NCBI Taxonomy: 119060
Burkholderiaceae (ncbi_taxid: 119060)
found 500 associated metabolites at family taxonomy rank level.
Ancestor: Burkholderiales
Child Taxonomies: Lautropia, Ralstonia, Robbsia, Burkholderia, Zeimonas, Vallotia, Pandoraea, Trinickia, Hydromonas, Mycoavidus, Paucimonas, Limnobacter, Cupriavidus, Pararobbsia, Polynucleobacter, Formosimonas, Caenibaculum, Caballeronia, Glomeribacter, Protistobacter, Mycetohabitans, Paraburkholderia, Ephemeroptericola, Chitinasiproducens, Quisquiliibacterium, environmental samples, Candidatus Xiphinematincola, unclassified Burkholderiaceae
Quinic acid
Quinic acid, also known as quinate, belongs to the class of organic compounds known as quinic acids and derivatives. Quinic acids and derivatives are compounds containing a quinic acid moiety (or a derivative thereof), which is a cyclitol made up of a cyclohexane ring that bears four hydroxyl groups at positions 1,3, 4, and 5, as well as a carboxylic acid at position 1. Quinic acid is a sugar acid. It is also a cyclitol, or cyclic polyol. More specifically, quinic acid is a crystalline acid obtained from cinchona bark, coffee beans, tobacco leaves, carrot leaves, apples, peaches, pears, plums, vegetables, etc. Quinic acid can also be made synthetically by hydrolysis of chlorogenic acid. Quinic acid is implicated in the perceived acidity of coffee. (-)-quinic acid is the (-)-enantiomer of quinic acid. It is a conjugate acid of a (-)-quinate. It is an enantiomer of a (+)-quinic acid. Quinate is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Quinic acid is a natural product found in Gamblea innovans, Pterocaulon virgatum, and other organisms with data available. An acid which is found in cinchona bark and elsewhere in plants. (From Stedman, 26th ed) Quinic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=36413-60-2 (retrieved 2024-07-01) (CAS RN: 36413-60-2). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). D-(-)-Quinic acid is a cyclohexanecarboxylic acid and is implicated in the perceived acidity of coffee. D-(-)-Quinic acid is a cyclohexanecarboxylic acid and is implicated in the perceived acidity of coffee.
Glycerate
Glyceric acid is a colourless syrupy acid, obtained from oxidation of glycerol. It is a compound that is secreted excessively in the urine by patients suffering from D-glyceric aciduria, an inborn error of metabolism, and D-glycerate anemia. Deficiency of human glycerate kinase leads to D-glycerate acidemia/D-glyceric aciduria. Symptoms of the disease include progressive neurological impairment, hypotonia, seizures, failure to thrive, and metabolic acidosis. At sufficiently high levels, glyceric acid can act as an acidogen and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Glyceric acid is an organic acid. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart abnormalities, seizures, coma, and possibly death. These are also the characteristic symptoms of untreated glyceric aciduria. Many affected children with organic acidemias experience intellectual disability or delayed development. In adults, acidosis or acidemia is characterized by headaches, confusion, feeling tired, tremors, sleepiness, and seizures. Elevated values may also be due to microbial sources such as yeast (Aspergillus, Penicillium, probably Candida) or due to dietary sources containing glycerol (glycerine). Glyceric acid is isolated from various plants (e.g. brassicas, pulses, and Vicia faba). A colorless syrupy acid, obtained from oxidation of glycerol. It is a compound that is secreted excessively in the urine by patients suffering from D-glyceric aciduria and D-glycerate anemia. Deficiency of human glycerate kinase leads to D-glycerate acidemia/D-glyceric aciduria. Symptoms of the disease include progressive neurological impairment, hypotonia, seizures, failure to thrive and metabolic acidosis.; Glyceric acid is a natural three-carbon sugar acid. Salts and esters of glyceric acid are known as glycerates. Glyceric acid is found in many foods, some of which are peanut, common grape, garden tomato (variety), and french plantain. Glyceric acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=473-81-4 (retrieved 2024-06-29) (CAS RN: 473-81-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Nicotinuric acid
Nicotinuric acid is an acylglycine. Acylglycines are normally minor metabolites of fatty acids. However, the excretion of certain acylglycines is increased in several inborn errors of metabolism. In certain cases, the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acylglycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction acyl-CoA + glycine <-> CoA + N-acylglycine. Nicotinuric acid is the major detoxification product of nicotinic acid. It may serve as a simple quantitative index of hepatic biotransformation of nicotinic acid (PMID:3243933). Nicotinuric acid is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction: Nicotinuric acid is an acyl glycine. Nicotinuric acid is a metabolite of nicotinic acid.
Gluconic acid
Gluconic acid, also known as D-gluconic acid, D-gluconate or (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid (also named dextronic acid), is the C1-oxidized form of D-glucose where the aldehyde group has become oxidized to the corresponding carboxylic acid. Gluconic acid belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group. In aqueous solution, gluconic acid exists in equilibrium with the cyclic ester glucono delta-lactone. Gluconic acid occurs naturally in fruit, honey, kombucha tea and wine. The salts of gluconic acid are known as "gluconates". Gluconic acid, gluconate salts, and gluconate esters occur widely in nature because such species arise from the oxidation of glucose. Gluconic acid exists in all living species, ranging from bacteria to plants to humans. The metabolism of gluconate is well characterized in prokaryotes where it is known to be degraded following phosphorylation by gluconokinase. Glucokinase activity has also been detected in mammals, including humans (PMID: 24896608). Gluconic acid is produced in the gluconate shunt pathway. In the gluconate shunt, glucose is oxidized by glucose dehydrogenase (also called glucose oxidase) to furnish gluconate, the form in which D-gluconic acid is present at physiological pH. Subsequently, gluconate is phosphorylated by the action of gluconate kinase to produce 6-phosphogluconate, which is the second intermediate of the pentose phosphate pathway. This gluconate shunt is mainly found in plants, algae, cyanobacteria and some bacteria, which all use the Entner–Doudoroff pathway to degrade glucose or gluconate; this generates 2-keto-3-deoxygluconate-6-phosphate, which is then cleaved to generate pyruvate and glyceraldehyde 3-phosphate. Glucose dehydrogenase and gluconate kinase activities are also present in mammals, fission yeast, and flies. Gluconic acid has many industrial uses. It is used as a drug as part of electrolyte supplementation in total parenteral nutrition. It is also used in cleaning products where it helps cleaning up mineral deposits. Gluconic acid or Gluconic acid is used to maintain the cation-anion balance on electrolyte solutions. In humans, gluconic acid is involved in the metabolic disorder called the transaldolase deficiency. Gluconic acid has been found to be a metabolite in Aspergillus (Hugo Vanden Bossche, D.W.R. Mackenzie and G. Cauwenbergh. Aspergillus and Aspergillosis, 1987). [Spectral] D-Gluconic acid (exact mass = 196.0583) and Guanine (exact mass = 151.04941) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. Dietary supplement, acidity regulator approved in Japan. Component of bottle rinsing formulations Acquisition and generation of the data is financially supported in part by CREST/JST. KEIO_ID G031
Pyruvic acid
Pyruvic acid, also known as 2-oxopropanoic acid or alpha-ketopropionic acid, belongs to alpha-keto acids and derivatives class of compounds. Those are organic compounds containing an aldehyde substituted with a keto group on the adjacent carbon. Thus, pyruvic acid is considered to be a fatty acid lipid molecule. Pyruvic acid is soluble (in water) and a moderately acidic compound (based on its pKa). Pyruvic acid can be synthesized from propionic acid. Pyruvic acid is also a parent compound for other transformation products, including but not limited to, 4-hydroxy-3-iodophenylpyruvate, 3-acylpyruvic acid, and methyl pyruvate. Pyruvic acid can be found in a number of food items such as kumquat, groundcherry, coconut, and prunus (cherry, plum), which makes pyruvic acid a potential biomarker for the consumption of these food products. Pyruvic acid can be found primarily in most biofluids, including sweat, blood, urine, and feces, as well as throughout most human tissues. Pyruvic acid exists in all living species, ranging from bacteria to humans. In humans, pyruvic acid is involved in several metabolic pathways, some of which include glycogenosis, type IB, glycolysis, urea cycle, and gluconeogenesis. Pyruvic acid is also involved in several metabolic disorders, some of which include non ketotic hyperglycinemia, pyruvate dehydrogenase complex deficiency, fructose-1,6-diphosphatase deficiency, and 4-hydroxybutyric aciduria/succinic semialdehyde dehydrogenase deficiency. Moreover, pyruvic acid is found to be associated with anoxia, schizophrenia, fumarase deficiency, and meningitis. Pyruvic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Pyruvic acid is a drug which is used for nutritional supplementation, also for treating dietary shortage or imbalanc. Pyruvic acid can be made from glucose through glycolysis, converted back to carbohydrates (such as glucose) via gluconeogenesis, or to fatty acids through a reaction with acetyl-CoA. It can also be used to construct the amino acid alanine and can be converted into ethanol or lactic acid via fermentation . Those taking large doses of supplemental pyruvate—usually greater than 5 grams daily—have reported gastrointestinal symptoms, including abdominal discomfort and bloating, gas and diarrhea. One child receiving pyruvate intravenously for restrictive cardiomyopathy died (DrugBank). Pyruvate serves as a biological fuel by being converted to acetyl coenzyme A, which enters the tricarboxylic acid or Krebs cycle where it is metabolized to produce ATP aerobically. Energy can also be obtained anaerobically from pyruvate via its conversion to lactate. Pyruvate injections or perfusions increase contractile function of hearts when metabolizing glucose or fatty acids. This inotropic effect is striking in hearts stunned by ischemia/reperfusion. The inotropic effect of pyruvate requires intracoronary infusion. Among possible mechanisms for this effect are increased generation of ATP and an increase in ATP phosphorylation potential. Another is activation of pyruvate dehydrogenase, promoting its own oxidation by inhibiting pyruvate dehydrogenase kinase. Pyruvate dehydrogenase is inactivated in ischemia myocardium. Yet another is reduction of cytosolic inorganic phosphate concentration. Pyruvate, as an antioxidant, is known to scavenge such reactive oxygen species as hydrogen peroxide and lipid peroxides. Indirectly, supraphysiological levels of pyruvate may increase cellular reduced glutathione (T3DB). Pyruvic acid or pyruvate is a simple alpha-keto acid. It is a three-carbon molecule containing a carboxylic acid group and a ketone functional group. Pyruvate is the simplest alpha-keto acid and according to official nomenclature by IUPAC, it is called alpha-keto propanoic acid. Like other keto acids, pyruvic acid can tautomerize from its ketone form to its enol form, containing a double bond and an alcohol. Pyruvate is found in all living organisms ranging from bacteria to plants to humans. It is intermediate compound in the metabolism of carbohydrates, proteins, and fats. Pyruvate is a key intermediate in several metabolic pathways throughout the cell. In particular, pyruvic acid can be made from glucose through glycolysis, converted back to carbohydrates (such as glucose) via gluconeogenesis, or to fatty acids through a reaction with acetyl-CoA. Pyruvic acid supplies energy to cells through the citric acid cycle (TCA or Krebs cycle) when oxygen is present (aerobic respiration), and alternatively ferments to produce lactate when oxygen is lacking (lactic acid). In glycolysis, phosphoenolpyruvate (PEP) is converted to pyruvate by pyruvate kinase. This reaction is strongly exergonic and irreversible. In gluconeogenesis, it takes two enzymes, pyruvate carboxylase and PEP carboxykinase, to catalyze the reverse transformation of pyruvate to PEP. Pyruvic acid is also a metabolite of Corynebacterium (PMID: 27872963). Pyruvic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=127-17-3 (retrieved 2024-07-01) (CAS RN: 127-17-3). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Pyruvic acid is an intermediate metabolite in the metabolism of carbohydrates, proteins, and fats. Pyruvic acid is an intermediate metabolite in the metabolism of carbohydrates, proteins, and fats.
