Orsellinic_acid

6-Methyl-beta-resorcylic acid; Orcinolcarboxylic acid

C8H8O4 (168.0423)


O-orsellinic acid is a dihydroxybenzoic acid that is 2,4-dihydroxybenzoic acid in which the hydrogen at position 6 is replaced by a methyl group. It has a role as a metabolite, a marine metabolite and a fungal metabolite. It is a dihydroxybenzoic acid and a member of resorcinols. It is a conjugate acid of an o-orsellinate. 2,4-Dihydroxy-6-methylbenzoic acid is a natural product found in Nidularia pulvinata, Hypoxylon rubiginosum, and other organisms with data available. A dihydroxybenzoic acid that is 2,4-dihydroxybenzoic acid in which the hydrogen at position 6 is replaced by a methyl group. 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].

   

Uridine

1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione

C9H12N2O6 (244.0695)


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

(2E)-but-2-enedioic acid

C4H4O4 (116.011)


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

butanedioic acid

C4H6O4 (118.0266)


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

4-hydroxy-Benzeneethanol;4-Hydroxyphenylethanol;beta-(4-Hydroxyphenyl)ethanol

C8H10O2 (138.0681)


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

(1R,3aR,7S,9aR,9bS,11aR)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-1H,2H,3H,3aH,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-ol

C28H44O (396.3392)


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.

   

Bovinocidin

2-(4-Nitrophenylamino)thiazole-4-carboxylicacid

C3H5NO4 (119.0219)


3-nitropropionic acid appears as golden crystals (from chloroform). (NTP, 1992) 3-nitropropanoic acid is a C-nitro compound that is propanoic acid in which one of the methyl hydrogens has been replaced by a nitro group. It has a role as a neurotoxin, an EC 1.3.5.1 [succinate dehydrogenase (quinone)] inhibitor, an antimycobacterial drug and a mycotoxin. It is functionally related to a propionic acid. It is a conjugate acid of a 3-nitropropanoate. It is a tautomer of a 3-aci-nitropropanoic acid. 3-Nitropropionic acid is a natural product found in Indigofera suffruticosa, Coscinoderma, and other organisms with data available. Bovinocidin is isolated from Aspergillus sp. and moulds contaminating foodBovinocidin belongs to the family of Beta Amino Acids and Derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom. D002491 - Central Nervous System Agents > D000697 - Central Nervous System Stimulants > D003292 - Convulsants Bovinocidin is isolated from Aspergillus sp. and moulds contaminating foo D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents Isolated from Aspergillus species and moulds contaminating food. 3-Nitropropanoic acid (β-Nitropropionic acid) is an irreversible inhibitor of succinate dehydrogenase. 3-Nitropropanoic acid exhibits potent antimycobacterial activity with a MIC value of 3.3 μM[1][2].

   

Thymine

5-Methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

C5H6N2O2 (126.0429)


Thymine, also known as 5-methyluracil, belongs to the class of organic compounds known as hydroxypyrimidines. These are organic compounds containing a hydroxyl group attached to a pyrimidine ring. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. Thymine was first isolated in 1893 by Albrecht Kossel and Albert Neumann from calves thymus glands, hence its name. Thymine is one of the 4 nuelcoebases found in DNA and is essential to all life. Thymine exists in all living species, ranging from bacteria to plants to humans. Thymine combined with deoxyribose creates the nucleoside deoxythymidine (also called thymidine) which when phosphorylated to dTDP can be incorporated into DNA via DNA polymerases. Thymidine can be phosphorylated with up to three phosphoric acid groups, producing dTMP (deoxythymidine monophosphate) dTDP and/or dTTP. In RNA thymine is replaced with uracil in most cases. In DNA, thymine binds to adenine via two hydrogen bonds to assist in stabilizing the nucleic acid structures. Within humans, thymine participates in a number of enzymatic reactions. In particular, thymine and deoxyribose 1-phosphate can be biosynthesized from thymidine through its interaction with the enzyme thymidine phosphorylase. In addition, thymine can be converted into dihydrothymine; which is mediated by the enzyme dihydropyrimidine dehydrogenase [NADP(+)]. One of the pyrimidine bases of living matter. Derivation: Hydrolysis of deoxyribonucleic acid, from methylcyanoacetylurea by catalytic reduction. Use: Biochemical research. (Hawleys Condensed Chemical Dictionary) Acquisition and generation of the data is financially supported in part by CREST/JST. COVID info from COVID-19 Disease Map Corona-virus KEIO_ID T015 Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Thymine is one of the four nucleobases in the nucleic acid of DNA and can be a target for actions of 5-fluorouracil (5-FU) in cancer treatment, with a Km of 2.3 μM. Thymine is one of the four nucleobases in the nucleic acid of DNA and can be a target for actions of 5-fluorouracil (5-FU) in cancer treatment, with a Km of 2.3 μM. Thymine is one of the four nucleobases in the nucleic acid of DNA and can be a target for actions of 5-fluorouracil (5-FU) in cancer treatment, with a Km of 2.3 μM.

   

Mesoridazine

2-Methanesulphinyl-10-[2-(1-methyl-piperidin-2-yl)-ethyl]-10H-phenothiazine

C21H26N2OS2 (386.1486)


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

   

2-Furoic acid

furan-2-carboxylic acid

C5H4O3 (112.016)


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].

   

Hydroxypropionic acid

beta-Hydroxypropionic acid

C3H6O3 (90.0317)


3-Hydroxypropionic acid is a carboxylic acid. It is an intermediate in the breakdown of branched-chain amino acids and propionic acid from the gut. Typically it originates from propionyl-CoA and a defect in the enzyme propionyl carboxylase. This leads to a buildup in propionyl-CoA in the mitochondria.  Such a buildup can lead to a disruption of the esterified CoA:free CoA ratio and ultimately to mitochondrial toxicity. Detoxification of these metabolic end products occurs via the transfer of the propionyl moiety to carnitine-forming propionyl-carnitine, which is then transferred across the inner mitochondrial membrane. 3-Hydroxypropionic acid is then released as the free acid. As an industrial chemical, it is used in the production of various chemicals such as acrylates in industry. When present in sufficiently high levels, 3-hydroxypropionic acid can act as an acidogen and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of hydroxypropionic acid are associated with many inborn errors of metabolism including biotinidase deficiency, malonic aciduria, methylmalonate semialdehyde dehydrogenase deficiency, methylmalonic aciduria, methylmalonic aciduria due to cobalamin-related disorders, and propionic acidemia. Hydroxypropionic acid is an organic acid. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. Infants with acidosis have symptoms that include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart, liver, and kidney abnormalities, seizures, coma, and possibly death. These are also the characteristic symptoms of the IEMs mentioned above. Many affected children with organic acidemias experience intellectual disability or delayed development. In adults, acidosis or acidemia is characterized by headaches, confusion, feeling tired, tremors, sleepiness, and seizures. 3-Hydroxypropionic acid is also a microbial metabolite found in Escherichia, Klebsiella and Saccharomyces (PMID: 26360870).

