Myristic acid

tetradecanoic acid

C14H28O2 (228.20891880000002)


Tetradecanoic acid is an oily white crystalline solid. (NTP, 1992) Tetradecanoic acid is a straight-chain, fourteen-carbon, long-chain saturated fatty acid mostly found in milk fat. It has a role as a human metabolite, an EC 3.1.1.1 (carboxylesterase) inhibitor, 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 tetradecanoate. Myristic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Myristic acid is a natural product found in Gladiolus italicus, Staphisagria macrosperma, and other organisms with data available. Myristic Acid is a saturated long-chain fatty acid with a 14-carbon backbone. Myristic acid is found naturally in palm oil, coconut oil and butter fat. Myristic acid is a saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat and coconut, palm, and nutmeg oils. It is used to synthesize flavor and as an ingredient in soaps and cosmetics. (From Dorland, 28th ed). Myristic acid is also commonly added to a penultimate nitrogen terminus glycine in receptor-associated kinases to confer the membrane localisation of the enzyme. this is achieved by the myristic acid having a high enough hydrophobicity to become incorporated into the fatty acyl core of the phospholipid bilayer of the plasma membrane of the eukaryotic cell.(wikipedia). myristic acid is a metabolite found in or produced by Saccharomyces cerevisiae. A saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat and coconut, palm, and nutmeg oils. It is used to synthesize flavor and as an ingredient in soaps and cosmetics. (From Dorland, 28th ed) See also: Cod Liver Oil (part of); Saw Palmetto (part of). Myristic acid, also known as tetradecanoic acid or C14:0, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Myristic acid (its ester is called myristate) is a saturated fatty acid that has 14 carbons; as such, it is a very hydrophobic molecule that is practically insoluble in water. It exists as an oily white crystalline solid. Myristic acid is found in all living organisms ranging from bacteria to plants to animals, and is found in most animal and vegetable fats, particularly butterfat, as well as coconut, palm, and nutmeg oils. Industrially, myristic acid is used to synthesize a variety of flavour compounds and as an ingredient in soaps and cosmetics (Dorland, 28th ed). Within eukaryotic cells, myristic acid is also commonly conjugated to a penultimate N-terminal glycine residue in receptor-associated kinases to confer membrane localization of these enzymes (a post-translational modification called myristoylation via the enzyme N-myristoyltransferase). Myristic acid has a high enough hydrophobicity to allow the myristoylated protein to become incorporated into the fatty acyl core of the phospholipid bilayer of the plasma membrane of eukaryotic cells. Also, this fatty acid is known because it accumulates as fat in the body; however, its consumption also impacts positively on cardiovascular health (see, for example, PMID: 15936650). Myristic acid is named after the scientific name for nutmeg, Myristica fragrans, from which it was first isolated in 1841 by Lyon Playfair. Myristic acid, also known as 14 or N-tetradecanoic 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, myristic acid is considered to be a fatty acid lipid molecule. Myristic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Myristic acid can be found in a number of food items such as strawberry, barley, nutmeg, and soy bean, which makes myristic acid a potential biomarker for the consumption of these food products. Myristic acid can be found primarily in most biofluids, including cerebrospinal fluid (CSF), blood, saliva, and feces, as well as throughout most human tissues. Myristic acid exists in all living species, ranging from bacteria to humans. In humans, myristic acid is involved in the fatty acid biosynthesis. Moreover, myristic acid is found to be associated with schizophrenia. Myristic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Myristic acid (IUPAC systematic name: 1-tetradecanoic acid) is a common saturated fatty acid with the molecular formula CH3(CH2)12COOH. Its salts and esters are commonly referred to as myristates. It is named after the binomial name for nutmeg (Myristica fragrans), from which it was first isolated in 1841 by Lyon Playfair . A straight-chain, fourteen-carbon, long-chain saturated fatty acid mostly found in milk fat. Nutmeg butter has 75\\\% trimyristin, the triglyceride of myristic acid and a source from which it can be synthesised.[13] Besides nutmeg, myristic acid is found in palm kernel oil, coconut oil, butterfat, 8–14\\\% of bovine milk, and 8.6\\\% of breast milk as well as being a minor component of many other animal fats.[9] It is found in spermaceti, the crystallized fraction of oil from the sperm whale. It is also found in the rhizomes of the Iris, including Orris root.[14][15] Myristic acid is a saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat and coconut, palm, and nutmeg oils. Myristic acid is a saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat and coconut, palm, and nutmeg oils.

   

Palmitic acid

hexadecanoic acid

C16H32O2 (256.2402172)


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).

   

Campesterol

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

C28H48O (400.37049579999996)


Campesterol is a phytosterol, meaning it is a steroid derived from plants. As a food additive, phytosterols have cholesterol-lowering properties (reducing cholesterol absorption in intestines), and may act in cancer prevention. Phytosterols naturally occur in small amount in vegetable oils, especially soybean oil. One such phytosterol complex, isolated from vegetable oil, is cholestatin, composed of campesterol, stigmasterol, and brassicasterol, and is marketed as a dietary supplement. Sterols can reduce cholesterol in human subjects by up to 15\\\\\%. The mechanism behind phytosterols and the lowering of cholesterol occurs as follows : the incorporation of cholesterol into micelles in the gastrointestinal tract is inhibited, decreasing the overall amount of cholesterol absorbed. This may in turn help to control body total cholesterol levels, as well as modify HDL, LDL and TAG levels. Many margarines, butters, breakfast cereals and spreads are now enriched with phytosterols and marketed towards people with high cholesterol and a wish to lower it. -- Wikipedia. Campesterol is a member of phytosterols, a 3beta-sterol, a 3beta-hydroxy-Delta(5)-steroid and a C28-steroid. It has a role as a mouse metabolite. It derives from a hydride of a campestane. Campesterol is a natural product found in Haplophyllum bucharicum, Bugula neritina, and other organisms with data available. Campesterol is a steroid derivative that is the simplest sterol, characterized by the hydroxyl group in position C-3 of the steroid skeleton, and saturated bonds throughout the sterol structure, with the exception of the 5-6 double bond in the B ring. Campesterol. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=474-62-4 (retrieved 2024-07-01) (CAS RN: 474-62-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Campesterol is a plant sterol with cholesterol lowering and anticarcinogenic effects. Campesterol is a plant sterol with cholesterol lowering and anticarcinogenic effects.

   

Stearic acid

1-Heptadecanecarboxylic acid

C18H36O2 (284.2715156)


Stearic acid, also known as stearate or N-octadecanoic 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, stearic acid is considered to be a fatty acid lipid molecule. Stearic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Stearic acid can be synthesized from octadecane. Stearic acid is also a parent compound for other transformation products, including but not limited to, 3-oxooctadecanoic acid, (9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoic acid, and 16-methyloctadecanoic acid. Stearic acid can be found in a number of food items such as green bell pepper, common oregano, ucuhuba, and babassu palm, which makes stearic acid a potential biomarker for the consumption of these food products. Stearic acid can be found primarily in most biofluids, including urine, feces, cerebrospinal fluid (CSF), and sweat, as well as throughout most human tissues. Stearic acid exists in all living species, ranging from bacteria to humans. In humans, stearic acid is involved in the plasmalogen synthesis. Stearic acid is also involved in mitochondrial beta-oxidation of long chain saturated fatty acids, which is a metabolic disorder. Moreover, stearic acid is found to be associated with schizophrenia. Stearic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Stearic acid ( STEER-ik, stee-ARR-ik) is a saturated fatty acid with an 18-carbon chain and has the IUPAC name octadecanoic acid. It is a waxy solid and its chemical formula is C17H35CO2H. Its name comes from the Greek word στέαρ "stéar", which means tallow. The salts and esters of stearic acid are called stearates. As its ester, stearic acid is one of the most common saturated fatty acids found in nature following palmitic acid. The triglyceride derived from three molecules of stearic acid is called stearin . Stearic acid, also known as octadecanoic acid or C18:0, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Stearic acid (its ester is called stearate) is a saturated fatty acid that has 18 carbons and is therefore a very hydrophobic molecule that is practically insoluble in water. It exists as a waxy solid. In terms of its biosynthesis, stearic acid is produced from carbohydrates via the fatty acid synthesis machinery wherein acetyl-CoA contributes two-carbon building blocks, up to the 16-carbon palmitate, via the enzyme complex fatty acid synthase (FA synthase), at which point a fatty acid elongase is needed to further lengthen it. After synthesis, there are a variety of reactions it may undergo, including desaturation to oleate via stearoyl-CoA desaturase (PMID: 16477801). Stearic acid is found in all living organisms ranging from bacteria to plants to animals. It is one of the useful types of saturated fatty acids that comes from many animal and vegetable fats and oils. For example, it is a component of cocoa butter and shea butter. It is used as a food additive, in cleaning and personal care products, and in lubricants. Its name comes from the Greek word stear, which means ‚Äòtallow‚Äô or ‚Äòhard fat‚Äô. Stearic acid is a long chain dietary saturated fatty acid which exists in many animal and vegetable fats and oils. Stearic acid is a long chain dietary saturated fatty acid which exists in many animal and vegetable fats and oils.

   

Palmitoleic acid

cis-Delta(9)-Hexadecenoic acid

C16H30O2 (254.224568)


Cis-9-palmitoleic acid, also known as palmitoleate or (Z)-9-hexadecenoic 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, cis-9-palmitoleic acid is considered to be a fatty acid lipid molecule. Cis-9-palmitoleic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Cis-9-palmitoleic acid can be found in a number of food items such as mixed nuts, carrot, hedge mustard, and chanterelle, which makes cis-9-palmitoleic acid a potential biomarker for the consumption of these food products. Cis-9-palmitoleic acid can be found primarily in most biofluids, including urine, blood, saliva, and feces, as well as in human adipose tissue, prostate and skeletal muscle tissues. Cis-9-palmitoleic acid exists in all living species, ranging from bacteria to humans. Moreover, cis-9-palmitoleic acid is found to be associated with isovaleric acidemia. Palmitoleic acid, or (9Z)-hexadec-9-enoic acid, is an omega-7 monounsaturated fatty acid (16:1n-7) with the formula CH3(CH2)5CH=CH(CH2)7COOH that is a common constituent of the glycerides of human adipose tissue. Present in all tissues, it is generally found in higher concentrations in the liver. Macadamia oil (Macadamia integrifolia) and sea buckthorn oil (Hippophae rhamnoides) are botanical sources of palmitoleic acid, containing 22 and 40\\\\\% respectively. Palmitoleic acid is found to be associated with isovaleric acidemia, which is an inborn error of metabolism. Palmitoleic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=373-49-9 (retrieved 2024-07-15) (CAS RN: 373-49-9). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Palmitoleic acid, a composition of fatty acid, is implicated in the prevention of death from cerebrovascular disorders in SHRSP rats. Palmitoleic acid, a composition of fatty acid, is implicated in the prevention of death from cerebrovascular disorders in SHRSP rats.

   

Arachidate (20:0)

n-Eicosanoic acid

C20H40O2 (312.302814)


Arachidic acid, also known as icosanoic acid, is a saturated fatty acid with a 20-carbon chain. It is a minor constituent of butter, perilla oil, peanut oil, corn oil, and cocoa butter. It also constitutes 7.08\\\\% of the fats from the fruit of the durian species Durio graveolens. The salts and esters of arachidic acid are known as arachidates. Its name derives from the Latin arachis that means peanut. It can be formed by the hydrogenation of arachidonic acid. The reduction of arachidic acid yields arachidyl alcohol. Arachidic acid is used for the production of detergents, photographic materials and lubricants. Arachidic acid belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Arachidic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Arachidonic acid (Icosanoic acid), a long-chain fatty acid, is present in all mammalian cells, typically esterified to membrane phospholipids, and is one of the most abundant polyunsaturated fatty acids present in human tissue[1][2]. Arachidonic acid (Icosanoic acid), a long-chain fatty acid, is present in all mammalian cells, typically esterified to membrane phospholipids, and is one of the most abundant polyunsaturated fatty acids present in human tissue[1][2].

   

Oleic acid

Emersol 221 low titer white oleic acid

C18H34O2 (282.2558664)


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

   

Pentadecanoic acid

n-Pentadecanoic acid

C15H30O2 (242.224568)


Pentadecanoic acid, also known as pentadecylic acid or C15:0, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Pentadecanoic acid (its ester is called pentadecanoate) is a saturated fatty acid that has 15 carbons and is therefore a very hydrophobic molecule that is practically insoluble in water. Pentadecanoic acid is found in plants and ruminants. Many "odd" length long-chain fatty acids, such as pentadecanoic acid, are derived from the consumption of cattle fats (milk and meat). Pentadecanoic acid constitutes 1.05\\\\% of milk fat and 0.43\\\\% of ruminant meat fat. The content of pentadecanoic acid in the subcutaneous adipose tissue of humans appears to be a good biological marker of long-term milk fat intake in free-living individuals in populations with high consumption of dairy products. (PMID: 9701185; PMID: 11238766). A fatty acid of exogenous (primarily ruminant) origin. Many "odd" length long chain amino acids are derived from the consumption of dairy fats (milk and meat). Pentadecanoic acid constitutes 1.05\\\\% of milk fat and 0.43\\\\% of ruminant meat fat. The content of heptadecanoic acid in the subcutaneous adipose tissue of humans appears to be a good biological marker of long-term milk fat intake in free-living individuals in populations with high consumption of dairy products. (PMID 9701185; PMID 11238766). Pentadecanoic acid is found in many foods, some of which are common bean, coriander, pepper (c. annuum), and hamburger. CONFIDENCE standard compound; INTERNAL_ID 248 Pentadecylic acid is a saturated fatty acid with a 15-carbon backbone. Pentadecylic acid is a saturated fatty acid with a 15-carbon backbone.

