NCBI Taxonomy: 5598

Alternaria (ncbi_taxid: 5598)

found 316 associated metabolites at genus taxonomy rank level.

Ancestor: Pleosporaceae

Child Taxonomies: Alternaria dianthi, Alternaria brassicae, Alternaria fulva, Alternaria allii, Alternaria sidae, Alternaria cepae, Alternaria pruni, Alternaria vitis, Alternaria heveae, Alternaria vignae, Alternaria grisea, Alternaria tomato, Alternaria anodae, Alternaria sennae, Alternaria silybi, Alternaria fimeti, Alternaria atrans, Alternaria cerasi, Alternaria populi, Alternaria iranica, Alternaria rumicis, Alternaria setosae, Alternaria bokurai, Alternaria azukiae, Alternaria ovoidea, Alternaria torilis, Alternaria italica, Alternaria resedae, Alternaria obtecta, Alternaria koreana, Alternaria curvata, Alternaria inflata, Alternaria ellisii, Alternaria quercus, Alternaria dennisii, Alternaria prasonis, Alternaria tectorum, Alternaria vulgarae, Alternaria compacta, Alternaria pomicola, Alternaria celosiae, Alternaria subulata, Alternaria nelumbii, Alternaria thlaspis, Alternaria cesenica, Alternaria ipomoeae, Alternaria linariae, Alternaria geophila, Alternaria undulata, Alternaria catalpae, Alternaria humicola, Alternaria rosicola, Alternaria viticola, Alternaria ershadii, Alternaria maritima, Alternaria vaccinii, Alternaria prunicola, Alternaria pellucida, Alternaria viniferae, Alternaria jesenskae, Alternaria tropaeoli, Alternaria gossypina, Alternaria oxytropis, Alternaria peglionii, Alternaria omanensis, Alternaria padwickii, Alternaria peucedani, Alternaria montanica, Alternaria ranunculi, Alternaria lawrencei, Alternaria murispora, Alternaria tamaricis, Alternaria hungarica, Alternaria iridicola, Alternaria quercicola, Alternaria cylindrica, Alternaria ascaloniae, Alternaria soliaridae, Alternaria abutilonis, Alternaria sesamicola, Alternaria kordkuyana, Alternaria poaceicola, Alternaria henanensis, Alternaria longissima, Alternaria muriformis, Alternaria kareliniae, Alternaria centaureae, Alternaria echinaceae, Alternaria altcampina, Alternaria caricicola, Alternaria rudbeckiae, Alternaria daturicola, Alternaria qatarensis, Alternaria interrupta, Alternaria sect. Soda, Alternaria physalidis, Alternaria napiformis, Alternaria ochroleuca, Alternaria bryophylli, Alternaria gansuensis, Alternaria sorghicola, Alternaria divaricatae, Alternaria eichhorniae, Alternaria catananches, Alternaria fasciculata, Alternaria cyamopsidis, Alternaria deserticola, Alternaria neoipomoeae, Alternaria pipionipisi, Alternaria capsicicola, Alternaria thunbergiae, Alternaria tillandsiae, Alternaria hedjaroudei, Alternaria montsantina, Alternaria pobletensis, Alternaria brassicinae, Alternaria citricancri, Alternaria sect. Panax, Alternaria sect. Porri, Alternaria roseogrisea, Alternaria pharbitidis, Alternaria yunnanensis, Alternaria sect. Embellisia, Alternaria pluriseptata, Alternaria vanuatuensis, Alternaria triangularis, Alternaria pogostemonis, Alternaria mirabibensis, Alternaria grossulariae, Alternaria guizhouensis, Alternaria azadirachtae, Alternaria carthamicola, unclassified Alternaria, Alternaria citrullicola, Alternaria conidiophora, Alternaria paralinicola, Alternaria sect. Nimbya, Alternaria halotolerans, Alternaria sect. Eureka, Alternaria kamtschatica, Alternaria sanguisorbae, Alternaria chrysanthemi, Alternaria sect. Sonchi, Alternaria jacinthicola, Alternaria argyranthemi, Alternaria cerasidanica, Alternaria thalictrigena, Alternaria dactylidicola, Alternaria obpyriconidia, Alternaria alstroemeriae, Alternaria astragalicola, Alternaria venezuelensis, Alternaria aconidiophora, Alternaria broussonetiae, Alternaria hampshirensis, Alternaria yali-inficiens, Alternaria aff. alternata, Alternaria muriformispora, Alternaria alternariacida, Alternaria cf. macrospora, Alternaria sect. Radicina, Alternaria iridiaustralis, Alternaria chenopodiicola, Alternaria sect. Crivellia, Alternaria forlicesenensis, Alternaria sect. Japonicae, Alternaria sect. Undifilum, Alternaria parvicaespitosa, Alternaria sect. Ulocladium, Alternaria novae-guineensis, Alternaria sect. Alternaria, Alternaria pseudoventricosa, Alternaria pulvinifungicola, Alternaria pseudoeichhorniae, Alternaria broccoli-italicae, Alternaria sect. Dianthicola, Alternaria chlamydosporifera, Alternaria sect. Teretispora, Alternaria sect. Gypsophilae, Alternaria sect. Infectoriae, Alternaria sect. Cheiranthus, Alternaria sect. Brassicicola, Alternaria helianthiinficiens, Alternaria sect. Chalastospora, Alternaria sect. Phragmosporae, Alternaria sect. Ulocladioides, Alternaria sect. Euphorbiicola, Alternaria sect. Alternantherae, Alternaria sect. Embellisioides, Alternaria cf. brassicae CV-2021, Alternaria cf. calendulae CV-2021, Alternaria sect. Pseudoulocladium, Alternaria cf. helianthiinficiens, Alternaria sect. Pseudoalternaria, Alternaria cf. solani-nigri CV-2021, Alternaria cf. infectoria IHEM 28029, Alternaria cf. infectoria IHEM 27959

Adenosine

(2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

C10H13N5O4 (267.0967)


Adenosine is a ribonucleoside composed of a molecule of adenine attached to a ribofuranose moiety via a beta-N(9)-glycosidic bond. It has a role as an anti-arrhythmia drug, a vasodilator agent, an analgesic, a human metabolite and a fundamental metabolite. It is a purines D-ribonucleoside and a member of adenosines. It is functionally related to an adenine. The structure of adenosine was first described in 1931, though the vasodilating effects were not described in literature until the 1940s. Adenosine is indicated as an adjunct to thallium-201 in myocardial perfusion scintigraphy, though it is rarely used in this indication, having largely been replaced by [dipyridamole] and [regadenson]. Adenosine is also indicated in the treatment of supraventricular tachycardia. Adenosine was granted FDA approval on 30 October 1989. Adenosine is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Adenosine is an Adenosine Receptor Agonist. The mechanism of action of adenosine is as an Adenosine Receptor Agonist. Adenosine is a natural product found in Smilax bracteata, Mikania laevigata, and other organisms with data available. Adenosine is a ribonucleoside comprised of adenine bound to ribose, with vasodilatory, antiarrhythmic and analgesic activities. Phosphorylated forms of adenosine play roles in cellular energy transfer, signal transduction and the synthesis of RNA. Adenosine is a nucleoside that is composed of adenine and d-ribose. Adenosine or adenosine derivatives play many important biological roles in addition to being components of DNA and RNA. For instance, adenosine plays an important role in energy transfer - as adenosine triphosphate (ATP) and adenosine diphosphate (ADP). It also plays a role in signal transduction as cyclic adenosine monophosphate, cAMP. Adenosine itself is both a neurotransmitter and potent vasodilator. When administered intravenously, adenosine causes transient heart block in the AV node. Because of the effects of adenosine on AV node-dependent supraventricular tachycardia, adenosine is considered a class V antiarrhythmic agent. Adenosine is a metabolite found in or produced by Saccharomyces cerevisiae. A nucleoside that is composed of adenine and d-ribose. Adenosine or adenosine derivatives play many important biological roles in addition to being components of DNA and RNA. Adenosine itself is a neurotransmitter. See also: Adenosine; Niacinamide (component of); Adenosine; Glycerin (component of); Adenosine; ginsenosides (component of) ... View More ... Adenosine is a nucleoside that is composed of adenine and D-ribose. Adenosine or adenosine derivatives play many important biological roles in addition to being components of DNA and RNA. For instance, adenosine plays an important role in energy transfer as adenosine triphosphate (ATP) and adenosine diphosphate (ADP). It also plays a role in signal transduction as cyclic adenosine monophosphate (cAMP). Adenosine itself is both a neurotransmitter and potent vasodilator. When administered intravenously adenosine causes transient heart block in the AV node. Due to the effects of adenosine on AV node-dependent supraventricular tachycardia, adenosine is considered a class V antiarrhythmic agent. Overdoses of adenosine intake (as a drug) can lead to several side effects including chest pain, feeling faint, shortness of breath, and tingling of the senses. Serious side effects include a worsening dysrhythmia and low blood pressure. When present in sufficiently high levels, adenosine can act as an immunotoxin and a metabotoxin. An immunotoxin disrupts, limits the function, or destroys immune cells. A metabotoxin is an endogenous metabolite that causes adverse health effects at chronically high levels. Chronically high levels of adenosine are associated with adenosine deaminase deficiency. Adenosine is a precursor to deoxyadenosine, which is a precursor to dATP. A buildup of dATP in cells inhibits ribonucleotide reductase and prevents DNA synthesis, so cells are unable to divide. Since developing T cells and B cells are some of the most mitotically active cells, they are unable to divide and propagate to respond to immune challenges. High levels of deoxyadenosine also lead to an increase in S-adenosylhomocysteine, which is toxic to immature lymphocytes. Adenosine is a nucleoside composed of a molecule of adenine attached to a ribose sugar molecule (ribofuranose) moiety via a beta-N9-glycosidic bond. [Wikipedia]. Adenosine is found in many foods, some of which are borage, japanese persimmon, nuts, and barley. COVID info from PDB, Protein Data Bank, COVID-19 Disease Map, clinicaltrial, clinicaltrials, clinical trial, clinical trials A ribonucleoside composed of a molecule of adenine attached to a ribofuranose moiety via a beta-N(9)-glycosidic bond. Adenosine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=58-61-7 (retrieved 2024-06-29) (CAS RN: 58-61-7). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Adenosine (Adenine riboside), a ubiquitous endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular physiology, including neuronal activity, vascular function, platelet aggregation, and blood cell regulation[1][2]. Adenosine (Adenine riboside), a ubiquitous endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular physiology, including neuronal activity, vascular function, platelet aggregation, and blood cell regulation[1][2]. Adenosine (Adenine riboside), a ubiquitous endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular physiology, including neuronal activity, vascular function, platelet aggregation, and blood cell regulation[1][2].

   

Uridine

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

C9H12N2O6 (244.0695)


Uridine, also known as beta-uridine or 1-beta-D-ribofuranosylpyrimidine-2,4(1H,3H)-dione, is a member of the class of compounds known as pyrimidine nucleosides. Pyrimidine nucleosides are compounds comprising a pyrimidine base attached to a ribosyl or deoxyribosyl moiety. More specifically, uridine is a nucleoside consisting of uracil and D-ribose and a component of RNA. Uridine is soluble (in water) and a very weakly acidic compound (based on its pKa). Uridine can be synthesized from uracil. It is one of the five standard nucleosides which make up nucleic acids, the others being adenosine, thymidine, cytidine and guanosine. The five nucleosides are commonly abbreviated to their one-letter codes U, A, T, C and G respectively. Uridine is also a parent compound for other transformation products, including but not limited to, nikkomycin Z, 3-(enolpyruvyl)uridine 5-monophosphate, and 5-aminomethyl-2-thiouridine. Uridine can be found in most biofluids, including urine, breast milk, cerebrospinal fluid (CSF), and blood. Within the cell, uridine is primarily located in the mitochondria, in the nucleus and the lysosome. It can also be found in the extracellular space. As an essential nucleoside, uridine exists in all living species, ranging from bacteria to humans. In humans, uridine is involved in several metabolic disorders, some of which include dhydropyrimidinase deficiency, MNGIE (mitochondrial neurogastrointestinal encephalopathy), and beta-ureidopropionase deficiency. Moreover, uridine is found to be associated with Lesch-Nyhan syndrome, which is an inborn error of metabolism. Uridine is a nucleoside consisting of uracil and D-ribose and a component of RNA. Uridine plays a role in the glycolysis pathway of galactose. In humans there is no catabolic process to metabolize galactose. Therefore, galactose is converted to glucose and metabolized via the normal glucose metabolism pathways. More specifically, consumed galactose is converted into galactose 1-phosphate (Gal-1-P). This molecule is a substrate for the enzyme galactose-1-phosphate uridyl transferase which transfers a UDP molecule to the galactose molecule. The end result is UDP-galactose and glucose-1-phosphate. This process is continued to allow the proper glycolysis of galactose. Uridine is found in many foods (anything containing RNA) but is destroyed in the liver and gastrointestinal tract, and so no food, when consumed, has ever been reliably shown to elevate blood uridine levels. On the other hand, consumption of RNA-rich foods may lead to high levels of purines (adenine and guanosine) in blood. High levels of purines are known to increase uric acid production and may aggravate or lead to conditions such as gout. Uridine is a ribonucleoside composed of a molecule of uracil attached to a ribofuranose moiety via a beta-N(1)-glycosidic bond. It has a role as a human metabolite, a fundamental metabolite and a drug metabolite. It is functionally related to a uracil. Uridine is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Uridine is a Pyrimidine Analog. The chemical classification of uridine is Pyrimidines, and Analogs/Derivatives. Uridine is a natural product found in Ulva australis, Synechocystis, and other organisms with data available. Uridine is a nucleoside consisting of uracil and D-ribose and a component of RNA. Uridine has been studied as a rescue agent to reduce the toxicities associated with 5-fluorouracil (5-FU), thereby allowing the administration of higher doses of 5-FU in chemotherapy regimens. (NCI04) Uridine is a metabolite found in or produced by Saccharomyces cerevisiae. A ribonucleoside in which RIBOSE is linked to URACIL. Uridine is a molecule (known as a nucleoside) that is formed when uracil is attached to a ribose ring (also known as a ribofuranose) via a b-N1-glycosidic bond. ; Uridine is a molecule (known as a nucleoside) that is formed when uracil is attached to a ribose ring (also known as a ribofuranose) via a ?-N1-glycosidic bond. Uridine is found in many foods, some of which are celery leaves, canola, common hazelnut, and hickory nut. A ribonucleoside composed of a molecule of uracil attached to a ribofuranose moiety via a beta-N(1)-glycosidic bond. [Spectral] Uridine (exact mass = 244.06954) and Adenosine (exact mass = 267.09675) and Glutathione (exact mass = 307.08381) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. [Spectral] Uridine (exact mass = 244.06954) and Glutathione (exact mass = 307.08381) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. Uridine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=58-96-8 (retrieved 2024-06-29) (CAS RN: 58-96-8). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond.

   

DL-Mannitol

(2R,3R,4R,5R)-hexane-1,2,3,4,5,6-hexol

C6H14O6 (182.079)


D-mannitol appears as odorless white crystalline powder or free-flowing granules. Sweet taste. (NTP, 1992) D-mannitol is the D-enantiomer of mannitol. It has a role as an osmotic diuretic, a sweetening agent, an antiglaucoma drug, a metabolite, an allergen, a hapten, a food bulking agent, a food anticaking agent, a food humectant, a food stabiliser, a food thickening agent, an Escherichia coli metabolite and a member of compatible osmolytes. Mannitol is an osmotic diuretic that is metabolically inert in humans and occurs naturally, as a sugar or sugar alcohol, in fruits and vegetables. Mannitol elevates blood plasma osmolality, resulting in enhanced flow of water from tissues, including the brain and cerebrospinal fluid, into interstitial fluid and plasma. As a result, cerebral edema, elevated intracranial pressure, and cerebrospinal fluid volume and pressure may be reduced. Mannitol may also be used for the promotion of diuresis before irreversible renal failure becomes established; the promotion of urinary excretion of toxic substances; as an Antiglaucoma agent; and as a renal function diagnostic aid. On October 30, 2020, mannitol was approved by the FDA as add-on maintenance therapy for the control of pulmonary symptoms associated with cystic fibrosis in adult patients and is currently marketed for this indication under the name BRONCHITOL® by Chiesi USA Inc. Mannitol is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Mannitol is an Osmotic Diuretic. The mechanism of action of mannitol is as an Osmotic Activity. The physiologic effect of mannitol is by means of Increased Diuresis. Mannitol is a natural product found in Pavetta indica, Scoparia dulcis, and other organisms with data available. Mannitol is a naturally occurring alcohol found in fruits and vegetables and used as an osmotic diuretic. Mannitol is freely filtered by the glomerulus and poorly reabsorbed from the renal tubule, thereby causing an increase in osmolarity of the glomerular filtrate. An increase in osmolarity limits tubular reabsorption of water and inhibits the renal tubular reabsorption of sodium, chloride, and other solutes, thereby promoting diuresis. In addition, mannitol elevates blood plasma osmolarity, resulting in enhanced flow of water from tissues into interstitial fluid and plasma. D-mannitol is a metabolite found in or produced by Saccharomyces cerevisiae. A diuretic and renal diagnostic aid related to sorbitol. It has little significant energy value as it is largely eliminated from the body before any metabolism can take place. It can be used to treat oliguria associated with kidney failure or other manifestations of inadequate renal function and has been used for determination of glomerular filtration rate. Mannitol is also commonly used as a research tool in cell biological studies, usually to control osmolarity. See also: Mannitol; sorbitol (component of); Mannitol; menthol (component of). Mannitol, or hexan-1,2,3,4,5,6-hexol (C6H8(OH)6), is an alcohol and a sugar (sugar alcohol), or a polyol, it is a stereoisomer of sorbitol and is similar to the C5 xylitol. The structure of mannitol is made of a straight chain of six carbon atoms, each of which is substituted with a hydroxyl group. Mannitol is one of the most abundant energy and carbon storage molecules in nature, it is produced by a wide range of organisms such as bacteria, fungi and plants (PMID: 19578847). In medicine, mannitol is used as a diuretic and renal diagnostic aid. Mannitol has little significant energy value as it is largely eliminated from the body before any metabolism can take place. It can be used to treat oliguria associated with kidney failure or other manifestations of inadequate renal function and has been used for determination of glomerular filtration rate. Mannitol is also commonly used as a research tool in cell biological studies, usually to control osmolarity. Mannitol has a tendency to lose a hydrogen ion in aqueous solutions, which causes the solution to become acidic. For this, it is not uncommon to add a weak base, such as sodium bicarbonate, to the solution to adjust its pH. Mannitol is a non-permeating molecule i.e., it cannot cross biological membranes. Mannitol is an osmotic diuretic agent and a weak renal vasodilator. Mannitol is found to be associated with cytochrome c oxidase deficiency and ribose-5-phosphate isomerase deficiency, which are inborn errors of metabolism. Mannitol is also a microbial metabolite found in Aspergillus, Candida, Clostridium, Gluconobacter, Lactobacillus, Lactococcus, Leuconostoc, Pseudomonas, Rhodobacteraceae, Saccharomyces, Streptococcus, Torulaspora and Zymomonas (PMID: 15240312; PMID: 29480337). Mannitol. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=85085-15-0 (retrieved 2024-07-01) (CAS RN: 69-65-8). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). DL-Mannitol is obtained by combining D-mannitol with a sample of Lmannitol obtained by reduction of L-mannono-1, Clactone[1]. DL-Mannitol is obtained by combining D-mannitol with a sample of Lmannitol obtained by reduction of L-mannono-1, Clactone[1]. D-Mannitol (Mannitol) is an oral, resistant sugar widely used in the food and pharmaceutical industries to promote the absorption and retention of calcium and magnesium through cecal fermentation, while acting as a osmotic diuretic to reduce tissue edema. D-Mannitol can enhance brown fat formation, improve insulin effect, reduce blood sugar levels, And through the start the β3-adrenergic receptor (β3-AR), PGC1α and PKA induced by means of white fat cells into brown fat cells[1][2][3][4][5][6][7]. D-Mannitol is an osmotic diuretic with weak renal vasodilatory activity. D-Mannitol (Mannitol) is an oral, resistant sugar widely used in the food and pharmaceutical industries to promote the absorption and retention of calcium and magnesium through cecal fermentation, while acting as a osmotic diuretic to reduce tissue edema. D-Mannitol can enhance brown fat formation, improve insulin effect, reduce blood sugar levels, And through the start the β3-adrenergic receptor (β3-AR), PGC1α and PKA induced by means of white fat cells into brown fat cells[1][2][3][4][5][6][7]. D-Mannitol is an osmotic diuretic with weak renal vasodilatory activity.

