NCBI Taxonomy: 72117

Omphalotaceae (ncbi_taxid: 72117)

found 240 associated metabolites at family taxonomy rank level.

Ancestor: Marasmiineae

Child Taxonomies: Lentinula, Caripia, Gymnopus, Connopus, Mycetinis, Omphalotus, Hymenoporus, Collybiopsis, Paragymnopus, Pusillomyces, Gymnopanella, Marasmiellus, Neonothopanus, Paramycetinis, Rhodocollybia, Anthracophyllum, Pseudomarasmius, Brunneocorticium, environmental samples, unclassified Omphalotaceae

4-Hydroxybenzoic acid

4-hydroxybenzoic acid

C7H6O3 (138.0317)


4-Hydroxybenzoic acid, also known as p-hydroxybenzoate or 4-carboxyphenol, belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups. 4-Hydroxybenzoic acid is a white crystalline solid that is slightly soluble in water and chloroform but more soluble in polar organic solvents such as alcohols and acetone. It is a nutty and phenolic tasting compound. 4-Hydroxybenzoic acid exists in all living species, ranging from bacteria to plants to humans. 4-Hydroxybenzoic acid can be found naturally in coconut. It is one of the main catechins metabolites found in humans after consumption of green tea infusions. It is also found in wine, in vanilla, in A√ßa√≠ oil, obtained from the fruit of the a√ßa√≠ palm (Euterpe oleracea), at relatively high concetrations (892¬±52 mg/kg). It is also found in cloudy olive oil and in the edible mushroom Russula virescens. It has been detected in red huckleberries, rabbiteye blueberries, and corianders and in a lower concentration in olives, red raspberries, and almonds. In humans, 4-hydroxybenzoic acid is involved in ubiquinone biosynthesis. In particular, the enzyme 4-hydroxybenzoate polyprenyltransferase uses a polyprenyl diphosphate and 4-hydroxybenzoate to produce diphosphate and 4-hydroxy-3-polyprenylbenzoate. This enzyme participates in ubiquinone biosynthesis. 4-Hydroxybenzoic acid can be biosynthesized by the enzyme Chorismate lyase. Chorismate lyase is an enzyme that transforms chorismate into 4-hydroxybenzoate and pyruvate. This enzyme catalyses the first step in ubiquinone biosynthesis in Escherichia coli and other Gram-negative bacteria. 4-Hydroxybenzoate is an intermediate in many enzyme-mediated reactions in microbes. For instance, the enzyme 4-hydroxybenzaldehyde dehydrogenase uses 4-hydroxybenzaldehyde, NAD+ and H2O to produce 4-hydroxybenzoate, NADH and H+. This enzyme participates in toluene and xylene degradation in bacteria such as Pseudomonas mendocina. 4-hydroxybenzaldehyde dehydrogenase is also found in carrots. The enzyme 4-hydroxybenzoate 1-hydroxylase transforms 4-hydroxybenzoate, NAD(P)H, 2 H+ and O2 into hydroquinone, NAD(P)+, H2O and CO2. This enzyme participates in 2,4-dichlorobenzoate degradation and is found in Candida parapsilosis. The enzyme 4-hydroxybenzoate 3-monooxygenase transforms 4-hydroxybenzoate, NADPH, H+ and O2 into protocatechuate, NADP+ and H2O. This enzyme participates in benzoate degradation via hydroxylation and 2,4-dichlorobenzoate degradation and is found in Pseudomonas putida and Pseudomonas fluorescens. 4-Hydroxybenzoic acid is a popular antioxidant in part because of its low toxicity. 4-Hydroxybenzoic acid has estrogenic activity both in vitro and in vivo (PMID 9417843). Isolated from many plants, free and combined. Alkyl esters of 4-hydroxybenzoic acid (see below) are used as food and cosmetic preservatives, mainly in their Na salt form, which makes them more water soluble. They are active at low concentrations and more pH-independent than the commonly used Benzoic acid DVN38-Z and 2,4-Hexadienoic acid GMZ10-P. The taste is more detectable than for those preservatives. Effectiveness increases with chain length of the alcohol, but for some microorganisms this reduces cell permeability and thus counteracts the increased efficiency. 4-Hydroxybenzoic acid is found in many foods, some of which are chicory, corn, rye, and black huckleberry. 4-hydroxybenzoic acid is a monohydroxybenzoic acid that is benzoic acid carrying a hydroxy substituent at C-4 of the benzene ring. It has a role as a plant metabolite and an algal metabolite. It is a conjugate acid of a 4-hydroxybenzoate. 4-Hydroxybenzoic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). See also: Vaccinium myrtillus Leaf (part of); Galium aparine whole (part of); Menyanthes trifoliata leaf (part of) ... View More ... A monohydroxybenzoic acid that is benzoic acid carrying a hydroxy substituent at C-4 of the benzene ring. 4-Hydroxybenzoic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=99-96-7 (retrieved 2024-07-01) (CAS RN: 99-96-7). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). 4-Hydroxybenzoic acid, a phenolic derivative of benzoic acid, could inhibit most gram-positive and some gram-negative bacteria, with an IC50 of 160 μg/mL. 4-Hydroxybenzoic acid, a phenolic derivative of benzoic acid, could inhibit most gram-positive and some gram-negative bacteria, with an IC50 of 160 μg/mL.

   

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].

   

Trehalose

(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-3,4,5-triol

C12H22O11 (342.1162)


Trehalose, also known as mycose, is a 1-alpha (disaccharide) sugar found extensively but not abundantly in nature. It is thought to be implicated in anhydrobiosis - the ability of plants and animals to withstand prolonged periods of desiccation. The sugar is thought to form a gel phase as cells dehydrate, which prevents disruption of internal cell organelles by effectively splinting them in position. Rehydration then allows normal cellular activity to be resumed without the major, generally lethal damage that would normally follow a dehydration/reyhdration cycle. Trehalose is a non-reducing sugar formed from two glucose units joined by a 1-1 alpha bond giving it the name of alpha-D-glucopyranoglucopyranosyl-1,1-alpha-D-glucopyranoside. The bonding makes trehalose very resistant to acid hydrolysis, and therefore stable in solution at high temperatures even under acidic conditions. The bonding also keeps non-reducing sugars in closed-ring form, such that the aldehyde or ketone end-groups do not bind to the lysine or arginine residues of proteins (a process called glycation). The enzyme trehalase, present but not abundant in most people, breaks it into two glucose molecules, which can then be readily absorbed in the gut. Trehalose is an important components of insects circulating fluid. It acts as a storage form of insect circulating fluid and it is important in respiration. Trehalose has also been found to be a metabolite of Burkholderia, Escherichia and Propionibacterium (PMID:12105274; PMID:25479689) (krishikosh.egranth.ac.in/bitstream/1/84382/1/88571\\\\%20P-1257.pdf). Alpha,alpha-trehalose is a trehalose in which both glucose residues have alpha-configuration at the anomeric carbon. It has a role as a human metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite, a mouse metabolite and a geroprotector. Cabaletta has been used in trials studying the treatment of Oculopharyngeal Muscular Dystrophy. Trehalose is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Trehalose is a natural product found in Cora pavonia, Selaginella nothohybrida, and other organisms with data available. Trehalose is a metabolite found in or produced by Saccharomyces cerevisiae. Occurs in fungi. EU and USA approved sweetener Acquisition and generation of the data is financially supported in part by CREST/JST. CONFIDENCE standard compound; INTERNAL_ID 149 D-(+)-Trehalose,which is widespread, can be used as a food ingredient and pharmaceutical excipient. D-(+)-Trehalose,which is widespread, can be used as a food ingredient and pharmaceutical excipient.

   

beta-D-Galactopyranosyl-(1->4)-beta-D-galactopyranosyl-(1->4)-D-galactose

2-{[4,5-dihydroxy-2-(hydroxymethyl)-6-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C18H32O16 (504.169)


beta-D-Galactopyranosyl-(1->4)-beta-D-galactopyranosyl-(1->4)-D-galactose, also known as b-D-galactopyranosyl-(1->4)-b-D-galactopyranosyl-(1->4)-D-galactose belongs to the class of organic compounds known as oligosaccharides or glycans. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds. beta-D-galactopyranosyl-(1->4)-beta-D-galactopyranosyl-(1->4)-D-galactose has been detected, but not quantified, in root vegetables. Beta-D-Galactopyranosyl-(1->4)-beta-D-galactopyranosyl-(1->4)-D-galactose is an oligosaccharide. Maltotriose is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Maltotriose is a natural product found in Lycium barbarum, Polygonum aviculare, and other organisms with data available. Maltotriose is a metabolite found in or produced by Saccharomyces cerevisiae. Maltotriose, the second most abundant sugar present in brewing, is an inducer of the maltose regulon of Escherichia coli. Maltotriose can induce beta-galactosidase synthesis[1][2]. Maltotriose, the second most abundant sugar present in brewing, is an inducer of the maltose regulon of Escherichia coli. Maltotriose can induce beta-galactosidase synthesis[1][2].

   

L-Cystathionine

(2S)-2-amino-4-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}butanoic acid

C7H14N2O4S (222.0674)


Cystathionine is a dipeptide formed by serine and homocysteine. Cystathioninuria is a prominent manifestation of vitamin-B6 deficiency. The transsulfuration of methionine yields homocysteine, which combines with serine to form cystathionine, the proximate precursor of cysteine through the enzymatic activity of cystathionase. In conditions in which cystathionine gamma-synthase or cystathionase is deficient, for example, there is cystathioninuria. Although cystathionine has not been detected in normal human serum or plasma by most conventional methods, gas chromatographic/mass spectrometric methodology detected a mean concentration of cystathionine in normal human serum of 140 nM, with a range of 65 to 301 nM. Cystathionine concentrations in CSF have been 10, 1, and 0.5 uM, and "not detected". Only traces (i.e., <1 uM) of cystathionine are present in normal CSF.587. Gamma-cystathionase deficiency (also known as Cystathioninuria), which is an autosomal recessive disorder (NIH: 2428), provided the first instance in which, in a human, the major biochemical abnormality due to a defined enzyme defect was clearly shown to be alleviated by administration of large doses of pyridoxine. The response in gamma-cystathionase-deficient patients is not attributable to correction of a preexisting deficiency of this vitamin (OMMBID, Chap. 88). Isolated from Phallus impudicus (common stinkhorn) CONFIDENCE standard compound; INTERNAL_ID 146 KEIO_ID C019; [MS2] KO008910 KEIO_ID C047 KEIO_ID C019 Acquisition and generation of the data is financially supported in part by CREST/JST. CONFIDENCE standard compound; ML_ID 30 L-Cystathionine is a nonprotein thioether and is a key amino acid associated with the metabolic state of sulfur-containing amino acids. L-Cystathionine protects against Homocysteine-induced mitochondria-dependent apoptosis of vascular endothelial cells (HUVECs). L-Cystathionine plays an important role in cardiovascular protection[1][2]. L-Cystathionine is a nonprotein thioether and is a key amino acid associated with the metabolic state of sulfur-containing amino acids. L-Cystathionine protects against Homocysteine-induced mitochondria-dependent apoptosis of vascular endothelial cells (HUVECs). L-Cystathionine plays an important role in cardiovascular protection[1][2].

