NCBI Taxonomy: 2939015

Coccinelloidea (ncbi_taxid: 2939015)

found 81 associated metabolites at superfamily taxonomy rank level.

Ancestor: Cucujiformia

Child Taxonomies: Coccinellidae, Alexiidae, Cerylonidae, Latridiidae, Endomychidae, Corylophidae, Anamorphidae, Bothrideridae, Discolomatidae, Cerasommatidiidae

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).

   

Squalene

InChI=1/C30H50/c1-25(2)15-11-19-29(7)23-13-21-27(5)17-9-10-18-28(6)22-14-24-30(8)20-12-16-26(3)4/h15-18,23-24H,9-14,19-22H2,1-8H3/b27-17+,28-18+,29-23+,30-24

C30H50 (410.39123)


Squalene is an unsaturated aliphatic hydrocarbon (carotenoid) with six unconjugated double bonds found in human sebum (5\\\\%), fish liver oils, yeast lipids, and many vegetable oils (e.g. palm oil, cottonseed oil, rapeseed oil). Squalene is a volatile component of the scent material from Saguinus oedipus (cotton-top tamarin monkey) and Saguinus fuscicollis (saddle-back tamarin monkey) (Hawleys Condensed Chemical Reference). Squalene is a component of adult human sebum that is principally responsible for fixing fingerprints (ChemNetBase). It is a natural organic compound originally obtained for commercial purposes primarily from shark liver oil, though there are botanical sources as well, including rice bran, wheat germ, and olives. All higher organisms produce squalene, including humans. It is a hydrocarbon and a triterpene. Squalene is a biochemical precursor to the whole family of steroids. Oxidation of one of the terminal double bonds of squalene yields 2,3-squalene oxide which undergoes enzyme-catalyzed cyclization to afford lanosterol, which is then elaborated into cholesterol and other steroids. Squalene is a low-density compound often stored in the bodies of cartilaginous fishes such as sharks, which lack a swim bladder and must therefore reduce their body density with fats and oils. Squalene, which is stored mainly in the sharks liver, is lighter than water with a specific gravity of 0.855 (Wikipedia) Squalene is used as a bactericide. It is also an intermediate in the manufacture of pharmaceuticals, rubber chemicals, and colouring materials (Physical Constants of Chemical Substances). Trans-squalene is a clear, slightly yellow liquid with a faint odor. Density 0.858 g / cm3. Squalene is a triterpene consisting of 2,6,10,15,19,23-hexamethyltetracosane having six double bonds at the 2-, 6-, 10-, 14-, 18- and 22-positions with (all-E)-configuration. It has a role as a human metabolite, a plant metabolite, a Saccharomyces cerevisiae metabolite and a mouse metabolite. Squalene is originally obtained from shark liver oil. It is a natural 30-carbon isoprenoid compound and intermediate metabolite in the synthesis of cholesterol. It is not susceptible to lipid peroxidation and provides skin protection. It is ubiquitously distributed in human tissues where it is transported in serum generally in association with very low density lipoproteins. Squalene is investigated as an adjunctive cancer therapy. Squalene is a natural product found in Ficus septica, Garcinia multiflora, and other organisms with data available. squalene is a metabolite found in or produced by Saccharomyces cerevisiae. A natural 30-carbon triterpene. See also: Olive Oil (part of); Shark Liver Oil (part of). A triterpene consisting of 2,6,10,15,19,23-hexamethyltetracosane having six double bonds at the 2-, 6-, 10-, 14-, 18- and 22-positions with (all-E)-configuration. COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Squalene is an intermediate product in the synthesis of cholesterol, and shows several pharmacological properties such as hypolipidemic, hepatoprotective, cardioprotective, antioxidant, and antitoxicant activity. Squalene also has anti-fungal activity and can be used for the research of Trichophyton mentagrophytes research[2]. Squalene is an intermediate product in the synthesis of cholesterol, and shows several pharmacological properties such as hypolipidemic, hepatoprotective, cardioprotective, antioxidant, and antitoxicant activity. Squalene also has anti-fungal activity and can be used for the research of Trichophyton mentagrophytes research[2].