D-Glucurono-6,3-lactone
D-Glucurono-6,3-lactone belongs to the class of organic compounds known as isosorbides. These are organic polycyclic compounds containing an isosorbide(1,4-Dianhydrosorbitol) moiety, which consists of two -oxolan-3-ol rings. D-Glucurono-6,3-lactone is a very mild and mentholic tasting compound. Glucuronolactone is a naturally occurring substance that is an important structural component of nearly all connective tissues. It is frequently used in energy drinks to increase energy levels and improve alertness, and can also be used to reduce "brain fog" caused by various medical conditions. Glucuronolactone is also found in many plant gums. Glucuronolactone is a white solid odorless compound, soluble in hot and cold water. Its melting point ranges from 176 to 178 °C. The compound can exist in a monocyclic aldehyde form or in a bicyclic hemiacetal (lactol) form. Glucuronolactone is a popular ingredient in energy drinks because it has been shown to be effective at increasing energy levels and improving alertness. Glucuronolactone supplementation also significantly reduces "brain fog" cause by various medical conditions. Although levels of glucuronolactone in energy drinks can far exceed those found in the rest of the diet, glucuronolactone is extremely safe and well tolerated. The European Food Safety Authority (EFSA) has concluded that exposure to glucuronolactone from regular consumption of energy drinks is not a safety concern.[2] The no-observed-adverse-effect level of glucuronolactone is 1000 mg/kg/day. Additionally, according to The Merck Index, glucuronolactone is used as a detoxicant. The liver uses glucose to create glucuronolactone, which inhibits the enzyme B-glucuronidase (metabolizes glucuronides), which should cause blood-glucuronide levels to rise. Glucuronides combines with toxic substances, such as morphine and depot medroxyprogesterone acetate, by converting them to water-soluble glucuronide-conjugates which are excreted in the urine. Higher blood-glucuronides help remove toxins from the body, leading to the claim that energy drinks are detoxifying. Free glucuronic acid (or its self-ester glucuronolactone) has less effect on detoxification than glucose, because the body synthesizes UDP-glucuronic acid from glucose. Therefore, sufficient carbohydrate intake provides enough UDP-glucuronic acid for detoxication, and foods rich in glucose are usually abundant in developed nations. Glucuronolactone is also metabolized to glucaric acid, xylitol, and L-xylulose, and humans may also be able to use glucuronolactone as a precursor for ascorbic acid synthesis. D-glucurono-6,3-lactone participates in ascorbate and aldarate metabolism. D-glucurono-6,3-lactone is produced by the reaction between D-glucaric acid and the enzyme, aldehyde dehydrogenase (NAD+) [EC: 1.2.1.3]. [HMDB] D-Glucuronic acid lactone is an endogenous metabolite.
D-Arabinono-1,4-lactone
D-arabinono-1,4-lactone, also known as D-arabinonic acid, gamma-lactone, is a member of the class of compounds known as pentoses. Pentoses are monosaccharides in which the carbohydrate moiety contains five carbon atoms. D-arabinono-1,4-lactone is soluble (in water) and a very weakly acidic compound (based on its pKa). D-arabinono-1,4-lactone can be found in rice, which makes D-arabinono-1,4-lactone a potential biomarker for the consumption of this food product. D-arabinono-1,4-lactone may be a unique S.cerevisiae (yeast) metabolite.
Dehydroascorbic acid
Dehydroascorbic acid (DHA) is an oxidized form of ascorbic acid (vitamin C). It is actively imported into the endoplasmic reticulum of cells via glucose transporters. It is trapped therein by reduction back to ascorbate by glutathione and other thiols. Dehydroascorbic acid, also known as L-dehydroascorbate or DHAA, belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. Dehydroascorbic acid has similar biological activity as ascorbic acid. Currently dehydroascorbic acid is an experimental drug with no known approved indications. Dehydroascorbic acid may be a unique E. coli metabolite. Norepinephrine and dehydroascorbic acid can be biosynthesized from dopamine and ascorbic acid through its interaction with the enzyme dopamine beta-hydroxylase. In humans, dehydroascorbic acid is involved in the metabolic disorder called tyrosinemia type I. Concerning dehydroascorbic acids antiviral effect against herpes simplex virus type 1, it is suggested that dehydroascorbic acid acts after replication of viral DNA and prevents the assembly of progeny virus particles. This is important because one study has found that after an ischemic stroke, dehydroascorbic acid has neuroprotective effects by reducing infarct volume, neurological deficits, and mortality. This reaction is reversible, but dehydroascorbic acid can instead undergo irreversible hydrolysis to 2,3-diketogulonic acid. In addition, unlike ascorbic Dehydroascorbic acid acid can cross the blood brain barrier and is then converted to ascorbic acid to enable retention in the brain. Dehydroascorbic acid is made from the oxidation of ascorbic acid. The exact mechanism of action is still being investigated, but some have been elucidated. Both compounds have been shown to have antiviral effects against herpes simplex virus type 1, influenza virus type A and poliovirus type 1 with dehydroascorbic acid having the stronger effect. In the body, both dehydroascorbic acid and ascorbic acid have similar biological activity as antivirals but dehydroascorbic acid also has neuroprotective effects. Even though dehydroascorbic acid and ascorbic acid have similar effects, their mechanism of action seems to be different. Dehydroascorbic acid, also known as dehydroascorbate, is a member of the class of compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. Dehydroascorbic acid is soluble (in water) and a moderately acidic compound (based on its pKa). Dehydroascorbic acid can be found in a number of food items such as white cabbage, gram bean, mexican groundcherry, and common pea, which makes dehydroascorbic acid a potential biomarker for the consumption of these food products. Dehydroascorbic acid may be a unique E.coli metabolite. Dehydroascorbic acid (DHA) is an oxidized form of ascorbic acid (vitamin C). It is actively imported into the endoplasmic reticulum of cells via glucose transporters. It is trapped therein by reduction back to ascorbate by glutathione and other thiols. The (free) chemical radical semidehydroascorbic acid (SDA) also belongs to the group of oxidized ascorbic acids . D018977 - Micronutrients > D014815 - Vitamins Dehydroascorbic acid, a blood-brain barrier transportable form of vitamin C, mediates potent cerebroprotection in experimental stroke. Dehydroascorbic acid, a blood-brain barrier transportable form of vitamin C, mediates potent cerebroprotection in experimental stroke.
Glyceraldehyde
DL-Glyceraldehyde is a monosaccharide. DL-Glyceraldehyde is the simplest aldose. DL-Glyceraldehyde can be used for various biochemical studies[1].
threo-b-methylaspartate
Acquisition and generation of the data is financially supported in part by CREST/JST. KEIO_ID M009
Levulose
D-Fructose (D(-)-Fructose) is a naturally occurring monosaccharide found in many plants. D-Fructose (D(-)-Fructose) is a naturally occurring monosaccharide found in many plants.
Deoxyribose
Deoxyribose is an aldopentose, a monosaccharide containing five carbon atoms, and including an aldehyde functional group. It is derived from the pentose sugar ribose by the replacement of the hydroxyl group at the 2 position with hydrogen, leading to the net loss of an oxygen atom, and has chemical formula C5H10O4. In deoxyribose, the carbon furthest from the attached carbon is stripped of the oxygen atom in what would be a hydroxyl group in ribose. The common base adenine (a purine derivative) coupled to deoxyribose is called deoxyadenosine. The 5-triphosphate derivative of adenosine, commonly called adenosine triphosphate (ATP) is an important energy transport molecule in cells. -- Wikipedia [HMDB] Deoxyribose is an aldopentose, a monosaccharide containing five carbon atoms, and including an aldehyde functional group. It is derived from the pentose sugar ribose by the replacement of the hydroxyl group at the 2 position with hydrogen, leading to the net loss of an oxygen atom, and has chemical formula C5H10O4. In deoxyribose, the carbon furthest from the attached carbon is stripped of the oxygen atom in what would be a hydroxyl group in ribose. The common base adenine (a purine derivative) coupled to deoxyribose is called deoxyadenosine. The 5-triphosphate derivative of adenosine, commonly called adenosine triphosphate (ATP) is an important energy transport molecule in cells. -- Wikipedia. COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Thyminose is an endogenous metabolite. Thyminose is an endogenous metabolite.
Pyochelin
A member of the class of thiazolidines that is (4R)-3-methyl-1,3-thiazolidine-4-carboxylic acid which is substituted at position 2 by a (4R)-2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl group. A siderophore that is produced by Pseudomonas aeruginosa (via condensation of salicylic acid and two molecules of cysteine) as a mixture of two easily interconvertible diastereoisomers, pyochelin I (major) and pyochelin II (minor). The enantiomeric compounds, enant-pyochelin, are produced by Pseudomonas fluorescens. D064449 - Sequestering Agents > D002614 - Chelating Agents > D007502 - Iron Chelating Agents D000890 - Anti-Infective Agents > D000935 - Antifungal Agents
Pantoate
Pantoic acid (along with beta-alanine) is used to synthesize pantothenic acid (vitamin B5) in most microorganisms and plants. Pantothenic acid is a structural component of coenzyme A (CoA) which is involved in essential biological processes such as the citric acid cycle (TCA cycle) and the synthesis of carbohydrates, proteins, and fat. Pantothenic acid is found widespread in foods but especially in egg yolk, offal, fish, whole-grains, legumes, mushrooms, avocados, broccoli, and royal jelly (from bees).
Oxalosuccinic acid
Oxalosuccinic acid, also known as oxalosuccinate or 1-oxopropane-1,2,3-tricarboxylate, belongs to tricarboxylic acids and derivatives class of compounds. Those are carboxylic acids containing exactly three carboxyl groups. Oxalosuccinic acid is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Oxalosuccinic acid can be found in a number of food items such as japanese chestnut, poppy, wax apple, and hyssop, which makes oxalosuccinic acid a potential biomarker for the consumption of these food products. Oxalosuccinic acid exists in all living species, ranging from bacteria to humans. Oxalosuccinic acid/oxalosuccinate is an unstable 6-carbon intermediate in the tricarboxylic acid cycle. Its an alpha-keto compound, formed during the oxidative decarboxylation of isocitrate to alpha-ketoglutarate, which is catalyzed by the enzyme isocitrate dehydrogenase. Oxalosuccinate never leaves the active site of the enzyme, however; its unstable and immediately undergoes decarboxylation to produce the 5-carbon compound, alpha-ketoglutarate . Oxalosuccinate is a substrate for cytoplasmic Isocitrate dehydrogenase and mitochondiral Isocitrate dehydrogenase (mitochondrial).
Tenuazonic acid
Tenuazonic acid is produced by Aspergillus species Causes rice leaf rot Tenuazonic acid is a mycotoxin. It is a toxic secondary metabolite, produced by Alternaria (e. g. Alternaria alternata or Alternaria tenuis) and Phoma species. It inhibits the protein synthesis machinery D000890 - Anti-Infective Agents > D000998 - Antiviral Agents D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins Production by Aspergillus subspecies Causes rice leaf rot D000970 - Antineoplastic Agents
Amabiline
Amabiline belongs to alkaloids and derivatives class of compounds. Those are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic propertiesand is also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus. Amabiline is soluble (in water) and a very weakly acidic compound (based on its pKa). Amabiline can be found in borage, which makes amabiline a potential biomarker for the consumption of this food product.
WE 7:3;O4
The 2-(methoxycarbonyl) derivative of (Z)-glutaconic acid.
Neryl formate
Food flavouring. Neryl formate is found in lime, lemon, and sweet orange. Neryl formate is found in lemon. Neryl formate is a food flavouring.
