NCBI Taxonomy: 7059

Melolonthinae (ncbi_taxid: 7059)

found 207 associated metabolites at subfamily taxonomy rank level.

Ancestor: Scarabaeidae

Child Taxonomies: Odontria, Neso, Nuiba, Thyce, Bilga, Scythrodes, Prodontria, Costelytra, Melolontha, Clania, Hoplia, Echyra, Enaria, Achloa, Telura, Holotrichia, Empecta, Camenta, Euthora, Lichnia, Balbera, Pacuvia, Hadrops, Aplidia, Paronyx, Rhopaea, Scitala, Dinacoma, Apiencya, Sophrops, Ablabera, Haplidia, Euchirus, Epholcis, Pachypus, Miridiba, Congella, Ophropyx, Geniates, Liogenys, Brahmina, Varencya, Plectris, Scitalia, Apogonia, Arctodium, Gymnoloma, Lepithrix, Pachydema, Etiserica, Ancylonyx, Isonychus, Oocamenta, Harpechys, Eriesthis, Microplus, Cylinchus, Omocrates, Heteronyx, Lepidiota, Dasylepida, Diphycerus, Idionychus, Scelophysa, Hemiserica, Colpochila, Holochelus, Polyphylla, Hyboserica, Periserica, Puelchesia, Selaserica, Automolius, Autoserica, Euphoresia, Pachrodema, Dichelonyx, Amblonoxia, Trematodes, Mesoserica, Liparetrus, Dikellites, Maechidius, Diplotaxis, Monochelus, Pachycnema, Sericoides, Hypopholis, Teluroides, Antitrogus, Homaloplia, Xylonichus, Cyphonoxia, Dolichoplia, Buettikeria, Ceratogonia, Heptophylla, Brenskiella, Dolerotarsa, Eutrichesis, Empecamenta, Philoserica, Acylochilus, Hoplochelus, Hybocamenta, Idaecamenta, Hilyotrogus, Colobostoma, Dermolepida, Cheirotonus, Amphimallon, Rhizotrogus, Perissosoma, Phyllotocus, Schizonycha, Phyllophaga, Sericesthis, Sparrmannia, Leucopholis, Cyphochilus, Asactopholis, Blepharotoma, Cherbezatina, Dedalopterus, Dichecephala, Astenopholis, Aulacoserica, Rhabdopholis, Homalotropus, Doleroserica, Nedymoserica, Chariochilus, Homalochilus, Lepidoserica, Hoplosternus, Michaeloplia, Gnaphalopoda, Nigrotrichia, Homolotropus, Diphucephala, Heterochelus, Neoheteronyx, Ceratochelus, Lobogeniates, Ectinohoplia, Asthenopholis, Camentoserica, Colymbomorpha, Macrodactylus, Pedinotrichia, Amorphochelus, Sphaeroscelis, Chasmatopterus, Neogutierrezia, Trichomaladera, Neophyllotocus, Apomorphochelus, Pseudotrochalus, Pseudosymmachia, Paramorphochelus, unclassified Melolonthinae

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].

   

Palmitic acid

hexadecanoic acid

C16H32O2 (256.2402)


Palmitic acid, also known as palmitate or hexadecanoic acid, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Thus, palmitic acid is considered to be a fatty acid lipid molecule. Palmitic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Palmitic acid can be found in a number of food items such as sacred lotus, spinach, shallot, and corn salad, which makes palmitic acid a potential biomarker for the consumption of these food products. Palmitic acid can be found primarily in most biofluids, including feces, sweat, cerebrospinal fluid (CSF), and urine, as well as throughout most human tissues. Palmitic acid exists in all living species, ranging from bacteria to humans. In humans, palmitic acid is involved in several metabolic pathways, some of which include alendronate action pathway, rosuvastatin action pathway, simvastatin action pathway, and cerivastatin action pathway. Palmitic acid is also involved in several metabolic disorders, some of which include hypercholesterolemia, familial lipoprotein lipase deficiency, ethylmalonic encephalopathy, and carnitine palmitoyl transferase deficiency (I). Moreover, palmitic acid is found to be associated with schizophrenia. Palmitic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Palmitic acid, or hexadecanoic acid in IUPAC nomenclature, is the most common saturated fatty acid found in animals, plants and microorganisms. Its chemical formula is CH3(CH2)14COOH, and its C:D is 16:0. As its name indicates, it is a major component of the oil from the fruit of oil palms (palm oil). Palmitic acid can also be found in meats, cheeses, butter, and dairy products. Palmitate is the salts and esters of palmitic acid. The palmitate anion is the observed form of palmitic acid at physiologic pH (7.4) . Palmitic acid is the first fatty acid produced during lipogenesis (fatty acid synthesis) and from which longer fatty acids can be produced. Palmitate negatively feeds back on acetyl-CoA carboxylase (ACC) which is responsible for converting acetyl-ACP to malonyl-ACP on the growing acyl chain, thus preventing further palmitate generation (DrugBank). Palmitic acid, or hexadecanoic acid, is one of the most common saturated fatty acids found in animals, plants, and microorganisms. As its name indicates, it is a major component of the oil from the fruit of oil palms (palm oil). Excess carbohydrates in the body are converted to palmitic acid. Palmitic acid is the first fatty acid produced during fatty acid synthesis and is the precursor to longer fatty acids. As a consequence, palmitic acid is a major body component of animals. In humans, one analysis found it to make up 21–30\\\% (molar) of human depot fat (PMID: 13756126), and it is a major, but highly variable, lipid component of human breast milk (PMID: 352132). Palmitic acid is used to produce soaps, cosmetics, and industrial mould release agents. These applications use sodium palmitate, which is commonly obtained by saponification of palm oil. To this end, palm oil, rendered from palm tree (species Elaeis guineensis), is treated with sodium hydroxide (in the form of caustic soda or lye), which causes hydrolysis of the ester groups, yielding glycerol and sodium palmitate. Aluminium salts of palmitic acid and naphthenic acid were combined during World War II to produce napalm. The word "napalm" is derived from the words naphthenic acid and palmitic acid (Wikipedia). Palmitic acid is also used in the determination of water hardness and is a surfactant of Levovist, an intravenous ultrasonic contrast agent. Hexadecanoic acid is a straight-chain, sixteen-carbon, saturated long-chain fatty acid. It has a role as an EC 1.1.1.189 (prostaglandin-E2 9-reductase) inhibitor, a plant metabolite, a Daphnia magna metabolite and an algal metabolite. It is a long-chain fatty acid and a straight-chain saturated fatty acid. It is a conjugate acid of a hexadecanoate. A common saturated fatty acid found in fats and waxes including olive oil, palm oil, and body lipids. Palmitic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Palmitic Acid is a saturated long-chain fatty acid with a 16-carbon backbone. Palmitic acid is found naturally in palm oil and palm kernel oil, as well as in butter, cheese, milk and meat. Palmitic acid, or hexadecanoic acid is one of the most common saturated fatty acids found in animals and plants, a saturated fatty acid found in fats and waxes including olive oil, palm oil, and body lipids. It occurs in the form of esters (glycerides) in oils and fats of vegetable and animal origin and is usually obtained from palm oil, which is widely distributed in plants. Palmitic acid is used in determination of water hardness and is an active ingredient of *Levovist*TM, used in echo enhancement in sonographic Doppler B-mode imaging and as an ultrasound contrast medium. A common saturated fatty acid found in fats and waxes including olive oil, palm oil, and body lipids. A straight-chain, sixteen-carbon, saturated long-chain fatty acid. Palmitic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=57-10-3 (retrieved 2024-07-01) (CAS RN: 57-10-3). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

Asparagine

(2S)-2-Amino-3-carbamoylpropanoic acid

C4H8N2O3 (132.0535)


Asparagine (Asn) or L-asparagine is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Amino acids are organic compounds that contain amino (–NH2) and carboxyl (–COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-asparagine is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Asparagine is found in all organisms ranging from bacteria to plants to animals. In humans, asparagine is not an essential amino acid, which means that it can be synthesized from central metabolic pathway intermediates in humans and is not required in the diet. The precursor to asparagine is oxaloacetate. Oxaloacetate is converted to aspartate using a transaminase enzyme. This enzyme transfers the amino group from glutamate to oxaloacetate producing alpha-ketoglutarate and aspartate. The enzyme asparagine synthetase produces asparagine, AMP, glutamate, and pyrophosphate from aspartate, glutamine, and ATP. In the asparagine synthetase reaction, ATP is used to activate aspartate, forming beta-aspartyl-AMP. Glutamine donates an ammonium group which reacts with beta-aspartyl-AMP to form asparagine and free AMP. Since the asparagine side chain can make efficient hydrogen bond interactions with the peptide backbone, asparagines are often found near the beginning and end of alpha-helices, and in turn motifs in beta sheets. Its role can be thought as "capping" the hydrogen bond interactions which would otherwise need to be satisfied by the polypeptide backbone. Asparagine also provides key sites for N-linked glycosylation, a modification of the protein chain that is characterized by the addition of carbohydrate chains. A reaction between asparagine and reducing sugars or reactive carbonyls produces acrylamide (acrylic amide) in food when heated to sufficient temperature (i.e. baking). These occur primarily in baked goods such as French fries, potato chips, and roasted coffee. Asparagine was first isolated in 1806 from asparagus juice --hence its name. Asparagine was the first amino acid to be isolated. The smell observed in the urine of some individuals after the consumption of asparagus is attributed to a byproduct of the metabolic breakdown of asparagine, asparagine-amino-succinic-acid monoamide. However, some scientists disagree and implicate other substances in the smell, especially methanethiol. [Spectral] L-Asparagine (exact mass = 132.05349) and L-Aspartate (exact mass = 133.03751) 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. One of the nonessential amino acids. Dietary supplement, nutrient. Widely distributed in the plant kingdom. Isolated from asparagus, beetroot, peas, beans, etc. (-)-Asparagine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=70-47-3 (retrieved 2024-07-15) (CAS RN: 70-47-3). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). L-Asparagine ((-)-Asparagine) is a non-essential amino acid that is involved in the metabolic control of cell functions in nerve and brain tissue. L-Asparagine ((-)-Asparagine) is a non-essential amino acid that is involved in the metabolic control of cell functions in nerve and brain tissue.

   

Uracil

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

C4H4N2O2 (112.0273)


Uracil, also known as U, belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. Uracil is a common naturally occurring pyrimidine found in RNA. It base pairs with adenine and is replaced by thymine in DNA. Uracil is one of the four nucleobases in RNA that are represented by the letters A, G, C and U. Methylation of uracil produces thymine. The name "uracil" was coined in 1885 by the German chemist Robert Behrend, who was attempting to synthesize derivatives of uric acid. Originally discovered in 1900, uracil was isolated by hydrolysis of yeast nuclein that was found in bovine thymus and spleen, herring sperm, and wheat germ. Uracil exists in all living species, ranging from bacteria to plants to humans. Uracils use in the body is to help carry out the synthesis of many enzymes necessary for cell function through bonding with riboses and phosphates. Uracil serves as an allosteric regulator and a coenzyme for many important biochemical reactions. Uracil (via the nucleoside uridine) can be phosphorylated by various kinases to produce UMP, UDP and UTP. UDP and UTP regulate carbamoyl phosphate synthetase II (CPSase II) activity in animals. Uracil is also involved in the biosynthesis of polysaccharides and in the transport of sugars containing aldehydes. Within humans, uracil participates in a number of enzymatic reactions. In particular, uracil and ribose 1-phosphate can be biosynthesized from uridine; which is mediated by the enzyme uridine phosphorylase 2. In addition, uracil can be converted into dihydrouracil through the action of the enzyme dihydropyrimidine dehydrogenase [NADP(+)]. Uracil is rarely found in DNA, and this may have been an evolutionary change to increase genetic stability. This is because cytosine can deaminate spontaneously to produce uracil through hydrolytic deamination. Therefore, if there were an organism that used uracil in its DNA, the deamination of cytosine (which undergoes base pairing with guanine) would lead to formation of uracil (which would base pair with adenine) during DNA synthesis. Uracil can be used for drug delivery and as a pharmaceutical. When elemental fluorine reacts with uracil, it produces 5-fluorouracil. 5-Fluorouracil is an anticancer drug (antimetabolite) that mimics uracil during the nucleic acid (i.e. RNA) synthesis and transcription process. Because 5-fluorouracil is similar in shape to, but does not undergo the same chemistry as, uracil, the drug inhibits RNA replication enzymes, thereby blocking RNA synthesis and stopping the growth of cancerous cells. Uracil is a common and naturally occurring pyrimidine derivative. Originally discovered in 1900, it was isolated by hydrolysis of yeast nuclein that was found in bovine thymus and spleen, herring sperm, and wheat germ. It is a planar, unsaturated compound that has the ability to absorb light. Uracil. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=66-22-8 (retrieved 2024-07-01) (CAS RN: 66-22-8). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Uracil is a common and naturally occurring pyrimidine derivative and one of the four nucleobases in the nucleic acid of RNA. Uracil is a common and naturally occurring pyrimidine derivative and one of the four nucleobases in the nucleic acid of RNA. Uracil is a common and naturally occurring pyrimidine derivative and one of the four nucleobases in the nucleic acid of RNA.

