324688
Ellipticine
A cell-permeable antitumor alkaloid that acts as an inhibitor of topoisomerase II and acts as an intercalative agent that stimulates topoisomerase II-mediated DNA breakage.
别名:
Ellipticine, 5,11-Dimethyl-6H-pyrido[4,3-b]carbazole
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关于此项目
经验公式（希尔记法）:
C17H14N2
化学文摘社编号:
分子量:
246.31
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
产品名称
Ellipticine, A cell-permeable antitumor alkaloid that acts as an inhibitor of topoisomerase II and acts as an intercalative agent that stimulates topoisomerase II-mediated DNA breakage.
SMILES string
[nH]1c2c(c4c1cccc4)c(c3c(c2C)ccnc3)C
InChI
1S/C17H14N2/c1-10-14-9-18-8-7-12(14)11(2)17-16(10)13-5-3-4-6-15(13)19-17/h3-9,19H,1-2H3
InChI key
CTSPAMFJBXKSOY-UHFFFAOYSA-N
description
Merck USA index - 14, 3548
assay
≥99% (HPLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze
color
bright yellow
solubility
ethanol: 1 mg/mL
DMSO: 5 mg/mL
shipped in
ambient
storage temp.
2-8°C
Quality Level
Biochem/physiol Actions
Cell permeable: yes
Primary Target
topoisomerase 2
topoisomerase 2
Product does not compete with ATP.
Reversible: no
Disclaimer
Toxicity: Toxic & Carcinogenic / Teratogenic (G)
General description
A cell-permeable antitumor alkaloid that acts as an inhibitor of topoisomerase II and acts as an intercalative agent that stimulates topoisomerase II-mediated DNA breakage. Is also capable of uncoupling mitochondrial oxidative phosphorylation.
A topoisomerase II inhibitor. Acts as an intercalative alkaloid that stimulates topoisomerase II-mediated DNA breakage. Is also capable of uncoupling mitochondrial oxidative phosphorylation.
Other Notes
Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Froelich-Ammon, S.J., et al. 1995. J. Biol. Chem. 270, 14998.
Schwaller, M.A., et al. 1995. J. Biol. Chem.270, 22709.
Pommier, Y., et al. 1985. Biochemistry24, 6406.
Schwaller, M.A., et al. 1995. J. Biol. Chem.270, 22709.
Pommier, Y., et al. 1985. Biochemistry24, 6406.
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral
存储类别
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
S J Froelich-Ammon et al.
The Journal of biological chemistry, 270(25), 14998-15004 (1995-06-23)
Although a number of drugs currently in use for the treatment of human cancers act by stimulating topoisomerase II-mediated DNA breakage, little is known regarding interactions between these agents and the enzyme. To further define the mechanism of drug action
M A Schwaller et al.
The Journal of biological chemistry, 270(39), 22709-22713 (1995-09-29)
Ellipticine is an antitumor alkaloid capable of uncoupling mitochondrial oxidative phosphorylation. It behaves as a lipophilic weak base with pK = 7.40. We have investigated its molecular mode of action using several of its isomers with pK ranging between 5.8
Y Pommier et al.
Biochemistry, 24(23), 6406-6410 (1985-11-05)
Intercalator-induced DNA double-strand breaks (DSB) presumably represent topoisomerase II DNA cleavage sites in mammalian cells. Isolated L1210 cell nuclei were used to determine the saturability of this reaction at high drug concentrations. 4'-(9-Acridinylamino)methanesulfon-m-anisidide (m-AMSA) and 5-iminodaunorubicin (5-ID) both produced DSB
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