NCBI Taxonomy: 59595

Palicourea (ncbi_taxid: 59595)

found 216 associated metabolites at genus taxonomy rank level.

Ancestor: Palicoureeae

Child Taxonomies: Palicourea alpina, Palicourea gibbosa, Palicourea cuspidata, Palicourea amita, Palicourea elata, Palicourea guianensis, Palicourea longiflora, Palicourea rigida, Palicourea crocea, Palicourea corymbifera, Palicourea lineata, Palicourea ulloana, Palicourea correae, Palicourea gomezii, Palicourea allenii, Palicourea hazenii, Palicourea killipii, Palicourea pittieri, Palicourea colorata, Palicourea eggersii, Palicourea discolor, Palicourea purpurea, Palicourea fendleri, Palicourea nigricans, Palicourea plowmanii, Palicourea triphylla, Palicourea acuminata, Palicourea padifolia, Palicourea brachiata, Palicourea pubescens, Palicourea beachiana, Palicourea montivaga, Palicourea pereziana, Palicourea nitidella, Palicourea valeriana, Palicourea tetragona, Palicourea hospitalis, Palicourea petiolaris, Palicourea cyanococca, Palicourea condensata, Palicourea tectoneura, Palicourea berteroana, Palicourea suerrensis, Palicourea calidicola, Palicourea macrocalyx, Palicourea marcgravii, Palicourea acanthacea, Palicourea calophylla, Palicourea croceoides, Palicourea fastigiata, Palicourea holmgrenii, Palicourea macrobotrys, Palicourea rigidifolia, Palicourea standleyana, Palicourea stenosepala, Palicourea quadrifolia, Palicourea domingensis, Palicourea phanerandra, Palicourea ostreophora, Palicourea glomerulata, Palicourea amethystina, Palicourea salicifolia, Palicourea andaluciana, Palicourea calophlebia, Palicourea fuchsioides, Palicourea alajuelensis, Palicourea stenostachya, Palicourea albocaerulea, unclassified Palicourea, Palicourea angustifolia, Palicourea lasiorrhachis, Palicourea longistipulata, Palicourea quadrilateralis, Palicourea perquadrangularis, Palicourea cf. stipularis SJW-2019

Ursolic acid

(1S,2R,4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

C30H48O3 (456.36032579999994)


Ursolic acid is a ubiquitous triterpenoid in plant kingdom, medicinal herbs, and is an integral part of the human diet. During the last decade over 700 research articles have been published on triterpenoids research, reflecting tremendous interest and progress in our understanding of these compounds. This included the isolation and purification of these tritepernoids from various plants and herbs, the chemical modifications to make more effective and water soluble derivatives, the pharmacological research on their beneficial effects, the toxicity studies, and the clinical use of these triterpenoids in various diseases including anticancer chemotherapies. Ursolic acid (UA), a pentacyclic triterpene acid, has been isolated from many kinds of medicinal plants, such as Eriobotrya japonica, Rosmarinns officinalis, Melaleuca leucadendron, Ocimum sanctum and Glechoma hederaceae. UA has been reported to produce antitumor activities and antioxidant activity, and is reported to have an antioxidant activity. UA may play an important role in regulating the apoptosis induced by high glucose presumably through scavenging of ROS (reactive oxygen species). It has been found recently that ursolic acid treatment affects growth and apoptosis in cancer cells. (PMID: 15994040, 17516235, 17213663). Ursolic acid is a pentacyclic triterpenoid that is urs-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. It has a role as a plant metabolite and a geroprotector. It is a pentacyclic triterpenoid and a hydroxy monocarboxylic acid. It derives from a hydride of an ursane. Ursolic acid is a natural product found in Gladiolus italicus, Freziera, and other organisms with data available. Ursolic Acid is a pentacyclic triterpenoid found in various fruits, vegetables and medicinal herbs, with a variety of potential pharmacologic activities including anti-inflammatory, antioxidative, antiviral, serum lipid-lowering, and antineoplastic activities. Upon administration, ursolic acid may promote apoptosis and inhibit cancer cell proliferation through multiple mechanisms. This may include the regulation of mitochondrial function through various pathways including the ROCK/PTEN and p53 pathways, the suppression of the nuclear factor-kappa B (NF-kB) pathways, and the increase in caspase-3, caspase-8 and caspase-9 activities. See also: Holy basil leaf (part of); Jujube fruit (part of); Lagerstroemia speciosa leaf (part of). D018501 - Antirheumatic Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D016861 - Cyclooxygenase Inhibitors A pentacyclic triterpenoid that is urs-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. C274 - Antineoplastic Agent > C129839 - Apoptotic Pathway-targeting Antineoplastic Agent Found in wax of apples, pears and other fruits. V. widely distributed in plants D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D002491 - Central Nervous System Agents > D000700 - Analgesics C26170 - Protective Agent > C275 - Antioxidant D000893 - Anti-Inflammatory Agents D000890 - Anti-Infective Agents D000970 - Antineoplastic Agents D004791 - Enzyme Inhibitors 3-Epiursolic Acid is a triterpenoid that can be isolated from Eriobotrya japonica, acts as a competitive inhibitor of cathepsin L (IC50, 6.5 μM; Ki, 19.5 μM), with no obvious effect on cathepsin B[1]. 3-Epiursolic Acid is a triterpenoid that can be isolated from Eriobotrya japonica, acts as a competitive inhibitor of cathepsin L (IC50, 6.5 μM; Ki, 19.5 μM), with no obvious effect on cathepsin B[1]. Ursolic acid (Prunol) is a natural pentacyclic triterpenoid carboxylic acid, exerts anti-tumor effects and is an effective compound for cancer prevention and therapy. Ursolic acid (Prunol) is a natural pentacyclic triterpenoid carboxylic acid, exerts anti-tumor effects and is an effective compound for cancer prevention and therapy.

   

(-)-Chimonanthine

(3aS,8bS)-8b-[(3aS,8bS)-3-methyl-1,2,3a,4-tetrahydropyrrolo[2,3-b]indol-8b-yl]-3-methyl-1,2,3a,4-tetrahydropyrrolo[2,3-b]indole

C22H26N4 (346.2157356)


(-)-chimonanthine is the (3aS,3aS,8aS,8aS)-stereoisomer of chimonanthine. It is an enantiomer of a (+)-chimonanthine. (-)-Chimonanthine is a natural product found in Eumachia forsteriana, Chimonanthus praecox, and Idiospermum australiense with data available. meso-Chimonanthine is found in herbs and spices. meso-Chimonanthine is an alkaloid from Calycanthus floridus (Carolina allspice

   

Lutein

(1R,4R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-2-en-1-ol

C40H56O2 (568.4280076)


Lutein is a common carotenoid xanthophyll found in nature. Carotenoids are among the most common pigments in nature and are natural lipid-soluble antioxidants. Lutein is one of the two carotenoids (the other is zeaxanthin) 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 cataracts (up to 20\\\\\%) and 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). Lutein is a carotenol. It has a role as a food colouring and a plant metabolite. It derives from a hydride of a (6R)-beta,epsilon-carotene. Lutein is an xanthophyll and one of 600 known naturally occurring carotenoids. Lutein is synthesized only by plants and like other xanthophylls is found in high quantities in green leafy vegetables such as spinach, kale and yellow carrots. In green plants, xanthophylls act to modulate light energy and serve as non-photochemical quenching agents to deal with triplet chlorophyll (an excited form of chlorophyll), which is overproduced at very high light levels, during photosynthesis. Lutein is a natural product found in Eupatorium cannabinum, Hibiscus syriacus, and other organisms with data available. Lutein is lutein (LOO-teen) is a oxygenated carotenoid found in vegetables and fruits. lutein is found in the macula of the eye, where it is believed to act as a yellow filter. Lutein acts as an antioxidant, protecting cells against the damaging effects of free radicals. A xanthophyll found in the major LIGHT-HARVESTING PROTEIN COMPLEXES of plants. Dietary lutein accumulates in the MACULA LUTEA. See also: Calendula Officinalis Flower (part of); Corn (part of); Chicken; lutein (component of) ... View More ... Pigment from egg yolk and leaves. Found in all higher plants. Nutriceutical with anticancer and antioxidation props. Potentially useful for the treatment of age-related macular degeneration (AMD) of the eye Lutein A. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=127-40-2 (retrieved 2024-07-12) (CAS RN: 127-40-2). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Lutein (Xanthophyll) is a carotenoid with reported anti-inflammatory properties. A large body of evidence shows that lutein has several beneficial effects, especially on eye health[1]. Lutein exerts its biological activities, including anti-inflammation, anti-oxidase and anti-apoptosis, through effects on reactive oxygen species (ROS)[2][3]. Lutein is able to arrive in the brain and shows antidepressant-like and neuroprotective effects. Lutein is orally active[4]. Lutein (Xanthophyll) is a carotenoid with reported anti-inflammatory properties. A large body of evidence shows that lutein has several beneficial effects, especially on eye health[1]. Lutein exerts its biological activities, including anti-inflammation, anti-oxidase and anti-apoptosis, through effects on reactive oxygen species (ROS)[2][3]. Lutein is able to arrive in the brain and shows antidepressant-like and neuroprotective effects. Lutein is orally active[4].