   

Lignoceric acid (C24)

Tetracosanoic acid

C24H48O2 (368.3654108)


Lignoceric acid, also known as N-tetracosanoic acid or tetraeicosanoate, is a member of the class of compounds known as very long-chain fatty acids. Very long-chain fatty acids are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Thus, lignoceric acid is considered to be a fatty acid lipid molecule. Lignoceric acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Lignoceric acid can be found in a number of food items such as hazelnut, cheese, rye bread, and cetacea (dolphin, porpoise, whale), which makes lignoceric acid a potential biomarker for the consumption of these food products. Lignoceric acid can be found primarily in blood and feces, as well as in human fibroblasts tissue. Lignoceric acid exists in all eukaryotes, ranging from yeast to humans. In humans, lignoceric acid is involved in a couple of metabolic pathways, which include adrenoleukodystrophy, x-linked and beta oxidation of very long chain fatty acids. Lignoceric acid is also involved in carnitine-acylcarnitine translocase deficiency, which is a metabolic disorder. Lignoceric acid, or tetracosanoic acid, is the saturated fatty acid with formula C23H47COOH. It is found in wood tar, various cerebrosides, and in small amounts in most natural fats. The fatty acids of peanut oil contain small amounts of lignoceric acid (1.1\\\\% – 2.2\\\\%). This fatty acid is also a byproduct of lignin production . Tetracosanoic acid is a C24 straight-chain saturated fatty acid. It has a role as a volatile oil component, a plant metabolite, a human metabolite and a Daphnia tenebrosa metabolite. It is a very long-chain fatty acid and a straight-chain saturated fatty acid. It is a conjugate acid of a tetracosanoate. Tetracosanoic acid, also known as N-tetracosanoate or lignoceric acid, belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Tetracosanoic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Tetracosanoic acid is a potentially toxic compound. Acquisition and generation of the data is financially supported in part by CREST/JST. Lignoceric acid (Tetracosanoic acid) is a 24-carbon saturated (24:0) fatty acid, which is synthesized in the developing brain. Lignoceric acid is also a by-product of lignin production. Lignoceric acid can be used for Zellweger cerebro‐hepato‐renal syndrome and adrenoleukodystrophy research[1][2]. Lignoceric acid (Tetracosanoic acid) is a 24-carbon saturated (24:0) fatty acid, which is synthesized in the developing brain. Lignoceric acid is also a by-product of lignin production. Lignoceric acid can be used for Zellweger cerebro‐hepato‐renal syndrome and adrenoleukodystrophy research[1][2].

   

Behenic acid

Docosanoic acid from Rapeseed

C22H44O2 (340.3341124)


Behenic acid, also known as docosanoate or 1-docosanoic acid, is a member of the class of compounds known as very long-chain fatty acids. Very long-chain fatty acids are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Thus, behenic acid is considered to be a fatty acid lipid molecule. Behenic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Behenic acid can be found in a number of food items such as rice, opium poppy, pepper (c. frutescens), and gram bean, which makes behenic acid a potential biomarker for the consumption of these food products. Behenic acid can be found primarily in blood, feces, and urine. Behenic acid (also docosanoic acid) is a carboxylic acid, the saturated fatty acid with formula C21H43COOH. In appearance, it consists of white to cream color crystals or powder with a melting point of 80 °C and boiling point of 306 °C . Behenic acid, also docosanoic acid, is a normal carboxylic acid, a fatty acid with formula C21H43COOH. It is an important constituent of the behen oil extracted from the seeds of the Ben-oil tree, and it is so named from the Persian month Bahman when the roots of this tree were harvested. Behenic acid has been identified in the human placenta (PMID:32033212). Docosanoic acid is poorly absorbed, and a cholesterol-raising saturated fatty acid in humans. Docosanoic acid is poorly absorbed, and a cholesterol-raising saturated fatty acid in humans.

   

FA 15:0

Dodecanoic acid, 3,7,11-trimethyl-

C15H30O2 (242.224568)


A branched-chain saturated fatty acid comprising tetradecanoic acid carrying a 12-methyl substituent. CONFIDENCE standard compound; INTERNAL_ID 246 CONFIDENCE standard compound; INTERNAL_ID 247 13-Methyltetradecanoic acid (13-MTD), a saturated branched-chain fatty acid with potent anticancer effects. 13-Methyltetradecanoic acid induces apoptosis in many types of human cancer cells[1][2]. 13-Methyltetradecanoic acid (13-MTD), a saturated branched-chain fatty acid with potent anticancer effects. 13-Methyltetradecanoic acid induces apoptosis in many types of human cancer cells[1][2].

   

Batyl alcohol

3-(octadecyloxy)propane-1,2-diol

C21H44O3 (344.3290274)


C26170 - Protective Agent > C797 - Radioprotective Agent 3-(Octadecyloxy)propane-1,2-diol is an endogenous metabolite.

   

Ethanol

Ethyl alcohol in alcoholic beverages

C2H6O (46.0418626)


Ethanol is a clear, colorless liquid rapidly absorbed from the gastrointestinal tract and distributed throughout the body. It has bactericidal activity and is used often as a topical disinfectant. It is widely used as a solvent and preservative in pharmaceutical preparations as well as serving as the primary ingredient in alcoholic beverages. Indeed, ethanol has widespread use as a solvent of substances intended for human contact or consumption, including scents, flavorings, colorings, and medicines. Ethanol has a depressive effect on the central nervous system and because of its psychoactive effects, it is considered a drug. Ethanol has a complex mode of action and affects multiple systems in the brain, most notably it acts as an agonist to the GABA receptors. Death from ethanol consumption is possible when blood alcohol level reaches 0.4\\%. A blood level of 0.5\\% or more is commonly fatal. Levels of even less than 0.1\\% can cause intoxication, with unconsciousness often occurring at 0.3-0.4 \\%. Ethanol is metabolized by the body as an energy-providing carbohydrate nutrient, as it metabolizes into acetyl CoA, an intermediate common with glucose metabolism, that can be used for energy in the citric acid cycle or for biosynthesis. Ethanol within the human body is converted into acetaldehyde by alcohol dehydrogenase and then into acetic acid by acetaldehyde dehydrogenase. The product of the first step of this breakdown, acetaldehyde, is more toxic than ethanol. Acetaldehyde is linked to most of the clinical effects of alcohol. It has been shown to increase the risk of developing cirrhosis of the liver,[77] multiple forms of cancer, and alcoholism. Industrially, ethanol is produced both as a petrochemical, through the hydration of ethylene, and biologically, by fermenting sugars with yeast. Small amounts of ethanol are endogenously produced by gut microflora through anaerobic fermentation. However most ethanol detected in biofluids and tissues likely comes from consumption of alcoholic beverages. Absolute ethanol or anhydrous alcohol generally refers to purified ethanol, containing no more than one percent water. Absolute alcohol is not intended for human consumption. It often contains trace amounts of toxic benzene (used to remove water by azeotropic distillation). Consumption of this form of ethanol can be fatal over a short time period. Generally absolute or pure ethanol is used as a solvent for lab and industrial settings where water will disrupt a desired reaction. Pure ethanol is classed as 200 proof in the USA and Canada, equivalent to 175 degrees proof in the UK system. Ethanol is a general biomarker for the consumption of alcohol. Ethanol is also a metabolite of Hansenula and Saccharomyces (PMID: 14613880) (https://ac.els-cdn.com/S0079635206800470/1-s2.0-S0079635206800470-main.pdf?_tid=4d340044-3230-4141-88dd-deec4d2e35bd&acdnat=1550288012_0c4a20fe963843426147979d376cf624). Intoxicating constituent of all alcoholic beverages. It is used as a solvent and vehicle for food dressings and flavourings. Antimicrobial agent, e.g for pizza crusts prior to baking. extraction solvent for foodstuffs. Widely distributed in fruits and other foods V - Various > V03 - All other therapeutic products > V03A - All other therapeutic products > V03AZ - Nerve depressants V - Various > V03 - All other therapeutic products > V03A - All other therapeutic products > V03AB - Antidotes D - Dermatologicals > D08 - Antiseptics and disinfectants > D08A - Antiseptics and disinfectants D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants C78272 - Agent Affecting Nervous System > C29756 - Sedative and Hypnotic D000890 - Anti-Infective Agents D012997 - Solvents

   

Methane

Methane in gaseus STate

CH4 (16.0312984)


Methane (CH4), is a gas produced by a group of colonic anaerobes, absorbed from the colon and excreted in expired air. As a result, breath CH4 excretion can be used as an indicator of the in situ activity of the methanogenic flora. All CH4 produced in human beings is a metabolic product of intestinal bacteria, and about 50\\% of CH4 produced in the gut is absorbed and excreted in expired air. Because there appears to be no catabolism of this gas by other colonic organisms or host cells, breath CH4 measurements provide a rapid, simple means of semi quantitatively assessing the ongoing in situ metabolism of the methanogenic flora. It could seem likely that the intracolonic activity of a variety of bacteria similarly might be assessed quantitatively via analysis of expired air. However, the application of this methodology has been confounded by the rapid catabolism of many volatile bacterial products by other bacteria or human tissue. A striking aspect of the studies of breath CH4 measurements is the enormous individual variations in the excretion of this gas. Virtually all children under 5 years of age and 66\\% of the adult population do not exhale appreciable quantities of CH4. The remaining 34\\% of the adult population has appreciable breath methane concentrations of up to 80 ppm (mean, 15.2 ppm; median, 11.8 ppm). On this basis the population can be divided into CH4 producers or nonproducers, although a more accurate term would be to define subjects as being low or high CH4 producers. The primary methanogen present in the human colon, Methanobrevibacter smithii, produces methane via a reaction that relies entirely on H2 produced by other organisms to reduce CO2 to CH4. Thus, breath CH4 concentrations might be expected to mirror breath H2 concentrations; however, the high levels of CH4 observed in the fasting state may result from H2 derived from endogenous rather than dietary substrates. A diverse assortment of conditions has been associated with a high prevalence of methane producers including diverticulosis, cystic fibrosis, high fasting serum cholesterol levels, encopresis in children, and aorto-iliac vascular disease, whereas obesity (measured as skin-fold thickness) was related inversely to methane production. The challenge that remains is to determine to what extent methanogens actively influence body physiology vs. simply serve as passive indicators of colonic function. (PMID: 16469670, Clinical Gastroenterology and Hepatology Volume 4, Issue 2, February 2006, Pages 123-129). Methane can be found in Desulfovibrio, Methanobacterium, Methanobrevibacter, Methanococcus, Methanocorpusculum, Methanoculleus, Methanoflorens, Methanofollis, Methanogenium, Methanomicrobium, Methanopyrus, Methanoregula, Methanosaeta, Methanosarcina, Methanosphaera, Methanospirillium, Methanothermobacter (Wikipedia). Methane (CH4), is a gas produced by a group of colonic anaerobes, absorbed from the colon and excreted in expired air. As a result, breath CH4 excretion can be used as an indicator of the in situ activity of the methanogenic flora. All CH4 produced in human beings is a metabolic product of intestinal bacteria, and about 50\\% of CH4 produced in the gut is absorbed and excreted in expired air. Because there appears to be no catabolism of this gas by other colonic organisms or host cells, breath CH4 measurements provide a rapid, simple means of semi quantitatively assessing the ongoing in situ metabolism of the methanogenic flora. It could seem likely that the intracolonic activity of a variety of bacteria similarly might be assessed quantitatively via analysis of expired air. However, the application of this methodology has been confounded by the rapid catabolism of many volatile bacterial products by other bacteria or human tissue. A striking aspect of the studies of breath CH4 measurements is the enormous individual variations in the excretion of this gas. Virtually all children under 5 years of age and 66\\% of the adult population do not exhale appreciable quantities of CH4. The remaining 34\\% of the adult population has appreciable breath methane concentrations of up to 80 ppm (mean, 15.2 ppm; median, 11.8 ppm). On this basis the population can be divided into CH4 producers or nonproducers, although a more accurate term would be to define subjects as being low or high CH4 producers. The primary methanogen present in the human colon, Methanobrevibacter smithii, produces methane via a reaction that relies entirely on H2 produced by other organisms to reduce CO2 to CH4. Thus, breath CH4 concentrations might be expected to mirror breath H2 concentrations; however, the high levels of CH4 observed in the fasting state may result from H2 derived from endogenous rather than dietary substrates. A diverse assortment of conditions has been associated with a high prevalence of methane producers including diverticulosis, cystic fibrosis, high fasting serum cholesterol levels, encopresis in children, and aorto-iliac vascular disease, whereas obesity (measured as skin-fold thickness) was related inversely to methane production. The challenge that remains is to determine to what extent methanogens actively influence body physiology vs. simply serve as passive indicators of colonic function. (PMID: 16469670, Clinical Gastroenterology and Hepatology Volume 4, Issue 2, February 2006, Pages 123-129) [HMDB]

   

Nonadecanoic acid

nonadecanoic acid

C19H38O2 (298.28716479999997)


Nonadecanoic acid, also known as n-nonadecanoic acid or nonadecylic acid or C19:0, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms, with nonadecanoic acid (its ester is called nonadecanoate) having 19 carbon atoms. Nonadecanoic acid is a very hydrophobic molecule, practically insoluble (in water). It is a solid with a melting point of 69.4°C. It can be found in bacteria, plants, and animals (including animal milk) (Nature 176:882; PMID: 14168161). It is secreted by termites (Rhinotermes marginalis) as part of its defence mechanism (Comp. Biochem. Physiol. B 71:731). Nonadecanoic acid is a C19 straight-chain fatty acid of plant or bacterial origin. An intermediate in the biodegradation of n-icosane, it has been shown to inhibit cancer growth. It has a role as a fungal metabolite. It is a straight-chain saturated fatty acid and a long-chain fatty acid. It is a conjugate acid of a nonadecanoate. Nonadecanoic acid is a natural product found in Staphisagria macrosperma, Malva sylvestris, and other organisms with data available. An odd-numbered long chain fatty acid, likely derived from bacterial or plant sources. Nonadecanoic acid has been found in ox fats and vegetable oils. It is also used by certain insects as a phermone. [HMDB]. A C19 straight-chain fatty acid of plant or bacterial origin. An intermediate in the biodegradation of n-icosane, it has been shown to inhibit cancer growth. Nonadecanoic acid is a 19-carbon long saturated fatty acid. Nonadecanoic acid is the major constituent of the substance secreted by Rhinotermes marginalis to defence[1]. Nonadecanoic acid is a 19-carbon long saturated fatty acid. Nonadecanoic acid is the major constituent of the substance secreted by Rhinotermes marginalis to defence[1].