Pyrrolnitrin
A member of the class of pyrroles carrying chloro and 3-chloro-2-nitrophenyl substituents at positions 3 and 4 respectively. D - Dermatologicals > D01 - Antifungals for dermatological use > D01A - Antifungals for topical use > D01AA - Antibiotics D000890 - Anti-Infective Agents > D000935 - Antifungal Agents C254 - Anti-Infective Agent > C514 - Antifungal Agent Same as: D01094
Toxoflavin
A pyrimidotriazine that is 1,6-dimethyl-1,5,6,7-tetrahydropyrimido[5,4-e][1,2,4]triazine with oxo groups at positions 5 and 7.
Isovalerylcarnitine
C12H23NO4 (245.16269979999998)
Isovalerylcarnitine is the phenotypic abnormality in isovaleric acidemia (OMIM 243500) resulting from an accumulation of isovaleric acid, which is toxic to the central nervous system. Isovaleric acidemia is an autosomal recessive inborn error of leucine metabolism caused by a deficiency of the mitochondrial enzyme isovaleryl-CoA dehydrogenase (EC 1.3.99.10) resulting in the accumulation of derivatives of isovaleryl-CoA. It was the first organic acidemia recognized in humans and can cause significant morbidity and mortality. Early diagnosis and treatment with a protein restricted diet and supplementation with carnitine and glycine are effective in promoting normal development in severely affected individuals. An alternative pathway through glycine-N-acylase (EC 2.3.1.13) allows detoxification by producing isovalerylglycine, which is excreted. Thus, isovalerylcarnitine and isovalerylglycine are the hallmarks of this disorder in plasma and urine, respectively, and are elevated regardless of a patients metabolic condition (PMID: 16602101). Moreover, isovalerylcarnitine is found to be associated with celiac disease and very long-chain acyl-CoA dehydrogenase deficiency (VLCAD), which are also inborn errors of metabolism. Isovalerylcarnitine is the phenotypic abnormality in isovaleric acidemia (OMIM 243500) resulting from an accumulation of isovaleric acid, which is toxic to the central nervous system. Isovaleric acidemia is an autosomal recessive inborn error of leucine metabolism caused by a deficiency of the mitochondrial enzyme isovaleryl-CoA dehydrogenase (EC 1.3.99.10) resulting in the accumulation of derivatives of isovaleryl-CoA. It was the first organic acidemia recognized in humans and can cause significant morbidity and mortality. Early diagnosis and treatment with a protein restricted diet and supplementation with carnitine and glycine are effective in promoting normal development in severely affected individuals. An alternative pathway through glycine-N-acylase (EC 2.3.1.13) allows detoxification by producing isovalerylglycine, which is excreted. Thus, isovalerylcarnitine and isovalerylglycine are the hallmarks of this disorder in plasma and urine, respectively, and are elevated regardless of a patients metabolic condition. (PMID: 16602101) [HMDB] Isovalerylcarnitine is a product of the catabolism of L-leucine. Isovalerylcarnitine is also a selective and reversible calpain activator that induces apoptosis[1][2][3].
aminopyrrolnitrin
C10H8Cl2N2 (226.00645079999998)
A member of the class of pyrroles carrying chloro and 2-amino-3-chlorophenyl substituents at positions 3 and 4 respectively.
monodechloroaminopyrrolnitrin
C10H9ClN2 (192.04542239999998)
A member of the class of pyrroles carrying a 2-amino-3-chlorophenyl substituent at position 3.
D-Glucose
Glucose is a monosaccharide containing six carbon atoms and an aldehyde group. It is referred to as an aldohexose. The glucose molecule can exist in an open-chain (acyclic) and ring (cyclic) form, the latter being the result of an intramolecular reaction between the aldehyde C atom and the C-5 hydroxyl group to form an intramolecular hemiacetal. In aqueous solution, both forms are in equilibrium and at pH 7 the cyclic one is predominant. Glucose is a primary source of energy for all living organisms. It is a fundamental metabolite found in all organisms, ranging from bacteria to plants to humans. Most of the world’s glucose is made by plants and algae during photosynthesis from water and carbon dioxide, where it is used to make cellulose (and other polymeric forms of glucose called polysaccharides) that stabilize plant cell walls. Glucose is also found in fruits and other parts of plants in its free state. In animals, glucose can be generated from the breakdown of glycogen in a process known as glycogenolysis. Glucose can also be synthesized de novo in animals. In particular it can be synthesized in the liver and kidneys from non-carbohydrate intermediates, such as pyruvate and glycerol, by a process known as gluconeogenesis. Humans also consume large amounts of glucose as part of their regular diet. Ingested glucose initially binds to the receptor for sweet taste on the tongue in humans. This complex of the proteins T1R2 and T1R3 makes it possible to identify glucose-containing food sources. Glucose in the body mainly comes from food - about 300 g per day for the average adult. In humans, the breakdown of glucose-containing polysaccharides happens partly during chewing by means of the enzyme known as amylase, which is contained in saliva, as well as by other enzymes such as maltase, lactase and sucrase on the brush border of the small intestine. The blood sugar content of a healthy person in the short-time fasting state, e.g. after overnight fasting, is about 70 to 100 mg/dL of blood (4 to 5.5 mM). In blood plasma, the measured values are about 10–15\\\\% higher. Dysregulated metabolism of glucose can lead to a number of diseases including diabetes. Diabetes is a metabolic disorder where the body is unable to regulate levels of glucose in the blood either because of a lack of insulin in the body or the failure, by cells in the body, to respond properly to insulin. Each of these situations can be caused by persistently high elevations of blood glucose levels, through pancreatic burnout and insulin resistance. A glucoside is a glycoside that is derived from glucose. Glucosides are common in plants, but rare in animals. Glucose is produced when a glucoside is hydrolysed by purely chemical means, or decomposed by fermentation or enzymes. COVID info from WikiPathways Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS alpha-D-glucose is an endogenous metabolite. alpha-D-glucose is an endogenous metabolite.
Tartaric acid
Tartaric acid is a white crystalline organic acid. It occurs naturally in many plants, particularly grapes and tamarinds, and is one of the main acids found in wine. It is added to other foods to give a sour taste, and is used as an antioxidant. Salts of tartaric acid are known as tartrates. It is a dihydroxy derivative of dicarboxylic acid. Tartaric acid is a muscle toxin, which works by inhibiting the production of malic acid, and in high doses causes paralysis and death. The minimum recorded fatal dose for a human is about 12 grams. In spite of that, it is included in many foods, especially sour-tasting sweets. As a food additive, tartaric acid is used as an antioxidant with E number E334, tartrates are other additives serving as antioxidants or emulsifiers. Naturally-occurring tartaric acid is chiral, meaning that it has molecules that are non-superimposable on their mirror-images. It is a useful raw material in organic chemistry for the synthesis of other chiral molecules. The naturally occurring form of the acid is L-(+)-tartaric acid or dextrotartaric acid. The mirror-image (enantiomeric) form, levotartaric acid or D-(-)-tartaric acid, and the achiral form, mesotartaric acid, can be made artificially. Tartarate is believed to play a role in inhibiting kidney stone formation. Most tartarate that is consumed by humans is metabolized by bacteria in the gastrointestinal tract -- primarily in the large instestine. Only about 15-20\\\\\\% of consumed tartaric acid is secreted in the urine unchanged. Tartaric acid is a biomarker for the consumption of wine and grapes (PMID:24507823). Tartaric acid is also a fungal metabolite, elevated levels in the urine (especially in children) may be due to the presence of yeast (in the gut or bladder). It can be produced by Agrobacterium, Nocardia, Rhizobium, Saccharomyces as well (PMID:7628083) (https://link.springer.com/article/10.1023/A:1005592104426). High levels of tartaric acid have been found in autistic children. In adults, tartaric acid may be due to the consumption of wine (https://www.greatplainslaboratory.com/articles-1/2015/11/13/candida-and-overgrowth-the-problem-bacteria-by-products) (PMID:15738524; PMID:24507823; PMID:7628083). Present in many fruits, wines and coffee. Acidulant for beverages, foods and pharmaceuticals,used to enhance natural and synthetic fruit flavours, especies in grape- and lime-flavoured drinks and candies. Firming agent, humectant. It is used in leavening systems including baking powders. Stabiliising agent for ground spices and cheeses to prevent discoloration. Chelating agent in fatty foods. Synergist with antioxidants, pH control agent in milk, jams and jellies, moisture-control agent. *Metatartaric* acid (a mixture of polyesters obtained by the controlled dehydration of (+)-tartaric acid, together with unchanged (+)-tartaric acid) is permitted in wine in UK (+)-Tartaric acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=87-69-4 (retrieved 2024-07-01) (CAS RN: 87-69-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). DL-Tartaric acid is a non-racemic mixture of L- and D-tartaric acids with antioxidant activities[1][2]. L-Tartaric acid (L-(+)-Tartaric acid) is an endogenous metabolite. L-Tartaric acid is the primary nonfermentable soluble acid in grapes and the principal acid in wine. L-Tartaric acid can be used as a flavorant and antioxidant for a range of foods and beverages[1]. L-Tartaric acid (L-(+)-Tartaric acid) is an endogenous metabolite. L-Tartaric acid is the primary nonfermentable soluble acid in grapes and the principal acid in wine. L-Tartaric acid can be used as a flavorant and antioxidant for a range of foods and beverages[1].
Lactic acid
D-lactic acid, also known as D-lactate or D-2-hydroxypropanoic acid, belongs to alpha hydroxy acids and derivatives class of compounds. Those are organic compounds containing a carboxylic acid substituted with a hydroxyl group on the adjacent carbon. D-lactic acid is soluble (in water) and a weakly acidic compound (based on its pKa). D-lactic acid can be found in a number of food items such as tamarind, onion-family vegetables, allspice, and acerola, which makes D-lactic acid a potential biomarker for the consumption of these food products. D-lactic acid can be found primarily in blood, cerebrospinal fluid (CSF), and urine, as well as throughout most human tissues. D-lactic acid exists in all living species, ranging from bacteria to humans. In humans, D-lactic acid is involved in a couple of metabolic pathways, which include pyruvaldehyde degradation and pyruvate metabolism. D-lactic acid is also involved in several metabolic disorders, some of which include pyruvate kinase deficiency, pyruvate decarboxylase E1 component deficiency (PDHE1 deficiency), pyruvate dehydrogenase complex deficiency, and leigh syndrome. Moreover, D-lactic acid is found to be associated with diabetes mellitus type 2 and schizophrenia. D-lactic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. In animals, L-lactate is constantly produced from pyruvate via the enzyme lactate dehydrogenase (LDH) in a process of fermentation during normal metabolism and exercise. It does not increase in concentration until the rate of lactate production exceeds the rate of lactate removal, which is governed by a number of factors, including monocarboxylate transporters, concentration and isoform of LDH, and oxidative capacity of tissues. The concentration of blood lactate is usually 1–2 mmol/L at rest, but can rise to over 20 mmol/L during intense exertion and as high as 25 mmol/L afterward . Lactic acid is an organic acid. It is a chiral molecule, consisting of two optical isomers, L-lactic acid and D-lactic acid, with the L-isomer being the most common in living organisms. Lactic acid plays a role in several biochemical processes and is produced in the muscles during intense activity. D-Lactic acid is the end product of the enzyme glyoxalase II (or hydroxyacyl-glutathione hydrolase) (EC 3.1.2.6), which converts the intermediate substrate S-lactoyl-glutathione to reduced glutathione and D-lactate (OMIM: 138790). Lactic acid is a microbial metabolite found in Aerococcus, Bacillus, Carnobacterium, Corynebacterium, Enterococcus, Escherichia, Lactobacillus, Lactococcus, Leuconostoc, Oenococcus, Pediococcus, Rhizopus, Saccharomyces, Streptococcus, Tetragenococcus, Vagococcus and Weissella (PMID:26287368; PMID:26360870).
alpha-D-Glucose
alpha-D-Glucose, also known as alpha-dextrose or alpha-D-GLC, belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. alpha-D-Glucose exists in all living species, ranging from bacteria to humans. Outside of the human body, alpha-D-Glucose has been detected, but not quantified in several different foods, such as lemon grass, sourdoughs, mixed nuts, sweet rowanberries, and ginsengs. This could make alpha-D-glucose a potential biomarker for the consumption of these foods. D-Glucopyranose having alpha-configuration at the anomeric centre. A primary source of energy for living organisms. It is naturally occurring and is found in fruits and other parts of plants in its free state. It is used therapeutically in fluid and nutrient replacement. COVID info from COVID-19 Disease Map, PDB, Protein Data Bank Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS alpha-D-glucose is an endogenous metabolite. alpha-D-glucose is an endogenous metabolite.