   

Hydroquinone

Hydroquinone, lead (2+) salt (2:1)

C6H6O2 (110.0368)


Hydroquinone, also benzene-1,4-diol, is an aromatic organic compound which is a type of phenol, having the chemical formula C6H4(OH)2. Its chemical structure has two hydroxyl groups bonded to a benzene ring in a para position. Hydroquinone is commonly used as a biomarker for benzene exposure. The presence of hydroquinone in normal individuals stems mainly from direct dietary ingestion, catabolism of tyrosine and other substrates by gut bacteria, ingestion of arbutin containing foods, cigarette smoking, and the use of some over-the-counter medicines. Hydroquinone is a white granular solid at room temperature and pressure. The hydroxyl groups of hydroquinone are quite weakly acidic. Hydroquinone can lose an H+ from one of the hydroxyls to form a monophenolate ion or lose an H+ from both to form a diphenolate ion. Hydroquinone has a variety of uses principally associated with its action as a reducing agent which is soluble in water. It is a major component in most photographic developers where, with the compound Metol, it reduces silver halides to elemental silver. [HMDB]. Hydroquinone is found in many foods, some of which are kai-lan, agar, red bell pepper, and jostaberry. Hydroquinone, also known as benzene-1,4-diol, is an aromatic organic compound which is a type of phenol, having the chemical formula C6H4(OH)2. Its chemical structure has two hydroxyl groups bonded to a benzene ring in a para position. Hydroquinone is commonly used as a biomarker for benzene exposure. The presence of hydroquinone in normal individuals stems mainly from direct dietary ingestion, catabolism of tyrosine and other substrates by gut bacteria, ingestion of arbutin-containing foods, cigarette smoking, and the use of some over-the-counter medicines. Hydroquinone is a white granular solid at room temperature and pressure. The hydroxyl groups of hydroquinone are quite weakly acidic. Hydroquinone can lose an H+ from one of the hydroxyls to form a monophenolate ion or lose an H+ from both to form a diphenolate ion. Hydroquinone has a variety of uses principally associated with its action as a reducing agent which is soluble in water. It is a major component of most photographic developers where, with the compound Metol, it reduces silver halides to elemental silver. D020011 - Protective Agents > D011837 - Radiation-Protective Agents D020011 - Protective Agents > D000975 - Antioxidants D009676 - Noxae > D009153 - Mutagens D - Dermatologicals

   

2-Phenylethanol

Phenethyl alcohol, 8ci, ban

C8H10O (122.0732)


2-Phenylethanol, also known as benzeneethanol or benzyl carbinol, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. 2-Phenylethanol exists in all living species, ranging from bacteria to humans. 2-Phenylethanol is a bitter, floral, and honey tasting compound. 2-Phenylethanol is found, on average, in the highest concentration within a few different foods, such as red wines, black walnuts, and white wines and in a lower concentration in grape wines, sweet basils, and peppermints. 2-Phenylethanol has also been detected, but not quantified, in several different foods, such as asparagus, allspices, fruits, horned melons, and lemons. 2-Phenylethanol, with regard to humans, has been found to be associated with several diseases such as ulcerative colitis, pervasive developmental disorder not otherwise specified, and autism. 2-phenylethanol has also been linked to the inborn metabolic disorder celiac disease. A primary alcohol that is ethanol substituted by a phenyl group at position 2. Flavouring ingredient. Component of ylang-ylang oil. 2-Phenylethanol is found in many foods, some of which are hickory nut, arrowhead, allspice, and nance. C254 - Anti-Infective Agent > C28394 - Topical Anti-Infective Agent D000890 - Anti-Infective Agents D010592 - Pharmaceutic Aids D004202 - Disinfectants 2-Phenylethanol (Phenethyl alcohol), extracted from rose, carnation, hyacinth, Aleppo pine, orange blossom and other organisms, is a colourless liquid. It has a pleasant floral odor and also an autoantibiotic produced by the fungus Candida albicans[1]. It is used as an additive in cigarettes and also used as a preservative in soaps due to its stability in basic conditions. 2-Phenylethanol (Phenethyl alcohol), extracted from rose, carnation, hyacinth, Aleppo pine, orange blossom and other organisms, is a colourless liquid. It has a pleasant floral odor and also an autoantibiotic produced by the fungus Candida albicans[1]. It is used as an additive in cigarettes and also used as a preservative in soaps due to its stability in basic conditions.

   

ent-8(14),15-Pimaradiene

7-ethenyl-1,1,4a,7-tetramethyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthrene

C20H32 (272.2504)


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.

   

Oblongolide

Oblongolide

C14H20O2 (220.1463)


   

fusicocca-2,10(14)-diene

3-Isopropyl-6,9,10a-trimethyl-1,2,4,5,6,6a,7,8,10,10a-decahydrodicyclopenta[a,d]cyclooctene

C20H32 (272.2504)


   

Phomopsin A

(2E)-2-{[(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-dihydro-1H-pyrrol-2-yl](hydroxy)methylidene}amino)-1-hydroxy-3-methylpent-2-en-1-ylidene]amino}but-2-enedioate

C36H45ClN6O12 (788.2784)


D050258 - Mitosis Modulators > D050256 - Antimitotic Agents > D050257 - Tubulin Modulators Phomopsin A is a mycotoxin produced by Phomopsis leptostromiformi D000970 - Antineoplastic Agents > D050256 - Antimitotic Agents D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins

   

2,5-Furandicarboxylic acid

Furane-alpha,alpha-dicarboxylic acid

C6H4O5 (156.0059)


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].

   

Mevalonolactone

(+/-) tetrahydro-4-hydroxy-4-methyl-2H-pyran-2-one

C6H10O3 (130.063)


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

5-[(3E)-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

C28H44O3 (428.329)


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.

   

Phomopsin B

(2E)-2-[(2E)-2-{[(2S)-1-[(3R,4S,7S,10S,11S)-3-ethyl-11,15-dihydroxy-3-methyl-10-(methylamino)-6,9-dioxo-7-(prop-1-en-2-yl)-2-oxa-5,8-diazabicyclo[10.3.1]hexadeca-1(16),12,14-triene-4-carbonyl]-2,5-dihydro-1H-pyrrol-2-yl]formamido}-3-methylpent-2-enamido]but-2-enedioic acid

C36H46N6O12 (754.3174)


D050258 - Mitosis Modulators > D050256 - Antimitotic Agents > D050257 - Tubulin Modulators D000970 - Antineoplastic Agents > D050256 - Antimitotic Agents Phomopsin B is a mycotoxin from Phomopsis leptostromiformis. D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins

   

2-hydroxy-Alternariol

2-hydroxy-Alternariol

C14H10O6 (274.0477)


   

But-2-enedioic acid

But-2-enedioic acid

C4H4O4 (116.011)


   

Cytosporone B

Ethyl 2-(3,5-dihydroxy-2-octanoylphenyl)acetic acid

C18H26O5 (322.178)


Cytosporone B (Csn-B; Dothiorelone G) is a naturally occurring nuclear orphan receptor Nur77/NR4A1 agonist with an EC50 of 0.278 nM.

   

Mellein

(3R)-8-hydroxy-3-methyl-3,4-dihydro-1H-2-benzopyran-1-one

C10H10O3 (178.063)


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

(4aS,4bS,7R,10aS)-7-ethenyl-1,1,4a,7-tetramethyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthrene

C20H32 (272.2504)


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

Uridine

C9H12N2O6 (244.0695)


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

Mellein

C10H10O3 (178.063)


D009676 - Noxae > D011042 - Poisons > D009793 - Ochratoxins D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins CONFIDENCE isolated standard

   

Dicerandrol A

Dicerandrol A

C34H34O14 (666.1948)


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

(-)-Phomoxanthone B

C38H38O16 (750.216)


A member of the class of xanthones that is a dimer isolated from Phomopsis. It exhibits cytotoxic, antimalarial and antitubercular activities.

