NCBI Taxonomy: 5368
Boletaceae (ncbi_taxid: 5368)
found 213 associated metabolites at family taxonomy rank level.
Ancestor: Boletineae
Child Taxonomies: Boletoideae, Zangioideae, Leccinoideae, Xerocomoideae, Suillelloideae, Chalciporoideae, Austroboletoideae, Phylloboletelloideae, environmental samples, unclassified Boletaceae, Boletaceae incertae sedis
Uridine
Uridine, also known as beta-uridine or 1-beta-D-ribofuranosylpyrimidine-2,4(1H,3H)-dione, is a member of the class of compounds known as pyrimidine nucleosides. Pyrimidine nucleosides are compounds comprising a pyrimidine base attached to a ribosyl or deoxyribosyl moiety. More specifically, uridine is a nucleoside consisting of uracil and D-ribose and a component of RNA. Uridine is soluble (in water) and a very weakly acidic compound (based on its pKa). Uridine can be synthesized from uracil. It is one of the five standard nucleosides which make up nucleic acids, the others being adenosine, thymidine, cytidine and guanosine. The five nucleosides are commonly abbreviated to their one-letter codes U, A, T, C and G respectively. Uridine is also a parent compound for other transformation products, including but not limited to, nikkomycin Z, 3-(enolpyruvyl)uridine 5-monophosphate, and 5-aminomethyl-2-thiouridine. Uridine can be found in most biofluids, including urine, breast milk, cerebrospinal fluid (CSF), and blood. Within the cell, uridine is primarily located in the mitochondria, in the nucleus and the lysosome. It can also be found in the extracellular space. As an essential nucleoside, uridine exists in all living species, ranging from bacteria to humans. In humans, uridine is involved in several metabolic disorders, some of which include dhydropyrimidinase deficiency, MNGIE (mitochondrial neurogastrointestinal encephalopathy), and beta-ureidopropionase deficiency. Moreover, uridine is found to be associated with Lesch-Nyhan syndrome, which is an inborn error of metabolism. Uridine is a nucleoside consisting of uracil and D-ribose and a component of RNA. Uridine plays a role in the glycolysis pathway of galactose. In humans there is no catabolic process to metabolize galactose. Therefore, galactose is converted to glucose and metabolized via the normal glucose metabolism pathways. More specifically, consumed galactose is converted into galactose 1-phosphate (Gal-1-P). This molecule is a substrate for the enzyme galactose-1-phosphate uridyl transferase which transfers a UDP molecule to the galactose molecule. The end result is UDP-galactose and glucose-1-phosphate. This process is continued to allow the proper glycolysis of galactose. Uridine is found in many foods (anything containing RNA) but is destroyed in the liver and gastrointestinal tract, and so no food, when consumed, has ever been reliably shown to elevate blood uridine levels. On the other hand, consumption of RNA-rich foods may lead to high levels of purines (adenine and guanosine) in blood. High levels of purines are known to increase uric acid production and may aggravate or lead to conditions such as gout. Uridine is a ribonucleoside composed of a molecule of uracil attached to a ribofuranose moiety via a beta-N(1)-glycosidic bond. It has a role as a human metabolite, a fundamental metabolite and a drug metabolite. It is functionally related to a uracil. Uridine is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Uridine is a Pyrimidine Analog. The chemical classification of uridine is Pyrimidines, and Analogs/Derivatives. Uridine is a natural product found in Ulva australis, Synechocystis, and other organisms with data available. Uridine is a nucleoside consisting of uracil and D-ribose and a component of RNA. Uridine has been studied as a rescue agent to reduce the toxicities associated with 5-fluorouracil (5-FU), thereby allowing the administration of higher doses of 5-FU in chemotherapy regimens. (NCI04) Uridine is a metabolite found in or produced by Saccharomyces cerevisiae. A ribonucleoside in which RIBOSE is linked to URACIL. Uridine is a molecule (known as a nucleoside) that is formed when uracil is attached to a ribose ring (also known as a ribofuranose) via a b-N1-glycosidic bond. ; Uridine is a molecule (known as a nucleoside) that is formed when uracil is attached to a ribose ring (also known as a ribofuranose) via a ?-N1-glycosidic bond. Uridine is found in many foods, some of which are celery leaves, canola, common hazelnut, and hickory nut. A ribonucleoside composed of a molecule of uracil attached to a ribofuranose moiety via a beta-N(1)-glycosidic bond. [Spectral] Uridine (exact mass = 244.06954) and Adenosine (exact mass = 267.09675) and Glutathione (exact mass = 307.08381) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. [Spectral] Uridine (exact mass = 244.06954) and Glutathione (exact mass = 307.08381) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. Uridine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=58-96-8 (retrieved 2024-06-29) (CAS RN: 58-96-8). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond.
Cytidine
Cytidine is a nucleoside that is composed of the base cytosine linked to the five-carbon sugar D-ribose. Cytidine is a pyrimidine that besides being incorporated into nucleic acids, can serve as a substrate for the salvage pathway of pyrimidine nucleotide synthesis. It is a precursor of cytidine triphosphate (CTP) needed in the phosphatidylcholine (PC) and phosphatidylethanolamine (PE) biosynthetic pathways. These variations probably reflect the species differences in cytidine deaminase, the enzyme that converts cytidine to uridine in the body. The transport of cytidine into the brains extracellular fluid, and then into neurons and glia, are essential prerequisites for cytidine to be utilized in the brain. An efficient mechanism mediating the brain uptake of circulating cytidine has not yet been demonstrated. The biosynthesis of PC, the most abundant phosphatide in the brain, via the Kennedy pathway requires phosphocholine and cytidine triphosphate (CTP), a cytidine nucleotide involved in the rate-limiting step. The enzyme that converts CTP to endogenous CDP-choline (CTP:phosphocholine cytidylyltransferase) is unsaturated at physiological brain CTP levels. APOBEC is a family of enzymes that has been discovered with the ability to deaminate cytidines on RNA or DNA. The human apolipoprotein B mRNA-editing enzyme, catalytic polypeptide-like 3G protein (APOBEC3G, or hA3G), provides cells with an intracellular antiretroviral activity that is associated with the hypermutation of viral DNA through cytidine deamination. Indeed, hA3G belongs to a family of vertebrate proteins that contains one or two copies of a signature sequence motif unique to cytidine deaminases (CTDAs) (PMID: 16769123, 15780864, 16720547). Cytidine is a nucleoside that is composed of the base cytosine linked to the five-carbon sugar D-ribose. Cytidine is a pyrimidine that besides being incorporated into nucleic acids, can serve as substrate for the salvage pathway of pyrimidine nucleotide synthesis; as precursor of the cytidine triphosphate (CTP) needed in the phosphatidylcholine (PC) and phosphatidylethanolamine (PE) biosynthetic pathway. These variations probably reflect the species differences in cytidine deaminase, the enzyme that converts cytidine to uridine in the body. The transports of cytidine into the brains extracellular fluid, and then into neurons and glia, are essential prerequisites for cytidine to be utilized in brain. An efficient mechanism mediating the brain