   

Piperine

(2E,4E)-5-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one

C17H19NO3 (285.1365)


Piperine, also known as fema 2909, belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. 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. Piperine is a pepper tasting compound. Piperine is found in the highest concentration within pepper (Piper nigrum) and many other Piper species. Piperine has also been detected, but not quantified, in dills and herbs and spices. Piperine is responsible for the hot taste of pepper. Piperine has been used in trials studying the treatment of Multiple Myeloma and Deglutition Disorders. It is used to impart pungent taste to brandy. Piperine is a N-acylpiperidine that is piperidine substituted by a (1E,3E)-1-(1,3-benzodioxol-5-yl)-5-oxopenta-1,3-dien-5-yl group at the nitrogen atom. It is an alkaloid isolated from the plant Piper nigrum. It has a role as a NF-kappaB inhibitor, a plant metabolite, a food component and a human blood serum metabolite. It is a member of benzodioxoles, a N-acylpiperidine, a piperidine alkaloid and a tertiary carboxamide. It is functionally related to an (E,E)-piperic acid. Bioperine has been used in trials studying the treatment of Multiple Myeloma and Deglutition Disorders. Piperine is a natural product found in Macropiper, Piper boehmeriifolium, and other organisms with data available. See also: Black Pepper (part of) ... View More ... Constituent of pepper (Piper nigrum) and many other Piper subspecies (Piperaceae). It is used to impart pungent taste to brandy. Responsible for the hot taste of pepper. Flavour ingredient. Piperine is found in dill, herbs and spices, and pepper (spice). A N-acylpiperidine that is piperidine substituted by a (1E,3E)-1-(1,3-benzodioxol-5-yl)-5-oxopenta-1,3-dien-5-yl group at the nitrogen atom. It is an alkaloid isolated from the plant Piper nigrum. Piperine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=94-62-2 (retrieved 2024-07-01) (CAS RN: 94-62-2). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Piperine, a natural alkaloid isolated from Piper nigrum L, inhibits P-glycoprotein and CYP3A4 activities with an IC50 value of 61.94±0.054 μg/mL in HeLa cell. Piperine, a natural alkaloid isolated from Piper nigrum L, inhibits P-glycoprotein and CYP3A4 activities with an IC50 value of 61.94±0.054 μg/mL in HeLa cell.

   

Tyrosol

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

C8H10O2 (138.0681)


Tyrosol is a phenolic compound present in two of the traditional components of the Mediterranean diet: wine and virgin olive oil. The presence of tyrosol has been described in red and white wines. Tyrosol is also present in vermouth and beer. Tyrosol has been shown to be able to exert antioxidant activity in vitro studies. Oxidation of low-density lipoprotein (LDL) appears to occur predominantly in arterial intimae in microdomains sequestered from antioxidants of plasma. The antioxidant content of the LDL particle is critical for its protection. The ability of tyrosol to bind human LDL has been reported. The bioavailability of tyrosol in humans from virgin olive oil in its natural form has been demonstrated. Urinary tyrosol increases, reaching a peak at 0-4 h after virgin olive oil administration. Men and women show a different pattern of urinary excretion of tyrosol. Moreover, tyrosol is absorbed in a dose-dependent manner after sustained and moderate doses of virgin olive oil. Tyrosol from wine or virgin olive oil could exert beneficial effects on human health in vivo if its biological properties are confirmed (PMID 15134375). Tyrosol is a microbial metabolite found in Bifidobacterium, Escherichia and Lactobacillus (PMID:28393285). 2-(4-hydroxyphenyl)ethanol is a phenol substituted at position 4 by a 2-hydroxyethyl group. It has a role as an anti-arrhythmia drug, an antioxidant, a cardiovascular drug, a protective agent, a fungal metabolite, a geroprotector and a plant metabolite. It is functionally related to a 2-phenylethanol. 2-(4-Hydroxyphenyl)ethanol is a natural product found in Thalictrum petaloideum, Casearia sylvestris, and other organisms with data available. Tyrosol is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Sedum roseum root (part of); Rhodiola crenulata root (part of). D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents A phenol substituted at position 4 by a 2-hydroxyethyl group. D020011 - Protective Agents > D000975 - Antioxidants Tyrosol is a derivative of phenethyl alcohol. Tyrosol attenuates pro-inflammatory cytokines from cultured astrocytes and NF-κB activation. Anti-oxidative and anti-inflammatory effects[1]. Tyrosol is a derivative of phenethyl alcohol. Tyrosol attenuates pro-inflammatory cytokines from cultured astrocytes and NF-κB activation. Anti-oxidative and anti-inflammatory effects[1].

   

Ergosterol

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

C28H44O (396.3392)


Ergosterol is a phytosterol consisting of ergostane having double bonds at the 5,6-, 7,8- and 22,23-positions as well as a 3beta-hydroxy group. It has a role as a fungal metabolite and a Saccharomyces cerevisiae metabolite. It is a 3beta-sterol, an ergostanoid, a 3beta-hydroxy-Delta(5)-steroid and a member of phytosterols. A steroid of interest both because its biosynthesis in FUNGI is a target of ANTIFUNGAL AGENTS, notably AZOLES, and because when it is present in SKIN of animals, ULTRAVIOLET RAYS break a bond to result in ERGOCALCIFEROL. Ergosterol is a natural product found in Gladiolus italicus, Ramaria formosa, and other organisms with data available. ergosterol is a metabolite found in or produced by Saccharomyces cerevisiae. A steroid occurring in FUNGI. Irradiation with ULTRAVIOLET RAYS results in formation of ERGOCALCIFEROL (vitamin D2). See also: Reishi (part of). Ergosterol, also known as provitamin D2, belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, ergosterol is considered to be a sterol lipid molecule. Ergosterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Ergosterol is the biological precursor to vitamin D2. It is turned into viosterol by ultraviolet light, and is then converted into ergocalciferol, which is a form of vitamin D. Ergosterol is a component of fungal cell membranes, serving the same function that cholesterol serves in animal cells. Ergosterol is not found in mammalian cell membranes. A phytosterol consisting of ergostane having double bonds at the 5,6-, 7,8- and 22,23-positions as well as a 3beta-hydroxy group. Ergosterol. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=57-87-4 (retrieved 2024-07-12) (CAS RN: 57-87-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects. Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects.

   

(S)-Abscisic acid

(2Z,4E)-5-[(1S)-1-Hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl]-3-methyl-2,4-pentadienoic acid

C15H20O4 (264.1362)


(+)-abscisic acid is the naturally occurring (1S)-(+) enantiomer of abscisic acid. It is an important sesquiterpenoid plant hormone which acts as a regulator of plant responses to environmental stresses such as drought and cold. It has a role as a plant hormone and a plant metabolite. It is a conjugate acid of a (+)-abscisate. It is an enantiomer of a (-)-abscisic acid. Abscisic acid is a natural product found in Macaranga triloba, Cuscuta pentagona, and other organisms with data available. Abscission-accelerating plant growth substance isolated from young cotton fruit, leaves of sycamore, birch, and other plants, and from potatoes, lemons, avocados, and other fruits. Constituent of cabbage, potato, lemon etc. (S)-Abscisic acid is found in many foods, some of which are common wheat, peach, garden tomato (variety), and yellow wax bean. (S)-Abscisic acid is found in alcoholic beverages. (S)-Abscisic acid is a constituent of cabbage, potato, lemon etc D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids D006133 - Growth Substances > D010937 - Plant Growth Regulators Abscisic acid ((S)-(+)-Abscisic acid), an orally active phytohormone in fruits and vegetables, is an endogenously produced mammalian hormone. Abscisic acid is a growth inhibitor and can regulate many aspects of plant growth and development. Abscisic acid inhibits proton pump (H+-ATPase) and leads to the plasma membrane depolarization in a Ca2+-dependent manner. Abscisic acid, a LANCL2 natural ligand, is a potent insulin-sensitizing compound and has the potential for pre-diabetes, type 2 diabetes and metabolic syndrome[1][2]. Abscisic acid ((S)-(+)-Abscisic acid), an orally active phytohormone in fruits and vegetables, is an endogenously produced mammalian hormone. Abscisic acid is a growth inhibitor and can regulate many aspects of plant growth and development. Abscisic acid inhibits proton pump (H+-ATPase) and leads to the plasma membrane depolarization in a Ca2+-dependent manner. Abscisic acid, a LANCL2 natural ligand, is a potent insulin-sensitizing compound and has the potential for pre-diabetes, type 2 diabetes and metabolic syndrome[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

   

Oleic acid

Emersol 221 low titer white oleic acid

C18H34O2 (282.2559)


Oleic acid (or 9Z)-Octadecenoic acid) is an unsaturated C-18 or an omega-9 fatty acid that is the most widely distributed and abundant fatty acid in nature. It occurs naturally in various animal and vegetable fats and oils. It is an odorless, colorless oil, although commercial samples may be yellowish. The name derives from the Latin word oleum, which means oil. Oleic acid is the most abundant fatty acid in human adipose tissue, and the second most abundant in human tissues overall, following palmitic acid. Oleic acid is a component of the normal human diet, being a part of animal fats and vegetable oils. Triglycerides of oleic acid represent the majority of olive oil (about 70\\\\%). Oleic acid triglycerides also make up 59–75\\\\% of pecan oil, 61\\\\% of canola oil, 36–67\\\\% of peanut oil, 60\\\\% of macadamia oil, 20–80\\\\% of sunflower oil, 15–20\\\\% of grape seed oil, sea buckthorn oil, 40\\\\% of sesame oil, and 14\\\\% of poppyseed oil. High oleic variants of plant sources such as sunflower (~80\\\\%) and canola oil (70\\\\%) also have been developed. consumption has been associated with decreased low-density lipoprotein (LDL) cholesterol, and possibly with increased high-density lipoprotein (HDL) cholesterol, however, the ability of oleic acid to raise HDL is still debated. Oleic acid may be responsible for the hypotensive (blood pressure reducing) effects of olive oil that is considered a health benefit. Oleic acid is used in manufacturing of surfactants, soaps, plasticizers. It is also used as an emulsifying agent in foods and pharmaceuticals. Oleic acid is used commercially in the preparation of oleates and lotions, and as a pharmaceutical solvent. Major constituent of plant oils e.g. olive oil (ca. 80\\\\%), almond oil (ca. 80\\\\%) and many others, mainly as glyceride. Constituent of tall oiland is also present in apple, melon, raspberry oil, tomato, banana, roasted peanuts, black tea, rice bran, cardamon, plum brandy, peated malt, dairy products and various animal fats. Component of citrus fruit coatings. Emulsifying agent in foods CONFIDENCE standard compound; INTERNAL_ID 290 COVID info from WikiPathways Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Oleic acid (9-cis-Octadecenoic acid) is an abundant monounsaturated fatty acid[1]. Oleic acid is a Na+/K+ ATPase activator[2]. Oleic acid (9-cis-Octadecenoic acid) is an abundant monounsaturated fatty acid[1]. Oleic acid is a Na+/K+ ATPase activator[2].

   

(S,E)-Zearalenone

14,16-dihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecine-1,7-dione

C18H22O5 (318.1467)


CONFIDENCE standard compound; INTERNAL_ID 211; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4903; ORIGINAL_PRECURSOR_SCAN_NO 4902 CONFIDENCE standard compound; INTERNAL_ID 211; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4907; ORIGINAL_PRECURSOR_SCAN_NO 4903 CONFIDENCE standard compound; INTERNAL_ID 211; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4915; ORIGINAL_PRECURSOR_SCAN_NO 4913 CONFIDENCE standard compound; INTERNAL_ID 211; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4892; ORIGINAL_PRECURSOR_SCAN_NO 4888 CONFIDENCE standard compound; INTERNAL_ID 211; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4889; ORIGINAL_PRECURSOR_SCAN_NO 4888 CONFIDENCE standard compound; INTERNAL_ID 211; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4992; ORIGINAL_PRECURSOR_SCAN_NO 4988 Fungal metabolite of Fusarium subspecies and of Gibberella zeae. Potential food mycotoxin. Has weak estrogenic activity and causes physiol. changes when ingested by animals as foodstuffs contaminant. (S,E)-Zearalenone is found in corn. D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D004967 - Estrogens Acquisition and generation of the data is financially supported in part by CREST/JST. D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2248 cis-Zearalenone is a metabolite of Fusarium species. Zearalenone is a mycotoxin produced mainly by fungi belonging to the genus Fusarium in foods and feeds. Possess oestrogenic activity in pigs, cattle and sheep, with low acute toxicity. Causes precocious development of mammae and other estrogenic effects in young gilts[1][2]. Zearalenone is a mycotoxin produced mainly by fungi belonging to the genus Fusarium in foods and feeds. Possess oestrogenic activity in pigs, cattle and sheep, with low acute toxicity. Causes precocious development of mammae and other estrogenic effects in young gilts[1][2].

   

Maculosin

Cyclo(L-Pro-L-Tyr)

C14H16N2O3 (260.1161)


A homodetic cyclic peptide that is a dipeptide composed of L-proline and L-tyrosine joined by peptide linkages. Maculosin is a host-specific phytotoxin for spotted knapweed from Alternaria alternata. Maculosin is a quorum-sensing molecule involved in cell-cell communication by Pseudomonas aeruginosa. Maculosin also acts as a signaling molecule regulating virulence gene expression in Lactobacillus reuteri. Maculosin shows antioxidant, anti-cancer and non-toxicity properties. Maculosin shows cytotoxic activity against the human liver cancer cell lines, with an IC50 of 48.90 μg/mL[1][2][3]. Maculosin is a host-specific phytotoxin for spotted knapweed from Alternaria alternata. Maculosin is a quorum-sensing molecule involved in cell-cell communication by Pseudomonas aeruginosa. Maculosin also acts as a signaling molecule regulating virulence gene expression in Lactobacillus reuteri. Maculosin shows antioxidant, anti-cancer and non-toxicity properties. Maculosin shows cytotoxic activity against the human liver cancer cell lines, with an IC50 of 48.90 μg/mL[1][2][3].

   
   

Patulin

(2,4-Dihydroxy-2H-pyran-3(6H)-ylidene)acetic acid, 3,4-lactone

C7H6O4 (154.0266)


Patulin is found in pomes. Mycotoxin, found as a contaminant of foods, e.g. apple juice. Sometimes detd. in apple juice Patulin is a mycotoxin produced by a variety of molds, particularly Aspergillus and Penicillium. It is commonly found in rotting apples, and the amount of patulin in apple products is generally viewed as a measure of the quality of the apples used in production. It is not a particularly potent toxin, but a number of studies have shown that it is genotoxic, which has led to some theories that it may be a carcinogen, though animal studies have remained inconclusive. Patulin is also an antibiotic. Several countries have instituted patulin restrictions in apple products. The World Health Organization recommends a maximum concentration of 50 µg/L in apple juice Mycotoxin, found as a contaminant of foods, e.g. apple juice. Sometimes detd. in apple juice D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins D009676 - Noxae > D009153 - Mutagens Patulin (Terinin) is a mycotoxin produced by fungi including the Aspergillus, Penicillium, and Byssochlamys species, is suspected to be clastogenic, mutagenic, teratogenic and cytotoxic. Patulin induces autophagy-dependent apoptosis through lysosomal-mitochondrial axis, and causes DNA damage[1][2][3][4].

   

Altersolanol A

1,2,3,4,8-pentahydroxy-6-methoxy-3-methyl-2,4-dihydro-1H-anthracene-9,10-dione

C16H16O8 (336.0845)


CONFIDENCE isolated standard

   

Tenuazonic acid

3-Acetyl-1,5-dihydro-4-hydroxy-5-(1-methylpropyl)-2H-pyrrol-2-one, 9ci

C10H15NO3 (197.1052)


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

   

Epilubimin

8-hydroxy-10-methyl-2-(prop-1-en-2-yl)spiro[4.5]decane-6-carbaldehyde

C15H24O2 (236.1776)


Stress product from potato tubers. Lubimin is found in eggplant and potato. Lubimin is found in eggplant. Stress product from potato tuber

   
   

Alteichin

Alterperylenol

C20H14O6 (350.079)


   

Cichorine

Cichorine

C10H11NO3 (193.0739)


A member of the class of isoindoles that is 6-hydroxy-4-methoxy-5-methyl-2,3-dihydro-1H-isoindol-1-one which is substituted at position 4, 5, and 6 by methoxy, methyl, and hydroxy groups, respectively. A secondary metabolite found in Aspergillus silvativus, Aspergillus nidulans and Alternaria cichorii, it is poisonous to Russian knapweed (Acroptilon repens).

   
   

HC Toxin

(6R,9S,14aR)-3,6R-dimethyl-9S-(7-((S)-oxiran-2-yl)-7-oxoheptyl)decahydropyrrolo[1,2-a][1,4,7,10]tetraazacyclododecine-1,4,7,10-tetranone

C21H32N4O6 (436.2322)


A homodetic cyclic tetrapeptide made up from L-alanyl, D-alanyl, L-prolyl and 2-amino-8-oxo-9,10-epoxydecanoyl residues.