   

beta-Sitosterol 3-O-beta-D-galactopyranoside

(2R,3R,4S,5S,6R)-2-(((3S,8S,9S,10R,13R,14S,17R)-17-((2R,5R)-5-Ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

C35H60O6 (576.4389659999999)


Daucosterol is a steroid saponin that is sitosterol attached to a beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. It has bee isolated from Panax japonicus var. major and Breynia fruticosa. It has a role as a plant metabolite. It is a steroid saponin, a beta-D-glucoside and a monosaccharide derivative. It is functionally related to a sitosterol. It derives from a hydride of a stigmastane. Sitogluside is a natural product found in Ophiopogon intermedius, Ophiopogon jaburan, and other organisms with data available. beta-Sitosterol 3-O-beta-D-galactopyranoside is found in herbs and spices. beta-Sitosterol 3-O-beta-D-galactopyranoside is a constituent of Hibiscus sabdariffa (roselle) leaves. C308 - Immunotherapeutic Agent Daucosterol is a natural sterol compound. Daucosterol is a natural sterol compound.

   

Vomifoliol

2-Cyclohexen-1-one, 4-hydroxy-4-((1E,3R)-3-hydroxy-1-buten-1-yl)-3,5,5-trimethyl-, (4S)-rel-

C13H20O3 (224.14123700000002)


A fenchane monoterpenoid that is 3,5,5-trimethylcyclohex-2-en-1-one substituted by a hydroxy and a (1E)-3-hydroxybut-1-en-1-yl group at position 4. (6S,9R)-vomifoliol is a (6S)-vomifoliol with a R configuration for the hydroxy group at position 9. It has a role as a phytotoxin and a metabolite. It is an enantiomer of a (6R,9S)-vomifoliol. Vomifoliol is a natural product found in Sida acuta, Macrococculus pomiferus, and other organisms with data available. A (6S)-vomifoliol with a R configuration for the hydroxy group at position 9.

   

(+)-Dehydrovomifoliol

(4S)-4-hydroxy-3,5,5-trimethyl-4-[(1E)-3-oxobut-1-enyl]cyclohex-2-en-1-one;(6S)-6-hydroxy-3-oxo-alpha-ionone

C13H18O3 (222.1255878)


(+)-dehydrovomifoliol, also known as (6s)-6-hydroxy-3-oxo-alpha-ionone, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Thus, (+)-dehydrovomifoliol is considered to be an isoprenoid lipid molecule (+)-dehydrovomifoliol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (+)-dehydrovomifoliol can be found in rice, which makes (+)-dehydrovomifoliol a potential biomarker for the consumption of this food product. (6S)-dehydrovomifoliol is a dehydrovomifoliol that has S-configuration at the chiral centre. It has a role as a plant metabolite. It is an enantiomer of a (6R)-dehydrovomifoliol. Dehydrovomifoliol is a natural product found in Psychotria correae, Dendrobium loddigesii, and other organisms with data available.

   

Strictosidine

3-α(S)-Strictosidine

C27H34N2O9 (530.2264194)


D000970 - Antineoplastic Agents > D014748 - Vinca Alkaloids Annotation level-3 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.677 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.675 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.666

   

N-Methyltyramine

4-Hydroxy-N-methylphenethylamine

C9H13NO (151.0997088)


N-methyltyramine (NMT) is a phenolic amine. NMT is a potent stimulant of gastrin release present in alcoholic beverages produced by alcoholic fermentation, but not by distillation (i.e.: beer.). NMT is well absorbed in the small intestine, especially in the duodenum and jejunum. NMT is metabolized in the liver (the site of first-pass metabolism), but not in the small-intestinal mucosa. NMT is occasionally present in the stools of children and infants. Satisfactory results have been obtained in treating infective shock with injection of natural Fructus Aurantii immaturus (nat-FAI); the anti-shock effective compositions in FAI have been proved to be synephrine and NMT. (PMID: 10772638, 2570680). Present in germinating barley roots but not dormant grainsand is also present in dormant sawa millet seed hulls, but not hulled seeds. Alkaloid from prosso millet (Panicum miliaceum)

   

Hodgkinsine

Lobeline sulfate

C33H38N6 (518.3157788)


   
   
   

Pheophorbide a

3-[(3R,21S,22S)-16-ethenyl-11-ethyl-4-hydroxy-3-methoxycarbonyl-12,17,21,26-tetramethyl-7,23,24,25-tetrazahexacyclo[18.2.1.15,8.110,13.115,18.02,6]hexacosa-1,4,6,8(26),9,11,13(25),14,16,18(24),19-undecaen-22-yl]propanoic acid

C35H36N4O5 (592.2685566)


D011838 - Radiation-Sensitizing Agents Pheophorbide A is an intermediate product in the chlorophyll degradation pathway and can be used as a photosensitizer. Pheophorbide A acts as a lymphovascular activator with antitumor activity[1]. Pheophorbide a. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=15664-29-6 (retrieved 2024-08-21) (CAS RN: 15664-29-6). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

Pyropheophorbide a

3-{16-ethenyl-11-ethyl-12,17,21,26-tetramethyl-4-oxo-7,23,24,25-tetraazahexacyclo[18.2.1.1^{5,8}.1^{10,13}.1^{15,18}.0^{2,6}]hexacosa-1,5,8(26),9,11,13(25),14,16,18,20(23)-decaen-22-yl}propanoic acid

C33H34N4O3 (534.2630774)


Pyropheophorbide-a (Ppa) is a promising photosensitizer for tumor photodynamic therapy (PDT)[1].

   

Dehydrovomifoliol

4-hydroxy-3,5,5-trimethyl-4-[(1E)-3-oxobut-1-en-1-yl]cyclohex-2-en-1-one

C13H18O3 (222.1255878)


Isolated from rice husks (Oryza sativa L. cv Koshihikari). Dehydrovomifoliol is found in tea, cereals and cereal products, and common grape. Dehydrovomifoliol is found in cereals and cereal products. Dehydrovomifoliol is isolated from rice husks (Oryza sativa L. cv Koshihikari).