uptake of circulating cytidine has not yet been demonstrated. The biosynthesis of PC, the most abundant phosphatide in the brain, via the Kennedy pathway requires phosphocholine and cytidine triphosphate (CTP), a cytidine nucleotide, which is involved in the rate-limiting step. The enzyme that converts CTP to endogenous CDP-choline (CTP: phosphocholine cytidylyltransferase) is unsaturated at physiological brain CTP levels. Cytidine is a white crystalline powder. (NTP, 1992) Cytidine is a pyrimidine nucleoside in which cytosine is attached to ribofuranose via a beta-N(1)-glycosidic bond. It has a role as a human metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a mouse metabolite. It is functionally related to a cytosine. Cytidine is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Cytidine is a natural product found in Fritillaria thunbergii, Castanopsis fissa, and other organisms with data available. Cytidine is a pyrimidine nucleoside comprised of a cytosine bound to ribose via a beta-N1-glycosidic bond. Cytidine is a precursor for uridine. Both cytidine and uridine are utilized in RNA synthesis. Cytidine is a metabolite found in or produced by Saccharomyces cerevisiae. A pyrimidine nucleoside that is composed of the base CYTOSINE linked to the five-carbon sugar D-RIBOSE. A pyrimidine nucleoside in which cytosine is attached to ribofuranose via a beta-N(1)-glycosidic bond. [Spectral] Cytidine (exact mass = 243.08552) and 3,4-Dihydroxy-L-phenylalanine (exact mass = 197.06881) and NAD+ (exact mass = 663.10912) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. [Spectral] Cytidine (exact mass = 243.08552) and 3,4-Dihydroxy-L-phenylalanine (exact mass = 197.06881) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. [Spectral] Cytidine (exact mass = 243.08552) and S-Adenosyl-L-homocysteine (exact mass = 384.12159) 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. Cytidine is a pyrimidine nucleoside and acts as a component of RNA. Cytidine is a precursor of uridine. Cytidine controls neuronal-glial glutamate cycling, affecting cerebral phospholipid metabolism, catecholamine synthesis, and mitochondrial function[1][2][3]. Cytidine is a pyrimidine nucleoside and acts as a component of RNA. Cytidine is a precursor of uridine. Cytidine controls neuronal-glial glutamate cycling, affecting cerebral phospholipid metabolism, catecholamine synthesis, and mitochondrial function[1][2][3]. Cytidine is a pyrimidine nucleoside and acts as a component of RNA. Cytidine is a precursor of uridine. Cytidine controls neuronal-glial glutamate cycling, affecting cerebral phospholipid metabolism, catecholamine synthesis, and mitochondrial function[1][2][3].
Tyrosol
Tyrosol is a phenolic compound present in two of the traditional components of the Mediterranean diet: wine and virgin olive oil. The presence of tyrosol has been described in red and white wines. Tyrosol is also present in vermouth and beer. Tyrosol has been shown to be able to exert antioxidant activity in vitro studies. Oxidation of low-density lipoprotein (LDL) appears to occur predominantly in arterial intimae in microdomains sequestered from antioxidants of plasma. The antioxidant content of the LDL particle is critical for its protection. The ability of tyrosol to bind human LDL has been reported. The bioavailability of tyrosol in humans from virgin olive oil in its natural form has been demonstrated. Urinary tyrosol increases, reaching a peak at 0-4 h after virgin olive oil administration. Men and women show a different pattern of urinary excretion of tyrosol. Moreover, tyrosol is absorbed in a dose-dependent manner after sustained and moderate doses of virgin olive oil. Tyrosol from wine or virgin olive oil could exert beneficial effects on human health in vivo if its biological properties are confirmed (PMID 15134375). Tyrosol is a microbial metabolite found in Bifidobacterium, Escherichia and Lactobacillus (PMID:28393285). 2-(4-hydroxyphenyl)ethanol is a phenol substituted at position 4 by a 2-hydroxyethyl group. It has a role as an anti-arrhythmia drug, an antioxidant, a cardiovascular drug, a protective agent, a fungal metabolite, a geroprotector and a plant metabolite. It is functionally related to a 2-phenylethanol. 2-(4-Hydroxyphenyl)ethanol is a natural product found in Thalictrum petaloideum, Casearia sylvestris, and other organisms with data available. Tyrosol is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Sedum roseum root (part of); Rhodiola crenulata root (part of). D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents A phenol substituted at position 4 by a 2-hydroxyethyl group. D020011 - Protective Agents > D000975 - Antioxidants Tyrosol is a derivative of phenethyl alcohol. Tyrosol attenuates pro-inflammatory cytokines from cultured astrocytes and NF-κB activation. Anti-oxidative and anti-inflammatory effects[1]. Tyrosol is a derivative of phenethyl alcohol. Tyrosol attenuates pro-inflammatory cytokines from cultured astrocytes and NF-κB activation. Anti-oxidative and anti-inflammatory effects[1].
Ergosterol
Ergosterol is a phytosterol consisting of ergostane having double bonds at the 5,6-, 7,8- and 22,23-positions as well as a 3beta-hydroxy group. It has a role as a fungal metabolite and a Saccharomyces cerevisiae metabolite. It is a 3beta-sterol, an ergostanoid, a 3beta-hydroxy-Delta(5)-steroid and a member of phytosterols. A steroid of interest both because its biosynthesis in FUNGI is a target of ANTIFUNGAL AGENTS, notably AZOLES, and because when it is present in SKIN of animals, ULTRAVIOLET RAYS break a bond to result in ERGOCALCIFEROL. Ergosterol is a natural product found in Gladiolus italicus, Ramaria formosa, and other organisms with data available. ergosterol is a metabolite found in or produced by Saccharomyces cerevisiae. A steroid occurring in FUNGI. Irradiation with ULTRAVIOLET RAYS results in formation of ERGOCALCIFEROL (vitamin D2). See also: Reishi (part of). Ergosterol, also known as provitamin D2, belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, ergosterol is considered to be a sterol lipid molecule. Ergosterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Ergosterol is the biological precursor to vitamin D2. It is turned into viosterol by ultraviolet light, and is then converted into ergocalciferol, which is a form of vitamin D. Ergosterol is a component of fungal cell membranes, serving the same function that cholesterol serves in animal cells. Ergosterol is not found in mammalian cell membranes. A phytosterol consisting of ergostane having double bonds at the 5,6-, 7,8- and 22,23-positions as well as a 3beta-hydroxy group. Ergosterol. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=57-87-4 (retrieved 2024-07-12) (CAS RN: 57-87-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects. Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects.
Canthin-6-one
Canthin-6-one is an indole alkaloid that is 6H-indolo[3,2,1-de][1,5]naphthyridine substituted by an oxo group at position 6. It has a role as a metabolite and an antimycobacterial drug. It is an indole alkaloid, an organic heterotetracyclic compound and an enone. Canthin-6-one is a natural product found in Zanthoxylum mayu, Zanthoxylum ovalifolium, and other organisms with data available. D016573 - Agrochemicals D010575 - Pesticides Canthin-6-one displays a wide range of biological activities, such as antimycobacterial activity[1]. Canthin-6-one displays a wide range of biological activities, such as antimycobacterial activity[1].