   

Saccharopine

(2S)-2-{[(5S)-5-amino-5-carboxypentyl]amino}pentanedioic acid

C11H20N2O6 (276.1321)


Saccharopine is an intermediate in the degradation of lysine, formed by the condensation of lysine and alpha-ketoglutarate. The saccharopine pathway is the main route for lysine degradation in mammals, and its first two reactions are catalyzed by enzymatic activities known as lysine-oxoglutarate reductase (LOR) and saccharopine dehydrogenase (SDH), which reside on a single bifunctional polypeptide (LOR/SDH) (EC 1.5.1.8). The reactions involved with saccharopine dehydrogenases have very strict substrate specificity for L-lysine, 2-oxoglutarate, and NADPH. LOR/SDH has been detected in a number of mammalian tissues, mainly in the liver and kidney, contributing not only to the general nitrogen balance in the organism but also to the controlled conversion of lysine into ketone bodies. A tetrameric form has also been observed in human liver and placenta. LOR activity has also been detected in brain mitochondria during embryonic development, and this opens up the question of whether or not lysine degradation has any functional significance during brain development. As a result, there is now a new focus on the nutritional requirements for lysine in gestation and infancy. Finally, LOR and/or SDH deficiencies seem to be involved in a human autosomal genetic disorder known as familial hyperlysinemia, which is characterized by serious defects in the functioning of the nervous system and characterized by a deficiency in lysine-ketoglutarate reductase, saccharopine dehydrogenase, and saccharopine oxidoreductase activities. Saccharopinuria (high amounts of saccharopine in the urine) and saccharopinemia (an excess of saccharopine in the blood) are conditions present in some inherited disorders of lysine degradation (PMID: 463877, 10567240, 10772957, 4809305). If present in sufficiently high levels, saccharopine 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. Saccharopine 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. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). Many affected children with organic acidemias experience intellectual disability or delayed development. Amino acid from Saccharomyces cerevisiae and Neurospora crassaand is also found in mushrooms and seeds

   

Pyrrole-2-carboxylic acid

1H-Pyrrole-2-carboxylic acid

C5H5NO2 (111.032)


Pyrrole-2-carboxylic acid was synthesized over a century ago, but its history as a compound of biological origin is rather recent. It was first identified as a degradation product of sialic acids, then as a derivative of the oxidation of the D-hydroxyproline isomers by mammalian D-amino acid oxidase. The latter relationship results from the lability of the direct oxidation product, A-pyrroline-4-hydroxy-2-carboxylic acid, which loses water spontaneously to form the pyrrole. A similar reaction is catalyzed by the more specific allohydroxy-D-proline oxidase of Pseudomonas. In whole animal observations, pyrrole-2-carboxylate (PCA) was identified in rat or human urine after administration of the D-isomers of hydroxyproline, a finding ascribable to the action of D-amino acid oxidase. (PMID:4430715). Urinary excretion of N-(pyrrole-2-carboxyl) glycine has been reported in a 5-year-old affected with type II hyperprolinemia; The child has mild developmental delay, recurrent seizures of the grand mal type and EEG alterations. The urinary excretion of the conjugate is stressed, since it appears that only one previous report in the literature described this compound in the urine of two patients affected by this disturbance (PMID 2383933). Pyrrole-2-carboxylic acid was synthesized over a century ago, but its history as a compound of biological origin is rather recent. It was first identified as a degradation product of sialic acids, then as a derivative of the oxidation of the D-hydroxyproline isomers by mammalian D-amino acid oxidase. The latter relationship results from the lability of the direct oxidation product, A-pyrroline-4-hydroxy-2-carboxylic acid, which loses water spontaneously to form the pyrrole. A similar reaction is catalyzed by the more specific allohydroxy-D-proline oxidase of Pseudomonas. In whole animal observations, pyrrole-2-carboxylate (PCA) was identified in rat or human urine after administration of the D-isomers of hydroxyproline, a finding ascribable to the action of D-amino acid oxidase. (PMID: 4430715) KEIO_ID P112 Pyrrole-2-carboxylic acid is a natural alkaloid from the marine bacterium Pelomonas puraquae sp. Nov. Pyrrole-2-carboxylic acid is a natural alkaloid from the marine bacterium Pelomonas puraquae sp. Nov.

   

L-Alanine

(2S)-2-aminopropanoic acid

C3H7NO2 (89.0477)


Alanine (Ala), also known as L-alanine is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Amino acids are organic compounds that contain amino (–NH2) and carboxyl (–COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-alanine is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Alanine is found in all organisms ranging from bacteria to plants to animals. It is classified as an aliphatic, non-polar amino acid. In humans, alanine is a non-essential amino acid that can be easily made in the body from either the conversion of pyruvate or the breakdown of the dipeptides carnosine and anserine. Alanine can be also synthesized from branched chain amino acids such as valine, leucine, and isoleucine. Alanine is produced by reductive amination of pyruvate through a two-step process. In the first step, alpha-ketoglutarate, ammonia and NADH are converted by the enzyme known glutamate dehydrogenase to glutamate, NAD+ and water. In the second step, the amino group of the newly-formed glutamate is transferred to pyruvate by an aminotransferase enzyme, regenerating the alpha-ketoglutarate, and converting the pyruvate to alanine. The net result is that pyruvate and ammonia are converted to alanine. In mammals, alanine plays a key role in glucose–alanine cycle between tissues and liver. In muscle and other tissues that degrade amino acids for fuel, amino groups are collected in the form of glutamate by transamination. Glutamate can then transfer its amino group to pyruvate, a product of muscle glycolysis, through the action of alanine aminotransferase, forming alanine and alpha-ketoglutarate. The alanine enters the bloodstream and is transported to the liver. The alanine aminotransferase reaction takes place in reverse in the liver, where the regenerated pyruvate is used in gluconeogenesis, forming glucose which returns to the muscles through the circulation system. Alanine is highly concentrated in muscle and is one of the most important amino acids released by muscle, functioning as a major energy source. Plasma alanine is often decreased when the BCAA (branched-chain amino acids) are deficient. This finding may relate to muscle metabolism. Alanine is highly concentrated in meat products and other high-protein foods like wheat germ and cottage cheese. Alanine is an important participant as well as a regulator of glucose metabolism. Alanine levels parallel blood sugar levels in both diabetes and hypoglycemia, and alanine is reduced in both severe hypoglycemia and the ketosis of diabetes. Alanine is an important amino acid for lymphocyte reproduction and immunity. Alanine therapy has helped dissolve kidney stones in experimental animals. Normal alanine metabolism, like that of other amino acids, is highly dependent upon enzymes that contain vitamin B6. Alanine, like GABA, taurine, and glycine, is an inhibitory neurotransmitter in the brain (http://www.dcnutrition.com/AminoAcids/). L-Alanine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=56-41-7 (retrieved 2024-07-01) (CAS RN: 56-41-7). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). L-Alanine is a non-essential amino acid, involved in sugar and acid metabolism, increases immunity, and provides energy for muscle tissue, brain, and central nervous system. L-Alanine is a non-essential amino acid, involved in sugar and acid metabolism, increases immunity, and provides energy for muscle tissue, brain, and central nervous system.

   

Octanol

Octyl alcohol normal-primary

C8H18O (130.1358)


1-Octanol, also known as octan-1-ol, is the organic compound with the molecular formula CH3(CH2)7OH. It is a fatty alcohol. Many other isomers are also known generically as octanols. Octanol is mainly produced industrially by the oligomerization of ethylene using triethylaluminium followed by oxidation of the alkylaluminium products. This route is known as the Ziegler alcohol synthesis. Octanol also occurs naturally in the form of esters in some essential oils. Octanol and water are immiscible. The distribution of a compound between water and octanol is used to calculate the partition coefficient (logP) of that molecule. Water/octanol partitioning is a good approximation of the partitioning between the cytosol and lipid membranes of living systems. Octanol is a colorless, slightly viscous liquid used as a defoaming or wetting agent. It is also used as a solvent for protective coatings, waxes, and oils, and as a raw material for plasticizers. It is also one of many compounds derived from tobacco and tobacco smoke and shown to increase the permeability of the membranes of human lung fibroblasts (PMID 7466833). Occurs in the form of esters in some essential oils. Flavouring agent. 1-Octanol is found in many foods, some of which are common wheat, lime, tea, and corn. D012997 - Solvents 1-Octanol (Octanol), a saturated fatty alcohol, is a T-type calcium channels (T-channels) inhibitor with an IC50 of 4 μM for native T-currents[1]. 1-Octanol is a highly attractive biofuel with diesel-like properties[2]. 1-Octanol (Octanol), a saturated fatty alcohol, is a T-type calcium channels (T-channels) inhibitor with an IC50 of 4 μM for native T-currents[1]. 1-Octanol is a highly attractive biofuel with diesel-like properties[2].

   

Gentiotriose

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

C18H32O16 (504.169)


Manninotriose is found in cocoa and cocoa products. Manninotriose is found free in cocoa beans, hazelnuts and in various plant mannans. Selectively utilised by bifidobacteria in the intestine but hardly utilised by other microorganisms. Increases faecal bifidobacteria and decreases Clostridia.

   

Lenthionine

1,2,3,5,6-Pentathiacycloheptane

C2H4S5 (187.8917)


Constituent of the edible mushroom Shiitake (Lentinus edodes), responsible for its characteristic odourand is also a volatile production of cooked muttonand is also isolated from petai (Parkia speciosa). Lenthionine is found in mushrooms, animal foods, and green vegetables. Lenthionine is found in animal foods. Lenthionine is a constituent of the edible mushroom Shiitake (Lentinus edodes), responsible for its characteristic odour. Also a volatile produced of cooked mutton. Also isolated from petai (Parkia speciosa)

   

DL-2-Aminopropionic acid

2-aminopropanoic acid

C3H7NO2 (89.0477)


(alpha-D-mannosyl)7-beta-D-mannosyl-diacetylchitobiosyl-L-asparagine, isoform A (protein), also known as ALA or 2-Aminopropanoic acid, is classified as an alanine or an Alanine derivative. Alanines are compounds containing alanine or a derivative thereof resulting from reaction of alanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. (alpha-D-mannosyl)7-beta-D-mannosyl-diacetylchitobiosyl-L-asparagine, isoform A (protein) is considered to be soluble (in water) and acidic. (alpha-D-mannosyl)7-beta-D-mannosyl-diacetylchitobiosyl-L-asparagine, isoform A (protein) can be synthesized from propionic acid. (alpha-D-mannosyl)7-beta-D-mannosyl-diacetylchitobiosyl-L-asparagine, isoform A (protein) can be synthesized into alanine derivative. (alpha-D-mannosyl)7-beta-D-mannosyl-diacetylchitobiosyl-L-asparagine, isoform A (protein) is an odorless tasting compound found in Green bell peppers, Green zucchinis, Italian sweet red peppers, and Red bell peppers Dietary supplement, nutrient, sweetening flavour enhancer in pickling spice mixts. DL-alanine, an amino acid, is the racemic compound of L- and D-alanine. DL-alanine is employed both as a reducing and a capping agent, used with silver nitrate aqueous solutions for the production of nanoparticles. DL-alanine can be used for the research of transition metals chelation, such as Cu(II), Zn(II), Cd(11). DL-alanine, a sweetener, is classed together with glycine, and sodium saccharin. DL-alanine plays a key role in the glucose-alanine cycle between tissues and liver[1][2][3][4][5][6].

   

Galactotriose

2-{[3,5-dihydroxy-2-(hydroxymethyl)-6-{[2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C18H32O16 (504.169)


Galactotriose is found in nuts. Galactotriose is a constituent of the hydrolysate of a cashew-nut shell polysaccharide D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents D006401 - Hematologic Agents > D000925 - Anticoagulants D009676 - Noxae > D000963 - Antimetabolites

   

cis-Isopulegone

[4-(prop-1-en-2-yl)cyclohexyl]methanol

C10H18O (154.1358)


cis-Isopulegone is found in fats and oils. cis-Isopulegone is a minor constituent of Perilla species. Minor constituent of Perilla subspecies cis-Isopulegone is found in fats and oils.

   

Oudemansin A

Methyl (5Z)-4-methoxy-2-(methoxymethylidene)-3-methyl-6-phenylhex-5-enoic acid

C17H22O4 (290.1518)


Oudemansin A is found in mushrooms. Oudemansin A is a metabolite of Oudemansiella mucida (porcelain fungus). Metabolite of Oudemansiella mucida (porcelain fungus). Oudemansin A is found in mushrooms.

   

Deoxyeritadenine

4-(6-amino-9H-purin-9-yl)-2-hydroxybutanoic acid

C9H11N5O3 (237.0862)


Deoxyeritadenine is found in mushrooms. Deoxyeritadenine is a constituent of the edible shitake mushroom

   

6-Amino-9H-purine-9-propanoic acid

3-(6-amino-9h-purin-9-yl)propanoic acid

C8H9N5O2 (207.0756)


6-Amino-9H-purine-9-propanoic acid is found in mushrooms. 6-Amino-9H-purine-9-propanoic acid is isolated from Lentinus edodes (shiitake

   

(2S,2'S)-Pyrosaccharopine

1-(5-amino-5-carboxypentyl)-5-oxopyrrolidine-2-carboxylic acid

C11H18N2O5 (258.1216)


(2S,2S)-Pyrosaccharopine is found in cereals and cereal products. (2S,2S)-Pyrosaccharopine is isolated from edible dried shiitake mushroom (Lentinus edodes) and buckwheat seeds (Fagopyrum esculentum). Isolated from edible dried shiitake mushroom (Lentinus edodes) and buckwheat seeds (Fagopyrum esculentum). (2S,2S)-Pyrosaccharopine is found in mushrooms and cereals and cereal products.

