dien-1-yl 3-hydroxy-3-methylbutanoate

C22H36O6 (396.2511756)


   

4-{5'-methyl-[2,2'-bithiophen]-5-yl}but-3-yne-1,2-diol

4-{5'-methyl-[2,2'-bithiophen]-5-yl}but-3-yne-1,2-diol

C13H12O2S2 (264.0278692)


   

(10r)-3,6,10-trimethyl-5,8,9,10-tetrahydrobenzo[8]annulen-2-ol

(10r)-3,6,10-trimethyl-5,8,9,10-tetrahydrobenzo[8]annulen-2-ol

C15H20O (216.151407)


   

2-[(4r,5s,8r,8ar)-4-(acetyloxy)-3-(hydroxymethyl)-8-methyl-2-oxo-4,5,6,7,8,8a-hexahydro-1h-azulen-5-yl]prop-2-en-1-yl acetate

2-[(4r,5s,8r,8ar)-4-(acetyloxy)-3-(hydroxymethyl)-8-methyl-2-oxo-4,5,6,7,8,8a-hexahydro-1h-azulen-5-yl]prop-2-en-1-yl acetate

C19H26O6 (350.1729296)


   

(1r,2r,5s,7r)-9-hydroxy-2,6,6,8-tetramethyltricyclo[5.3.1.0¹,⁵]undec-8-ene-10,11-dione

(1r,2r,5s,7r)-9-hydroxy-2,6,6,8-tetramethyltricyclo[5.3.1.0¹,⁵]undec-8-ene-10,11-dione

C15H20O3 (248.14123700000002)


   

(1s,2r,5s,7s)-9-hydroxy-2,6,6,8-tetramethyl-10,11-dioxotricyclo[5.3.1.0¹,⁵]undec-8-en-7-yl (2e)-2-methylbut-2-enoate

(1s,2r,5s,7s)-9-hydroxy-2,6,6,8-tetramethyl-10,11-dioxotricyclo[5.3.1.0¹,⁵]undec-8-en-7-yl (2e)-2-methylbut-2-enoate

C20H26O5 (346.17801460000004)


   

6-hydroxy-6-methyl-2-(4-methylpent-3-en-1-yl)octa-2,7-dien-1-yl 3-hydroxy-3-methylbutanoate

6-hydroxy-6-methyl-2-(4-methylpent-3-en-1-yl)octa-2,7-dien-1-yl 3-hydroxy-3-methylbutanoate

C20H34O4 (338.24569640000004)


   

(1r,2s,5r,8r)-2,6,6,8-tetramethyltricyclo[6.3.0.0¹,⁵]undecane

(1r,2s,5r,8r)-2,6,6,8-tetramethyltricyclo[6.3.0.0¹,⁵]undecane

C15H26 (206.2034396)


   

(3s,4ar,6ar,6bs,8ar,12r,12ar,14ar,14br)-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-ol

(3s,4ar,6ar,6bs,8ar,12r,12ar,14ar,14br)-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-ol

C30H48O (424.37049579999996)


   

methyl 7-{4-ethenyl-4,6-dimethyl-5-oxo-2h,3h-pyrano[2,3-b]chromen-2-yl}-2,6-dimethylhepta-2,6-dienoate

methyl 7-{4-ethenyl-4,6-dimethyl-5-oxo-2h,3h-pyrano[2,3-b]chromen-2-yl}-2,6-dimethylhepta-2,6-dienoate

C26H30O5 (422.209313)


   

4-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methoxy]-5-methylchromen-2-one

4-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methoxy]-5-methylchromen-2-one

C25H32O4 (396.2300472)


   

(1r,5r,6s,8s,9s,10s,13s,14r,15s)-8-hydroxy-5-{[(2r,3s)-3-hydroxy-2-methylbutanoyl]oxy}-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-14-yl (2z)-2-methylbut-2-enoate

(1r,5r,6s,8s,9s,10s,13s,14r,15s)-8-hydroxy-5-{[(2r,3s)-3-hydroxy-2-methylbutanoyl]oxy}-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-14-yl (2z)-2-methylbut-2-enoate

C25H32O9 (476.2046222)


   

(1r,5r,6s,8s,9s,10s,13s,14r,15s)-8-hydroxy-10-methyl-14-{[(2r)-2-methylbutanoyl]oxy}-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-5-yl 3-hydroxy-3-methylbutanoate

(1r,5r,6s,8s,9s,10s,13s,14r,15s)-8-hydroxy-10-methyl-14-{[(2r)-2-methylbutanoyl]oxy}-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-5-yl 3-hydroxy-3-methylbutanoate

C25H34O9 (478.2202714)


   

3-hydroxy-5-methyl-2-[(2s)-6-methylhept-5-en-2-yl]cyclohexa-2,5-diene-1,4-dione

3-hydroxy-5-methyl-2-[(2s)-6-methylhept-5-en-2-yl]cyclohexa-2,5-diene-1,4-dione

C15H20O3 (248.14123700000002)


   

2-[(5r,8r,8ar)-3,8-dimethyl-2-oxo-4,5,6,7,8,8a-hexahydro-1h-azulen-5-yl]prop-2-en-1-yl (2s)-2-hydroxy-2-methylbutanoate

2-[(5r,8r,8ar)-3,8-dimethyl-2-oxo-4,5,6,7,8,8a-hexahydro-1h-azulen-5-yl]prop-2-en-1-yl (2s)-2-hydroxy-2-methylbutanoate

C20H30O4 (334.214398)


   

6,6-dimethyl-2-oxotricyclo[5.3.1.0¹,⁵]undec-9-ene-10-carbaldehyde

6,6-dimethyl-2-oxotricyclo[5.3.1.0¹,⁵]undec-9-ene-10-carbaldehyde

C14H18O2 (218.1306728)


   

(2s,4ar,5s,8ar)-1,1,4a-trimethyl-6-methylidene-5-(4-methylpent-3-en-1-yl)-hexahydro-2h-naphthalen-2-ol

(2s,4ar,5s,8ar)-1,1,4a-trimethyl-6-methylidene-5-(4-methylpent-3-en-1-yl)-hexahydro-2h-naphthalen-2-ol

C20H34O (290.2609514)


   

(1s,2s,5r,7r,8r,11r,12r)-5,7-dimethoxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-2-yl (2z)-2-methylbut-2-enoate

(1s,2s,5r,7r,8r,11r,12r)-5,7-dimethoxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-2-yl (2z)-2-methylbut-2-enoate

C22H32O5 (376.2249622)


   

(1s,4ar,6r,8as)-8a-(hydroxymethyl)-4-methyl-6-(prop-1-en-2-yl)-2,4a,5,6,7,8-hexahydro-1h-naphthalen-1-ol

(1s,4ar,6r,8as)-8a-(hydroxymethyl)-4-methyl-6-(prop-1-en-2-yl)-2,4a,5,6,7,8-hexahydro-1h-naphthalen-1-ol

C15H24O2 (236.1776204)


   

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

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

C22H22O13 (494.1060362)


   

(2e)-3-[(2s,4r)-4,7-dimethyl-3,4-dihydro-2h-1-benzopyran-2-yl]-2-methylprop-2-enal

(2e)-3-[(2s,4r)-4,7-dimethyl-3,4-dihydro-2h-1-benzopyran-2-yl]-2-methylprop-2-enal

C15H18O2 (230.1306728)


   

5-isopropyl-1-methyl-8-methylidenecyclodeca-1,6-diene

5-isopropyl-1-methyl-8-methylidenecyclodeca-1,6-diene

C15H24 (204.18779039999998)


   

1,4-dimethyl 2-(2,6-dimethylhept-5-en-1-yl)-2,3-dihydroxy-3-methylbutanedioate

1,4-dimethyl 2-(2,6-dimethylhept-5-en-1-yl)-2,3-dihydroxy-3-methylbutanedioate

C16H28O6 (316.1885788)


   

[(3ar,4r,7s,8r)-7-[3-(acetyloxy)prop-1-en-2-yl]-8-hydroxy-4-methyl-2-oxo-3a,4,5,6,7,8-hexahydro-3h-azulen-1-yl]methyl acetate

[(3ar,4r,7s,8r)-7-[3-(acetyloxy)prop-1-en-2-yl]-8-hydroxy-4-methyl-2-oxo-3a,4,5,6,7,8-hexahydro-3h-azulen-1-yl]methyl acetate

C19H26O6 (350.1729296)


   

2-[(2r,4ar,8as)-4a-methyl-8-methylidene-octahydronaphthalen-2-yl]prop-2-en-1-yl (2z)-2-methylbut-2-enoate

2-[(2r,4ar,8as)-4a-methyl-8-methylidene-octahydronaphthalen-2-yl]prop-2-en-1-yl (2z)-2-methylbut-2-enoate

C20H30O2 (302.224568)


   

6-hydroxy-3,4,8-trimethoxy-2-oxochromene-5-carbaldehyde

6-hydroxy-3,4,8-trimethoxy-2-oxochromene-5-carbaldehyde

C13H12O7 (280.05830019999996)


   

(2r,4r)-2-[(1e)-2,6-dimethylhepta-1,5-dien-1-yl]-4-ethenyl-2-hydroxy-4,10-dimethyl-3h-pyrano[3,2-c]chromen-5-one

(2r,4r)-2-[(1e)-2,6-dimethylhepta-1,5-dien-1-yl]-4-ethenyl-2-hydroxy-4,10-dimethyl-3h-pyrano[3,2-c]chromen-5-one

C25H30O4 (394.214398)


   

[(1r,7r,10r)-10,11,11-trimethyl-3-oxotricyclo[5.3.1.0¹,⁵]undec-4-en-4-yl]methyl 3-hydroxy-3-methylbutanoate

[(1r,7r,10r)-10,11,11-trimethyl-3-oxotricyclo[5.3.1.0¹,⁵]undec-4-en-4-yl]methyl 3-hydroxy-3-methylbutanoate

