NCBI Taxonomy: 33341

Polyneoptera (ncbi_taxid: 33341)

found 175 associated metabolites at cohort taxonomy rank level.

Ancestor: Neoptera

Child Taxonomies: Zoraptera, Dermaptera, Orthoptera, Plecoptera, Embioptera, Dictyoptera, Phasmatodea, Grylloblattodea, Mantophasmatodea

Vanillic acid

4-hydroxy-3-methoxybenzoic acid

C8H8O4 (168.0422568)


Vanillic acid is a phenolic acid found in some forms of vanilla and many other plant extracts. It is a flavouring and scent agent that produces a pleasant, creamy odour. It is the intermediate product in the two-step bioconversion of ferulic acid to vanillin (J Biotechnol 1996;50(2-3):107-13). Vanillic acid, which is a chlorogenic acid, is an oxidized form of vanillin. It is also an intermediate in the production of vanillin from ferulic acid. Vanillic acid is a metabolic byproduct of caffeic acid and is often found in the urine of humans who have consumed coffee, chocolate, tea, and vanilla-flavoured confectionary. Vanillic acid selectively and specifically inhibits 5nucleotidase activity (PMID: 16899266). Vanillic acid is a microbial metabolite found in Amycolatopsis, Delftia, and Pseudomonas (PMID: 11152072, 10543794, 11728709, 9579070). Vanillic acid is a phenolic acid found in some forms of vanilla and many other plant extracts. It is a flavoring and scent agent that produces a pleasant, creamy odor. It is the intermediate product in the two-step bioconversion of ferulic acid to vanillin. (J Biotechnol 1996;50(2-3):107-13). Vanillic acid, which is a chlorogenic acid, is an oxidized form of vanillin. It is also an intermediate in the production of vanillin from ferulic acid. Vanillic acid is a metabolic byproduct of caffeic acid and is often found in the urine of humans who have consumed coffee, chocolate, tea and vanilla-flavored confectionary. Vanillic acid selectively and specifically inhibits 5nucleotidase activity. (PMID: 16899266). Vanillic acid is a monohydroxybenzoic acid that is 4-hydroxybenzoic acid substituted by a methoxy group at position 3. It has a role as a plant metabolite. It is a monohydroxybenzoic acid and a methoxybenzoic acid. It is a conjugate acid of a vanillate. Vanillic acid is a natural product found in Ficus septica, Haplophyllum cappadocicum, and other organisms with data available. Vanillic acid is a metabolite found in or produced by Saccharomyces cerevisiae. A flavoring agent. It is the intermediate product in the two-step bioconversion of ferulic acid to vanillin. (J Biotechnol 1996;50(2-3):107-13). A monohydroxybenzoic acid that is 4-hydroxybenzoic acid substituted by a methoxy group at position 3. Vanillic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=121-34-6 (retrieved 2024-06-29) (CAS RN: 121-34-6). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Vanillic acid is a flavoring agent found in edible plants and fruits, also found in Angelica sinensis. Vanillic acid inhibits NF-κB activation. Anti-inflammatory, antibacterial, and chemopreventive effects[1]. Vanillic acid is a flavoring agent found in edible plants and fruits, also found in Angelica sinensis. Vanillic acid inhibits NF-κB activation. Anti-inflammatory, antibacterial, and chemopreventive effects[1].

   

L-Tryptophan

L-Tryptophan, from non-animal source, meets EP, JP, USP testing specifications, suitable for cell culture, 99.0-101.0\\%

C11H12N2O2 (204.0898732)


Tryptophan (Trp) or L-tryptophan is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Amino acids are organic compounds that contain amino (–NH2) and carboxyl (–COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-tryptophan is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Tryptophan is found in all organisms ranging from bacteria to plants to animals. It is classified as a non-polar, uncharged (at physiological pH) aromatic amino acid. Tryptophan is an essential amino acid, meaning the body cannot synthesize it, and it must be obtained from the diet. The requirement for tryptophan and protein decreases with age. The minimum daily requirement for adults is 3 mg/kg/day or about 200 mg a day. There is 400 mg of tryptophan in a cup of wheat germ. A cup of low-fat cottage cheese contains 300 mg of tryptophan and chicken and turkey contain up to 600 mg of tryptophan per pound (http://www.dcnutrition.com). Tryptophan is particularly plentiful in chocolate, oats, dried dates, milk, yogurt, cottage cheese, red meat, eggs, fish, poultry, sesame, chickpeas, almonds, sunflower seeds, pumpkin seeds, buckwheat, spirulina, and peanuts. Tryptophan is the precursor of both serotonin and melatonin. Melatonin is a hormone that is produced by the pineal gland in animals, which regulates sleep and wakefulness. Serotonin is a brain neurotransmitter, platelet clotting factor, and neurohormone found in organs throughout the body. Metabolism of tryptophan into serotonin requires nutrients such as vitamin B6, niacin, and glutathione. Niacin (also known as vitamin B3) is an important metabolite of tryptophan. It is synthesized via kynurenine and quinolinic acids, which are products of tryptophan degradation. There are a number of conditions or diseases that are characterized by tryptophan deficiencies. For instance, fructose malabsorption causes improper absorption of tryptophan in the intestine, which reduces levels of tryptophan in the blood and leads to depression. High corn diets or other tryptophan-deficient diets can cause pellagra, which is a niacin-tryptophan deficiency disease with symptoms of dermatitis, diarrhea, and dementia. Hartnups disease is a disorder in which tryptophan and other amino acids are not absorbed properly. Symptoms of Hartnups disease include skin rashes, difficulty coordinating movements (cerebellar ataxia), and psychiatric symptoms such as depression or psychosis. Tryptophan supplements may be useful for treating Hartnups disease. Assessment of tryptophan deficiency is done through studying excretion of tryptophan metabolites in the urine or blood. Blood may be the most sensitive test because the amino acid tryptophan is transported in a unique way. Increased urination of tryptophan breakdown products (such as kynurenine) correlates with increased tryptophan degradation, which occurs with oral contraception, depression, mental retardation, hypertension, and anxiety states. Tryptophan plays a role in "feast-induced" drowsiness. Ingestion of a meal rich in carbohydrates triggers the release of insulin. Insulin, in turn, stimulates the uptake of large neutral branched-chain amino acids (BCAAs) into muscle, increasing the ratio of tryptophan to BCAA in the bloodstream. The increased tryptophan ratio reduces competition at the large neutral amino acid transporter (which transports both BCAAs and tryptophan), resulting in greater uptake of tryptophan across the blood-brain barrier into the cerebrospinal fluid (CSF). Once in the CSF, tryptophan is converted into serotonin and the resulting serotonin is further metabolized into melatonin by the pineal gland, which promotes sleep. Because tryptophan is converted into 5-hydroxytryptophan (5-HTP) which is then converted into the neurotransmitter serotonin, it has been proposed th... L-tryptophan is a white powder with a flat taste. An essential amino acid; occurs in isomeric forms. (NTP, 1992) L-tryptophan is the L-enantiomer of tryptophan. It has a role as an antidepressant, a nutraceutical, a micronutrient, a plant metabolite, a human metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a mouse metabolite. It is an erythrose 4-phosphate/phosphoenolpyruvate family amino acid, a proteinogenic amino acid, a tryptophan and a L-alpha-amino acid. It is a conjugate base of a L-tryptophanium. It is a conjugate acid of a L-tryptophanate. It is an enantiomer of a D-tryptophan. It is a tautomer of a L-tryptophan zwitterion. An essential amino acid that is necessary for normal growth in infants and for nitrogen balance in adults. It is a precursor of indole alkaloids in plants. It is a precursor of serotonin (hence its use as an antidepressant and sleep aid). It can be a precursor to niacin, albeit inefficiently, in mammals. L-Tryptophan is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Tryptophan is the least plentiful of all 22 amino acids and an essential amino acid in humans (provided by food), Tryptophan is found in most proteins and a precursor of serotonin. Tryptophan is converted to 5-hydroxy-tryptophan (5-HTP), converted in turn to serotonin, a neurotransmitter essential in regulating appetite, sleep, mood, and pain. Tryptophan is a natural sedative and present in dairy products, meats, brown rice, fish, and soybeans. (NCI04) Tryptophan is an essential amino acid which is the precursor of serotonin. Serotonin is a brain neurotransmitter, platelet clotting factor and neurohormone found in organs throughout the body. Metabolism of tryptophan to serotonin requires nutrients such as vitamin B6, niacin and glutathione. Niacin is an important metabolite of tryptophan. High corn or other tryptophan-deficient diets can cause pellagra, which is a niacin-tryptophan deficiency disease with symptoms of dermatitis, diarrhea and dementia. Inborn errors of tryptophan metabolism exist where a tumor (carcinoid) makes excess serotonin. Hartnups disease is a disease where tryptophan and other amino acids are not absorbed properly. Tryptophan supplements may be useful in each condition, in carcinoid replacing the over-metabolized nutrient and in Hartnups supplementing a malabsorbed nutrient. Some disorders of excess tryptophan in the blood may contribute to mental retardation. Assessment of tryptophan deficiency is done through studying excretion of tryptophan metabolites in the urine or blood. Blood may be the most sensitive test because the amino acid tryptophan is transported in a unique way. Increased urination of tryptophan fragments correlates with increased tryptophan degradation, which occurs with oral contraception, depression, mental retardation, hypertension and anxiety states. The requirement for tryptophan and protein decreases with age. Adults minimum daily requirement is 3 mg/kg/day or about 200 mg a day. This may be an underestimation, for there are 400 mg of tryptophan in just a cup of wheat germ. A cup of low fat cottage cheese contains 300 mg of tryptophan and chicken and turkey contain up to 600 mg per pound. An essential amino acid that is necessary for normal growth in infants and for NITROGEN balance in adults. It is a precursor of INDOLE ALKALOIDS in plants. It is a precursor of SEROTONIN (hence its use as an antidepressant and sleep aid). It can be a precursor to NIACIN, albeit inefficiently, in mammals. See also: Serotonin; tryptophan (component of); Chamomile; ginger; melatonin; thiamine; tryptophan (component of) ... View More ... Constituent of many plants. Enzymatic hydrolysis production of most plant and animal proteins. Dietary supplement, nutrient D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D000928 - Antidepressive Agents N - Nervous system > N06 - Psychoanaleptics > N06A - Antidepressants COVID info from PDB, Protein Data Bank The L-enantiomer of tryptophan. Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Acquisition and generation of the data is financially supported in part by CREST/JST. [Raw Data] CBA09_Tryptophan_pos_30eV_1-1_01_662.txt [Raw Data] CBA09_Tryptophan_pos_20eV_1-1_01_661.txt [Raw Data] CBA09_Tryptophan_neg_30eV_1-1_01_716.txt [Raw Data] CBA09_Tryptophan_pos_10eV_1-1_01_660.txt [Raw Data] CBA09_Tryptophan_neg_10eV_1-1_01_714.txt [Raw Data] CBA09_Tryptophan_neg_40eV_1-1_01_717.txt [Raw Data] CBA09_Tryptophan_neg_20eV_1-1_01_715.txt [Raw Data] CBA09_Tryptophan_pos_50eV_1-1_01_664.txt [Raw Data] CBA09_Tryptophan_neg_50eV_1-1_01_718.txt [Raw Data] CBA09_Tryptophan_pos_40eV_1-1_01_663.txt IPB_RECORD: 253; CONFIDENCE confident structure KEIO_ID T003 DL-Tryptophan is an endogenous metabolite. L-Tryptophan (Tryptophan) is an essential amino acid that is the precursor of serotonin, melatonin, and vitamin B3[1]. L-Tryptophan (Tryptophan) is an essential amino acid that is the precursor of serotonin, melatonin, and vitamin B3[1].

