NCBI Taxonomy: 767018
Diaporthaceae (ncbi_taxid: 767018)
found 312 associated metabolites at family taxonomy rank level.
Ancestor: Diaporthales
Child Taxonomies: Diaporthe, Mazzantia, Pustulomyces, Diaporthella, Paradiaporthe, Stenocarpella, Ophiodiaporthe, Chiangraiomyces, Phaeocytostroma, Hyaliappendispora, environmental samples, Pseudophaeocytostroma, unclassified Diaporthaceae
Uridine
Uridine, also known as beta-uridine or 1-beta-D-ribofuranosylpyrimidine-2,4(1H,3H)-dione, is a member of the class of compounds known as pyrimidine nucleosides. Pyrimidine nucleosides are compounds comprising a pyrimidine base attached to a ribosyl or deoxyribosyl moiety. More specifically, uridine is a nucleoside consisting of uracil and D-ribose and a component of RNA. Uridine is soluble (in water) and a very weakly acidic compound (based on its pKa). Uridine can be synthesized from uracil. It is one of the five standard nucleosides which make up nucleic acids, the others being adenosine, thymidine, cytidine and guanosine. The five nucleosides are commonly abbreviated to their one-letter codes U, A, T, C and G respectively. Uridine is also a parent compound for other transformation products, including but not limited to, nikkomycin Z, 3-(enolpyruvyl)uridine 5-monophosphate, and 5-aminomethyl-2-thiouridine. Uridine can be found in most biofluids, including urine, breast milk, cerebrospinal fluid (CSF), and blood. Within the cell, uridine is primarily located in the mitochondria, in the nucleus and the lysosome. It can also be found in the extracellular space. As an essential nucleoside, uridine exists in all living species, ranging from bacteria to humans. In humans, uridine is involved in several metabolic disorders, some of which include dhydropyrimidinase deficiency, MNGIE (mitochondrial neurogastrointestinal encephalopathy), and beta-ureidopropionase deficiency. Moreover, uridine is found to be associated with Lesch-Nyhan syndrome, which is an inborn error of metabolism. Uridine is a nucleoside consisting of uracil and D-ribose and a component of RNA. Uridine plays a role in the glycolysis pathway of galactose. In humans there is no catabolic process to metabolize galactose. Therefore, galactose is converted to glucose and metabolized via the normal glucose metabolism pathways. More specifically, consumed galactose is converted into galactose 1-phosphate (Gal-1-P). This molecule is a substrate for the enzyme galactose-1-phosphate uridyl transferase which transfers a UDP molecule to the galactose molecule. The end result is UDP-galactose and glucose-1-phosphate. This process is continued to allow the proper glycolysis of galactose. Uridine is found in many foods (anything containing RNA) but is destroyed in the liver and gastrointestinal tract, and so no food, when consumed, has ever been reliably shown to elevate blood uridine levels. On the other hand, consumption of RNA-rich foods may lead to high levels of purines (adenine and guanosine) in blood. High levels of purines are known to increase uric acid production and may aggravate or lead to conditions such as gout. Uridine is a ribonucleoside composed of a molecule of uracil attached to a ribofuranose moiety via a beta-N(1)-glycosidic bond. It has a role as a human metabolite, a fundamental metabolite and a drug metabolite. It is functionally related to a uracil. Uridine is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Uridine is a Pyrimidine Analog. The chemical classification of uridine is Pyrimidines, and Analogs/Derivatives. Uridine is a natural product found in Ulva australis, Synechocystis, and other organisms with data available. Uridine is a nucleoside consisting of uracil and D-ribose and a component of RNA. Uridine has been studied as a rescue agent to reduce the toxicities associated with 5-fluorouracil (5-FU), thereby allowing the administration of higher doses of 5-FU in chemotherapy regimens. (NCI04) Uridine is a metabolite found in or produced by Saccharomyces cerevisiae. A ribonucleoside in which RIBOSE is linked to URACIL. Uridine is a molecule (known as a nucleoside) that is formed when uracil is attached to a ribose ring (also known as a ribofuranose) via a b-N1-glycosidic bond. ; Uridine is a molecule (known as a nucleoside) that is formed when uracil is attached to a ribose ring (also known as a ribofuranose) via a ?-N1-glycosidic bond. Uridine is found in many foods, some of which are celery leaves, canola, common hazelnut, and hickory nut. A ribonucleoside composed of a molecule of uracil attached to a ribofuranose moiety via a beta-N(1)-glycosidic bond. [Spectral] Uridine (exact mass = 244.06954) and Adenosine (exact mass = 267.09675) and Glutathione (exact mass = 307.08381) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. [Spectral] Uridine (exact mass = 244.06954) and Glutathione (exact mass = 307.08381) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. Uridine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=58-96-8 (retrieved 2024-06-29) (CAS RN: 58-96-8). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond.
Fumaric acid
Fumaric acid appears as a colorless crystalline solid. The primary hazard is the threat to the environment. Immediate steps should be taken to limit spread to the environment. Combustible, though may be difficult to ignite. Used to make paints and plastics, in food processing and preservation, and for other uses. Fumaric acid is a butenedioic acid in which the C=C double bond has E geometry. It is an intermediate metabolite in the citric acid cycle. It has a role as a food acidity regulator, a fundamental metabolite and a geroprotector. It is a conjugate acid of a fumarate(1-). Fumaric acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Fumaric acid is a precursor to L-malate in the Krebs tricarboxylic acid cycle. It is formed by the oxidation of succinate by succinate dehydrogenase. Fumarate is converted by fumarase to malate. A fumarate is a salt or ester of the organic compound fumaric acid, a dicarboxylic acid. Fumarate has recently been recognized as an oncometabolite. (A15199). As a food additive, fumaric acid is used to impart a tart taste to processed foods. It is also used as an antifungal agent in boxed foods such as cake mixes and flours, as well as tortillas. Fumaric acid is also added to bread to increase the porosity of the final baked product. It is used to impart a sour taste to sourdough and rye bread. In cake mixes, it is used to maintain a low pH and prevent clumping of the flours used in the mix. In fruit drinks, fumaric acid is used to maintain a low pH which, in turn, helps to stabilize flavor and color. Fumaric acid also prevents the growth of E. coli in beverages when used in combination with sodium benzoate. When added to wines, fumaric acid helps to prevent further fermentation and yet maintain low pH and eliminate traces of metallic elements. In this fashion, it helps to stabilize the taste of wine. Fumaric acid can also be added to dairy products, sports drinks, jams, jellies and candies. Fumaric acid helps to break down bonds between gluten proteins in wheat and helps to create a more pliable dough. Fumaric acid is used in paper sizing, printer toner, and polyester resin for making molded walls. Fumaric acid is a dicarboxylic acid. It is a precursor to L-malate in the Krebs tricarboxylic acid (TCA) cycle. It is formed by the oxidation of succinic acid by succinate dehydrogenase. Fumarate is converted by the enzyme fumarase to malate. Fumaric acid has recently been identified as an oncometabolite or an endogenous, cancer causing metabolite. High levels of this organic acid can be found in tumors or biofluids surrounding tumors. Its oncogenic action appears to due to its ability to inhibit prolyl hydroxylase-containing enzymes. In many tumours, oxygen availability becomes limited (hypoxia) very quickly due to rapid cell proliferation and limited blood vessel growth. The major regulator of the response to hypoxia is the HIF transcription factor (HIF-alpha). Under normal oxygen levels, protein levels of HIF-alpha are very low due to constant degradation, mediated by a series of post-translational modification events catalyzed by the prolyl hydroxylase domain-containing enzymes PHD1, 2 and 3, (also known as EglN2, 1 and 3) that hydroxylate HIF-alpha and lead to its degradation. All three of the PHD enzymes are inhibited by fumarate. Fumaric acid is found to be associated with fumarase deficiency, which is an inborn error of metabolism. It is also a metabolite of Aspergillus. Produced industrially by fermentation of Rhizopus nigricans, or manufactured by catalytic or thermal isomerisation of maleic anhydride or maleic acid. Used as an antioxidant, acidulant, leavening agent and flavouring agent in foods. Present in raw lean fish. Dietary supplement. Used in powdered products since fumaric acid is less hygroscopic than other acids. A precursor to L-malate in the Krebs tricarboxylic acid cycle. It is formed by the oxidation of succinate by succinate dehydrogenase (wikipedia). Fumaric acid is also found in garden tomato, papaya, wild celery, and star fruit. Fumaric acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=110-17-8 (retrieved 2024-07-01) (CAS RN: 110-17-8). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Fumaric acid, associated with fumarase deficiency, is identified as an oncometabolite or an endogenous, cancer causing metabolite. Fumaric acid, associated with fumarase deficiency, is identified as an oncometabolite or an endogenous, cancer causing metabolite.
