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130-86-9

130-86-9 | Bis[1,3]benzodioxolo[4,5-c:5',6'-g]azecin-13(5H)-one, 4,6,7,14-tetrahydro-5-methyl-

CAS No: 130-86-9 Catalog No: AG000TV1 MDL No:MFCD00022322

Product Description

Catalog Number:
AG000TV1
Chemical Name:
Bis[1,3]benzodioxolo[4,5-c:5',6'-g]azecin-13(5H)-one, 4,6,7,14-tetrahydro-5-methyl-
CAS Number:
130-86-9
Molecular Formula:
C20H19NO5
Molecular Weight:
353.3686
MDL Number:
MFCD00022322
IUPAC Name:
15-methyl-7,9,19,21-tetraoxa-15-azapentacyclo[15.7.0.04,12.06,10.018,22]tetracosa-1(17),4,6(10),11,18(22),23-hexaen-3-one
InChI:
InChI=1S/C20H19NO5/c1-21-5-4-13-7-18-19(25-10-24-18)8-14(13)16(22)6-12-2-3-17-20(15(12)9-21)26-11-23-17/h2-3,7-8H,4-6,9-11H2,1H3
InChI Key:
GPTFURBXHJWNHR-UHFFFAOYSA-N
SMILES:
CN1CCc2cc3OCOc3cc2C(=O)Cc2c(C1)c1OCOc1cc2
EC Number:
204-999-6
UNII:
UIW569HT35

Properties

Complexity:
542  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
353.126g/mol
Formal Charge:
0
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
353.374g/mol
Monoisotopic Mass:
353.126g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
57.2A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.8  