   

Stigmasteryl glucoside

(2R,3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,1R,4S)-4-ethyl-1,5-dimethyl-hex-2-enyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

C35H58O6 (574.4233168000001)


Stigmasterol 3-O-beta-D-glucoside is a steroid saponin that is (3beta,22E)-stigmasta-5,22-dien-3-ol attached to a beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. It is isolated from Symplocos lancifolia. It has a role as a metabolite. It is a member of phytosterols, a steroid saponin, a beta-D-glucoside and a monosaccharide derivative. It is functionally related to a stigmasterol. It derives from a hydride of a stigmastane. Stigmasterol glucoside is a natural product found in Ficus virens, Annona purpurea, and other organisms with data available. A steroid saponin that is (3beta,22E)-stigmasta-5,22-dien-3-ol attached to a beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. It is isolated from Symplocos lancifolia. Isolated from soya bean oil (Glycine max). Stigmasteryl glucoside is found in fats and oils, pulses, and cloves. Stigmasteryl glucoside is found in cloves. Stigmasteryl glucoside is isolated from soya bean oil (Glycine max

   

(3R,3'R,6'R,9-cis)-beta,epsilon-Carotene-3,3'-diol

(1R,4R)-4-[(1E,3E,5E,7E,9E,11E,13E,15Z,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-2-en-1-ol

C40H56O2 (568.4280076)


(3R,3R,6R,9-cis)-beta,epsilon-Carotene-3,3-diol is a carotenoid found in human fluids such as 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 synthesise 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 (3R,3R,6R,9-cis)-Carotene-3,3-diol is a carotenoid found in human fluids. Lutein (Xanthophyll) is a carotenoid with reported anti-inflammatory properties. A large body of evidence shows that lutein has several beneficial effects, especially on eye health[1]. Lutein exerts its biological activities, including anti-inflammation, anti-oxidase and anti-apoptosis, through effects on reactive oxygen species (ROS)[2][3]. Lutein is able to arrive in the brain and shows antidepressant-like and neuroprotective effects. Lutein is orally active[4]. Lutein (Xanthophyll) is a carotenoid with reported anti-inflammatory properties. A large body of evidence shows that lutein has several beneficial effects, especially on eye health[1]. Lutein exerts its biological activities, including anti-inflammation, anti-oxidase and anti-apoptosis, through effects on reactive oxygen species (ROS)[2][3]. Lutein is able to arrive in the brain and shows antidepressant-like and neuroprotective effects. Lutein is orally active[4].

   

Carissic acid

10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

C30H48O3 (456.36032579999994)


Ustiloxin E is found in cereals and cereal products. Ustiloxin E is isolated from the false smut balls caused by Ustilaginoidea virens on rice. Constituent of Carissa carandas (karanda). Carissic acid is found in beverages and fruits.

   

Rotundic acid

1,10-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

C30H48O5 (488.3501558)


Rotundic acid, also known as rotundate, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Rotundic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Rotundic acid can be found in olive, which makes rotundic acid a potential biomarker for the consumption of this food product. Rotundic acid, a triterpenoid obtained from Ilex rotunda Thunb., induces DNA damage and cell apoptosis in hepatocellular carcinoma through AKT/mTOR and MAPK Pathways. Rotundic acid possesses anti-inflammatory and cardio-protective abilities[1]. Rotundic acid, a triterpenoid obtained from Ilex rotunda Thunb., induces DNA damage and cell apoptosis in hepatocellular carcinoma through AKT/mTOR and MAPK Pathways. Rotundic acid possesses anti-inflammatory and cardio-protective abilities[1]. Rotundic acid, a triterpenoid obtained from Ilex rotunda Thunb., induces DNA damage and cell apoptosis in hepatocellular carcinoma through AKT/mTOR and MAPK Pathways. Rotundic acid possesses anti-inflammatory and cardio-protective abilities[1].

   

strictosidine

Methyl 3-ethenyl-4-({1h,2H,3H,4H,9H-pyrido[3,4-b]indol-1-yl}methyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid

C27H34N2O9 (530.2264194)


Strictosidine is a member of the class of compounds known as terpene glycosides. Terpene glycosides are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Strictosidine is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Strictosidine can be found in a number of food items such as okra, japanese persimmon, hedge mustard, and pepper (spice), which makes strictosidine a potential biomarker for the consumption of these food products. Strictosidine is formed by the Pictet‚ÄìSpengler reaction condensation of tryptamine with secologanin by the enzyme strictosidine synthase. Thousands of strictosidine derivatives are sometimes referred to by the broad phrase of monoterpene indole alkaloids. Strictosidine is the base molecule for numerous pharmaceutically valuable metabolites including quinine, camptothecin, ajmalicine, serpentine, vinblastine and vincristine . Strictosidine is a member of the class of compounds known as terpene glycosides. Terpene glycosides are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Strictosidine is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Strictosidine can be found in a number of food items such as okra, japanese persimmon, hedge mustard, and pepper (spice), which makes strictosidine a potential biomarker for the consumption of these food products. Strictosidine is formed by the Pictet–Spengler reaction condensation of tryptamine with secologanin by the enzyme strictosidine synthase. Thousands of strictosidine derivatives are sometimes referred to by the broad phrase of monoterpene indole alkaloids. Strictosidine is the base molecule for numerous pharmaceutically valuable metabolites including quinine, camptothecin, ajmalicine, serpentine, vinblastine and vincristine .

   

Calycanthine

(1S,2R,10S,11R)-21,24-dimethyl-3,12,21,24-tetraazahexacyclo[9.7.3.3(2,10).0(1,10).0(4,9).0(13,18)]tetracosa-4,6,8,13,15,17-hexaene

C22H26N4 (346.2157356)


Calycanthine is the principal alkaloid of the plant family Calycanthaceae. It is a calycanthaceous alkaloid, an aminal and an organonitrogen heterocyclic compound. It derives from a hydride of a calycanine. Calycanthine is a natural product found in Chimonanthus praecox, Idiospermum australiense, and other organisms with data available. The principal alkaloid of the plant family Calycanthaceae. Annotation level-1 Calycanthine, the principal alkaloid of the order Calycanthaceae, has been isolated from a species of the genus Psychotria, and is a central nervous system toxin, causing convulsions[1][2]. Calycanthine, the principal alkaloid of the order Calycanthaceae, has been isolated from a species of the genus Psychotria, and is a central nervous system toxin, causing convulsions[1][2].

   

Ursolic Acid

3-Hydroxy-12-ursen-28-oic acid

C30H48O3 (456.36032579999994)


Origin: Plant; SubCategory_DNP: Triterpenoids relative retention time with respect to 9-anthracene Carboxylic Acid is 1.636 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.640 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.638 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.642 Ursolic acid (Prunol) is a natural pentacyclic triterpenoid carboxylic acid, exerts anti-tumor effects and is an effective compound for cancer prevention and therapy. Ursolic acid (Prunol) is a natural pentacyclic triterpenoid carboxylic acid, exerts anti-tumor effects and is an effective compound for cancer prevention and therapy.

   
   

Rotungenic acid

(+)-Rotungenic acid

C30H48O5 (488.3501558)


A natural product found in Euscaphis japonica.

   

Dehydrovomifoliol

4-hydroxy-3,5,5-trimethyl-4-[(1E)-3-oxobut-1-en-1-yl]cyclohex-2-en-1-one

C13H18O3 (222.1255878)


   

Daucosterol

(2R,3R,4S,5S,6R)-2-(((3S,8S,9S,10R,13R,14S,17R)-17-((2R,5R)-5-Ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

C35H60O6 (576.4389659999999)


Daucosterol is a steroid saponin that is sitosterol attached to a beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. It has bee isolated from Panax japonicus var. major and Breynia fruticosa. It has a role as a plant metabolite. It is a steroid saponin, a beta-D-glucoside and a monosaccharide derivative. It is functionally related to a sitosterol. It derives from a hydride of a stigmastane. Sitogluside is a natural product found in Ophiopogon intermedius, Ophiopogon jaburan, and other organisms with data available. A steroid saponin that is sitosterol attached to a beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. It has bee isolated from Panax japonicus var. major and Breynia fruticosa. C308 - Immunotherapeutic Agent Daucosterol is a natural sterol compound. Daucosterol is a natural sterol compound.

   

Lutein

(1R,4R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethyl-1-cyclohexenyl]-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethyl-cyclohex-2-en-1-ol

C40H56O2 (568.4280076)


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. Lutein (Xanthophyll) is a carotenoid with reported anti-inflammatory properties. A large body of evidence shows that lutein has several beneficial effects, especially on eye health[1]. Lutein exerts its biological activities, including anti-inflammation, anti-oxidase and anti-apoptosis, through effects on reactive oxygen species (ROS)[2][3]. Lutein is able to arrive in the brain and shows antidepressant-like and neuroprotective effects. Lutein is orally active[4]. Lutein (Xanthophyll) is a carotenoid with reported anti-inflammatory properties. A large body of evidence shows that lutein has several beneficial effects, especially on eye health[1]. Lutein exerts its biological activities, including anti-inflammation, anti-oxidase and anti-apoptosis, through effects on reactive oxygen species (ROS)[2][3]. Lutein is able to arrive in the brain and shows antidepressant-like and neuroprotective effects. Lutein is orally active[4].