   

Phomoxanthone A

Phomoxanthone A

C38H38O16 (750.216)


A member of the class of xanthones that is a dimer isolated from Phomopsis. It exhibits cytotoxic, antimalarial and antitubercular activities.

   

5-Methylmellein

5-Methylmellein

C11H12O3 (192.0786)


   

Dicerandrol C

Dicerandrol C

C38H38O16 (750.216)


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

Dicerandrol B

C36H36O15 (708.2054)


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.

   

Phomonitroester

Phomonitroester

C11H13NO5 (239.0794)


   

Orsellic acid

2,4-Dihydroxy-6-methylbenzoic acid

C8H8O4 (168.0423)


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

C18H26O5 (322.178)


Cytosporone B (Csn-B; Dothiorelone G) is a naturally occurring nuclear orphan receptor Nur77/NR4A1 agonist with an EC50 of 0.278 nM.

   

Phomosine G

Phomosine G

C18H18O6 (330.1103)


   

Ergosterol peroxide

Ergosterol peroxide

C28H44O3 (428.329)


   

Gladiolic acid

Gladiolic acid

C11H10O5 (222.0528)


   

6-hydroxy-6-isopropylcyclohex-1-enecarboxylic acid

6-hydroxy-6-isopropylcyclohex-1-enecarboxylic acid

C10H16O3 (184.1099)


   

oblongolide W2

oblongolide W2

C16H24O4 (280.1675)


   

Phomosine D

Phomosine D

C18H20O7 (348.1209)


   

4-[5-(1-hydroxyethyl)furan-2-yl]-4-oxobutanoic acid

4-[5-(1-hydroxyethyl)furan-2-yl]-4-oxobutanoic acid

C10H12O5 (212.0685)


   

6-O-Methyl-2-deprenylrheediaxanthone B

6-O-Methyl-2-deprenylrheediaxanthone B

C19H18O6 (342.1103)


An organic heterotetracyclic compound that is 1,2-dihydro-6H-furo[2,3-c]xanthene substituted by hydroxy groups at positions 5 and 10, a methoxy group at position 9 and methyl groups at positions 1, 1 and 2 and an oxo group at position 6. Isolated from the stem barks of Garcinia vieillardii, it exhibits antioxidant activity.

   

phomoarcherin C

phomoarcherin C

C23H30O4 (370.2144)


A natural product found in Phomopsis archeri.

   

4-butoxy-6-(1-hydroxypentyl)-5,6-dihydro-2H-pyran-2-one

4-butoxy-6-(1-hydroxypentyl)-5,6-dihydro-2H-pyran-2-one

C14H24O4 (256.1675)


   

oblongolide Y

oblongolide Y

C17H26O3 (278.1882)


   

Phomosine A

Phomosine A

C18H18O7 (346.1052)


   

Phomosine F

Phomosine F

C20H22O8 (390.1315)


   

oblongolide X

oblongolide X

C16H24O4 (280.1675)


   

Phomopsin A

Phomopsin A

C36H45ClN6O12 (788.2784)


D050258 - Mitosis Modulators > D050256 - Antimitotic Agents > D050257 - Tubulin Modulators D000970 - Antineoplastic Agents > D050256 - Antimitotic Agents D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins

   

2-Methyl-3-(2-formyl-3-hydroxy-5-methylphenoxy)-4,6-dihydroxybenzoic acid methyl ester

2-Methyl-3-(2-formyl-3-hydroxy-5-methylphenoxy)-4,6-dihydroxybenzoic acid methyl ester

C17H16O7 (332.0896)


   

oblongolide Z

oblongolide Z

C24H32O3 (368.2351)


   

Phenylethyl alcohol

Phenylethyl alcohol

C8H10O (122.0732)


C254 - Anti-Infective Agent > C28394 - Topical Anti-Infective Agent D000890 - Anti-Infective Agents D010592 - Pharmaceutic Aids D004202 - Disinfectants 2-Phenylethanol (Phenethyl alcohol), extracted from rose, carnation, hyacinth, Aleppo pine, orange blossom and other organisms, is a colourless liquid. It has a pleasant floral odor and also an autoantibiotic produced by the fungus Candida albicans[1]. It is used as an additive in cigarettes and also used as a preservative in soaps due to its stability in basic conditions. 2-Phenylethanol (Phenethyl alcohol), extracted from rose, carnation, hyacinth, Aleppo pine, orange blossom and other organisms, is a colourless liquid. It has a pleasant floral odor and also an autoantibiotic produced by the fungus Candida albicans[1]. It is used as an additive in cigarettes and also used as a preservative in soaps due to its stability in basic conditions.

   

Ergosterol

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

C28H44O (396.3392)


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.

   

Uridine

1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione

C9H12N2O6 (244.0695)


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.

   

Hydroquinone

(4-hydroxyphenyl)oxidanesulfonic acid

C6H6O2 (110.0368)


A benzenediol comprising benzene core carrying two hydroxy substituents para to each other. Hydroquinone. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=123-31-9 (retrieved 2024-07-16) (CAS RN: 123-31-9). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

thymine

thymine

C5H6N2O2 (126.0429)


A pyrimidine nucleobase that is uracil in which the hydrogen at position 5 is replaced by a methyl group. 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; RWQNBRDOKXIBIV_STSL_0176_Thymine_2000fmol_180506_S2_LC02_MS02_138; 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. Thymine is one of the four nucleobases in the nucleic acid of DNA and can be a target for actions of 5-fluorouracil (5-FU) in cancer treatment, with a Km of 2.3 μM. Thymine is one of the four nucleobases in the nucleic acid of DNA and can be a target for actions of 5-fluorouracil (5-FU) in cancer treatment, with a Km of 2.3 μM. Thymine is one of the four nucleobases in the nucleic acid of DNA and can be a target for actions of 5-fluorouracil (5-FU) in cancer treatment, with a Km of 2.3 μM.

   

Succinic acid

Succinic acid

C4H6O4 (118.0266)


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

(2Z)-2-Butenedioic acid

C4H4O4 (116.011)


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-FUROIC ACID

2-FUROIC ACID

C5H4O3 (112.016)


A furoic acid having the carboxylic acid group located at position 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]. 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].

   

Hydroxypropionic acid

3-Hydroxypropionic acid

C3H6O3 (90.0317)


A 3-hydroxy monocarboxylic acid that is propionic acid in which one of the hydrogens attached to the terminal carbon is replaced by a hydroxy group. Hydroxypropionic acid, also known as 3-hydroxypropionate or hydracrylic acid, belongs to beta hydroxy acids and derivatives class of compounds. Those are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. Hydroxypropionic acid is soluble (in water) and a weakly acidic compound (based on its pKa). Hydroxypropionic acid can be synthesized from propionic acid. Hydroxypropionic acid is also a parent compound for other transformation products, including but not limited to, beta-propiolactone, ascr#5, and 3-hydroxypropanoyl-CoA. Hydroxypropionic acid can be found in a number of food items such as apple, poppy, yam, and cupuaçu, which makes hydroxypropionic acid a potential biomarker for the consumption of these food products. Hydroxypropionic acid can be found primarily in blood, cerebrospinal fluid (CSF), feces, and urine. Hydroxypropionic acid exists in all living organisms, ranging from bacteria to humans. In humans, hydroxypropionic acid is involved in the propanoate metabolism. Hydroxypropionic acid is also involved in few metabolic disorders, which include malonic aciduria, malonyl-coa decarboxylase deficiency, and methylmalonic aciduria due to cobalamin-related disorders. Moreover, hydroxypropionic acid is found to be associated with biotinidase deficiency and propionic acidemia. Hydroxypropionic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Hydroxypropanoic acid, or alternately hydroxypropionic acid, may refer to either of two isomeric chemical compounds: 3-Hydroxypropionic acid (hydracrylic acid) Lactic acid (2-hydroxypropanoic acid) . Chronically high levels of hydroxypropionic acid are associated with at least 5 inborn errors of metabolism including: Biotinidase deficiency, Malonic Aciduria, Methylmalonate Semialdehyde Dehydrogenase Deficiency, Methylmalonic Aciduria, Methylmalonic, Aciduria Due to Cobalamin-Related Disorders and Propionic acidemia (T3DB).