Succinic acid
Succinic acid appears as white crystals or shiny white odorless crystalline powder. pH of 0.1 molar solution: 2.7. Very acid taste. (NTP, 1992) Succinic acid is an alpha,omega-dicarboxylic acid resulting from the formal oxidation of each of the terminal methyl groups of butane to the corresponding carboxy group. It is an intermediate metabolite in the citric acid cycle. It has a role as a nutraceutical, a radiation protective agent, an anti-ulcer drug, a micronutrient and a fundamental metabolite. It is an alpha,omega-dicarboxylic acid and a C4-dicarboxylic acid. It is a conjugate acid of a succinate(1-). A water-soluble, colorless crystal with an acid taste that is used as a chemical intermediate, in medicine, the manufacture of lacquers, and to make perfume esters. It is also used in foods as a sequestrant, buffer, and a neutralizing agent. (Hawleys Condensed Chemical Dictionary, 12th ed, p1099; McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed, p1851) Succinic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Succinic acid is a dicarboxylic acid. The anion, succinate, is a component of the citric acid cycle capable of donating electrons to the electron transfer chain. Succinic acid is created as a byproduct of the fermentation of sugar. It lends to fermented beverages such as wine and beer a common taste that is a combination of saltiness, bitterness and acidity. Succinate is commonly used as a chemical intermediate, in medicine, the manufacture of lacquers, and to make perfume esters. It is also used in foods as a sequestrant, buffer, and a neutralizing agent. Succinate plays a role in the citric acid cycle, an energy-yielding process and is metabolized by succinate dehydrogenase to fumarate. Succinate dehydrogenase (SDH) plays an important role in the mitochondria, being both part of the respiratory chain and the Krebs cycle. SDH with a covalently attached FAD prosthetic group, binds enzyme substrates (succinate and fumarate) and physiological regulators (oxaloacetate and ATP). Oxidizing succinate links SDH to the fast-cycling Krebs cycle portion where it participates in the breakdown of acetyl-CoA throughout the whole Krebs cycle. Succinate can readily be imported into the mitochondrial matrix by the n-butylmalonate- (or phenylsuccinate-) sensitive dicarboxylate carrier in exchange with inorganic phosphate or another organic acid, e.g. malate. (A3509) Mutations in the four genes encoding the subunits of succinate dehydrogenase are associated with a wide spectrum of clinical presentations (i.e.: Huntingtons disease. (A3510). Succinate also acts as an oncometabolite. Succinate inhibits 2-oxoglutarate-dependent histone and DNA demethylase enzymes, resulting in epigenetic silencing that affects neuroendocrine differentiation. A water-soluble, colorless crystal with an acid taste that is used as a chemical intermediate, in medicine, the manufacture of lacquers, and to make perfume esters. It is also used in foods as a sequestrant, buffer, and a neutralizing agent. (Hawleys Condensed Chemical Dictionary, 12th ed, p1099; McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed, p1851) Succinic acid (succinate) is a dicarboxylic acid. It is an important component of the citric acid or TCA cycle and is capable of donating electrons to the electron transfer chain. Succinate is found in all living organisms ranging from bacteria to plants to mammals. In eukaryotes, succinate is generated in the mitochondria via the tricarboxylic acid cycle (TCA). Succinate can readily be imported into the mitochondrial matrix by the n-butylmalonate- (or phenylsuccinate-) sensitive dicarboxylate carrier in exchange with inorganic phosphate or another organic acid, e. g. malate (PMID 16143825). Succinate can exit the mitochondrial matrix and function in the cytoplasm as well as the extracellular space. Succinate has multiple biological roles including roles as a metabolic intermediate and roles as a cell signalling molecule. Succinate can alter gene expression patterns, thereby modulating the epigenetic landscape or it can exhibit hormone-like signaling functions (PMID: 26971832). As such, succinate links cellular metabolism, especially ATP formation, to the regulation of cellular function. Succinate can be broken down or metabolized into fumarate by the enzyme succinate dehydrogenase (SDH), which is part of the electron transport chain involved in making ATP. Dysregulation of succinate synthesis, and therefore ATP synthesis, can happen in a number of genetic mitochondrial diseases, such as Leigh syndrome, and Melas syndrome. Succinate has been found to be associated with D-2-hydroxyglutaric aciduria, which is an inborn error of metabolism. Succinic acid has recently been identified as an oncometabolite or an endogenous, cancer causing metabolite. High levels of this organic acid can be found in tumors or biofluids surrounding tumors. Its oncogenic action appears to due to its ability to inhibit prolyl hydroxylase-containing enzymes. In many tumours, oxygen availability becomes limited (hypoxia) very quickly due to rapid cell proliferation and limited blood vessel growth. The major regulator of the response to hypoxia is the HIF transcription factor (HIF-alpha). Under normal oxygen levels, protein levels of HIF-alpha are very low due to constant degradation, mediated by a series of post-translational modification events catalyzed by the prolyl hydroxylase domain-containing enzymes PHD1, 2 and 3, (also known as EglN2, 1 and 3) that hydroxylate HIF-alpha and lead to its degradation. All three of the PHD enzymes are inhibited by succinate. In humans, urinary succinic acid is produced by Escherichia coli, Pseudomonas aeruginosa, Klebsiella pneumonia, Enterobacter, Acinetobacter, Proteus mirabilis, Citrobacter frundii, Enterococcus faecalis (PMID: 22292465). Succinic acid is also found in Actinobacillus, Anaerobiospirillum, Mannheimia, Corynebacterium and Basfia (PMID: 22292465; PMID: 18191255; PMID: 26360870). Succinic acid is widely distributed in higher plants and produced by microorganisms. It is found in cheeses and fresh meats. Succinic acid is a flavouring enhancer, pH control agent [DFC]. Succinic acid is also found in yellow wax bean, swamp cabbage, peanut, and abalone. An alpha,omega-dicarboxylic acid resulting from the formal oxidation of each of the terminal methyl groups of butane to the corresponding carboxy group. It is an intermediate metabolite in the citric acid cycle. COVID info from PDB, Protein Data Bank 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. KEIO_ID S004 Succinic acid is a potent and orally active anxiolytic agent. Succinic acid is an intermediate product of the tricarboxylic acid cycle. Succinic acid can be used as a precursor of many industrially important chemicals in food, chemical and pharmaceutical industries[1][2]. Succinic acid is a potent and orally active anxiolytic agent. Succinic acid is an intermediate product of the tricarboxylic acid cycle. Succinic acid can be used as a precursor of many industrially important chemicals in food, chemical and pharmaceutical industries[1][2].
Tyrosol
Tyrosol is a phenolic compound present in two of the traditional components of the Mediterranean diet: wine and virgin olive oil. The presence of tyrosol has been described in red and white wines. Tyrosol is also present in vermouth and beer. Tyrosol has been shown to be able to exert antioxidant activity in vitro studies. Oxidation of low-density lipoprotein (LDL) appears to occur predominantly in arterial intimae in microdomains sequestered from antioxidants of plasma. The antioxidant content of the LDL particle is critical for its protection. The ability of tyrosol to bind human LDL has been reported. The bioavailability of tyrosol in humans from virgin olive oil in its natural form has been demonstrated. Urinary tyrosol increases, reaching a peak at 0-4 h after virgin olive oil administration. Men and women show a different pattern of urinary excretion of tyrosol. Moreover, tyrosol is absorbed in a dose-dependent manner after sustained and moderate doses of virgin olive oil. Tyrosol from wine or virgin olive oil could exert beneficial effects on human health in vivo if its biological properties are confirmed (PMID 15134375). Tyrosol is a microbial metabolite found in Bifidobacterium, Escherichia and Lactobacillus (PMID:28393285). 2-(4-hydroxyphenyl)ethanol is a phenol substituted at position 4 by a 2-hydroxyethyl group. It has a role as an anti-arrhythmia drug, an antioxidant, a cardiovascular drug, a protective agent, a fungal metabolite, a geroprotector and a plant metabolite. It is functionally related to a 2-phenylethanol. 2-(4-Hydroxyphenyl)ethanol is a natural product found in Thalictrum petaloideum, Casearia sylvestris, and other organisms with data available. Tyrosol is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Sedum roseum root (part of); Rhodiola crenulata root (part of). D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents A phenol substituted at position 4 by a 2-hydroxyethyl group. D020011 - Protective Agents > D000975 - Antioxidants Tyrosol is a derivative of phenethyl alcohol. Tyrosol attenuates pro-inflammatory cytokines from cultured astrocytes and NF-κB activation. Anti-oxidative and anti-inflammatory effects[1]. Tyrosol is a derivative of phenethyl alcohol. Tyrosol attenuates pro-inflammatory cytokines from cultured astrocytes and NF-κB activation. Anti-oxidative and anti-inflammatory effects[1].
Ergosterol
Ergosterol is a phytosterol consisting of ergostane having double bonds at the 5,6-, 7,8- and 22,23-positions as well as a 3beta-hydroxy group. It has a role as a fungal metabolite and a Saccharomyces cerevisiae metabolite. It is a 3beta-sterol, an ergostanoid, a 3beta-hydroxy-Delta(5)-steroid and a member of phytosterols. A steroid of interest both because its biosynthesis in FUNGI is a target of ANTIFUNGAL AGENTS, notably AZOLES, and because when it is present in SKIN of animals, ULTRAVIOLET RAYS break a bond to result in ERGOCALCIFEROL. Ergosterol is a natural product found in Gladiolus italicus, Ramaria formosa, and other organisms with data available. ergosterol is a metabolite found in or produced by Saccharomyces cerevisiae. A steroid occurring in FUNGI. Irradiation with ULTRAVIOLET RAYS results in formation of ERGOCALCIFEROL (vitamin D2). See also: Reishi (part of). Ergosterol, also known as provitamin D2, belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, ergosterol is considered to be a sterol lipid molecule. Ergosterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Ergosterol is the biological precursor to vitamin D2. It is turned into viosterol by ultraviolet light, and is then converted into ergocalciferol, which is a form of vitamin D. Ergosterol is a component of fungal cell membranes, serving the same function that cholesterol serves in animal cells. Ergosterol is not found in mammalian cell membranes. A phytosterol consisting of ergostane having double bonds at the 5,6-, 7,8- and 22,23-positions as well as a 3beta-hydroxy group. Ergosterol. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=57-87-4 (retrieved 2024-07-12) (CAS RN: 57-87-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects. Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects.
Mesoridazine
Mesoridazine is only found in individuals that have used or taken this drug. It is a phenothiazine antipsychotic with effects similar to chlorpromazine. [PubChem]Based upon animal studies, mesoridazine, as with other phenothiazines, acts indirectly on reticular formation, whereby neuronal activity into reticular formation is reduced without affecting its intrinsic ability to activate the cerebral cortex. In addition, the phenothiazines exhibit at least part of their activities through depression of hypothalamic centers. Neurochemically, the phenothiazines are thought to exert their effects by a central adrenergic blocking action. N - Nervous system > N05 - Psycholeptics > N05A - Antipsychotics > N05AC - Phenothiazines with piperidine structure D002492 - Central Nervous System Depressants > D014149 - Tranquilizing Agents > D014150 - Antipsychotic Agents D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D014149 - Tranquilizing Agents D018377 - Neurotransmitter Agents > D015259 - Dopamine Agents > D018492 - Dopamine Antagonists D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants C78272 - Agent Affecting Nervous System > C66883 - Dopamine Antagonist C78272 - Agent Affecting Nervous System > C29710 - Antipsychotic Agent
Cinchonidine
Cinchonine is found in fruits. Cinchonine is an alkaloid from the leaves of Olea europaea Cinchonine is an alkaloidwith molecular formula C19H22N2O used in asymmetric synthesis in organic chemistry. It is a stereoisomer and pseudo-enantiomer of cinchonidine D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000981 - Antiprotozoal Agents [Raw Data] CB216_Cinchonine_pos_10eV_CB000075.txt [Raw Data] CB216_Cinchonine_pos_30eV_CB000075.txt [Raw Data] CB216_Cinchonine_pos_40eV_CB000075.txt [Raw Data] CB216_Cinchonine_pos_50eV_CB000075.txt [Raw Data] CB216_Cinchonine_pos_20eV_CB000075.txt Alkaloid from the leaves of Olea europaea Cinchonidine (α-Quinidine) is a cinchona alkaloid found in Cinchona officinalis and Gongronema latifolium. A building block used in asymmetric synthesis in organic chemistry. Weak inhibitor of serotonin transporter (SERT) with Kis of 330, 4.2, 36, 196, 15 μM for dSERT, hSERT, hSERT I172M, hSERT S438T, hSERT Y95F, respectively. Antimalarial activities[1]. Cinchonidine (α-Quinidine) is a cinchona alkaloid found in Cinchona officinalis and Gongronema latifolium. A building block used in asymmetric synthesis in organic chemistry. Weak inhibitor of serotonin transporter (SERT) with Kis of 330, 4.2, 36, 196, 15 μM for dSERT, hSERT, hSERT I172M, hSERT S438T, hSERT Y95F, respectively. Antimalarial activities[1]. Cinchonine is a natural compound present in Cinchona bark. Cinchonine activates endoplasmic reticulum stress-induced apoptosis in human liver cancer cells[1]. Cinchonine is a natural compound present in Cinchona bark. Cinchonine activates endoplasmic reticulum stress-induced apoptosis in human liver cancer cells[1].
