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Merck
CN

E3380

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:
519-23-3
Molecular Weight:
246.31
EC Number:
208-264-0
UNSPSC Code:
12352200
PubChem Substance ID:
24278416
Beilstein/REAXYS Number:
221300
MDL number:
MFCD00010524

Key Documents

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InChI key

CTSPAMFJBXKSOY-UHFFFAOYSA-N

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

SMILES string

Cc1c2ccncc2c(C)c3c4ccccc4[nH]c13

biological source

synthetic

storage temp.

2-8°C

Gene Information

human ... CYP1A1(1543), CYP1A2(1544), KIT(3815), TOP2A(7153)

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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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
096K1787
076K1686
036K1250
025K1149
110K1584

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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
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
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
Rocío Argotte-Ramos et al.
Journal of natural products, 69(10), 1442-1444 (2006-10-28)
The EtOAc extract of the stem bark of Hintonia latiflora showed the suppression of total parasitemia and the chemosuppression of schizont numbers, when tested in vivo against Plasmodium berghei infection in mice. Bioassay-directed fractionation of the EtOAc extract, using the
Jonathan Sperry et al.
Bioorganic & medicinal chemistry, 17(20), 7131-7137 (2009-09-29)
A series of pyranonaphthoquinone derivatives related to the known topoisomerase II inhibitor eleutherin 1 have been shown to act as specific topoisomerase II catalytic inhibitors, with several analogues displaying greater potency than the natural product itself. Amongst the compounds tested
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