   

Tricin

5,7-Dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4H-1-benzopyran-4-one

C17H14O7 (330.0739)


[Raw Data] CBA24_Tricin_neg_50eV_1-6_01_1424.txt [Raw Data] CBA24_Tricin_pos_50eV_1-6_01_1397.txt [Raw Data] CBA24_Tricin_neg_10eV_1-6_01_1368.txt [Raw Data] CBA24_Tricin_pos_40eV_1-6_01_1396.txt [Raw Data] CBA24_Tricin_pos_20eV_1-6_01_1394.txt [Raw Data] CBA24_Tricin_neg_30eV_1-6_01_1422.txt [Raw Data] CBA24_Tricin_neg_20eV_1-6_01_1421.txt [Raw Data] CBA24_Tricin_pos_10eV_1-6_01_1357.txt [Raw Data] CBA24_Tricin_pos_30eV_1-6_01_1488.txt [Raw Data] CBA24_Tricin_neg_40eV_1-6_01_1423.txt Tricin is a natural flavonoid present in large amounts in Triticum aestivum. Tricin can inhibit human cytomegalovirus (HCMV) replication by inhibiting CDK9. Tricin inhibits the proliferation and invasion of C6 glioma cells via the upregulation of focal-adhesion-finase (FAK)-targeting microRNA-7[1][2][3]. Tricin is a natural flavonoid present in large amounts in Triticum aestivum. Tricin can inhibit human cytomegalovirus (HCMV) replication by inhibiting CDK9. Tricin inhibits the proliferation and invasion of C6 glioma cells via the upregulation of focal-adhesion-finase (FAK)-targeting microRNA-7[1][2][3].

   

Cholesterol

(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

C27H46O (386.3548)


Cholesterol is a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues and transported in the blood plasma of all animals. The name originates from the Greek chole- (bile) and stereos (solid), and the chemical suffix -ol for an alcohol. This is because researchers first identified cholesterol in solid form in gallstones in 1784. In the body, cholesterol can exist in either the free form or as an ester with a single fatty acid (of 10-20 carbons in length) covalently attached to the hydroxyl group at position 3 of the cholesterol ring. Due to the mechanism of synthesis, plasma cholesterol esters tend to contain relatively high proportions of polyunsaturated fatty acids. Most of the cholesterol consumed as a dietary lipid exists as cholesterol esters. Cholesterol esters have a lower solubility in water than cholesterol and are more hydrophobic. They are hydrolyzed by the pancreatic enzyme cholesterol esterase to produce cholesterol and free fatty acids. Cholesterol has vital structural roles in membranes and in lipid metabolism in general. It is a biosynthetic precursor of bile acids, vitamin D, and steroid hormones (glucocorticoids, estrogens, progesterones, androgens and aldosterone). In addition, it contributes to the development and functioning of the central nervous system, and it has major functions in signal transduction and sperm development. Cholesterol is a ubiquitous component of all animal tissues where much of it is located in the membranes, although it is not evenly distributed. The highest proportion of unesterified cholesterol is in the plasma membrane (roughly 30-50\\\\% of the lipid in the membrane or 60-80\\\\% of the cholesterol in the cell), while mitochondria and the endoplasmic reticulum have very low cholesterol contents. Cholesterol is also enriched in early and recycling endosomes, but not in late endosomes. The brain contains more cholesterol than any other organ where it comprises roughly a quarter of the total free cholesterol in the human body. Of all the organic constituents of blood, only glucose is present in a higher molar concentration than cholesterol. Cholesterol esters appear to be the preferred form for transport in plasma and as a biologically inert storage (de-toxified) form. They do not contribute to membranes but are packed into intracellular lipid particles. Cholesterol molecules (i.e. cholesterol esters) are transported throughout the body via lipoprotein particles. The largest lipoproteins, which primarily transport fats from the intestinal mucosa to the liver, are called chylomicrons. They carry mostly triglyceride fats and cholesterol that are from food, especially internal cholesterol secreted by the liver into the bile. In the liver, chylomicron particles give up triglycerides and some cholesterol. They are then converted into low-density lipoprotein (LDL) particles, which carry triglycerides and cholesterol on to other body cells. In healthy individuals, the LDL particles are large and relatively few in number. In contrast, large numbers of small LDL particles are strongly associated with promoting atheromatous disease within the arteries. (Lack of information on LDL particle number and size is one of the major problems of conventional lipid tests.). In conditions with elevated concentrations of oxidized LDL particles, especially small LDL particles, cholesterol promotes atheroma plaque deposits in the walls of arteries, a condition known as atherosclerosis, which is a major contributor to coronary heart disease and other forms of cardiovascular disease. There is a worldwide trend to believe that lower total cholesterol levels tend to correlate with lower atherosclerosis event rates (though some studies refute this idea). As a result, cholesterol has become a very large focus for the scientific community trying to determine the proper amount of cholesterol needed in a healthy diet. However, the primary association of atherosclerosis with c... Constituent either free or as esters, of fish liver oils, lard, dairy fats, egg yolk and bran Cholesterol is the major sterol in mammals. It is making up 20-25\\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3]. Cholesterol is the major sterol in mammals. It is making up 20-25\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3].

   

trichodermin

(4beta,12R)-12,13-epoxytrichothec-9-en-4-yl acetate

C17H24O4 (292.1675)


A tetracyclic spiroepoxide which acts as an antifungal and protein synthesis inhibitor. D009676 - Noxae > D011042 - Poisons > D014255 - Trichothecenes D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins

   

Methyl benzoate

Methyl benzenecarboxylic acid

C8H8O2 (136.0524)


Methyl benzoate is an ester with the chemical formula C6H5COOCH3. It is formed by the condensation of methanol and benzoic acid. It is a colorless to slightly yellow liquid that is insoluble with water, but miscible with most organic solvents. Methyl benzoate is found in allspice. Methyl benzoate is present in various flower oils, banana, cherry, pimento berry, ceriman (Monstera deliciosa), clove bud and stem, mustard, coffee, black tea, dill, starfruit and cherimoya (Annona cherimola). Methyl benzoate is used in flavourings. It is one of many compounds that is attractive to males of various species of orchid bees, who apparently gather the chemical to synthesize pheromones; it is commonly used as bait to attract and collect these bees for study. Present in various flower oils, banana, cherry, pimento berry, ceriman (Monstera deliciosa), clove bud and stem, mustard, coffee, black tea, dill, starfruit and cherimoya (Annona cherimola). It is used in flavourings

   

DL-Asparagine

2-amino-3-(C-hydroxycarbonimidoyl)propanoic acid

C4H8N2O3 (132.0535)


DL-Asparagine is a racemic melange of the Aparagine L and D-enantiomers. DL-Asparagine has been used in growth-media for bacteria-growth[1]. DL-Asparagine is a racemic melange of the Aparagine L and D-enantiomers. DL-Asparagine has been used in growth-media for bacteria-growth[1].

   

Pentacosane

2A4605C9-A088-458C-AD58-AA987FF6C408

C25H52 (352.4069)


Constituent of many naturally occurring waxes. A colorless solid at ambient conditions. Pentacosane is an alkane consisting of an unbranched chain of 25 carbon atoms. It has a role as a semiochemical and a plant metabolite. Pentacosane is a natural product found in Cryptotermes brevis, Erucaria microcarpa, and other organisms with data available. See also: Moringa oleifera leaf oil (part of). An alkane consisting of an unbranched chain of 25 carbon atoms. Pentacosane is one of the major components in the acetone extract from Curcuma raktakanda and is also in the essential oil from the leaves of Malus domestica. Pentacosane exhibit anti-cancer activities[1]. Pentacosane is one of the major components in the acetone extract from Curcuma raktakanda and is also in the essential oil from the leaves of Malus domestica. Pentacosane exhibit anti-cancer activities[1].

   

L,L-Cyclo(leucylprolyl)

(3S,8aS)-1-hydroxy-3-(2-methylpropyl)-3H,4H,6H,7H,8H,8aH-pyrrolo[1,2-a]pyrazin-4-one

C11H18N2O2 (210.1368)


L,L-Cyclo(leucylprolyl) is found in alcoholic beverages. L,L-Cyclo(leucylprolyl) is produced by microorganisms and is a bitter component of sake and contributes to the flavour of beer. L,L-Cyclo(leucylprolyl), also known as cyclo(leu-pro) or cyclo(L-prolyl-L-leucyl), belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. L,L-Cyclo(leucylprolyl) is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on L,L-Cyclo(leucylprolyl). L-Leucyl-L-proline lactam. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=2873-36-1 (retrieved 2024-07-10) (CAS RN: 2873-36-1). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Cyclo(L-Leu-L-Pro) is an inhibitory substance targeting to production of norsolorinic acid (NA,a precursor of aflatoxin),which can be isolated from A. xylosoxidans NFRI-A1. Cyclo(L-Leu-L-Pro) inhibits accumulation of NA by A. parasiticus NFRI-95 and inhibits spore formation. Cyclo(L-Leu-L-Pro) inhibits aflatoxin production with an IC50 of 0.2 mg/mL in A. parasiticus SYS-4[1].

   

Eicosane

CH3-[CH2]18-CH3

C20H42 (282.3286)


Eicosane, also known as ch3-[ch2]18-ch3 or octyldodecane, is a member of the class of compounds known as alkanes. Alkanes are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Thus, eicosane is considered to be a hydrocarbon lipid molecule. Eicosane is an alkane and waxy tasting compound and can be found in a number of food items such as linden, papaya, dill, and lemon balm, which makes eicosane a potential biomarker for the consumption of these food products. Eicosane can be found primarily in feces and saliva. Icosanes size, state or chemical inactivity does not exclude it from the traits its smaller alkane counterparts have. It is a colorless, non-polar molecule, nearly unreactive except when it burns. It is less dense than and insoluble in water. Its non-polar trait means it can only perform weak intermolecular bonding (hydrophobic/van der Waals forces) . Eicosane, also known as CH3-[CH2]18-CH3 or octyldodecane, belongs to the class of organic compounds known as alkanes. These are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Eicosane is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, eicosane is considered to be a hydrocarbon lipid molecule. Eicosane is an alkane and waxy tasting compound. Eicosane is found, on average, in the highest concentration within lemon balms. Eicosane has also been detected, but not quantified, in several different foods, such as allspices, papaya, coconuts, lindens, and hyssops. This could make eicosane a potential biomarker for the consumption of these foods. These are acyclic hydrocarbons consisting only of n carbon atoms and m hydrogen atoms where m=2*n + 2.

   

Trichodermamide A

Trichodermamide A

C20H20N2O9 (432.1169)


CONFIDENCE Penicillium corvianum

   

Cyclonerodiol

Cyclonerodiol

C15H28O2 (240.2089)


   

Palmitic Acid

n-Hexadecanoic acid

C16H32O2 (256.2402)


COVID info from WikiPathways D004791 - Enzyme Inhibitors Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS

   

METHYL BENZOATE

METHYL BENZOATE

C8H8O2 (136.0524)


A benzoate ester obtained by condensation of benzoic acid and methanol.

   

Tricin

4H-1-BENZOPYRAN-4-ONE, 5,7-DIHYDROXY-2-(4-HYDROXY-3,5-DIMETHOXYPHENYL)-

C17H14O7 (330.0739)


3,5-di-O-methyltricetin is the 3,5-di-O-methyl ether of tricetin. Known commonly as tricin, it is a constituent of rice bran and has been found to potently inhibit colon cancer cell growth. It has a role as an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor and a metabolite. It is a trihydroxyflavone, a dimethoxyflavone and a member of 3-methoxyflavones. It is functionally related to a tricetin. It is a conjugate acid of a 3,5-di-O-methyltricetin(1-). Tricin is a natural product found in Carex fraseriana, Smilax bracteata, and other organisms with data available. See also: Arnica montana Flower (part of); Elymus repens root (part of). The 3,5-di-O-methyl ether of tricetin. Known commonly as tricin, it is a constituent of rice bran and has been found to potently inhibit colon cancer cell growth. Isolated from Triticum dicoccum (emmer). Tricin 5-diglucoside is found in wheat and cereals and cereal products. From leaves of Oryza sativa (rice). 5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4h-chromen-4-one, also known as 3,5-O-dimethyltricetin or 5,7,4-trihydroxy-3,5-dimethoxy-flavone, is a member of the class of compounds known as 3-o-methylated flavonoids. 3-o-methylated flavonoids are flavonoids with methoxy groups attached to the C3 atom of the flavonoid backbone. Thus, 5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4h-chromen-4-one is considered to be a flavonoid lipid molecule. 5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4h-chromen-4-one is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4h-chromen-4-one can be synthesized from tricetin. 5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4h-chromen-4-one is also a parent compound for other transformation products, including but not limited to, tricin 7-O-glucoside, 4-O-beta-glucosyl-7-O-(6-O-sinapoylglucosyl)tricin, and tricin 7-O-(6-O-malonyl)-beta-D-glucopyranoside. 5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4h-chromen-4-one can be found in barley, common wheat, oat, and rice, which makes 5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4h-chromen-4-one a potential biomarker for the consumption of these food products. Tricin is a natural flavonoid present in large amounts in Triticum aestivum. Tricin can inhibit human cytomegalovirus (HCMV) replication by inhibiting CDK9. Tricin inhibits the proliferation and invasion of C6 glioma cells via the upregulation of focal-adhesion-finase (FAK)-targeting microRNA-7[1][2][3]. Tricin is a natural flavonoid present in large amounts in Triticum aestivum. Tricin can inhibit human cytomegalovirus (HCMV) replication by inhibiting CDK9. Tricin inhibits the proliferation and invasion of C6 glioma cells via the upregulation of focal-adhesion-finase (FAK)-targeting microRNA-7[1][2][3].

   

Sorbicillin

Sorbicillin

C14H16O3 (232.1099)


   

4,6,8,10,16,18-Hexamethyldocosane

4,6,8,10,16,18-Hexamethyldocosane

C28H58 (394.4538)


   

bisvertinoquinol

bisvertinoquinol

C28H34O8 (498.2254)


   

PENTACOS-9-ENE

PENTACOS-9-ENE

C25H50 (350.3912)


   

3-dimethylamino-5-hydroxy-5-vinyl-2-cyclopenten-1-one

3-dimethylamino-5-hydroxy-5-vinyl-2-cyclopenten-1-one

C9H13NO2 (167.0946)


   

Cholesterol

(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

C27H46O (386.3548)


A cholestanoid consisting of cholestane having a double bond at the 5,6-position as well as a 3beta-hydroxy group. 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. Cholesterol is the major sterol in mammals. It is making up 20-25\\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3]. Cholesterol is the major sterol in mammals. It is making up 20-25\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3].