   

L-Tyrosine

(2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid

C9H11NO3 (181.0738896)


Tyrosine (Tyr) or L-tyrosine is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Amino acids are organic compounds that contain amino (–NH2) and carboxyl (–COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-tyrosine is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Tyrosine is found in all organisms ranging from bacteria to plants to animals. It is classified as a non-polar, uncharged (at physiological pH) aromatic amino acid. Tyrosine is a non-essential amino acid, meaning the body can synthesize it – usually from phenylalanine. The conversion of phenylalanine to tyrosine is catalyzed by the enzyme phenylalanine hydroxylase, a monooxygenase. This enzyme catalyzes the reaction causing the addition of a hydroxyl group to the end of the 6-carbon aromatic ring of phenylalanine, such that it becomes tyrosine. Tyrosine is found in many high-protein food products such as chicken, turkey, fish, milk, yogurt, cottage cheese, cheese, peanuts, almonds, pumpkin seeds, sesame seeds, soy products, lima beans, avocados and bananas. Tyrosine is one of the few amino acids that readily passes the blood-brain barrier. Once in the brain, it is a precursor for the neurotransmitters dopamine, norepinephrine and epinephrine, better known as adrenalin. These neurotransmitters are an important part of the bodys sympathetic nervous system, and their concentrations in the body and brain are directly dependent upon dietary tyrosine. Tyrosine is not found in large concentrations throughout the body, probably because it is rapidly metabolized. Folic acid, copper and vitamin C are cofactor nutrients of these reactions. Tyrosine is also the precursor for hormones, including thyroid hormones (diiodotyrosine), catecholestrogens and the major human pigment, melanin. Tyrosine is an important amino acid in many proteins, peptides and even enkephalins, the bodys natural pain reliever. Valine and other branched amino acids, and possibly tryptophan and phenylalanine may reduce tyrosine absorption. A number of genetic errors of tyrosine metabolism have been identified, such as hawkinsinuria and tyrosinemia I. The most common feature of these diseases is the increased amount of tyrosine in the blood, which is marked by decreased motor activity, lethargy and poor feeding. Infection and intellectual deficits may occur. Vitamin C supplements can help reverse these disease symptoms. Some adults also develop elevated tyrosine in their blood. This typically indicates a need for more vitamin C. More tyrosine is needed under stress, and tyrosine supplements prevent the stress-induced depletion of norepinephrine and can help aleviate biochemical depression. However, tyrosine may not be good for treating psychosis. Many antipsychotic medications apparently function by inhibiting tyrosine metabolism. L-Dopa, which is directly used in Parkinsons, is made from tyrosine. Tyrosine, the nutrient, can be used as an adjunct in the treatment of Parkinsons. Peripheral metabolism of tyrosine necessitates large doses of tyrosine, however, compared to L-Dopa (http://www.dcnutrition.com). In addition to its role as a precursor for neurotransmitters, tyrosine plays an important role for the function of many proteins. Within many proteins or enzymes, certain tyrosine residues can be tagged (at the hydroxyl group) with a phosphate group (phosphorylated) by specialized protein kinases. In its phosphorylated form, tyrosine is called phosphotyrosine. Tyrosine phosphorylation is considered to be one of the key steps in signal transduction and regulation of enzymatic activity. Tyrosine (or its precursor phenylalanine) is also needed to synthesize the benzoquinone structure which forms part of coenzyme Q10. L-tyrosine is an optically active form of tyrosine having L-configuration. It has a role as an EC 1.3.1.43 (arogenate dehydrogenase) inhibitor, a nutraceutical, a micronutrient and a fundamental metabolite. It is an erythrose 4-phosphate/phosphoenolpyruvate family amino acid, a proteinogenic amino acid, a tyrosine and a L-alpha-amino acid. It is functionally related to a L-tyrosinal. It is a conjugate base of a L-tyrosinium. It is a conjugate acid of a L-tyrosinate(1-). It is an enantiomer of a D-tyrosine. It is a tautomer of a L-tyrosine zwitterion. Tyrosine is a non-essential amino acid. In animals it is synthesized from [phenylalanine]. It is also the precursor of [epinephrine], thyroid hormones, and melanin. L-Tyrosine is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). L-Tyrosine is the levorotatory isomer of the aromatic amino acid tyrosine. L-tyrosine is a naturally occurring tyrosine and is synthesized in vivo from L-phenylalanine. It is considered a non-essential amino acid; however, in patients with phenylketonuria who lack phenylalanine hydroxylase and cannot convert phenylalanine into tyrosine, it is considered an essential nutrient. In vivo, tyrosine plays a role in protein synthesis and serves as a precursor for the synthesis of catecholamines, thyroxine, and melanin. Tyrosine is an essential amino acid that readily passes the blood-brain barrier. Once in the brain, it is a precursor for the neurotransmitters dopamine, norepinephrine and epinephrine, better known as adrenalin. These neurotransmitters are an important part of the bodys sympathetic nervous system, and their concentrations in the body and brain are directly dependent upon dietary tyrosine. Tyrosine is not found in large concentrations throughout the body, probably because it is rapidly metabolized. Folic acid, copper and vitamin C are cofactor nutrients of these reactions. Tyrosine is also the precursor for hormones, thyroid, catecholestrogens and the major human pigment, melanin. Tyrosine is an important amino acid in many proteins, peptides and even enkephalins, the bodys natural pain reliever. Valine and other branched amino acids, and possibly tryptophan and phenylalanine may reduce tyrosine absorption. A number of genetic errors of tyrosine metabolism occur. Most common is the increased amount of tyrosine in the blood of premature infants, which is marked by decreased motor activity, lethargy and poor feeding. Infection and intellectual deficits may occur. Vitamin C supplements reverse the disease. Some adults also develop elevated tyrosine in their blood. This indicates a need for more vitamin C. More tyrosine is needed under stress, and tyrosine supplements prevent the stress-induced depletion of norepinephrine and can cure biochemical depression. However, tyrosine may not be good for psychosis. Many antipsychotic medications apparently function by inhibiting tyrosine metabolism. L-dopa, which is directly used in Parkinsons, is made from tyrosine. Tyrosine, the nutrient, can be used as an adjunct in the treatment of Parkinsons. Peripheral metabolism of tyrosine necessitates large doses of tyrosine, however, compared to L-dopa. A non-essential amino acid. In animals it is synthesized from PHENYLALANINE. It is also the precursor of EPINEPHRINE; THYROID HORMONES; and melanin. Dietary supplement, nutrient. Flavouring ingredient. L-Tyrosine is found in many foods, some of which are blue crab, sweet rowanberry, lemon sole, and alpine sweetvetch. An optically active form of tyrosine having L-configuration. L-Tyrosine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=60-18-4 (retrieved 2024-07-01) (CAS RN: 60-18-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). L-Tyrosine is a non-essential amino acid which can inhibit citrate synthase activity in the posterior cortex. L-Tyrosine is a non-essential amino acid which can inhibit citrate synthase activity in the posterior cortex.

   

beta-Elemene

(1S,2S,4R)-1-ethenyl-1-methyl-2,4-bis(prop-1-en-2-yl)cyclohexane

C15H24 (204.1877904)


(-)-beta-elemene is the (-)-enantiomer of beta-elemene that has (1S,2S,4R)-configuration. It has a role as an antineoplastic agent. beta-Elemene is a natural product found in Xylopia sericea, Eupatorium cannabinum, and other organisms with data available. Beta-elemene is one of the isomers of elemene, a lipid soluble sesquiterpene and the active component isolated from the Chinese medicinal herb Rhizoma zedoariae with potential antineoplastic and chemopreventive activities. Although the exact mechanism of action through which beta-elemene exerts its effect has yet to be fully elucidated, this agent appears to induce apoptosis through different mechanisms of action and induces cell cycle arrest at different stages based on the tumor cell type involved. Beta-elemene may sensitize cancer cells to other chemotherapeutic agents. See also: Cannabis sativa subsp. indica top (part of). Beta-elemene, also known as B-elemen or 2,4-diisopropenyl-1-methyl-1-vinylcyclohexane, is a member of the class of compounds known as elemane sesquiterpenoids. Elemane sesquiterpenoids are sesquiterpenoids with a structure based on the elemane skeleton. Elemane is a monocyclic compound consisting of a cyclohexane ring substituted with a methyl group, an ethyl group, and two 1-methylethyl groups at the 1-, 1-, 2-, and 4-position, respectively. Beta-elemene is a fresh, herbal, and waxy tasting compound and can be found in a number of food items such as lovage, anise, spearmint, and orange mint, which makes beta-elemene a potential biomarker for the consumption of these food products. Beta-elemene can be found primarily in saliva. beta-Elemene belongs to the class of organic compounds known as elemane sesquiterpenoids. These are sesquiterpenoids with a structure based on the elemane skeleton. Elemane is a monocyclic compound consisting of a cyclohexane ring substituted with a methyl group, an ethyl group, and two 1-methylethyl groups at the 1-, 1-, 2-, and 4-position, respectively. beta-Elemene can be found in herbs, spices, and root vegetables, which makes beta-elemene a potential biomarker for the consumption of these food products. It is a constituent of sweet flag, juniper oils, and Mentha species. β-Elemene ((-)-β-Elemene; Levo-β-elemene) is isolated from natural plant Curcuma aromatica with an antitumor activity. β-Elemene can induce cell apoptosis. β-Elemene ((-)-β-Elemene; Levo-β-elemene) is isolated from natural plant Curcuma aromatica with an antitumor activity. β-Elemene can induce cell apoptosis.

   

Nonacosane

Nonacosane; Celidoniol, deoxy- (7CI); n-Nonacosane

C29H60 (408.469476)


Nonacosane, also known as CH3-[CH2]27-CH3, belongs to the class of organic compounds known as alkanes. These are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Nonacosane is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, nonacosane is considered to be a hydrocarbon lipid molecule. Nonacosane is a straight-chain hydrocarbon with a molecular formula of C29H60. Nonacosane has been identified within several essential oils. Nonacosane has been detected, but not quantified, in several different foods, such as peachs, ginkgo nuts, cauliflowers, arabica coffee, and lambsquarters. This could make nonacosane a potential biomarker for the consumption of these foods. Nonacosane occurs naturally and has been reported to be a component of a pheromone of Orgyia leucostigma, and evidence suggests it plays a role in the chemical communication of several insects, including the female Anopheles stephensi (a mosquito). It can also be prepared synthetically. It has 1,590,507,121 constitutional isomers. Nonacosane, also known as ch3-[ch2]27-ch3, is a member of the class of compounds known as alkanes. Alkanes are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Thus, nonacosane is considered to be a hydrocarbon lipid molecule. Nonacosane can be found in a number of food items such as garden tomato (variety), papaya, brussel sprouts, and wild carrot, which makes nonacosane a potential biomarker for the consumption of these food products. Nonacosane occurs naturally and has been reported to be a component of a pheromone of Orgyia leucostigma, and evidence suggests it plays a role in the chemical communication of several insects, including the female Anopheles stephensi (a mosquito) . Nonacosane is a straight-chain alkane comprising of 29 carbon atoms. It has a role as a plant metabolite and a volatile oil component. Nonacosane is a natural product found in Euphorbia larica, Quercus salicina, and other organisms with data available. See also: Moringa oleifera leaf oil (part of). A straight-chain alkane comprising of 29 carbon atoms. Nonacosane, isolated from Baphia massaiensis, exhibits weak activities against E. coli, B. subtilis, P. aeruginosa and S. aureus[1]. Nonacosane, isolated from Baphia massaiensis, exhibits weak activities against E. coli, B. subtilis, P. aeruginosa and S. aureus[1].

