NCBI Taxonomy: 976
Bacteroidota (ncbi_taxid: 976)
found 261 associated metabolites at phylum taxonomy rank level.
Ancestor: Bacteroidota/Chlorobiota group
Child Taxonomies: Cytophagia, Saprospiria, Bacteroidia, Chitinophagia, Flavobacteriia, Sphingobacteriia, environmental samples, unclassified Bacteroidota, Bacteroidetes incertae sedis, unclassified Bacteroidetes Order II., Bacteroidetes Order IV. Incertae sedis
beta-Carotene
Beta-carotene is a cyclic carotene obtained by dimerisation of all-trans-retinol. A strongly-coloured red-orange pigment abundant in plants and fruit and the most active and important provitamin A carotenoid. It has a role as a biological pigment, a provitamin A, a plant metabolite, a human metabolite, a mouse metabolite, a cofactor, a ferroptosis inhibitor and an antioxidant. It is a cyclic carotene and a carotenoid beta-end derivative. Beta-carotene, with the molecular formula C40H56, belongs to the group of carotenoids consisting of isoprene units. The presence of long chains of conjugated double bonds donates beta-carotene with specific colors. It is the most abundant form of carotenoid and it is a precursor of the vitamin A. Beta-carotene is composed of two retinyl groups. It is an antioxidant that can be found in yellow, orange and green leafy vegetables and fruits. Under the FDA, beta-carotene is considered as a generally recognized as safe substance (GRAS). Beta-Carotene is a natural product found in Epicoccum nigrum, Lonicera japonica, and other organisms with data available. Beta-Carotene is a naturally-occurring retinol (vitamin A) precursor obtained from certain fruits and vegetables with potential antineoplastic and chemopreventive activities. As an anti-oxidant, beta carotene inhibits free-radical damage to DNA. This agent also induces cell differentiation and apoptosis of some tumor cell types, particularly in early stages of tumorigenesis, and enhances immune system activity by stimulating the release of natural killer cells, lymphocytes, and monocytes. (NCI04) beta-Carotene is a metabolite found in or produced by Saccharomyces cerevisiae. A carotenoid that is a precursor of VITAMIN A. Beta carotene is administered to reduce the severity of photosensitivity reactions in patients with erythropoietic protoporphyria (PORPHYRIA, ERYTHROPOIETIC). See also: Lycopene (part of); Broccoli (part of); Lycium barbarum fruit (part of). Beta-Carotene belongs to the class of organic compounds known as carotenes. These are a type of polyunsaturated hydrocarbon molecules containing eight consecutive isoprene units. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Beta-carotene is therefore considered to be an isoprenoid lipid molecule. Beta-carotene is a strongly coloured red-orange pigment abundant in fungi, plants, and fruits. It is synthesized biochemically from eight isoprene units and therefore has 40 carbons. Among the carotenes, beta-carotene is distinguished by having beta-rings at both ends of the molecule. Beta-Carotene is biosynthesized from geranylgeranyl pyrophosphate. It is the most common form of carotene in plants. In nature, Beta-carotene is a precursor (inactive form) to vitamin A. Vitamin A is produed via the action of beta-carotene 15,15-monooxygenase on carotenes. In mammals, carotenoid absorption is restricted to the duodenum of the small intestine and dependent on a class B scavenger receptor (SR-B1) membrane protein, which is also responsible for the absorption of vitamin E. One molecule of beta-carotene can be cleaved by the intestinal enzyme Beta-Beta-carotene 15,15-monooxygenase into two molecules of vitamin A. Beta-Carotene contributes to the orange color of many different fruits and vegetables. Vietnamese gac and crude palm oil are particularly rich sources, as are yellow and orange fruits, such as cantaloupe, mangoes, pumpkin, and papayas, and orange root vegetables such as carrots and sweet potatoes. Excess beta-carotene is predominantly stored in the fat tissues of the body. The most common side effect of excessive beta-carotene consumption is carotenodermia, a physically harmless condition that presents as a conspicuous orange skin tint arising from deposition of the carotenoid in the outermost layer of the epidermis. Yellow food colour, dietary supplement, nutrient, Vitamin A precursor. Nutriceutical with antioxidation props. beta-Carotene is found in many foods, some of which are summer savory, gram bean, sunburst squash (pattypan squash), and other bread product. A cyclic carotene obtained by dimerisation of all-trans-retinol. A strongly-coloured red-orange pigment abundant in plants and fruit and the most active and important provitamin A carotenoid. D - Dermatologicals > D02 - Emollients and protectives > D02B - Protectives against uv-radiation > D02BB - Protectives against uv-radiation for systemic use A - Alimentary tract and metabolism > A11 - Vitamins > A11C - Vitamin a and d, incl. combinations of the two > A11CA - Vitamin a, plain D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids D018977 - Micronutrients > D014815 - Vitamins > D000072664 - Provitamins
Lycopene
Lycopene is an acyclic carotene commonly obtained from tomatoes and other red fruits. It has a role as an antioxidant and a plant metabolite. It contains a carotenoid psi-end derivative. Lycopene is a naturally occuring red carotenoid pigment that is responsible in red to pink colors seen in tomatoes, pink grapefruit, and other foods. Having a chemical formula of C40H56, lycopene is a tetraterpene assembled from eight isoprene units that are solely composed of carbon and hydrogen. Lycophene may undergo extensive isomerization that allows 1056 theoretical cis-trans configurations; however the all-trans configuration of lycopene is the most predominant isomer found in foods that gives the red hue. Lycopene is a non-essential human nutrient that is classified as a non-provitamin A carotenoid pigment since it lacks a terminal beta ionone ring and does not mediate vitamin A activity. However lycophene is a potent antioxidant molecule that scavenges reactive oxygen species (ROS) singlet oxygen. Tomato lycopene extract is used as a color additive in food products. Lycopene is a natural product found in Rhodobacter capsulatus, Afifella marina, and other organisms with data available. Lycopene is a linear, unsaturated hydrocarbon carotenoid, the major red pigment in fruits such as tomatoes, pink grapefruit, apricots, red oranges, watermelon, rosehips, and guava. As a class, carotenoids are pigment compounds found in photosynthetic organisms (plants, algae, and some types of fungus), and are chemically characterized by a large polyene chain containing 35-40 carbon atoms; some carotenoid polyene chains are terminated by two 6-carbon rings. In animals, carotenoids such as lycopene may possess antioxidant properties which may retard aging and many degenerative diseases. As an essential nutrient, lycopene is required in the animal diet. (NCI04) A carotenoid and red pigment produced by tomatoes, other red fruits and vegetables, and photosynthetic algae. It is a key intermediate in the biosynthesis of other carotenoids, and has antioxidant, anti-carcinogenic, radioprotective, and anti-inflammatory properties. Lycopene (molecular formula: C40H56) is a bright red carotenoid pigment. It is a phytochemical found in tomatoes and other red fruits. Lycopene is the most common carotenoid in the human body and is one of the most potent carotenoid antioxidants. Its name is derived from the tomatos species classification, Solanum lycopersicum. Lycopene is a terpene assembled from 8 isoprene units. Lycopene is the most powerful carotenoid quencher of singlet oxygen. Singlet oxygen from ultraviolet light is a primary cause of skin aging (Wikipedia). D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids An acyclic carotene commonly obtained from tomatoes and other red fruits. D020011 - Protective Agents > D011837 - Radiation-Protective Agents D020011 - Protective Agents > D016588 - Anticarcinogenic Agents D000893 - Anti-Inflammatory Agents D000970 - Antineoplastic Agents It is used as food colouring
Zeaxanthin