Quinine
C20H24N2O2 (324.18376839999996)
Quinine is a cinchona alkaloid that is cinchonidine in which the hydrogen at the 6-position of the quinoline ring is substituted by methoxy. It has a role as an antimalarial, a muscle relaxant and a non-narcotic analgesic. It is a conjugate base of a quinine(1+). It derives from a hydride of an (8S)-cinchonan. An alkaloid derived from the bark of the cinchona tree. It is used as an antimalarial drug, and is the active ingredient in extracts of the cinchona that have been used for that purpose since before 1633. Quinine is also a mild antipyretic and analgesic and has been used in common cold preparations for that purpose. It was used commonly and as a bitter and flavoring agent, and is still useful for the treatment of babesiosis. Quinine is also useful in some muscular disorders, especially nocturnal leg cramps and myotonia congenita, because of its direct effects on muscle membrane and sodium channels. The mechanisms of its antimalarial effects are not well understood. Quinine is an Antimalarial. Quinine is a natural cinchona alkaloid that has been used for centuries in the prevention and therapy of malaria. Quinine is also used for idiopathic muscle cramps. Quinine therapy has been associated with rare instances of hypersensitivity reactions which can be accompanied by hepatitis and mild jaundice. Quinine is a natural product found in Cinchona calisaya, Cinchona officinalis, and other organisms with data available. Quinine is a quinidine alkaloid isolated from the bark of the cinchona tree. Quinine has many mechanisms of action, including reduction of oxygen intake and carbohydrate metabolism; disruption of DNA replication and transcription via DNA intercalation; and reduction of the excitability of muscle fibers via alteration of calcium distribution. This agent also inhibits the drug efflux pump P-glycoprotein which is overexpressed in multi-drug resistant tumors and may improve the efficacy of some antineoplastic agents. (NCI04) Quinine is an alkaloid derived from the bark of the cinchona tree. It is used as an antimalarial drug, and is the active ingredient in extracts of the cinchona that have been used for that purpose since before 1633. Quinine is also a mild antipyretic and analgesic and has been used in common cold preparations for that purpose. It was used commonly and as a bitter and flavoring agent, and is still useful for the treatment of babesiosis. Quinine is also useful in some muscular disorders, especially nocturnal leg cramps and myotonia congenita, because of its direct effects on muscle membrane and sodium channels. The mechanisms of its antimalarial effects are not well understood. An alkaloid derived from the bark of the cinchona tree. It is used as an antimalarial drug, and is the active ingredient in extracts of the cinchona that have been used for that purpose since before 1633. Quinine is also a mild antipyretic and analgesic and has been used in common cold preparations for that purpose. It was used commonly and as a bitter and flavoring agent, and is still useful for the treatment of babesiosis. Quinine is also useful in some muscular disorders, especially nocturnal leg cramps and myotonia congenita, because of its direct effects on muscle membrane and sodium channels. The mechanisms of its antimalarial effects are not well understood. See also: Quinine Sulfate (active moiety of); Quinine salicylate (active moiety of); Quinine arsenite (active moiety of) ... View More ... Quinine is an alkaloid derived from the bark of the cinchona tree. It is used as an antimalarial drug, and is the active ingredient in extracts of the cinchona that have been used for that purpose since before 1633. Quinine is also a mild antipyretic and analgesic and has been used in common cold preparations for that purpose. It was used commonly and as a bitter and flavoring agent, and is still useful for the treatment of babesiosis. Quinine is also useful in some muscular disorders, especially nocturnal leg cramps and myotonia congenita, because of its direct effects on muscle membrane and sodium channels. The mechanisms of its antimalarial effects are not well understood. [PubChem]. P - Antiparasitic products, insecticides and repellents > P01 - Antiprotozoals > P01B - Antimalarials > P01BC - Methanolquinolines A cinchona alkaloid that is cinchonidine in which the hydrogen at the 6-position of the quinoline ring is substituted by methoxy. D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000981 - Antiprotozoal Agents C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C277 - Antiprotozoal Agent D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D018373 - Peripheral Nervous System Agents > D009465 - Neuromuscular Agents D002491 - Central Nervous System Agents > D000700 - Analgesics It is used in tonics and bitter drinks [Raw Data] CB141_Quinine_pos_10eV_CB000051.txt [Raw Data] CB141_Quinine_pos_20eV_CB000051.txt [Raw Data] CB141_Quinine_pos_40eV_CB000051.txt [Raw Data] CB141_Quinine_pos_50eV_CB000051.txt [Raw Data] CB141_Quinine_pos_30eV_CB000051.txt Quinine is an alkaloid derived from the bark of the cinchona tree, acts as an anti-malaria agent. Quinine is a potassium channel inhibitor that inhibits WT mouse Slo3 (KCa5.1) channel currents evoked by voltage pulses to +100?mV with an IC50 of 169 μM[1][2]. Quinine is an alkaloid derived from the bark of the cinchona tree, acts as an anti-malaria agent. Quinine is a potassium channel inhibitor that inhibits WT mouse Slo3 (KCa5.1) channel currents evoked by voltage pulses to +100?mV with an IC50 of 169 μM[1][2].
2-Furoic acid
Furoic acid is a metabolite that appears in the urine of workers occupationally exposed to furfural and is a marker of exposure to this compound. Furfural is a heterocyclic aldehyde that is commonly used as a solvent in industry. It is readily absorbed into the body via the lungs and has significant skin absorption. Furfural is an irritant of the eyes, mucous membranes, and skin and is a central nervous system depressant. Furfural as a confirmed animal carcinogen with unknown relevance to humans (It has been suggested that is a substance that produces hepatic cirrhosis). Once in the body, furfural is metabolized rapidly via oxidation to the metabolite furoic acid, which is then conjugated with glycine and excreted in the urine in both free and conjugated forms. (PMID: 3751566, 4630229, 12587683). 2-Furoic acid is a biomarker for the consumption of beer. 2-Furancarboxylic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=88-14-2 (retrieved 2024-07-10) (CAS RN: 88-14-2). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). 2-Furoic acid (Furan-2-carboxylic acid) is an organic compound produced through furfural oxidation[1]. 2-Furoic acid exhibits hypolipidemic effet, lowers both serum cholesterol and serum triglyceride levels in rats[2]. 2-Furoic acid (Furan-2-carboxylic acid) is an organic compound produced through furfural oxidation[1]. 2-Furoic acid exhibits hypolipidemic effet, lowers both serum cholesterol and serum triglyceride levels in rats[2]. 2-Furoic acid (Furan-2-carboxylic acid) is an organic compound produced through furfural oxidation[1]. 2-Furoic acid exhibits hypolipidemic effet, lowers both serum cholesterol and serum triglyceride levels in rats[2].
ent-8(14),15-Pimaradiene
ent-8(14),15-Pimaradiene is found in fruits. ent-8(14),15-Pimaradiene is a constituent of Aralia racemosa (American spikenard). Constituent of Aralia racemosa (American spikenard). ent-8(14),15-Pimaradiene is found in fruits.
fusicocca-2,10(14)-diene
2,5-Furandicarboxylic acid
2,5-Furandicarboxylic acid is a normal urinary metabolite in humans. (PMID:14708889, 8087979, 2338430, 3711221). Dietary studies show that the furan derivatives or their precursors are of exogenous origin. They are originated from furan derivatives found in food prepared by strong heating. This may explain the absence of 2,5-furandicarboxylic acid in urine of breastfed children, and the absence of these acids in the urine of rats, pigs, cows, oxs, rabbits, and monkeys (PMID 4630229). 2,5-Furandicarboxylic acid is also a microbial metabolite, a product of the oxidation of hydroxymethylfurfural (HMF) by the enzyme furfural/HMF oxidoreductase which is found in the bacterium Cupriavidus basilensis. Cupriavidus basilensis is a gram-negative soil bacterium of the genus Cupriavidus and the family Burkholderiaceae. 2,5-Furandicarboxylic acid increases with the level of fructose consumed (PMID:20194784). 2,5-Furandicarboxylic acid is a normal urinary metabolite in humans. (PMIDs 14708889, 8087979, 2338430, 3711221) 2,5-Furandicarboxylic acid, detected in human urine, is an important renewable biotechnological building block because it serves as an environmentally friendly substitute for terephthalic acid in the production of polyesters[1].
Quinidine
C20H24N2O2 (324.18376839999996)
Crystals or white powder. (NTP, 1992) Quinidine is a cinchona alkaloid consisting of cinchonine with the hydrogen at the 6-position of the quinoline ring substituted by methoxy. It has a role as an alpha-adrenergic antagonist, an antimalarial, an anti-arrhythmia drug, a sodium channel blocker, a muscarinic antagonist, a potassium channel blocker, a P450 inhibitor, an EC 1.14.13.181 (13-deoxydaunorubicin hydroxylase) inhibitor, an EC 3.6.3.44 (xenobiotic-transporting ATPase) inhibitor and a drug allergen. It derives from a hydride of a cinchonan. Quinidine is a D-isomer of [quinine] present in the bark of the Cinchona tree and similar plant species. This alkaloid was first described in 1848 and has a long history as an antiarrhythmic medication. Quinidine is considered the first antiarrhythmic drug (class Ia) and is moderately efficacious in the acute conversion of atrial fibrillation to normal sinus rhythm. It prolongs cellular action potential by blocking sodium and potassium currents. A phenomenon known as “quinidine syncope” was first described in the 1950s, characterized by syncopal attacks and ventricular fibrillation in patients treated with this drug. Due to its side effects and increased risk of mortality, the use of quinidine was reduced over the next few decades. However, it continues to be used in the treatment of Brugada syndrome, short QT syndrome and idiopathic ventricular fibrillation. Quinidine is an Antiarrhythmic and Cytochrome P450 2D6 Inhibitor. The mechanism of action of quinidine is as a Cytochrome P450 2D6 Inhibitor. Quinidine is a natural cinchona alkaloid which has potent antiarrhythmic activity and has been used for decades in the treatment of atrial and ventricular arrhythmias. Quinidine has been associated with fever, mild jaundice and clinically apparent liver injury in up to 2\\\\% of treated patients. Quinidex is a natural product found in Cinchona calisaya, Aspidosperma excelsum, and other organisms with data available. Quinidine is an alkaloid extracted from the bark of the Cinchona tree with class 1A antiarrhythmic and antimalarial effects. Quinidine stabilizes the neuronal membrane by binding to and inhibiting voltage-gated sodium channels, thereby inhibiting the sodium influx required for the initiation and conduction of impulses resulting in an increase of the threshold for excitation and decreased depolarization during phase 0 of the action potential. In addition, the effective refractory period (ERP), action potential duration (APD), and ERP/APD ratios are increased, resulting in decreased conduction velocity of nerve impulses. Quinidine exerts its antimalarial activity by acting primarily as an intra-erythrocytic schizonticide through association with the heme polymer (hemazoin) in the acidic food vacuole of the parasite thereby preventing further polymerization by heme polymerase enzyme. This results in accumulation of toxic heme and death of the parasite. An optical isomer of quinine, extracted from the bark of the CHINCHONA tree and similar plant species. This alkaloid dampens the excitability of cardiac and skeletal muscles by blocking sodium and potassium currents across cellular membranes. It prolongs cellular ACTION POTENTIALS, and decreases automaticity. Quinidine also blocks muscarinic and alpha-adrenergic neurotransmission. See also: Quinidine Gluconate (active moiety of); Quinidine Sulfate (active moiety of); Quinidine polygalacturonate (is active moiety of). An optical isomer of quinine, extracted from the bark of the Cinchona tree and similar plant species. This alkaloid dampens the excitability of cardiac and skeletal muscles by blocking sodium and potassium currents across cellular membranes. It prolongs cellular action potential, and decreases automaticity. Quinidine also blocks muscarinic and alpha-adrenergic neurotransmission. [PubChem] C - Cardiovascular system > C01 - Cardiac therapy > C01B - Antiarrhythmics, class i and iii > C01BA - Antiarrhythmics, class ia A cinchona alkaloid consisting of cinchonine with the hydrogen at the 6-position of the quinoline ring substituted by methoxy. D004791 - Enzyme Inhibitors > D065607 - Cytochrome P-450 Enzyme Inhibitors > D065690 - Cytochrome P-450 CYP2D6 Inhibitors D002317 - Cardiovascular Agents > D026941 - Sodium Channel Blockers > D061567 - Voltage-Gated Sodium Channel Blockers D018377 - Neurotransmitter Agents > D018678 - Cholinergic Agents > D018680 - Cholinergic Antagonists D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents > D018674 - Adrenergic Antagonists D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000981 - Antiprotozoal Agents C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C277 - Antiprotozoal Agent COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents D049990 - Membrane Transport Modulators C93038 - Cation Channel Blocker Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS [Raw Data] CBA33_Quinidine_pos_50eV_1-1_01_1622.txt [Raw Data] CBA33_Quinidine_pos_30eV_1-1_01_1620.txt [Raw Data] CBA33_Quinidine_pos_40eV_1-1_01_1621.txt [Raw Data] CBA33_Quinidine_pos_20eV_1-1_01_1619.txt [Raw Data] CBA33_Quinidine_pos_10eV_1-1_01_1616.txt Quinidine (15\\% dihydroquinidine) is an antiarrhythmic agent. Quinidine is a potent, orally active, selective cytochrome P450db inhibitor. Quinidine is also a K+ channel blocker with an IC50 of 19.9 μM, and can induce apoptosis. Quinidine can be used for malaria research[1][2][3][4]. Quinidine (15\% dihydroquinidine) is an antiarrhythmic agent. Quinidine is a potent, orally active, selective cytochrome P450db inhibitor. Quinidine is also a K+ channel blocker with an IC50 of 19.9 μM, and can induce apoptosis. Quinidine can be used for malaria research[1][2][3][4].