   

beta-Phellandrene

3-methylidene-6-(propan-2-yl)cyclohex-1-ene

C10H16 (136.1251936)


beta-Phellandrene is found in allspice. beta-Phellandrene is widely distributed in essential oils (Angelica, Eucalyptus, Lavandula, Mentha, Pinus species). beta-Phellandrene is a flavour ingredient.Phellandrene is the name for a pair of organic compounds that have a similar molecular structure and similar chemical properties. alpha-Phellandrene and beta-phellandrene are cyclic monoterpenes and are double-bond isomers. The phellandrenes are used in fragrances because of their pleasing aromas. (Wikipedia Beta-phellandrene is one of a pair of phellandrene cyclic monoterpene double-bond isomers in which one double bond is exocyclic (cf. alpha-phellandrene, where both of them are endoocyclic). It has a role as a plant metabolite. beta-Phellandrene is a natural product found in Xylopia aromatica, Dacrydium nausoriense, and other organisms with data available. See also: Cannabis sativa subsp. indica top (part of). One of a pair of phellandrene cyclic monoterpene double-bond isomers in which one double bond is exocyclic (cf. alpha-phellandrene, where both of them are endoocyclic). Widely distributed in essential oils (Angelica, Eucalyptus, Lavandula, Mentha, Pinus subspecies). Flavour ingredient β-Phellandrene is obtained from Carum petroselinum. β-Phellandrene can be used to essential oil additives[1]. β-Phellandrene is obtained from Carum petroselinum. β-Phellandrene can be used to essential oil additives[1].

   

Dopamine

alpha-(3,4-Dihydroxyphenyl)-beta-aminoethane

C8H11NO2 (153.0789746)


Dopamine is a member of the catecholamine family of neurotransmitters in the brain and is a precursor to epinephrine (adrenaline) and norepinephrine (noradrenaline). Dopamine is synthesized in the body (mainly by nervous tissue and adrenal glands) first by the hydration of the amino acid tyrosine to DOPA by tyrosine hydroxylase and then by the decarboxylation of DOPA by aromatic-L-amino-acid decarboxylase. Dopamine is a major transmitter in the extrapyramidal system of the brain, and important in regulating movement. A family of receptors (dopamine receptors) mediates its action, which plays a major role in reward-motivated behaviour. Dopamine has many other functions outside the brain. In blood vessels, dopamine inhibits norepinephrine release and acts as a vasodilator (at normal concentrations); in the kidneys, it increases sodium excretion and urine output; in the pancreas, it reduces insulin production; in the digestive system, it reduces gastrointestinal motility and protects intestinal mucosa; and in the immune system, it reduces the activity of lymphocytes. Parkinsons disease, a degenerative condition causing tremor and motor impairment, is caused by a loss of dopamine-secreting neurons in an area of the midbrain called the substantia nigra. There is evidence that schizophrenia involves altered levels of dopamine activity, and most antipsychotic drugs used to treat this are dopamine antagonists, which reduce dopamine activity. Attention deficit hyperactivity disorder, bipolar disorder, and addiction are also characterized by defects in dopamine production or metabolism. It has been suggested that animals derived their dopamine-synthesizing machinery from bacteria via horizontal gene transfer that may have occurred relatively late in evolutionary time. This is perhaps a result of the symbiotic incorporation of bacteria into eukaryotic cells that gave rise to mitochondria. Dopamine is elevated in the urine of people who consume bananas. When present in sufficiently high levels, dopamine can be a neurotoxin and a metabotoxin. A neurotoxin is a compound that disrupts or attacks neural tissue. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of dopamine are associated with neuroblastoma, Costello syndrome, leukemia, phaeochromocytoma, aromatic L-amino acid decarboxylase deficiency, and Menkes disease (MNK). High levels of dopamine can lead to hyperactivity, insomnia, agitation and anxiety, depression, delusions, excessive salivation, nausea, and digestive problems. A study has shown that urinary dopamine is produced by Bacillus and Serratia (PMID: 24621061) Occurs in several higher plants, such as banana (Musa sapientum). As a member of the catecholamine family, dopamine is a precursor to norepinephrine (noradrenaline) and then epinephrine (adrenaline) in the biosynthetic pathways for these neurotransmitters. Dopamine is elevated in the urine of people who consume bananas. Dopamine is found in many foods, some of which are garden onion, purslane, garden tomato, and swiss chard. Dopamine (DA, a contraction of 3,4-dihydroxyphenethylamine) is a neuromodulatory molecule that plays several important roles in cells. It is an organic chemical of the catecholamine and phenethylamine families. Dopamine constitutes about 80\% of the catecholamine content in the brain. It is an amine synthesized by removing a carboxyl group from a molecule of its precursor chemical, L-DOPA, which is synthesized in the brain and kidneys. Dopamine is also synthesized in plants and most animals. In the brain, dopamine functions as a neurotransmitter—a chemical released by neurons (nerve cells) to send signals to other nerve cells. Neurotransmitters are synthesized in specific regions of the brain, but affect many regions systemically. The brain includes several distinct dopamine pathways, one of which plays a major role in the motivational component of reward-motivated behavior. The anticipation of most types of rewards increases the level of dopamine in the brain,[4] and many addictive drugs increase dopamine release or block its reuptake into neurons following release.[5] Other brain dopamine pathways are involved in motor control and in controlling the release of various hormones. These pathways and cell groups form a dopamine system which is neuromodulatory.[5] In popular culture and media, dopamine is often portrayed as the main chemical of pleasure, but the current opinion in pharmacology is that dopamine instead confers motivational salience;[6][7][8] in other words, dopamine signals the perceived motivational prominence (i.e., the desirability or aversiveness) of an outcome, which in turn propels the organism's behavior toward or away from achieving that outcome.[8][9] Outside the central nervous system, dopamine functions primarily as a local paracrine messenger. In blood vessels, it inhibits norepinephrine release and acts as a vasodilator; in the kidneys, it increases sodium excretion and urine output; in the pancreas, it reduces insulin production; in the digestive system, it reduces gastrointestinal motility and protects intestinal mucosa; and in the immune system, it reduces the activity of lymphocytes. With the exception of the blood vessels, dopamine in each of these peripheral systems is synthesized locally and exerts its effects near the cells that release it. Several important diseases of the nervous system are associated with dysfunctions of the dopamine system, and some of the key medications used to treat them work by altering the effects of dopamine. Parkinson's disease, a degenerative condition causing tremor and motor impairment, is caused by a loss of dopamine-secreting neurons in an area of the midbrain called the substantia nigra. Its metabolic precursor L-DOPA can be manufactured; Levodopa, a pure form of L-DOPA, is the most widely used treatment for Parkinson's. There is evidence that schizophrenia involves altered levels of dopamine activity, and most antipsychotic drugs used to treat this are dopamine antagonists which reduce dopamine activity.[10] Similar dopamine antagonist drugs are also some of the most effective anti-nausea agents. Restless legs syndrome and attention deficit hyperactivity disorder (ADHD) are associated with decreased dopamine activity.[11] Dopaminergic stimulants can be addictive in high doses, but some are used at lower doses to treat ADHD. Dopamine itself is available as a manufactured medication for intravenous injection. It is useful in the treatment of severe heart failure or cardiogenic shock.[12] In newborn babies it may be used for hypotension and septic shock.[13] Dopamine is synthesized in a restricted set of cell types, mainly neurons and cells in the medulla of the adrenal glands.[22] The primary and minor metabolic pathways respectively are: Primary: L-Phenylalanine → L-Tyrosine → L-DOPA → Dopamine[19][20] Minor: L-Phenylalanine → L-Tyrosine → p-Tyramine → Dopamine[19][20][21] Minor: L-Phenylalanine → m-Tyrosine → m-Tyramine → Dopamine[21][23][24] The direct precursor of dopamine, L-DOPA, can be synthesized indirectly from the essential amino acid phenylalanine or directly from the non-essential amino acid tyrosine.[25] These amino acids are found in nearly every protein and so are readily available in food, with tyrosine being the most common. Although dopamine is also found in many types of food, it is incapable of crossing the blood–brain barrier that surrounds and protects the brain.[26] It must therefore be synthesized inside the brain to perform its neuronal activity.[26] L-Phenylalanine is converted into L-tyrosine by the enzyme phenylalanine hydroxylase, with molecular oxygen (O2) and tetrahydrobiopterin as cofactors. L-Tyrosine is converted into L-DOPA by the enzyme tyrosine hydroxylase, with tetrahydrobiopterin, O2, and iron (Fe2+) as cofactors.[25] L-DOPA is converted into dopamine by the enzyme aromatic L-amino acid decarboxylase (also known as DOPA decarboxylase), with pyridoxal phosphate as the cofactor.[25] Dopamine itself is used as precursor in the synthesis of the neurotransmitters norepinephrine and epinephrine.[25] Dopamine is converted into norepinephrine by the enzyme dopamine β-hydroxylase, with O2 and L-ascorbic acid as cofactors.[25] Norepinephrine is converted into epinephrine by the enzyme phenylethanolamine N-methyltransferase with S-adenosyl-L-methionine as the cofactor.[25] Some of the cofactors also require their own synthesis.[25] Deficiency in any required amino acid or cofactor can impair the synthesis of dopamine, norepinephrine, and epinephrine.[25] Degradation Dopamine is broken down into inactive metabolites by a set of enzymes—monoamine oxidase (MAO), catechol-O-methyl transferase (COMT), and aldehyde dehydrogenase (ALDH), acting in sequence.[27] Both isoforms of monoamine oxidase, MAO-A and MAO-B, effectively metabolize dopamine.[25] Different breakdown pathways exist but the main end-product is homovanillic acid (HVA), which has no known biological activity.[27] From the bloodstream, homovanillic acid is filtered out by the kidneys and then excreted in the urine.[27] The two primary metabolic routes that convert dopamine into HVA are:[28] Dopamine → DOPAL → DOPAC → HVA – catalyzed by MAO, ALDH, and COMT respectively Dopamine → 3-Methoxytyramine → HVA – catalyzed by COMT and MAO+ALDH respectively In clinical research on schizophrenia, measurements of homovanillic acid in plasma have been used to estimate levels of dopamine activity in the brain. A difficulty in this approach however, is separating the high level of plasma homovanillic acid contributed by the metabolism of norepinephrine.[29][30] Although dopamine is normally broken down by an oxidoreductase enzyme, it is also susceptible to oxidation by direct reaction with oxygen, yielding quinones plus various free radicals as products.[31] The rate of oxidation can be increased by the presence of ferric iron or other factors. Quinones and free radicals produced by autoxidation of dopamine can poison cells, and there is evidence that this mechanism may contribute to the cell loss that occurs in Parkinson's disease and other conditions.[32]

   

Tyramine

alpha-(4-Hydroxyphenyl)-beta-aminoethane

C8H11NO (137.0840596)


Tyramine is a monoamine compound derived from the amino acid tyrosine. Tyramine is metabolized by the enzyme monoamine oxidase. In foods, it is often produced by the decarboxylation of tyrosine during fermentation or decay. Foods containing considerable amounts of tyramine include fish, chocolate, alcoholic beverages, cheese, soy sauce, sauerkraut, and processed meat. A large dietary intake of tyramine can cause an increase in systolic blood pressure of 30 mmHg or more. Tyramine acts as a neurotransmitter via a G protein-coupled receptor with high affinity for tyramine called TA1. The TA1 receptor is found in the brain as well as peripheral tissues including the kidney. An indirect sympathomimetic, Tyramine can also serve as a substrate for adrenergic uptake systems and monoamine oxidase so it prolongs the actions of adrenergic transmitters. It also provokes transmitter release from adrenergic terminals. Tyramine is a biomarker for the consumption of cheese [Spectral] Tyramine (exact mass = 137.08406) and L-Methionine (exact mass = 149.05105) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. [Spectral] Tyramine (exact mass = 137.08406) and Glutathione (exact mass = 307.08381) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. D018377 - Neurotransmitter Agents > D014179 - Neurotransmitter Uptake Inhibitors > D018759 - Adrenergic Uptake Inhibitors D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents > D013566 - Sympathomimetics Acquisition and generation of the data is financially supported in part by CREST/JST. D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents IPB_RECORD: 267; CONFIDENCE confident structure CONFIDENCE standard compound; INTERNAL_ID 5105 D049990 - Membrane Transport Modulators KEIO_ID T008 Tyramine is an amino acid that helps regulate blood pressure. Tyramine occurs naturally in the body, and it's found in certain foods[1]. Tyramine is an amino acid that helps regulate blood pressure. Tyramine occurs naturally in the body, and it's found in certain foods[1].