Sphingosine
Sphingosine, also known as (4E)-sphingenine or sphing-4-enine, belongs to the class of organic compounds known as 1,2-aminoalcohols. These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom. Sphingosine is an 18-carbon amino alcohol with an unsaturated hydrocarbon chain, which forms a primary part of sphingolipids. Sphingolipids are a class of cell membrane lipids that include sphingomyelin. Thus, sphingosine is considered to be a sphingoid base lipid. Sphingosine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Sphingosine is found in all living organisms ranging from bacteria to plants to humans. Sphingosine is synthesized from palmitoyl CoA and serine in a condensation required to yield dehydrosphingosine. Dehydrosphingosine is then reduced by NADPH to dihydrosphingosine (sphinganine), and finally oxidized by FAD to sphingosine. Within humans and other mammals, sphingosine participates in a number of enzymatic reactions. In particular, sphingosine can be converted into sphingosine 1-phosphate through its interaction with the enzyme sphingosine kinase 2. sphingosine 1-phosphate is an important signaling molecule. In addition, sphingosine can be biosynthesized from sphingosine 1-phosphate; which is mediated by the enzyme sphingosine-1-phosphate phosphatase 2. Sphingosine and its derivative sphinganine are the major bases of the sphingolipids in mammals. In humans, sphingosine is involved in globoid cell leukodystrophy. Cerebrosides is the common name for a group of glycosphingolipids called monoglycosylceramides which are important components in animal muscle and nerve cell membranes. They consist of a ceramide with a single sugar residue at the 1-hydroxyl moiety. The sugar residue can be either glucose or galactose; the two major types are therefore called glucocerebrosides and galactocerebrosides. Galactocerebrosides are typically found in neural tissue, while glucocerebrosides are found in other tissues. Sphingosine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=123-78-4 (retrieved 2024-07-16) (CAS RN: 123-78-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). D-erythro-Sphingosine (Erythrosphingosine) is a very potent activator of p32-kinase with an EC50 of 8 μM, and inhibits protein kinase C (PKC). D-erythro-Sphingosine (Erythrosphingosine) is also a PP2A activator[1][2][3][4]. D-erythro-Sphingosine (Erythrosphingosine) is a very potent activator of p32-kinase with an EC50 of 8 μM, and inhibits protein kinase C (PKC). D-erythro-Sphingosine (Erythrosphingosine) is also a PP2A activator[1][2][3][4].
Boviquinone 4
Metabolite of Boletus (Suillus) bovinus. Boviquinone 4 is found in mushrooms. Boviquinone 4 is found in mushrooms. Metabolite of Boletus (Suillus) bovinu
Cyclocalopin E
Cyclocalopin E is found in mushrooms. Cyclocalopin E is isolated from Boletus calopus and other Boletus species. Isolated from Boletus calopus and other Boletus subspecies Cyclocalopin E is found in mushrooms.
Xerocomic acid
Xerocomic acid is found in mushrooms. Xerocomic acid is isolated from Boletus erythropus (dotted-stem bolete) and Gomphidius glutinosus (spike cap
Grifolin
Grifolin is found in mushrooms. Grifolin is isolated from the edible maitake mushroom (Grifola confluens Isolated from the edible maitake mushroom (Grifola confluens). Grifolin is found in mushrooms.
Amitenone
Amitenone is found in mushrooms. Amitenone is a pigment from the edible mushroom Amitake (Suillus bovinus Pigment from the edible mushroom Amitake (Suillus bovinus). Amitenone is found in mushrooms.
Cyclocalopin F
Cyclocalopin F is found in mushrooms. Cyclocalopin F is isolated from Boletus calopus and other Boletus species. Isolated from Boletus calopus and other Boletus subspecies Cyclocalopin F is found in mushrooms.
Neogrifolin
Neogrifolin is found in mushrooms. Neogrifolin is a constituent of Albatrellus ovinus Constituent of Albatrellus ovinus. Neogrifolin is found in mushrooms.
Uridine
C26170 - Protective Agent > C2459 - Chemoprotective Agent > C2080 - Cytoprotective Agent COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond.
vulpinic acid
Vulpinic acid, a lichen metabolite, decreases H2O2-induced ROS production, oxidative stress and oxidative stress-related damages in human umbilical vein endothelial cells (HUVEC). Vulpinic acid is active against staphylococci, enterococci, and anaerobic bacteria.Vulpinic acid has?the?potential?for?atherosclerosis?research[1][2].
Atromentin
A member of the class of dihydroxy-1,4-benzoquinones that is 2,5-dihydroxycyclohexa-2,5-diene-1,4-dione which is substituted by a 4-hydroxyphenyl group at positions 3 and 6. It is a mushroom pigment isolated from several fungi species and acts as a smooth muscle stimulant, and exhibits anticoagulant, antibacterial and antineoplastic properties.
Ergosterol
Indicator of fungal contamination, especies in cereals. Occurs in yeast and fungi. The main fungal steroidand is also found in small amts. in higher plant prods., e.g. palm oil [DFC]. D018977 - Micronutrients > D014815 - Vitamins > D000072664 - Provitamins Disclaimer: While authors make an effort to ensure that the content of this record is accurate, the authors make no representations or warranties in relation to the accuracy or completeness of the record. This record do not reflect any viewpoints of the affiliation and organization to which the authors belong. Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects. Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects.
Cytidine
MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; UHDGCWIWMRVCDJ_STSL_0155_Cytidine_8000fmol_180506_S2_LC02_MS02_107; 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 0.054 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.051 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.053 Cytidine is a pyrimidine nucleoside and acts as a component of RNA. Cytidine is a precursor of uridine. Cytidine controls neuronal-glial glutamate cycling, affecting cerebral phospholipid metabolism, catecholamine synthesis, and mitochondrial function[1][2][3]. Cytidine is a pyrimidine nucleoside and acts as a component of RNA. Cytidine is a precursor of uridine. Cytidine controls neuronal-glial glutamate cycling, affecting cerebral phospholipid metabolism, catecholamine synthesis, and mitochondrial function[1][2][3]. Cytidine is a pyrimidine nucleoside and acts as a component of RNA. Cytidine is a precursor of uridine. Cytidine controls neuronal-glial glutamate cycling, affecting cerebral phospholipid metabolism, catecholamine synthesis, and mitochondrial function[1][2][3].
Uridine
C26170 - Protective Agent > C2459 - Chemoprotective Agent > C2080 - Cytoprotective Agent COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; DRTQHJPVMGBUCF_STSL_0179_Uridine_8000fmol_180506_S2_LC02_MS02_83; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. relative retention time with respect to 9-anthracene Carboxylic Acid is 0.088 Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond. Uridine (β-Uridine) is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, aribofuranose) via a β-N1-glycosidic bond.
methyl 4-hydroxy-3-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-5-oxofuran-2-carboxylate
Sphingosine
A sphing-4-enine in which the double bond is trans. D-erythro-Sphingosine (Erythrosphingosine) is a very potent activator of p32-kinase with an EC50 of 8 μM, and inhibits protein kinase C (PKC). D-erythro-Sphingosine (Erythrosphingosine) is also a PP2A activator[1][2][3][4]. D-erythro-Sphingosine (Erythrosphingosine) is a very potent activator of p32-kinase with an EC50 of 8 μM, and inhibits protein kinase C (PKC). D-erythro-Sphingosine (Erythrosphingosine) is also a PP2A activator[1][2][3][4].
methyl 4-hydroxy-3-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-5-oxofuran-2-carboxylate
Xerocomic acid
Amitenone
Bovinone
5α-Ergosta-7,22-dien-3β-ol
A 3beta-sterol consisting of an ergostane skeleton with double bonds at 7- and 22-positions.