Cinchonidine
Cinchonidine is 8-epi-Cinchonan in which a hydrogen at position 9 is substituted by hydroxy (R configuration). A diasteroisomer of cinchonine, it occurs in the bark of most varieties of Cinchona shrubs, and is frequently used for directing chirality in asymmetric synthesis. It has a role as a metabolite. It is a cinchona alkaloid and an (8xi)-cinchonan-9-ol. It derives from a hydride of an (8S)-cinchonan. Cinchonidine is a natural product found in Cinchona calisaya, Cinchona officinalis, and other organisms with data available. 8-epi-Cinchonan in which a hydrogen at position 9 is substituted by hydroxy (R configuration). A diasteroisomer of cinchonine, it occurs in the bark of most varieties of Cinchona shrubs, and is frequently used for directing chirality in asymmetric synthesis. D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000981 - Antiprotozoal Agents C78272 - Agent Affecting Nervous System > C29747 - Adrenergic Agent > C87053 - Adrenergic Agonist C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C277 - Antiprotozoal Agent Origin: Plant; SubCategory_DNP: Alkaloids derived from anthranilic acid, Quinoline alkaloids Annotation level-1 [Raw Data] CBA34_Cinchonidine_pos_50eV_1-2_01_1626.txt [Raw Data] CBA34_Cinchonidine_pos_40eV_1-2_01_1625.txt [Raw Data] CBA34_Cinchonidine_pos_20eV_1-2_01_1623.txt [Raw Data] CBA34_Cinchonidine_pos_30eV_1-2_01_1624.txt [Raw Data] CBA34_Cinchonidine_pos_10eV_1-2_01_1617.txt Cinchonidine (α-Quinidine) is a cinchona alkaloid found in Cinchona officinalis and Gongronema latifolium. A building block used in asymmetric synthesis in organic chemistry. Weak inhibitor of serotonin transporter (SERT) with Kis of 330, 4.2, 36, 196, 15 μM for dSERT, hSERT, hSERT I172M, hSERT S438T, hSERT Y95F, respectively. Antimalarial activities[1]. Cinchonidine (α-Quinidine) is a cinchona alkaloid found in Cinchona officinalis and Gongronema latifolium. A building block used in asymmetric synthesis in organic chemistry. Weak inhibitor of serotonin transporter (SERT) with Kis of 330, 4.2, 36, 196, 15 μM for dSERT, hSERT, hSERT I172M, hSERT S438T, hSERT Y95F, respectively. Antimalarial activities[1]. Cinchonine is a natural compound present in Cinchona bark. Cinchonine activates endoplasmic reticulum stress-induced apoptosis in human liver cancer cells[1]. Cinchonine is a natural compound present in Cinchona bark. Cinchonine activates endoplasmic reticulum stress-induced apoptosis in human liver cancer cells[1].
Mevalonolactone
Mevalonolactone is a substance obtained by the dehydration of mevalonic acid and is rapidly converted back into mevalonic acid in water. Mevaolonic acid exists in equilibrium with mevalolactone, which is formed by internal condensation of mevalonic acids terminal alcohol and carboxylic acid functional groups. Mevalonic acid is a key intermediate in the biosynthesis of terpenes and steroids. Mevalonolactone is known ot inhibit HMG-CoA reductase activity. [HMDB] Mevalonolactone is a substance obtained by the dehydration of mevalonic acid and is rapidly converted back into mevalonic acid in water. Mevaolonic acid exists in equilibrium with mevalolactone, which is formed by internal condensation of mevalonic acids terminal alcohol and carboxylic acid functional groups. Mevalonic acid is a key intermediate in the biosynthesis of terpenes and steroids. Mevalonolactone is known ot inhibit HMG-CoA reductase activity. DL-Mevalonolactone ((±)-Mevalonolactone;Mevalolactone) is the δ-lactone form of mevalonic acid, a precursor in the mevalonate pathway. DL-Mevalonolactone (Mevalonolactone) decreases mitochondrial membrane potential (?Ψm), NAD(P)H content and the capacity to retain Ca2+ in the brain, besides inducing mitochondrial swelling[1][2].
Ergosterol peroxide
Ergosterol peroxide is found in fruits. Ergosterol peroxide is obtained from leaves of Ananas comosus (pineapple obtained from leaves of Ananas comosus (pineapple). Ergosterol peroxide is found in pineapple and fruits.
Cytochalasin Ppho
C30H41NO6 (511.29337260000005)
Cytochalasin Ppho is produced by Phomopsis sp Production by Phomopsis species
(R)-(6-Methoxy-4-quinolyl)-(5-vinylquinuclidin-2-yl)methanol
C20H24N2O2 (324.18376839999996)
Cytosporone B
Cytosporone B (Csn-B; Dothiorelone G) is a naturally occurring nuclear orphan receptor Nur77/NR4A1 agonist with an EC50 of 0.278 nM.
Mellein
Mellein, also known as (R)-mellein, is a member of the class of compounds known as 2-benzopyrans. 2-benzopyrans are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position. Mellein is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Mellein can be found in cocoa powder, which makes mellein a potential biomarker for the consumption of this food product. Mellein is a dihydroisocoumarin, a phenolic compound produced by Aspergillus ochraceus .
ent-Sandaracopimaradiene
Ent-sandaracopimaradiene, also known as (-)-8(14),15-isopimaradiene or (-)-isopimara-8(14),15-diene, is a member of the class of compounds known as diterpenoids. Diterpenoids are terpene compounds formed by four isoprene units. Thus, ent-sandaracopimaradiene is considered to be an isoprenoid lipid molecule. Ent-sandaracopimaradiene can be found in rice, which makes ent-sandaracopimaradiene a potential biomarker for the consumption of this food product.
Uridine
C26170 - Protective Agent > C2459 - Chemoprotective Agent > C2080 - Cytoprotective Agent COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond.
Mellein
D009676 - Noxae > D011042 - Poisons > D009793 - Ochratoxins D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins CONFIDENCE isolated standard
Dicerandrol A
A biaryl that is 5,5,7,7,9,9,10a,10a-octahydro-6H,6H-2,2-bixanthene substituted by acetoxy groups at C-5 and C-5, hydroxy groups at C-1, C-1, C-8 and C-8, hydroxymethyl groups at C-10a and C-10a, methyl groups at C-6 and C-6 and oxo groups at C-9 and C-9 respectively. A dimeric tetrahydroxanthone derivative isolated from Phomopsis longicolla, it exhibits antibacterial and cytotoxic activities.
Phomoxanthone B
A member of the class of xanthones that is a dimer isolated from Phomopsis. It exhibits cytotoxic, antimalarial and antitubercular activities.
Phomoxanthone A
A member of the class of xanthones that is a dimer isolated from Phomopsis. It exhibits cytotoxic, antimalarial and antitubercular activities.
Dicerandrol C
A biaryl that is 5,5,7,7,9,9,10a,10a-octahydro-6H,6H-2,2-bixanthene substituted by acetyloxy groups at C-5 and C-5, (acetyloxy)methyl group at C-10a and C-10a, hydroxy groups at C-1, C-1, C-8 and C-8, methyl groups at C-6 and C-6 and oxo groups at C-9 and C-9 respectively. A dimeric tetrahydroxanthone derivative isolated from Phomopsis longicolla, it exhibits antibacterial and cytotoxic activities.
Dicerandrol B
A biaryl that is 5,5,7,7,9,9,10a,10a-octahydro-6H,6H-2,2-bixanthene substituted by acetyloxy groups at C-5 and C-5, (acetyloxy)methyl group at C-10a, hydroxy groups at C-1, C-1, C-8 and C-8, hydroxymethyl group at C-10a, methyl groups at C-6 and C-6 and oxo groups at C-9 and C-9 respectively. A dimeric tetrahydroxanthone derivative isolated from Phomopsis longicolla, it exhibits antibacterial and cytotoxic activities.
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].
CYTOSPORONE B
Cytosporone B (Csn-B; Dothiorelone G) is a naturally occurring nuclear orphan receptor Nur77/NR4A1 agonist with an EC50 of 0.278 nM.
4-[5-(1-hydroxyethyl)furan-2-yl]-4-oxobutanoic acid
4-butoxy-6-(1-hydroxypentyl)-5,6-dihydro-2H-pyran-2-one
Cinchonine
Cinchonan in which a hydrogen at position 9 is substituted by hydroxy (S configuration). It occurs in the bark of most varieties of Cinchona shrubs, and is frequently used for directing chirality in asymmetric synthesis. D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000981 - Antiprotozoal Agents Origin: Plant; Formula(Parent): C19H22N2O; Bottle Name:Cinchonine; PRIME Parent Name:Cinchonine; PRIME in-house No.:V0325; SubCategory_DNP: Alkaloids derived from anthranilic acid, Quinoline alkaloids Annotation level-1 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.610 Acquisition and generation of the data is financially supported by the Max-Planck-Society IPB_RECORD: 2401; CONFIDENCE confident structure Cinchonine is a natural compound present in Cinchona bark. Cinchonine activates endoplasmic reticulum stress-induced apoptosis in human liver cancer cells[1]. Cinchonine is a natural compound present in Cinchona bark. Cinchonine activates endoplasmic reticulum stress-induced apoptosis in human liver cancer cells[1].
Ergosterol
Indicator of fungal contamination, especies in cereals. Occurs in yeast and fungi. The main fungal steroidand is also found in small amts. in higher plant prods., e.g. palm oil [DFC]. D018977 - Micronutrients > D014815 - Vitamins > D000072664 - Provitamins 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. Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects. Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects.
Quinine
C20H24N2O2 (324.18376839999996)
CONFIDENCE standard compound; INTERNAL_ID 270; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5966; ORIGINAL_PRECURSOR_SCAN_NO 5964 P - Antiparasitic products, insecticides and repellents > P01 - Antiprotozoals > P01B - Antimalarials > P01BC - Methanolquinolines D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000981 - Antiprotozoal Agents C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C277 - Antiprotozoal Agent D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D018373 - Peripheral Nervous System Agents > D009465 - Neuromuscular Agents D002491 - Central Nervous System Agents > D000700 - Analgesics CONFIDENCE standard compound; INTERNAL_ID 270; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5977; ORIGINAL_PRECURSOR_SCAN_NO 5975 CONFIDENCE standard compound; INTERNAL_ID 270; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5998; ORIGINAL_PRECURSOR_SCAN_NO 5996 CONFIDENCE standard compound; INTERNAL_ID 270; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5996; ORIGINAL_PRECURSOR_SCAN_NO 5994 CONFIDENCE standard compound; INTERNAL_ID 270; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 6003; ORIGINAL_PRECURSOR_SCAN_NO 6001 CONFIDENCE standard compound; INTERNAL_ID 270; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 6016; ORIGINAL_PRECURSOR_SCAN_NO 6013 Origin: Plant; SubCategory_DNP: Monoterpenoid indole alkaloids, Cinchona alkaloids, Indole alkaloids relative retention time with respect to 9-anthracene Carboxylic Acid is 0.728 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.722 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.721 Quinine is an alkaloid derived from the bark of the cinchona tree, acts as an anti-malaria agent. Quinine is a potassium channel inhibitor that inhibits WT mouse Slo3 (KCa5.1) channel currents evoked by voltage pulses to +100?mV with an IC50 of 169 μM[1][2]. Quinine is an alkaloid derived from the bark of the cinchona tree, acts as an anti-malaria agent. Quinine is a potassium channel inhibitor that inhibits WT mouse Slo3 (KCa5.1) channel currents evoked by voltage pulses to +100?mV with an IC50 of 169 μM[1][2].