Literature

Title Journal
A new protoberberine alkaloid from Meconopsis simplicifolia (D. Don) Walpers with potent antimalarial activity against a multidrug resistant Plasmodium falciparum strain. Journal of ethnopharmacology 20131212
Genetic and chemical components analysis of Papaver setigerum naturalized in Korea. Forensic science international 20121010
Design and evaluation of self-emulsifying drug delivery systems of Rhizoma corydalis decumbentis extracts. Drug development and industrial pharmacy 20121001
Antimalarial alkaloids from a Bhutanese traditional medicinal plant Corydalis dubia. Journal of ethnopharmacology 20120830
[Study on absorption ingredients of yuanhuzhitong pill by everted intestinal sac method]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20120701
Phytochemical and biological activity studies of the Bhutanese medicinal plant Corydalis crispa. Natural product communications 20120501
Induction of heme oxygenase-1 by Macleaya cordata extract and its constituent sanguinarine in RAW264.7 cells. Fitoterapia 20120301
Rapid discrimination and quantification of alkaloids in Corydalis Tuber by near-infrared spectroscopy. Journal of pharmaceutical and biomedical analysis 20120205
Protopine, a novel microtubule-stabilizing agent, causes mitotic arrest and apoptotic cell death in human hormone-refractory prostate cancer cell lines. Cancer letters 20120201
Protopine reduces the inflammatory activity of lipopolysaccharide-stimulated murine macrophages. BMB reports 20120201
Effect of wine and vinegar processing of Rhizoma Corydalis on the tissue distribution of tetrahydropalmatine, protopine and dehydrocorydaline in rats. Molecules (Basel, Switzerland) 20120118
Alkaloids and flavonoids of Argemone mexicana. Natural product research 20120101
Species and tissue-specificity of prokinetic, laxative and spasmodic effects of Fumaria parviflora. BMC complementary and alternative medicine 20120101
Inhibitory Effect of Ginsenoside Rg1 on Vascular Smooth Muscle Cell Proliferation Induced by PDGF-BB Is Involved in Nitric Oxide Formation. Evidence-based complementary and alternative medicine : eCAM 20120101
Isocorydine inhibits cell proliferation in hepatocellular carcinoma cell lines by inducing G2/m cell cycle arrest and apoptosis. PloS one 20120101
[Chemical constituents from Corydalis yanhusuo]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20120101
CYP2C19 progress curve analysis and mechanism-based inactivation by three methylenedioxyphenyl compounds. Drug metabolism and disposition: the biological fate of chemicals 20111201
Alkaloids from Chelidonium majus and their inhibitory effects on LPS-induced NO production in RAW264.7 cells. Bioorganic & medicinal chemistry letters 20111201
Preparative isolation of alkaloids from Dactylicapnos scandens using pH-zone-refining counter-current chromatography by changing the length of the separation column. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20111201
Simultaneous quantification of 17 constituents from Yuanhu Zhitong tablet using rapid resolution liquid chromatography coupled with a triple quadrupole electrospray tandem mass spectrometry. Journal of pharmaceutical and biomedical analysis 20111101
Alkaloids from Papaver coreanum. Natural product communications 20111101
Acetylcholinesterase inhibitors from Corydalis yanhusuo. Natural product research 20110901
Biocatalytic organic synthesis of optically pure (S)-scoulerine and berbine and benzylisoquinoline alkaloids. The Journal of organic chemistry 20110819
Capillary electrophoresis with LED-induced native fluorescence detection for determination of isoquinoline alkaloids and their cytotoxicity in extracts of Chelidonium majus L. Journal of chromatography. A 20110805
Identification of a novel bacterial K(+) channel. The Journal of membrane biology 20110801
[Determination of four alkaloids in Corydalis decumbens by HPLC]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20110801
Protopine and allocryptopine increase mRNA levels of cytochromes P450 1A in human hepatocytes and HepG2 cells independently of AhR. Toxicology letters 20110610
Chemical study and anti-inflammatory, analgesic and antioxidant activities of the leaves of Aristotelia chilensis (Mol.) Stuntz, Elaeocarpaceae. The Journal of pharmacy and pharmacology 20110601
Preparative isolation of alkaloids from Corydalis bungeana Turcz. by high-speed counter-current chromatography using stepwise elution. Journal of separation science 20110501
Seasonal variation of bioactive alkaloid contents in Macleaya microcarpa (Maxim.) Fedde. Molecules (Basel, Switzerland) 20110420
[Simultaneous determination of four alkaloids in Corydalis decumbens (Thunb.) Pers. by high performance liquid chromatography-tandem mass spectrometry]. Se pu = Chinese journal of chromatography 20110201