Tyrosol
Tyrosol, also known as 4-hydroxyphenylethanol or 4-(2-hydroxyethyl)phenol, is a member of the class of compounds known as tyrosols. Tyrosols are organic aromatic compounds containing a phenethyl alcohol moiety that carries a hydroxyl group at the 4-position of the benzene group. Tyrosol is soluble (in water) and a very weakly acidic compound (based on its pKa). Tyrosol can be synthesized from 2-phenylethanol. Tyrosol is also a parent compound for other transformation products, including but not limited to, hydroxytyrosol, crosatoside B, and oleocanthal. Tyrosol is a mild, sweet, and floral tasting compound and can be found in a number of food items such as breadnut tree seed, sparkleberry, loquat, and savoy cabbage, which makes tyrosol a potential biomarker for the consumption of these food products. Tyrosol can be found primarily in feces and urine, as well as in human prostate tissue. Tyrosol exists in all eukaryotes, ranging from yeast to humans. Tyrosol present in wine is also shown to be cardioprotective. Samson et al. has shown that tyrosol-treated animals showed significant increase in the phosphorylation of Akt, eNOS and FOXO3a. In addition, tyrosol also induced the expression of longevity protein SIRT1 in the heart after myocardial infarction in a rat MI model. Hence tyrosols SIRT1, Akt and eNOS activating power adds another dimension to the wine research, because it adds a great link to the French paradox. In conclusion these findings suggest that tyrosol induces myocardial protection against ischemia related stress by inducing survival and longevity proteins that may be considered as anti-aging therapy for the heart . D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents D020011 - Protective Agents > D000975 - Antioxidants Tyrosol is a derivative of phenethyl alcohol. Tyrosol attenuates pro-inflammatory cytokines from cultured astrocytes and NF-κB activation. Anti-oxidative and anti-inflammatory effects[1]. Tyrosol is a derivative of phenethyl alcohol. Tyrosol attenuates pro-inflammatory cytokines from cultured astrocytes and NF-κB activation. Anti-oxidative and anti-inflammatory effects[1].
Methyl (2s)-4-Hydroxy-3-(4-Hydroxyphenyl)-2-[(4-Hydroxyphenyl)methyl]-5-Oxo-2,5-Dihydrofuran-2-Carboxylate
2-({15-[(1-carboxy-2-methylpropyl)-c-hydroxycarbonimidoyl]-1-hydroxypentadeca-2,4,6,8,10,12,14-heptaen-1-ylidene}amino)butanedioic acid
4-(2-carboxyeth-1-en-1-yl)-1,2,8-trihydroxy-9-oxobenzo[7]annulene-6-carboxylic acid
(1s,2'r,3'ar,4's,6s,7'as)-2'-hydroxy-2',4,4'-trimethyl-5,7'-dioxo-3'a,4',5',7'a-tetrahydrospiro[cyclohexane-1,3'-furo[2,3-c]pyra]-3-en-6-yl acetate
(1s,2'r,3'ar,4's,5s,6s,7'as)-2',5-dihydroxy-2',4,4'-trimethyl-7'-oxo-3'a,4',5',7'a-tetrahydrospiro[cyclohexane-1,3'-furo[2,3-c]pyra]-3-en-6-yl acetate
2,5-dihydroxy-3-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)cyclohexa-2,5-diene-1,4-dione
(2s,3s)-2-{[(2e,4e,6e,8e,10e,12e,14e)-15-{[(1s)-1-carboxy-3-(c-hydroxycarbonimidoyl)propyl]-c-hydroxycarbonimidoyl}-1-hydroxypentadeca-2,4,6,8,10,12,14-heptaen-1-ylidene]amino}-3-methylpentanoic acid
(1s,2s,5s,14r,15r)-14-[(2r,3e,5s)-5,6-dimethylhept-3-en-2-yl]-5-hydroxy-2,15-dimethyl-18-oxatetracyclo[8.7.1.0²,⁷.0¹¹,¹⁵]octadec-9-en-16-one
2',5,6-trihydroxy-2',4'-dimethyl-4-methylidene-3'a,4',5',7'a-tetrahydrospiro[cyclohexane-1,3'-furo[2,3-c]pyra]-2-en-7'-one
8,13-dihydroxy-4-[(s)-methanesulfinyl]-1,6-diazatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁵]hexadeca-3,5,7,9(16),10(15),11,13-heptaen-2-one
(2s)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-6-oxodecanoic acid
(3s,4r,5s)-4-[2,3-dihydroxy-4-(hydroxymethyl)phenyl]-3-hydroxy-5-methyloxan-2-one
(2s,5s,7s,11r,14r,15r)-14-[(2s,3e,5s)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyl-18-oxatetracyclo[8.7.1.0²,⁷.0¹¹,¹⁵]octadeca-1(17),9-dien-5-ol
8-hydroxy-4-methanesulfinyl-1,6-diazatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁵]hexadeca-3,5(16),7,9,11,14-hexaene-2,13-dione
(2s)-2-{[(2e,4e,6e,8e,10e,12e,14e)-15-{[(1s,2s)-1-carboxy-2-methylbutyl]-c-hydroxycarbonimidoyl}-1-hydroxypentadeca-2,4,6,8,10,12,14-heptaen-1-ylidene]amino}pentanedioic acid
C27H34N2O8 (514.2315044000001)
(8'r,12r)-4-hydroxy-8'-methoxy-2,4',7',10-tetraoxaspiro[tricyclo[12.2.2.1³,⁷]nonadecane-12,3'-tricyclo[7.3.0.0²,⁶]dodecan]-1(16),1'(9'),2'(6'),3(19),4,6,14,17-octaene-5',10',11-trione
2-({2-[(2-{[2-({2-[(1,3-dihydroxy-2-{[1-hydroxy-2-({1-hydroxy-2-[(1-hydroxy-2-{[1-hydroxy-2-({1-hydroxy-2-[(1-hydroxy-2-{[1-hydroxy-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-3-(1h-indol-3-yl)propylidene}amino)-3-methylbutylidene]amino}-2-methylpropylidene)amino]-2-methylbutylidene}amino)propylidene]amino}-4-(c-hydroxycarbonimidoyl)butylidene)amino]propylidene}amino)-2-methylpropylidene]amino}propylidene)amino]-1-hydroxy-2-methylpropylidene}amino)-1-hydroxypropylidene]amino}-1-hydroxy-4-methylpentylidene)amino]-1-hydroxy-2-methylpropylidene}amino)-n-(1-hydroxy-4-methylpentan-2-yl)pentanediimidic acid