   

N-Methyltyramine

N-Methyltyramine

C9H13NO (151.0997088)


   

Chimonanthine

Chimonanthine

C22H26N4 (346.2157356)


A ring assembly that is 2,2,3,3,8,8,8a,8a-octahydro-1H,1H-3a,3a-bipyrrolo[2,3-b]indole substituted by methyl groups at positions 1 and 1.

   

Carissic acid

10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

C30H48O3 (456.36032579999994)


   
   

370-98-9

4-13-00-01790 (Beilstein Handbook Reference)

C9H13NO (151.0997088)


   

15764-81-5

(4S)-4-hydroxy-4-[(E)-3-ketobut-1-enyl]-3,5,5-trimethyl-cyclohex-2-en-1-one

C13H18O3 (222.1255878)


   

Dehydrovomifoliol

(4S)-4-hydroxy-3,5,5-trimethyl-4-[(1E)-3-oxobut-1-enyl]cyclohex-2-en-1-one;(6S)-6-hydroxy-3-oxo-alpha-ionone

C13H18O3 (222.1255878)


(6S)-dehydrovomifoliol is a dehydrovomifoliol that has S-configuration at the chiral centre. It has a role as a plant metabolite. It is an enantiomer of a (6R)-dehydrovomifoliol. Dehydrovomifoliol is a natural product found in Psychotria correae, Dendrobium loddigesii, and other organisms with data available.

   

(-)-Chimonanthine

(-)-Chimonanthine

C22H26N4 (346.2157356)


   

(+)-chimonanthine

(+)-chimonanthine

C22H26N4 (346.2157356)


The (3aR,3aR,8aR,8aR)-stereoisomer of chimonanthine.

   

2-hydroxy-n-(3-hydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadeca-4,8-dien-2-yl)hexadecanimidic acid

2-hydroxy-n-(3-hydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadeca-4,8-dien-2-yl)hexadecanimidic acid

C40H75NO9 (713.544154)


   

(1s,10s)-24-methyl-3,12,21,24-tetraazahexacyclo[9.7.3.3²,¹⁰.0¹,¹⁰.0⁴,⁹.0¹³,¹⁸]tetracosa-2,4,6,8,11(21),13,15,17-octaene

(1s,10s)-24-methyl-3,12,21,24-tetraazahexacyclo[9.7.3.3²,¹⁰.0¹,¹⁰.0⁴,⁹.0¹³,¹⁸]tetracosa-2,4,6,8,11(21),13,15,17-octaene

C21H20N4 (328.168788)


   

methyl 20-hydroxy-11,18-dimethyl-17-oxa-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carboxylate

methyl 20-hydroxy-11,18-dimethyl-17-oxa-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carboxylate

C22H26N2O4 (382.18924760000004)


   

3-[(3r,21s,22s)-16-ethenyl-11-ethyl-3-(methoxycarbonyl)-12,17,21,26-tetramethyl-4-oxo-7,23,24,25-tetraazahexacyclo[18.2.1.1⁵,⁸.1¹⁰,¹³.1¹⁵,¹⁸.0²,⁶]hexacosa-1(23),2(6),5(26),7,9,11,13,15,17,19-decaen-22-yl]propanoic acid

3-[(3r,21s,22s)-16-ethenyl-11-ethyl-3-(methoxycarbonyl)-12,17,21,26-tetramethyl-4-oxo-7,23,24,25-tetraazahexacyclo[18.2.1.1⁵,⁸.1¹⁰,¹³.1¹⁵,¹⁸.0²,⁶]hexacosa-1(23),2(6),5(26),7,9,11,13,15,17,19-decaen-22-yl]propanoic acid

C35H36N4O5 (592.2685566)


   

methyl (2r,3r,4s,5s,6r)-5-ethenyl-2-hydroxy-4-{9h-pyrido[3,4-b]indol-1-ylmethyl}-6-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-3-carboxylate

methyl (2r,3r,4s,5s,6r)-5-ethenyl-2-hydroxy-4-{9h-pyrido[3,4-b]indol-1-ylmethyl}-6-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-3-carboxylate

C27H32N2O10 (544.2056852)


   
   

methyl 5-ethenyl-2-hydroxy-4-{9h-pyrido[3,4-b]indol-1-ylmethyl}-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-3-carboxylate

methyl 5-ethenyl-2-hydroxy-4-{9h-pyrido[3,4-b]indol-1-ylmethyl}-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-3-carboxylate

C27H32N2O10 (544.2056852)


   

24-methyl-3,12,21,24-tetraazahexacyclo[9.7.3.3²,¹⁰.0¹,¹⁰.0⁴,⁹.0¹³,¹⁸]tetracosa-2,4,6,8,11(21),13,15,17-octaene

24-methyl-3,12,21,24-tetraazahexacyclo[9.7.3.3²,¹⁰.0¹,¹⁰.0⁴,⁹.0¹³,¹⁸]tetracosa-2,4,6,8,11(21),13,15,17-octaene

C21H20N4 (328.168788)


   

(18s,19r,20s)-19-ethenyl-18-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15-pentaen-14-one

(18s,19r,20s)-19-ethenyl-18-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15-pentaen-14-one

C26H30N2O8 (498.200206)


   

3-[(1r,7s,10s,13r,16s,19s,22s,28s,31r,34s,37s,40s,46r,49s,52r,55s,58s,61s,64s,67r,70s,73s,76s,82s,85s)-73-(4-aminobutyl)-34,70-dibenzyl-2,5,8,11,14,17,20,29,32,35,38,41,44,47,50,53,56,59,62,65,68,71,74,77,80,83,86-heptacosahydroxy-64-[2-(c-hydroxycarbonimidoyl)ethyl]-76-(c-hydroxycarbonimidoylmethyl)-37,49,55,82-tetrakis[(1r)-1-hydroxyethyl]-10,58,61-tris(hydroxymethyl)-16-[(4-hydroxyphenyl)methyl]-19,40-diisopropyl-85-methyl-22-(2-methylpropyl)-23-oxo-89,90,93,94,97,98-hexathia-3,6,9,12,15,18,21,24,30,33,36,39,42,45,48,51,54,57,60,63,66,69,72,75,78,81,84,87-octacosaazapentacyclo[44.41.4.4¹³,⁵².4³¹,⁶⁷.0²⁴,²⁸]nonanonaconta-2,5,8,11,14,17,20,29,32,35,38,41,44,47,50,53,56,59,62,65,68,71,74,77,80,83,86-heptacosaen-7-yl]propanoic acid

3-[(1r,7s,10s,13r,16s,19s,22s,28s,31r,34s,37s,40s,46r,49s,52r,55s,58s,61s,64s,67r,70s,73s,76s,82s,85s)-73-(4-aminobutyl)-34,70-dibenzyl-2,5,8,11,14,17,20,29,32,35,38,41,44,47,50,53,56,59,62,65,68,71,74,77,80,83,86-heptacosahydroxy-64-[2-(c-hydroxycarbonimidoyl)ethyl]-76-(c-hydroxycarbonimidoylmethyl)-37,49,55,82-tetrakis[(1r)-1-hydroxyethyl]-10,58,61-tris(hydroxymethyl)-16-[(4-hydroxyphenyl)methyl]-19,40-diisopropyl-85-methyl-22-(2-methylpropyl)-23-oxo-89,90,93,94,97,98-hexathia-3,6,9,12,15,18,21,24,30,33,36,39,42,45,48,51,54,57,60,63,66,69,72,75,78,81,84,87-octacosaazapentacyclo[44.41.4.4¹³,⁵².4³¹,⁶⁷.0²⁴,²⁸]nonanonaconta-2,5,8,11,14,17,20,29,32,35,38,41,44,47,50,53,56,59,62,65,68,71,74,77,80,83,86-heptacosaen-7-yl]propanoic acid

C120H177N31O40S6 (2884.1092802000003)


   

(4s,5r,6s)-5-ethenyl-4-[(1r)-1h,2h,3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl]-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylic acid

(4s,5r,6s)-5-ethenyl-4-[(1r)-1h,2h,3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl]-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylic acid