   

2,5-Furandicarboxylic acid

2,5-Furandicarboxylic acid

C6H4O5 (156.0059)


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

mesoridazine

C21H26N2OS2 (386.1486)


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

   

3-Hydroxypropanoic acid

3-Hydroxypropanoic acid

C3H6O3 (90.0317)


   

orsellinic acid

orsellinic acid

C8H8O4 (168.0423)


   

Mevalonolactone

D-Mevalonolactone

C6H10O3 (130.063)


   

ent-8(14),15-Pimaradiene

7-ethenyl-1,1,4a,7-tetramethyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthrene

C20H32 (272.2504)


   

Phomopsidin

Phomopsidin

C21H30O3 (330.2195)


   

4-hydroxy-4-methyloxan-2-one

4-hydroxy-4-methyloxan-2-one

C6H10O3 (130.063)


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.

   

Artra

InChI=1\C6H6O2\c7-5-1-2-6(8)4-3-5\h1-4,7-8

C6H6O2 (110.0368)


D020011 - Protective Agents > D011837 - Radiation-Protective Agents D020011 - Protective Agents > D000975 - Antioxidants D009676 - Noxae > D009153 - Mutagens D - Dermatologicals

   

2-PEA

InChI=1\C8H10O\c9-7-6-8-4-2-1-3-5-8\h1-5,9H,6-7H

C8H10O (122.0732)


C254 - Anti-Infective Agent > C28394 - Topical Anti-Infective Agent D000890 - Anti-Infective Agents D010592 - Pharmaceutic Aids D004202 - Disinfectants 2-Phenylethanol (Phenethyl alcohol), extracted from rose, carnation, hyacinth, Aleppo pine, orange blossom and other organisms, is a colourless liquid. It has a pleasant floral odor and also an autoantibiotic produced by the fungus Candida albicans[1]. It is used as an additive in cigarettes and also used as a preservative in soaps due to its stability in basic conditions. 2-Phenylethanol (Phenethyl alcohol), extracted from rose, carnation, hyacinth, Aleppo pine, orange blossom and other organisms, is a colourless liquid. It has a pleasant floral odor and also an autoantibiotic produced by the fungus Candida albicans[1]. It is used as an additive in cigarettes and also used as a preservative in soaps due to its stability in basic conditions.

   

Tyrosol

InChI=1\C8H10O2\c9-6-5-7-1-3-8(10)4-2-7\h1-4,9-10H,5-6H

C8H10O2 (138.0681)


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

InChI=1\C5H4O3\c6-5(7)4-2-1-3-8-4\h1-3H,(H,6,7

C5H4O3 (112.016)


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].

   

Thymin

2,4(1H,3H)-Pyrimidinedione, 5-methyl-, labeled with tritium

C5H6N2O2 (126.0429)


COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Thymine is one of the four nucleobases in the nucleic acid of DNA and can be a target for actions of 5-fluorouracil (5-FU) in cancer treatment, with a Km of 2.3 μM. Thymine is one of the four nucleobases in the nucleic acid of DNA and can be a target for actions of 5-fluorouracil (5-FU) in cancer treatment, with a Km of 2.3 μM. Thymine is one of the four nucleobases in the nucleic acid of DNA and can be a target for actions of 5-fluorouracil (5-FU) in cancer treatment, with a Km of 2.3 μM.

   

Furan-2,5-dicarboxylic acid

Furan-2,5-dicarboxylic acid

C6H4O5 (156.0059)


A member of the class of furans carrying two carboxy substituents at positions 2 and 5.

   

3-Nitropropanoic acid

3-Nitropropanoic acid

C3H5NO4 (119.0219)


A C-nitro compound that is propanoic acid in which one of the methyl hydrogens has been replaced by a nitro group.

   

7,8-dihydroxy-10-methyl-7,8,9,10-tetrahydrooxecin-2-one

7,8-dihydroxy-10-methyl-7,8,9,10-tetrahydrooxecin-2-one

C10H14O4 (198.0892)


   

2-hydroxy-3,6,6,7b-tetramethyl-1h,2h,7h,7ah-cyclobuta[e]inden-4-one

2-hydroxy-3,6,6,7b-tetramethyl-1h,2h,7h,7ah-cyclobuta[e]inden-4-one

C15H20O2 (232.1463)


   

[(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

[(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

C21H32O5 (364.225)


   

2-(2-hydroxyethyl)-6-(hydroxymethyl)-4-(3-methoxy-5-methylphenoxy)phenol

2-(2-hydroxyethyl)-6-(hydroxymethyl)-4-(3-methoxy-5-methylphenoxy)phenol

C17H20O5 (304.1311)


   

(4s)-8-hydroxy-5-(hydroxymethyl)-6-methoxy-4-methyl-3-methylidene-4h-2-benzopyran-1-one

(4s)-8-hydroxy-5-(hydroxymethyl)-6-methoxy-4-methyl-3-methylidene-4h-2-benzopyran-1-one

C13H14O5 (250.0841)


   

methyl 4-hydroxy-6-(2-hydroxyethyl)-8-methoxy-9-oxoxanthene-3-carboxylate

methyl 4-hydroxy-6-(2-hydroxyethyl)-8-methoxy-9-oxoxanthene-3-carboxylate

C18H16O7 (344.0896)


   

(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

(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

C14H20O4 (252.1362)


   

3-hydroxy-4-(hydroxymethyl)-7-methoxy-6-methyl-3h-2-benzofuran-1-one

3-hydroxy-4-(hydroxymethyl)-7-methoxy-6-methyl-3h-2-benzofuran-1-one

C11H12O5 (224.0685)


   

methyl 3-{2-[(acetyloxy)methyl]-3-hydroxy-5-methylphenoxy}-4,6-dihydroxy-2,5-dimethylbenzoate

methyl 3-{2-[(acetyloxy)methyl]-3-hydroxy-5-methylphenoxy}-4,6-dihydroxy-2,5-dimethylbenzoate

C20H22O8 (390.1315)


   

8-hydroxy-7,9b-dimethyl-3h,3ah,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1-one

8-hydroxy-7,9b-dimethyl-3h,3ah,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1-one

C14H20O3 (236.1412)


   

2,6-dimethoxy-4-(5-methoxy-3,4-dimethyloxolan-2-yl)phenol

2,6-dimethoxy-4-(5-methoxy-3,4-dimethyloxolan-2-yl)phenol

C15H22O5 (282.1467)


   

methyl 4,8-dihydroxy-6-(2-hydroxyethyl)-9-oxoxanthene-3-carboxylate

methyl 4,8-dihydroxy-6-(2-hydroxyethyl)-9-oxoxanthene-3-carboxylate

C17H14O7 (330.0739)


   

ethyl (2e,4e,8e)-13-hydroxytetradeca-2,4,8-trienoate

ethyl (2e,4e,8e)-13-hydroxytetradeca-2,4,8-trienoate

C16H26O3 (266.1882)