2-({2-[(2-{[2-({2-[(1,3-dihydroxy-2-{[1-hydroxy-2-({1-hydroxy-2-[(1-hydroxy-2-{[1-hydroxy-2-({1-hydroxy-2-[(1-hydroxy-2-{[1-hydroxy-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-3-(1h-indol-3-yl)propylidene}amino)-3-methylbutylidene]amino}-2-methylpropylidene)amino]-2-methylpropylidene}amino)propylidene]amino}-4-(c-hydroxycarbonimidoyl)butylidene)amino]propylidene}amino)-2-methylpropylidene]amino}propylidene)amino]-1-hydroxy-2-methylpropylidene}amino)-1-hydroxypropylidene]amino}-1-hydroxy-4-methylpentylidene)amino]-1-hydroxy-2-methylpropylidene}amino)-n-(1-hydroxy-4-methylpentan-2-yl)pentanediimidic acid
8-hydroxy-4-[(s)-methanesulfinyl]-1,6-diazatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁵]hexadeca-3,5(16),7,9,11,14-hexaene-2,13-dione
2',5,6-trihydroxy-2',4,4'-trimethyl-3'a,4',5',7'a-tetrahydrospiro[cyclohexane-1,3'-furo[2,3-c]pyra]-3-en-7'-one
[(2e)-4-{7-[(5e)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl]-12-hydroxy-3,4-dioxo-2-oxatricyclo[7.3.1.0⁵,¹³]trideca-1(12),5(13),6,8,10-pentaen-10-yl}-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid
(2s,3s)-2-{[(2e,4e,6e,8e,10e,12e,14e)-15-{[(1s)-1-carboxy-2-(c-hydroxycarbonimidoyl)ethyl]-c-hydroxycarbonimidoyl}-1-hydroxypentadeca-2,4,6,8,10,12,14-heptaen-1-ylidene]amino}-3-methylpentanoic acid
C26H33N3O7 (499.23183880000005)
2-(4-hydroxyphenyl)ethyl (2s)-4-hydroxy-3-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-5-oxofuran-2-carboxylate
(2s)-2-{[(2e,4e,6e,8e,10e,12e,14e)-15-{[(1s,2s)-1-carboxy-2-methylbutyl]-c-hydroxycarbonimidoyl}-1-hydroxypentadeca-2,4,6,8,10,12,14-heptaen-1-ylidene]amino}butanedioic acid
C26H32N2O8 (500.21585519999996)
methyl (2s,3r)-3-[(5z)-4-hydroxy-2-oxo-5-(phenylmethylidene)furan-3-yl]-2,3-diphenylpropanoate
8-hydroxy-4-[(s)-methanesulfinyl]-1,6-diazatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁵]hexadeca-3,5,7,9(16),10(15),11,13-heptaen-2-one
C15H10N2O3S (298.04121100000003)
(1s,2'r,3'ar,4's,6s,7'as)-6-hydroxy-2'-methoxy-4-(methoxymethyl)-2',4'-dimethyl-3'a,4',5',7'a-tetrahydrospiro[cyclohexane-1,3'-furo[2,3-c]pyra]-3-ene-5,7'-dione
(1s,2's,3'ar,4's,5s,6s,7'as)-2',5,6-trihydroxy-2',4'-dimethyl-4-methylidene-3'a,4',5',7'a-tetrahydrospiro[cyclohexane-1,3'-furo[2,3-c]pyra]-2-en-7'-one
2-{[1-(5,6-dimethylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]-6-oxodecanoic acid
n-[1-(3,4-dihydroxyphenyl)-3-hydroxypropan-2-yl]-3,4-dihydroxybenzenecarboximidic acid
(1s,3r,7r,8s,9s,10r)-1,9-dihydroxy-13-(methoxymethyl)-7,10-dimethyl-2,5-dioxatricyclo[8.4.0.0³,⁸]tetradec-12-ene-4,14-dione
methyl 1,3,5-trihydroxy-2,5-bis(4-hydroxyphenyl)-4-oxocyclopent-2-ene-1-carboxylate
2-(4,8-dimethylnona-3,7-dien-1-yl)-2,7-dimethylchromen-5-ol
5-methyl-4-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)benzene-1,3-diol
4,4'-dihydroxy-3-(4-hydroxyphenyl)-2',10'-dioxaspiro[furan-2,12'-tricyclo[12.2.2.1³,⁷]nonadecane]-1'(16'),3'(19'),4',6',14',17'-hexaene-5,11'-dione
8-hydroxy-4-methanesulfinyl-1,6-diazatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁵]hexadeca-3,5,7,9(16),10(15),11,13-heptaen-2-one
C15H10N2O3S (298.04121100000003)
[4-(8-{5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl}-5,6-dioxonaphthalen-2-yl)-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid
(3s,4r,5s)-4-(2,3-dihydroxy-4-methylphenyl)-5-methyl-2-oxooxan-3-yl acetate
o-phosphoethanolamine; bis(nonane)
C20H48NO4P (397.33207780000004)
4,5,8'-trihydroxy-2,4',7',10-tetraoxaspiro[tricyclo[12.2.2.1³,⁷]nonadecane-12,3'-tricyclo[7.3.0.0²,⁶]dodecan]-1(16),1'(9'),2'(6'),3(19),4,6,14,17-octaene-5',10',11-trione
2-({15-[(1-carboxy-2-methylbutyl)-c-hydroxycarbonimidoyl]-1-hydroxypentadeca-2,4,6,8,10,12,14-heptaen-1-ylidene}amino)butanedioic acid
C26H32N2O8 (500.21585519999996)
methyl (2s,3r)-3-[(5z)-4-methoxy-2-oxo-5-(phenylmethylidene)furan-3-yl]-2,3-diphenylpropanoate
[(1s,2r,3s,7s,9r,11s,14s)-14-hydroxy-3,9-dimethyl-6-oxo-13-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,8,10-trioxatetracyclo[9.3.1.0¹,⁹.0²,⁷]pentadec-12-en-12-yl]methyl acetate
3,8',16-trihydroxy-4',7',10-trioxaspiro[tricyclo[11.3.1.1²,⁶]octadecane-8,3'-tricyclo[7.3.0.0²,⁶]dodecan]-1(17),1'(9'),2(18),2'(6'),3,5,13,15-octaene-5',9,10'-trione
1-[(2s,3s,4s,5s)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxypyrimidin-2-one
4-(2,3-dihydroxy-4-methylphenyl)-5-methyl-2-oxooxan-3-yl acetate
5-(hydroxymethyl)-1-[2-(4-hydroxyphenyl)ethyl]pyrrole-2-carbaldehyde