C20H30O4 (334.214398)


   

8-hydroxy-5-[(3-hydroxy-2-methylbutanoyl)oxy]-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-14-yl 2-methylbut-2-enoate

8-hydroxy-5-[(3-hydroxy-2-methylbutanoyl)oxy]-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-14-yl 2-methylbut-2-enoate

C25H32O9 (476.2046222)


   

(1r,7r,8s,10r)-8-hydroxy-4,10,11,11-tetramethyltricyclo[5.3.1.0¹,⁵]undec-4-en-3-one

(1r,7r,8s,10r)-8-hydroxy-4,10,11,11-tetramethyltricyclo[5.3.1.0¹,⁵]undec-4-en-3-one

C15H22O2 (234.1619712)


   

(1s,4s,5s,9s,10s,13r)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

(1s,4s,5s,9s,10s,13r)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

C20H30O2 (302.224568)


   

[(3ar,4r,7s,8r)-8-(acetyloxy)-7-(3-hydroxyprop-1-en-2-yl)-4-methyl-2-oxo-3a,4,5,6,7,8-hexahydro-3h-azulen-1-yl]methyl acetate

[(3ar,4r,7s,8r)-8-(acetyloxy)-7-(3-hydroxyprop-1-en-2-yl)-4-methyl-2-oxo-3a,4,5,6,7,8-hexahydro-3h-azulen-1-yl]methyl acetate

C19H26O6 (350.1729296)


   

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

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

C16H18O8 (338.1001628)


   

7-(acetyloxy)-5-methoxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-2-yl 2-methylbut-2-enoate

7-(acetyloxy)-5-methoxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-2-yl 2-methylbut-2-enoate

C23H32O6 (404.2198772)


   

4-{[5-(3-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)-3-methylpent-2-en-1-yl]oxy}-5-methylchromen-2-one

4-{[5-(3-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)-3-methylpent-2-en-1-yl]oxy}-5-methylchromen-2-one

C25H32O4 (396.2300472)


   

8-hydroxy-5-[(3-hydroxy-3-methylbutanoyl)oxy]-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-14-yl 3-(acetyloxy)-2-methylbutanoate

8-hydroxy-5-[(3-hydroxy-3-methylbutanoyl)oxy]-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-14-yl 3-(acetyloxy)-2-methylbutanoate

C27H36O11 (536.2257506)


   

(1s,5s,6s,9r,10r,13s,15s)-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-5-yl (2r)-2-methylbutanoate

(1s,5s,6s,9r,10r,13s,15s)-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-5-yl (2r)-2-methylbutanoate

C20H26O5 (346.17801460000004)


   

(6r)-3-methyl-6-[(2r,4e)-6-oxohept-4-en-2-yl]cyclohex-2-en-1-one

(6r)-3-methyl-6-[(2r,4e)-6-oxohept-4-en-2-yl]cyclohex-2-en-1-one

C14H20O2 (220.14632200000003)


   

5-methyl-2-[(2r)-6-methylhept-5-en-2-yl]-3,6-dioxocyclohexa-1,4-dien-1-yl (2z)-2-methylbut-2-enoate

5-methyl-2-[(2r)-6-methylhept-5-en-2-yl]-3,6-dioxocyclohexa-1,4-dien-1-yl (2z)-2-methylbut-2-enoate

C20H26O4 (330.18309960000005)


   

(2r,4r)-2-[(1e)-2,6-dimethylhepta-1,5-dien-1-yl]-4-ethenyl-4,10-dimethyl-2h,3h-pyrano[3,2-c]chromen-5-one

(2r,4r)-2-[(1e)-2,6-dimethylhepta-1,5-dien-1-yl]-4-ethenyl-4,10-dimethyl-2h,3h-pyrano[3,2-c]chromen-5-one

C25H30O3 (378.21948299999997)


   

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

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

C16H18O8 (338.1001628)


   

(6z,10r)-3,6,10-trimethyl-5,8,9,10-tetrahydrobenzo[8]annulen-2-ol

(6z,10r)-3,6,10-trimethyl-5,8,9,10-tetrahydrobenzo[8]annulen-2-ol

C15H20O (216.151407)


   

[(1s,7r,10r,11s)-11-[(acetyloxy)methyl]-10,11-dimethyl-3-oxotricyclo[5.3.1.0¹,⁵]undec-4-en-4-yl]methyl acetate

[(1s,7r,10r,11s)-11-[(acetyloxy)methyl]-10,11-dimethyl-3-oxotricyclo[5.3.1.0¹,⁵]undec-4-en-4-yl]methyl acetate

C19H26O5 (334.1780146)


   

2-hydroxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-5-one

2-hydroxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-5-one

C15H20O3 (248.14123700000002)


   

7-hydroxy-5-methoxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-2-yl 2-methylbut-2-enoate

7-hydroxy-5-methoxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-2-yl 2-methylbut-2-enoate

C21H30O5 (362.209313)


   

8-hydroxy-4,10,11,11-tetramethyltricyclo[5.3.1.0¹,⁵]undec-4-en-3-one

8-hydroxy-4,10,11,11-tetramethyltricyclo[5.3.1.0¹,⁵]undec-4-en-3-one

C15H22O2 (234.1619712)


   

8a-(hydroxymethyl)-4-methylidene-6-(prop-1-en-2-yl)-octahydronaphthalen-1-ol

8a-(hydroxymethyl)-4-methylidene-6-(prop-1-en-2-yl)-octahydronaphthalen-1-ol

C15H24O2 (236.1776204)


   

[(3ar,4r,7s,8r)-8-(acetyloxy)-7-[3-(acetyloxy)prop-1-en-2-yl]-4-methyl-2-oxo-3a,4,5,6,7,8-hexahydro-3h-azulen-1-yl]methyl acetate

[(3ar,4r,7s,8r)-8-(acetyloxy)-7-[3-(acetyloxy)prop-1-en-2-yl]-4-methyl-2-oxo-3a,4,5,6,7,8-hexahydro-3h-azulen-1-yl]methyl acetate

C21H28O7 (392.1834938)


   

3-hydroxy-1,4-dimethyl-2-oxo-7-(prop-1-en-2-yl)-3a,4,5,6,7,8-hexahydro-3h-azulen-6-yl 3-methylbutanoate

3-hydroxy-1,4-dimethyl-2-oxo-7-(prop-1-en-2-yl)-3a,4,5,6,7,8-hexahydro-3h-azulen-6-yl 3-methylbutanoate

C20H30O4 (334.214398)


   

[(1r,5s,6r,7r)-10-formyl-6-methyl-2-oxotricyclo[5.3.1.0¹,⁵]undec-9-en-6-yl]methyl (2e)-2-methylbut-2-enoate

[(1r,5s,6r,7r)-10-formyl-6-methyl-2-oxotricyclo[5.3.1.0¹,⁵]undec-9-en-6-yl]methyl (2e)-2-methylbut-2-enoate

C19H24O4 (316.1674504)


   

10-hydroxy-10-(hydroxymethyl)-4-methyl-7-(prop-1-en-2-yl)cyclodec-4-en-1-one

10-hydroxy-10-(hydroxymethyl)-4-methyl-7-(prop-1-en-2-yl)cyclodec-4-en-1-one

C15H24O3 (252.1725354)


   

(2r,4s)-2-[(1e)-2,6-dimethylhepta-1,5-dien-1-yl]-4-ethenyl-4,6-dimethyl-2h,3h-pyrano[2,3-b]chromen-5-one

(2r,4s)-2-[(1e)-2,6-dimethylhepta-1,5-dien-1-yl]-4-ethenyl-4,6-dimethyl-2h,3h-pyrano[2,3-b]chromen-5-one

C25H30O3 (378.21948299999997)


   

(3r,6e)-3-ethenyl-1-(2-hydroxy-6-methylphenyl)-3,7,11-trimethyldodeca-6,10-diene-1,5-dione

(3r,6e)-3-ethenyl-1-(2-hydroxy-6-methylphenyl)-3,7,11-trimethyldodeca-6,10-diene-1,5-dione

C24H32O3 (368.23513219999995)


   

(1s,9s,10r,12s)-4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]trideca-3,7-dien-5-one

(1s,9s,10r,12s)-4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]trideca-3,7-dien-5-one

C15H16O3 (244.1099386)


   

(1r,5r,6r,8s,9s,10s,13s,14r,15s)-8-hydroxy-5-[(3-hydroxy-3-methylbutanoyl)oxy]-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-14-yl (2e)-2-methylbut-2-enoate

(1r,5r,6r,8s,9s,10s,13s,14r,15s)-8-hydroxy-5-[(3-hydroxy-3-methylbutanoyl)oxy]-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-14-yl (2e)-2-methylbut-2-enoate

C25H32O9 (476.2046222)


   

2-(3,8-dimethyl-2-oxo-4,5,6,7,8,8a-hexahydro-1h-azulen-5-yl)prop-2-en-1-yl 3-hydroxy-3-methylbutanoate

2-(3,8-dimethyl-2-oxo-4,5,6,7,8,8a-hexahydro-1h-azulen-5-yl)prop-2-en-1-yl 3-hydroxy-3-methylbutanoate

C20H30O4 (334.214398)


   

(1s,2r,5s,7s)-7,9-dihydroxy-2,6,6,8-tetramethyltricyclo[5.3.1.0¹,⁵]undec-8-ene-10,11-dione

(1s,2r,5s,7s)-7,9-dihydroxy-2,6,6,8-tetramethyltricyclo[5.3.1.0¹,⁵]undec-8-ene-10,11-dione

C15H20O4 (264.13615200000004)


   

8-hydroxy-5-[(3-hydroxy-3-methylbutanoyl)oxy]-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-14-yl 2,3-dimethyloxirane-2-carboxylate

8-hydroxy-5-[(3-hydroxy-3-methylbutanoyl)oxy]-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-14-yl 2,3-dimethyloxirane-2-carboxylate