Zeaxanthin is a carotenoid xanthophyll and is one of the most common carotenoid found in nature. It is the pigment that gives corn, saffron, and many other plants their characteristic color. Zeaxanthin breaks down to form picrocrocin and safranal, which are responsible for the taste and aroma of saffron Carotenoids are among the most common pigments in nature and are natural lipid soluble antioxidants. Zeaxanthin is one of the two carotenoids (the other is lutein) that accumulate in the eye lens and macular region of the retina with concentrations in the macula greater than those found in plasma and other tissues. Lutein and zeaxanthin have identical chemical formulas and are isomers, but they are not stereoisomers. The main difference between them is in the location of a double bond in one of the end rings. This difference gives lutein three chiral centers whereas zeaxanthin has two. A relationship between macular pigment optical density, a marker of lutein and zeaxanthin concentration in the macula, and lens optical density, an antecedent of cataractous changes, has been suggested. The xanthophylls may act to protect the eye from ultraviolet phototoxicity via quenching reactive oxygen species and/or other mechanisms. Some observational studies have shown that generous intakes of lutein and zeaxanthin, particularly from certain xanthophyll-rich foods like spinach, broccoli and eggs, are associated with a significant reduction in the risk for cataract (up to 20\\%) and for age-related macular degeneration (up to 40\\%). While the pathophysiology of cataract and age-related macular degeneration is complex and contains both environmental and genetic components, research studies suggest dietary factors including antioxidant vitamins and xanthophylls may contribute to a reduction in the risk of these degenerative eye diseases. Further research is necessary to confirm these observations. (PMID: 11023002). Zeaxanthin has been found to be a microbial metabolite, it can be produced by Algibacter, Aquibacter, Escherichia, Flavobacterium, Formosa, Gramella, Hyunsoonleella, Kordia, Mesoflavibacter, Muricauda, Nubsella, Paracoccus, Siansivirga, Sphingomonas, Zeaxanthinibacter and yeast (https://reader.elsevier.com/reader/sd/pii/S0924224417302571?token=DE6BC6CC7DCDEA6150497AA3E375097A00F8E0C12AE03A8E420D85D1AC8855E62103143B5AE0B57E9C5828671F226801). It is a marker for the activity of Bacillus subtilis and/or Pseudomonas aeruginosa in the intestine. Higher levels are associated with higher levels of Bacillus or Pseudomonas. (PMID: 17555270; PMID: 12147474) Zeaxanthin is a carotenol. It has a role as a bacterial metabolite, a cofactor and an antioxidant. It derives from a hydride of a beta-carotene. Zeaxanthin is a most common carotenoid alcohols found in nature that is involved in the xanthophyll cycle. As a coexistent isomer of lutein, zeaxanthin is synthesized in plants and some micro-organisms. It gives the distinct yellow color to many vegetables and other plants including paprika, corn, saffron and wolfberries. Zeaxanthin is one of the two primary xanthophyll carotenoids contained within the retina of the eye and plays a predominant component in the central macula. It is available as a dietary supplement for eye health benefits and potential prevention of age-related macular degeneration. Zeaxanthin is also added as a food dye. Zeaxanthin is a natural product found in Bangia fuscopurpurea, Erythrobacter longus, and other organisms with data available. Carotenoids found in fruits and vegetables. Zeaxanthin accumulates in the MACULA LUTEA. See also: Saffron (part of); Corn (part of); Lycium barbarum fruit (part of). D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids
Geranylgeranyl-PP
Geranylgeranyl pyrophosphate, also known as geranylgeranyl-PP or GGPP, is an intermediate in the HMG-CoA reductase pathway used by organisms in the biosynthesis of terpenes and terpenoids. This compound belongs to the family of acyclic diterpenes. These are diterpenes (compounds made of four consecutive isoprene units) that do not contain a cycle. Thus, GGPP is considered to be an isoprenoid lipid molecule. GGPP is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Geranylgeranyl pyrophosphate is an intermediate in the HMG-CoA reductase pathway used by organisms in the biosynthesis of terpenes and terpenoids. [HMDB]. Geranylgeranyl-PP is found in many foods, some of which are burdock, longan, calabash, and cloves.
Farnesyl pyrophosphate
Farnesyl pyrophosphate is an intermediate in the HMG-CoA reductase pathway used by organisms in the biosynthesis of terpenes and terpenoids. -- Wikipedia [HMDB]. Farnesyl pyrophosphate is found in many foods, some of which are kumquat, macadamia nut, sweet bay, and agave. Farnesyl pyrophosphate is an intermediate in the HMG-CoA reductase pathway used by organisms in the biosynthesis of terpenes and terpenoids. -- Wikipedia.
all-trans-Phytofluene
all-trans-Phytofluene is a carotenoid found in human fluids. Carotenoids are isoprenoid molecules that are widespread in nature and are typically seen as pigments in fruits, flowers, birds, and crustacea. Animals are unable to synthesize carotenoids de novo, and rely upon the diet as a source of these compounds. Over recent years there has been considerable interest in dietary carotenoids with respect to their potential in alleviating age-related diseases in humans. This attention has been mirrored by significant advances in cloning most of the carotenoid genes and in the genetic manipulation of crop plants with the intention of increasing levels in the diet. Studies have shown an inverse relationship between the consumption of certain fruits and vegetables and the risk of epithelial cancer. Since carotenoids are among the micronutrients found in cancer preventive foods, detailed qualitative and quantitative determination of these compounds, particularly in fruits and vegetables and in human plasma, have recently become increasingly important. (PMID: 1416048, 15003396). D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids 7,7,8,8,11,12-Hexahydro-Carotene is a carotenoid found in human fluids.
gamma-Carotene
gamma-Carotene is a cyclic carotene obtained by the cyclization of lycopene. It is found in human serum and breast milk (PMID: 9164160). Carotenoids are isoprenoid molecules that are widespread in nature and are typically seen as pigments in fruits, flowers, birds, and crustacea. Animals are unable to synthesize carotenoids de novo and rely upon the diet as a source of these compounds. Over recent years there has been considerable interest in dietary carotenoids with respect to their potential in alleviating age-related diseases in humans. This attention has been mirrored by significant advances in cloning most of the carotenoid genes and in the genetic manipulation of crop plants with the intention of increasing levels in the diet. Studies have shown an inverse relationship between the consumption of certain fruits and vegetables and the risk of epithelial cancer. Since carotenoids are among the micronutrients found in cancer-preventive foods, detailed qualitative and quantitative determination of these compounds, particularly in fruits and vegetables and in human plasma, have recently become increasingly important (PMID: 1416048, 15003396). Gamma-carotene, also known as γ-carotene, is a member of the class of compounds known as carotenes. Carotenes are a type of unsaturated hydrocarbons containing eight consecutive isoprene units. They are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Gamma-carotene can be found in a number of food items such as corn, yellow bell pepper, fig, and papaya, which makes gamma-carotene a potential biomarker for the consumption of these food products.
Rubixanthin
Rubixanthin is found in apricot. Rubixanthin, or natural yellow 27, is a natural xanthophyll pigment with a red-orange color found in rose hips. As a food additive it used under the E number E161d as a food coloring. (Wikipedia Rubixanthin, or natural yellow 27, is a natural xanthophyll pigment with a red-orange color found in rose hips. As a food additive it used under the E number E161d as a food coloring.
Spheroidenone
The carotenone that is the 2-oxo derivative of (3E)-1-methoxy-3,4-didehydro-1,2,7,8-tetrahydro-psi,psi-carotene. D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids
Geranyl-PP
Geranyl diphosphate is the precursor of monoterpenes, a large family of natural occurring C10 compounds predominately found in plants and animals. Geranyl diphosphate is regarded as a key intermediate in the steroid, isoprene and terpene biosynthesis pathways and is used by organisms in the biosynthesis of farnesyl pyrophosphate, geranylgeranyl pyrophosphate, cholesterol, terpenes and terpenoids. (wikipedia). In humans, geranyl diphosphate synthase (GPPS) catalyzes the condensation of dimethylallyl diphosphate (DMAPP) and isopentenyl diphosphate (IPP) to form geranyl diphosphate. Animals produce IPP through the mevalonate (MVA) pathway. Isoprenoid compounds have been implicated in several human disease states including coronary heart disease, blindness, infectious hepatitis and cancer.; ; Geranyl pyrophosphate is an intermediate in the HMG-CoA reductase pathway used by organisms in the biosynthesis of terpenes and terpenoids. -- Wikipedia; Geranyl pyrophosphate is an intermediate in the HMG-CoA reductase pathway used by organisms in the biosynthesis of farnesyl pyrophosphate, geranylgeranyl pyrophosphate, cholesterol, terpenes and terpenoids. Geranyl diphosphate is the precursor of monoterpenes, a large family of natural occurring C10 compounds predominately found in plants and animals. Geranyl diphosphate is regarded as a key intermediate in the steroid, isoprene and terpene biosynthesis pathways and is used by organisms in the biosynthesis of farnesyl pyrophosphate, geranylgeranyl pyrophosphate, cholesterol, terpenes and terpenoids. (wikipedia). In humans, geranyl diphosphate synthase (GPPS) catalyzes the condensation of dimethylallyl diphosphate (DMAPP) and isopentenyl diphosphate (IPP) to form geranyl diphosphate. Animals produce IPP through the mevalonate (MVA) pathway. Isoprenoid compounds have been implicated in several human disease states including coronary heart disease, blindness, infectious hepatitis and cancer. Geranyl pyrophosphate is an intermediate in the HMG-CoA reductase pathway used by organisms in the biosynthesis of terpenes and terpenoids. -- Wikipedia.