   

Indole-3-carboxaldehyde

1H-indole-3-carbaldehyde

C9H7NO (145.0527612)


Indole-3-carboxaldehyde (IAld or I3A), also known as 3-formylindole or 3-indolealdehyde, belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of a pyrrole ring fused to benzene to form 2,3-benzopyrrole. In humans, I3A is a biologically active metabolite which acts as a receptor agonist at the aryl hydrocarbon receptor in intestinal immune cells. It stimulates the production of interleukin-22 which facilitates mucosal reactivity (PMID:27102537). I3A is a microbially derived tryptophan metabolite produced by Clostridium and Lactobacillus (PMID:30120222, 27102537). I3A has also been found in the urine of patients with untreated phenylketonuria (PMID:5073866). I3A has been detected, but not quantified, in several different foods, such as beans, Brussels sprouts, cucumbers, cereals and cereal products, and white cabbages. This could make I3A a potential biomarker for the consumption of these foods. Indole-3-carbaldehyde is a heteroarenecarbaldehyde that is indole in which the hydrogen at position 3 has been replaced by a formyl group. It has a role as a plant metabolite, a human xenobiotic metabolite, a bacterial metabolite and a marine metabolite. It is a heteroarenecarbaldehyde, an indole alkaloid and a member of indoles. Indole-3-carboxaldehyde is a natural product found in Euphorbia hirsuta, Derris ovalifolia, and other organisms with data available. A heteroarenecarbaldehyde that is indole in which the hydrogen at position 3 has been replaced by a formyl group. Found in barley and tomato seedlings and cotton Indole-3-carboxaldehyde. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=487-89-8 (retrieved 2024-07-02) (CAS RN: 487-89-8). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Indole-3-carboxaldehyde (3-Formylindole), a banlangen extract, is the product of the oxidative degradation of indole-3-acetic acid (IAA) by crude enzyme preparations from etiolated pea seedlings. Indole-3-carboxaldehyde (3-Formylindole) is a biochemical used to prepare analogs of the indole phytoalexin cyclobrassinin[1]. Indole-3-carboxaldehyde (3-Formylindole), a banlangen extract, is the product of the oxidative degradation of indole-3-acetic acid (IAA) by crude enzyme preparations from etiolated pea seedlings. Indole-3-carboxaldehyde (3-Formylindole) is a biochemical used to prepare analogs of the indole phytoalexin cyclobrassinin[1].

   

Octylamine

Octylamine hydrochloride

C8H19N (129.1517414)


KEIO_ID O007

   

Cholesterol

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

C27H46O (386.3548466)


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

   

Torulene

3,4-Didehydro-beta,psi-carotene

C40H54 (534.4225284)


D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids Window width to select the precursor ion was 3 Da.; CONE_VOLTAGE is 10 V.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 19HP8024 to the Mass Spectrometry Society of Japan.

   

Squalen

2,6,10,15,19,23-Hexamethyltetracosa-2,6,10,14,18,22-hexaene

C30H50 (410.39123)


   

torulene

2-[(1E,3E,5E,7E,9E,11E,13E,15E,17E,19E)-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,21,23-dodecaen-1-yl]-1,3,3-trimethylcyclohex-1-ene

C40H54 (534.4225284)