   

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].

   

Isobutyric acid

Isobutyric acid, sodium salt, 14C-labeled

C4H8O2 (88.0524268)


Isobutyric acid is a carboxylic or short chain fatty acid with characteristic sweat-like smell. Small amount of isobutyrate is generated via microbial (gut) metabolism. Small amounts may also be found in certain foods or fermented beverages. There is anosmia (genetic inability to smell) for the odor of isobutyric acid with a frequency of about 2.5\\%. (OMIM 207000). Isobutyric acid is slightly soluble in water but much more soluble in ethanol, ether and organic solvents. Isobutyric acid can affect people if breathed in and may be absorbed through the skin. Contact can irritate and burn the skin and eyes. Breathing Isobutyric acid can irritate the nose, throat and lungs causing coughing, wheezing and/or shortness of breath. Present in apple, morello cherry, guava fruit, wine grapes, pineapple, crispbread, other breads, cheeses, wines, scallop and several essential oils, e.g. Roman chamomile. Acid and simple esters used as flavouring agents KEIO_ID I012

   

Isovaleric acid

3-Methylbutyric acid: isopropyl-acetic acid

C5H10O2 (102.068076)


Isovaleric acid, is a natural fatty acid found in a wide variety of plants and essential oils. Isovaleric acid is clear colorless liquid that is sparingly soluble in water, but well soluble in most common organic solvents. It has been suggested that isovaleric acid from pilot whales, a species frequently consumed in the Faroe Islands, may be the unusual dietary factor in prolonged gestation in the population of the Faroe Islands. Previous studies suggested that was due to the high intake of n-3 polyunsaturated fatty acids has been, but fatty acid data for eicosapentaenoic acid (EPA) and docosahexanoic acid (DHA) in blood lipids of Faroese and Norwegians was reviewed in terms of the type of fish eaten (mostly lean white fish with DHA much greater than EPA); the popular lean fish, thus, probably provides too little EPA to produce a marked effect on human biochemistry (PMID 2646392). Isovaleric acid is found to be associated with isovaleric acidemia, which is an inborn error of metabolism. Flavouring agent. Simple esters are used in flavourings. Constituent of hops, cheese etc.; an important component of cheese aroma and flavour CONFIDENCE standard compound; INTERNAL_ID 152 KEIO_ID I018 Isovaleric acid is a natural fatty acid and known to effect on neonatal death and possible Jamaican vomiting sickness in human. Isovaleric acid is a natural fatty acid and known to effect on neonatal death and possible Jamaican vomiting sickness in human.

   

Camphene

3,3-Dimethyl-2-methylidenebicyclo[2.2.1]heptane

C10H16 (136.1251936)


Camphene, also known as 2,2-dimethyl-3-methylenebicyclo[2.2.1]heptane or 2,2-dimethyl-3-methylenenorbornane, is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes is known to occur mainly through the methyl-erythritol-phosphate (MEP) pathway in plastids (PMID:7640522 ). Geranyl diphosphate (GPP) is a key intermediate in the biosynthesis of cyclic monoterpenes. GPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. Camphene is nearly insoluble in water but very soluble in common organic solvents. It volatilizes readily at room temperature and has a pungent smell. It exists as a flammable, white solid that has a minty, citrus, eucalyptus odor. It is produced industrially by catalytic isomerization of the more common alpha-pinene. Camphene is used in the preparation of fragrances and in food additives for flavouring. In the mid-19th century it was used as a fuel for lamps, but this was limited by its explosiveness. Camphene exists in all eukaryotes, ranging from yeast to plants to humans. Camphene can be found in a number of food items such as dill, carrots, caraway, hyssop, lemon, orange, nutmeg seed, parsley, sage, thyme, turmeric and fennel, which makes camphene a potential biomarker for the consumption of these food products. It is a minor constituent of many essential oils such as turpentine, cypress oil, camphor oil, citronella oil, neroli, ginger oil, and valerian. Camphene is one of several monoterpenes that are found in cannabis plants (PMID:6991645 ). Camphene, also known as 2,2-dimethyl-3-methylenebicyclo[2.2.1]heptane or 2,2-dimethyl-3-methylenenorbornane, is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. Camphene is a camphor, fir needle, and herbal tasting compound and can be found in a number of food items such as cardamom, yellow bell pepper, common thyme, and coriander, which makes camphene a potential biomarker for the consumption of these food products. Camphene can be found primarily in feces and saliva. Camphene exists in all eukaryotes, ranging from yeast to humans. Camphene is a bicyclic monoterpene. It is nearly insoluble in water, but very soluble in common organic solvents. It volatilizes readily at room temperature and has a pungent smell. It is a minor constituent of many essential oils such as turpentine, cypress oil, camphor oil, citronella oil, neroli, ginger oil, and valerian. It is produced industrially by catalytic isomerization of the more common alpha-pinene. Camphene is used in the preparation of fragrances and as a food additive for flavoring. Its mid-19th century use as a fuel for lamps was limited by its explosiveness .

   

Terpinolene

1-methyl-4-(propan-2-ylidene)cyclohexene p-mentha-1,4(8)-diene

C10H16 (136.1251936)


Terpinolene (TPO), also known as alpha-terpinolene or isoterpinene, belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Thus, terpinolene is considered to be an isoprenoid lipid molecule. Terpinolene is a very hydrophobic monoterpenoid, practically insoluble in water, and relatively neutral. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes in plants is known to occur mainly through the methyl-erythritol-phosphate (MEP) pathway in the plastids (PMID:7640522 ). Geranyl diphosphate (GPP) is a key intermediate in the biosynthesis of cyclic monoterpenes. GPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. Terpinolene is one of the constituents of turpentine and an isomer of terpinene. It appears colourless to pale yellow liquid. Alpha-terpinolene has been identified as an abundant monoterpene in the essential oil of Cannabis sativa plants (PMID:6991645 ). There are more than 140 known terpenes in cannabis and the combination of these terepenoids produces the skunky, fruity odor characteristic of C. savita. Although common in cannabis cultivars, terpinolene is typically found in relatively low amounts. On the other hand, the concentration of terpinolene can be has high as 30\\% of the essential oil. It is thought that terpinolene offers a mildly sedative effect and can reduce anxiety (PMID:28826544 ). In particular, terpinolene is a central nervous system depressant that has been shown to induce drowsiness (PMID:23339024 ). Terpinolene has been demonstrated to prevent LDL oxidation and is of potential interest in the treatment of atherogenesis and coronary artery disease (PMID:28826544 ). Terpinolene exhibits antifungal and larvicidal properties (PMID:28826544 ). Terpinolene is also an effective anti-microbial agent, particularly against E coli and Staphylococcus bacteria (PMID:16402540 ). Terpinolene is also employed as a fragrence ingredient in lotions, insect repellents (similar to other terpenes), perfumes, and soaps. Terpinolene is also a constituent of many other essential oils e. g. Citrus, Mentha, Juniperus, Myristica species. Parsnip oil (Pastinaca sativa) in particular, is a major source (40-70\\%). Terpinolene is a sweet, citrus, and fresh tasting compound. It produces a floral, woody or herbal aroma reminiscent of pine needles. In addition to being found in various plant essential oils, terpinolene is found in a few different foods and spices, such as allspice, apples, sage, rosemary, parsnips, nutmegs, and wild carrots and in a lower concentration in sweet bay, star anises, turmerics, apricots, cumins, evergreen blackberries, red bell peppers, and caraway. Constituent of many essential oils e.g. Citrus, Mentha, Juniperus, Myristica subspecies Parsnip oil (Pastinaca sativa) is a major source (40-70\\%). Flavouring ingredient. Terpinolene is found in many foods, some of which are coriander, ceylon cinnamon, pine nut, and caraway.

   

Toluene

Methylbenzene, 9ci

C7H8 (92.0625968)


Toluene, also known as methylbenzene or phenylmethane, belongs to the class of organic compounds known as toluenes. Toluenes are compounds containing a benzene ring which bears a methane group. Toluene is a drug which is used for the removal of ascarids (toxocara canis and toxascaris leonina) and hookworms (ancylostoma caninum and uncinaria stenocephala) and as an aid in removing tapeworms (taenia pisiformis, dipylidium caninum, and echinococcus granulosus) from dogs and cats. Toluene is possibly neutral. Toluene exists in all living species, ranging from bacteria to humans. Toluene is a sweet and paint tasting compound. Toluene is found, on average, in the highest concentration within a few different foods, such as black walnuts, rosemaries, and corianders and in a lower concentration in milk (cow) and kohlrabis. Toluene has also been detected, but not quantified, in several different foods, such as prickly pears, citrus, yellow bell peppers, apples, and garden tomato (var.). This could make toluene a potential biomarker for the consumption of these foods. Toluene is a potentially toxic compound. Toluene, with regard to humans, has been found to be associated with several diseases such as pervasive developmental disorder not otherwise specified, perillyl alcohol administration for cancer treatment, autism, and asthma; toluene has also been linked to the inborn metabolic disorder celiac disease. Isolated from distilled tolu balsam (Myroxylon balsamum). Minor constituent of lime oil (Citrus aurantifolia) D012997 - Solvents

   

Hentriacontane

N-Hentriacontane

C31H64 (436.5007744)


Hentriacontane is found in black elderberry. Hentriacontane, also called untriacontane, is a solid, long-chain alkane hydrocarbon with the structural formula CH3(CH2)29CH3. It is found in a variety of plants, including peas (pisum sativum), gum arabic (acacia senegal) and others, and also comprises about 8-9\\% of beeswax. It has 10,660,307,791 constitutional isomers Hentriacontane, also called untriacontane, is a solid, long-chain alkane hydrocarbon with the structural formula CH3(CH2)29CH3. It is found in a variety of plants, including peas (pisum sativum), gum arabic (acacia senegal) and others, and also comprises about 8-9\\% of beeswax. It has 10,660,307,791 constitutional isomers.

   

Neocembrene

1,5,9-Cyclotetradecatriene, 1,5,9-trimethyl-12-(1-methylethenyl)-

C20H32 (272.2503872)


   

Germacrene

(1E,5E)-1,5-Dimethyl-8-(1-methylethylidene)-1,5-cyclodecadiene

C15H24 (204.18779039999998)


Germacrene, also known as (e,e)-germacra-1(10),4,7(11)-triene, is a member of the class of compounds known as germacrane sesquiterpenoids. Germacrane sesquiterpenoids are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups. Thus, germacrene is considered to be an isoprenoid lipid molecule. Germacrene can be found in turmeric, which makes germacrene a potential biomarker for the consumption of this food product. Germacrenes are a class of volatile organic hydrocarbons, specifically, sesquiterpenes. Germacrenes are typically produced in a number of plant species for their antimicrobial and insecticidal properties, though they also play a role as insect pheromones. Two prominent molecules are germacrene A and germacrene D .