C26H32N2O9 (516.2107702)


   

(12r,14s,15s,16s)-11,16-dimethyl-20-oxo-17-oxa-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),18-pentaene-15-carbaldehyde

(12r,14s,15s,16s)-11,16-dimethyl-20-oxo-17-oxa-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),18-pentaene-15-carbaldehyde

C21H22N2O3 (350.16303419999997)


   

methyl 5-ethenyl-4-({2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl}methyl)-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylate

methyl 5-ethenyl-4-({2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl}methyl)-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylate

C28H36N2O9 (544.2420686)


   

methyl 5-ethenyl-4-{9h-pyrido[3,4-b]indol-1-ylmethyl}-6-{[3,4,5-trihydroxy-6-({[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylate

methyl 5-ethenyl-4-{9h-pyrido[3,4-b]indol-1-ylmethyl}-6-{[3,4,5-trihydroxy-6-({[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylate

C38H40N2O13 (732.2530270000001)


   

(12r,14s,15r,16s)-15-ethenyl-11-methyl-16-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-17-oxa-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),18-pentaen-20-one

(12r,14s,15r,16s)-15-ethenyl-11-methyl-16-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-17-oxa-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),18-pentaen-20-one

C27H32N2O8 (512.2158552)


   

methyl (12r,14r,18r,19s,20r)-20-hydroxy-11,18-dimethyl-17-oxa-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carboxylate

methyl (12r,14r,18r,19s,20r)-20-hydroxy-11,18-dimethyl-17-oxa-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carboxylate

C22H26N2O4 (382.18924760000004)


   

(3as,8as)-7-[(3ar,8ar)-1-methyl-2h,3h,8h,8ah-pyrrolo[2,3-b]indol-3a-yl]-3a-[(3ar,8ar)-7-[(3ar,8ar)-1-methyl-2h,3h,8h,8ah-pyrrolo[2,3-b]indol-3a-yl]-1-methyl-2h,3h,8h,8ah-pyrrolo[2,3-b]indol-3a-yl]-1-methyl-2h,3h,8h,8ah-pyrrolo[2,3-b]indole

(3as,8as)-7-[(3ar,8ar)-1-methyl-2h,3h,8h,8ah-pyrrolo[2,3-b]indol-3a-yl]-3a-[(3ar,8ar)-7-[(3ar,8ar)-1-methyl-2h,3h,8h,8ah-pyrrolo[2,3-b]indol-3a-yl]-1-methyl-2h,3h,8h,8ah-pyrrolo[2,3-b]indol-3a-yl]-1-methyl-2h,3h,8h,8ah-pyrrolo[2,3-b]indole

C44H50N8 (690.4158219999999)


   

2-{[1-(5-ethyl-6-methylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

2-{[1-(5-ethyl-6-methylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C35H58O6 (574.4233168000001)


   

n-[(1s)-3-amino-1-{[(2r)-1-[(3-amino-1-{[(6r,9s,15s,18s,21s)-6,9,18-tris(2-aminoethyl)-12-[(2s)-butan-2-yl]-2,5,8,11,14,17,20-heptahydroxy-3-[(1r)-1-hydroxyethyl]-15-(2-methylpropyl)-1,4,7,10,13,16,19-heptaazacyclotricosa-1,4,7,10,13,16,19-heptaen-21-yl]-c-hydroxycarbonimidoyl}propyl)-c-hydroxycarbonimidoyl]-2-hydroxypropyl]-c-hydroxycarbonimidoyl}propyl]-6-methylheptanimidic acid

n-[(1s)-3-amino-1-{[(2r)-1-[(3-amino-1-{[(6r,9s,15s,18s,21s)-6,9,18-tris(2-aminoethyl)-12-[(2s)-butan-2-yl]-2,5,8,11,14,17,20-heptahydroxy-3-[(1r)-1-hydroxyethyl]-15-(2-methylpropyl)-1,4,7,10,13,16,19-heptaazacyclotricosa-1,4,7,10,13,16,19-heptaen-21-yl]-c-hydroxycarbonimidoyl}propyl)-c-hydroxycarbonimidoyl]-2-hydroxypropyl]-c-hydroxycarbonimidoyl}propyl]-6-methylheptanimidic acid

C52H98N16O13 (1154.7498898)


   

methyl (12r,14s,18r,19s,20r)-20-hydroxy-11,18-dimethyl-17-oxa-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carboxylate

methyl (12r,14s,18r,19s,20r)-20-hydroxy-11,18-dimethyl-17-oxa-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carboxylate

C22H26N2O4 (382.18924760000004)


   

(1r,13r)-10,22-dimethyl-8,10,20,22-tetraazahexacyclo[11.11.0.0¹,²¹.0²,⁷.0⁹,¹³.0¹⁴,¹⁹]tetracosa-2,4,6,8,14,16,18,20-octaene

(1r,13r)-10,22-dimethyl-8,10,20,22-tetraazahexacyclo[11.11.0.0¹,²¹.0²,⁷.0⁹,¹³.0¹⁴,¹⁹]tetracosa-2,4,6,8,14,16,18,20-octaene

C22H22N4 (342.1844372)


   

5-ethenyl-4-{1h,2h,3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl}-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylic acid

5-ethenyl-4-{1h,2h,3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl}-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylic acid

C26H32N2O9 (516.2107702)


   

10,22-dimethyl-8,10,20,22-tetraazahexacyclo[11.11.0.0¹,²¹.0²,⁷.0⁹,¹³.0¹⁴,¹⁹]tetracosa-2,4,6,14,16,18-hexaene

10,22-dimethyl-8,10,20,22-tetraazahexacyclo[11.11.0.0¹,²¹.0²,⁷.0⁹,¹³.0¹⁴,¹⁹]tetracosa-2,4,6,14,16,18-hexaene

C22H26N4 (346.2157356)


   

4-[(9e,11e,13e,15e,17e)-18-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-2-en-1-ol

4-[(9e,11e,13e,15e,17e)-18-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-2-en-1-ol

C40H56O2 (568.4280076)


   

methyl (4s,5r,6s)-5-ethenyl-4-{9h-pyrido[3,4-b]indol-1-ylmethyl}-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2e)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylate

methyl (4s,5r,6s)-5-ethenyl-4-{9h-pyrido[3,4-b]indol-1-ylmethyl}-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2e)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylate

C38H40N2O13 (732.2530270000001)


   

1-(5-ethenyl-4-{1h,2h,3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl}-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-yl)ethanone

1-(5-ethenyl-4-{1h,2h,3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl}-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-yl)ethanone

C27H34N2O8 (514.2315044000001)


   

n-[(1s)-3-amino-1-{[(2r)-1-{[(1s)-3-amino-1-{[(3s,6r,9s,12s,15r,18s,21s)-6,9,18-tris(2-aminoethyl)-2,5,8,11,14,17,20-heptahydroxy-3-(1-hydroxyethyl)-15-(2-methylpropyl)-12-(sec-butyl)-1,4,7,10,13,16,19-heptaazacyclotricosa-1,4,7,10,13,16,19-heptaen-21-yl]-c-hydroxycarbonimidoyl}propyl]-c-hydroxycarbonimidoyl}-2-hydroxypropyl]-c-hydroxycarbonimidoyl}propyl]-6-methyloctanimidic acid

n-[(1s)-3-amino-1-{[(2r)-1-{[(1s)-3-amino-1-{[(3s,6r,9s,12s,15r,18s,21s)-6,9,18-tris(2-aminoethyl)-2,5,8,11,14,17,20-heptahydroxy-3-(1-hydroxyethyl)-15-(2-methylpropyl)-12-(sec-butyl)-1,4,7,10,13,16,19-heptaazacyclotricosa-1,4,7,10,13,16,19-heptaen-21-yl]-c-hydroxycarbonimidoyl}propyl]-c-hydroxycarbonimidoyl}-2-hydroxypropyl]-c-hydroxycarbonimidoyl}propyl]-6-methyloctanimidic acid

C53H100N16O13 (1168.765539)


   

(12r,14r,18r,19r)-18-hydroxy-11-methyl-20-oxo-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carbaldehyde

(12r,14r,18r,19r)-18-hydroxy-11-methyl-20-oxo-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carbaldehyde