Uridine
C26170 - Protective Agent > C2459 - Chemoprotective Agent > C2080 - Cytoprotective Agent COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; DRTQHJPVMGBUCF_STSL_0179_Uridine_8000fmol_180506_S2_LC02_MS02_83; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. relative retention time with respect to 9-anthracene Carboxylic Acid is 0.088 Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond.
Succinic acid
Succinic acid is a potent and orally active anxiolytic agent. Succinic acid is an intermediate product of the tricarboxylic acid cycle. Succinic acid can be used as a precursor of many industrially important chemicals in food, chemical and pharmaceutical industries[1][2]. Succinic acid is a potent and orally active anxiolytic agent. Succinic acid is an intermediate product of the tricarboxylic acid cycle. Succinic acid can be used as a precursor of many industrially important chemicals in food, chemical and pharmaceutical industries[1][2].
Fumaric Acid
Fumaric acid, associated with fumarase deficiency, is identified as an oncometabolite or an endogenous, cancer causing metabolite. Fumaric acid, associated with fumarase deficiency, is identified as an oncometabolite or an endogenous, cancer causing metabolite.
2,5-Furandicarboxylic acid
2,5-Furandicarboxylic acid, detected in human urine, is an important renewable biotechnological building block because it serves as an environmentally friendly substitute for terephthalic acid in the production of polyesters[1].
mesoridazine
N - Nervous system > N05 - Psycholeptics > N05A - Antipsychotics > N05AC - Phenothiazines with piperidine structure D002492 - Central Nervous System Depressants > D014149 - Tranquilizing Agents > D014150 - Antipsychotic Agents D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D014149 - Tranquilizing Agents D018377 - Neurotransmitter Agents > D015259 - Dopamine Agents > D018492 - Dopamine Antagonists D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants C78272 - Agent Affecting Nervous System > C66883 - Dopamine Antagonist C78272 - Agent Affecting Nervous System > C29710 - Antipsychotic Agent
Quinidine
C20H24N2O2 (324.18376839999996)
Annotation level-1 Quinidine (15\\% dihydroquinidine) is an antiarrhythmic agent. Quinidine is a potent, orally active, selective cytochrome P450db inhibitor. Quinidine is also a K+ channel blocker with an IC50 of 19.9 μM, and can induce apoptosis. Quinidine can be used for malaria research[1][2][3][4]. Quinidine (15\% dihydroquinidine) is an antiarrhythmic agent. Quinidine is a potent, orally active, selective cytochrome P450db inhibitor. Quinidine is also a K+ channel blocker with an IC50 of 19.9 μM, and can induce apoptosis. Quinidine can be used for malaria research[1][2][3][4].
ent-8(14),15-Pimaradiene
4-hydroxy-4-methyloxan-2-one
A member of the class of 2-pyranones that is tetrahydro-2H-pyran-2-one substituted by a methyl and hydroxy group at position 4.
Tyrosol
Tyrosol, also known as 4-hydroxyphenylethanol or 4-(2-hydroxyethyl)phenol, is a member of the class of compounds known as tyrosols. Tyrosols are organic aromatic compounds containing a phenethyl alcohol moiety that carries a hydroxyl group at the 4-position of the benzene group. Tyrosol is soluble (in water) and a very weakly acidic compound (based on its pKa). Tyrosol can be synthesized from 2-phenylethanol. Tyrosol is also a parent compound for other transformation products, including but not limited to, hydroxytyrosol, crosatoside B, and oleocanthal. Tyrosol is a mild, sweet, and floral tasting compound and can be found in a number of food items such as breadnut tree seed, sparkleberry, loquat, and savoy cabbage, which makes tyrosol a potential biomarker for the consumption of these food products. Tyrosol can be found primarily in feces and urine, as well as in human prostate tissue. Tyrosol exists in all eukaryotes, ranging from yeast to humans. Tyrosol present in wine is also shown to be cardioprotective. Samson et al. has shown that tyrosol-treated animals showed significant increase in the phosphorylation of Akt, eNOS and FOXO3a. In addition, tyrosol also induced the expression of longevity protein SIRT1 in the heart after myocardial infarction in a rat MI model. Hence tyrosols SIRT1, Akt and eNOS activating power adds another dimension to the wine research, because it adds a great link to the French paradox. In conclusion these findings suggest that tyrosol induces myocardial protection against ischemia related stress by inducing survival and longevity proteins that may be considered as anti-aging therapy for the heart . D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents D020011 - Protective Agents > D000975 - Antioxidants Tyrosol is a derivative of phenethyl alcohol. Tyrosol attenuates pro-inflammatory cytokines from cultured astrocytes and NF-κB activation. Anti-oxidative and anti-inflammatory effects[1]. Tyrosol is a derivative of phenethyl alcohol. Tyrosol attenuates pro-inflammatory cytokines from cultured astrocytes and NF-κB activation. Anti-oxidative and anti-inflammatory effects[1].
furoic acid
2-Furoic acid (Furan-2-carboxylic acid) is an organic compound produced through furfural oxidation[1]. 2-Furoic acid exhibits hypolipidemic effet, lowers both serum cholesterol and serum triglyceride levels in rats[2]. 2-Furoic acid (Furan-2-carboxylic acid) is an organic compound produced through furfural oxidation[1]. 2-Furoic acid exhibits hypolipidemic effet, lowers both serum cholesterol and serum triglyceride levels in rats[2]. 2-Furoic acid (Furan-2-carboxylic acid) is an organic compound produced through furfural oxidation[1]. 2-Furoic acid exhibits hypolipidemic effet, lowers both serum cholesterol and serum triglyceride levels in rats[2].
Chaetoglobosin L
A macrocycle isolated from Chaetomium globosum and has been shown to exhibit antifungal and cytotoxic activity.
1-(3-hydroxypropanoyl)-1,3,6,8-tetramethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-2-carboxylic acid
Furan-2,5-dicarboxylic acid
A member of the class of furans carrying two carboxy substituents at positions 2 and 5.
3-Nitropropanoic acid
A C-nitro compound that is propanoic acid in which one of the methyl hydrogens has been replaced by a nitro group.
17-ethyl-21-hydroxy-19-[1-(1h-indol-3-yl)ethyl]-7,9,16-trimethyl-15-oxa-20-azatetracyclo[11.8.0.0¹,¹⁸.0¹⁴,¹⁶]henicosa-3,7,11,20-tetraene-2,5,6-trione
C34H38N2O5 (554.2780577999999)
7,8-dihydroxy-10-methyl-7,8,9,10-tetrahydrooxecin-2-one
3-(3,5-dimethylhepta-1,3-dien-1-yl)-8-hydroxy-3,4-dihydro-2-benzopyran-1-one
6-[(3s)-3-hydroxybutan-2-yl]-4-methoxy-5-methylpyran-2-one
2-hydroxy-3,6,6,7b-tetramethyl-1h,2h,7h,7ah-cyclobuta[e]inden-4-one
[(1r,7ar)-1-[(1s)-1-[(2r,3s,4s)-3-hydroxy-4,5,5-trimethyloxolan-2-yl]ethyl]-7a-methyl-5-oxo-2,3,6,7-tetrahydro-1h-inden-4-yl]acetic acid
3-[3-(2-hydroxypropan-2-yl)-7-methyl-2,3-dihydro-1,4-benzodioxin-5-yl]-3-methoxy-4-(3-methylbut-2-en-1-yl)isoindole-1,7-diol
2-(2-hydroxyethyl)-6-(hydroxymethyl)-4-(3-methoxy-5-methylphenoxy)phenol
(4s)-8-hydroxy-5-(hydroxymethyl)-6-methoxy-4-methyl-3-methylidene-4h-2-benzopyran-1-one
(1r,2s,13r,14s,15r,16r,17s,28s)-8,10,14,23,25,28-hexahydroxy-6,21-dimethoxyoctacyclo[14.11.1.0²,¹¹.0²,¹⁵.0⁴,⁹.0¹³,¹⁷.0¹⁷,²⁶.0¹⁹,²⁴]octacosa-4,6,8,10,19,21,23,25-octaene-3,12,18,27-tetrone
methyl 4-hydroxy-6-(2-hydroxyethyl)-8-methoxy-9-oxoxanthene-3-carboxylate
(3s,3ar,5ar,7s,9as,9br)-3,3a-dihydroxy-7,9b-dimethyl-3h,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1-one
3-hydroxy-4-(hydroxymethyl)-7-methoxy-6-methyl-3h-2-benzofuran-1-one
methyl 3-{2-[(acetyloxy)methyl]-3-hydroxy-5-methylphenoxy}-4,6-dihydroxy-2,5-dimethylbenzoate
6-(3-hydroxybutan-2-yl)-4-methoxy-5-methylpyran-2-one
8-hydroxy-7,9b-dimethyl-3h,3ah,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1-one
2,6-dimethoxy-4-(5-methoxy-3,4-dimethyloxolan-2-yl)phenol