   

6-(2,4-dihydroxy-5-methylphenyl)-6-oxohexanoic acid

6-(2,4-dihydroxy-5-methylphenyl)-6-oxohexanoic acid

C13H16O5 (252.0998)


   

4,6,8,10,16-Pentamethyldocosane

4,6,8,10,16-Pentamethyldocosane

C27H56 (380.4382)


   

Pentacosane

EINECS 211-123-6

C25H52 (352.4069)


Pentacosane is one of the major components in the acetone extract from Curcuma raktakanda and is also in the essential oil from the leaves of Malus domestica. Pentacosane exhibit anti-cancer activities[1]. Pentacosane is one of the major components in the acetone extract from Curcuma raktakanda and is also in the essential oil from the leaves of Malus domestica. Pentacosane exhibit anti-cancer activities[1].

   

Uracil

Uracil-5-d

C4H4N2O2 (112.0273)


A common and naturally occurring pyrimidine nucleobase in which the pyrimidine ring is substituted with two oxo groups at positions 2 and 4. Found in RNA, it base pairs with adenine and replaces thymine during DNA transcription. 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; ISAKRJDGNUQOIC_STSL_0177_Uracil_8000fmol_180430_S2_LC02_MS02_198; 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. Uracil is a common and naturally occurring pyrimidine derivative and one of the four nucleobases in the nucleic acid of RNA. Uracil is a common and naturally occurring pyrimidine derivative and one of the four nucleobases in the nucleic acid of RNA. Uracil is a common and naturally occurring pyrimidine derivative and one of the four nucleobases in the nucleic acid of RNA.

   

Hexadecanoic acid

Hexadecanoic acid

C16H32O2 (256.2402)


   

Gancidin W

3-(2-methylpropyl)-octahydropyrrolo[1,2-a]piperazine-1,4-dione

C11H18N2O2 (210.1368)


Cyclo(L-Leu-L-Pro) is an inhibitory substance targeting to production of norsolorinic acid (NA,a precursor of aflatoxin),which can be isolated from A. xylosoxidans NFRI-A1. Cyclo(L-Leu-L-Pro) inhibits accumulation of NA by A. parasiticus NFRI-95 and inhibits spore formation. Cyclo(L-Leu-L-Pro) inhibits aflatoxin production with an IC50 of 0.2 mg/mL in A. parasiticus SYS-4[1].

   

3-Methylpentacosane

xi-3-Methylpentacosane

C26H54 (366.4225)


   

Pirod

InChI=1\C4H4N2O2\c7-3-1-2-5-4(8)6-3\h1-2H,(H2,5,6,7,8

C4H4N2O2 (112.0273)


COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Uracil is a common and naturally occurring pyrimidine derivative and one of the four nucleobases in the nucleic acid of RNA. Uracil is a common and naturally occurring pyrimidine derivative and one of the four nucleobases in the nucleic acid of RNA. Uracil is a common and naturally occurring pyrimidine derivative and one of the four nucleobases in the nucleic acid of RNA.

   

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].

   

[(1s,2r,6s)-2-hydroxy-6-(11-hydroxy-3,7,11-trimethyldodeca-2,6-dien-1-yl)-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]methyl (3s)-3-hydroxybutanoate

[(1s,2r,6s)-2-hydroxy-6-(11-hydroxy-3,7,11-trimethyldodeca-2,6-dien-1-yl)-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]methyl (3s)-3-hydroxybutanoate

C26H40O7 (464.2774)


   

2-{[2-({2-[(2-{[1,3-dihydroxy-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-2-methylpropylidene}amino)propylidene]amino}-1-hydroxypropylidene)amino]-1-hydroxy-2-methylpropylidene}amino)-1-hydroxy-2-methylpropylidene]amino}-n-[1-({1-[(1-{[({1-[(1-{2-[(1-{[1-({1-[(1-{[1-hydroxy-3-(4-hydroxyphenyl)propan-2-yl]-c-hydroxycarbonimidoyl}-3-(c-hydroxycarbonimidoyl)propyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-c-hydroxycarbonimidoyl)-1-methylethyl]-c-hydroxycarbonimidoyl}-3-methylbutyl)-c-hydroxycarbonimidoyl]pyrrolidin-1-yl}-2-methyl-1-oxopropan-2-yl)-c-hydroxycarbonimidoyl]-3-methylbutyl}-c-hydroxycarbonimidoyl)methyl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-2-methylpropyl}-c-hydroxycarbonimidoyl)-1-methylethyl]pentanediimidic acid

2-{[2-({2-[(2-{[1,3-dihydroxy-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-2-methylpropylidene}amino)propylidene]amino}-1-hydroxypropylidene)amino]-1-hydroxy-2-methylpropylidene}amino)-1-hydroxy-2-methylpropylidene]amino}-n-[1-({1-[(1-{[({1-[(1-{2-[(1-{[1-({1-[(1-{[1-hydroxy-3-(4-hydroxyphenyl)propan-2-yl]-c-hydroxycarbonimidoyl}-3-(c-hydroxycarbonimidoyl)propyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-c-hydroxycarbonimidoyl)-1-methylethyl]-c-hydroxycarbonimidoyl}-3-methylbutyl)-c-hydroxycarbonimidoyl]pyrrolidin-1-yl}-2-methyl-1-oxopropan-2-yl)-c-hydroxycarbonimidoyl]-3-methylbutyl}-c-hydroxycarbonimidoyl)methyl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-2-methylpropyl}-c-hydroxycarbonimidoyl)-1-methylethyl]pentanediimidic acid

C83H138N20O23 (1783.0243)


   

(1r,2r,7r,8r,10s,11z)-5,10-dihydroxy-11-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-8,10-dimethyl-3-oxatricyclo[6.2.2.0²,⁷]dodec-5-ene-4,9,12-trione

(1r,2r,7r,8r,10s,11z)-5,10-dihydroxy-11-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-8,10-dimethyl-3-oxatricyclo[6.2.2.0²,⁷]dodec-5-ene-4,9,12-trione

C19H20O7 (360.1209)


   

3,7-dihydroxy-1-(hydroxymethyl)-9-methoxybenzo[c]chromen-6-one

3,7-dihydroxy-1-(hydroxymethyl)-9-methoxybenzo[c]chromen-6-one

C15H12O6 (288.0634)


   

(1r,6r,9s,10s)-6,10-dihydroxy-15-methyl-8,16-dioxatricyclo[7.7.1.0²,⁷]heptadec-2(7)-en-3-one

(1r,6r,9s,10s)-6,10-dihydroxy-15-methyl-8,16-dioxatricyclo[7.7.1.0²,⁷]heptadec-2(7)-en-3-one

C16H24O5 (296.1624)


   

15-(5,6-dimethylhept-3-en-2-yl)-5,10-dihydroxy-2-methyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-11-ene-16-carboxylic acid

15-(5,6-dimethylhept-3-en-2-yl)-5,10-dihydroxy-2-methyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-11-ene-16-carboxylic acid

C28H42O5 (458.3032)


   

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

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

C16H24O3 (264.1725)


   

2-(4-{1-hydroxy-6,8,10-trimethyl-6h,6ah,7h,8h,9h,10h,10ah-isochromeno[4,3-c]pyridin-4-yl}phenoxy)-5-(hydroxymethyl)oxolane-3,4-diol

2-(4-{1-hydroxy-6,8,10-trimethyl-6h,6ah,7h,8h,9h,10h,10ah-isochromeno[4,3-c]pyridin-4-yl}phenoxy)-5-(hydroxymethyl)oxolane-3,4-diol

C26H33NO7 (471.2257)


   

4,8,14,15,15-pentamethyltetracyclo[9.3.1.0¹,⁹.0⁵,⁸]pentadec-4-en-6-one

4,8,14,15,15-pentamethyltetracyclo[9.3.1.0¹,⁹.0⁵,⁸]pentadec-4-en-6-one

C20H30O (286.2297)


   

(1s,5r,6s)-1-{[(1s,4ar,8ar)-5,5,8a-trimethyl-2-methylidene-6-oxo-hexahydronaphthalen-1-yl]methyl}-5-hydroxy-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one

(1s,5r,6s)-1-{[(1s,4ar,8ar)-5,5,8a-trimethyl-2-methylidene-6-oxo-hexahydronaphthalen-1-yl]methyl}-5-hydroxy-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one

C22H30O5 (374.2093)


   

n-[1-({1-[2-({2-hydroxy-1-[(1-{[1-(2-{[1-({1-[(1-{2-[(1-hydroxy-3-methylbutan-2-yl)-c-hydroxycarbonimidoyl]pyrrolidin-1-yl}-2-methyl-1-oxopropan-2-yl)-c-hydroxycarbonimidoyl]-3-methylbutyl}-c-hydroxycarbonimidoyl)-1-methylethyl]-c-hydroxycarbonimidoyl}pyrrolidin-1-yl)-2-methyl-1-oxopropan-2-yl]-c-hydroxycarbonimidoyl}-2-methylbutyl)-c-hydroxycarbonimidoyl]ethyl}-c-hydroxycarbonimidoyl)pyrrolidin-1-yl]-2-methyl-1-oxopropan-2-yl}-c-hydroxycarbonimidoyl)-3-methylbutyl]-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-2-methylpropylidene}amino)pentanediimidic acid

n-[1-({1-[2-({2-hydroxy-1-[(1-{[1-(2-{[1-({1-[(1-{2-[(1-hydroxy-3-methylbutan-2-yl)-c-hydroxycarbonimidoyl]pyrrolidin-1-yl}-2-methyl-1-oxopropan-2-yl)-c-hydroxycarbonimidoyl]-3-methylbutyl}-c-hydroxycarbonimidoyl)-1-methylethyl]-c-hydroxycarbonimidoyl}pyrrolidin-1-yl)-2-methyl-1-oxopropan-2-yl]-c-hydroxycarbonimidoyl}-2-methylbutyl)-c-hydroxycarbonimidoyl]ethyl}-c-hydroxycarbonimidoyl)pyrrolidin-1-yl]-2-methyl-1-oxopropan-2-yl}-c-hydroxycarbonimidoyl)-3-methylbutyl]-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-2-methylpropylidene}amino)pentanediimidic acid

C68H117N15O17 (1415.8751)


   

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

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

C16H24O5 (296.1624)


   

4,12,18,19-tetrahydroxy-13-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methyl]-6-methylpentacyclo[8.7.4.0¹,¹⁰.0³,⁸.0¹¹,¹⁶]henicosa-3,5,7,11(16),12,20-hexaene-2,9,14,15-tetrone

4,12,18,19-tetrahydroxy-13-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methyl]-6-methylpentacyclo[8.7.4.0¹,¹⁰.0³,⁸.0¹¹,¹⁶]henicosa-3,5,7,11(16),12,20-hexaene-2,9,14,15-tetrone

C37H40O9 (628.2672)


   

(1s,5r,6s)-5-hydroxy-1-(11-hydroxy-3,7,11-trimethyldodeca-2,6-dien-1-yl)-4-methyl-7-oxabicyclo[4.1.0]hept-3-en-2-one

(1s,5r,6s)-5-hydroxy-1-(11-hydroxy-3,7,11-trimethyldodeca-2,6-dien-1-yl)-4-methyl-7-oxabicyclo[4.1.0]hept-3-en-2-one

C22H34O4 (362.2457)


   

4-(1-hydroxyhex-4-en-1-yl)-3-methyl-5h-furan-2-one

4-(1-hydroxyhex-4-en-1-yl)-3-methyl-5h-furan-2-one

C11H16O3 (196.1099)


   

(1s)-7,8-dihydroxy-6-methoxy-1-pentyl-1,4-dihydro-2-benzopyran-3-one

(1s)-7,8-dihydroxy-6-methoxy-1-pentyl-1,4-dihydro-2-benzopyran-3-one

C15H20O5 (280.1311)


   

({5-[(1e)-2-carboxyeth-1-en-1-yl]-6-oxabicyclo[3.1.0]hex-2-en-3-yl}amino)methylidene

({5-[(1e)-2-carboxyeth-1-en-1-yl]-6-oxabicyclo[3.1.0]hex-2-en-3-yl}amino)methylidene

C9H9NO3 (179.0582)


   

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)


   

7-acetyl-1,3,6-trihydroxyanthracene-9,10-dione

7-acetyl-1,3,6-trihydroxyanthracene-9,10-dione

C16H10O6 (298.0477)


   

(1r,4s,5z,7r,8s)-7-[(4e)-hex-4-enoyl]-3-hydroxy-8-[(2s)-3-hydroxy-2,4-dimethyl-5-oxofuran-2-yl]-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione

(1r,4s,5z,7r,8s)-7-[(4e)-hex-4-enoyl]-3-hydroxy-8-[(2s)-3-hydroxy-2,4-dimethyl-5-oxofuran-2-yl]-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione

C28H34O8 (498.2254)


   

[(1r,6s)-6-{[(1s,4as,8as)-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-2,5-dioxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]methyl (3s)-3-hydroxybutanoate

[(1r,6s)-6-{[(1s,4as,8as)-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-2,5-dioxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]methyl (3s)-3-hydroxybutanoate

C26H36O6 (444.2512)


   

7-hydroxy-7-(6-hydroxy-5-oxo-2,3,4,6,7,8-hexahydro-1-benzopyran-2-yl)heptanoic acid

7-hydroxy-7-(6-hydroxy-5-oxo-2,3,4,6,7,8-hexahydro-1-benzopyran-2-yl)heptanoic acid