   

Solanapyrone A

Solanapyrone A

C18H22O4 (302.1518)


   

Alternariol

3,4,4-Trihydroxy-6-methyl-2-biphenylcarboxylic acid gamma-lactone

C14H10O5 (258.0528)


Alternariol is found in mushrooms. Alternariol occurs in mycelium of Alternaria tenuis responsible for alternaria cone disorder in hops and fruit spot on papaya (Carica papaya) and Passiflora species.Alternariol is a toxic metabolite of Alternaria fungi. It is an important contaminant in cereals and fruits D018377 - Neurotransmitter Agents > D018678 - Cholinergic Agents > D002800 - Cholinesterase Inhibitors D004791 - Enzyme Inhibitors

   

Abscisic acid

2,4-Pentadienoic acid, 5-(1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-, (Z,E)-(S)-(+)-

C15H20O4 (264.1362)


Abscisic acid is found in american cranberry. Abscisic acid is used to regulate ripening of fruit Abscisic acid (ABA) is an isoprenoid plant hormone, which is synthesized in the plastidal 2-C-methyl-d-erythritol-4-phosphate (MEP) pathway; unlike the structurally related sesquiterpenes, which are formed from the mevalonic acid-derived precursor farnesyl diphosphate (FDP), the C15 backbone of ABA is formed after cleavage of C40 carotenoids in MEP. Zeaxanthin is the first committed ABA precursor; a series of enzyme-catalyzed epoxidations and isomerizations, and final cleavage of the C40 carotenoid by a dioxygenation reaction yields the proximal ABA precursor, xanthoxin, which is then further oxidized to ABA. Abamine has been patented by the Japanese researchers Shigeo Yoshida and Tadao Asami, which are very reluctant to make this substance available in general, neither commercially nor for research purposes. Abscisic acid (ABA), also known as abscisin II and dormin, is a plant hormone. It functions in many plant developmental processes, including bud dormancy 2-trans-abscisic acid is an abscisic acid in which the two acyclic double bonds both have trans-geometry. It is a conjugate acid of a 2-trans-abscisate. 2-cis,4-trans-Abscisic acid is a natural product found in Axinella polypoides, Phaseolus vulgaris, and Vernicia fordii with data available. Abscission-accelerating plant growth substance isolated from young cotton fruit, leaves of sycamore, birch, and other plants, and from potatoes, lemons, avocados, and other fruits. D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids D006133 - Growth Substances > D010937 - Plant Growth Regulators It is used to regulate ripening of fruit Abscisic acid ((S)-(+)-Abscisic acid), an orally active phytohormone in fruits and vegetables, is an endogenously produced mammalian hormone. Abscisic acid is a growth inhibitor and can regulate many aspects of plant growth and development. Abscisic acid inhibits proton pump (H+-ATPase) and leads to the plasma membrane depolarization in a Ca2+-dependent manner. Abscisic acid, a LANCL2 natural ligand, is a potent insulin-sensitizing compound and has the potential for pre-diabetes, type 2 diabetes and metabolic syndrome[1][2]. Abscisic acid ((S)-(+)-Abscisic acid), an orally active phytohormone in fruits and vegetables, is an endogenously produced mammalian hormone. Abscisic acid is a growth inhibitor and can regulate many aspects of plant growth and development. Abscisic acid inhibits proton pump (H+-ATPase) and leads to the plasma membrane depolarization in a Ca2+-dependent manner. Abscisic acid, a LANCL2 natural ligand, is a potent insulin-sensitizing compound and has the potential for pre-diabetes, type 2 diabetes and metabolic syndrome[1][2].

   

Ergosterol peroxide

5-[(3E)-5,6-dimethylhept-3-en-2-yl]-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.0¹,⁹.0²,⁶.0¹⁰,¹⁵]nonadec-18-en-13-ol

C28H44O3 (428.329)


Ergosterol peroxide is found in fruits. Ergosterol peroxide is obtained from leaves of Ananas comosus (pineapple obtained from leaves of Ananas comosus (pineapple). Ergosterol peroxide is found in pineapple and fruits.

   

Dicaffeoylquinic acid

(1S,3R,4S,5R)-3,5-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1268)


Isolated from coffee and maté, globe artichoke (Cynara scolymus) and caucasian whortleberry (Vaccinium arctostaphylos). 3,5-Di-O-caffeoylquinic acid is found in many foods, some of which are potato, green vegetables, coffee and coffee products, and carrot. Dicaffeoylquinic acid is a polyphenol compound found in foods of plant origin (PMID: 20428313) Isochlorogenic acid A (3,5-Dicaffeoylquinic acid) is a natural phenolic acid with antioxidant and anti-inflammatory activities . Isochlorogenic acid A (3,5-Dicaffeoylquinic acid) is a natural phenolic acid with antioxidant and anti-inflammatory activities .

   

Fonsecin

2,3-dihydro-2,5,8-Trihydroxy-6-methoxy-2-methyl-4H-naphtho[2,3-b]pyran-4-one, 9ci

C15H14O6 (290.079)


Fonsecin is a mycotoxin from a mutant of Aspergillus fonsecaeus also known as Aspergillus carbonarius. Mycotoxin from a mutant of Aspergillus fonsecaeus also known as Aspergillus carbonarius.

   

Aurasperone C

2,5-dihydroxy-6,8-dimethoxy-2-methyl-10-{2,5,8-trihydroxy-6-methoxy-2-methyl-4-oxo-2H,3H,4H-naphtho[2,3-b]pyran-7-yl}-2H,3H,4H-naphtho[2,3-b]pyran-4-one

C31H28O12 (592.1581)


Aurasperone C is a mycotoxin pigment from Aspergillus niger and Aspergillus awamor

   

ACRL Toxin II

6-[(4Z,8E)-3,7-dihydroxy-6,8-dimethyldeca-4,8-dien-2-yl]-4-hydroxy-2H-pyran-2-one

C17H24O5 (308.1624)


ACRL Toxin II is found in citrus. ACRL Toxin II is produced by the fungus Alternaria citri on rough lemo Production by the fungus Alternaria citri on rough lemon. ACRL Toxin II is found in citrus.

   

7-Hydroxy-2,5-dimethyl-4H-1-benzopyran-4-one

7-Hydroxy-2,5-dimethyl-4H-1-benzopyran-4-one

C11H10O3 (190.063)


7-Hydroxy-2,5-dimethyl-4H-1-benzopyran-4-one is found in green vegetables. 7-Hydroxy-2,5-dimethyl-4H-1-benzopyran-4-one is a constituent of Rheum sp. (rhubarb). Constituent of Rheum species (rhubarb). 7-Hydroxy-2,5-dimethyl-4H-1-benzopyran-4-one is found in green vegetables.

   

Aurasperone A

5-hydroxy-10-{5-hydroxy-6,8-dimethoxy-2-methyl-4-oxo-4H-benzo[g]chromen-7-yl}-6,8-dimethoxy-2-methyl-4H-benzo[g]chromen-4-one

C32H26O10 (570.1526)


Aurasperone A is a metabolite of Aspergillus niger, Aspergillus awamori and Aspergillus fonsecaeus. It is isolated from Aspergillus niger infected mango fruits. Metabolite of Aspergillus niger, Aspergillus awamori and Aspergillus fonsecaeus. Isolated from Aspergillus niger infected mango fruits.

   

Aurasperone B

10-{2,5-dihydroxy-6,8-dimethoxy-2-methyl-4-oxo-2H,3H,4H-naphtho[2,3-b]pyran-7-yl}-2,5-dihydroxy-6,8-dimethoxy-2-methyl-2H,3H,4H-naphtho[2,3-b]pyran-4-one

C32H30O12 (606.1737)


Aurasperone B is a mycotoxin from Aspergillus niger, Aspergillus awamori and Aspergillus fonsecaeu

   

(-)-Abscisic acid

5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid

C15H20O4 (264.1362)


   

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

1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-1,2-dihydropyrimidin-2-one

C9H12N2O6 (244.0695)


1-beta-D-Arabinofuranosyluracil (Uracil 1-β-D-arabinofuranoside) isolated from the Caribbean sponge Tectitethya crypta, is a methoxyadenosine derivative. 1-beta-D-Arabinofuranosyluracil has demonstrated a diverse bioactivity profile including anti-inflammatory activity, analgesic and vasodilation properties[1]. 1-beta-D-Arabinofuranosyluracil reduces a proliferation of mouse lymphoma cells[2]. 1-beta-D-Arabinofuranosyluracil (Uracil 1-β-D-arabinofuranoside) isolated from the Caribbean sponge Tectitethya crypta, is a methoxyadenosine derivative. 1-beta-D-Arabinofuranosyluracil has demonstrated a diverse bioactivity profile including anti-inflammatory activity, analgesic and vasodilation properties[1]. 1-beta-D-Arabinofuranosyluracil reduces a proliferation of mouse lymphoma cells[2]. 1-beta-D-Arabinofuranosyluracil (Uracil 1-β-D-arabinofuranoside) isolated from the Caribbean sponge Tectitethya crypta, is a methoxyadenosine derivative. 1-beta-D-Arabinofuranosyluracil has demonstrated a diverse bioactivity profile including anti-inflammatory activity, analgesic and vasodilation properties[1]. 1-beta-D-Arabinofuranosyluracil reduces a proliferation of mouse lymphoma cells[2].

   

9-Arabinofuranosyladenine

2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

C10H13N5O4 (267.0967)


   

Cladosporin

Isocoumarin, 3,4-dihydro-6,8-dihydroxy-3-(6-methyl-tetrahydro-2H-pyran-2-yl)-

C16H20O5 (292.1311)


D004791 - Enzyme Inhibitors

   

Serylvalylglycylglutamic acid

2-{[2-({2-[(2-amino-1,3-dihydroxypropylidene)amino]-1-hydroxy-3-methylbutylidene}amino)-1-hydroxyethylidene]amino}pentanedioic acid

C15H26N4O8 (390.1751)


Production by Alternaria alternata on Helianthus annuus (sunflower). Serylvalylglycylglutamic acid is found in fats and oils.

   

2-cis-abscisate

5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid

C15H19O4 (263.1283)


2-cis-abscisate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 2-cis-abscisate can be found in a number of food items such as common wheat, lemon thyme, black raspberry, and acorn, which makes 2-cis-abscisate a potential biomarker for the consumption of these food products.

   

Uridine

Uridine

C9H12N2O6 (244.0695)


C26170 - Protective Agent > C2459 - Chemoprotective Agent > C2080 - Cytoprotective Agent COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond.

   

Abscisic_acid

(2Z,4E)-5-[(1S)-1-Hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl]-3-methyl-2,4-pentadienoic acid

C15H20O4 (264.1362)


(+)-abscisic acid is the naturally occurring (1S)-(+) enantiomer of abscisic acid. It is an important sesquiterpenoid plant hormone which acts as a regulator of plant responses to environmental stresses such as drought and cold. It has a role as a plant hormone and a plant metabolite. It is a conjugate acid of a (+)-abscisate. It is an enantiomer of a (-)-abscisic acid. Abscisic acid is a natural product found in Macaranga triloba, Cuscuta pentagona, and other organisms with data available. Abscission-accelerating plant growth substance isolated from young cotton fruit, leaves of sycamore, birch, and other plants, and from potatoes, lemons, avocados, and other fruits. The naturally occurring (1S)-(+) enantiomer of abscisic acid. It is an important sesquiterpenoid plant hormone which acts as a regulator of plant responses to environmental stresses such as drought and cold. D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids D006133 - Growth Substances > D010937 - Plant Growth Regulators 2-cis-abscisic acid is a member of the class of abscisic acids in which the double bond betweeen positions 2 and 3 has cis- (natural) geometry. It has a role as an abscisic acid receptor agonist. It is a conjugate acid of a 2-cis-abscisate. Dormin is a natural product found in Axinella polypoides, Botrytis cinerea, and Leptosphaeria maculans with data available. Abscission-accelerating plant growth substance isolated from young cotton fruit, leaves of sycamore, birch, and other plants, and from potatoes, lemons, avocados, and other fruits. (±)-Abscisic acid is an orally active plant hormone that is present also in animals. (±)-Abscisic acid (ABA) contributes to the regulation of glycemia in mammals[1]. (±)-Abscisic acid is an orally active plant hormone that is present also in animals. (±)-Abscisic acid (ABA) contributes to the regulation of glycemia in mammals[1]. Abscisic acid ((S)-(+)-Abscisic acid), an orally active phytohormone in fruits and vegetables, is an endogenously produced mammalian hormone. Abscisic acid is a growth inhibitor and can regulate many aspects of plant growth and development. Abscisic acid inhibits proton pump (H+-ATPase) and leads to the plasma membrane depolarization in a Ca2+-dependent manner. Abscisic acid, a LANCL2 natural ligand, is a potent insulin-sensitizing compound and has the potential for pre-diabetes, type 2 diabetes and metabolic syndrome[1][2]. Abscisic acid ((S)-(+)-Abscisic acid), an orally active phytohormone in fruits and vegetables, is an endogenously produced mammalian hormone. Abscisic acid is a growth inhibitor and can regulate many aspects of plant growth and development. Abscisic acid inhibits proton pump (H+-ATPase) and leads to the plasma membrane depolarization in a Ca2+-dependent manner. Abscisic acid, a LANCL2 natural ligand, is a potent insulin-sensitizing compound and has the potential for pre-diabetes, type 2 diabetes and metabolic syndrome[1][2].

   

Dehydrocurvularin

11,13-dihydroxy-4-methyl-2,4,5,6,7,10-hexahydro-1H-3-benzoxacyclododecine-2,10-dione

C16H18O5 (290.1154)


D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins

   

Alternariol monomethyl ether

3,4-Dihydroxy-5-methoxy-6-methyldibenzo[a]pyrone

C15H12O5 (272.0685)


   

Solanapyrone E

Solanapyrone E

C18H24O4 (304.1675)


   

Cerevisterol

(22E)-Ergosta-7,22-diene-3beta,5alpha,6beta-triol

C28H46O3 (430.3447)


An ergostanoid that is (22E)-ergosta-7,22-diene substituted by hydroxy groups at positions 3, 5 and 6 (the 3beta,5alpha,6beta stereoisomer). It has been isolated from the fungus, Xylaria species. Cerevisterol is a steroid isolated from the fruiting bodies of Agaricus blazei[1]. Cerevisterol is a steroid isolated from the fruiting bodies of Agaricus blazei[1].

   

Alternarienonic acid

Alternarienonic acid

C14H14O6 (278.079)


   

XANALTERIC ACID I

(-)-Xanalteric acid I

C20H12O7 (364.0583)


   

dehydroaltenusin

dehydroaltenusin

C15H12O6 (288.0634)


   

Talaroflavone

Talaroflavone

C14H12O6 (276.0634)


   

Alternaric acid

Alternaric acid

C21H30O8 (410.1941)


CONFIDENCE isolated standard

   

Methylenolactocin

(-)-Methylenolactocin

C11H16O4 (212.1049)


   

xanalteric acid II

(+)-Xanalteric acid II

C20H12O7 (364.0583)


   

physcion

9,10-Anthracenedione, 1,8-dihydroxy-3-methoxy-6-methyl- (9CI)

C16H12O5 (284.0685)


Physcion, also known as emodin monomethyl ether or parienin, is a member of the class of compounds known as anthraquinones. Anthraquinones are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone. Physcion is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Physcion can be synthesized from 2-methylanthraquinone. Physcion can also be synthesized into torososide B and physcion 8-gentiobioside. Physcion can be found in common sage, garden rhubarb, and sorrel, which makes physcion a potential biomarker for the consumption of these food products. Physcion has also been shown to protect lichens against UV-B light, at high altitudes in Alpine regions. The UV-B light stimulates production of parietin and the parietin protects the lichens from damage. Lichens in arctic regions such as Svarlbard retain this capability though they do not encounter damaging levels of UV-B, a capability that could help protect the lichens in case of Ozone layer thinning .

   

Pyrenophorol

5,13-Dihydroxy-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,10-dione

C16H24O6 (312.1573)


   

Eburicol

24-Methylidenelanost-8-en-3beta-ol

C31H52O (440.4018)


A tetracyclic triterpenoid that is 24,25-dihydrolanosterol carrying an additional methylene substituent at position 24. A natural product found in Taiwanofungus camphoratus.

   

Ergosterol peroxide

Ergosterol peroxide

C28H44O3 (428.329)


   

Altertoxin II

Altertoxin II

C20H14O6 (350.079)


   

Piperine

Isopiperine

C17H19NO3 (285.1365)


Constituent of pepper (Piper nigrum) (Piperaceae). Isopiperine is found in herbs and spices and pepper (spice). C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic Origin: Plant; SubCategory_DNP: Alkaloids derived from lysine, Piperidine alkaloids D004791 - Enzyme Inhibitors > D065607 - Cytochrome P-450 Enzyme Inhibitors Annotation level-1 MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; MXXWOMGUGJBKIW-YPCIICBESA-N_STSL_0203_Piperine_0031fmol_180831_S2_L02M02_45; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. relative retention time with respect to 9-anthracene Carboxylic Acid is 1.245 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.243 Piperine, a natural alkaloid isolated from Piper nigrum L, inhibits P-glycoprotein and CYP3A4 activities with an IC50 value of 61.94±0.054 μg/mL in HeLa cell. Piperine, a natural alkaloid isolated from Piper nigrum L, inhibits P-glycoprotein and CYP3A4 activities with an IC50 value of 61.94±0.054 μg/mL in HeLa cell.

   

altertoxin I

altertoxin I

C20H16O6 (352.0947)


   

dihydroaltenuene B

dihydroaltenuene B

C15H18O6 (294.1103)


   

desmethylaltenusin

desmethylaltenusin

C14H12O6 (276.0634)


   

Alterlactone

Alterlactone

C15H12O6 (288.0634)


   

4,5-Bis(hydroxymethyl)-3-methoxy-2-methylphenol

4,5-Bis(hydroxymethyl)-3-methoxy-2-methylphenol

C10H14O4 (198.0892)


   

Depudecin

(1S,3E,6S)-1,2:5,6-dianhydro-3,4-dideoxy-1-[(1R)-1-hydroxyethyl]-6-[(1R)-1-hydroxyprop-2-en-1-yl]-D-threo-hex-3-enitol

C11H16O4 (212.1049)


Depudecin is a polyketide obtained from the fungus Alternaria brassicicola and having a highly unusual structure of an 11-carbon chain containing two epoxides and six stereogenic centres. It is an inhibitor of histone deacetylase (HDAC) both in vivo and in vitro and also exhibits anti-angiogenic activity. It has a role as an EC 3.5.1.98 (histone deacetylase) inhibitor and a fungal metabolite. (-)-Depudecin is a natural product found in Alternaria brassicicola and Xylaria with data available. Depudecin is depudecin is a fungal metabolite that reverts the rounded phenotype of NIH 3T3 fibroblasts transformed with v-ras and v-src oncogenes to the flattened phenotype of the non-transformed parental cells. The mechanism of de-transformation induced by this agent had not been determined. However, depudecin has been demonstrated to inhibit histone deacetylase (HDAC) activity effectively both in vivo and in vitro. A polyketide obtained from the fungus Alternaria brassicicola and having a highly unusual structure of an 11-carbon chain containing two epoxides and six stereogenic centres. It is an inhibitor of histone deacetylase (HDAC) both in vivo and in vitro and also exhibits anti-angiogenic activity.

   

Adenosine

Adenosine

C10H13N5O4 (267.0967)


COVID info from PDB, Protein Data Bank, COVID-19 Disease Map, clinicaltrial, clinicaltrials, clinical trial, clinical trials D018377 - Neurotransmitter Agents > D058905 - Purinergic Agents > D058913 - Purinergic Agonists D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents D002491 - Central Nervous System Agents > D000700 - Analgesics D002317 - Cardiovascular Agents > D014665 - Vasodilator Agents C - Cardiovascular system > C01 - Cardiac therapy Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Formula(Parent): C10H13N5O4; Bottle Name:Adenosine; PRIME Parent Name:Adenosine; PRIME in-house No.:0040 R0018, Purines MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; OIRDTQYFTABQOQ_STSL_0143_Adenosine_0500fmol_180430_S2_LC02_MS02_33; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. relative retention time with respect to 9-anthracene Carboxylic Acid is 0.113 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.109 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.097 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.096 Acquisition and generation of the data is financially supported by the Max-Planck-Society IPB_RECORD: 2621; CONFIDENCE confident structure Adenosine (Adenine riboside), a ubiquitous endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular physiology, including neuronal activity, vascular function, platelet aggregation, and blood cell regulation[1][2]. Adenosine (Adenine riboside), a ubiquitous endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular physiology, including neuronal activity, vascular function, platelet aggregation, and blood cell regulation[1][2]. Adenosine (Adenine riboside), a ubiquitous endogenous autacoid, acts through the enrollment of four G protein-coupled receptors: A1, A2A, A2B, and A3. Adenosine affects almost all aspects of cellular physiology, including neuronal activity, vascular function, platelet aggregation, and blood cell regulation[1][2].