C21H22N2O3 (350.16303419999997)


   

methyl 5-ethenyl-4-{9h-pyrido[3,4-b]indol-1-ylmethyl}-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylate

methyl 5-ethenyl-4-{9h-pyrido[3,4-b]indol-1-ylmethyl}-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylate

C27H30N2O9 (526.195121)


   

1-[(4s,5r,6s)-5-ethenyl-4-[(1s)-1h,2h,3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl]-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-yl]ethanone

1-[(4s,5r,6s)-5-ethenyl-4-[(1s)-1h,2h,3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl]-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-yl]ethanone

C27H34N2O8 (514.2315044000001)


   

1,10-dihydroxy-9,9-bis(hydroxymethyl)-1,2,6a,6b,12a-pentamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

1,10-dihydroxy-9,9-bis(hydroxymethyl)-1,2,6a,6b,12a-pentamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

C30H48O6 (504.3450708)


   

2-hydroxy-n-(3-hydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadeca-4,8-dien-2-yl)octadecanimidic acid

2-hydroxy-n-(3-hydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadeca-4,8-dien-2-yl)octadecanimidic acid

C42H79NO9 (741.5754524)


   

(2r)-2-hydroxy-n-[(2s,3r,4e,8z)-3-hydroxy-1-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadeca-4,8-dien-2-yl]hexadecanimidic acid

(2r)-2-hydroxy-n-[(2s,3r,4e,8z)-3-hydroxy-1-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadeca-4,8-dien-2-yl]hexadecanimidic acid

C40H75NO9 (713.544154)


   

methyl (1r,4as,7as)-7-{9h-pyrido[3,4-b]indol-1-yl}-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,7ah-cyclopenta[c]pyran-4-carboxylate

methyl (1r,4as,7as)-7-{9h-pyrido[3,4-b]indol-1-yl}-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,7ah-cyclopenta[c]pyran-4-carboxylate

C27H28N2O9 (524.1794718)


   

(1s,18s,19s,20s)-19-ethenyl-18-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15-pentaen-14-one

(1s,18s,19s,20s)-19-ethenyl-18-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15-pentaen-14-one

C26H30N2O8 (498.200206)


   

15-ethenyl-11-methyl-16-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-17-oxa-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),18-pentaen-20-one

15-ethenyl-11-methyl-16-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-17-oxa-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),18-pentaen-20-one

C27H32N2O8 (512.2158552)


   

(4s,5r,6s)-5-ethenyl-4-[(1s)-1h,2h,3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl]-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylic acid

(4s,5r,6s)-5-ethenyl-4-[(1s)-1h,2h,3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl]-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylic acid

C26H32N2O9 (516.2107702)


   

10,22-dimethyl-8,10,20,22-tetraazahexacyclo[11.11.0.0¹,²¹.0²,⁷.0⁹,¹³.0¹⁴,¹⁹]tetracosa-2,4,6,8,14,16,18,20-octaene

10,22-dimethyl-8,10,20,22-tetraazahexacyclo[11.11.0.0¹,²¹.0²,⁷.0⁹,¹³.0¹⁴,¹⁹]tetracosa-2,4,6,8,14,16,18,20-octaene

C22H22N4 (342.1844372)


   

21,24-dimethyl-3,12,21,24-tetraazahexacyclo[9.7.3.3²,¹⁰.0¹,¹⁰.0⁴,⁹.0¹³,¹⁸]tetracosa-2,4,6,8,13,15,17-heptaene

21,24-dimethyl-3,12,21,24-tetraazahexacyclo[9.7.3.3²,¹⁰.0¹,¹⁰.0⁴,⁹.0¹³,¹⁸]tetracosa-2,4,6,8,13,15,17-heptaene

C22H24N4 (344.2000864)


   

3-[(3r,6s,9s,12s,18r,21s,24r,27s,30s,33s,36s,39r,42s,45s,48s,54s,57s,60r,66s,69s,72r,75s,78s,81s,86as)-45-(4-aminobutyl)-6,42-dibenzyl-1,4,7,10,13,16,19,22,25,28,31,34,37,40,43,46,49,52,55,58,61,64,67,70,73,76,79-heptacosahydroxy-36-[2-(c-hydroxycarbonimidoyl)ethyl]-48-(c-hydroxycarbonimidoylmethyl)-9,21,27,54-tetrakis[(1r)-1-hydroxyethyl]-30,33,69-tris(hydroxymethyl)-75-[(4-hydroxyphenyl)methyl]-12,78-diisopropyl-57-methyl-81-(2-methylpropyl)-82-oxo-3,18,24,39,60,72-hexakis(sulfanylmethyl)-3h,6h,9h,12h,15h,18h,21h,24h,27h,30h,33h,36h,39h,42h,45h,48h,51h,54h,57h,60h,63h,66h,69h,72h,75h,78h,81h,84h,85h,86h,86ah-pyrrolo[1,2-a]1,4,7,10,13,16,19,22,25,28,31,34,37,40,43,46,49,52,55,58,61,64,67,70,73,76,79,82-octacosaazacyclotetraoctacontan-66-yl]propanoic acid

3-[(3r,6s,9s,12s,18r,21s,24r,27s,30s,33s,36s,39r,42s,45s,48s,54s,57s,60r,66s,69s,72r,75s,78s,81s,86as)-45-(4-aminobutyl)-6,42-dibenzyl-1,4,7,10,13,16,19,22,25,28,31,34,37,40,43,46,49,52,55,58,61,64,67,70,73,76,79-heptacosahydroxy-36-[2-(c-hydroxycarbonimidoyl)ethyl]-48-(c-hydroxycarbonimidoylmethyl)-9,21,27,54-tetrakis[(1r)-1-hydroxyethyl]-30,33,69-tris(hydroxymethyl)-75-[(4-hydroxyphenyl)methyl]-12,78-diisopropyl-57-methyl-81-(2-methylpropyl)-82-oxo-3,18,24,39,60,72-hexakis(sulfanylmethyl)-3h,6h,9h,12h,15h,18h,21h,24h,27h,30h,33h,36h,39h,42h,45h,48h,51h,54h,57h,60h,63h,66h,69h,72h,75h,78h,81h,84h,85h,86h,86ah-pyrrolo[1,2-a]1,4,7,10,13,16,19,22,25,28,31,34,37,40,43,46,49,52,55,58,61,64,67,70,73,76,79,82-octacosaazacyclotetraoctacontan-66-yl]propanoic acid

C120H183N31O40S6 (2890.1562278000006)


   

(1r,9r,13r,21r)-10,22-dimethyl-8,10,20,22-tetraazahexacyclo[11.11.0.0¹,²¹.0²,⁷.0⁹,¹³.0¹⁴,¹⁹]tetracosa-2,4,6,14,16,18-hexaene

(1r,9r,13r,21r)-10,22-dimethyl-8,10,20,22-tetraazahexacyclo[11.11.0.0¹,²¹.0²,⁷.0⁹,¹³.0¹⁴,¹⁹]tetracosa-2,4,6,14,16,18-hexaene

C22H26N4 (346.2157356)


   

4-hydroxy-4-(3-hydroxybut-1-en-1-yl)-3,5,5-trimethylcyclohex-2-en-1-one

4-hydroxy-4-(3-hydroxybut-1-en-1-yl)-3,5,5-trimethylcyclohex-2-en-1-one

C13H20O3 (224.14123700000002)


   

methyl (4s,5r,6s)-5-ethenyl-4-{9h-pyrido[3,4-b]indol-1-ylmethyl}-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylate

methyl (4s,5r,6s)-5-ethenyl-4-{9h-pyrido[3,4-b]indol-1-ylmethyl}-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylate

C27H30N2O9 (526.195121)


   

methyl (1r,4as,7as)-7-{9h-pyrido[3,4-b]indol-1-yl}-1-{[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,7ah-cyclopenta[c]pyran-4-carboxylate

methyl (1r,4as,7as)-7-{9h-pyrido[3,4-b]indol-1-yl}-1-{[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,7ah-cyclopenta[c]pyran-4-carboxylate

C27H28N2O9 (524.1794718)


   