C25H32O10 (492.1995372)


   

(1s,4r,6s,7r,10s)-7-methyl-4-(prop-1-en-2-yl)-12-oxatricyclo[5.3.2.0¹,⁶]dodecan-10-ol

(1s,4r,6s,7r,10s)-7-methyl-4-(prop-1-en-2-yl)-12-oxatricyclo[5.3.2.0¹,⁶]dodecan-10-ol

C15H24O2 (236.1776204)


   

2-(2,6-dimethylhepta-1,5-dien-1-yl)-4-ethenyl-7-hydroxy-4,10-dimethyl-2h,3h-pyrano[3,2-c]chromen-5-one

2-(2,6-dimethylhepta-1,5-dien-1-yl)-4-ethenyl-7-hydroxy-4,10-dimethyl-2h,3h-pyrano[3,2-c]chromen-5-one

C25H30O4 (394.214398)


   

10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-5-yl 2-methylbutanoate

10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-5-yl 2-methylbutanoate

C20H26O5 (346.17801460000004)


   

4-{[(2z)-5-(3-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)-3-methylpent-2-en-1-yl]oxy}-5-methylchromen-2-one

4-{[(2z)-5-(3-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)-3-methylpent-2-en-1-yl]oxy}-5-methylchromen-2-one

C25H32O4 (396.2300472)


   

4-hydroxy-5-methyl-2-[(2r)-6-methylhept-5-en-2-yl]phenyl 3-methylbutanoate

4-hydroxy-5-methyl-2-[(2r)-6-methylhept-5-en-2-yl]phenyl 3-methylbutanoate

C20H30O3 (318.21948299999997)


   

(6r)-3-methyl-6-[(2r)-6-oxoheptan-2-yl]cyclohex-2-en-1-one

(6r)-3-methyl-6-[(2r)-6-oxoheptan-2-yl]cyclohex-2-en-1-one

C14H22O2 (222.1619712)


   

1-(5-hydroxy-3-methylpent-3-en-1-yl)-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-ol

1-(5-hydroxy-3-methylpent-3-en-1-yl)-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-ol

C20H36O2 (308.2715156)


   

7-acetyl-3,5-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

7-acetyl-3,5-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

C17H14O6 (314.0790344)


   

2-(4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1h-naphthalen-2-yl)prop-2-en-1-yl 2-methylbut-2-enoate

2-(4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1h-naphthalen-2-yl)prop-2-en-1-yl 2-methylbut-2-enoate

C20H30O2 (302.224568)


   

2-(4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1h-naphthalen-2-yl)prop-2-en-1-yl 3-methylbutanoate

2-(4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1h-naphthalen-2-yl)prop-2-en-1-yl 3-methylbutanoate

C20H32O2 (304.24021719999996)


   

(1as,4as,7as,7br)-1,1,7-trimethyl-4-methylidene-octahydro-1ah-cyclopropa[e]azulene

(1as,4as,7as,7br)-1,1,7-trimethyl-4-methylidene-octahydro-1ah-cyclopropa[e]azulene

C15H24 (204.18779039999998)


   

5-methyl-2-[(2r)-6-methylhept-5-en-2-yl]-3,6-dioxocyclohexa-1,4-dien-1-yl 3-methylbutanoate

5-methyl-2-[(2r)-6-methylhept-5-en-2-yl]-3,6-dioxocyclohexa-1,4-dien-1-yl 3-methylbutanoate

C20H28O4 (332.19874880000003)


   

6,6-dimethyltricyclo[5.3.1.0¹,⁵]undeca-2,9-diene-2,10-dicarbaldehyde

6,6-dimethyltricyclo[5.3.1.0¹,⁵]undeca-2,9-diene-2,10-dicarbaldehyde

C15H18O2 (230.1306728)


   

(4e,7r,10s)-10-hydroxy-10-(hydroxymethyl)-4-methyl-7-(prop-1-en-2-yl)cyclodec-4-en-1-one

(4e,7r,10s)-10-hydroxy-10-(hydroxymethyl)-4-methyl-7-(prop-1-en-2-yl)cyclodec-4-en-1-one

C15H24O3 (252.1725354)


   

4-hydroxy-2-methyl-5-[(2r)-6-methylhept-5-en-2-yl]-3,6-dioxocyclohexa-1,4-dien-1-yl (2z)-2-methylbut-2-enoate

4-hydroxy-2-methyl-5-[(2r)-6-methylhept-5-en-2-yl]-3,6-dioxocyclohexa-1,4-dien-1-yl (2z)-2-methylbut-2-enoate

C20H26O5 (346.17801460000004)


   

[(1s,7r,10r,11r)-4-[(acetyloxy)methyl]-10,11-dimethyl-3-oxotricyclo[5.3.1.0¹,⁵]undec-4-en-11-yl]methyl 3-hydroxy-3-methylbutanoate

[(1s,7r,10r,11r)-4-[(acetyloxy)methyl]-10,11-dimethyl-3-oxotricyclo[5.3.1.0¹,⁵]undec-4-en-11-yl]methyl 3-hydroxy-3-methylbutanoate

C22H32O6 (392.2198772)


   

(2s,4s)-4-ethenyl-2-hydroxy-4,10-dimethyl-2-[(2s,3r)-3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]-3h-pyrano[3,2-c]chromen-5-one

(2s,4s)-4-ethenyl-2-hydroxy-4,10-dimethyl-2-[(2s,3r)-3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]-3h-pyrano[3,2-c]chromen-5-one

C25H30O5 (410.209313)


   

3,7-bis(acetyloxy)-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-4-en-2-yl 2-methylbut-2-enoate

3,7-bis(acetyloxy)-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-4-en-2-yl 2-methylbut-2-enoate

C24H32O7 (432.2147922)


   

6-methyl-3,9-dimethylidene-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-octahydroazuleno[4,5-b]furan-2-one

6-methyl-3,9-dimethylidene-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-octahydroazuleno[4,5-b]furan-2-one

C21H30O8 (410.194058)


   

(2s,4r)-2-[(1e)-2,6-dimethylhepta-1,5-dien-1-yl]-4-ethenyl-7-hydroxy-4,10-dimethyl-2h,3h-pyrano[3,2-c]chromen-5-one

(2s,4r)-2-[(1e)-2,6-dimethylhepta-1,5-dien-1-yl]-4-ethenyl-7-hydroxy-4,10-dimethyl-2h,3h-pyrano[3,2-c]chromen-5-one

C25H30O4 (394.214398)


   

[(1s,2s,5s,7r)-10-[(acetyloxy)methyl]-6,6-dimethyltricyclo[5.3.1.0¹,⁵]undec-9-en-2-yl]methyl acetate

[(1s,2s,5s,7r)-10-[(acetyloxy)methyl]-6,6-dimethyltricyclo[5.3.1.0¹,⁵]undec-9-en-2-yl]methyl acetate

C19H28O4 (320.19874880000003)


   

3-methyl-6-(6-oxoheptan-2-yl)cyclohex-2-en-1-one

3-methyl-6-(6-oxoheptan-2-yl)cyclohex-2-en-1-one

C14H22O2 (222.1619712)


   

8a-(hydroxymethyl)-4-methylidene-6-(prop-1-en-2-yl)-octahydronaphthalen-1-yl acetate

8a-(hydroxymethyl)-4-methylidene-6-(prop-1-en-2-yl)-octahydronaphthalen-1-yl acetate

C17H26O3 (278.1881846)


   

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)


   

1-(2-hydroxy-6-methylphenyl)ethane-1,2-diol

1-(2-hydroxy-6-methylphenyl)ethane-1,2-diol

C9H12O3 (168.0786402)


   

(11e)-trideca-1,11-dien-3,5,7,9-tetrayne

(11e)-trideca-1,11-dien-3,5,7,9-tetrayne

C13H8 (164.0625968)


   

2-(3a,8-dimethyl-3-oxo-octahydroazulen-5-yl)-2-hydroxypropyl acetate

2-(3a,8-dimethyl-3-oxo-octahydroazulen-5-yl)-2-hydroxypropyl acetate

C17H28O4 (296.19874880000003)


   

(1s,2r,5s,7s)-9-hydroxy-2,6,6,8-tetramethyltricyclo[5.3.1.0¹,⁵]undec-8-ene-10,11-dione

(1s,2r,5s,7s)-9-hydroxy-2,6,6,8-tetramethyltricyclo[5.3.1.0¹,⁵]undec-8-ene-10,11-dione

C15H20O3 (248.14123700000002)


   

2,6,6,8-tetramethyltricyclo[6.3.0.0¹,⁵]undecane

2,6,6,8-tetramethyltricyclo[6.3.0.0¹,⁵]undecane

C15H26 (206.2034396)


   

2-(3,8-dimethylnona-3,7-dien-1-yl)-1,3,3-trimethyl-7-oxabicyclo[2.2.1]heptane

2-(3,8-dimethylnona-3,7-dien-1-yl)-1,3,3-trimethyl-7-oxabicyclo[2.2.1]heptane

C20H34O (290.2609514)


   

{4,10,11-trimethyl-3-oxotricyclo[5.3.1.0¹,⁵]undec-4-en-11-yl}methyl acetate

{4,10,11-trimethyl-3-oxotricyclo[5.3.1.0¹,⁵]undec-4-en-11-yl}methyl acetate

C17H24O3 (276.1725354)


   

8a-(hydroxymethyl)-4-methyl-6-(prop-1-en-2-yl)-2,4a,5,6,7,8-hexahydro-1h-naphthalen-1-ol

8a-(hydroxymethyl)-4-methyl-6-(prop-1-en-2-yl)-2,4a,5,6,7,8-hexahydro-1h-naphthalen-1-ol

C15H24O2 (236.1776204)


   

1,4-dimethyl (2r,3s)-2-[(2r)-2,6-dimethylhept-5-en-1-yl]-2,3-dihydroxy-3-methylbutanedioate

