Naringin

(2S)-7-[(2S,4S,5S,3R,6R)-3-((2S,6S,3R,4R,5R)-3,4,5-trihydroxy-6-methyl(2H-3,4, 5,6-tetrahydropyran-2-yloxy))-4,5-dihydroxy-6-(hydroxymethyl)(2H-3,4,5,6-tetra hydropyran-2-yloxy)]-5-hydroxy-2-(4-hydroxyphenyl)chroman-4-one

C27H32O14 (580.1792)


Naringin, also known as naringoside or naringin hydrate, is a flavanone-7-O-glycoside between the flavanone naringenin and the disaccharide neohesperidose. Naringin belongs to the flavonoid family. Flavonoids consist of 15 carbon atoms in 3 rings, 2 of which must be benzene rings connected by a 3 carbon chain. Naringin contains the basic flavonoid structure along with one rhamnose and one glucose unit attached to its aglycone portion, called naringenin, at the 7-carbon position. The steric hindrance provided by the two sugar units makes naringin less potent than its aglycone counterpart, naringenin. Naringin is a bitter tasting compound. Naringin is found, on average, in the highest concentration within a few different foods, such as rosemaries, grapefruit/pummelo hybrids, and grapefruits and in a lower concentration in grape wines, pummelo, and beers. Naringin has also been detected, but not quantified in several different foods, such as citrus, limes, herbs and spices, common oregano, and mandarin orange (clementine, tangerine). Both naringin and hesperetin, which are the aglycones of naringin and hesperidin, occur naturally in citrus fruits. Naringin is the major flavonoid glycoside in grapefruit and gives grapefruit juice its bitter taste. Narinigin exerts a variety of pharmacological effects such as antioxidant activity, blood lipid-lowering, anticarcinogenic activity, and inhibition of selected cytochrome P450 enzymes including CYP3A4 and CYP1A2, which may result in several drug interactions in-vitro. Naringin is a disaccharide derivative that is (S)-naringenin substituted by a 2-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. It has a role as a metabolite, an antineoplastic agent and an anti-inflammatory agent. It is a disaccharide derivative, a dihydroxyflavanone, a member of 4-hydroxyflavanones, a (2S)-flavan-4-one and a neohesperidoside. It is functionally related to a (S)-naringenin. Naringin is a natural product found in Podocarpus fasciculus, Citrus latipes, and other organisms with data available. See also: Naringenin (related); Drynaria fortunei root (part of). A disaccharide derivative that is (S)-naringenin substituted by a 2-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. obtained from citrus fruits, Clymenia polyandra (clymenia) and Origanum vulgare (oregano) IPB_RECORD: 401; CONFIDENCE confident structure Naringin is a major flavanone glycoside obtained from tomatoes, grapefruits, and many other citrus fruits. Naringin exhibits biological properties such as antioxidant, anti-inflammatory, and antiapoptotic activities. Naringin is a major flavanone glycoside obtained from tomatoes, grapefruits, and many other citrus fruits. Naringin exhibits biological properties such as antioxidant, anti-inflammatory, and antiapoptotic activities.

   

Luteolin

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one

C15H10O6 (286.0477)


Luteolin is a naturally occurring flavonoid. (PMID:17168665). The flavonoids are polyphenolic compounds found as integral components of the human diet. They are universally present as constituents of flowering plants, particularly of food plants. The flavonoids are phenyl substituted chromones (benzopyran derivatives) consisting of a 15-carbon basic skeleton (C6-C3-C6), composed of a chroman (C6-C3) nucleus (the benzo ring A and the heterocyclic ring C), also shared by the tocopherols, with a phenyl (the aromatic ring B) substitution usually at the 2-position. Different substitutions can typically occur in the rings, A and B. Several plants and spices containing flavonoid derivatives have found application as disease preventive and therapeutic agents in traditional medicine in Asia for thousands of years. The selection of a particular food plant, plant tissue or herb for its potential health benefits appears to mirror its flavonoid composition. The much lower risk of colon, prostate and breast cancers in Asians, who consume more vegetables, fruits and tea than populations in the Western hemisphere do, raises the question of whether flavonoid components mediate the protective effects of diets rich in these foodstuffs by acting as natural chemopreventive and anticancer agents. An impressive body of information exists on the antitumoral action of plant flavonoids. In vitro work has concentrated on the direct and indirect actions of flavonoids on tumor cells, and has found a variety of anticancer effects such as cell growth and kinase activity inhibition, apoptosis induction, suppression of the secretion of matrix metalloproteinases and of tumor invasive behavior. Furthermore, some studies have reported the impairment of in vivo angiogenesis by dietary flavonoids. Experimental animal studies indicate that certain dietary flavonoids possess antitumoral activity. The hydroxylation pattern of the B ring of the flavones and flavonols, such as luteolin seems to critically influence their activities, especially the inhibition of protein kinase activity and antiproliferation. The different mechanisms underlying the potential anticancer action of plant flavonoids await further elucidation. Certain dietary flavonols and flavones targeting cell surface signal transduction enzymes, such as protein tyrosine and focal adhesion kinases, and the processes of angiogenesis appear to be promising candidates as anticancer agents. Further in vivo studies of these bioactive constituents is deemed necessary in order to develop flavonoid-based anticancer strategies. In view of the increasing interest in the association between dietary flavonoids and cancer initiation and progression, this important field is likely to witness expanded effort and to attract and stimulate further vigorous investigations (PMID:16097445). Luteolin is a tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 4, 5 and 7. It is thought to play an important role in the human body as an antioxidant, a free radical scavenger, an anti-inflammatory agent and an immune system modulator as well as being active against several cancers. It has a role as an EC 2.3.1.85 (fatty acid synthase) inhibitor, an antineoplastic agent, a vascular endothelial growth factor receptor antagonist, a plant metabolite, a nephroprotective agent, an angiogenesis inhibitor, a c-Jun N-terminal kinase inhibitor, an anti-inflammatory agent, an apoptosis inducer, a radical scavenger and an immunomodulator. It is a 3-hydroxyflavonoid and a tetrahydroxyflavone. It is a conjugate acid of a luteolin-7-olate. Luteolin is a natural product found in Verbascum lychnitis, Carex fraseriana, and other organisms with data available. Luteolin is a naturally-occurring flavonoid, with potential anti-oxidant, anti-inflammatory, apoptosis-inducing and chemopreventive activities. Upon administration, luteolin scavenges free radicals, protects cells from reactive oxygen species (ROS)-induced damage and induces direct cell cycle arrest and apoptosis in tumor cells. This inhibits tumor cell proliferation and suppresses metastasis. 5,7,3,4-tetrahydroxy-flavone, one of the FLAVONES. See also: Chamomile (part of); Cannabis sativa subsp. indica top (part of); Fenugreek seed (part of). A tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 4, 5 and 7. It is thought to play an important role in the human body as an antioxidant, a free radical scavenger, an anti-inflammatory agent and an immune system modulator as well as being active against several cancers. Flavone v. widespread in plant world; found especies in celery, peppermint, rosemary, thyme and Queen Annes Lace leaves (wild carrot). Potential nutriceutical. Luteolin is found in many foods, some of which are soy bean, ginger, abalone, and swiss chard. Acquisition and generation of the data is financially supported in part by CREST/JST. IPB_RECORD: 361; CONFIDENCE confident structure CONFIDENCE standard compound; INTERNAL_ID 48 Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3]. Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3].

   

Apigenin

5,7-Dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

C15H10O5 (270.0528)


Apigenin is a trihydroxyflavone that is flavone substituted by hydroxy groups at positions 4, 5 and 7. It induces autophagy in leukaemia cells. It has a role as a metabolite and an antineoplastic agent. It is a conjugate acid of an apigenin-7-olate. Apigenin is a natural product found in Verbascum lychnitis, Carex fraseriana, and other organisms with data available. Apigenin is a plant-derived flavonoid that has significant promise as a skin cancer chemopreventive agent. Apigenin inhibits the expression of involucrin (hINV), a marker of keratinocyte differentiation, is increased by differentiating agents via a protein kinase Cdelta (PKCdelta), Ras, MEKK1, MEK3 cascade that increases AP1 factor level and AP1 factor binding to DNA elements in the hINV promoter. Apigenin suppresses the 12-O-tetradeconylphorbol-13-acetate-dependent increase in AP1 factor expression and binding to the hINV promoter and the increase in hINV promoter activity. Apigenin also inhibits the increase in promoter activity observed following overexpression of PKCdelta, constitutively active Ras, or MEKK1. The suppression of PKCdelta activity is associated with reduced phosphorylation of PKCdelta-Y311. Activation of hINV promoter activity by the green tea polyphenol, (-)-epigellocathecin-3-gallate, is also inhibited by apigenin, suggesting that the two chemopreventive agents can produce opposing actions in keratinocytes. (A7924). Apigenin, a flavone abundantly found in fruits and vegetables, exhibits antiproliferative, anti-inflammatory, and antimetastatic activities through poorly defined mechanisms. This flavonoid provides selective activity to promote caspase-dependent-apoptosis of leukemia cells and uncover an essential role of PKCdelta during the induction of apoptosis by apigenin. (A7925). Apigenin markedly induces the expression of death receptor 5 (DR5) and synergistically acts with exogenous soluble recombinant human tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) to induce apoptosis in malignant tumor cells. On the other hand, apigenin-mediated induction of DR5 expression is not observed in normal human peripheral blood mononuclear cells. Moreover, apigenin does not sensitize normal human peripheral blood mononuclear cells to TRAIL-induced apoptosis. (A7926). 5,7,4-trihydroxy-flavone, one of the FLAVONES. See also: Chamomile (part of); Cannabis sativa subsp. indica top (part of); Fenugreek seed (part of). Apigenin is a plant-derived flavonoid that has significant promise as a skin cancer chemopreventive agent. Apigenin inhibits the expression of involucrin (hINV), a marker of keratinocyte differentiation, is increased by differentiating agents via a protein kinase Cdelta (PKCdelta), Ras, MEKK1, and MEK3 cascade that increases AP1 factor level and AP1 factor binding to DNA elements in the hINV promoter. Apigenin suppresses the 12-O-tetradeconylphorbol-13-acetate-dependent increase in AP1 factor expression and binding to the hINV promoter. Apigenin also inhibits the increase in promoter activity observed following overexpression of PKCdelta, constitutively active Ras, or MEKK1. The suppression of PKCdelta activity is associated with reduced phosphorylation of PKCdelta-Y311. Activation of hINV promoter activity by the green tea polyphenol, (-)-epigellocathecin-3-gallate, is also inhibited by apigenin, suggesting that the two chemopreventive agents can produce opposing actions in keratinocytes (PMID: 16982614). Apigenin, a flavone abundantly found in fruits and vegetables, exhibits antiproliferative, anti-inflammatory, and antimetastatic activities through poorly defined mechanisms. This flavonoid provides selective activity to promote caspase-dependent-apoptosis of leukemia cells and uncover an essential role of PKCdelta during the induction of apoptosis by apigenin (PMID: 16844095). Apigenin markedly induces the expression of death receptor 5 (DR5) and synergistically acts with exogenous soluble recombinant human tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) to induce apoptosis in malignant tumor cells. On the other hand, apigenin-mediated induction of DR5 expression is not observed in normal human peripheral blood mononuclear cells. Moreover, apigenin does not sensitize normal human peripheral blood mononuclear cells to TRAIL-induced apoptosis (PMID: 16648565). Flavone found in a wide variety of foodstuffs; buckwheat, cabbage, celeriac, celery, lettuce, oregano, parsley, peppermint, perilla, pummelo juice, thyme, sweet potatoes, green tea and wild carrot [DFC] A trihydroxyflavone that is flavone substituted by hydroxy groups at positions 4, 5 and 7. It induces autophagy in leukaemia cells. CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8558; ORIGINAL_PRECURSOR_SCAN_NO 8556 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5097; ORIGINAL_PRECURSOR_SCAN_NO 5094 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5096; ORIGINAL_PRECURSOR_SCAN_NO 5093 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8561; ORIGINAL_PRECURSOR_SCAN_NO 8559 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5082; ORIGINAL_PRECURSOR_SCAN_NO 5079 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5104; ORIGINAL_PRECURSOR_SCAN_NO 5099 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8572; ORIGINAL_PRECURSOR_SCAN_NO 8570 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8556; ORIGINAL_PRECURSOR_SCAN_NO 8554 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5085; ORIGINAL_PRECURSOR_SCAN_NO 5082 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8554; ORIGINAL_PRECURSOR_SCAN_NO 8550 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8540; ORIGINAL_PRECURSOR_SCAN_NO 8539 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5090; ORIGINAL_PRECURSOR_SCAN_NO 5089 Acquisition and generation of the data is financially supported in part by CREST/JST. [Raw Data] CB002_Apigenin_pos_10eV_CB000005.txt [Raw Data] CB002_Apigenin_pos_40eV_CB000005.txt [Raw Data] CB002_Apigenin_pos_20eV_CB000005.txt [Raw Data] CB002_Apigenin_pos_30eV_CB000005.txt [Raw Data] CB002_Apigenin_pos_50eV_CB000005.txt [Raw Data] CB002_Apigenin_neg_40eV_000005.txt [Raw Data] CB002_Apigenin_neg_20eV_000005.txt [Raw Data] CB002_Apigenin_neg_10eV_000005.txt [Raw Data] CB002_Apigenin_neg_50eV_000005.txt CONFIDENCE standard compound; INTERNAL_ID 151 [Raw Data] CB002_Apigenin_neg_30eV_000005.txt CONFIDENCE standard compound; ML_ID 26 Apigenin (4',5,7-Trihydroxyflavone) is a competitive CYP2C9 inhibitor with a Ki of 2 μM. Apigenin (4',5,7-Trihydroxyflavone) is a competitive CYP2C9 inhibitor with a Ki of 2 μM.