Neurosporene
Neurosporene, also known as all-trans-neurosporene or 7,8-dihydro-ψ,ψ-carotene, is a member of the class of compounds known as carotenes. Carotenes are a type of unsaturated hydrocarbons containing eight consecutive isoprene units. They are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Thus, neurosporene is considered to be an isoprenoid lipid molecule. Neurosporene can be found in a number of food items such as chicory, poppy, silver linden, and towel gourd, which makes neurosporene a potential biomarker for the consumption of these food products. Neurosporene can be found primarily in blood and breast milk. Neurosporene is a carotenoid pigment. It is an intermediate in the biosynthesis of lycopene and a variety of bacterial carotenoids . Neurosporene is a triterpenoid carotenoid identified in human plasma, (PMID: 1416048), serum (PMID: 1416048), milk (PMID: 9164160), and tissues of the human eye (PMID: 11180970). D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids
15-cis-Phytoene
15-cis-Phytoene is found in cauliflower. 15-cis-Phytoene is isolated from tomato (Lycopersicon esculentum var. `Tangella). 7,7,8,8,11,11,12,12-Octahydrocarotene, is a carotenoid found in human fluids. Carotenoids are isoprenoid molecules that are widespread in nature and are typically seen as pigments in fruits, flowers, birds, and crustacea. Animals are unable to synthesize carotenoids de novo, and rely upon the diet as a source of these compounds. Over recent years there has been considerable interest in dietary carotenoids with respect to their potential in alleviating age-related diseases in humans. This attention has been mirrored by significant advances in cloning most of the carotenoid genes and in the genetic manipulation of crop plants with the intention of increasing levels in the diet. Studies have shown an inverse relationship between the consumption of certain fruits and vegetables and the risk of epithelial cancer. Since carotenoids are among the micronutrients found in cancer-preventive foods, detailed qualitative and quantitative determination of these compounds, particularly in fruits and vegetables and in human plasma, have recently become increasingly important (PMID: 1416048, 15003396). D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids
Trimethylpyrazine
Trimethylpyrazine, also known as fema 3244, belongs to the class of organic compounds known as pyrazines. Pyrazines are compounds containing a pyrazine ring, which is a six-member aromatic heterocycle, that consists of two nitrogen atoms (at positions 1 and 4) and four carbon atoms. Trimethylpyrazine is a cocoa, earthy, and hazelnut tasting compound. trimethylpyrazine is found, on average, in the highest concentration in kohlrabis. trimethylpyrazine has also been detected, but not quantified, in several different foods, such as green vegetables, pepper (c. annuum), orange bell peppers, potato, and red bell peppers. This could make trimethylpyrazine a potential biomarker for the consumption of these foods. Found in many foodstuffs e.g. asparagus, baked potato, wheat bread, Swiss cheese, coffee, black tea, roasted filbert and peanut, and soybean. Found in many foodstuffs e.g. asparagus, baked potato, wheat bread, Swiss cheese, coffee, black tea, roasted filbert and peanut, soybean etc. Flavouring ingredient 2,3,5-Trimethylpyrazine is an endogenous metabolite. 2,3,5-Trimethylpyrazine is an endogenous metabolite.
(5R,6S)-5,6-Epoxy-7-megastigmen-9-one
(5R,6S)-5,6-Epoxy-7-megastigmen-9-one is found in garden tomato. (5R,6S)-5,6-Epoxy-7-megastigmen-9-one is a constituent of tomatoes and carrots
2-Tetradecanone
2-Tetradecanone is found in alcoholic beverages. 2-Tetradecanone is a constituent of hop oil
2-Ethyl-3,5-dimethylpyrazine
Isolated from coffee aromaand is) also present in raw asparagus, wheat bread, other breads, smoked fatty fish, roast chicken, roast beef, lamb and mutton liver, black tea, hydrolyzed soy protein and other foods. Organoleptic agent. Flavouring agent. 2-Ethyl-3,5-dimethylpyrazine is found in many foods, some of which are animal foods, coffee and coffee products, tea, and cereals and cereal products. 2-Ethyl-3,5-dimethylpyrazine is found in animal foods. 2-Ethyl-3,5-dimethylpyrazine is isolated from coffee aroma. Also present in raw asparagus, wheat bread, other breads, smoked fatty fish, roast chicken, roast beef, lamb and mutton liver, black tea, hydrolyzed soy protein and other foods. 2-Ethyl-3,5-dimethylpyrazine is organoleptic agent. 2-Ethyl-3,5-dimethylpyrazine is a flavouring agent.
Phytofluene
Phytofluene is a carotenoid pigment with an orange colour found naturally in tomatoes and other vegetables. It is the second product of carotenoid biosynthesis (Wikipedia).
4-(Methylthio)-2-butanone
4-(Methylthio)-2-butanone is a flavouring ingredien Flavouring ingredient
2,5-Diethyl-3,6-dimethylpyrazine
2,5-Diethyl-3,6-dimethylpyrazine is found in animal foods. 2,5-Diethyl-3,6-dimethylpyrazine is a constituent of cooked beef and roast coffee aroma. 2,5-Diethyl-3,6-dimethylpyrazine is a maillard product. Constituent of cooked beef and roast coffee aroma. Maillard product. 2,5-Diethyl-3,6-dimethylpyrazine is found in coffee and coffee products and animal foods.
2,6-Diethyl-3,5-dimethylpyrazine
2,6-Diethyl-3,5-dimethylpyrazine is found in coffee and coffee products. 2,6-Diethyl-3,5-dimethylpyrazine is a constituent of roast coffee aroma. 2,6-Diethyl-3,5-dimethylpyrazine is a maillard product. Constituent of roast coffee aroma. Maillard product. 2,6-Diethyl-3,5-dimethylpyrazine is found in coffee and coffee products.
Apo-12'-zeaxanthinal
Apo-12-zeaxanthinal is a member of the class of compounds known as diterpenoids. Diterpenoids are terpene compounds formed by four isoprene units. Apo-12-zeaxanthinal is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Apo-12-zeaxanthinal can be found in a number of food items such as pepper (c. annuum), orange bell pepper, yellow bell pepper, and italian sweet red pepper, which makes apo-12-zeaxanthinal a potential biomarker for the consumption of these food products.
phytofluene
D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids Phytofluene is a carotenoid pigment with an orange color found naturally in tomatoes and other vegetables. It is the second product of carotenoid biosynthesis. It is formed from phytoene in a desaturation reaction leading to the formation of five conjugated double bonds. In the following step, addition of carbon-carbon conjugated double bonds leads to the formation of z-carotene and appearance of visible color.; Phytofluene is a carotenoid pigment with an orange color found naturally in tomatoes and other vegetables. It is the second product of carotenoid biosynthesis. Phytofluene is found in many foods, some of which are bitter gourd, yellow bell pepper, caraway, and pepper (c. annuum).
β-Carotene
The novel carbohydrate-derived b-carboline, 1-pentahydroxypentyl-1,2,3,4-tetrahydro-b-carboline-3-carboxylic acid, was identified in fruit- and vegetable-derived products such as juices, jams, and tomato sauces. This compound occurred as two diastereoisomers, a cis isomer (the major compound) and a trans isomer, ranging from undetectable amounts to 6.5 ug/g. Grape, tomato, pineapple, and tropical juices exhibited the highest amount of this alkaloid (up to 3.8 mg/L), whereas apple, banana, and peach juices showed very low or nondetectable levels. This tetrahydro-b-carboline was also found in jams (up to 0.45 ug/g), and a relative high amount was present in tomato concentrate (6.5 ug/g) and sauce (up to 1.8 ug/g). This b-carboline occurred in fruit-derived products as a glycoconjugate from a chemical condensation of d-glucose and l-tryptophan that is highly favored at low pH values and high temperature. Production, processing treatments, and storage of fruit juices and jams can then release this b-carboline. Fruit-derived products and other foods containing this compound might be an exogenous dietary source of this glucose-derived tetrahydro-b-carboline.(PMID: 12137498) [HMDB] Window width to select the precursor ion was 3 Da.; CONE_VOLTAGE is 20 V.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 19HP8024 to the Mass Spectrometry Society of Japan. D - Dermatologicals > D02 - Emollients and protectives > D02B - Protectives against uv-radiation > D02BB - Protectives against uv-radiation for systemic use A - Alimentary tract and metabolism > A11 - Vitamins > A11C - Vitamin a and d, incl. combinations of the two > A11CA - Vitamin a, plain D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids D018977 - Micronutrients > D014815 - Vitamins > D000072664 - Provitamins Window width to select the precursor ion was 3 Da.; CONE_VOLTAGE is 10 V.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 19HP8024 to the Mass Spectrometry Society of Japan.