(1s,10s)-21,24-dimethyl-3,12,21,24-tetraazahexacyclo[9.7.3.3²,¹⁰.0¹,¹⁰.0⁴,⁹.0¹³,¹⁸]tetracosa-2,4,6,8,11,13,15,17-octaene

(1s,10s)-21,24-dimethyl-3,12,21,24-tetraazahexacyclo[9.7.3.3²,¹⁰.0¹,¹⁰.0⁴,⁹.0¹³,¹⁸]tetracosa-2,4,6,8,11,13,15,17-octaene

C22H22N4 (342.1844372)


   

methyl (1r,4as,7as)-7-[(1r)-1h,2h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,7ah-cyclopenta[c]pyran-4-carboxylate

methyl (1r,4as,7as)-7-[(1r)-1h,2h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,7ah-cyclopenta[c]pyran-4-carboxylate

C27H32N2O9 (528.2107702)


   

2-{[1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

2-{[1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C35H60O6 (576.4389659999999)


   

11,16-dimethyl-20-oxo-17-oxa-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),18-pentaene-15-carbaldehyde

11,16-dimethyl-20-oxo-17-oxa-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),18-pentaene-15-carbaldehyde

C21H22N2O3 (350.16303419999997)


   

15-ethenyl-5-hydroxy-11-methyl-16-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-17-oxa-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),18-pentaen-20-one

15-ethenyl-5-hydroxy-11-methyl-16-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-17-oxa-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),18-pentaen-20-one

C27H32N2O9 (528.2107702)


   

methyl (4r,5r,6s)-5-ethenyl-4-[(1s)-1h,2h,3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl]-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylate

methyl (4r,5r,6s)-5-ethenyl-4-[(1s)-1h,2h,3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl]-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylate

C27H34N2O9 (530.2264194)


   

6-({5-[(2-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl)oxy]-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl}oxy)-5-ethenyl-4-{1h,2h,3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl}-5,6-dihydro-4h-pyran-3-carboxylic acid

6-({5-[(2-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl)oxy]-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl}oxy)-5-ethenyl-4-{1h,2h,3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl}-5,6-dihydro-4h-pyran-3-carboxylic acid

C38H52N2O19 (840.3164122000001)


   

3-[(21s,22s)-16-ethenyl-11-ethyl-4-hydroxy-12,17,21,26-tetramethyl-7,23,24,25-tetraazahexacyclo[18.2.1.1⁵,⁸.1¹⁰,¹³.1¹⁵,¹⁸.0²,⁶]hexacosa-1,4,6,8(26),9,11,13(25),14,16,18(24),19-undecaen-22-yl]propanoic acid

3-[(21s,22s)-16-ethenyl-11-ethyl-4-hydroxy-12,17,21,26-tetramethyl-7,23,24,25-tetraazahexacyclo[18.2.1.1⁵,⁸.1¹⁰,¹³.1¹⁵,¹⁸.0²,⁶]hexacosa-1,4,6,8(26),9,11,13(25),14,16,18(24),19-undecaen-22-yl]propanoic acid

C33H34N4O3 (534.2630774)


   

3-[(3r,21s,22s)-16-ethenyl-11-ethyl-4-hydroxy-3-(methoxycarbonyl)-12,17,21,26-tetramethyl-7,23,24,25-tetraazahexacyclo[18.2.1.1⁵,⁸.1¹⁰,¹³.1¹⁵,¹⁸.0²,⁶]hexacosa-1,4,6,8(26),9,11,13(25),14,16,18(24),19-undecaen-22-yl]propanoic acid

3-[(3r,21s,22s)-16-ethenyl-11-ethyl-4-hydroxy-3-(methoxycarbonyl)-12,17,21,26-tetramethyl-7,23,24,25-tetraazahexacyclo[18.2.1.1⁵,⁸.1¹⁰,¹³.1¹⁵,¹⁸.0²,⁶]hexacosa-1,4,6,8(26),9,11,13(25),14,16,18(24),19-undecaen-22-yl]propanoic acid

C35H36N4O5 (592.2685566)


   

(4s,5r,6s)-6-{[(2s,3r,4r,5s,6r)-5-{[(2r,3r,4s,5r,6r)-2-{[(2s,3s,4r,5r)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-ethenyl-4-[(1s)-1h,2h,3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl]-5,6-dihydro-4h-pyran-3-carboxylic acid

(4s,5r,6s)-6-{[(2s,3r,4r,5s,6r)-5-{[(2r,3r,4s,5r,6r)-2-{[(2s,3s,4r,5r)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-ethenyl-4-[(1s)-1h,2h,3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl]-5,6-dihydro-4h-pyran-3-carboxylic acid

C38H52N2O19 (840.3164122000001)


   

1-methyl-7-{1-methyl-2h,3h,8h,8ah-pyrrolo[2,3-b]indol-3a-yl}-3a-(1-methyl-3a-{1-methyl-2h,3h,8h,8ah-pyrrolo[2,3-b]indol-3a-yl}-2h,3h,8h,8ah-pyrrolo[2,3-b]indol-7-yl)-2h,3h,8h,8ah-pyrrolo[2,3-b]indole

1-methyl-7-{1-methyl-2h,3h,8h,8ah-pyrrolo[2,3-b]indol-3a-yl}-3a-(1-methyl-3a-{1-methyl-2h,3h,8h,8ah-pyrrolo[2,3-b]indol-3a-yl}-2h,3h,8h,8ah-pyrrolo[2,3-b]indol-7-yl)-2h,3h,8h,8ah-pyrrolo[2,3-b]indole

C44H50N8 (690.4158219999999)


   

methyl (1r,4as,7as)-7-[(1r)-1h,2h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]-1-{[(2s,3s,4r,5s,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,7ah-cyclopenta[c]pyran-4-carboxylate

methyl (1r,4as,7as)-7-[(1r)-1h,2h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]-1-{[(2s,3s,4r,5s,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,7ah-cyclopenta[c]pyran-4-carboxylate

C27H32N2O9 (528.2107702)


   

(2r)-2-hydroxy-n-[(2s,3r,4e,8z)-3-hydroxy-1-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadeca-4,8-dien-2-yl]octadecanimidic acid

(2r)-2-hydroxy-n-[(2s,3r,4e,8z)-3-hydroxy-1-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadeca-4,8-dien-2-yl]octadecanimidic acid

C42H79NO9 (741.5754524)


   

(1s,10s,11r)-21,24-dimethyl-3,12,21,24-tetraazahexacyclo[9.7.3.3²,¹⁰.0¹,¹⁰.0⁴,⁹.0¹³,¹⁸]tetracosa-2,4,6,8,13,15,17-heptaene

(1s,10s,11r)-21,24-dimethyl-3,12,21,24-tetraazahexacyclo[9.7.3.3²,¹⁰.0¹,¹⁰.0⁴,⁹.0¹³,¹⁸]tetracosa-2,4,6,8,13,15,17-heptaene

C22H24N4 (344.2000864)


   

(2r,3r,4s,5s,6r)-2-{[(1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,3e,5s)-5-ethyl-6-methylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

(2r,3r,4s,5s,6r)-2-{[(1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,3e,5s)-5-ethyl-6-methylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C35H58O6 (574.4233168000001)


   

18-hydroxy-11-methyl-20-oxo-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carbaldehyde

18-hydroxy-11-methyl-20-oxo-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carbaldehyde

C21H22N2O3 (350.16303419999997)


   

methyl (4s,5r,6s)-5-ethenyl-4-{9h-pyrido[3,4-b]indol-1-ylmethyl}-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylate

methyl (4s,5r,6s)-5-ethenyl-4-{9h-pyrido[3,4-b]indol-1-ylmethyl}-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylate

C37H38N2O12 (702.2424628)


   

4-hydroxy-3,5,5-trimethyl-4-(3-oxobut-1-en-1-yl)cyclohex-2-en-1-one

4-hydroxy-3,5,5-trimethyl-4-(3-oxobut-1-en-1-yl)cyclohex-2-en-1-one

C13H18O3 (222.1255878)


   