   

Asperuloside

(2aS-(2aalpha,4aalpha,5alpha,7balpha))-5-(beta-D-glucopyranosyloxy)-2a,4a,5,7b-tetrahydro-1-oxo-1H-2,6-dioxacyclopent(cd)inden-4-ylmethyl acetate

C18H22O11 (414.1162)


Asperuloside is a iridoid monoterpenoid glycoside isolated from Galium verum. It has a role as a metabolite. It is an iridoid monoterpenoid, a beta-D-glucoside, a monosaccharide derivative, an acetate ester and a gamma-lactone. Asperuloside is a natural product found in Lasianthus curtisii, Galium spurium, and other organisms with data available. See also: Galium aparine whole (part of). A iridoid monoterpenoid glycoside isolated from Galium verum. Asperuloside is an iridoid isolated from Hedyotis diffusa, with anti-inflammatory activity. Asperuloside inhibits inducible nitric oxide synthase (iNOS), suppresses NF-κB and MAPK signaling pathways[1]. Asperuloside is an iridoid isolated from Hedyotis diffusa, with anti-inflammatory activity. Asperuloside inhibits inducible nitric oxide synthase (iNOS), suppresses NF-κB and MAPK signaling pathways[1].

   

Oxymatrine

1H,5H,10H-Dipyrido(2,1-f:3,2,1-ij)(1,6)naphthyridin-10-one, dodecahydro-, 4-oxide, (4R,7aS,13aR,13bR,13cS)-

C15H24N2O2 (264.1838)


Ammothamnine is an alkaloid and a tertiary amine oxide. Oxymatrine is a natural product found in Sophora pachycarpa, Sophora chrysophylla, and other organisms with data available. D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents D000890 - Anti-Infective Agents > D000998 - Antiviral Agents Origin: Plant; SubCategory_DNP: Alkaloids derived from lysine, Quinolizidine alkaloids, Sophora alkaloid Oxymatrine is under investigation in clinical trial NCT02202473 (Oxymatrine Plus Lamivudine Combination Therapy Versus Lamivudine Monotherapy for Chronic Hepatitis B Infected Subjects). Matrine oxide is a natural product found in Daphniphyllum oldhamii, Sophora viciifolia, and other organisms with data available. Oxymatrine, an alkaloid from Sophora flavescens Alt. with anti-inflammatory, antifibrosis, and antitumor effects, inhibits the iNOS expression and TGF-β/Smad pathway. Oxymatrine inhibits bocavirus minute virus of canines (MVC) replication, reduces viral gene expression and decreases apoptosis induced by viral infection. Oxymatrine, an alkaloid from Sophora flavescens Alt. with anti-inflammatory, antifibrosis, and antitumor effects, inhibits the iNOS expression and TGF-β/Smad pathway. Oxymatrine inhibits bocavirus minute virus of canines (MVC) replication, reduces viral gene expression and decreases apoptosis induced by viral infection. Oxysophoridine (Sophoridine N-oxide) is a bioactive alkaloid extracted from the Sophora alopecuroides Linn. Oxysophoridine (Sophoridine N-oxide) shows anti inflammatory, anti oxidative stress and anti apoptosis effects[1][2]. Oxysophoridine (Sophoridine N-oxide) is a bioactive alkaloid extracted from the Sophora alopecuroides Linn. Oxysophoridine (Sophoridine N-oxide) shows anti inflammatory, anti oxidative stress and anti apoptosis effects[1][2].

   

Matrine

1H,5H,10H-DIPYRIDO(2,1-F:3,2,1-IJ)(1,6)NAPHTHYRIDIN-10-ONE, DODECAHYDRO-, (7AR-(7A.ALPHA.,13A.ALPHA.,13B.BETA.,13C.BETA.))-

C15H24N2O (248.1889)


Matrine is an alkaloid. Matrine is a natural product found in Daphniphyllum oldhamii, Sophora viciifolia, and other organisms with data available. Matrine is an alkaloid found in plants from the Sophora genus. It has a variety of pharmacological effects, including anti-cancer effects, and action as a kappa opioid receptor and μ-receptor agonist. Tetracyclic bis-quinolizidine alkaloids found in the family LEGUMINOSAE, mainly in the genus SOPHORA. See also: Matrine; salicylic acid (component of). Annotation level-1 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.230 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.224 Sophoridine is a natural product found in Sophora viciifolia, Leontice leontopetalum, and other organisms with data available. Tetracyclic bis-quinolizidine alkaloids found in the family LEGUMINOSAE, mainly in the genus SOPHORA. INTERNAL_ID 2268; CONFIDENCE Reference Standard (Level 1) CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2268 Matrine (Matridin-15-one) is an alkaloid found in plants from the Sophora genus that can act as a kappa opioid receptor and u-receptor agonist. Matrine has a variety of pharmacological effects, including anti-cancer, anti-oxidative stress, anti-inflammation and anti-apoptosis effects. Matrine is potential in the research of disease like human non-small cell lung cancer, hepatoma, papillary thyroid cancer and acute kidney injury (AKI)[1][2][3][4][5]. Matrine (Matridin-15-one) is an alkaloid found in plants from the Sophora genus that can act as a kappa opioid receptor and u-receptor agonist. Matrine has a variety of pharmacological effects, including anti-cancer, anti-oxidative stress, anti-inflammation and anti-apoptosis effects. Matrine is potential in the research of disease like human non-small cell lung cancer, hepatoma, papillary thyroid cancer and acute kidney injury (AKI)[1][2][3][4][5]. Matrine (Matridin-15-one) is an alkaloid found in plants from the Sophora genus that can act as a kappa opioid receptor and u-receptor agonist. Matrine has a variety of pharmacological effects, including anti-cancer, anti-oxidative stress, anti-inflammation and anti-apoptosis effects. Matrine is potential in the research of disease like human non-small cell lung cancer, hepatoma, papillary thyroid cancer and acute kidney injury (AKI)[1][2][3][4][5]. Sophoridine is a quinolizidine alkaloid isolated from Leguminous plant Sophora flavescens. Sophoridine induces apoptosis. Sophoridine has the potential to be a novel, potent and selective antitumor agent candidate for pancreatic cancer with well-tolerated toxicity[1]. Sophoridine is a quinolizidine alkaloid isolated from Leguminous plant Sophora flavescens. Sophoridine induces apoptosis. Sophoridine has the potential to be a novel, potent and selective antitumor agent candidate for pancreatic cancer with well-tolerated toxicity[1].

   

Camoensine

Oprea1_574945

C14H18N2O (230.1419)


   

Ephedrannin A

(1S,13R,21S)-6,9,17,19,21-pentahydroxy-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0^{2,11}.0^{3,8}.0^{15,20}]henicosa-2(11),3(8),5,9,15(20),16,18-heptaen-7-one

C30H20O11 (556.1006)


Ephedrannin A is found in fruits. Ephedrannin A is isolated from Prunus armeniaca (apricot). Isolated from Prunus armeniaca (apricot). Ephedrannin A is found in fruits.