   

Thelephoric acid

6,7,16,17-tetrahydroxy-10,20-dioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁴,¹⁹]icosa-1(13),3(11),4(9),5,7,14(19),15,17-octaene-2,12-dione

C18H8O8 (352.0219)


Thelephoric acid is found in mushrooms. Thelephoric acid is a constituent of the cap skin of Suillus grevillei (larch bolete)

   

D-Glucose, 4-O-beta-D-galactopyranosyl-

2-(hydroxymethyl)-6-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol

C12H22O11 (342.1162)


The most abundant organic material found in plants forming the principal constituent of their cell walls giving them structural strength. Anticaking agent, binding agent and other uses in food. D-(+)-Cellobiose is an endogenous metabolite. D-(+)-Cellobiose is an endogenous metabolite. Maltose is a disaccharide formed from two units of glucose joined with an α(1→4) bond, a reducing sugar. Maltose monohydrate can be used as a energy source for bacteria. Maltose is a disaccharide formed from two units of glucose joined with an α(1→4) bond, a reducing sugar. Maltose monohydrate can be used as a energy source for bacteria.

   

6-O-alpha-D-Galactopyranosyl-D-galactopyranose

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

C12H22O11 (342.1162)


   

Lentinan

2-[(4-{[4-({4-[(3,5-dihydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl)oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5,6-trihydroxyoxan-2-yl)methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

C42H72O36 (1152.3803)


D000970 - Antineoplastic Agents D007155 - Immunologic Factors

   

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 .

   

Verbascotetrose

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

C24H42O21 (666.2218)


Verbascotetrose is a member of the class of compounds known as oligosaccharides. Oligosaccharides are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds. Verbascotetrose is soluble (in water) and a very weakly acidic compound (based on its pKa). Verbascotetrose can be found in cocoa bean, which makes verbascotetrose a potential biomarker for the consumption of this food product.

   

Cystathione

2-amino-4-[(2-amino-2-carboxyethyl)sulfanyl]butanoic acid

C7H14N2O4S (222.0674)


Cystathione, also known as dl-cystathionine, belongs to cysteine and derivatives class of compounds. Those are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Cystathione is soluble (in water) and a moderately acidic compound (based on its pKa). Cystathione can be found in corn, which makes cystathione a potential biomarker for the consumption of this food product. Cystathione may be a unique E.coli metabolite.

   

Mellein

Mellein

C10H10O3 (178.063)


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

   

Illudalic acid

Illudalic acid

C15H16O5 (276.0998)


   

Thelephoric acid

6,7,16,17-tetrahydroxy-10,20-dioxapentacyclo[11.7.0.0^{3,11}.0^{4,9}.0^{14,19}]icosa-1(13),3(11),4,6,8,14,16,18-octaene-2,12-dione

C18H8O8 (352.0219)


   
   

Atromentin

Atromentin

C18H12O6 (324.0634)


A member of the class of dihydroxy-1,4-benzoquinones that is 2,5-dihydroxycyclohexa-2,5-diene-1,4-dione which is substituted by a 4-hydroxyphenyl group at positions 3 and 6. It is a mushroom pigment isolated from several fungi species and acts as a smooth muscle stimulant, and exhibits anticoagulant, antibacterial and antineoplastic properties.

   

Methyl 1H-pyrrole-2-carboxylate

Methyl 1H-pyrrole-2-carboxylate

C6H7NO2 (125.0477)


   

Methyl 5-(1,2-dihydroxypropyl)pyridine-2-carboxylate

Methyl 5-(1,2-dihydroxypropyl)pyridine-2-carboxylate

C10H13NO4 (211.0845)


   

Trehalose

D-(+)-Trehalose dihydrate,from Saccharomyces cerevisiae

C12H22O11 (342.1162)


Trehalose, also known as alpha,alpha-trehalose or D-(+)-trehalose, is a member of the class of compounds known as O-glycosyl compounds. O-glycosyl compounds are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Trehalose is soluble (in water) and a very weakly acidic compound (based on its pKa). Trehalose can be found in a number of food items such as european chestnut, chicory, wild celery, and shallot, which makes trehalose a potential biomarker for the consumption of these food products. Trehalose can be found primarily in feces and urine, as well as throughout most human tissues. Trehalose exists in all living species, ranging from bacteria to humans. In humans, trehalose is involved in the trehalose degradation. Acquisition and generation of the data is financially supported by the Max-Planck-Society D-(+)-Trehalose,which is widespread, can be used as a food ingredient and pharmaceutical excipient. D-(+)-Trehalose,which is widespread, can be used as a food ingredient and pharmaceutical excipient.

   

L-alanine

L-alanine

C3H7NO2 (89.0477)


The L-enantiomer of alanine. L-Alanine is a non-essential amino acid, involved in sugar and acid metabolism, increases immunity, and provides energy for muscle tissue, brain, and central nervous system. L-Alanine is a non-essential amino acid, involved in sugar and acid metabolism, increases immunity, and provides energy for muscle tissue, brain, and central nervous system.

   

L-Cystathionine

L-Cystathionine

C7H14N2O4S (222.0674)


A modified amino acid generated by enzymic means from L-homocysteine and L-serine. L-Cystathionine is a nonprotein thioether and is a key amino acid associated with the metabolic state of sulfur-containing amino acids. L-Cystathionine protects against Homocysteine-induced mitochondria-dependent apoptosis of vascular endothelial cells (HUVECs). L-Cystathionine plays an important role in cardiovascular protection[1][2]. L-Cystathionine is a nonprotein thioether and is a key amino acid associated with the metabolic state of sulfur-containing amino acids. L-Cystathionine protects against Homocysteine-induced mitochondria-dependent apoptosis of vascular endothelial cells (HUVECs). L-Cystathionine plays an important role in cardiovascular protection[1][2].

   

4-hydroxybenzoate

4-Hydroxybenzoic acid

C7H6O3 (138.0317)


4-Hydroxybenzoic acid, a phenolic derivative of benzoic acid, could inhibit most gram-positive and some gram-negative bacteria, with an IC50 of 160 μg/mL. 4-Hydroxybenzoic acid, a phenolic derivative of benzoic acid, could inhibit most gram-positive and some gram-negative bacteria, with an IC50 of 160 μg/mL.

   

Cystathionine

Homocysteine,S-(2-amino-2-carboxyethyl)-

C7H14N2O4S (222.0674)


A modified amino acid generated by enzymic means from homocysteine and serine. L-Cystathionine is a nonprotein thioether and is a key amino acid associated with the metabolic state of sulfur-containing amino acids. L-Cystathionine protects against Homocysteine-induced mitochondria-dependent apoptosis of vascular endothelial cells (HUVECs). L-Cystathionine plays an important role in cardiovascular protection[1][2]. L-Cystathionine is a nonprotein thioether and is a key amino acid associated with the metabolic state of sulfur-containing amino acids. L-Cystathionine protects against Homocysteine-induced mitochondria-dependent apoptosis of vascular endothelial cells (HUVECs). L-Cystathionine plays an important role in cardiovascular protection[1][2].

   

Saccharopine

L-Saccharopine

C11H20N2O6 (276.1321)


The N(6)-(1,3-dicarboxypropan-1-yl) derivative of L-lysine.

   

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].

   

p-Hydroxybenzoic acid

p-Hydroxybenzoic acid

C7H6O3 (138.0317)


4-Hydroxybenzoic acid, a phenolic derivative of benzoic acid, could inhibit most gram-positive and some gram-negative bacteria, with an IC50 of 160 μg/mL. 4-Hydroxybenzoic acid, a phenolic derivative of benzoic acid, could inhibit most gram-positive and some gram-negative bacteria, with an IC50 of 160 μg/mL.

   

Alanine

L-α-Aminopropionic acid

C3H7NO2 (89.0477)


An alpha-amino acid that consists of propionic acid bearing an amino substituent at position 2. Alanine (symbol Ala or A),[4] or α-alanine, is an α-amino acid that is used in the biosynthesis of proteins. It contains an amine group and a carboxylic acid group, both attached to the central carbon atom which also carries a methyl group side chain. Consequently it is classified as a nonpolar, aliphatic α-amino acid. Under biological conditions, it exists in its zwitterionic form with its amine group protonated (as −NH + 3 ) and its carboxyl group deprotonated (as −CO − 2 ). It is non-essential to humans as it can be synthesized metabolically and does not need to be present in the diet. It is encoded by all codons starting with GC (GCU, GCC, GCA, and GCG). The L-isomer of alanine (left-handed) is the one that is incorporated into proteins. L-alanine is second only to L-leucine in rate of occurrence, accounting for 7.8\\\\\% of the primary structure in a sample of 1,150 proteins.[5] The right-handed form, D-alanine, occurs in peptides in some bacterial cell walls[6]: 131  (in peptidoglycan) and in some peptide antibiotics, and occurs in the tissues of many crustaceans and molluscs as an osmolyte. D-Alanine is a weak GlyR (inhibitory glycine receptor) and PMBA agonist, with an EC50 of 9 mM for GlyR. D-Alanine is a weak GlyR (inhibitory glycine receptor) and PMBA agonist, with an EC50 of 9 mM for GlyR. L-Alanine is a non-essential amino acid, involved in sugar and acid metabolism, increases immunity, and provides energy for muscle tissue, brain, and central nervous system. L-Alanine is a non-essential amino acid, involved in sugar and acid metabolism, increases immunity, and provides energy for muscle tissue, brain, and central nervous system.

   

Octanol

InChI=1\C8H18O\c1-2-3-4-5-6-7-8-9\h9H,2-8H2,1H

C8H18O (130.1358)


D012997 - Solvents 1-Octanol (Octanol), a saturated fatty alcohol, is a T-type calcium channels (T-channels) inhibitor with an IC50 of 4 μM for native T-currents[1]. 1-Octanol is a highly attractive biofuel with diesel-like properties[2]. 1-Octanol (Octanol), a saturated fatty alcohol, is a T-type calcium channels (T-channels) inhibitor with an IC50 of 4 μM for native T-currents[1]. 1-Octanol is a highly attractive biofuel with diesel-like properties[2].

   

oct-1-en-3S-ol

oct-1-en-3S-ol

C8H16O (128.1201)


   

1-OCTEN-3-OL

(3R)-oct-1-en-3-ol

C8H16O (128.1201)


Oct-1-en-3-ol, a fatty acid fragrant, is a self-stimulating oxylipin messenger. Oct-1-en-3-ol serves as a signaling molecule in plant cellular responses, plant-herbivore interactions, and plant-plant interactions. Oct-1-en-3-ol causes dopamine neuron degeneration through disruption of dopamine handling[1][2]. Oct-1-en-3-ol, a fatty acid fragrant, is a self-stimulating oxylipin messenger. Oct-1-en-3-ol serves as a signaling molecule in plant cellular responses, plant-herbivore interactions, and plant-plant interactions. Oct-1-en-3-ol causes dopamine neuron degeneration through disruption of dopamine handling[1][2].

   

Octan-1-ol

Octan-1-ol

C8H18O (130.1358)


An octanol carrying the hydroxy group at position 1.

   

Gentiotriose

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

C18H32O16 (504.169)


   

Deoxyeritadenine

4-(6-amino-9H-purin-9-yl)-2-hydroxybutanoic acid

C9H11N5O3 (237.0862)


   

3-(9-Adeninyl)propionic acid

3-(6-amino-9h-purin-9-yl)propanoic acid

C8H9N5O2 (207.0756)


   

Mucidin

methyl (2Z,3E,5Z)-2-(methoxymethylidene)-3-methyl-6-phenylhexa-3,5-dienoate

C16H18O3 (258.1256)


An enoate ester that is the methyl ester of (2E,3Z,5E)-2-(methoxymethylene)-3-methyl-6-phenylhexa-3,5-dienoic acid. D010575 - Pesticides > D005659 - Fungicides, Industrial > D000073739 - Strobilurins D000890 - Anti-Infective Agents > D000935 - Antifungal Agents

   

cis-isopulegone

[4-(prop-1-en-2-yl)cyclohexyl]methanol

C10H18O (154.1358)


   

(2S,2'S)-Pyrosaccharopine

1-(5-amino-5-carboxypentyl)-5-oxopyrrolidine-2-carboxylic acid

C11H18N2O5 (258.1216)


   

beta-D-Galactopyranosyl-(1->4)-beta-D-galactopyranosyl-(1->4)-D-galactose

2-{[4,5-dihydroxy-2-(hydroxymethyl)-6-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C18H32O16 (504.169)


   

Dimethyltetrasulfane

1,4-Dimethyltetrasulfane

C2H6S4 (157.9352)


   

(±)-Mellein

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

C10H10O3 (178.063)


D009676 - Noxae > D011042 - Poisons > D009793 - Ochratoxins D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins

   

3-Octanone

Octan-3-one

C8H16O (128.1201)


A dialkyl ketone that is octane in which the two methylene protons at position 3 have been replaced by an oxo group.

