NCBI Taxonomy: 147545
Eurotiomycetes (ncbi_taxid: 147545)
found 500 associated metabolites at class taxonomy rank level.
Ancestor: leotiomyceta
Child Taxonomies: Eurotiomycetidae, Coryneliomycetidae, Mycocaliciomycetidae, Sclerococcomycetidae, Chaetothyriomycetidae, environmental samples, Cryptocaliciomycetidae, unclassified Eurotiomycetes, Eurotiomycetes incertae sedis
Coniferaldehyde
Coniferaldehyde (CAS: 458-36-6), also known as 4-hydroxy-3-methoxycinnamaldehyde or ferulaldehyde, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Coniferaldehyde is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, coniferaldehyde is found, on average, in the highest concentration within sherries. Coniferaldehyde has also been detected, but not quantified in, several different foods, such as highbush blueberries, lima beans, Chinese cabbages, loquats, and greenthread tea. This could make coniferaldehyde a potential biomarker for the consumption of these foods. BioTransformer predicts that coniferaldehyde is a product of caffeic aldehyde metabolism via a catechol-O-methylation-pattern2 reaction catalyzed by the enzyme catechol O-methyltransferase (PMID: 30612223). Coniferyl aldehyde, also known as 4-hydroxy-3-methoxycinnamaldehyde or 4-hm-ca, is a member of the class of compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Coniferyl aldehyde is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Coniferyl aldehyde can be found in a number of food items such as pear, common walnut, kelp, and citrus, which makes coniferyl aldehyde a potential biomarker for the consumption of these food products. Coniferyl aldehyde is a low molecular weight phenolic compound susceptible to be extracted from cork stoppers into wine . Coniferyl aldehyde is a member of the class of cinnamaldehydes that is cinnamaldehyde substituted by a hydroxy group at position 4 and a methoxy group at position 3. It has a role as an antifungal agent and a plant metabolite. It is a member of cinnamaldehydes, a phenylpropanoid and a member of guaiacols. It is functionally related to an (E)-cinnamaldehyde. 4-Hydroxy-3-methoxycinnamaldehyde is a natural product found in Pandanus utilis, Microtropis japonica, and other organisms with data available. A member of the class of cinnamaldehydes that is cinnamaldehyde substituted by a hydroxy group at position 4 and a methoxy group at position 3. Acquisition and generation of the data is financially supported in part by CREST/JST. Coniferaldehyde (Ferulaldehyde) is an effective inducer of heme oxygenase-1 (HO-1). Coniferaldehyde exerts anti-inflammatory properties in response to LPS. Coniferaldehyde inhibits LPS-induced apoptosis through the PKCα/β II/Nrf-2/HO-1 dependent pathway in RAW264.7 macrophage cells[1]. Coniferaldehyde (Ferulaldehyde) is an effective inducer of heme oxygenase-1 (HO-1). Coniferaldehyde exerts anti-inflammatory properties in response to LPS. Coniferaldehyde inhibits LPS-induced apoptosis through the PKCα/β II/Nrf-2/HO-1 dependent pathway in RAW264.7 macrophage cells Coniferaldehyde. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=458-36-6 (retrieved 2024-09-04) (CAS RN: 458-36-6). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Lovastatin
Lovastatin is a fatty acid ester that is mevastatin carrying an additional methyl group on the carbobicyclic skeleton. It is used in as an anticholesteremic drug and has been found in fungal species such as Aspergillus terreus and Pleurotus ostreatus (oyster mushroom). It has a role as an Aspergillus metabolite, a prodrug, an anticholesteremic drug and an antineoplastic agent. It is a polyketide, a statin (naturally occurring), a member of hexahydronaphthalenes, a delta-lactone and a fatty acid ester. It is functionally related to a (S)-2-methylbutyric acid and a mevastatin. Lovastatin, also known as the brand name product Mevacor, is a lipid-lowering drug and fungal metabolite derived synthetically from a fermentation product of Aspergillus terreus. Originally named Mevinolin, lovastatin belongs to the statin class of medications, which are used to lower the risk of cardiovascular disease and manage abnormal lipid levels by inhibiting the endogenous production of cholesterol in the liver. More specifically, statin medications competitively inhibit the enzyme hydroxymethylglutaryl-coenzyme A (HMG-CoA) Reductase, which catalyzes the conversion of HMG-CoA to mevalonic acid and is the third step in a sequence of metabolic reactions involved in the production of several compounds involved in lipid metabolism and transport including cholesterol, low-density lipoprotein (LDL) (sometimes referred to as "bad cholesterol"), and very low-density lipoprotein (VLDL). Prescribing of statin medications is considered standard practice following any cardiovascular events and for people with a moderate to high risk of development of CVD, such as those with Type 2 Diabetes. The clear evidence of the benefit of statin use coupled with very minimal side effects or long term effects has resulted in this class becoming one of the most widely prescribed medications in North America. Lovastatin and other drugs from the statin class of medications including [atorvastatin], [pravastatin], [rosuvastatin], [fluvastatin], and [simvastatin] are considered first-line options for the treatment of dyslipidemia. Increasing use of the statin class of drugs is largely due to the fact that cardiovascular disease (CVD), which includes heart attack, atherosclerosis, angina, peripheral artery disease, and stroke, has become a leading cause of death in high-income countries and a major cause of morbidity around the world. Elevated cholesterol levels, and in particular, elevated low-density lipoprotein (LDL) levels, are an important risk factor for the development of CVD. Use of statins to target and reduce LDL levels has been shown in a number of landmark studies to significantly reduce the risk of development of CVD and all-cause mortality. Statins are considered a cost-effective treatment option for CVD due to their evidence of reducing all-cause mortality including fatal and non-fatal CVD as well as the need for surgical revascularization or angioplasty following a heart attack. Evidence has shown that even for low-risk individuals (with <10\\\\% risk of a major vascular event occurring within 5 years) statins cause a 20\\\\%-22\\\\% relative reduction in major cardiovascular events (heart attack, stroke, coronary revascularization, and coronary death) for every 1 mmol/L reduction in LDL without any significant side effects or risks. While all statin medications are considered equally effective from a clinical standpoint, [rosuvastatin] is considered the most potent; doses of 10 to 40mg [rosuvastatin] per day were found in clinical studies to result in a 45.8\\\\% to 54.6\\\\% decrease in LDL cholesterol levels, while lovastatin has been found to have an average decrease in LDL-C of 25-40\\\\%. Potency is thought to correlate to tissue permeability as the more lipophilic statins such as lovastatin are thought to enter endothelial cells by passive diffusion, as opposed to hydrophilic statins such as [pravastatin] and [rosuvastatin] which are taken up into hepatocytes through OATP1B1 (org... Lovastatin is a cholesterol-lowering agent that belongs to the class of medications called statins. It was the second agent of this class discovered. It was discovered by Alfred Alberts and his team at Merck in 1978 after screening only 18 compounds over 2 weeks. The agent, also known as mevinolin, was isolated from the fungi Aspergillus terreus. Research on this compound was suddenly shut down in 1980 and the drug was not approved until 1987. Interesting, Akira Endo at Sankyo Co. (Japan) patented lovastatin isolated from Monascus ruber four months before Merck. Lovastatin was found to be 2 times more potent than its predecessor, mevastatin, the first discovered statin. Like mevastatin, lovastatin is structurally similar to hydroxymethylglutarate (HMG), a substituent of HMG-Coenzyme A (HMG-CoA), a substrate of the cholesterol biosynthesis pathway via the mevalonic acid pathway. Lovastatin is a competitive inhibitor of HMG-CoA reductase with a binding affinity 20,000 times greater than HMG-CoA. Lovastatin differs structurally from mevastatin by a single methyl group at the 6 position. Lovastatin is a prodrug that is activated by in vivo hydrolysis of the lactone ring. It, along with mevastatin, has served as one of the lead compounds for the development of the synthetic compounds used today. A fatty acid ester that is mevastatin carrying an additional methyl group on the carbobicyclic skeleton. It is used in as an anticholesteremic drug and has been found in fungal species such as Aspergillus terreus and Pleurotus ostreatus (oyster mushroom). C - Cardiovascular system > C10 - Lipid modifying agents > C10A - Lipid modifying agents, plain > C10AA - Hmg coa reductase inhibitors D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents > D000924 - Anticholesteremic Agents D004791 - Enzyme Inhibitors > D019161 - Hydroxymethylglutaryl-CoA Reductase Inhibitors C78276 - Agent Affecting Digestive System or Metabolism > C29703 - Antilipidemic Agent C471 - Enzyme Inhibitor > C1655 - HMG-CoA Reductase Inhibitor D009676 - Noxae > D000963 - Antimetabolites CONFIDENCE standard compound; EAWAG_UCHEM_ID 3139 CONFIDENCE standard compound; INTERNAL_ID 2212 Lovastatin is a cell-permeable HMG-CoA reductase inhibitor used to lower cholesterol. Lovastatin is a cell-permeable HMG-CoA reductase inhibitor used to lower cholesterol.
Ferulic acid
trans-Ferulic acid is a highly abundant phenolic phytochemical which is present in plant cell walls. Ferulic acid is a phenolic acid that can be absorbed by the small intestine and excreted through the urine. It is one of the most abundant phenolic acids in plants, varying from 5 g/kg in wheat bran to 9 g/kg in sugar-beet pulp and 50 g/kg in corn kernel. It occurs primarily in seeds and leaves both in its free form (albeit rarely) and covalently linked to lignin and other biopolymers. It is usually found as ester cross-links with polysaccharides in the cell wall, such as arabinoxylans in grasses, pectin in spinach and sugar beet, and xyloglucans in bamboo. It also can cross-link with proteins. Due to its phenolic nucleus and an extended side chain conjugation (carbohydrates and proteins), it readily forms a resonance-stabilized phenoxy radical which accounts for its potent antioxidant potential. Food supplementation with curcumin and ferulic acid is considered a nutritional approach to reducing oxidative damage and amyloid pathology in Alzheimer disease (PMID:17127365, 1398220, 15453708, 9878519). Ferulic acid can be found in Pseudomonas and Saccharomyces (PMID:8395165). Ferulic acid is a ferulic acid consisting of trans-cinnamic acid bearing methoxy and hydroxy substituents at positions 3 and 4 respectively on the phenyl ring. It has a role as an antioxidant, a MALDI matrix material, a plant metabolite, an anti-inflammatory agent, an apoptosis inhibitor and a cardioprotective agent. It is a conjugate acid of a ferulate. Ferulic acid is a natural product found in Haplophyllum griffithianum, Visnea mocanera, and other organisms with data available. Ferulic acid is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Angelica sinensis root (part of). Widely distributed in plants, first isolated from Ferula foetida (asafoetida). Antioxidant used to inhibit oxidn. of fats, pastry products, etc. Antifungal agent used to prevent fruit spoilage. trans-Ferulic acid is found in many foods, some of which are deerberry, peach, shea tree, and common bean. A ferulic acid consisting of trans-cinnamic acid bearing methoxy and hydroxy substituents at positions 3 and 4 respectively on the phenyl ring. D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D005765 - Gastrointestinal Agents > D002756 - Cholagogues and Choleretics D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents D002491 - Central Nervous System Agents > D000700 - Analgesics D000975 - Antioxidants > D016166 - Free Radical Scavengers D006401 - Hematologic Agents > D000925 - Anticoagulants D020011 - Protective Agents > D000975 - Antioxidants D000893 - Anti-Inflammatory Agents D018501 - Antirheumatic Agents Acquisition and generation of the data is financially supported in part by CREST/JST. KEIO_ID H074 (E)-Ferulic acid is a isomer of Ferulic acid which is an aromatic compound, abundant in plant cell walls. (E)-Ferulic acid causes the phosphorylation of β-catenin, resulting in proteasomal degradation of β-catenin and increases the expression of pro-apoptotic factor Bax and decreases the expression of pro-survival factor survivin. (E)-Ferulic acid shows a potent ability to remove reactive oxygen species (ROS) and inhibits lipid peroxidation. (E)-Ferulic acid exerts both anti-proliferation and anti-migration effects in the human lung cancer cell line H1299[1]. (E)-Ferulic acid is a isomer of Ferulic acid which is an aromatic compound, abundant in plant cell walls. (E)-Ferulic acid causes the phosphorylation of β-catenin, resulting in proteasomal degradation of β-catenin and increases the expression of pro-apoptotic factor Bax and decreases the expression of pro-survival factor survivin. (E)-Ferulic acid shows a potent ability to remove reactive oxygen species (ROS) and inhibits lipid peroxidation. (E)-Ferulic acid exerts both anti-proliferation and anti-migration effects in the human lung cancer cell line H1299[1]. Ferulic acid is a novel fibroblast growth factor receptor 1 (FGFR1) inhibitor with IC50s of 3.78 and 12.5 μM for FGFR1 and FGFR2, respectively. Ferulic acid is a novel fibroblast growth factor receptor 1 (FGFR1) inhibitor with IC50s of 3.78 and 12.5 μM for FGFR1 and FGFR2, respectively.
Galactitol
Galactitol or dulcitol is a sugar alcohol that is a metabolic breakdown product of galactose. Galactose is derived from lactose in food (such as dairy products). When lactose is broken down by the enzyme lactase it produces glucose and galactose. Galactitol has a slightly sweet taste. It is produced from galactose in a reaction catalyzed by aldose reductase. When present in sufficiently high levels, galactitol can act as a metabotoxin, a neurotoxin, and a hepatotoxin. A neurotoxin is a compound that disrupts or attacks neural cells and neural tissue. A hepatotoxin as a compound that disrupts or attacks liver tissue or liver cells. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of galactitol are associated with at least two inborn errors of metabolism, including galactosemia and galactosemia type II. Galactosemia is a rare genetic metabolic disorder that affects an individuals ability to metabolize the sugar galactose properly. Excess lactose consumption in individuals with galactose intolerance or galactosemia activates aldose reductase to produce galactitol, thus depleting NADPH and leading to lowered glutathione reductase activity. As a result, hydrogen peroxide or other free radicals accumulate causing serious oxidative damage to various cells and tissues. In individuals with galactosemia, the enzymes needed for the further metabolism of galactose (galactose-1-phosphate uridyltransferase) are severely diminished or missing entirely, leading to toxic levels of galactose 1-phosphate, galactitol, and galactonate. High levels of galactitol in infants are specifically associated with hepatomegaly (an enlarged liver), cirrhosis, renal failure, cataracts, vomiting, seizure, hypoglycemia, lethargy, brain damage, and ovarian failure. Galactitol is an optically inactive hexitol having meso-configuration. It has a role as a metabolite, a human metabolite, an Escherichia coli metabolite and a mouse metabolite. Galactitol is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Galactitol is a natural product found in Elaeodendron croceum, Salacia chinensis, and other organisms with data available. Galactitol is a naturally occurring product of plants obtained following reduction of galactose. It appears as a white crystalline powder with a slight sweet taste. It may form in excess in the lens of the eye in galactosemias a deficiency of galactokinase. A naturally occurring product of plants obtained following reduction of GALACTOSE. It appears as a white crystalline powder with a slight sweet taste. It may form in excess in the lens of the eye in GALACTOSEMIAS, a deficiency of GALACTOKINASE. A naturally occurring product of plants obtained following reduction of galactose. It appears as a white crystalline powder with a slight sweet taste.; Dulcitol (or galactitol) is a sugar alcohol, the reduction product of galactose. Galactitol in the urine is a biomarker for the consumption of milk. Galactitol is found in many foods, some of which are elliotts blueberry, italian sweet red pepper, catjang pea, and green bean. An optically inactive hexitol having meso-configuration. COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Acquisition and generation of the data is financially supported in part by CREST/JST. Dulcite is a sugar alcohol with a slightly sweet taste which is a metabolic breakdown product of galactose. Dulcite is a sugar alcohol with a slightly sweet taste which is a metabolic breakdown product of galactose.
Friedelin
Friedelin is a pentacyclic triterpenoid that is perhydropicene which is substituted by an oxo group at position 3 and by methyl groups at the 4, 4a, 6b, 8a, 11, 11, 12b, and 14a-positions (the 4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS-enantiomer). It is the major triterpenoid constituent of cork. It has a role as an anti-inflammatory drug, a non-narcotic analgesic, an antipyretic and a plant metabolite. It is a pentacyclic triterpenoid and a cyclic terpene ketone. Friedelin is a natural product found in Diospyros eriantha, Salacia chinensis, and other organisms with data available. A pentacyclic triterpenoid that is perhydropicene which is substituted by an oxo group at position 3 and by methyl groups at the 4, 4a, 6b, 8a, 11, 11, 12b, and 14a-positions (the 4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS-enantiomer). It is the major triterpenoid constituent of cork. Friedelin is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Friedelin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Friedelin can be found in a number of food items such as pomegranate, sugar apple, apple, and mammee apple, which makes friedelin a potential biomarker for the consumption of these food products. Friedelin is a triterpenoid chemical compound found in Azima tetracantha, Orostachys japonica, and Quercus stenophylla. Friedelin is also found in the roots of the Cannabis plant .