   

Asperuloside

(2-oxo-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[5.3.1.0,]undeca-1(10),5-dien-6-yl)methyl acetic acid

C18H22O11 (414.1162)


   

Sophocarpine

7,13-Diazatetracyclo[7.7.1.02,7.013,17]heptadec-4-en-6-one

C15H22N2O (246.1732)


   

1ST40360

(41S,7aS,13aR,13bR)-2,3,41,6,7,7a,8,13,13a,13b-Decahydro-1H,5H,10H-dipyrido[2,1-f:3,2,1-ij][1,6]naphthyridin-10-one hydrat

C15H22N2O (246.1732)


Sophocarpine is a natural product found in Daphniphyllum oldhamii, Sophora viciifolia, and other organisms with data available. Sophocarpine is one of the significant alkaloid extracted from the traditional herb medicine Sophora flavescens which has many pharmacological properties such as anti-virus, anti-tumor, anti-inflammatory. Sophocarpine significantly inhibits the growth of gastric cancer (GC) cells through multiple mechanisms such as induction of autophagy, activation of cell apoptosis and down-regulation of cell survival PI3K/AKT signaling pathway. Sophocarpine has been demonstrated to have anti-tumor activity in various cancer cells, including hepatocellular carcinoma, prostate cancer and colorectal cancer[1]. Sophocarpine is one of the significant alkaloid extracted from the traditional herb medicine Sophora flavescens which has many pharmacological properties such as anti-virus, anti-tumor, anti-inflammatory. Sophocarpine significantly inhibits the growth of gastric cancer (GC) cells through multiple mechanisms such as induction of autophagy, activation of cell apoptosis and down-regulation of cell survival PI3K/AKT signaling pathway. Sophocarpine has been demonstrated to have anti-tumor activity in various cancer cells, including hepatocellular carcinoma, prostate cancer and colorectal cancer[1]. Sophocarpine is one of the significant alkaloid extracted from the traditional herb medicine Sophora flavescens which has many pharmacological properties such as anti-virus, anti-tumor, anti-inflammatory. Sophocarpine significantly inhibits the growth of gastric cancer (GC) cells through multiple mechanisms such as induction of autophagy, activation of cell apoptosis and down-regulation of cell survival PI3K/AKT signaling pathway. Sophocarpine has been demonstrated to have anti-tumor activity in various cancer cells, including hepatocellular carcinoma, prostate cancer and colorectal cancer[1].

   

Yuzurimine B

Yuzurimine B

C23H33NO3 (371.246)


   
   

Deoxycalyciphylline B

(1S,6R,7R,10R,15S,22R)-6,18-dimethyl-5-oxa-16-azahexacyclo[14.5.1.01,6.07,15.010,14.019,22]docos-13-en-4-one

C22H31NO2 (341.2355)


   

Daphnioldhanin A

Daphnioldhanin A

C23H35NO4 (389.2566)


   

Macrodaphniphyllamine

Macrodaphniphyllamine

C23H33NO4 (387.2409)


   

6-Hydroxykaempferol 3-rutinoside

5,6,7-Trihydroxy-2-(4-hydroxyphenyl)-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

C27H30O16 (610.1534)


5,6,7,4-tetrahydroxyflavonol-3-O-rutinoside is a glycosyloxyflavone that is 3,5,6,7,4-pentahydroxyflavonol substituted by a rutinosyl group at position 3 via a glycosidic linkage. Isolated from Daphniphyllum calycinum, it exhibits antioxidant activity. It has a role as a metabolite and a radical scavenger. It is a rutinoside, a tetrahydroxyflavone, a glycosyloxyflavone and a disaccharide derivative. 5,6,7,4-Tetrahydroxyflavonol 3-O-rutinoside is a natural product found in Daphniphyllum calycinum with data available. A glycosyloxyflavone that is 3,5,6,7,4-pentahydroxyflavonol substituted by a rutinosyl group at position 3 via a glycosidic linkage. Isolated from Daphniphyllum calycinum, it exhibits antioxidant activity.

   

Daphnilactone B

(-)-Daphnilactone B

C22H31NO2 (341.2355)


   

1-[(1S,4S,5R)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-[(1R,2S,3R,10R,13R,14S)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.0^{2,13.0^{3,7.0^{7,12]hexadecan-2-yl]propan-1-one

1-[(1S,4S,5R)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-[(1R,2S,3R,10R,13R,14S)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.0^{2,13.0^{3,7.0^{7,12]hexadecan-2-yl]propan-1-one

C30H47NO3 (469.3556)


   

Caldaphnidine R

Caldaphnidine R

C23H35NO3 (373.2617)


   

Macrodaphniphyllidine

Macrodaphniphyllidine

C25H35NO4 (413.2566)


   

secodaphniphylline

secodaphniphylline

C30H47NO3 (469.3556)


   

Daphmanidin A

Daphmanidin A

C25H33NO5 (427.2359)


   

Apigenin

5,7,4-Trihydroxyflavone

C15H10O5 (270.0528)


Annotation level-1 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.061 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.062 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.058 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.059 Apigenin (4',5,7-Trihydroxyflavone) is a competitive CYP2C9 inhibitor with a Ki of 2 μM. Apigenin (4',5,7-Trihydroxyflavone) is a competitive CYP2C9 inhibitor with a Ki of 2 μM.

   

Luteolin

4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy- (9CI)

C15H10O6 (286.0477)


Annotation level-1 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.976 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.975 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.968 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.971 Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3]. Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3].

   

Naringin

(2S) -7- [ [ 2-O- (6-Deoxy-alpha-L-mannopyranosyl) -beta-D-glucopyranosyl ] oxy ] -2,3-dihydro-5-hydroxy-2- (4-hydroxyphenyl) -4H-1-benzopyran-4-one

C27H31HO14 (580.1792)


Naringin is a major flavanone glycoside obtained from tomatoes, grapefruits, and many other citrus fruits. Naringin exhibits biological properties such as antioxidant, anti-inflammatory, and antiapoptotic activities. Naringin is a major flavanone glycoside obtained from tomatoes, grapefruits, and many other citrus fruits. Naringin exhibits biological properties such as antioxidant, anti-inflammatory, and antiapoptotic activities.

   

Naringin

(2S)-7-[[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-2-tetrahydropyranyl]oxy]-2-tetrahydropyranyl]oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4-chromanone

C27H32O14 (580.1792)


Annotation level-1 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.745 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.741 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.739 Acquisition and generation of the data is financially supported by the Max-Planck-Society IPB_RECORD: 2201; CONFIDENCE confident structure Naringin is a major flavanone glycoside obtained from tomatoes, grapefruits, and many other citrus fruits. Naringin exhibits biological properties such as antioxidant, anti-inflammatory, and antiapoptotic activities. Naringin is a major flavanone glycoside obtained from tomatoes, grapefruits, and many other citrus fruits. Naringin exhibits biological properties such as antioxidant, anti-inflammatory, and antiapoptotic activities.

   

Sophocarpine

Sophocarpine

C16H23NO (245.178)


   

Asperuloside

NCGC00380739-01_C18H22O11_1H-2,6-Dioxacyclopent[cd]inden-1-one, 4-[(acetyloxy)methyl]-5-(beta-D-glucopyranosyloxy)-2a,4a,5,7b-tetrahydro-, (2aS,4aS,5S,7bS)-

C18H22O11 (414.1162)


Asperuloside is a member of the class of compounds known as O-glycosyl compounds. O-glycosyl compounds are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Asperuloside is soluble (in water) and a very weakly acidic compound (based on its pKa). Asperuloside can be found in bilberry, which makes asperuloside a potential biomarker for the consumption of this food product. Asperuloside is an iridoid isolated from Hedyotis diffusa, with anti-inflammatory activity. Asperuloside inhibits inducible nitric oxide synthase (iNOS), suppresses NF-κB and MAPK signaling pathways[1]. Asperuloside is an iridoid isolated from Hedyotis diffusa, with anti-inflammatory activity. Asperuloside inhibits inducible nitric oxide synthase (iNOS), suppresses NF-κB and MAPK signaling pathways[1].

   

Urolignoside

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-[(2S,3R)-3-(hydroxymethyl)-5-(3-hydroxypropyl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenoxy]oxane-3,4,5-triol

C26H34O11 (522.2101)


Urolignoside is a natural product found in Salacia chinensis, Keteleeria evelyniana, and other organisms with data available.

   

SOPHOCARPINE

NCGC00160217-01!SOPHOCARPINE

C15H22N2O (246.1732)


   

Sophocarpine

Sophocarpine

C15H22N2O (246.1732)


CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2290 Sophocarpine is one of the significant alkaloid extracted from the traditional herb medicine Sophora flavescens which has many pharmacological properties such as anti-virus, anti-tumor, anti-inflammatory. Sophocarpine significantly inhibits the growth of gastric cancer (GC) cells through multiple mechanisms such as induction of autophagy, activation of cell apoptosis and down-regulation of cell survival PI3K/AKT signaling pathway. Sophocarpine has been demonstrated to have anti-tumor activity in various cancer cells, including hepatocellular carcinoma, prostate cancer and colorectal cancer[1]. Sophocarpine is one of the significant alkaloid extracted from the traditional herb medicine Sophora flavescens which has many pharmacological properties such as anti-virus, anti-tumor, anti-inflammatory. Sophocarpine significantly inhibits the growth of gastric cancer (GC) cells through multiple mechanisms such as induction of autophagy, activation of cell apoptosis and down-regulation of cell survival PI3K/AKT signaling pathway. Sophocarpine has been demonstrated to have anti-tumor activity in various cancer cells, including hepatocellular carcinoma, prostate cancer and colorectal cancer[1]. Sophocarpine is one of the significant alkaloid extracted from the traditional herb medicine Sophora flavescens which has many pharmacological properties such as anti-virus, anti-tumor, anti-inflammatory. Sophocarpine significantly inhibits the growth of gastric cancer (GC) cells through multiple mechanisms such as induction of autophagy, activation of cell apoptosis and down-regulation of cell survival PI3K/AKT signaling pathway. Sophocarpine has been demonstrated to have anti-tumor activity in various cancer cells, including hepatocellular carcinoma, prostate cancer and colorectal cancer[1].

   

Ephedrannin A

6,9,17,19,21-pentahydroxy-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0^{2,11}.0^{3,8}.0^{15,20}]henicosa-2,5,8,10,15,17,19-heptaen-7-one

C30H20O11 (556.1006)


   

Versulin

4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(4-hydroxyphenyl)- (9CI)

C15H10O5 (270.0528)


Apigenin (4',5,7-Trihydroxyflavone) is a competitive CYP2C9 inhibitor with a Ki of 2 μM. Apigenin (4',5,7-Trihydroxyflavone) is a competitive CYP2C9 inhibitor with a Ki of 2 μM.

   

Daphmanidins E

Daphmanidins E

C25H31NO5 (425.2202)


   

rataniaphenol II

rataniaphenol II

C18H16O2 (264.115)


A member of the class of benzofurans that is 1-benzofuran substituted by a 4-hydroxyphenyl group at position 2, a methyl group at position 3 and a prop-1-en-1-yl group at position 5. It is a lignan derivative isolated from the roots of Krameria lappacea.