   

(-)-Illudin M

(-)-1alpha,7beta-dihydroxy-2,9-illudadien-8-one

C15H20O3 (248.1412)


   

(-)-Illudin S

(-)-1alpha,7beta,12-trihydroxy-2,9-illudadien-8-one

C15H20O4 (264.1362)


   

2-aminoethanesulfonic acid

2-aminoethanesulfonic acid

C2H7NO3S (125.0147)


   

5α-Ergosta-7,22-dien-3β-ol

5alpha-Ergosta-7,22-dien-3beta-ol

C28H46O (398.3548)


A 3beta-sterol consisting of an ergostane skeleton with double bonds at 7- and 22-positions.

   

Eritadenine

Eritadenine

C9H11N5O4 (253.0811)


D004791 - Enzyme Inhibitors

   

Minalin

1H-Pyrrole-2-carboxylic acid (9ci)

C5H5NO2 (111.032)


Pyrrole-2-carboxylic acid is a natural alkaloid from the marine bacterium Pelomonas puraquae sp. Nov. Pyrrole-2-carboxylic acid is a natural alkaloid from the marine bacterium Pelomonas puraquae sp. Nov.

   

nigerose

Sakebiose

C12H22O11 (342.1162)


Detected in saké. Can be obtained preparatively by hydrolysis of the D-glucan from fruiting bodies of the bracket fungus Laetiporus sulphureus (sulphur polypore) (Takeo et al). Sakebiose is found in mushrooms and alcoholic beverages.

   

Polydextrose

Polydextrose

C12H22O11 (342.1162)


Polydextrose is a food ingredient classified as soluble fiber and is frequently used to increase the non-dietary fiber content of food, replace sugar, reduce calories and reduce fat content. It is a multi-purpose food ingredient synthesized from dextrose, plus about 10 percent sorbitol and 1 percent citric acid. Its E number is E1200. The US FDA approved it in 1981. [Wikipedia]. Polydextrose is found in many foods, some of which are tinda, garden rhubarb, white cabbage, and natal plum.

   

Oudemansin A

Oudemansin A

C17H22O4 (290.1518)


   

Lenthionine

Lenthionine

C2H4S5 (187.8917)


   

L-Thioproline

L-Thioproline

C4H7NO2S (133.0197)


An optically active version of thioproline having L-configuration.

   

3-(6-amino-9h-purin-9-yl)propanoic acid

3-(6-amino-9h-purin-9-yl)propanoic acid

C8H9N5O2 (207.0756)


   

Oct-1-en-3-ol

Oct-1-en-3-ol

C8H16O (128.1201)


An alkenyl alcohol with a structure based on a C8 unbranched chain with the hydroxy group at C-2 and unsaturation at C-1-C-2. It is a major volatile compound present in many mushrooms and fungi.

   

(1r,2r,3s,4s,5r,7s,12s,14s,19s,21r,22s,23s)-9,12,17-trihydroxy-3,4,6,6,20,20,22,23-octamethyl-13-oxaheptacyclo[12.9.0.0²,¹².0⁴,¹⁰.0⁵,⁷.0¹⁶,²².0¹⁹,²¹]tricosa-9,16-diene-8,11,15,18-tetrone

(1r,2r,3s,4s,5r,7s,12s,14s,19s,21r,22s,23s)-9,12,17-trihydroxy-3,4,6,6,20,20,22,23-octamethyl-13-oxaheptacyclo[12.9.0.0²,¹².0⁴,¹⁰.0⁵,⁷.0¹⁶,²².0¹⁹,²¹]tricosa-9,16-diene-8,11,15,18-tetrone

C30H36O8 (524.241)


   

(1s,5s,8r,9r,11r)-5-hydroxy-8,12,12-trimethyl-4-methylidene-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

(1s,5s,8r,9r,11r)-5-hydroxy-8,12,12-trimethyl-4-methylidene-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

C15H20O4 (264.1362)


   

4'-hydroxy-2',2',4',6'-tetramethyl-3',6'-dihydro-1'h-spiro[cyclopropane-1,5'-inden]-7'-one

4'-hydroxy-2',2',4',6'-tetramethyl-3',6'-dihydro-1'h-spiro[cyclopropane-1,5'-inden]-7'-one

C15H22O2 (234.162)


   

11,17,23,29,35,41,47,53-octahydroxy-33-(1-hydroxyethyl)-3,9,12,18,21,24,27,30,36,42,51-undecaisopropyl-1,4,7,13,15,19,25,31,37,39,43,45,49,54-tetradecamethyl-1,4,7,10,13,16,19,22,25,28,31,34,37,40,43,46,49,52-octadecaazacyclotetrapentaconta-10,16,22,28,34,40,46,52-octaene-2,5,8,14,20,26,32,38,44,50-decone

11,17,23,29,35,41,47,53-octahydroxy-33-(1-hydroxyethyl)-3,9,12,18,21,24,27,30,36,42,51-undecaisopropyl-1,4,7,13,15,19,25,31,37,39,43,45,49,54-tetradecamethyl-1,4,7,10,13,16,19,22,25,28,31,34,37,40,43,46,49,52-octadecaazacyclotetrapentaconta-10,16,22,28,34,40,46,52-octaene-2,5,8,14,20,26,32,38,44,50-decone

C85H152N18O19 (1729.1481)


   

(2r)-4-(6-aminopurin-9-yl)-2-hydroxybutanoic acid

(2r)-4-(6-aminopurin-9-yl)-2-hydroxybutanoic acid

C9H11N5O3 (237.0862)


   

(1's,3'r,6'r)-1',3',6'-trihydroxy-2',2',6'-trimethyl-4'-methylidene-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

(1's,3'r,6'r)-1',3',6'-trihydroxy-2',2',6'-trimethyl-4'-methylidene-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

C15H20O4 (264.1362)


   

2-({2-[(2-{[3,5-dihydroxy-2-(hydroxymethyl)-6-{[2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}oxan-4-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl)oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol

2-({2-[(2-{[3,5-dihydroxy-2-(hydroxymethyl)-6-{[2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}oxan-4-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl)oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol

C30H52O26 (828.2747)


   

3-(1h-indol-3-yl)-n-methylpropanimidic acid

3-(1h-indol-3-yl)-n-methylpropanimidic acid

C12H14N2O (202.1106)


   

1,2,3,4-tetrathiane

1,2,3,4-tetrathiane

C2H4S4 (155.9196)


   

4,5-dihydroxy-1-(hydroxymethyl)-1,7,7a-trimethyl-1ah,4h,5h,6h,7h,7bh-cyclopropa[a]naphthalen-2-one

4,5-dihydroxy-1-(hydroxymethyl)-1,7,7a-trimethyl-1ah,4h,5h,6h,7h,7bh-cyclopropa[a]naphthalen-2-one

C15H22O4 (266.1518)


   

(2's,3'r)-3',7'-dihydroxy-2'-(hydroxymethyl)-2',4',7'-trimethyl-3'h-spiro[cyclopropane-1,5'-inden]-6'-one

(2's,3'r)-3',7'-dihydroxy-2'-(hydroxymethyl)-2',4',7'-trimethyl-3'h-spiro[cyclopropane-1,5'-inden]-6'-one

C15H20O4 (264.1362)


   

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

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

C24H42O21 (666.2218)


   

(2r,3r,4s,5s,6r)-2-{[(2r,3r,4s,5r,6r)-2-{[(2r,3r,4s,5r,6r)-3,5-dihydroxy-2-(hydroxymethyl)-6-{[(2r,3r,4s,5r,6r)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}oxan-4-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

(2r,3r,4s,5s,6r)-2-{[(2r,3r,4s,5r,6r)-2-{[(2r,3r,4s,5r,6r)-3,5-dihydroxy-2-(hydroxymethyl)-6-{[(2r,3r,4s,5r,6r)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}oxan-4-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C24H42O21 (666.2218)


   

(4r)-4-[(5s)-3-methyl-2,9-dioxo-1-oxa-6-azaspiro[4.4]nona-3,7-dien-8-yl]cyclohex-1-ene-1-carboxylic acid

(4r)-4-[(5s)-3-methyl-2,9-dioxo-1-oxa-6-azaspiro[4.4]nona-3,7-dien-8-yl]cyclohex-1-ene-1-carboxylic acid

C15H15NO5 (289.095)


   

(3r)-5-(dimethoxymethyl)-3-hydroxy-6-methoxy-8,8-dimethyl-3h,4h,7h,9h-indeno[4,5-c]pyran-1-one

(3r)-5-(dimethoxymethyl)-3-hydroxy-6-methoxy-8,8-dimethyl-3h,4h,7h,9h-indeno[4,5-c]pyran-1-one

C18H24O6 (336.1573)


   

(3s)-3,9-dihydroxy-7,7-dimethyl-1h,3h,4h,6h,8h-indeno[5,6-c]pyran-5-carboxylic acid

(3s)-3,9-dihydroxy-7,7-dimethyl-1h,3h,4h,6h,8h-indeno[5,6-c]pyran-5-carboxylic acid

C15H18O5 (278.1154)


   

(1s,2r,4r,7r,9s)-4-(furan-3-yl)-1-methyl-5,10-dioxatricyclo[7.2.1.0²,⁷]dodecane-6,11-dione

(1s,2r,4r,7r,9s)-4-(furan-3-yl)-1-methyl-5,10-dioxatricyclo[7.2.1.0²,⁷]dodecane-6,11-dione

C15H16O5 (276.0998)


   

(1's,3's,6'r)-1',3',6'-trihydroxy-2',2',6'-trimethyl-4'-methylidene-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

(1's,3's,6'r)-1',3',6'-trihydroxy-2',2',6'-trimethyl-4'-methylidene-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

C15H20O4 (264.1362)


   

(3r)-3,6-dihydroxy-8,8-dimethyl-1-oxo-3h,4h,7h,9h-indeno[4,5-c]pyran-5-carbaldehyde

(3r)-3,6-dihydroxy-8,8-dimethyl-1-oxo-3h,4h,7h,9h-indeno[4,5-c]pyran-5-carbaldehyde

C15H16O5 (276.0998)


   

(1s,4s,5s,8r,9r,11r)-5-hydroxy-4-(hydroxymethyl)-8,12,12-trimethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

(1s,4s,5s,8r,9r,11r)-5-hydroxy-4-(hydroxymethyl)-8,12,12-trimethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

C15H22O5 (282.1467)


   

(1s,4s,5s,8s,9s,11r)-5,8-dihydroxy-4,8,12,12-tetramethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

(1s,4s,5s,8s,9s,11r)-5,8-dihydroxy-4,8,12,12-tetramethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

C15H22O5 (282.1467)


   

(1'r,3'r,4'r,6's)-1',3',4',6'-tetrahydroxy-2',2',4',6'-tetramethyl-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

(1'r,3'r,4'r,6's)-1',3',4',6'-tetrahydroxy-2',2',4',6'-tetramethyl-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

C15H22O5 (282.1467)


   

1,6-bis(acetyloxy)-3,4,5-trimethoxyhexan-2-yl acetate

1,6-bis(acetyloxy)-3,4,5-trimethoxyhexan-2-yl acetate

C15H26O9 (350.1577)


   

(3's,6'r,7'r)-2',2',4',6'-tetramethyl-3',7'-dihydrospiro[cyclopropane-1,5'-indene]-3',6',7'-triol

(3's,6'r,7'r)-2',2',4',6'-tetramethyl-3',7'-dihydrospiro[cyclopropane-1,5'-indene]-3',6',7'-triol

C15H22O3 (250.1569)


   

(2r,3r,4s,5s,6r)-2-{[(2r,3s,4r,5r,6r)-4,5-dihydroxy-2-(hydroxymethyl)-6-{[(2r,3s,4r,5r,6r)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

(2r,3r,4s,5s,6r)-2-{[(2r,3s,4r,5r,6r)-4,5-dihydroxy-2-(hydroxymethyl)-6-{[(2r,3s,4r,5r,6r)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C18H32O16 (504.169)


   

(1as,4r,5r,7s,7as,7bs)-4,5-dihydroxy-1-(hydroxymethyl)-1,7,7a-trimethyl-1ah,4h,5h,6h,7h,7bh-cyclopropa[a]naphthalen-2-one

(1as,4r,5r,7s,7as,7bs)-4,5-dihydroxy-1-(hydroxymethyl)-1,7,7a-trimethyl-1ah,4h,5h,6h,7h,7bh-cyclopropa[a]naphthalen-2-one