   

(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

(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

C23H28O5 (384.1937)


   

methyl 2-(3,5-dihydroxy-2-octylphenyl)acetate

methyl 2-(3,5-dihydroxy-2-octylphenyl)acetate

C17H26O4 (294.1831)


   

(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

(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 (511.2934)


   

(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

(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

C14H20O3 (236.1412)


   

{1-acetyl-1-hydroxy-9b-methyl-3h,3ah,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-7-yl}methyl acetate

{1-acetyl-1-hydroxy-9b-methyl-3h,3ah,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-7-yl}methyl acetate

C18H26O5 (322.178)


   

7,8-dihydroxy-10-(1-hydroxypropyl)-7,8,9,10-tetrahydrooxecin-2-one

7,8-dihydroxy-10-(1-hydroxypropyl)-7,8,9,10-tetrahydrooxecin-2-one

C12H18O5 (242.1154)


   

methyl 3-(2-formyl-3-hydroxy-5-methylphenoxy)-4,6-dihydroxy-2-methylbenzoate

methyl 3-(2-formyl-3-hydroxy-5-methylphenoxy)-4,6-dihydroxy-2-methylbenzoate

C17H16O7 (332.0896)


   

(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

(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

C15H20O6 (296.126)


   

3-(hydroxymethyl)-6,8-dimethoxyisochromen-1-one

3-(hydroxymethyl)-6,8-dimethoxyisochromen-1-one

C12H12O5 (236.0685)


   

8-methoxy-2-methyl-5h-chromeno[4,3-b]pyridine-10-carboxylic acid

8-methoxy-2-methyl-5h-chromeno[4,3-b]pyridine-10-carboxylic acid

C15H13NO4 (271.0845)


   

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

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

C23H28O5 (384.1937)


   

7-hydroxy-8-methoxy-2-methyl-5h-chromeno[4,3-b]pyridine-10-carboxylic acid

7-hydroxy-8-methoxy-2-methyl-5h-chromeno[4,3-b]pyridine-10-carboxylic acid

C15H13NO5 (287.0794)


   

(1s,2s,4s)-4-isopropyl-1-methylcyclohexane-1,2,4-triol

(1s,2s,4s)-4-isopropyl-1-methylcyclohexane-1,2,4-triol

C10H20O3 (188.1412)


   

methyl 4-hydroxy-5,8-dimethoxy-9-oxo-6-(1,3,4-trihydroxybutan-2-yl)xanthene-1-carboxylate

methyl 4-hydroxy-5,8-dimethoxy-9-oxo-6-(1,3,4-trihydroxybutan-2-yl)xanthene-1-carboxylate

C21H22O10 (434.1213)


   

3,4,8-trihydroxy-6-methoxy-3,4-dihydro-2h-naphthalen-1-one

3,4,8-trihydroxy-6-methoxy-3,4-dihydro-2h-naphthalen-1-one

C11H12O5 (224.0685)


   

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

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

C20H32 (272.2504)


   

(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

(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

C14H20O3 (236.1412)


   

4-hydroxy-2-(hydroxymethyl)-8,10b-dimethyl-2h,4h,4ah,6ah,7h,8h,9h,10h,10ah-naphtho[2,1-c]pyran-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

C16H24O4 (280.1675)


   

(3r,4s)-8-hydroxy-4-methoxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

(3r,4s)-8-hydroxy-4-methoxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

C11H12O4 (208.0736)


   

4-methoxy-7-propyl-5h,7h,8h-pyrano[3,2-c]pyran-2-one

4-methoxy-7-propyl-5h,7h,8h-pyrano[3,2-c]pyran-2-one

C12H16O4 (224.1049)


   

7-hydroxy-7,9b-dimethyl-3h,3ah,5ah,6h,8h,9h,9ah-naphtho[1,2-c]furan-1-one

7-hydroxy-7,9b-dimethyl-3h,3ah,5ah,6h,8h,9h,9ah-naphtho[1,2-c]furan-1-one

C14H20O3 (236.1412)


   

(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

(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

C18H28O4 (308.1987)


   

(1s,6s,7r)-6,7-dihydroxy-1-[(1r)-1-hydroxybutyl]-3,5,6,7-tetrahydro-1h-2-benzofuran-4-one

(1s,6s,7r)-6,7-dihydroxy-1-[(1r)-1-hydroxybutyl]-3,5,6,7-tetrahydro-1h-2-benzofuran-4-one

C12H18O5 (242.1154)


   

4-{5-[(1r)-1-hydroxyethyl]furan-2-yl}-4-oxobutanoic acid

4-{5-[(1r)-1-hydroxyethyl]furan-2-yl}-4-oxobutanoic acid

C10H12O5 (212.0685)


   

2-(3,7-dihydroxy-2,2,4,6-tetramethyl-1,3-dihydroinden-5-yl)ethyl acetate

2-(3,7-dihydroxy-2,2,4,6-tetramethyl-1,3-dihydroinden-5-yl)ethyl acetate

C17H24O4 (292.1675)


   

(1s,2r,5r,6s)-5-(2-hydroxypropan-2-yl)-2-methyl-7-oxabicyclo[4.1.0]heptan-2-ol

(1s,2r,5r,6s)-5-(2-hydroxypropan-2-yl)-2-methyl-7-oxabicyclo[4.1.0]heptan-2-ol

C10H18O3 (186.1256)


   

3-(2-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}propyl)-8-hydroxy-6-methoxyisochromen-1-one

3-(2-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}propyl)-8-hydroxy-6-methoxyisochromen-1-one

C20H26O10 (426.1526)


   

2-(hydroxymethyl)-5-methoxy-7-(3-methyl-2-oxobut-3-en-1-yl)naphthalene-1-carbaldehyde

2-(hydroxymethyl)-5-methoxy-7-(3-methyl-2-oxobut-3-en-1-yl)naphthalene-1-carbaldehyde

C18H18O4 (298.1205)


   

7,8-dihydroxy-4-methoxy-10-propyl-3,4,7,8,9,10-hexahydrooxecin-2-one

7,8-dihydroxy-4-methoxy-10-propyl-3,4,7,8,9,10-hexahydrooxecin-2-one

C13H22O5 (258.1467)


   

(3r)-6-chloro-5,8-dihydroxy-3-propyl-3,4-dihydro-2-benzopyran-1-one

(3r)-6-chloro-5,8-dihydroxy-3-propyl-3,4-dihydro-2-benzopyran-1-one

C12H13ClO4 (256.0502)


   

ethyl 13-hydroxytetradeca-2,4,8-trienoate

ethyl 13-hydroxytetradeca-2,4,8-trienoate

C16H26O3 (266.1882)


   

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

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

C18H28O5 (324.1937)


   

(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

(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

C16H18O5 (290.1154)


   

[(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

[(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

C36H36O15 (708.2054)


   

7-(hydroxymethyl)-9b-methyl-3h,3ah,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1-one

7-(hydroxymethyl)-9b-methyl-3h,3ah,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1-one

C14H20O3 (236.1412)


   

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

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

C20H32 (272.2504)


   

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

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

C16H26O3 (266.1882)


   

(2s,3s)-2-[(1z)-4-hydroxy-3-oxopent-1-en-1-yl]-6-oxo-2,3-dihydropyran-3-yl (2e)-2-methylbut-2-enoate

(2s,3s)-2-[(1z)-4-hydroxy-3-oxopent-1-en-1-yl]-6-oxo-2,3-dihydropyran-3-yl (2e)-2-methylbut-2-enoate