(S)-2-Aceto-2-hydroxybutanoic acid
(S)-2-Aceto-2-hydroxybutanoic acid is an intermediate in branched chain amino acid metabolism. It is converted from 2-oxobutanoate or 2-hydoxyethyl ThPP via acetolactate synthase. [HMDB] (S)-2-Aceto-2-hydroxybutanoic acid is an intermediate in branched chain amino acid metabolism. It is converted from 2-oxobutanoate or 2-hydoxyethyl ThPP via acetolactate synthase.
L-Arabinose
COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials A L-arabinopyranose with a beta-configuration at the anomeric position. Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Arabinose is an endogenous metabolite. Arabinose is an endogenous metabolite. L-(+)-Arabinose selectively inhibits intestinal sucrase activity in a noncompetitive manner and suppresses the plasma glucose increase due to sucrose ingestion. L-(+)-Arabinose selectively inhibits intestinal sucrase activity in a noncompetitive manner and suppresses the plasma glucose increase due to sucrose ingestion.
GALACTURONIC ACID
Acquisition and generation of the data is financially supported in part by CREST/JST.
9-Oxononanoic acid
A medium-chain oxo-fatty acid that is the 9-oxo derivative of nonanoic acid.
L-4-hydroxy-2-oxoglutaric acid
An optically active form of 4-hydroxy-2-oxoglutaric acid having L-configuration.
Capryloylglycine
Capryloylglycine is an acylglycine consisting of caprylic acid (an 8-carbon medium chain fatty acid) conjugated to glycine. Acylglycines have an aliphatic acyl chain attached to the amino group of glycine through a peptide bond. Capryloylglycine is a solid with moderate solubility in water. Acylglycines are produced through the action of the enzyme glycine N-acyltransferase (EC 2.3.1.13). Acylglycines are normally minor metabolites of fatty acids. However, the excretion of certain acylglycines is increased in several inborn errors of metabolism. In certain cases, the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation, including medium-chain acyl-coenzyme A (CoA) dehydrogenase (MCAD) deficiency and multiple acyl-CoA dehydrogenation defect (MAD) (PMID: 10708405). Capryloylglycine is frequently used as a cosmetic ingredient where it functions as a conditioning agent or a surfactant. It helps protect the skin’s surface from water loss and can enhance the effectiveness of cosmetic preservatives. Capryloylglycine-containing creams have been shown to inhibit hair growth in individuals suffering from hypertrichosis (PMID: 33934471), due to it inhibiting ornithine decarboxylase 1, which is present in hair follicles. Capryloylglycine is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction:
Ribonolactone
Ribonolactone, also known as D-ribono-1,4-lactone is a five-membered form of ribonolactone having D-configuration. It has a role as a metabolite. It is a ribonolactone and a butan-4-olide. It derives from a D-ribonic acid. Ribonolactone belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. Ribonolactone is a metabolite normally not detectable in human biofluids; however, it has been found in the urine of patients with neuroblastoma. Ribonolactone is a metabolite normally not detectable in human biofluids; however, it has been found in the urine of patients with neuroblastoma. (PMID 699273) [HMDB] D-Ribonolactone is sugar lactone and an inhibitor of β-galactosidase of Escherichia coli with a Ki of 26 mM[1].
2-Deoxy-L-ribono-1,4-lactone
2-Deoxy-L-ribono-1,4-lactone is found in herbs and spices. 2-Deoxy-L-ribono-1,4-lactone is a constituent of the fruit of Foeniculum vulgare (fennel). Constituent of the fruit of Foeniculum vulgare (fennel). 2-Deoxy-L-ribono-1,4-lactone is found in herbs and spices.
Nonane
Nonane is found in common oregano. Nonane is present in numerous plant oils including olive oils.Nonane is a linear alkane hydrocarbon with the chemical formula C9H20. Nonane has 35 structural isomers. (Wikipedia Present in numerous plant oils including olive oils
(R)-3-Hydroxyisobutyric acid
(R)-3-Hydroxyisobutyric acid (3-HIBA) is an organic acid. The chiral metabolites 3-hydroxyisobutyric acid (HIBA) and 3-aminoisobutyric acid (AIBA) are intermediates in the pathways of L-valine and thymine and play an important role in the diagnosis of the very rare inherited metabolic diseases 3-hydroxyisobutyric aciduria (OMIM: 236795) and methylmalonic semialdehyde dehydrogenase deficiency (OMIM: 603178) (PMID: 10686279). (R)-3-Hydroxyisobutyric acid has been identified in the human placenta (PMID: 32033212). The chiral metabolites 3-hydroxyisobutyric acid (HIBA) and 3-aminoisobutyric acid (AIBA) are intermediates in the pathways of l-valine and thymine and play an important role in the diagnosis of the very rare inherited metabolic diseases 3-hydroxyisobutyric aciduria (OMIM 236795) and methylmalonic semialdehyde dehydrogenase deficiency (OMIM 603178). (PMID 10686279) [HMDB] 3-Hydroxyisobutyric acid is an important interorgan metabolite, an intermediate in the pathways of l-valine and thymine and a good gluconeogenic substrate.
Pyochelin
D064449 - Sequestering Agents > D002614 - Chelating Agents > D007502 - Iron Chelating Agents D000890 - Anti-Infective Agents > D000935 - Antifungal Agents
Rhizoxin
oxalosuccinate
Oxalosuccinic acid, also known as oxalosuccinate or 1-oxopropane-1,2,3-tricarboxylate, belongs to tricarboxylic acids and derivatives class of compounds. Those are carboxylic acids containing exactly three carboxyl groups. Oxalosuccinic acid is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Oxalosuccinic acid can be found in a number of food items such as japanese chestnut, poppy, wax apple, and hyssop, which makes oxalosuccinic acid a potential biomarker for the consumption of these food products. Oxalosuccinic acid exists in all living species, ranging from bacteria to humans. Oxalosuccinic acid/oxalosuccinate is an unstable 6-carbon intermediate in the tricarboxylic acid cycle. Its an alpha-keto compound, formed during the oxidative decarboxylation of isocitrate to alpha-ketoglutarate, which is catalyzed by the enzyme isocitrate dehydrogenase. Oxalosuccinate never leaves the active site of the enzyme, however; its unstable and immediately undergoes decarboxylation to produce the 5-carbon compound, alpha-ketoglutarate .
dextrose
COVID info from COVID-19 Disease Map, PDB, Protein Data Bank Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS alpha-D-glucose is an endogenous metabolite. alpha-D-glucose is an endogenous metabolite.
D-(-)-Lactic acid
Lactic acid, also known as lactate, plays several important biological roles in living organisms. Here are some of its key functions: Energy Production: Lactic acid is a crucial intermediate in the process of anaerobic glycolysis, which occurs in cells when oxygen is limited. During intense exercise, for example, muscle cells produce lactic acid as a byproduct of breaking down glucose for energy without using oxygen. This process helps sustain muscle activity when oxygen supply is insufficient. pH Regulation: Lactic acid serves as a pH buffer in the blood and other bodily fluids. It helps maintain the acid-base balance by accepting or donating hydrogen ions (H+), thereby preventing large fluctuations in pH that could be harmful to cellular processes. Hemoglobin Oxygen Release: Lactic acid can also influence the affinity of hemoglobin for oxygen. In tissues with high lactic acid concentrations (like exercising muscles), lactic acid binds to hemoglobin, causing a conformational change that promotes the release of oxygen. This is known as the Bohr effect. Cell Signaling: Lactate can act as a signaling molecule in various physiological processes. It has been shown to play a role in cell proliferation, inflammation, and immune response. Lactate can modulate the activity of immune cells and may contribute to the regulation of inflammation. Metabolic Regulation: Lactic acid is an important component in the metabolic network. It can be converted back into glucose in the liver through a process called gluconeogenesis, providing a source of energy for other tissues, including the brain, when carbohydrates are scarce. Antioxidant Properties: Lactic acid can function as an antioxidant, helping to protect cells from oxidative stress and damage caused by reactive oxygen species (ROS). Preservation of Foods: In food industry, lactic acid is used as a preservative due to its antimicrobial properties. It can inhibit the growth of bacteria and extend the shelf life of various food products.
Quinic acid
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.054 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.053 D-(-)-Quinic acid is a cyclohexanecarboxylic acid and is implicated in the perceived acidity of coffee. D-(-)-Quinic acid is a cyclohexanecarboxylic acid and is implicated in the perceived acidity of coffee.
2-amino-4-(2-amino-3-hydroxypropoxy)but-3-enoic acid
Isovalerylcarnitine
C12H23NO4 (245.16269979999998)
An O-isovalerylcarnitine that is the 3-methylbutanoyl (isovaleryl) derivative of L-carnitine. Isovalerylcarnitine is a product of the catabolism of L-leucine. Isovalerylcarnitine is also a selective and reversible calpain activator that induces apoptosis[1][2][3].
Dehydroascorbic acid
D018977 - Micronutrients > D014815 - Vitamins Dehydroascorbic acid, a blood-brain barrier transportable form of vitamin C, mediates potent cerebroprotection in experimental stroke. Dehydroascorbic acid, a blood-brain barrier transportable form of vitamin C, mediates potent cerebroprotection in experimental stroke.
Nicotinuric acid
Nicotinuric acid is an acyl glycine. Nicotinuric acid is a metabolite of nicotinic acid.
dextrose
COVID info from COVID-19 Disease Map, PDB, Protein Data Bank Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS alpha-D-glucose is an endogenous metabolite. alpha-D-glucose is an endogenous metabolite.