   
   
   

Cerebronic acid

2-Hydroxytetraeicosanoic acid

C24H48O3 (384.36032579999994)


Constituent of various glycosphingolipids of wheat, corn and other plant subspecies Cerebronic acid is found in peanut and cereals and cereal products. D-Cerebronic acid is found in mushrooms. D-Cerebronic acid is isolated from Polyporus umbellatus (zhu ling).

   

16-Methylheptadecanoic acid

16-methyl-heptadecanoic acid

C18H36O2 (284.2715156)


16-Methylheptadecanoic acid is found in animal foods. 16-Methylheptadecanoic acid is found in meats, liver and fat Found in meats, liver and fats Isostearic acid is a unique fatty acid. Isostearic acid is useful in pharmaceutical, personal care, and cosmetic products[1]. Isostearic acid is a unique fatty acid. Isostearic acid is useful in pharmaceutical, personal care, and cosmetic products[1].

   

13-Methylmyristic acid

13-Methylmyristic acid, >=98\\% (capillary GC)

C15H30O2 (242.224568)


Isopentadecanoic acid is a branched-chain saturated fatty acid comprising tetradecanoic (myristic) acid substituted at position 13 by a methyl group. It is a long-chain fatty acid, a branched-chain saturated fatty acid and a methyl-branched fatty acid. It is a conjugate acid of an isopentadecanoate. 13-Methyltetradecanoic acid is a natural product found in Streptomyces manipurensis, Myrmekioderma rea, and other organisms with data available. 13-Methyltetradecanoic Acid is a branched-chain saturated fatty acid that is comprised of tetradecanoic acid with a methyl group on the carbon in the thirteenth position. 13-Methylmyristic acid (CAS# 2485-71-4), also known as 13-methyltetradecanoic acid, iso-pentadecanoic acid, 13-methyltetradecanoic acid, 13-MTD, or 13-MTDA, is an iso-fatty acid. It is used to study the induction of mitochondrial-mediated apoptosis via the AKT and MAPK pathways. 13-MTDA is used for the biosynthesis of methyl-branched polyhydroxyalkanoates A branched-chain saturated fatty acid comprising tetradecanoic (myristic) acid substituted at position 13 by a methyl group. 13-Methyltetradecanoic acid (13-MTD), a saturated branched-chain fatty acid with potent anticancer effects. 13-Methyltetradecanoic acid induces apoptosis in many types of human cancer cells[1][2]. 13-Methyltetradecanoic acid (13-MTD), a saturated branched-chain fatty acid with potent anticancer effects. 13-Methyltetradecanoic acid induces apoptosis in many types of human cancer cells[1][2].

   

Heneicosanoic acid

N-Heneicosanoic acid

C21H42O2 (326.3184632)


Henicosanoic acid, also known as N-heneicosanoate or 21:0,is a long-chain fatty acid that is henicosane in which one of the methyl groups has been oxidised to give the corresponding carboxylic acid. It is a straight-chain saturated fatty acid and a long-chain fatty acid. It is a conjugate acid of a henicosanoate. Heneicosanoic acid belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Heneicosanoic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Heneicosanoic acid is a potentially toxic compound. Isolated from olive oil (Olea europaea) Heneicosanoic acid is a long-chain saturated fatty acid which is found in plants and animals[1][2][3]. Heneicosanoic acid is a long-chain saturated fatty acid which is found in plants and animals[1][2][3].

   

Heptadecanoic acid

heptadecanoic acid

C17H34O2 (270.2558664)


Heptadecanoic acid, or margaric acid, is a saturated fatty acid. It occurs as a trace component of the fat and milkfat of ruminants, but it does not occur in any natural animal or vegetable fat at concentrations over half a percent. Salts and esters of heptadecanoic acid are called heptadecanoates (Wikipedia). Heptadecanoic acid is found in many foods, some of which are dandelion, potato, ginger, and green bean. Heptadecanoic acid is a constituent of Erythrina crista-galli trunkwood and bark. Common constituent of lipids, e.g. present in Physalia physalis (Portuguese-man-of-war). Heptadecanoic acid is a fatty acid of exogenous (primarily ruminant) origin. Many "odd" length long chain amino acids are derived from the consumption of dairy fats (milk and meat). Heptadecanoic acid constitutes 0.61\\\\% of milk fat and 0.83\\\\% of ruminant meat fat. The content of heptadecanoic acid in the subcutaneous adipose tissue of humans appears to be a good biological marker of long-term milk fat intake in free-living individuals in populations with high consumption of dairy products. (PMID 9701185). Heptadecanoic acid is an odd chain saturated fatty acid (OCS-FA). Heptadecanoic acid is associated with several diseases, including the incidence of coronary heart disease, prediabetes and type 2 diabetes as well as multiple sclerosis[1]. Heptadecanoic acid is an odd chain saturated fatty acid (OCS-FA). Heptadecanoic acid is associated with several diseases, including the incidence of coronary heart disease, prediabetes and type 2 diabetes as well as multiple sclerosis[1].

   

Tricosanoic acid

Tricosanoic acid, aluminum salt

C23H46O2 (354.34976159999997)


Tricosanoic acid, also known as N-tricosanoate or 22FA, belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Tricosanoic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Tricosanoic acid is a potentially toxic compound. Constituent of Citrus bergamia (bergamot orange) oil Tricosanoic acid is a long-chain fatty acid and shown to be a hair growth stimulant. Tricosanoic acid is a long-chain fatty acid and shown to be a hair growth stimulant.

   

Isopalmitic acid

Thiocyanic acid, 3,4-dihydroxyphenyl ester

C16H32O2 (256.2402172)


Isopalmitic acid is found in milk and milk products. Isopalmitic acid occurs in butterfa Occurs in butterfat. Isopalmitic acid is found in milk and milk products.

   

xi-16-Methyloctadecanoic acid

xi-16-Methyloctadecanoic acid

C19H38O2 (298.28716479999997)


xi-16-Methyloctadecanoic acid is found in fishes. xi-16-Methyloctadecanoic acid occurs in butterfat and Baltic salmon. Occurs in butterfat and Baltic salmon. xi-16-Methyloctadecanoic acid is found in milk and milk products and fishes.

   

17-Methyloctadecanoic acid

XI-17-methyloctadecanoic acid

C19H38O2 (298.28716479999997)


17-Methyloctadecanoic acid, also known as 17-methylstearic acid, is a medium-chain saturated iso-fatty acid. 17-Methyloctadecanoic acid is found in fishes such as Baltic salmon. Occurs in Baltic salmon. xi-17-Methyloctadecanoic acid is found in fishes.

   

2(R)-hydroxydocosanoic acid

alpha-Hydroxydocosanoic acid

C22H44O3 (356.3290274)


Alpha-hydroxybehenic acid, also known as A-hydroxydocosanoate or A-hydroxybehenate, is a member of the class of compounds known as very long-chain fatty acids. Very long-chain fatty acids are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Thus, alpha-hydroxybehenic acid is considered to be a fatty acid lipid molecule. Alpha-hydroxybehenic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Alpha-hydroxybehenic acid can be synthesized from docosanoic acid. Alpha-hydroxybehenic acid can also be synthesized into N-(2-hydroxybehenoyl)-D-galactosylsphingosine. Alpha-hydroxybehenic acid can be found in black elderberry, which makes alpha-hydroxybehenic acid a potential biomarker for the consumption of this food product. 2(R)-Hydroxydocosanoic acid is a long-chain hydroxy fatty acid. In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation.

   

15-Methylpalmitate

15-Methyl hexadecanoic acid

C17H34O2 (270.2558664)


15-Methylpalmitate, also known as 15-methylhexadecanoate, is a fatty acid methyl ester (FAME). It has an exact mass of 269.25 g/mol and the molecular formula is C17H33O2. Methylpalmitate is a biomarker for the consumption of butte

   

(S)-14-Methylhexadecanoic acid

14-Methylhexadecanoic acid, (+-)-isomer

C17H34O2 (270.2558664)


(S)-14-Methylhexadecanoic acid is found in fats and oils. (S)-14-Methylhexadecanoic acid occurs in several animal fat Occurs in several animal fats. (S)-14-Methylhexadecanoic acid is found in fats and oils.

   

(S)-Hexahydropyrrolo[1,2-a]pyrazine-1,4-dione

(8aS)-octahydropyrrolo[1,2-a]piperazine-1,4-dione

C7H10N2O2 (154.07422400000002)


COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS

   

C14:0

Tetradecanoic acid

C14H28O2 (228.20891880000002)


Myristic acid is a saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat and coconut, palm, and nutmeg oils. Myristic acid is a saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat and coconut, palm, and nutmeg oils.

   

C17:0

HEPTADECANOIC ACID

C17H34O2 (270.2558664)


Heptadecanoic acid is an odd chain saturated fatty acid (OCS-FA). Heptadecanoic acid is associated with several diseases, including the incidence of coronary heart disease, prediabetes and type 2 diabetes as well as multiple sclerosis[1]. Heptadecanoic acid is an odd chain saturated fatty acid (OCS-FA). Heptadecanoic acid is associated with several diseases, including the incidence of coronary heart disease, prediabetes and type 2 diabetes as well as multiple sclerosis[1].

   

FA(16:1)

cis-9-hexadecenoic acid

C16H30O2 (254.224568)


Palmitoleic acid (FA 16:1), also known as hexadecenoic acid, is a monounsaturated omega-7 fatty acid with a 16-carbon chain and a double bond at the 9th position. In biological terms, palmitoleic acid serves several important functions: 1. **Energy Source:** Like other fatty acids, palmitoleic acid is a significant source of energy. It can be oxidized through beta-oxidation to produce ATP, the energy currency of the cell. 2. **Cell Membrane Structure:** Palmitoleic acid is a component of phospholipids, which are major constituents of cell membranes. The presence of monounsaturated fatty acids like palmitoleic acid helps maintain the fluidity and flexibility of cell membranes, which is crucial for various cellular processes. 3. **Lipid Signaling:** Palmitoleic acid and its derivatives can act as signaling molecules. For example, it is converted into the lipid mediator called palmitoleoyl-lysophosphatidylcholine (LPC), which plays a role in inflammation and blood clotting. 4. **Insulin Sensitivity:** Palmitoleic acid has been shown to improve insulin sensitivity, which is important for glucose metabolism and can help in the prevention and treatment of type 2 diabetes. 5. **Inflammation Modulation:** Some studies suggest that palmitoleic acid may have anti-inflammatory effects, which could be beneficial in reducing the risk of chronic diseases associated with inflammation. 6. **Skin Health:** Palmitoleic acid is naturally present in the skin and is considered a component of the skin's surface lipids, contributing to the skin's barrier function and helping to prevent water loss. 7. **Biosynthesis of Other Lipids:** Palmitoleic acid serves as a precursor for the synthesis of other complex lipids, including prostaglandins and other eicosanoids, which are involved in a wide range of physiological processes such as inflammation and blood pressure regulation. 8. **Cardiovascular Health:** The consumption of monounsaturated fatty acids like palmitoleic acid is often associated with a lower risk of cardiovascular diseases, although the direct role of palmitoleic acid in this context is still under investigation. It's important to note that while palmitoleic acid has these potential biological functions, the overall impact on health can depend on the balance of fatty acids in the diet and the context of the individual's overall metabolic health. Palmitoleic acid, a composition of fatty acid, is implicated in the prevention of death from cerebrovascular disorders in SHRSP rats. Palmitoleic acid, a composition of fatty acid, is implicated in the prevention of death from cerebrovascular disorders in SHRSP rats.

   

Oleate

cis-9-octadecenoic acid

C18H34O2 (282.2558664)


COVID info from WikiPathways Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Oleic acid (9-cis-Octadecenoic acid) is an abundant monounsaturated fatty acid[1]. Oleic acid is a Na+/K+ ATPase activator[2]. Oleic acid (9-cis-Octadecenoic acid) is an abundant monounsaturated fatty acid[1]. Oleic acid is a Na+/K+ ATPase activator[2].

   

2-methoxyoctadecanoic acid

2-methoxyoctadecanoic acid

C19H38O3 (314.2820798)


   

2-methoxypentadecanoic acid

2-methoxypentadecanoic acid

C16H32O3 (272.2351322)


   
   

Palmitic Acid

n-Hexadecanoic acid

C16H32O2 (256.2402172)


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

   

12-Methyltetradecanoic acid

12-Methyltetradecanoic acid

C15H30O2 (242.224568)


   

13-Methyltetradecanoic acid

13-Methyltetradecanoic acid

C15H30O2 (242.224568)


13-Methyltetradecanoic acid (13-MTD), a saturated branched-chain fatty acid with potent anticancer effects. 13-Methyltetradecanoic acid induces apoptosis in many types of human cancer cells[1][2]. 13-Methyltetradecanoic acid (13-MTD), a saturated branched-chain fatty acid with potent anticancer effects. 13-Methyltetradecanoic acid induces apoptosis in many types of human cancer cells[1][2].