   

Ergosterol

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

C28H44O (396.3392)


Indicator of fungal contamination, especies in cereals. Occurs in yeast and fungi. The main fungal steroidand is also found in small amts. in higher plant prods., e.g. palm oil [DFC]. D018977 - Micronutrients > D014815 - Vitamins > D000072664 - Provitamins Disclaimer: While authors make an effort to ensure that the content of this record is accurate, the authors make no representations or warranties in relation to the accuracy or completeness of the record. This record do not reflect any viewpoints of the affiliation and organization to which the authors belong. Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects. Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects.

   

Abscisic Acid

(+)-Abscisic acid

C15H20O4 (264.1362)


relative retention time with respect to 9-anthracene Carboxylic Acid is 0.880 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.877 Abscisic acid ((S)-(+)-Abscisic acid), an orally active phytohormone in fruits and vegetables, is an endogenously produced mammalian hormone. Abscisic acid is a growth inhibitor and can regulate many aspects of plant growth and development. Abscisic acid inhibits proton pump (H+-ATPase) and leads to the plasma membrane depolarization in a Ca2+-dependent manner. Abscisic acid, a LANCL2 natural ligand, is a potent insulin-sensitizing compound and has the potential for pre-diabetes, type 2 diabetes and metabolic syndrome[1][2]. Abscisic acid ((S)-(+)-Abscisic acid), an orally active phytohormone in fruits and vegetables, is an endogenously produced mammalian hormone. Abscisic acid is a growth inhibitor and can regulate many aspects of plant growth and development. Abscisic acid inhibits proton pump (H+-ATPase) and leads to the plasma membrane depolarization in a Ca2+-dependent manner. Abscisic acid, a LANCL2 natural ligand, is a potent insulin-sensitizing compound and has the potential for pre-diabetes, type 2 diabetes and metabolic syndrome[1][2].

   

Uridine

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

C9H12N2O6 (244.0695)


C26170 - Protective Agent > C2459 - Chemoprotective Agent > C2080 - Cytoprotective Agent COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; DRTQHJPVMGBUCF_STSL_0179_Uridine_8000fmol_180506_S2_LC02_MS02_83; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. relative retention time with respect to 9-anthracene Carboxylic Acid is 0.088 Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond.

   

Alternariol

Alternariol 3,4,5-Trihydroxy-6-methyl-dibenzo[a]pyrone

C14H10O5 (258.0528)


A benzochromenone that is 6H-benzo[c]chromen-6-one which is substituted by a methyl group at position 1 and by hydroxy groups at positions 3, 7, and 9. It is the most important mycotoxin produced by the black mould Alternaria species, which are the most common mycoflora infecting small grain cereals worldwide. D018377 - Neurotransmitter Agents > D018678 - Cholinergic Agents > D002800 - Cholinesterase Inhibitors D004791 - Enzyme Inhibitors CONFIDENCE Reference Standard (Level 1)

   

Zearalenone

Zearalenone

C18H22O5 (318.1467)


A macrolide comprising a fourteen-membered lactone fused to 1,3-dihydroxybenzene; a potent estrogenic metabolite produced by some Giberella species. D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D004967 - Estrogens D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins CONFIDENCE standard compound; INTERNAL_ID 5970 Origin: Microbe; Formula(Parent): C18H22O5; Bottle Name:zearalenone; PRIME Parent Name:Zearalenone; PRIME in-house No.:V0033 CONFIDENCE Reference Standard (Level 1) Zearalenone is a mycotoxin produced mainly by fungi belonging to the genus Fusarium in foods and feeds. Possess oestrogenic activity in pigs, cattle and sheep, with low acute toxicity. Causes precocious development of mammae and other estrogenic effects in young gilts[1][2]. Zearalenone is a mycotoxin produced mainly by fungi belonging to the genus Fusarium in foods and feeds. Possess oestrogenic activity in pigs, cattle and sheep, with low acute toxicity. Causes precocious development of mammae and other estrogenic effects in young gilts[1][2].

   

Oleic acid

cis-9-Octadecenoic acid

C18H34O2 (282.2559)


An octadec-9-enoic acid in which the double bond at C-9 has Z (cis) stereochemistry. Oleic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=112-80-1 (retrieved 2024-07-16) (CAS RN: 112-80-1). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Elaidic acid is the major trans fat found in hydrogenated vegetable oils and can be used as a pharmaceutical solvent. Elaidic acid is the major trans fat found in hydrogenated vegetable oils and can be used as a pharmaceutical solvent. Oleic acid (9-cis-Octadecenoic acid) is an abundant monounsaturated fatty acid[1]. Oleic acid is a Na+/K+ ATPase activator[2]. Oleic acid (9-cis-Octadecenoic acid) is an abundant monounsaturated fatty acid[1]. Oleic acid is a Na+/K+ ATPase activator[2].

   

1-[4,5-bis(hydroxymethyl)-3-methoxy-2-methylphenoxy]-3-methylbutane-2,3-diol

NCGC00347773-02!1-[4,5-bis(hydroxymethyl)-3-methoxy-2-methylphenoxy]-3-methylbutane-2,3-diol

C15H24O6 (300.1573)


   

7-hydroxy-3,5-dimethylisochromen-1-one

NCGC00381405-01!7-hydroxy-3,5-dimethylisochromen-1-one

C11H10O3 (190.063)


   

3,5-dicaffeoylquinic acid

3,5-dicaffeoylquinic acid

C25H24O12 (516.1268)


   

1-[4,5-bis(hydroxymethyl)-3-methoxy-2-methylphenoxy]-3-methylbutane-2,3-diol

1-[4,5-bis(hydroxymethyl)-3-methoxy-2-methylphenoxy]-3-methylbutane-2,3-diol

C15H24O6 (300.1573)


   

altenusin

altenusin

C15H14O6 (290.079)


A carboxybiphenyl that is [biphenyl]-2-carboxylic acid which is substituted by a hydroxy group at positions 3, 4 and 5, methoxy group at position 5 and a methyl group at position 2. It is a a metabolite isolated from Alternaria and several other fungal species.

   

patulin

patulin

C7H6O4 (154.0266)


D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins CONFIDENCE standard compound; INTERNAL_ID 5971 D009676 - Noxae > D009153 - Mutagens CONFIDENCE Reference Standard (Level 1) Patulin (Terinin) is a mycotoxin produced by fungi including the Aspergillus, Penicillium, and Byssochlamys species, is suspected to be clastogenic, mutagenic, teratogenic and cytotoxic. Patulin induces autophagy-dependent apoptosis through lysosomal-mitochondrial axis, and causes DNA damage[1][2][3][4].

   

(1S,3R,4S,5R)-3,5-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid

(1S,3R,4S,5R)-3,5-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid

C25H24O12 (516.1268)


   

tenuazonic acid

Tenuazonic acid-(Copper salt)

C10H15NO3 (197.1052)


A member of the class of pyrrolidin-2-ones that is 5-(butan-2-yl)pyrrolidine-2,4-dione carrying an additional acetyl group at position 3. A mycotoxin produced by various plant pathogenic fungi. D000890 - Anti-Infective Agents > D000998 - Antiviral Agents D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins CONFIDENCE Reference Standard (Level 1) D000970 - Antineoplastic Agents

   

Alterperylenol

Alterperylenol

C20H14O6 (350.079)


   

Dormin

(2E,4E)-5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid

C15H20O4 (264.1362)


D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids D006133 - Growth Substances > D010937 - Plant Growth Regulators (±)-Abscisic acid is an orally active plant hormone that is present also in animals. (±)-Abscisic acid (ABA) contributes to the regulation of glycemia in mammals[1]. (±)-Abscisic acid is an orally active plant hormone that is present also in animals. (±)-Abscisic acid (ABA) contributes to the regulation of glycemia in mammals[1]. Abscisic acid ((S)-(+)-Abscisic acid), an orally active phytohormone in fruits and vegetables, is an endogenously produced mammalian hormone. Abscisic acid is a growth inhibitor and can regulate many aspects of plant growth and development. Abscisic acid inhibits proton pump (H+-ATPase) and leads to the plasma membrane depolarization in a Ca2+-dependent manner. Abscisic acid, a LANCL2 natural ligand, is a potent insulin-sensitizing compound and has the potential for pre-diabetes, type 2 diabetes and metabolic syndrome[1][2]. Abscisic acid ((S)-(+)-Abscisic acid), an orally active phytohormone in fruits and vegetables, is an endogenously produced mammalian hormone. Abscisic acid is a growth inhibitor and can regulate many aspects of plant growth and development. Abscisic acid inhibits proton pump (H+-ATPase) and leads to the plasma membrane depolarization in a Ca2+-dependent manner. Abscisic acid, a LANCL2 natural ligand, is a potent insulin-sensitizing compound and has the potential for pre-diabetes, type 2 diabetes and metabolic syndrome[1][2].

   
   

ACRL Toxin II

6-[(4Z,8E)-3,7-dihydroxy-6,8-dimethyldeca-4,8-dien-2-yl]-4-hydroxy-2H-pyran-2-one

C17H24O5 (308.1624)


   

Aurasperone C

2,2',3,3'-Tetrahydro-2,2',5,5',8-pentahydroxy-6,6',8'-trimethoxy-2,2'-dimethyl-7,10'-bi-4H-naphtho[2,3-b]pyran-4,4'-dione, 9CI

C31H28O12 (592.1581)


A dimeric naphtho-gamma-pyrone with formula C31H28O12, originally isolated from Aspergillus niger

   

Aurasperone B

10-{2,5-dihydroxy-6,8-dimethoxy-2-methyl-4-oxo-2H,3H,4H-naphtho[2,3-b]pyran-7-yl}-2,5-dihydroxy-6,8-dimethoxy-2-methyl-2H,3H,4H-naphtho[2,3-b]pyran-4-one

C32H30O12 (606.1737)


A dimeric naphthopyran with formula C32H30O12, isolated from several Aspergillus species.

   

TMC 256b2

2,5-dihydroxy-6,8-dimethoxy-2-methyl-2H,3H,4H-naphtho[2,3-b]pyran-4-one

C16H16O6 (304.0947)


   

Aurasperone A

5-hydroxy-10-{5-hydroxy-6,8-dimethoxy-2-methyl-4-oxo-4H-benzo[g]chromen-7-yl}-6,8-dimethoxy-2-methyl-4H-benzo[g]chromen-4-one

C32H26O10 (570.1526)


A dimeric naphthopyran with formula C32H26O10, originally isolated from Aspergillus niger.

   

Fonsecin

2,3-dihydro-2,5,8-Trihydroxy-6-methoxy-2-methyl-4H-naphtho[2,3-b]pyran-4-one, 9ci

C15H14O6 (290.079)


A naphtho-gamma-pyrone that is 2,3-dihydro-4H-benzo[g]chromen-4-one bearing a methyl substituent at position 2, a methoxy substituent at position 6 and three hydroxy substituents at positions 2, 5 and 8.

   

Epilubimin

8-hydroxy-10-methyl-2-(prop-1-en-2-yl)spiro[4.5]decane-6-carbaldehyde

C15H24O2 (236.1776)


   

Altechromone A

7-Hydroxy-2,5-dimethyl-4H-1-benzopyran-4-one

C11H10O3 (190.063)


A natural product found particularly in Alternaria species and Alternaria brassicicola.

   

solanapyrone D

solanapyrone D

C18H22O4 (302.1518)


   

Heminigerone

Heminigerone

C16H14O5 (286.0841)


   

Stemphyperylenol

Stemphyperylenol

C20H16O6 (352.0947)


An organic polycyclic compound that is 1,2,6b,7,8,12b-hexahydroperylene-3,9-dione which is substituted at positions 1, 4, 7, and 10 by hydroxy groups (the all-S isomer).

   

solanapyrone C

solanapyrone C

C19H25NO4 (331.1783)


   

7-Hydroxy-3,5-dimethyl-1H-isochromen-1-one

7-Hydroxy-3,5-dimethyl-1H-isochromen-1-one

C11H10O3 (190.063)


   

Lanster

(3S,5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

C30H50O (426.3861)


COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS

   

Tyrosol

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

C8H10O2 (138.0681)


Tyrosol, also known as 4-hydroxyphenylethanol or 4-(2-hydroxyethyl)phenol, is a member of the class of compounds known as tyrosols. Tyrosols are organic aromatic compounds containing a phenethyl alcohol moiety that carries a hydroxyl group at the 4-position of the benzene group. Tyrosol is soluble (in water) and a very weakly acidic compound (based on its pKa). Tyrosol can be synthesized from 2-phenylethanol. Tyrosol is also a parent compound for other transformation products, including but not limited to, hydroxytyrosol, crosatoside B, and oleocanthal. Tyrosol is a mild, sweet, and floral tasting compound and can be found in a number of food items such as breadnut tree seed, sparkleberry, loquat, and savoy cabbage, which makes tyrosol a potential biomarker for the consumption of these food products. Tyrosol can be found primarily in feces and urine, as well as in human prostate tissue. Tyrosol exists in all eukaryotes, ranging from yeast to humans. Tyrosol present in wine is also shown to be cardioprotective. Samson et al. has shown that tyrosol-treated animals showed significant increase in the phosphorylation of Akt, eNOS and FOXO3a. In addition, tyrosol also induced the expression of longevity protein SIRT1 in the heart after myocardial infarction in a rat MI model. Hence tyrosols SIRT1, Akt and eNOS activating power adds another dimension to the wine research, because it adds a great link to the French paradox. In conclusion these findings suggest that tyrosol induces myocardial protection against ischemia related stress by inducing survival and longevity proteins that may be considered as anti-aging therapy for the heart . D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents D020011 - Protective Agents > D000975 - Antioxidants Tyrosol is a derivative of phenethyl alcohol. Tyrosol attenuates pro-inflammatory cytokines from cultured astrocytes and NF-κB activation. Anti-oxidative and anti-inflammatory effects[1]. Tyrosol is a derivative of phenethyl alcohol. Tyrosol attenuates pro-inflammatory cytokines from cultured astrocytes and NF-κB activation. Anti-oxidative and anti-inflammatory effects[1].

   

6-(2,3-Dihydroxy-3-methylbutoxy)-4-methoxy-5-methyl-3H-2-benzofuran-1-one

6-(2,3-Dihydroxy-3-methylbutoxy)-4-methoxy-5-methyl-3H-2-benzofuran-1-one

C15H20O6 (296.126)


   

Solanapyrone B

Solanapyrone B

C18H24O4 (304.1675)


   

11,13-dihydroxy-4-methyl-2,4,5,6,7,10-hexahydro-1H-3-benzoxacyclododecine-2,10-dione

11,13-dihydroxy-4-methyl-2,4,5,6,7,10-hexahydro-1H-3-benzoxacyclododecine-2,10-dione

C16H18O5 (290.1154)


   

5,13-Dihydroxy-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,10-dione

5,13-Dihydroxy-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,10-dione

C16H24O6 (312.1573)


   

blazein

blazein

C29H48O3 (444.3603)


An ergostanoid that is (22E)-ergosta-7,22-diene substituted by hydroxy groups at positions 3 and 5 and a methoxy group at position 6 (the 3beta,5alpha stereoisomer). It has been isolated from the fungus, Xylaria species.

   

6-(5,6-dihydroxy-6-methylheptan-2-yl)-11-methoxy-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

6-(5,6-dihydroxy-6-methylheptan-2-yl)-11-methoxy-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

C22H34O5 (378.2406)


   

(1r,3ar,5ar,7r,9as,11as)-3a,6,6,9a,11a-pentamethyl-1-[(2s)-6-methylhept-5-en-2-yl]-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

(1r,3ar,5ar,7r,9as,11as)-3a,6,6,9a,11a-pentamethyl-1-[(2s)-6-methylhept-5-en-2-yl]-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

C30H50O (426.3861)


   

{3,7-dihydroxy-1-methyl-6-oxobenzo[c]chromen-9-yl}oxidanesulfonic acid

{3,7-dihydroxy-1-methyl-6-oxobenzo[c]chromen-9-yl}oxidanesulfonic acid

C14H10O8S (338.0096)


   

(3s,6s,12s)-12-benzyl-5,11-dihydroxy-1,6,7-trimethyl-3-(2-methylpropyl)-1,4,7,10-tetraazacyclododeca-4,10-diene-2,8-dione

(3s,6s,12s)-12-benzyl-5,11-dihydroxy-1,6,7-trimethyl-3-(2-methylpropyl)-1,4,7,10-tetraazacyclododeca-4,10-diene-2,8-dione

C22H32N4O4 (416.2423)


   

1-[4-hydroxy-6-(4-hydroxy-3,5-dimethylhepta-1,5-dien-1-yl)-5-methyloxan-2-yl]propan-2-one

1-[4-hydroxy-6-(4-hydroxy-3,5-dimethylhepta-1,5-dien-1-yl)-5-methyloxan-2-yl]propan-2-one

C18H30O4 (310.2144)


   

(2s)-3-[(2r,3s,4as)-2,3,7-trihydroxy-9-methoxy-4a-methyl-6-oxo-3h,4h-benzo[c]chromen-2-yl]-2-hydroxypropanoic acid

(2s)-3-[(2r,3s,4as)-2,3,7-trihydroxy-9-methoxy-4a-methyl-6-oxo-3h,4h-benzo[c]chromen-2-yl]-2-hydroxypropanoic acid

C18H20O9 (380.1107)


   

(1s,2's)-4-hydroxy-6-methoxy-2'-methyl-3,5'-dioxospiro[2-benzofuran-1,3'-oxolan]-2'-ylacetic acid

(1s,2's)-4-hydroxy-6-methoxy-2'-methyl-3,5'-dioxospiro[2-benzofuran-1,3'-oxolan]-2'-ylacetic acid

C15H14O8 (322.0689)


   

5a,7-dihydroxy-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-5-one

5a,7-dihydroxy-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-5-one

C29H46O3 (442.3447)


   

10-hydroxy-12-methoxy-6-methyl-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-triene-4,8-dione

10-hydroxy-12-methoxy-6-methyl-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-triene-4,8-dione

C13H12O6 (264.0634)


   

(4r,5r,6r)-3-amino-4,5,6-trihydroxy-2-methoxy-5-methylcyclohex-2-en-1-one

(4r,5r,6r)-3-amino-4,5,6-trihydroxy-2-methoxy-5-methylcyclohex-2-en-1-one

C8H13NO5 (203.0794)


   

6-[1-(2,3-dimethyloxiran-2-yl)prop-1-en-2-yl]-4-methoxy-3-methylpyran-2-one

6-[1-(2,3-dimethyloxiran-2-yl)prop-1-en-2-yl]-4-methoxy-3-methylpyran-2-one

C14H18O4 (250.1205)


   

(6s)-3,6-dihydroxy-2-{[(1s,5r)-5-hydroxy-5-methyl-2-[(2r)-6-methylhept-5-en-2-yl]cyclopent-2-en-1-yl]methyl}cyclohex-2-en-1-one