C15H18O6 (294.1103)


   

{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

{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

C34H34O14 (666.1948)


   

4-hydroxy-3,5-dimethyl-6-(3-methylpent-1-en-1-yl)oxan-2-one

4-hydroxy-3,5-dimethyl-6-(3-methylpent-1-en-1-yl)oxan-2-one

C13H22O3 (226.1569)


   

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

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 (451.2722)


   

7,7a-dihydroxy-3,6,6,7b-tetramethyl-1h,2h,7h-cyclobuta[e]inden-4-one

7,7a-dihydroxy-3,6,6,7b-tetramethyl-1h,2h,7h-cyclobuta[e]inden-4-one

C15H20O3 (248.1412)


   

7-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-carbaldehyde

7-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-carbaldehyde

C11H10O4 (206.0579)


   

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

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

C30H39NO5 (493.2828)


   

4,5-dihydroxy-1-(5-oxo-2h-furan-2-yl)hex-2-en-1-yl 2-methylbut-2-enoate

4,5-dihydroxy-1-(5-oxo-2h-furan-2-yl)hex-2-en-1-yl 2-methylbut-2-enoate

C15H20O6 (296.126)


   

(4r)-3-[(1s)-1-hydroxybutyl]-2,4-dimethylcyclopent-2-en-1-one

(4r)-3-[(1s)-1-hydroxybutyl]-2,4-dimethylcyclopent-2-en-1-one

C11H18O2 (182.1307)


   

(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,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

C16H24O4 (280.1675)


   

(1r)-6-(2-hydroxyethyl)-1-methoxy-2,2,5,7-tetramethyl-1,3-dihydroinden-4-ol

(1r)-6-(2-hydroxyethyl)-1-methoxy-2,2,5,7-tetramethyl-1,3-dihydroinden-4-ol

C16H24O3 (264.1725)


   

(3ar,5ar,7s,9as,9br)-3a-hydroxy-7,9b-dimethyl-3h,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1-one

(3ar,5ar,7s,9as,9br)-3a-hydroxy-7,9b-dimethyl-3h,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1-one

C14H20O3 (236.1412)


   

[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

[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

C34H34O14 (666.1948)


   

(3r,4r,5s,6r)-4-hydroxy-6-[(1e)-3-hydroxy-3-methylpent-1-en-1-yl]-3,5-dimethyloxan-2-one

(3r,4r,5s,6r)-4-hydroxy-6-[(1e)-3-hydroxy-3-methylpent-1-en-1-yl]-3,5-dimethyloxan-2-one

C13H22O4 (242.1518)


   

(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,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

C30H39NO5 (493.2828)


   

(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

(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

C28H39NO5 (469.2828)


   

2-ethyl-1,6,7-trihydroxy-3-methoxy-6-methyl-7,8-dihydro-5h-anthracene-9,10-dione

2-ethyl-1,6,7-trihydroxy-3-methoxy-6-methyl-7,8-dihydro-5h-anthracene-9,10-dione

C18H20O6 (332.126)


   

(1s,4s,9s,10s,13s)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane

(1s,4s,9s,10s,13s)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane

C20H32 (272.2504)


   

methyl 2,3,5-trihydroxytridecanoate

methyl 2,3,5-trihydroxytridecanoate

C14H28O5 (276.1937)


   

(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

(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

C29H42O3 (438.3134)


   

8-hydroxy-4-methoxy-7-propyl-5h,7h,8h-pyrano[3,2-c]pyran-2-one

8-hydroxy-4-methoxy-7-propyl-5h,7h,8h-pyrano[3,2-c]pyran-2-one

C12H16O5 (240.0998)


   

(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

(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

C34H42N2O4 (542.3144)


   

(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

(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

C14H20O3 (236.1412)


   

methyl 8-hydroxy-9-oxo-6-(2-oxopropyl)xanthene-1-carboxylate

methyl 8-hydroxy-9-oxo-6-(2-oxopropyl)xanthene-1-carboxylate

C18H14O6 (326.079)


   

(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

(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 (451.2722)


   

1-{1-methoxy-7,9b-dimethyl-3h,3ah,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1-yl}ethanone

1-{1-methoxy-7,9b-dimethyl-3h,3ah,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1-yl}ethanone

C17H26O3 (278.1882)


   

5-[(2s)-1-hydroxypropan-2-yl]-3,8-dimethylnaphthalen-2-ol

5-[(2s)-1-hydroxypropan-2-yl]-3,8-dimethylnaphthalen-2-ol

C15H18O2 (230.1307)


   

(5as,7s,9as,9br)-7,9b-dimethyl-3h,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1,5-dione

(5as,7s,9as,9br)-7,9b-dimethyl-3h,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1,5-dione

C14H18O3 (234.1256)


   

(3r,4s)-3,4,8-trihydroxy-6-methoxy-3,4-dihydro-2h-naphthalen-1-one

(3r,4s)-3,4,8-trihydroxy-6-methoxy-3,4-dihydro-2h-naphthalen-1-one

C11H12O5 (224.0685)


   

(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

(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 (451.2722)


   

(1as,3r,4r,4ar,7s,8as)-7-chloro-3-hydroxy-3,4a,8,8-tetramethyl-hexahydronaphtho[1,8a-b]oxirene-4-carboxylic acid

(1as,3r,4r,4ar,7s,8as)-7-chloro-3-hydroxy-3,4a,8,8-tetramethyl-hexahydronaphtho[1,8a-b]oxirene-4-carboxylic acid

C15H23ClO4 (302.1285)


   

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-[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

C34H54O12 (654.3615)


   

(2r)-7-hydroxy-2,6,8-trimethyl-2,3-dihydro-1-benzopyran-4-one

(2r)-7-hydroxy-2,6,8-trimethyl-2,3-dihydro-1-benzopyran-4-one

C12H14O3 (206.0943)


   

5-(4,5-dihydroxyhex-2-en-1-ylidene)furan-2-one

5-(4,5-dihydroxyhex-2-en-1-ylidene)furan-2-one

C10H12O4 (196.0736)


   

(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

(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

C15H16O6 (292.0947)


   

(3r)-3,4-dihydroxy-6-(2-hydroxyethyl)-2,2,5,7-tetramethyl-3h-inden-1-one

(3r)-3,4-dihydroxy-6-(2-hydroxyethyl)-2,2,5,7-tetramethyl-3h-inden-1-one

C15H20O4 (264.1362)


   

5-[5-(1-methoxyethyl)furan-2-yl]oxolan-2-one

5-[5-(1-methoxyethyl)furan-2-yl]oxolan-2-one

C11H14O4 (210.0892)


   

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

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

C30H34O14 (618.1948)


   

(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

(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 (788.2784)


   

(5z,7s,8r,10r)-7,8-dihydroxy-10-propyl-3,4,7,8,9,10-hexahydrooxecin-2-one

(5z,7s,8r,10r)-7,8-dihydroxy-10-propyl-3,4,7,8,9,10-hexahydrooxecin-2-one

C12H20O4 (228.1362)


   

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

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 (426.1526)


   

7-hydroxy-2-methyl-5,10-dioxooxecan-4-yl acetate

7-hydroxy-2-methyl-5,10-dioxooxecan-4-yl acetate

C12H18O6 (258.1103)


   