Zeaxanthin
Meso-zeaxanthin (3R,3´S-zeaxanthin) is a xanthophyll carotenoid, as it contains oxygen and hydrocarbons, and is one of the three stereoisomers of zeaxanthin. Of the three stereoisomers, meso-zeaxanthin is the second most abundant in nature after 3R,3´R-zeaxanthin, which is produced by plants and algae. To date, meso-zeaxanthin has been identified in specific tissues of marine organisms and in the macula lutea, also known as the "yellow spot", of the human retina . Meso-zeaxanthin is a member of the class of compounds known as xanthophylls. Xanthophylls are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone. Meso-zeaxanthin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Meso-zeaxanthin can be found in channel catfish, crustaceans, and fishes, which makes meso-zeaxanthin a potential biomarker for the consumption of these food products. D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids Window width for selecting the precursor ion was 3 Da.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 16HP2005 to the Mass Spectrometry Society of Japan.
Lycopene
Lycopene, also known as all-trans-lycopene or e160d, is a member of the class of compounds known as carotenes. Carotenes are a type of unsaturated hydrocarbons containing eight consecutive isoprene units. They are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Thus, lycopene is considered to be an isoprenoid lipid molecule. Lycopene can be found in a number of food items such as american butterfish, babassu palm, scup, and condensed milk, which makes lycopene a potential biomarker for the consumption of these food products. Lycopene can be found primarily in blood and breast milk, as well as throughout most human tissues. Moreover, lycopene is found to be associated with endometrial cancer. In plants, algae, and other photosynthetic organisms, lycopene is an intermediate in the biosynthesis of many carotenoids, including beta-carotene, which is responsible for yellow, orange, or red pigmentation, photosynthesis, and photoprotection. Like all carotenoids, lycopene is a tetraterpene. It is insoluble in water. Eleven conjugated double bonds give lycopene its deep red color. Owing to the strong color, lycopene is a useful as a food coloring (registered as E160d) and is approved for use in the USA, Australia and New Zealand (registered as 160d) and the European Union . D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids D020011 - Protective Agents > D011837 - Radiation-Protective Agents D020011 - Protective Agents > D016588 - Anticarcinogenic Agents D000893 - Anti-Inflammatory Agents D000970 - Antineoplastic Agents Window width to select the precursor ion was 3 Da.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 16HP2005 to the Mass Spectrometry Society of Japan.
gamma-Carotene
A cyclic carotene obtained by the cyclisation of lycopene. Window width to select the precursor ion was 3 Da.; CONE_VOLTAGE is 10 V.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 19HP8024 to the Mass Spectrometry Society of Japan.
Trimethylpyrazine
A member of the class of pyrazines that is pyrazine in which three hydrogens at positions 2, 3 and 5 have been replaced by methyl groups. 2,3,5-Trimethylpyrazine is an endogenous metabolite. 2,3,5-Trimethylpyrazine is an endogenous metabolite.
(5R,6S)-5,6-Epoxy-7-megastigmen-9-one
Geranyl diphosphate
The diphosphate of the polyprenol compound geraniol.
farnesyl diphosphate
The trans,trans-stereoisomer of farnesyl diphosphate.
Neurosporene
D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids
Rubixanthin
A carotenol that is a natural xanthophyll pigment. It was formerly used as a food colourant (E161d), but approval for this purpose has been withdrawn throughout the European Union.
Marinoquinoline A
A pyrroloquinoline that is 3H-pyrrolo[2,3-c]quinoline substituted by a methyl group at position 4. It is a natural product found in Ohtaekwangia kribbensis and Rapidithrix thailandica.
Flexirubin
The parent member of the class of flexirubins obtained by formal condensation of the carboxy group of 17-(4-hydroxy-3-methylphenyl)heptadeca-2,4,6,8,10,12,14,16-octaenoic acid with one of the phenolic hydroxy groups of 2-dodecyl-5-methyl resorcinol.
Marinoquinoline B
A pyrroloquinoline that is 3H-pyrrolo[2,3-c]quinoline substituted by an isobutyl group at position 4. It is a natural product found in Ohtaekwangia kribbensis.
(4-hydroxy-3,5-dinitrophenyl)acetic acid
A member of the class of phenylacetic acids that is phenylacetic acid in which the phenyl group is substituted by nitro, hydroxy and nitro groups at positions 3, 4 and 5 respectively.
menaquinone-8
A menaquinone whose side-chain contains 8 isoprene units in an all-trans-configuration.
(1r,2r,3s,6s,7s,9s,11r,12s,14s)-12-(hydroxymethyl)-3-isopropyl-6,9-dimethyltetracyclo[7.5.0.0²,⁶.0¹²,¹⁴]tetradecane-7,11-diol
12-(hydroxymethyl)-3-isopropyl-6,9-dimethyltetracyclo[7.5.0.0²,⁶.0¹²,¹⁴]tetradecan-11-ol
methyl 3-(4-hydroxy-3,5-dinitrophenyl)propanoate
C10H10N2O7 (270.04879900000003)
(2s)-2-{[(2r)-2-amino-1-hydroxy-4-methylpentylidene]amino}-n-[(3s,6s,12s,15s,18r,21s,24s,27s,28r)-18-(3-carbamimidamidopropyl)-5,8,11,14,17,20,23,26-octahydroxy-6-[(s)-hydroxy(c-hydroxycarbonimidoyl)methyl]-24-[(1r)-1-hydroxy-2-methylpropyl]-12-[(1s)-1-hydroxyethyl]-3-(hydroxymethyl)-15-isopropyl-21-(2-methylbutyl)-2-oxo-28-phenyl-1-oxa-4,7,10,13,16,19,22,25-octaazacyclooctacosa-4,7,10,13,16,19,22,25-octaen-27-yl]-4-methylpentanimidic acid
3-benzyl-5-methyl-6-(6-methylheptyl)-1h-pyrazin-2-one
n-[2-({5-[(1,3-dihydroxy-15-methylhexadecylidene)amino]-3-hydroxy-4-[(3-hydroxyhexadecanoyl)oxy]-6-(phosphonooxy)oxan-2-yl}methoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]-3-(hexadecanoyloxy)-15-methylhexadecanimidic acid