(6s)-3,6-dihydroxy-2-{[(1s,5r)-5-hydroxy-5-methyl-2-[(2r)-6-methylhept-5-en-2-yl]cyclopent-2-en-1-yl]methyl}cyclohex-2-en-1-one

C21H32O4 (348.23)


   

(2r,3s,4as)-2,3,7-trihydroxy-9-methoxy-4a-methyl-2h,3h,4h-benzo[c]chromen-6-one

(2r,3s,4as)-2,3,7-trihydroxy-9-methoxy-4a-methyl-2h,3h,4h-benzo[c]chromen-6-one

C15H16O6 (292.0947)


   

(2r,3r,4ar)-2,7-dihydroxy-9-methoxy-4a-methyl-6-oxo-2h,3h,4h-benzo[c]chromen-3-yl acetate

(2r,3r,4ar)-2,7-dihydroxy-9-methoxy-4a-methyl-6-oxo-2h,3h,4h-benzo[c]chromen-3-yl acetate

C17H18O7 (334.1052)


   

13-methoxy-3-methyl-6-(6-methylhepta-2,5-dien-2-yl)-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

13-methoxy-3-methyl-6-(6-methylhepta-2,5-dien-2-yl)-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

C22H32O3 (344.2351)


   

1-{4,7-dihydroxy-9-methoxy-6,15-dioxatetracyclo[10.2.1.0⁵,¹⁴.0⁸,¹³]pentadeca-1(14),2,4,8,10,12-hexaen-2-yl}ethanone

1-{4,7-dihydroxy-9-methoxy-6,15-dioxatetracyclo[10.2.1.0⁵,¹⁴.0⁸,¹³]pentadeca-1(14),2,4,8,10,12-hexaen-2-yl}ethanone

C16H12O6 (300.0634)


   

(4r)-3-hydroxy-2-{[(1r,5s)-5-hydroxy-2-[(2r,6s)-7-hydroxy-6-methylheptan-2-yl]-5-methylcyclopent-2-en-1-yl]methyl}-4-methoxycyclohex-2-en-1-one

(4r)-3-hydroxy-2-{[(1r,5s)-5-hydroxy-2-[(2r,6s)-7-hydroxy-6-methylheptan-2-yl]-5-methylcyclopent-2-en-1-yl]methyl}-4-methoxycyclohex-2-en-1-one

C22H36O5 (380.2563)


   

13-hydroxy-6-(7-hydroxy-6-methylhept-5-en-2-yl)-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

13-hydroxy-6-(7-hydroxy-6-methylhept-5-en-2-yl)-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

C21H30O4 (346.2144)


   

(2s,6r)-6-[(3s,7r,11s)-11-hydroxy-3-methyl-10-oxo-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-6-yl]-2-methylheptanoic acid

(2s,6r)-6-[(3s,7r,11s)-11-hydroxy-3-methyl-10-oxo-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-6-yl]-2-methylheptanoic acid

C21H30O5 (362.2093)


   

(3s,7r,13s)-13-methoxy-3-methyl-6-[(2r)-6-methylhept-5-en-2-yl]-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

(3s,7r,13s)-13-methoxy-3-methyl-6-[(2r)-6-methylhept-5-en-2-yl]-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

C22H32O3 (344.2351)


   

n-(1-{[(3e)-4-{[3-(3,6-dihydroxy-5-{3-[(2e)-n,4,5-trihydroxy-3-methylpent-2-enamido]propyl}-2,5-dihydropyrazin-2-yl)propyl](hydroxy)carbamoyl}-3-methylbut-3-en-1-yl]oxy}-5-(n-hydroxyacetamido)-1-oxopentan-2-yl)ethanimidic acid

n-(1-{[(3e)-4-{[3-(3,6-dihydroxy-5-{3-[(2e)-n,4,5-trihydroxy-3-methylpent-2-enamido]propyl}-2,5-dihydropyrazin-2-yl)propyl](hydroxy)carbamoyl}-3-methylbut-3-en-1-yl]oxy}-5-(n-hydroxyacetamido)-1-oxopentan-2-yl)ethanimidic acid

C31H50N6O13 (714.3436)


   

6-[(3r,4e,6s,7s,8e)-3,7-dihydroxy-6,8-dimethyldeca-4,8-dien-2-yl]-4-hydroxypyran-2-one

6-[(3r,4e,6s,7s,8e)-3,7-dihydroxy-6,8-dimethyldeca-4,8-dien-2-yl]-4-hydroxypyran-2-one

C17H24O5 (308.1624)


   

6-[(1z)-1-[(2s,3s)-2,3-dimethyloxiran-2-yl]prop-1-en-2-yl]-4-methoxy-3-methylpyran-2-one

6-[(1z)-1-[(2s,3s)-2,3-dimethyloxiran-2-yl]prop-1-en-2-yl]-4-methoxy-3-methylpyran-2-one

C14H18O4 (250.1205)


   

3,7-dihydroxy-9-methoxy-4a-methyl-6-oxo-2h,3h,4h-benzo[c]chromen-2-yl acetate

3,7-dihydroxy-9-methoxy-4a-methyl-6-oxo-2h,3h,4h-benzo[c]chromen-2-yl acetate

C17H18O7 (334.1052)


   

(3r,7s,13r)-13-hydroxy-3-methyl-6-[(2s)-6-methylhept-5-en-2-yl]-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

(3r,7s,13r)-13-hydroxy-3-methyl-6-[(2s)-6-methylhept-5-en-2-yl]-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

C21H30O3 (330.2195)


   

4-methoxy-6-(2,4,8-trihydroxy-3,7,9-trimethylundeca-5,9-dien-1-yl)-5,6-dihydropyran-2-one

4-methoxy-6-(2,4,8-trihydroxy-3,7,9-trimethylundeca-5,9-dien-1-yl)-5,6-dihydropyran-2-one

C20H32O6 (368.2199)


   

(3r,7r,11s)-11-hydroxy-6-[(2r,6s)-7-hydroxy-6-methylheptan-2-yl]-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

(3r,7r,11s)-11-hydroxy-6-[(2r,6s)-7-hydroxy-6-methylheptan-2-yl]-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

C21H32O4 (348.23)


   

(1r)-1-[(2s,3s)-3-[(1e)-2-[(3s)-3-[(1r)-1-hydroxyethyl]oxiran-2-yl]ethenyl]oxiran-2-yl]prop-2-en-1-ol

(1r)-1-[(2s,3s)-3-[(1e)-2-[(3s)-3-[(1r)-1-hydroxyethyl]oxiran-2-yl]ethenyl]oxiran-2-yl]prop-2-en-1-ol

C11H16O4 (212.1049)


   

(2r)-2-hydroxy-2,4-dimethyl-5-[(1e)-prop-1-en-1-yl]furan-3-one

(2r)-2-hydroxy-2,4-dimethyl-5-[(1e)-prop-1-en-1-yl]furan-3-one

C9H12O3 (168.0786)


   

(1r,17s,29s)-8,14,17,25-tetrahydroxy-6,23-dimethoxy-29-methyl-11,16,28-trioxaheptacyclo[15.12.0.0²,¹⁵.0³,¹².0⁴,⁹.0²⁰,²⁹.0²¹,²⁶]nonacosa-2(15),3(12),4(9),5,7,13,19,21,23,25-decaene-10,18,27-trione

(1r,17s,29s)-8,14,17,25-tetrahydroxy-6,23-dimethoxy-29-methyl-11,16,28-trioxaheptacyclo[15.12.0.0²,¹⁵.0³,¹².0⁴,⁹.0²⁰,²⁹.0²¹,²⁶]nonacosa-2(15),3(12),4(9),5,7,13,19,21,23,25-decaene-10,18,27-trione

C29H20O12 (560.0955)


   

2-hydroxy-n-(3-hydroxy-9-methyl-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadeca-4,8-dien-2-yl)octadec-3-enimidic acid

2-hydroxy-n-(3-hydroxy-9-methyl-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadeca-4,8-dien-2-yl)octadec-3-enimidic acid

C43H79NO9 (753.5755)


   

(1r,3s,4r,5s,8r,11r,14r)-3,8-dihydroxy-14-isopropyl-8-(methoxymethyl)-4,11-dimethyl-15-oxatetracyclo[9.4.0.0¹,¹⁴.0⁵,⁹]pentadec-9-en-12-one

(1r,3s,4r,5s,8r,11r,14r)-3,8-dihydroxy-14-isopropyl-8-(methoxymethyl)-4,11-dimethyl-15-oxatetracyclo[9.4.0.0¹,¹⁴.0⁵,⁹]pentadec-9-en-12-one

C21H32O5 (364.225)


   

(2r)-2-(2-{[(3r,4r,5s,7s,16s)-5,16-dihydroxy-17-[(1-hydroxyethylidene)amino]-3,7-dimethylheptadecan-4-yl]oxy}-2-oxoethyl)butanedioic acid

(2r)-2-(2-{[(3r,4r,5s,7s,16s)-5,16-dihydroxy-17-[(1-hydroxyethylidene)amino]-3,7-dimethylheptadecan-4-yl]oxy}-2-oxoethyl)butanedioic acid

C27H49NO9 (531.3407)


   

(5r,5's,6s,6'r,7r,7's,8s,8'r)-4,4',5,5',6,6',7,7',8,8'-decahydroxy-2,2'-dimethoxy-7,7'-dimethyl-5h,5'h,6h,6'h,8h,8'h-[1,1'-bianthracene]-9,9',10,10'-tetrone

(5r,5's,6s,6'r,7r,7's,8s,8'r)-4,4',5,5',6,6',7,7',8,8'-decahydroxy-2,2'-dimethoxy-7,7'-dimethyl-5h,5'h,6h,6'h,8h,8'h-[1,1'-bianthracene]-9,9',10,10'-tetrone

C32H30O16 (670.1534)


   

(2e,6e,10s)-10-hydroxy-10-[(2s,5r)-5-hydroxy-4-oxo-3,5,6,7-tetrahydro-2h-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid

(2e,6e,10s)-10-hydroxy-10-[(2s,5r)-5-hydroxy-4-oxo-3,5,6,7-tetrahydro-2h-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid

C21H30O6 (378.2042)


   

(2s)-1-(7-hydroxy-5-methyl-4-oxochromen-2-yl)propan-2-yl acetate

(2s)-1-(7-hydroxy-5-methyl-4-oxochromen-2-yl)propan-2-yl acetate

C15H16O5 (276.0998)


   

(4e)-5-[(1s)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid

(4e)-5-[(1s)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid

C15H20O4 (264.1362)


   

methyl 2-({5-[(3s)-3-hydroxybutyl]pyridin-2-yl}formamido)acetate

methyl 2-({5-[(3s)-3-hydroxybutyl]pyridin-2-yl}formamido)acetate

C13H18N2O4 (266.1267)


   

3-hydroxy-4-methoxy-2-methyl-7-(prop-1-en-1-yl)-2h,3h,4h-pyrano[4,3-b]pyran-5-one

3-hydroxy-4-methoxy-2-methyl-7-(prop-1-en-1-yl)-2h,3h,4h-pyrano[4,3-b]pyran-5-one

C13H16O5 (252.0998)


   

(6r)-2-{[(2r,3s,5r)-5-[(1e)-2,6-dimethylhepta-1,5-dien-1-yl]-3-hydroxy-3-methyloxolan-2-yl]methyl}-3,6-dihydroxycyclohex-2-en-1-one

(6r)-2-{[(2r,3s,5r)-5-[(1e)-2,6-dimethylhepta-1,5-dien-1-yl]-3-hydroxy-3-methyloxolan-2-yl]methyl}-3,6-dihydroxycyclohex-2-en-1-one

C21H32O5 (364.225)


   

(3r,4s)-3,7,14-trihydroxy-16-oxo-5-oxapentacyclo[9.7.1.1²,⁶.0¹⁵,¹⁹.0¹⁰,²⁰]icosa-1,6,8,10(20),11(19),12,14,17-octaene-4-carboxylic acid

(3r,4s)-3,7,14-trihydroxy-16-oxo-5-oxapentacyclo[9.7.1.1²,⁶.0¹⁵,¹⁹.0¹⁰,²⁰]icosa-1,6,8,10(20),11(19),12,14,17-octaene-4-carboxylic acid

C20H12O7 (364.0583)


   

3-hydroxy-2-{[5-hydroxy-2-(7-hydroxy-6-methylheptan-2-yl)-5-methylcyclopent-2-en-1-yl]methyl}-4-methoxycyclohex-2-en-1-one

3-hydroxy-2-{[5-hydroxy-2-(7-hydroxy-6-methylheptan-2-yl)-5-methylcyclopent-2-en-1-yl]methyl}-4-methoxycyclohex-2-en-1-one

C22H36O5 (380.2563)


   

5-hydroxy-1-(4-hydroxy-2-methoxy-3,6-dimethylphenyl)-2-methylhexan-3-one

5-hydroxy-1-(4-hydroxy-2-methoxy-3,6-dimethylphenyl)-2-methylhexan-3-one

C16H24O4 (280.1675)


   

(3s,7r,11s)-11-methoxy-3-methyl-6-[(2r)-6-methylhept-5-en-2-yl]-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

(3s,7r,11s)-11-methoxy-3-methyl-6-[(2r)-6-methylhept-5-en-2-yl]-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

C22H32O3 (344.2351)


   

2,8-dihydroxy-1-(hydroxymethyl)anthracene-9,10-dione

2,8-dihydroxy-1-(hydroxymethyl)anthracene-9,10-dione

C15H10O5 (270.0528)


   

6-[(2r,3s,4e,6s,7r,8e)-3,7-dihydroxy-6,8-dimethyldeca-4,8-dien-2-yl]-4-hydroxypyran-2-one

6-[(2r,3s,4e,6s,7r,8e)-3,7-dihydroxy-6,8-dimethyldeca-4,8-dien-2-yl]-4-hydroxypyran-2-one

C17H24O5 (308.1624)


   

11-chloro-4,9,10,12,12b-pentahydroxy-1,2,10,11,12,12a-hexahydroperylen-3-one

11-chloro-4,9,10,12,12b-pentahydroxy-1,2,10,11,12,12a-hexahydroperylen-3-one

C20H17ClO6 (388.0714)


   

(1s)-5,6-dihydroxy-8-methoxy-1-methyl-1h,2h-cyclopenta[c]isoquinolin-3-one

(1s)-5,6-dihydroxy-8-methoxy-1-methyl-1h,2h-cyclopenta[c]isoquinolin-3-one

C14H13NO4 (259.0845)


   

(1r,2s,6br,12bs)-1,2,4,6b,10-pentahydroxy-2,7,8,12b-tetrahydro-1h-perylene-3,9-dione

(1r,2s,6br,12bs)-1,2,4,6b,10-pentahydroxy-2,7,8,12b-tetrahydro-1h-perylene-3,9-dione

C20H16O7 (368.0896)


   

(2r)-2-(2-{[(3r,4r,5s,7s,16s)-17-amino-4,16-dihydroxy-3,7-dimethylheptadecan-5-yl]oxy}-2-oxoethyl)butanedioic acid

(2r)-2-(2-{[(3r,4r,5s,7s,16s)-17-amino-4,16-dihydroxy-3,7-dimethylheptadecan-5-yl]oxy}-2-oxoethyl)butanedioic acid

C25H47NO8 (489.3302)


   

(1e,3r,4s,9s,10r,11s,14r)-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-diene-4,9,14-triol

(1e,3r,4s,9s,10r,11s,14r)-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-diene-4,9,14-triol

C21H34O4 (350.2457)


   

n-[1-({4-[(3-{3,6-dihydroxy-5-[3-(n,4,5-trihydroxy-3-methylpent-2-enamido)propyl]-2,5-dihydropyrazin-2-yl}propyl)(hydroxy)carbamoyl]-3-methylbut-3-en-1-yl}oxy)-5-(n-hydroxyacetamido)-1-oxopentan-2-yl]ethanimidic acid

n-[1-({4-[(3-{3,6-dihydroxy-5-[3-(n,4,5-trihydroxy-3-methylpent-2-enamido)propyl]-2,5-dihydropyrazin-2-yl}propyl)(hydroxy)carbamoyl]-3-methylbut-3-en-1-yl}oxy)-5-(n-hydroxyacetamido)-1-oxopentan-2-yl]ethanimidic acid

C31H50N6O13 (714.3436)


   

(1s,2r,3r,4r)-1,2,3,4,5-pentahydroxy-7-methoxy-2-methyl-3,4-dihydro-1h-anthracene-9,10-dione

(1s,2r,3r,4r)-1,2,3,4,5-pentahydroxy-7-methoxy-2-methyl-3,4-dihydro-1h-anthracene-9,10-dione

C16H16O8 (336.0845)


   

n-[1-(4-methoxy-6-oxopyran-2-yl)-2-phenylethyl]ethanimidic acid

n-[1-(4-methoxy-6-oxopyran-2-yl)-2-phenylethyl]ethanimidic acid

C16H17NO4 (287.1158)


   

[2-(hydroxymethyl)-3-methoxy-4-methyl-5-[(3-methylbut-2-en-1-yl)oxy]phenyl]methyl acetate

[2-(hydroxymethyl)-3-methoxy-4-methyl-5-[(3-methylbut-2-en-1-yl)oxy]phenyl]methyl acetate

C17H24O5 (308.1624)


   

2,4-dihydroxy-6-[2-(4-hydroxyphenyl)ethenyl]benzaldehyde

2,4-dihydroxy-6-[2-(4-hydroxyphenyl)ethenyl]benzaldehyde

C15H12O4 (256.0736)


   

(5s)-3-[(1r,2s,4ar,6r,8ar)-1,6-dimethyl-2-[(1e,3e)-penta-1,3-dien-1-yl]-4a,5,6,7,8,8a-hexahydro-2h-naphthalene-1-carbonyl]-5-[(1s)-1-hydroxyethyl]-5h-pyrrole-2,4-diol

(5s)-3-[(1r,2s,4ar,6r,8ar)-1,6-dimethyl-2-[(1e,3e)-penta-1,3-dien-1-yl]-4a,5,6,7,8,8a-hexahydro-2h-naphthalene-1-carbonyl]-5-[(1s)-1-hydroxyethyl]-5h-pyrrole-2,4-diol

C24H33NO4 (399.2409)


   

2,4-dihydroxy-6-[(1e)-2-(4-hydroxyphenyl)ethenyl]benzaldehyde

2,4-dihydroxy-6-[(1e)-2-(4-hydroxyphenyl)ethenyl]benzaldehyde

C15H12O4 (256.0736)


   

1,2,3,4,7-pentahydroxy-5-methoxy-2-methyl-3,4-dihydro-1h-anthracene-9,10-dione

1,2,3,4,7-pentahydroxy-5-methoxy-2-methyl-3,4-dihydro-1h-anthracene-9,10-dione

C16H16O8 (336.0845)


   

(3r)-3-hydroxy-4-methoxy-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]-3h-2-benzofuran-1-one

(3r)-3-hydroxy-4-methoxy-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]-3h-2-benzofuran-1-one

C15H18O5 (278.1154)


   

1,10-dihydroxy-3,5,8,9-tetramethyl-16-(2-methylpropyl)-3,6-bis(sec-butyl)-6h,9h,12h,13h,16h,19h,20h,21h,21ah-pyrrolo[1,2-d]1-oxa-4,7,10,13,16-pentaazacyclononadecane-4,7,14,17-tetrone