   

(+)-alpha-Carene

(1R,6S)-3,7,7-trimethylbicyclo[4.1.0]hept-3-ene

C10H16 (136.1251936)


(+)-alpha-Carene is found in herbs and spices. (+)-alpha-Carene is widespread plant product, found especially in turpentine oils (from Pinus species) and oil of galbanu Isolated from root oil of Kaempferia galanga. (-)-alpha-Carene is found in many foods, some of which are pummelo, cumin, herbs and spices, and sweet orange.

   

Tricosane

CH3-[CH2]21-CH3

C23H48 (324.37558079999997)


N-tricosane, also known as ch3-[ch2]21-ch3, is a member of the class of compounds known as alkanes. Alkanes are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Thus, N-tricosane is considered to be a hydrocarbon lipid molecule. N-tricosane is an alkane and waxy tasting compound and can be found in a number of food items such as kohlrabi, papaya, coconut, and ginkgo nuts, which makes N-tricosane a potential biomarker for the consumption of these food products. N-tricosane can be found primarily in saliva. The term higher alkanes is sometimes used literally as "alkanes with a higher number of carbon atoms". One definition distinguishes the higher alkanes as the n-alkanes that are solid under natural conditions . Tricosane belongs to the class of organic compounds known as acyclic alkanes. These are acyclic hydrocarbons consisting only of n carbon atoms and m hydrogen atoms where m=2*n + 2.

   

Caldopentamine

Caldopentamine

C12H31N5 (245.2579326)


A polyazaalkane that is the 1,5,9,13,17-pentaaza derivative of heptodecane.

   

β-Pinene

(1S,5S)-7,7-dimethyl-4-methylidene-bicyclo[3.1.1]heptane

C10H16 (136.1251936)


An isomer of pinene with an exocyclic double bond. It is a component of essential oils from many plants. Widely distributed in plants, usually associated with a-Pinene JPV84-W but in smaller amounts. Found in lime peel oil, ginger, nutmeg, mace, bitter fennel, rosemary and sage. Flavour ingredient β-Pinene ((-)-β-Pinene), a major component of turpentine, inhibit infectious bronchitis virus (IBV) with an IC50 of 1.32 mM. β-Pinene presents antimicrobial activity[1][2]. β-Pinene ((-)-β-Pinene), a major component of turpentine, inhibit infectious bronchitis virus (IBV) with an IC50 of 1.32 mM. β-Pinene presents antimicrobial activity[1][2].

   

HEPTACOSANE

HEPTACOSANE

C27H56 (380.4381776)


A straight-chain alkane with 27 carbon atoms.

   

Pentacosane

2A4605C9-A088-458C-AD58-AA987FF6C408

C25H52 (352.4068792)


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

   

(+)-alpha-Muurolene

4,7-dimethyl-1-(propan-2-yl)-1,2,4a,5,6,8a-hexahydronaphthalene

C15H24 (204.18779039999998)


(+)-alpha-Muurolene is isolated from various plant oils including Pinus mugo (dwarf mountain pine). Isolated from various plant oils including Pinus mugo (dwarf mountain pine)

   

3-Methyltricosane

3-Methyl-N-tricosane

C24H50 (338.39123)


3-Methyltricosane is found in alcoholic beverages. 3-Methyltricosane is isolated from hop oil (Humulus lupulus) and orange oil (Citrus sinensis). Isolated from hop oil (Humulus lupulus) and orange oil (Citrus sinensis). 3-Methyltricosane is found in alcoholic beverages and citrus.

   

Norfuraneol

4-Hydroxy-5-methyl-2,3-dihydrofuran-3-one

C5H6O3 (114.0316926)


Norfuraneol is found in fruits. Norfuraneol is isolated from oil of figs and from guava. Beef flavouring ingredien Isolated from oil of figs and from guava. Beef flavouring ingredient. Norfuraneol is found in fruits.

   

2-Methyltricosane

2-Methyl-tricosane

C24H50 (338.39123)


2-Methyltricosane is found in alcoholic beverages. 2-Methyltricosane is a minor constituent of hops (Humulus lupulus

   

2-Methylhexacosane

2-Methyl-hexacosane

C27H56 (380.4381776)


2-Methylhexacosane is found in alcoholic beverages. 2-Methylhexacosane is isolated from hop oil (Humulus lupulus) and orange oil (Citrus sinensis

   

Octacosane

CH3-[CH2]26-CH3

C28H58 (394.4538268)


Octacosane, also known as ch3-[ch2]26-ch3, is a member of the class of compounds known as alkanes. Alkanes are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Thus, octacosane is considered to be a hydrocarbon lipid molecule. Octacosane can be found in a number of food items such as peach, linden, apple, and carrot, which makes octacosane a potential biomarker for the consumption of these food products. Octacosane can be found primarily in saliva. The term higher alkanes is sometimes used literally as "alkanes with a higher number of carbon atoms". One definition distinguishes the higher alkanes as the n-alkanes that are solid under natural conditions . Octacosane, also known as CH3-[CH2]26-CH3, belongs to the class of organic compounds known as alkanes. These are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Octacosane is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, octacosane is considered to be a hydrocarbon lipid molecule. Octacosane has been detected, but not quantified, in several different foods, such as peachs, coconuts, apples, sweet cherries, and lindens. This could make octacosane a potential biomarker for the consumption of these foods. A straight-chain alkane containing 28 carbon atoms.

   

Hexacosane

CH3-[CH2]24-CH3

C26H54 (366.4225284)


Hexacosane, also known as ch3-[ch2]24-ch3, is a member of the class of compounds known as alkanes. Alkanes are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Thus, hexacosane is considered to be a hydrocarbon lipid molecule. Hexacosane can be found in a number of food items such as black elderberry, sunflower, papaya, and sweet cherry, which makes hexacosane a potential biomarker for the consumption of these food products. Hexacosane can be found primarily in saliva. The term higher alkanes is sometimes used literally as "alkanes with a higher number of carbon atoms". One definition distinguishes the higher alkanes as the n-alkanes that are solid under natural conditions . Hexacosane, also known as CH3-[CH2]24-CH3, belongs to the class of organic compounds known as alkanes. These are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Thus, hexacosane is considered to be a hydrocarbon lipid molecule. Hexacosane is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Hexacosane has been detected, but not quantified, in several different foods, such as peachs, sunflowers, parsnips, coconuts, and papaya. This could make hexacosane a potential biomarker for the consumption of these foods. A straight-chain alkane comprising of 26 carbon atoms.

   

(+)-4-Carene

4,7,7-trimethylbicyclo[4.1.0]hept-2-ene

C10H16 (136.1251936)


(+)-4-Carene belongs to the family of Cycloalkenes. These are compounds containing a non-aromatic closed ring of carbon atoms in which at least 2 atoms are connected by a double bond

   

Heptacosane

CH3-[CH2]25-CH3

C27H56 (380.4381776)


Heptacosane, also known as CH3-[CH2]25-CH3, belongs to the class of organic compounds known as alkanes. These are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2, and consist entirely of hydrogen atoms and saturated carbon atoms. Thus, heptacosane is a hydrocarbon lipid molecule, is very hydrophobic, practically insoluble in water, and relatively neutral. Heptacosane has been detected in avocado, sunflowers, peachs, sweet cherries, and wild carrots. This could make heptacosane a potential biomarker for the consumption of these foods. Heptacosane, in addition to other flavonoids, alkaloids and sugars, extracted from the root of Trichosanthes dioica, exhibited antimicrobial activity against Proteus mirabilis and Bacillus subtilis http://www.phytojournal.com/archives/?year=2016&vol=5&issue=5&part=F&ArticleId=985 Heptacosane, also known as ch3-[ch2]25-ch3, is a member of the class of compounds known as alkanes. Alkanes are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Thus, heptacosane is considered to be a hydrocarbon lipid molecule. Heptacosane can be found in a number of food items such as wild carrot, linden, sweet cherry, and papaya, which makes heptacosane a potential biomarker for the consumption of these food products. The term higher alkanes is sometimes used literally as "alkanes with a higher number of carbon atoms". One definition distinguishes the higher alkanes as the n-alkanes that are solid under natural conditions .

   

gamma-Gurjunene

1,4-dimethyl-7-(prop-1-en-2-yl)-1,2,3,3a,4,5,6,7-octahydroazulene

C15H24 (204.18779039999998)


Gamma-gurjunene, also known as gamma-gurjunene, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Gamma-gurjunene is a musty tasting compound found in pot marjoram and sweet basil, which makes gamma-gurjunene a potential biomarker for the consumption of these food products. Gamma-gurjunene, also known as γ-gurjunene, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Gamma-gurjunene is a musty tasting compound found in pot marjoram and sweet basil, which makes gamma-gurjunene a potential biomarker for the consumption of these food products.

   

Germacrene A

(1Z,5Z,8S)-1,5-dimethyl-8-(prop-1-en-2-yl)cyclodeca-1,5-diene

C15H24 (204.18779039999998)


Germacrene a is a member of the class of compounds known as germacrane sesquiterpenoids. Germacrane sesquiterpenoids are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups. Germacrene a can be found in sweet basil, which makes germacrene a a potential biomarker for the consumption of this food product.

   
   

5-Methylpentacosane

5-Methylpentacosane

C26H54 (366.4225284)


   

Helminthogermacrene

(-)-Helminthogermacrene

C15H24 (204.18779039999998)


   
   

2-Methyltriacontane

2-Methyltriacontane

C31H64 (436.5007744)


   

PENTACOS-9-ENE

PENTACOS-9-ENE

C25H50 (350.39123)


   

3,7-dimethylpentacosane

3,7-dimethylpentacosane

C27H56 (380.4381776)


   

13-Methylheptacosane

13-Methylheptacosane

C28H58 (394.4538268)


   

3-methylhexacosane

3-methylhexacosane

C27H56 (380.4381776)


   

11-Methylheptacosane

11-Methylheptacosane

C28H58 (394.4538268)


   
   

2-Methylpentacosane

2-Methylpentacosane

C26H54 (366.4225284)


   

3-methyltetracosane

3-methyltetracosane

C25H52 (352.4068792)


   

Pentacosane

EINECS 211-123-6

C25H52 (352.4068792)


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

   

Tyramine

Tyramine

C8H11NO (137.0840596)


D018377 - Neurotransmitter Agents > D014179 - Neurotransmitter Uptake Inhibitors > D018759 - Adrenergic Uptake Inhibitors D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents > D013566 - Sympathomimetics A primary amino compound obtained by formal decarboxylation of the amino acid tyrosine. D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents D049990 - Membrane Transport Modulators Annotation level-2 Acquisition and generation of the data is financially supported by the Max-Planck-Society IPB_RECORD: 2741; CONFIDENCE confident structure Tyramine is an amino acid that helps regulate blood pressure. Tyramine occurs naturally in the body, and it's found in certain foods[1]. Tyramine is an amino acid that helps regulate blood pressure. Tyramine occurs naturally in the body, and it's found in certain foods[1].