C16H24O6 (312.1573)


   

methyl 1-({[5-({[2-(methoxycarbonyl)pyrrolidin-1-yl]imino}methyl)furan-2-yl]methylidene}amino)pyrrolidine-2-carboxylate

methyl 1-({[5-({[2-(methoxycarbonyl)pyrrolidin-1-yl]imino}methyl)furan-2-yl]methylidene}amino)pyrrolidine-2-carboxylate

C18H24N4O5 (376.1747)


   

(2s,6s)-6-hydroxy-2-[(1s)-1-hydroxy-6-oxoheptyl]-2,3,4,6,7,8-hexahydro-1-benzopyran-5-one

(2s,6s)-6-hydroxy-2-[(1s)-1-hydroxy-6-oxoheptyl]-2,3,4,6,7,8-hexahydro-1-benzopyran-5-one

C16H24O5 (296.1624)


   

n-{1-[({[1-({1-[({[({1-[(1-{[({1-[(1-hydroxy-4-methylpentan-2-yl)-c-hydroxycarbonimidoyl]-2-methylbutyl}-c-hydroxycarbonimidoyl)methyl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-2-methylpropyl}-c-hydroxycarbonimidoyl)methyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-c-hydroxycarbonimidoyl)-2-methylpropyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]-1-methylpropyl}octanimidic acid

n-{1-[({[1-({1-[({[({1-[(1-{[({1-[(1-hydroxy-4-methylpentan-2-yl)-c-hydroxycarbonimidoyl]-2-methylbutyl}-c-hydroxycarbonimidoyl)methyl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-2-methylpropyl}-c-hydroxycarbonimidoyl)methyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-c-hydroxycarbonimidoyl)-2-methylpropyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]-1-methylpropyl}octanimidic acid

C51H93N11O12 (1051.7005)


   

epicholestrol

epicholestrol

C27H46O (386.3548)


   

2,3-dimethoxy-6-(2-methylprop-1-en-1-yl)phenyl acetate

2,3-dimethoxy-6-(2-methylprop-1-en-1-yl)phenyl acetate

C14H18O4 (250.1205)


   

(4as,5r,8r,8as)-n-(7,8-dimethoxy-2-oxochromen-3-yl)-4a,5,8-trihydroxy-4,5,8,8a-tetrahydro-1,2-benzoxazine-3-carboxamide

(4as,5r,8r,8as)-n-(7,8-dimethoxy-2-oxochromen-3-yl)-4a,5,8-trihydroxy-4,5,8,8a-tetrahydro-1,2-benzoxazine-3-carboxamide

C20H20N2O9 (432.1169)


   

(2r,7r)-7-hydroxy-2-[(1e)-oct-1-en-1-yl]-3,5,6,7-tetrahydro-2h-1-benzofuran-4-one

(2r,7r)-7-hydroxy-2-[(1e)-oct-1-en-1-yl]-3,5,6,7-tetrahydro-2h-1-benzofuran-4-one

C16H24O3 (264.1725)


   

8-hydroxy-2-(1-hydroxyheptyl)-4-methoxy-2,3,4,6,7,8-hexahydro-1-benzopyran-5-one

8-hydroxy-2-(1-hydroxyheptyl)-4-methoxy-2,3,4,6,7,8-hexahydro-1-benzopyran-5-one

C17H28O5 (312.1937)


   

3,4,7,16-tetrahydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0¹,¹⁰.0³,⁸]heptadeca-5,16-dien-11-one

3,4,7,16-tetrahydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0¹,¹⁰.0³,⁸]heptadeca-5,16-dien-11-one

C20H22N2O9S2 (498.0767)


   

methyl 1-{[(5-{[5-({[2-(methoxycarbonyl)pyrrolidin-1-yl]imino}methyl)-4-{[5-({[2-(methoxycarbonyl)pyrrolidin-1-yl]imino}methyl)furan-2-yl]methyl}furan-2-yl]methyl}furan-2-yl)methylidene]amino}pyrrolidine-2-carboxylate

methyl 1-{[(5-{[5-({[2-(methoxycarbonyl)pyrrolidin-1-yl]imino}methyl)-4-{[5-({[2-(methoxycarbonyl)pyrrolidin-1-yl]imino}methyl)furan-2-yl]methyl}furan-2-yl]methyl}furan-2-yl)methylidene]amino}pyrrolidine-2-carboxylate

C35H42N6O9 (690.3013)


   

(2s,4r,5s,6s,9r)-4-hexyl-5,9-dihydroxy-3,7-dioxatricyclo[6.4.0.0²,⁶]dodec-1(8)-en-12-one

(2s,4r,5s,6s,9r)-4-hexyl-5,9-dihydroxy-3,7-dioxatricyclo[6.4.0.0²,⁶]dodec-1(8)-en-12-one

C16H24O5 (296.1624)


   

(4s,6r,8r,10s,16s)-4,6,8,10,16-pentamethyldocosane

(4s,6r,8r,10s,16s)-4,6,8,10,16-pentamethyldocosane

C27H56 (380.4382)


   

2-hydroxy-2-{[4-(1-hydroxyocta-2,4-dien-1-ylidene)-1-methyl-3,5-dioxopyrrolidin-2-yl]methyl}-3-methylbutanoic acid

2-hydroxy-2-{[4-(1-hydroxyocta-2,4-dien-1-ylidene)-1-methyl-3,5-dioxopyrrolidin-2-yl]methyl}-3-methylbutanoic acid

C19H27NO6 (365.1838)


   

10-hexyl-11,12-dioxatricyclo[7.2.1.0¹,⁶]dodecane-2,5-diol

10-hexyl-11,12-dioxatricyclo[7.2.1.0¹,⁶]dodecane-2,5-diol

C16H28O4 (284.1987)


   

4,5-dihydroxy-3-(1-hydroxyhex-4-en-1-yl)-2,5-dimethylcyclopent-2-en-1-one

4,5-dihydroxy-3-(1-hydroxyhex-4-en-1-yl)-2,5-dimethylcyclopent-2-en-1-one

C13H20O4 (240.1362)


   

7,9,10a-trihydroxy-3-methyl-1h-benzo[g]isochromen-10-one

7,9,10a-trihydroxy-3-methyl-1h-benzo[g]isochromen-10-one

C14H12O5 (260.0685)


   

tetracosa-9,10-diene

tetracosa-9,10-diene

C24H46 (334.3599)


   

(1r,8s,9s,11s,14r)-4,8,14,15,15-pentamethyltetracyclo[9.3.1.0¹,⁹.0⁵,⁸]pentadec-4-en-6-one

(1r,8s,9s,11s,14r)-4,8,14,15,15-pentamethyltetracyclo[9.3.1.0¹,⁹.0⁵,⁸]pentadec-4-en-6-one

C20H30O (286.2297)


   

6,10-dihydroxy-15-methyl-8,16-dioxatricyclo[7.7.1.0²,⁷]heptadec-2(7)-en-3-one

6,10-dihydroxy-15-methyl-8,16-dioxatricyclo[7.7.1.0²,⁷]heptadec-2(7)-en-3-one

C16H24O5 (296.1624)


   

(1s,4r,7r,8s,9r)-n-(7,8-dimethoxy-2-oxochromen-3-yl)-7,9-dihydroxy-12-oxa-2,3-dithia-11-azatricyclo[6.2.2.0⁴,⁹]dodec-5-ene-1-carboximidic acid

(1s,4r,7r,8s,9r)-n-(7,8-dimethoxy-2-oxochromen-3-yl)-7,9-dihydroxy-12-oxa-2,3-dithia-11-azatricyclo[6.2.2.0⁴,⁹]dodec-5-ene-1-carboximidic acid

C20H20N2O8S2 (480.0661)


   

4-hydroxy-3-methyl-6-[(1e,3e)-penta-1,3-dien-1-yl]pyran-2-one

4-hydroxy-3-methyl-6-[(1e,3e)-penta-1,3-dien-1-yl]pyran-2-one

C11H12O3 (192.0786)


   

(3r)-3-methylpentacosane

(3r)-3-methylpentacosane

C26H54 (366.4225)


   

5-(1-hydroxyethyl)-1-isocyano-3,7-dioxatricyclo[4.1.0.0²,⁴]heptan-5-ol

5-(1-hydroxyethyl)-1-isocyano-3,7-dioxatricyclo[4.1.0.0²,⁴]heptan-5-ol

C8H9NO4 (183.0532)


   

(5s)-3-(dimethylamino)-5-ethenyl-5-hydroxycyclopent-2-en-1-one

(5s)-3-(dimethylamino)-5-ethenyl-5-hydroxycyclopent-2-en-1-one

C9H13NO2 (167.0946)


   

(9e,12e)-11-oxooctadeca-9,12-dienoic acid

(9e,12e)-11-oxooctadeca-9,12-dienoic acid

C18H30O3 (294.2195)


   

(2s)-n-[(1s,2s)-1-({1-[(2s)-2-{[(1s)-2-hydroxy-1-{[(1s,2s)-1-({1-[(2s)-2-{[(1s)-1-{[(1s)-1-({1-[(2s)-2-{[(2s)-1-hydroxy-4-methylpentan-2-yl]-c-hydroxycarbonimidoyl}pyrrolidin-1-yl]-2-methyl-1-oxopropan-2-yl}-c-hydroxycarbonimidoyl)-3-methylbutyl]-c-hydroxycarbonimidoyl}-3-methylbutyl]-c-hydroxycarbonimidoyl}pyrrolidin-1-yl]-2-methyl-1-oxopropan-2-yl}-c-hydroxycarbonimidoyl)-2-methylbutyl]-c-hydroxycarbonimidoyl}ethyl]-c-hydroxycarbonimidoyl}pyrrolidin-1-yl]-2-methyl-1-oxopropan-2-yl}-c-hydroxycarbonimidoyl)-2-methylbutyl]-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-2-methylpropylidene}amino)butanediimidic acid

(2s)-n-[(1s,2s)-1-({1-[(2s)-2-{[(1s)-2-hydroxy-1-{[(1s,2s)-1-({1-[(2s)-2-{[(1s)-1-{[(1s)-1-({1-[(2s)-2-{[(2s)-1-hydroxy-4-methylpentan-2-yl]-c-hydroxycarbonimidoyl}pyrrolidin-1-yl]-2-methyl-1-oxopropan-2-yl}-c-hydroxycarbonimidoyl)-3-methylbutyl]-c-hydroxycarbonimidoyl}-3-methylbutyl]-c-hydroxycarbonimidoyl}pyrrolidin-1-yl]-2-methyl-1-oxopropan-2-yl}-c-hydroxycarbonimidoyl)-2-methylbutyl]-c-hydroxycarbonimidoyl}ethyl]-c-hydroxycarbonimidoyl}pyrrolidin-1-yl]-2-methyl-1-oxopropan-2-yl}-c-hydroxycarbonimidoyl)-2-methylbutyl]-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-2-methylpropylidene}amino)butanediimidic acid

C70H121N15O17 (1443.9064)


   

(2e,4e)-1-(2,4-dihydroxy-3-methylphenyl)hexa-2,4-dien-1-one

(2e,4e)-1-(2,4-dihydroxy-3-methylphenyl)hexa-2,4-dien-1-one

C13H14O3 (218.0943)


   

n-{1-[({[(1s)-1-{[1-({[({[(1s)-1-({1-[({[(1s,2s)-1-{[(2s)-1-hydroxy-4-methylpentan-2-yl]-c-hydroxycarbonimidoyl}-2-methylbutyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-c-hydroxycarbonimidoyl)-2-methylpropyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]methyl}-c-hydroxycarbonimidoyl)-1-methylethyl]-c-hydroxycarbonimidoyl}-2-methylpropyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]-1-methylethyl}octanimidic acid

n-{1-[({[(1s)-1-{[1-({[({[(1s)-1-({1-[({[(1s,2s)-1-{[(2s)-1-hydroxy-4-methylpentan-2-yl]-c-hydroxycarbonimidoyl}-2-methylbutyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-c-hydroxycarbonimidoyl)-2-methylpropyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]methyl}-c-hydroxycarbonimidoyl)-1-methylethyl]-c-hydroxycarbonimidoyl}-2-methylpropyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]-1-methylethyl}octanimidic acid

C50H91N11O12 (1037.6848)


   

6-(3-hydroxy-2,3-dimethylcyclopentyl)-2-methylheptane-2,3,6-triol

6-(3-hydroxy-2,3-dimethylcyclopentyl)-2-methylheptane-2,3,6-triol

C15H30O4 (274.2144)


   

(2s,4r,8r)-8-hydroxy-2-[(1s)-1-hydroxyheptyl]-4-methoxy-2,3,4,6,7,8-hexahydro-1-benzopyran-5-one

(2s,4r,8r)-8-hydroxy-2-[(1s)-1-hydroxyheptyl]-4-methoxy-2,3,4,6,7,8-hexahydro-1-benzopyran-5-one

C17H28O5 (312.1937)


   

[(1r,6s)-6-{[(1s,4ar,6r,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-2,5-dioxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]methyl (3s)-3-hydroxybutanoate

[(1r,6s)-6-{[(1s,4ar,6r,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-2,5-dioxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]methyl (3s)-3-hydroxybutanoate

C26H36O7 (460.2461)


   

4-hexyl-5,9-dihydroxy-3,7-dioxatricyclo[6.4.0.0²,⁶]dodec-1(8)-en-12-one

4-hexyl-5,9-dihydroxy-3,7-dioxatricyclo[6.4.0.0²,⁶]dodec-1(8)-en-12-one

C16H24O5 (296.1624)


   