5,7-dihydroxy-1-(1-hydroxyethyl)naphtho[2,3-c]furan-4,9-dione
methyl 4,8-dihydroxy-6-(2-hydroxyethyl)-9-oxoxanthene-3-carboxylate
(4as,7r,8ar)-7-hydroxy-4-(hydroxymethyl)-3,4a,8,8-tetramethyl-5,6,7,8a-tetrahydro-1h-naphthalen-2-one
ethyl (2e,4e,8e)-13-hydroxytetradeca-2,4,8-trienoate
(2s,3s,4s,5s,6r)-2-{[(1e,3r,4s,8r,9r,10r,11s,14s)-4,9-dihydroxy-6-[(2s)-1-hydroxypropan-2-yl]-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-8-yl]oxy}-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxane-3,4,5-triol
(1s,13r,14s,19r)-10-hydroxy-1,14,18,18-tetramethyl-2,6-dioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9-triene-7,17-dione
(3s,3ar,4s,5r,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,5,6,12-tetrahydroxy-4,5,10,12-tetramethyl-3h,3ah,4h,6h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindol-15-yl acetate
C30H41NO6 (511.29337260000005)
(3as,5ar,7r,8r,9as,9br)-8-hydroxy-7,9b-dimethyl-3h,3ah,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1-one
{1-acetyl-1-hydroxy-9b-methyl-3h,3ah,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-7-yl}methyl acetate
7,8-dihydroxy-10-(1-hydroxypropyl)-7,8,9,10-tetrahydrooxecin-2-one
methyl 3-(2-formyl-3-hydroxy-5-methylphenoxy)-4,6-dihydroxy-2-methylbenzoate
(2r)-2,3-dihydroxypropyl 7-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-carboxylate
8,10,14,23,25,28-hexahydroxy-6,21-dimethoxyoctacyclo[14.11.1.0²,¹¹.0²,¹⁵.0⁴,⁹.0¹³,¹⁷.0¹⁷,²⁶.0¹⁹,²⁴]octacosa-4,6,8,10,19,21,23,25-octaene-3,12,18,27-tetrone
(3r,6r,7r)-3-[(3e)-1,2-dihydroxypent-3-en-1-yl]-6,7-dihydroxy-7-methyl-4,6-dihydro-3h-2-benzopyran-8-one
8-methoxy-2-methyl-5h-chromeno[4,3-b]pyridine-10-carboxylic acid
10-hydroxy-1,14,18,18-tetramethyl-2,6-dioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3,8,10-triene-7,17-dione
(6r,6ar,9s,9as)-9-acetyl-5-chloro-3-[(1e,3e,5s)-3,5-dimethylhepta-1,3-dien-1-yl]-6-methoxy-6a-methyl-6h,9h,9ah-furo[2,3-h]isochromen-8-one
C24H29ClO5 (432.17034140000004)
7-hydroxy-8-methoxy-2-methyl-5h-chromeno[4,3-b]pyridine-10-carboxylic acid
(1s,2s,4s)-4-isopropyl-1-methylcyclohexane-1,2,4-triol
methyl 4-hydroxy-5,8-dimethoxy-9-oxo-6-(1,3,4-trihydroxybutan-2-yl)xanthene-1-carboxylate
3,4,8-trihydroxy-6-methoxy-3,4-dihydro-2h-naphthalen-1-one
(1r,4s,9s,10s,13r)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane
(5r,5as,7s,9as,9br)-5-hydroxy-7,9b-dimethyl-3h,5h,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1-one
4-hydroxy-2-(hydroxymethyl)-8,10b-dimethyl-2h,4h,4ah,6ah,7h,8h,9h,10h,10ah-naphtho[2,1-c]pyran-1-one
(3r,4s)-8-hydroxy-4-methoxy-3-methyl-3,4-dihydro-2-benzopyran-1-one
4-methoxy-7-propyl-5h,7h,8h-pyrano[3,2-c]pyran-2-one
7-hydroxy-7,9b-dimethyl-3h,3ah,5ah,6h,8h,9h,9ah-naphtho[1,2-c]furan-1-one
(2r,3s,5r,6r,8r)-8-[(1e)-dec-1-en-1-yl]-4,9-dioxatricyclo[5.3.0.0³,⁵]dec-1(7)-ene-2,6-diol
(1s,6s,7r)-6,7-dihydroxy-1-[(1r)-1-hydroxybutyl]-3,5,6,7-tetrahydro-1h-2-benzofuran-4-one
4-{5-[(1r)-1-hydroxyethyl]furan-2-yl}-4-oxobutanoic acid
2-(3,7-dihydroxy-2,2,4,6-tetramethyl-1,3-dihydroinden-5-yl)ethyl acetate
(1s,2r,5r,6s)-5-(2-hydroxypropan-2-yl)-2-methyl-7-oxabicyclo[4.1.0]heptan-2-ol
3-(2-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}propyl)-8-hydroxy-6-methoxyisochromen-1-one
C20H26O10 (426.15258960000006)
2-(hydroxymethyl)-5-methoxy-7-(3-methyl-2-oxobut-3-en-1-yl)naphthalene-1-carbaldehyde
7,8-dihydroxy-4-methoxy-10-propyl-3,4,7,8,9,10-hexahydrooxecin-2-one
2,5-dihydroxy-6-methoxy-3-(7-methyl-3-methylideneoct-6-en-1-yn-1-yl)cyclohex-3-en-1-one
(3r)-6-chloro-5,8-dihydroxy-3-propyl-3,4-dihydro-2-benzopyran-1-one
1-[(2r,3s,5r,6r,8r)-2,6-dihydroxy-4,9-dioxatricyclo[5.3.0.0³,⁵]dec-1(7)-en-8-yl]decan-2-one
(2s,3s)-2-[(1r,6s,7r,8s)-8-methyl-9-oxabicyclo[4.2.1]nona-2,4-dien-7-yl]-6-oxo-2,3-dihydropyran-3-yl acetate
[(5s,5's,6s,6's,10as,10'as)-5,5'-bis(acetyloxy)-1,1',9,9'-tetrahydroxy-10'a-(hydroxymethyl)-6,6'-dimethyl-8,8'-dioxo-5h,5'h,6h,6'h,7h,7'h-[4,4'-bixanthen]-10a-yl]methyl acetate
7-(hydroxymethyl)-9b-methyl-3h,3ah,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1-one
(1r,4s,9s,10s,13s)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane
1-[(1s,2s,4ar,6r,8as)-1,2,6-trimethyl-4a,5,6,7,8,8a-hexahydro-2h-naphthalen-1-yl]-2,3-dihydroxypropan-1-one
(2s,3s)-2-[(1z)-4-hydroxy-3-oxopent-1-en-1-yl]-6-oxo-2,3-dihydropyran-3-yl (2e)-2-methylbut-2-enoate
{8-[5-(acetyloxy)-1,9-dihydroxy-10a-(hydroxymethyl)-6-methyl-8-oxo-6,7-dihydro-5h-xanthen-2-yl]-5-hydroxy-2-(3-methyl-5-oxooxolan-2-yl)-4-oxo-3h-1-benzopyran-2-yl}methyl acetate
4-hydroxy-3,5-dimethyl-6-(3-methylpent-1-en-1-yl)oxan-2-one
16-benzyl-5,7,14-trimethyl-13-methylidene-17-azatetracyclo[9.7.0.0¹,¹⁵.0³,¹⁰]octadeca-4,17-diene-2,9,12,18-tetrol
C28H37NO4 (451.27224420000005)
7,7a-dihydroxy-3,6,6,7b-tetramethyl-1h,2h,7h-cyclobuta[e]inden-4-one
7-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-carbaldehyde
3-benzyl-1,6,12-trihydroxy-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindol-15-yl acetate
4,5-dihydroxy-1-(5-oxo-2h-furan-2-yl)hex-2-en-1-yl 2-methylbut-2-enoate
(2s,3r)-5-hydroxy-2-(2-hydroxypropan-2-yl)-3-[(3s)-3-(2-hydroxypropan-2-yl)-7-methyl-2,3-dihydro-1,4-benzodioxin-5-yl]-2,3-dihydro-1h-indene-4-carbaldehyde
(4r)-3-[(1s)-1-hydroxybutyl]-2,4-dimethylcyclopent-2-en-1-one
(1r,4ar,6as,8r,10ar,10bs)-1-hydroxy-1-(hydroxymethyl)-8,10b-dimethyl-4h,4ah,6ah,7h,8h,9h,10h,10ah-naphtho[2,1-c]pyran-2-one
(1r)-6-(2-hydroxyethyl)-1-methoxy-2,2,5,7-tetramethyl-1,3-dihydroinden-4-ol
(3ar,5ar,7s,9as,9br)-3a-hydroxy-7,9b-dimethyl-3h,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1-one
[5'-(acetyloxy)-1,1',5,9,9'-pentahydroxy-10'a-(hydroxymethyl)-6,6'-dimethyl-8,8'-dioxo-5h,5'h,6h,6'h,7h,7'h-[2,2'-bixanthen]-10a-yl]methyl acetate
(3r,4r,5s,6r)-4-hydroxy-6-[(1e)-3-hydroxy-3-methylpent-1-en-1-yl]-3,5-dimethyloxan-2-one
(3s,3ar,6s,6ar,10s,12r,15r,15ar)-3-benzyl-1,6,12-trihydroxy-4,5,10,12-tetramethyl-3h,3ah,6h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindol-15-yl acetate
(3s,3ar,4s,5s,6s,6ar,10s,12r,15r,15as)-3-benzyl-4,5,10,12-tetramethyl-3h,3ah,5h,6h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindole-1,4,6,12,15-pentol
2-ethyl-1,6,7-trihydroxy-3-methoxy-6-methyl-7,8-dihydro-5h-anthracene-9,10-dione
(1s,4s,9s,10s,13s)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane
(4ar,4br,6ar,7r,10ar)-4a,6a-dimethyl-7-[(2r,5r)-4,5,6-trimethylhept-3-en-2-yl]-3h,4h,4bh,5h,6h,7h,8h,9h,11h-indeno[1,7a-a]naphthalene-2,10,12-trione
8-hydroxy-4-methoxy-7-propyl-5h,7h,8h-pyrano[3,2-c]pyran-2-one
17-ethyl-6,21-dihydroxy-19-[1-(1h-indol-3-yl)ethyl]-7,9,16-trimethyl-15-oxa-20-azatetracyclo[11.8.0.0¹,¹⁸.0¹⁴,¹⁶]henicosa-3,7,11,20-tetraene-2,5-dione
3,3'-bis[3-(2-hydroxypropan-2-yl)-7-methyl-2,3-dihydro-1,4-benzodioxin-5-yl]-4,4'-bis(3-methylbut-2-en-1-yl)-[1,1'-biisoindolylidene]-7,7'-diol
C50H54N2O8 (810.3879964000001)
(3s,3ar,4s,6as,10s,13r,14s,17ar)-4-ethyl-1,13,14-trihydroxy-3-[(1r)-1-(1h-indol-3-yl)ethyl]-5,10,12-trimethyl-3h,3ah,4h,6ah,9h,10h,13h,14h-cyclotrideca[d]isoindol-17-one
(3as,5ar,7r,8s,9as,9br)-8-hydroxy-7,9b-dimethyl-3h,3ah,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1-one
methyl 8-hydroxy-9-oxo-6-(2-oxopropyl)xanthene-1-carboxylate
(3s,3ar,4s,6ar,15r)-3-benzyl-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindole-1,6,12,15-tetrol
C28H37NO4 (451.27224420000005)
1-{1-methoxy-7,9b-dimethyl-3h,3ah,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1-yl}ethanone
5-[(2s)-1-hydroxypropan-2-yl]-3,8-dimethylnaphthalen-2-ol
(5as,7s,9as,9br)-7,9b-dimethyl-3h,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1,5-dione
(3r,4s)-3,4,8-trihydroxy-6-methoxy-3,4-dihydro-2h-naphthalen-1-one
(1r,2s,13r,14s,15r,16r,17s,28s)-7,10,14,23,25,28-hexahydroxy-5,21-dimethoxyoctacyclo[14.11.1.0²,¹¹.0²,¹⁵.0⁴,⁹.0¹³,¹⁷.0¹⁷,²⁶.0¹⁹,²⁴]octacosa-4,6,8,10,19,21,23,25-octaene-3,12,18,27-tetrone