Biotin
Biotin (also known as vitamin B7 or vitamin H) is one of the B vitamins.[1][2][3] It is involved in a wide range of metabolic processes, both in humans and in other organisms, primarily related to the utilization of fats, carbohydrates, and amino acids.[4] The name biotin, borrowed from the German Biotin, derives from the Ancient Greek word βίοτος (bíotos; 'life') and the suffix "-in" (a suffix used in chemistry usually to indicate 'forming').[5] Biotin appears as a white, needle-like crystalline solid.[6] Biotin is an organic heterobicyclic compound that consists of 2-oxohexahydro-1H-thieno[3,4-d]imidazole having a valeric acid substituent attached to the tetrahydrothiophene ring. The parent of the class of biotins. It has a role as a prosthetic group, a coenzyme, a nutraceutical, a human metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite, a mouse metabolite, a cofactor and a fundamental metabolite. It is a member of biotins and a vitamin B7. It is a conjugate acid of a biotinate. A water-soluble, enzyme co-factor present in minute amounts in every living cell. It occurs mainly bound to proteins or polypeptides and is abundant in liver, kidney, pancreas, yeast, and milk. Biotin is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Biotin is a natural product found in Lysinibacillus sphaericus, Aspergillus nidulans, and other organisms with data available. Biotin is hexahydro-2-oxo-1H-thieno(3,4-d)imidazole-4-pentanoic acid. Growth factor present in minute amounts in every living cell. It occurs mainly bound to proteins or polypeptides and is abundant in liver, kidney, pancreas, yeast, and milk. The biotin content of cancerous tissue is higher than that of normal tissue. Biotin is an enzyme co-factor present in minute amounts in every living cell. Biotin is also known as vitamin H or B7 or coenzyme R. It occurs mainly bound to proteins or polypeptides and is abundant in liver, kidney, pancreas, yeast, and milk. Biotin has been recognized as an essential nutrient. Our biotin requirement is fulfilled in part through diet, through endogenous reutilization of biotin and perhaps through capture of biotin generated in the intestinal flora. The utilization of biotin for covalent attachment to carboxylases and its reutilization through the release of carboxylase biotin after proteolytic degradation constitutes the biotin cycle. Biotin deficiency is associated with neurological manifestations, skin rash, hair loss and metabolic disturbances that are thought to relate to the various carboxylase deficiencies (metabolic ketoacidosis with lactic acidosis). It has also been suggested that biotin deficiency is associated with protein malnutrition, and that marginal biotin deficiency in pregnant women may be teratogenic. Biotin acts as a carboxyl carrier in carboxylation reactions. There are four biotin-dependent carboxylases in mammals: those of propionyl-CoA (PCC), 3-methylcrotonyl-CoA (MCC), pyruvate (PC) and acetyl-CoA carboxylases (isoforms ACC-1 and ACC-2). All but ACC-2 are mitochondrial enzymes. The biotin moiety is covalently bound to the epsilon amino group of a Lysine residue in each of these carboxylases in a domain 60-80 amino acids long. The domain is structurally similar among carboxylases from bacteria to mammals. There are four biotin-dependent carboxylases in mammals: those of propionyl-CoA (PCC), 3-methylcrotonyl-CoA (MCC), pyruvate (PC) and acetyl-CoA carboxylases (isoforms ACC-1 and ACC-2). All but ACC-2 are mitochondrial enzymes. The biotin moiety is covalently bound to the epsilon amino group of a Lys residue in each of these carboxylases in a domain 60-80 amino acids long. The domain is structurally similar among carboxylases from bacteria to mammals. Evidence is emerging that biotin participates in processes other than classical carboxylation reactions. Specifically, novel roles for biotin in cell signaling, gene expression, and chromatin structure have been identified in recent years. Human cells accumulate biotin by using both the sodium-dependent multivitamin transporter and monocarboxylate transporter 1. These transporters and other biotin-binding proteins partition biotin to compartments involved in biotin signaling: cytoplasm, mitochondria, and nuclei. The activity of cell signals such as biotinyl-AMP, Sp1 and Sp3, nuclear factor (NF)-kappaB, and receptor tyrosine kinases depends on biotin supply. Consistent with a role for biotin and its catabolites in ... Biotin is an enzyme co-factor present in minute amounts in every living cell. Biotin is also known as coenzyme R and vitamin H or B7. It occurs mainly bound to proteins or polypeptides and is abundant in liver, kidney, pancreas, yeast, and milk. Biotin has been recognized as an essential nutrient. Humans fulfill their biotin requirement through their diet through endogenous reutilization of biotin and perhaps through the capture of biotin generated in the intestinal flora. The utilization of biotin for covalent attachment to carboxylases and its reutilization through the release of carboxylase biotin after proteolytic degradation constitutes the biotin cycle. Biotin deficiency is associated with neurological manifestations, skin rash, hair loss, and metabolic disturbances that are thought to relate to the various carboxylase deficiencies (metabolic ketoacidosis with lactic acidosis). It has also been suggested that biotin deficiency is associated with protein malnutrition, and that marginal biotin deficiency in pregnant women may be teratogenic. Biotin acts as a carboxyl carrier in carboxylation reactions. There are four biotin-dependent carboxylases in mammals: those of propionyl-CoA (PCC), 3-methylcrotonyl-CoA (MCC), pyruvate (PC), and acetyl-CoA carboxylases (isoforms ACC-1 and ACC-2). All but ACC-2 are mitochondrial enzymes. The biotin moiety is covalently bound to the epsilon amino group of a lysine residue in each of these carboxylases in a domain 60-80 amino acids long. The domain is structurally similar among carboxylases from bacteria to mammals. Evidence is emerging that biotin participates in processes other than classical carboxylation reactions. Specifically, novel roles for biotin in cell signalling, gene expression, and chromatin structure have been identified in recent years. Human cells accumulate biotin by using both the sodium-dependent multivitamin transporter and monocarboxylate transporter 1. These transporters and other biotin-binding proteins partition biotin to compartments involved in biotin signalling: cytoplasm, mitochondria, and nuclei. The activity of cell signals such as biotinyl-AMP, Sp1 and Sp3, nuclear factor (NF)-kappaB, and receptor tyrosine kinases depends on biotin supply. Consistent with a role for biotin and its catabolites in modulating these cell signals, greater than 2000 biotin-dependent genes have been identified in various human tissues. Many biotin-dependent gene products play roles in signal transduction and localize to the cell nucleus, consistent with a role for biotin in cell signalling. Posttranscriptional events related to ribosomal activity and protein folding may further contribute to the effects of biotin on gene expression. Finally, research has shown that biotinidase and holocarboxylase synthetase mediate covalent binding of biotin to histones (DNA-binding proteins), affecting chromatin structure; at least seven biotinylation sites have been identified in human histones. Biotinylation of histones appears to play a role in cell proliferation, gene silencing, and the cellular response to DNA repair. Roles for biotin in cell signalling and chromatin structure are consistent with the notion that biotin has a unique significance in cell biology (PMID: 15992684, 16011464). Present in many foods; particularly rich sources include yeast, eggs, liver, certain fish (e.g. mackerel, salmon, sardines), soybeans, cauliflower and cow peas. Dietary supplement. Isolated from various higher plant sources, e.g. sweet corn seedlings and radish leaves An organic heterobicyclic compound that consists of 2-oxohexahydro-1H-thieno[3,4-d]imidazole having a valeric acid substituent attached to the tetrahydrothiophene ring. The parent of the class of biotins. [Raw Data] CB004_Biotin_pos_50eV_CB000006.txt [Raw Data] CB004_Biotin_pos_30eV_CB000006.txt [Raw Data] CB004_Biotin_pos_40eV_CB000006.txt [Raw Data] CB004_Biotin_pos_20eV_CB000006.txt [Raw Data] CB004_Biotin_pos_10eV_CB000006.txt [Raw Data] CB004_Biotin_neg_10eV_000006.txt [Raw Data] CB004_Biotin_neg_20eV_000006.txt Biosynthesis Biotin, synthesized in plants, is essential to plant growth and development.[22] Bacteria also synthesize biotin,[23] and it is thought that bacteria resident in the large intestine may synthesize biotin that is absorbed and utilized by the host organism.[18] Biosynthesis starts from two precursors, alanine and pimeloyl-CoA. These form 7-keto-8-aminopelargonic acid (KAPA). KAPA is transported from plant peroxisomes to mitochondria where it is converted to 7,8-diaminopelargonic acid (DAPA) with the help of the enzyme, BioA. The enzyme dethiobiotin synthetase catalyzes the formation of the ureido ring via a DAPA carbamate activated with ATP, creating dethiobiotin with the help of the enzyme, BioD, which is then converted into biotin which is catalyzed by BioB.[24] The last step is catalyzed by biotin synthase, a radical SAM enzyme. The sulfur is donated by an unusual [2Fe-2S] ferredoxin.[25] Depending on the species of bacteria, Biotin can be synthesized via multiple pathways.[24] Biotin (Vitamin B7) is a water-soluble B vitamin and serves as a coenzyme for five carboxylases in humans, involved in the synthesis of fatty acids, isoleucine, and valine, and in gluconeogenesis. Biotin is necessary for cell growth, the production of fatty acids, and the metabolism of fats and amino acids[1][2][3]. Biotin, vitamin B7 and serves as a coenzyme for five carboxylases in humans, involved in the synthesis of fatty acids, isoleucine, and valine, and in gluconeogenesis. Biotin is necessary for cell growth, the production of fatty acids, and the metabolism of fats and amino acids[1][2][3]. Biotin (Vitamin B7) is a water-soluble B vitamin and serves as a coenzyme for five carboxylases in humans, involved in the synthesis of fatty acids, isoleucine, and valine, and in gluconeogenesis. Biotin is necessary for cell growth, the production of fatty acids, and the metabolism of fats and amino acids[1][2][3].
Orcinol
Orcinol is a 5-alkylresorcinol in which the alkyl group is specified as methyl. It has a role as an Aspergillus metabolite. It is a 5-alkylresorcinol and a dihydroxytoluene. Orcinol is a natural product found in Calluna vulgaris, Rumex patientia, and other organisms with data available. A 5-alkylresorcinol in which the alkyl group is specified as methyl. D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents relative retention time with respect to 9-anthracene Carboxylic Acid is 0.272 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.266 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.263 KEIO_ID O013
Aflatoxin M1
Aflatoxin M1 is found in milk and milk products. Minor mycotoxin of Aspergillus flavus, also found in the milk of cows and sheep fed toxic meal. Metab. of Aflatoxin B1
Aflatoxin G2
Aflatoxin G2 is a minor mycotoxin produced by Aspergillus flavus and Aspergillus parasiticus (Hugo Vanden Bossche, D.W.R. Mackenzie and G. Cauwenbergh. Aspergillus and Aspergillosis, 1987). D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins D009676 - Noxae > D011042 - Poisons > D000348 - Aflatoxins
Stearic acid
Stearic acid, also known as stearate or N-octadecanoic 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, stearic acid is considered to be a fatty acid lipid molecule. Stearic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Stearic acid can be synthesized from octadecane. Stearic acid is also a parent compound for other transformation products, including but not limited to, 3-oxooctadecanoic acid, (9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoic acid, and 16-methyloctadecanoic acid. Stearic acid can be found in a number of food items such as green bell pepper, common oregano, ucuhuba, and babassu palm, which makes stearic acid a potential biomarker for the consumption of these food products. Stearic acid can be found primarily in most biofluids, including urine, feces, cerebrospinal fluid (CSF), and sweat, as well as throughout most human tissues. Stearic acid exists in all living species, ranging from bacteria to humans. In humans, stearic acid is involved in the plasmalogen synthesis. Stearic acid is also involved in mitochondrial beta-oxidation of long chain saturated fatty acids, which is a metabolic disorder. Moreover, stearic acid is found to be associated with schizophrenia. Stearic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Stearic acid ( STEER-ik, stee-ARR-ik) is a saturated fatty acid with an 18-carbon chain and has the IUPAC name octadecanoic acid. It is a waxy solid and its chemical formula is C17H35CO2H. Its name comes from the Greek word στέαρ "stéar", which means tallow. The salts and esters of stearic acid are called stearates. As its ester, stearic acid is one of the most common saturated fatty acids found in nature following palmitic acid. The triglyceride derived from three molecules of stearic acid is called stearin . Stearic acid, also known as octadecanoic acid or C18:0, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Stearic acid (its ester is called stearate) is a saturated fatty acid that has 18 carbons and is therefore a very hydrophobic molecule that is practically insoluble in water. It exists as a waxy solid. In terms of its biosynthesis, stearic acid is produced from carbohydrates via the fatty acid synthesis machinery wherein acetyl-CoA contributes two-carbon building blocks, up to the 16-carbon palmitate, via the enzyme complex fatty acid synthase (FA synthase), at which point a fatty acid elongase is needed to further lengthen it. After synthesis, there are a variety of reactions it may undergo, including desaturation to oleate via stearoyl-CoA desaturase (PMID: 16477801). Stearic acid is found in all living organisms ranging from bacteria to plants to animals. It is one of the useful types of saturated fatty acids that comes from many animal and vegetable fats and oils. For example, it is a component of cocoa butter and shea butter. It is used as a food additive, in cleaning and personal care products, and in lubricants. Its name comes from the Greek word stear, which means ‚Äòtallow‚Äô or ‚Äòhard fat‚Äô. Stearic acid is a long chain dietary saturated fatty acid which exists in many animal and vegetable fats and oils. Stearic acid is a long chain dietary saturated fatty acid which exists in many animal and vegetable fats and oils.
Kojic acid
Kojic acid is a synthetic intermediate for production of food additives. It has been found to be a metabolite in Aspergillus (Hugo Vanden Bossche, D.W.R. Mackenzie and G. Cauwenbergh. Aspergillus and Aspergillosis, 1987). Synthetic intermed. for prodn. of food additives Kojic acid is a natural substance produced by Aspergillus oryzae, also used as an anti-oxidant and radio-protective agent[1]. Kojic acid is a natural substance produced by Aspergillus oryzae, also used as an anti-oxidant and radio-protective agent[1].
Ellagic acid
Ellagic acid appears as cream-colored needles (from pyridine) or yellow powder. Odorless. (NTP, 1992) Ellagic acid is an organic heterotetracyclic compound resulting from the formal dimerisation of gallic acid by oxidative aromatic coupling with intramolecular lactonisation of both carboxylic acid groups of the resulting biaryl. It is found in many fruits and vegetables, including raspberries, strawberries, cranberries, and pomegranates. It has a role as an antioxidant, a food additive, a plant metabolite, an EC 5.99.1.2 (DNA topoisomerase) inhibitor, an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor, an EC 1.14.18.1 (tyrosinase) inhibitor, an EC 2.3.1.5 (arylamine N-acetyltransferase) inhibitor, an EC 2.4.1.1 (glycogen phosphorylase) inhibitor, an EC 2.5.1.18 (glutathione transferase) inhibitor, an EC 2.7.1.127 (inositol-trisphosphate 3-kinase) inhibitor, an EC 2.7.1.151 (inositol-polyphosphate multikinase) inhibitor, an EC 2.7.4.6 (nucleoside-diphosphate kinase) inhibitor, a skin lightening agent, a fungal metabolite, an EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor and a geroprotector. It is an organic heterotetracyclic compound, a cyclic ketone, a lactone, a member of catechols and a polyphenol. It is functionally related to a gallic acid. Ellagic acid is present in several fruits such as cranberries, strawberries, raspberries, and pomegranates. In pomegranates, there are several therapeutic compounds but ellagic acid is the most active and abundant. Ellagic acid is also present in vegetables. Ellagic acid is an investigational drug studied for treatment of Follicular Lymphoma (phase 2 trial), protection from brain injury of intrauterine growth restricted babies (phase 1 and 2 trial), improvement of cardiovascular function in adolescents who are obese (phase 2 trial), and topical treatment of solar lentigines. Ellagic acids therapeutic action mostly involves antioxidant and anti-proliferative effects. Ellagic acid is a natural product found in Fragaria chiloensis, Metrosideros perforata, and other organisms with data available. Ellagic acid is a metabolite found in or produced by Saccharomyces cerevisiae. A fused four ring compound occurring free or combined in galls. Isolated from the kino of Eucalyptus maculata Hook and E. Hemipholia F. Muell. Activates Factor XII of the blood clotting system which also causes kinin release; used in research and as a dye. Ellagic acid is an organic heterotetracyclic compound resulting from the formal dimerisation of gallic acid by oxidative aromatic coupling with intramolecular lactonisation of both carboxylic acid groups of the resulting biaryl. It is found in many fruits and vegetables, including raspberries, strawberries, cranberries, and pomegranates. It has a role as an antioxidant, a food additive, a plant metabolite, an EC 5.99.1.2 (DNA topoisomerase) inhibitor, an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor, an EC 1.14.18.1 (tyrosinase) inhibitor, an EC 2.3.1.5 (arylamine N-acetyltransferase) inhibitor, an EC 2.4.1.1 (glycogen phosphorylase) inhibitor, an EC 2.5.1.18 (glutathione transferase) inhibitor, an EC 2.7.1.127 (inositol-trisphosphate 3-kinase) inhibitor, an EC 2.7.1.151 (inositol-polyphosphate multikinase) inhibitor, an EC 2.7.4.6 (nucleoside-diphosphate kinase) inhibitor, a skin lightening agent, a fungal metabolite and an EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor. It is an organic heterotetracyclic compound, a cyclic ketone, a lactone, a member of catechols and a polyphenol. It derives from a gallic acid. Ellagic acid, also known as ellagate, belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. The antiproliferative and antioxidant properties of ellagic acid have spurred preliminary research into the potential health benefits of ellagic acid consumption. Ellagic acids therapeutic action mostly involves antioxidant and anti-proliferative/anti-cancer effects. Ellagic acid is found, on average, in the highest concentration within a few different foods, such as chestnuts, common walnuts, and japanese walnuts and in a lower concentration in whiskies, arctic blackberries, and cloudberries. Ellagic acid has also been detected, but not quantified in several different foods, such as lowbush blueberries, bilberries, guava, strawberry guava, and bog bilberries. An organic heterotetracyclic compound resulting from the formal dimerisation of gallic acid by oxidative aromatic coupling with intramolecular lactonisation of both carboxylic acid groups of the resulting biaryl. It is found in many fruits and vegetables, including raspberries, strawberries, cranberries, and pomegranates. Widely distributed in higher plants especies dicotyledons. Intestinal astringent, dietary role disputed. Nutriceutical with anticancer and antioxidation props. Ellagic acid is a natural antioxidant, and acts as a potent and ATP-competitive CK2 inhibitor, with an IC50 of 40 nM and a Ki of 20 nM. Ellagic acid is a natural antioxidant, and acts as a potent and ATP-competitive CK2 inhibitor, with an IC50 of 40 nM and a Ki of 20 nM.
albendazole S-oxide
Albendazole s-oxide is part of the Steroid hormone biosynthesis, Linoleic acid metabolism, Retinol metabolism, and Bile secretion pathways. It is a substrate for: Cytochrome P450 3A4. D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C250 - Antihelminthic Agent
Pravastatin
Pravastatin is a member of the drug class of statins, used for lowering cholesterol and preventing cardiovascular disease. Pravastatin was identified originally in a mold called Nocardia autotrophica by researchers of the Sankyo Pharma Inc; An antilipemic fungal metabolite isolated from cultures of Nocardia autotrophica. It acts as a competitive inhibitor of HMG CoA reductase (hydroxymethylglutaryl CoA reductases); In medicine and pharmacology, pravastatin (Pravachol or Selektine) is a member of the drug class of statins, used for lowering cholesterol and preventing cardiovascular disease. C - Cardiovascular system > C10 - Lipid modifying agents > C10A - Lipid modifying agents, plain > C10AA - Hmg coa reductase inhibitors Pravastatin is a member of the drug class of statins, used for lowering cholesterol and preventing cardiovascular disease. D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents > D000924 - Anticholesteremic Agents D004791 - Enzyme Inhibitors > D019161 - Hydroxymethylglutaryl-CoA Reductase Inhibitors C78276 - Agent Affecting Digestive System or Metabolism > C29703 - Antilipidemic Agent C471 - Enzyme Inhibitor > C1655 - HMG-CoA Reductase Inhibitor CONFIDENCE standard compound; EAWAG_UCHEM_ID 2859 EAWAG_UCHEM_ID 2859; CONFIDENCE standard compound D009676 - Noxae > D000963 - Antimetabolites
Aflatoxin B1
Aflatoxins are naturally occurring mycotoxins that are produced by many species of Aspergillus, a fungus. At least 13 different types of aflatoxin are produced in nature. Aflatoxin B1 is considered the most toxic and is produced by both Aspergillus flavus and Aspergillus parasiticus. The native habitat of Aspergillus is in soil, decaying vegetation, hay, and grains undergoing microbiological deterioration and it invades all types of organic substrates whenever conditions are favourable for its growth. Favourable conditions include high moisture content (at least 7\\\%) and high temperature. Aflatoxins B1 (AFB1) are contaminants of improperly stored foods; they are potent genotoxic and carcinogenic compounds, exerting their effects through damage to DNA. They can also induce mutations that increase oxidative damage (PMID: 17214555). Crops which are frequently affected by Aspergillus contamination include cereals (maize, sorghum, pearl millet, rice, wheat), oilseeds (peanut, soybean, sunflower, cotton), spices (chile peppers, black pepper, coriander, turmeric, ginger), and tree nuts (almond, pistachio, walnut, coconut, brazil nut). Production by Aspergillus flavus and Aspergillus parasiticus. Toxin causing Turkey X disease. One of the most potent carcinogens known in animals. Potential food contaminant especies in grains and nuts D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins D009676 - Noxae > D011042 - Poisons > D000348 - Aflatoxins Aflatoxin B1 (AFB1) is a Class 1A carcinogen, which is a secondary metabolite of Aspergillus flavus and A. parasiticus. Aflatoxin B1 (AFB1) mainly induces the transversion of G-->T in the third position of codon 249 of the p53 tumor suppressor gene, resulting in mutation[1][2].