(2s,3r,4s,5r)-2-{4-[(6s,6ar,8r,10s,10ar)-1-hydroxy-6,8,10-trimethyl-6h,6ah,7h,8h,9h,10h,10ah-isochromeno[4,3-c]pyridin-4-yl]phenoxy}-5-(hydroxymethyl)oxolane-3,4-diol

(2s,3r,4s,5r)-2-{4-[(6s,6ar,8r,10s,10ar)-1-hydroxy-6,8,10-trimethyl-6h,6ah,7h,8h,9h,10h,10ah-isochromeno[4,3-c]pyridin-4-yl]phenoxy}-5-(hydroxymethyl)oxolane-3,4-diol

C26H33NO7 (471.2257)


   

{6-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methyl]-2,5-dioxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl}methyl 2,3-dihydroxybutanoate

{6-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methyl]-2,5-dioxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl}methyl 2,3-dihydroxybutanoate

C26H36O8 (476.241)


   

trichoviridin

trichoviridin

C8H9NO4 (183.0532)


   

(2s,4s,6s)-6-hydroxy-2-({hydroxy[(2s)-1-[(2r)-2-methyldecanoyl]pyrrolidin-2-yl]methylidene}amino)-n-{1-[(1-{[(1s)-1-{[(1s)-1-({1-[(1-{[(2s)-1-[(2-hydroxyethyl)(methyl)amino]propan-2-yl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-c-hydroxycarbonimidoyl)-2-methylpropyl]-c-hydroxycarbonimidoyl}-2-methylpropyl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-4-methyl-8-oxodecanimidic acid

(2s,4s,6s)-6-hydroxy-2-({hydroxy[(2s)-1-[(2r)-2-methyldecanoyl]pyrrolidin-2-yl]methylidene}amino)-n-{1-[(1-{[(1s)-1-{[(1s)-1-({1-[(1-{[(2s)-1-[(2-hydroxyethyl)(methyl)amino]propan-2-yl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-c-hydroxycarbonimidoyl)-2-methylpropyl]-c-hydroxycarbonimidoyl}-2-methylpropyl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-4-methyl-8-oxodecanimidic acid

C59H108N10O12 (1148.8148)


   

(1r,2r,5s,6r,9r,10r)-10-hexyl-11,12-dioxatricyclo[7.2.1.0¹,⁶]dodecane-2,5-diol

(1r,2r,5s,6r,9r,10r)-10-hexyl-11,12-dioxatricyclo[7.2.1.0¹,⁶]dodecane-2,5-diol

C16H28O4 (284.1987)


   

(2r)-2-hydroxy-n-[(2s,3s,4r)-1,3,4-trihydroxyoctadecan-2-yl]tetracosanimidic acid

(2r)-2-hydroxy-n-[(2s,3s,4r)-1,3,4-trihydroxyoctadecan-2-yl]tetracosanimidic acid

C42H85NO5 (683.6427)


   

(5r)-5-[(3z)-dodeca-3,11-dien-1-yl]oxolan-2-one

(5r)-5-[(3z)-dodeca-3,11-dien-1-yl]oxolan-2-one

C16H26O2 (250.1933)


   

(1s,6r)-1-{[(1s,4ar,6r,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-ene-2,5-dione

(1s,6r)-1-{[(1s,4ar,6r,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-ene-2,5-dione

C22H30O5 (374.2093)


   

[(1s,2r,6s)-6-{[(1s,4ar,8ar)-5,5,8a-trimethyl-2-methylidene-6-oxo-hexahydronaphthalen-1-yl]methyl}-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]methyl (2r,3s)-2,3-dihydroxybutanoate

[(1s,2r,6s)-6-{[(1s,4ar,8ar)-5,5,8a-trimethyl-2-methylidene-6-oxo-hexahydronaphthalen-1-yl]methyl}-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]methyl (2r,3s)-2,3-dihydroxybutanoate

C26H36O8 (476.241)


   

6-hydroxy-2-({hydroxy[1-(2-methyldecanoyl)pyrrolidin-2-yl]methylidene}amino)-n-{1-[(1-{[1-({1-[(1-{[1-({1-[(2-hydroxyethyl)(methyl)amino]propan-2-yl}-c-hydroxycarbonimidoyl)-1-methylethyl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-2-methylpropyl}-c-hydroxycarbonimidoyl)-2-methylbutyl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-4-methyl-8-oxodecanimidic acid

6-hydroxy-2-({hydroxy[1-(2-methyldecanoyl)pyrrolidin-2-yl]methylidene}amino)-n-{1-[(1-{[1-({1-[(1-{[1-({1-[(2-hydroxyethyl)(methyl)amino]propan-2-yl}-c-hydroxycarbonimidoyl)-1-methylethyl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-2-methylpropyl}-c-hydroxycarbonimidoyl)-2-methylbutyl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-4-methyl-8-oxodecanimidic acid

C60H110N10O12 (1162.8304)


   

6-(2,4-dihydroxy-5-methylphenyl)-6-oxohex-2-enoic acid

6-(2,4-dihydroxy-5-methylphenyl)-6-oxohex-2-enoic acid

C13H14O5 (250.0841)


   

(1r,3s,4r,7r,8s,12s)-3,4,7,16-tetrahydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0¹,¹⁰.0³,⁸]heptadeca-5,16-dien-11-one

(1r,3s,4r,7r,8s,12s)-3,4,7,16-tetrahydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0¹,¹⁰.0³,⁸]heptadeca-5,16-dien-11-one

C20H22N2O9S2 (498.0767)


   

methyl 1-{[(5-{[5-({[2-(methoxycarbonyl)pyrrolidin-1-yl]imino}methyl)furan-2-yl]methyl}furan-2-yl)methylidene]amino}pyrrolidine-2-carboxylate

methyl 1-{[(5-{[5-({[2-(methoxycarbonyl)pyrrolidin-1-yl]imino}methyl)furan-2-yl]methyl}furan-2-yl)methylidene]amino}pyrrolidine-2-carboxylate

C23H28N4O6 (456.2009)


   

(1s,5r,6s)-1-(10,11-dihydroxy-3,7,11-trimethyldodeca-2,6-dien-1-yl)-5-hydroxy-4-methyl-7-oxabicyclo[4.1.0]hept-3-en-2-one

(1s,5r,6s)-1-(10,11-dihydroxy-3,7,11-trimethyldodeca-2,6-dien-1-yl)-5-hydroxy-4-methyl-7-oxabicyclo[4.1.0]hept-3-en-2-one

C22H34O5 (378.2406)


   

methyl 1-({[5-(hydroxymethyl)furan-2-yl]methylidene}amino)pyrrolidine-2-carboxylate

methyl 1-({[5-(hydroxymethyl)furan-2-yl]methylidene}amino)pyrrolidine-2-carboxylate

C12H16N2O4 (252.111)


   

(1r,2r,5r,6s)-1-(11-hydroxy-3,7,11-trimethyldodeca-2,6-dien-1-yl)-4-methyl-7-oxabicyclo[4.1.0]hept-3-ene-2,5-diol

(1r,2r,5r,6s)-1-(11-hydroxy-3,7,11-trimethyldodeca-2,6-dien-1-yl)-4-methyl-7-oxabicyclo[4.1.0]hept-3-ene-2,5-diol

C22H36O4 (364.2613)


   

(1s,3r,4r,7r,8s,12s)-3,7,16-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-4-iodo-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0¹,¹⁰.0³,⁸]heptadeca-5,16-dien-11-one

(1s,3r,4r,7r,8s,12s)-3,7,16-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-4-iodo-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0¹,¹⁰.0³,⁸]heptadeca-5,16-dien-11-one

C20H21IN2O8S2 (607.9784)


   

(1r,3s,4s,7r,8s)-7-[(2e,4e)-hexa-2,4-dienoyl]-3-hydroxy-8-[(2r)-3-hydroxy-2,4-dimethyl-5-oxofuran-2-yl]-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione

(1r,3s,4s,7r,8s)-7-[(2e,4e)-hexa-2,4-dienoyl]-3-hydroxy-8-[(2r)-3-hydroxy-2,4-dimethyl-5-oxofuran-2-yl]-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione

C28H32O8 (496.2097)


   

8,17-dihydroxy-14-(3-hydroxy-4,5-dimethoxyphenyl)-4,10-dioxa-15,16-dithia-11,18-diazapentacyclo[11.3.2.0¹,¹¹.0³,⁵.0³,⁹]octadeca-6,17-dien-12-one

8,17-dihydroxy-14-(3-hydroxy-4,5-dimethoxyphenyl)-4,10-dioxa-15,16-dithia-11,18-diazapentacyclo[11.3.2.0¹,¹¹.0³,⁵.0³,⁹]octadeca-6,17-dien-12-one

C20H20N2O8S2 (480.0661)


   

{2-hydroxy-6-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methyl]-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl}methyl 2,3-dihydroxybutanoate

{2-hydroxy-6-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methyl]-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl}methyl 2,3-dihydroxybutanoate

C26H38O8 (478.2567)


   

methyl (2s)-1-{[(5-{[5-({[(2s)-2-(methoxycarbonyl)pyrrolidin-1-yl]imino}methyl)-4-{[5-({[(2s)-2-(methoxycarbonyl)pyrrolidin-1-yl]imino}methyl)furan-2-yl]methyl}furan-2-yl]methyl}furan-2-yl)methylidene]amino}pyrrolidine-2-carboxylate

methyl (2s)-1-{[(5-{[5-({[(2s)-2-(methoxycarbonyl)pyrrolidin-1-yl]imino}methyl)-4-{[5-({[(2s)-2-(methoxycarbonyl)pyrrolidin-1-yl]imino}methyl)furan-2-yl]methyl}furan-2-yl]methyl}furan-2-yl)methylidene]amino}pyrrolidine-2-carboxylate

C35H42N6O9 (690.3013)


   

(1r,2s,3r)-3-[(2s)-2-hydroxy-6-methylhept-5-en-2-yl]-1,2-dimethylcyclopentan-1-ol

(1r,2s,3r)-3-[(2s)-2-hydroxy-6-methylhept-5-en-2-yl]-1,2-dimethylcyclopentan-1-ol

C15H28O2 (240.2089)


   

(1s,2r,7r,9r,11r)-1,2,5-trimethyl-12-methylidene-8-oxatricyclo[7.2.1.0²,⁷]dodec-5-en-11-yl acetate

(1s,2r,7r,9r,11r)-1,2,5-trimethyl-12-methylidene-8-oxatricyclo[7.2.1.0²,⁷]dodec-5-en-11-yl acetate

C17H24O3 (276.1725)


   

(1s,3r,4r,6z,8s,10r,11r,13z)-3,10-dihydroxy-6,13-bis[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,4,8-trimethyl-2,9-dioxapentacyclo[8.4.0.0³,⁸.0⁴,¹⁴.0⁷,¹¹]tetradecane-5,12-dione

(1s,3r,4r,6z,8s,10r,11r,13z)-3,10-dihydroxy-6,13-bis[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,4,8-trimethyl-2,9-dioxapentacyclo[8.4.0.0³,⁸.0⁴,¹⁴.0⁷,¹¹]tetradecane-5,12-dione

C27H30O8 (482.1941)


   

1-isopropyl-4,8-dimethylspiro[4.5]dec-8-ene-2,7-diol

1-isopropyl-4,8-dimethylspiro[4.5]dec-8-ene-2,7-diol

C15H26O2 (238.1933)


   

methyl (2r,4ar,5s,5'z,8's,8ar)-5,8'-dihydroxy-5'-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1',8'-dimethyl-3,6',7'-trioxo-4a,5,6,8a-tetrahydrospiro[1,4-benzodioxine-2,2'-bicyclo[2.2.2]octane]-7-carboxylate

methyl (2r,4ar,5s,5'z,8's,8ar)-5,8'-dihydroxy-5'-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1',8'-dimethyl-3,6',7'-trioxo-4a,5,6,8a-tetrahydrospiro[1,4-benzodioxine-2,2'-bicyclo[2.2.2]octane]-7-carboxylate

C25H28O10 (488.1682)


   

(2s)-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-2-methylpropylidene}amino)-n-[(1s,2s)-1-{[(1s,2s)-1-({1-[(2r)-2-{[(1s)-1-{[(1s)-1-({1-[(2s)-2-{[(2s)-1-hydroxy-4-methylpentan-2-yl]-c-hydroxycarbonimidoyl}pyrrolidin-1-yl]-2-methyl-1-oxopropan-2-yl}-c-hydroxycarbonimidoyl)-3-methylbutyl]-c-hydroxycarbonimidoyl}-3-methylbutyl]-c-hydroxycarbonimidoyl}pyrrolidin-1-yl]-2-methyl-1-oxopropan-2-yl}-c-hydroxycarbonimidoyl)-2-methylbutyl]-c-hydroxycarbonimidoyl}-2-methylbutyl]pentanediimidic acid

(2s)-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-2-methylpropylidene}amino)-n-[(1s,2s)-1-{[(1s,2s)-1-({1-[(2r)-2-{[(1s)-1-{[(1s)-1-({1-[(2s)-2-{[(2s)-1-hydroxy-4-methylpentan-2-yl]-c-hydroxycarbonimidoyl}pyrrolidin-1-yl]-2-methyl-1-oxopropan-2-yl}-c-hydroxycarbonimidoyl)-3-methylbutyl]-c-hydroxycarbonimidoyl}-3-methylbutyl]-c-hydroxycarbonimidoyl}pyrrolidin-1-yl]-2-methyl-1-oxopropan-2-yl}-c-hydroxycarbonimidoyl)-2-methylbutyl]-c-hydroxycarbonimidoyl}-2-methylbutyl]pentanediimidic acid

C59H104N12O13 (1188.7845)


   

(1s,3r,4r,6e,8s,10r,11r,13e)-3,10-dihydroxy-6,13-bis[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,4,8,11-tetramethyl-2,9-dioxapentacyclo[8.4.0.0³,⁸.0⁴,¹⁴.0⁷,¹¹]tetradecane-5,12-dione