C15H22O4 (266.1518)


   

(2r,2's)-7,7'-dimethoxy-2,2',4,4'-tetramethyl-1h,1'h-[2,2'-biindole]-3,3'-dione

(2r,2's)-7,7'-dimethoxy-2,2',4,4'-tetramethyl-1h,1'h-[2,2'-biindole]-3,3'-dione

C22H24N2O4 (380.1736)


   

3-[25-(acetyloxy)-5,26,45-trihydroxy-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-2,8,11,14,17,20,23,29,32,35-decaoxo-7,31-bis(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaen-22-yl]butan-2-yl acetate

3-[25-(acetyloxy)-5,26,45-trihydroxy-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-2,8,11,14,17,20,23,29,32,35-decaoxo-7,31-bis(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaen-22-yl]butan-2-yl acetate

C73H119N13O18 (1465.8796)


   

(2s)-6-amino-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}hexanoic acid

(2s)-6-amino-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}hexanoic acid

C11H21N3O5 (275.1481)


   

3-[25-(acetyloxy)-5,26,38,45-tetrahydroxy-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-2,8,11,14,17,20,23,29,32,35-decaoxo-7,31-bis(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaen-22-yl]butan-2-yl acetate

3-[25-(acetyloxy)-5,26,38,45-tetrahydroxy-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-2,8,11,14,17,20,23,29,32,35-decaoxo-7,31-bis(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaen-22-yl]butan-2-yl acetate

C73H119N13O19 (1481.8745)


   

6-amino-2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]hexanoic acid

6-amino-2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]hexanoic acid

C11H21N3O5 (275.1481)


   

4-(furan-3-yl)-1-methyl-6,11-dioxo-5,10-dioxatricyclo[7.2.1.0²,⁷]dodec-7-en-3-yl benzoate

4-(furan-3-yl)-1-methyl-6,11-dioxo-5,10-dioxatricyclo[7.2.1.0²,⁷]dodec-7-en-3-yl benzoate

C22H18O7 (394.1052)


   

3,7-bis(hydroxymethyl)-2h-1-benzoxepin-5-one

3,7-bis(hydroxymethyl)-2h-1-benzoxepin-5-one

C12H12O4 (220.0736)


   

(1s,2s,5s,6s,8r,9s)-6-hydroxy-1,4,4,8-tetramethyl-11-oxatricyclo[7.3.0.0²,⁵]dodecane-7,12-dione

(1s,2s,5s,6s,8r,9s)-6-hydroxy-1,4,4,8-tetramethyl-11-oxatricyclo[7.3.0.0²,⁵]dodecane-7,12-dione

C15H22O4 (266.1518)


   

(2's,3'r,6's,7's)-2'-(hydroxymethyl)-2',3',4',6',7'-pentamethylspiro[cyclopropane-1,5'-indene]-3',6',7'-triol

(2's,3'r,6's,7's)-2'-(hydroxymethyl)-2',3',4',6',7'-pentamethylspiro[cyclopropane-1,5'-indene]-3',6',7'-triol

C17H26O4 (294.1831)


   

3,6,6,7b-tetramethyl-octahydrocyclobuta[e]inden-3-ol

3,6,6,7b-tetramethyl-octahydrocyclobuta[e]inden-3-ol

C15H26O (222.1984)


   

(1'r,2's,3's,4's,6'r)-1',3',4',6'-tetrahydroxy-2'-(hydroxymethyl)-2',4',6'-trimethyl-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

(1'r,2's,3's,4's,6'r)-1',3',4',6'-tetrahydroxy-2'-(hydroxymethyl)-2',4',6'-trimethyl-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

C15H22O6 (298.1416)


   

(2s)-2-amino-4-{[(1r)-1-carboxy-2-[(r)-(methylsulfanyl)methanesulfinyl]ethyl]-c-hydroxycarbonimidoyl}butanoic acid

(2s)-2-amino-4-{[(1r)-1-carboxy-2-[(r)-(methylsulfanyl)methanesulfinyl]ethyl]-c-hydroxycarbonimidoyl}butanoic acid

C10H18N2O6S2 (326.0606)


   

(1r,4r,8s,13s)-4-hydroxy-1,10-dimethyl-5-methylidene-7-oxatricyclo[6.4.1.0⁴,¹³]trideca-9,11-dien-6-one

(1r,4r,8s,13s)-4-hydroxy-1,10-dimethyl-5-methylidene-7-oxatricyclo[6.4.1.0⁴,¹³]trideca-9,11-dien-6-one

C15H18O3 (246.1256)


   

3-[5,25,26,45-tetrahydroxy-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-2,8,11,14,17,20,23,29,32,35-decaoxo-7,31-bis(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaen-22-yl]butan-2-yl 3-hydroxy-3-methylbutanoate

3-[5,25,26,45-tetrahydroxy-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-2,8,11,14,17,20,23,29,32,35-decaoxo-7,31-bis(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaen-22-yl]butan-2-yl 3-hydroxy-3-methylbutanoate

C74H123N13O18 (1481.9109)


   

2-[(1e,2r)-4-hydroxy-2-(2-hydroxy-4,4-dimethylcyclopentyl)-2-methylcyclobutylidene]propanal

2-[(1e,2r)-4-hydroxy-2-(2-hydroxy-4,4-dimethylcyclopentyl)-2-methylcyclobutylidene]propanal

C15H24O3 (252.1725)


   

4,5-dihydroxy-4,8,12,12-tetramethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

4,5-dihydroxy-4,8,12,12-tetramethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

C15H22O5 (282.1467)


   

(7r)-7-hydroxy-6-(2-hydroxyethyl)-2,2,5,7-tetramethyl-1,3-dihydroinden-4-one

(7r)-7-hydroxy-6-(2-hydroxyethyl)-2,2,5,7-tetramethyl-1,3-dihydroinden-4-one

C15H22O3 (250.1569)


   

(3'r,6's)-3',6'-dihydroxy-2',2',4',6'-tetramethyl-3'h-spiro[cyclopropane-1,5'-inden]-7'-one

(3'r,6's)-3',6'-dihydroxy-2',2',4',6'-tetramethyl-3'h-spiro[cyclopropane-1,5'-inden]-7'-one

C15H20O3 (248.1412)


   

penta-2,3-dien-1-ol

penta-2,3-dien-1-ol

C5H8O (84.0575)


   

(1r,2r,3r,4s,9s)-4-(furan-3-yl)-1-methyl-6,11-dioxo-5,10-dioxatricyclo[7.2.1.0²,⁷]dodec-7-en-3-yl benzoate

(1r,2r,3r,4s,9s)-4-(furan-3-yl)-1-methyl-6,11-dioxo-5,10-dioxatricyclo[7.2.1.0²,⁷]dodec-7-en-3-yl benzoate

C22H18O7 (394.1052)


   

methyl 5-[(1s,2s)-2-(acetyloxy)-1-hydroxypropyl]pyridine-2-carboxylate

methyl 5-[(1s,2s)-2-(acetyloxy)-1-hydroxypropyl]pyridine-2-carboxylate

C12H15NO5 (253.095)


   
   

2-amino-4-[(4-amino-1-carboxybutyl)-c-hydroxycarbonimidoyl]butanoic acid

2-amino-4-[(4-amino-1-carboxybutyl)-c-hydroxycarbonimidoyl]butanoic acid

C10H19N3O5 (261.1325)


   

(1r,3r,4s,9r)-4-(furan-3-yl)-1-methyl-6,11-dioxo-5,10-dioxatricyclo[7.2.1.0²,⁷]dodec-2(7)-en-3-yl benzoate

(1r,3r,4s,9r)-4-(furan-3-yl)-1-methyl-6,11-dioxo-5,10-dioxatricyclo[7.2.1.0²,⁷]dodec-2(7)-en-3-yl benzoate

C22H18O7 (394.1052)


   

2-amino-4-{[2-({2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]-2-carboxyethyl}disulfanyl)-1-(carboxymethyl-c-hydroxycarbonimidoyl)ethyl]-c-hydroxycarbonimidoyl}butanoic acid

2-amino-4-{[2-({2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]-2-carboxyethyl}disulfanyl)-1-(carboxymethyl-c-hydroxycarbonimidoyl)ethyl]-c-hydroxycarbonimidoyl}butanoic acid

C18H29N5O11S2 (555.1305)


   

2-octenol

2-octenol

C8H16O (128.1201)


   

4,5-dihydroxy-1,1,7,7a-tetramethyl-1ah,4h,5h,6h,7h,7bh-cyclopropa[a]naphthalen-2-one

4,5-dihydroxy-1,1,7,7a-tetramethyl-1ah,4h,5h,6h,7h,7bh-cyclopropa[a]naphthalen-2-one

C15H22O3 (250.1569)


   

o-phosphoethanolamine; bis(nonane)

o-phosphoethanolamine; bis(nonane)

C20H48NO4P (397.3321)


   

(1s,4r,5s,8s,9r,11s)-5,8-dihydroxy-4,8,12,12-tetramethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

(1s,4r,5s,8s,9r,11s)-5,8-dihydroxy-4,8,12,12-tetramethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

C15H22O5 (282.1467)


   
   

(2r,4as,5r,7ar,7bs)-3,3,5,7b-tetramethyl-octahydrocyclopropa[e]azulene-2,5-diol

(2r,4as,5r,7ar,7bs)-3,3,5,7b-tetramethyl-octahydrocyclopropa[e]azulene-2,5-diol

C15H26O2 (238.1933)


   

acylfulvene

acylfulvene

C14H16O2 (216.115)


   

4'-hydroxy-2',2',4'-trimethyl-6'-methylidene-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

4'-hydroxy-2',2',4'-trimethyl-6'-methylidene-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

C15H20O2 (232.1463)


   

2-[(1z,2r,4s)-4-hydroxy-2-[(1r,2r)-2-hydroxy-4,4-dimethylcyclopentyl]-2-methylcyclobutylidene]propanal

2-[(1z,2r,4s)-4-hydroxy-2-[(1r,2r)-2-hydroxy-4,4-dimethylcyclopentyl]-2-methylcyclobutylidene]propanal

C15H24O3 (252.1725)


   

(1s,4r,5s,8r,9r,11r)-4,5-dihydroxy-4,8,12,12-tetramethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

(1s,4r,5s,8r,9r,11r)-4,5-dihydroxy-4,8,12,12-tetramethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

C15H22O5 (282.1467)


   

methyl (2e,3e,5z)-6-(3-{[(2s)-3,3-dimethyloxiran-2-yl]methoxy}-4-[(3-methylbut-2-en-1-yl)oxy]phenyl)-2-(methoxymethylidene)-3-methylhexa-3,5-dienoate

methyl (2e,3e,5z)-6-(3-{[(2s)-3,3-dimethyloxiran-2-yl]methoxy}-4-[(3-methylbut-2-en-1-yl)oxy]phenyl)-2-(methoxymethylidene)-3-methylhexa-3,5-dienoate

C26H34O6 (442.2355)


   

3,9-dihydroxy-7,7-dimethyl-1h,3h,4h,6h,8h-indeno[5,6-c]pyran-5-carboxylic acid

3,9-dihydroxy-7,7-dimethyl-1h,3h,4h,6h,8h-indeno[5,6-c]pyran-5-carboxylic acid

C15H18O5 (278.1154)


   

(2s)-2-amino-4-{[(1r)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-2-carboxyethyl]disulfanyl}-1-(carboxymethyl-c-hydroxycarbonimidoyl)ethyl]-c-hydroxycarbonimidoyl}butanoic acid

(2s)-2-amino-4-{[(1r)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-2-carboxyethyl]disulfanyl}-1-(carboxymethyl-c-hydroxycarbonimidoyl)ethyl]-c-hydroxycarbonimidoyl}butanoic acid

C18H29N5O11S2 (555.1305)


   

5,5,9-trimethyl-2-methylidene-12-oxatricyclo[7.3.0.0³,⁶]dodecane-1,7,8-triol

5,5,9-trimethyl-2-methylidene-12-oxatricyclo[7.3.0.0³,⁶]dodecane-1,7,8-triol

C15H24O4 (268.1675)


   

5,25,26,38,45-pentahydroxy-22-(3-hydroxybutan-2-yl)-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-7,31-bis(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaene-2,8,11,14,17,20,23,29,32,35-decone

5,25,26,38,45-pentahydroxy-22-(3-hydroxybutan-2-yl)-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-7,31-bis(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaene-2,8,11,14,17,20,23,29,32,35-decone

C69H115N13O17 (1397.8533)


   