Pyruvic acid
A 2-oxo monocarboxylic acid that is the 2-keto derivative of propionic acid. It is a metabolite obtained during glycolysis. Pyruvic acid is an intermediate compound in the metabolism of carbohydrates, proteins, and fats. In thiamine deficiency, its oxidation is retarded and it accumulates in the tissues, especially in nervous structures (From Stedman, 26th ed.). Biological Source: Intermediate in primary metabolism including fermentation processes. Present in muscle in redox equilibrium with Lactic acid. A common constituent, as a chiral cyclic acetal linked to saccharide residues, of bacterial polysaccharides. Isolated from cane sugar fermentation broth and peppermint. Constituent of Bauhinia purpurea, Cicer arietinum (chickpea), Delonix regia, Pisum sativum (pea) and Trigonella caerulea (sweet trefoil) Use/Importance: Reagent for regeneration of carbonyl compdounds from semicarbazones, phenylhydrazones and oximes. Flavoring ingredient (Dictionary of Organic Compounds); Pyruvate is a key intersection in the network of metabolic pathways. Pyruvate can be converted into carbohydrates via gluconeogenesis, to fatty acids or energy through acetyl-CoA, to the amino acid alanine and to ethanol. Therefore it unites several key metabolic processes.; Pyruvate is an important chemical compound in biochemistry. It is the output of the anaerobic metabolism of glucose known as glycolysis. One molecule of glucose breaks down into two molecules of pyruvate, which are then used to provide further energy, in one of two ways. Pyruvate is converted into acetyl-coenzyme A, which is the main input for a series of reactions known as the Krebs cycle. Pyruvate is also converted to oxaloacetate by an anaplerotic reaction which replenishes Krebs cycle intermediates; alternatively, the oxaloacetate is used for gluconeogenesis. These reactions are named after Hans Adolf Krebs, the biochemist awarded the 1953 Nobel Prize for physiology, jointly with Fritz Lipmann, for research into metabolic processes. The cycle is also called the citric acid cycle, because citric acid is one of the intermediate compounds formed during the reactions.; Pyruvic acid (CH3COCOOH) is an organic acid. It is also a ketone, as well as being the simplest alpha-keto acid. The carboxylate (COOH) ion (anion) of pyruvic acid, CH3COCOO-, is known as pyruvate, and is a key intersection in several metabolic pathways. It can be made from glucose through glycolysis, supplies energy to living cells in the citric acid cycle, and can also be converted to carbohydrates via gluconeogenesis, to fatty acids or energy through acetyl-CoA, to the amino acid alanine and to ethanol.; Pyruvic acid is a colorless liquid with a smell similar to that of acetic acid. It is miscible with water, and soluble in ethanol and diethyl ether. In the laboratory, pyruvic acid may be prepared by heating a mixture of tartaric acid and potassium hydrogen sulfate, by the oxidation of propylene glycol by a strong oxidizer (eg. potassium permanganate or bleach), or by the hydrolysis of acetyl cyanide, formed by reaction of acetyl chloride with potassium cyanide:; Pyruvic acid or pyruvate is a key intermediate in the glycolytic and pyruvate dehydrogenase pathways, which are involved in biological energy production. Pyruvate is widely found in living organisms. It is not an essential nutrient since it can be synthesized in the cells of the body. Certain fruits and vegetables are rich in pyruvate. For example, an average-size red apple contains approximately 450 milligrams. Dark beer and red wine are also rich sources of pyruvate. Recent research suggests that pyruvate in high concentrations may have a role in cardiovascular therapy, as an inotropic agent. Supplements of this dietary substance may also have bariatric and ergogenic applications. Pyruvic acid is isolated from cane sugar fermentation broth, Cicer arietinum (chickpea), Pisum sativum (pea), Trigonella cerulea (sweet trefoil) and peppermint. It can be used as a flavouring ingredient. Pyruvic acid is an intermediate metabolite in the metabolism of carbohydrates, proteins, and fats. Pyruvic acid is an intermediate metabolite in the metabolism of carbohydrates, proteins, and fats.
Rhizoxin
An macrolide antibiotic isolated from the pathogenic plant fungus Rhizopus microsporus. It also exhibits antitumour and antimitotic activity. C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C273 - Antimitotic Agent D050258 - Mitosis Modulators > D050256 - Antimitotic Agents > D050257 - Tubulin Modulators D000970 - Antineoplastic Agents > D050256 - Antimitotic Agents D000890 - Anti-Infective Agents > D000935 - Antifungal Agents
CAR 5:0
C12H23NO4 (245.16269979999998)
Isovalerylcarnitine is a product of the catabolism of L-leucine. Isovalerylcarnitine is also a selective and reversible calpain activator that induces apoptosis[1][2][3].
LS-2371
Pyruvic acid is an intermediate metabolite in the metabolism of carbohydrates, proteins, and fats. Pyruvic acid is an intermediate metabolite in the metabolism of carbohydrates, proteins, and fats.
(-)-α-Pinene
alpha-Pinene is an organic compound of the terpene class, one of two isomers of pinene. It is found in the oils of many species of many coniferous trees, notably the pine. It is also found in the essential oil of rosemary (Rosmarinus officinalis). Both enantiomers are known in nature; 1S,5S- or (-)-alpha-pinene is more common in European pines, whereas the 1R,5R- or (+)-alpha-isomer is more common in North America. The racemic mixture is present in some oils such as eucalyptus oil. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1]. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1]. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1]. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1]. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1]. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1].
Quinic_acid
(-)-quinic acid is the (-)-enantiomer of quinic acid. It is a conjugate acid of a (-)-quinate. It is an enantiomer of a (+)-quinic acid. Quinate is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Quinic acid is a natural product found in Gamblea innovans, Pterocaulon virgatum, and other organisms with data available. An acid which is found in cinchona bark and elsewhere in plants. (From Stedman, 26th ed) D-(-)-Quinic acid is a cyclohexanecarboxylic acid and is implicated in the perceived acidity of coffee. D-(-)-Quinic acid is a cyclohexanecarboxylic acid and is implicated in the perceived acidity of coffee.
L-Tartaric acid
C26170 - Protective Agent > C275 - Antioxidant DL-Tartaric acid is a non-racemic mixture of L- and D-tartaric acids with antioxidant activities[1][2]. L-Tartaric acid (L-(+)-Tartaric acid) is an endogenous metabolite. L-Tartaric acid is the primary nonfermentable soluble acid in grapes and the principal acid in wine. L-Tartaric acid can be used as a flavorant and antioxidant for a range of foods and beverages[1]. L-Tartaric acid (L-(+)-Tartaric acid) is an endogenous metabolite. L-Tartaric acid is the primary nonfermentable soluble acid in grapes and the principal acid in wine. L-Tartaric acid can be used as a flavorant and antioxidant for a range of foods and beverages[1].
ZYMOSAN A
COVID info from WikiPathways Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS
2-deoxy-D-ribofuranose
A deoxypentose that is D-ribofuranose in which the hydroxy group at position C-2 is replaced by hydrogen. Thyminose is an endogenous metabolite. Thyminose is an endogenous metabolite.
Oxalosuccinic acid
A tricarboxylic acid consisting of 2-oxoglutaric acid having a further carboxy group at the 3-position. It is a substrate of the citric acid cycle.
D-Fructofuranose
A fructofuranose that has D configuration. D-Fructose (D(-)-Fructose) is a naturally occurring monosaccharide found in many plants. D-Fructose (D(-)-Fructose) is a naturally occurring monosaccharide found in many plants.
threo-3-methyl-L-aspartic acid
An aspartic acid derivative having a 3-methyl substituent.
Acetylpyruvic acid
A dioxo monocarboxylic acid that is pentanoic acid carrying two oxo groups at positions 2 and 4.