6-hydroxy-3-[(1e,3e,5e,7e,9e,11e,13e,15e,17e,19e,21e)-23-hydroxy-3,7,12,16,20,24-hexamethyl-24-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}pentacosa-1,3,5,7,9,11,13,15,17,19,21-undecaen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-one
(2s,3r)-3-hydroxy-2-{[(2s)-1-hydroxy-2-[(1-hydroxy-2-phenylethylidene)amino]-3-phenylpropylidene]amino}-n-[(3r,6s,9s,14s,17s,18r)-5,8,11,16-tetrahydroxy-6-(c-hydroxycarbonimidoylmethyl)-3,18-dimethyl-9,14-bis(2-methylpropyl)-2,12,13-trioxo-1-oxa-4,7,10,15-tetraazacyclooctadeca-4,7,10,15-tetraen-17-yl]butanimidic acid
3,4-bis(4-hydroxyphenyl)-1-(2-phenylethyl)pyrrole-2,5-dione
3-[(4-hydroxyphenyl)methyl]-5-methyl-6-(8-methylnonyl)-1h-pyrazin-2-one
C22H32N2O2 (356.24636519999996)
3-[(1e,3e,5e,7e,9e,11e,13e,15e,17e,19e,21e)-24-hydroxy-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,21-undecaen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-one
(1r,4s,7s,13s,16s,19s,22r,23r,26r,29s,32s,35z,36z,38z,43s,44s,47s,50s)-44-{[(2s)-2-{[(2z)-2-({[(2s)-1-[(2s)-2-amino-3-(3h-imidazol-4-yl)propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1-hydroxybut-2-en-1-ylidene]amino}-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-29,32-bis[(2s)-butan-2-yl]-13-(2-carboxyethyl)-16,19-bis(carboxymethyl)-35,38-diethylidene-3,6,9,12,15,18,21,28,31,34,37,40,45,48,51-pentadecahydroxy-7-(3h-imidazol-4-ylmethyl)-47-isopropyl-23,43,50-trimethyl-4-(2-methylpropyl)-24,42-dithia-2,5,8,11,14,17,20,27,30,33,36,39,46,49,52-pentadecaazabicyclo[20.18.12]dopentaconta-2,5,8,11,14,17,20,27,30,33,36,39,45,48,51-pentadecaene-26-carboxylic acid
C90H132N26O27S2 (2072.9196202000003)
n-(2-methoxy-2-oxoethyl)-15-methyl-3-[(13-methyltetradec-4-enoyl)oxy]hexadecanimidic acid
4-[(2r)-1,3,3-trimethylaziridin-2-yl]quinolin-2-ol
C14H16N2O (228.12625659999998)
(2s)-2-[(4s)-4-[(1-hydroxyethylidene)amino]-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylic acid
n-[5-(n-hydroxy-3-methylbutanamido)pentyl]-4-methoxy-4-oxobutanimidic acid
3-[(2s,5s)-5-benzyl-3,6-dihydroxy-2,5-dihydropyrazin-2-yl]-n-(2-phenylethyl)propanimidic acid
3-{[5-(n-hydroxy-3-{[5-(n-hydroxy-3-methylbutanamido)pentyl]-c-hydroxycarbonimidoyl}propanamido)pentyl]-c-hydroxycarbonimidoyl}propanoic acid
β-zeacarotene
{"Ingredient_id": "HBIN018356","Ingredient_name": "\u03b2-zeacarotene","Alias": "NA","Ingredient_formula": "C40H58","Ingredient_Smile": "CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)CCC=C(C)CCC=C(C)C)C)C","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "22957","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}
(11r,12r,13s,24r)-5,8,15,22-tetrahydroxy-12,24-bis(2-methylprop-1-en-1-yl)hexacyclo[11.11.0.0²,¹¹.0⁴,⁹.0¹⁴,²³.0¹⁶,²¹]tetracosa-1,4,6,8,14,16(21),18,22-octaene-3,10,17,20-tetrone
(6s)-6-hydroxy-3-[(1e,3e,5e,7e,9e,11e,13e,15e,17e,19e,21e,23s)-24-hydroxy-23-methoxy-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,21-undecaen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-one
(2s)-2-{[(2r)-2-amino-1-hydroxy-4-methylpentylidene]amino}-n-[(3s,6s,12s,15s,18r,21s,24s,27s,28r)-18-(3-carbamimidamidopropyl)-5,8,11,14,17,20,23,26-octahydroxy-6-[(s)-hydroxy(c-hydroxycarbonimidoyl)methyl]-24-[(1r)-1-hydroxy-2-methylpropyl]-12-[(1s)-1-hydroxyethyl]-3-(hydroxymethyl)-15-isopropyl-21-(2-methylpropyl)-2-oxo-28-phenyl-1-oxa-4,7,10,13,16,19,22,25-octaazacyclooctacosa-4,7,10,13,16,19,22,25-octaen-27-yl]-4-methylpentanimidic acid
n-[(2s,3s,4r)-3,4-dihydroxy-1-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadecan-2-yl]hexacosanimidic acid
3-[(2r,5s)-3,6-dihydroxy-5-(2-methylpropyl)-2,5-dihydropyrazin-2-yl]-n-(2-phenylethyl)propanimidic acid
C19H27N3O3 (345.20523119999996)
7,11-dihydroxy-3-isopropyl-6,9-dimethyltetracyclo[7.5.0.0²,⁶.0¹²,¹⁴]tetradecane-12-carbaldehyde
(2s,3s,4s,5r,6s)-6-{4-[(r)-[(3s)-3-[(2-{4-[(3r)-3-amino-3-carboxypropoxy]phenyl}-1,2-dihydroxyethylidene)amino]-3-[(hydroxymethylidene)amino]-2-oxoazetidin-1-yl](carboxy)methyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
3-hydroxy-n-{5-hydroxy-4-[(3-hydroxy-13-methyltetradecanoyl)oxy]-6-(hydroxymethyl)-2-(phosphonooxy)oxan-3-yl}-15-methylhexadecanimidic acid
C38H74NO12P (767.4948373999999)
3-{[5-(n-hydroxy-3-methylbutanamido)pentyl]-c-hydroxycarbonimidoyl}propanoic acid
4-isopropyl-1,6-dimethyl-5,6,7,8-tetrahydronaphthalene
[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-{[(3s,4e,6e,8e,10e,12e,14e,16e,18e,20e,22e,24e)-3-hydroxy-2,6,10,14,19,23-hexamethyl-25-(2,6,6-trimethyl-3-oxocyclohex-1-en-1-yl)pentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaen-2-yl]oxy}oxan-2-yl]methyl 13-methyltetradecanoate
[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-{[(3s,4e,6e,8e,10e,12e,14e,16e,18e,20e,22e,24e)-3-hydroxy-2,6,10,14,19,23-hexamethyl-25-(2,6,6-trimethyl-3-oxocyclohex-1-en-1-yl)pentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaen-2-yl]oxy}oxan-2-yl]methyl 13-methyltetradecanoate
(6r,7r)-3-({[(3r,4s)-4-{[(2s)-2-{[(2s)-2-amino-1-hydroxypropylidene]amino}-1-hydroxypropylidene]amino}-7-carbamimidamido-3-hydroxyheptanoyl]oxy}methyl)-7-{[(5r)-5-amino-5-carboxy-1-hydroxypentylidene]amino}-7-[(hydroxymethylidene)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
C29H46N10O12S (758.3017236000001)
(1r,2r,3s,6r,9s,11r,12s,14s)-3-isopropyl-6,9,12-trimethyltetracyclo[7.5.0.0²,⁶.0¹²,¹⁴]tetradecan-11-ol
(2s,3r)-3-hydroxy-2-{[(2s)-1-hydroxy-2-[(1-hydroxy-3-methylbutylidene)amino]-3-phenylpropylidene]amino}-n-[(3r,6s,9s,14s,17s,18r)-5,8,11,16-tetrahydroxy-6-(c-hydroxycarbonimidoylmethyl)-3,18-dimethyl-9,14-bis(2-methylpropyl)-2,12,13-trioxo-1-oxa-4,7,10,15-tetraazacyclooctadeca-4,7,10,15-tetraen-17-yl]butanimidic acid
(6s)-6-hydroxy-3-[(1e,3e,5e,7e,9e,11e,13e,15e,17e,19e,21e)-24-hydroxy-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,21-undecaen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-one
(3r)-3-hydroxy-n-[(2s,3r,4e)-3-hydroxy-15-methyl-1-sulfohexadec-4-en-2-yl]-15-methylhexadecanimidic acid