   

methyl (1r,3r,4r,14s)-19-hydroxy-18-(hydroxymethyl)-14-methyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate

methyl (1r,3r,4r,14s)-19-hydroxy-18-(hydroxymethyl)-14-methyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate

C23H31NO4 (385.2253)


   

methyl 18-formyl-19-hydroxy-14-methyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate

methyl 18-formyl-19-hydroxy-14-methyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate

C23H29NO4 (383.2096)


   

(1s,7s,10s,11r,15r,22r,23r)-11-methyl-5-oxa-13-azahexacyclo[11.9.1.0¹,⁷.0⁷,¹⁵.0¹⁰,²³.0¹⁸,²²]tricos-18-en-4-one

(1s,7s,10s,11r,15r,22r,23r)-11-methyl-5-oxa-13-azahexacyclo[11.9.1.0¹,⁷.0⁷,¹⁵.0¹⁰,²³.0¹⁸,²²]tricos-18-en-4-one

C22H31NO2 (341.2355)


   

(1s,4as,7as)-7-(hydroxymethyl)-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(1'r,3s,5's,6r,11'r,12'r)-6-hydroxy-6-isopropyl-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-en-12'-yl]carbonyloxy}methyl)oxan-2-yl]oxy}-1h,4ah,5h,7ah-cyclopenta[c]pyran-4-carboxylic acid

(1s,4as,7as)-7-(hydroxymethyl)-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(1'r,3s,5's,6r,11'r,12'r)-6-hydroxy-6-isopropyl-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-en-12'-yl]carbonyloxy}methyl)oxan-2-yl]oxy}-1h,4ah,5h,7ah-cyclopenta[c]pyran-4-carboxylic acid

C39H55NO13 (745.3673)


   

methyl 18,19-dihydroxy-14-methyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate

methyl 18,19-dihydroxy-14-methyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate

C22H29NO4 (371.2096)


   

(1s,2s,5s,8r)-8-{2-[(1s,2r,3s,7r,10s,13r,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]ethyl}-1,5-dimethyl-7-oxo-6-oxabicyclo[3.2.1]octan-2-yl acetate

(1s,2s,5s,8r)-8-{2-[(1s,2r,3s,7r,10s,13r,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]ethyl}-1,5-dimethyl-7-oxo-6-oxabicyclo[3.2.1]octan-2-yl acetate

C32H49NO4 (511.3661)


   

methyl 3-[(2s,3r,8r,11s,12r,15r,16s)-12-(hydroxymethyl)-16-methyl-1-azapentacyclo[9.6.1.0²,¹⁵.0³,¹².0⁴,⁸]octadec-4-en-3-yl]propanoate

methyl 3-[(2s,3r,8r,11s,12r,15r,16s)-12-(hydroxymethyl)-16-methyl-1-azapentacyclo[9.6.1.0²,¹⁵.0³,¹².0⁴,⁸]octadec-4-en-3-yl]propanoate

C23H35NO3 (373.2617)


   

3-{14-isopropyl-1-methyl-12-azatetracyclo[8.6.0.0²,¹³.0³,⁷]hexadec-3-en-2-yl}propanoic acid

3-{14-isopropyl-1-methyl-12-azatetracyclo[8.6.0.0²,¹³.0³,⁷]hexadec-3-en-2-yl}propanoic acid

C22H35NO2 (345.2668)


   

methyl 6-hydroxy-6-isopropyl-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

methyl 6-hydroxy-6-isopropyl-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

C24H37NO4 (403.2722)


   

1-{1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl}-3-{14-isopropyl-1-methyl-12-azatetracyclo[8.6.0.0²,¹³.0³,⁷]hexadecan-2-yl}propan-1-one

1-{1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl}-3-{14-isopropyl-1-methyl-12-azatetracyclo[8.6.0.0²,¹³.0³,⁷]hexadecan-2-yl}propan-1-one

C30H49NO3 (471.3712)


   

methyl (1r,3r,4r,10s,14r,15s,19s)-15,19-dihydroxy-18-(hydroxymethyl)-14-methyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate

methyl (1r,3r,4r,10s,14r,15s,19s)-15,19-dihydroxy-18-(hydroxymethyl)-14-methyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate

C23H31NO5 (401.2202)


   

(1s,2s,5s,7s,8r)-7-hydroxy-8-{2-[(1s,2r,3s,7r,10s,13r,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]ethyl}-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-2-yl acetate

(1s,2s,5s,7s,8r)-7-hydroxy-8-{2-[(1s,2r,3s,7r,10s,13r,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]ethyl}-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-2-yl acetate

C32H51NO4 (513.3818)


   

methyl (1'r,3r,5's,6s,7's)-6-ethyl-6,7'-dihydroxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecane]-8'(14'),11'-diene-12'-carboxylate

methyl (1'r,3r,5's,6s,7's)-6-ethyl-6,7'-dihydroxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecane]-8'(14'),11'-diene-12'-carboxylate

C23H33NO5 (403.2359)


   

2-{[3-hydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

2-{[3-hydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C21H24O9 (420.142)


   

3-{13-isopropyl-1-methyl-11-azapentacyclo[8.5.0.0²,¹².0³,⁷.0⁷,¹¹]pentadecan-2-yl}propanoic acid

3-{13-isopropyl-1-methyl-11-azapentacyclo[8.5.0.0²,¹².0³,⁷.0⁷,¹¹]pentadecan-2-yl}propanoic acid

C21H33NO2 (331.2511)


   

methyl 3-[(1r,2s,3r,7s,10r,11r,13r,14s)-11-hydroxy-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]propanoate

methyl 3-[(1r,2s,3r,7s,10r,11r,13r,14s)-11-hydroxy-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]propanoate

C23H37NO3 (375.2773)


   

4-{6-hydroxy-14-isopropyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl}butanoic acid

4-{6-hydroxy-14-isopropyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl}butanoic acid

C22H35NO3 (361.2617)


   

methyl 3-[(1s,2r,3r,7r,9s,14r)-9-hydroxy-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadecan-2-yl]propanoate

methyl 3-[(1s,2r,3r,7r,9s,14r)-9-hydroxy-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadecan-2-yl]propanoate

C23H37NO3 (375.2773)


   

methyl 18-hydroxy-11-(2-hydroxyethyl)-2,15-dimethyl-9-oxo-4-azapentacyclo[11.4.1.0⁴,¹⁶.0⁶,¹⁵.0¹⁰,¹⁴]octadeca-10(14),11,13(18)-triene-12-carboxylate

methyl 18-hydroxy-11-(2-hydroxyethyl)-2,15-dimethyl-9-oxo-4-azapentacyclo[11.4.1.0⁴,¹⁶.0⁶,¹⁵.0¹⁰,¹⁴]octadeca-10(14),11,13(18)-triene-12-carboxylate

C23H29NO5 (399.2046)


   

(1's,3r,5'r,6s,11's,12's)-6-hydroxy-6-isopropyl-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylic acid

(1's,3r,5'r,6s,11's,12's)-6-hydroxy-6-isopropyl-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylic acid

C23H35NO4 (389.2566)


   

1-{[6-({2,6-dimethyl-20-oxo-8-azahexacyclo[11.5.1.1¹,⁵.0²,¹⁰.0³,⁸.0¹⁶,¹⁹]icos-13(19)-ene-17-carbonyloxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-7-(hydroxymethyl)-1h,4ah,5h,7ah-cyclopenta[c]pyran-4-carboxylic acid

1-{[6-({2,6-dimethyl-20-oxo-8-azahexacyclo[11.5.1.1¹,⁵.0²,¹⁰.0³,⁸.0¹⁶,¹⁹]icos-13(19)-ene-17-carbonyloxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-7-(hydroxymethyl)-1h,4ah,5h,7ah-cyclopenta[c]pyran-4-carboxylic acid

C38H49NO12 (711.3255)


   

(1s,2s,3r,5r,6s,10s,16s)-16-hydroxy-2,6-dimethyl-8-azahexacyclo[11.5.1.1¹,⁵.0²,¹⁰.0³,⁸.0¹⁶,¹⁹]icos-13(19)-ene-14,20-dione

(1s,2s,3r,5r,6s,10s,16s)-16-hydroxy-2,6-dimethyl-8-azahexacyclo[11.5.1.1¹,⁵.0²,¹⁰.0³,⁸.0¹⁶,¹⁹]icos-13(19)-ene-14,20-dione

C21H27NO3 (341.1991)


   

(1r,7r,10r,18s,22r,23s)-15-hydroxy-11-methyl-5-oxa-13-azahexacyclo[11.9.1.0¹,⁷.0⁷,¹⁵.0¹⁰,²³.0¹⁸,²²]tricosan-4-one

(1r,7r,10r,18s,22r,23s)-15-hydroxy-11-methyl-5-oxa-13-azahexacyclo[11.9.1.0¹,⁷.0⁷,¹⁵.0¹⁰,²³.0¹⁸,²²]tricosan-4-one

C22H33NO3 (359.246)


   

3a-(hydroxymethyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-1h,2h,3h,4h,5h,6h,7h,7ah,11bh,12h,13h,13ah,13bh-cyclopenta[a]chrysen-9-one

3a-(hydroxymethyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-1h,2h,3h,4h,5h,6h,7h,7ah,11bh,12h,13h,13ah,13bh-cyclopenta[a]chrysen-9-one

C30H48O2 (440.3654)


   

(1s,6r,7s,10r,15r,19r,22s)-6,18-dimethyl-5-oxa-16-azahexacyclo[14.5.1.0¹,⁶.0⁷,¹⁵.0¹⁰,¹⁴.0¹⁹,²²]docos-13-en-4-one

(1s,6r,7s,10r,15r,19r,22s)-6,18-dimethyl-5-oxa-16-azahexacyclo[14.5.1.0¹,⁶.0⁷,¹⁵.0¹⁰,¹⁴.0¹⁹,²²]docos-13-en-4-one

C22H31NO2 (341.2355)


   

methyl 14,18-dimethyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icos-7(20)-ene-3-carboxylate

methyl 14,18-dimethyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icos-7(20)-ene-3-carboxylate

C23H33NO2 (355.2511)


   

methyl (1s,10r,15r,18s,19r)-19-hydroxy-14,18-dimethyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icosa-3,7(20)-diene-3-carboxylate

methyl (1s,10r,15r,18s,19r)-19-hydroxy-14,18-dimethyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icosa-3,7(20)-diene-3-carboxylate

C23H31NO3 (369.2304)


   

(1r,2r,9s,13r,17s)-6-oxo-7,13-diazatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadecan-13-ium-13-olate

(1r,2r,9s,13r,17s)-6-oxo-7,13-diazatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadecan-13-ium-13-olate

C15H24N2O2 (264.1838)