Torulene can be found in a number of food items such as spinach, sparkleberry, cherimoya, and rye, which makes torulene a potential biomarker for the consumption of these food products. Torulene (3,4-didehydro-beta,gamma-carotene) is a carotene (a hydrocarbon carotenoid) which is notable for being synthesized by red pea aphids (Acyrthosiphon pisum), imparting the natural red color to the aphids, which aids in their camouflage and escape from predation. The aphids have gained the ability to synthesize torulene by horizontal gene transfer of a number of genes for carotenoid synthesis, apparently from fungi. Plants, fungi, and microorganisms can synthesize carotenoids, but torulene made by pea aphids is the only carotenoid known to be synthesized by an organism in the animal kingdom . Torulene can be found in a number of food items such as spinach, sparkleberry, cherimoya, and rye, which makes torulene a potential biomarker for the consumption of these food products. Torulene (3,4-didehydro-β,γ-carotene) is a carotene (a hydrocarbon carotenoid) which is notable for being synthesized by red pea aphids (Acyrthosiphon pisum), imparting the natural red color to the aphids, which aids in their camouflage and escape from predation. The aphids have gained the ability to synthesize torulene by horizontal gene transfer of a number of genes for carotenoid synthesis, apparently from fungi. Plants, fungi, and microorganisms can synthesize carotenoids, but torulene made by pea aphids is the only carotenoid known to be synthesized by an organism in the animal kingdom .

   

3-Indoleacrylic acid

Indole-3-acrylic acid

C11H9NO2 (187.0633254)


trans-3-Indoleacrylic acid is an endogenous metabolite.

   

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

   

2-Methyl-6-propylpiperidine

2-Methyl-6-propylpiperidine

C9H19N (141.1517414)


   

Squalene

InChI=1\C30H50\c1-25(2)15-11-19-29(7)23-13-21-27(5)17-9-10-18-28(6)22-14-24-30(8)20-12-16-26(3)4\h15-18,23-24H,9-14,19-22H2,1-8H3\b27-17+,28-18+,29-23+,30-24

C30H50 (410.39123)


Squalene, also known as (e,e,e,e)-squalene or all-trans-squalene, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Squalene can be found in a number of food items such as apricot, savoy cabbage, peach (variety), and bitter gourd, which makes squalene a potential biomarker for the consumption of these food products. Squalene can be found primarily in blood, feces, and sweat, as well as throughout most human tissues. In humans, squalene is involved in several metabolic pathways, some of which include risedronate action pathway, steroid biosynthesis, alendronate action pathway, and fluvastatin action pathway. Squalene is also involved in several metabolic disorders, some of which include cholesteryl ester storage disease, CHILD syndrome, hyper-igd syndrome, and wolman disease. Squalene is a natural 30-carbon organic compound originally obtained for commercial purposes primarily from shark liver oil (hence its name, as Squalus is a genus of sharks), although plant sources (primarily vegetable oils) are now used as well, including amaranth seed, rice bran, wheat germ, and olives. Yeast cells have been genetically engineered to produce commercially useful quantities of "synthetic" squalene . COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Window width to select the precursor ion was 3 Da.; CONE_VOLTAGE was 20 V.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 19HP8024 to the Mass Spectrometry Society of Japan. Squalene is an intermediate product in the synthesis of cholesterol, and shows several pharmacological properties such as hypolipidemic, hepatoprotective, cardioprotective, antioxidant, and antitoxicant activity. Squalene also has anti-fungal activity and can be used for the research of Trichophyton mentagrophytes research[2]. Squalene is an intermediate product in the synthesis of cholesterol, and shows several pharmacological properties such as hypolipidemic, hepatoprotective, cardioprotective, antioxidant, and antitoxicant activity. Squalene also has anti-fungal activity and can be used for the research of Trichophyton mentagrophytes research[2].

   

Cholesterol

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

C27H46O (386.3548466)


A cholestanoid consisting of cholestane having a double bond at the 5,6-position as well as a 3beta-hydroxy group. Disclaimer: While authors make an effort to ensure that the content of this record is accurate, the authors make no representations or warranties in relation to the accuracy or completeness of the record. This record do not reflect any viewpoints of the affiliation and organization to which the authors belong. Cholesterol is the major sterol in mammals. It is making up 20-25\\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3]. Cholesterol is the major sterol in mammals. It is making up 20-25\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3].