21,24-dimethyl-3,12,21,24-tetraazahexacyclo[9.7.3.3²,¹⁰.0¹,¹⁰.0⁴,⁹.0¹³,¹⁸]tetracosa-2,4,6,8,11,13,15,17-octaene

21,24-dimethyl-3,12,21,24-tetraazahexacyclo[9.7.3.3²,¹⁰.0¹,¹⁰.0⁴,⁹.0¹³,¹⁸]tetracosa-2,4,6,8,11,13,15,17-octaene

C22H22N4 (342.1844372)


   

(3ar)-7-[(3ar)-1-methyl-2h,3h,8h,8ah-pyrrolo[2,3-b]indol-3a-yl]-3a-[(3as,8as)-1-methyl-2h,3h,8h,8ah-pyrrolo[2,3-b]indol-3a-yl]-1-methyl-2h,3h,8h,8ah-pyrrolo[2,3-b]indole

(3ar)-7-[(3ar)-1-methyl-2h,3h,8h,8ah-pyrrolo[2,3-b]indol-3a-yl]-3a-[(3as,8as)-1-methyl-2h,3h,8h,8ah-pyrrolo[2,3-b]indol-3a-yl]-1-methyl-2h,3h,8h,8ah-pyrrolo[2,3-b]indole

C33H38N6 (518.3157788)


   

methyl (4s,5r,6s)-5-ethenyl-4-{[(1r)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylate

methyl (4s,5r,6s)-5-ethenyl-4-{[(1r)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylate

C28H36N2O9 (544.2420686)


   

(1s,10s,11s)-21,24-dimethyl-3,12,21,24-tetraazahexacyclo[9.7.3.3²,¹⁰.0¹,¹⁰.0⁴,⁹.0¹³,¹⁸]tetracosa-2,4,6,8,13,15,17-heptaene

(1s,10s,11s)-21,24-dimethyl-3,12,21,24-tetraazahexacyclo[9.7.3.3²,¹⁰.0¹,¹⁰.0⁴,⁹.0¹³,¹⁸]tetracosa-2,4,6,8,13,15,17-heptaene

C22H24N4 (344.2000864)


   

(1r,9r,13s,21s)-10,22-dimethyl-8,10,20,22-tetraazahexacyclo[11.11.0.0¹,²¹.0²,⁷.0⁹,¹³.0¹⁴,¹⁹]tetracosa-2,4,6,14,16,18-hexaene

(1r,9r,13s,21s)-10,22-dimethyl-8,10,20,22-tetraazahexacyclo[11.11.0.0¹,²¹.0²,⁷.0⁹,¹³.0¹⁴,¹⁹]tetracosa-2,4,6,14,16,18-hexaene

C22H26N4 (346.2157356)


   

(1r,2s,10r,11s)-21,24-dimethyl-3,12,21,24-tetraazahexacyclo[9.7.3.3²,¹⁰.0¹,¹⁰.0⁴,⁹.0¹³,¹⁸]tetracosa-4,6,8,13,15,17-hexaene

(1r,2s,10r,11s)-21,24-dimethyl-3,12,21,24-tetraazahexacyclo[9.7.3.3²,¹⁰.0¹,¹⁰.0⁴,⁹.0¹³,¹⁸]tetracosa-4,6,8,13,15,17-hexaene

C22H26N4 (346.2157356)


   

(4s,5r,6s)-5-ethenyl-4-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylic acid

(4s,5r,6s)-5-ethenyl-4-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylic acid

C27H34N2O9 (530.2264194)


   

21,24-dimethyl-3,12,21,24-tetraazahexacyclo[9.7.3.3²,¹⁰.0¹,¹⁰.0⁴,⁹.0¹³,¹⁸]tetracosa-4,6,8,13,15,17-hexaene

21,24-dimethyl-3,12,21,24-tetraazahexacyclo[9.7.3.3²,¹⁰.0¹,¹⁰.0⁴,⁹.0¹³,¹⁸]tetracosa-4,6,8,13,15,17-hexaene

C22H26N4 (346.2157356)


   

(12r,14s,15r,16s)-11,16-dimethyl-20-oxo-17-oxa-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),18-pentaene-15-carbaldehyde

(12r,14s,15r,16s)-11,16-dimethyl-20-oxo-17-oxa-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),18-pentaene-15-carbaldehyde

C21H22N2O3 (350.16303419999997)


   

methyl 5-ethenyl-4-{9h-pyrido[3,4-b]indol-1-ylmethyl}-6-{[3,4,5-trihydroxy-6-({[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylate

methyl 5-ethenyl-4-{9h-pyrido[3,4-b]indol-1-ylmethyl}-6-{[3,4,5-trihydroxy-6-({[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylate

C37H38N2O12 (702.2424628)


   

3-[(1r,4s,7s,13r,16s,22s,25s,28s,31s,34r,37s,40s,43s,46s,49r,52s,55r,61s,64s,67s,70s,73s,76r,79s,85s,88s,91s)-40,46-bis(4-aminobutyl)-22,61,73,85-tetrakis[(2s)-butan-2-yl]-28-(3-carbamimidamidopropyl)-3,6,9,12,15,24,27,30,33,36,39,42,45,48,51,54,57,60,63,66,69,72,75,78,87,90,93-heptacosahydroxy-43-(c-hydroxycarbonimidoylmethyl)-4,52,70-tris(hydroxymethyl)-31-[(4-hydroxyphenyl)methyl]-88-(1h-indol-3-ylmethyl)-37,91-diisopropyl-25,64,67-trimethyl-21,84-dioxo-95,96,99,100,103,104-hexathia-2,5,8,11,14,20,23,26,29,32,35,38,41,44,47,50,53,56,59,62,65,68,71,74,77,83,86,89,92-nonacosaazahexacyclo[47.44.4.4¹³,⁵⁵.4³⁴,⁷⁶.0¹⁶,²⁰.0⁷⁹,⁸³]105nea-2,5,8,11,14,23,26,29,32,35,38,41,44,47,50,53,56,59,62,65,68,71,74,77,86,89,92-heptacosaen-7-yl]propanoic acid

3-[(1r,4s,7s,13r,16s,22s,25s,28s,31s,34r,37s,40s,43s,46s,49r,52s,55r,61s,64s,67s,70s,73s,76r,79s,85s,88s,91s)-40,46-bis(4-aminobutyl)-22,61,73,85-tetrakis[(2s)-butan-2-yl]-28-(3-carbamimidamidopropyl)-3,6,9,12,15,24,27,30,33,36,39,42,45,48,51,54,57,60,63,66,69,72,75,78,87,90,93-heptacosahydroxy-43-(c-hydroxycarbonimidoylmethyl)-4,52,70-tris(hydroxymethyl)-31-[(4-hydroxyphenyl)methyl]-88-(1h-indol-3-ylmethyl)-37,91-diisopropyl-25,64,67-trimethyl-21,84-dioxo-95,96,99,100,103,104-hexathia-2,5,8,11,14,20,23,26,29,32,35,38,41,44,47,50,53,56,59,62,65,68,71,74,77,83,86,89,92-nonacosaazahexacyclo[47.44.4.4¹³,⁵⁵.4³⁴,⁷⁶.0¹⁶,²⁰.0⁷⁹,⁸³]105nea-2,5,8,11,14,23,26,29,32,35,38,41,44,47,50,53,56,59,62,65,68,71,74,77,86,89,92-heptacosaen-7-yl]propanoic acid

C131H204N36O36S6 (3049.3562544)


   

(12r,14s,15r,16s)-15-ethenyl-5-hydroxy-11-methyl-16-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-17-oxa-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),18-pentaen-20-one

(12r,14s,15r,16s)-15-ethenyl-5-hydroxy-11-methyl-16-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-17-oxa-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),18-pentaen-20-one

C27H32N2O9 (528.2107702)


   

1-methyl-3a,7-bis({1-methyl-2h,3h,8h,8ah-pyrrolo[2,3-b]indol-3a-yl})-2h,3h,8h,8ah-pyrrolo[2,3-b]indole

1-methyl-3a,7-bis({1-methyl-2h,3h,8h,8ah-pyrrolo[2,3-b]indol-3a-yl})-2h,3h,8h,8ah-pyrrolo[2,3-b]indole

C33H38N6 (518.3157788)