1,4-dimethyl (2r,3s)-2-[(2r)-2,6-dimethylhept-5-en-1-yl]-2,3-dihydroxy-3-methylbutanedioate

C16H28O6 (316.1885788)


   

2-[(2r,4ar,8ar)-4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1h-naphthalen-2-yl]prop-2-en-1-yl 2-methylpropanoate

2-[(2r,4ar,8ar)-4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1h-naphthalen-2-yl]prop-2-en-1-yl 2-methylpropanoate

C19H30O2 (290.224568)


   

(2r)-4-{[2,2'-bithiophen]-5-yl}but-3-yne-1,2-diol

(2r)-4-{[2,2'-bithiophen]-5-yl}but-3-yne-1,2-diol

C12H10O2S2 (250.01222)


   

{10-formyl-6-methyl-2-oxotricyclo[5.3.1.0¹,⁵]undec-9-en-6-yl}methyl 2-methylbut-2-enoate

{10-formyl-6-methyl-2-oxotricyclo[5.3.1.0¹,⁵]undec-9-en-6-yl}methyl 2-methylbut-2-enoate

C19H24O4 (316.1674504)


   

(1z,6z,8s)-8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene

(1z,6z,8s)-8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene

C15H24 (204.18779039999998)


   

(1s,5s,6s,9s,10r,13s,15r)-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-5-yl (2r)-2-methylbutanoate

(1s,5s,6s,9s,10r,13s,15r)-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-5-yl (2r)-2-methylbutanoate

C20H26O5 (346.17801460000004)


   

3-ethenyl-1-(2-hydroxy-6-methylphenyl)-3,7,11-trimethyldodeca-6,10-dien-1-one

3-ethenyl-1-(2-hydroxy-6-methylphenyl)-3,7,11-trimethyldodeca-6,10-dien-1-one

C24H34O2 (354.2558664)


   

(1s,5s,6r,9r,10r,13s,15s)-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-5-yl 3-methylbutanoate

(1s,5s,6r,9r,10r,13s,15s)-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-5-yl 3-methylbutanoate

C20H26O5 (346.17801460000004)


   

(1r,3as,7r,8ar)-7-(2-hydroxypropan-2-yl)-1-methyl-4-methylidene-octahydroazulen-1-ol

(1r,3as,7r,8ar)-7-(2-hydroxypropan-2-yl)-1-methyl-4-methylidene-octahydroazulen-1-ol

C15H26O2 (238.1932696)


   

[(2s,3ar,4r,7s,8r)-8-(acetyloxy)-7-[3-(acetyloxy)prop-1-en-2-yl]-2-hydroxy-4-methyl-2,3,3a,4,5,6,7,8-octahydroazulen-1-yl]methyl acetate

[(2s,3ar,4r,7s,8r)-8-(acetyloxy)-7-[3-(acetyloxy)prop-1-en-2-yl]-2-hydroxy-4-methyl-2,3,3a,4,5,6,7,8-octahydroazulen-1-yl]methyl acetate

C21H30O7 (394.199143)


   

(1s,4ar,6r,8as)-8a-(hydroxymethyl)-4-methylidene-6-(prop-1-en-2-yl)-octahydronaphthalen-1-ol

(1s,4ar,6r,8as)-8a-(hydroxymethyl)-4-methylidene-6-(prop-1-en-2-yl)-octahydronaphthalen-1-ol

C15H24O2 (236.1776204)


   

(1as,4as,7s,7as,7br)-1,1,7-trimethyl-4-methylidene-octahydro-1ah-cyclopropa[e]azulene

(1as,4as,7s,7as,7br)-1,1,7-trimethyl-4-methylidene-octahydro-1ah-cyclopropa[e]azulene

C15H24 (204.18779039999998)


   

(2r,3s,4r,5s)-4,5-dihydroxy-2-{[(3s,6e)-3,7,11-trimethyl-9-oxododeca-1,6,10-trien-3-yl]oxy}oxan-3-yl acetate

(2r,3s,4r,5s)-4,5-dihydroxy-2-{[(3s,6e)-3,7,11-trimethyl-9-oxododeca-1,6,10-trien-3-yl]oxy}oxan-3-yl acetate

C22H34O7 (410.2304414)


   

(1s,5s,7r)-6,6-dimethyltricyclo[5.3.1.0¹,⁵]undeca-2,9-diene-2,10-dicarbaldehyde

(1s,5s,7r)-6,6-dimethyltricyclo[5.3.1.0¹,⁵]undeca-2,9-diene-2,10-dicarbaldehyde

C15H18O2 (230.1306728)


   

1-(acetyloxy)-6-{4-[6-(acetyloxy)-4-hydroxy-4-methyl-5-[(2-methylbutanoyl)oxy]hexyl]-1,4,7,14-tetrahydroxy-8,13-dimethyl-2,3-bis(2-methylpropyl)cyclohexadecyl}-3-hydroxy-3-methylhexan-2-yl 3-methylbutanoate

1-(acetyloxy)-6-{4-[6-(acetyloxy)-4-hydroxy-4-methyl-5-[(2-methylbutanoyl)oxy]hexyl]-1,4,7,14-tetrahydroxy-8,13-dimethyl-2,3-bis(2-methylpropyl)cyclohexadecyl}-3-hydroxy-3-methylhexan-2-yl 3-methylbutanoate

C54H100O14 (972.71127)


   

2,4,5-tris(acetyloxy)-3-methyl-6-[(2r)-6-methylhept-5-en-2-yl]phenyl (2z)-2-methylbut-2-enoate

2,4,5-tris(acetyloxy)-3-methyl-6-[(2r)-6-methylhept-5-en-2-yl]phenyl (2z)-2-methylbut-2-enoate

C26H34O8 (474.2253564)


   

4-{[5-(2,2-dimethyl-6-methylidene-3-oxocyclohexyl)-3-methylpent-2-en-1-yl]oxy}-5-methylchromen-2-one

4-{[5-(2,2-dimethyl-6-methylidene-3-oxocyclohexyl)-3-methylpent-2-en-1-yl]oxy}-5-methylchromen-2-one

C25H30O4 (394.214398)


   

2-(4a-methyl-8-methylidene-octahydronaphthalen-2-yl)prop-2-en-1-yl 3-methylbutanoate

2-(4a-methyl-8-methylidene-octahydronaphthalen-2-yl)prop-2-en-1-yl 3-methylbutanoate

C20H32O2 (304.24021719999996)


   

(6ar,6br,8ar,14br)-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-hexadecahydropicen-3-ol

(6ar,6br,8ar,14br)-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-hexadecahydropicen-3-ol

C30H50O (426.386145)


   

2-(4,8-dimethylcyclodeca-3,7-dien-1-yl)prop-2-en-1-yl 3-methylbutanoate

2-(4,8-dimethylcyclodeca-3,7-dien-1-yl)prop-2-en-1-yl 3-methylbutanoate

C20H32O2 (304.24021719999996)


   

4,5-dihydroxy-2-[(3,7,11-trimethyl-9-oxododeca-1,6,10-trien-3-yl)oxy]oxan-3-yl acetate

4,5-dihydroxy-2-[(3,7,11-trimethyl-9-oxododeca-1,6,10-trien-3-yl)oxy]oxan-3-yl acetate

C22H34O7 (410.2304414)


   

(1r,5r,6r,8s,9s,10s,13s,14r,15s)-8-hydroxy-5-[(3-hydroxy-3-methylbutanoyl)oxy]-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-14-yl (2z)-2-methylbut-2-enoate

(1r,5r,6r,8s,9s,10s,13s,14r,15s)-8-hydroxy-5-[(3-hydroxy-3-methylbutanoyl)oxy]-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-14-yl (2z)-2-methylbut-2-enoate

C25H32O9 (476.2046222)


   

(1s,2r,3r,7s,8r,11r,12r)-3,7-bis(acetyloxy)-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-4-en-2-yl (2z)-2-methylbut-2-enoate

(1s,2r,3r,7s,8r,11r,12r)-3,7-bis(acetyloxy)-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-4-en-2-yl (2z)-2-methylbut-2-enoate

C24H32O7 (432.2147922)


   

(2e,6e)-7-[(2r,4s)-4-ethenyl-4,6-dimethyl-5-oxo-2h,3h-pyrano[2,3-b]chromen-2-yl]-2,6-dimethylhepta-2,6-dienal

(2e,6e)-7-[(2r,4s)-4-ethenyl-4,6-dimethyl-5-oxo-2h,3h-pyrano[2,3-b]chromen-2-yl]-2,6-dimethylhepta-2,6-dienal

C25H28O4 (392.19874880000003)


   

[(4s,4as,7r,8ar)-4-hydroxy-1-methylidene-7-(prop-1-en-2-yl)-octahydronaphthalen-4a-yl]methyl acetate

[(4s,4as,7r,8ar)-4-hydroxy-1-methylidene-7-(prop-1-en-2-yl)-octahydronaphthalen-4a-yl]methyl acetate

C17H26O3 (278.1881846)


   

3-methyl-6-(6-oxohept-4-en-2-yl)cyclohex-2-en-1-one

3-methyl-6-(6-oxohept-4-en-2-yl)cyclohex-2-en-1-one

C14H20O2 (220.14632200000003)


   

(1s,2r,5s,7r)-6,6-dimethyltricyclo[5.3.1.0¹,⁵]undec-9-ene-2,10-dicarbaldehyde

(1s,2r,5s,7r)-6,6-dimethyltricyclo[5.3.1.0¹,⁵]undec-9-ene-2,10-dicarbaldehyde

C15H20O2 (232.14632200000003)


   

(1r,8s,11r,12s,14r)-14-methyl-5-oxo-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-ene-14-carboxylic acid

(1r,8s,11r,12s,14r)-14-methyl-5-oxo-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-ene-14-carboxylic acid