   

methyl 2-hydroxy-5,20-dimethyl-9-oxa-3-azaheptacyclo[9.8.1.1¹,¹⁴.0²,⁶.0³,¹⁰.0⁸,²⁰.0¹⁷,²¹]henicos-14(21)-ene-18-carboxylate

methyl 2-hydroxy-5,20-dimethyl-9-oxa-3-azaheptacyclo[9.8.1.1¹,¹⁴.0²,⁶.0³,¹⁰.0⁸,²⁰.0¹⁷,²¹]henicos-14(21)-ene-18-carboxylate

C23H31NO4 (385.2253)


   

(1s,6s,7s,9r,10s,15r,18s,19r,22s)-9-hydroxy-6,18-dimethyl-5-oxa-16-azahexacyclo[14.5.1.0¹,⁶.0⁷,¹⁵.0¹⁰,¹⁴.0¹⁹,²²]docos-13-en-4-one

(1s,6s,7s,9r,10s,15r,18s,19r,22s)-9-hydroxy-6,18-dimethyl-5-oxa-16-azahexacyclo[14.5.1.0¹,⁶.0⁷,¹⁵.0¹⁰,¹⁴.0¹⁹,²²]docos-13-en-4-one

C22H31NO3 (357.2304)


   

methyl (1r,2r,5s,8s,14r,15r)-2-[(acetyloxy)methyl]-5-ethyl-6-azapentacyclo[9.5.1.0¹,⁵.0²,⁸.0¹⁴,¹⁷]heptadec-11(17)-ene-15-carboxylate

methyl (1r,2r,5s,8s,14r,15r)-2-[(acetyloxy)methyl]-5-ethyl-6-azapentacyclo[9.5.1.0¹,⁵.0²,⁸.0¹⁴,¹⁷]heptadec-11(17)-ene-15-carboxylate

C23H33NO4 (387.2409)


   

methyl (1r,3r,4s,10s,14r,15r,18r,19s)-18-(hydroxymethyl)-14-methyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icos-7(20)-ene-3-carboxylate

methyl (1r,3r,4s,10s,14r,15r,18r,19s)-18-(hydroxymethyl)-14-methyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icos-7(20)-ene-3-carboxylate

C23H33NO3 (371.246)


   

1-[(1r,4r,5s)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-[(1s,2r,3s,7s,8r,10s,13s,14r)-8-hydroxy-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]propan-1-one

1-[(1r,4r,5s)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-[(1s,2r,3s,7s,8r,10s,13s,14r)-8-hydroxy-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]propan-1-one

C30H47NO4 (485.3505)


   

(6r,7s,10s,15r,16s,18s,19r,22s)-6,18-dimethyl-4-oxo-5-oxa-16-azahexacyclo[14.5.1.0¹,⁶.0⁷,¹⁵.0¹⁰,¹⁴.0¹⁹,²²]docos-13-en-16-ium-16-olate

(6r,7s,10s,15r,16s,18s,19r,22s)-6,18-dimethyl-4-oxo-5-oxa-16-azahexacyclo[14.5.1.0¹,⁶.0⁷,¹⁵.0¹⁰,¹⁴.0¹⁹,²²]docos-13-en-16-ium-16-olate

C22H31NO3 (357.2304)


   

1-{1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl}-3-{13-isopropyl-1-methyl-11-azapentacyclo[8.5.0.0²,¹².0³,⁷.0⁷,¹¹]pentadecan-2-yl}propan-1-one

1-{1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl}-3-{13-isopropyl-1-methyl-11-azapentacyclo[8.5.0.0²,¹².0³,⁷.0⁷,¹¹]pentadecan-2-yl}propan-1-one

C29H45NO3 (455.3399)


   

methyl 6-hydroxy-6-isopropyl-3'-methyl-7'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

methyl 6-hydroxy-6-isopropyl-3'-methyl-7'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

C24H35NO5 (417.2515)


   

methyl (1r,5s,6r,8r,9s,10s,16r,17r,20r)-8-(acetyloxy)-9-[(acetyloxy)methyl]-20-hydroxy-5-methyl-3-azahexacyclo[11.5.1.1⁶,¹⁰.0¹,⁹.0²,⁶.0¹⁶,¹⁹]icosa-2,13(19)-diene-17-carboxylate

methyl (1r,5s,6r,8r,9s,10s,16r,17r,20r)-8-(acetyloxy)-9-[(acetyloxy)methyl]-20-hydroxy-5-methyl-3-azahexacyclo[11.5.1.1⁶,¹⁰.0¹,⁹.0²,⁶.0¹⁶,¹⁹]icosa-2,13(19)-diene-17-carboxylate

C27H35NO7 (485.2413)


   

methyl (1'r,5's,11'r,12'r)-6-ethyl-3'-methyl-9'-oxo-2,4-dihydro-3'-azaspiro[pyran-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

methyl (1'r,5's,11'r,12'r)-6-ethyl-3'-methyl-9'-oxo-2,4-dihydro-3'-azaspiro[pyran-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

C23H31NO4 (385.2253)


   

(1s,2s,7r,8s)-8-{2-[(1s,2r,3r,7r,10s,11r,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadecan-2-yl]ethyl}-1,5-dimethyl-6-oxabicyclo[3.2.1]octane-2,7-diol

(1s,2s,7r,8s)-8-{2-[(1s,2r,3r,7r,10s,11r,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadecan-2-yl]ethyl}-1,5-dimethyl-6-oxabicyclo[3.2.1]octane-2,7-diol

C30H49NO3 (471.3712)


   

methyl (1r,3r,4r,10s,14s,19r)-19-hydroxy-18-(hydroxymethyl)-14-methyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate

methyl (1r,3r,4r,10s,14s,19r)-19-hydroxy-18-(hydroxymethyl)-14-methyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate

C23H31NO4 (385.2253)


   

methyl (1r,3s,4r,10s,14s,15r,18r,19s)-18-[(acetyloxy)methyl]-14-methyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icos-7(20)-ene-3-carboxylate

methyl (1r,3s,4r,10s,14s,15r,18r,19s)-18-[(acetyloxy)methyl]-14-methyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icos-7(20)-ene-3-carboxylate

C25H35NO4 (413.2566)


   

methyl (1s,3s,4s,7s,10r,11r,14s,15r,18r,20r,21r)-11,15-dimethyl-19-oxa-17-azaheptacyclo[12.6.1.0¹,¹¹.0⁴,²⁰.0⁷,²⁰.0¹⁰,¹⁸.0¹⁷,²¹]henicosane-3-carboxylate

methyl (1s,3s,4s,7s,10r,11r,14s,15r,18r,20r,21r)-11,15-dimethyl-19-oxa-17-azaheptacyclo[12.6.1.0¹,¹¹.0⁴,²⁰.0⁷,²⁰.0¹⁰,¹⁸.0¹⁷,²¹]henicosane-3-carboxylate

C23H33NO3 (371.246)


   

(13s)-6-oxo-7,13-diazatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadecan-13-ium-13-olate

(13s)-6-oxo-7,13-diazatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadecan-13-ium-13-olate

C15H24N2O2 (264.1838)


   

(1's,3r,5'r,6s,11's,12's)-6-isopropyl-6-methoxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylic acid

(1's,3r,5'r,6s,11's,12's)-6-isopropyl-6-methoxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylic acid

C24H37NO4 (403.2722)


   

(1'r,3r,5's,11'r,12'r)-6-isopropyl-3'-methyl-2,4-dihydro-3'-azaspiro[pyran-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylic acid

(1'r,3r,5's,11'r,12'r)-6-isopropyl-3'-methyl-2,4-dihydro-3'-azaspiro[pyran-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylic acid

C23H33NO3 (371.246)


   

methyl 3-[(1s,2s,3r,7s,10r,12r,13s)-13-isopropyl-1-methyl-11-azapentacyclo[8.5.0.0²,¹².0³,⁷.0⁷,¹¹]pentadecan-2-yl]propanoate

methyl 3-[(1s,2s,3r,7s,10r,12r,13s)-13-isopropyl-1-methyl-11-azapentacyclo[8.5.0.0²,¹².0³,⁷.0⁷,¹¹]pentadecan-2-yl]propanoate

C22H35NO2 (345.2668)


   

8-(2-{14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadecan-2-yl}ethyl)-1,5-dimethyl-7-oxo-6-oxabicyclo[3.2.1]octan-2-yl acetate

8-(2-{14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadecan-2-yl}ethyl)-1,5-dimethyl-7-oxo-6-oxabicyclo[3.2.1]octan-2-yl acetate

C32H49NO4 (511.3661)


   

methyl 19-hydroxy-14,18-dimethyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate

methyl 19-hydroxy-14,18-dimethyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate

C23H31NO3 (369.2304)


   

[(2r,3s,4s,5r,6s)-6-{[(1s,4as,7as)-7-(hydroxymethyl)-4-(methoxycarbonyl)-1h,4ah,5h,7ah-cyclopenta[c]pyran-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl (1'r,3r,5's,6s,11'r,12'r)-6-ethyl-6-hydroxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

[(2r,3s,4s,5r,6s)-6-{[(1s,4as,7as)-7-(hydroxymethyl)-4-(methoxycarbonyl)-1h,4ah,5h,7ah-cyclopenta[c]pyran-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl (1'r,3r,5's,6s,11'r,12'r)-6-ethyl-6-hydroxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

C39H55NO13 (745.3673)


   

methyl (1s,3s,4r,10r,14r,15s,17s,18r,19s)-17-(acetyloxy)-18-[(acetyloxy)methyl]-19-hydroxy-14-methyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icos-7(20)-ene-3-carboxylate

methyl (1s,3s,4r,10r,14r,15s,17s,18r,19s)-17-(acetyloxy)-18-[(acetyloxy)methyl]-19-hydroxy-14-methyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icos-7(20)-ene-3-carboxylate

C27H37NO7 (487.257)


   

methyl (1s,5s,6r,9s,10s,16r,17r)-20-hydroxy-5,9-dimethyl-3-azahexacyclo[11.5.1.1⁶,¹⁰.0¹,⁹.0²,⁶.0¹⁶,¹⁹]icosa-2,13(19)-diene-17-carboxylate

methyl (1s,5s,6r,9s,10s,16r,17r)-20-hydroxy-5,9-dimethyl-3-azahexacyclo[11.5.1.1⁶,¹⁰.0¹,⁹.0²,⁶.0¹⁶,¹⁹]icosa-2,13(19)-diene-17-carboxylate

C23H31NO3 (369.2304)


   

methyl (1r,3r,4r,10s,14s,15r,17r,18s,19s)-17-hydroxy-14,18-dimethyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icos-7(20)-ene-3-carboxylate

methyl (1r,3r,4r,10s,14s,15r,17r,18s,19s)-17-hydroxy-14,18-dimethyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icos-7(20)-ene-3-carboxylate