A 'reverse pharmacology' approach for developing an anti-malarial phytomedicine. Malaria journal 20110101
Phytochemical and antimicrobial characterization of Macleaya cordata herb. Fitoterapia 20101201
Acetylcholinesterase and butyrylcholinesterase inhibitory compounds from Chelidonium majus (Papaveraceae). Natural product communications 20101101
Extractions of isoquinoline alkaloids with butanol and octanol. Fitoterapia 20100901
[Determination of protopine in Corydalis racemose by HPLC]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20100901
In vivo anthelmintic activity of five alkaloids from Macleaya microcarpa (Maxim) Fedde against Dactylogyrus intermedius in Carassius auratus. Veterinary parasitology 20100804
A study on separation and extraction of four main alkaloids in Macleaya cordata (Willd) R. Br. with strip dispersion hybrid liquid membrane. Journal of separation science 20100701
Optimization of microwave-assisted extraction of protopine and allocryptopine from stems of Macleaya cordata (Willd) R. Br. using response surface methodology. Journal of separation science 20100701
Validated liquid chromatography-tandem mass spectrometry method for quantitative determination of dauricine in human plasma and its application to pharmacokinetic study. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20100501
Antiplasmodial agents from the Bhutanese medicinal plant Corydalis calliantha. Phytotherapy research : PTR 20100401
Simultaneous determination of seven main alkaloids of Chelidonium majus L. by ultra-performance LC with photodiode-array detection. Journal of separation science 20100401
Screening of antinociceptive components in Corydalis yanhusuo W.T. Wang by comprehensive two-dimensional liquid chromatography/tandem mass spectrometry. Analytical and bioanalytical chemistry 20100301
BIAdb: a curated database of benzylisoquinoline alkaloids. BMC pharmacology 20100101
Integration of deep transcriptome and proteome analyses reveals the components of alkaloid metabolism in opium poppy cell cultures. BMC plant biology 20100101
Isoquinoline alkaloids from Macleaya cordata active against plant microbial pathogens. Natural product communications 20091101
Electron ionisation mass spectral study of 2-(2-carboxy-4, 5-dimethoxyphenyl)-6,7-dimethoxyisoquinolinium inner salt. Die Pharmazie 20091101
[Alkaloids from Dactylicapnos scandens Hutch]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20090801
[Alkaloids from Macleaya cordata]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20090701
Analysis of alkaloids in Macleaya cordata (Willd.) R. Br. using high-performance liquid chromatography with diode array detection and electrospray ionization mass spectrometry. Journal of chromatography. A 20090313
Simultaneous determination of tetrahydropalmatine, protopine, and palmatine in rat plasma by LC-ESI-MS and its application to a pharmacokinetic study. Journal of pharmaceutical and biomedical analysis 20090220
Alkaloids from Mongolian species Hypecoum lactiflorum Kar. et Kir. Pazij. Natural product research 20090101
Identification and characterization of a dual-acting antinematodal agent against the pinewood nematode, Bursaphelenchus xylophilus. PloS one 20090101
Protective effects of protopine on hydrogen peroxide-induced oxidative injury of PC12 cells via Ca(2+) antagonism and antioxidant mechanisms. European journal of pharmacology 20080904
Hepatoprotective potential of Fumaria indica Pugsley whole plant extracts, fractions and an isolated alkaloid protopine. Phytomedicine : international journal of phytotherapy and phytopharmacology 20080601
Quantitative 1H NMR metabolomics reveals extensive metabolic reprogramming of primary and secondary metabolism in elicitor-treated opium poppy cell cultures. BMC plant biology 20080101
Rapid TLC/GC-MS identification of acetylcholinesterase inhibitors in alkaloid extracts. Phytochemical analysis : PCA 20080101
On the synthesis of protopine alkaloids. The Journal of organic chemistry 20070914
Conventional sample enrichment strategies combined with high-performance liquid chromatography-solid phase extraction-nuclear magnetic resonance analysis allows analyte identification from a single minuscule Corydalis solida plant tuber. Journal of chromatography. A 20070907
Protective effect of protopine on the focal cerebral ischaemic injury in rats. Basic & clinical pharmacology & toxicology 20070801
Molecular cloning and characterization of tetrahydroprotoberberine cis-N-methyltransferase, an enzyme involved in alkaloid biosynthesis in opium poppy. The Journal of biological chemistry 20070518
Gene transcript and metabolite profiling of elicitor-induced opium poppy cell cultures reveals the coordinate regulation of primary and secondary metabolism. Planta 20070401
Poppy alkaloid profiling by electrospray tandem mass spectrometry and electrospray FT-ICR mass spectrometry after [ring-13C6]-tyramine feeding. Phytochemistry 20070101