C15H18O4 (262.1205028)


   

(4ar,6ar,6br,8ar,12as,12bs,14as,14br)-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-hexadecahydropicen-3-yl acetate

(4ar,6ar,6br,8ar,12as,12bs,14as,14br)-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-hexadecahydropicen-3-yl acetate

C32H52O2 (468.3967092)


   

(1s,4ar,6r,8as)-8a-(hydroxymethyl)-4-methylidene-6-(prop-1-en-2-yl)-octahydronaphthalen-1-yl acetate

(1s,4ar,6r,8as)-8a-(hydroxymethyl)-4-methylidene-6-(prop-1-en-2-yl)-octahydronaphthalen-1-yl acetate

C17H26O3 (278.1881846)


   

5-methyl-2-(6-methylhept-5-en-2-yl)-3,6-dioxocyclohexa-1,4-dien-1-yl 2-methylbut-2-enoate

5-methyl-2-(6-methylhept-5-en-2-yl)-3,6-dioxocyclohexa-1,4-dien-1-yl 2-methylbut-2-enoate

C20H26O4 (330.18309960000005)


   

(1r,5r,6s,8s,9s,10s,13s,14r,15s)-8-hydroxy-10-methyl-14-{[(2r)-2-methylbutanoyl]oxy}-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-5-yl (2r,3s)-3-hydroxy-2-methylbutanoate

(1r,5r,6s,8s,9s,10s,13s,14r,15s)-8-hydroxy-10-methyl-14-{[(2r)-2-methylbutanoyl]oxy}-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-5-yl (2r,3s)-3-hydroxy-2-methylbutanoate

C25H34O9 (478.2202714)


   

(1r,3ar,7r,8ar)-1-methyl-4-methylidene-7-[(2r)-2-methyloxiran-2-yl]-octahydroazulen-1-ol

(1r,3ar,7r,8ar)-1-methyl-4-methylidene-7-[(2r)-2-methyloxiran-2-yl]-octahydroazulen-1-ol

C15H24O2 (236.1776204)


   

4-hydroxy-5-methyl-3-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)chromen-2-one

4-hydroxy-5-methyl-3-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)chromen-2-one

C25H32O3 (380.23513219999995)


   

2,5-dihydroxy-3-methyl-6-[(2r)-6-methylhept-5-en-2-yl]cyclohexa-2,5-diene-1,4-dione

2,5-dihydroxy-3-methyl-6-[(2r)-6-methylhept-5-en-2-yl]cyclohexa-2,5-diene-1,4-dione

C15H20O4 (264.13615200000004)


   

14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-5-one

14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-5-one

C15H20O2 (232.14632200000003)


   

(1r,7r,8r,11s,12s)-7-hydroxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-5-one

(1r,7r,8r,11s,12s)-7-hydroxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-5-one

C15H20O3 (248.14123700000002)


   

5-methyl-2-(6-methylhept-5-en-2-yl)-3,6-dioxocyclohexa-1,4-dien-1-yl 3-methylbutanoate

5-methyl-2-(6-methylhept-5-en-2-yl)-3,6-dioxocyclohexa-1,4-dien-1-yl 3-methylbutanoate

C20H28O4 (332.19874880000003)


   

4-hydroxy-2-methyl-5-[(2r)-6-methylhept-5-en-2-yl]-3,6-dioxocyclohexa-1,4-dien-1-yl 3-methylbutanoate

4-hydroxy-2-methyl-5-[(2r)-6-methylhept-5-en-2-yl]-3,6-dioxocyclohexa-1,4-dien-1-yl 3-methylbutanoate

C20H28O5 (348.1936638)


   

3,8-dimethyl-2-oxo-5-(prop-1-en-2-yl)-4,5,6,7,8,8a-hexahydro-1h-azulen-4-yl acetate

3,8-dimethyl-2-oxo-5-(prop-1-en-2-yl)-4,5,6,7,8,8a-hexahydro-1h-azulen-4-yl acetate

C17H24O3 (276.1725354)


   

2-[(1r,3e,7e)-4,8-dimethylcyclodeca-3,7-dien-1-yl]prop-2-en-1-yl (2z)-2-methylbut-2-enoate

2-[(1r,3e,7e)-4,8-dimethylcyclodeca-3,7-dien-1-yl]prop-2-en-1-yl (2z)-2-methylbut-2-enoate

C20H30O2 (302.224568)


   

(1r,8r,10r,11s,12r)-10-hydroxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-5-one

(1r,8r,10r,11s,12r)-10-hydroxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-5-one

C15H20O3 (248.14123700000002)


   

2,4,5-tris(acetyloxy)-3-methyl-6-(6-methylhept-5-en-2-yl)phenyl 2-methylbut-2-enoate

2,4,5-tris(acetyloxy)-3-methyl-6-(6-methylhept-5-en-2-yl)phenyl 2-methylbut-2-enoate

C26H34O8 (474.2253564)


   

1-methyl-4-(6-methylhept-5-en-2-yl)cyclohexa-1,3-diene

1-methyl-4-(6-methylhept-5-en-2-yl)cyclohexa-1,3-diene

C15H24 (204.18779039999998)


   

(2r)-2-[(3as,5r,8s,8as)-3a,8-dimethyl-3-oxo-octahydroazulen-5-yl]-2-hydroxypropyl acetate

(2r)-2-[(3as,5r,8s,8as)-3a,8-dimethyl-3-oxo-octahydroazulen-5-yl]-2-hydroxypropyl acetate

C17H28O4 (296.19874880000003)


   

4-methoxy-5-methyl-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-one

4-methoxy-5-methyl-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-one

C17H20O9 (368.110727)


   

9-hydroxy-2,6,6,8-tetramethyltricyclo[5.3.1.0¹,⁵]undec-8-ene-10,11-dione

9-hydroxy-2,6,6,8-tetramethyltricyclo[5.3.1.0¹,⁵]undec-8-ene-10,11-dione

C15H20O3 (248.14123700000002)


   

(6z)-2-hydroxy-3,6,10-trimethyl-9,10-dihydro-8h-benzo[8]annulen-5-one

(6z)-2-hydroxy-3,6,10-trimethyl-9,10-dihydro-8h-benzo[8]annulen-5-one

C15H18O2 (230.1306728)


   

(5r,9s,13s)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

(5r,9s,13s)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

C20H30O2 (302.224568)


   

[4-hydroxy-1-methyl-7-(prop-1-en-2-yl)-4,5,6,7,8,8a-hexahydro-3h-naphthalen-4a-yl]methyl acetate

[4-hydroxy-1-methyl-7-(prop-1-en-2-yl)-4,5,6,7,8,8a-hexahydro-3h-naphthalen-4a-yl]methyl acetate

C17H26O3 (278.1881846)


   

{3-hydroxy-12,12-dimethyl-9-methylidene-5-oxatricyclo[8.2.0.0⁴,⁶]dodecan-4-yl}methyl 2-methylbut-2-enoate

{3-hydroxy-12,12-dimethyl-9-methylidene-5-oxatricyclo[8.2.0.0⁴,⁶]dodecan-4-yl}methyl 2-methylbut-2-enoate

C20H30O4 (334.214398)


   

{11-[(acetyloxy)methyl]-10,11-dimethyl-3-oxotricyclo[5.3.1.0¹,⁵]undec-4-en-4-yl}methyl acetate

{11-[(acetyloxy)methyl]-10,11-dimethyl-3-oxotricyclo[5.3.1.0¹,⁵]undec-4-en-4-yl}methyl acetate

C19H26O5 (334.1780146)


   

(1r,2s,8s,11s,12s)-2-hydroxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-5-one

(1r,2s,8s,11s,12s)-2-hydroxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-5-one

C15H20O3 (248.14123700000002)


   

(1r,8r,11r,12s,14r)-14-methyl-5-oxo-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-ene-14-carboxylic acid

(1r,8r,11r,12s,14r)-14-methyl-5-oxo-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-ene-14-carboxylic acid

C15H18O4 (262.1205028)


   

4-{[(2e)-5-[(1r,3s)-3-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl]-3-methylpent-2-en-1-yl]oxy}-5-methylchromen-2-one

4-{[(2e)-5-[(1r,3s)-3-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl]-3-methylpent-2-en-1-yl]oxy}-5-methylchromen-2-one

C25H32O4 (396.2300472)


   

2-(4,8-dimethylcyclodeca-3,7-dien-1-yl)prop-2-en-1-yl 2-methylbutanoate

2-(4,8-dimethylcyclodeca-3,7-dien-1-yl)prop-2-en-1-yl 2-methylbutanoate

C20H32O2 (304.24021719999996)


   

(1r,2r,4ar,8as)-1-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-ol

(1r,2r,4ar,8as)-1-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-ol

C20H36O2 (308.2715156)


   

3,4,8-trimethoxy-2-oxochromene-5-carbaldehyde

3,4,8-trimethoxy-2-oxochromene-5-carbaldehyde

C13H12O6 (264.06338519999997)


   

{10-[(acetyloxy)methyl]-6,6-dimethyltricyclo[5.3.1.0¹,⁵]undec-9-en-2-yl}methyl acetate

{10-[(acetyloxy)methyl]-6,6-dimethyltricyclo[5.3.1.0¹,⁵]undec-9-en-2-yl}methyl acetate

C19H28O4 (320.19874880000003)


   

(5z)-2-hydroxy-3,6,10-trimethyl-9,10-dihydro-8h-benzo[8]annulen-7-one

(5z)-2-hydroxy-3,6,10-trimethyl-9,10-dihydro-8h-benzo[8]annulen-7-one

C15H18O2 (230.1306728)


   

14-[(3-hydroxy-3-methylbutanoyl)oxy]-10-methyl-5-[(2-methylbutanoyl)oxy]-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-8-yl 3-hydroxy-3-methylbutanoate