4-(2-methylpropyl)pyrrolo[2,3-c]quinolin-3-ol
C15H16N2O (240.12625659999998)
3-(5-benzyl-3,6-dihydroxy-2,5-dihydropyrazin-2-yl)-n-(2-phenylethyl)propanimidic acid
[31-(3-carbamimidamidopropyl)-16-[carboxy(hydroxy)methyl]-5,18,20,27,30,33-hexahydroxy-3,25-bis(hydroxymethyl)-2,11,15,24-tetraoxo-13-undecyl-14-oxa-1,4,10,17,23,26,29,32-octaazatetracyclo[32.3.0.0⁶,¹⁰.0¹⁹,²³]heptatriaconta-4,17,26,29,32-pentaen-28-yl](hydroxy)acetic acid
3,10,14,16,21-pentahydroxy-17-[(1r)-1-hydroxy-4-methylpent-3-en-1-yl]-12-(3-methylbut-2-en-1-yl)pentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-1,3,6,9,11,13,15,17,20-nonaene-5,8,19-trione
n-{2-[(2-{[(4e,8e)-11,13-dihydroxy-10-methyl-3,7,15-trimethylideneheptadeca-4,8-dienoyl]sulfanyl}ethyl)-c-hydroxycarbonimidoyl]ethyl}-2,4-dihydroxy-3,3-dimethylbutanimidic acid
3-(24-hydroxy-23-methoxy-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,21-undecaen-1-yl)-2,4,4-trimethylcyclohex-2-en-1-one
6-hydroxy-3-[(1e,3e,5e,7e,9e,11e,13e,15e,17e,19e,21z)-24-hydroxy-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,21-undecaen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-one
(3r)-3-hydroxy-n-[(2r,3r)-3-hydroxy-15-methyl-1-sulfohexadecan-2-yl]-15-methylhexadecanimidic acid
7,9-dihydroxy-15-{1-hydroxy-4-[hydroxy(4-hydroxyphenyl)methyl]-1,3,3,6-tetramethyl-3a,4,5,7a-tetrahydro-2h-inden-5-yl}-4,8-dimethylpentadeca-2,4,10,12,14-pentaenoic acid
(3r)-3-hydroxy-n-[(2s,3r)-3-hydroxy-15-methyl-1-{[(2r,5r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexadecan-2-yl]-15-methylhexadecanimidic acid
(2s)-2-{[(2r)-2-amino-1-hydroxy-4-methylpentylidene]amino}-n-[(3s,6s,12r,15s,18r,21s,24s,27s,28s)-15-[(2r)-butan-2-yl]-18-(3-carbamimidamidopropyl)-5,8,11,14,17,20,23,26-octahydroxy-6-[(s)-hydroxy(c-hydroxycarbonimidoyl)methyl]-24-[(1s)-1-hydroxy-2-methylpropyl]-12-[(1r)-1-hydroxyethyl]-3-(hydroxymethyl)-21-(2-methylpropyl)-2-oxo-28-phenyl-1-oxa-4,7,10,13,16,19,22,25-octaazacyclooctacosa-4,7,10,13,16,19,22,25-octaen-27-yl]-4-methylpentanimidic acid
6-(4-{[3-({2-[4-(3-amino-3-carboxypropoxy)phenyl]-1,2-dihydroxyethylidene}amino)-3-[(hydroxymethylidene)amino]-2-oxoazetidin-1-yl](carboxy)methyl}phenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
(3s)-3-amino-6-carbamimidamido-n-[(5r)-4-hydroxy-2-(c-hydroxycarbonimidoylamino)-5,6-dihydropyrimidin-5-yl]-n-methylhexanamide
methyl 2-chloro-3-(4-hydroxy-3,5-dinitrophenyl)propanoate
C10H9ClN2O7 (304.00982739999995)
3,8,15,20-tetraoxatricyclo[20.2.2.2¹⁰,¹³]octacosa-1(24),10,12,22,25,27-hexaene-2,9,14,21-tetrone
2-amino-n-(1-{[18-(3-carbamimidamidopropyl)-5,8,11,14,17,20,23,26-octahydroxy-6-[hydroxy(c-hydroxycarbonimidoyl)methyl]-24-(1-hydroxy-2-methylpropyl)-12-(1-hydroxyethyl)-3-(hydroxymethyl)-21-(2-methylpropyl)-2-oxo-28-phenyl-15-(sec-butyl)-1-oxa-4,7,10,13,16,19,22,25-octaazacyclooctacosa-4,7,10,13,16,19,22,25-octaen-27-yl]-c-hydroxycarbonimidoyl}-3-methylbutyl)-4-methylpentanimidic acid
(7r,7as,13ar)-5,9,12,14-tetrahydroxy-7a-[(1e)-4-methylpenta-1,3-dien-1-yl]-7-(2-methylprop-1-en-1-yl)-7,13a-dihydro-6h-pentaphene-1,4,8,13-tetrone
3-isopropyl-6,9,12-trimethyltetracyclo[7.5.0.0²,⁶.0¹²,¹⁴]tetradecane-7,11-diol
6-hydroxy-3-{23-hydroxy-3,7,12,16,20,24-hexamethyl-24-[(3,4,5-trihydroxyoxan-2-yl)oxy]pentacosa-1,3,5,7,9,11,13,15,17,19,21-undecaen-1-yl}-2,4,4-trimethylcyclohex-2-en-1-one
3-{[(4-{[2-({4-[(2-amino-1-hydroxypropylidene)amino]-7-carbamimidamido-1,3-dihydroxyheptylidene}amino)-1-hydroxypropylidene]amino}-7-carbamimidamido-3-hydroxyheptanoyl)oxy]methyl}-7-[(5-amino-5-carboxy-1-hydroxypentylidene)amino]-7-[(hydroxymethylidene)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
3-hydroxy-2-({1-hydroxy-2-[(1-hydroxy-3-methylbutylidene)amino]-3-phenylpropylidene}amino)-n-[5,8,11,16-tetrahydroxy-6-(c-hydroxycarbonimidoylmethyl)-3,18-dimethyl-9,14-bis(2-methylpropyl)-2,12,13-trioxo-1-oxa-4,7,10,15-tetraazacyclooctadeca-4,7,10,15-tetraen-17-yl]butanimidic acid
n-[(2r,5s)-2-{[(3s,6r)-5-[(1,3-dihydroxy-15-methylhexadecylidene)amino]-3-hydroxy-4-[(3-hydroxyhexadecanoyl)oxy]-6-(phosphonooxy)oxan-2-yl]methoxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]-3-(hexadecanoyloxy)-15-methylhexadecanimidic acid
n-{[(3-hydroxy-1-methoxy-1-oxopropan-2-yl)-c-hydroxycarbonimidoyl]methyl}-15-methyl-3-[(13-methyltetradec-4-enoyl)oxy]hexadecanimidic acid
C38H70N2O7 (666.5182750000001)
3-[(2s,5r)-3,6-dihydroxy-5-(2-methylpropyl)-2,5-dihydropyrazin-2-yl]-n-(2-phenylethyl)propanimidic acid
C19H27N3O3 (345.20523119999996)
({1-hydroxy-15-methyl-3-[(13-methyltetradec-4-enoyl)oxy]hexadecylidene}amino)acetic acid
[(1-hydroxy-15-methyl-3-{[(4z)-13-methyltetradec-4-enoyl]oxy}hexadecylidene)amino]acetic acid
(1r,2r,3s,6s,7s,9r,11r,12s,14s)-3-isopropyl-6,9,12-trimethyltetracyclo[7.5.0.0²,⁶.0¹²,¹⁴]tetradecane-7,11-diol
6-hydroxy-3-[(1e,3e,5e,7e,9e,11e,13e,15e,17e,19e,21e)-24-hydroxy-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,21-undecaen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-one
3-[(2r,5r)-5-benzyl-3,6-dihydroxy-2,5-dihydropyrazin-2-yl]-n-(2-phenylethyl)propanimidic acid
(2s)-3-hydroxy-2-[(1-hydroxy-2-{[(3r)-1-hydroxy-14-methyl-3-{[(4e)-13-methyltetradec-4-enoyl]oxy}pentadecylidene]amino}ethylidene)amino]propanoic acid
C36H66N2O7 (638.4869765999999)
(2s)-3-hydroxy-2-{[(2s)-1-hydroxy-2-[(1-hydroxy-2-phenylethylidene)amino]-3-phenylpropylidene]amino}-n-[(3r,6s,9s,17s)-5,8,11,16-tetrahydroxy-6-(c-hydroxycarbonimidoylmethyl)-3,18-dimethyl-9,14-bis(2-methylpropyl)-2,12,13-trioxo-1-oxa-4,7,10,15-tetraazacyclooctadeca-4,7,10,15-tetraen-17-yl]butanimidic acid
n-[2-(1h-indol-3-yl)ethyl]-3-methylbutanimidic acid
({1-hydroxy-14-methyl-3-[(13-methyltetradec-4-enoyl)oxy]pentadecylidene}amino)acetic acid