3-methoxy-6-(7-methyl-3-methylideneoct-6-en-1-yn-1-yl)cyclohex-5-ene-1,2,4-triol

3-methoxy-6-(7-methyl-3-methylideneoct-6-en-1-yn-1-yl)cyclohex-5-ene-1,2,4-triol

C17H24O4 (292.1675)


   

(4as,7s,10as)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,5,6,8,9,10,10a-octahydro-2h-phenanthrene

(4as,7s,10as)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,5,6,8,9,10,10a-octahydro-2h-phenanthrene

C20H32 (272.2504)


   

methyl (1s,3r)-6-hydroxy-1,7-dimethoxy-3-methyl-10-oxo-1h,3h,4h-pyrano[4,3-b]chromene-9-carboxylate

methyl (1s,3r)-6-hydroxy-1,7-dimethoxy-3-methyl-10-oxo-1h,3h,4h-pyrano[4,3-b]chromene-9-carboxylate

C17H18O8 (350.1002)


   

2,6,11,11,14-pentamethyltetracyclo[7.6.0.0¹,⁵.0¹⁰,¹⁴]pentadec-5-ene

2,6,11,11,14-pentamethyltetracyclo[7.6.0.0¹,⁵.0¹⁰,¹⁴]pentadec-5-ene

C20H32 (272.2504)


   

2-(6,7-dihydroxy-7-methyl-3-methylideneoct-1-yn-1-yl)benzene-1,4-diol

2-(6,7-dihydroxy-7-methyl-3-methylideneoct-1-yn-1-yl)benzene-1,4-diol

C16H20O4 (276.1362)


   

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

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

C17H26O3 (278.1882)


   

(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

(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 (501.2879)


   

(1s,3s,4s,4ar,9as)-1,4,8,9a-tetrahydroxy-4a-(hydroxymethyl)-3-methyl-2,3,4,10-tetrahydro-1h-anthracen-9-one

(1s,3s,4s,4ar,9as)-1,4,8,9a-tetrahydroxy-4a-(hydroxymethyl)-3-methyl-2,3,4,10-tetrahydro-1h-anthracen-9-one

C16H20O6 (308.126)


   

methyl 8-hydroxy-2-methyl-5h-chromeno[4,3-b]pyridine-10-carboxylate

methyl 8-hydroxy-2-methyl-5h-chromeno[4,3-b]pyridine-10-carboxylate

C15H13NO4 (271.0845)


   

(3z,5e,7s,8s,10r)-7,8-dihydroxy-10-(2-hydroxypropyl)-7,8,9,10-tetrahydrooxecin-2-one

(3z,5e,7s,8s,10r)-7,8-dihydroxy-10-(2-hydroxypropyl)-7,8,9,10-tetrahydrooxecin-2-one

C12H18O5 (242.1154)


   

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

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

C20H32 (272.2504)


   

(2s,3s)-3-(2,4-dihydroxy-6-methylbenzoyloxy)-2-hydroxy-2-methylbutanoic acid

(2s,3s)-3-(2,4-dihydroxy-6-methylbenzoyloxy)-2-hydroxy-2-methylbutanoic acid

C13H16O7 (284.0896)


   

methyl (2s,3r,5s)-2,3,5-trihydroxytetradecanoate

methyl (2s,3r,5s)-2,3,5-trihydroxytetradecanoate

C15H30O5 (290.2093)


   

(3s)-3-hydroxy-4-(hydroxymethyl)-7-methoxy-6-methyl-3h-2-benzofuran-1-one

(3s)-3-hydroxy-4-(hydroxymethyl)-7-methoxy-6-methyl-3h-2-benzofuran-1-one

C11H12O5 (224.0685)


   

(2s)-2-[(2e)-but-2-en-2-yl]-3-methyl-8-phenyl-2h-pyrano[3,2-c]pyridin-5-ol

(2s)-2-[(2e)-but-2-en-2-yl]-3-methyl-8-phenyl-2h-pyrano[3,2-c]pyridin-5-ol

C19H19NO2 (293.1416)


   

(5r,8r)-5-(1-hydroxypropan-2-yl)-3,8-dimethyl-5,6,7,8-tetrahydronaphthalen-2-ol

(5r,8r)-5-(1-hydroxypropan-2-yl)-3,8-dimethyl-5,6,7,8-tetrahydronaphthalen-2-ol

C15H22O2 (234.162)


   

1-{4-[3-(hydroxymethyl)-5-methoxyphenoxy]-2-methoxy-6-methylphenyl}-3-methylbut-3-en-2-one

1-{4-[3-(hydroxymethyl)-5-methoxyphenoxy]-2-methoxy-6-methylphenyl}-3-methylbut-3-en-2-one

C21H24O5 (356.1624)


   

6-chloro-5,8-dihydroxy-3-propyl-3,4-dihydro-2-benzopyran-1-one

6-chloro-5,8-dihydroxy-3-propyl-3,4-dihydro-2-benzopyran-1-one

C12H13ClO4 (256.0502)


   

(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

(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

C28H44O3 (428.329)


   

(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

(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

C21H30O3 (330.2195)


   

3-(2,4-dihydroxy-6-methylbenzoyloxy)-2-hydroxy-2-methylbutanoic acid

3-(2,4-dihydroxy-6-methylbenzoyloxy)-2-hydroxy-2-methylbutanoic acid

C13H16O7 (284.0896)


   

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

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

C29H42O6 (486.2981)


   

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

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

C18H12O7 (340.0583)


   

(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

(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 (309.1365)


   

1-{4-[3-hydroxy-5-(hydroxymethyl)phenoxy]-2-methoxy-6-methylphenyl}-3-methylbut-3-en-2-one

1-{4-[3-hydroxy-5-(hydroxymethyl)phenoxy]-2-methoxy-6-methylphenyl}-3-methylbut-3-en-2-one

C20H22O5 (342.1467)


   

ethyl 4,6-dihydroxy-2,3-dimethylbenzoate

ethyl 4,6-dihydroxy-2,3-dimethylbenzoate

C11H14O4 (210.0892)


   

[(2s,3r)-2-[(2s)-5-hydroxy-2-(hydroxymethyl)-4-oxo-3h-1-benzopyran-2-yl]-5-oxooxolan-3-yl]methyl acetate

[(2s,3r)-2-[(2s)-5-hydroxy-2-(hydroxymethyl)-4-oxo-3h-1-benzopyran-2-yl]-5-oxooxolan-3-yl]methyl acetate

C17H18O8 (350.1002)


   

6-hydroxy-2-{2-hydroxy-5-methyl-3-[(3-methylbut-2-en-1-yl)oxy]benzoyl}-3-(3-methylbut-2-en-1-yl)benzaldehyde

6-hydroxy-2-{2-hydroxy-5-methyl-3-[(3-methylbut-2-en-1-yl)oxy]benzoyl}-3-(3-methylbut-2-en-1-yl)benzaldehyde

C25H28O5 (408.1937)


   

2-[(3s)-3,7-dihydroxy-2,2,4,6-tetramethyl-1,3-dihydroinden-5-yl]ethyl acetate

2-[(3s)-3,7-dihydroxy-2,2,4,6-tetramethyl-1,3-dihydroinden-5-yl]ethyl acetate

C17H24O4 (292.1675)


   

2-isopropyl-5-methylcyclohexane-1,4-diol

2-isopropyl-5-methylcyclohexane-1,4-diol

C10H20O2 (172.1463)


   

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

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

C32H52O10 (596.356)


   

5-({8-methyl-9-oxabicyclo[4.2.1]nona-2,4-dien-7-yl}methylidene)furan-2-one

5-({8-methyl-9-oxabicyclo[4.2.1]nona-2,4-dien-7-yl}methylidene)furan-2-one

C14H14O3 (230.0943)