   

3-(7-hydroxy-1H-indol-3-yl)prop-2-enoic acid

3-(7-hydroxy-1H-indol-3-yl)prop-2-enoic acid

C11H9NO3 (203.0582404)


   

Indole-3-carboxaldehyde

INDOLE-3-CARBOXYALDEHYDE

C9H7NO (145.0527612)


Indole-3-carboxaldehyde (3-Formylindole), a banlangen extract, is the product of the oxidative degradation of indole-3-acetic acid (IAA) by crude enzyme preparations from etiolated pea seedlings. Indole-3-carboxaldehyde (3-Formylindole) is a biochemical used to prepare analogs of the indole phytoalexin cyclobrassinin[1]. Indole-3-carboxaldehyde (3-Formylindole), a banlangen extract, is the product of the oxidative degradation of indole-3-acetic acid (IAA) by crude enzyme preparations from etiolated pea seedlings. Indole-3-carboxaldehyde (3-Formylindole) is a biochemical used to prepare analogs of the indole phytoalexin cyclobrassinin[1].

   

Hexadecanoic acid

Hexadecanoic acid

C16H32O2 (256.2402172)


   

Cholesta-3,5-diene

Cholesta-3,5-diene

C27H44 (368.3442824)


   
   

octan-1-amine

octan-1-amine

C8H19N (129.1517414)


An 8-carbon primary aliphatic amine.

   

2-Phenylethylamine

2-Phenylethylamine

C8H11N (121.0891446)


A phenylethylamine having the phenyl substituent at the 2-position.

   

(2s)-13-[(2s)-pyrrolidin-2-yl]tridecan-2-amine

(2s)-13-[(2s)-pyrrolidin-2-yl]tridecan-2-amine

C17H36N2 (268.2878336)


   

2-[(2s)-2-[(12s)-12-aminotridecyl]pyrrolidin-1-yl]ethanol

2-[(2s)-2-[(12s)-12-aminotridecyl]pyrrolidin-1-yl]ethanol

C19H40N2O (312.314047)


   

1-(6-methyl-2,3,4,5-tetrahydropyridin-2-yl)propan-2-one

1-(6-methyl-2,3,4,5-tetrahydropyridin-2-yl)propan-2-one

C9H15NO (153.115358)


   

(1s,5s)-3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]tridecane

(1s,5s)-3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]tridecane

C13H23N (193.1830398)


   

(1s,5r)-1-methyl-9-azabicyclo[3.3.1]nonan-3-one

(1s,5r)-1-methyl-9-azabicyclo[3.3.1]nonan-3-one

C9H15NO (153.115358)


   

(10z)-5-ethyl-1-oxa-4-azacyclopentadec-10-en-15-one

(10z)-5-ethyl-1-oxa-4-azacyclopentadec-10-en-15-one

C15H27NO2 (253.2041682)


   

2-[(2s)-2-[(12r)-12-aminotridecyl]pyrrolidin-1-yl]ethanol

2-[(2s)-2-[(12r)-12-aminotridecyl]pyrrolidin-1-yl]ethanol

C19H40N2O (312.314047)


   

(11z)-5-propyl-1-oxa-4-azacyclohexadec-11-en-16-one

(11z)-5-propyl-1-oxa-4-azacyclohexadec-11-en-16-one

C17H31NO2 (281.2354666)


   

(2s)-2-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-[(1r)-2,2-dimethyl-6-methylidenecyclohexyl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-1,1-dimethyl-3-methylidenecyclohexane

(2s)-2-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-[(1r)-2,2-dimethyl-6-methylidenecyclohexyl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-1,1-dimethyl-3-methylidenecyclohexane

C40H56 (536.4381776)


   

3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]trideca-1,4-diene

3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]trideca-1,4-diene

C13H19N (189.1517414)


   

(1r,14r,16s,20s)-4,14-dimethyl-24,26-diazaheptacyclo[14.6.2.1²,⁶.1²,¹².0¹³,²³.0²⁰,²⁴.0¹⁰,²⁶]hexacos-13(23)-ene

(1r,14r,16s,20s)-4,14-dimethyl-24,26-diazaheptacyclo[14.6.2.1²,⁶.1²,¹².0¹³,²³.0²⁰,²⁴.0¹⁰,²⁶]hexacos-13(23)-ene