(3s,4r,5s)-4-(2,3-dihydroxy-4-methylphenyl)-3-hydroxy-5-methyloxan-2-one
2-(4-hydroxyphenyl)ethyl 4-hydroxy-3-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-5-oxofuran-2-carboxylate
methyl (2s,3r)-3-[(5e)-4-methoxy-2-oxo-5-(phenylmethylidene)furan-3-yl]-2,3-diphenylpropanoate
(2r)-4,4',5'-trihydroxy-3-(7-oxo-6h-oxepin-4-yl)-2',10'-dioxaspiro[furan-2,12'-tricyclo[12.2.2.1³,⁷]nonadecane]-1'(16'),3'(19'),4',6',14',17'-hexaene-5,11'-dione
methyl 3-[4-methoxy-2-oxo-5-(phenylmethylidene)furan-3-yl]-2,3-diphenylpropanoate
(1s,2'r,3'ar,4's,5s,6s,7'as)-5-(acetyloxy)-2'-hydroxy-2',4,4'-trimethyl-7'-oxo-3'a,4',5',7'a-tetrahydrospiro[cyclohexane-1,3'-furo[2,3-c]pyra]-3-en-6-yl acetate
6-hydroxy-2'-methoxy-4-(methoxymethyl)-2',4'-dimethyl-3'a,4',5',7'a-tetrahydrospiro[cyclohexane-1,3'-furo[2,3-c]pyra]-3-ene-5,7'-dione
8,13-dihydroxy-4-methanesulfinyl-1,6-diazatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁵]hexadeca-3,5,7,9(16),10(15),11,13-heptaen-2-one
(1s,2'r,3'ar,4's,6r,7'as)-2'-hydroxy-2',4,4'-trimethyl-5,7'-dioxo-3'a,4',5',7'a-tetrahydrospiro[cyclohexane-1,3'-furo[2,3-c]pyra]-3-en-6-yl acetate
4,4'-dihydroxy-3-(7-oxo-6h-oxepin-4-yl)-2',10'-dioxaspiro[furan-2,12'-tricyclo[12.2.2.1³,⁷]nonadecane]-1'(16'),3'(19'),4',6',14',17'-hexaene-5,11'-dione
methyl 1,3-dihydroxy-2,5-bis(4-hydroxyphenyl)-5-methoxy-4-oxocyclopent-2-ene-1-carboxylate
[4-(5-{5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl}-2-hydroxy-3,8,12-trioxo-9-oxatetracyclo[5.5.1.0²,⁶.0¹⁰,¹³]tridec-4-en-13-yl)-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid
4-(2,3-dihydroxy-4-methylphenyl)-3-hydroxy-5-methyloxan-2-one
4-[6-(3,4-dihydroxyphenyl)-2,5-dihydroxyfuro[3,2-b]furan-3-yl]cyclohexa-3,5-diene-1,2-dione
3-(15-carboxy-3,7,11,15-tetramethylpentadeca-2,6,10,14-tetraen-1-yl)-4-hydroxybenzoic acid
2-(4,8-dimethylnona-3,7-dien-1-yl)-2,7-dimethyl-3,4-dihydro-1-benzopyran-3,5-diol
3,3',6,6'-tetrahydroxy-4,4'-bis[(2e,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]-[1,1'-bi(cyclohexane)]-1(6),1'(6'),3,3'-tetraene-2,2',5,5'-tetrone
[(2e)-4-{7-[(5e)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl]-3,4-dioxonaphthalen-1-yl}-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid
4,8'-dihydroxy-2,4',7',11-tetraoxaspiro[tricyclo[13.2.2.0³,⁸]nonadecane-13,3'-tricyclo[7.3.0.0²,⁶]dodecan]-1(17),1'(9'),2'(6'),3,5,7,15,18-octaene-5',10',12-trione
[2-(hydroxymethyl)-5-(methoxymethyl)pyrrol-1-yl]acetic acid
2'-hydroxy-2',4,4'-trimethyl-5,7'-dioxo-3'a,4',5',7'a-tetrahydrospiro[cyclohexane-1,3'-furo[2,3-c]pyra]-3-en-6-yl acetate
methyl 2-(3-hydroxy-5-oxo-4-phenylfuran-2-ylidene)-2-phenylacetate
4-[(1e)-2-carboxyeth-1-en-1-yl]-1,2,8-trihydroxy-9-oxobenzo[7]annulene-6-carboxylic acid
methyl (2s,3r)-3-[(5e)-4-hydroxy-2-oxo-5-(phenylmethylidene)furan-3-yl]-2,3-diphenylpropanoate
4-hydroxy-2,10-dioxatricyclo[12.2.2.1³,⁷]nonadeca-1(16),3(19),4,6,14,17-hexaene-11,12-dione
(1r,2'r,3'ar,4's,6s,7'as)-2',6-dihydroxy-2',4,4'-trimethyl-3'a,4',5',7'a-tetrahydrospiro[cyclohexane-1,3'-furo[2,3-c]pyra]-3-ene-5,7'-dione
(1s,2'r,3'ar,4's,6s,7'as)-2',6-dihydroxy-2',4,4'-trimethyl-3'a,4',5',7'a-tetrahydrospiro[cyclohexane-1,3'-furo[2,3-c]pyra]-3-ene-5,7'-dione
3,4-dihydroxy-n-(1-hydroxy-3-phenylpropan-2-yl)benzenecarboximidic acid
C16H17NO4 (287.11575220000003)
13-(methylsulfanyl)-1,6-diazatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁵]hexadeca-3,5,7,9(16),10(15),11,13-heptaen-2-one
4-[(1r)-1-ethoxyethyl]-5-methyl-2-[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]benzene-1,3-diol
2-{[2,5-dihydroxy-3,6-dioxo-4-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)cyclohexa-1,4-dien-1-yl]methyl}-3,6-dihydroxy-5-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)cyclohexa-2,5-diene-1,4-dione
4-[(1r)-1-methoxyethyl]-5-methyl-2-[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]benzene-1,3-diol
methyl 3-[4-hydroxy-2-oxo-5-(phenylmethylidene)furan-3-yl]-2,3-diphenylpropanoate
methyl (1s,5s)-1,3,5-trihydroxy-2,5-bis(4-hydroxyphenyl)-4-oxocyclopent-2-ene-1-carboxylate
3-[(2e)-4-(3,4-dihydroxyphenyl)-3-hydroxy-5-oxofuran-2-ylidene]-6,7-dihydroxy-1-benzofuran-2-one
[(2e)-4-[(1r,2s,6s,7r,10s,13s)-13-[(5e)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl]-2-hydroxy-3,8,12-trioxo-9-oxatetracyclo[5.5.1.0²,⁶.0¹⁰,¹³]tridec-4-en-5-yl]-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid
(12r)-4,8'-dihydroxy-2,4',7',10-tetraoxaspiro[tricyclo[12.2.2.1³,⁷]nonadecane-12,3'-tricyclo[7.3.0.0²,⁶]dodecan]-1(16),1'(9'),2'(6'),3(19),4,6,14,17-octaene-5',10',11-trione
4,5-dimethyl-8-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-3,4-dihydro-2h-1-benzopyran-2,7-diol