   

2-Hydroxytricosanoic acid

2-hydroxy Tricosanoic Acid

C23H46O3 (370.34467659999996)


A 2-hydroxy fatty acid that is tricosanoic acid substituted by a hydroxy group at position 2.

   

9-methylhexadecanoic acid

9-methylhexadecanoic acid

C17H34O2 (270.2558664)


   

10-methylhexadecanoic acid

10-methylhexadecanoic acid

C17H34O2 (270.2558664)


   

2-hydroxypentacosanoic acid

2-hydroxypentacosanoic acid

C25H50O3 (398.37597500000004)


A 2-hydroxy fatty acid that is pentacosanoic acid substituted by a hydroxy group at position 2.

   
   

Campesterol

Campesterol

C28H48O (400.37049579999996)


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. Campesterol is a plant sterol with cholesterol lowering and anticarcinogenic effects. Campesterol is a plant sterol with cholesterol lowering and anticarcinogenic effects.

   

Lignoceric acid

Tetracosanoic acid

C24H48O2 (368.36541079999995)


A C24 straight-chain saturated fatty acid. Lignoceric acid (Tetracosanoic acid) is a 24-carbon saturated (24:0) fatty acid, which is synthesized in the developing brain. Lignoceric acid is also a by-product of lignin production. Lignoceric acid can be used for Zellweger cerebro‐hepato‐renal syndrome and adrenoleukodystrophy research[1][2]. Lignoceric acid (Tetracosanoic acid) is a 24-carbon saturated (24:0) fatty acid, which is synthesized in the developing brain. Lignoceric acid is also a by-product of lignin production. Lignoceric acid can be used for Zellweger cerebro‐hepato‐renal syndrome and adrenoleukodystrophy research[1][2].

   

PENTADECANOIC ACID

PENTADECANOIC ACID

C15H30O2 (242.224568)


A straight-chain saturated fatty acid containing fifteen-carbon atoms. Pentadecylic acid is a saturated fatty acid with a 15-carbon backbone. Pentadecylic acid is a saturated fatty acid with a 15-carbon backbone.

   

Myristic Acid

Tetradecanoic acid

C14H28O2 (228.20891880000002)


Myristic acid is a saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat and coconut, palm, and nutmeg oils. Myristic acid is a saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat and coconut, palm, and nutmeg oils.

   

Behenic acid

Docosanoic acid

C22H44O2 (340.3341124)


A straight-chain, C22, long-chain saturated fatty acid. Docosanoic acid is poorly absorbed, and a cholesterol-raising saturated fatty acid in humans. Docosanoic acid is poorly absorbed, and a cholesterol-raising saturated fatty acid in humans.

   

Margaric acid

HEPTADECANOIC ACID

C17H34O2 (270.2558664)


A C17 saturated fatty acid and trace component of fats in ruminants. Heptadecanoic acid is an odd chain saturated fatty acid (OCS-FA). Heptadecanoic acid is associated with several diseases, including the incidence of coronary heart disease, prediabetes and type 2 diabetes as well as multiple sclerosis[1]. Heptadecanoic acid is an odd chain saturated fatty acid (OCS-FA). Heptadecanoic acid is associated with several diseases, including the incidence of coronary heart disease, prediabetes and type 2 diabetes as well as multiple sclerosis[1].

   

TRICOSANOIC ACID

TRICOSANOIC ACID

C23H46O2 (354.34976159999997)


A very long-chain fatty acid that is tricosane in which one of the methyl groups has been oxidised to the corresponding carboxylic acid. Tricosanoic acid is a long-chain fatty acid and shown to be a hair growth stimulant. Tricosanoic acid is a long-chain fatty acid and shown to be a hair growth stimulant.

   

stearic acid

stearic acid

C18H36O2 (284.2715156)


Stearic acid is a long chain dietary saturated fatty acid which exists in many animal and vegetable fats and oils. Stearic acid is a long chain dietary saturated fatty acid which exists in many animal and vegetable fats and oils.

   

Heneicosylic acid

HENEICOSANOIC ACID

C21H42O2 (326.3184632)


Heneicosanoic acid is a long-chain saturated fatty acid which is found in plants and animals[1][2][3]. Heneicosanoic acid is a long-chain saturated fatty acid which is found in plants and animals[1][2][3].

   

Oleic acid

cis-9-Octadecenoic acid

C18H34O2 (282.2558664)


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

   

Palmitoleic acid

Trans-Hexa-dec-2-enoic acid

C16H30O2 (254.224568)


A hexadec-9-enoic acid in which the double bond at position C-9 has cis configuration. In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. Trans-hexa-dec-2-enoic acid is an intermediate in fatty acid biosynthesis. Specifically, trans-hexa-dec-2-enoic acid converted from (R)-3-Hydroxy-hexadecanoic acid via two enzymes; fatty-acid Synthase and 3- Hydroxypalmitoyl- [acyl-carrier-protein] dehydratase (EC: 2.3.1.85 and EC: 4.2.1.61). [HMDB] Cis-9-palmitoleic acid, also known as palmitoleate or (Z)-9-hexadecenoic 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, cis-9-palmitoleic acid is considered to be a fatty acid lipid molecule. Cis-9-palmitoleic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Cis-9-palmitoleic acid can be found in a number of food items such as red huckleberry, highbush blueberry, butternut, and macadamia nut (m. tetraphylla), which makes cis-9-palmitoleic acid a potential biomarker for the consumption of these food products. Cis-9-palmitoleic acid can be found primarily in most biofluids, including blood, saliva, feces, and urine, as well as in human adipose tissue, prostate and skeletal muscle tissues. Cis-9-palmitoleic acid exists in all living species, ranging from bacteria to humans. Moreover, cis-9-palmitoleic acid is found to be associated with isovaleric acidemia. CONFIDENCE standard compound; INTERNAL_ID 900; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5949; ORIGINAL_PRECURSOR_SCAN_NO 5948 INTERNAL_ID 900; CONFIDENCE standard compound; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5959; ORIGINAL_PRECURSOR_SCAN_NO 5958 CONFIDENCE standard compound; INTERNAL_ID 900; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5959; ORIGINAL_PRECURSOR_SCAN_NO 5958 CONFIDENCE standard compound; INTERNAL_ID 900; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5926; ORIGINAL_PRECURSOR_SCAN_NO 5924 CONFIDENCE standard compound; INTERNAL_ID 900; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5944; ORIGINAL_PRECURSOR_SCAN_NO 5943 CONFIDENCE standard compound; INTERNAL_ID 900; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5997; ORIGINAL_PRECURSOR_SCAN_NO 5996 CONFIDENCE standard compound; INTERNAL_ID 900; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5943; ORIGINAL_PRECURSOR_SCAN_NO 5941 Palmitoleic acid, a composition of fatty acid, is implicated in the prevention of death from cerebrovascular disorders in SHRSP rats. Palmitoleic acid, a composition of fatty acid, is implicated in the prevention of death from cerebrovascular disorders in SHRSP rats.

   

Arachidic acid

Arachidic acid

C20H40O2 (312.302814)


Arachidonic acid (Icosanoic acid), a long-chain fatty acid, is present in all mammalian cells, typically esterified to membrane phospholipids, and is one of the most abundant polyunsaturated fatty acids present in human tissue[1][2]. Arachidonic acid (Icosanoic acid), a long-chain fatty acid, is present in all mammalian cells, typically esterified to membrane phospholipids, and is one of the most abundant polyunsaturated fatty acids present in human tissue[1][2].

   

HENEICOSANOIC ACID

HENEICOSANOIC ACID

C21H42O2 (326.3184632)


   

HEPTADECANOIC ACID

HEPTADECANOIC ACID

C17H34O2 (270.2558664)


   

Isopalmitic acid

14-methyl pentadecylic acid

C16H32O2 (256.2402172)


   

Hexadecanoic acid

Hexadecanoic acid

C16H32O2 (256.2402172)


   

Octadecanoic acid

Octadecanoic acid

C18H36O2 (284.2715156)


A C18 straight-chain saturated fatty acid component of many animal and vegetable lipids. As well as in the diet, it is used in hardening soaps, softening plastics and in making cosmetics, candles and plastics.

   
   

2-hydroxy behenic

2-hydroxy-docosanoic acid

C22H44O3 (356.3290274)


   

14-methyl Palmitic Acid

14-methyl-hexadecanoic acid

C17H34O2 (270.2558664)


A methyl-branched fatty acid that is hexadecanoic acid (palmitic acid) substituted by a methyl group at position 14.

   

15-methyl Palmitic Acid

15-methyl-hexadecanoic acid

C17H34O2 (270.2558664)


   

C20:0

n-Eicosanoic acid

C20H40O2 (312.302814)


Arachidonic acid (Icosanoic acid), a long-chain fatty acid, is present in all mammalian cells, typically esterified to membrane phospholipids, and is one of the most abundant polyunsaturated fatty acids present in human tissue[1][2]. Arachidonic acid (Icosanoic acid), a long-chain fatty acid, is present in all mammalian cells, typically esterified to membrane phospholipids, and is one of the most abundant polyunsaturated fatty acids present in human tissue[1][2].

   

C21:0

HENEICOSANOIC ACID

C21H42O2 (326.3184632)


Heneicosanoic acid is a long-chain saturated fatty acid which is found in plants and animals[1][2][3]. Heneicosanoic acid is a long-chain saturated fatty acid which is found in plants and animals[1][2][3].

   

C22:0

Docosanoic acid

C22H44O2 (340.3341124)


Docosanoic acid is poorly absorbed, and a cholesterol-raising saturated fatty acid in humans. Docosanoic acid is poorly absorbed, and a cholesterol-raising saturated fatty acid in humans.

   

C23:0

TRICOSANOIC ACID

C23H46O2 (354.34976159999997)


Tricosanoic acid is a long-chain fatty acid and shown to be a hair growth stimulant. Tricosanoic acid is a long-chain fatty acid and shown to be a hair growth stimulant.

   

FOH 22:9

19Z-docosen-2,7,13,21-tetrayne-1-ol

C22H28O (308.2140038)


   

FOH 22:10

(4Z,19Z)-docosadien-2,9,11,21-tetrayne-1-ol

C22H26O (306.1983546)


   

FOH 22:11

(4Z,13Z,19Z)-docosadtren-2,9,11,21-tetrayne-1-ol

C22H24O (304.1827054)


   

ISOSTEARIC ACID

16-Methylheptadecanoic acid

C18H36O2 (284.2715156)


A methyl-branched fatty acid that is heptadecanoic acid (margaric acid) substituted by a methyl group at position 16. Isostearic acid is a unique fatty acid. Isostearic acid is useful in pharmaceutical, personal care, and cosmetic products[1]. Isostearic acid is a unique fatty acid. Isostearic acid is useful in pharmaceutical, personal care, and cosmetic products[1].

   

WLN: QV19

InChI=1\C20H40O2\c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22\h2-19H2,1H3,(H,21,22

C20H40O2 (312.302814)


Arachidonic acid (Icosanoic acid), a long-chain fatty acid, is present in all mammalian cells, typically esterified to membrane phospholipids, and is one of the most abundant polyunsaturated fatty acids present in human tissue[1][2]. Arachidonic acid (Icosanoic acid), a long-chain fatty acid, is present in all mammalian cells, typically esterified to membrane phospholipids, and is one of the most abundant polyunsaturated fatty acids present in human tissue[1][2].

   

Behensaeure

N-Docosanoic acid

C22H44O2 (340.3341124)


Docosanoic acid is poorly absorbed, and a cholesterol-raising saturated fatty acid in humans. Docosanoic acid is poorly absorbed, and a cholesterol-raising saturated fatty acid in humans.

   

557-59-5

N-Tetracosanoic acid

C24H48O2 (368.36541079999995)


Lignoceric acid (Tetracosanoic acid) is a 24-carbon saturated (24:0) fatty acid, which is synthesized in the developing brain. Lignoceric acid is also a by-product of lignin production. Lignoceric acid can be used for Zellweger cerebro‐hepato‐renal syndrome and adrenoleukodystrophy research[1][2]. Lignoceric acid (Tetracosanoic acid) is a 24-carbon saturated (24:0) fatty acid, which is synthesized in the developing brain. Lignoceric acid is also a by-product of lignin production. Lignoceric acid can be used for Zellweger cerebro‐hepato‐renal syndrome and adrenoleukodystrophy research[1][2].

   

Red oil

4-02-00-01641 (Beilstein Handbook Reference)

C18H34O2 (282.2558664)


COVID info from WikiPathways Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Oleic acid (9-cis-Octadecenoic acid) is an abundant monounsaturated fatty acid[1]. Oleic acid is a Na+/K+ ATPase activator[2]. Oleic acid (9-cis-Octadecenoic acid) is an abundant monounsaturated fatty acid[1]. Oleic acid is a Na+/K+ ATPase activator[2].

   

Spirt

Anti-EphB1 (ELK Receptor)-CY antibody produced in sheep

C2H6O (46.0418626)


V - Various > V03 - All other therapeutic products > V03A - All other therapeutic products > V03AZ - Nerve depressants V - Various > V03 - All other therapeutic products > V03A - All other therapeutic products > V03AB - Antidotes D - Dermatologicals > D08 - Antiseptics and disinfectants > D08A - Antiseptics and disinfectants D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants C78272 - Agent Affecting Nervous System > C29756 - Sedative and Hypnotic D000890 - Anti-Infective Agents D012997 - Solvents

   

Crodacid

4-02-00-01126 (Beilstein Handbook Reference)

C14H28O2 (228.20891880000002)


Myristic acid is a saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat and coconut, palm, and nutmeg oils. Myristic acid is a saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat and coconut, palm, and nutmeg oils.