(1r,2r,3s,7r,9r,10s,11r,12s,14s,15r,16s)-16-benzyl-5,7,14-trimethyl-13-methylidene-17-azatetracyclo[9.7.0.0¹,¹⁵.0³,¹⁰]octadeca-4,17-diene-2,9,12,18-tetrol
C28H37NO4 (451.27224420000005)
(1as,3r,4r,4ar,7s,8as)-7-chloro-3-hydroxy-3,4a,8,8-tetramethyl-hexahydronaphtho[1,8a-b]oxirene-4-carboxylic acid
4,6-dihydroxy-5-methoxy-2-(7-methyl-3-methylideneoct-6-en-1-yn-1-yl)cyclohex-2-en-1-one
2-[4,9,14-trihydroxy-14-(methoxymethyl)-3,10-dimethyl-8-[(3,4,5-trihydroxy-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxan-2-yl)oxy]tricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-6-yl]propyl acetate
2-[3-(2,3-dihydroxy-3-methylbutoxy)-2-hydroxy-5-methylbenzoyl]-6-hydroxy-3-(3-methylbut-2-en-1-yl)benzaldehyde
(2r)-7-hydroxy-2,6,8-trimethyl-2,3-dihydro-1-benzopyran-4-one
(1s,3z,6r,7z,9s,11z,13r,14s,16r,17s,18r,19s)-17-ethyl-6,21-dihydroxy-19-[(1r)-1-(1h-indol-3-yl)ethyl]-7,9,16-trimethyl-15-oxa-20-azatetracyclo[11.8.0.0¹,¹⁸.0¹⁴,¹⁶]henicosa-3,7,11,20-tetraene-2,5-dione
(2e,4e)-5-[(3r,6r,7r)-6,7-dihydroxy-7-methyl-8-oxo-4,6-dihydro-3h-2-benzopyran-3-yl]penta-2,4-dienoic acid
(3r)-3,4-dihydroxy-6-(2-hydroxyethyl)-2,2,5,7-tetramethyl-3h-inden-1-one
1,1',5,5',8,8',8a,8'a-octahydroxy-10a,10'a-bis(hydroxymethyl)-6,6'-dimethyl-5h,5'h,6h,6'h,7h,7'h,8h,8'h-[2,2'-bixanthene]-9,9'-dione
(2e)-2-[(e)-[(2e)-2-({[(2s)-1-[(3r,4s,7s,10s,11s)-14-chloro-3-ethyl-6,9,11,15-tetrahydroxy-3-methyl-10-(methylamino)-7-(prop-1-en-2-yl)-2-oxa-5,8-diazabicyclo[10.3.1]hexadeca-1(16),5,8,12,14-pentaene-4-carbonyl]-2,5-dihydropyrrol-2-yl](hydroxy)methylidene}amino)-1-hydroxy-3-methylpent-2-en-1-ylidene]amino]but-2-enedioic acid
C36H45ClN6O12 (788.2783840000001)
(5z,7s,8r,10r)-7,8-dihydroxy-10-propyl-3,4,7,8,9,10-hexahydrooxecin-2-one
3-[(2s)-2-{[(2r,3s,4r,5s,6r)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}propyl]-8-hydroxy-6-methoxyisochromen-1-one
C20H26O10 (426.15258960000006)
3-methoxy-6-(7-methyl-3-methylideneoct-6-en-1-yn-1-yl)cyclohex-5-ene-1,2,4-triol
(4as,7s,10as)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,5,6,8,9,10,10a-octahydro-2h-phenanthrene
methyl (1s,3r)-6-hydroxy-1,7-dimethoxy-3-methyl-10-oxo-1h,3h,4h-pyrano[4,3-b]chromene-9-carboxylate
2,6,11,11,14-pentamethyltetracyclo[7.6.0.0¹,⁵.0¹⁰,¹⁴]pentadec-5-ene
2-(6,7-dihydroxy-7-methyl-3-methylideneoct-1-yn-1-yl)benzene-1,4-diol
(1s,2r,4as,6r,8r,8as)-1-(3-hydroxypropanoyl)-1,3,6,8-tetramethyl-4a,5,6,7,8,8a-hexahydro-2h-naphthalene-2-carboxylic acid
1-[(1r,3ar,5as,7r,9ar,9bs)-1-methoxy-7,9b-dimethyl-3h,3ah,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1-yl]ethanone
(1s,4r,5s,16s,19s,23r)-19-hydroxy-4,5,24,24-tetramethyl-11-(3-methylbut-2-en-1-yl)-25,26-dioxa-7-azaheptacyclo[21.2.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]hexacosa-6(14),8,10,12,20-pentaen-22-one
C32H39NO4 (501.28789340000003)
(1s,3s,4s,4ar,9as)-1,4,8,9a-tetrahydroxy-4a-(hydroxymethyl)-3-methyl-2,3,4,10-tetrahydro-1h-anthracen-9-one
methyl 8-hydroxy-2-methyl-5h-chromeno[4,3-b]pyridine-10-carboxylate
(3z,5e,7s,8s,10r)-7,8-dihydroxy-10-(2-hydroxypropyl)-7,8,9,10-tetrahydrooxecin-2-one
(1s,4s,9s,10s,13r)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane
(2s,3s)-3-(2,4-dihydroxy-6-methylbenzoyloxy)-2-hydroxy-2-methylbutanoic acid
(3s)-3-hydroxy-4-(hydroxymethyl)-7-methoxy-6-methyl-3h-2-benzofuran-1-one
(2s)-2-[(2e)-but-2-en-2-yl]-3-methyl-8-phenyl-2h-pyrano[3,2-c]pyridin-5-ol
(5r,8r)-5-(1-hydroxypropan-2-yl)-3,8-dimethyl-5,6,7,8-tetrahydronaphthalen-2-ol
1-{4-[3-(hydroxymethyl)-5-methoxyphenoxy]-2-methoxy-6-methylphenyl}-3-methylbut-3-en-2-one
(3s,6r,7r)-6,10-dihydroxy-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(13),9,11-trien-8-one
6-chloro-5,8-dihydroxy-3-propyl-3,4-dihydro-2-benzopyran-1-one
(1s,2r,5r,6r,9r,10r,13s,15s)-5-[(2r,3e,5s)-5,6-dimethylhept-3-en-2-yl]-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.0¹,⁹.0²,⁶.0¹⁰,¹⁵]nonadec-18-en-13-ol
(2e,4e)-5-[(1s,2r,4ar,5s,8s,8as)-2-[(2e)-but-2-en-2-yl]-5-hydroxy-3,8-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]penta-2,4-dienoic acid
3-(2,4-dihydroxy-6-methylbenzoyloxy)-2-hydroxy-2-methylbutanoic acid
methyl 12-hydroxy-1,5-dimethyl-6-{1-[3-(3-methylbutan-2-yl)oxiran-2-yl]ethyl}-14-oxo-10-oxapentacyclo[11.3.1.0²,¹¹.0⁵,⁹.0⁹,¹¹]heptadec-15-ene-16-carboxylate
6-hydroxy-2-[3-(2-hydroxypropan-2-yl)-7-methyl-2,3-dihydro-1,4-benzodioxine-5-carbonyl]-3-(3-methylbut-2-en-1-yl)benzoic acid
20-hydroxy-9,14-dimethyl-2,6,12,17-tetraoxapentacyclo[11.7.0.0³,¹⁰.0⁴,⁷.0¹⁵,¹⁹]icosa-1(20),3(10),4(7),8,13,15(19)-hexaene-11,18-dione
(1s,3r,5r,9r,10r)-5-ethenyl-2,3,9,10-tetrahydroxy-5,11,11-trimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadec-6-en-8-one
(2s,3r,6s)-6-(hydroxymethyl)-3,4-dimethyl-9-phenyl-7-oxa-11-azatricyclo[6.4.0.0²,⁶]dodeca-1(12),4,8,10-tetraen-12-ol
C19H19NO3 (309.13648639999997)
1-{4-[3-hydroxy-5-(hydroxymethyl)phenoxy]-2-methoxy-6-methylphenyl}-3-methylbut-3-en-2-one
9-hydroxy-7-[(4-hydroxyphenyl)methyl]-2,4,5,16,18,20-hexamethyl-8-azapentacyclo[10.8.0.0²,¹⁰.0⁶,¹⁰.0¹³,¹⁸]icosa-3,6,8,19-tetraen-11-one
C32H39NO3 (485.29297840000004)
[(2s,3r)-2-[(2s)-5-hydroxy-2-(hydroxymethyl)-4-oxo-3h-1-benzopyran-2-yl]-5-oxooxolan-3-yl]methyl acetate
6-hydroxy-2-{2-hydroxy-5-methyl-3-[(3-methylbut-2-en-1-yl)oxy]benzoyl}-3-(3-methylbut-2-en-1-yl)benzaldehyde
2-[(3s)-3,7-dihydroxy-2,2,4,6-tetramethyl-1,3-dihydroinden-5-yl]ethyl acetate
(1r,7e,9s,11e,13r,14s,16r,17s,18r,19s)-17-ethyl-21-hydroxy-19-[(1r)-1-(1h-indol-3-yl)ethyl]-7,9,16-trimethyl-15-oxa-20-azatetracyclo[11.8.0.0¹,¹⁸.0¹⁴,¹⁶]henicosa-7,11,20-triene-2,5,6-trione
2-{[(2-methylbut-3-en-2-yl)oxy]methyl}-6-{[4,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-8-yl]oxy}oxane-3,4,5-triol
5-({8-methyl-9-oxabicyclo[4.2.1]nona-2,4-dien-7-yl}methylidene)furan-2-one
4-methoxy-7-(2-oxopropyl)-5h,7h,8h-pyrano[3,2-c]pyran-2-one
(2r,4as,7as,7br)-2-hydroxy-3,6,6,7b-tetramethyl-1h,2h,4ah,5h,7h,7ah-cyclobuta[e]inden-4-one
(2e,4s,5s)-4,5-dihydroxy-1-(5-oxooxolan-2-yl)hex-2-en-1-yl (2e)-2-methylbut-2-enoate
(2s)-5-hydroxy-2-[(s)-hydroxy[(3r)-5-oxooxolan-3-yl]methyl]-2-(hydroxymethyl)-3h-1-benzopyran-4-one
4,5-dihydroxy-7,9b-dimethyl-decahydronaphtho[1,2-c]furan-1-one
2-hydroxy-2-(hydroxymethyl)-8,10b-dimethyl-4h,4ah,6ah,7h,8h,9h,10h,10ah-naphtho[2,1-c]pyran-1-one
3-{[(2r)-1,2,3-trihydroxy-3-methylbutylidene]amino}prop-2-enoic acid
(2s)-2-[(3r,4s,8r,9r,10r,11s,14s)-8-{[(2s,3s,4r,5s,6s)-5-(acetyloxy)-3,4-dihydroxy-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxan-2-yl]oxy}-4,9-dihydroxy-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-6-yl]propyl acetate
3a-hydroxy-7-(hydroxymethyl)-9b-methyl-3h,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1-one
(6r,8s,11as,14s,14as,15s,17ar)-6,17-dihydroxy-15-[(4-hydroxyphenyl)methyl]-6,8,13,14-tetramethyl-8h,9h,11ah,14h,14ah,15h-1,3-dioxacyclotrideca[5,4-d]isoindole-2,7-dione
C28H33NO7 (495.22569080000005)
7-(2-hydroxypropyl)-4-methoxy-5h,7h,8h-pyrano[3,2-c]pyran-2-one
(3r)-3-[(3s)-3-(2-hydroxypropan-2-yl)-7-methyl-2,3-dihydro-1,4-benzodioxin-5-yl]-4-(3-methylbut-2-en-1-yl)-3h-isoindole-1,7-diol
C25H29NO5 (423.20456240000004)
(3s,3ar,6s,6ar,10s,12r,15r,15ar)-3-benzyl-6-hydroperoxy-1,12-dihydroxy-4,5,10,12-tetramethyl-3h,3ah,6h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindol-15-yl acetate
(3z,5e,7s,8r,10r)-7,8-dihydroxy-10-methyl-7,8,9,10-tetrahydrooxecin-2-one
(1as,3r,4r,4ar,8ar)-3-hydroxy-3,4a,8,8-tetramethyl-hexahydronaphtho[1,8a-b]oxirene-4-carboxylic acid
(1s,4s,9s,10s,13r,14r)-5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-ol
(2s,3r,6r,10r,11r)-10-propyl-4,9-dioxatricyclo[5.4.0.0³,⁵]undec-1(7)-ene-2,6,11-triol
6-hydroxy-2-{2-hydroxy-3-[(2-hydroxy-3-methylbut-3-en-1-yl)oxy]-5-methylbenzoyl}-3-(3-methylbut-2-en-1-yl)benzaldehyde
(2s)-2-[(3r,4s,8r,9r,10r,11s,14s)-4-(acetyloxy)-8-{[(2s,3s,4r,5s,6r)-5-(acetyloxy)-3,4-dihydroxy-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxan-2-yl]oxy}-9-hydroxy-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-6-yl]propyl acetate