1,10-dihydroxy-3,5,8,9-tetramethyl-16-(2-methylpropyl)-3,6-bis(sec-butyl)-6h,9h,12h,13h,16h,19h,20h,21h,21ah-pyrrolo[1,2-d]1-oxa-4,7,10,13,16-pentaazacyclononadecane-4,7,14,17-tetrone

C32H55N5O7 (621.4101)


   

4,6,9-trihydroxy-5,6-dihydroperylene-3,10-dione

4,6,9-trihydroxy-5,6-dihydroperylene-3,10-dione

C20H12O5 (332.0685)


   

1,4,9,12a-tetrahydroxy-2,12b-dihydro-1h-perylene-3,10-dione

1,4,9,12a-tetrahydroxy-2,12b-dihydro-1h-perylene-3,10-dione

C20H14O6 (350.079)


   

(2e,6e)-9-[(2s,3s,8r)-3,8-dihydroxy-2-methyl-5-oxo-4,6,7,8-tetrahydro-3h-1-benzopyran-2-yl]-2,6-dimethylnona-2,6-dienoic acid

(2e,6e)-9-[(2s,3s,8r)-3,8-dihydroxy-2-methyl-5-oxo-4,6,7,8-tetrahydro-3h-1-benzopyran-2-yl]-2,6-dimethylnona-2,6-dienoic acid

C21H30O6 (378.2042)


   

10-hydroxy-3,12-dimethoxy-6-methyl-7-oxatricyclo[7.4.0.0²,⁶]trideca-1(13),2,9,11-tetraene-4,8-dione

10-hydroxy-3,12-dimethoxy-6-methyl-7-oxatricyclo[7.4.0.0²,⁶]trideca-1(13),2,9,11-tetraene-4,8-dione

C15H14O6 (290.079)


   

(2e,6r)-6-[(3r,7s,11r)-11-hydroxy-3-methyl-10-oxo-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-6-yl]-2-methylhept-2-enal

(2e,6r)-6-[(3r,7s,11r)-11-hydroxy-3-methyl-10-oxo-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-6-yl]-2-methylhept-2-enal

C21H28O4 (344.1987)


   

13-hydroxy-6-(2-hydroxy-6-methylhept-5-en-2-yl)-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

13-hydroxy-6-(2-hydroxy-6-methylhept-5-en-2-yl)-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

C21H32O4 (348.23)


   

(3z,5s,11e,13r)-5,13-dihydroxy-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,10-dione

(3z,5s,11e,13r)-5,13-dihydroxy-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,10-dione

C16H24O6 (312.1573)


   

1-hydroxy-3-(2-methylpropyl)-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one

1-hydroxy-3-(2-methylpropyl)-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one

C11H18N2O2 (210.1368)


   

(6s)-3,6-dihydroxy-2-{[(1r,5s)-5-hydroxy-5-methyl-2-[(2s)-6-methylhept-5-en-2-yl]cyclopent-2-en-1-yl]methyl}cyclohex-2-en-1-one

(6s)-3,6-dihydroxy-2-{[(1r,5s)-5-hydroxy-5-methyl-2-[(2s)-6-methylhept-5-en-2-yl]cyclopent-2-en-1-yl]methyl}cyclohex-2-en-1-one

C21H32O4 (348.23)


   

(1e,3s,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-10-methyl-4-methylidenetricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one

(1e,3s,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-10-methyl-4-methylidenetricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one

C21H30O5 (362.2093)


   

11-hydroxy-3-methyl-6-(6-methylhept-5-en-2-yl)-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

11-hydroxy-3-methyl-6-(6-methylhept-5-en-2-yl)-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

C21H30O3 (330.2195)


   

5-(6-hydroperoxy-2,6-dimethylhepta-1,4-dien-1-yl)-13-hydroxy-3-methyl-2,6-dioxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

5-(6-hydroperoxy-2,6-dimethylhepta-1,4-dien-1-yl)-13-hydroxy-3-methyl-2,6-dioxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

C21H30O6 (378.2042)


   

7-methoxy-6-methyl-5-[(3-methylbut-2-en-1-yl)oxy]-3h-2-benzofuran-1-one

7-methoxy-6-methyl-5-[(3-methylbut-2-en-1-yl)oxy]-3h-2-benzofuran-1-one

C15H18O4 (262.1205)


   

8-({2-[(1-hydroxyethylidene)amino]-3-phenylpropanoyl}oxy)-8-(2-methyloxiran-2-yl)octa-2,4,6-trienoic acid

8-({2-[(1-hydroxyethylidene)amino]-3-phenylpropanoyl}oxy)-8-(2-methyloxiran-2-yl)octa-2,4,6-trienoic acid

C22H25NO6 (399.1682)


   

methyl 5-chloro-4,8-dihydroxy-6-(hydroxymethyl)-9-oxoxanthene-3-carboxylate

methyl 5-chloro-4,8-dihydroxy-6-(hydroxymethyl)-9-oxoxanthene-3-carboxylate

C16H11ClO7 (350.0193)


   

(3r,6s,7r,13r)-13-methoxy-3-methyl-6-[(2e)-6-methylhepta-2,5-dien-2-yl]-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

(3r,6s,7r,13r)-13-methoxy-3-methyl-6-[(2e)-6-methylhepta-2,5-dien-2-yl]-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

C22H32O3 (344.2351)


   

4-hydroxy-6-[(2s,4r,5r,6s,7e,9s,10r,11e)-2,4,6,10-tetrahydroxy-5,9,11-trimethyltrideca-7,11-dien-1-yl]pyran-2-one

4-hydroxy-6-[(2s,4r,5r,6s,7e,9s,10r,11e)-2,4,6,10-tetrahydroxy-5,9,11-trimethyltrideca-7,11-dien-1-yl]pyran-2-one

C21H32O7 (396.2148)


   

(2e,6e)-10-hydroxy-10-[(2s,7r)-7-hydroxy-4-oxo-3,5,6,7-tetrahydro-2h-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid

(2e,6e)-10-hydroxy-10-[(2s,7r)-7-hydroxy-4-oxo-3,5,6,7-tetrahydro-2h-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid

C21H30O6 (378.2042)


   

12-(6-hydroxy-5-methoxy-6-methylhept-3-en-2-yl)-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradeca-4,8-diene-8-carbaldehyde

12-(6-hydroxy-5-methoxy-6-methylhept-3-en-2-yl)-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradeca-4,8-diene-8-carbaldehyde

C26H38O4 (414.277)


   

methyl 2-[2-(dimethylcarbamoyl)-3-hydroxy-5-methylphenoxy]-5-hydroxy-3-methoxybenzoate

methyl 2-[2-(dimethylcarbamoyl)-3-hydroxy-5-methylphenoxy]-5-hydroxy-3-methoxybenzoate

C19H21NO7 (375.1318)


   

(3ar,7s,16as)-2,7-dihydroxy-6,10,14,16a-tetramethyl-3-[(2s)-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl]-3ah,4h,7h,8h,9h,12h,13h,16h-cyclopenta[15]annulen-1-one

(3ar,7s,16as)-2,7-dihydroxy-6,10,14,16a-tetramethyl-3-[(2s)-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl]-3ah,4h,7h,8h,9h,12h,13h,16h-cyclopenta[15]annulen-1-one

C31H48O9 (564.3298)


   

5-[(2e)-but-2-en-1-yl]-4-methoxy-6-methylpyran-2-one

5-[(2e)-but-2-en-1-yl]-4-methoxy-6-methylpyran-2-one

C11H14O3 (194.0943)


   

(1s,3r,3as,6r,8s,8as)-8-(hydroxymethyl)-5-isopropyl-3-methyl-2,3,3a,6,7,8a-hexahydro-1h-azulene-1,6,8-triol

(1s,3r,3as,6r,8s,8as)-8-(hydroxymethyl)-5-isopropyl-3-methyl-2,3,3a,6,7,8a-hexahydro-1h-azulene-1,6,8-triol

C15H26O4 (270.1831)


   

2-(3,7-dihydroxy-6,8-dimethyldeca-4,8-dien-2-yl)-6-methoxypyran-4-one

2-(3,7-dihydroxy-6,8-dimethyldeca-4,8-dien-2-yl)-6-methoxypyran-4-one

C18H26O5 (322.178)


   

4-methoxy-3,5,6,8-tetramethylchromen-2-one

4-methoxy-3,5,6,8-tetramethylchromen-2-one

C14H16O3 (232.1099)


   

(2r,3e)-2-hydroxy-n-[(2s,3r,4e)-3-hydroxy-9-methylidene-8-oxo-1-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadec-4-en-2-yl]octadec-3-enimidic acid

(2r,3e)-2-hydroxy-n-[(2s,3r,4e)-3-hydroxy-9-methylidene-8-oxo-1-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadec-4-en-2-yl]octadec-3-enimidic acid

C43H77NO10 (767.5547)


   

6-(5,6-dihydroxy-6-methylheptan-2-yl)-13-hydroxy-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

6-(5,6-dihydroxy-6-methylheptan-2-yl)-13-hydroxy-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

C21H32O5 (364.225)


   

1-hydroxy-3-methoxy-6-methylanthracene-9,10-dione

1-hydroxy-3-methoxy-6-methylanthracene-9,10-dione

C16H12O4 (268.0736)


   

(3s,7r,11r)-11-hydroxy-6-[(2s,5e)-7-hydroxy-6-methylhept-5-en-2-yl]-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

(3s,7r,11r)-11-hydroxy-6-[(2s,5e)-7-hydroxy-6-methylhept-5-en-2-yl]-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

C21H30O4 (346.2144)


   

(4r)-3,4-dihydroxy-2-{[(1s,2s,5r)-2-hydroxy-2-methyl-5-[(2e)-6-methylhepta-2,5-dien-2-yl]cyclopentyl]methyl}cyclohex-2-en-1-one

(4r)-3,4-dihydroxy-2-{[(1s,2s,5r)-2-hydroxy-2-methyl-5-[(2e)-6-methylhepta-2,5-dien-2-yl]cyclopentyl]methyl}cyclohex-2-en-1-one

C21H32O4 (348.23)


   

(2r,3s,3as,5's,5as,7r,9ar,9bs)-2'-hydroxy-3-[(1e,3r)-3-hydroxybut-1-en-1-yl]-5'-[(1r)-1-hydroxyethyl]-7,9b-dimethyl-3,3a,5a,6,7,8,9,9a-octahydro-5'h-spiro[cyclopenta[a]naphthalene-2,3'-pyrrole]-1,4'-dione

(2r,3s,3as,5's,5as,7r,9ar,9bs)-2'-hydroxy-3-[(1e,3r)-3-hydroxybut-1-en-1-yl]-5'-[(1r)-1-hydroxyethyl]-7,9b-dimethyl-3,3a,5a,6,7,8,9,9a-octahydro-5'h-spiro[cyclopenta[a]naphthalene-2,3'-pyrrole]-1,4'-dione

C24H33NO5 (415.2359)


   

6-{[(2z)-4-hydroxy-3-methylbut-2-en-1-yl]oxy}-4-methoxy-5-methyl-3h-isoindol-1-ol

6-{[(2z)-4-hydroxy-3-methylbut-2-en-1-yl]oxy}-4-methoxy-5-methyl-3h-isoindol-1-ol

C15H19NO4 (277.1314)


   

13-methoxy-3-methyl-6-[(2e)-6-methylhepta-2,5-dien-2-yl]-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

13-methoxy-3-methyl-6-[(2e)-6-methylhepta-2,5-dien-2-yl]-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

C22H32O3 (344.2351)


   

(2r)-2-(2-{[(3r,4r,5s,7s,14r,16s)-17-amino-4,14,16-trihydroxy-3,7-dimethylheptadecan-5-yl]oxy}-2-oxoethyl)butanedioic acid

(2r)-2-(2-{[(3r,4r,5s,7s,14r,16s)-17-amino-4,14,16-trihydroxy-3,7-dimethylheptadecan-5-yl]oxy}-2-oxoethyl)butanedioic acid

C25H47NO9 (505.3251)


   

(4r)-3,4-dihydroxy-2-{[(1r,5s)-5-hydroxy-2-[(2r,6s)-7-hydroxy-6-methylheptan-2-yl]-5-methylcyclopent-2-en-1-yl]methyl}cyclohex-2-en-1-one

(4r)-3,4-dihydroxy-2-{[(1r,5s)-5-hydroxy-2-[(2r,6s)-7-hydroxy-6-methylheptan-2-yl]-5-methylcyclopent-2-en-1-yl]methyl}cyclohex-2-en-1-one

C21H34O5 (366.2406)


   

6-[(1r,2s,4ar,6r,8ar)-6-hydroxy-2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]-4-amino-2-oxopyran-3-carbaldehyde

6-[(1r,2s,4ar,6r,8ar)-6-hydroxy-2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]-4-amino-2-oxopyran-3-carbaldehyde

C17H21NO4 (303.1471)


   

(2e,10s)-10-hydroxy-10-[(2s,7r)-7-hydroxy-4-oxo-3,5,6,7-tetrahydro-2h-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid

(2e,10s)-10-hydroxy-10-[(2s,7r)-7-hydroxy-4-oxo-3,5,6,7-tetrahydro-2h-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid

C21H30O6 (378.2042)


   

(1r,3s,7r,8e,11s,12r)-12-[(2s,3z,5s)-5,6-dihydroxy-6-methylhept-3-en-2-yl]-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradeca-4,8-diene-8-carbaldehyde

(1r,3s,7r,8e,11s,12r)-12-[(2s,3z,5s)-5,6-dihydroxy-6-methylhept-3-en-2-yl]-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradeca-4,8-diene-8-carbaldehyde

C25H36O4 (400.2613)


   

(1s,2s,3s)-1,2,3,5-tetrahydroxy-7-methoxy-2-methyl-3,4-dihydro-1h-anthracene-9,10-dione

(1s,2s,3s)-1,2,3,5-tetrahydroxy-7-methoxy-2-methyl-3,4-dihydro-1h-anthracene-9,10-dione

C16H16O7 (320.0896)


   

[(1-{[3,4-bis(acetyloxy)-1,6-bis[(2-hydroxy-3-methylbutanoyl)oxy]-5-[(2-isocyano-3-methylbutanoyl)oxy]hexan-2-yl]oxy}-3-methyl-1-oxobutan-2-yl)azaniumylidyne]methylium

[(1-{[3,4-bis(acetyloxy)-1,6-bis[(2-hydroxy-3-methylbutanoyl)oxy]-5-[(2-isocyano-3-methylbutanoyl)oxy]hexan-2-yl]oxy}-3-methyl-1-oxobutan-2-yl)azaniumylidyne]methylium

[C32H48N2O14]2+ (684.3105)


   

(3r,4r,9s,10r,11s,14r)-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-diene-4,9,14-triol

(3r,4r,9s,10r,11s,14r)-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-diene-4,9,14-triol

C21H34O4 (350.2457)


   

4-[(3r,7s,13s)-13-hydroxy-3-methyl-10-oxo-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-6-yl]pentanoic acid

4-[(3r,7s,13s)-13-hydroxy-3-methyl-10-oxo-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-6-yl]pentanoic acid

C18H24O5 (320.1624)


   

(2s,5r)-5-hydroxy-2-[(5e,9r)-2,9,10-trihydroxy-6,10-dimethylundec-5-en-2-yl]-3,5,6,7-tetrahydro-2h-1-benzofuran-4-one

(2s,5r)-5-hydroxy-2-[(5e,9r)-2,9,10-trihydroxy-6,10-dimethylundec-5-en-2-yl]-3,5,6,7-tetrahydro-2h-1-benzofuran-4-one

C21H34O6 (382.2355)


   

(4s)-3,4-dihydroxy-2-{[(1r,5r)-5-hydroxy-2-[(2s,5e)-7-hydroxy-6-methylhept-5-en-2-yl]-5-methylcyclopent-2-en-1-yl]methyl}cyclohex-2-en-1-one

(4s)-3,4-dihydroxy-2-{[(1r,5r)-5-hydroxy-2-[(2s,5e)-7-hydroxy-6-methylhept-5-en-2-yl]-5-methylcyclopent-2-en-1-yl]methyl}cyclohex-2-en-1-one

C21H32O5 (364.225)


   

(3s,7r,11s)-6-[(2r,5s)-5,6-dihydroxy-6-methylheptan-2-yl]-11-methoxy-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

(3s,7r,11s)-6-[(2r,5s)-5,6-dihydroxy-6-methylheptan-2-yl]-11-methoxy-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

C22H34O5 (378.2406)


   

4-ethoxy-6-(2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)-2-oxopyran-3-carbaldehyde

4-ethoxy-6-(2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)-2-oxopyran-3-carbaldehyde

C19H24O4 (316.1675)


   

6-[(4-hydroxy-3-methylbut-2-en-1-yl)oxy]-4-methoxy-5-methyl-3h-isoindol-1-ol

6-[(4-hydroxy-3-methylbut-2-en-1-yl)oxy]-4-methoxy-5-methyl-3h-isoindol-1-ol

C15H19NO4 (277.1314)


   

7-hydroxy-3-(2-hydroxypropyl)-5,6-dimethylisochromen-1-one

7-hydroxy-3-(2-hydroxypropyl)-5,6-dimethylisochromen-1-one

C14H16O4 (248.1049)


   

(1r,4s,4as,8as)-1-(hydroxymethyl)-2,5,5,8a-tetramethyl-4a,6,7,8-tetrahydro-4h-naphthalene-1,4-diol

(1r,4s,4as,8as)-1-(hydroxymethyl)-2,5,5,8a-tetramethyl-4a,6,7,8-tetrahydro-4h-naphthalene-1,4-diol

C15H26O3 (254.1882)


   

3,8,10-trihydroxy-6-methoxy-3-methyl-9-oxo-1,2,4,4a,9a,10-hexahydroanthracen-2-yl acetate

3,8,10-trihydroxy-6-methoxy-3-methyl-9-oxo-1,2,4,4a,9a,10-hexahydroanthracen-2-yl acetate

C18H22O7 (350.1365)


   

16-(acetyloxy)-1,12-bis(methylsulfanyl)-2,13-dioxo-8,19-dioxa-3,14-diazapentacyclo[12.8.0.0³,¹².0⁴,¹⁰.0¹⁵,²¹]docosa-6,9,17,20-tetraen-5-yl acetate

16-(acetyloxy)-1,12-bis(methylsulfanyl)-2,13-dioxo-8,19-dioxa-3,14-diazapentacyclo[12.8.0.0³,¹².0⁴,¹⁰.0¹⁵,²¹]docosa-6,9,17,20-tetraen-5-yl acetate

C24H26N2O8S2 (534.1131)


   

(6r)-10-hydroxy-3,12-dimethoxy-6-methyl-7-oxatricyclo[7.4.0.0²,⁶]trideca-1(13),2,9,11-tetraene-4,8-dione

(6r)-10-hydroxy-3,12-dimethoxy-6-methyl-7-oxatricyclo[7.4.0.0²,⁶]trideca-1(13),2,9,11-tetraene-4,8-dione

C15H14O6 (290.079)


   

4-hydroxy-6-(2,4,8-trihydroxy-3,7,9-trimethylundeca-5,9-dien-1-yl)-5,6-dihydropyran-2-one

4-hydroxy-6-(2,4,8-trihydroxy-3,7,9-trimethylundeca-5,9-dien-1-yl)-5,6-dihydropyran-2-one

C19H30O6 (354.2042)


   

(2e,4e,6e)-8-({2-[(2,3-dihydroxy-3-methylbutanoyl)oxy]-3-methylpentanoyl}oxy)-8-(2-methyloxiran-2-yl)octa-2,4,6-trienoic acid