C26H40N2 (380.319132)


   

1-methyl-9-azabicyclo[3.3.1]nonan-3-one

1-methyl-9-azabicyclo[3.3.1]nonan-3-one

C9H15NO (153.115358)


   
   

13-[1-(1,3-oxazolidin-2-yl)pyrrolidin-2-yl]tridecan-2-amine

13-[1-(1,3-oxazolidin-2-yl)pyrrolidin-2-yl]tridecan-2-amine

C20H41N3O (339.32494560000004)


   

(1r,5s,9s)-3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]tridec-2-en-13-ium-13-olate

(1r,5s,9s)-3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]tridec-2-en-13-ium-13-olate

C13H21NO (207.1623056)


   

(1r,5s)-1-methyl-9-azabicyclo[3.3.1]nonan-3-one

(1r,5s)-1-methyl-9-azabicyclo[3.3.1]nonan-3-one

C9H15NO (153.115358)


   

1-(6-methylpiperidin-2-yl)propan-2-ol

1-(6-methylpiperidin-2-yl)propan-2-ol

C9H19NO (157.14665639999998)


   

3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]tridecane

3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]tridecane

C13H23N (193.1830398)


   

(1s,2s,4s,15s,19s,21r)-2-hydroxy-21-methyl-26,27-diazaheptacyclo[13.7.3.1¹,¹⁵.1⁴,⁸.0²,¹³.0¹¹,²⁷.0¹⁹,²⁶]heptacosa-8,10,12-trien-7-one

(1s,2s,4s,15s,19s,21r)-2-hydroxy-21-methyl-26,27-diazaheptacyclo[13.7.3.1¹,¹⁵.1⁴,⁸.0²,¹³.0¹¹,²⁷.0¹⁹,²⁶]heptacosa-8,10,12-trien-7-one

C26H34N2O2 (406.2620144)


   

11-methyl-13-azatricyclo[7.3.1.0⁵,¹³]tridec-1-ene

11-methyl-13-azatricyclo[7.3.1.0⁵,¹³]tridec-1-ene

C13H21N (191.1673906)


   

2-[(1e,3e,5e,7e,9e,11e,13e,15e,17e,19e,21z)-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,21,23-dodecaen-1-yl]-1,3,3-trimethylcyclohex-1-ene

2-[(1e,3e,5e,7e,9e,11e,13e,15e,17e,19e,21z)-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,21,23-dodecaen-1-yl]-1,3,3-trimethylcyclohex-1-ene

C40H54 (534.4225284)


   

(1s,3r,5s,8's,9s,13r)-3-methyl-5'-methylidene-12',15-diazaspiro[tetracyclo[7.3.2.1¹,⁵.0⁹,¹⁵]pentadecane-13,6'-tricyclo[6.3.1.0⁴,¹²]dodecane]-1',3'-dien-11'-one

(1s,3r,5s,8's,9s,13r)-3-methyl-5'-methylidene-12',15-diazaspiro[tetracyclo[7.3.2.1¹,⁵.0⁹,¹⁵]pentadecane-13,6'-tricyclo[6.3.1.0⁴,¹²]dodecane]-1',3'-dien-11'-one

C26H34N2O (390.2670994)


   

2-[(1e,3e,5e,7e,9e,11e,13e,15e,17e,19z,21e)-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,21,23-dodecaen-1-yl]-1,3,3-trimethylcyclohex-1-ene

2-[(1e,3e,5e,7e,9e,11e,13e,15e,17e,19z,21e)-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,21,23-dodecaen-1-yl]-1,3,3-trimethylcyclohex-1-ene

C40H54 (534.4225284)


   

(5s,10z)-5-propyl-1-oxa-4-azacyclopentadec-10-en-15-one

(5s,10z)-5-propyl-1-oxa-4-azacyclopentadec-10-en-15-one

C16H29NO2 (267.2198174)


   