   

L-Tryptophan

L-Tryptophane

C11H12N2O2 (204.0898732)


MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; QIVBCDIJIAJPQS-VIFPVBQESA-N_STSL_0010_L-Tryptophan_8000fmol_180410_S2_LC02_MS02_83; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. CONFIDENCE standard compound; INTERNAL_ID 5 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.178 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.176 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.170 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.171 L-Tryptophan (Tryptophan) is an essential amino acid that is the precursor of serotonin, melatonin, and vitamin B3[1]. L-Tryptophan (Tryptophan) is an essential amino acid that is the precursor of serotonin, melatonin, and vitamin B3[1].

   

Dopamine

Dopamine

C8H11NO2 (153.0789746)


C - Cardiovascular system > C01 - Cardiac therapy > C01C - Cardiac stimulants excl. cardiac glycosides > C01CA - Adrenergic and dopaminergic agents D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents > D013566 - Sympathomimetics Catechol in which the hydrogen at position 4 is substituted by a 2-aminoethyl group. D018377 - Neurotransmitter Agents > D015259 - Dopamine Agents D020011 - Protective Agents > D002316 - Cardiotonic Agents D002317 - Cardiovascular Agents MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; VYFYYTLLBUKUHU_STSL_0097_Dopamine_2000fmol_180430_S2_LC02_MS02_90; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I.

   

L-Tyrosine

L-Tyrosine

C9H11NO3 (181.0738896)


MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; OUYCCCASQSFEME-QMMMGPOBSA-N_STSL_0110_L-Tyrosine_0500fmol_180506_S2_LC02_MS02_57; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. L-Tyrosine is a non-essential amino acid which can inhibit citrate synthase activity in the posterior cortex. L-Tyrosine is a non-essential amino acid which can inhibit citrate synthase activity in the posterior cortex.

   

Sabinene

Bicyclo[3.1.0]hexane, 4-methylene-1-(1-methylethyl)-

C10H16 (136.1251936)


Sabinene is a thujene that is a bicyclic monoterpene isolated from the essential oils of various plant species. It has a role as a plant metabolite. Black pepper allergenic extract is used in allergenic testing. Laurus nobilis allergenic extract is used in allergenic testing. Nutmeg allergenic extract is used in allergenic testing. Sabinene is a natural product found in Teucrium montanum, Xylopia aromatica, and other organisms with data available. Carrot Seed Oil is the oil extracted from the seeds of Daucus carota. Carrot seed oil is primarily used in skin treatment preparations. A thujene that is a bicyclic monoterpene isolated from the essential oils of various plant species. 4(10)-thujene, also known as sabinen or 1-isopropyl-4-methylenebicyclo[3.1.0]hexane, is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. 4(10)-thujene is a citrus, pepper, and pine tasting compound and can be found in a number of food items such as sweet orange, green bell pepper, pot marjoram, and parsley, which makes 4(10)-thujene a potential biomarker for the consumption of these food products. Sabinene is an naturally occurring bicyclic monoterpene which can be used as flavorings, perfume additives, fine chemicals, and advanced biofuels. Sabinene is also an orally active compound to attenuates skeletal muscle atrophy and regulates ROS-mediated MAPK/MuRF-1 pathways[1][2]. Sabinene is an naturally occurring bicyclic monoterpene which can be used as flavorings, perfume additives, fine chemicals, and advanced biofuels. Sabinene is also an orally active compound to attenuates skeletal muscle atrophy and regulates ROS-mediated MAPK/MuRF-1 pathways[1][2].

   

Vanillic Acid

Vanillic acid hexoside

C8H8O4 (168.0422568)


Vanillic acid is a flavoring agent found in edible plants and fruits, also found in Angelica sinensis. Vanillic acid inhibits NF-κB activation. Anti-inflammatory, antibacterial, and chemopreventive effects[1]. Vanillic acid is a flavoring agent found in edible plants and fruits, also found in Angelica sinensis. Vanillic acid inhibits NF-κB activation. Anti-inflammatory, antibacterial, and chemopreventive effects[1].

   

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].

   

ISOVALERIC ACID

3-Methylbutanoic acid

C5H10O2 (102.068076)


A C5, branched-chain saturated fatty acid. Isovaleric acid is a natural fatty acid and known to effect on neonatal death and possible Jamaican vomiting sickness in human. Isovaleric acid is a natural fatty acid and known to effect on neonatal death and possible Jamaican vomiting sickness in human.

   

Valeric acid

pentanoic acid

C5H10O2 (102.068076)


A straight-chain saturated fatty acid containing five carbon atoms.

   

ISOBUTYRIC ACID

ISOBUTYRIC ACID

C4H8O2 (88.0524268)


A branched fatty acid comprising propanoic acid carrying a methyl branch at C-2.

   

Butanoic acid

Butanoic acid

C4H8O2 (88.0524268)


   

octopamine

octopamine

C8H11NO2 (153.0789746)


C - Cardiovascular system > C01 - Cardiac therapy > C01C - Cardiac stimulants excl. cardiac glycosides > C01CA - Adrenergic and dopaminergic agents C78272 - Agent Affecting Nervous System > C29747 - Adrenergic Agent > C87053 - Adrenergic Agonist D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents > D000322 - Adrenergic Agonists D002317 - Cardiovascular Agents > D014662 - Vasoconstrictor Agents Octopamine, also known as beta,4-dihydroxyphenethylamine, is an endogenous biogenic amine that is closely related to norepinephrine, and has effects on the adrenergic and dopaminergic systems. Octopamine is found in lemon, sweet orange, and pepper (c. frutescens).

   

caryophyllene

(-)-beta-Caryophyllene

C15H24 (204.18779039999998)


A beta-caryophyllene in which the stereocentre adjacent to the exocyclic double bond has S configuration while the remaining stereocentre has R configuration. It is the most commonly occurring form of beta-caryophyllene, occurring in many essential oils, particularly oil of cloves. D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D002491 - Central Nervous System Agents > D000700 - Analgesics D000893 - Anti-Inflammatory Agents D018501 - Antirheumatic Agents β-Caryophyllene is a CB2 receptor agonist. β-Caryophyllene is a CB2 receptor agonist.

   

Isotrinervidiol

1(15),8(19)-trinervitadiene-13alpha,14beta-diol

C20H32O2 (304.24021719999996)


   

2-Methyltricosane

2-Methyl-tricosane

C24H50 (338.39123)


   

Norfuraneol

4-Hydroxy-5-methyl-2,3-dihydrofuran-3-one

C5H6O3 (114.0316926)


   

3-Methyltricosane

3-Methyl-N-tricosane

C24H50 (338.39123)


   

β-Phellandrene

3-methylidene-6-(propan-2-yl)cyclohex-1-ene

C10H16 (136.1251936)


β-Phellandrene is obtained from Carum petroselinum. β-Phellandrene can be used to essential oil additives[1]. β-Phellandrene is obtained from Carum petroselinum. β-Phellandrene can be used to essential oil additives[1].

   

(+)-alpha-Muurolene

4,7-dimethyl-1-(propan-2-yl)-1,2,4a,5,6,8a-hexahydronaphthalene

C15H24 (204.18779039999998)


   

g-Selinene

4a-methyl-1-methylidene-7-(propan-2-ylidene)-decahydronaphthalene

C15H24 (204.18779039999998)


   

3-Methylheptacosane

xi-3-Methylheptacosane

C28H58 (394.4538268)


   

3-Methylpentacosane

xi-3-Methylpentacosane

C26H54 (366.4225284)


   

(±)-Furaneol

4-hydroxy-2,5-dimethyl-2,3-dihydrofuran-3-one

C6H8O3 (128.0473418)


   

HEXACOSANE

HEXACOSANE

C26H54 (366.4225284)


A straight-chain alkane comprising of 26 carbon atoms.

   

OCTACOSANE

OCTACOSANE

C28H58 (394.4538268)


A straight-chain alkane containing 28 carbon atoms.

   

2-Methylhexacosane

2-Methylhexacosane

C27H56 (380.4381776)


   

2-Methyltetracosane

2-Methyltetracosane

C25H52 (352.4068792)


   

HENTRIACONTANE

HENTRIACONTANE

C31H64 (436.5007744)


   

TETRACOSANE

TETRACOSANE

C24H50 (338.39123)


A straight-chain alkane containing 24 carbon atoms.

   

TRICOSANE

TRICOSANE

C23H48 (324.37558079999997)


A straight chain alkane containing 23 carbon atoms.

   

pentanoic acid

pentanoic acid

C5H10O2 (102.068076)


   

2-Methylpropanoic acid

2-Methylpropanoic acid

C4H8O2 (88.0524268)


   

4,8,12,16-Tetraazanonadecane-1,19-diamine

4,8,12,16-Tetraazanonadecane-1,19-diamine

C15H38N6 (302.3157788)


   

Humulene

trans,trans,trans-2,6,6,9-Tetramethyl-1,4,8-cycloundecatriene

C15H24 (204.18779039999998)


α-Humulene is a main constituent of Tanacetum vulgare L. (Asteraceae) essential oil with anti-inflammation (IC50=15±2 μg/mL). α-Humulene inhibits COX-2 and iNOS expression[1]. α-Humulene is a main constituent of Tanacetum vulgare L. (Asteraceae) essential oil with anti-inflammation (IC50=15±2 μg/mL). α-Humulene inhibits COX-2 and iNOS expression[1].

   

Vanillate

4-Hydroxy-3-methoxybenzoic acid

C8H8O4 (168.0422568)


Vanillic acid is a flavoring agent found in edible plants and fruits, also found in Angelica sinensis. Vanillic acid inhibits NF-κB activation. Anti-inflammatory, antibacterial, and chemopreventive effects[1]. Vanillic acid is a flavoring agent found in edible plants and fruits, also found in Angelica sinensis. Vanillic acid inhibits NF-κB activation. Anti-inflammatory, antibacterial, and chemopreventive effects[1].

   

Nonacosane

EINECS 211-126-2

C29H60 (408.469476)


Nonacosane, isolated from Baphia massaiensis, exhibits weak activities against E. coli, B. subtilis, P. aeruginosa and S. aureus[1]. Nonacosane, isolated from Baphia massaiensis, exhibits weak activities against E. coli, B. subtilis, P. aeruginosa and S. aureus[1].

   

linoleic

9,12-Octadecadienoic acid, (9E,12E)-

C18H32O2 (280.2402172)


Linolelaidic acid (Linoelaidic acid), an omega-6 trans fatty acid, acts as a source of energy. Linolelaidic acid is an essential nutrient, adding in enteral, parenteral, and infant formulas. Linolelaidic acid can be used for heart diseases research[1]. Linolelaidic acid (Linoelaidic acid), an omega-6 trans fatty acid, acts as a source of energy. Linolelaidic acid is an essential nutrient, adding in enteral, parenteral, and infant formulas. Linolelaidic acid can be used for heart diseases research[1].

   

CHEBI:3381

(1R,6S)-3,7,7-trimethylbicyclo[4.1.0]hept-3-ene

C10H16 (136.1251936)


   

(+)-4-Carene

4,7,7-trimethylbicyclo[4.1.0]hept-2-ene

C10H16 (136.1251936)


(+)-4-carene is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other (+)-4-carene can be found in rosemary, which makes (+)-4-carene a potential biomarker for the consumption of this food product (+)-4-carene can be found primarily in urine. (+)-4-Carene belongs to the family of Cycloalkenes. These are compounds containing a non-aromatic closed ring of carbon atoms in which at least 2 atoms are connected by a double bond

   
   

toluene

toluene

C7H8 (92.0625968)


D012997 - Solvents

   

TERPINOLENE

TERPINOLENE

C10H16 (136.1251936)


A p-menthadiene with double bonds at positions 1 and 4(8).