(1s,3r,4r,6e,8s,10r,11r,13e)-3,10-dihydroxy-6,13-bis[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,4,8,11-tetramethyl-2,9-dioxapentacyclo[8.4.0.0³,⁸.0⁴,¹⁴.0⁷,¹¹]tetradecane-5,12-dione

C28H32O8 (496.2097)


   

1-(2,4-dihydroxy-5-methylphenyl)hexa-2,4-dien-1-one

1-(2,4-dihydroxy-5-methylphenyl)hexa-2,4-dien-1-one

C13H14O3 (218.0943)


   

(1r,2s,6s,7s,8s,9s,12e)-2-[(2e,4e)-hexa-2,4-dienoyl]-5,6,9-trihydroxy-12-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,4,6,9-tetramethyltricyclo[6.2.2.0²,⁷]dodec-4-ene-3,10,11-trione

(1r,2s,6s,7s,8s,9s,12e)-2-[(2e,4e)-hexa-2,4-dienoyl]-5,6,9-trihydroxy-12-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,4,6,9-tetramethyltricyclo[6.2.2.0²,⁷]dodec-4-ene-3,10,11-trione

C28H32O8 (496.2097)


   

methyl (2r,4ar,5s,5'z,8's,8ar)-5,8'-dihydroxy-5'-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1',8'-dimethyl-3,6',7'-trioxo-4a,5,8,8a-tetrahydrospiro[1,4-benzodioxine-2,2'-bicyclo[2.2.2]octane]-7-carboxylate

methyl (2r,4ar,5s,5'z,8's,8ar)-5,8'-dihydroxy-5'-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1',8'-dimethyl-3,6',7'-trioxo-4a,5,8,8a-tetrahydrospiro[1,4-benzodioxine-2,2'-bicyclo[2.2.2]octane]-7-carboxylate

C25H28O10 (488.1682)


   

4-(4-hydroxyphenyl)-6,8,10-trimethyl-6h,6ah,7h,8h,9h,10h,10ah-isochromeno[4,3-c]pyridin-1-ol

4-(4-hydroxyphenyl)-6,8,10-trimethyl-6h,6ah,7h,8h,9h,10h,10ah-isochromeno[4,3-c]pyridin-1-ol

C21H25NO3 (339.1834)


   

4-(3,6-dimethyl-2,3,3a,4,5,7a-hexahydro-1-benzofuran-2-yl)-2-methylbut-2-enoic acid

4-(3,6-dimethyl-2,3,3a,4,5,7a-hexahydro-1-benzofuran-2-yl)-2-methylbut-2-enoic acid

C15H22O3 (250.1569)


   

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

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

C16H26O4 (282.1831)


   

2-hydroxy-n-(1,3,4-trihydroxyoctadecan-2-yl)tetracosanimidic acid

2-hydroxy-n-(1,3,4-trihydroxyoctadecan-2-yl)tetracosanimidic acid

C42H85NO5 (683.6427)


   

{2-hydroxy-6-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methyl]-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl}methyl 3-hydroxybutanoate

{2-hydroxy-6-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methyl]-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl}methyl 3-hydroxybutanoate

C26H38O7 (462.2617)


   

2-hydroxy-2-{[(2r)-4-(1-hydroxyocta-2,4-dien-1-ylidene)-1-methyl-3,5-dioxopyrrolidin-2-yl]methyl}-3-methylbutanoic acid

2-hydroxy-2-{[(2r)-4-(1-hydroxyocta-2,4-dien-1-ylidene)-1-methyl-3,5-dioxopyrrolidin-2-yl]methyl}-3-methylbutanoic acid

C19H27NO6 (365.1838)


   

10-hexyl-11,12-dioxatricyclo[7.2.1.0¹,⁶]dodecane-2,4-diol

10-hexyl-11,12-dioxatricyclo[7.2.1.0¹,⁶]dodecane-2,4-diol

C16H28O4 (284.1987)


   

(2e)-6-(2,4-dihydroxy-5-methylphenyl)-6-oxohex-2-enoic acid

(2e)-6-(2,4-dihydroxy-5-methylphenyl)-6-oxohex-2-enoic acid

C13H14O5 (250.0841)


   

(1r,2r,3z,5r,7s,9r,10r,12e)-9,10-dihydroxy-3,12-bis[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,5,7-trimethyl-8-oxatetracyclo[7.4.0.0²,⁷.0⁵,¹⁰]tridecane-4,6,11,13-tetrone

(1r,2r,3z,5r,7s,9r,10r,12e)-9,10-dihydroxy-3,12-bis[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,5,7-trimethyl-8-oxatetracyclo[7.4.0.0²,⁷.0⁵,¹⁰]tridecane-4,6,11,13-tetrone

C27H28O9 (496.1733)


   

methyl (2s)-1-({[5-(hydroxymethyl)furan-2-yl]methylidene}amino)pyrrolidine-2-carboxylate

methyl (2s)-1-({[5-(hydroxymethyl)furan-2-yl]methylidene}amino)pyrrolidine-2-carboxylate

C12H16N2O4 (252.111)


   

7-(hexa-2,4-dienoyl)-3-hydroxy-8-(3-hydroxy-2,4-dimethyl-5-oxofuran-2-yl)-5-(1-hydroxyhexa-2,4-dien-1-ylidene)-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione

7-(hexa-2,4-dienoyl)-3-hydroxy-8-(3-hydroxy-2,4-dimethyl-5-oxofuran-2-yl)-5-(1-hydroxyhexa-2,4-dien-1-ylidene)-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione

C28H32O8 (496.2097)


   

(1r,3s,5s,8r,9s,13s)-8,17-dihydroxy-14-(2-hydroxy-3,4-dimethoxyphenyl)-4,10-dioxa-15,16-dithia-11,18-diazapentacyclo[11.3.2.0¹,¹¹.0³,⁵.0³,⁹]octadeca-6,17-dien-12-one

(1r,3s,5s,8r,9s,13s)-8,17-dihydroxy-14-(2-hydroxy-3,4-dimethoxyphenyl)-4,10-dioxa-15,16-dithia-11,18-diazapentacyclo[11.3.2.0¹,¹¹.0³,⁵.0³,⁹]octadeca-6,17-dien-12-one

C20H20N2O8S2 (480.0661)


   

2,10-dihydroxy-11-(1-hydroxyhexa-2,4-dien-1-ylidene)-5-(hydroxymethyl)-5-methoxy-8,10-dimethyl-4-oxatricyclo[6.2.2.0²,⁷]dodecane-9,12-dione

2,10-dihydroxy-11-(1-hydroxyhexa-2,4-dien-1-ylidene)-5-(hydroxymethyl)-5-methoxy-8,10-dimethyl-4-oxatricyclo[6.2.2.0²,⁷]dodecane-9,12-dione

C21H28O8 (408.1784)


   

(4e)-5-(1,3-oxazol-4-yl)pent-4-ene-2,3-diol

(4e)-5-(1,3-oxazol-4-yl)pent-4-ene-2,3-diol

C8H11NO3 (169.0739)


   

1,2,8-trihydroxy-6-methyl-1,2,3,4,4a,9a-hexahydroanthracene-9,10-dione

1,2,8-trihydroxy-6-methyl-1,2,3,4,4a,9a-hexahydroanthracene-9,10-dione

C15H16O5 (276.0998)


   

8,17-dihydroxy-14-(2-hydroxy-3,4-dimethoxyphenyl)-4,10-dioxa-15,16-dithia-11,18-diazapentacyclo[11.3.2.0¹,¹¹.0³,⁵.0³,⁹]octadeca-6,17-dien-12-one

8,17-dihydroxy-14-(2-hydroxy-3,4-dimethoxyphenyl)-4,10-dioxa-15,16-dithia-11,18-diazapentacyclo[11.3.2.0¹,¹¹.0³,⁵.0³,⁹]octadeca-6,17-dien-12-one

C20H20N2O8S2 (480.0661)


   

(2r,4s,5r,6r,9r)-4-hexyl-5,9-dihydroxy-3,7-dioxatricyclo[6.4.0.0²,⁶]dodec-1(8)-en-12-one

(2r,4s,5r,6r,9r)-4-hexyl-5,9-dihydroxy-3,7-dioxatricyclo[6.4.0.0²,⁶]dodec-1(8)-en-12-one

C16H24O5 (296.1624)


   

n-[(1r)-1-[({[(1s)-1-{[1-({[({[(1s)-1-({1-[({[(1s,2s)-1-{[(2s)-1-hydroxy-4-methylpentan-2-yl]-c-hydroxycarbonimidoyl}-2-methylbutyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-c-hydroxycarbonimidoyl)-2-methylpropyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]methyl}-c-hydroxycarbonimidoyl)-1-methylethyl]-c-hydroxycarbonimidoyl}-2-methylpropyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]-1-methylpropyl]octanimidic acid

n-[(1r)-1-[({[(1s)-1-{[1-({[({[(1s)-1-({1-[({[(1s,2s)-1-{[(2s)-1-hydroxy-4-methylpentan-2-yl]-c-hydroxycarbonimidoyl}-2-methylbutyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-c-hydroxycarbonimidoyl)-2-methylpropyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]methyl}-c-hydroxycarbonimidoyl)-1-methylethyl]-c-hydroxycarbonimidoyl}-2-methylpropyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]-1-methylpropyl]octanimidic acid

C51H93N11O12 (1051.7005)


   

(1r,2s,5s,7r,8r,10s,11z)-2,10-dihydroxy-11-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-5-(hydroxymethyl)-5-methoxy-8,10-dimethyl-4-oxatricyclo[6.2.2.0²,⁷]dodecane-9,12-dione

(1r,2s,5s,7r,8r,10s,11z)-2,10-dihydroxy-11-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-5-(hydroxymethyl)-5-methoxy-8,10-dimethyl-4-oxatricyclo[6.2.2.0²,⁷]dodecane-9,12-dione

C21H28O8 (408.1784)


   

(1s,5r,6s)-1-{[(1s,4ar,6r,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-5-hydroxy-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one

(1s,5r,6s)-1-{[(1s,4ar,6r,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-5-hydroxy-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one

C22H32O5 (376.225)


   

(2e,4e)-1-(2,4-dihydroxy-5-methylphenyl)hexa-2,4-dien-1-one

(2e,4e)-1-(2,4-dihydroxy-5-methylphenyl)hexa-2,4-dien-1-one

C13H14O3 (218.0943)


   

(9z)-9-pentacosene

(9z)-9-pentacosene

C25H50 (350.3912)


   

(1r,2r,5s,7r,9s,10r,15r,16s)-15-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-5,10-dihydroxy-2-methyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-11-ene-16-carboxylic acid

(1r,2r,5s,7r,9s,10r,15r,16s)-15-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-5,10-dihydroxy-2-methyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-11-ene-16-carboxylic acid

C28H42O5 (458.3032)


   

methyl (2s)-1-{[(5-{[5-({[(2s)-2-(methoxycarbonyl)pyrrolidin-1-yl]imino}methyl)furan-2-yl]methyl}furan-2-yl)methylidene]amino}pyrrolidine-2-carboxylate

methyl (2s)-1-{[(5-{[5-({[(2s)-2-(methoxycarbonyl)pyrrolidin-1-yl]imino}methyl)furan-2-yl]methyl}furan-2-yl)methylidene]amino}pyrrolidine-2-carboxylate

C23H28N4O6 (456.2009)


   

4-(hexa-2,4-dienoyl)-3,6-dihydroxy-2,6-dimethylcyclohexa-2,4-dien-1-one

4-(hexa-2,4-dienoyl)-3,6-dihydroxy-2,6-dimethylcyclohexa-2,4-dien-1-one

C14H16O4 (248.1049)


   

7-hydroxy-2-(oct-1-en-1-yl)-3,5,6,7-tetrahydro-2h-1-benzofuran-4-one

7-hydroxy-2-(oct-1-en-1-yl)-3,5,6,7-tetrahydro-2h-1-benzofuran-4-one

C16H24O3 (264.1725)


   

6-hydroxy-2-({hydroxy[1-(2-methyldecanoyl)pyrrolidin-2-yl]methylidene}amino)-n-{1-[(1-{[1-({1-[(1-{[1-({1-[(2-hydroxyethyl)(methyl)amino]propan-2-yl}-c-hydroxycarbonimidoyl)-1-methylethyl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-2-methylpropyl}-c-hydroxycarbonimidoyl)-2-methylpropyl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-4-methyl-8-oxodecanimidic acid

6-hydroxy-2-({hydroxy[1-(2-methyldecanoyl)pyrrolidin-2-yl]methylidene}amino)-n-{1-[(1-{[1-({1-[(1-{[1-({1-[(2-hydroxyethyl)(methyl)amino]propan-2-yl}-c-hydroxycarbonimidoyl)-1-methylethyl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-2-methylpropyl}-c-hydroxycarbonimidoyl)-2-methylpropyl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-4-methyl-8-oxodecanimidic acid

C59H108N10O12 (1148.8148)


   

heptacosa-9,10-diene

heptacosa-9,10-diene

C27H52 (376.4069)


   

5,10-dihydroxy-11-(1-hydroxyhexa-2,4-dien-1-ylidene)-8,10-dimethyl-3-oxatricyclo[6.2.2.0²,⁷]dodec-5-ene-4,9,12-trione

5,10-dihydroxy-11-(1-hydroxyhexa-2,4-dien-1-ylidene)-8,10-dimethyl-3-oxatricyclo[6.2.2.0²,⁷]dodec-5-ene-4,9,12-trione

C19H20O7 (360.1209)


   