(2e,4e,6e)-8-({2-[(2,3-dihydroxy-3-methylbutanoyl)oxy]-3-methylpentanoyl}oxy)-8-(2-methyloxiran-2-yl)octa-2,4,6-trienoic acid

C22H32O9 (440.2046)


   

(5s)-5-hydroxy-2-(3-hydroxy-5-methoxyphenyl)-3-methylcyclopent-2-en-1-one

(5s)-5-hydroxy-2-(3-hydroxy-5-methoxyphenyl)-3-methylcyclopent-2-en-1-one

C13H14O4 (234.0892)


   

3-hydroxy-2-{[2-hydroxy-2-methyl-5-(6-methylhepta-2,5-dien-2-yl)cyclopentyl]methyl}-4-methoxycyclohex-2-en-1-one

3-hydroxy-2-{[2-hydroxy-2-methyl-5-(6-methylhepta-2,5-dien-2-yl)cyclopentyl]methyl}-4-methoxycyclohex-2-en-1-one

C22H34O4 (362.2457)


   

(1r,2s,3r,4s)-1,2,3,4,5-pentahydroxy-7-methoxy-2,8-dimethyl-3,4-dihydro-1h-anthracene-9,10-dione

(1r,2s,3r,4s)-1,2,3,4,5-pentahydroxy-7-methoxy-2,8-dimethyl-3,4-dihydro-1h-anthracene-9,10-dione

C17H18O8 (350.1002)


   

(4s)-2-{[(1s,5s)-2-[(2r,5s)-5,6-dihydroxy-6-methylheptan-2-yl]-5-hydroxy-5-methylcyclopent-2-en-1-yl]methyl}-3-hydroxy-4-methoxycyclohex-2-en-1-one

(4s)-2-{[(1s,5s)-2-[(2r,5s)-5,6-dihydroxy-6-methylheptan-2-yl]-5-hydroxy-5-methylcyclopent-2-en-1-yl]methyl}-3-hydroxy-4-methoxycyclohex-2-en-1-one

C22H36O6 (396.2512)


   

(1r,6br,12bs)-1,4,6b,10-tetrahydroxy-2,7,8,12b-tetrahydro-1h-perylene-3,9-dione

(1r,6br,12bs)-1,4,6b,10-tetrahydroxy-2,7,8,12b-tetrahydro-1h-perylene-3,9-dione

C20H16O6 (352.0947)


   

1,6,9-trihydroxy-7ah,8ah,8bh,8ch,9h,10h-peryleno[1,2-b]oxirene-7,11-dione

1,6,9-trihydroxy-7ah,8ah,8bh,8ch,9h,10h-peryleno[1,2-b]oxirene-7,11-dione

C20H14O6 (350.079)


   

(1s,12ar,12bs)-1,4,9,12a-tetrahydroxy-2,11,12,12b-tetrahydro-1h-perylene-3,10-dione

(1s,12ar,12bs)-1,4,9,12a-tetrahydroxy-2,11,12,12b-tetrahydro-1h-perylene-3,10-dione

C20H16O6 (352.0947)


   

tetrahydroaltersolanol e

tetrahydroaltersolanol e

C16H20O6 (308.126)


   

(1r,3ar,5r,5ar,7s,9ar,9bs,11ar)-9a,11a-dimethyl-1-[(2r,3e,5r)-4,5,6-trimethylhept-3-en-2-yl]-1h,2h,3h,3ah,5h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-5,5a,7-triol

(1r,3ar,5r,5ar,7s,9ar,9bs,11ar)-9a,11a-dimethyl-1-[(2r,3e,5r)-4,5,6-trimethylhept-3-en-2-yl]-1h,2h,3h,3ah,5h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-5,5a,7-triol

C29H48O3 (444.3603)


   

3,5-dicaffeoylquinic acid

NA

C25H24O12 (516.1268)


{"Ingredient_id": "HBIN007602","Ingredient_name": "3,5-dicaffeoylquinic acid","Alias": "NA","Ingredient_formula": "C25H24O12","Ingredient_Smile": "C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O","Ingredient_weight": "516.4 g/mol","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "41070","TCMSP_id": "NA","TCM_ID_id": "21406","PubChem_id": "13604688","DrugBank_id": "NA"}

   

4-[(3s,7r,11s)-11-hydroxy-3-methyl-10-oxo-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-6-yl]pentanoic acid

4-[(3s,7r,11s)-11-hydroxy-3-methyl-10-oxo-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-6-yl]pentanoic acid

C18H24O5 (320.1624)


   

1-[2,4-dihydroxy-5-(sec-butyl)-5h-pyrrol-3-yl]ethanone

1-[2,4-dihydroxy-5-(sec-butyl)-5h-pyrrol-3-yl]ethanone

C10H15NO3 (197.1052)


   

1-[(5r)-5-[(2s)-butan-2-yl]-2,4-dihydroxy-5h-pyrrol-3-yl]ethanone

1-[(5r)-5-[(2s)-butan-2-yl]-2,4-dihydroxy-5h-pyrrol-3-yl]ethanone

C10H15NO3 (197.1052)


   

(2s)-n-[(2s)-4-methyl-1-[(2r)-2-(methylamino)-n-(2-oxoethyl)-3-phenylpropanamido]-1-oxopent-4-en-2-yl]-2-(methylamino)propanimidic acid

(2s)-n-[(2s)-4-methyl-1-[(2r)-2-(methylamino)-n-(2-oxoethyl)-3-phenylpropanamido]-1-oxopent-4-en-2-yl]-2-(methylamino)propanimidic acid

C22H32N4O4 (416.2423)


   

(1e,3r,4s,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one

(1e,3r,4s,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one

C21H32O5 (364.225)


   

4,8,10-trihydroxy-2,10,11,12-tetrahydro-1h-perylen-3-one

4,8,10-trihydroxy-2,10,11,12-tetrahydro-1h-perylen-3-one

C20H16O4 (320.1049)


   

(1r,3s,4r,7r,8e,11s,12r)-4-hydroxy-12-[(2s)-6-hydroxy-5-methoxy-6-methylhept-3-en-2-yl]-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradec-8-ene-8-carbaldehyde

(1r,3s,4r,7r,8e,11s,12r)-4-hydroxy-12-[(2s)-6-hydroxy-5-methoxy-6-methylhept-3-en-2-yl]-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradec-8-ene-8-carbaldehyde

C26H40O5 (432.2876)


   

(2s,5r)-5-hydroxy-2-[(2s,9r)-2,9,10-trihydroxy-6,10-dimethylundec-5-en-2-yl]-3,5,6,7-tetrahydro-2h-1-benzofuran-4-one

(2s,5r)-5-hydroxy-2-[(2s,9r)-2,9,10-trihydroxy-6,10-dimethylundec-5-en-2-yl]-3,5,6,7-tetrahydro-2h-1-benzofuran-4-one

C21H34O6 (382.2355)


   

(2e,6e,10e)-12-[(3s,5r)-2,3-dihydroxy-5-methoxy-6-oxocyclohex-1-en-1-yl]-2,6,10-trimethyldodeca-2,6,10-trienoic acid

(2e,6e,10e)-12-[(3s,5r)-2,3-dihydroxy-5-methoxy-6-oxocyclohex-1-en-1-yl]-2,6,10-trimethyldodeca-2,6,10-trienoic acid

C22H32O6 (392.2199)


   

(4s,8e)-12,14-dichloro-11,13-dihydroxy-4-methyl-4,5,6,7-tetrahydro-1h-3-benzoxacyclododecine-2,10-dione

(4s,8e)-12,14-dichloro-11,13-dihydroxy-4-methyl-4,5,6,7-tetrahydro-1h-3-benzoxacyclododecine-2,10-dione

C16H16Cl2O5 (358.0375)


   

6-(7-hydroxy-6-methylheptan-2-yl)-11-methoxy-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

6-(7-hydroxy-6-methylheptan-2-yl)-11-methoxy-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

C22H34O4 (362.2457)


   

2-{[2-(5,6-dihydroxy-6-methylheptan-2-yl)-5-hydroxy-5-methylcyclopent-2-en-1-yl]methyl}-3-hydroxy-4-methoxycyclohex-2-en-1-one

2-{[2-(5,6-dihydroxy-6-methylheptan-2-yl)-5-hydroxy-5-methylcyclopent-2-en-1-yl]methyl}-3-hydroxy-4-methoxycyclohex-2-en-1-one

C22H36O6 (396.2512)


   

1,6,7,8c-tetrahydroxy-7h,7ah,8ah,8bh,9h,10h-peryleno[1,2-b]oxiren-11-one

1,6,7,8c-tetrahydroxy-7h,7ah,8ah,8bh,9h,10h-peryleno[1,2-b]oxiren-11-one

C20H16O6 (352.0947)


   

[3-methoxy-2-(methoxymethyl)-4-methyl-5-[(3-methylbut-2-en-1-yl)oxy]phenyl]methanol

[3-methoxy-2-(methoxymethyl)-4-methyl-5-[(3-methylbut-2-en-1-yl)oxy]phenyl]methanol

C16H24O4 (280.1675)


   

5-(2-carboxy-3-hydroxy-5-methoxyphenyl)-4-methyl-6-oxopyran-2-carboxylic acid

5-(2-carboxy-3-hydroxy-5-methoxyphenyl)-4-methyl-6-oxopyran-2-carboxylic acid

C15H12O8 (320.0532)


   

1,10-dihydroxy-6-isopropyl-3,5,8,9-tetramethyl-16-(2-methylpropyl)-3-(sec-butyl)-6h,9h,12h,13h,16h,19h,20h,21h,21ah-pyrrolo[1,2-d]1-oxa-4,7,10,13,16-pentaazacyclononadecane-4,7,14,17-tetrone

1,10-dihydroxy-6-isopropyl-3,5,8,9-tetramethyl-16-(2-methylpropyl)-3-(sec-butyl)-6h,9h,12h,13h,16h,19h,20h,21h,21ah-pyrrolo[1,2-d]1-oxa-4,7,10,13,16-pentaazacyclononadecane-4,7,14,17-tetrone

C31H53N5O7 (607.3945)


   

5-[(1e)-2-(3,5-dihydroxyphenyl)ethenyl]-2-hydroxybenzaldehyde

5-[(1e)-2-(3,5-dihydroxyphenyl)ethenyl]-2-hydroxybenzaldehyde

C15H12O4 (256.0736)


   

9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one

9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one

C21H32O4 (348.23)


   

4-(4-methoxy-2-methyl-6-oxopyran-3-yl)but-2-enoic acid

4-(4-methoxy-2-methyl-6-oxopyran-3-yl)but-2-enoic acid

C11H12O5 (224.0685)


   

(2e)-8-({2-[(1-hydroxyethylidene)amino]-3-phenylpropanoyl}oxy)-8-(2-methyloxiran-2-yl)octa-2,4,6-trienoic acid

(2e)-8-({2-[(1-hydroxyethylidene)amino]-3-phenylpropanoyl}oxy)-8-(2-methyloxiran-2-yl)octa-2,4,6-trienoic acid

C22H25NO6 (399.1682)


   

2-[7-(hydroxymethyl)-6-propyl-1-benzofuran-2-yl]propan-2-ol

2-[7-(hydroxymethyl)-6-propyl-1-benzofuran-2-yl]propan-2-ol

C15H20O3 (248.1412)


   

1-[(2r,4r,5s,6r)-4-hydroxy-6-[(1e,3s,4r,5e)-4-hydroxy-3,5-dimethylhepta-1,5-dien-1-yl]-5-methyloxan-2-yl]propan-2-one

1-[(2r,4r,5s,6r)-4-hydroxy-6-[(1e,3s,4r,5e)-4-hydroxy-3,5-dimethylhepta-1,5-dien-1-yl]-5-methyloxan-2-yl]propan-2-one

C18H30O4 (310.2144)


   

6,9-dihydroxy-12-isopropyl-6-(methoxymethyl)-2,10-dimethyl-15-oxatetracyclo[7.5.1.0³,⁷.0¹⁰,¹³]pentadeca-7,12-dien-11-one

6,9-dihydroxy-12-isopropyl-6-(methoxymethyl)-2,10-dimethyl-15-oxatetracyclo[7.5.1.0³,⁷.0¹⁰,¹³]pentadeca-7,12-dien-11-one

C21H30O5 (362.2093)


   

6-benzyl-5-hydroxy-1-methyl-3-({4-[(3-methylbut-2-en-1-yl)oxy]phenyl}methyl)-3,6-dihydropyrazin-2-one

6-benzyl-5-hydroxy-1-methyl-3-({4-[(3-methylbut-2-en-1-yl)oxy]phenyl}methyl)-3,6-dihydropyrazin-2-one

C24H28N2O3 (392.21)


   

(1r,2r,3r)-1,2,3,5-tetrahydroxy-7-methoxy-2-methyl-3,4-dihydro-1h-anthracene-9,10-dione

(1r,2r,3r)-1,2,3,5-tetrahydroxy-7-methoxy-2-methyl-3,4-dihydro-1h-anthracene-9,10-dione

C16H16O7 (320.0896)


   

4-acetyl-5-hydroxy-2-(sec-butyl)-2,4-dihydropyrrol-3-one

4-acetyl-5-hydroxy-2-(sec-butyl)-2,4-dihydropyrrol-3-one

C10H15NO3 (197.1052)


   

(5r,6r,7r,10r,10as)-1,5,6,7,10-pentahydroxy-3-methoxy-6-methyl-5,7,10,10a-tetrahydroanthracen-9-one

(5r,6r,7r,10r,10as)-1,5,6,7,10-pentahydroxy-3-methoxy-6-methyl-5,7,10,10a-tetrahydroanthracen-9-one

C16H18O7 (322.1052)


   

2-{2-[(17-amino-5,13,14,16-tetrahydroxy-3,7-dimethylheptadecan-4-yl)oxy]-2-oxoethyl}butanedioic acid

2-{2-[(17-amino-5,13,14,16-tetrahydroxy-3,7-dimethylheptadecan-4-yl)oxy]-2-oxoethyl}butanedioic acid

C25H47NO10 (521.32)


   

3,4-dihydroxy-2-methyl-7-(prop-1-en-1-yl)-2h,3h,4h-pyrano[4,3-b]pyran-5-one

3,4-dihydroxy-2-methyl-7-(prop-1-en-1-yl)-2h,3h,4h-pyrano[4,3-b]pyran-5-one

C12H14O5 (238.0841)


   

(6r,7r,8r)-4,4',6,6',7,8-hexahydroxy-2,2'-dimethoxy-7,7'-dimethyl-6,8-dihydro-5h-[1,1'-bianthracene]-9,9',10,10'-tetrone

(6r,7r,8r)-4,4',6,6',7,8-hexahydroxy-2,2'-dimethoxy-7,7'-dimethyl-6,8-dihydro-5h-[1,1'-bianthracene]-9,9',10,10'-tetrone

C32H26O12 (602.1424)


   

alterporriol r

alterporriol r

C32H22O10 (566.1213)


   

2,3,7-trihydroxy-9-methoxybenzo[c]chromen-6-one

2,3,7-trihydroxy-9-methoxybenzo[c]chromen-6-one

C14H10O6 (274.0477)


   

(3s,7r,11s)-11-hydroxy-6-[(2r,6s)-7-hydroxy-6-methylheptan-2-yl]-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

(3s,7r,11s)-11-hydroxy-6-[(2r,6s)-7-hydroxy-6-methylheptan-2-yl]-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

C21H32O4 (348.23)


   

(1e,3r,9s,10r,11s,14r)-9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one

(1e,3r,9s,10r,11s,14r)-9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one

C21H32O4 (348.23)


   

(1s,2r,3r,3as,4s,8ar)-2,3,4-trihydroxy-4-(hydroxymethyl)-7-isopropyl-1-methyl-1,2,3,3a,5,8a-hexahydroazulen-6-one

(1s,2r,3r,3as,4s,8ar)-2,3,4-trihydroxy-4-(hydroxymethyl)-7-isopropyl-1-methyl-1,2,3,3a,5,8a-hexahydroazulen-6-one

C15H24O5 (284.1624)


   

13-hydroxy-6-[(2z,5e)-7-hydroxy-6-methylhepta-2,5-dien-2-yl]-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

13-hydroxy-6-[(2z,5e)-7-hydroxy-6-methylhepta-2,5-dien-2-yl]-3-methyl-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

C21H30O4 (346.2144)


   

(1r,3s,7r,8e,11s,12s)-12-[(1r)-1-(5,5-dimethyl-2h-furan-2-yl)ethyl]-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradeca-4,8-diene-8-carbaldehyde

(1r,3s,7r,8e,11s,12s)-12-[(1r)-1-(5,5-dimethyl-2h-furan-2-yl)ethyl]-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradeca-4,8-diene-8-carbaldehyde

C25H34O3 (382.2508)


   

5-hydroxy-2,7-dimethylchromen-4-one

5-hydroxy-2,7-dimethylchromen-4-one

C11H10O3 (190.063)


   

methyl (1r,5s)-1,3,5-trihydroxy-2-methoxy-5-methyl-4-oxocyclopent-2-ene-1-carboxylate

methyl (1r,5s)-1,3,5-trihydroxy-2-methoxy-5-methyl-4-oxocyclopent-2-ene-1-carboxylate

C9H12O7 (232.0583)


   

(4as)-3,7-dihydroxy-9-methoxy-4a-methylbenzo[c]chromene-2,6-dione

(4as)-3,7-dihydroxy-9-methoxy-4a-methylbenzo[c]chromene-2,6-dione

C15H12O6 (288.0634)


   

(2e)-6-{5-[(2,3-dihydroxy-6-oxocyclohex-1-en-1-yl)methyl]-4-hydroxy-4-methylcyclopent-1-en-1-yl}-2-methylhept-2-enal

(2e)-6-{5-[(2,3-dihydroxy-6-oxocyclohex-1-en-1-yl)methyl]-4-hydroxy-4-methylcyclopent-1-en-1-yl}-2-methylhept-2-enal

C21H30O5 (362.2093)


   

11-hydroxy-3-methyl-6-[(2z)-6-methylhepta-2,5-dien-2-yl]-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

11-hydroxy-3-methyl-6-[(2z)-6-methylhepta-2,5-dien-2-yl]-2-oxatricyclo[7.4.0.0³,⁷]tridec-1(9)-en-10-one

C21H30O3 (330.2195)


   

(4r)-3,4-dihydroxy-2-{[(1s,5s)-5-hydroxy-5-methyl-2-[(2s)-6-methylhept-5-en-2-yl]cyclopent-2-en-1-yl]methyl}cyclohex-2-en-1-one

(4r)-3,4-dihydroxy-2-{[(1s,5s)-5-hydroxy-5-methyl-2-[(2s)-6-methylhept-5-en-2-yl]cyclopent-2-en-1-yl]methyl}cyclohex-2-en-1-one

C21H32O4 (348.23)


   

12-benzyl-5,11-dihydroxy-1,6,7-trimethyl-3-(2-methylpropyl)-1,4,7,10-tetraazacyclododeca-4,10-diene-2,8-dione

12-benzyl-5,11-dihydroxy-1,6,7-trimethyl-3-(2-methylpropyl)-1,4,7,10-tetraazacyclododeca-4,10-diene-2,8-dione

C22H32N4O4 (416.2423)


   

2-hydroxy-n-(3-hydroxy-9-methylidene-8-oxo-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadec-4-en-2-yl)octadec-3-enimidic acid