   

4-[(1R)-2-amino-1-hydroxyethyl]phenol

4-[(1R)-2-amino-1-hydroxyethyl]phenol

C8H11NO2 (153.0789746)


D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents > D000322 - Adrenergic Agonists D002317 - Cardiovascular Agents > D014662 - Vasoconstrictor Agents

   

4,7,7-trimethylbicyclo[4.1.0]hept-2-ene

4,7,7-trimethylbicyclo[4.1.0]hept-2-ene

C10H16 (136.1251936)


   
   

(3r)-3-methylheptacosane

(3r)-3-methylheptacosane

C28H58 (394.4538268)


   

(3r,7s)-3,7-dimethylpentacosane

(3r,7s)-3,7-dimethylpentacosane

C27H56 (380.4381776)


   

(1r,6r,10s,11s,12s,15s)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-ene-10,11-diol

(1r,6r,10s,11s,12s,15s)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-ene-10,11-diol

C20H32O2 (304.24021719999996)


   

(1r,6s,11s,12r,13r,15s)-11-hydroxy-12-(hydroxymethyl)-6,16-dimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-13-yl acetate

(1r,6s,11s,12r,13r,15s)-11-hydroxy-12-(hydroxymethyl)-6,16-dimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-13-yl acetate

C22H34O4 (362.24569640000004)


   

(1r,6s,7r,10r,11r,12s,15s)-7,10-bis(acetyloxy)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-11-yl acetate

(1r,6s,7r,10r,11r,12s,15s)-7,10-bis(acetyloxy)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-11-yl acetate

C26H38O6 (446.2668248)


   
   

(1r,6s,11s,12s,15s)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-11-ol

(1r,6s,11s,12s,15s)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-11-ol

C20H32O (288.24530219999997)


   

3-hydroxy-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoic acid

3-hydroxy-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoic acid

C13H16O9 (316.0794286)


   

(1r,6s,10r,11r,12s,15s)-11-hydroxy-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-10-yl acetate

(1r,6s,10r,11r,12s,15s)-11-hydroxy-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-10-yl acetate

C22H34O3 (346.25078140000005)


   

(3r)-3-methylpentacosane

(3r)-3-methylpentacosane

C26H54 (366.4225284)


   
   

(1r,6r,10s,11r,12s,15s)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-ene-10,11-diol

(1r,6r,10s,11r,12s,15s)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-ene-10,11-diol

C20H32O2 (304.24021719999996)


   

(2z)-2-{2-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]ethylidene}butanedial

(2z)-2-{2-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]ethylidene}butanedial

C15H22O2 (234.1619712)


   

3-hydroxy-1-oxacyclononacosane-2,25-dione

3-hydroxy-1-oxacyclononacosane-2,25-dione

C28H52O4 (452.3865392)


   

(1s,6r,11r,12s,15s)-11-hydroxy-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-10-one

(1s,6r,11r,12s,15s)-11-hydroxy-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-10-one

C20H30O2 (302.224568)


   

triacont-21-en-1-ol

triacont-21-en-1-ol

C30H60O (436.464391)


   

(1s,6r,11s,12s,15s)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-11-ol

(1s,6r,11s,12s,15s)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-11-ol

C20H32O (288.24530219999997)


   

(1z,5z,8s,10r)-1,5-dimethyl-8,10-bis(prop-1-en-2-yl)cyclododeca-1,5-diene

(1z,5z,8s,10r)-1,5-dimethyl-8,10-bis(prop-1-en-2-yl)cyclododeca-1,5-diene

C20H32 (272.2503872)


   

7,10-bis(acetyloxy)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-11-yl acetate

7,10-bis(acetyloxy)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-11-yl acetate

C26H38O6 (446.2668248)


   

(3r)-3-methylhexacosane

(3r)-3-methylhexacosane

C27H56 (380.4381776)


   

(2s,3ar,7ar)-2-(furan-3-yl)-4,4,7a-trimethyl-hexahydro-1-benzofuran

(2s,3ar,7ar)-2-(furan-3-yl)-4,4,7a-trimethyl-hexahydro-1-benzofuran

C15H22O2 (234.1619712)


   

n-[1-({1-[(1-{[({1-[(1-{[1,2-bis(c-hydroxycarbonimidoyl)ethyl]-c-hydroxycarbonimidoyl}-2-hydroxypropyl)-c-hydroxycarbonimidoyl]-2-(1h-indol-3-yl)ethyl}-c-hydroxycarbonimidoyl)methyl]-c-hydroxycarbonimidoyl}-4-carbamimidamidobutyl)-c-hydroxycarbonimidoyl]-2-hydroxyethyl}-c-hydroxycarbonimidoyl)-2-(4-hydroxyphenyl)ethyl]-2-({2-[(1,3-dihydroxy-2-{[hydroxy(5-hydroxy-3,4-dihydro-2h-pyrrol-2-yl)methylidene]amino}butylidene)amino]-1-hydroxy-3-phenylpropylidene}amino)pentanediimidic acid

n-[1-({1-[(1-{[({1-[(1-{[1,2-bis(c-hydroxycarbonimidoyl)ethyl]-c-hydroxycarbonimidoyl}-2-hydroxypropyl)-c-hydroxycarbonimidoyl]-2-(1h-indol-3-yl)ethyl}-c-hydroxycarbonimidoyl)methyl]-c-hydroxycarbonimidoyl}-4-carbamimidamidobutyl)-c-hydroxycarbonimidoyl]-2-hydroxyethyl}-c-hydroxycarbonimidoyl)-2-(4-hydroxyphenyl)ethyl]-2-({2-[(1,3-dihydroxy-2-{[hydroxy(5-hydroxy-3,4-dihydro-2h-pyrrol-2-yl)methylidene]amino}butylidene)amino]-1-hydroxy-3-phenylpropylidene}amino)pentanediimidic acid

C62H84N18O18 (1368.6210684)


   

(1r,6s,10r,11r,12s,15s)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-ene-10,11-diol

(1r,6s,10r,11r,12s,15s)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-ene-10,11-diol

C20H32O2 (304.24021719999996)


   

(9r,10r)-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadeca-2,4-dien-6-one

(9r,10r)-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadeca-2,4-dien-6-one

C15H20N2O (244.157555)


   

6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-3-ol

6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-3-ol

C20H32O (288.24530219999997)


   

(1r,6s,11s,12s,13r,15s)-12-(hydroxymethyl)-6,16-dimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-ene-11,13-diol

(1r,6s,11s,12s,13r,15s)-12-(hydroxymethyl)-6,16-dimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-ene-11,13-diol

C20H32O3 (320.23513219999995)


   

(1r,3s,6r,12r,15r)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-3-ol

(1r,3s,6r,12r,15r)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-3-ol

C20H32O (288.24530219999997)


   

dodeca-1,3,5-trien-1-yl octadecanoate

dodeca-1,3,5-trien-1-yl octadecanoate

C30H54O2 (446.41235839999996)


   

(1s,4s,5r,8s,9s,14s)-1,5,9,12-tetramethyltetracyclo[6.6.2.0⁴,¹⁵.0¹²,¹⁶]hexadec-15-en-14-ol

(1s,4s,5r,8s,9s,14s)-1,5,9,12-tetramethyltetracyclo[6.6.2.0⁴,¹⁵.0¹²,¹⁶]hexadec-15-en-14-ol

C20H32O (288.24530219999997)


   

(1r,5r,6r,8s,10r,11r,12s,15s)-10-(acetyloxy)-5,8-dihydroxy-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-11-yl acetate

(1r,5r,6r,8s,10r,11r,12s,15s)-10-(acetyloxy)-5,8-dihydroxy-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-11-yl acetate

C24H36O6 (420.2511756)


   

(1r,3r,6s,8s,10r,11r,12s,15s)-3,8-bis(acetyloxy)-11-hydroxy-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-10-yl acetate

(1r,3r,6s,8s,10r,11r,12s,15s)-3,8-bis(acetyloxy)-11-hydroxy-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-10-yl acetate

C26H38O7 (462.2617398)


   

(1r,2z,6s,11s,12s,15s)-2,6,12,16-tetramethyltricyclo[7.5.2.0¹²,¹⁵]hexadeca-2,9(16)-dien-11-ol

(1r,2z,6s,11s,12s,15s)-2,6,12,16-tetramethyltricyclo[7.5.2.0¹²,¹⁵]hexadeca-2,9(16)-dien-11-ol

C20H32O (288.24530219999997)


   

(2s,3z,7e,9s)-9-isopropyl-2-methyl-6-methylidenecyclodeca-3,7-dien-1-one

(2s,3z,7e,9s)-9-isopropyl-2-methyl-6-methylidenecyclodeca-3,7-dien-1-one

C15H22O (218.1670562)


   

(1r,3r,6r,11r,12s,15s)-11-hydroxy-6,12,16-trimethyl-2-methylidene-10-oxotricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-3-yl acetate

(1r,3r,6r,11r,12s,15s)-11-hydroxy-6,12,16-trimethyl-2-methylidene-10-oxotricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-3-yl acetate

C22H32O4 (360.2300472)


   

(3r)-3-methyltricosane

(3r)-3-methyltricosane

C24H50 (338.39123)


   

11-hydroxy-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-10-one

11-hydroxy-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-10-one

C20H30O2 (302.224568)


   

12-(hydroxymethyl)-6,16-dimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-ene-11,13-diol

12-(hydroxymethyl)-6,16-dimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-ene-11,13-diol

C20H32O3 (320.23513219999995)


   

(1s,4ar,7r,8ar)-1,4a-dimethyl-7-(prop-1-en-2-yl)-octahydronaphthalen-1-ol

(1s,4ar,7r,8ar)-1,4a-dimethyl-7-(prop-1-en-2-yl)-octahydronaphthalen-1-ol

C15H26O (222.1983546)


   

(1r,6s,11s,12r,13r,15s)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-ene-11,13-diol

(1r,6s,11s,12r,13r,15s)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-ene-11,13-diol

C20H32O2 (304.24021719999996)


   

(5r)-5-methylpentacosane

(5r)-5-methylpentacosane

C26H54 (366.4225284)


   

3-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoic acid

3-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoic acid

C13H16O9 (316.0794286)


   

(9z)-9-pentacosene

(9z)-9-pentacosene

C25H50 (350.39123)


   

(2s)-2-{[(2s)-2-[(2-{[(2s)-2-({[(2s)-1-[(2s)-2-aminopropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1,3-dihydroxypropylidene]amino}-1-hydroxyethylidene)amino]-1-hydroxypropylidene]amino}-n-[(1s)-4-carbamimidamido-1-{[(1s)-1-{[(1s)-1-[({[(1s)-1-[({[(1s)-1-(c-hydroxycarbonimidoyl)-3-methylbutyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]-2-phenylethyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]-2-(4-hydroxyphenyl)ethyl]-c-hydroxycarbonimidoyl}-3-methylbutyl]-c-hydroxycarbonimidoyl}butyl]pentanediimidic acid

(2s)-2-{[(2s)-2-[(2-{[(2s)-2-({[(2s)-1-[(2s)-2-aminopropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1,3-dihydroxypropylidene]amino}-1-hydroxyethylidene)amino]-1-hydroxypropylidene]amino}-n-[(1s)-4-carbamimidamido-1-{[(1s)-1-{[(1s)-1-[({[(1s)-1-[({[(1s)-1-(c-hydroxycarbonimidoyl)-3-methylbutyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]-2-phenylethyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]-2-(4-hydroxyphenyl)ethyl]-c-hydroxycarbonimidoyl}-3-methylbutyl]-c-hydroxycarbonimidoyl}butyl]pentanediimidic acid