(4's)-4'-hydroxy-2',2',4'-trimethyl-6'-methylidene-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

(4's)-4'-hydroxy-2',2',4'-trimethyl-6'-methylidene-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

C15H20O2 (232.1463)


   

(6'r)-6'-hydroxy-2',2',4',6'-tetramethyl-3'h-spiro[cyclopropane-1,5'-inden]-7'-one

(6'r)-6'-hydroxy-2',2',4',6'-tetramethyl-3'h-spiro[cyclopropane-1,5'-inden]-7'-one

C15H20O2 (232.1463)


   

(2s)-1-[(5s)-5-amino-5-carboxypentyl]-5-oxopyrrolidine-2-carboxylic acid

(2s)-1-[(5s)-5-amino-5-carboxypentyl]-5-oxopyrrolidine-2-carboxylic acid

C11H18N2O5 (258.1216)


   

3,3,5,7b-tetramethyl-1h,1ah,4h,4ah,5h-cyclopropa[e]azulene-2,6-dione

3,3,5,7b-tetramethyl-1h,1ah,4h,4ah,5h-cyclopropa[e]azulene-2,6-dione

C15H20O2 (232.1463)


   

[(1r,4r)-4-(prop-1-en-2-yl)cyclohexyl]methanol

[(1r,4r)-4-(prop-1-en-2-yl)cyclohexyl]methanol

C10H18O (154.1358)


   

1',3',4',6'-tetrahydroxy-2'-(hydroxymethyl)-2',4',6'-trimethyl-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

1',3',4',6'-tetrahydroxy-2'-(hydroxymethyl)-2',4',6'-trimethyl-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

C15H22O6 (298.1416)


   

(1as,4s,5r,7s,7as,7bs)-4,5-dihydroxy-1-(hydroxymethyl)-1,7,7a-trimethyl-1ah,4h,5h,6h,7h,7bh-cyclopropa[a]naphthalen-2-one

(1as,4s,5r,7s,7as,7bs)-4,5-dihydroxy-1-(hydroxymethyl)-1,7,7a-trimethyl-1ah,4h,5h,6h,7h,7bh-cyclopropa[a]naphthalen-2-one

C15H22O4 (266.1518)


   

(1'r,3's,4'r,6's)-1',3',4',6'-tetrahydroxy-2',2',4',6'-tetramethyl-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

(1'r,3's,4'r,6's)-1',3',4',6'-tetrahydroxy-2',2',4',6'-tetramethyl-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

C15H22O5 (282.1467)


   

4-(furan-3-yl)-3-hydroxy-1-methyl-5,10-dioxatricyclo[7.2.1.0²,⁷]dodec-2(7)-ene-6,11-dione

4-(furan-3-yl)-3-hydroxy-1-methyl-5,10-dioxatricyclo[7.2.1.0²,⁷]dodec-2(7)-ene-6,11-dione

C15H14O6 (290.079)


   

15-(5,6-dimethylhept-3-en-2-yl)-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadeca-1(11),12-diene-5,10-diol

15-(5,6-dimethylhept-3-en-2-yl)-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadeca-1(11),12-diene-5,10-diol

C28H42O3 (426.3134)


   

(1ar,4ar,5r,7bs)-3,3,5,7b-tetramethyl-1h,1ah,4h,4ah,5h-cyclopropa[e]azulene-2,6-dione

(1ar,4ar,5r,7bs)-3,3,5,7b-tetramethyl-1h,1ah,4h,4ah,5h-cyclopropa[e]azulene-2,6-dione

C15H20O2 (232.1463)


   

(1s,1'r)-2'-(hydroxymethyl)-1,4',4'-trimethyl-5-methylidene-[1,1'-bi(cyclopentane)]-2',3-dien-2-one

(1s,1'r)-2'-(hydroxymethyl)-1,4',4'-trimethyl-5-methylidene-[1,1'-bi(cyclopentane)]-2',3-dien-2-one

C15H20O2 (232.1463)


   

(3r)-3-[(1s,4s,7s,10s,13s,19s,22s,28s,31s,37r,45r)-25-(acetyloxy)-31-[(2s)-butan-2-yl]-5,26,38,45-tetrahydroxy-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-2,8,11,14,17,20,23,29,32,35-decaoxo-7-(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaen-22-yl]butan-2-yl acetate

(3r)-3-[(1s,4s,7s,10s,13s,19s,22s,28s,31s,37r,45r)-25-(acetyloxy)-31-[(2s)-butan-2-yl]-5,26,38,45-tetrahydroxy-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-2,8,11,14,17,20,23,29,32,35-decaoxo-7-(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaen-22-yl]butan-2-yl acetate

C73H119N13O19 (1481.8745)


   

α-nigerotriose

α-nigerotriose

C18H32O16 (504.169)


   

(1r,4r,5s,8r,9r,11r)-5-hydroxy-4-(hydroxymethyl)-8,12,12-trimethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

(1r,4r,5s,8r,9r,11r)-5-hydroxy-4-(hydroxymethyl)-8,12,12-trimethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

C15H22O5 (282.1467)


   

4-hydroxy-1-(hydroxymethyl)-1,7,7a-trimethyl-1ah,4h,5h,6h,7h,7bh-cyclopropa[a]naphthalen-2-one

4-hydroxy-1-(hydroxymethyl)-1,7,7a-trimethyl-1ah,4h,5h,6h,7h,7bh-cyclopropa[a]naphthalen-2-one

C15H22O3 (250.1569)


   

(1'r,3's,4's,6'r)-1',3',4',6'-tetrahydroxy-2',2',4',6'-tetramethyl-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

(1'r,3's,4's,6'r)-1',3',4',6'-tetrahydroxy-2',2',4',6'-tetramethyl-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

C15H22O5 (282.1467)


   

(1s,2s,5s,6s,7r,8r,9s)-6,7-dihydroxy-1,4,4,8-tetramethyl-11-oxatricyclo[7.3.0.0²,⁵]dodecan-12-one

(1s,2s,5s,6s,7r,8r,9s)-6,7-dihydroxy-1,4,4,8-tetramethyl-11-oxatricyclo[7.3.0.0²,⁵]dodecan-12-one

C15H24O4 (268.1675)


   

7,7'-dimethoxy-2,2',4,4'-tetramethyl-1h,1'h-[2,2'-biindole]-3,3'-dione

7,7'-dimethoxy-2,2',4,4'-tetramethyl-1h,1'h-[2,2'-biindole]-3,3'-dione

C22H24N2O4 (380.1736)


   

7-chlorohepta-2,3-dien-5-yn-1-ol

7-chlorohepta-2,3-dien-5-yn-1-ol

C7H7ClO (142.0185)


   

(2s)-2-amino-4-{[(1s)-1-carboxy-2-(3h-imidazol-4-yl)ethyl]-c-hydroxycarbonimidoyl}butanoic acid

(2s)-2-amino-4-{[(1s)-1-carboxy-2-(3h-imidazol-4-yl)ethyl]-c-hydroxycarbonimidoyl}butanoic acid

C11H16N4O5 (284.1121)


   

10-[(2s,3s,4r)-5-{[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-2,3,4-trihydroxypentyl]-4-hydroxy-7,8-dimethylbenzo[g]pteridin-2-one

10-[(2s,3s,4r)-5-{[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-2,3,4-trihydroxypentyl]-4-hydroxy-7,8-dimethylbenzo[g]pteridin-2-one

C22H28N4O10 (508.1805)


   

(4'r,6'r)-4'-hydroxy-2',2',4',6'-tetramethyl-3',6'-dihydro-1'h-spiro[cyclopropane-1,5'-inden]-7'-one

(4'r,6'r)-4'-hydroxy-2',2',4',6'-tetramethyl-3',6'-dihydro-1'h-spiro[cyclopropane-1,5'-inden]-7'-one

C15H22O2 (234.162)


   

(1'r,2's,3's,4's,6's)-1',3',4',6'-tetrahydroxy-2'-(hydroxymethyl)-2',4',6'-trimethyl-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

(1'r,2's,3's,4's,6's)-1',3',4',6'-tetrahydroxy-2'-(hydroxymethyl)-2',4',6'-trimethyl-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

C15H22O6 (298.1416)


   

10-[(2s,3s,4r)-5-{[(2s,3s,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-2,3,4-trihydroxypentyl]-4-hydroxy-7,8-dimethylbenzo[g]pteridin-2-one

10-[(2s,3s,4r)-5-{[(2s,3s,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-2,3,4-trihydroxypentyl]-4-hydroxy-7,8-dimethylbenzo[g]pteridin-2-one

C22H28N4O10 (508.1805)


   

(1r,2s,3r,4s,7s,8s,9s)-4-(furan-3-yl)-8-hydroxy-1-methyl-6,11-dioxo-5,10-dioxatricyclo[7.2.1.0²,⁷]dodecan-3-yl benzoate

(1r,2s,3r,4s,7s,8s,9s)-4-(furan-3-yl)-8-hydroxy-1-methyl-6,11-dioxo-5,10-dioxatricyclo[7.2.1.0²,⁷]dodecan-3-yl benzoate

C22H20O8 (412.1158)


   

9,12,17-trihydroxy-3,4,6,6,20,20,22,23-octamethyl-13-oxaheptacyclo[12.9.0.0²,¹².0⁴,¹⁰.0⁵,⁷.0¹⁶,²².0¹⁹,²¹]tricosa-9,16-diene-8,11,15,18-tetrone

9,12,17-trihydroxy-3,4,6,6,20,20,22,23-octamethyl-13-oxaheptacyclo[12.9.0.0²,¹².0⁴,¹⁰.0⁵,⁷.0¹⁶,²².0¹⁹,²¹]tricosa-9,16-diene-8,11,15,18-tetrone

C30H36O8 (524.241)


   

1,1,7,7a-tetramethyl-1ah,5h,6h,7h,7bh-cyclopropa[a]naphthalene-2,4-dione

1,1,7,7a-tetramethyl-1ah,5h,6h,7h,7bh-cyclopropa[a]naphthalene-2,4-dione

C15H20O2 (232.1463)


   

(2s,3r,4s,5s)-5-(acetyloxy)-2,3,4,6-tetramethoxyhexyl acetate

(2s,3r,4s,5s)-5-(acetyloxy)-2,3,4,6-tetramethoxyhexyl acetate

C14H26O8 (322.1628)


   

(1s,4s,7s,10s,13s,19s,22s,28s,31s,37s,45r)-22,31-bis[(2s)-butan-2-yl]-5,26,45-trihydroxy-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-7-(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaene-2,8,11,14,17,20,23,29,32,35-decone

(1s,4s,7s,10s,13s,19s,22s,28s,31s,37s,45r)-22,31-bis[(2s)-butan-2-yl]-5,26,45-trihydroxy-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-7-(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaene-2,8,11,14,17,20,23,29,32,35-decone

C69H115N13O14 (1349.8686)


   

3',6'-dihydroxy-2',2',4',6'-tetramethyl-3'h-spiro[cyclopropane-1,5'-inden]-7'-one

3',6'-dihydroxy-2',2',4',6'-tetramethyl-3'h-spiro[cyclopropane-1,5'-inden]-7'-one

C15H20O3 (248.1412)


   

1-(3-amino-3-carboxylatopropyl)-3-carboxypyridin-1-ium

1-(3-amino-3-carboxylatopropyl)-3-carboxypyridin-1-ium

C10H12N2O4 (224.0797)


   

1',3',4',6'-tetrahydroxy-2',2',4',6'-tetramethyl-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

1',3',4',6'-tetrahydroxy-2',2',4',6'-tetramethyl-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

C15H22O5 (282.1467)


   

(1as,4r,5r,7s,7as,7br)-4,5-dihydroxy-1,1,7,7a-tetramethyl-1ah,4h,5h,6h,7h,7bh-cyclopropa[a]naphthalen-2-one

(1as,4r,5r,7s,7as,7br)-4,5-dihydroxy-1,1,7,7a-tetramethyl-1ah,4h,5h,6h,7h,7bh-cyclopropa[a]naphthalen-2-one

C15H22O3 (250.1569)


   

6,7-dihydroxy-1,4,4,8-tetramethyl-11-oxatricyclo[7.3.0.0²,⁵]dodecan-12-one

6,7-dihydroxy-1,4,4,8-tetramethyl-11-oxatricyclo[7.3.0.0²,⁵]dodecan-12-one

C15H24O4 (268.1675)


   

8-hydroxy-3-methylisochromen-1-one

8-hydroxy-3-methylisochromen-1-one

C10H8O3 (176.0473)


   