(2s)-2-({[(1r,4s,7s,13s,16s,19s,22r,23r,26r,29s,32s,35z,36z,38z,43s,44s,47s,50s)-44-{[(2s)-2-{[(2z)-2-({[(2s)-1-[(2s)-2-amino-3-(3h-imidazol-4-yl)propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1-hydroxybut-2-en-1-ylidene]amino}-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-29,32-bis[(2s)-butan-2-yl]-13-(2-carboxyethyl)-16,19-bis(carboxymethyl)-35,38-diethylidene-3,6,9,12,15,18,21,28,31,34,37,40,45,48,51-pentadecahydroxy-7-(3h-imidazol-4-ylmethyl)-47-isopropyl-23,43,50-trimethyl-4-(2-methylpropyl)-24,42-dithia-2,5,8,11,14,17,20,27,30,33,36,39,46,49,52-pentadecaazabicyclo[20.18.12]dopentaconta-2,5,8,11,14,17,20,27,30,33,36,39,45,48,51-pentadecaen-26-yl](hydroxy)methylidene}amino)propanoic acid
C93H137N27O28S2 (2143.9567322000003)
(1r,2r,3s,6r,9s,11r,12s,14s)-12-(hydroxymethyl)-3-isopropyl-6,9-dimethyltetracyclo[7.5.0.0²,⁶.0¹²,¹⁴]tetradecan-11-ol
(1r)-4-[(1e,3e,5e,7e,9e,11e,13e,15e,17e,19e,21z)-24-hydroxy-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,21-undecaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol
3-{[5-(1h-indol-3-ylmethyl)pyrazin-2-yl]methyl}-1h-indole
(6r,7r)-7-{[(5r)-5-amino-5-carboxy-1-hydroxypentylidene]amino}-3-({[(3r,4s)-7-carbamimidamido-3-hydroxy-4-{[(2s)-1-hydroxy-2-{[(2s)-1-hydroxy-2-(methylamino)propylidene]amino}propylidene]amino}heptanoyl]oxy}methyl)-7-[(hydroxymethylidene)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
3-isopropyl-6,9,12-trimethyltetracyclo[7.5.0.0²,⁶.0¹²,¹⁴]tetradecan-11-ol
{[(3r)-1-hydroxy-3-[(13-methyltetradecanoyl)oxy]hexadecylidene]amino}acetic acid
(1r)-4-[(1e,3e,5e,7e,9e,11e,13e,15e,19e)-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,19,23-decaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol
(2s)-3-hydroxy-2-[(1-hydroxy-2-{[(3r)-1-hydroxy-15-methyl-3-[(13-methyltetradecanoyl)oxy]hexadecylidene]amino}ethylidene)amino]propanoic acid
C37H70N2O7 (654.5182750000001)
methyl 2-hydroxy-3-(4-hydroxy-3-nitrophenyl)propanoate
{[(3r)-1-hydroxy-15-methyl-3-[(13-methyltetradecanoyl)oxy]hexadecylidene]amino}acetic acid
{[(3r)-1-hydroxy-15-methyl-3-[(12-methyltridecanoyl)oxy]hexadecylidene]amino}acetic acid
(3r)-n-({[(2s)-3-hydroxy-1-methoxy-1-oxopropan-2-yl]-c-hydroxycarbonimidoyl}methyl)-15-methyl-3-{[(4z)-13-methyltetradec-4-enoyl]oxy}hexadecanimidic acid
C38H70N2O7 (666.5182750000001)
24-[(2-amino-1,3-dihydroxybutylidene)amino]-15-benzyl-8,17,20,23,30,33,35,39,46-nonahydroxy-32-(1h-indol-3-ylmethyl)-25-methyl-21-(2-methylpropyl)-3,14,27-trioxo-4,26-dioxa-7,13,16,19,22,31,34,36,40,45-decaazatetracyclo[16.16.10.2⁶,²⁹.0⁹,¹³]hexatetraconta-7,16,19,22,30,33,35,39,45-nonaene-37-carboxylic acid
C60H79N13O18 (1269.5665754000001)
(2e,4e,9e,11e,13e)-14-[(1s,3s,3as,5as,6s,8as,8bs)-6-hydroxy-1-(4-hydroxyphenyl)-4,6,8,8-tetramethyl-1h,3h,3ah,5ah,7h,8ah,8bh-indeno[4,5-c]furan-3-yl]-7-hydroxy-4,8-dimethyltetradeca-2,4,9,11,13-pentaenoic acid
3-hydroxy-2-({1-hydroxy-2-[(1-hydroxy-2-phenylethylidene)amino]-3-phenylpropylidene}amino)-n-[5,8,11,16-tetrahydroxy-6-(c-hydroxycarbonimidoylmethyl)-3,18-dimethyl-9,14-bis(2-methylpropyl)-2,12,13-trioxo-1-oxa-4,7,10,15-tetraazacyclooctadeca-4,7,10,15-tetraen-17-yl]butanimidic acid
3-[(1e,3e,5e,7e,9e,11e,13e,15e,17e,19e,21e)-24-hydroxy-23-methoxy-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,21-undecaen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-one
3-[(2r,5r)-3,6-dihydroxy-5-(2-methylpropyl)-2,5-dihydropyrazin-2-yl]-n-(2-phenylethyl)propanimidic acid
C19H27N3O3 (345.20523119999996)
6-hydroxy-3-[(1e,3e,5e,7e,9e,11e,13e,15e,17e,19e,21e)-24-hydroxy-23-methoxy-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,21-undecaen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-one
4-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-24-hydroxy-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,21-undecaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol
{[(3s)-1-hydroxy-14-methyl-3-{[(4z)-13-methyltetradec-4-enoyl]oxy}pentadecylidene]amino}acetic acid
(1r,2r,3s,6s,7s,9s,11r,12r,14s)-7,11-dihydroxy-3-isopropyl-6,9-dimethyltetracyclo[7.5.0.0²,⁶.0¹²,¹⁴]tetradecane-12-carbaldehyde
3-[(2s,5r)-5-benzyl-3,6-dihydroxy-2,5-dihydropyrazin-2-yl]-n-(2-phenylethyl)propanimidic acid
2-(9-methyldecyl)-5-(4-methylpentyl)benzene-1,3-diol
(2s)-3-hydroxy-2-[(1-hydroxy-2-{[(3r)-1-hydroxy-3-[(13-methyltetradecanoyl)oxy]hexadecylidene]amino}ethylidene)amino]propanoic acid
3-hydroxy-2-{[1-hydroxy-2-({1-hydroxy-14-methyl-3-[(13-methyltetradecanoyl)oxy]pentadecylidene}amino)ethylidene]amino}propanoic acid
3-[(5-aminopentyl)(hydroxy)carbamoyl]-n-[5-(n-hydroxy-3-{[5-(n-hydroxy-3-methylbutanamido)pentyl]-c-hydroxycarbonimidoyl}propanamido)pentyl]propanimidic acid
9,11,20-trihydroxy-1-(4-hydroxyphenyl)-6,10,18,20,22,22-hexamethyl-1h,8h,9h,10h,11h,17ah,19ah,21h,22ah,22bh-indeno[4,5-c]oxacyclononadecan-3-one
3-[3,6-dihydroxy-5-(2-methylpropyl)-2,5-dihydropyrazin-2-yl]-n-(2-phenylethyl)propanimidic acid
C19H27N3O3 (345.20523119999996)
3-({[4-({2-[(2-amino-1-hydroxypropylidene)amino]-1-hydroxypropylidene}amino)-7-carbamimidamido-3-hydroxyheptanoyl]oxy}methyl)-7-[(5-amino-5-carboxy-1-hydroxypentylidene)amino]-7-[(hydroxymethylidene)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
C29H46N10O12S (758.3017236000001)
(1r)-4-[(1e,3e,5e,7e,9e,11e,13e,15e,17z,19e)-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,23-undecaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol
(4e,8e)-11,13-dihydroxy-10-methyl-3,7,15-trimethylideneheptadeca-4,8-dienoic acid
2-[(4s)-4-[(1-hydroxyethylidene)amino]-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylic acid
({1-hydroxy-15-methyl-3-[(12-methyltridecanoyl)oxy]hexadecylidene}amino)acetic acid
(7e,15e,19e)-4,6,12,18-tetrahydroxy-21-methyl-10-methylidene-22-[(1e,3z,5z)-3-methylnona-1,3,5,8-tetraen-1-yl]-1-oxacyclodocosa-7,15,19-trien-2-one
3-[(2s,5s)-3,6-dihydroxy-5-(2-methylpropyl)-2,5-dihydropyrazin-2-yl]-n-(2-phenylethyl)propanimidic acid
C19H27N3O3 (345.20523119999996)