14-[(3-hydroxy-3-methylbutanoyl)oxy]-10-methyl-5-[(2-methylbutanoyl)oxy]-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-8-yl 3-hydroxy-3-methylbutanoate

C30H42O11 (578.2726982)


   

7-methyl-4-(prop-1-en-2-yl)-12-oxatricyclo[5.3.2.0¹,⁶]dodecan-10-ol

7-methyl-4-(prop-1-en-2-yl)-12-oxatricyclo[5.3.2.0¹,⁶]dodecan-10-ol

C15H24O2 (236.1776204)


   

7,9-dihydroxy-2,6,6,8-tetramethyltricyclo[5.3.1.0¹,⁵]undec-8-ene-10,11-dione

7,9-dihydroxy-2,6,6,8-tetramethyltricyclo[5.3.1.0¹,⁵]undec-8-ene-10,11-dione

C15H20O4 (264.13615200000004)


   

(1r,5r,6s,8s,9s,10s,13s,14r,15s)-8-hydroxy-5-[(3-hydroxy-3-methylbutanoyl)oxy]-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-14-yl (2r,3s)-3-(acetyloxy)-2-methylbutanoate

(1r,5r,6s,8s,9s,10s,13s,14r,15s)-8-hydroxy-5-[(3-hydroxy-3-methylbutanoyl)oxy]-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-14-yl (2r,3s)-3-(acetyloxy)-2-methylbutanoate

C27H36O11 (536.2257506)


   

8-hydroxy-10-methyl-14-[(2-methylbutanoyl)oxy]-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-5-yl 3-hydroxy-2-methylbutanoate

8-hydroxy-10-methyl-14-[(2-methylbutanoyl)oxy]-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-5-yl 3-hydroxy-2-methylbutanoate

C25H34O9 (478.2202714)


   

(3r,4ar,6ar,6bs,8as,11s,12r,12as,14ar,14bs)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1h-picen-3-yl acetate

(3r,4ar,6ar,6bs,8as,11s,12r,12as,14ar,14bs)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1h-picen-3-yl acetate

C32H52O2 (468.3967092)


   

(3r,6e)-3-ethenyl-1-(2-hydroxy-6-methylphenyl)-3,7,11-trimethyldodeca-6,10-dien-1-one

(3r,6e)-3-ethenyl-1-(2-hydroxy-6-methylphenyl)-3,7,11-trimethyldodeca-6,10-dien-1-one

C24H34O2 (354.2558664)


   

4-methoxy-5-methyl-8-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-one

4-methoxy-5-methyl-8-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-one

C17H20O9 (368.110727)


   

8-hydroxy-1,4-dimethyl-7-(prop-1-en-2-yl)-3a,4,5,6,7,8-hexahydro-3h-azulen-2-one

8-hydroxy-1,4-dimethyl-7-(prop-1-en-2-yl)-3a,4,5,6,7,8-hexahydro-3h-azulen-2-one

C15H22O2 (234.1619712)


   

2-[(2r,4ar,8as)-4a-methyl-8-methylidene-octahydronaphthalen-2-yl]prop-2-en-1-yl (2r)-2-methylbutanoate

2-[(2r,4ar,8as)-4a-methyl-8-methylidene-octahydronaphthalen-2-yl]prop-2-en-1-yl (2r)-2-methylbutanoate

C20H32O2 (304.24021719999996)


   

(1r,2r,5r,7r)-9-hydroxy-2,6,6,8-tetramethyl-10,11-dioxotricyclo[5.3.1.0¹,⁵]undec-8-en-7-yl (2e)-2-methylbut-2-enoate

(1r,2r,5r,7r)-9-hydroxy-2,6,6,8-tetramethyl-10,11-dioxotricyclo[5.3.1.0¹,⁵]undec-8-en-7-yl (2e)-2-methylbut-2-enoate

C20H26O5 (346.17801460000004)


   

2-[(2r,4ar,8ar)-4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1h-naphthalen-2-yl]prop-2-en-1-yl (2r)-2-methylbutanoate

2-[(2r,4ar,8ar)-4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1h-naphthalen-2-yl]prop-2-en-1-yl (2r)-2-methylbutanoate

C20H32O2 (304.24021719999996)


   

2-(3,8-dimethyl-2-oxo-4,5,6,7,8,8a-hexahydro-1h-azulen-5-yl)prop-2-en-1-yl 2-hydroxy-2-methylbutanoate

2-(3,8-dimethyl-2-oxo-4,5,6,7,8,8a-hexahydro-1h-azulen-5-yl)prop-2-en-1-yl 2-hydroxy-2-methylbutanoate

C20H30O4 (334.214398)


   

2-[(1r,3e,7e)-4,8-dimethylcyclodeca-3,7-dien-1-yl]prop-2-en-1-yl (2r)-2-methylbutanoate

2-[(1r,3e,7e)-4,8-dimethylcyclodeca-3,7-dien-1-yl]prop-2-en-1-yl (2r)-2-methylbutanoate

C20H32O2 (304.24021719999996)


   

{4-[(acetyloxy)methyl]-10,11-dimethyl-3-oxotricyclo[5.3.1.0¹,⁵]undec-4-en-11-yl}methyl 3-hydroxy-3-methylbutanoate

{4-[(acetyloxy)methyl]-10,11-dimethyl-3-oxotricyclo[5.3.1.0¹,⁵]undec-4-en-11-yl}methyl 3-hydroxy-3-methylbutanoate

C22H32O6 (392.2198772)


   

2-[(5r,8r,8ar)-3,8-dimethyl-2-oxo-4,5,6,7,8,8a-hexahydro-1h-azulen-5-yl]prop-2-en-1-yl acetate

2-[(5r,8r,8ar)-3,8-dimethyl-2-oxo-4,5,6,7,8,8a-hexahydro-1h-azulen-5-yl]prop-2-en-1-yl acetate

C17H24O3 (276.1725354)


   

(2r,3s)-1-(acetyloxy)-6-[(1r,2s,3r,4s,7r,8r,13r,14r)-4-[(4r,5s)-6-(acetyloxy)-4-hydroxy-4-methyl-5-[(3-methylbutanoyl)oxy]hexyl]-1,4,7,14-tetrahydroxy-8,13-dimethyl-2,3-bis(2-methylpropyl)cyclohexadecyl]-3-hydroxy-3-methylhexan-2-yl (2r)-2-methylbutanoate

(2r,3s)-1-(acetyloxy)-6-[(1r,2s,3r,4s,7r,8r,13r,14r)-4-[(4r,5s)-6-(acetyloxy)-4-hydroxy-4-methyl-5-[(3-methylbutanoyl)oxy]hexyl]-1,4,7,14-tetrahydroxy-8,13-dimethyl-2,3-bis(2-methylpropyl)cyclohexadecyl]-3-hydroxy-3-methylhexan-2-yl (2r)-2-methylbutanoate

C54H100O14 (972.71127)


   

4-hydroxy-2-methyl-5-(6-methylhept-5-en-2-yl)-3,6-dioxocyclohexa-1,4-dien-1-yl 3-methylbutanoate

4-hydroxy-2-methyl-5-(6-methylhept-5-en-2-yl)-3,6-dioxocyclohexa-1,4-dien-1-yl 3-methylbutanoate

C20H28O5 (348.1936638)


   

2-[(2r,4ar,8ar)-4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1h-naphthalen-2-yl]prop-2-en-1-yl 3-methylbutanoate

2-[(2r,4ar,8ar)-4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1h-naphthalen-2-yl]prop-2-en-1-yl 3-methylbutanoate

C20H32O2 (304.24021719999996)


   

(1s,5s,6s,9r,10r,13s,15s)-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-5-yl 3-methylbutanoate

(1s,5s,6s,9r,10r,13s,15s)-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-5-yl 3-methylbutanoate

C20H26O5 (346.17801460000004)


   

stigmast-5-en-3-ol, (3β)-

stigmast-5-en-3-ol, (3β)-

C29H50O (414.386145)


   

tridec-11-en-1,3,5,7,9-pentayne

tridec-11-en-1,3,5,7,9-pentayne

C13H6 (162.0469476)


   

(1r,8r,11s,12s)-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-7-one

(1r,8r,11s,12s)-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-7-one

C15H20O2 (232.14632200000003)


   

8-hydroxy-5-[(3-hydroxy-3-methylbutanoyl)oxy]-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-14-yl 2-methylbut-2-enoate

8-hydroxy-5-[(3-hydroxy-3-methylbutanoyl)oxy]-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-14-yl 2-methylbut-2-enoate

C25H32O9 (476.2046222)


   

2-[(5r,8r,8ar)-3,8-dimethyl-2-oxo-4,5,6,7,8,8a-hexahydro-1h-azulen-5-yl]prop-2-en-1-yl 3-hydroxy-3-methylbutanoate

2-[(5r,8r,8ar)-3,8-dimethyl-2-oxo-4,5,6,7,8,8a-hexahydro-1h-azulen-5-yl]prop-2-en-1-yl 3-hydroxy-3-methylbutanoate

C20H30O4 (334.214398)


   

2,4,5-tris(acetyloxy)-6-methyl-3-(6-methylhept-5-en-2-yl)phenyl 2-methylbut-2-enoate

2,4,5-tris(acetyloxy)-6-methyl-3-(6-methylhept-5-en-2-yl)phenyl 2-methylbut-2-enoate

C26H34O8 (474.2253564)


   

methyl 14-methyl-7-[(3-methylbutanoyl)oxy]-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradeca-2,4-diene-14-carboxylate

methyl 14-methyl-7-[(3-methylbutanoyl)oxy]-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradeca-2,4-diene-14-carboxylate

C21H28O5 (360.1936638)


   

(1r,8r,9r,10s,11s,12s)-9,10-dihydroxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-5-one

(1r,8r,9r,10s,11s,12s)-9,10-dihydroxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-5-one

C15H20O4 (264.13615200000004)


   