Aflatoxin M1
D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins D009676 - Noxae > D011042 - Poisons > D000348 - Aflatoxins
Sterigmatocystin
Sterigmatocystin is a mycotoxin of Aspergillus versicolor and Chaetomium species Sterigmatocystin is a poison of the type dermatoxin, from the fungi genus Aspergillus. It appears on crusts of cheese with mold. Sterigmatocystin is a toxic metabolite structurally closely related to the aflatoxins (compare general fact sheet number 2), and consists of a xanthone nucleus attached to a bifuran structure. Sterigmatocystin is mainly produced by the fungi Aspergillus nidulans and A. versicolor. It has been reported in mouldy grain, green coffee beans and cheese although information on its occurrence in foods is limited. It appears to occur much less frequently than the aflatoxins, although analytical methods for its determination have not been as sensitive until recently, and so it is possible that small concentrations in food commodities may not always have been detected. Although it is a potent liver carcinogen similar to aflatoxin B1, current knowledge suggests that it is nowhere near as widespread in its occurrence. If this is the true situation it would be justified to consider sterigmatocystin as no more than a risk to consumers in special or unusual circumstances. Sterigmatocystin is a number of closely related compounds such o-methyl sterigmatocystin are known and some may also occur naturally. The IARC-classification of sterigmatocystin is group 2B, which means it is possibly carcinogenic to humans. In practice, the risk is quite low however, because this substance only appears on cheese crusts with mold, and because of that the chance of daily exposure is very low. Sterigmatocystin is a molded crust is best not to be consumed in whole, but after removing the crust, the cheese can still be consumed. Sterigmatocystin is a different kind of mold than that which appears on cheese itself, which can simply be removed before further consumption D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2320
penicillic acid
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins CONFIDENCE isolated standard
Lovastatin acid
C78276 - Agent Affecting Digestive System or Metabolism > C29703 - Antilipidemic Agent A polyketide obtained by hydrolysis of the pyranone ring of lovastatin. C471 - Enzyme Inhibitor > C1655 - HMG-CoA Reductase Inhibitor
Styrene
Styrene, also known as vinylbenzene or phenylethylene, belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. The metabolites of styrene are excreted mainly in the urine. Styrene is possibly neutral. Styrene is a sweet, balsamic, and floral tasting compound. Styrene has been detected, but not quantified, in several different foods, such as coffee and coffee products, fruits, cocoa and cocoa products, alcoholic beverages, and chinese cinnamons. This could make styrene a potential biomarker for the consumption of these foods. A minor pathway of styrene metabolism involves the formation of phenylacetaldehyde from styrene 7,8-oxide or cytochrome P450 conversion of styrene to pheylethanol and subsequent metabolism to phenylacetic acid. Styrene is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. Styrene oxide is predominantly metabolized by epoxide hydrolase to form styrene glycol; the styrene glycol is subsequently converted to mandelic acid, phenylglyoxylic acid, and hippuric acid. Styrene, with regard to humans, has been found to be associated with several diseases such as nonalcoholic fatty liver disease and ulcerative colitis; styrene has also been linked to the inborn metabolic disorder celiac disease. Styrene may be absorbed following ingestion, inhalation, or dermal exposure. Breathing high levels of styrene may cause nervous system effects such as changes in color vision, tiredness, feeling drunk, slowed reaction time, concentration problems, or balance problems. Chest burning, wheezing, and dyspnea may also occur. Styrene causes nervous system depression and may be carcinogenic. Present in cranberry, bilberry, currants, grapes, vinegar, parsley, milk and dairy products, whisky, cocoa, coffee, tea, roasted filberts and peanuts. Flavouring ingredient. Polymers are used in ion-exchange resins in food processing. Indirect food additive arising from adhesives, oatings and packaging materials
Betaine aldehyde
Betaine aldehyde, also known as BTL, belongs to the class of organic compounds known as tetraalkylammonium salts. These are organonitrogen compounds containing a quaternary ammonium substituted with four alkyl chains. Betaine aldehyde is an extremely weak basic (essentially neutral) compound (based on its pKa). In humans, betaine aldehyde is involved in betaine metabolism. Outside of the human body, betaine aldehyde has been detected, but not quantified in, several different foods, such as sourdoughs, summer savouries, loganberries, burbots, and celery stalks. This could make betaine aldehyde a potential biomarker for the consumption of these foods. Betaine aldehyde is an intermediate in the metabolism of glycine, serine, and threonine. The human aldehyde dehydrogenase (EC 1.2.1.3) facilitates the conversion of betaine aldehyde into glycine betaine. Betaine aldehyde is a substrate for choline dehydrogenase (PMID: 12467448, 7646513). Betaine aldehyde is an intermediate in the metabolism of glycine, serine and threonine. The human aldehyde dehydrogenase (EC 1.2.1.3) facilitates the conversion of betaine aldehyde to glycine betaine. Betaine aldehyde is a substrate for Choline dehydrogenase (mitochondrial). (PMID: 12467448, 7646513) [HMDB]. Betaine aldehyde is found in many foods, some of which are celery leaves, pummelo, star anise, and grape. COVID info from COVID-19 Disease Map KEIO_ID B044 Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS
Phenoxyacetic acid
Phenoxyacetic acid is found in cocoa and cocoa products. Phenoxyacetic acid is a flavouring ingredient. Phenoxyacetic acid is present in cocoa bean Phenoxyacetic acid is a flavouring ingredient. It is found in cocoa and cocoa products. COVID info from PDB, Protein Data Bank KEIO_ID P129 Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Phenoxyacetic acid is an endogenous metabolite.
Cholesterol
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].
Neoxanthin
Neoxanthin belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Xanthophylls arise by oxygenation of the carotene backbone. Neoxanthin is an intermediate in the synthesis of abscisic acid from violaxanthin. Neoxanthin has been detected, but not quantified in, several different foods, such as apples, paprikas, Valencia oranges, kiwis, globe artichokes, sparkleberries, hard wheat, and cinnamon. This could make neoxanthin a potential biomarker for the consumption of these foods. Neoxanthin has been shown to exhibit apoptotic and anti-proliferative functions (PMID: 15333710, 15333710). Neoxanthin is a carotenoid and xanthophyll. In plants, it is an intermediate in the biosynthesis of the plant hormone abscisic acid. It is produced from violaxanthin by the action of neoxanthin synthase. It is a major xanthophyll found in green leafy vegetables such as spinach. [Wikipedia] D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids
penitrem A
C37H44ClNO6 (633.2856993999999)
D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins CONFIDENCE Reference Standard (Level 1) Penitrem A is an indole diterpene neurotoxic alkaloid produced by Penicillium, acts as a selective BK channel antagonist with antiproliferative and anti-invasive activities against multiple malignancies. Penitrem A increases the spontaneous release of endogenous glutamate, gamma-aminobutyric acid (GABA) and aspartate from cerebrocortical synaptosomes, and induces tremorgenic syndromes in animals[1][2].
Anisole
Anisole is a flavouring agent Anisole is a precursor to perfumes, insect pheromones, and pharmaceuticals. For example, synthetic anethole is prepared from anisole. Anisole undergoes electrophilic aromatic substitution reaction more quickly than does benzene, which in turn reacts more quickly than nitrobenzene. The methoxy group is an ortho/para directing group, which means that electrophilic substitution preferentially occurs at these three sites. The enhanced nucleophilicity of anisole vs benzene reflects the influence of the methoxy group, which renders the ring more electron-rich. The methoxy group strongly affects the pi cloud of the ring, moreso than the inductive effect of the electronegative oxygen. Flavouring agent
6-Methylsalicylic acid
A monohydroxybenzoic acid that is salicylic acid in which the hydrogen ortho to the carboxylic acid group is substituted by a methyl group. D000893 - Anti-Inflammatory Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D012459 - Salicylates
o-Ethyltoluene
o-Ethyltoluene belongs to the class of organic compounds known as toluenes. Toluenes are compounds containing a benzene ring which bears a methane group. o-Ethyltoluene is possibly neutral. These are compounds containing a benzene ring which bears a methane group.
Aflatoxin Q1
Aflatoxin Q1 is a mycotoxin. It is a metabolite of Aflatoxin B. It can be found in Aspergillus flavus and Aspergillus parasiticus (Hugo Vanden Bossche, D.W.R. Mackenzie and G. Cauwenbergh. Aspergillus and Aspergillosis, 1987). D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins D009676 - Noxae > D011042 - Poisons > D000348 - Aflatoxins
Averantin
A tetrahydroxyanthraquinone that is 1,3,6,8-tetrahydroxy-9,10-anthraquinone bearing a 1-hydroxyhexyl substituent at position 2.
brevianamide F
A pyrrolopyrazine that is hexahydropyrrolo[1,2-a]pyrazine-1,4-dione bearing an indol-3-ylmethyl substituent at position 3 (the 3S,8aS-diastereomer, obtained by formal cyclocondensation of L-tryptophan and L-proline). Brevianamide F (Cyclo(L-Pro-L-Trp)) is a mycotoxin isolated from Colletotrichum gloeosporioides, with antibacterial activity. Brevianamide F shows potent PI3Kα inhibitory activity with an IC50 of 4.8 μM[1][2].
Tryprostatin A
C22H27N3O3 (381.20523120000007)
A cyclic dipeptide that is brevianamide F (cyclo-L-Trp-L-Pro) substituted at positions 2 and 6 on the indole ring by prenyl and methoxy groups respectively.
Asperlicin E
C25H18N4O3 (422.13788379999994)
A member of the class of asperlicins that is asperlicin C in which the lactam nitrogen of the benzodiazepineone moiety has undergone addition to the 2-position of the 2-3 double bond of the indole moeity, and in which the hydrogen at the 3-position of the indole moiety has been replaced by a hydroxy group. It is a cholecystokinin antagonist.
1-Deoxynojirimycin
1-Deoxynojirimycin is found in fruits. 1-Deoxynojirimycin is an alkaloid from Morus specie Alkaloid from Morus subspecies 1-Deoxynojirimycin is found in fruits. Same as: D09605 1-Deoxynojirimycin (Duvoglustat) is a potent and orally active α-glucosidase inhibitor. 1-Deoxynojirimycin suppresses postprandial blood glucose and is widely used for diabetes mellitus. 1-Deoxynojirimycin possesses antihyperglycemic, anti-obesity, and antiviral features[1][2]. 1-Deoxynojirimycin (Duvoglustat) is a potent and orally active α-glucosidase inhibitor. 1-Deoxynojirimycin suppresses postprandial blood glucose and is widely used for diabetes mellitus. 1-Deoxynojirimycin possesses antihyperglycemic, anti-obesity, and antiviral features[1][2].
D-Gulono-1,4-lactone
Acquisition and generation of the data is financially supported in part by CREST/JST. 1,4-D-Gulonolactone is an endogenous metabolite.
Erythorbic acid
D020011 - Protective Agents > D000975 - Antioxidants C26170 - Protective Agent > C275 - Antioxidant
kojic acid
A pyranone that is 4H-pyran substituted by a hydroxy group at position 5, a hydroxymethyl group at position 2 and an oxo group at position 4. It has been isolated from the fungus Aspergillus oryzae. D020011 - Protective Agents > D000975 - Antioxidants CONFIDENCE Reference Standard (Level 1) relative retention time with respect to 9-anthracene Carboxylic Acid is 0.107 Kojic acid is a natural substance produced by Aspergillus oryzae, also used as an anti-oxidant and radio-protective agent[1]. Kojic acid is a natural substance produced by Aspergillus oryzae, also used as an anti-oxidant and radio-protective agent[1].
brefeldin A
D004791 - Enzyme Inhibitors > D011500 - Protein Synthesis Inhibitors D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents D000890 - Anti-Infective Agents > D000935 - Antifungal Agents D000890 - Anti-Infective Agents > D000998 - Antiviral Agents A metabolite from Penicillium brefeldianum that exhibits a wide range of antibiotic activity. relative retention time with respect to 9-anthracene Carboxylic Acid is 1.042 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.035 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.034 [Raw Data] CB245_Brefeldin-A_pos_50eV_isCID-10eV_rep000008.txt [Raw Data] CB245_Brefeldin-A_pos_40eV_isCID-10eV_rep000008.txt [Raw Data] CB245_Brefeldin-A_pos_30eV_isCID-10eV_rep000008.txt [Raw Data] CB245_Brefeldin-A_pos_20eV_isCID-10eV_rep000008.txt [Raw Data] CB245_Brefeldin-A_pos_10eV_isCID-10eV_rep000008.txt Brefeldin A (BFA) is a lactone antibiotic and a specific inhibitor of protein trafficking. Brefeldin A blocks the transport of secreted and membrane proteins from endoplasmic reticulum to Golgi apparatus[1][2]. Brefeldin A is also an autophagy and mitophagy inhibitor[3]. Brefeldin A is a CRISPR/Cas9 activator[5]. Brefeldin A inhibits HSV-1 and has anti-cancer activity[5]. Brefeldin A (BFA) is a lactone antibiotic and a specific inhibitor of protein trafficking. Brefeldin A blocks the transport of secreted and membrane proteins from endoplasmic reticulum to Golgi apparatus[1][2]. Brefeldin A is also an autophagy and mitophagy inhibitor[3]. Brefeldin A is a CRISPR/Cas9 activator[5]. Brefeldin A inhibits HSV-1 and has anti-cancer activity[5].
Heneicosanoic acid
Henicosanoic acid, also known as N-heneicosanoate or 21:0,is a long-chain fatty acid that is henicosane in which one of the methyl groups has been oxidised to give the corresponding carboxylic acid. It is a straight-chain saturated fatty acid and a long-chain fatty acid. It is a conjugate acid of a henicosanoate. Heneicosanoic acid belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Heneicosanoic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Heneicosanoic acid is a potentially toxic compound. Isolated from olive oil (Olea europaea) Heneicosanoic acid is a long-chain saturated fatty acid which is found in plants and animals[1][2][3]. Heneicosanoic acid is a long-chain saturated fatty acid which is found in plants and animals[1][2][3].
Ochratoxin B
C20H19NO6 (369.12123140000006)
Ochratoxin B is a metabolite of Aspergillus ochraceu
8-Hydroxydaidzein
8-Hydroxydaidzein is found in pulses. 8-Hydroxydaidzein is isolated from Streptomyces sp. OH-1049 cultured on soybean meal. Isolated from Streptomyces species OH-1049 cultured on soybean meal. 8-Hydroxydaidzein is found in soy bean and pulses.
17-Methyloctadecanoic acid
17-Methyloctadecanoic acid, also known as 17-methylstearic acid, is a medium-chain saturated iso-fatty acid. 17-Methyloctadecanoic acid is found in fishes such as Baltic salmon. Occurs in Baltic salmon. xi-17-Methyloctadecanoic acid is found in fishes.
5,6-Dimethoxysterigmatocystin
5,6-Dimethoxysterigmatocystin is a mycotoxin produced by Aspergillus multicolo D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins
12-Methyltridecanoic acid
12-Methyltridecanoic acid is found in fishes. 12-Methyltridecanoic acid occurs in Baltic salmon and sperm whal Occurs in Baltic salmon and sperm whale. 12-Methyltridecanoic acid is found in fishes.
penitrem A
C37H44ClNO6 (633.2856993999999)
D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins Penitrem A is an indole diterpene neurotoxic alkaloid produced by Penicillium, acts as a selective BK channel antagonist with antiproliferative and anti-invasive activities against multiple malignancies. Penitrem A increases the spontaneous release of endogenous glutamate, gamma-aminobutyric acid (GABA) and aspartate from cerebrocortical synaptosomes, and induces tremorgenic syndromes in animals[1][2].
(R)N-(5-Chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)phenylalanine
C20H18ClNO6 (403.08225980000003)
Citreoviridin
Friedelin
Friedelin is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Friedelin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Friedelin can be found in a number of food items such as apple, pear, mammee apple, and sugar apple, which makes friedelin a potential biomarker for the consumption of these food products. Friedelin is a triterpenoid chemical compound found in Azima tetracantha, Orostachys japonica, and Quercus stenophylla. Friedelin is also found in the roots of the Cannabis plant .
Lovastatin acid
Mevastatin
N6-Succinyl Adenosine
N6-Succinyl Adenosine (Succinyl-AMP) is a nucleotide derivative that possesses a unique chemical structure and plays significant roles in various biological processes. Its chemical structure consists of adenosine, a nucleoside composed of the nitrogenous base adenine and ribose sugar, with an additional succinyl group attached to the N6 position of the adenine base. This succinyl group is derived from succinic acid, a four-carbon dicarboxylic acid. The presence of the succinyl group at the N6 position of adenine alters the physicochemical properties of adenosine, influencing its interactions with enzymes and other molecules in the cell. This modification is biologically relevant, as N6-succinyl adenosine is involved in several metabolic pathways and regulatory mechanisms. Biologically, N6-succinyl adenosine is known for its role in the regulation of gene expression. It can serve as a substrate for the formation of N6-threonylcarbamoyladenosine (t6A), a key modification found in the wobble position of certain tRNAs. This modification is critical for the efficiency of translation initiation and the accuracy of decoding the genetic code. Moreover, N6-succinyl adenosine is involved in the transsulfuration pathway, a metabolic route that interconverts sulfur-containing amino acids. It acts as a precursor for the synthesis of cysteine, an essential amino acid that plays a vital role in protein structure and function, as well as in the synthesis of glutathione, a major antioxidant in the cell. Additionally, N6-succinyl adenosine has been implicated in the process of protein succinylation, a novel post-translational modification where the succinyl group is transferred to lysine residues of proteins. This modification can affect protein function, stability, and cellular signaling pathways. 2-({9-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-9H-purin-6-yl}amino)butanedioic acid belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. Based on a literature review very few articles have been published on 2-({9-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-9H-purin-6-yl}amino)butanedioic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). N6-succinyl adenosine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N6-Succinyl Adenosine 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.