   

4-methoxy-7-(2-oxopropyl)-5h,7h,8h-pyrano[3,2-c]pyran-2-one

4-methoxy-7-(2-oxopropyl)-5h,7h,8h-pyrano[3,2-c]pyran-2-one

C12H14O5 (238.0841)


   

(2r,4as,7as,7br)-2-hydroxy-3,6,6,7b-tetramethyl-1h,2h,4ah,5h,7h,7ah-cyclobuta[e]inden-4-one

(2r,4as,7as,7br)-2-hydroxy-3,6,6,7b-tetramethyl-1h,2h,4ah,5h,7h,7ah-cyclobuta[e]inden-4-one

C15H22O2 (234.162)


   

(2e,4s,5s)-4,5-dihydroxy-1-(5-oxooxolan-2-yl)hex-2-en-1-yl (2e)-2-methylbut-2-enoate

(2e,4s,5s)-4,5-dihydroxy-1-(5-oxooxolan-2-yl)hex-2-en-1-yl (2e)-2-methylbut-2-enoate

C15H22O6 (298.1416)


   

(2s)-5-hydroxy-2-[(s)-hydroxy[(3r)-5-oxooxolan-3-yl]methyl]-2-(hydroxymethyl)-3h-1-benzopyran-4-one

(2s)-5-hydroxy-2-[(s)-hydroxy[(3r)-5-oxooxolan-3-yl]methyl]-2-(hydroxymethyl)-3h-1-benzopyran-4-one

C15H16O7 (308.0896)


   

4,5-dihydroxy-7,9b-dimethyl-decahydronaphtho[1,2-c]furan-1-one

4,5-dihydroxy-7,9b-dimethyl-decahydronaphtho[1,2-c]furan-1-one

C14H22O4 (254.1518)


   

2-hydroxy-2-(hydroxymethyl)-8,10b-dimethyl-4h,4ah,6ah,7h,8h,9h,10h,10ah-naphtho[2,1-c]pyran-1-one

2-hydroxy-2-(hydroxymethyl)-8,10b-dimethyl-4h,4ah,6ah,7h,8h,9h,10h,10ah-naphtho[2,1-c]pyran-1-one

C16H24O4 (280.1675)


   

3-{[(2r)-1,2,3-trihydroxy-3-methylbutylidene]amino}prop-2-enoic acid

3-{[(2r)-1,2,3-trihydroxy-3-methylbutylidene]amino}prop-2-enoic acid

C8H13NO5 (203.0794)


   

3a-hydroxy-7-(hydroxymethyl)-9b-methyl-3h,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1-one

3a-hydroxy-7-(hydroxymethyl)-9b-methyl-3h,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1-one

C14H20O4 (252.1362)


   

(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

(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 (495.2257)


   

7-(2-hydroxypropyl)-4-methoxy-5h,7h,8h-pyrano[3,2-c]pyran-2-one

7-(2-hydroxypropyl)-4-methoxy-5h,7h,8h-pyrano[3,2-c]pyran-2-one

C12H16O5 (240.0998)


   

(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

(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

C30H39NO6 (509.2777)


   

(3z,5e,7s,8r,10r)-7,8-dihydroxy-10-methyl-7,8,9,10-tetrahydrooxecin-2-one

(3z,5e,7s,8r,10r)-7,8-dihydroxy-10-methyl-7,8,9,10-tetrahydrooxecin-2-one

C10H14O4 (198.0892)


   

4-isopropyl-1-methylcyclohexane-1,2,3-triol

4-isopropyl-1-methylcyclohexane-1,2,3-triol

C10H20O3 (188.1412)


   

(1as,3r,4r,4ar,8ar)-3-hydroxy-3,4a,8,8-tetramethyl-hexahydronaphtho[1,8a-b]oxirene-4-carboxylic acid

(1as,3r,4r,4ar,8ar)-3-hydroxy-3,4a,8,8-tetramethyl-hexahydronaphtho[1,8a-b]oxirene-4-carboxylic acid

C15H24O4 (268.1675)


   

(1s,4s,9s,10s,13r,14r)-5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-ol

(1s,4s,9s,10s,13r,14r)-5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-ol

C20H34O (290.261)


   

(2s,3r,6r,10r,11r)-10-propyl-4,9-dioxatricyclo[5.4.0.0³,⁵]undec-1(7)-ene-2,6,11-triol

(2s,3r,6r,10r,11r)-10-propyl-4,9-dioxatricyclo[5.4.0.0³,⁵]undec-1(7)-ene-2,6,11-triol

C12H18O5 (242.1154)


   

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

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

C25H28O6 (424.1886)


   

(3s,4r,6s)-3,4-dihydroxy-6-nonyloxan-2-one

(3s,4r,6s)-3,4-dihydroxy-6-nonyloxan-2-one

C14H26O4 (258.1831)


   

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

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 (802.294)


   

methyl 4,5-dihydroxy-6-(2-hydroxyethyl)-8-methoxy-9-oxoxanthene-1-carboxylate

methyl 4,5-dihydroxy-6-(2-hydroxyethyl)-8-methoxy-9-oxoxanthene-1-carboxylate

C18H16O8 (360.0845)


   

methyl 7-methoxy-4-oxo-3-[(1e)-3-oxobut-1-en-1-yl]chromene-5-carboxylate

methyl 7-methoxy-4-oxo-3-[(1e)-3-oxobut-1-en-1-yl]chromene-5-carboxylate

C16H14O6 (302.079)


   

8-hydroxy-3,5-dimethyl-3,4-dihydro-2-benzopyran-1-one

8-hydroxy-3,5-dimethyl-3,4-dihydro-2-benzopyran-1-one

C11H12O3 (192.0786)


   

3-benzyl-1,12,15-trihydroxy-4,10,12-trimethyl-3h,3ah,4h,6ah,9h,10h,11h,15h-cycloundeca[d]isoindole-5-carboxylic acid

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 (465.2515)


   

7-hydroxy-3,6,6,7b-tetramethyl-1h,2h,7h,7ah-cyclobuta[e]inden-4-one

7-hydroxy-3,6,6,7b-tetramethyl-1h,2h,7h,7ah-cyclobuta[e]inden-4-one

C15H20O2 (232.1463)


   

2-hydroxy-3,6,6,7b-tetramethyl-1h,2h,4ah,5h,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

C15H22O2 (234.162)


   

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

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

C29H35NO8 (525.2363)


   

4-(3-hydroxy-5-methylphenoxy)-2-(2-hydroxyethyl)-6-(hydroxymethyl)phenol

4-(3-hydroxy-5-methylphenoxy)-2-(2-hydroxyethyl)-6-(hydroxymethyl)phenol

C16H18O5 (290.1154)


   

(2r,6s)-6-hydroxy-2-methyl-2,3,4,6,7,8-hexahydro-1-benzopyran-5-one

(2r,6s)-6-hydroxy-2-methyl-2,3,4,6,7,8-hexahydro-1-benzopyran-5-one

C10H14O3 (182.0943)


   

(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

(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

C30H34O14 (618.1948)


   

(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

(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 (309.1365)


   

[(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

[(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

C38H38O16 (750.216)


   

4-(hydroxymethyl)-7-methoxy-6-methyl-3h-2-benzofuran-1-one

4-(hydroxymethyl)-7-methoxy-6-methyl-3h-2-benzofuran-1-one

C11H12O4 (208.0736)