(R)-3-[(R)-3-hydroxybutanoyloxy]butanoic acid
A carboxylic ester arising from the formal condensation of the alcoholic hydroxy group of one molecule of (3R)-3-hydroxybutanoic acid with the the carboxylic acid group of another. It is a sex pheromone in the European spider Linyphia triangularis.
(5S)-3-acetyl-5-[(2S)-butan-2-yl]pyrrolidine-2,4-dione
Amabiline
A carboxylic ester obtained by formal condensation of the carboxy group of (2S,3S)-2,3-dihydroxy-2-isopropylbutanoic acid with the hydroxy group of (7aS)-2,3,5,7a-tetrahydropyrrolizin-7-ylmethanol.
(15e)-5,8,18,21-tetrahydroxy-6-isopropyl-20-[2-(methylsulfanyl)ethyl]-2-oxa-11,12-dithia-7,19,22-triazabicyclo[7.7.6]docosa-7,15,18,21-tetraen-3-one
C22H35N3O6S3 (533.1687890000001)
(15e)-5,8,18,21-tetrahydroxy-20-[2-(methylsulfanyl)ethyl]-6-(sec-butyl)-2-oxa-11,12-dithia-7,19,22-triazabicyclo[7.7.6]docosa-7,15,18,21-tetraen-3-one
(2s,3s,13z)-3-amino-2-hydroxy-n-[(1s,2r)-2-hydroxy-1-{[(1s,2s)-2-hydroxy-1-{[(1s)-2-hydroxy-1-{[(1s)-3-hydroxy-1-[({[(7r,16s,19r)-6,9,12,15,18-pentahydroxy-16-isopropyl-7-methyl-13-methylidene-2-oxo-1-oxa-5,8,11,14,17-pentaazacyclohenicosa-5,8,11,14,17-pentaen-19-yl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]propyl]-c-hydroxycarbonimidoyl}ethyl]-c-hydroxycarbonimidoyl}-2-(4-hydroxyphenyl)ethyl]-c-hydroxycarbonimidoyl}propyl]icos-13-enimidic acid
5,8,18,21-tetrahydroxy-20-[2-(methylsulfanyl)ethyl]-6-(sec-butyl)-2-oxa-11,12-dithia-7,19,22-triazabicyclo[7.7.6]docosa-7,15,18,21-tetraen-3-one
2-hydroxy-3-{[3-(n-hydroxyacetamido)propyl]-c-hydroxycarbonimidoyl}-2-({[3-(n-hydroxyacetamido)propyl]-c-hydroxycarbonimidoyl}methyl)propanoic acid
C16H28N4O9 (420.18561980000004)
[(1r,2s,4s,7e,10r,12r,13r,14e,16r)-2,12-dihydroxy-4-[(2s,3r,4e,6e,8z)-3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-1,13-dimethyl-6-oxo-5,17-dioxabicyclo[14.1.0]heptadeca-7,14-dien-10-yl]acetic acid
2-[15-(2-aminoethyl)-25-{2,3-dihydroxy-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]pentadecyl}-2,5,8,11,14,17,20,23-octahydroxy-18-[hydroxy(4-hydroxyphenyl)methyl]-3-(c-hydroxycarbonimidoylmethyl)-6,21-bis(hydroxymethyl)-1,4,7,10,13,16,19,22-octaazacyclopentacosa-1,4,7,10,13,16,19,22-octaen-9-yl]ethanimidic acid
(2s)-2-[(3s,6s,9s,15r,18r,21r,25r)-25-[(2r,3r,4s)-2,3-dihydroxy-4-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}pentadecyl]-2,5,8,11,14,17,20,23-octahydroxy-18-[(r)-hydroxy(4-hydroxyphenyl)methyl]-9,15-bis(c-hydroxycarbonimidoylmethyl)-6,21-bis(hydroxymethyl)-1,4,7,10,13,16,19,22-octaazacyclopentacosa-1,4,7,10,13,16,19,22-octaen-3-yl]-2-hydroxyethanimidic acid
C52H83N11O23 (1229.5663008000001)
(2s,3s)-3-amino-n-[(1s,2r)-1-{[(1s,2s)-1-{[(1s)-1-{[(1s)-1-[({[(16s,19r)-16-[(2r)-butan-2-yl]-6,9,12,15,18-pentahydroxy-7-methyl-13-methylidene-2-oxo-1-oxa-5,8,11,14,17-pentaazacyclohenicosa-5,8,11,14,17-pentaen-19-yl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]-3-hydroxypropyl]-c-hydroxycarbonimidoyl}-2-hydroxyethyl]-c-hydroxycarbonimidoyl}-2-hydroxy-2-(4-hydroxyphenyl)ethyl]-c-hydroxycarbonimidoyl}-2-hydroxypropyl]-2-hydroxyoctadecanimidic acid
2-[(2r,5r,8r,14s,17s,20s,23r)-23-[(2r,3r,4s)-2,3-dihydroxy-4-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}pentadecyl]-3,6,9,12,15,18,21,25-octahydroxy-5-[(r)-hydroxy(4-hydroxyphenyl)methyl]-14,20-bis(c-hydroxycarbonimidoylmethyl)-2,17-bis(hydroxymethyl)-1,4,7,10,13,16,19,22-octaazacyclopentacosa-1(25),3,6,9,12,15,18,21-octaen-8-yl]ethanimidic acid
(2e)-3-[(1e,3s,5e,9e,11z,14r,15z)-14-methoxy-3,15,18-trimethylnonadeca-1,5,9,11,15,17-hexaen-1-yl]pent-2-enedioic acid
(2s,3s)-3-amino-2-hydroxy-n-[(1s,2r)-2-hydroxy-1-{[(1s,2s)-2-hydroxy-1-{[(1s)-2-hydroxy-1-{[(1s)-3-hydroxy-1-[({[(16s,19r)-6,9,12,15,18-pentahydroxy-16-isopropyl-7-methyl-13-methylidene-2-oxo-1-oxa-5,8,11,14,17-pentaazacyclohenicosa-5,8,11,14,17-pentaen-19-yl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]propyl]-c-hydroxycarbonimidoyl}ethyl]-c-hydroxycarbonimidoyl}-2-(4-hydroxyphenyl)ethyl]-c-hydroxycarbonimidoyl}propyl]octadecanimidic acid
6-(5-{[4-(acetyloxy)-1-hydroxypent-2-en-1-ylidene]amino}-3,6-dimethyloxan-2-yl)-4-methylhexa-2,4-dienoic acid
2-[(3s,6s,9s,15r,18r,21r,25r)-15-(2-aminoethyl)-25-[(2r,3r,4s)-2,3-dihydroxy-4-{[(2r,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}pentadecyl]-2,5,8,11,14,17,20,23-octahydroxy-18-[(r)-hydroxy(4-hydroxyphenyl)methyl]-3-(c-hydroxycarbonimidoylmethyl)-6,21-bis(hydroxymethyl)-1,4,7,10,13,16,19,22-octaazacyclopentacosa-1,4,7,10,13,16,19,22-octaen-9-yl]ethanimidic acid
methyl 2-[(2s,7z,10r,13r,14z,16r)-2,12-dihydroxy-4-[(2r,3r,4e,6e,8e)-3-hydroxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-1,13-dimethyl-6-oxo-5,17-dioxabicyclo[14.1.0]heptadeca-7,14-dien-10-yl]acetate
(8e,10e,14e,16r,17r)-6-hydroxy-4,14,16-trimethyl-17-[(2s,4r,8s,10z,12e,15s,16s,18r,19s,20r)-4,16,18,20-tetrahydroxy-8-methoxy-15,19-dimethyl-22-oxo-1-oxacyclodocosa-10,12-dien-2-yl]octadeca-8,10,14-trienoic acid
(2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-{[(1r,4s,5s,6r)-4,5,6-trihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-yl]oxy}oxane-3,4,5-triol
[25-amino-19-(6-amino-4-hydroxy-2-{[(3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}pentadecyl)-2,5,8,11,14,17,21,24-octahydroxy-12-[hydroxy(4-hydroxyphenyl)methyl]-22-[hydroxy(c-hydroxycarbonimidoyl)methyl]-6,15-bis(hydroxymethyl)-1,4,7,10,13,16,20,23-octaazacycloheptacosa-1,4,7,10,13,16,20,23-octaen-9-yl]acetic acid
2-amino-n-(1-{[3-(dichloromethyl)-6,8-dihydroxy-3-methyl-1-oxo-4a,5,6,7-tetrahydro-4h-2-benzopyran-4-yl]-c-hydroxycarbonimidoyl}ethyl)propanimidic acid
C17H25Cl2N3O6 (437.11203300000005)
2-{[hydroxy(5-imino-4-methylidenepyrrolidin-2-yl)methylidene]amino}-3-methylbutanoic acid
1-(3,5-dihydroxy-6-methoxy-2-methyloxan-3-yl)-3-methoxyhexane-1,4,5-triol
3-chloro-4-(3-chloro-2-nitrophenyl)-5-methoxy-1,5-dihydropyrrol-2-one
(4e,6e,8e,10e,16e,18e,20e)-22-{[(4e)-1,7-dihydroxy-8-(4-hydroxyphenyl)-2-methyloct-4-en-1-ylidene]amino}-13-hydroxy-3-methoxy-2,4,9,19-tetramethyl-15-oxotricosa-4,6,8,10,16,18,20-heptaenoic acid
2-(1-hydroxycyclopropyl)-4-[(2e)-2-methyldec-2-enoyl]-5-oxooxolane-3-sulfonic acid
C18H28O7S (388.15556580000003)
(2s)-2-[(3s,6s,9s,15r,18r,21r,25r)-15-(2-aminoethyl)-25-[(2r,3r,4s)-2,3-dihydroxy-4-{[(2r,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}pentadecyl]-2,5,8,11,14,17,20,23-octahydroxy-18-[(r)-hydroxy(4-hydroxyphenyl)methyl]-9-(c-hydroxycarbonimidoylmethyl)-6,21-bis(hydroxymethyl)-1,4,7,10,13,16,19,22-octaazacyclopentacosa-1,4,7,10,13,16,19,22-octaen-3-yl]-2-hydroxyethanimidic acid
2-[15-(4-aminobutyl)-27-butoxy-2,5,8,11,14,17,20,23-octahydroxy-18-[hydroxy(4-hydroxyphenyl)methyl]-9-(c-hydroxycarbonimidoylmethyl)-6-(hydroxymethyl)-21-(1h-indol-3-ylmethyl)-25-[(3,4,5-trihydroxyoxan-2-yl)oxy]-1,4,7,10,13,16,19,22-octaazacyclooctacosa-1,4,7,10,13,16,19,22-octaen-3-yl]ethanimidic acid
(2r,3s)-3-{[(1s)-1-{[(1r)-1-{[(3r,9s,12r,15s)-9-(4-aminobutyl)-2,5,8,11,14-pentahydroxy-3,12-bis({3-[hydroxy(nitroso)amino]propyl})-1,4,7,10,13-pentaazacyclooctadeca-1,4,7,10,13-pentaen-15-yl]-c-hydroxycarbonimidoyl}-2-hydroxyethyl]-c-hydroxycarbonimidoyl}-2-hydroxyethyl]-c-hydroxycarbonimidoyl}-2-hydroxy-3-[(1-hydroxydodecylidene)amino]propanoic acid
C45H80N14O18 (1104.5774740000002)
(2s)-2-hydroxy-2-[(3s,6s,9s,15r,21r)-2,5,8,11,14,17,20,23-octahydroxy-18-[hydroxy(4-hydroxyphenyl)methyl]-9,15-bis(c-hydroxycarbonimidoylmethyl)-6,21-bis(hydroxymethyl)-25-(2,3,4-trihydroxypentadecyl)-1,4,7,10,13,16,19,22-octaazacyclopentacosa-1,4,7,10,13,16,19,22-octaen-3-yl]ethanimidic acid
2-({2-[(2-amino-1-hydroxypropylidene)amino]-1,4-dihydroxybutylidene}amino)butanedioic acid
[(2s,6s)-6-[(1e,3e)-5-[(2s,3s,5r,6r)-5-{[(2z,4s)-4-(acetyloxy)-1-hydroxypent-2-en-1-ylidene]amino}-3,6-dimethyloxan-2-yl]-3-methylpenta-1,3-dien-1-yl]-4-methylideneoxan-2-yl]acetic acid
C28H41NO7 (503.28828760000005)
2-hydroxy-3-[(1s,2s,3r,4r,5s)-1,2,3,4,5-pentahydroxy-2-methylcyclopentyl]propanal
3-{[10-(2-hexylcyclopropyl)-2-hydroxydecanoyl]oxy}-n-(2-hydroxy-3,4,5,6-tetrahydropyridin-3-yl)hexadecanimidic acid