Secalonic acid A
(9R)-4,5,6,7-Tetrahydroxy-1,8,8,9-tetramethyl-9H-phenaleno[1,2-b]furan-3-one
PHENYLACETIC ACID
D009676 - Noxae > D000963 - Antimetabolites D000970 - Antineoplastic Agents
1-Deoxynojirimycin
Duvoglustat is an optically active form of 2-(hydroxymethyl)piperidine-3,4,5-triol having 2R,3R,4R,5S-configuration. It has a role as an EC 3.2.1.20 (alpha-glucosidase) inhibitor, an anti-HIV agent, an anti-obesity agent, a bacterial metabolite, a hypoglycemic agent, a hepatoprotective agent and a plant metabolite. It is a 2-(hydroxymethyl)piperidine-3,4,5-triol and a piperidine alkaloid. An alpha-glucosidase inhibitor with antiviral action. Derivatives of deoxynojirimycin may have anti-HIV activity. 1-Deoxynojirimycin is a natural product found in Dorstenia psilurus, Cichorium intybus, and other organisms with data available. An alpha-glucosidase inhibitor with antiviral action. Derivatives of deoxynojirimycin may have anti-HIV activity. D000890 - Anti-Infective Agents > D000998 - Antiviral Agents C87006 - Pharmacological Chaperone D004791 - Enzyme Inhibitors Same as: D09605 1-Deoxynojirimycin (Duvoglustat) is a potent and orally active α-glucosidase inhibitor. 1-Deoxynojirimycin suppresses postprandial blood glucose and is widely used for diabetes mellitus. 1-Deoxynojirimycin possesses antihyperglycemic, anti-obesity, and antiviral features[1][2]. 1-Deoxynojirimycin (Duvoglustat) is a potent and orally active α-glucosidase inhibitor. 1-Deoxynojirimycin suppresses postprandial blood glucose and is widely used for diabetes mellitus. 1-Deoxynojirimycin possesses antihyperglycemic, anti-obesity, and antiviral features[1][2].
Trachyspic acid
An oxaspiro compound that is 1,6-dioxaspiro[4.4]non-2-en-4-one substituted by a carboxymethyl group at position 2, carboxy groups at positions 2 and 3, an oxo group at position 9 and a nonyl group at position 8. Isolated from the culture broth of the fungus Talaromyces trachyspermus, it exhibits inhibitory activity against the enzyme heparanase.
arugosin B
A dibenzooxepine that is dibenzo[b,e]oxepin-11(6H)-one substituted by hydroxy groups at positions 1, 6 and 10, a methyl group at position 8, a prenyl group at position 4 and a prenyloxy group at position 7. Isolated from Aspergillus, it exhibits antibacterial activity.
Orsellic acid
Orsellinic acid is a compound produced by Lecanoric acid treated with alcohols. Lecanoric acid is a lichen depside isolated from a Parmotrema tinctorum specimen[1].
12,13-Dihydroxyfumitremorgin C
An indole alkaloid that is fumitremorgin C substituted at positions 12 and 13 by hydroxy groups.
Emericellin
A xanthone that is xanthen-9-one bearing hydroxymethyl, 3,3-dimethylallyloxy, methyl, 3,3-dimethylallyl and hydroxy groups at positions 1, 2, 3, 5 and 8 respectively. A secondary metabolite produced by Aspergillus nidulans.
physcion
Physcion, also known as emodin monomethyl ether or parienin, is a member of the class of compounds known as anthraquinones. Anthraquinones are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone. Physcion is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Physcion can be synthesized from 2-methylanthraquinone. Physcion can also be synthesized into torososide B and physcion 8-gentiobioside. Physcion can be found in common sage, garden rhubarb, and sorrel, which makes physcion a potential biomarker for the consumption of these food products. Physcion has also been shown to protect lichens against UV-B light, at high altitudes in Alpine regions. The UV-B light stimulates production of parietin and the parietin protects the lichens from damage. Lichens in arctic regions such as Svarlbard retain this capability though they do not encounter damaging levels of UV-B, a capability that could help protect the lichens in case of Ozone layer thinning .
asperfuranone
A member of the class of 2-benzofurans that is 6,7-dihydro-2-benzofuran-4(5H)-one that is substituted at positions 5 and 6 by hydroxy groups, at position 5 by a methyl group and at position 1 by a (2E,4E,6S)-4,6-dimethylocta-2,4-dienoyl group (the 5S,6R-diastereoisomer). A polyketide that was first obtained from the fungus Aspergillus nidulans by using a genomic mining approach.
Antibiotic AGI-B4
Erythroglaucin
A trihydroxyanthraquinone that is anthracene-9,10-dione substituted by hydroxy groups at positions 1, 4 and 5, a methoxy group at position 7 and a methyl group at position 2. It has been isolated from Chaetomium globosum and other fungal species.
Neoxanthin
9-cis-neoxanthin is a neoxanthin in which all of the double bonds have trans geometry except for that at the 9 position, which is cis. It is a 9-cis-epoxycarotenoid and a neoxanthin. Neoxanthin is a natural product found in Hibiscus syriacus, Cladonia rangiferina, and other organisms with data available. D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids
Asnipyrone B
A member of the class of 2-pyranones that is 2H-pyran-2-one substituted by a methoxy group at position 4 and a 3,5-dimethyl-6-phenylhexa-1,3,5-trien-1-yl group at position 6 (the 1E,3E,5E stereoisomer). It has been isolated from an endophytic fungus Aspergillus niger.
asterriquinone dimethyl ether
A member of the class of asterriquinones that is asterriquinone in which the hydrogens of both of the hydroxy groups have replaced by methyl groups.
Flavoglaucin
D000893 - Anti-Inflammatory Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D012459 - Salicylates A natural product found in Eurotium repens.
6,8-dihydroxy-3-methyl-9-oxo-9h-xanthene-1-carboxylic acid
Pinselin
A member of the class of xanthones that is methyl 9H-xanthene-1-carboxylate substituted by hydroxy groups at positions 2 and 8, a methyl group at position 6 and an oxo group at position 9. It has been isolated from Aspergillus sydowii.
TOPOPYRONE C
A naphthochromene that is 4H-naphtho[2,3-h]chromene-4,7,12-trione substituted by hydroxy groups at positions 5, 9 and 11 and a methyl group at position 2. It is isolated from fungal strains Phoma and Penicillium and acts as an inhibitor of the enzyme topoisomerase I. D000970 - Antineoplastic Agents > D059003 - Topoisomerase Inhibitors > D059004 - Topoisomerase I Inhibitors D004791 - Enzyme Inhibitors
comazaphilone D
An azaphilone that is 5,6,7,8-tetrahydro-1H-isochromene substituted by a hydroxy and methyl group at position 7, an oxo group at position 8, a prop-1-en-1-yl group at position 3 and a (2,4-dihydroxy-6-methylbenzoyl)oxy group at position 6.Isolated from Penicillium commune, it exhibits antibacterial and antineoplastic activities.
comazaphilone A
An azaphilone that is 5,6,7,8-tetrahydro-1H-isochromene substituted by a hydroxy group at position 6, a methyl group at position 7, an oxo group at position 8, a propyl group at position 3 and a (4-hydroxy-2-methoxy-6-methylbenzoyl)oxy group at position 7. It has been isolated from Penicillium commune.
Prenylcandidusin B
A member of the class of dibenzofurans that is 1,4,7,8-tetramethoxydibenzo[b,d]furan substituted by a 4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl substituent at position 3. It has been isolated from Aspergillus taichungensis.
Prenylterphenyllin A
A para-terphenyl that is 1,1:4,1-terphenyl substituted by methoxy groups at positions 3 and 6, a prenyl group at position 3 and hydroxy groups at positions 2, 3, 4 and 4. Isolated from the fungus, Aspergillus taichungensis, it exhibits cytotoxic activity.
nigerapyrone D
A member of the class of 2-pyranones that is 2H-pyran-2-one substituted by a methoxy group at position 4, a methyl group at position 3 and a 3-methyl-5-oxohexa-1,3-dien-1-yl group at position 6. It has been isolated from an endophytic fungus Aspergillus niger.
Tensidol A
A furopyrrole that is 6-benzyl-6H-furo[2,3-b]pyrrole which is substituted by hydroxy groups at positions 3 and 4, and in which the hydrogen attached to the nitrogen is replaced by a benzyl group.
Tensidol B
A furopyrrole that is tensidol A in which the hydroxy group attached to the pyrrole ring has been acylated by formal condensation with the 4-carboxy group of 2-methylbutanedioic acid.
Cholesterol
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].
3-(4-Hydroxypentyl)-8-methoxy-3,4-dihydro-1H-2-benzopyran-1-one
Saintopin
A member of the class of tetracenequinones that is tetracene-5,12-dione in which the hydrogens at positions 1, 3, 8, 10, and 11 have been replaced by hydroxy groups. Isolated from Paecilomyces.
8-methyl-13-phenyltrideca-4,6,8,10,12-pentaen-3-one
SYDOWININ B
A member of the class of xanthones that is methyl 9H-xanthene-1-carboxylate substituted by hydroxy group at positions 2 and 8, a hydroxymethyl group at position 6 and an oxo group at position 9. It has been isolated from the sea fan derived fungus Aspergillus sydowii.
Methylhydroquinone
Methylhydroquinone is an active compound. Methylhydroquinone can be used for the research of various biochemical studies[1]. Methylhydroquinone is an active compound. Methylhydroquinone can be used for the research of various biochemical studies[1].
Sterigmatocystin
An organic heteropentacyclic compound whose skeleton comprises a xanthene ring system ortho-fused to a dihydrofuranofuran moiety. The parent of the class of sterigmatocystins. D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins CONFIDENCE Reference Standard (Level 1)
Biotin
C10H16N2O3S (244.08815859999999)
A - Alimentary tract and metabolism > A11 - Vitamins D018977 - Micronutrients > D014815 - Vitamins CONFIDENCE standard compound; INTERNAL_ID 1328; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 2876; ORIGINAL_PRECURSOR_SCAN_NO 2873 CONFIDENCE standard compound; INTERNAL_ID 1328; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 2877; ORIGINAL_PRECURSOR_SCAN_NO 2875 CONFIDENCE standard compound; INTERNAL_ID 1328; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 2896; ORIGINAL_PRECURSOR_SCAN_NO 2894 CONFIDENCE standard compound; INTERNAL_ID 1328; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 2875; ORIGINAL_PRECURSOR_SCAN_NO 2872 CONFIDENCE standard compound; INTERNAL_ID 1328; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 2894; ORIGINAL_PRECURSOR_SCAN_NO 2891 CONFIDENCE standard compound; INTERNAL_ID 1328; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 2908; ORIGINAL_PRECURSOR_SCAN_NO 2906 CONFIDENCE standard compound; INTERNAL_ID 1328; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 6231; ORIGINAL_PRECURSOR_SCAN_NO 6229 CONFIDENCE standard compound; INTERNAL_ID 1328; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 6248; ORIGINAL_PRECURSOR_SCAN_NO 6246 CONFIDENCE standard compound; INTERNAL_ID 1328; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 6251; ORIGINAL_PRECURSOR_SCAN_NO 6246 CONFIDENCE standard compound; INTERNAL_ID 1328; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 6253; ORIGINAL_PRECURSOR_SCAN_NO 6251 CONFIDENCE standard compound; INTERNAL_ID 1328; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 6265; ORIGINAL_PRECURSOR_SCAN_NO 6263 CONFIDENCE standard compound; INTERNAL_ID 1328; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 6256; ORIGINAL_PRECURSOR_SCAN_NO 6253 CONFIDENCE standard compound; INTERNAL_ID 219 INTERNAL_ID 219; CONFIDENCE standard compound relative retention time with respect to 9-anthracene Carboxylic Acid is 0.474 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.471 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.469 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.470 Biotin (Vitamin B7) is a water-soluble B vitamin and serves as a coenzyme for five carboxylases in humans, involved in the synthesis of fatty acids, isoleucine, and valine, and in gluconeogenesis. Biotin is necessary for cell growth, the production of fatty acids, and the metabolism of fats and amino acids[1][2][3]. Biotin, vitamin B7 and serves as a coenzyme for five carboxylases in humans, involved in the synthesis of fatty acids, isoleucine, and valine, and in gluconeogenesis. Biotin is necessary for cell growth, the production of fatty acids, and the metabolism of fats and amino acids[1][2][3]. Biotin (Vitamin B7) is a water-soluble B vitamin and serves as a coenzyme for five carboxylases in humans, involved in the synthesis of fatty acids, isoleucine, and valine, and in gluconeogenesis. Biotin is necessary for cell growth, the production of fatty acids, and the metabolism of fats and amino acids[1][2][3].
Lovastatin
C - Cardiovascular system > C10 - Lipid modifying agents > C10A - Lipid modifying agents, plain > C10AA - Hmg coa reductase inhibitors D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents > D000924 - Anticholesteremic Agents D004791 - Enzyme Inhibitors > D019161 - Hydroxymethylglutaryl-CoA Reductase Inhibitors C78276 - Agent Affecting Digestive System or Metabolism > C29703 - Antilipidemic Agent C471 - Enzyme Inhibitor > C1655 - HMG-CoA Reductase Inhibitor CONFIDENCE standard compound; INTERNAL_ID 2212 D009676 - Noxae > D000963 - Antimetabolites relative retention time with respect to 9-anthracene Carboxylic Acid is 1.415 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.416 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.421 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.419 Lovastatin is a cell-permeable HMG-CoA reductase inhibitor used to lower cholesterol. Lovastatin is a cell-permeable HMG-CoA reductase inhibitor used to lower cholesterol.
Ellagic Acid
Origin: Plant, Ellagic acids, Benzopyranoids, Pyrans Ellagic acid is a natural antioxidant, and acts as a potent and ATP-competitive CK2 inhibitor, with an IC50 of 40 nM and a Ki of 20 nM. Ellagic acid is a natural antioxidant, and acts as a potent and ATP-competitive CK2 inhibitor, with an IC50 of 40 nM and a Ki of 20 nM.
Aflatoxin B1
An aflatoxin having a tetrahydrocyclopenta[c]furo[3,2:4,5]furo[2,3-h]chromene skeleton with oxygen functionality at positions 1, 4 and 11. D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins D009676 - Noxae > D011042 - Poisons > D000348 - Aflatoxins CONFIDENCE standard compound; INTERNAL_ID 5962 CONFIDENCE Reference Standard (Level 1) Aflatoxin B1 (AFB1) is a Class 1A carcinogen, which is a secondary metabolite of Aspergillus flavus and A. parasiticus. Aflatoxin B1 (AFB1) mainly induces the transversion of G-->T in the third position of codon 249 of the p53 tumor suppressor gene, resulting in mutation[1][2].
Mevastatin
Mevastatin is a carboxylic ester that is pravastatin that is lacking the allylic hydroxy group. A hydroxymethylglutaryl-CoA reductase inhibitor (statin) isolated from Penicillium citrinum and from Penicillium brevicompactum, its clinical use as a lipid-regulating drug ceased following reports of toxicity in animals. It has a role as a fungal metabolite, an EC 3.4.24.83 (anthrax lethal factor endopeptidase) inhibitor, an antifungal agent, a Penicillium metabolite and an apoptosis inducer. It is a carboxylic ester, a statin (naturally occurring), a member of hexahydronaphthalenes, a member of 2-pyranones and a polyketide. Mevastatin (Compactin) is a first HMG-CoA reductase inhibitor that belongs to the statins class. Mevastatin is a lipid-lowering agent, and induces apoptosis, arrests cancer cells in G0/G1 phase. Mevastatin also increases endothelial nitric oxide synthase (eNOS) mRNA and protein levels. Mevastatin has antitumor activity and has the potential for cardiovascular diseases treatment. Mevastatin. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=73573-88-3 (retrieved 2024-10-09) (CAS RN: 73573-88-3). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Galactitol
COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Dulcite is a sugar alcohol with a slightly sweet taste which is a metabolic breakdown product of galactose. Dulcite is a sugar alcohol with a slightly sweet taste which is a metabolic breakdown product of galactose.
2,3-Dihydroxybenzoic acid
A dihydroxybenzoic acid that is benzoic acid substituted by hydroxy groups at positions 2 and 3. It occurs naturally in Phyllanthus acidus and in the aquatic fern Salvinia molesta. D064449 - Sequestering Agents > D002614 - Chelating Agents > D007502 - Iron Chelating Agents Pyrocatechuic acid is a normal human benzoic acid metabolite found in plasma, and has increased levels after aspirin ingestion. Pyrocatechuic acid is a normal human benzoic acid metabolite found in plasma, and has increased levels after aspirin ingestion.