Antiviral and antimicrobial profiles of selected isoquinoline alkaloids from Fumaria and Corydalis species. Zeitschrift fur Naturforschung. C, Journal of biosciences 20070101
Effect of isoquinoline alkaloids of different structural types on antiplatelet aggregation in vitro. Planta medica 20061001
Protopine inhibits serotonin transporter and noradrenaline transporter and has the antidepressant-like effect in mice models. Neuropharmacology 20060601
Large-scale separation of alkaloids from Corydalis decumbens by pH-zone-refining counter-current chromatography. Journal of chromatography. A 20060519
Alkaloids from Eschscholzia californica and their capacity to inhibit binding of [3H]8-Hydroxy-2-(di-N-propylamino)tetralin to 5-HT1A receptors in Vitro. Journal of natural products 20060301
Proapoptotic activity of Ukrain is based on Chelidonium majus L. alkaloids and mediated via a mitochondrial death pathway. BMC cancer 20060101
Intestinal spasmolytic effects of STW 5 (Iberogast) and its components. Phytomedicine : international journal of phytotherapy and phytopharmacology 20060101
Rapid determination of protopine, allocryptopine, sanguinarine and chelerythrine in fruits of Macleaya cordata by microwave-assisted solvent extraction and HPLC-ESI/MS. Phytochemical analysis : PCA 20060101
Regulation of glutamate level in rat brain through activation of glutamate dehydrogenase by Corydalis ternata. Experimental & molecular medicine 20050831
Theoretical and experimental NMR study of protopine hydrochloride isomers. Magnetic resonance in chemistry : MRC 20050701
Effects of protopine on intracellular calcium and the PKC activity of rat aorta smooth muscle. Sheng li xue bao : [Acta physiologica Sinica] 20050425
Effect of binary combination of some plant-derived molluscicides with MGK-264 or piperonyl butoxide on the reproduction of the snail Lymnaea acuminata. Pest management science 20050201
[Studies on the alkaloids from the herb of Corydalis adunca]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20050201
Identification and quantification of isoquinoline alkaloids in the genus Sarcocapnos by GC-MS. Phytochemical analysis : PCA 20050101
Inhibitory effect of protopine on K(ATP) channel subunits expressed in HEK-293 cells. European journal of pharmacology 20041215
Protopine alkaloids in horse urine. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20041105
Acetylcholinesterase inhibitors from the aerial parts of Corydalis speciosa. Archives of pharmacal research 20041101
1H and 13C NMR signal assignment of benzylisoquinoline alkaloids from Fumaria officinalis L. (Papaveraceae). Magnetic resonance in chemistry : MRC 20041001
[Determination of protopine and isocorydine in root of Dactylicapnos scandens by HPLC]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20041001
How to treat tremor. Journal of neurology 20040501
Cytochrome P450 isoenzymes involved in rat liver microsomal metabolism of californine and protopine. European journal of pharmacology 20040206
Inhibition of mouse liver respiration by Chelidonium majus isoquinoline alkaloids. Toxicology letters 20031215
Antifungal activity of the methanolic extract and alkaloids of Glaucium oxylobum. Fitoterapia 20030701
Studies on the metabolism and toxicological detection of the Eschscholtzia californica alkaloids californine and protopine in urine using gas chromatography-mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20030605
In vitro susceptibility of Helicobacter pylori to isoquinoline alkaloids from Sanguinaria canadensis and Hydrastis canadensis. Phytotherapy research : PTR 20030301
Two new protopines argemexicaines A and B and the anti-HIV alkaloid 6-acetonyldihydrochelerythrine from formosan Argemone mexicana. Planta medica 20030201
In vitro anti-influenza virus activity of isoquinoline alkaloids from thalictrum species. Planta medica 20030201
Cytotoxic activity and quality control determinations on Chelidonium majus. Fitoterapia 20030201
Assay of nematocidal activity of isoquinoline alkaloids using third-stage larvae of Strongyloides ratti and S. venezuelensis. Veterinary parasitology 20020301
Direct determination of alkaloid contents in Fumaria species by GC-MS. Phytochemical analysis : PCA 20020101
[RP-HPLC method for determination of protopine in plasma and pharmacokinetics in rats]. Yao xue xue bao = Acta pharmaceutica Sinica 20011001
Elevational trends in defense chemistry, vegetation, and reproduction in Sanguinaria canadensis. Journal of chemical ecology 20010901
A new tetrahydroprotoberberine N-oxide alkaloid and anti-platelet aggregation constituents of Corydalis tashiroi. Planta medica 20010701
Protopine hydrochloride. Acta crystallographica. Section C, Crystal structure communications 20010501

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