(2s)-2-[(3s,6s,9s,15r,18r,21r,25r)-25-[(2r,3r,4s)-2,3-dihydroxy-4-{[(2r,3s,4r,5s)-3,4,5-trihydroxyoxan-2-yl]oxy}pentadecyl]-2,5,8,11,14,17,20,23-octahydroxy-18-[(r)-hydroxy(4-hydroxyphenyl)methyl]-9,15-bis(c-hydroxycarbonimidoylmethyl)-6,21-bis(hydroxymethyl)-1,4,7,10,13,16,19,22-octaazacyclopentacosa-1,4,7,10,13,16,19,22-octaen-3-yl]-2-hydroxyethanimidic acid
C52H83N11O23 (1229.5663008000001)
6-hydroxy-4,14,16-trimethyl-17-(4,16,18,20-tetrahydroxy-8-methoxy-15,19-dimethyl-22-oxo-1-oxacyclodocosa-10,12-dien-2-yl)octadeca-8,10,14-trienoic acid
(2s)-n-[(3s,4r,4ar,5r,6r)-3-(dichloromethyl)-5,6,8-trihydroxy-3-methyl-1-oxo-4a,5,6,7-tetrahydro-4h-2-benzopyran-4-yl]-2-aminopropanimidic acid
(2s)-2-[(3s,6s,9s,15r,21r)-25-(2,3-dihydroxy-4-{[(2r,3s,4r,5s)-3,4,5-trihydroxyoxan-2-yl]oxy}pentadecyl)-2,5,8,11,14,17,20,23-octahydroxy-18-[hydroxy(4-hydroxyphenyl)methyl]-9,15-bis(c-hydroxycarbonimidoylmethyl)-6,21-bis(hydroxymethyl)-1,4,7,10,13,16,19,22-octaazacyclopentacosa-1,4,7,10,13,16,19,22-octaen-3-yl]-2-hydroxyethanimidic acid
C52H83N11O23 (1229.5663008000001)
2-[15-(4-aminobutyl)-27-butoxy-2,5,8,11,14,17,20,23-octahydroxy-18-[hydroxy(4-hydroxyphenyl)methyl]-9-(c-hydroxycarbonimidoylmethyl)-6-(hydroxymethyl)-21-(1h-indol-3-ylmethyl)-25-[(3,4,5-trihydroxyoxan-2-yl)oxy]-1,4,7,10,13,16,19,22-octaazacyclooctacosa-1,4,7,10,13,16,19,22-octaen-3-yl]-2-hydroxyethanimidic acid
C54H78N12O20 (1214.5455067999999)
(2e,4e,6r,8z,10e,14e,17s,18e,20z)-20-(carboxymethyl)-6-methoxy-2,5,17-trimethyldocosa-2,4,8,10,14,18,20-heptaenedioic acid
(5r)-5-[(1z,3s)-3-[(2r,3r)-3-(buta-1,2-dien-1-yl)oxiran-2-yl]-3-hydroxyprop-1-en-1-yl]oxolan-2-one
(2s)-2,6-diamino-n-[(2s)-1-[(2r,5s)-2-(3-aminopropyl)-3-hydroxy-5-isopropyl-6-oxo-2,5-dihydropyrazin-1-yl]-1-oxo-3-phenylpropan-2-yl]hexanimidic acid
C25H40N6O4 (488.31108800000004)
5,8-bis(methylsulfanyl)-2h-1,4-benzothiazine-3,7-diol
5,6,8-tris(methylsulfanyl)-2h-1,4-benzothiazine-3,7-diol
(2e)-1-(2-hydroxy-5-propanoylfuran-3-yl)-2-methyldec-2-en-1-one
(2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxypropylidene]amino}-1,4-dihydroxybutylidene]amino}-4-[(4,5-dihydroxy-1h-pyrazol-3-yl)oxy]-4-oxobutanoic acid
[(2s,4s,5r,6r)-4-(chloromethyl)-4,5-dihydroxy-6-[(1e,3e)-5-[(2s,3s,5r,6r)-5-{[(2z,4s)-1-hydroxy-4-[(2-methylpropanoyl)oxy]pent-2-en-1-ylidene]amino}-3,6-dimethyloxan-2-yl]-3-methylpenta-1,3-dien-1-yl]oxan-2-yl]acetic acid
C30H46ClNO9 (599.2860936000001)
1-(2-hydroxy-5-propanoylfuran-3-yl)-2-methyldec-2-en-1-one
{6-[5-(5-{[4-(acetyloxy)-1-hydroxypent-2-en-1-ylidene]amino}-3,6-dimethyloxan-2-yl)-3-methylpenta-1,3-dien-1-yl]-4-(chloromethyl)-4-hydroxyoxan-2-yl}acetic acid
C28H42ClNO8 (555.2598802000001)
1-hydroxy-n-(hydroxyimino)-3-methylbutanimine oxide
{6-[5-(5-{[4-(acetyloxy)-1-hydroxypent-2-en-1-ylidene]amino}-3,6-dimethyloxan-2-yl)-3-methylpenta-1,3-dien-1-yl]-4-(chloromethyl)-4,5-dihydroxyoxan-2-yl}acetic acid
C28H42ClNO9 (571.2547952000001)
4-carboxy-4-{[2-({2-[(2-{[2-({3-carboxy-1,3-dihydroxy-2-[(1-hydroxyoctylidene)amino]propylidene}amino)-1,3-dihydroxybutylidene]amino}-1,3-dihydroxybutylidene)amino]-1-hydroxy-5-(hydroxyimino-oxo-λ⁵-azanylidene)pentylidene}amino)-1-hydroxyethylidene]amino}-n-(hydroxyimino)butanimine oxide
n-[(1s,2s,5r,6r)-2,5,6-trihydroxy-4-(hydroxymethyl)cyclohex-3-en-1-yl]ethanimidic acid
n-(4-aminobutyl)-2,6-bis({[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino})hexanimidic acid
C24H32N4O7 (488.22708819999997)
(2r,3r)-3-{[(1s)-1-{[(1s)-1-[(4-aminobutyl)-c-hydroxycarbonimidoyl]-4-(n-hydroxyformamido)butyl]-c-hydroxycarbonimidoyl}-2-hydroxyethyl]-c-hydroxycarbonimidoyl}-2-hydroxy-3-{[(2s)-1-hydroxy-5-(n-hydroxyformamido)-2-[(hydroxymethylidene)amino]pentylidene]amino}propanoic acid
(1s,3s,4r,5r)-1-(3,5-dihydroxy-6-methoxy-2-methyloxan-3-yl)-3-methoxyhexane-1,4,5-triol
(1z)-bis[(4s)-4-{[(1r,2r)-1-{[(1s)-1-{[(1s)-1-[(4-aminobutyl)-c-hydroxycarbonimidoyl]-4-(n-hydroxyformamido)butyl]-c-hydroxycarbonimidoyl}-2-hydroxyethyl]-c-hydroxycarbonimidoyl}-2-carboxy-2-hydroxyethyl]-c-hydroxycarbonimidoyl}-4-[(hydroxymethylidene)amino]butyl]diazen-1-ium-1-olate
5-{[3'-(hepta-1,2-dien-4,6-diyn-1-yl)-[2,2'-bioxiran]-3-yl](hydroxy)methyl}oxolan-2-one
(2s,3s)-2-{[(2s)-2-{[(2s,3s)-2-{[(2s)-4-carboxy-1-hydroxy-2-{[(2s)-1-hydroxy-2-{[(2s)-1-hydroxy-2-[(1-hydroxyoctylidene)amino]-3-methylbutylidene]amino}-3-phenylpropylidene]amino}butylidene]amino}-1-hydroxy-3-methylpentylidene]amino}-1-hydroxypropylidene]amino}-3-methylpentanoic acid
C42H68N6O10 (816.4996668000001)
(2s)-n-[(3s,4r,4ar,5r,6r)-3-(dichloromethyl)-5,6,8-trihydroxy-3-methyl-1-oxo-4a,5,6,7-tetrahydro-4h-2-benzopyran-4-yl]-2-{[(2s)-2-amino-1-hydroxypropylidene]amino}propanimidic acid
C17H25Cl2N3O7 (453.10694800000005)
(2s)-2-[(1-hydroxyethylidene)amino]-4-methyl-n-[(3s,6r,9s,12r,15r,18s,19r)-5,8,11,14,17-pentahydroxy-9-(hydroxymethyl)-15-[(4-hydroxyphenyl)methyl]-3-isopropyl-6,12,19-trimethyl-2-oxo-1-oxa-4,7,10,13,16-pentaazacyclononadeca-4,7,10,13,16-pentaen-18-yl]pentanimidic acid
(2e,4e)-6-[(2s,3s,5r,6r)-5-{[(2z,4s)-4-(acetyloxy)-1-hydroxypent-2-en-1-ylidene]amino}-3,6-dimethyloxan-2-yl]-4-methylhexa-2,4-dienoic acid
(2s)-2-[(3s,6s,9s,15r,18r,25r)-25-[(2r,3r,4s)-2,3-dihydroxy-4-{[(2r,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}pentadecyl]-2,5,8,11,14,17,20,23-octahydroxy-18-[(r)-hydroxy(4-hydroxyphenyl)methyl]-9,15-bis(c-hydroxycarbonimidoylmethyl)-6-(hydroxymethyl)-21-methyl-1,4,7,10,13,16,19,22-octaazacyclopentacosa-1,4,7,10,13,16,19,22-octaen-3-yl]-2-hydroxyethanimidic acid
5-(1-hydroxycyclopropyl)-3-[(2e)-2-methyldec-2-enoyl]-5h-furan-2-one
(2r,3r)-3-{[(2s)-2-amino-1-hydroxy-3-phenylpropylidene]amino}-3-{[(1s)-1-{[(1s)-1-[(4-aminobutyl)-c-hydroxycarbonimidoyl]-4-(n-hydroxyformamido)butyl]-c-hydroxycarbonimidoyl}-2-hydroxyethyl]-c-hydroxycarbonimidoyl}-2-hydroxypropanoic acid
(4e)-7-hydroxy-n-[(3e,5e,7e,10z,12e,14e,16e,18e)-11-hydroxy-19-[(2s,3s,4r)-3-methoxy-2,4-dimethyl-5-oxooxolan-2-yl]-5,15-dimethyl-9-oxononadeca-3,5,7,10,12,14,16,18-octaen-2-yl]-8-(4-hydroxyphenyl)-2-methyloct-4-enimidic acid
2-(2-hydroxyphenyl)-1,3-thiazole-4-carboxylic acid
n-{2-[(1,3-dihydroxybutan-2-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl}ethanimidic acid
2-amino-n-[3-(dichloromethyl)-5,6,8-trihydroxy-3-methyl-1-oxo-4a,5,6,7-tetrahydro-4h-2-benzopyran-4-yl]propanimidic acid
2-[(3s,6s,9s,15s,18s,21s)-15-(4-aminobutyl)-27-butoxy-2,5,8,11,14,17,20,23-octahydroxy-18-[hydroxy(4-hydroxyphenyl)methyl]-9-(c-hydroxycarbonimidoylmethyl)-6-(hydroxymethyl)-21-(1h-indol-3-ylmethyl)-25-{[(3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,4,7,10,13,16,19,22-octaazacyclooctacosa-1,4,7,10,13,16,19,22-octaen-3-yl]ethanimidic acid
{7-[5-(5-{[4-(acetyloxy)-1-hydroxypent-2-en-1-ylidene]amino}-3,6-dimethyloxan-2-yl)-3-methylpenta-1,3-dien-1-yl]-8-hydroxy-1,6-dioxaspiro[2.5]octan-5-yl}acetic acid
(2r)-2-{[(2s)-2-{[(2r)-2-{[(2r,3r)-2-{[(2s)-2-{[(2r,3r)-3-carboxy-2-[(2-{[(3r)-1,3-dihydroxytetradecylidene]amino}-1-hydroxyethylidene)amino]-1,3-dihydroxypropylidene]amino}-1,3-dihydroxypropylidene]amino}-1,3-dihydroxybutylidene]amino}-1-hydroxy-5-[hydroxy(nitroso)amino]pentylidene]amino}-1,3-dihydroxypropylidene]amino}-5-[hydroxy(nitroso)amino]pentanoic acid
(2s)-2-[(2-{[(2s,3s)-2-{[(2s)-4-amino-2-{[(2s,3s)-3-carboxy-1,3-dihydroxy-2-[(1-hydroxydecylidene)amino]propylidene]amino}-1-hydroxybutylidene]amino}-3-carboxy-1,3-dihydroxypropylidene]amino}-1-hydroxyethylidene)amino]-5-[(3s)-n,3-dihydroxybutanamido]pentanoic acid
(2s)-2-({hydroxy[(2s)-5-imino-4-methylidenepyrrolidin-2-yl]methylidene}amino)-3-methylbutanoic acid
(2s,3r,4r,7r)-7-[(3r,3as,5ar,5br,7as,11as,11br,13ar,13bs)-5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-1-{[(2r,3r,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octane-2,3,4-triol
[4-(chloromethyl)-4,5-dihydroxy-6-{5-[5-({1-hydroxy-4-[(2-methylpropanoyl)oxy]pent-2-en-1-ylidene}amino)-3,6-dimethyloxan-2-yl]-3-methylpenta-1,3-dien-1-yl}oxan-2-yl]acetic acid
C30H46ClNO9 (599.2860936000001)
3-amino-2-hydroxy-n-{2-hydroxy-1-[(2-hydroxy-1-{[2-hydroxy-1-({3-hydroxy-1-[({[6,9,12,15,18-pentahydroxy-7-methyl-13-methylidene-2-oxo-16-(sec-butyl)-1-oxa-5,8,11,14,17-pentaazacyclohenicosa-5,8,11,14,17-pentaen-19-yl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]propyl}-c-hydroxycarbonimidoyl)ethyl]-c-hydroxycarbonimidoyl}-2-(4-hydroxyphenyl)ethyl)-c-hydroxycarbonimidoyl]propyl}octadecanimidic acid