[(1r,3s,4r,6r,10s)-3-hydroxy-12,12-dimethyl-9-methylidene-5-oxatricyclo[8.2.0.0⁴,⁶]dodecan-4-yl]methyl (2z)-2-methylbut-2-enoate

[(1r,3s,4r,6r,10s)-3-hydroxy-12,12-dimethyl-9-methylidene-5-oxatricyclo[8.2.0.0⁴,⁶]dodecan-4-yl]methyl (2z)-2-methylbut-2-enoate

C20H30O4 (334.214398)


   

4,5-dihydroxy-2-[(9-hydroxy-3,7,11-trimethyldodeca-1,6,10-trien-3-yl)oxy]oxan-3-yl acetate

4,5-dihydroxy-2-[(9-hydroxy-3,7,11-trimethyldodeca-1,6,10-trien-3-yl)oxy]oxan-3-yl acetate

C22H36O7 (412.2460906)


   

(4r,5s,8s,8ar)-3,8-dimethyl-2-oxo-5-(prop-1-en-2-yl)-4,5,6,7,8,8a-hexahydro-1h-azulen-4-yl acetate

(4r,5s,8s,8ar)-3,8-dimethyl-2-oxo-5-(prop-1-en-2-yl)-4,5,6,7,8,8a-hexahydro-1h-azulen-4-yl acetate

C17H24O3 (276.1725354)


   

(1r,3ar,5ar,5br,7as,9s,11ar,11br,13ar,13br)-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-ol

(1r,3ar,5ar,5br,7as,9s,11ar,11br,13ar,13br)-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-ol

C30H50O (426.386145)


   

methyl (2e,6e)-7-[(2r,4s)-4-ethenyl-4,6-dimethyl-5-oxo-2h,3h-pyrano[2,3-b]chromen-2-yl]-2,6-dimethylhepta-2,6-dienoate

methyl (2e,6e)-7-[(2r,4s)-4-ethenyl-4,6-dimethyl-5-oxo-2h,3h-pyrano[2,3-b]chromen-2-yl]-2,6-dimethylhepta-2,6-dienoate

C26H30O5 (422.209313)


   

2-(4,8-dimethylnona-1,3,7-trien-1-yl)-2,3,9-trimethyl-3h-furo[3,2-c]chromen-4-one

2-(4,8-dimethylnona-1,3,7-trien-1-yl)-2,3,9-trimethyl-3h-furo[3,2-c]chromen-4-one

C25H30O3 (378.21948299999997)


   

4-[(3ar,6as)-4-(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol

4-[(3ar,6as)-4-(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol

C20H22O6 (358.1416312)


   

3-{3-methoxy-4-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy]phenyl}prop-2-en-1-ol

3-{3-methoxy-4-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy]phenyl}prop-2-en-1-ol

C25H36O3 (384.26643060000004)


   

(2s,4r)-2-[(1z)-2,6-dimethylhepta-1,5-dien-1-yl]-4-ethenyl-2-hydroxy-4,10-dimethyl-3h-pyrano[3,2-c]chromen-5-one

(2s,4r)-2-[(1z)-2,6-dimethylhepta-1,5-dien-1-yl]-4-ethenyl-2-hydroxy-4,10-dimethyl-3h-pyrano[3,2-c]chromen-5-one

C25H30O4 (394.214398)


   

(1e,5s,6e)-5-isopropyl-1-methyl-8-methylidenecyclodeca-1,6-diene

(1e,5s,6e)-5-isopropyl-1-methyl-8-methylidenecyclodeca-1,6-diene

C15H24 (204.18779039999998)


   

(4r,5s,8r,8as)-8a-hydroxy-3,8-dimethyl-2-oxo-5-(prop-1-en-2-yl)-1,4,5,6,7,8-hexahydroazulen-4-yl acetate

(4r,5s,8r,8as)-8a-hydroxy-3,8-dimethyl-2-oxo-5-(prop-1-en-2-yl)-1,4,5,6,7,8-hexahydroazulen-4-yl acetate

C17H24O4 (292.1674504)


   

(3as,4s,7s,8s)-8-hydroxy-1,4-dimethyl-7-(prop-1-en-2-yl)-3a,4,5,6,7,8-hexahydro-3h-azulen-2-one

(3as,4s,7s,8s)-8-hydroxy-1,4-dimethyl-7-(prop-1-en-2-yl)-3a,4,5,6,7,8-hexahydro-3h-azulen-2-one

C15H22O2 (234.1619712)


   

3a-hydroxy-1,4-dimethyl-7-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydroazulen-2-one

3a-hydroxy-1,4-dimethyl-7-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydroazulen-2-one

C15H22O2 (234.1619712)


   

10-hydroxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-5-one

10-hydroxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-5-one

C15H20O3 (248.14123700000002)


   

(3ar,4r,7r)-1,4-dimethyl-7-(prop-1-en-2-yl)-3a,4,5,6,7,8-hexahydro-3h-azulen-2-one

(3ar,4r,7r)-1,4-dimethyl-7-(prop-1-en-2-yl)-3a,4,5,6,7,8-hexahydro-3h-azulen-2-one

C15H22O (218.1670562)


   

1-(4-isopropylphenyl)-2-methyl-3-(piperidin-1-yl)propan-1-one

1-(4-isopropylphenyl)-2-methyl-3-(piperidin-1-yl)propan-1-one

C18H27NO (273.2092532)


   

(2r)-5-hydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-7-yl benzoate

(2r)-5-hydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-7-yl benzoate

C22H16O5 (360.0997686)


   

1,1,7-trimethyl-4-methylidene-octahydro-1ah-cyclopropa[e]azulene

1,1,7-trimethyl-4-methylidene-octahydro-1ah-cyclopropa[e]azulene

C15H24 (204.18779039999998)


   

7-hydroxy-3,4-dimethoxy-5-methylchromen-2-one

7-hydroxy-3,4-dimethoxy-5-methylchromen-2-one

C12H12O5 (236.06847019999998)


   

2-(2,6-dimethylhepta-1,5-dien-1-yl)-4-ethenyl-2-hydroxy-4,10-dimethyl-3h-pyrano[3,2-c]chromen-5-one

2-(2,6-dimethylhepta-1,5-dien-1-yl)-4-ethenyl-2-hydroxy-4,10-dimethyl-3h-pyrano[3,2-c]chromen-5-one

C25H30O4 (394.214398)


   

(1s,5s,6s,9r,10r,13s,15s)-10-methyl-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-5-yl (2s)-2-methylbutanoate

(1s,5s,6s,9r,10r,13s,15s)-10-methyl-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-5-yl (2s)-2-methylbutanoate

C20H28O4 (332.19874880000003)


   

2-[5-(acetyloxy)-4-methylpent-3-en-1-yl]-6-hydroxy-6-methylocta-2,7-dien-1-yl 3-hydroxy-3-methylbutanoate

2-[5-(acetyloxy)-4-methylpent-3-en-1-yl]-6-hydroxy-6-methylocta-2,7-dien-1-yl 3-hydroxy-3-methylbutanoate

C22H36O6 (396.2511756)


   

[(3ar,4r,7s,8r)-8-(acetyloxy)-4-methyl-2-oxo-7-(3-oxoprop-1-en-2-yl)-3a,4,5,6,7,8-hexahydro-3h-azulen-1-yl]methyl acetate

[(3ar,4r,7s,8r)-8-(acetyloxy)-4-methyl-2-oxo-7-(3-oxoprop-1-en-2-yl)-3a,4,5,6,7,8-hexahydro-3h-azulen-1-yl]methyl acetate

C19H24O6 (348.1572804)


   

(1s,4r,6s,7r,10s)-7-methyl-4-(prop-1-en-2-yl)-12-oxatricyclo[5.3.2.0¹,⁶]dodecan-10-yl acetate

(1s,4r,6s,7r,10s)-7-methyl-4-(prop-1-en-2-yl)-12-oxatricyclo[5.3.2.0¹,⁶]dodecan-10-yl acetate

C17H26O3 (278.1881846)


   

8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene

8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene

C15H24 (204.18779039999998)


   

2-(3,8-dimethyl-2-oxo-4,5,6,7,8,8a-hexahydro-1h-azulen-5-yl)prop-2-en-1-yl acetate

2-(3,8-dimethyl-2-oxo-4,5,6,7,8,8a-hexahydro-1h-azulen-5-yl)prop-2-en-1-yl acetate

C17H24O3 (276.1725354)


   

(2s,4r)-2-[(1e)-2,6-dimethylhepta-1,5-dien-1-yl]-4-ethenyl-4,10-dimethyl-2h,3h-pyrano[3,2-c]chromen-5-one

(2s,4r)-2-[(1e)-2,6-dimethylhepta-1,5-dien-1-yl]-4-ethenyl-4,10-dimethyl-2h,3h-pyrano[3,2-c]chromen-5-one

C25H30O3 (378.21948299999997)


   

2-(4a-methyl-8-methylidene-octahydronaphthalen-2-yl)prop-2-en-1-yl 2-methylbutanoate

2-(4a-methyl-8-methylidene-octahydronaphthalen-2-yl)prop-2-en-1-yl 2-methylbutanoate

C20H32O2 (304.24021719999996)


   

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

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

C15H24O (220.18270539999997)


   

(2s,4ar,5r,8ar)-1,1,4a-trimethyl-6-methylidene-5-(4-methylpent-3-en-1-yl)-hexahydro-2h-naphthalen-2-ol

(2s,4ar,5r,8ar)-1,1,4a-trimethyl-6-methylidene-5-(4-methylpent-3-en-1-yl)-hexahydro-2h-naphthalen-2-ol

C20H34O (290.2609514)


   

(1s,3r,4s,7r,9s,10r,12s)-4,9-dimethyl-13-methylidene-6-oxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]tridecan-5-one

(1s,3r,4s,7r,9s,10r,12s)-4,9-dimethyl-13-methylidene-6-oxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]tridecan-5-one