C23H33NO3 (371.246)


   

(1r,7r,10r,11s,15s,18s,23s)-11-methyl-5-oxa-13-azahexacyclo[11.9.1.0¹,⁷.0⁷,¹⁵.0¹⁰,²³.0¹⁸,²²]tricos-21-en-4-one

(1r,7r,10r,11s,15s,18s,23s)-11-methyl-5-oxa-13-azahexacyclo[11.9.1.0¹,⁷.0⁷,¹⁵.0¹⁰,²³.0¹⁸,²²]tricos-21-en-4-one

C22H31NO2 (341.2355)


   

(1s,2s,5s,8r)-8-{2-[(1s,2r,3r,7r,10s,11r,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadecan-2-yl]ethyl}-1,5-dimethyl-7-oxo-6-oxabicyclo[3.2.1]octan-2-yl acetate

(1s,2s,5s,8r)-8-{2-[(1s,2r,3r,7r,10s,11r,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadecan-2-yl]ethyl}-1,5-dimethyl-7-oxo-6-oxabicyclo[3.2.1]octan-2-yl acetate

C32H49NO4 (511.3661)


   

methyl 6-ethyl-6,7'-dihydroxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecane]-8'(14'),11'-diene-12'-carboxylate

methyl 6-ethyl-6,7'-dihydroxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecane]-8'(14'),11'-diene-12'-carboxylate

C23H33NO5 (403.2359)


   

(1s,2s,3r,5r,6s,10s,13s)-13-methoxy-2,6-dimethyl-8-azahexacyclo[11.5.1.1¹,⁵.0²,¹⁰.0³,⁸.0¹⁶,¹⁹]icos-16(19)-ene-15,20-dione

(1s,2s,3r,5r,6s,10s,13s)-13-methoxy-2,6-dimethyl-8-azahexacyclo[11.5.1.1¹,⁵.0²,¹⁰.0³,⁸.0¹⁶,¹⁹]icos-16(19)-ene-15,20-dione

C22H29NO3 (355.2147)


   

(1s,2s,5s,7r,8s)-8-{2-[(1s,2r,3r,7r,10s,11r,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadecan-2-yl]ethyl}-1,5-dimethyl-6-oxabicyclo[3.2.1]octane-2,7-diol

(1s,2s,5s,7r,8s)-8-{2-[(1s,2r,3r,7r,10s,11r,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadecan-2-yl]ethyl}-1,5-dimethyl-6-oxabicyclo[3.2.1]octane-2,7-diol

C30H49NO3 (471.3712)


   

methyl (2s,3s,5s,6r,10s)-5-hydroxy-2,6-dimethyl-21-oxo-3-(2-oxopropyl)-14-oxa-8-azahexacyclo[11.6.1.1⁵,¹⁹.0²,¹⁰.0³,⁸.0¹⁷,²⁰]henicosa-1(19),13(20),15,17-tetraene-18-carboxylate

methyl (2s,3s,5s,6r,10s)-5-hydroxy-2,6-dimethyl-21-oxo-3-(2-oxopropyl)-14-oxa-8-azahexacyclo[11.6.1.1⁵,¹⁹.0²,¹⁰.0³,⁸.0¹⁷,²⁰]henicosa-1(19),13(20),15,17-tetraene-18-carboxylate

C26H29NO6 (451.1995)


   

(1s,9s,13s,14r,16r,17s)-4-ethenyl-13,17-dimethyl-11-azapentacyclo[12.3.1.0¹,⁵.0⁹,¹⁷.0¹¹,¹⁶]octadec-4-ene-6,18-dione

(1s,9s,13s,14r,16r,17s)-4-ethenyl-13,17-dimethyl-11-azapentacyclo[12.3.1.0¹,⁵.0⁹,¹⁷.0¹¹,¹⁶]octadec-4-ene-6,18-dione

C21H27NO2 (325.2042)


   

[(2r,3s,4s,5r,6s)-6-{[(1s,4as,7as)-7-(hydroxymethyl)-4-(methoxycarbonyl)-1h,4ah,5h,7ah-cyclopenta[c]pyran-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl (1'r,3s,5's,6s,11'r,12'r)-6-ethyl-6-hydroxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

[(2r,3s,4s,5r,6s)-6-{[(1s,4as,7as)-7-(hydroxymethyl)-4-(methoxycarbonyl)-1h,4ah,5h,7ah-cyclopenta[c]pyran-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl (1'r,3s,5's,6s,11'r,12'r)-6-ethyl-6-hydroxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

C39H55NO13 (745.3673)


   

16-hydroxy-2,6-dimethyl-8-azahexacyclo[11.5.1.1¹,⁵.0²,¹⁰.0³,⁸.0¹⁶,¹⁹]icos-13(19)-ene-14,20-dione

16-hydroxy-2,6-dimethyl-8-azahexacyclo[11.5.1.1¹,⁵.0²,¹⁰.0³,⁸.0¹⁶,¹⁹]icos-13(19)-ene-14,20-dione

C21H27NO3 (341.1991)


   

(1r,7r,10r,11s,15s,18s,21r,22r,23r)-21,23-dihydroxy-11-methyl-5-oxa-13-azahexacyclo[11.9.1.0¹,⁷.0⁷,¹⁵.0¹⁰,²³.0¹⁸,²²]tricosan-4-one

(1r,7r,10r,11s,15s,18s,21r,22r,23r)-21,23-dihydroxy-11-methyl-5-oxa-13-azahexacyclo[11.9.1.0¹,⁷.0⁷,¹⁵.0¹⁰,²³.0¹⁸,²²]tricosan-4-one

C22H33NO4 (375.2409)


   

methyl 3-[(2s,7s,10r,11r,12r,15s,16r,18r)-11-hydroxy-11,16-dimethyl-1-azapentacyclo[10.5.1.0²,¹⁰.0³,⁷.0¹⁵,¹⁸]octadec-3-en-12-yl]propanoate

methyl 3-[(2s,7s,10r,11r,12r,15s,16r,18r)-11-hydroxy-11,16-dimethyl-1-azapentacyclo[10.5.1.0²,¹⁰.0³,⁷.0¹⁵,¹⁸]octadec-3-en-12-yl]propanoate

C23H35NO3 (373.2617)


   

methyl (1r,4s,5s,8r,9s,10s)-5,9-dimethyl-3-oxo-7-azahexacyclo[11.5.1.1⁷,¹⁰.0¹,⁹.0⁴,⁸.0¹⁶,¹⁹]icosa-13(19),16-diene-17-carboxylate

methyl (1r,4s,5s,8r,9s,10s)-5,9-dimethyl-3-oxo-7-azahexacyclo[11.5.1.1⁷,¹⁰.0¹,⁹.0⁴,⁸.0¹⁶,¹⁹]icosa-13(19),16-diene-17-carboxylate

C23H29NO3 (367.2147)


   

methyl 18-(hydroxymethyl)-14-methyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icos-7(20)-ene-3-carboxylate

methyl 18-(hydroxymethyl)-14-methyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icos-7(20)-ene-3-carboxylate

C23H33NO3 (371.246)


   

methyl 3-[(1s,2r,3s,7r,10s,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]propanoate

methyl 3-[(1s,2r,3s,7r,10s,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]propanoate

C23H37NO2 (359.2824)


   

2-hydroxy-8-(2-{14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadecan-2-yl}ethyl)-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-7-one

2-hydroxy-8-(2-{14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadecan-2-yl}ethyl)-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-7-one

C30H47NO3 (469.3556)


   

8-{2-[(3r,7r,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadec-12-en-2-yl]ethyl}-1,5-dimethyl-7-oxo-6-oxabicyclo[3.2.1]octan-2-yl acetate

8-{2-[(3r,7r,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadec-12-en-2-yl]ethyl}-1,5-dimethyl-7-oxo-6-oxabicyclo[3.2.1]octan-2-yl acetate

C32H47NO4 (509.3505)


   

methyl (1'r,3r,5's,6s,9's,11'r,12'r)-6-ethyl-6,9'-dihydroxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

methyl (1'r,3r,5's,6s,9's,11'r,12'r)-6-ethyl-6,9'-dihydroxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

C23H35NO5 (405.2515)


   

(3s,10s,14r,15s,17r,18s)-15-hydroxy-14,18-dimethyl-6-oxa-12-azapentacyclo[13.4.1.1³,¹⁹.0¹⁰,¹⁸.0¹²,¹⁷]henicos-1(19)-ene-2,7,20-trione

(3s,10s,14r,15s,17r,18s)-15-hydroxy-14,18-dimethyl-6-oxa-12-azapentacyclo[13.4.1.1³,¹⁹.0¹⁰,¹⁸.0¹²,¹⁷]henicos-1(19)-ene-2,7,20-trione

C21H27NO5 (373.1889)


   

methyl (1r,3r,4r,10r,14s,15r,18r,19r)-18,19-dihydroxy-14-methyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate

methyl (1r,3r,4r,10r,14s,15r,18r,19r)-18,19-dihydroxy-14-methyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate

C22H29NO4 (371.2096)


   

methyl (1r,2s,6s,15s,16r)-9-(ethylamino)-11-(2-hydroxyethyl)-2,15-dimethyl-18-oxo-4-azapentacyclo[11.4.1.0⁴,¹⁶.0⁶,¹⁵.0¹⁰,¹⁴]octadeca-9,11,13-triene-12-carboxylate

methyl (1r,2s,6s,15s,16r)-9-(ethylamino)-11-(2-hydroxyethyl)-2,15-dimethyl-18-oxo-4-azapentacyclo[11.4.1.0⁴,¹⁶.0⁶,¹⁵.0¹⁰,¹⁴]octadeca-9,11,13-triene-12-carboxylate

C25H34N2O4 (426.2518)


   

methyl (1r,3r,4r,14r)-15,19-dihydroxy-18-(hydroxymethyl)-14-methyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate

methyl (1r,3r,4r,14r)-15,19-dihydroxy-18-(hydroxymethyl)-14-methyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate

C23H31NO5 (401.2202)


   

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

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

C15H20N2O (244.1576)


   

methyl (1r,3r,4r,10s,14s,15r,17s,18s,19s)-17-hydroxy-14,18-dimethyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icos-7(20)-ene-3-carboxylate

methyl (1r,3r,4r,10s,14s,15r,17s,18s,19s)-17-hydroxy-14,18-dimethyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icos-7(20)-ene-3-carboxylate

C23H33NO3 (371.246)