1-[(2r)-6-hydroxy-2-pentyl-4,5-dihydro-3h-pyridin-2-yl]propan-2-one

1-[(2r)-6-hydroxy-2-pentyl-4,5-dihydro-3h-pyridin-2-yl]propan-2-one

C13H23NO2 (225.1728698)


   

3-methyl-5'-methylidene-12',15-diazaspiro[tetracyclo[7.3.2.1¹,⁵.0⁹,¹⁵]pentadecane-13,6'-tricyclo[6.3.1.0⁴,¹²]dodecane]-1',3'-dien-11'-one

3-methyl-5'-methylidene-12',15-diazaspiro[tetracyclo[7.3.2.1¹,⁵.0⁹,¹⁵]pentadecane-13,6'-tricyclo[6.3.1.0⁴,¹²]dodecane]-1',3'-dien-11'-one

C26H34N2O (390.2670994)


   

(2s,6r)-2-methyl-6-propylpiperidine

(2s,6r)-2-methyl-6-propylpiperidine

C9H19N (141.1517414)


   

(7z,10z)-5-propyl-1-oxa-4-azacyclopentadeca-7,10-dien-15-one

(7z,10z)-5-propyl-1-oxa-4-azacyclopentadeca-7,10-dien-15-one

C16H27NO2 (265.20416819999997)


   

(2r)-13-[(2s)-pyrrolidin-2-yl]tridecan-2-amine

(2r)-13-[(2s)-pyrrolidin-2-yl]tridecan-2-amine

C17H36N2 (268.2878336)


   

11-[1-(1,3-oxazolidin-2-yl)pyrrolidin-2-yl]undecan-2-amine

11-[1-(1,3-oxazolidin-2-yl)pyrrolidin-2-yl]undecan-2-amine

C18H37N3O (311.2936472)


   

11-methyl-10-{[(5s,9s)-7-methyl-13-azatricyclo[7.3.1.0⁵,¹³]tridecan-1-yl]methyl}-12-azatricyclo[6.3.1.0⁴,¹²]dodeca-1,3,10-trien-5-one

11-methyl-10-{[(5s,9s)-7-methyl-13-azatricyclo[7.3.1.0⁵,¹³]tridecan-1-yl]methyl}-12-azatricyclo[6.3.1.0⁴,¹²]dodeca-1,3,10-trien-5-one

C26H36N2O (392.2827486)


   

2-[(1e,3e,5e,7e,9e,11e,15e,19e)-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,15,19,23-nonaen-1-yl]-1,3,3-trimethylcyclohex-1-ene

2-[(1e,3e,5e,7e,9e,11e,15e,19e)-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,15,19,23-nonaen-1-yl]-1,3,3-trimethylcyclohex-1-ene

C40H60 (540.469476)


   

(8s)-10-{[(1s,3s,4r,6r,8s)-3-(hydroxymethyl)-6-methyl-12-azatricyclo[6.3.1.0⁴,¹²]dodecan-1-yl]methyl}-11-methyl-12-azatricyclo[6.3.1.0⁴,¹²]dodeca-1,3,10-trien-5-one

(8s)-10-{[(1s,3s,4r,6r,8s)-3-(hydroxymethyl)-6-methyl-12-azatricyclo[6.3.1.0⁴,¹²]dodecan-1-yl]methyl}-11-methyl-12-azatricyclo[6.3.1.0⁴,¹²]dodeca-1,3,10-trien-5-one

C26H36N2O2 (408.2776636)


   

2-[2-(12-aminotridecyl)pyrrolidin-1-yl]ethanol

2-[2-(12-aminotridecyl)pyrrolidin-1-yl]ethanol

C19H40N2O (312.314047)


   

2-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-1,3,3-trimethylcyclohex-1-ene

2-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-1,3,3-trimethylcyclohex-1-ene

C40H56 (536.4381776)


   

(1r,5s,9s,13s)-3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]tridec-2-en-13-ium-13-olate

(1r,5s,9s,13s)-3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]tridec-2-en-13-ium-13-olate

C13H21NO (207.1623056)