PHENYLACETIC ACID
A monocarboxylic acid that is toluene in which one of the hydrogens of the methyl group has been replaced by a carboxy group. D009676 - Noxae > D000963 - Antimetabolites D000970 - Antineoplastic Agents
Ferulic acid
(E)-Ferulic acid is a isomer of Ferulic acid which is an aromatic compound, abundant in plant cell walls. (E)-Ferulic acid causes the phosphorylation of β-catenin, resulting in proteasomal degradation of β-catenin and increases the expression of pro-apoptotic factor Bax and decreases the expression of pro-survival factor survivin. (E)-Ferulic acid shows a potent ability to remove reactive oxygen species (ROS) and inhibits lipid peroxidation. (E)-Ferulic acid exerts both anti-proliferation and anti-migration effects in the human lung cancer cell line H1299[1]. (E)-Ferulic acid is a isomer of Ferulic acid which is an aromatic compound, abundant in plant cell walls. (E)-Ferulic acid causes the phosphorylation of β-catenin, resulting in proteasomal degradation of β-catenin and increases the expression of pro-apoptotic factor Bax and decreases the expression of pro-survival factor survivin. (E)-Ferulic acid shows a potent ability to remove reactive oxygen species (ROS) and inhibits lipid peroxidation. (E)-Ferulic acid exerts both anti-proliferation and anti-migration effects in the human lung cancer cell line H1299[1]. Ferulic acid is a novel fibroblast growth factor receptor 1 (FGFR1) inhibitor with IC50s of 3.78 and 12.5 μM for FGFR1 and FGFR2, respectively. Ferulic acid is a novel fibroblast growth factor receptor 1 (FGFR1) inhibitor with IC50s of 3.78 and 12.5 μM for FGFR1 and FGFR2, respectively.
stearic acid
Stearic acid is a long chain dietary saturated fatty acid which exists in many animal and vegetable fats and oils. Stearic acid is a long chain dietary saturated fatty acid which exists in many animal and vegetable fats and oils.
methyl 2-(2,6-dihydroxy-4-methylbenzoyl)-3,5-dihydroxybenzoate
methyl 2,8-dihydroxy-6-(hydroxymethyl)-9-oxo-1,2-dihydroxanthene-1-carboxylate
Pravastatin
A carboxylic ester resulting from the formal condensation of (S)-2-methylbutyric acid with the hydroxy group adjacent to the ring junction of (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6,8-dihydroxy-2-methyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid. Derived from microbial transformation of mevastatin, pravastatin is a reversible inhibitor of 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA). The sodium salt is used for lowering cholesterol and preventing cardiovascular disease. It is one of the lower potency statins, but has the advantage of fewer side effects compared with lovastatin and simvastatin. C - Cardiovascular system > C10 - Lipid modifying agents > C10A - Lipid modifying agents, plain > C10AA - Hmg coa reductase inhibitors D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents > D000924 - Anticholesteremic Agents D004791 - Enzyme Inhibitors > D019161 - Hydroxymethylglutaryl-CoA Reductase Inhibitors C78276 - Agent Affecting Digestive System or Metabolism > C29703 - Antilipidemic Agent C471 - Enzyme Inhibitor > C1655 - HMG-CoA Reductase Inhibitor D009676 - Noxae > D000963 - Antimetabolites CONFIDENCE standard compound; INTERNAL_ID 659; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4302; ORIGINAL_PRECURSOR_SCAN_NO 4300 CONFIDENCE standard compound; INTERNAL_ID 659; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4318; ORIGINAL_PRECURSOR_SCAN_NO 4317 CONFIDENCE standard compound; INTERNAL_ID 659; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4275; ORIGINAL_PRECURSOR_SCAN_NO 4273 CONFIDENCE standard compound; INTERNAL_ID 659; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4300; ORIGINAL_PRECURSOR_SCAN_NO 4298 CONFIDENCE standard compound; INTERNAL_ID 659; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4285; ORIGINAL_PRECURSOR_SCAN_NO 4283 CONFIDENCE standard compound; INTERNAL_ID 659; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4291; ORIGINAL_PRECURSOR_SCAN_NO 4289 CONFIDENCE standard compound; INTERNAL_ID 2342 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 8558
Aflatoxin G2
Aflatoxin G2 is a natural product found in Aspergillus nomiae, Glycyrrhiza uralensis, and other organisms, and is a very light and fluffy crystalline solid. Exhibits green-blue fluorescence. (NTP, 1992) National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.
2-Pyrocatechuic acid
Pyrocatechuic acid is a normal human benzoic acid metabolite found in plasma, and has increased levels after aspirin ingestion. Pyrocatechuic acid is a normal human benzoic acid metabolite found in plasma, and has increased levels after aspirin ingestion.
STYRENE
A vinylarene that is benzene carrying a vinyl group. It has been isolated from the benzoin resin produced by Styrax species.
methyl 2-(2,6-dihydroxy-4-methylbenzoyl)-3,5-dihydroxybenzoate
methyl 2,8-dihydroxy-6-(hydroxymethyl)-9-oxo-1,2-dihydroxanthene-1-carboxylate
AFLATOXIN M1
A member of the class of aflatoxins that is aflatoxin B1 in which the hydrogen at position 9a is replaced by a hydroxy group. D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins D009676 - Noxae > D011042 - Poisons > D000348 - Aflatoxins CONFIDENCE Reference Standard (Level 1)
Volemitol
A heptitol that is heptane-1,2,3,4,5,6,7-heptol that has R-configuration at positions 2, 3, 5 and 6.
Octadecanoic acid
A C18 straight-chain saturated fatty acid component of many animal and vegetable lipids. As well as in the diet, it is used in hardening soaps, softening plastics and in making cosmetics, candles and plastics.
Aflatoxin
D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins D009676 - Noxae > D011042 - Poisons > D000348 - Aflatoxins CONFIDENCE standard compound; INTERNAL_ID 5964
Isosilybin A
[Raw Data] CBA86_Isosilybin-A_neg_50eV.txt [Raw Data] CBA86_Isosilybin-A_neg_40eV.txt [Raw Data] CBA86_Isosilybin-A_neg_30eV.txt [Raw Data] CBA86_Isosilybin-A_neg_20eV.txt [Raw Data] CBA86_Isosilybin-A_neg_10eV.txt [Raw Data] CBA86_Isosilybin-A_pos_50eV.txt [Raw Data] CBA86_Isosilybin-A_pos_40eV.txt [Raw Data] CBA86_Isosilybin-A_pos_30eV.txt [Raw Data] CBA86_Isosilybin-A_pos_20eV.txt [Raw Data] CBA86_Isosilybin-A_pos_10eV.txt Isosilybin A, a flavonolignan isolated from silymarin, has anti-prostate cancer (PCA) activity. Isosilybin A inhibits proliferation and induces G1 phase arrest and apoptosis in cancer cells, which activates apoptotic machinery in PCA cells via targeting Akt-NF-κB-androgen receptor (AR) axis[1][2]. Isosilybin A, a flavonolignan isolated from silymarin, has anti-prostate cancer (PCA) activity. Isosilybin A inhibits proliferation and induces G1 phase arrest and apoptosis in cancer cells, which activates apoptotic machinery in PCA cells via targeting Akt-NF-κB-androgen receptor (AR) axis[1][2].
Sphingofungin A
C21H41N3O6 (431.29952060000005)
Altechromone A
A natural product found particularly in Alternaria species and Alternaria brassicicola.
Austocystin D
An organic heteropentacyclic compound isolated from Aspergillus and Aspergillus ustus and has been shown to exhibit cytotoxic activity. D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins D009676 - Noxae > D011042 - Poisons > D000348 - Aflatoxins
Nigerapyrone F
A member of the class of 2-pyranones that is 2H-pyran-2-one substituted by a methoxy group at position 4 and a 3,5-dimethyl-6-phenylhexa-1,3,5-trien-1-yl group at position 6 (the 1E,3E,5Z stereoisomer). It has been isolated from an endophytic fungus Aspergillus niger.
linoleic
Linolelaidic acid (Linoelaidic acid), an omega-6 trans fatty acid, acts as a source of energy. Linolelaidic acid is an essential nutrient, adding in enteral, parenteral, and infant formulas. Linolelaidic acid can be used for heart diseases research[1]. Linolelaidic acid (Linoelaidic acid), an omega-6 trans fatty acid, acts as a source of energy. Linolelaidic acid is an essential nutrient, adding in enteral, parenteral, and infant formulas. Linolelaidic acid can be used for heart diseases research[1].
Pirod
COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Uracil is a common and naturally occurring pyrimidine derivative and one of the four nucleobases in the nucleic acid of RNA. Uracil is a common and naturally occurring pyrimidine derivative and one of the four nucleobases in the nucleic acid of RNA. Uracil is a common and naturally occurring pyrimidine derivative and one of the four nucleobases in the nucleic acid of RNA.
1-(2,3-dihydro-1H-pyrrol-1-yl)-2-methyldecane-1,3-dione
A member of the class of pyrroles that is 2,3-dihydro-1H-pyrrole substituted by a 2-methyl-3-oxodecanoyl group at the nitrogen atom. Isolated from Penicillium citrinum and Penicillium brevicompactum, it exhibits antifungal activity.
7-Tetradecenoic acid
A tetradecenoic acid having its double bond in the 7-position.
Aspergillusene A
A sesquiterpenoid that is phenol substituted by a hydroxymethyl group at position 5 and a (2E)-6-methylhept-2-en-2-yl group at position 2. An Aspergillus metabolite isolated from the sea fan derived fungus Aspergillus sydowii.
Methyl (2s)-4-Hydroxy-3-(4-Hydroxyphenyl)-2-[(4-Hydroxyphenyl)methyl]-5-Oxo-2,5-Dihydrofuran-2-Carboxylate
PHENOXYACETIC ACID
A monocarboxylic acid that is the O-phenyl derivative of glycolic acid. A metabolite of 2-phenoxyethanol, it is used in the manufacture of pharmaceuticals, pesticides, fungicides and dyes. COVID info from PDB, Protein Data Bank Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Phenoxyacetic acid is an endogenous metabolite.
betaine aldehyde
A quaternary ammonium ion that is nitrogen substituted by three methyl groups and a 2-oxoethyl group. It is an intermediate in the metabolism of amino acids like glycine, serine and threonine. COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS
Aflatoxin Q1
A member of the class of aflatoxins that is aflatoxin B1 in which the hydrogen at the pro-3S position is replaced by a hydroxy group. D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins D009676 - Noxae > D011042 - Poisons > D000348 - Aflatoxins
5,6-Dimethoxysterigmatocystin
D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins
blazein
An ergostanoid that is (22E)-ergosta-7,22-diene substituted by hydroxy groups at positions 3 and 5 and a methoxy group at position 6 (the 3beta,5alpha stereoisomer). It has been isolated from the fungus, Xylaria species.
Henicosanoic acid
A long-chain fatty acid that is henicosane in which one of the methyl groups has been oxidised to give the corresponding carboxylic acid.
10-Heptadecenoic acid
A heptadecenoic acid having its double bond in the 10-position.
(3r)-3-[(4s)-4-hydroxypentyl]-8-methoxy-3,4-dihydro-2-benzopyran-1-one
(1s,3r,6r,7s,11r,13s,15r,16s)-11,13-dimethoxy-3,15-dimethyl-6-[(2s,3z)-6-methylhepta-3,5-dien-2-yl]-12-oxatetracyclo[8.5.1.0³,⁷.0¹³,¹⁶]hexadec-9-en-15-ol
1,4,8,14,14,17-hexamethyltetracyclo[9.8.0.0³,⁷.0¹²,¹⁷]nonadec-7-ene-2,5-diol
(1s,12r,14r,15r,16s,17s,20s)-14-hydroxy-1,16,20-trimethyl-16-(4-methylpent-3-en-1-yl)-3-azapentacyclo[10.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]icosa-2(10),4,6,8-tetraen-17-yl acetate
[6,9-bis(acetyloxy)-12-hydroxy-5a,8,11a-trimethyl-1-oxo-3-(pyridin-3-yl)-6,7,7a,9,10,11,11b,12-octahydro-2,5-dioxatetraphen-8-yl]methyl propanoate
4-methoxy-5-methyl-6-(7,9,11-trimethyltrideca-1,3,5,7,9,11-hexaen-1-yl)pyran-2-one
methyl (1r,2s,5r,9r,10s,12s,15s)-15-(acetyloxy)-6-hydroxy-4,5,7,10,14,14-hexamethyl-8,18-dioxo-19-oxapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁵,⁹]nonadeca-3,6-diene-9-carboxylate
(2r,5ar,5br,9ar,11ar)-9a-hydroxy-2,5b,9,9,11a-pentamethyl-2,3,5,5a,10,11-hexahydro-1,12-dioxatetraphene-4,6-dione
2,5-dihydroxy-6-[(1z)-2-(6-methyl-3,6-dihydro-1,2-dioxin-3-yl)ethenyl]-3-(3-methylbut-2-en-1-yl)benzaldehyde
(3r)-6-hydroxy-4-methoxy-3-(4-oxo-6-propylpyran-3-yl)-3h-2-benzofuran-1-one
(1'r,3's,7's,8r)-9-hydroxy-4,4,4',4',14'-pentamethyl-12'-methylidene-9',14'-diazaspiro[[1,4]dioxepino[2,3-g]indole-8,5'-tetracyclo[5.5.2.0¹,⁹.0³,⁷]tetradecan]-13'-one
C28H33N3O4 (475.2470938000001)
1-[5,8,11-trihydroxy-13-(3-hydroxyhexadecan-2-yl)-9-isopropyl-12-methyl-3-methylidene-2-oxo-1-oxa-4,7,10-triazacyclotrideca-4,7,10-trien-6-yl]ethoxysulfonic acid
8a-hydroxy-8-methoxy-3,5-dimethyl-3,4-dihydro-1h-2-benzopyran-6-one
(7s)-7-hydroxy-7-methyl-8-oxo-3-propyl-5,6-dihydro-1h-isochromen-6-yl 4-hydroxy-2-methoxy-6-methylbenzoate
(6e)-2-amino-3,4,5-trihydroxy-2-(hydroxymethyl)-14-oxoicos-6-enoic acid
1-(2,4-dihydroxy-5-{[4-(3-methylbut-2-en-1-yl)-1h-indol-3-yl]methyl}-5h-pyrrol-3-yl)ethanone
C20H22N2O3 (338.16303419999997)
2-hydroxy-3-(1-hydroxyheptyl)-10-[(4e)-1,2,6-trihydroxyhex-4-en-1-yl]-6,14-dioxatricyclo[10.3.0.0⁴,⁸]pentadeca-1(12),4(8)-diene-5,7,13,15-tetrone