C15H20O2 (232.14632200000003)


   

(1r,5s,8r,11r)-5,7,7,11-tetramethyltricyclo[6.3.0.0¹,⁵]undec-2-ene

(1r,5s,8r,11r)-5,7,7,11-tetramethyltricyclo[6.3.0.0¹,⁵]undec-2-ene

C15H24 (204.18779039999998)


   

(1s,2s,5s,7s,8r,11r,12r)-7-hydroxy-5-methoxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-2-yl (2z)-2-methylbut-2-enoate

(1s,2s,5s,7s,8r,11r,12r)-7-hydroxy-5-methoxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-2-yl (2z)-2-methylbut-2-enoate

C21H30O5 (362.209313)


   

(3r,4ar,6ar,6bs,8as,11s,12r,12as,14ar,14bs)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1h-picen-3-ol

(3r,4ar,6ar,6bs,8as,11s,12r,12as,14ar,14bs)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1h-picen-3-ol

C30H50O (426.386145)


   

1-methyl-4-[(2s)-6-methylhept-5-en-2-yl]cyclohexa-1,3-diene

1-methyl-4-[(2s)-6-methylhept-5-en-2-yl]cyclohexa-1,3-diene

C15H24 (204.18779039999998)


   

7-{4-ethenyl-4,6-dimethyl-5-oxo-2h,3h-pyrano[2,3-b]chromen-2-yl}-2,6-dimethylhepta-2,6-dienal

7-{4-ethenyl-4,6-dimethyl-5-oxo-2h,3h-pyrano[2,3-b]chromen-2-yl}-2,6-dimethylhepta-2,6-dienal

C25H28O4 (392.19874880000003)


   

4-{[(1s,4ar,6s,8as)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methoxy}-5-methylchromen-2-one

4-{[(1s,4ar,6s,8as)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methoxy}-5-methylchromen-2-one

C25H32O4 (396.2300472)


   

[4-hydroxy-1-methylidene-7-(prop-1-en-2-yl)-octahydronaphthalen-4a-yl]methyl acetate

[4-hydroxy-1-methylidene-7-(prop-1-en-2-yl)-octahydronaphthalen-4a-yl]methyl acetate

C17H26O3 (278.1881846)


   

2-(2,6-dimethylhepta-1,5-dien-1-yl)-4-ethenyl-4,6-dimethyl-2h,3h-pyrano[2,3-b]chromen-5-one

2-(2,6-dimethylhepta-1,5-dien-1-yl)-4-ethenyl-4,6-dimethyl-2h,3h-pyrano[2,3-b]chromen-5-one

C25H30O3 (378.21948299999997)


   

14-methyl-5-oxo-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-ene-14-carboxylic acid

14-methyl-5-oxo-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-ene-14-carboxylic acid

C15H18O4 (262.1205028)


   

(3s)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12b,13,14,14a-tetradecahydropicen-3-ol

(3s)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12b,13,14,14a-tetradecahydropicen-3-ol

C30H50O (426.386145)


   

4-hydroxy-5-methyl-2-(6-methylhept-5-en-2-yl)-3,6-dioxocyclohexa-1,4-dien-1-yl 3-methylbutanoate

4-hydroxy-5-methyl-2-(6-methylhept-5-en-2-yl)-3,6-dioxocyclohexa-1,4-dien-1-yl 3-methylbutanoate

C20H28O5 (348.1936638)


   

4-hydroxy-5-methyl-2-(6-methylhept-5-en-2-yl)phenyl 3-methylbutanoate

4-hydroxy-5-methyl-2-(6-methylhept-5-en-2-yl)phenyl 3-methylbutanoate

C20H30O3 (318.21948299999997)


   

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

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

C17H26O3 (278.1881846)


   

(2r,3r)-2-[(1e,3e)-4,8-dimethylnona-1,3,7-trien-1-yl]-2,3,9-trimethyl-3h-furo[3,2-c]chromen-4-one

(2r,3r)-2-[(1e,3e)-4,8-dimethylnona-1,3,7-trien-1-yl]-2,3,9-trimethyl-3h-furo[3,2-c]chromen-4-one

C25H30O3 (378.21948299999997)


   

2-(4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1h-naphthalen-2-yl)prop-2-en-1-yl 2-methylpropanoate

2-(4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1h-naphthalen-2-yl)prop-2-en-1-yl 2-methylpropanoate

C19H30O2 (290.224568)


   

2,5-dihydroxy-3-methyl-6-(6-methylhept-5-en-2-yl)cyclohexa-2,5-diene-1,4-dione

2,5-dihydroxy-3-methyl-6-(6-methylhept-5-en-2-yl)cyclohexa-2,5-diene-1,4-dione

C15H20O4 (264.13615200000004)


   

2-[(1r,3e,7e)-4,8-dimethylcyclodeca-3,7-dien-1-yl]prop-2-en-1-yl 3-methylbutanoate

2-[(1r,3e,7e)-4,8-dimethylcyclodeca-3,7-dien-1-yl]prop-2-en-1-yl 3-methylbutanoate

C20H32O2 (304.24021719999996)


   

(1s,5s,6s,9s,10r,13s,15s)-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-5-yl (2s)-2-methylbutanoate

(1s,5s,6s,9s,10r,13s,15s)-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-5-yl (2s)-2-methylbutanoate

C20H26O5 (346.17801460000004)


   

3-(4,7-dimethyl-3,4-dihydro-2h-1-benzopyran-2-yl)-2-methylprop-2-enal

3-(4,7-dimethyl-3,4-dihydro-2h-1-benzopyran-2-yl)-2-methylprop-2-enal

C15H18O2 (230.1306728)


   

2,5-dihydroxy-3-methyl-6-[(2s)-6-methylhept-5-en-2-yl]cyclohexa-2,5-diene-1,4-dione

2,5-dihydroxy-3-methyl-6-[(2s)-6-methylhept-5-en-2-yl]cyclohexa-2,5-diene-1,4-dione

C15H20O4 (264.13615200000004)


   

2-(2,6-dimethylhepta-1,5-dien-1-yl)-4-ethenyl-4,10-dimethyl-2h,3h-pyrano[3,2-c]chromen-5-one

2-(2,6-dimethylhepta-1,5-dien-1-yl)-4-ethenyl-4,10-dimethyl-2h,3h-pyrano[3,2-c]chromen-5-one

C25H30O3 (378.21948299999997)


   

1,4-dimethyl-7-(prop-1-en-2-yl)-3,3a,6,7,8,8a-hexahydro-2h-azulene-1,2-diol

1,4-dimethyl-7-(prop-1-en-2-yl)-3,3a,6,7,8,8a-hexahydro-2h-azulene-1,2-diol

C15H24O2 (236.1776204)


   

2,4,5-tris(acetyloxy)-6-methyl-3-[(2r)-6-methylhept-5-en-2-yl]phenyl (2z)-2-methylbut-2-enoate

2,4,5-tris(acetyloxy)-6-methyl-3-[(2r)-6-methylhept-5-en-2-yl]phenyl (2z)-2-methylbut-2-enoate

C26H34O8 (474.2253564)


   

(1r,5r,6s,8s,9s,10s,13s,14r,15s)-8-hydroxy-5-[(3-hydroxy-3-methylbutanoyl)oxy]-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-14-yl (2s,3r)-2,3-dimethyloxirane-2-carboxylate

(1r,5r,6s,8s,9s,10s,13s,14r,15s)-8-hydroxy-5-[(3-hydroxy-3-methylbutanoyl)oxy]-10-methyl-11-oxo-4,12-dioxapentacyclo[7.7.0.0¹,⁶.0²,¹³.0¹⁰,¹⁵]hexadec-2-en-14-yl (2s,3r)-2,3-dimethyloxirane-2-carboxylate

C25H32O10 (492.1995372)


   

methyl (1s,7s,8r,11r,12s,14r)-14-methyl-7-[(3-methylbutanoyl)oxy]-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradeca-2,4-diene-14-carboxylate

methyl (1s,7s,8r,11r,12s,14r)-14-methyl-7-[(3-methylbutanoyl)oxy]-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradeca-2,4-diene-14-carboxylate

C21H28O5 (360.1936638)


   

2-(4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1h-naphthalen-2-yl)prop-2-en-1-yl 2-methylbutanoate

2-(4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1h-naphthalen-2-yl)prop-2-en-1-yl 2-methylbutanoate

C20H32O2 (304.24021719999996)


   

(2s,4r)-2-[(1z)-2,6-dimethylhepta-1,5-dien-1-yl]-4-ethenyl-4,10-dimethyl-2h,3h-pyrano[3,2-c]chromen-5-one

(2s,4r)-2-[(1z)-2,6-dimethylhepta-1,5-dien-1-yl]-4-ethenyl-4,10-dimethyl-2h,3h-pyrano[3,2-c]chromen-5-one

C25H30O3 (378.21948299999997)


   

(1r,2s,4s)-2-[(3e)-3,8-dimethylnona-3,7-dien-1-yl]-1,3,3-trimethyl-7-oxabicyclo[2.2.1]heptane

(1r,2s,4s)-2-[(3e)-3,8-dimethylnona-3,7-dien-1-yl]-1,3,3-trimethyl-7-oxabicyclo[2.2.1]heptane

C20H34O (290.2609514)


   

(2s)-4-{5'-methyl-[2,2'-bithiophen]-5-yl}but-3-yne-1,2-diol

(2s)-4-{5'-methyl-[2,2'-bithiophen]-5-yl}but-3-yne-1,2-diol

C13H12O2S2 (264.0278692)


   

(1r,7r,8r,11s,12s)-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-7-ol

(1r,7r,8r,11s,12s)-14,14-dimethyl-6-oxatetracyclo[9.2.1.0⁴,¹².0⁸,¹²]tetradec-3-en-7-ol

C15H22O2 (234.1619712)