   

(2r)-2-[(1e,3e,5e,7e,9e,11e,13e,15e,17e,19e)-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,23-undecaen-1-yl]-1,1-dimethyl-3-methylidenecyclohexane

(2r)-2-[(1e,3e,5e,7e,9e,11e,13e,15e,17e,19e)-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,23-undecaen-1-yl]-1,1-dimethyl-3-methylidenecyclohexane

C40H56 (536.4381776)


   

21-methyl-26,27-diazaheptacyclo[13.7.3.1¹,¹⁵.1⁴,⁷.0³,¹³.0¹¹,²⁷.0¹⁹,²⁶]heptacosa-3(13),4,6-trien-8-one

21-methyl-26,27-diazaheptacyclo[13.7.3.1¹,¹⁵.1⁴,⁷.0³,¹³.0¹¹,²⁷.0¹⁹,²⁶]heptacosa-3(13),4,6-trien-8-one

C26H34N2O (390.2670994)


   

2-[2-(10-aminoundecyl)pyrrolidin-1-yl]ethanol

2-[2-(10-aminoundecyl)pyrrolidin-1-yl]ethanol

C17H36N2O (284.2827486)


   

11-methyl-10-({7-methyl-13-azatricyclo[7.3.1.0⁵,¹³]tridecan-1-yl}methyl)-12-azatricyclo[6.3.1.0⁴,¹²]dodeca-1,3,10-trien-5-one

11-methyl-10-({7-methyl-13-azatricyclo[7.3.1.0⁵,¹³]tridecan-1-yl}methyl)-12-azatricyclo[6.3.1.0⁴,¹²]dodeca-1,3,10-trien-5-one

C26H36N2O (392.2827486)


   

(13s,14r,16s,20s)-4,14-dimethyl-24,26-diazaheptacyclo[14.6.2.1²,⁶.1²,¹².0¹³,²³.0²⁰,²⁴.0¹⁰,²⁶]hexacos-1(23)-ene

(13s,14r,16s,20s)-4,14-dimethyl-24,26-diazaheptacyclo[14.6.2.1²,⁶.1²,¹².0¹³,²³.0²⁰,²⁴.0¹⁰,²⁶]hexacos-1(23)-ene

C26H40N2 (380.319132)


   

1-[(2r)-6-methyl-2,3,4,5-tetrahydropyridin-2-yl]propan-2-one

1-[(2r)-6-methyl-2,3,4,5-tetrahydropyridin-2-yl]propan-2-one

C9H15NO (153.115358)


   

(2s)-1-[(2s,6s)-6-methylpiperidin-2-yl]propan-2-ol

(2s)-1-[(2s,6s)-6-methylpiperidin-2-yl]propan-2-ol

C9H19NO (157.14665639999998)


   

3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]tridec-2-en-13-ium-13-olate

3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]tridec-2-en-13-ium-13-olate

C13H21NO (207.1623056)


   

(3s,4as,6r,8s)-3-methyl-8-pentyl-octahydropyrido[1,2-c][1,3]oxazin-6-yl 1h-pyrrole-2-carboxylate

(3s,4as,6r,8s)-3-methyl-8-pentyl-octahydropyrido[1,2-c][1,3]oxazin-6-yl 1h-pyrrole-2-carboxylate

C19H30N2O3 (334.225631)


   

(7s,10ar)-7-pentyl-octahydropyrido[1,2-d][1,4]oxazepin-2-one

(7s,10ar)-7-pentyl-octahydropyrido[1,2-d][1,4]oxazepin-2-one

C14H25NO2 (239.188519)


   

(1r,2s,4s,15r,19s,21r)-2-hydroxy-21-methyl-26,27-diazaheptacyclo[13.7.3.1¹,¹⁵.1⁴,⁸.0²,¹³.0¹¹,²⁷.0¹⁹,²⁶]heptacosa-8,10,12-trien-7-one