(1r,3s,4s,5e)-7-ethoxy-3-hydroxy-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione
(3ar,3bs,5ar,7s,9as,9br,11ar)-7-(acetyloxy)-1-hydroxy-3a-(methoxycarbonyl)-2,3b,6,6,11,11a-hexamethyl-3-oxo-4h,5h,5ah,7h,8h,9h,9bh-cyclopenta[a]phenanthrene-9a-carboxylic acid
(1r,3s,4r,5r)-5-(hepta-1,3,5-trien-1-yl)-4-methylcyclohexane-1,3-diol
6,8-dihydroxy-3-[(2s)-2-hydroxypropyl]-7-methylisochromen-1-one
3-[7-(hydroxymethyl)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-6-yl]prop-2-en-1-ol
(2r,4r,6r,7r,10r,11r,16r)-6-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-7,11-dimethyl-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadec-1(18)-ene-14,17-dione
4,7,8-trihydroxy-3-methyl-3,4-dihydro-2-benzopyran-1-one
(2r,10s,12r)-7,13-dihydroxy-10-(2-methylbut-3-en-2-yl)-21-oxo-1,3,14-triazapentacyclo[10.9.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-4,6,8,13,15,17,19-heptaene-3-carbaldehyde
C24H23N3O4 (417.16884780000004)
(9r,13r,17r,19r)-19-hydroxy-16-[(1r,4r,5r,7s)-4-hydroxy-4-methyl-3-oxo-2-oxabicyclo[3.2.1]octan-7-yl]-8,8,13,17-tetramethyl-7-oxatetracyclo[10.7.0.0³,⁹.0¹³,¹⁷]nonadeca-1(12),2,4-trien-6-one
16-(4-hydroxy-4-methylpent-2-en-1-yl)-1,16,20-trimethyl-3-azapentacyclo[10.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]icosa-2(10),4,6,8-tetraen-17-ol
2,7-dihydroxy-2-methyl-4-(prop-1-en-1-yl)-1-benzofuran-3-one
(4s,5s,9s)-9-[(1r,2r)-1,2-dihydroxyhexyl]-4-hydroxy-5-[(1s)-1-hydroxyheptyl]-1,3-dioxo-4h,5h,8h,9h,10h-cyclonona[c]furan-6,7-dicarboxylic acid
4,17,19-trihydroxy-11-methyl-2,13-dioxo-12-oxa-6-thiatricyclo[13.4.0.0³,⁷]nonadeca-1(19),15,17-triene-4-carboxylic acid
5-benzyl-7,10-dihydroxy-2-oxa-3,6,17-triazatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-6,11,13,15-tetraen-4-one
C20H19N3O4 (365.13754940000007)
(7r,8s,8ar)-5-chloro-3-[(1e,3e,5s)-3,5-dimethylhepta-1,3-dien-1-yl]-7,8-dihydroxy-7-methyl-8,8a-dihydro-1h-isochromen-6-one
(2s)-2-{[hydroxy(2-hydroxyquinolin-4-yl)methylidene]amino}butanedioic acid
(4r,4as,7s,8as)-4,7-dihydroxy-4-(hydroxymethyl)-3,4a,8,8-tetramethyl-5,6,7,8a-tetrahydronaphthalen-1-one
(1s,2s,5s,7s,10r,11r,14s)-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁴.0¹⁷,²²]tetracosa-16(24),17,19,21-tetraene-10-carbaldehyde
C28H37NO3 (435.27732920000005)
tris(1-hydroxy-5-methoxy-3-methyl-6-{[7-(3-methylbut-2-en-1-yl)-1h-indol-3-yl]methyl}pyrazin-2-one)
C60H69N9O9 (1059.5217983999999)
(3s,10r,13s)-3-{[4-(2,3-dihydroxy-3-methylbutoxy)phenyl]methyl}-13-[(2s)-2-hydroxypentyl]-4,10-dimethyl-1-oxa-4-azacyclotridecane-2,5-dione
(2r,4s,4ar,5r,6r,8as)-5-[(3r,4z)-5-hydroxy-4-(oct-1-en-3-ylidene)-2-oxo-3h-pyrrole-3-carbonyl]-4-methyl-6-[(1e)-prop-1-en-1-yl]-1,2,3,4,4a,5,6,8a-octahydronaphthalene-2-carboxylic acid
C28H37NO5 (467.26715920000004)
(2r)-2-[(5s)-5-hydroxyhexyl]-3-methylidenebutanedioic acid
(1s,3s,7r,13s,14s,15r,16r)-13,14-dihydroxy-6-(1-hydroxypropan-2-yl)-3,15-dimethyl-12-oxatetracyclo[8.5.1.0³,⁷.0¹³,¹⁶]hexadeca-5,9-dien-11-one
7-hydroxy-7-methyl-8-oxo-3-(prop-1-en-1-yl)-5,6-dihydro-1h-isochromen-6-yl 4-hydroxy-2-methoxy-6-methylbenzoate
6-{[5,7-bis(3-methylbut-2-en-1-yl)-2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}piperazine-2,3,5-trione
5-acetyl-3,10,10,14,18-pentamethyl-20-methylidene-9,17,19-trioxahexacyclo[9.7.1.1³,¹⁵.0¹,¹⁵.0⁵,¹⁴.0⁶,¹¹]icos-6-ene-2,8,12,16-tetrone
(1s,4e,7s,9r)-6-hydroxy-9-(2-methylbut-3-en-2-yl)-4-{[5-(2-methylbut-3-en-2-yl)-1h-imidazol-4-yl]methylidene}-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one
(2r,3r,4r,5r)-4-hydroxy-2-(4-hydroxy-2-oxopyrimidin-1-yl)-5-(hydroxymethyl)oxolan-3-yl 4-hydroxy-2-methoxy-6-methylbenzoate
C18H20N2O9 (408.11687500000005)
3-(6-hydroxy-2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)propanoic acid
7a,9-dihydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-7,9,10,11,11b,12-hexahydro-6h-2,5-dioxatetraphen-1-one
3-[5-(1-hydroxy-2,4-dimethyldec-2-en-1-yl)-2-oxo-5h-furan-3-yl]prop-2-enoic acid
(3s)-9-hydroxy-3-(methoxycarbonyl)-2-methylidenenonanoic acid
(1r,9s,16r,19r)-8-acetyl-24-hydroxy-17-methyl-10-oxa-8,17,23-triazahexacyclo[12.6.2.2¹⁶,¹⁹.0¹,⁹.0²,⁷.0¹¹,²¹]tetracosa-2,4,6,11,13,21,23-heptaen-18-one
C23H21N3O4 (403.15319860000005)
methyl (1s,2s,10r,12r,13s,15s,18s,19s,20r,21r)-12-hydroxy-7,7,13,18,21-pentamethyl-5,17-dioxo-6,11,14,16-tetraoxaspiro[hexacyclo[16.3.1.0³,⁸.0¹⁰,²¹.0¹²,²⁰.0¹⁵,¹⁹]docosane-2,2'-oxirane]-3,8-diene-20-carboxylate
[(2z)-3-hydroxy-4-[(2e)-4-methyloct-2-enoyl]-5-oxofuran-2-ylidene]acetic acid
6-{6-[(2r,3s,4r)-3,4-dihydroxy-4-methyloxolan-2-yl]hexa-1,3,5-trien-1-yl}-4-methoxy-5-methylpyran-2-one
n-{10-hydroxy-2,16-dioxo-1,9,15-triazapentacyclo[17.6.1.0³,⁸.0¹¹,¹⁵.0²⁰,²⁵]hexacosa-3,5,7,9,19(26),20,22,24-octaen-17-yl}ethanimidic acid
6-(2-hydroxy-3-methoxy-5-oxofuran-2-yl)-1,3,6-trimethyl-7-oxabicyclo[2.2.1]heptan-2-one
(1s,3r,17s,19s)-3,26-dihydroxy-9,9,16,16-tetramethyl-8-oxa-14,23,25-triazaheptacyclo[17.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0¹⁹,²³]hexacosa-4(13),5,7(12),10,14,25-hexaen-24-one
C26H29N3O4 (447.21579540000005)
(1'r,2's,3s,6's,7'r,9'r,11'r,12's)-11'-hydroxy-2,2,2',9',12'-pentamethyl-15'-methylidenedispiro[oxane-3,5'-[13]oxatetracyclo[7.5.1.0¹,¹¹.0²,⁷]pentadecane-6',2''-oxirane]-6,10',14'-trione
(2e,4e)-5-[2-(hydroxymethyl)-6,8-dimethyl-5,6,7,8-tetrahydronaphthalen-1-yl]penta-2,4-dienoic acid
methyl 1,2,8-trihydroxy-6-methyl-9-oxo-3,4-dihydro-2h-xanthene-1-carboxylate
(2s,3r)-9'-methyl-3-phenyl-1',9',12'-triazaspiro[oxirane-2,10'-tetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadecane]-2',4',6',11',13',15',17'-heptaene-8',19'-dione
C24H17N3O3 (395.12698520000004)
13-methoxy-3,15-dimethyl-6-(6-methylhepta-3,5-dien-2-yl)-12-azatetracyclo[8.5.1.0³,⁷.0¹³,¹⁶]hexadeca-9,11-diene-11,15-diol
C26H39NO3 (413.29297840000004)
(5ar,7s,8ar,9as)-9'-methoxy-5',5',8,8-tetramethyl-5a-nitro-1,2,3,5,6,8a,9,9a-octahydro-4'-azaspiro[cyclopenta[f]indolizine-7,2'-tricyclo[6.3.1.0⁴,¹²]dodecane]-1'(11'),8'(12'),9'-triene-3',7'-dione
C26H33N3O5 (467.24200880000006)
(4as,8s,10s,10as,10br)-10-hydroxy-8-(hydroxymethyl)-4a,10b-dimethyl-8h,9h,10h,10ah-cyclohexa[f]chromen-1-one
(1s,5r,11r,14s)-14-hydroxy-5-methyl-4,15-dioxabicyclo[9.3.1]pentadec-9-en-3-one
10-hydroxy-16-isopropyl-1,5,9,13-tetramethyl-6-oxapentacyclo[10.7.0.0²,⁹.0⁵,⁷.0¹³,¹⁷]nonadec-17-en-8-one
(2r,3s)-3-[(1s,14s,15r)-11-hydroxy-4,12,14,15-tetramethyl-3,6-dioxo-8,16-dioxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-2(7),4,9(17),10,12-pentaen-5-yl]butan-2-yl formate
1-hydroxy-5-methoxy-3-methyl-6-{[7-(3-methylbuta-1,3-dien-1-yl)-1h-indol-3-yl]methyl}pyrazin-2-one
2-ethanimidoyl-1-hydroxy-5,5-dimethyl-10-(methylamino)-5ah,6h,11ah,11bh-naphtho[2,3-a]pyrrolizine-3,11-dione
(7s,8s,8as)-7-hydroxy-3-(2-hydroxypropyl)-7-methyl-6-oxo-8,8a-dihydro-1h-isochromen-8-yl 2,4-dihydroxy-6-methylbenzoate
1-[2,4-dihydroxy-6-(2-oxopropyl)phenyl]-11-hydroxy-2,4,6,8,10-pentamethyldodeca-6,8-diene-3,5-dione
(2e,4e)-5-[(1r,2s,3r,4r,4as,6r,8r,8as)-1,3,4-trihydroxy-2,6,8-trimethyl-octahydro-2h-naphthalen-1-yl]penta-2,4-dienoic acid
1-hydroxy-13,13-dimethoxy-6-methyl-1h,6h,7h,8h,9h,11ah,12h,14h,14ah-cyclopenta[f]oxacyclotridecan-4-one
2-hydroxy-6'-(2-methylprop-1-en-1-yl)-1',7'-diazaspiro[indole-3,5'-tricyclo[7.3.0.0³,⁷]dodecan]-3'-ene-2',8'-dione
(1r,4s,6r,7s,11r,12r,15s,16s,17s)-6,7,19-trihydroxy-10,14,15-trimethyl-17-(2-methylpropyl)-2-oxa-18-azatetracyclo[10.7.0.0¹,¹⁶.0⁴,¹¹]nonadeca-9,13,18-trien-3-one
C24H35NO5 (417.25151000000005)
4-benzyl-9-{3-[(5-benzyl-3,6-dihydroxy-2,5-dihydropyrazin-2-yl)methyl]indol-1-yl}-6-hydroxy-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one
methyl (6e,7r)-7-hydroxy-3,7-dimethyl-6-[(3s)-3-methyl-2-oxononylidene]cyclopenta[c]pyran-5-carboxylate
(1'r,2s,2'r,8'r,9s,9as,10's,11'r,12's,16's)-2,2',7',7',11',16'-hexamethyl-3,5'-dioxo-2,9a-dihydro-1h-6',15'-dioxaspiro[imidazo[1,2-a]indole-9,14'-tetracyclo[9.7.0.0²,⁸.0¹²,¹⁶]octadecan]-3'-en-10'-yl acetate
1,4',4',12',14'-pentamethyl-9',14'-diazaspiro[pyrrolidine-3,5'-tetracyclo[5.5.2.0¹,⁹.0³,⁷]tetradecane]-2,5,13'-trione
C20H29N3O3 (359.22088040000006)
(2r)-2,7-dihydroxy-2-methyl-4-[(1e)-prop-1-en-1-yl]-1-benzofuran-3-one
10a,10'a-dimethyl 1,1',5,5',8,8'-hexahydroxy-6,6'-dimethyl-9,9'-dioxo-5h,5'h,6h,6'h,7h,7'h-[4,4'-bixanthene]-10a,10'a-dicarboxylate
n-[(1z)-1,4-bis(3,4-dihydroxyphenyl)-3-oxobut-1-en-2-yl]carboximidic acid
(6ar,9r,9ar)-9-acetyl-5-bromo-3-[(1e,3e,5s)-3,5-dimethylhepta-1,3-dien-1-yl]-6a-methyl-9h,9ah-furo[2,3-h]isochromene-6,8-dione
6-hydroxy-2-(3-hydroxybut-1-en-1-yl)-7-(3-methylbut-2-en-1-yl)-3,4-dihydro-2h-1-benzopyran-5-carbaldehyde
(4s,10s,13s,16s,19s,22r)-10-[(2s)-butan-2-yl]-3,12,15,18,21,24-hexahydroxy-16-[(1r)-1-hydroxyethyl]-19-[(4-hydroxyphenyl)methyl]-13-methyl-22-(sec-butyl)-2,8,11,14,17,20,23-heptaazatricyclo[23.4.0.0⁴,⁸]nonacosa-1(29),2,11,14,17,20,23,25,27-nonaen-9-one
(2s)-2-{[(2s)-2-{[(2s,3s)-2-{[(2r,3r)-2-{[(2s)-1,3-dihydroxy-2-(6-hydroxy-4-methoxy-5-methyl-1-oxo-3h-isoindol-2-yl)propylidene]amino}-1,3-dihydroxybutylidene]amino}-1-hydroxy-3-methylpentylidene]amino}-1-hydroxyoctylidene]amino}-n-[(2s)-1-hydroxydodecan-2-yl]butanediimidic acid
1-[25-(3,3-dimethyloxiran-2-yl)-15-methyl-1,3,13,15-tetraazaheptacyclo[18.4.1.0²,⁶.0⁶,²².0⁷,¹².0¹⁴,²².0¹⁶,²¹]pentacosa-7,9,11,16,18,20-hexaen-3-yl]butan-1-one
(1s,2s,17s,19r)-26-hydroxy-2-methoxy-9,9,16,16-tetramethyl-8-oxa-14,23,25-triazaheptacyclo[17.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0¹⁹,²³]hexacosa-3(15),4,6,10,12,25-hexaen-24-one
C27H31N3O4 (461.23144460000003)
8-hydroxy-1-(hydroxymethyl)-3-methyl-2-[(3-methylbut-2-en-1-yl)oxy]xanthen-9-one
(8s)-3-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-4h,7h,8h-imidazo[4,5-d][1,3]diazepin-8-ol
16-methoxy-6,11,11-trimethyl-5,8,13-triazatetracyclo[10.7.0.0³,⁸.0¹⁴,¹⁹]nonadeca-1(12),2,9,14,16,18-hexaene-4,7-dione
(2r,3s,5e,9s)-5-(1-hydroxyethylidene)-8,8-dimethyl-7,16-diazapentacyclo[9.6.1.0²,⁹.0³,⁷.0¹⁵,¹⁸]octadeca-1(17),11(18),12,14-tetraene-4,6-dione
2-[2-(3-oxobutan-2-ylidene)hydrazin-1-yl]benzoic acid
2-methyl-5-(6-methyl-5,6-dihydro-4h-pyran-2-carbonyl)benzene-1,3-diol
(3r)-3,5,7-trihydroxy-4,6-dimethyl-3h-2-benzofuran-1-one
(1's,2r,3r,8'r,10's,11'r,14'r)-10',11',14'-trihydroxy-6,7-dimethoxy-6'-methyl-3,8'-bis(methylsulfanyl)-3h-2'-oxa-3',6'-diazaspiro[1-benzofuran-2,5'-tricyclo[8.4.0.0³,⁸]tetradecan]-12'-ene-4',7'-dione
9-[(3,3-dimethyloxiran-2-yl)(methoxy)methyl]-4,6-dihydroxy-12-methyl-3-(prop-1-en-2-yl)-3,4-dihydro-2h-1,10-dioxatetraphen-5-one
n-(6-{2-[(3s,8as)-1-hydroxy-4-oxo-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-3-yl]acetyl}-2,2-dimethylchromen-5-yl)-2,2-dimethylbut-3-enamide
6-(5,7-dimethyl-2-oxonona-3,5-dien-1-yl)-2,4-dihydroxy-3-methylbenzaldehyde
(5r)-5-[(1e,3e)-hexa-1,3-dien-1-yl]-2,5-dimethyl-4-oxofuran-3-carboxylic acid
2-hydroxy-6-(hydroxymethyl)-3,5-dimethylcyclohexa-2,5-diene-1,4-dione
[6,9-bis(acetyloxy)-5a,8,11a-trimethyl-1-oxo-3-phenyl-6,7,7a,9,10,11-hexahydro-2,5-dioxatetraphen-8-yl]methyl acetate
5-{6-[(acetyloxy)methyl]-2,8-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl}penta-2,4-dienoic acid
4,8-dimethyl-15-(4-methylpent-3-en-1-yl)spiro[bicyclo[9.3.1]pentadecane-12,2'-oxirane]-3,7-diene-15-carbaldehyde
1-[2,3-dihydroxy-6-(hydroxymethyl)-2-methyl-3,5,6,7,8,8a-hexahydro-1h-naphthalen-1-yl]-3-hydroxypropan-1-one
5-(1-aminoethylidene)-8,8-dimethyl-7,16-diazapentacyclo[9.6.1.0²,⁹.0³,⁷.0¹⁵,¹⁸]octadeca-1(17),11(18),12,14-tetraene-4,6-dione
(1'r,3'r,7's,8r,12'r)-9,12'-dihydroxy-4,4,4',4',12',14'-hexamethyl-9',14'-diazaspiro[[1,4]dioxepino[2,3-g]indole-8,5'-tetracyclo[5.5.2.0¹,⁹.0³,⁷]tetradecan]-13'-one
C28H35N3O5 (493.25765800000005)
4-hydroxy-5-methoxy-1,3,10-trimethyl-8,12-dioxatricyclo[7.2.1.0²,⁷]dodeca-2(7),3,5-trien-11-one
(3s)-3-(1h-indol-3-ylmethyl)-3,6-dihydropyrazine-2,5-diol
C13H13N3O2 (243.10077180000002)
(9s,12ar,15r,15as,16r,18as)-16-benzyl-18-hydroxy-9,14,15-trimethyl-5h,6h,7h,8h,9h,10h,12ah,15h,15ah,16h-oxacyclotetradeca[3,2-d]isoindol-2-one
C29H37NO3 (447.27732920000005)
(2r,3s)-7-hydroxy-3'-methoxy-3,5-dimethyl-3,4-dihydrospiro[1-benzopyran-2,2'-furan]-5'-one
(1s,2r,3r,15r,28r)-3,7,9,22,24,28-hexahydroxy-11,20-dimethyl-16-oxaheptacyclo[15.11.1.0²,¹⁵.0⁶,¹⁵.0⁸,¹³.0¹⁸,²³.0²⁵,²⁹]nonacosa-6,8,10,12,17(29),18,20,22,24-nonaene-5,14,26-trione
7,11-dihydroxy-17-(2-hydroxypropan-2-yl)-13-methyl-6-(3-methylbut-2-en-1-yl)-2,15-dioxatetracyclo[8.7.1.0³,⁸.0¹⁴,¹⁸]octadeca-3,5,7,10,12,14(18)-hexaen-9-one
5-hydroxy-2-methyl-2-(3-methyl-5-oxooxolan-2-yl)-3h-1-benzopyran-4-one
2,6-dihydroxy-5-(prop-1-en-1-yl)-1h,2h-pyrano[3,2-b]pyrrole-3,7-dione
(3s,6s)-3-{[5,7-bis(3-methylbut-2-en-1-yl)-2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methyl}-6-methyl-3,6-dihydropyrazine-2,5-diol
2-hydroxy-1-(hydroxymethyl)-7,8-dimethoxy-3-methylxanthen-9-one