6-(aminomethyl)-2-{[(4e)-2-[(1,2-dihydroxy-12-methyltridecylidene)amino]-3-hydroxy-18-methylnonadec-4-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
2-amino-n-(1-{[18-(3-carbamimidamidopropyl)-5,8,11,14,17,20,23,26-octahydroxy-6-[hydroxy(c-hydroxycarbonimidoyl)methyl]-24-(1-hydroxy-2-methylpropyl)-12-(1-hydroxyethyl)-3-(hydroxymethyl)-15-isopropyl-21-(2-methylpropyl)-2-oxo-28-phenyl-1-oxa-4,7,10,13,16,19,22,25-octaazacyclooctacosa-4,7,10,13,16,19,22,25-octaen-27-yl]-c-hydroxycarbonimidoyl}-3-methylbutyl)-4-methylpentanimidic acid
7,9-dihydroxy-15-{1-hydroxy-1,3,3,6-tetramethyl-4-[(4-oxocyclohexa-2,5-dien-1-ylidene)methyl]-3a,4,5,7a-tetrahydro-2h-inden-5-yl}-4,8-dimethylpentadeca-2,4,10,12,14-pentaenoic acid
(9r,10r,11r,17ar,19ar,20r,22ar,22bs)-9,11,20-trihydroxy-1-(4-hydroxyphenyl)-6,10,18,20,22,22-hexamethyl-1h,8h,9h,10h,11h,17ah,19ah,21h,22ah,22bh-indeno[4,5-c]oxacyclononadecan-3-one
(3,4,5-trihydroxy-6-{[3-hydroxy-2,6,10,14,19,23-hexamethyl-25-(2,6,6-trimethyl-3-oxocyclohex-1-en-1-yl)pentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaen-2-yl]oxy}oxan-2-yl)methyl 13-methyltetradecanoate
5-amino-2-({1-hydroxy-15-methyl-3-[(13-methyltetradecanoyl)oxy]hexadecylidene}amino)pentanoic acid
(7e,15e,19e)-4,6,12,18-tetrahydroxy-21-methyl-10-methylidene-22-[(2z,4z,6e)-3-methylnona-2,4,6,8-tetraen-1-yl]-1-oxacyclodocosa-7,15,19-trien-2-one
3-[(2r,5s)-5-benzyl-3,6-dihydroxy-2,5-dihydropyrazin-2-yl]-n-(2-phenylethyl)propanimidic acid
(3r)-3-hydroxy-n-[(2r,3r,4r,5s,6r)-5-hydroxy-4-{[(3r)-3-hydroxy-13-methyltetradecanoyl]oxy}-6-(hydroxymethyl)-2-(phosphonooxy)oxan-3-yl]-15-methylhexadecanimidic acid
C38H74NO12P (767.4948373999999)
4-(2-chloroethyl)-2,6-dinitrophenol
C8H7ClN2O5 (246.00434819999998)
3-[({4-[(2-amino-1-hydroxypropylidene)amino]-7-carbamimidamido-3-hydroxyheptanoyl}oxy)methyl]-7-[(5-amino-5-carboxy-1-hydroxypentylidene)amino]-7-[(hydroxymethylidene)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
C26H41N9O11S (687.2646116000001)
6-hydroxy-3-(24-hydroxy-23-methoxy-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,21-undecaen-1-yl)-2,4,4-trimethylcyclohex-2-en-1-one
(2s,4s,5s,6s)-2,4-dihydroxy-6-[(1s,2s)-2-hydroxy-1-[(1-hydroxyethylidene)amino]propyl]-5-[(1-hydroxyethylidene)amino]oxane-2-carboxylic acid
8-(4-hydroxyphenyl)-9-methyl-5,9-diazatricyclo[8.4.0.0²,⁶]tetradeca-1(14),2(6),3,10,12-pentaen-7-one
C19H16N2O2 (304.12117159999997)
3-[(5-{3-[(5-aminopentyl)-c-hydroxycarbonimidoyl]-n-hydroxypropanamido}pentyl)(hydroxy)carbamoyl]propanoic acid
4,6,12,18-tetrahydroxy-21-methyl-10-methylidene-22-(3-methylnona-2,4,6,8-tetraen-1-yl)-1-oxacyclodocosa-7,15,19-trien-2-one
(2e,4e,7r,8r,9r,10z,12e,14z)-15-[(1r,3ar,4r,5r,7ar)-1-hydroxy-1,3,3,6-tetramethyl-4-[(4-oxocyclohexa-2,5-dien-1-ylidene)methyl]-3a,4,5,7a-tetrahydro-2h-inden-5-yl]-7,9-dihydroxy-4,8-dimethylpentadeca-2,4,10,12,14-pentaenoic acid
[(1r,6r)-4-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-[(4s,5r)-4,5-dihydroxy-2,6,6-trimethyl-3-oxocyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-6-hydroxy-3,5,5-trimethylcyclohex-3-en-1-yl]oxidanesulfonic acid
(3r)-n-(2-methoxy-2-oxoethyl)-15-methyl-3-{[(4z)-13-methyltetradec-4-enoyl]oxy}hexadecanimidic acid
3-hydroxy-2-{[1-hydroxy-2-({1-hydroxy-15-methyl-3-[(13-methyltetradecanoyl)oxy]hexadecylidene}amino)ethylidene]amino}propanoic acid
C37H70N2O7 (654.5182750000001)
(6e,8e,10e,12e,14e,16e,18e,22e,26e)-2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,8,10,12,14,16,18,22,26,30-undecaene
(2s)-3-hydroxy-2-{[(2s)-1-hydroxy-2-[(1-hydroxy-3-methylbutylidene)amino]-3-phenylpropylidene]amino}-n-[(3r,6s,9s,17s)-5,8,11,16-tetrahydroxy-6-(c-hydroxycarbonimidoylmethyl)-3,18-dimethyl-9,14-bis(2-methylpropyl)-2,12,13-trioxo-1-oxa-4,7,10,15-tetraazacyclooctadeca-4,7,10,15-tetraen-17-yl]butanimidic acid
3,10,14,16,21-pentahydroxy-6-[(1r)-1-hydroxy-4-methylpent-3-en-1-yl]-12-(3-methylbut-2-en-1-yl)pentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-1,3,6,9,11,13,15,17,20-nonaene-5,8,19-trione
12-(hydroxymethyl)-3-isopropyl-6,9-dimethyltetracyclo[7.5.0.0²,⁶.0¹²,¹⁴]tetradecane-7,11-diol
(2r)-n-[(2r,3r,5r)-3,5-dihydroxy-15-methyl-1-sulfohexadecan-2-yl]-2-hydroxy-13-methyltetradecanimidic acid
4,6,12,18-tetrahydroxy-21-methyl-10-methylidene-22-(3-methylnona-1,3,5,8-tetraen-1-yl)-1-oxacyclodocosa-7,15,19-trien-2-one
(2s)-5-amino-2-{[(3r)-1-hydroxy-15-methyl-3-[(13-methyltetradecanoyl)oxy]hexadecylidene]amino}pentanoic acid
3-hydroxy-n-(3-hydroxy-15-methyl-1-sulfohexadec-4-en-2-yl)-15-methylhexadecanimidic acid
(2r)-n-[2-(1h-indol-3-yl)ethyl]-2-methylbutanimidic acid
(3s)-3-amino-6-carbamimidamido-n-[(5s)-4-hydroxy-2-(c-hydroxycarbonimidoylamino)-5,6-dihydropyrimidin-5-yl]-n-methylhexanamide
(6r,7r)-3-({[(3r,4s)-4-{[(2s)-2-amino-1-hydroxypropylidene]amino}-7-carbamimidamido-3-hydroxyheptanoyl]oxy}methyl)-7-{[(5r)-5-amino-5-carboxy-1-hydroxypentylidene]amino}-7-[(hydroxymethylidene)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
C26H41N9O11S (687.2646116000001)
3-[(4as,6ar,10ar,10bs)-3-carboxy-4a,7,7,10a-tetramethyl-1h,5h,6h,6ah,8h,9h,10h,10bh-cyclohexa[f]chromen-2-yl]pyridine-2,6-dicarboxylic acid
(5z)-2-amino-4-hydroxy-17-methyl-3-[(13-methyltetradecanoyl)oxy]-2-(sulfomethyl)octadec-5-enoic acid
6-hydroxy-3-(24-hydroxy-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,21-undecaen-1-yl)-2,4,4-trimethylcyclohex-2-en-1-one
(6s,7s)-3-({[(3r,4s)-4-{[(2s)-2-{[(3s,4r)-4-{[(2s)-2-amino-1-hydroxypropylidene]amino}-7-carbamimidamido-1,3-dihydroxyheptylidene]amino}-1-hydroxypropylidene]amino}-7-carbamimidamido-3-hydroxyheptanoyl]oxy}methyl)-7-{[(5s)-5-amino-5-carboxy-1-hydroxypentylidene]amino}-7-[(hydroxymethylidene)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
n-[(2r,3r)-3-hydroxy-15-methyl-1-sulfohexadecan-2-yl]-13-methyltetradecanimidic acid
C32H65NO5S (575.4583200000001)