5-[(7-{5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl}-2,3,4-trihydroxyoctyl)oxy]-4-amino-1-(hydroxymethyl)cyclopentane-1,2,3-triol
n-[(2s,3r)-1-[(1r)-1-[(3s,6s,9s,12s,18r,21s,22r)-18-benzyl-8,14-dihydroxy-21-[(1-hydroxyethylidene)amino]-22-isopropyl-3-[(1r)-1-methoxyethyl]-4,9,10,12,16-pentamethyl-15-methylidene-2,5,11,17,20-pentaoxo-1,19-dioxa-4,7,10,13,16-pentaazacyclodocosa-7,13-dien-6-yl]-2-methylpropoxy]-3-hydroxy-4-methyl-1-oxopentan-2-yl]propanimidic acid
2-({2-[(2-{[4-amino-2-({3-carboxy-1,3-dihydroxy-2-[(1-hydroxydecylidene)amino]propylidene}amino)-1-hydroxybutylidene]amino}-3-carboxy-1,3-dihydroxypropylidene)amino]-1-hydroxyethylidene}amino)-5-(n,3-dihydroxybutanamido)pentanoic acid
{7-[5-(5-{[4-(acetyloxy)-1-hydroxypent-2-en-1-ylidene]amino}-3,6-dimethyloxan-2-yl)-3-methylpenta-1,3-dien-1-yl]-1,6-dioxaspiro[2.5]octan-5-yl}acetic acid
(2e,10e)-20-(carboxymethyl)-6-methoxy-2,5,17-trimethyldocosa-2,4,8,10,14,18,20-heptaenedioic acid
2-(1-{[(2e)-2-methyldec-2-enoyl]oxy}cyclopropyl)-5-oxooxolane-3-sulfonic acid
C18H28O7S (388.15556580000003)
2-[15-(2-aminoethyl)-25-{2,3-dihydroxy-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]pentadecyl}-2,5,8,11,14,17,20,23-octahydroxy-18-[hydroxy(4-hydroxyphenyl)methyl]-9-(c-hydroxycarbonimidoylmethyl)-6,21-bis(hydroxymethyl)-1,4,7,10,13,16,19,22-octaazacyclopentacosa-1,4,7,10,13,16,19,22-octaen-3-yl]-2-hydroxyethanimidic acid
5-[(1z)-3-[3-(hepta-1,2-dien-4,6-diyn-1-yl)oxiran-2-yl]-3-hydroxyprop-1-en-1-yl]oxolan-2-one
(25-amino-19-{6-amino-4-hydroxy-2-[(3,4,5-trihydroxyoxan-2-yl)oxy]pentadecyl}-2,5,8,11,14,17,21,24-octahydroxy-12-[hydroxy(4-hydroxyphenyl)methyl]-22-(c-hydroxycarbonimidoylmethyl)-6,15-bis(hydroxymethyl)-1,4,7,10,13,16,20,23-octaazacycloheptacosa-1,4,7,10,13,16,20,23-octaen-9-yl)acetic acid
3-[(methylsulfanyl)(phenyl)methyl]-4-phenyl-5h-furan-2-one
5-[(1e)-3-hydroxy-4-oxododeca-1,6,7-trien-9,11-diyn-1-yl]oxolan-2-one
5-{3-[3-(hepta-1,2-dien-4,6-diyn-1-yl)oxiran-2-yl]-3-hydroxyprop-1-en-1-yl}oxolan-2-one
(2r)-2-{[(2s)-2-{[(2r)-2-{[(2r,3r)-2-{[(2s)-2-{[(2r,3r)-3-carboxy-2-[(2-{[(3r)-1,3-dihydroxytetradecylidene]amino}-1-hydroxyethylidene)amino]-1,3-dihydroxypropylidene]amino}-1,3-dihydroxypropylidene]amino}-1,3-dihydroxybutylidene]amino}-1-hydroxy-5-[hydroxy(nitroso)amino]pentylidene]amino}-1-hydroxypropylidene]amino}-5-[hydroxy(nitroso)amino]pentanoic acid
4-[(2-{[(3s)-3-({[(2s)-2-amino-2-carboxyethyl]-c-hydroxycarbonimidoyl}methyl)-3-carboxy-1,3-dihydroxypropylidene]amino}ethyl)-c-hydroxycarbonimidoyl]-2-oxobutanoic acid
C16H24N4O11 (448.14415139999994)
[(2s,4s,5r,6r)-6-[(1e,3e)-5-[(2s,3s,5r,6r)-5-{[(2z,4s)-4-(acetyloxy)-1-hydroxypent-2-en-1-ylidene]amino}-3,6-dimethyloxan-2-yl]-3-methylpenta-1,3-dien-1-yl]-4-(chloromethyl)-4,5-dihydroxyoxan-2-yl]acetic acid
C28H42ClNO9 (571.2547952000001)
(2s)-n-[(3s,4r,4ar,6s)-3-(dichloromethyl)-6,8-dihydroxy-3-methyl-1-oxo-4a,5,6,7-tetrahydro-4h-2-benzopyran-4-yl]-2-{[(2s)-2-amino-1-hydroxypropylidene]amino}propanimidic acid
C17H25Cl2N3O6 (437.11203300000005)
2-{3-hydroxy-1-[3-(n-hydroxyacetamido)propyl]-2,5-dioxopyrrolidin-3-yl}-n-[3-(n-hydroxyacetamido)propyl]ethanimidic acid
1,6-dimethyl 4-(acetyloxy)phenazine-1,6-dicarboxylate
2-hydroxy-2-{2,5,8,11,14,17,20,23-octahydroxy-18-[hydroxy(4-hydroxyphenyl)methyl]-9,15-bis(c-hydroxycarbonimidoylmethyl)-6,21-bis(hydroxymethyl)-25-(2,3,4-trihydroxypentadecyl)-1,4,7,10,13,16,19,22-octaazacyclopentacosa-1,4,7,10,13,16,19,22-octaen-3-yl}ethanimidic acid
(4s)-2-[(1s)-1-hydroxy-1-[(2r,4r)-2-[(4r)-2-(2-hydroxy-6-pentylphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-3-methyl-1,3-thiazolidin-4-yl]-2-methylpropan-2-yl]-4-methyl-5h-1,3-thiazole-4-carboxylic acid
2-[(2e)-hept-2-en-1-yl]-3-methyl-1h-quinolin-4-one
2-hydroxy-3-(1,2,3,4,5-pentahydroxy-2-methylcyclopentyl)propanal
{6-[5-(5-{[4-(acetyloxy)-1-hydroxypent-2-en-1-ylidene]amino}-3,6-dimethyloxan-2-yl)-3-methylpenta-1,3-dien-1-yl]-5-hydroxy-4-methylideneoxan-2-yl}acetic acid
(4e)-8-{8-[3-({1,3-dihydroxy-4-[(1-hydroxy-2-{3-methyl-6-[2-(3-methyloxiran-2-yl)-2-oxoethyl]oxan-2-yl}ethylidene)amino]-2-methylbutylidene}amino)propyl]-9-methyl-1,7-dioxaspiro[5.5]undecan-2-yl}-4,6-dimethyloct-4-enoic acid
C41H68N2O10 (748.4873708000001)
(2r,3s)-2-hydroxy-3-{[(1s)-2-hydroxy-1-{[(1r)-2-hydroxy-1-{[(3r,9s,12r,15s)-2,5,8,11,14-pentahydroxy-3,12-bis({3-[hydroxy(nitroso)amino]propyl})-9-[2-(c-hydroxycarbonimidoyl)ethyl]-1,4,7,10,13-pentaazacyclooctadeca-1,4,7,10,13-pentaen-15-yl]-c-hydroxycarbonimidoyl}ethyl]-c-hydroxycarbonimidoyl}ethyl]-c-hydroxycarbonimidoyl}-3-[(1-hydroxydodecylidene)amino]propanoic acid
(2r)-2-{[(2s)-2-{[(2r)-2-{[(2r,3r)-2-{[(2s)-2-{[(2r,3r)-3-carboxy-2-[(2-{[(3r)-1,3-dihydroxydecylidene]amino}-1-hydroxyethylidene)amino]-1,3-dihydroxypropylidene]amino}-1,3-dihydroxypropylidene]amino}-1,3-dihydroxybutylidene]amino}-1-hydroxy-5-[hydroxy(nitroso)amino]pentylidene]amino}-1,3-dihydroxypropylidene]amino}-5-[hydroxy(nitroso)amino]pentanoic acid
C36H63N11O20 (969.4250638000001)
(25-amino-19-{6-amino-4-hydroxy-2-[(3,4,5-trihydroxyoxan-2-yl)oxy]pentadecyl}-2,5,8,11,14,17,21,24-octahydroxy-12-[hydroxy(4-hydroxyphenyl)methyl]-22-[hydroxy(c-hydroxycarbonimidoyl)methyl]-6,15-bis(hydroxymethyl)-1,4,7,10,13,16,20,23-octaazacycloheptacosa-1,4,7,10,13,16,20,23-octaen-9-yl)acetic acid
(2r,3r)-3-{[(1s)-1-{[(1s)-1-[(4-aminobutyl)-c-hydroxycarbonimidoyl]-2-(1h-indol-3-yl)ethyl]-c-hydroxycarbonimidoyl}-2-hydroxyethyl]-c-hydroxycarbonimidoyl}-2-hydroxy-3-{[(2s)-1-hydroxy-5-(n-hydroxyformamido)-2-[(hydroxymethylidene)amino]pentylidene]amino}propanoic acid
(2s)-2-[(3s,6s,9s,15r,18r,21r,25r)-15-(2-aminoethyl)-25-[(2r,3r,4s)-2,3-dihydroxy-4-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}pentadecyl]-2,5,8,11,14,17,20,23-octahydroxy-18-[(r)-hydroxy(4-hydroxyphenyl)methyl]-9-(c-hydroxycarbonimidoylmethyl)-6,21-bis(hydroxymethyl)-1,4,7,10,13,16,19,22-octaazacyclopentacosa-1,4,7,10,13,16,19,22-octaen-3-yl]-2-hydroxyethanimidic acid
4-phenyl-3-[phenyl(sulfanyl)methyl]-5h-furan-2-one
(2s)-2-[(1-hydroxyethylidene)amino]-4-methyl-n-[(3s,6r,9s,12r,15r,18s,19r)-5,8,11,14,17-pentahydroxy-6-(hydroxymethyl)-15-[(4-hydroxyphenyl)methyl]-3-isopropyl-9,12,19-trimethyl-2-oxo-1-oxa-4,7,10,13,16-pentaazacyclononadeca-4,7,10,13,16-pentaen-18-yl]pentanimidic acid
(1s,5s,6r,9s,15e,20r)-6-[(2s)-butan-2-yl]-5,8,18,21-tetrahydroxy-20-(2-methanesulfinylethyl)-2-oxa-11,12-dithia-7,19,22-triazabicyclo[7.7.6]docosa-7,15,18,21-tetraen-3-one
3-(14-methoxy-3,15,18-trimethylnonadeca-1,5,9,11,15,17-hexaen-1-yl)pent-2-enedioic acid
(7e,9z)-6-hydroxyoctadeca-7,9-dien-11,13,15,17-tetraynoic acid
6-{[6-({5-[(3as,4s,6ar)-2-hydroxy-3h,3ah,4h,6h,6ah-thieno[3,4-d]imidazol-4-yl]-1-hydroxypentylidene}amino)-1-hydroxyhexylidene]amino}-n-(2-{[(3r,5s,7r,8r)-7-[(1e,3e)-5-[(2s,3s,5r,6r)-5-{[(2z,4s)-4-(acetyloxy)-1-hydroxypent-2-en-1-ylidene]amino}-3,6-dimethyloxan-2-yl]-3-methylpenta-1,3-dien-1-yl]-8-hydroxy-5-methyl-1,6-dioxaspiro[2.5]octan-5-yl]oxy}ethyl)hexanimidic acid
C51H82N6O12S (1002.5711132000001)
(3r)-3-{[(2r)-4-[(1s,2r)-2-dodecylcyclopropyl]-2-hydroxybutanoyl]oxy}-n-[(3r)-2-hydroxy-3,4,5,6-tetrahydropyridin-3-yl]hexadecanimidic acid
(2s)-2-hydroxy-3-[(1s,2s,3r,4r,5s)-1,2,3,4,5-pentahydroxy-2-methylcyclopentyl]propanal
2,6-diamino-n-{1-[2-(3-aminopropyl)-3-hydroxy-5-isopropyl-6-oxo-2,5-dihydropyrazin-1-yl]-1-oxo-3-phenylpropan-2-yl}hexanimidic acid
C25H40N6O4 (488.31108800000004)
2,6-diamino-n-{1-[(2r,5s)-2-(3-aminopropyl)-3-hydroxy-5-isopropyl-6-oxo-2,5-dihydropyrazin-1-yl]-1-oxo-3-phenylpropan-2-yl}hexanimidic acid
C25H40N6O4 (488.31108800000004)
5,8,18,21-tetrahydroxy-6-isopropyl-20-[2-(methylsulfanyl)ethyl]-2-oxa-11,12-dithia-7,19,22-triazabicyclo[7.7.6]docosa-7,15,18,21-tetraen-3-one
C22H35N3O6S3 (533.1687890000001)
(2s,3s)-3-{[(1r,2r)-1-{[(1s)-2-carboxy-1-{[(1r)-4-[(3s)-n,3-dihydroxybutanamido]-1-{[(1s)-2-hydroxy-1-{[(3s)-1-hydroxy-2-oxopiperidin-3-yl]-c-hydroxycarbonimidoyl}ethyl]-c-hydroxycarbonimidoyl}butyl]-c-hydroxycarbonimidoyl}ethyl]-c-hydroxycarbonimidoyl}-2-hydroxypropyl]-c-hydroxycarbonimidoyl}-2-hydroxy-3-[(1-hydroxydodecylidene)amino]propanoic acid
C41H70N8O18 (962.4807840000001)