7-hydroxy-8-methoxy-3-methyl-10-oxo-1h-pyrano[4,3-b]chromene-9-carboxylic acid
6-hydroxy-7-[(1z,3e)-5-hydroxy-2-methyldodeca-1,3-dien-1-yl]-1,6,7,7a-tetrahydroinden-5-one
6,8-dihydroxy-2,5b,9,9,11a-pentamethyl-2,3,5,5a,6,7,8,9a,10,11-decahydro-1,12-dioxatetraphen-4-one
(6r,7r)-6-hydroxy-7-methyl-8-oxo-3-(prop-1-en-1-yl)-5,6-dihydro-1h-isochromen-7-yl 3,4-dihydroxy-2-methoxy-6-methylbenzoate
(3s)-9-methoxy-3-(methoxycarbonyl)-2-methylidene-9-oxononanoic acid
2,6-dihydroxy-7-(3-methylbut-2-en-1-yl)-3,4-dihydro-2h-1-benzopyran-5-carbaldehyde
(6r,7r)-7-[(5-carboxy-1,5-dihydroxypentylidene)amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
21'-hydroxy-2',6',6',14',19'-pentamethyl-7',16',18'-trioxaspiro[oxirane-2,11'-pentacyclo[12.6.1.0²,¹².0⁵,¹⁰.0¹⁷,²¹]henicosane]-4',9'-diene-3',8',15',20'-tetrone
(3as,4s,5s,6ar)-4-(4-carboxybutyl)-2-hydroxy-3h,3ah,4h,6h,6ah-thieno[3,4-d]imidazol-5-ium-5-olate
4,12-bis[(2e)-but-2-en-2-yl]-6,14-dihydroxy-7,15-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaene-5-carboxylic acid
(4s,10s,13s,16s)-3,12,15,18,21-pentahydroxy-16-[(4-hydroxyphenyl)methyl]-10,13-dimethyl-2,8,11,14,17-pentaazatricyclo[17.4.0.0⁴,⁸]tricosa-1(23),2,11,14,17,19,21-heptaen-9-one
1,2,4-trimethyl (1s)-1-(dec-9-en-1-yl)-2-hydroxybutane-1,2,4-tricarboxylate
(3s,8as)-1-hydroxy-3-{[1-(3-methylbut-2-en-1-yl)indol-3-yl]methyl}-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one
methyl 8-(2,4-dihydroxy-6-methylbenzoyloxy)-7-hydroxy-7-methyl-6-oxo-8,8a-dihydro-1h-isochromene-3-carboxylate
(3r)-6-{[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-8-methoxy-3-{[(2r,6s)-6-methyloxan-2-yl]methyl}-3,4-dihydro-2-benzopyran-1-one
(3r,6s)-3-isopropyl-6-(2-methylpropyl)-3,6-dihydropyrazine-2,5-diol
C11H20N2O2 (212.15247000000002)
(10e)-9-methyl-10-(phenylmethylidene)-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,11,13,15,17-heptaene-8,19-dione
8-[2-(2-aminophenyl)-2-oxoethyl]-10a-hydroxy-3-(2-hydroxypropan-2-yl)-6a,7-dimethyl-2-oxo-3h,4ah,5h,6h,8h,9h,10h-naphtho[2,1-b]pyran-7-carboxylic acid
C27H35NO7 (485.24134000000004)
5-{10-[6-(methoxycarbonyl)pyridin-3-yl]decyl}pyridine-2-carboxylic acid
(1s,2s,4as,7s,10ar)-7-ethenyl-2-hydroxy-1,4a,7-trimethyl-1-({[(2r,3s,4r,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-2,3,4,5,6,8,10,10a-octahydrophenanthren-9-one
methyl (2r)-4-hydroxy-2-{[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]methyl}-5-oxo-3-phenylfuran-2-carboxylate
ethyl 4,11-dihydroxy-10,12-dimethyl-2,14-dioxo-9-oxatetracyclo[9.3.2.0¹,¹⁰.0³,⁸]hexadeca-3,5,7,12-tetraene-16-carboxylate
(3s,6r)-5-hydroxy-3-(1h-indol-3-ylmethyl)-1-methyl-6-(2-methylpropyl)-3,6-dihydropyrazin-2-one
(1r,3s,4r,7s,8e,11s,12r)-4-hydroxy-1,4-dimethyl-12-[(2s,3z)-6-methylhepta-3,5-dien-2-yl]-6-oxotricyclo[9.3.0.0³,⁷]tetradec-8-ene-8-carbaldehyde
6,9-dihydroxy-7-methyl-14-(3-methylbut-2-en-1-yl)-4-{[7-(3-methylbut-2-en-1-yl)-1h-indol-3-yl]methyl}-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10(15),11,13-tetraen-3-one
3-hydroxy-7-(hydroxymethyl)-4-(3-hydroxypropanoyl)-3-methyl-4,4a,5,6,7,8-hexahydronaphthalen-2-one
1,4-dihydroxy-3-[(2r,3r,5z)-3-methyl-5-[(2e,4e)-6-methylocta-2,4-dien-1-ylidene]oxan-2-yl]-5-phenylpyridin-2-one
C26H31NO4 (421.22529660000004)
4,6-dihydroxy-10-methyl-3-methylidene-2-oxaspiro[4.5]decane-1,7-dione
2-hydroxy-6-[hydroxy(2-hydroxy-4-methoxyphenyl)methylidene]-2,5-dimethylcyclohex-4-ene-1,3-dione
9b-hydroxy-6,6,9a-trimethyl-1-oxo-3h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-5-yl 4-hydroxybut-2-enoate
4-(2-hydroxypropan-2-yl)-1,6,6-trimethyl-4,5,7,7a-tetrahydro-1h-inden-2-one
(5as,6s,10ar)-10a-hydroxy-2-methyl-3-methylidene-1,4-dioxo-5ah,6h,10h-pyrazino[1,2-a]indol-6-yl acetate
5,5',6,6',7,7'-hexahydroxy-3-methoxy-4,8'-dimethyl-1'h,3h-spiro[2-benzofuran-1,3'-[2]benzopyran]-4'-one
1,11,12-trihydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-3h,3ah,4h,6ah,9h,10h,11h,12h-cycloundeca[d]isoindol-15-one
C24H35NO4 (401.25659500000006)
methyl (2r,4ar,4bs,10as,10bs,12ar)-6,10b-dihydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,8-tetraoxo-4ah,9h,10h,11h-phenanthro[1,2-c]pyran-2-carboxylate
9a-methyl-3-octanoyl-6-(prop-1-en-1-yl)furo[3,2-g]isochromene-2,9-dione
(7s,10r)-7-benzyl-6-hydroxy-4-isopropyl-10-(3-methyl-2-oxobutoxy)-15-oxa-2,5,8-triazatricyclo[8.5.0.0³,⁸]pentadeca-1,3,5,11,13-pentaen-9-one
C26H29N3O5 (463.21071040000004)
10,11-dihydroxy-3,9-dimethyl-1-oxaspiro[5.5]undec-8-ene-2,7-dione
12'-hydroxy-2,2,2',6',9',13'-hexamethyl-16'-methylidene-6,11',15'-trioxo-10',14'-dioxaspiro[pyran-3,5'-tetracyclo[7.6.1.0¹,¹².0²,⁷]hexadecan]-6'-en-8'-yl acetate
methyl 3-(7-hydroxy-8-methoxy-1-oxo-3,4-dihydro-2-benzopyran-3-yl)propanoate
(2r,3s,4r,5s,6r)-2-{[(1s,2s,4ar,4br,7r,9r,10ar)-7-ethenyl-2,9-dihydroxy-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2h-phenanthren-1-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol
(6ar)-9-acetyl-3-[(1e,3e,5s)-3,5-dimethylhepta-1,3-dien-1-yl]-6a-methyl-9h,9ah-furo[2,3-h]isochromene-6,8-dione
9-hydroxy-9-({[2-(hydroxymethyl)-3-(5-isopropyl-3-oxo-4,5,6,7-tetrahydro-1h-2-benzofuran-4-yl)prop-2-enoyl]oxy}methyl)-6-isopropyl-1-oxo-3,5a,6,7,8,9a-hexahydro-2-benzoxepine-4-carboxylic acid
(1's,3s,3's,7'r,12's)-1,4',4',12',14'-pentamethyl-9',14'-diazaspiro[pyrrolidine-3,5'-tetracyclo[5.5.2.0¹,⁹.0³,⁷]tetradecane]-2,5,13'-trione
C20H29N3O3 (359.22088040000006)
(2s)-2-[(2s)-2-[(1-hydroxyethylidene)amino]-n,4-dimethylpentanamido]-n-[(1e)-2-(1h-indol-3-yl)ethenyl]-3-phenylpropanimidic acid
C28H34N4O3 (474.26307740000004)
ethyl (3r,5r)-7-[(1s,2s,8s,8ar)-2-methyl-8-{[(2s)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate
methyl (2s,2's,3's,3ar,4s,4'as,5s,6's,8'as)-3',6'-dihydroxy-2',3a,4,5',5',7,8'a-heptamethyl-6-oxo-3',4,4',4'a,5,6',7',8'-octahydro-2'h,3h-spiro[1-benzofuran-2,1'-naphthalene]-5-carboxylate
4,6,7-trihydroxy-6',7-dimethyl-8-oxo-1,4,5,6-tetrahydrospiro[2-benzopyran-3,2'-oxan]-3'-yl acetate
(5s,10as,13s,13as,14s,16ar)-5,16-dihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[3,2-d]isoindol-2-one
C24H35NO4 (401.25659500000006)
(12r)-2,4,7-trihydroxy-8,12,13,13-tetramethyl-3,11-dioxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadeca-1,4,7,9(16),10(14)-pentaene-6,15-dione
(1s,3r,6s,9s,10s,11s,13e,17r,19s,20r)-17-hydroxy-3,6,19-trimethyl-9-(prop-1-en-2-yl)-16-oxapentacyclo[12.5.1.0³,¹¹.0⁶,¹⁰.0¹⁷,²⁰]icos-13-en-15-one
3,6-dihydroxy-1,7,7,8-tetramethyl-8h-acenaphthyleno[5,4-b]furan-4,5-dione
2-tert-butyl-6-[(3-tert-butyl-2-hydroxy-4-methylphenyl)methyl]-3-methylphenol
6-hydroxy-7-[1-(6-hydroxy-3,4,5-trimethyl-8-oxo-3,4-dihydro-2-benzopyran-7-yl)ethyl]-3,4,5-trimethyl-3,4-dihydro-2-benzopyran-8-one
methyl (2s,4as,4bs,5s,6as,10as,10bs,12as)-5-hydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,6,8-tetraoxo-hexahydro-4ah-phenanthro[1,2-c]pyran-2-carboxylate
n-[(3s,6s,9s,11r,15s,20r,21r,24r,25s,26s)-6-[(1s,2s)-1,2-dihydroxy-3-(4-hydroxyphenyl)propyl]-5,8,11,17,20,21,25-heptahydroxy-3,15-bis[(1r)-1-hydroxyethyl]-26-methyl-2,14-dioxo-23-oxa-1,4,7,13,16,22-hexaazatricyclo[22.3.0.0⁹,¹³]heptacosa-4,7,16-trien-18-yl]heptadecanimidic acid
6,9-dihydroxy-7-methyl-4-{[7-(3-methylbut-2-en-1-yl)-1h-indol-3-yl]methyl}-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one
C28H30N4O3 (470.23177899999996)
(12r,13s)-7-(1-hydroxy-2,3-dimethylbutyl)-6,13-dimethylpentacyclo[10.8.0.0²,⁹.0⁵,⁹.0¹³,¹⁸]icosa-1,19-diene-12,16,18-triol
9-hydroxy-12-methoxy-6,6,14-trimethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2(7),13(17),14-tetraen-8-one
10-(5,6-dihydroxy-4-methyl-2-oxocyclohex-3-en-1-yl)-4,8-dimethyldeca-4,8-dienoic acid
1-hydroxy-2-(4-hydroxy-3-methylbut-2-en-1-yl)-8-(hydroxymethyl)-6-methylxanthen-9-one
(3r)-n-{1-[(1-{[(1s)-1-{[1-({1-[(2-{[(2s)-1-(dimethylamino)propan-2-yl]-c-hydroxycarbonimidoyl}ethyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-c-hydroxycarbonimidoyl)-1-methylethyl]-c-hydroxycarbonimidoyl}-3-methylbutyl]-c-hydroxycarbonimidoyl}-3-methylbutyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-3-hydroxy-2-{[(2s)-1-hydroxy-2-({hydroxy[(2s,4s)-4-methyl-1-[(2e,4r)-4-methylhex-2-enoyl]pyrrolidin-2-yl]methylidene}amino)-4-methylpentylidene]amino}-4-methylpentanimidic acid
(3r,4s)-4,7,8-trihydroxy-3-methyl-3,4-dihydro-2-benzopyran-1-one
(1r,7s,9ar)-6-(hydroxymethyl)-7,9a-dimethyl-1,2,3,7,8,9-hexahydrobenzo[7]annulen-1-ol
(3z,8s,11e,16s)-8,16-bis(2-oxopropyl)-1,9-dioxacyclohexadeca-3,11-diene-2,5,10,13-tetrone
3-ethoxy-4-(hydroxymethyl)-7-methoxy-6-methyl-3h-2-benzofuran-1-one
(1r,3r,4r,5r,6r,7r,10r,13r)-7-chloro-6-hydroxy-10-methoxy-3,4,13-trimethyl-11,14-dioxatetracyclo[8.4.0.0¹,¹³.0³,⁸]tetradec-8-en-5-yl acetate
(3s,5as,6s,10ar)-10a-{[(3s,5as,6s,10ar)-6-(acetyloxy)-10a-hydroxy-3-(hydroxymethyl)-2-methyl-1,4-dioxo-5ah,6h,10h-pyrazino[1,2-a]indol-3-yl]disulfanyl}-3-(hydroxymethyl)-2-methyl-3-(methylsulfanyl)-1,4-dioxo-5ah,6h,10h-pyrazino[1,2-a]indol-6-yl acetate
C31H36N4O11S3 (736.1542625999999)
(2z)-2-(n-hydroxyimino)-3-(4-hydroxyphenyl)propanoic acid
(1r,6s)-3-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-ene-2,5-dione
(3s,4s,5r)-3-chloro-5-(hydroxymethyl)-4-(4-hydroxyphenoxy)-4,5-dihydro-3h-pyrrol-2-ol
1-(5,6-dimethylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-3,7-dione
3-{[4-(2-hydroxyethoxy)phenyl]methyl}-4,10-dimethyl-13-pentyl-1-oxa-4-azacyclotridecane-2,5-dione
C27H43NO5 (461.31410680000005)
(1r,3ar,5r,5ar,7s,9ar,9bs,11ar)-1-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-5a,7-dihydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,5h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-5-yl octadecanoate
15-hydroxy-11,18-dimethoxy-6,8,20-trioxapentacyclo[10.8.0.0²,⁹.0³,⁷.0¹⁴,¹⁹]icosa-1,4,9,11,14,16,18-heptaen-13-one
1-(3-hydroperoxy-3-methylbut-1-en-1-yl)-3',4'-dihydroxy-6-methoxy-6'-(2-methylprop-1-en-1-yl)-1',7'-diazaspiro[indole-3,5'-tricyclo[7.3.0.0³,⁷]dodecane]-2,2',8'-trione
C27H33N3O8 (527.2267538000001)
n-(1,1-dihydroxy-5-methylhexan-2-yl)-2-({2-[(1,3-dihydroxydodecylidene)amino]-1-hydroxy-3-(c-hydroxycarbonimidoyl)propylidene}amino)pentanediimidic acid
(1r,3s,4r,7r,8e,11s,12r)-12-[(2s,3z,5s)-5,6-dihydroxy-6-methylhept-3-en-2-yl]-4-hydroxy-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradec-8-ene-8-carbaldehyde
3-[(1-{[3-(2-imino-1,3-dihydroimidazol-4-yl)propyl]-c-hydroxycarbonimidoyl}-3-methylbutyl)-c-hydroxycarbonimidoyl]oxirane-2-carboxylic acid
(3s,4r)-6,8-dihydroxy-3,4,5-trimethyl-3,4-dihydro-2h-naphthalen-1-one
(3z,8as)-3-{[2,2-dimethyl-7-(2-methylbut-3-en-2-yl)-8h-chromeno[7,6-b]pyrrol-6-yl]methylidene}-1-hydroxy-6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one
C26H29N3O3 (431.22088040000006)
2-[(1-hydroxy-2,2-dimethylbut-3-en-1-ylidene)amino]benzoic acid
methyl (2s)-2-[(2r,3r,4s)-3-[(1e,3e,5e,7e,9e)-10-[(2r,5s,6s)-5-hydroxy-3,5,6-trimethyl-2,6-dihydropyran-2-yl]undeca-1,3,5,7,9-pentaen-1-yl]-3,4-dimethyl-5-oxooxolan-2-yl]propanoate
5,12,12-trimethyl-6-oxatetracyclo[6.5.0.0¹,⁵.0²,¹¹]tridecane-4,7-dione
(7s,8s,8as)-3-[(1e,3s,4s,5r)-3,4-dihydroxy-3,5-dimethylhept-1-en-1-yl]-7,8-dihydroxy-7-methyl-8,8a-dihydro-1h-isochromen-6-one
(2e,4e,6e,8r)-8-hydroxy-1-[(2r)-2-(hydroxymethyl)pyrrolidin-1-yl]-6-methyldodeca-2,4,6-trien-1-one
7,10-diisopropyl-4-(2-methylpropyl)-15,16-dithia-2,5,8,11,19-pentaazabicyclo[11.4.2]nonadeca-2,5,8,11,18-pentaene-3,6,9,12,18-pentol
C22H37N5O5S2 (515.2235992000001)
(7as,9s)-4,6,7a-trihydroxy-5-methoxy-1,8,8,9-tetramethyl-9h-phenaleno[1,2-b]furan-3,7-dione
4-{[3-hydroxy-4-(2-hydroxy-6-methylheptan-2-yl)phenyl]methyl}-2-(2-hydroxy-6-methylheptan-2-yl)-5-(hydroxymethyl)phenol
4-[(2s)-2-hydroxy-3-methoxy-3-methylbutyl]-3-(3-hydroxy-5-methylphenoxy)-5-methylphenol
4-methoxy-3-methyl-6-[(1e)-2-phenylethenyl]pyran-2-one
(3z,6s)-3-({7-[(2s)-2,3-dihydroxy-3-methylbutyl]-2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl}methylidene)-6-methyl-6h-pyrazine-2,5-diol
C24H31N3O4 (425.23144460000003)
methyl 2-(carbamoylformamido)-3-[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]prop-2-enoate
C19H21N3O4 (355.15319860000005)
1,22-dihydroxy-7,7-dimethyl-13-(2-methylbut-3-en-2-yl)-8-oxa-12,14,20-triazahexacyclo[11.10.0.0²,¹¹.0⁴,⁹.0¹⁴,²².0¹⁶,²⁰]tricosa-2,4(9),5,10-tetraene-15,21-dione
(2e,4e,6r)-n-[(1s,2s,3s,5s,9r)-1,7-dichloro-2,5-dihydroxy-9-methoxy-8-oxobicyclo[3.3.1]non-6-en-3-yl]-4,6-dimethyldodeca-2,4-dienimidic acid
C24H35Cl2NO5 (487.18921600000004)
4-{[(1r,2s,3s,4r)-4-(chloromethyl)-4-hydroxy-2-methoxy-3-[(2r,3r)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]cyclohexyl]oxy}-4-oxobutanoic acid
(2r,3r)-2-[(2s,4r,6e)-4,6-dimethyloct-6-en-2-yl]-6-oxo-2,3-dihydropyran-3-yl (2e,4e,6s)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate
3-[3-(1-hydroxyoctyl)-9a-methyl-2,9-dioxo-3h,3ah,4h,8h-furo[3,2-g]isochromen-6-yl]prop-2-enoic acid