   

AI3-36441

4-02-00-01147 (Beilstein Handbook Reference)

C15H30O2 (242.224568)


Pentadecylic acid is a saturated fatty acid with a 15-carbon backbone. Pentadecylic acid is a saturated fatty acid with a 15-carbon backbone.

   

AI3-36481

4-02-00-01193 (Beilstein Handbook Reference)

C17H34O2 (270.2558664)


Heptadecanoic acid is an odd chain saturated fatty acid (OCS-FA). Heptadecanoic acid is associated with several diseases, including the incidence of coronary heart disease, prediabetes and type 2 diabetes as well as multiple sclerosis[1]. Heptadecanoic acid is an odd chain saturated fatty acid (OCS-FA). Heptadecanoic acid is associated with several diseases, including the incidence of coronary heart disease, prediabetes and type 2 diabetes as well as multiple sclerosis[1].

   

Zoomaric acid

cis-Delta(9)-Hexadecenoic acid

C16H30O2 (254.224568)


Palmitoleic acid, a composition of fatty acid, is implicated in the prevention of death from cerebrovascular disorders in SHRSP rats. Palmitoleic acid, a composition of fatty acid, is implicated in the prevention of death from cerebrovascular disorders in SHRSP rats.

   

Tricosanoic acid (6CI,7CI,8CI,9CI)

Tricosanoic acid (6CI,7CI,8CI,9CI)

C23H46O2 (354.34976159999997)


Tricosanoic acid is a long-chain fatty acid and shown to be a hair growth stimulant. Tricosanoic acid is a long-chain fatty acid and shown to be a hair growth stimulant.

   

13-Mtd

Tetradecanoic acid, 13-methyl-

C15H30O2 (242.224568)


13-Methyltetradecanoic acid (13-MTD), a saturated branched-chain fatty acid with potent anticancer effects. 13-Methyltetradecanoic acid induces apoptosis in many types of human cancer cells[1][2]. 13-Methyltetradecanoic acid (13-MTD), a saturated branched-chain fatty acid with potent anticancer effects. 13-Methyltetradecanoic acid induces apoptosis in many types of human cancer cells[1][2].

   

AI3-36442

(C16-C22) Alkylcarboxylic acid

C19H38O2 (298.28716479999997)


Nonadecanoic acid is a 19-carbon long saturated fatty acid. Nonadecanoic acid is the major constituent of the substance secreted by Rhinotermes marginalis to defence[1]. Nonadecanoic acid is a 19-carbon long saturated fatty acid. Nonadecanoic acid is the major constituent of the substance secreted by Rhinotermes marginalis to defence[1].

   

N-Heneicosanoic acid

N-Heneicosanoic acid

C21H42O2 (326.3184632)


Heneicosanoic acid is a long-chain saturated fatty acid which is found in plants and animals[1][2][3]. Heneicosanoic acid is a long-chain saturated fatty acid which is found in plants and animals[1][2][3].

   

M6781_SIGMA

Pentadecanoic acid, 14-methyl-

C16H32O2 (256.2402172)


   

M6281_SIGMA

Heptadecanoic acid, 16-methyl-

C18H36O2 (284.2715156)


Isostearic acid is a unique fatty acid. Isostearic acid is useful in pharmaceutical, personal care, and cosmetic products[1]. Isostearic acid is a unique fatty acid. Isostearic acid is useful in pharmaceutical, personal care, and cosmetic products[1].

   
   

ethanol

ethanol

C2H6O (46.0418626)


V - Various > V03 - All other therapeutic products > V03A - All other therapeutic products > V03AZ - Nerve depressants V - Various > V03 - All other therapeutic products > V03A - All other therapeutic products > V03AB - Antidotes A primary alcohol that is ethane in which one of the hydrogens is substituted by a hydroxy group. D - Dermatologicals > D08 - Antiseptics and disinfectants > D08A - Antiseptics and disinfectants D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants C78272 - Agent Affecting Nervous System > C29756 - Sedative and Hypnotic D000890 - Anti-Infective Agents D012997 - Solvents

   

methane

carbane-13

CH4 (16.0312984)


A one-carbon compound in which the carbon is attached by single bonds to four hydrogen atoms. It is a colourless, odourless, non-toxic but flammable gas (b.p. -161degreeC).

   

Cerebronic acid

2-Hydroxytetracosanoic acid

C24H48O3 (384.36032579999994)


A very long-chain hydroxy fatty acid composed of lignoceric acid having a 2-hydroxy substituent.

   
   
   

14-Methylpentadecanoic acid

14-Methylpentadecanoic acid

C16H32O2 (256.2402172)


A methyl-branched fatty acid that is pentadecanoic acid substituted by a methyl group at position 14. It is a biomarker for rheumatoid arthritis.

   

17-methyl Stearic Acid

17-Methyloctadecanoic acid

C19H38O2 (298.28716479999997)


   

2-Hydroxydocosanoic acid

2-hydroxy Docosanoic Acid

C22H44O3 (356.3290274)


   

16-methyloctadecanoic acid

16-methyloctadecanoic acid

C19H38O2 (298.28716479999997)


A methyl-branched fatty acid that is octadecanoic acid substituted by a methyl group at position 16.

   

Henicosanoic acid

Henicosanoic acid

C21H42O2 (326.3184632)


A long-chain fatty acid that is henicosane in which one of the methyl groups has been oxidised to give the corresponding carboxylic acid.

   

Icosanoic acid

Icosanoic acid

C20H40O2 (312.302814)


A C20 striaght-chain saturated fatty acid which forms a minor constituent of peanut (L. arachis) and corn oils. Used as an organic thin film in the production of liquid crystals for a wide variety of technical applications.

   

(14e,20z)-tricosa-14,20-dien-3,5,10,12,22-pentayne-1,2,16-triol

(14e,20z)-tricosa-14,20-dien-3,5,10,12,22-pentayne-1,2,16-triol

C23H24O3 (348.1725354)


   

tricosa-14,20-dien-3,5,10,12,22-pentayne-1,2-diol

tricosa-14,20-dien-3,5,10,12,22-pentayne-1,2-diol

C23H24O2 (332.17762039999997)


   

docosa-4,19-dien-2,9,11,13,21-pentayn-1-ol

docosa-4,19-dien-2,9,11,13,21-pentayn-1-ol

C22H22O (302.1670562)


   

(3s,6r)-6-[(1r,3as,3bs,5r,5ar,7s,9ar,9bs,11r,11ar)-5,5a,7,11-tetrahydroxy-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-1-yl]-2,3-dimethylheptan-2-yl acetate

(3s,6r)-6-[(1r,3as,3bs,5r,5ar,7s,9ar,9bs,11r,11ar)-5,5a,7,11-tetrahydroxy-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-1-yl]-2,3-dimethylheptan-2-yl acetate

C30H52O6 (508.3763692)


   

(1s,2r,5ar,7as,10bs)-8-[(1s,3as,5s)-1,5-dihydroxy-1-isopropyl-3a-methyl-hexahydroinden-5-yl]-1,2-dihydroxy-4,4,7a,10b-tetramethyl-octahydro-1h-indeno[5,4-b]oxepin-3-one

(1s,2r,5ar,7as,10bs)-8-[(1s,3as,5s)-1,5-dihydroxy-1-isopropyl-3a-methyl-hexahydroinden-5-yl]-1,2-dihydroxy-4,4,7a,10b-tetramethyl-octahydro-1h-indeno[5,4-b]oxepin-3-one

C30H50O6 (506.36072)


   

(14z,20z)-tricosa-14,20-dien-3,5,10,12,22-pentayne-1,2,16-triol

(14z,20z)-tricosa-14,20-dien-3,5,10,12,22-pentayne-1,2,16-triol

C23H24O3 (348.1725354)


   

(3r,5ar,6r,7s,9ar)-6-{2-[(3r,6r)-3-hydroxy-6-[(3r)-3-hydroxy-4-methylpent-4-en-1-yl]-2,6-dimethylcyclohex-1-en-1-yl]ethyl}-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepine-3,7-diol

(3r,5ar,6r,7s,9ar)-6-{2-[(3r,6r)-3-hydroxy-6-[(3r)-3-hydroxy-4-methylpent-4-en-1-yl]-2,6-dimethylcyclohex-1-en-1-yl]ethyl}-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepine-3,7-diol

C30H52O5 (492.3814542)


   

1-(5,6-dimethylhept-6-en-2-yl)-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-5,5a,7,11-tetrol

1-(5,6-dimethylhept-6-en-2-yl)-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-5,5a,7,11-tetrol

C28H48O4 (448.3552408)


   

(2r)-2-methoxytetradecanoic acid

(2r)-2-methoxytetradecanoic acid

C15H30O3 (258.21948299999997)


   

3-methylpentadecanoic acid

3-methylpentadecanoic acid

C16H32O2 (256.2402172)


   

(14z)-n-(2-phenylethyl)heptadec-14-en-4,16-diynimidic acid

(14z)-n-(2-phenylethyl)heptadec-14-en-4,16-diynimidic acid

C25H33NO (363.25620080000004)


   

tricosa-14,20-dien-3,5,10,12,22-pentayne-1,2,16-triol

tricosa-14,20-dien-3,5,10,12,22-pentayne-1,2,16-triol

C23H24O3 (348.1725354)


   

(3r,5ar,6r,7s,9ar)-6-{2-[(5r,6s)-5-hydroxy-6-[(2e)-4-hydroxy-4-methylpent-2-en-1-yl]-2,6-dimethylcyclohex-1-en-1-yl]ethyl}-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepine-3,7-diol

(3r,5ar,6r,7s,9ar)-6-{2-[(5r,6s)-5-hydroxy-6-[(2e)-4-hydroxy-4-methylpent-2-en-1-yl]-2,6-dimethylcyclohex-1-en-1-yl]ethyl}-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepine-3,7-diol

C30H52O5 (492.3814542)


   

(1s,3s,5ar,7as,10bs)-8-[(1s,3as,5s)-1,5-dihydroxy-1-isopropyl-3a-methyl-hexahydroinden-5-yl]-1,3-dihydroxy-4,4,7a,10b-tetramethyl-octahydro-1h-indeno[5,4-b]oxepin-2-one

(1s,3s,5ar,7as,10bs)-8-[(1s,3as,5s)-1,5-dihydroxy-1-isopropyl-3a-methyl-hexahydroinden-5-yl]-1,3-dihydroxy-4,4,7a,10b-tetramethyl-octahydro-1h-indeno[5,4-b]oxepin-2-one

C30H50O6 (506.36072)


   

7-hydroxy-2,2,5a,7-tetramethyl-6-(2-{1,4,4,6-tetramethyl-1-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-hexahydro-2h-azulen-5-ylidene}ethyl)-hexahydro-1-benzoxepin-3-one

7-hydroxy-2,2,5a,7-tetramethyl-6-(2-{1,4,4,6-tetramethyl-1-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-hexahydro-2h-azulen-5-ylidene}ethyl)-hexahydro-1-benzoxepin-3-one

C36H60O8 (620.428796)


   

(2s,3s)-2-({[(2s)-1-[(3s,9s,12r,15s,21s,23z,27s,30s)-9-benzyl-11,14,26,29-tetrahydroxy-12,21-diisopropyl-27-(2-methylpropyl)-2,8,20-trioxo-1,7,10,13,19,22,25,28-octaazatetracyclo[28.3.0.0³,⁷.0¹⁵,¹⁹]tritriaconta-10,13,23,25,28-pentaene-24-carbonyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylpentanimidic acid

(2s,3s)-2-({[(2s)-1-[(3s,9s,12r,15s,21s,23z,27s,30s)-9-benzyl-11,14,26,29-tetrahydroxy-12,21-diisopropyl-27-(2-methylpropyl)-2,8,20-trioxo-1,7,10,13,19,22,25,28-octaazatetracyclo[28.3.0.0³,⁷.0¹⁵,¹⁹]tritriaconta-10,13,23,25,28-pentaene-24-carbonyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylpentanimidic acid

C54H81N11O10 (1043.6167566)


   

(3s,4e,14s,15e,17s,26e,28s)-triaconta-4,15,26-trien-1,12,18,29-tetrayne-3,14,17,28-tetrol

(3s,4e,14s,15e,17s,26e,28s)-triaconta-4,15,26-trien-1,12,18,29-tetrayne-3,14,17,28-tetrol

C30H40O4 (464.29264400000005)


   

(4e,13e,19e)-docosa-4,13,19-trien-2,9,11,21-tetrayn-1-ol

(4e,13e,19e)-docosa-4,13,19-trien-2,9,11,21-tetrayn-1-ol

C22H24O (304.1827054)


   

6-(2-{5,7-dihydroxy-2,2,5,7a-tetramethyl-hexahydroazuleno[5,6-b]oxiren-1a-yl}ethyl)-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepine-3,7-diol

6-(2-{5,7-dihydroxy-2,2,5,7a-tetramethyl-hexahydroazuleno[5,6-b]oxiren-1a-yl}ethyl)-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepine-3,7-diol

C30H52O6 (508.3763692)


   

(27e)-29-hydroxyhentriaconta-4,17,27-trien-2,20,30-triynoic acid

(27e)-29-hydroxyhentriaconta-4,17,27-trien-2,20,30-triynoic acid

C31H44O3 (464.3290274)


   

(2s)-2-({hydroxy[(2s)-1-[(3s,9s,12s,15s,17r,21s,23z,27s,30s)-11,14,17,26,29-pentahydroxy-21-[(2-hydroxy-5-methoxy-1,5-dihydroimidazol-4-ylidene)methyl]-27-isopropyl-9,12-bis(2-methylpropyl)-2,8,20-trioxo-1,7,10,13,19,22,25,28-octaazatetracyclo[28.3.0.0³,⁷.0¹⁵,¹⁹]tritriaconta-10,13,23,25,28-pentaene-24-carbonyl]pyrrolidin-2-yl]methylidene}amino)-n-[(1s)-1-[(c-hydroxycarbonimidoylmethyl)-c-hydroxycarbonimidoyl]-2-phenylethyl]-4-methylpentanimidic acid

