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38989-38-7

38989-38-7 | Dibenzo[a,g]quinolizinium,2,3,10,11-tetramethoxy-8-methyl-, chloride (1:1)

CAS No: 38989-38-7 Catalog No: AG00772E MDL No:

Product Description

Catalog Number:
AG00772E
Chemical Name:
Dibenzo[a,g]quinolizinium,2,3,10,11-tetramethoxy-8-methyl-, chloride (1:1)
CAS Number:
38989-38-7
Molecular Formula:
C22H23NO4
Molecular Weight:
365.4223
IUPAC Name:
2,3,10,11-tetramethoxy-8-methylisoquinolino[2,1-b]isoquinolin-7-ium;chloride
InChI:
InChI=1S/C22H22NO4.ClH/c1-13-16-11-21(26-4)20(25-3)10-15(16)8-18-17-12-22(27-5)19(24-2)9-14(17)6-7-23(13)18;/h6-12H,1-5H3;1H/q+1;/p-1
InChI Key:
PDYBUYVOPAJLKP-UHFFFAOYSA-M
SMILES:
COc1cc2c(cc1OC)C=c1n(C2C)ccc2c1cc(OC)c(c2)OC
EC Number:
254-239-2

Properties

Complexity:
503  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
399.124g/mol
Formal Charge:
0
Heavy Atom Count:
28  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
399.871g/mol
Monoisotopic Mass:
399.124g/mol
Rotatable Bond Count:
4  
Topological Polar Surface Area:
41A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0

Literature

Title Journal
A room-temperature adenosine-based molecular beacon for highly sensitive detection of nucleic acids. Chemical communications (Cambridge, England) 20120625
Therapeutic potential of nucleic acid-binding isoquinoline alkaloids: binding aspects and implications for drug design. Medicinal research reviews 20111101
Interaction of berberine, palmatine, coralyne, and sanguinarine to quadruplex DNA: a comparative spectroscopic and calorimetric study. Biochimica et biophysica acta 20110401
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis. Bioorganic & medicinal chemistry letters 20101101
Cell-based and cytokine-directed chemical screen to identify potential anti-multiple myeloma agents. Leukemia research 20100701
Topoisomerase inhibitor coralyne photosensitizes DNA, leading to elicitation of Chk2-dependent S-phase checkpoint and p53-independent apoptosis in cancer cells. Antioxidants & redox signaling 20100415
Considerable change of fluorescence properties upon multiple binding of coralyne to 4-sulfonatocalixarenes. The journal of physical chemistry. B 20100304
Molecular recognition of poly(A) targeting by protoberberine alkaloids: in vitro biophysical studies and biological perspectives. Molecular bioSystems 20100101
RNA-binding potential of protoberberine alkaloids: spectroscopic and calorimetric studies on the binding of berberine, palmatine, and coralyne to protonated RNA structures. DNA and cell biology 20091201
Interaction of isoquinoline alkaloids with an RNA triplex: structural and thermodynamic studies of berberine, palmatine, and coralyne binding to poly(U).poly(A)(*)poly(U). The journal of physical chemistry. B 20091008
Interaction of isoquinoline alkaloids with polymorphic DNA structures. Chemistry & biodiversity 20090901
Dimer-promoted fluorescence quenching of coralyne by binding to anionic polysaccharides. Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20090401
Spectroscopic and calorimetric studies on the binding of alkaloids berberine, palmatine and coralyne to double stranded RNA polynucleotides. The journal of physical chemistry. B 20090129
Solvent effects on the thermodynamics and kinetics of coralyne self-aggregation. The journal of physical chemistry. B 20090108
DNA-binding cytotoxic alkaloids: comparative study of the energetics of binding of berberine, palmatine, and coralyne. DNA and cell biology 20081201
Molecular aspects on the interaction of protoberberine, benzophenanthridine, and aristolochia group of alkaloids with nucleic acid structures and biological perspectives. Medicinal research reviews 20070901
A gold nanoparticle based approach for screening triplex DNA binders. Journal of the American Chemical Society 20060419
Natural and synthetic G-quadruplex interactive berberine derivatives. Bioorganic & medicinal chemistry letters 20060315
Leishmania donovani: differential activities of classical topoisomerase inhibitors and antileishmanials against parasite and host cells at the level of DNA topoisomerase I and in cytotoxicity assays. Experimental parasitology 20060101
Efficient photoinduced DNA damage by coralyne. Photochemistry and photobiology 20060101
Molecular recognition of nucleic acids: coralyne binds strongly to poly(A). FEBS letters 20050912
Intercalation of organic dye molecules into double-stranded DNA. Part 2: the annelated quinolizinium ion as a structural motif in DNA intercalators. Photochemistry and photobiology 20050101
Assembly of an antiparallel homo-adenine DNA duplex by small-molecule binding. Journal of the American Chemical Society 20040721
Coralyne and related compounds as mammalian topoisomerase I and topoisomerase II poisons. Bioorganic & medicinal chemistry 19960601

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