2',2',4',6'-tetramethyl-3',7'-dihydrospiro[cyclopropane-1,5'-indene]-3',6',7'-triol

2',2',4',6'-tetramethyl-3',7'-dihydrospiro[cyclopropane-1,5'-indene]-3',6',7'-triol

C15H22O3 (250.1569)


   

(1r,3s,6s,7s,8r,9s)-1,7,8-trihydroxy-5,5,9-trimethyl-12-oxatricyclo[7.3.0.0³,⁶]dodecan-2-one

(1r,3s,6s,7s,8r,9s)-1,7,8-trihydroxy-5,5,9-trimethyl-12-oxatricyclo[7.3.0.0³,⁶]dodecan-2-one

C14H22O5 (270.1467)


   

10-[(2s,3s,4r)-5-{[(2s,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-2,3,4-trihydroxypentyl]-4-hydroxy-7,8-dimethylbenzo[g]pteridin-2-one

10-[(2s,3s,4r)-5-{[(2s,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-2,3,4-trihydroxypentyl]-4-hydroxy-7,8-dimethylbenzo[g]pteridin-2-one

C22H28N4O10 (508.1805)


   

(1s,8r,9r,11r)-4-(hydroxymethyl)-8,12,12-trimethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridec-4-en-3-one

(1s,8r,9r,11r)-4-(hydroxymethyl)-8,12,12-trimethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridec-4-en-3-one

C15H20O4 (264.1362)


   

(2s,3r)-3-[(1s,4s,7s,10s,13s,19s,22s,25r,28s,45r)-7,31-bis[(2s)-butan-2-yl]-5,25,26,45-tetrahydroxy-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-2,8,11,14,17,20,23,29,32,35-decaoxo-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaen-22-yl]butan-2-yl 3-hydroxy-3-methylbutanoate

(2s,3r)-3-[(1s,4s,7s,10s,13s,19s,22s,25r,28s,45r)-7,31-bis[(2s)-butan-2-yl]-5,25,26,45-tetrahydroxy-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-2,8,11,14,17,20,23,29,32,35-decaoxo-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaen-22-yl]butan-2-yl 3-hydroxy-3-methylbutanoate

C74H123N13O18 (1481.9109)


   

methyl 5-[2-(acetyloxy)-1-hydroxypropyl]pyridine-2-carboxylate

methyl 5-[2-(acetyloxy)-1-hydroxypropyl]pyridine-2-carboxylate

C12H15NO5 (253.095)


   

5,26,38,45-tetrahydroxy-22-(3-hydroxybutan-2-yl)-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-2,8,11,14,17,20,23,29,32,35-decaoxo-7,31-bis(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaen-25-yl acetate

5,26,38,45-tetrahydroxy-22-(3-hydroxybutan-2-yl)-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-2,8,11,14,17,20,23,29,32,35-decaoxo-7,31-bis(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaen-25-yl acetate

C71H117N13O18 (1439.8639)


   

5-hydroxy-8,12,12-trimethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

5-hydroxy-8,12,12-trimethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

C14H20O4 (252.1362)


   

2-amino-4-{[1-carboxy-2-(3h-imidazol-4-yl)ethyl]-c-hydroxycarbonimidoyl}butanoic acid

2-amino-4-{[1-carboxy-2-(3h-imidazol-4-yl)ethyl]-c-hydroxycarbonimidoyl}butanoic acid

C11H16N4O5 (284.1121)


   

4-(furan-3-yl)-1-methyl-6,11-dioxo-5,10-dioxatricyclo[7.2.1.0²,⁷]dodec-2(7)-en-3-yl benzoate

4-(furan-3-yl)-1-methyl-6,11-dioxo-5,10-dioxatricyclo[7.2.1.0²,⁷]dodec-2(7)-en-3-yl benzoate

C22H18O7 (394.1052)


   

5,8-dihydroxy-4,8,12,12-tetramethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

5,8-dihydroxy-4,8,12,12-tetramethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

C15H22O5 (282.1467)


   

7-hydroxy-6-(2-hydroxyethyl)-2,2,5,7-tetramethyl-1,3-dihydroinden-4-one

7-hydroxy-6-(2-hydroxyethyl)-2,2,5,7-tetramethyl-1,3-dihydroinden-4-one

C15H22O3 (250.1569)


   

(3s,6s,12s,15s,18s,21s,24s,30s,33s)-3,18,30-tris[(2s)-butan-2-yl]-20,26,35-trihydroxy-24-(1h-indol-3-ylmethyl)-6,12,15,21,33-pentaisopropyl-1,4,7,10,13,16,22,28,31-nonamethyl-1,4,7,10,13,16,19,22,25,28,31,34-dodecaazacyclohexatriaconta-19,25,34-triene-2,5,8,11,14,17,23,29,32-nonone

(3s,6s,12s,15s,18s,21s,24s,30s,33s)-3,18,30-tris[(2s)-butan-2-yl]-20,26,35-trihydroxy-24-(1h-indol-3-ylmethyl)-6,12,15,21,33-pentaisopropyl-1,4,7,10,13,16,22,28,31-nonamethyl-1,4,7,10,13,16,19,22,25,28,31,34-dodecaazacyclohexatriaconta-19,25,34-triene-2,5,8,11,14,17,23,29,32-nonone

C69H115N13O12 (1317.8788)


   

(2s,2's)-2,2',4,4'-tetramethyl-1h,1'h-[2,2'-biindole]-3,3'-dione

(2s,2's)-2,2',4,4'-tetramethyl-1h,1'h-[2,2'-biindole]-3,3'-dione

C20H20N2O2 (320.1525)


   

(2's,6'r)-6'-hydroxy-2'-(hydroxymethyl)-2',4',6'-trimethyl-3'h-spiro[cyclopropane-1,5'-inden]-7'-one

(2's,6'r)-6'-hydroxy-2'-(hydroxymethyl)-2',4',6'-trimethyl-3'h-spiro[cyclopropane-1,5'-inden]-7'-one

C15H20O3 (248.1412)


   

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

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

C12H22O11 (342.1162)


   

(3r)-3-[(1s,4s,7s,10s,13s,19s,22s,28s,31s,37r,45r)-25-(acetyloxy)-31-[(2s)-butan-2-yl]-5,26,38,45-tetrahydroxy-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-2,8,11,14,17,20,23,29,32,35-decaoxo-7-(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaen-22-yl]butan-2-yl 3-hydroxy-3-methylbutanoate

(3r)-3-[(1s,4s,7s,10s,13s,19s,22s,28s,31s,37r,45r)-25-(acetyloxy)-31-[(2s)-butan-2-yl]-5,26,38,45-tetrahydroxy-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-2,8,11,14,17,20,23,29,32,35-decaoxo-7-(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaen-22-yl]butan-2-yl 3-hydroxy-3-methylbutanoate

C76H125N13O20 (1539.9163)


   

11,17,23,29,35,41,47,53-octahydroxy-33-(hydroxymethyl)-3,9,12,18,21,24,27,30,36,42,51-undecaisopropyl-1,4,7,13,15,19,25,31,37,39,43,45,49,54-tetradecamethyl-1,4,7,10,13,16,19,22,25,28,31,34,37,40,43,46,49,52-octadecaazacyclotetrapentaconta-10,16,22,28,34,40,46,52-octaene-2,5,8,14,20,26,32,38,44,50-decone

11,17,23,29,35,41,47,53-octahydroxy-33-(hydroxymethyl)-3,9,12,18,21,24,27,30,36,42,51-undecaisopropyl-1,4,7,13,15,19,25,31,37,39,43,45,49,54-tetradecamethyl-1,4,7,10,13,16,19,22,25,28,31,34,37,40,43,46,49,52-octadecaazacyclotetrapentaconta-10,16,22,28,34,40,46,52-octaene-2,5,8,14,20,26,32,38,44,50-decone

C84H150N18O19 (1715.1324)


   

3-hydroxy-6-(hydroxymethyl)-3,6,7b-trimethyl-hexahydro-1h-cyclobuta[e]inden-4-one

3-hydroxy-6-(hydroxymethyl)-3,6,7b-trimethyl-hexahydro-1h-cyclobuta[e]inden-4-one

C15H24O3 (252.1725)


   

(2'r,6'r)-6'-hydroxy-2'-(hydroxymethyl)-2',4',6'-trimethyl-3'h-spiro[cyclopropane-1,5'-inden]-7'-one

(2'r,6'r)-6'-hydroxy-2'-(hydroxymethyl)-2',4',6'-trimethyl-3'h-spiro[cyclopropane-1,5'-inden]-7'-one

C15H20O3 (248.1412)


   

(1'r,3's,6's)-1',3',6'-trihydroxy-2',2',6'-trimethyl-4'-methylidene-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

(1'r,3's,6's)-1',3',6'-trihydroxy-2',2',6'-trimethyl-4'-methylidene-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

C15H20O4 (264.1362)


   

4-(furan-3-yl)-1-methyl-5,10-dioxatricyclo[7.2.1.0²,⁷]dodecane-6,11-dione

4-(furan-3-yl)-1-methyl-5,10-dioxatricyclo[7.2.1.0²,⁷]dodecane-6,11-dione

C15H16O5 (276.0998)


   

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

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

C18H32O16 (504.169)


   

(2r,2's)-2,2',4,4'-tetramethyl-1h,1'h-[2,2'-biindole]-3,3'-dione

(2r,2's)-2,2',4,4'-tetramethyl-1h,1'h-[2,2'-biindole]-3,3'-dione

C20H20N2O2 (320.1525)


   

9a,11a-dimethyl-1-(4,5,6-trimethylhept-3-en-2-yl)-1h,2h,3h,3ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

9a,11a-dimethyl-1-(4,5,6-trimethylhept-3-en-2-yl)-1h,2h,3h,3ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C29H46O (410.3548)


   

1,7,8-trihydroxy-5,5,9-trimethyl-12-oxatricyclo[7.3.0.0³,⁶]dodecan-2-one

1,7,8-trihydroxy-5,5,9-trimethyl-12-oxatricyclo[7.3.0.0³,⁶]dodecan-2-one

C14H22O5 (270.1467)


   

[3-hydroxy-4-(4-hydroxyphenyl)-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid

[3-hydroxy-4-(4-hydroxyphenyl)-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid

C18H12O7 (340.0583)


   

(1r,1as,4r,7s,7as,7bs)-4-hydroxy-1-(hydroxymethyl)-1,7,7a-trimethyl-1ah,4h,5h,6h,7h,7bh-cyclopropa[a]naphthalen-2-one

(1r,1as,4r,7s,7as,7bs)-4-hydroxy-1-(hydroxymethyl)-1,7,7a-trimethyl-1ah,4h,5h,6h,7h,7bh-cyclopropa[a]naphthalen-2-one

C15H22O3 (250.1569)


   

6-hydroxy-1,4,4,8-tetramethyl-11-oxatricyclo[7.3.0.0²,⁵]dodecane-7,12-dione

6-hydroxy-1,4,4,8-tetramethyl-11-oxatricyclo[7.3.0.0²,⁵]dodecane-7,12-dione

C15H22O4 (266.1518)


   

(1r,4r,8r,13s)-4-hydroxy-1,10-dimethyl-5-methylidene-7-oxatricyclo[6.4.1.0⁴,¹³]trideca-9,11-dien-6-one

(1r,4r,8r,13s)-4-hydroxy-1,10-dimethyl-5-methylidene-7-oxatricyclo[6.4.1.0⁴,¹³]trideca-9,11-dien-6-one

C15H18O3 (246.1256)


   

(2s)-2-amino-4-{[(1s)-4-amino-1-carboxybutyl]-c-hydroxycarbonimidoyl}butanoic acid

(2s)-2-amino-4-{[(1s)-4-amino-1-carboxybutyl]-c-hydroxycarbonimidoyl}butanoic acid

C10H19N3O5 (261.1325)


   

3',6'-dihydroxy-2'-(hydroxymethyl)-2',4',6'-trimethyl-3'h-spiro[cyclopropane-1,5'-inden]-7'-one

3',6'-dihydroxy-2'-(hydroxymethyl)-2',4',6'-trimethyl-3'h-spiro[cyclopropane-1,5'-inden]-7'-one

C15H20O4 (264.1362)


   

(1r,2s,4r,7s,9r)-4-(furan-3-yl)-1-methyl-5,10-dioxatricyclo[7.2.1.0²,⁷]dodecane-6,11-dione

(1r,2s,4r,7s,9r)-4-(furan-3-yl)-1-methyl-5,10-dioxatricyclo[7.2.1.0²,⁷]dodecane-6,11-dione

C15H16O5 (276.0998)


   