(2s)-2-({hydroxy[(2s)-1-[(3s,9s,12s,15s,17r,21s,23z,27s,30s)-11,14,17,26,29-pentahydroxy-21-[(2-hydroxy-5-methoxy-1,5-dihydroimidazol-4-ylidene)methyl]-27-isopropyl-9,12-bis(2-methylpropyl)-2,8,20-trioxo-1,7,10,13,19,22,25,28-octaazatetracyclo[28.3.0.0³,⁷.0¹⁵,¹⁹]tritriaconta-10,13,23,25,28-pentaene-24-carbonyl]pyrrolidin-2-yl]methylidene}amino)-n-[(1s)-1-[(c-hydroxycarbonimidoylmethyl)-c-hydroxycarbonimidoyl]-2-phenylethyl]-4-methylpentanimidic acid

C64H95N15O15 (1313.7131720000002)


   

{[(2s,3s)-2-{[(2s,3s)-2-({[(2s)-1-[(3s,9s,12s,15s,21s,23z,27s,30s)-9,12-dibenzyl-11,14,26,29-tetrahydroxy-27-isopropyl-21-(2-methylpropyl)-2,8,20-trioxo-1,7,10,13,19,22,25,28-octaazatetracyclo[28.3.0.0³,⁷.0¹⁵,¹⁹]tritriaconta-10,13,23,25,28-pentaene-24-carbonyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1-hydroxy-3-methylpentylidene]amino}-1-hydroxy-3-methylpentylidene]amino}acetic acid

{[(2s,3s)-2-{[(2s,3s)-2-({[(2s)-1-[(3s,9s,12s,15s,21s,23z,27s,30s)-9,12-dibenzyl-11,14,26,29-tetrahydroxy-27-isopropyl-21-(2-methylpropyl)-2,8,20-trioxo-1,7,10,13,19,22,25,28-octaazatetracyclo[28.3.0.0³,⁷.0¹⁵,¹⁹]tritriaconta-10,13,23,25,28-pentaene-24-carbonyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1-hydroxy-3-methylpentylidene]amino}-1-hydroxy-3-methylpentylidene]amino}acetic acid

C66H94N12O13 (1262.7062953999998)


   

2-(sulfooxy)tetracos-17-en-3-ynoic acid

2-(sulfooxy)tetracos-17-en-3-ynoic acid

C24H42O6S (458.27019520000005)


   

2-{[hydroxy({1-[11,14,17,26,29-pentahydroxy-21-(3h-imidazol-4-ylmethyl)-27-isopropyl-9,12-bis(2-methylpropyl)-2,8,20-trioxo-1,7,10,13,19,22,25,28-octaazatetracyclo[28.3.0.0³,⁷.0¹⁵,¹⁹]tritriaconta-10,13,23,25,28-pentaene-24-carbonyl]pyrrolidin-2-yl})methylidene]amino}-n-{1-[(c-hydroxycarbonimidoylmethyl)-c-hydroxycarbonimidoyl]-2-phenylethyl}-4-methylpentanimidic acid

2-{[hydroxy({1-[11,14,17,26,29-pentahydroxy-21-(3h-imidazol-4-ylmethyl)-27-isopropyl-9,12-bis(2-methylpropyl)-2,8,20-trioxo-1,7,10,13,19,22,25,28-octaazatetracyclo[28.3.0.0³,⁷.0¹⁵,¹⁹]tritriaconta-10,13,23,25,28-pentaene-24-carbonyl]pyrrolidin-2-yl})methylidene]amino}-n-{1-[(c-hydroxycarbonimidoylmethyl)-c-hydroxycarbonimidoyl]-2-phenylethyl}-4-methylpentanimidic acid

C63H93N15O13 (1267.7076928000001)


   

(5as,6s,7r,9as)-6-{2-[(1as,2ar,3r,5ar,7r,7ar)-3-hydroxy-3,6,6,7a-tetramethyl-hexahydro-1ah-azuleno[5,6-b]oxiren-7-yl]ethyl}-7-hydroxy-2,2,5a,7-tetramethyl-hexahydro-1-benzoxepin-3-one

(5as,6s,7r,9as)-6-{2-[(1as,2ar,3r,5ar,7r,7ar)-3-hydroxy-3,6,6,7a-tetramethyl-hexahydro-1ah-azuleno[5,6-b]oxiren-7-yl]ethyl}-7-hydroxy-2,2,5a,7-tetramethyl-hexahydro-1-benzoxepin-3-one

C30H50O5 (490.365805)


   

(3s,4e)-icos-4-en-1,14,19-triyn-3-ol

(3s,4e)-icos-4-en-1,14,19-triyn-3-ol

C20H28O (284.2140038)


   

n-(2-phenylethyl)heptadec-14-en-4,16-diynimidic acid

n-(2-phenylethyl)heptadec-14-en-4,16-diynimidic acid

C25H33NO (363.25620080000004)


   

(4z,19z)-docosa-4,19-dien-2,9,11,21-tetrayn-1-ol

(4z,19z)-docosa-4,19-dien-2,9,11,21-tetrayn-1-ol

C22H26O (306.1983546)


   

(2s,3s)-2-{[(2s)-2-{[(2s)-2-({[(2s)-1-[(3s,9s,15s,18s,21s)-15-benzyl-8,17,20-trihydroxy-3,18-diisopropyl-2,14-dioxo-1,4,7,13,16,19-hexaazatricyclo[19.3.0.0⁹,¹³]tetracosa-5,7,16,19-tetraene-6-carbonyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1-hydroxy-4-methylpentylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}-3-methylpentanoic acid

(2s,3s)-2-{[(2s)-2-{[(2s)-2-({[(2s)-1-[(3s,9s,15s,18s,21s)-15-benzyl-8,17,20-trihydroxy-3,18-diisopropyl-2,14-dioxo-1,4,7,13,16,19-hexaazatricyclo[19.3.0.0⁹,¹³]tetracosa-5,7,16,19-tetraene-6-carbonyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1-hydroxy-4-methylpentylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}-3-methylpentanoic acid

C58H82N10O11 (1094.6164222)


   

(12z,18z)-henicosa-12,18-dien-1,3,8,10,20-pentayne

(12z,18z)-henicosa-12,18-dien-1,3,8,10,20-pentayne

C21H20 (272.156492)


   

6-{5,5a,7-trihydroxy-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-1-yl}-2,3-dimethylheptan-2-yl acetate

6-{5,5a,7-trihydroxy-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-1-yl}-2,3-dimethylheptan-2-yl acetate

C30H52O5 (492.3814542)


   

n-[9-benzyl-18-(3-chlorobutan-2-yl)-5,8,11,14,17,20,26,28-octahydroxy-15-(c-hydroxycarbonimidoylmethyl)-12-(1-hydroxyethyl)-22,24,30-trimethyl-21-(2-methylpropyl)-2,23-dioxo-3-propyl-1-oxa-4,7,10,13,16,19,22,25-octaazacyclotriaconta-4,7,10,13,16,19,25-heptaen-29-yl]-2-[(hydroxymethylidene)amino]-4-methylpentanimidic acid

n-[9-benzyl-18-(3-chlorobutan-2-yl)-5,8,11,14,17,20,26,28-octahydroxy-15-(c-hydroxycarbonimidoylmethyl)-12-(1-hydroxyethyl)-22,24,30-trimethyl-21-(2-methylpropyl)-2,23-dioxo-3-propyl-1-oxa-4,7,10,13,16,19,22,25-octaazacyclotriaconta-4,7,10,13,16,19,25-heptaen-29-yl]-2-[(hydroxymethylidene)amino]-4-methylpentanimidic acid

C53H84ClN11O15 (1149.5836584)


   

(3z,18z)-henicosa-3,18-dien-1,8,10,20-tetrayne

(3z,18z)-henicosa-3,18-dien-1,8,10,20-tetrayne

C21H24 (276.1877904)


   
   

(3r,5ar,6r,7s,9ar)-6-{2-[(1r,3ar,5r,8ar)-1-hydroxy-1,4,4,6-tetramethyl-2,3,3a,5,8,8a-hexahydroazulen-5-yl]ethyl}-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepine-3,7-diol

(3r,5ar,6r,7s,9ar)-6-{2-[(1r,3ar,5r,8ar)-1-hydroxy-1,4,4,6-tetramethyl-2,3,3a,5,8,8a-hexahydroazulen-5-yl]ethyl}-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepine-3,7-diol

C30H52O4 (476.3865392)


   

(2r)-2-(sulfooxy)tetracos-17-en-3-ynoic acid

(2r)-2-(sulfooxy)tetracos-17-en-3-ynoic acid

C24H42O6S (458.27019520000005)


   

hexacos-2t-ensaeure

hexacos-2t-ensaeure

C26H50O2 (394.38106)


   

docosa-4,13,19-trien-2,9,11,21-tetrayn-1-ol

docosa-4,13,19-trien-2,9,11,21-tetrayn-1-ol

C22H24O (304.1827054)


   

(3r,5ar,6r,7s,9ar)-6-{2-[(1as,2ar,5r,5ar,7r,7ar)-5,7-dihydroxy-2,2,5,7a-tetramethyl-hexahydroazuleno[5,6-b]oxiren-1a-yl]ethyl}-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepine-3,7-diol

(3r,5ar,6r,7s,9ar)-6-{2-[(1as,2ar,5r,5ar,7r,7ar)-5,7-dihydroxy-2,2,5,7a-tetramethyl-hexahydroazuleno[5,6-b]oxiren-1a-yl]ethyl}-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepine-3,7-diol

C30H52O6 (508.3763692)


   

7-hydroxy-6-[2-(1-hydroxy-1,4,4,6-tetramethyl-2,3,3a,5,8,8a-hexahydroazulen-5-yl)ethyl]-2,2,5a,7-tetramethyl-hexahydro-1-benzoxepin-3-one

7-hydroxy-6-[2-(1-hydroxy-1,4,4,6-tetramethyl-2,3,3a,5,8,8a-hexahydroazulen-5-yl)ethyl]-2,2,5a,7-tetramethyl-hexahydro-1-benzoxepin-3-one

C30H50O4 (474.37089000000003)


   

7,9-dibromo-n-(5-carbamimidamidopentyl)-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide

7,9-dibromo-n-(5-carbamimidamidopentyl)-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide

C16H23Br2N5O4 (507.01166780000005)


   

tricosa-14,20-dien-3,5,10,12,22-pentayne-1,2,9-triol

tricosa-14,20-dien-3,5,10,12,22-pentayne-1,2,9-triol

C23H24O3 (348.1725354)


   

(2r,9s,14z,20z)-tricosa-14,20-dien-3,5,10,12,22-pentayne-1,2,9-triol

(2r,9s,14z,20z)-tricosa-14,20-dien-3,5,10,12,22-pentayne-1,2,9-triol

C23H24O3 (348.1725354)


   

8-(1,5-dihydroxy-1-isopropyl-3a-methyl-hexahydroinden-5-yl)-1,3-dihydroxy-4,4,7a,10b-tetramethyl-octahydro-1h-indeno[5,4-b]oxepin-2-one

8-(1,5-dihydroxy-1-isopropyl-3a-methyl-hexahydroinden-5-yl)-1,3-dihydroxy-4,4,7a,10b-tetramethyl-octahydro-1h-indeno[5,4-b]oxepin-2-one

C30H50O6 (506.36072)


   

(3s,5as,6s,7r,9as)-6-{2-[(5r,6s)-5-hydroxy-2,6-dimethyl-6-(4-methylpent-3-en-1-yl)cyclohex-1-en-1-yl]ethyl}-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepine-3,7-diol

(3s,5as,6s,7r,9as)-6-{2-[(5r,6s)-5-hydroxy-2,6-dimethyl-6-(4-methylpent-3-en-1-yl)cyclohex-1-en-1-yl]ethyl}-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepine-3,7-diol

C30H52O4 (476.3865392)


   

(2s,3s)-2-{[(2s,3s)-2-({[(2s)-1-[(3s,9s,12s,15s,18s,20r,24s,30s,33s)-12,24-bis[(2r)-butan-2-yl]-15-[(2s)-butan-2-yl]-11,14,17,20,29,32-hexahydroxy-9,30-bis(2-methylpropyl)-2,8,23-trioxo-1,7,10,13,16,22,25,28,31-nonaazatetracyclo[31.3.0.0³,⁷.0¹⁸,²²]hexatriaconta-10,13,16,26,28,31-hexaene-27-carbonyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1-hydroxy-3-methylpentylidene]amino}-3-methylpentanoic acid

(2s,3s)-2-{[(2s,3s)-2-({[(2s)-1-[(3s,9s,12s,15s,18s,20r,24s,30s,33s)-12,24-bis[(2r)-butan-2-yl]-15-[(2s)-butan-2-yl]-11,14,17,20,29,32-hexahydroxy-9,30-bis(2-methylpropyl)-2,8,23-trioxo-1,7,10,13,16,22,25,28,31-nonaazatetracyclo[31.3.0.0³,⁷.0¹⁸,²²]hexatriaconta-10,13,16,26,28,31-hexaene-27-carbonyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1-hydroxy-3-methylpentylidene]amino}-3-methylpentanoic acid

C65H108N12O14 (1280.8107547999998)


   

30-hydroxydotriacont-28-en-2,9,14,19,21,31-hexaynoic acid

30-hydroxydotriacont-28-en-2,9,14,19,21,31-hexaynoic acid

C32H38O3 (470.2820798)


   

6-{5,7-dihydroxy-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-1-yl}-2,3-dimethylheptan-2-yl acetate