   

methyl (1s,3s,4r,10r,14s,15s,18r,19r)-14,18-dimethyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icos-7(20)-ene-3-carboxylate

methyl (1s,3s,4r,10r,14s,15s,18r,19r)-14,18-dimethyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icos-7(20)-ene-3-carboxylate

C23H33NO2 (355.2511)


   

methyl (1r,5s,6r,9r,10s,13r,19r,21r)-9-[(acetyloxy)methyl]-21-hydroxy-5-methyl-20-oxa-3-azaheptacyclo[11.5.2.1⁶,¹⁰.0¹,⁹.0²,⁶.0¹³,¹⁹.0¹⁶,¹⁹]henicosa-2,16-diene-17-carboxylate

methyl (1r,5s,6r,9r,10s,13r,19r,21r)-9-[(acetyloxy)methyl]-21-hydroxy-5-methyl-20-oxa-3-azaheptacyclo[11.5.2.1⁶,¹⁰.0¹,⁹.0²,⁶.0¹³,¹⁹.0¹⁶,¹⁹]henicosa-2,16-diene-17-carboxylate

C25H31NO6 (441.2151)


   

methyl (1s,5s,6r,9s,10s,16r,17r,20r)-9-[(acetyloxy)methyl]-20-hydroxy-5-methyl-3-azahexacyclo[11.5.1.1⁶,¹⁰.0¹,⁹.0²,⁶.0¹⁶,¹⁹]icosa-2,13(19)-diene-17-carboxylate

methyl (1s,5s,6r,9s,10s,16r,17r,20r)-9-[(acetyloxy)methyl]-20-hydroxy-5-methyl-3-azahexacyclo[11.5.1.1⁶,¹⁰.0¹,⁹.0²,⁶.0¹⁶,¹⁹]icosa-2,13(19)-diene-17-carboxylate

C25H33NO5 (427.2359)


   

(2r)-1-[(1r,4r,5s)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-[(1s,2r,3s,7r,10s,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]-1-oxopropan-2-yl acetate

(2r)-1-[(1r,4r,5s)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-[(1s,2r,3s,7r,10s,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]-1-oxopropan-2-yl acetate

C32H49NO5 (527.3611)


   

methyl 3-[(2r,3s,4s,8s,11s,13r,16s,17r,19r)-11-hydroxy-13,17-dimethyl-1-azahexacyclo[9.7.1.0²,¹⁶.0³,¹³.0⁴,⁸.0⁸,¹⁹]nonadecan-3-yl]propanoate

methyl 3-[(2r,3s,4s,8s,11s,13r,16s,17r,19r)-11-hydroxy-13,17-dimethyl-1-azahexacyclo[9.7.1.0²,¹⁶.0³,¹³.0⁴,⁸.0⁸,¹⁹]nonadecan-3-yl]propanoate

C24H37NO3 (387.2773)


   

(1r,6r,9s,10r,13r,16r,17s,23s)-10-hydroxy-17-methyl-11-oxa-19-azahexacyclo[14.6.1.0¹,¹³.0²,⁶.0⁹,¹³.0¹⁹,²³]tricos-2-en-20-one

(1r,6r,9s,10r,13r,16r,17s,23s)-10-hydroxy-17-methyl-11-oxa-19-azahexacyclo[14.6.1.0¹,¹³.0²,⁶.0⁹,¹³.0¹⁹,²³]tricos-2-en-20-one

C22H31NO3 (357.2304)


   

ethyl 5-hydroxy-7-({[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,7ah-cyclopenta[c]pyran-4-carboxylate

ethyl 5-hydroxy-7-({[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,7ah-cyclopenta[c]pyran-4-carboxylate

C27H32O13 (564.1843)


   

methyl (1'r,3r,5's,6s)-6-ethyl-6-hydroxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecane]-8'(14'),11'-diene-12'-carboxylate

methyl (1'r,3r,5's,6s)-6-ethyl-6-hydroxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecane]-8'(14'),11'-diene-12'-carboxylate

C23H33NO4 (387.2409)


   

methyl (1r,3r,4r,10s,14r,16e,18r)-18-(hydroxymethyl)-14-methyl-15,19-dioxo-12-azapentacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate

methyl (1r,3r,4r,10s,14r,16e,18r)-18-(hydroxymethyl)-14-methyl-15,19-dioxo-12-azapentacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate

C23H29NO5 (399.2046)


   

methyl (1r,2r,5s,8s,14r,15r)-5-ethyl-6-hydroxy-2-(hydroxymethyl)-6-azapentacyclo[9.5.1.0¹,⁵.0²,⁸.0¹⁴,¹⁷]heptadec-11(17)-ene-15-carboxylate

methyl (1r,2r,5s,8s,14r,15r)-5-ethyl-6-hydroxy-2-(hydroxymethyl)-6-azapentacyclo[9.5.1.0¹,⁵.0²,⁸.0¹⁴,¹⁷]heptadec-11(17)-ene-15-carboxylate

C21H31NO4 (361.2253)


   

2,6-dimethyl-8-azahexacyclo[11.5.1.1¹,⁵.0²,¹⁰.0³,⁸.0¹⁶,¹⁹]icos-13-ene-15,20-dione

2,6-dimethyl-8-azahexacyclo[11.5.1.1¹,⁵.0²,¹⁰.0³,⁸.0¹⁶,¹⁹]icos-13-ene-15,20-dione

C21H27NO2 (325.2042)


   

(2s,8s)-2-hydroxy-8-{2-[(1s,2r,3r,7r,10s,11r,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadecan-2-yl]ethyl}-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-7-one

(2s,8s)-2-hydroxy-8-{2-[(1s,2r,3r,7r,10s,11r,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadecan-2-yl]ethyl}-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-7-one

C30H47NO3 (469.3556)


   

(1s,13s)-6,9,17,19-tetrahydroxy-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2,5,8,10,15,17,19-heptaen-7-one

(1s,13s)-6,9,17,19-tetrahydroxy-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2,5,8,10,15,17,19-heptaen-7-one

C30H20O10 (540.1056)


   

7-(hydroxymethyl)-1-({3,4,5-trihydroxy-6-[({6-isopropyl-6-methoxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-en-12'-yl}carbonyloxy)methyl]oxan-2-yl}oxy)-1h,4ah,5h,7ah-cyclopenta[c]pyran-4-carboxylic acid

7-(hydroxymethyl)-1-({3,4,5-trihydroxy-6-[({6-isopropyl-6-methoxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-en-12'-yl}carbonyloxy)methyl]oxan-2-yl}oxy)-1h,4ah,5h,7ah-cyclopenta[c]pyran-4-carboxylic acid

C40H57NO13 (759.383)


   

[(2r,3s,4s,5r,6s)-6-{[(1s,4as,7as)-7-(hydroxymethyl)-4-(methoxycarbonyl)-1h,4ah,5h,7ah-cyclopenta[c]pyran-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl (1'r,3r,5's,6s,11'r,12'r)-6-hydroxy-6-isopropyl-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

[(2r,3s,4s,5r,6s)-6-{[(1s,4as,7as)-7-(hydroxymethyl)-4-(methoxycarbonyl)-1h,4ah,5h,7ah-cyclopenta[c]pyran-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl (1'r,3r,5's,6s,11'r,12'r)-6-hydroxy-6-isopropyl-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

C40H57NO13 (759.383)


   

methyl (1's,3r,5'r,11'r,12'r)-6-ethyl-3'-methyl-2,4-dihydro-3'-azaspiro[pyran-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

methyl (1's,3r,5'r,11'r,12'r)-6-ethyl-3'-methyl-2,4-dihydro-3'-azaspiro[pyran-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

C23H33NO3 (371.246)


   

(1r,3r,4r,10s,14r,15r,17r,18s)-18-[(acetyloxy)methyl]-17-hydroxy-3-(methoxycarbonyl)-14-methyl-12λ⁵-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icosa-7(20),12(19)-dien-12-ylium

(1r,3r,4r,10s,14r,15r,17r,18s)-18-[(acetyloxy)methyl]-17-hydroxy-3-(methoxycarbonyl)-14-methyl-12λ⁵-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icosa-7(20),12(19)-dien-12-ylium

[C25H34NO5]+ (428.2437)


   

methyl (1r,2s,3r,5r,10s)-2,6-dimethyl-20-oxo-8-azahexacyclo[11.5.1.1¹,⁵.0²,¹⁰.0³,⁸.0¹⁶,¹⁹]icosa-13(19),16-diene-17-carboxylate

methyl (1r,2s,3r,5r,10s)-2,6-dimethyl-20-oxo-8-azahexacyclo[11.5.1.1¹,⁵.0²,¹⁰.0³,⁸.0¹⁶,¹⁹]icosa-13(19),16-diene-17-carboxylate

C23H29NO3 (367.2147)


   

(1s,2r,3r,7r,10s,14r)-2-{2-[(1s,2s,5s,7r,8r)-2-(acetyloxy)-7-hydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl]ethyl}-14-isopropyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadec-12-en-12-ium-12-olate

(1s,2r,3r,7r,10s,14r)-2-{2-[(1s,2s,5s,7r,8r)-2-(acetyloxy)-7-hydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl]ethyl}-14-isopropyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadec-12-en-12-ium-12-olate

C31H47NO5 (513.3454)


   

(-)-anagyrine

(-)-anagyrine

C15H20N2O (244.1576)


   

(1r,11s,21r)-21,23-dihydroxy-11-methyl-5-oxa-13-azahexacyclo[11.9.1.0¹,⁷.0⁷,¹⁵.0¹⁰,²³.0¹⁸,²²]tricosan-4-one

(1r,11s,21r)-21,23-dihydroxy-11-methyl-5-oxa-13-azahexacyclo[11.9.1.0¹,⁷.0⁷,¹⁵.0¹⁰,²³.0¹⁸,²²]tricosan-4-one

C22H33NO4 (375.2409)


   

methyl (1'r,3r,5's,6r,11'r,12'r)-6-isopropyl-6-methoxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

methyl (1'r,3r,5's,6r,11'r,12'r)-6-isopropyl-6-methoxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

C25H39NO4 (417.2879)


   

(1s,6r,7s,10s,15r,18s,19r,22s)-6,18-dimethyl-5-oxa-16-azahexacyclo[14.5.1.0¹,⁶.0⁷,¹⁵.0¹⁰,¹⁴.0¹⁹,²²]docos-13-en-4-one

(1s,6r,7s,10s,15r,18s,19r,22s)-6,18-dimethyl-5-oxa-16-azahexacyclo[14.5.1.0¹,⁶.0⁷,¹⁵.0¹⁰,¹⁴.0¹⁹,²²]docos-13-en-4-one

C22H31NO2 (341.2355)


   

4-[(1s,2s,3s,6r,7r,10s,13s,14r)-6-hydroxy-14-isopropyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]butanoic acid