2-({2-[({1-[14-chloro-10-(dimethylamino)-3-ethyl-6,9,11,15-tetrahydroxy-3-methyl-7-(prop-1-en-2-yl)-2-oxa-5,8-diazabicyclo[10.3.1]hexadeca-1(16),5,8,12,14-pentaene-4-carbonyl]-2,5-dihydropyrrol-2-yl}(hydroxy)methylidene)amino]-1-hydroxy-3-methylpent-2-en-1-ylidene}amino)but-2-enedioic acid
C37H47ClN6O12 (802.2940332000001)
methyl 4,5-dihydroxy-6-(2-hydroxyethyl)-8-methoxy-9-oxoxanthene-1-carboxylate
methyl 7-methoxy-4-oxo-3-[(1e)-3-oxobut-1-en-1-yl]chromene-5-carboxylate
8-hydroxy-3,5-dimethyl-3,4-dihydro-2-benzopyran-1-one
(2s)-2-[(1e,3r,4s,8r,9r,10r,11s,14s)-8-{[(2s,3r,4r,5r,6r)-4-(acetyloxy)-3,5-dihydroxy-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxan-2-yl]oxy}-4,9-dihydroxy-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-6-yl]propyl acetate
3-benzyl-1,12,15-trihydroxy-4,10,12-trimethyl-3h,3ah,4h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindole-5-carboxylic acid
C28H35NO5 (465.25151000000005)
7-hydroxy-3,6,6,7b-tetramethyl-1h,2h,7h,7ah-cyclobuta[e]inden-4-one
2-hydroxy-3,6,6,7b-tetramethyl-1h,2h,4ah,5h,7h,7ah-cyclobuta[e]inden-4-one
7,21-dihydroxy-19-[(4-methoxyphenyl)methyl]-7,9,16,17-tetramethyl-2,4,15-trioxa-20-azatetracyclo[11.8.0.0¹,¹⁸.0¹⁴,¹⁶]henicosa-5,11,20-triene-3,8-dione
methyl 4-[5-(1-hydroxyethyl)furan-2-yl]-4-oxobutanoate
(1s,3e,6r,7e,9s,11e,13r,14s,16r,17s,18r,19s)-17-ethyl-6,21-dihydroxy-19-[(1r)-1-(1h-indol-3-yl)ethyl]-7,9,16-trimethyl-15-oxa-20-azatetracyclo[11.8.0.0¹,¹⁸.0¹⁴,¹⁶]henicosa-3,7,11,20-tetraene-2,5-dione
4-(3-hydroxy-5-methylphenoxy)-2-(2-hydroxyethyl)-6-(hydroxymethyl)phenol
(2r,6s)-6-hydroxy-2-methyl-2,3,4,6,7,8-hexahydro-1-benzopyran-5-one
(5s,5's,6s,6's,8s,8's,8ar,8'ar,10as,10'as)-1,1',5,5',8,8',8a,8'a-octahydroxy-10a,10'a-bis(hydroxymethyl)-6,6'-dimethyl-5h,5'h,6h,6'h,7h,7'h,8h,8'h-[2,2'-bixanthene]-9,9'-dione
2-{[4,9-dihydroxy-14-(hydroxymethyl)-6-isopropyl-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-8-yl]oxy}-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxane-3,4,5-triol
(2r,3s,6r)-4-(hydroxymethyl)-3,6-dimethyl-9-phenyl-7-oxa-11-azatricyclo[6.4.0.0²,⁶]dodeca-1(12),4,8,10-tetraen-12-ol
C19H19NO3 (309.13648639999997)
[(5r,5'r,6r,6'r,10ar,10'ar)-5,5'-bis(acetyloxy)-10'a-[(acetyloxy)methyl]-1,1',9,9'-tetrahydroxy-6,6'-dimethyl-8,8'-dioxo-5h,5'h,6h,6'h,7h,7'h-[4,4'-bixanthen]-10a-yl]methyl acetate
4-(hydroxymethyl)-7-methoxy-6-methyl-3h-2-benzofuran-1-one
1-[3-(hydroxymethyl)-4-methoxy-6-oxopyran-2-yl]pentan-2-yl acetate
[(5r,5'r,6r,6'r,10ar,10'ar)-5,5'-bis(acetyloxy)-10'a-[(acetyloxy)methyl]-1,1',9,9'-tetrahydroxy-6,6'-dimethyl-8,8'-dioxo-5h,5'h,6h,6'h,7h,7'h-[2,4'-bixanthen]-10a-yl]methyl acetate
(1r,3as,9ar,11ar)-1,5-dihydroxy-6,6,9a,11a-tetramethyl-1h,2h,3ah,8h,9h,10h,11h-phenanthro[1,2-b]furan-4,7-dione
ethyl 2-{2-[6-(acetyloxy)octanoyl]-3,5-dihydroxyphenyl}acetate
4,5-dihydroxy-2-[hydroxy(phenyl)methyl]-4-(1,3,4-trimethyl-2-oxocyclopent-3-en-1-yl)-2h-pyrrol-3-one
C19H21NO5 (343.14196560000005)
5-chloro-9-(1,1-dimethoxyethyl)-3-(3,5-dimethylhepta-1,3-dien-1-yl)-6a-methylfuro[2,3-h]isochromene-6,8-dione
C25H29ClO6 (460.16525640000003)
(3ar,5ar,7r,8r,9as,9br)-3a,8-dihydroxy-7,9b-dimethyl-3h,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1-one
4,5,8-trihydroxy-3-methyl-3,4-dihydro-2-benzopyran-1-one
3,8-dihydroxy-6-methoxy-3,4-dihydro-2h-naphthalen-1-one
(3s)-7-hydroxy-3-[(3s)-3-(2-hydroxypropan-2-yl)-7-methyl-2,3-dihydro-1,4-benzodioxin-5-yl]-4-(3-methylbut-2-en-1-yl)-3h-2-benzofuran-1-one
7,9-dihydroxy-7-[(4-hydroxyphenyl)methyl]-2,4,5,16,18,20-hexamethyl-8-azapentacyclo[10.8.0.0²,¹⁰.0⁶,¹⁰.0¹³,¹⁸]icosa-3,8,19-trien-11-one
C32H41NO4 (503.30354260000007)
(1s,2s,3r)-2,8-dihydroxy-1-(hydroxymethyl)-3-methyl-1,2,3,4-tetrahydroxanthen-9-one
ethyl 2-(2-ethyl-10-hydroxy-7-oxo-3,4,5,6-tetrahydro-2h-1-benzoxonin-8-yl)acetate
(1r,4r,4ar,4bs,7r)-7-ethenyl-4,4b,10-trihydroxy-1,4a,7-trimethyl-9-oxo-3,4,5,6-tetrahydro-2h-phenanthrene-1-carboxylic acid
(3s,3ar,4s,6as,10s,12r,15r,15as)-15-(acetyloxy)-3-benzyl-1,12-dihydroxy-4,10,12-trimethyl-3h,3ah,4h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindole-5-carboxylic acid
C30H37NO6 (507.26207420000003)
2,3,7,9-tetrahydroxy-1-methylbenzo[c]chromen-6-one
(3ar)-1-isopropyl-3a,6,10-trimethyl-2h,3h,4h,7h,8h,11h,12h-cyclopenta[11]annulene
5-[2-(but-2-en-2-yl)-5-hydroxy-3,8-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]penta-2,4-dienoic acid
methyl 6-hydroxy-1,7-dimethoxy-3-methyl-10-oxo-1h,3h,4h-pyrano[4,3-b]chromene-9-carboxylate
2,6-dihydroxy-10-propyl-4,9-dioxatricyclo[5.4.0.0³,⁵]undec-1(7)-en-8-one
(4,5,7-trihydroxy-9,10-dioxoanthracen-2-yl)methyl acetate
(2r,3s,4s,5r,6s)-2-{[(2-methylbut-3-en-2-yl)oxy]methyl}-6-{[(1e,3r,4s,8r,9r,10r,11s,14r)-4,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-8-yl]oxy}oxane-3,4,5-triol
(7s,7ar,7br)-7-hydroxy-3,6,6,7b-tetramethyl-1h,2h,7h,7ah-cyclobuta[e]inden-4-one
(2s,3r,4s,5s,6r)-2-{[(1e,3r,8r,9r,10r,11s,14s)-9,14-dihydroxy-14-(hydroxymethyl)-6-isopropyl-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-8-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
5,7-dihydroxy-6-[3-hydroxy-2-(hydroxymethyl)-5-methylphenoxy]-4-methyl-3h-2-benzofuran-1-one
(2r,4as,8as)-4-(hydroxymethyl)-3,4a,8,8-tetramethyl-1,2,5,6,7,8a-hexahydronaphthalen-2-ol
1-[2-methoxy-4-(3-methoxy-5-methylphenoxy)-6-methylphenyl]-3-methylbut-3-en-2-one
2-[(1e)-4-hydroxy-3-oxopent-1-en-1-yl]-6-oxo-2,3-dihydropyran-3-yl (2e)-2-methylbut-2-enoate
5-(2-hydroxypropan-2-yl)-2-methyl-7-oxabicyclo[4.1.0]heptan-2-ol
(2r,4r,4ar,6as,8r,10ar,10bs)-4-hydroxy-2-(hydroxymethyl)-8,10b-dimethyl-2h,4h,4ah,6ah,7h,8h,9h,10h,10ah-naphtho[2,1-c]pyran-1-one
(8ar,8br)-4,7,7,8b-tetramethyl-1h,2h,8h,8ah-indeno[5,4-b]furan-5-one
(2r)-2-[(2e)-but-2-en-2-yl]-3-methyl-8-phenyl-2h-pyrano[3,2-c]pyridin-5-ol
(2s,3s,4s,5s,6r)-2-{[(3r,4s,8r,9r,10r,11s,14s)-4,9-dihydroxy-6-[(2s)-1-hydroxypropan-2-yl]-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-8-yl]oxy}-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxane-3,4,5-triol
1,3,4-trihydroxy-8-methoxy-5-(1,3,4-trihydroxybutan-2-yl)xanthen-9-one
1-[(2s,3s,4s,5s)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxypyrimidin-2-one
(5s,6s)-5-hydroxy-6-[(1r,6s,7r,8s)-8-methyl-9-oxabicyclo[4.2.1]nona-2,4-dien-7-yl]-5,6-dihydropyran-2-one
(1r,2r,3z,5r,7s,9z,11r,12s,14r,15s,16r,17s)-17-benzyl-5,7,14,15-tetramethyl-13-oxa-18-azatetracyclo[9.8.0.0¹,¹⁶.0¹²,¹⁴]nonadeca-3,9,18-triene-2,5,19-triol
C28H37NO4 (451.27224420000005)
(2r,4r,7s)-7-hydroxy-2-methyl-5,10-dioxooxecan-4-yl acetate
7-hydroxy-3-propyl-4,11-dioxabicyclo[8.1.0]undec-8-en-5-one
3-[(2-hydroxyphenyl)methyl]-4,10,12-trimethyl-5-methylidene-3h,3ah,4h,6h,6ah,9h,10h,11h,12h,15h-cycloundeca[d]isoindole-1,6,15-triol
C28H37NO4 (451.27224420000005)
(2s)-5-hydroxy-2-(hydroxymethyl)-2-[(2s,3r)-3-(hydroxymethyl)-5-oxooxolan-2-yl]-3h-1-benzopyran-4-one
(5s,6r)-2-{[(1e,3r,4s,8r,9r,10r,11s,14s)-4,9-dihydroxy-14-(hydroxymethyl)-6-isopropyl-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-8-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
9-acetyl-5-chloro-3-(3,5-dimethylhepta-1,3-dien-1-yl)-6-hydroxy-6a-methyl-6h,9h,9ah-furo[2,3-h]isochromen-8-one
C23H27ClO5 (418.15469220000006)
(4as,7r,10as)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,5,6,8,9,10,10a-octahydro-2h-phenanthrene
6,10-dihydroxy-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(13),9,11-trien-8-one
methyl 3,7-dihydroxy-6-methyl-9-oxoxanthene-1-carboxylate
2-hydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalene-1-carboxylic acid
[5,5'-bis(acetyloxy)-1,1',9,9'-tetrahydroxy-10'a-(hydroxymethyl)-6,6'-dimethyl-8,8'-dioxo-5h,5'h,6h,6'h,7h,7'h-[2,2'-bixanthen]-10a-yl]methyl acetate
1-(5,6-dimethylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol
(2r,3s,6r)-9-(4-hydroxyphenyl)-3,4,6-trimethyl-7-oxa-11-azatricyclo[6.4.0.0²,⁶]dodeca-1(12),4,8,10-tetraen-12-ol
C19H19NO3 (309.13648639999997)