6-{5,7-dihydroxy-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-1-yl}-2,3-dimethylheptan-2-yl acetate

C30H52O4 (476.3865392)


   

(5ar,6r,7s,9ar)-6-{2-[(1r,3ar,5z,8ar)-1,4,4,6-tetramethyl-1-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-hexahydro-2h-azulen-5-ylidene]ethyl}-7-hydroxy-2,2,5a,7-tetramethyl-hexahydro-1-benzoxepin-3-one

(5ar,6r,7s,9ar)-6-{2-[(1r,3ar,5z,8ar)-1,4,4,6-tetramethyl-1-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-hexahydro-2h-azulen-5-ylidene]ethyl}-7-hydroxy-2,2,5a,7-tetramethyl-hexahydro-1-benzoxepin-3-one

C36H60O8 (620.428796)


   

(1r)-5-{2-[(5ar,6r,7s,9ar)-7-hydroxy-2,2,5a,7-tetramethyl-3-oxo-hexahydro-1-benzoxepin-6-yl]ethyl}-1-hydroxy-1,4,4-trimethyl-2,3,3a,5,8,8a-hexahydroazulene-6-carbaldehyde

(1r)-5-{2-[(5ar,6r,7s,9ar)-7-hydroxy-2,2,5a,7-tetramethyl-3-oxo-hexahydro-1-benzoxepin-6-yl]ethyl}-1-hydroxy-1,4,4-trimethyl-2,3,3a,5,8,8a-hexahydroazulene-6-carbaldehyde

C30H48O5 (488.3501558)


   

(2r)-n-[(3r,9s,12r,15s,18r,21r,24r,28s,29s,30r)-9-benzyl-18-[(2s,3s)-3-chlorobutan-2-yl]-5,8,11,14,17,20,26,28-octahydroxy-15-(c-hydroxycarbonimidoylmethyl)-12-[(1r)-1-hydroxyethyl]-22,24,30-trimethyl-2,23-dioxo-3,21-dipropyl-1-oxa-4,7,10,13,16,19,22,25-octaazacyclotriaconta-4,7,10,13,16,19,25-heptaen-29-yl]-2-[(hydroxymethylidene)amino]-4-methylpentanimidic acid

(2r)-n-[(3r,9s,12r,15s,18r,21r,24r,28s,29s,30r)-9-benzyl-18-[(2s,3s)-3-chlorobutan-2-yl]-5,8,11,14,17,20,26,28-octahydroxy-15-(c-hydroxycarbonimidoylmethyl)-12-[(1r)-1-hydroxyethyl]-22,24,30-trimethyl-2,23-dioxo-3,21-dipropyl-1-oxa-4,7,10,13,16,19,22,25-octaazacyclotriaconta-4,7,10,13,16,19,25-heptaen-29-yl]-2-[(hydroxymethylidene)amino]-4-methylpentanimidic acid

C52H82ClN11O15 (1135.5680092)


   

6-[(1e)-3-ethyl-14-hydroxy-5,9,11,13,15-pentamethyl-12-oxoheptadeca-1,3,7,9-tetraen-1-yl]-5,6-dihydropyran-2-one

6-[(1e)-3-ethyl-14-hydroxy-5,9,11,13,15-pentamethyl-12-oxoheptadeca-1,3,7,9-tetraen-1-yl]-5,6-dihydropyran-2-one

C29H44O4 (456.3239424)


   

(2s)-2-({hydroxy[(2s)-1-[(3s,9s,12s,15s,17r,21s,23z,27s,30s)-11,14,17,26,29-pentahydroxy-21-{[(4z)-2-hydroxy-5-methoxy-1,5-dihydroimidazol-4-ylidene]methyl}-27-isopropyl-9,12-bis(2-methylpropyl)-2,8,20-trioxo-1,7,10,13,19,22,25,28-octaazatetracyclo[28.3.0.0³,⁷.0¹⁵,¹⁹]tritriaconta-10,13,23,25,28-pentaene-24-carbonyl]pyrrolidin-2-yl]methylidene}amino)-n-[(1s)-1-[(c-hydroxycarbonimidoylmethyl)-c-hydroxycarbonimidoyl]-2-phenylethyl]-4-methylpentanimidic acid

(2s)-2-({hydroxy[(2s)-1-[(3s,9s,12s,15s,17r,21s,23z,27s,30s)-11,14,17,26,29-pentahydroxy-21-{[(4z)-2-hydroxy-5-methoxy-1,5-dihydroimidazol-4-ylidene]methyl}-27-isopropyl-9,12-bis(2-methylpropyl)-2,8,20-trioxo-1,7,10,13,19,22,25,28-octaazatetracyclo[28.3.0.0³,⁷.0¹⁵,¹⁹]tritriaconta-10,13,23,25,28-pentaene-24-carbonyl]pyrrolidin-2-yl]methylidene}amino)-n-[(1s)-1-[(c-hydroxycarbonimidoylmethyl)-c-hydroxycarbonimidoyl]-2-phenylethyl]-4-methylpentanimidic acid

C64H95N15O15 (1313.7131720000002)


   

(2r)-2-methoxyoctadecanoic acid

(2r)-2-methoxyoctadecanoic acid

C19H38O3 (314.2820798)


   

(3r,5ar,6r,7s,9ar)-6-{2-[(1r,3ar,7r,8ar)-1,7-dihydroxy-1,4,4,6-tetramethyl-2,3,3a,7,8,8a-hexahydroazulen-5-yl]ethyl}-7-hydroxy-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepin-3-yl acetate

(3r,5ar,6r,7s,9ar)-6-{2-[(1r,3ar,7r,8ar)-1,7-dihydroxy-1,4,4,6-tetramethyl-2,3,3a,7,8,8a-hexahydroazulen-5-yl]ethyl}-7-hydroxy-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepin-3-yl acetate

C32H54O6 (534.3920184)


   

6-[2-(1,7-dihydroxy-1,4,4,6-tetramethyl-2,3,3a,7,8,8a-hexahydroazulen-5-yl)ethyl]-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepine-3,7-diol

6-[2-(1,7-dihydroxy-1,4,4,6-tetramethyl-2,3,3a,7,8,8a-hexahydroazulen-5-yl)ethyl]-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepine-3,7-diol

C30H52O5 (492.3814542)


   

(1s,3s,5ar,7as,8s,10ar,10bs)-8-[(1r,3ar,5s,7as)-1,5-dihydroxy-1-isopropyl-3a-methyl-hexahydroinden-5-yl]-1,3-dihydroxy-4,4,7a,10b-tetramethyl-octahydro-1h-indeno[5,4-b]oxepin-2-one

(1s,3s,5ar,7as,8s,10ar,10bs)-8-[(1r,3ar,5s,7as)-1,5-dihydroxy-1-isopropyl-3a-methyl-hexahydroinden-5-yl]-1,3-dihydroxy-4,4,7a,10b-tetramethyl-octahydro-1h-indeno[5,4-b]oxepin-2-one

C30H50O6 (506.36072)


   

[(2r,14z,20z)-2-(sulfooxy)tricosa-14,20-dien-3,5,10,12,22-pentayn-1-yl]oxysulfonic acid

[(2r,14z,20z)-2-(sulfooxy)tricosa-14,20-dien-3,5,10,12,22-pentayn-1-yl]oxysulfonic acid

C23H24O8S2 (492.09125439999997)


   

(2s,14e,16r,20z)-tricosa-14,20-dien-3,5,10,12,22-pentayne-1,2,16-triol

(2s,14e,16r,20z)-tricosa-14,20-dien-3,5,10,12,22-pentayne-1,2,16-triol

C23H24O3 (348.1725354)


   

7-[2-(3,7-dihydroxy-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepin-6-yl)ethyl]-3-hydroxy-3,6,8,8-tetramethyl-2,3a,4,8a-tetrahydro-1h-azulen-5-one

7-[2-(3,7-dihydroxy-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepin-6-yl)ethyl]-3-hydroxy-3,6,8,8-tetramethyl-2,3a,4,8a-tetrahydro-1h-azulen-5-one

C30H50O5 (490.365805)


   

(6s,8ar,12ar,12br)-3-methoxy-6,8a,12b-trimethyl-9-methylidene-6,7,8,10,11,12-hexahydro-5h--oxatetraphene-1,4-dione

(6s,8ar,12ar,12br)-3-methoxy-6,8a,12b-trimethyl-9-methylidene-6,7,8,10,11,12-hexahydro-5h--oxatetraphene-1,4-dione

C22H28O4 (356.19874880000003)


   

(5ar,6r,7s,9ar)-6-{2-[(1r,3ar,5z,6r,8ar)-1,4,4,6-tetramethyl-1-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-hexahydro-2h-azulen-5-ylidene]ethyl}-7-hydroxy-2,2,5a,7-tetramethyl-hexahydro-1-benzoxepin-3-one

(5ar,6r,7s,9ar)-6-{2-[(1r,3ar,5z,6r,8ar)-1,4,4,6-tetramethyl-1-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-hexahydro-2h-azulen-5-ylidene]ethyl}-7-hydroxy-2,2,5a,7-tetramethyl-hexahydro-1-benzoxepin-3-one

C36H60O8 (620.428796)


   

(3s,5as,6s,7r,9as)-6-{2-[(5r,6s)-6-[(2e)-4-hydroperoxy-4-methylpent-2-en-1-yl]-5-hydroxy-2,6-dimethylcyclohex-1-en-1-yl]ethyl}-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepine-3,7-diol

(3s,5as,6s,7r,9as)-6-{2-[(5r,6s)-6-[(2e)-4-hydroperoxy-4-methylpent-2-en-1-yl]-5-hydroxy-2,6-dimethylcyclohex-1-en-1-yl]ethyl}-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepine-3,7-diol

C30H52O6 (508.3763692)


   

(5ar,6r,7s,9ar)-6-{2-[(1r,3ar,5r,8ar)-1-hydroxy-1,4,4-trimethyl-6-methylidene-7-oxo-hexahydroazulen-5-yl]ethyl}-7-hydroxy-2,2,5a,7-tetramethyl-hexahydro-1-benzoxepin-3-one

(5ar,6r,7s,9ar)-6-{2-[(1r,3ar,5r,8ar)-1-hydroxy-1,4,4-trimethyl-6-methylidene-7-oxo-hexahydroazulen-5-yl]ethyl}-7-hydroxy-2,2,5a,7-tetramethyl-hexahydro-1-benzoxepin-3-one

C30H48O5 (488.3501558)


   

(2r)-n-[(3r,9s,12r,15r,18r,21r,24r,28r,29r,30r)-9-benzyl-18-[(2s,3s)-3-chlorobutan-2-yl]-5,8,11,14,17,20,26,28-octahydroxy-15-(c-hydroxycarbonimidoylmethyl)-12-[(1r)-1-hydroxyethyl]-22,24,30-trimethyl-2,23-dioxo-3,21-dipropyl-1-oxa-4,7,10,13,16,19,22,25-octaazacyclotriaconta-4,7,10,13,16,19,25-heptaen-29-yl]-2-[(hydroxymethylidene)amino]-4-methylpentanimidic acid

(2r)-n-[(3r,9s,12r,15r,18r,21r,24r,28r,29r,30r)-9-benzyl-18-[(2s,3s)-3-chlorobutan-2-yl]-5,8,11,14,17,20,26,28-octahydroxy-15-(c-hydroxycarbonimidoylmethyl)-12-[(1r)-1-hydroxyethyl]-22,24,30-trimethyl-2,23-dioxo-3,21-dipropyl-1-oxa-4,7,10,13,16,19,22,25-octaazacyclotriaconta-4,7,10,13,16,19,25-heptaen-29-yl]-2-[(hydroxymethylidene)amino]-4-methylpentanimidic acid

C52H82ClN11O15 (1135.5680092)


   

(3z)-henicos-3-en-1,8,20-triyne

(3z)-henicos-3-en-1,8,20-triyne

C21H30 (282.234738)


   

(3z,10e,19z)-docosa-3,10,19-trien-1,8,21-triyne

(3z,10e,19z)-docosa-3,10,19-trien-1,8,21-triyne

C22H28 (292.2190888)


   

6-{2-[(5e)-1-hydroxy-1,4,4,6-tetramethyl-hexahydro-2h-azulen-5-ylidene]ethyl}-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepine-3,7-diol

6-{2-[(5e)-1-hydroxy-1,4,4,6-tetramethyl-hexahydro-2h-azulen-5-ylidene]ethyl}-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepine-3,7-diol

C30H52O4 (476.3865392)


   

(3r,3ar,8ar)-7-{2-[(3r,5ar,6r,7s,9ar)-3,7-dihydroxy-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepin-6-yl]ethyl}-3-hydroxy-3,6,8,8-tetramethyl-2,3a,4,8a-tetrahydro-1h-azulen-5-one

(3r,3ar,8ar)-7-{2-[(3r,5ar,6r,7s,9ar)-3,7-dihydroxy-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepin-6-yl]ethyl}-3-hydroxy-3,6,8,8-tetramethyl-2,3a,4,8a-tetrahydro-1h-azulen-5-one

C30H50O5 (490.365805)


   

docosa-4,19-dien-2,9,11,21-tetrayn-1-ol

docosa-4,19-dien-2,9,11,21-tetrayn-1-ol

C22H26O (306.1983546)


   

(5ar,6r,7s,9ar)-7-hydroxy-6-{2-[(1r)-1-hydroxy-1,4,4,6-tetramethyl-2,3,3a,5,8,8a-hexahydroazulen-5-yl]ethyl}-2,2,5a,7-tetramethyl-hexahydro-1-benzoxepin-3-one

(5ar,6r,7s,9ar)-7-hydroxy-6-{2-[(1r)-1-hydroxy-1,4,4,6-tetramethyl-2,3,3a,5,8,8a-hexahydroazulen-5-yl]ethyl}-2,2,5a,7-tetramethyl-hexahydro-1-benzoxepin-3-one