4-[(1s,2s,3s,6r,7r,10s,13s,14r)-6-hydroxy-14-isopropyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]butanoic acid

C22H35NO3 (361.2617)


   

(1r,2s,3r,5r,10s)-17-(methoxycarbonyl)-2,6-dimethyl-20-oxo-8-azahexacyclo[11.5.1.1¹,⁵.0²,¹⁰.0³,⁸.0¹⁶,¹⁹]icosa-13(19),16-dien-8-ium-8-olate

(1r,2s,3r,5r,10s)-17-(methoxycarbonyl)-2,6-dimethyl-20-oxo-8-azahexacyclo[11.5.1.1¹,⁵.0²,¹⁰.0³,⁸.0¹⁶,¹⁹]icosa-13(19),16-dien-8-ium-8-olate

C23H29NO4 (383.2096)


   

4-(2-hydroxyethyl)-13,17-dimethyl-11-azapentacyclo[12.3.1.0¹,⁵.0⁹,¹⁷.0¹¹,¹⁶]octadec-4-ene-6,18-dione

4-(2-hydroxyethyl)-13,17-dimethyl-11-azapentacyclo[12.3.1.0¹,⁵.0⁹,¹⁷.0¹¹,¹⁶]octadec-4-ene-6,18-dione

C21H29NO3 (343.2147)


   

methyl (1r,2r,3r,5r,6s,10s,16r,17r)-2-[(acetyloxy)methyl]-6-methyl-20-oxo-8-azahexacyclo[11.5.1.1¹,⁵.0²,¹⁰.0³,⁸.0¹⁶,¹⁹]icos-13(19)-ene-17-carboxylate

methyl (1r,2r,3r,5r,6s,10s,16r,17r)-2-[(acetyloxy)methyl]-6-methyl-20-oxo-8-azahexacyclo[11.5.1.1¹,⁵.0²,¹⁰.0³,⁸.0¹⁶,¹⁹]icos-13(19)-ene-17-carboxylate

C25H33NO5 (427.2359)


   

methyl (1s,4as,5s,7as)-5-hydroxy-7-({[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-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 (1s,4as,5s,7as)-5-hydroxy-7-({[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-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

C26H30O13 (550.1686)


   

methyl 6-ethyl-6-hydroxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecane]-8'(14'),11'-diene-12'-carboxylate

methyl 6-ethyl-6-hydroxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecane]-8'(14'),11'-diene-12'-carboxylate

C23H33NO4 (387.2409)


   

3-[15-hydroxy-12-(hydroxymethyl)-16-methyl-1-azapentacyclo[9.6.1.0²,¹⁵.0³,¹².0⁴,⁸]octadec-4-en-3-yl]propanoic acid

3-[15-hydroxy-12-(hydroxymethyl)-16-methyl-1-azapentacyclo[9.6.1.0²,¹⁵.0³,¹².0⁴,⁸]octadec-4-en-3-yl]propanoic acid

C22H33NO4 (375.2409)


   

methyl 3-[(2s,3r,4r,8s,11s,12r,15r)-11-hydroxy-12,16-dimethyl-1-azapentacyclo[9.6.1.0²,¹⁵.0³,¹².0⁴,⁸]octadecan-3-yl]propanoate

methyl 3-[(2s,3r,4r,8s,11s,12r,15r)-11-hydroxy-12,16-dimethyl-1-azapentacyclo[9.6.1.0²,¹⁵.0³,¹².0⁴,⁸]octadecan-3-yl]propanoate

C23H37NO3 (375.2773)


   

(1s,6s,7s,10s,14r,15s,18s,19r,22s)-6,18-dimethyl-5-oxa-16-azahexacyclo[14.5.1.0¹,⁶.0⁷,¹⁵.0¹⁰,¹⁴.0¹⁹,²²]docosane-4,9-dione

(1s,6s,7s,10s,14r,15s,18s,19r,22s)-6,18-dimethyl-5-oxa-16-azahexacyclo[14.5.1.0¹,⁶.0⁷,¹⁵.0¹⁰,¹⁴.0¹⁹,²²]docosane-4,9-dione

C22H31NO3 (357.2304)


   

(1r,7r,10r,11s,15s,18r,23s)-11-methyl-5-oxa-13-azahexacyclo[11.9.1.0¹,⁷.0⁷,¹⁵.0¹⁰,²³.0¹⁸,²²]tricos-21-en-4-one

(1r,7r,10r,11s,15s,18r,23s)-11-methyl-5-oxa-13-azahexacyclo[11.9.1.0¹,⁷.0⁷,¹⁵.0¹⁰,²³.0¹⁸,²²]tricos-21-en-4-one

C22H31NO2 (341.2355)


   

methyl 3-{13-isopropyl-1-methyl-11-azapentacyclo[8.5.0.0²,¹².0³,⁷.0⁷,¹¹]pentadecan-2-yl}propanoate

methyl 3-{13-isopropyl-1-methyl-11-azapentacyclo[8.5.0.0²,¹².0³,⁷.0⁷,¹¹]pentadecan-2-yl}propanoate

C22H35NO2 (345.2668)


   

methyl (1r,3r,4r,10s,14s,15r,18r,19r)-18-formyl-19-hydroxy-14-methyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate

methyl (1r,3r,4r,10s,14s,15r,18r,19r)-18-formyl-19-hydroxy-14-methyl-12-azahexacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0¹⁵,¹⁹.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate

C23H29NO4 (383.2096)


   

methyl 3-[(1s,2r,3s,7s,8s,10s,13s,14r)-8-hydroxy-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]propanoate

methyl 3-[(1s,2r,3s,7s,8s,10s,13s,14r)-8-hydroxy-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]propanoate

C23H37NO3 (375.2773)


   

methyl (1'r,3r,5's,11'r,12'r)-6-ethyl-3'-methyl-2,4-dihydro-3'-azaspiro[pyran-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

methyl (1'r,3r,5's,11'r,12'r)-6-ethyl-3'-methyl-2,4-dihydro-3'-azaspiro[pyran-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

C23H33NO3 (371.246)


   

methyl 6-ethyl-6-hydroxy-3'-methyl-7'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

methyl 6-ethyl-6-hydroxy-3'-methyl-7'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

C23H33NO5 (403.2359)


   

(2s)-1-[(1s,4s,5r)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-2-hydroxy-3-[(1r,2s,3r,7s,10r,13r,14s)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]propan-1-one

(2s)-1-[(1s,4s,5r)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-2-hydroxy-3-[(1r,2s,3r,7s,10r,13r,14s)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]propan-1-one

C30H47NO4 (485.3505)


   

(1'r,3r,5's,6r,11'r,12'r)-6-isopropyl-6-methoxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylic acid

(1'r,3r,5's,6r,11'r,12'r)-6-isopropyl-6-methoxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylic acid

C24H37NO4 (403.2722)


   

methyl (1'r,5's,6s,11'r,12'r)-6-ethyl-6-methoxy-3'-methyl-9'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

methyl (1'r,5's,6s,11'r,12'r)-6-ethyl-6-methoxy-3'-methyl-9'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

C24H35NO5 (417.2515)


   

(2s)-1-[(1r,4r,5s)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-2-hydroxy-3-[(1s,2r,3s,7r,10s,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]propan-1-one

(2s)-1-[(1r,4r,5s)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-2-hydroxy-3-[(1s,2r,3s,7r,10s,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]propan-1-one

C30H47NO4 (485.3505)


   

ethyl (1'r,5's,6r,11's,12'r)-6-ethyl-6-methoxy-3'-methyl-9'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

ethyl (1'r,5's,6r,11's,12'r)-6-ethyl-6-methoxy-3'-methyl-9'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

C25H37NO5 (431.2672)


   

(12s,15s,16r,18r,19s)-21-amino-15,19-dimethyl-4-oxa-14-azahexacyclo[14.4.1.0²,⁷.0⁸,²⁰.0¹²,¹⁹.0¹⁴,¹⁸]henicosa-1(21),2(7),8(20)-triene-3,9-dione

(12s,15s,16r,18r,19s)-21-amino-15,19-dimethyl-4-oxa-14-azahexacyclo[14.4.1.0²,⁷.0⁸,²⁰.0¹²,¹⁹.0¹⁴,¹⁸]henicosa-1(21),2(7),8(20)-triene-3,9-dione

C21H24N2O3 (352.1787)


   

methyl (1'r,3s,5's,6r,11'r,12'r)-6-isopropyl-6-methoxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

methyl (1'r,3s,5's,6r,11'r,12'r)-6-isopropyl-6-methoxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

C25H39NO4 (417.2879)


   

(2s)-1-{1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl}-3-[(3s,7s,11s,14r)-11-hydroxy-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]-1-oxopropan-2-yl acetate

(2s)-1-{1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl}-3-[(3s,7s,11s,14r)-11-hydroxy-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]-1-oxopropan-2-yl acetate

C32H49NO6 (543.356)


   

1-[(1r,4r,5s)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-[(1s,2r,3r,7r,10s,11s,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadecan-2-yl]propan-1-one

1-[(1r,4r,5s)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-[(1s,2r,3r,7r,10s,11s,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadecan-2-yl]propan-1-one

C30H47NO3 (469.3556)


   

methyl 18-(hydroxymethyl)-14-methyl-15,19-dioxo-12-azapentacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate

methyl 18-(hydroxymethyl)-14-methyl-15,19-dioxo-12-azapentacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate

C23H29NO5 (399.2046)


   

13-(hydroxymethyl)-2-methoxy-5-(methoxycarbonyl)-17-methyl-1λ⁵-azaheptacyclo[10.6.1.1³,⁶.0¹,¹⁴.0²,¹⁶.0³,¹³.0⁹,²⁰]icos-9(20)-en-1-ylium

13-(hydroxymethyl)-2-methoxy-5-(methoxycarbonyl)-17-methyl-1λ⁵-azaheptacyclo[10.6.1.1³,⁶.0¹,¹⁴.0²,¹⁶.0³,¹³.0⁹,²⁰]icos-9(20)-en-1-ylium

[C24H34NO4]+ (400.2488)


   

methyl 6-ethyl-6-methoxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

methyl 6-ethyl-6-methoxy-3'-methyl-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

C24H37NO4 (403.2722)


   

6,9,17,19,21-pentahydroxy-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2,5,8,10,15,17,19-heptaen-7-one

6,9,17,19,21-pentahydroxy-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2,5,8,10,15,17,19-heptaen-7-one

C30H20O11 (556.1006)


   

7-hydroxy-8-(2-{14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl}ethyl)-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-2-yl acetate

7-hydroxy-8-(2-{14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl}ethyl)-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-2-yl acetate

C32H51NO4 (513.3818)