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E3380

Sigma-Aldrich

Ellipticine

synthetic

Synonym(s):

5,11-Dimethyl-6H-pyrido[4,3-b]carbazole

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About This Item

Empirical Formula (Hill Notation):
C17H14N2
CAS Number:
Molecular Weight:
246.31
Beilstein/REAXYS Number:
221300
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

biological source

synthetic

storage temp.

2-8°C

SMILES string

Cc1c2ccncc2c(C)c3c4ccccc4[nH]c13

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

Gene Information

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Biochem/physiol Actions

Ellipticine is an antitumor alkaloid isolated from Ochrosia sp. It inhibits cytochrome P450 (CYP1A1) and DNA topoisomerase II activities.

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Skull and crossbones

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Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Yan Wu et al.
International journal of nanomedicine, 7, 3221-3233 (2012-07-18)
Applications of the anticancer agent, ellipticine, have been limited by its hydrophobicity and toxicity. An efficient delivery system is required to exploit the enormous potential of this compound. Recently, EAK16-II, an ionic-complementary, self-assembling peptide, has been found to stabilize ellipticine
Věra Kotrbová et al.
Biochemical pharmacology, 82(6), 669-680 (2011-06-21)
Ellipticine is a pro-drug, whose activation is dependent on its oxidation by cytochromes P450 (CYP) and peroxidases. Cytochrome b(5) alters the ratio of ellipticine metabolites formed by isolated reconstituted CYP1A1 and 1A2, favoring formation of 12-hydroxy- and 13-hydroxyellipticine metabolites implicated
Roli Bawa et al.
Nanomedicine : nanotechnology, biology, and medicine, 8(5), 647-654 (2011-09-06)
A special class of self-assembling peptide (EAK16-II) has been found to stabilize the hydrophobic anticancer agent ellipticine (EPT) in aqueous solution. In this study, the mechanism of such peptide-EPT complexes to enhance cellular delivery and anticancer activity was evaluated. Results
Uraiwan Songsiang et al.
Journal of natural products, 74(2), 208-212 (2011-02-10)
Four new carbazole alkaloids, claurailas A-D (1-4), as well as 12 known carbazoles and three known coumarins were isolated from the roots of Clausena harmandiana. Heptaphylline (6) and 7-methoxyheptaphylline (7) showed strong cytotoxicity against NCI-H187 and KB cell lines with
Sheng Lu et al.
Journal of controlled release : official journal of the Controlled Release Society, 160(1), 33-40 (2012-04-03)
The current drug delivery techniques involve encapsulation, targeting and controlled release of the drug with various molecules or nanoparticles, but rarely has the drug molecular state or form been investigated. It is necessary to deliver a drug with a prescribed

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