C30H50O4 (474.37089000000003)


   

(3z)-nonadec-3-en-1,8,10,18-tetrayne

(3z)-nonadec-3-en-1,8,10,18-tetrayne

C19H22 (250.1721412)


   

(1r)-5-{2-[(3r,5ar,6r,7s,9ar)-3,7-dihydroxy-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepin-6-yl]ethyl}-1-hydroxy-1,4,4-trimethyl-2,3,3a,5,8,8a-hexahydroazulene-6-carbaldehyde

(1r)-5-{2-[(3r,5ar,6r,7s,9ar)-3,7-dihydroxy-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepin-6-yl]ethyl}-1-hydroxy-1,4,4-trimethyl-2,3,3a,5,8,8a-hexahydroazulene-6-carbaldehyde

C30H50O5 (490.365805)


   

7-hydroxy-6-[2-(5-hydroxy-2,5,8,8-tetramethyl-hexahydro-2h-naphthalen-1-ylidene)ethyl]-2,2,5a,7-tetramethyl-hexahydro-1-benzoxepin-3-one

7-hydroxy-6-[2-(5-hydroxy-2,5,8,8-tetramethyl-hexahydro-2h-naphthalen-1-ylidene)ethyl]-2,2,5a,7-tetramethyl-hexahydro-1-benzoxepin-3-one

C30H50O4 (474.37089000000003)


   

(3s,5as,6s,7s,9as)-6-{2-[(1s,4as,5s,8ar)-5-hydroxy-2,5,8,8-tetramethyl-1,4,4a,6,7,8a-hexahydronaphthalen-1-yl]ethyl}-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepine-3,7-diol

(3s,5as,6s,7s,9as)-6-{2-[(1s,4as,5s,8ar)-5-hydroxy-2,5,8,8-tetramethyl-1,4,4a,6,7,8a-hexahydronaphthalen-1-yl]ethyl}-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepine-3,7-diol

C30H52O4 (476.3865392)


   

6-[2-(1,7-dihydroxy-1,4,4,6-tetramethyl-2,3,3a,7,8,8a-hexahydroazulen-5-yl)ethyl]-7-hydroxy-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepin-3-yl acetate

6-[2-(1,7-dihydroxy-1,4,4,6-tetramethyl-2,3,3a,7,8,8a-hexahydroazulen-5-yl)ethyl]-7-hydroxy-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepin-3-yl acetate

C32H54O6 (534.3920184)


   

(2s,3s)-2-({[(2s)-1-[(3s,9s,12s,15s,18s,20r,24s,26e,30s,33s)-12-[(2r)-butan-2-yl]-24-[(2s)-butan-2-yl]-11,14,17,20,29,32-hexahydroxy-15-isopropyl-9,30-bis(2-methylpropyl)-2,8,23-trioxo-1,7,10,13,16,22,25,28,31-nonaazatetracyclo[31.3.0.0³,⁷.0¹⁸,²²]hexatriaconta-10,13,16,26,28,31-hexaene-27-carbonyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-n-[(1s)-1-[(c-hydroxycarbonimidoylmethyl)-c-hydroxycarbonimidoyl]-2-phenylethyl]-3-methylpentanimidic acid

(2s,3s)-2-({[(2s)-1-[(3s,9s,12s,15s,18s,20r,24s,26e,30s,33s)-12-[(2r)-butan-2-yl]-24-[(2s)-butan-2-yl]-11,14,17,20,29,32-hexahydroxy-15-isopropyl-9,30-bis(2-methylpropyl)-2,8,23-trioxo-1,7,10,13,16,22,25,28,31-nonaazatetracyclo[31.3.0.0³,⁷.0¹⁸,²²]hexatriaconta-10,13,16,26,28,31-hexaene-27-carbonyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-n-[(1s)-1-[(c-hydroxycarbonimidoylmethyl)-c-hydroxycarbonimidoyl]-2-phenylethyl]-3-methylpentanimidic acid

C69H108N14O14 (1356.8169027999998)


   

(2r)-n-[(3r,9s,12r,15r,18r,21r,24r,28s,29r,30r)-9-benzyl-18-[(2s,3r)-3-chlorobutan-2-yl]-5,8,11,14,17,20,26,28-octahydroxy-15-(c-hydroxycarbonimidoylmethyl)-12-[(1r)-1-hydroxyethyl]-22,24,30-trimethyl-2,23-dioxo-3,21-dipropyl-1-oxa-4,7,10,13,16,19,22,25-octaazacyclotriaconta-4,7,10,13,16,19,25-heptaen-29-yl]-2-[(hydroxymethylidene)amino]-4-methylpentanimidic acid

(2r)-n-[(3r,9s,12r,15r,18r,21r,24r,28s,29r,30r)-9-benzyl-18-[(2s,3r)-3-chlorobutan-2-yl]-5,8,11,14,17,20,26,28-octahydroxy-15-(c-hydroxycarbonimidoylmethyl)-12-[(1r)-1-hydroxyethyl]-22,24,30-trimethyl-2,23-dioxo-3,21-dipropyl-1-oxa-4,7,10,13,16,19,22,25-octaazacyclotriaconta-4,7,10,13,16,19,25-heptaen-29-yl]-2-[(hydroxymethylidene)amino]-4-methylpentanimidic acid

C52H82ClN11O15 (1135.5680092)


   

6-{2-[3-hydroxy-2,6-dimethyl-6-(4-methylpent-3-en-1-yl)cyclohex-1-en-1-yl]ethyl}-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepine-3,7-diol

6-{2-[3-hydroxy-2,6-dimethyl-6-(4-methylpent-3-en-1-yl)cyclohex-1-en-1-yl]ethyl}-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepine-3,7-diol

C30H52O4 (476.3865392)


   

(2r,21z)-2-hydroxytetracos-21-en-3,12,14,16,23-pentaynoic acid

(2r,21z)-2-hydroxytetracos-21-en-3,12,14,16,23-pentaynoic acid

C24H26O3 (362.1881846)


   

(2s)-2-({hydroxy[(2s)-1-[(3s,9s,12s,15s,17r,21s,23z,27s,30s)-11,14,17,26,29-pentahydroxy-21-(3h-imidazol-4-ylmethyl)-27-isopropyl-9,12-bis(2-methylpropyl)-2,8,20-trioxo-1,7,10,13,19,22,25,28-octaazatetracyclo[28.3.0.0³,⁷.0¹⁵,¹⁹]tritriaconta-10,13,23,25,28-pentaene-24-carbonyl]pyrrolidin-2-yl]methylidene}amino)-n-[(1s)-1-[(c-hydroxycarbonimidoylmethyl)-c-hydroxycarbonimidoyl]-2-phenylethyl]-4-methylpentanimidic acid

(2s)-2-({hydroxy[(2s)-1-[(3s,9s,12s,15s,17r,21s,23z,27s,30s)-11,14,17,26,29-pentahydroxy-21-(3h-imidazol-4-ylmethyl)-27-isopropyl-9,12-bis(2-methylpropyl)-2,8,20-trioxo-1,7,10,13,19,22,25,28-octaazatetracyclo[28.3.0.0³,⁷.0¹⁵,¹⁹]tritriaconta-10,13,23,25,28-pentaene-24-carbonyl]pyrrolidin-2-yl]methylidene}amino)-n-[(1s)-1-[(c-hydroxycarbonimidoylmethyl)-c-hydroxycarbonimidoyl]-2-phenylethyl]-4-methylpentanimidic acid

C63H93N15O13 (1267.7076928000001)


   

(2r,14e,16r,20z)-tricosa-14,20-dien-3,5,10,12,22-pentayne-1,2,16-triol

(2r,14e,16r,20z)-tricosa-14,20-dien-3,5,10,12,22-pentayne-1,2,16-triol

C23H24O3 (348.1725354)


   

(19z)-docos-19-en-2,7,13,21-tetrayn-1-ol

(19z)-docos-19-en-2,7,13,21-tetrayn-1-ol

C22H28O (308.2140038)


   

(14z,20z)-tricosa-14,20-dien-3,5,10,12,22-pentayne-1,2,9-triol

(14z,20z)-tricosa-14,20-dien-3,5,10,12,22-pentayne-1,2,9-triol

C23H24O3 (348.1725354)


   

(2s,3s)-2-({[(2s)-1-[(3s,9s,12s,15s,21s,23z,27s,30s)-9,12-dibenzyl-11,14,26,29-tetrahydroxy-27-isopropyl-21-(2-methylpropyl)-2,8,20-trioxo-1,7,10,13,19,22,25,28-octaazatetracyclo[28.3.0.0³,⁷.0¹⁵,¹⁹]tritriaconta-10,13,23,25,28-pentaene-24-carbonyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-n-[(1s,2s)-1-[(c-hydroxycarbonimidoylmethyl)-c-hydroxycarbonimidoyl]-2-methylbutyl]-3-methylpentanimidic acid

(2s,3s)-2-({[(2s)-1-[(3s,9s,12s,15s,21s,23z,27s,30s)-9,12-dibenzyl-11,14,26,29-tetrahydroxy-27-isopropyl-21-(2-methylpropyl)-2,8,20-trioxo-1,7,10,13,19,22,25,28-octaazatetracyclo[28.3.0.0³,⁷.0¹⁵,¹⁹]tritriaconta-10,13,23,25,28-pentaene-24-carbonyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-n-[(1s,2s)-1-[(c-hydroxycarbonimidoylmethyl)-c-hydroxycarbonimidoyl]-2-methylbutyl]-3-methylpentanimidic acid

C66H95N13O12 (1261.722279)


   

{[(2s)-2-{[(2s)-2-({[(2s)-1-[(3s,9s,12s,15s,17r,21s,23r,27s,33s,36s)-27-(cyclopentylmethyl)-11,14,17,23,32,35-hexahydroxy-33-isopropyl-9,12-bis(2-methylpropyl)-2,8,20,26-tetraoxo-1,7,10,13,19,25,28,31,34-nonaazapentacyclo[34.3.0.0³,⁷.0¹⁵,¹⁹.0²¹,²⁵]nonatriaconta-10,13,29,31,34-pentaene-30-carbonyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1-hydroxy-4-methylpentylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}acetic acid

{[(2s)-2-{[(2s)-2-({[(2s)-1-[(3s,9s,12s,15s,17r,21s,23r,27s,33s,36s)-27-(cyclopentylmethyl)-11,14,17,23,32,35-hexahydroxy-33-isopropyl-9,12-bis(2-methylpropyl)-2,8,20,26-tetraoxo-1,7,10,13,19,25,28,31,34-nonaazapentacyclo[34.3.0.0³,⁷.0¹⁵,¹⁹.0²¹,²⁵]nonatriaconta-10,13,29,31,34-pentaene-30-carbonyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1-hydroxy-4-methylpentylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}acetic acid

C70H105N13O16 (1383.780185)


   

2-({5-[2-(3,7-dihydroxy-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepin-6-yl)ethyl]-1,4,4,6-tetramethyl-2,3,3a,5,8,8a-hexahydroazulen-1-yl}oxy)-6-methyloxane-3,4,5-triol

2-({5-[2-(3,7-dihydroxy-2,2,5a,7-tetramethyl-hexahydro-3h-1-benzoxepin-6-yl)ethyl]-1,4,4,6-tetramethyl-2,3,3a,5,8,8a-hexahydroazulen-1-yl}oxy)-6-methyloxane-3,4,5-triol

C36H62O8 (622.4444452)


   

(4e,19e)-docosa-4,19-dien-2,9,11,21-tetrayn-1-ol

(4e,19e)-docosa-4,19-dien-2,9,11,21-tetrayn-1-ol

C22H26O (306.1983546)


   

(4z,13e,19z)-docosa-4,13,19-trien-2,9,11,21-tetrayn-1-ol

(4z,13e,19z)-docosa-4,13,19-trien-2,9,11,21-tetrayn-1-ol

C22H24O (304.1827054)


   

(2-hydroxytricosa-14,20-dien-3,5,10,12,22-pentayn-1-yl)oxysulfonic acid

(2-hydroxytricosa-14,20-dien-3,5,10,12,22-pentayn-1-yl)oxysulfonic acid

C23H24O5S (412.1344374)


   

(3s,4e,16e,18s)-icosa-4,16-dien-1,19-diyne-3,18-diol

(3s,4e,16e,18s)-icosa-4,16-dien-1,19-diyne-3,18-diol

C20H30O2 (302.224568)


   

{[(2s)-2-{[(2s)-2-({[(2s)-1-[(3s,9s,12s,15s,17r,21s,23r,27s,29e,33s,36s)-27-(cyclopentylmethyl)-11,14,17,23,32,35-hexahydroxy-33-isopropyl-9,12-bis(2-methylpropyl)-2,8,20,26-tetraoxo-1,7,10,13,19,25,28,31,34-nonaazapentacyclo[34.3.0.0³,⁷.0¹⁵,¹⁹.0²¹,²⁵]nonatriaconta-10,13,29,31,34-pentaene-30-carbonyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1-hydroxy-4-methylpentylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}acetic acid

{[(2s)-2-{[(2s)-2-({[(2s)-1-[(3s,9s,12s,15s,17r,21s,23r,27s,29e,33s,36s)-27-(cyclopentylmethyl)-11,14,17,23,32,35-hexahydroxy-33-isopropyl-9,12-bis(2-methylpropyl)-2,8,20,26-tetraoxo-1,7,10,13,19,25,28,31,34-nonaazapentacyclo[34.3.0.0³,⁷.0¹⁵,¹⁹.0²¹,²⁵]nonatriaconta-10,13,29,31,34-pentaene-30-carbonyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1-hydroxy-4-methylpentylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}acetic acid

C70H105N13O16 (1383.780185)