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5578-73-4 | [1,3]Benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium,13-methyl-, chloride (1:1)
CAS No: 5578-73-4 Catalog No: AG0038NA MDL No:MFCD00012126
Product Description
Catalog Number:
AG0038NA
Chemical Name:
[1,3]Benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium,13-methyl-, chloride (1:1)
CAS Number:
5578-73-4
Molecular Formula:
C20H14ClNO4
Molecular Weight:
367.7825
MDL Number:
MFCD00012126
IUPAC Name:
24-methyl-5,7,18,20-tetraoxa-24-azoniahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-1(24),2,4(8),9,11,13,15,17(21),22-nonaene;chloride
InChI:
InChI=1S/C20H14NO4.ClH/c1-21-8-15-12(4-5-16-20(15)25-10-22-16)13-3-2-11-6-17-18(24-9-23-17)7-14(11)19(13)21;/h2-8H,9-10H2,1H3;1H/q+1;/p-1
InChI Key:
GIZKAXHWLRYMLE-UHFFFAOYSA-M
SMILES:
C[n+]1cc2c3OCOc3ccc2c2c1c1cc3OCOc3cc1cc2.[Cl-]
UNII:
B8Z8J4400H
Properties
Complexity:
530
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
2
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
367.061g/mol
Formal Charge:
0
Heavy Atom Count:
26
Hydrogen Bond Acceptor Count:
5
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
367.785g/mol
Monoisotopic Mass:
367.061g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
40.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Literature
| Title | Journal |
|---|---|
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| Chelerythrine and other benzophenanthridine alkaloids block the human P2X7 receptor. | British journal of pharmacology 20040701 |
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| Electrophoretic investigation of interactions of sanguinarine and chelerythrine with molecules containing mercapto group. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20031125 |
| Developmental and inducible accumulation of gene transcripts involved in alkaloid biosynthesis in opium poppy. | Phytochemistry 20030901 |
| Activation of prodeath Bcl-2 family proteins and mitochondrial apoptosis pathway by sanguinarine in immortalized human HaCaT keratinocytes. | Clinical cancer research : an official journal of the American Association for Cancer Research 20030801 |
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| In vitro effect of sanguinarine alkaloid on binding of [3H]candesartan to the human angiotensin AT1 receptor. | European journal of pharmacology 20030105 |
| Quaternary benzo[c]phenanthridine alkaloids as inhibitors of dipeptidyl peptidase IV-like activity baring enzymes in human blood plasma and glioma cell lines. | Physiological research 20030101 |
| Sensitivity of lysosomal enzymes to the plant alkaloid sanguinarine: comparison with other SH-specific agents. | Cell biology international 20030101 |
| Influence of DNA structures on the conversion of sanguinarine alkanolamine form to iminium form. | Journal of biomolecular structure & dynamics 20021201 |
| Inhibitory activity on binding of specific ligands to the human angiotensin II AT(1) and endothelin 1 ET(A) receptors: bioactive benzo[c]phenanthridine alkaloids from the root of Bocconia frutescens. | Planta medica 20020901 |
| DNA adduct formation from quaternary benzo[c]phenanthridine alkaloids sanguinarine and chelerythrine as revealed by the 32P-postlabeling technique. | Chemico-biological interactions 20020815 |
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| Interaction of sanguinarine with double stranded RNA structures. | Indian journal of biochemistry & biophysics 20020401 |
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| The association between Viadent use and oral leukoplakia--results of a matched case-control study. | Journal of public health dentistry 20020101 |
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| Berberine bridge enzyme, a key branch-point enzyme in benzylisoquinoline alkaloid biosynthesis, contains a vacuolar sorting determinant. | Planta 20011001 |
| Argemone mexicana and epidemic dropsy: phytopharmacology and putative sequelae and therapy. | The Journal of the Association of Physicians of India 20011001 |
| Bax, Bcl-2, and NF-kappaB expression in sanguinarine induced bimodal cell death. | Experimental and molecular pathology 20010801 |
| Inhibitory effects of sanguinarine on monoamine oxidase activity in mouse brain. | Phytotherapy research : PTR 20010301 |
| Influence of natural and synthetic compounds on cell surface expression of cell adhesion molecules, ICAM-1 and VCAM-1. | Planta medica 20010301 |
| Sanguinarine induces K+ outflow from yeast cells expressing mammalian sodium pumps. | Naunyn-Schmiedeberg's archives of pharmacology 20010201 |
| Mechanisms underlying the induction of vasorelaxation in rat thoracic aorta by sanguinarine. | Japanese journal of pharmacology 20010101 |
| Interaction of benzo[c]phenanthridine and protoberberine alkaloids with animal and yeast cells. | Cell biology and toxicology 20010101 |
| Molecular aspects on the interaction of sanguinarine with B-form, Z-form and HL-form DNA structures. | Indian journal of biochemistry & biophysics 20010101 |
| Sanguinarine induces bimodal cell death in K562 but not in high Bcl-2-expressing JM1 cells. | Pathology, research and practice 20010101 |
| Role of Bcl-2 family proteins and caspase-3 in sanguinarine-induced bimodal cell death. | Cell biology and toxicology 20010101 |
| Sanguinaria-related leukoplakia: epidemiologic and clinicopathologic features of a recently described entity. | General dentistry 20010101 |
| Relationship between oral pain and ethanol concentration in mouthrinses. | Journal of periodontal research 19950501 |
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