(1r,2s,4s,15r,19s,21r)-2-hydroxy-21-methyl-26,27-diazaheptacyclo[13.7.3.1¹,¹⁵.1⁴,⁸.0²,¹³.0¹¹,²⁷.0¹⁹,²⁶]heptacosa-8,10,12-trien-7-one

C26H34N2O2 (406.2620144)


   

(5r,7z,10z)-5-propyl-1-oxa-4-azacyclopentadeca-7,10-dien-15-one

(5r,7z,10z)-5-propyl-1-oxa-4-azacyclopentadeca-7,10-dien-15-one

C16H27NO2 (265.20416819999997)


   

2-hydroxy-21-methyl-26,27-diazaheptacyclo[13.7.3.1¹,¹⁵.1⁴,⁸.0²,¹³.0¹¹,²⁷.0¹⁹,²⁶]heptacosa-8,10,12-trien-7-one

2-hydroxy-21-methyl-26,27-diazaheptacyclo[13.7.3.1¹,¹⁵.1⁴,⁸.0²,¹³.0¹¹,²⁷.0¹⁹,²⁶]heptacosa-8,10,12-trien-7-one

C26H34N2O2 (406.2620144)


   

1-(6-methylpiperidin-2-yl)propan-2-one

1-(6-methylpiperidin-2-yl)propan-2-one

C9H17NO (155.1310072)


   

(6e,8e,10e,12e,14e,16e,18e,22e,26e)-2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,8,10,12,14,16,18,22,26,30-undecaene

(6e,8e,10e,12e,14e,16e,18e,22e,26e)-2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,8,10,12,14,16,18,22,26,30-undecaene

C40H60 (540.469476)


   

(5r,9r,11s)-11-methyl-13-azatricyclo[7.3.1.0⁵,¹³]tridec-1-ene

(5r,9r,11s)-11-methyl-13-azatricyclo[7.3.1.0⁵,¹³]tridec-1-ene

C13H21N (191.1673906)


   

(8s)-11-methyl-10-{[(5s,9s)-7-methyl-13-azatricyclo[7.3.1.0⁵,¹³]tridecan-1-yl]methyl}-12-azatricyclo[6.3.1.0⁴,¹²]dodeca-1,3,10-trien-5-one

(8s)-11-methyl-10-{[(5s,9s)-7-methyl-13-azatricyclo[7.3.1.0⁵,¹³]tridecan-1-yl]methyl}-12-azatricyclo[6.3.1.0⁴,¹²]dodeca-1,3,10-trien-5-one

C26H36N2O (392.2827486)


   

10-{[(1s,3s,4r,6r,8s)-3-(hydroxymethyl)-6-methyl-12-azatricyclo[6.3.1.0⁴,¹²]dodecan-1-yl]methyl}-11-methyl-12-azatricyclo[6.3.1.0⁴,¹²]dodeca-1,3,10-trien-5-one

10-{[(1s,3s,4r,6r,8s)-3-(hydroxymethyl)-6-methyl-12-azatricyclo[6.3.1.0⁴,¹²]dodecan-1-yl]methyl}-11-methyl-12-azatricyclo[6.3.1.0⁴,¹²]dodeca-1,3,10-trien-5-one

C26H36N2O2 (408.2776636)


   

13-(pyrrolidin-2-yl)tridecan-2-amine

13-(pyrrolidin-2-yl)tridecan-2-amine

C17H36N2 (268.2878336)


   

(2r)-2-[(1e,3e,5e,7e,9e,11e,13e,15e,17e,19e,21e)-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,21,23-dodecaen-1-yl]-1,1-dimethyl-3-methylidenecyclohexane

(2r)-2-[(1e,3e,5e,7e,9e,11e,13e,15e,17e,19e,21e)-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,21,23-dodecaen-1-yl]-1,1-dimethyl-3-methylidenecyclohexane

C40H54 (534.4225284)


   

1-[(2s,6s)-6-methylpiperidin-2-yl]propan-2-one

1-[(2s,6s)-6-methylpiperidin-2-yl]propan-2-one

C9H17NO (155.1310072)