(2r)-4,4'-dihydroxy-3-(7-oxo-6h-oxepin-4-yl)-2',10'-dioxaspiro[furan-2,12'-tricyclo[12.2.2.1³,⁷]nonadecane]-1'(16'),3'(19'),4',6',14',17'-hexaene-5,11'-dione
methyl (2s)-3-[(5z)-4-hydroxy-2-oxo-5-(phenylmethylidene)furan-3-yl]-2-phenylpropanoate
[(2e)-4-[(1r,4r,7s,8s)-3-[(5e)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl]-8-hydroxy-5,9-dioxotricyclo[5.4.0.0⁴,⁸]undeca-2,10-dien-11-yl]-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid
(8's,12r)-4,5,8'-trihydroxy-2,4',7',10-tetraoxaspiro[tricyclo[12.2.2.1³,⁷]nonadecane-12,3'-tricyclo[7.3.0.0²,⁶]dodecan]-1(16),1'(9'),2'(6'),3(19),4,6,14,17-octaene-5',10',11-trione
[(5z)-5-[(3-chloro-4-hydroxyphenyl)methylidene]-2,4-dihydroxypyrrol-3-yl](oxo)acetic acid
[3-hydroxy-4-(6-methoxy-5,8-dioxonaphthalen-2-yl)-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid
4-hydroxy-8'-methoxy-2,4',7',10-tetraoxaspiro[tricyclo[12.2.2.1³,⁷]nonadecane-12,3'-tricyclo[7.3.0.0²,⁶]dodecan]-1(16),1'(9'),2'(6'),3(19),4,6,14,17-octaene-5',10',11-trione
(2r,4r)-4,5-dimethyl-8-[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]-3,4-dihydro-2h-1-benzopyran-2,7-diol
4-(1-methoxyethyl)-5-methyl-2-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)benzene-1,3-diol
[(2e)-3-hydroxy-4-(6-methoxy-5,8-dioxonaphthalen-2-yl)-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid
methyl 2-[(2e)-3-hydroxy-5-oxo-4-phenylfuran-2-ylidene]-2-phenylacetate
methyl 2-[(2z)-5-hydroxy-3-oxo-4-phenylfuran-2-ylidene]-2-phenylacetate
(2s)-2-{[(2e,4e,6e,8e,10e,12e,14e)-15-{[(1s)-1-carboxy-2-methylpropyl]-c-hydroxycarbonimidoyl}-1-hydroxypentadeca-2,4,6,8,10,12,14-heptaen-1-ylidene]amino}butanedioic acid
7-hydroxy-3,6,9-trimethyl-2-oxo-11,12-dioxatricyclo[6.3.2.0¹,⁶]tridec-3-ene-13-carboxylic acid
(2s)-2-{[(2e,4e,6e,8e,10e)-11-{[(1s,2s)-1-carboxy-2-methylbutyl]-c-hydroxycarbonimidoyl}-1-hydroxyundeca-2,4,6,8,10-pentaen-1-ylidene]amino}butanedioic acid
(8r)-3,8',16-trihydroxy-4',7',10-trioxaspiro[tricyclo[11.3.1.1²,⁶]octadecane-8,3'-tricyclo[7.3.0.0²,⁶]dodecan]-1(17),1'(9'),2(18),2'(6'),3,5,13,15-octaene-5',9,10'-trione
2',6-dihydroxy-2',4,4'-trimethyl-3'a,4',5',7'a-tetrahydrospiro[cyclohexane-1,3'-furo[2,3-c]pyra]-3-ene-5,7'-dione
4,13-bis(methylsulfanyl)-1,6-diazatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁵]hexadeca-3,5,7,9(16),10(15),11,13-heptaen-2-one
2',5-dihydroxy-2',4,4'-trimethyl-7'-oxo-3'a,4',5',7'a-tetrahydrospiro[cyclohexane-1,3'-furo[2,3-c]pyra]-3-en-6-yl acetate
(6e,8e)-9-(7-methyl-7h-azepin-2-yl)nona-6,8-dien-3-one
4-(1-ethoxyethyl)-5-methyl-2-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)benzene-1,3-diol
3-(methylsulfanyl)-1,6-diazatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁵]hexadeca-3,5,7,9(16),10(15),11,13-heptaen-2-one
(8r,8's)-3,8',16-trihydroxy-4',7',10-trioxaspiro[tricyclo[11.3.1.1²,⁶]octadecane-8,3'-tricyclo[7.3.0.0²,⁶]dodecan]-1(17),1'(9'),2(18),2'(6'),3,5,13,15-octaene-5',9,10'-trione
(1s,2'r,3'ar,4's,5s,6r,7'as)-2',5,6-trihydroxy-2',4,4'-trimethyl-3'a,4',5',7'a-tetrahydrospiro[cyclohexane-1,3'-furo[2,3-c]pyra]-3-en-7'-one
methyl (2r,3r)-3-[(5z)-4-hydroxy-2-oxo-5-(phenylmethylidene)furan-3-yl]-2,3-diphenylpropanoate
14-(5,6-dimethylhept-3-en-2-yl)-2,15-dimethyl-18-oxatetracyclo[8.7.1.0²,⁷.0¹¹,¹⁵]octadeca-1(17),9-dien-5-ol
5-(acetyloxy)-2'-hydroxy-2',4,4'-trimethyl-7'-oxo-3'a,4',5',7'a-tetrahydrospiro[cyclohexane-1,3'-furo[2,3-c]pyra]-3-en-6-yl acetate
2-[(15-{[1-carboxy-3-(c-hydroxycarbonimidoyl)propyl]-c-hydroxycarbonimidoyl}-1-hydroxypentadeca-2,4,6,8,10,12,14-heptaen-1-ylidene)amino]-3-methylpentanoic acid
11-(methylsulfanyl)-1,6-diazatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁵]hexadeca-3,5,7,9(16),10(15),11,13-heptaen-2-one
(1s,6s,7s,8s,9r,13s)-7-hydroxy-3,6,9-trimethyl-2-oxo-11,12-dioxatricyclo[6.3.2.0¹,⁶]tridec-3-ene-13-carboxylic acid
(2s)-2-{[(2e,4e,6e,8e,10e,12e)-13-{[(1s,2s)-1-carboxy-2-methylbutyl]-c-hydroxycarbonimidoyl}-1-hydroxytrideca-2,4,6,8,10,12-hexaen-1-ylidene]amino}butanedioic acid
n-[(2s)-1-(3,4-dihydroxyphenyl)-3-hydroxypropan-2-yl]-3,4-dihydroxybenzenecarboximidic acid
(12r)-4,5,8'-trihydroxy-2,4',7',10-tetraoxaspiro[tricyclo[12.2.2.1³,⁷]nonadecane-12,3'-tricyclo[7.3.0.0²,⁶]dodecan]-1(16),1'(9'),2'(6'),3(19),4,6,14,17-octaene-5',10',11-trione
2-({11-[(1-carboxy-2-methylbutyl)-c-hydroxycarbonimidoyl]-1-hydroxyundeca-2,4,6,8,10-pentaen-1-ylidene}amino)butanedioic acid
5-methyl-2-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)benzene-1,3-diol