methyl 4-hydroxy-2-{[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]methyl}-5-oxo-3-phenylfuran-2-carboxylate
(1s,9r)-5-(1h-indol-3-yl)-3,4,6-trimethoxy-8-oxa-10-azatetracyclo[7.7.0.0²,⁷.0¹¹,¹⁶]hexadeca-2(7),3,5,11,13,15-hexaen-1-ol
2,2',7',7',11',16'-hexamethyl-3,5'-dioxo-2,9a-dihydro-1h-6',15'-dioxaspiro[imidazo[1,2-a]indole-9,14'-tetracyclo[9.7.0.0²,⁸.0¹²,¹⁶]octadecan]-3'-en-10'-yl acetate
4,5,24,24-tetramethyl-25,26-dioxa-7-azaheptacyclo[21.2.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]hexacosa-6(14),8,10,12,18,20-hexaen-22-one
16-acetyl-6-hydroxy-9-(2-methylbut-3-en-2-yl)-4-(2-methylpropyl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one
C24H31N3O3 (409.23652960000004)
7-[2-(but-2-en-2-yl)-5-chloro-6-hydroxy-1a,6-dimethyl-octahydronaphtho[1,2-b]oxiren-3-yl]-4-methylhepta-4,6-dien-3-one
C24H35ClO3 (406.22745900000007)
3-{2-[5-acetyl-2-(5,7-dimethyl-2-oxonona-3,5-dien-1-yl)-4,5-dihydroxy-3-oxocyclopent-1-en-1-yl]-4,5-dihydroxyphenyl}-4-hydroxy-5-[(4-hydroxyphenyl)methylidene]furan-2-one
(4as,6s)-5-{2-[(6r)-2,6-dihydroxy-5,5,8a-trimethyl-octahydronaphthalen-1-yl]ethyl}-1,1,4a-trimethyl-octahydronaphthalene-2,6-diol
methyl 5-{8-[6-(methoxycarbonyl)pyridin-3-yl]octyl}pyridine-2-carboxylate
C22H28N2O4 (384.20489680000003)
(1's,5's,5ar,6s,6'r,7s,7'r,10'r,11's)-1,1,5',6',7,10'-hexamethyl-3,8'-dioxo-7,8,9,9a-tetrahydro-2',9',12',13'-tetraoxaspiro[2-benzoxepine-6,3'-tetracyclo[8.2.1.0¹,⁵.0⁷,¹¹]tridecane]-5a-carbaldehyde
(3s)-8-[(3r)-9,10-dihydroxy-7-methoxy-1-oxo-3-(2-oxopropyl)-3h,4h-naphtho[2,3-c]pyran-8-yl]-9,10-dihydroxy-7-methoxy-3-(2-oxopropyl)-3h,4h-naphtho[2,3-c]pyran-1-one
(2z,4e,6s)-n-[(1'r,2r,3'r,4r,5r,5's,6's,7's)-5,6'-dihydroxy-6'-(2-oxopropyl)-4',8'-dioxaspiro[oxolane-2,2'-tricyclo[5.1.0.0³,⁵]octan]-4-yl]-4,6-dimethyldodeca-2,4-dienimidic acid
(5s,6r)-3-[(1s,2s)-2-chloro-1-hydroxypropyl]-5-hydroxy-6-methyl-5,6-dihydropyran-2-one
2,4-dihydroxy-3,5-dimethyl-6-(3-oxobutan-2-yl)benzaldehyde
4,15-dihydroxy-6-(hydroxymethyl)-13-methoxy-9-oxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaene-2,10-dione
(1r,3s,4s,7r,8s,12s,13s)-3,4,7-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0¹,¹⁰.0³,⁸]heptadec-5-ene-11,16-dione
C21H24N2O9S2 (512.0923174000001)
5,7-dimethyl-1-({4-[(3-methylbut-2-en-1-yl)oxy]phenyl}methyl)-2,3-dithia-5,7-diazabicyclo[2.2.2]octane-6,8-dione
C18H22N2O3S2 (378.10717819999996)
[(5as,6s,7ar,8r,9s,11as,11bs,12r)-6-(acetyloxy)-9-[(acetyloxy)methyl]-12-hydroxy-5a,8,11a-trimethyl-1-oxo-3-(pyridin-3-yl)-6,7,7a,9,10,11,11b,12-octahydro-2,5-dioxatetraphen-8-yl]methyl acetate
(1s,4s,7r,10s,13s)-4,10-diisopropyl-7-(2-methylpropyl)-15,16-dithia-2,5,8,11,19-pentaazabicyclo[11.4.2]nonadeca-2,5,8,11,18-pentaene-3,6,9,12,18-pentol
C22H37N5O5S2 (515.2235992000001)
(1r,10s,13r,15r)-1-hydroxy-10-isopropyl-13-(4-oxoquinazolin-3-yl)-8,11-diazatetracyclo[6.6.1.0²,⁷.0¹¹,¹⁵]pentadeca-2,4,6-triene-9,12-dione
8-hydroxy-13-methoxy-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),8,10,12-tetraen-2-one
(2e,4e)-1-[(2s,6r,14r,22r,25s)-25-[(2r)-3,3-dimethyloxiran-2-yl]-1,3,13,15-tetraazaheptacyclo[18.4.1.0²,⁶.0⁶,²².0⁷,¹².0¹⁴,²².0¹⁶,²¹]pentacosa-7,9,11,16,18,20-hexaen-3-yl]hexa-2,4-dien-1-one
ethyl (2r)-4-hydroxy-2-[(3-hydroxy-2,2-dimethyl-3,4-dihydro-1-benzopyran-6-yl)methyl]-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate
2-chloro-1,3,8-trihydroxy-6-methyl-10h-anthracen-9-one
(3r,6s,9r,12s,15r,18r)-3-(1h-indol-3-ylmethyl)-9,15-diisopropyl-6,18-dimethyl-12-(1-phenylethyl)-1,4,7,10,13,16,19-heptaazacyclotricosa-1,4,7,10,13,16,19-heptaene-2,5,8,11,14,17,20-heptol
6-[2-(5-hydroxy-2,6,6-trimethyloxan-2-yl)ethenyl]-3-methoxy-4-(4-methoxyphenyl)-3h-quinoline-2,4,5-triol
C27H33NO7 (483.22569080000005)
5,6-dihydroxy-2,6-dimethyl-3-(2-oxopentyl)cyclohex-2-en-1-yl 2,4-dihydroxy-6-methylbenzoate
methyl (2e,3e,5e,9e)-11-{2,4-dihydroxy-4-methyl-6-oxa-3-azabicyclo[3.1.0]hex-2-en-1-yl}-2-ethylidene-4,10-dimethyl-11-oxoundeca-3,5,9-trienoate
C21H27NO6 (389.18382820000005)
(1r,2s,4s,5r,6s,8r,9s,10s,12r,15s,16r,17s,20s,25r,26s,28s,30r,32r)-2,13,25,28,30-pentahydroxy-4,17,18,22,32-pentamethyl-15-(2-methylpropyl)-7,27,35-trioxa-14-azaundecacyclo[28.6.1.0¹,³³.0²,²⁸.0⁵,²⁹.0⁵,³².0⁶,¹⁰.0⁸,²⁹.0⁹,²⁶.0¹²,¹⁶.0¹²,²⁰]heptatriaconta-13,18,21,33-tetraene-3,11,31,37-tetrone
methyl (3r,5r,7r,8s)-3,11-dihydroxy-7,8,10-trimethyl-2,6-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),9,11-triene-3-carboxylate
methyl (1s,2s,3r,8r,11s)-3-(acetyloxy)-2,7,7,11,14,17-hexamethyl-5,15-dioxo-6,12-dioxatetracyclo[9.9.0.0²,⁸.0¹³,¹⁹]icosa-13,16,18-triene-16-carboxylate
methyl (2r)-2-{[3-(2,3-dihydroxy-3-methylbutyl)-4-hydroxyphenyl]methyl}-4-hydroxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate
(7s)-5-chloro-3-[(1e,3e,5r)-3,5-dimethylhepta-1,3-dien-1-yl]-2-(2-hydroxyethyl)-7-methyl-6,8-dioxoisoquinolin-7-yl acetate
C23H28ClNO5 (433.1655908000001)
4-hydroxy-6-methoxy-5-methyl-3h-2-benzofuran-1-one
6-hydroxy-3-(hydroxymethyl)-2-methyl-3,10a-bis(methylsulfanyl)-5ah,6h,10h-pyrazino[1,2-a]indole-1,4-dione
C15H20N2O4S2 (356.08644400000003)
14,26-dihydroxy-2-methoxy-9,9,16,16-tetramethyl-8-oxa-14,23,25-triazaheptacyclo[17.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0¹⁹,²³]hexacosa-3(15),4,6,10,12,25-hexaen-24-one
4-{5-[(4-hydroxyphenyl)methyl]-1,2,4-triazol-1-yl}-3-methoxyphenol
7,11-dihydroxy-12,14,15-trimethyl-8,16-dioxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-9,11,13(17)-triene-10-carboxylic acid
methyl (6e,7s,7ar)-7-hydroxy-3,7-dimethyl-6-[(3s)-3-methyl-2-oxononylidene]-1h,7ah-cyclopenta[c]pyran-5-carboxylate
methyl (2r)-5-hydroxy-6-[(2r)-5-hydroxy-2-(methoxycarbonyl)-2-[(2s,3r)-3-methyl-5-oxooxolan-2-yl]-4-oxo-3h-1-benzopyran-8-yl]-2-[(2s,3r)-3-methyl-5-oxooxolan-2-yl]-4-oxo-3h-1-benzopyran-2-carboxylate
(3as)-6-hydroxy-1-(1h-indol-3-yl)-3ah,4h-naphtho[2,1-b]furan-2,5-dione
C20H13NO4 (331.08445380000006)
6,7-dihydroxy-3-(2-hydroxypropyl)-7-methyl-5,6-dihydro-1h-isochromen-8-one
(2s,7r)-4,6-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),3,9,12,14-pentaene
(2s)-2,5-dihydroxy-10-{5-hydroxy-6,8-dimethoxy-2-methyl-4-oxobenzo[g]chromen-7-yl}-6,8-dimethoxy-2-methyl-3h-naphtho[2,3-b]pyran-4-one
2,5-dimethoxy-4-{3-methoxy-4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-[1,1'-biphenyl]-3,4'-diol
8,16-bis(2-oxopropyl)-1,9-dioxacyclohexadeca-3,11-diene-2,5,10,13-tetrone
(1r,2s,17s,20r)-27-hydroxy-2-methoxy-9,9,16,16-tetramethyl-8-oxa-14,24,26-triazaheptacyclo[18.5.2.0¹,¹⁷.0³,¹⁵.0⁴,¹³.0⁷,¹².0²⁰,²⁴]heptacosa-3(15),4,6,10,12,26-hexaen-25-one
C28H33N3O4 (475.2470938000001)
(2e,4e)-5-[(1s,2s,4ar,6r,8r,8as)-6-hydroxy-2,6,8-trimethyl-2,4a,5,7,8,8a-hexahydro-1h-naphthalen-1-yl]penta-2,4-dienoic acid
8-[(4-hydroxy-5,6-dimethyl-2-oxopyran-3-yl)methyl]-4,4,7a,11b-tetramethyl-9-methylidene-decahydronaphtho[2,1-b]oxepin-3-yl 6-methylocta-2,4-dienoate
(2s,6'r)-3'-bromo-4-methyl-6'-(methylamino)-2'-azaspiro[furan-2,7'-tricyclo[6.3.1.0⁴,¹²]dodecane]-1'(11'),3',8'(12'),9'-tetraen-5-one
19-ethenyl-21,31,32,35-tetrahydroxy-11,13,15,17,19,26,28,29-octamethyl-8,30,33-trioxa-34-azanonacyclo[20.11.2.1³,⁷.1⁹,¹⁶.0¹,²³.0¹⁰,¹⁵.0²⁴,³².0²⁷,³¹.0²⁰,³⁶]heptatriaconta-3(37),4,6,17,21,26,34-heptaen-25-one
(4r,8s)-18-hydroxy-15-(3-hydroxy-3-methylbutyl)-2-methoxy-7,9,13-trioxapentacyclo[10.8.0.0³,¹⁰.0⁴,⁸.0¹⁴,¹⁹]icosa-1,3(10),5,11,14,16,18-heptaen-20-one
(2e)-3-{2-methyl-3-[(1e)-1-[3,6,8-trimethyl-7-oxo-2-(2-oxopropyl)-5,6,8,8a-tetrahydro-1h-naphthalen-1-yl]prop-1-en-2-yl]oxiran-2-yl}prop-2-enoic acid
(4s,6s)-6,9,11-trihydroxy-4-methyl-4,5,6,7-tetrahydro-1h-3-benzoxecine-2,8-dione
methyl (2's,4s,4'as,4'bs,5s,5's,6'as,10'as,10'bs,12'as)-5'-hydroxy-2',4,4'b,5,7',7',10'a,12'a-octamethyl-12'-methylidene-1',4',6'-trioxo-hexahydro-4'ah-spiro[1,3-dioxolane-2,8'-phenanthro[1,2-c]pyran]-2'-carboxylate
3,11-dihydroxy-5-methoxy-11-methyl-12,16-dioxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2(7),3,5,8,13-hexaen-15-one
(2s,4'as,5'r,6'r,8'ar)-6'-hydroxy-2',8'a-dimethyl-6'-(prop-1-en-2-yl)-6-(pyridin-3-yl)-4',4'a,7',8'-tetrahydro-3h-dispiro[furo[3,2-c]pyran-2,1'-naphthalene-5',3''-oxane]-4,6''-dione
C30H33NO6 (503.23077580000006)
(2s,3s)-3-{[(1s,2s)-1-{[3-(2-imino-1,3-dihydroimidazol-4-yl)propyl]-c-hydroxycarbonimidoyl}-2-methylbutyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid
12-hydroxy-8-(2-hydroxypropan-2-yl)-6-methoxy-2,3,23,23,25,25-hexamethyl-7,24-dioxa-31-azaoctacyclo[15.14.0.0²,¹⁵.0³,¹².0⁶,¹¹.0¹⁸,³⁰.0²⁰,²⁸.0²²,²⁷]hentriaconta-1(17),10,18,20(28),22(27),29-hexaen-9-one
(3r,8ar)-1-hydroxy-3-isopropyl-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one
3-{[5-(2-chloro-3-hydroxy-3-methylbutyl)-2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-5-hydroxy-6-methyl-1,6-dihydropyrazin-2-one
C24H30ClN3O3 (443.1975580000001)
(2r,9s,9ar)-9-hydroxy-9-{[(1s,4s)-3-hydroxy-1-isopropyl-6-oxo-1h,4h-pyrazino[2,1-b]quinazolin-4-yl]methyl}-2-methyl-1h,2h,9ah-imidazo[1,2-a]indol-3-one
C26H27N5O4 (473.20629420000006)
(1s,14r)-4,9,19-trihydroxy-11,17-dimethyl-3,7,15,21-tetraoxo-6,22-dioxaheptacyclo[12.9.1.1¹,¹⁶.1⁴,⁸.0²,¹³.0¹²,²⁶.0²⁰,²⁵]hexacosa-2(13),8(26),9,11,16,18,20(25)-heptaen-24-yl acetate
(1s,2r,5s,8r,9r,11s,14r,15s,24s,26s,27s)-14,15,32,32-tetramethyl-23-methylidene-9-(prop-1-en-2-yl)-10,31-dioxa-17-azanonacyclo[24.4.2.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁶,³⁰.0¹⁸,²⁹.0²¹,²⁸.0²⁴,²⁷]dotriaconta-6,16(30),18,20,28-pentaene-5,8-diol
(2e)-2-(2-hydroxyethylidene)-5-oxofuran-3-carbaldehyde
2-(hepta-1,5-dien-1-yl)-3,6-dihydroxy-5-(3-methylbut-2-en-1-yl)benzaldehyde
2,2-dimethyl-7-(2-methylbut-3-en-2-yl)-8h-chromeno[7,6-b]pyrrole-6-carbaldehyde
(1r,3r,4s,5z,7s)-7-ethoxy-3-hydroxy-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione
(5ar,6s,12r,12ar,13as)-5a,6-dihydroxy-9-methoxy-11-(3-methylbut-2-en-1-yl)-12-(2-methylprop-1-en-1-yl)-1h,2h,3h,6h,12h,12ah,13ah-indolizino[7,6-b]carbazole-5,13-dione
C28H34N2O5 (478.24675940000003)
(1r,5r,6r)-4-ethyl-5-hydroxy-1-[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]-7-oxabicyclo[4.1.0]hept-3-en-2-one
methyl 3-hydroxy-2-(2-hydroxy-6-methoxy-4-methylbenzoyl)-5-methoxybenzoate
10,12,14-trihydroxy-22-(2-hydroxypropyl)-1-oxacyclodocosa-3,5,7,15,17,19-hexaen-2-one
14-hydroxy-2,6,6,13,16,19-hexamethyl-7,15,17,20-tetraoxaspiro[heptacyclo[11.8.1.0¹,¹⁸.0²,¹¹.0⁵,¹⁰.0¹¹,¹⁶.0¹⁴,¹⁸]docosane-22,2'-oxirane]-4,9-diene-8,21-dione
methyl (2s,4as,10as,10br)-6-hydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,8-tetraoxo-2h,10bh,11h-phenanthro[1,2-c]pyran-4a-carboxylate
{6-[7-(acetyloxy)-1-hydroxy-3a,6,6,9a,11a-pentamethyl-2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-2,3-dihydroxy-2-methylheptyl}oxysulfonic acid
methyl 2-[(3-formyl-4-hydroxyphenyl)methyl]-4-hydroxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate
(2r,5s,6s,9r,13s,15r)-6-[(2r,3r,4e)-2,3-dihydroxyhex-4-en-2-yl]-15-hydroxy-5-methyltetracyclo[11.4.1.0²,¹⁰.0⁵,⁹]octadeca-1(17),10-dien-12-one
[(4s)-3,8-dihydroxy-6-methoxy-4,5-dimethyl-1-oxo-4h-2-benzopyran-3-yl]methyl 1,6,8-trihydroxy-3-methyl-9,10-dioxoanthracene-2-carboxylate
5-hydroxy-3-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-6-methylidene-1h-pyrazin-2-one
C19H19N3O2 (321.14771939999997)
6-dodecanoyl-3-methyl-11-(3-methylbutyl)-4,12-dioxatricyclo[7.4.0.0³,⁷]tridecane-2,5-dione
5,5,13-trimethyl-4-(3-oxobutanoyl)-4,13-diazatetracyclo[6.6.1.0²,⁶.0¹²,¹⁵]pentadeca-1,6,8,10,12(15)-pentaene-3,14-dione
methyl 14-acetyl-14-hydroxy-2,6,6,10,13-pentamethyl-16-methylidene-7,15-dioxotetracyclo[11.2.1.0²,¹¹.0⁵,¹⁰]hexadecane-1-carboxylate
(1r,8s,13r,14r,17r,26r)-12,13,25,26-tetrahydroxy-8,9,9-trimethyl-1,14-bis(methylsulfanyl)-7-oxa-3,16,18-triazaheptacyclo[14.10.0.0³,¹⁴.0⁴,¹².0⁶,¹⁰.0¹⁷,²⁵.0¹⁹,²⁴]hexacosa-6(10),19,21,23-tetraene-2,11,15-trione
(3z,6s)-3-{[6,7-bis(3-methylbut-2-en-1-yl)-2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-6-methyl-6h-pyrazine-2,5-diol
(1r,4s,7s,9r)-16-acetyl-6-hydroxy-4-isopropyl-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one
C23H29N3O3 (395.22088040000006)
2-methyl-4-(1,5,6-trihydroxy-4-methyl-2-oxocyclohex-3-en-1-yl)butanoic acid
5,7,13,15-tetrachloro-6,14-dihydroxy-4,12-dipropyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one
15-hydroxy-5-methyl-6-[2-methyl-3-(prop-1-en-1-yl)oxiran-2-yl]tetracyclo[11.4.1.0²,¹⁰.0⁵,⁹]octadeca-1(17),10-dien-12-one
(1'r,3's,7's,8r,12's)-4,4,4',4',12'-pentamethyl-9',14'-diazaspiro[[1,4]dioxepino[2,3-g]indole-8,5'-tetracyclo[5.5.2.0¹,⁹.0³,⁷]tetradecan]-13'-ene-9,13'-diol
C27H33N3O4 (463.2470938000001)
1-[2-(hydroxymethyl)pyrrolidin-1-yl]-2-methyldec-6-ene-1,3-dione
(1s,4r,7r,9s)-6-hydroxy-9-[(1s,4r,7r,9s)-6-hydroxy-4-isopropyl-3-oxo-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-9-yl]-4-(2-methylpropyl)-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-5,10,12,14-tetraen-3-one
C33H38N6O4 (582.2954387999999)