(1s,4s,7s,10s,13s,19s,22s,28s,31s,37r,45r)-31-[(2s)-butan-2-yl]-5,26,38,45-tetrahydroxy-22-[(2r)-3-hydroxybutan-2-yl]-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-2,8,11,14,17,20,23,29,32,35-decaoxo-7-(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaen-25-yl acetate

(1s,4s,7s,10s,13s,19s,22s,28s,31s,37r,45r)-31-[(2s)-butan-2-yl]-5,26,38,45-tetrahydroxy-22-[(2r)-3-hydroxybutan-2-yl]-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-2,8,11,14,17,20,23,29,32,35-decaoxo-7-(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaen-25-yl acetate

C71H117N13O18 (1439.8639)


   

(4'r,6's)-4'-hydroxy-2',2',4',6'-tetramethyl-3',6'-dihydro-1'h-spiro[cyclopropane-1,5'-inden]-7'-one

(4'r,6's)-4'-hydroxy-2',2',4',6'-tetramethyl-3',6'-dihydro-1'h-spiro[cyclopropane-1,5'-inden]-7'-one

C15H22O2 (234.162)


   

3-(hydroxymethyl)-6,6,7b-trimethyl-1h,2h,4h,4ah,5h,7h,7ah-cyclobuta[e]indene-1,4-diol

3-(hydroxymethyl)-6,6,7b-trimethyl-1h,2h,4h,4ah,5h,7h,7ah-cyclobuta[e]indene-1,4-diol

C15H24O3 (252.1725)


   

2-[4-hydroxy-2-(2-hydroxy-4,4-dimethylcyclopentyl)-2-methylcyclobutylidene]propanal

2-[4-hydroxy-2-(2-hydroxy-4,4-dimethylcyclopentyl)-2-methylcyclobutylidene]propanal

C15H24O3 (252.1725)


   

5-hydroxy-4,8,12,12-tetramethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

5-hydroxy-4,8,12,12-tetramethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

C15H22O4 (266.1518)


   

5-hydroxy-4-(hydroxymethyl)-8,12,12-trimethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

5-hydroxy-4-(hydroxymethyl)-8,12,12-trimethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

C15H22O5 (282.1467)


   

(2r,5s,7r,9s,10s,15r,16r)-15-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadeca-1(11),12-diene-5,10-diol

(2r,5s,7r,9s,10s,15r,16r)-15-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadeca-1(11),12-diene-5,10-diol

C28H42O3 (426.3134)


   

5,26,45-trihydroxy-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-7,22,31-tris(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaene-2,8,11,14,17,20,23,29,32,35-decone

5,26,45-trihydroxy-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-7,22,31-tris(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaene-2,8,11,14,17,20,23,29,32,35-decone

C69H115N13O14 (1349.8686)


   

(1as,7s,7as,7br)-1,1,7,7a-tetramethyl-1ah,5h,6h,7h,7bh-cyclopropa[a]naphthalene-2,4-dione

(1as,7s,7as,7br)-1,1,7,7a-tetramethyl-1ah,5h,6h,7h,7bh-cyclopropa[a]naphthalene-2,4-dione

C15H20O2 (232.1463)


   

(1s,4s,5r,8r,9s,11s)-4,5-dihydroxy-4,8,12,12-tetramethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

(1s,4s,5r,8r,9s,11s)-4,5-dihydroxy-4,8,12,12-tetramethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

C15H22O5 (282.1467)


   

(2s,2'r)-7-hydroxy-7'-methoxy-2,2',4,4'-tetramethyl-1h,1'h-[2,2'-biindole]-3,3'-dione

(2s,2'r)-7-hydroxy-7'-methoxy-2,2',4,4'-tetramethyl-1h,1'h-[2,2'-biindole]-3,3'-dione

C21H22N2O4 (366.1579)


   

(3's,4's,6'r)-3',4',6'-trihydroxy-2',2',4',6'-tetramethyl-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

(3's,4's,6'r)-3',4',6'-trihydroxy-2',2',4',6'-tetramethyl-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

C15H22O4 (266.1518)


   

(4's,6'r)-4',6'-dihydroxy-2',2',4',6'-tetramethyl-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

(4's,6'r)-4',6'-dihydroxy-2',2',4',6'-tetramethyl-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

C15H22O3 (250.1569)


   

2'-(hydroxymethyl)-1,4',4'-trimethyl-5-methylidene-[1,1'-bi(cyclopentane)]-2',3-dien-2-one

2'-(hydroxymethyl)-1,4',4'-trimethyl-5-methylidene-[1,1'-bi(cyclopentane)]-2',3-dien-2-one

C15H20O2 (232.1463)


   

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

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

C42H72O36 (1152.3803)


   

(2s)-2-amino-4-{[(1r)-2-{[(2r)-2-amino-2-carboxyethyl]disulfanyl}-1-carboxyethyl]-c-hydroxycarbonimidoyl}butanoic acid

(2s)-2-amino-4-{[(1r)-2-{[(2r)-2-amino-2-carboxyethyl]disulfanyl}-1-carboxyethyl]-c-hydroxycarbonimidoyl}butanoic acid

C11H19N3O7S2 (369.0664)


   

(2r,3r,4s,5r)-1,6-bis(acetyloxy)-3,4,5-trimethoxyhexan-2-yl acetate

(2r,3r,4s,5r)-1,6-bis(acetyloxy)-3,4,5-trimethoxyhexan-2-yl acetate

C15H26O9 (350.1577)


   

[(2e)-3-hydroxy-4-(4-hydroxyphenyl)-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid

[(2e)-3-hydroxy-4-(4-hydroxyphenyl)-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid

C18H12O7 (340.0583)


   

(3's,6'r,7's)-2',2',4',6'-tetramethyl-3',7'-dihydrospiro[cyclopropane-1,5'-indene]-3',6',7'-triol

(3's,6'r,7's)-2',2',4',6'-tetramethyl-3',7'-dihydrospiro[cyclopropane-1,5'-indene]-3',6',7'-triol

C15H22O3 (250.1569)


   

(1's,3's,4's,6'r)-1',3',4',6'-tetrahydroxy-2',2',4',6'-tetramethyl-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

(1's,3's,4's,6'r)-1',3',4',6'-tetrahydroxy-2',2',4',6'-tetramethyl-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

C15H22O5 (282.1467)


   

(1r,3r,4s,9r)-4-(furan-3-yl)-1-methyl-6,11-dioxo-5,10-dioxatricyclo[7.2.1.0²,⁷]dodec-2(7)-en-3-yl acetate

(1r,3r,4s,9r)-4-(furan-3-yl)-1-methyl-6,11-dioxo-5,10-dioxatricyclo[7.2.1.0²,⁷]dodec-2(7)-en-3-yl acetate

C17H16O7 (332.0896)


   

2-amino-4-{[1-carboxy-2-(methylsulfanyl)methanesulfinylethyl]-c-hydroxycarbonimidoyl}butanoic acid

2-amino-4-{[1-carboxy-2-(methylsulfanyl)methanesulfinylethyl]-c-hydroxycarbonimidoyl}butanoic acid

C10H18N2O6S2 (326.0606)


   

3-[25-(acetyloxy)-5,26,38,45-tetrahydroxy-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-2,8,11,14,17,20,23,29,32,35-decaoxo-7,31-bis(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaen-22-yl]butan-2-yl 3-hydroxy-3-methylbutanoate

3-[25-(acetyloxy)-5,26,38,45-tetrahydroxy-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-2,8,11,14,17,20,23,29,32,35-decaoxo-7,31-bis(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaen-22-yl]butan-2-yl 3-hydroxy-3-methylbutanoate

C76H125N13O20 (1539.9163)


   

(1r,4s,5s,8s,9r,11r)-4,8,12,12-tetramethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

(1r,4s,5s,8s,9r,11r)-4,8,12,12-tetramethyl-2,10-dioxatetracyclo[7.4.0.0¹,⁵.0⁹,¹¹]tridecan-3-one

C15H22O3 (250.1569)


   

4',6'-dihydroxy-2',2',4',6'-tetramethyl-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

4',6'-dihydroxy-2',2',4',6'-tetramethyl-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

C15H22O3 (250.1569)


   

nona-3,4-dien-6,8-diyn-1-ol

nona-3,4-dien-6,8-diyn-1-ol

C9H8O (132.0575)


   

galactose-α-1,3-galactose

galactose-α-1,3-galactose

C12H22O11 (342.1162)


   

methyl 5-[(1s,2s)-1,2-dihydroxypropyl]pyridine-2-carboxylate

methyl 5-[(1s,2s)-1,2-dihydroxypropyl]pyridine-2-carboxylate

C10H13NO4 (211.0845)


   

6-(acetyloxy)-1,3,4,5-tetramethoxyhexan-2-yl acetate

6-(acetyloxy)-1,3,4,5-tetramethoxyhexan-2-yl acetate

C14H26O8 (322.1628)


   

(1s,4s,7s,10s,13s,19s,22s,28s,31s,37r,45r)-31-[(2s)-butan-2-yl]-5,25,26,38,45-pentahydroxy-22-[(2r)-3-hydroxybutan-2-yl]-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-7-(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaene-2,8,11,14,17,20,23,29,32,35-decone

(1s,4s,7s,10s,13s,19s,22s,28s,31s,37r,45r)-31-[(2s)-butan-2-yl]-5,25,26,38,45-pentahydroxy-22-[(2r)-3-hydroxybutan-2-yl]-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-7-(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaene-2,8,11,14,17,20,23,29,32,35-decone

C69H115N13O17 (1397.8533)


   

4-(furan-3-yl)-8-hydroxy-1-methyl-6,11-dioxo-5,10-dioxatricyclo[7.2.1.0²,⁷]dodecan-3-yl benzoate

4-(furan-3-yl)-8-hydroxy-1-methyl-6,11-dioxo-5,10-dioxatricyclo[7.2.1.0²,⁷]dodecan-3-yl benzoate

C22H20O8 (412.1158)


   

10-(5-{[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-2,3,4-trihydroxypentyl)-4-hydroxy-7,8-dimethylbenzo[g]pteridin-2-one

10-(5-{[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-2,3,4-trihydroxypentyl)-4-hydroxy-7,8-dimethylbenzo[g]pteridin-2-one

C22H28N4O10 (508.1805)


   

2-amino-4-({2-[(2-amino-2-carboxyethyl)disulfanyl]-1-carboxyethyl}-c-hydroxycarbonimidoyl)butanoic acid

2-amino-4-({2-[(2-amino-2-carboxyethyl)disulfanyl]-1-carboxyethyl}-c-hydroxycarbonimidoyl)butanoic acid

C11H19N3O7S2 (369.0664)


   

3-[25-(acetyloxy)-5,26,45-trihydroxy-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-2,8,11,14,17,20,23,29,32,35-decaoxo-7,31-bis(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaen-22-yl]butan-2-yl 3-hydroxy-3-methylbutanoate

3-[25-(acetyloxy)-5,26,45-trihydroxy-19-(2-hydroxypropan-2-yl)-4,10,13,28-tetraisopropyl-3,9,12,15,18,21,24,30,33-nonamethyl-2,8,11,14,17,20,23,29,32,35-decaoxo-7,31-bis(sec-butyl)-3,6,9,12,15,18,21,24,27,30,33,36,38-tridecaazatetracyclo[34.10.0.0³⁷,⁴⁵.0³⁹,⁴⁴]hexatetraconta-5,26,39,41,43-pentaen-22-yl]butan-2-yl 3-hydroxy-3-methylbutanoate

C76H125N13O19 (1523.9214)


   

3',7'-dihydroxy-2'-(hydroxymethyl)-2',4',7'-trimethyl-3'h-spiro[cyclopropane-1,5'-inden]-6'-one

3',7'-dihydroxy-2'-(hydroxymethyl)-2',4',7'-trimethyl-3'h-spiro[cyclopropane-1,5'-inden]-6'-one

C15H20O4 (264.1362)


   

(2ar,3r,4as,6s,7as,7br)-3-hydroxy-6-(hydroxymethyl)-3,6,7b-trimethyl-hexahydro-1h-cyclobuta[e]inden-4-one

(2ar,3r,4as,6s,7as,7br)-3-hydroxy-6-(hydroxymethyl)-3,6,7b-trimethyl-hexahydro-1h-cyclobuta[e]inden-4-one

C15H24O3 (252.1725)


   

3',4',6'-trihydroxy-2',2',4',6'-tetramethyl-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

3',4',6'-trihydroxy-2',2',4',6'-tetramethyl-1',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'-one

C15H22O4 (266.1518)