(2s)-2-[(2-{[(2s)-2-{[(2s)-2-[(2-{[(2s)-1,3-dihydroxy-2-[(1-hydroxy-2-{[(2s)-1-hydroxy-2-{[(2s)-1-hydroxy-2-{[(2s)-1-hydroxy-2-({1-hydroxy-2-[(1-hydroxy-2-{[(2s)-1-hydroxy-2-{[(2s)-1-hydroxy-2-[(1-hydroxyethylidene)amino]-3-(1h-indol-3-yl)propylidene]amino}-3-methylbutylidene]amino}-2-methylpropylidene)amino]-2-methylpropylidene}amino)propylidene]amino}-4-(c-hydroxycarbonimidoyl)butylidene]amino}propylidene]amino}-2-methylpropylidene)amino]propylidene]amino}-1-hydroxy-2-methylpropylidene)amino]-1-hydroxypropylidene]amino}-1-hydroxy-4-methylpentylidene]amino}-1-hydroxy-2-methylpropylidene)amino]-n-[(2s)-1-hydroxy-4-methylpentan-2-yl]pentanediimidic acid
(1s,2'r,3'ar,4's,6r,7'as)-2',6-dihydroxy-2',4,4'-trimethyl-3'a,4',5',7'a-tetrahydrospiro[cyclohexane-1,3'-furo[2,3-c]pyra]-3-ene-5,7'-dione
(2r)-4,4'-dihydroxy-3-(4-hydroxyphenyl)-2',10'-dioxaspiro[furan-2,12'-tricyclo[12.2.2.1³,⁷]nonadecane]-1'(16'),3'(19'),4',6',14',17'-hexaene-5,11'-dione
(2s)-2-[(2-{[(2s)-2-{[(2s)-2-[(2-{[(2s)-1,3-dihydroxy-2-[(1-hydroxy-2-{[(2s)-1-hydroxy-2-{[(2s)-1-hydroxy-2-{[(2s)-1-hydroxy-2-{[(2r)-1-hydroxy-2-[(1-hydroxy-2-{[(2s)-1-hydroxy-2-{[(2s)-1-hydroxy-2-[(1-hydroxyethylidene)amino]-3-(1h-indol-3-yl)propylidene]amino}-3-methylbutylidene]amino}-2-methylpropylidene)amino]-2-methylbutylidene]amino}propylidene]amino}-4-(c-hydroxycarbonimidoyl)butylidene]amino}propylidene]amino}-2-methylpropylidene)amino]propylidene]amino}-1-hydroxy-2-methylpropylidene)amino]-1-hydroxypropylidene]amino}-1-hydroxy-4-methylpentylidene]amino}-1-hydroxy-2-methylpropylidene)amino]-n-[(2s)-1-hydroxy-4-methylpentan-2-yl]pentanediimidic acid
methyl (1s,5s)-1,3-dihydroxy-2,5-bis(4-hydroxyphenyl)-5-methoxy-4-oxocyclopent-2-ene-1-carboxylate
2-(4-hydroxyphenyl)ethyl (2r)-4-hydroxy-3-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-5-oxofuran-2-carboxylate
2-(2-hydroxy-4-iminopyrimidin-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol
(1s,2s,5s,7s,11r,14r,15r)-14-[(2s,3e,5s)-5,6-dimethylhept-3-en-2-yl]-5-hydroxy-2,15-dimethyl-18-oxatetracyclo[8.7.1.0²,⁷.0¹¹,¹⁵]octadec-9-en-16-one
(1s,2r,3s,7s,9r,11s,14r)-14-hydroxy-3,9-dimethyl-12-methylidene-5,8,10-trioxatetracyclo[9.3.1.0¹,⁹.0²,⁷]pentadecane-6,13-dione
(1s,2r,3s,7s,9r,11s,12s,14r)-14-hydroxy-3,9,12-trimethyl-5,8,10-trioxatetracyclo[9.3.1.0¹,⁹.0²,⁷]pentadecane-6,13-dione
{5-[(3-chloro-4-hydroxyphenyl)methylidene]-2,4-dihydroxypyrrol-3-yl}(oxo)acetic acid
2-[(15-{[1-carboxy-2-(c-hydroxycarbonimidoyl)ethyl]-c-hydroxycarbonimidoyl}-1-hydroxypentadeca-2,4,6,8,10,12,14-heptaen-1-ylidene)amino]-3-methylpentanoic acid
C26H33N3O7 (499.23183880000005)
2',6-dihydroxy-4-(hydroxymethyl)-2',4'-dimethyl-3'a,4',5',7'a-tetrahydrospiro[cyclohexane-1,3'-furo[2,3-c]pyra]-3-ene-5,7'-dione
3-[(2e,6e,10e,14e)-15-carboxy-3,7,11,15-tetramethylpentadeca-2,6,10,14-tetraen-1-yl]-4-hydroxybenzoic acid
4-[2,3-dihydroxy-4-(hydroxymethyl)phenyl]-3-hydroxy-5-methyloxan-2-one
8-hydroxy-4-(1-hydroxypropan-2-yl)-7-methyl-2-oxo-3,4-dihydro-1-benzopyran-3-yl acetate
4-(methylsulfanyl)-1,6-diazatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁵]hexadeca-3,5,7,9(16),10(15),11,13-heptaen-2-one
[2-formyl-5-(methoxymethyl)pyrrol-1-yl]acetic acid
[4-(11-{5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl}-8-hydroxy-5,9-dioxotricyclo[5.4.0.0⁴,⁸]undeca-2,10-dien-3-yl)-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid
[4-(6-{5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl}-11-hydroxy-3-oxo-2-oxatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),4,6,8,10-pentaen-9-yl)-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid
3,4-dihydroxy-n-[(2s)-1-hydroxy-3-phenylpropan-2-yl]benzenecarboximidic acid
C16H17NO4 (287.11575220000003)
(2s)-2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2,7-dimethylchromen-5-ol
(2s,5s,14r,15r)-14-[(2r,3e,5s)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyl-18-oxatetracyclo[8.7.1.0²,⁷.0¹¹,¹⁵]octadeca-1(17),9-dien-5-ol
1-(5,6-dimethylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol
(2r,3r,4s,5s,6r)-2-{[(1r,3ar,5as,7s,9as,9br,11ar)-1-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
[4-(7-{5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl}-12-hydroxy-3,4-dioxo-2-oxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),5,7,9,11-pentaen-10-yl)-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid
methyl (2r,3s)-3-[(5z)-4-hydroxy-2-oxo-5-(phenylmethylidene)furan-3-yl]-2,3-diphenylpropanoate
(8's,12r)-4,8'-dihydroxy-2,4',7',10-tetraoxaspiro[tricyclo[12.2.2.1³,⁷]nonadecane-12,3'-tricyclo[7.3.0.0²,⁶]dodecan]-1(16),1'(9'),2'(6'),3(19),4,6,14,17-octaene-5',10',11-trione
8-hydroxy-5-methoxy-3-phenylfuro[3,2-b]chromen-2-one
4,4',5'-trihydroxy-3-(7-oxo-6h-oxepin-4-yl)-2',10'-dioxaspiro[furan-2,12'-tricyclo[12.2.2.1³,⁷]nonadecane]-1'(16'),3'(19'),4',6',14',17'-hexaene-5,11'-dione
2-({15-[(1-carboxy-2-methylbutyl)-c-hydroxycarbonimidoyl]-1-hydroxypentadeca-2,4,6,8,10,12,14-heptaen-1-ylidene}amino)pentanedioic acid
C27H34N2O8 (514.2315044000001)