(1r,2r,4s,6r,9r,10s)-10-hexyl-11,12-dioxatricyclo[7.2.1.0¹,⁶]dodecane-2,4-diol

(1r,2r,4s,6r,9r,10s)-10-hexyl-11,12-dioxatricyclo[7.2.1.0¹,⁶]dodecane-2,4-diol

C16H28O4 (284.1987)


   

(2r,6e)-2,5-dihydroxy-6-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-2,4-dimethylcyclohex-4-ene-1,3-dione

(2r,6e)-2,5-dihydroxy-6-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-2,4-dimethylcyclohex-4-ene-1,3-dione

C14H16O5 (264.0998)


   

(1s,2r,4s,5s)-1-isopropyl-4,8-dimethylspiro[4.5]dec-8-ene-2,7-diol

(1s,2r,4s,5s)-1-isopropyl-4,8-dimethylspiro[4.5]dec-8-ene-2,7-diol

C15H26O2 (238.1933)


   

4-(hexa-2,4-dien-1-yl)-3-(hydroxymethyl)-5h-furan-2-one

4-(hexa-2,4-dien-1-yl)-3-(hydroxymethyl)-5h-furan-2-one

C11H14O3 (194.0943)


   

(2s,5s)-5-hydroxy-2-[(1e)-oct-1-en-1-yl]-3,5,6,7-tetrahydro-2h-1-benzofuran-4-one

(2s,5s)-5-hydroxy-2-[(1e)-oct-1-en-1-yl]-3,5,6,7-tetrahydro-2h-1-benzofuran-4-one

C16H24O3 (264.1725)


   

5-(dodeca-3,11-dien-1-yl)oxolan-2-one

5-(dodeca-3,11-dien-1-yl)oxolan-2-one

C16H26O2 (250.1933)


   

n-[1-({1-[2-({2-hydroxy-1-[(1-{[1-(2-{[1-({1-[(1-{2-[(1-hydroxy-4-methylpentan-2-yl)-c-hydroxycarbonimidoyl]pyrrolidin-1-yl}-2-methyl-1-oxopropan-2-yl)-c-hydroxycarbonimidoyl]-3-methylbutyl}-c-hydroxycarbonimidoyl)-3-methylbutyl]-c-hydroxycarbonimidoyl}pyrrolidin-1-yl)-2-methyl-1-oxopropan-2-yl]-c-hydroxycarbonimidoyl}-2-methylbutyl)-c-hydroxycarbonimidoyl]ethyl}-c-hydroxycarbonimidoyl)pyrrolidin-1-yl]-2-methyl-1-oxopropan-2-yl}-c-hydroxycarbonimidoyl)-2-methylbutyl]-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-2-methylpropylidene}amino)butanediimidic acid

n-[1-({1-[2-({2-hydroxy-1-[(1-{[1-(2-{[1-({1-[(1-{2-[(1-hydroxy-4-methylpentan-2-yl)-c-hydroxycarbonimidoyl]pyrrolidin-1-yl}-2-methyl-1-oxopropan-2-yl)-c-hydroxycarbonimidoyl]-3-methylbutyl}-c-hydroxycarbonimidoyl)-3-methylbutyl]-c-hydroxycarbonimidoyl}pyrrolidin-1-yl)-2-methyl-1-oxopropan-2-yl]-c-hydroxycarbonimidoyl}-2-methylbutyl)-c-hydroxycarbonimidoyl]ethyl}-c-hydroxycarbonimidoyl)pyrrolidin-1-yl]-2-methyl-1-oxopropan-2-yl}-c-hydroxycarbonimidoyl)-2-methylbutyl]-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-2-methylpropylidene}amino)butanediimidic acid

C70H121N15O17 (1443.9064)


   

[(4s)-4-{[(1s,4ar,6r,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-4-hydroxy-3,6-dioxocyclohex-1-en-1-yl]methyl (3s)-3-hydroxybutanoate

[(4s)-4-{[(1s,4ar,6r,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-4-hydroxy-3,6-dioxocyclohex-1-en-1-yl]methyl (3s)-3-hydroxybutanoate

C26H38O7 (462.2617)


   

1-(2,4-dihydroxy-3-methylphenyl)hexa-2,4-dien-1-one

1-(2,4-dihydroxy-3-methylphenyl)hexa-2,4-dien-1-one

C13H14O3 (218.0943)


   

(6r)-6-[(1r,2s,3r)-3-hydroxy-2,3-dimethylcyclopentyl]-2-methylheptane-2,3,6-triol

(6r)-6-[(1r,2s,3r)-3-hydroxy-2,3-dimethylcyclopentyl]-2-methylheptane-2,3,6-triol

C15H30O4 (274.2144)


   

(7s)-7-hydroxy-7-[(2s,6s)-6-hydroxy-5-oxo-2,3,4,6,7,8-hexahydro-1-benzopyran-2-yl]heptanoic acid

(7s)-7-hydroxy-7-[(2s,6s)-6-hydroxy-5-oxo-2,3,4,6,7,8-hexahydro-1-benzopyran-2-yl]heptanoic acid

C16H24O6 (312.1573)


   

(2e)-4-[(2s,3s,3as,7ar)-3,6-dimethyl-2,3,3a,4,5,7a-hexahydro-1-benzofuran-2-yl]-2-methylbut-2-enoic acid

(2e)-4-[(2s,3s,3as,7ar)-3,6-dimethyl-2,3,3a,4,5,7a-hexahydro-1-benzofuran-2-yl]-2-methylbut-2-enoic acid

C15H22O3 (250.1569)


   

(1r,3r,4r,7r,8s,12s)-4-chloro-3,7,17-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-9-oxa-14,15,16-trithia-10,18-diazatetracyclo[10.4.2.0¹,¹⁰.0³,⁸]octadeca-5,17-dien-11-one

(1r,3r,4r,7r,8s,12s)-4-chloro-3,7,17-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-9-oxa-14,15,16-trithia-10,18-diazatetracyclo[10.4.2.0¹,¹⁰.0³,⁸]octadeca-5,17-dien-11-one

C20H21ClN2O8S3 (548.0149)


   

(1r,2r,4e,6s,7r,9s)-13-[(4e)-hex-4-enoyl]-6,7,10,12-tetrahydroxy-4-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-2,6,9,11-tetramethyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-10,12-diene-3,5-dione

(1r,2r,4e,6s,7r,9s)-13-[(4e)-hex-4-enoyl]-6,7,10,12-tetrahydroxy-4-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-2,6,9,11-tetramethyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-10,12-diene-3,5-dione

C28H34O9 (514.2203)


   

(2s,4r,6e)-2-({hydroxy[(2s)-1-[(2r)-2-methyldecanoyl]pyrrolidin-2-yl]methylidene}amino)-n-{1-[(1-{[(1s,2s)-1-{[(1s)-1-({1-[(1-{[(2s)-1-[(2-hydroxyethyl)(methyl)amino]propan-2-yl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-c-hydroxycarbonimidoyl)-2-methylpropyl]-c-hydroxycarbonimidoyl}-2-methylbutyl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-4-methyl-8-oxodec-6-enimidic acid

(2s,4r,6e)-2-({hydroxy[(2s)-1-[(2r)-2-methyldecanoyl]pyrrolidin-2-yl]methylidene}amino)-n-{1-[(1-{[(1s,2s)-1-{[(1s)-1-({1-[(1-{[(2s)-1-[(2-hydroxyethyl)(methyl)amino]propan-2-yl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-c-hydroxycarbonimidoyl)-2-methylpropyl]-c-hydroxycarbonimidoyl}-2-methylbutyl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-4-methyl-8-oxodec-6-enimidic acid

C60H108N10O11 (1144.8199)


   

n-{1-[({[1-({1-[({[({1-[(1-{[({1-[(1-hydroxy-4-methylpentan-2-yl)-c-hydroxycarbonimidoyl]-2-methylbutyl}-c-hydroxycarbonimidoyl)methyl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-2-methylpropyl}-c-hydroxycarbonimidoyl)methyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-c-hydroxycarbonimidoyl)-2-methylpropyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]-1-methylethyl}octanimidic acid

n-{1-[({[1-({1-[({[({1-[(1-{[({1-[(1-hydroxy-4-methylpentan-2-yl)-c-hydroxycarbonimidoyl]-2-methylbutyl}-c-hydroxycarbonimidoyl)methyl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-2-methylpropyl}-c-hydroxycarbonimidoyl)methyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-c-hydroxycarbonimidoyl)-2-methylpropyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]-1-methylethyl}octanimidic acid

C50H91N11O12 (1037.6848)


   

[(1r,6s)-6-{[(1s,4ar,8ar)-5,5,8a-trimethyl-2-methylidene-6-oxo-hexahydronaphthalen-1-yl]methyl}-2,5-dioxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]methyl (2r,3s)-2,3-dihydroxybutanoate

[(1r,6s)-6-{[(1s,4ar,8ar)-5,5,8a-trimethyl-2-methylidene-6-oxo-hexahydronaphthalen-1-yl]methyl}-2,5-dioxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]methyl (2r,3s)-2,3-dihydroxybutanoate

C26H34O8 (474.2254)


   

2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-2-methylpropylidene}amino)-n-{1-[(1-{[1-(2-{[1-({1-[(1-{2-[(1-hydroxy-4-methylpentan-2-yl)-c-hydroxycarbonimidoyl]pyrrolidin-1-yl}-2-methyl-1-oxopropan-2-yl)-c-hydroxycarbonimidoyl]-3-methylbutyl}-c-hydroxycarbonimidoyl)-3-methylbutyl]-c-hydroxycarbonimidoyl}pyrrolidin-1-yl)-2-methyl-1-oxopropan-2-yl]-c-hydroxycarbonimidoyl}-2-methylbutyl)-c-hydroxycarbonimidoyl]-2-methylbutyl}pentanediimidic acid

2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-2-methylpropylidene}amino)-n-{1-[(1-{[1-(2-{[1-({1-[(1-{2-[(1-hydroxy-4-methylpentan-2-yl)-c-hydroxycarbonimidoyl]pyrrolidin-1-yl}-2-methyl-1-oxopropan-2-yl)-c-hydroxycarbonimidoyl]-3-methylbutyl}-c-hydroxycarbonimidoyl)-3-methylbutyl]-c-hydroxycarbonimidoyl}pyrrolidin-1-yl)-2-methyl-1-oxopropan-2-yl]-c-hydroxycarbonimidoyl}-2-methylbutyl)-c-hydroxycarbonimidoyl]-2-methylbutyl}pentanediimidic acid

C59H104N12O13 (1188.7845)


   

(4r,5s)-3-ethyl-4,5-dihydroxycyclopent-2-en-1-one

(4r,5s)-3-ethyl-4,5-dihydroxycyclopent-2-en-1-one

C7H10O3 (142.063)


   

(2s,6s,7r,9s,13z)-4-[(2e,4e)-hexa-2,4-dienoyl]-6,7,12-trihydroxy-13-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-2,6,9,11-tetramethyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-3,11-diene-5,10-dione

(2s,6s,7r,9s,13z)-4-[(2e,4e)-hexa-2,4-dienoyl]-6,7,12-trihydroxy-13-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-2,6,9,11-tetramethyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-3,11-diene-5,10-dione

C28H32O8 (496.2097)


   

methyl (2s)-1-({[5-({[(2s)-2-(methoxycarbonyl)pyrrolidin-1-yl]imino}methyl)furan-2-yl]methylidene}amino)pyrrolidine-2-carboxylate

methyl (2s)-1-({[5-({[(2s)-2-(methoxycarbonyl)pyrrolidin-1-yl]imino}methyl)furan-2-yl]methylidene}amino)pyrrolidine-2-carboxylate

C18H24N4O5 (376.1747)


   

8-(hydroxymethyl)-1-isopropyl-4-methylspiro[4.5]dec-8-en-7-ol

8-(hydroxymethyl)-1-isopropyl-4-methylspiro[4.5]dec-8-en-7-ol

C15H26O2 (238.1933)


   

(6s)-4-[(2e,4e)-hexa-2,4-dienoyl]-3,6-dihydroxy-2,6-dimethylcyclohexa-2,4-dien-1-one

(6s)-4-[(2e,4e)-hexa-2,4-dienoyl]-3,6-dihydroxy-2,6-dimethylcyclohexa-2,4-dien-1-one

C14H16O4 (248.1049)


   

(1r,2r,5s,7r,8r,10s,11z)-2,10-dihydroxy-11-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-5-(hydroxymethyl)-5-methoxy-8,10-dimethyl-4-oxatricyclo[6.2.2.0²,⁷]dodecane-9,12-dione

(1r,2r,5s,7r,8r,10s,11z)-2,10-dihydroxy-11-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-5-(hydroxymethyl)-5-methoxy-8,10-dimethyl-4-oxatricyclo[6.2.2.0²,⁷]dodecane-9,12-dione

C21H28O8 (408.1784)


   

(1s,4s,5s,7r)-8-(hydroxymethyl)-1-isopropyl-4-methylspiro[4.5]dec-8-en-7-ol

(1s,4s,5s,7r)-8-(hydroxymethyl)-1-isopropyl-4-methylspiro[4.5]dec-8-en-7-ol

C15H26O2 (238.1933)


   

(4e)-1-(2,4-dihydroxy-5-methylphenyl)hex-4-en-1-one

(4e)-1-(2,4-dihydroxy-5-methylphenyl)hex-4-en-1-one

C13H16O3 (220.1099)


   

(1s,4s,5s,7r,8r)-8-(hydroxymethyl)-1-isopropyl-4-methylspiro[4.5]dec-9-ene-7,8-diol

(1s,4s,5s,7r,8r)-8-(hydroxymethyl)-1-isopropyl-4-methylspiro[4.5]dec-9-ene-7,8-diol

C15H26O3 (254.1882)


   