C61H94N18O16 (1334.7094844)


   

(1r,6s,10s,11s,12s,15s)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-ene-10,11-diol

(1r,6s,10s,11s,12s,15s)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-ene-10,11-diol

C20H32O2 (304.24021719999996)


   

2,6,12,16-tetramethyltricyclo[7.5.2.0¹²,¹⁵]hexadeca-2,9(16)-diene-10,11-diol

2,6,12,16-tetramethyltricyclo[7.5.2.0¹²,¹⁵]hexadeca-2,9(16)-diene-10,11-diol

C20H32O2 (304.24021719999996)


   

6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-ene-11,13-diol

6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-ene-11,13-diol

C20H32O2 (304.24021719999996)


   

5-[(2r,4r)-2,4-dimethylheptyl]-3-methylpyran-2-one

5-[(2r,4r)-2,4-dimethylheptyl]-3-methylpyran-2-one

C15H24O2 (236.1776204)


   

1,5,9,12-tetramethyltetracyclo[6.6.2.0⁴,¹⁵.0¹²,¹⁶]hexadec-15-en-14-ol

1,5,9,12-tetramethyltetracyclo[6.6.2.0⁴,¹⁵.0¹²,¹⁶]hexadec-15-en-14-ol

C20H32O (288.24530219999997)


   
   

(2r,3r,4s,5r,6r)-2-{[(2r,9r,15r,16r)-9-chloro-15-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-2,16-dimethyl-7-oxapentacyclo[9.7.0.0²,⁸.0⁶,⁸.0¹²,¹⁶]octadecan-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

(2r,3r,4s,5r,6r)-2-{[(2r,9r,15r,16r)-9-chloro-15-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-2,16-dimethyl-7-oxapentacyclo[9.7.0.0²,⁸.0⁶,⁸.0¹²,¹⁶]octadecan-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C35H59ClO7 (626.3949094)


   

dodeca-1,3,5-trien-1-yl (9z)-octadec-9-enoate

dodeca-1,3,5-trien-1-yl (9z)-octadec-9-enoate

C30H52O2 (444.3967092)


   

2,6,12,16-tetramethyltricyclo[7.5.2.0¹²,¹⁵]hexadeca-2,9(16)-dien-11-ol

2,6,12,16-tetramethyltricyclo[7.5.2.0¹²,¹⁵]hexadeca-2,9(16)-dien-11-ol

C20H32O (288.24530219999997)


   

(13r)-13-methylheptacosane

(13r)-13-methylheptacosane

C28H58 (394.4538268)


   

(2r)-4-hydroxy-2,5-dimethyl-2h-furan-3-one

(2r)-4-hydroxy-2,5-dimethyl-2h-furan-3-one

C6H8O3 (128.0473418)


   

(1s,3r,4s,7r,12s,13r,16s,17s)-3,7,11,16-tetramethyl-2-oxatetracyclo[8.6.1.0³,¹³.0¹²,¹⁶]heptadec-10-ene-4,17-diol

(1s,3r,4s,7r,12s,13r,16s,17s)-3,7,11,16-tetramethyl-2-oxatetracyclo[8.6.1.0³,¹³.0¹²,¹⁶]heptadec-10-ene-4,17-diol

C20H32O3 (320.23513219999995)


   

(4s)-4-{[(2s)-2-{[(2s)-2-{[(2s)-2-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-4-(c-hydroxycarbonimidoyl)butylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}-4-{[(1s)-1-{[(1s)-1-[({[(1s)-1-{[(1s)-1-{[(1s)-4-carbamimidamido-1-{[(1s)-1-(c-hydroxycarbonimidoyl)-2-phenylethyl]-c-hydroxycarbonimidoyl}butyl]-c-hydroxycarbonimidoyl}-3-(methylsulfanyl)propyl]-c-hydroxycarbonimidoyl}-2-(3h-imidazol-4-yl)ethyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]-2-[4-(sulfooxy)phenyl]ethyl]-c-hydroxycarbonimidoyl}-2-carboxyethyl]-c-hydroxycarbonimidoyl}butanoic acid

(4s)-4-{[(2s)-2-{[(2s)-2-{[(2s)-2-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-4-(c-hydroxycarbonimidoyl)butylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}-4-{[(1s)-1-{[(1s)-1-[({[(1s)-1-{[(1s)-1-{[(1s)-4-carbamimidamido-1-{[(1s)-1-(c-hydroxycarbonimidoyl)-2-phenylethyl]-c-hydroxycarbonimidoyl}butyl]-c-hydroxycarbonimidoyl}-3-(methylsulfanyl)propyl]-c-hydroxycarbonimidoyl}-2-(3h-imidazol-4-yl)ethyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]-2-[4-(sulfooxy)phenyl]ethyl]-c-hydroxycarbonimidoyl}-2-carboxyethyl]-c-hydroxycarbonimidoyl}butanoic acid

C65H88N18O22S2 (1536.5761708)


   

11-hydroxy-12-(hydroxymethyl)-6,16-dimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-13-yl acetate

11-hydroxy-12-(hydroxymethyl)-6,16-dimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-13-yl acetate

C22H34O4 (362.24569640000004)


   

6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-ene-10,11-diol

6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-ene-10,11-diol

C20H32O2 (304.24021719999996)


   

6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-11-ol

6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-11-ol

C20H32O (288.24530219999997)


   

(3z,7e,9s)-9-isopropyl-2,6-dimethylidenecyclodeca-3,7-dien-1-one

(3z,7e,9s)-9-isopropyl-2,6-dimethylidenecyclodeca-3,7-dien-1-one

C15H20O (216.151407)


   

(1r,6r,10r,11r,12s,15s)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-ene-10,11-diol

(1r,6r,10r,11r,12s,15s)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-ene-10,11-diol

C20H32O2 (304.24021719999996)


   

dodeca-1,3,5-trien-1-yl (9z,12z)-octadeca-9,12-dienoate

dodeca-1,3,5-trien-1-yl (9z,12z)-octadeca-9,12-dienoate

C30H50O2 (442.38106)


   

1-oxacycloheptacosane-2,23-dione

1-oxacycloheptacosane-2,23-dione

C26H48O3 (408.36032579999994)


   

(3r,11s)-3,11-dimethylnonacosan-2-one

(3r,11s)-3,11-dimethylnonacosan-2-one

C31H62O (450.48004019999996)


   

(7z,9z)-pentacosa-7,9-diene

(7z,9z)-pentacosa-7,9-diene

C25H48 (348.37558079999997)


   

11-hydroxy-6,12,16-trimethyl-2-methylidene-10-oxotricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-3-yl acetate

11-hydroxy-6,12,16-trimethyl-2-methylidene-10-oxotricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-3-yl acetate

C22H32O4 (360.2300472)


   

(21z)-triacont-21-en-1-ol

(21z)-triacont-21-en-1-ol

C30H60O (436.464391)


   

(1r,3e,6s,8s,10r,11r,12s,15s)-8-(acetyloxy)-10-hydroxy-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadeca-3,9(16)-dien-11-yl acetate

(1r,3e,6s,8s,10r,11r,12s,15s)-8-(acetyloxy)-10-hydroxy-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadeca-3,9(16)-dien-11-yl acetate

C24H34O5 (402.24061140000003)


   

8,10-bis(acetyloxy)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-11-yl acetate

8,10-bis(acetyloxy)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-11-yl acetate

C26H38O6 (446.2668248)


   

(1r,6s,11r,12s,15s)-11-hydroxy-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-10-one

(1r,6s,11r,12s,15s)-11-hydroxy-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-10-one

C20H30O2 (302.224568)


   

(1s,4s,5r,8s,9s,12s,14s)-1,5,9,12-tetramethyltetracyclo[6.6.2.0⁴,¹⁵.0¹²,¹⁶]hexadec-15-en-14-ol

(1s,4s,5r,8s,9s,12s,14s)-1,5,9,12-tetramethyltetracyclo[6.6.2.0⁴,¹⁵.0¹²,¹⁶]hexadec-15-en-14-ol

C20H32O (288.24530219999997)


   

(1r,6s,8s,10r,11r,12s,15s)-8,10-bis(acetyloxy)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-11-yl acetate

(1r,6s,8s,10r,11r,12s,15s)-8,10-bis(acetyloxy)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-11-yl acetate

C26H38O6 (446.2668248)


   

(4-aminobutyl)({4-[(4-aminobutyl)amino]butyl})amine

(4-aminobutyl)({4-[(4-aminobutyl)amino]butyl})amine

C12H30N4 (230.24703399999999)


   

(11r)-11-methylheptacosane

(11r)-11-methylheptacosane

C28H58 (394.4538268)


   

(2s)-n-[(1s)-1-{[(1s)-1-{[(1s)-1-[({[(1s)-1-{[(1s,2r)-1-{[(1s)-1,2-bis(c-hydroxycarbonimidoyl)ethyl]-c-hydroxycarbonimidoyl}-2-hydroxypropyl]-c-hydroxycarbonimidoyl}-2-(1h-indol-3-yl)ethyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]-4-carbamimidamidobutyl]-c-hydroxycarbonimidoyl}-2-hydroxyethyl]-c-hydroxycarbonimidoyl}-2-(4-hydroxyphenyl)ethyl]-2-{[(2s)-2-{[(2s,3r)-1,3-dihydroxy-2-({hydroxy[(2s)-5-hydroxy-3,4-dihydro-2h-pyrrol-2-yl]methylidene}amino)butylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}pentanediimidic acid

(2s)-n-[(1s)-1-{[(1s)-1-{[(1s)-1-[({[(1s)-1-{[(1s,2r)-1-{[(1s)-1,2-bis(c-hydroxycarbonimidoyl)ethyl]-c-hydroxycarbonimidoyl}-2-hydroxypropyl]-c-hydroxycarbonimidoyl}-2-(1h-indol-3-yl)ethyl]-c-hydroxycarbonimidoyl}methyl)-c-hydroxycarbonimidoyl]-4-carbamimidamidobutyl]-c-hydroxycarbonimidoyl}-2-hydroxyethyl]-c-hydroxycarbonimidoyl}-2-(4-hydroxyphenyl)ethyl]-2-{[(2s)-2-{[(2s,3r)-1,3-dihydroxy-2-({hydroxy[(2s)-5-hydroxy-3,4-dihydro-2h-pyrrol-2-yl]methylidene}amino)butylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}pentanediimidic acid

C62H84N18O18 (1368.6210684)


   

(1r,3r,6s,8s,10r,11r,12s,15s)-8-(acetyloxy)-10,11-dihydroxy-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-3-yl acetate

(1r,3r,6s,8s,10r,11r,12s,15s)-8-(acetyloxy)-10,11-dihydroxy-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-en-3-yl acetate

C24H36O6 (420.2511756)


   

(3r)-3-methyltetracosane

(3r)-3-methyltetracosane

C25H52 (352.4068792)


   

(1e,3e,7z)-4,8,12,14,14-pentamethylbicyclo[9.3.1]pentadeca-1,3,7-triene

(1e,3e,7z)-4,8,12,14,14-pentamethylbicyclo[9.3.1]pentadeca-1,3,7-triene

C20H32 (272.2503872)


   

1-oxacycloheptacosan-2-one

1-oxacycloheptacosan-2-one

C26H50O2 (394.38106)


   

(1r,6s,10s,11r,12s,15s)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-ene-10,11-diol

(1r,6s,10s,11r,12s,15s)-6,12,16-trimethyl-2-methylidenetricyclo[7.5.2.0¹²,¹⁵]hexadec-9(16)-ene-10,11-diol

C20H32O2 (304.24021719999996)