2-hydroxy-n-(3-hydroxy-9-methylidene-8-oxo-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadec-4-en-2-yl)octadec-3-enimidic acid

C43H77NO10 (767.5547)


   

1-[(6s)-1,4,6,9,10-pentahydroxy-7-methoxy-6h-benzo[c]chromen-2-yl]ethanone

1-[(6s)-1,4,6,9,10-pentahydroxy-7-methoxy-6h-benzo[c]chromen-2-yl]ethanone

C16H14O8 (334.0689)


   

3-hydroxy-2-({5-hydroxy-5-methyl-2-[(2z)-6-methylhepta-2,5-dien-2-yl]cyclopent-2-en-1-yl}methyl)-4-methoxycyclohex-2-en-1-one

3-hydroxy-2-({5-hydroxy-5-methyl-2-[(2z)-6-methylhepta-2,5-dien-2-yl]cyclopent-2-en-1-yl}methyl)-4-methoxycyclohex-2-en-1-one

C22H32O4 (360.23)


   

(3s,6s,9s,16r,21as)-3,6-bis[(2s)-butan-2-yl]-1,10-dihydroxy-5,8,9-trimethyl-16-(2-methylpropyl)-3h,6h,9h,12h,13h,16h,19h,20h,21h,21ah-pyrrolo[1,2-d]1-oxa-4,7,10,13,16-pentaazacyclononadecane-4,7,14,17-tetrone

(3s,6s,9s,16r,21as)-3,6-bis[(2s)-butan-2-yl]-1,10-dihydroxy-5,8,9-trimethyl-16-(2-methylpropyl)-3h,6h,9h,12h,13h,16h,19h,20h,21h,21ah-pyrrolo[1,2-d]1-oxa-4,7,10,13,16-pentaazacyclononadecane-4,7,14,17-tetrone

C31H53N5O7 (607.3945)


   

4,14-dioxaheptacyclo[10.8.1.1²,⁷.0³,⁵.0¹³,¹⁵.0¹⁷,²¹.0¹¹,²²]docosa-1(20),7(22),8,10,17(21),18-hexaene-6,8,16,18-tetrol

4,14-dioxaheptacyclo[10.8.1.1²,⁷.0³,⁵.0¹³,¹⁵.0¹⁷,²¹.0¹¹,²²]docosa-1(20),7(22),8,10,17(21),18-hexaene-6,8,16,18-tetrol

C20H16O6 (352.0947)


   

(1r,9ar,9br,11ar)-1-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

(1r,9ar,9br,11ar)-1-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C28H40O (392.3079)


   

4,4',6,6',7,7',8,8'-octahydroxy-2,2'-dimethoxy-7,7'-dimethyl-5h,5'h,6h,6'h,8h,8'h-[1,1'-bianthracene]-9,9',10,10'-tetrone

4,4',6,6',7,7',8,8'-octahydroxy-2,2'-dimethoxy-7,7'-dimethyl-5h,5'h,6h,6'h,8h,8'h-[1,1'-bianthracene]-9,9',10,10'-tetrone

C32H30O14 (638.1635)


   

(1r,2e,4r,7s,8r,9s)-12-isopropyl-4-(methoxymethyl)-1,8-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-2,11-diene-4,9-diol

(1r,2e,4r,7s,8r,9s)-12-isopropyl-4-(methoxymethyl)-1,8-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-2,11-diene-4,9-diol

C21H34O3 (334.2508)


   

10,11-dihydroxy-4-methoxy-13-methyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),3,5,10,12-hexaene-6-carboxylic acid

10,11-dihydroxy-4-methoxy-13-methyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),3,5,10,12-hexaene-6-carboxylic acid

C15H12O6 (288.0634)


   

(7ar,8ar,8bs,8cr)-1,6,8c-trihydroxy-7ah,8ah,8bh,9h,10h-peryleno[1,2-b]oxirene-7,11-dione

(7ar,8ar,8bs,8cr)-1,6,8c-trihydroxy-7ah,8ah,8bh,9h,10h-peryleno[1,2-b]oxirene-7,11-dione

C20H14O6 (350.079)


   

(3r,6s,12z)-5,11-dihydroxy-1,6,7-trimethyl-3-(2-methylpropyl)-12-(phenylmethylidene)-1,4,7,10-tetraazacyclododeca-4,10-diene-2,8-dione

(3r,6s,12z)-5,11-dihydroxy-1,6,7-trimethyl-3-(2-methylpropyl)-12-(phenylmethylidene)-1,4,7,10-tetraazacyclododeca-4,10-diene-2,8-dione

C22H30N4O4 (414.2267)


   

{[(2r)-1-{[(2r,3r,4s,5r)-3,4-bis(acetyloxy)-6-{[(2r)-2-hydroxy-3-methylbutanoyl]oxy}-1-{[(2s)-2-hydroxy-3-methylbutanoyl]oxy}-5-{[(2s)-3-methyl-2-(methylidyneammonio)butanoyl]oxy}hexan-2-yl]oxy}-3-methyl-1-oxobutan-2-yl]imino}methanide

{[(2r)-1-{[(2r,3r,4s,5r)-3,4-bis(acetyloxy)-6-{[(2r)-2-hydroxy-3-methylbutanoyl]oxy}-1-{[(2s)-2-hydroxy-3-methylbutanoyl]oxy}-5-{[(2s)-3-methyl-2-(methylidyneammonio)butanoyl]oxy}hexan-2-yl]oxy}-3-methyl-1-oxobutan-2-yl]imino}methanide

C32H50N2O14 (686.3262)


   

[(e)-[4-(methylsulfanyl)-1-{[(2r,3r,4s,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}butylidene]amino]oxysulfonic acid

[(e)-[4-(methylsulfanyl)-1-{[(2r,3r,4s,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}butylidene]amino]oxysulfonic acid

C11H21NO9S3 (407.0378)


   

4-{11-hydroxy-3-methyl-10-oxo-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-6-yl}pentanoic acid

4-{11-hydroxy-3-methyl-10-oxo-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-6-yl}pentanoic acid

C18H24O5 (320.1624)


   

3-(2,6-dihydroxy-4-methylphenyl)-5,7-dihydroxy-3h-1-benzofuran-2-one

3-(2,6-dihydroxy-4-methylphenyl)-5,7-dihydroxy-3h-1-benzofuran-2-one

C15H12O6 (288.0634)


   

2,7-dihydroxy-6,10,14,16a-tetramethyl-3-(1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-3ah,4h,7h,8h,9h,12h,13h,16h-cyclopenta[15]annulen-1-one

2,7-dihydroxy-6,10,14,16a-tetramethyl-3-(1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-3ah,4h,7h,8h,9h,12h,13h,16h-cyclopenta[15]annulen-1-one

C31H48O9 (564.3298)


   

(1e,3r,4r,9s,10r,11s,14r)-4,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one

(1e,3r,4r,9s,10r,11s,14r)-4,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one

C21H32O5 (364.225)


   

(2s,3s,4r)-3-hydroxy-4-methoxy-2-methyl-7-[(2s,3s)-3-methyloxiran-2-yl]-2h,3h,4h-pyrano[4,3-b]pyran-5-one

(2s,3s,4r)-3-hydroxy-4-methoxy-2-methyl-7-[(2s,3s)-3-methyloxiran-2-yl]-2h,3h,4h-pyrano[4,3-b]pyran-5-one

C13H16O6 (268.0947)


   

12-(2,3-dihydroxy-5-methoxy-6-oxocyclohex-1-en-1-yl)-2,6,10-trimethyldodeca-2,6,10-trienoic acid

12-(2,3-dihydroxy-5-methoxy-6-oxocyclohex-1-en-1-yl)-2,6,10-trimethyldodeca-2,6,10-trienoic acid

C22H32O6 (392.2199)


   

(3r,6s,12r)-12-benzyl-5,11-dihydroxy-1,6,7-trimethyl-3-(2-methylpropyl)-1,4,7,10-tetraazacyclododeca-4,10-diene-2,8-dione

(3r,6s,12r)-12-benzyl-5,11-dihydroxy-1,6,7-trimethyl-3-(2-methylpropyl)-1,4,7,10-tetraazacyclododeca-4,10-diene-2,8-dione

C22H32N4O4 (416.2423)


   

(2r,3r)-3-hydroxy-2-methyl-7-[(1e)-prop-1-en-1-yl]-2h,3h-pyrano[4,3-b]pyran-4,5-dione

(2r,3r)-3-hydroxy-2-methyl-7-[(1e)-prop-1-en-1-yl]-2h,3h-pyrano[4,3-b]pyran-4,5-dione

C12H12O5 (236.0685)


   

(2e,10s)-10-hydroxy-10-[(2s,5r)-5-hydroxy-4-oxo-3,5,6,7-tetrahydro-2h-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid

(2e,10s)-10-hydroxy-10-[(2s,5r)-5-hydroxy-4-oxo-3,5,6,7-tetrahydro-2h-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid

C21H30O6 (378.2042)


   

(4s)-3-hydroxy-2-{[(1r,5s)-5-hydroxy-5-methyl-2-[(2z)-6-methylhepta-2,5-dien-2-yl]cyclopent-2-en-1-yl]methyl}-4-methoxycyclohex-2-en-1-one

(4s)-3-hydroxy-2-{[(1r,5s)-5-hydroxy-5-methyl-2-[(2z)-6-methylhepta-2,5-dien-2-yl]cyclopent-2-en-1-yl]methyl}-4-methoxycyclohex-2-en-1-one

C22H32O4 (360.23)


   

(3r,6s,12r,15s,18s)-3,12-dibenzyl-5,14-dihydroxy-15-isopropyl-16-oxa-1,4,10,13-tetraazatricyclo[16.3.0.0⁶,¹⁰]henicosa-4,13-diene-2,11,17-trione

(3r,6s,12r,15s,18s)-3,12-dibenzyl-5,14-dihydroxy-15-isopropyl-16-oxa-1,4,10,13-tetraazatricyclo[16.3.0.0⁶,¹⁰]henicosa-4,13-diene-2,11,17-trione

C33H40N4O6 (588.2948)


   

(2s,3r,5s,6r,12s,13r,15s,16r)-4,14-dioxaheptacyclo[10.8.1.1²,⁷.0³,⁵.0¹³,¹⁵.0¹⁷,²¹.0¹¹,²²]docosa-1(20),7(22),8,10,17(21),18-hexaene-6,8,16,18-tetrol

(2s,3r,5s,6r,12s,13r,15s,16r)-4,14-dioxaheptacyclo[10.8.1.1²,⁷.0³,⁵.0¹³,¹⁵.0¹⁷,²¹.0¹¹,²²]docosa-1(20),7(22),8,10,17(21),18-hexaene-6,8,16,18-tetrol

C20H16O6 (352.0947)


   

[(z)-{4-[(r)-methanesulfinyl]-1-{[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}butylidene}amino]oxysulfonic acid

[(z)-{4-[(r)-methanesulfinyl]-1-{[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}butylidene}amino]oxysulfonic acid

C11H21NO10S3 (423.0328)


   

3,6-dihydroxy-2-{[2-hydroxy-2-methyl-5-(6-methylhepta-2,5-dien-2-yl)cyclopentyl]methyl}cyclohex-2-en-1-one

3,6-dihydroxy-2-{[2-hydroxy-2-methyl-5-(6-methylhepta-2,5-dien-2-yl)cyclopentyl]methyl}cyclohex-2-en-1-one

C21H32O4 (348.23)


   

(4r)-3-hydroxy-2-{[(1r,5s)-5-hydroxy-5-methyl-2-[(2r)-6-methylhept-5-en-2-yl]cyclopent-2-en-1-yl]methyl}-4-methoxycyclohex-2-en-1-one

(4r)-3-hydroxy-2-{[(1r,5s)-5-hydroxy-5-methyl-2-[(2r)-6-methylhept-5-en-2-yl]cyclopent-2-en-1-yl]methyl}-4-methoxycyclohex-2-en-1-one

C22H34O4 (362.2457)


   

1,2,3,4,5-pentahydroxy-8-(methanesulfonylmethyl)-7-methoxy-2-methyl-3,4-dihydro-1h-anthracene-9,10-dione

1,2,3,4,5-pentahydroxy-8-(methanesulfonylmethyl)-7-methoxy-2-methyl-3,4-dihydro-1h-anthracene-9,10-dione

C18H20O10S (428.0777)


   

methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)prop-2-enoate

methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)prop-2-enoate

C9H11NO4 (197.0688)


   

(4r)-3,4-dihydroxy-2-{[(1s,5r)-5-hydroxy-2-[(2z,5e)-7-hydroxy-6-methylhepta-2,5-dien-2-yl]-5-methylcyclopent-2-en-1-yl]methyl}cyclohex-2-en-1-one

(4r)-3,4-dihydroxy-2-{[(1s,5r)-5-hydroxy-2-[(2z,5e)-7-hydroxy-6-methylhepta-2,5-dien-2-yl]-5-methylcyclopent-2-en-1-yl]methyl}cyclohex-2-en-1-one

C21H30O5 (362.2093)


   

methyl 2-{[3,8-dihydroxy-1-(methoxycarbonyl)-6-methyl-9-oxoxanthen-2-yl]sulfanyl}-3,8-dihydroxy-6-methyl-9-oxoxanthene-1-carboxylate

methyl 2-{[3,8-dihydroxy-1-(methoxycarbonyl)-6-methyl-9-oxoxanthen-2-yl]sulfanyl}-3,8-dihydroxy-6-methyl-9-oxoxanthene-1-carboxylate

C32H22O12S (630.0832)


   

12-isopropyl-4-(methoxymethyl)-1,8-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-2,11-diene-4,9-diol

12-isopropyl-4-(methoxymethyl)-1,8-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-2,11-diene-4,9-diol

C21H34O3 (334.2508)


   

1-[2'-(dihydroxymethyl)-2,5,6,6'-tetrahydroxy-3'-methoxy-[1,1'-biphenyl]-3-yl]ethanone

1-[2'-(dihydroxymethyl)-2,5,6,6'-tetrahydroxy-3'-methoxy-[1,1'-biphenyl]-3-yl]ethanone

C16H16O8 (336.0845)


   

(2s)-4-{[(1s,2r,4as,6r,8ar)-1,6-dimethyl-2-[(1e,3e)-penta-1,3-dien-1-yl]-4a,5,6,7,8,8a-hexahydro-2h-naphthalen-1-yl](hydroxy)methylidene}-5-hydroxy-2-(1-hydroxyethyl)-2h-pyrrol-3-one

(2s)-4-{[(1s,2r,4as,6r,8ar)-1,6-dimethyl-2-[(1e,3e)-penta-1,3-dien-1-yl]-4a,5,6,7,8,8a-hexahydro-2h-naphthalen-1-yl](hydroxy)methylidene}-5-hydroxy-2-(1-hydroxyethyl)-2h-pyrrol-3-one

C24H33NO4 (399.2409)


   

1',2,7',8-tetrahydroxy-3',6-dimethoxy-3,6'-dimethyl-[1,2'-bianthracene]-9,9',10,10'-tetrone

1',2,7',8-tetrahydroxy-3',6-dimethoxy-3,6'-dimethyl-[1,2'-bianthracene]-9,9',10,10'-tetrone

C32H22O10 (566.1213)


   

n-[1-({4-[(3-{5-[3-(n,5-dihydroxy-3-methylpent-2-enamido)propyl]-3,6-dihydroxy-2,5-dihydropyrazin-2-yl}propyl)(hydroxy)carbamoyl]-3-methylbut-3-en-1-yl}oxy)-1-oxo-5-(n,4,5-trihydroxy-3-methylpent-2-enamido)pentan-2-yl]ethanimidic acid

n-[1-({4-[(3-{5-[3-(n,5-dihydroxy-3-methylpent-2-enamido)propyl]-3,6-dihydroxy-2,5-dihydropyrazin-2-yl}propyl)(hydroxy)carbamoyl]-3-methylbut-3-en-1-yl}oxy)-1-oxo-5-(n,4,5-trihydroxy-3-methylpent-2-enamido)pentan-2-yl]ethanimidic acid

C35H56N6O14 (784.3854)


   

(1r,2r,3r,4s)-1,2,3,5-tetrahydroxy-7-methoxy-2,4-dimethyl-3,4-dihydro-1h-anthracene-9,10-dione

(1r,2r,3r,4s)-1,2,3,5-tetrahydroxy-7-methoxy-2,4-dimethyl-3,4-dihydro-1h-anthracene-9,10-dione

C17H18O7 (334.1052)


   

(3r,6r,12z)-5,11-dihydroxy-1,6,7-trimethyl-3-(2-methylpropyl)-12-(phenylmethylidene)-1,4,7,10-tetraazacyclododeca-4,10-diene-2,8-dione

(3r,6r,12z)-5,11-dihydroxy-1,6,7-trimethyl-3-(2-methylpropyl)-12-(phenylmethylidene)-1,4,7,10-tetraazacyclododeca-4,10-diene-2,8-dione

C22H30N4O4 (414.2267)


   

(2s,3s,4ar)-2,3,7-trihydroxy-9-methoxy-4a-methyl-1h,2h,3h,4h,10bh-benzo[c]chromen-6-one

(2s,3s,4ar)-2,3,7-trihydroxy-9-methoxy-4a-methyl-1h,2h,3h,4h,10bh-benzo[c]chromen-6-one

C15H18O6 (294.1103)


   

2-hydroxy-n-(3-hydroxy-9-methyl-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}heptadeca-4,8-dien-2-yl)octadec-3-enimidic acid

2-hydroxy-n-(3-hydroxy-9-methyl-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}heptadeca-4,8-dien-2-yl)octadec-3-enimidic acid

C42H77NO9 (739.5598)


   

(2e,6e)-10-hydroxy-10-[(2s,5r)-5-hydroxy-4-oxo-3,5,6,7-tetrahydro-2h-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid

(2e,6e)-10-hydroxy-10-[(2s,5r)-5-hydroxy-4-oxo-3,5,6,7-tetrahydro-2h-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid

C21H30O6 (378.2042)


   

(2e)-9-[(2s,3s,8r)-3,8-dihydroxy-2-methyl-5-oxo-4,6,7,8-tetrahydro-3h-1-benzopyran-2-yl]-2,6-dimethylnona-2,6-dienoic acid

(2e)-9-[(2s,3s,8r)-3,8-dihydroxy-2-methyl-5-oxo-4,6,7,8-tetrahydro-3h-1-benzopyran-2-yl]-2,6-dimethylnona-2,6-dienoic acid

C21H30O6 (378.2042)


   

tetrahydroaltersolanol d

tetrahydroaltersolanol d

C16H20O6 (308.126)


   

2,7-dihydroxy-5-isopropyl-8,11,15-trimethyl-18-oxapentacyclo[12.5.1.0²,¹⁰.0⁴,⁸.0¹⁷,²⁰]icos-1(20)-en-19-one

2,7-dihydroxy-5-isopropyl-8,11,15-trimethyl-18-oxapentacyclo[12.5.1.0²,¹⁰.0⁴,⁸.0¹⁷,²⁰]icos-1(20)-en-19-one

C25H38O4 (402.277)


   

11-methoxy-3-methyl-6-(6-methylhept-5-en-2-yl)-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

11-methoxy-3-methyl-6-(6-methylhept-5-en-2-yl)-2-oxatricyclo[7.4.0.0³,⁷]trideca-1(9),5-dien-10-one

C22H32O3 (344.2351)