2,5,10-trihydroxy-11-(1-hydroxyhexa-2,4-dien-1-ylidene)-5-(hydroxymethyl)-8,10-dimethyl-4-oxatricyclo[6.2.2.0²,⁷]dodecane-9,12-dione

2,5,10-trihydroxy-11-(1-hydroxyhexa-2,4-dien-1-ylidene)-5-(hydroxymethyl)-8,10-dimethyl-4-oxatricyclo[6.2.2.0²,⁷]dodecane-9,12-dione

C20H26O8 (394.1628)


   

3,7,16-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-4-iodo-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0¹,¹⁰.0³,⁸]heptadeca-5,16-dien-11-one

3,7,16-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-4-iodo-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0¹,¹⁰.0³,⁸]heptadeca-5,16-dien-11-one

C20H21IN2O8S2 (607.9784)


   

5-hydroxy-2-(oct-1-en-1-yl)-3,5,6,7-tetrahydro-2h-1-benzofuran-4-one

5-hydroxy-2-(oct-1-en-1-yl)-3,5,6,7-tetrahydro-2h-1-benzofuran-4-one

C16H24O3 (264.1725)


   

(2e)-3-hydroxy-2-(1,3-oxazol-4-ylmethylidene)butanal

(2e)-3-hydroxy-2-(1,3-oxazol-4-ylmethylidene)butanal

C8H9NO3 (167.0582)


   

5-{[2-amino-4-methyl-3-(sulfooxy)pentyl]oxy}-15-(5,6-dimethylhept-3-en-2-yl)-10-hydroxy-2-methyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-11-ene-16-carboxylic acid

5-{[2-amino-4-methyl-3-(sulfooxy)pentyl]oxy}-15-(5,6-dimethylhept-3-en-2-yl)-10-hydroxy-2-methyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-11-ene-16-carboxylic acid

C34H55NO9S (653.3597)


   

1-isopropyl-4,8-dimethylspiro[4.5]dec-8-en-7-ol

1-isopropyl-4,8-dimethylspiro[4.5]dec-8-en-7-ol

C15H26O (222.1984)


   

(4s,5s)-4,5-dihydroxy-3-[(1r,4e)-1-hydroxyhex-4-en-1-yl]-2,5-dimethylcyclopent-2-en-1-one

(4s,5s)-4,5-dihydroxy-3-[(1r,4e)-1-hydroxyhex-4-en-1-yl]-2,5-dimethylcyclopent-2-en-1-one

C13H20O4 (240.1362)


   

(1s,3r,4r,8s,10r,11r)-13-[(4e)-hex-4-enoyl]-3,10,12-trihydroxy-6-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,4,8,11-tetramethyl-2,9-dioxapentacyclo[8.4.0.0³,⁸.0⁴,¹⁴.0⁷,¹¹]tetradec-12-en-5-one

(1s,3r,4r,8s,10r,11r)-13-[(4e)-hex-4-enoyl]-3,10,12-trihydroxy-6-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,4,8,11-tetramethyl-2,9-dioxapentacyclo[8.4.0.0³,⁸.0⁴,¹⁴.0⁷,¹¹]tetradec-12-en-5-one

C28H34O8 (498.2254)


   

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

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

C16H24O3 (264.1725)


   

3-(2-hydroxy-6-methylhept-5-en-2-yl)-1,2-dimethylcyclopentan-1-ol

3-(2-hydroxy-6-methylhept-5-en-2-yl)-1,2-dimethylcyclopentan-1-ol

C15H28O2 (240.2089)


   

n-(7,8-dimethoxy-2-oxochromen-3-yl)-4a,5,8-trihydroxy-4,5,8,8a-tetrahydro-1,2-benzoxazine-3-carboxamide

n-(7,8-dimethoxy-2-oxochromen-3-yl)-4a,5,8-trihydroxy-4,5,8,8a-tetrahydro-1,2-benzoxazine-3-carboxamide

C20H20N2O9 (432.1169)


   

(1r,3s,4s,5e,7r,8s)-7-[(2e,4e)-hexa-2,4-dienoyl]-3-hydroxy-8-[(2s)-3-hydroxy-2,4-dimethyl-5-oxofuran-2-yl]-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione

(1r,3s,4s,5e,7r,8s)-7-[(2e,4e)-hexa-2,4-dienoyl]-3-hydroxy-8-[(2s)-3-hydroxy-2,4-dimethyl-5-oxofuran-2-yl]-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione

C28H32O8 (496.2097)


   

(2s,4s,6s)-6-hydroxy-2-({hydroxy[(2s)-1-[(2r)-2-methyldecanoyl]pyrrolidin-2-yl]methylidene}amino)-n-{1-[(1-{[(1s,2s)-1-{[(1s)-1-({1-[(1-{[(2s)-1-[(2-hydroxyethyl)(methyl)amino]propan-2-yl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-c-hydroxycarbonimidoyl)-2-methylpropyl]-c-hydroxycarbonimidoyl}-2-methylbutyl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-4-methyl-8-oxodecanimidic acid

(2s,4s,6s)-6-hydroxy-2-({hydroxy[(2s)-1-[(2r)-2-methyldecanoyl]pyrrolidin-2-yl]methylidene}amino)-n-{1-[(1-{[(1s,2s)-1-{[(1s)-1-({1-[(1-{[(2s)-1-[(2-hydroxyethyl)(methyl)amino]propan-2-yl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-c-hydroxycarbonimidoyl)-2-methylpropyl]-c-hydroxycarbonimidoyl}-2-methylbutyl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-4-methyl-8-oxodecanimidic acid

C60H110N10O12 (1162.8304)


   

7,8-dihydroxy-6-methoxy-1-pentyl-1,4-dihydro-2-benzopyran-3-one

7,8-dihydroxy-6-methoxy-1-pentyl-1,4-dihydro-2-benzopyran-3-one

C15H20O5 (280.1311)


   

n-(7,8-dimethoxy-2-oxochromen-3-yl)-7,9-dihydroxy-12-oxa-2,3-dithia-11-azatricyclo[6.2.2.0⁴,⁹]dodec-5-ene-1-carboximidic acid

n-(7,8-dimethoxy-2-oxochromen-3-yl)-7,9-dihydroxy-12-oxa-2,3-dithia-11-azatricyclo[6.2.2.0⁴,⁹]dodec-5-ene-1-carboximidic acid

C20H20N2O8S2 (480.0661)


   

(10as)-7,9,10a-trihydroxy-3-methyl-1h-benzo[g]isochromen-10-one

(10as)-7,9,10a-trihydroxy-3-methyl-1h-benzo[g]isochromen-10-one

C14H12O5 (260.0685)


   

(1r,2r,5s,7r,9s,10r,15r,16s)-5-{[(2r,3s)-2-amino-4-methyl-3-(sulfooxy)pentyl]oxy}-15-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-10-hydroxy-2-methyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-11-ene-16-carboxylic acid

(1r,2r,5s,7r,9s,10r,15r,16s)-5-{[(2r,3s)-2-amino-4-methyl-3-(sulfooxy)pentyl]oxy}-15-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-10-hydroxy-2-methyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-11-ene-16-carboxylic acid

C34H55NO9S (653.3597)


   

(6s,6ar,8r,10s,10ar)-4-(4-hydroxyphenyl)-6,8,10-trimethyl-6h,6ah,7h,8h,9h,10h,10ah-isochromeno[4,3-c]pyridin-1-ol

(6s,6ar,8r,10s,10ar)-4-(4-hydroxyphenyl)-6,8,10-trimethyl-6h,6ah,7h,8h,9h,10h,10ah-isochromeno[4,3-c]pyridin-1-ol

C21H25NO3 (339.1834)


   

(1r,2s,5s,7r,8r,10s,11z)-2,5,10-trihydroxy-11-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-5-(hydroxymethyl)-8,10-dimethyl-4-oxatricyclo[6.2.2.0²,⁷]dodecane-9,12-dione

(1r,2s,5s,7r,8r,10s,11z)-2,5,10-trihydroxy-11-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-5-(hydroxymethyl)-8,10-dimethyl-4-oxatricyclo[6.2.2.0²,⁷]dodecane-9,12-dione

C20H26O8 (394.1628)


   

2-({hydroxy[1-(2-methyldecanoyl)pyrrolidin-2-yl]methylidene}amino)-n-{1-[(1-{[1-({1-[(1-{[1-({1-[(2-hydroxyethyl)(methyl)amino]propan-2-yl}-c-hydroxycarbonimidoyl)-1-methylethyl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-2-methylpropyl}-c-hydroxycarbonimidoyl)-2-methylbutyl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-4-methyl-8-oxodec-6-enimidic acid

2-({hydroxy[1-(2-methyldecanoyl)pyrrolidin-2-yl]methylidene}amino)-n-{1-[(1-{[1-({1-[(1-{[1-({1-[(2-hydroxyethyl)(methyl)amino]propan-2-yl}-c-hydroxycarbonimidoyl)-1-methylethyl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-2-methylpropyl}-c-hydroxycarbonimidoyl)-2-methylbutyl]-c-hydroxycarbonimidoyl}-1-methylethyl)-c-hydroxycarbonimidoyl]-1-methylethyl}-4-methyl-8-oxodec-6-enimidic acid

C60H108N10O11 (1144.8199)


   

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

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

C16H26O4 (282.1831)


   

3-(dimethylamino)-5-ethenyl-5-hydroxycyclopent-2-en-1-one

3-(dimethylamino)-5-ethenyl-5-hydroxycyclopent-2-en-1-one

C9H13NO2 (167.0946)


   

13-(hex-4-enoyl)-6,7,10,12-tetrahydroxy-4-(1-hydroxyhexa-2,4-dien-1-ylidene)-2,6,9,11-tetramethyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-10,12-diene-3,5-dione

13-(hex-4-enoyl)-6,7,10,12-tetrahydroxy-4-(1-hydroxyhexa-2,4-dien-1-ylidene)-2,6,9,11-tetramethyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-10,12-diene-3,5-dione

C28H34O9 (514.2203)


   

4-chloro-3,7,17-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-9-oxa-14,15,16-trithia-10,18-diazatetracyclo[10.4.2.0¹,¹⁰.0³,⁸]octadeca-5,17-dien-11-one

4-chloro-3,7,17-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-9-oxa-14,15,16-trithia-10,18-diazatetracyclo[10.4.2.0¹,¹⁰.0³,⁸]octadeca-5,17-dien-11-one

C20H21ClN2O8S3 (548.0149)


   

(1r,10r,18r,19r)-13-{[(1s,4ar,6r,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-4,12,18,19-tetrahydroxy-6-methylpentacyclo[8.7.4.0¹,¹⁰.0³,⁸.0¹¹,¹⁶]henicosa-3,5,7,11(16),12,20-hexaene-2,9,14,15-tetrone

(1r,10r,18r,19r)-13-{[(1s,4ar,6r,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-4,12,18,19-tetrahydroxy-6-methylpentacyclo[8.7.4.0¹,¹⁰.0³,⁸.0¹¹,¹⁶]henicosa-3,5,7,11(16),12,20-hexaene-2,9,14,15-tetrone

C37H40O9 (628.2672)


   

hexacosa-9,10-diene

hexacosa-9,10-diene

C26H50 (362.3912)


   

(1r,3s,4s,5e,7r,8s)-7-[(2e,4e)-hexa-2,4-dienoyl]-3-hydroxy-8-(3-hydroxy-2,4-dimethyl-5-oxofuran-2-yl)-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione

(1r,3s,4s,5e,7r,8s)-7-[(2e,4e)-hexa-2,4-dienoyl]-3-hydroxy-8-(3-hydroxy-2,4-dimethyl-5-oxofuran-2-yl)-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-1,3-dimethylbicyclo[2.2.2]octane-2,6-dione

C28H32O8 (496.2097)


   

(1s,5r,6s)-1-{[(1s,4ar,6r,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-5-hydroxy-4-methyl-7-oxabicyclo[4.1.0]hept-3-en-2-one

(1s,5r,6s)-1-{[(1s,4ar,6r,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-5-hydroxy-4-methyl-7-oxabicyclo[4.1.0]hept-3-en-2-one

C22H32O4 (360.23)


   

8-(hydroxymethyl)-1-isopropyl-4-methylspiro[4.5]dec-9-ene-7,8-diol

8-(hydroxymethyl)-1-isopropyl-4-methylspiro[4.5]dec-9-ene-7,8-diol

C15H26O3 (254.1882)


   

pentacosa-9,10-diene

pentacosa-9,10-diene

C25H48 (348.3756)


   

(1r,3s,4s,5z,7r,8s)-7-[(2e,4e)-hexa-2,4-dienoyl]-3-hydroxy-8-[(2s)-3-hydroxy-2,4-dimethyl-5-oxofuran-2-yl]-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-3-methylbicyclo[2.2.2]octane-2,6-dione

(1r,3s,4s,5z,7r,8s)-7-[(2e,4e)-hexa-2,4-dienoyl]-3-hydroxy-8-[(2s)-3-hydroxy-2,4-dimethyl-5-oxofuran-2-yl]-5-[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-3-methylbicyclo[2.2.2]octane-2,6-dione

C27H30O8 (482.1941)


   

3-ethyl-4,5-dihydroxycyclopent-2-en-1-one

3-ethyl-4,5-dihydroxycyclopent-2-en-1-one

C7H10O3 (142.063)


   

5,7-dihydroxy-3-methyl-2-(2-oxopropyl)naphthalene-1,4-dione

5,7-dihydroxy-3-methyl-2-(2-oxopropyl)naphthalene-1,4-dione

C14H12O5 (260.0685)


   

(4s,6r,8r,10s,16r,18s)-4,6,8,10,16,18-hexamethyldocosane

(4s,6r,8r,10s,16r,18s)-4,6,8,10,16,18-hexamethyldocosane

C28H58 (394.4538)