Skip to Content
MilliporeSigma
All Photos(1)

Documents

208925

Sigma-Aldrich

Camptothecin, Camptotheca acuminata

A cell-permeable DNA topoisomerase I inhibitor.

Synonym(s):

Camptothecin, Camptotheca acuminata, 4-Ethyl-4-hydroxy-1H-pyrano[3ʹ,4ʹ:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)dione

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C20H16N2O4
CAS Number:
7689-03-4
Molecular Weight:
348.35
MDL number:
MFCD00081076
UNSPSC Code:
12352200

Quality Level

100

assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

pale yellow

solubility

DMSO: 10 mg/mL
methanol: 40 mg/mL

shipped in

ambient

storage temp.

2-8°C

InChI

1S/C20H16N2O4/c1-2-20(25)14-8-16-17-12(7-11-5-3-4-6-15(11)21-17)9-22(16)18(23)13(14)10-26-19(20)24/h3-8,25H,2,9-10H2,1H3/t20-/m0/s1

InChI key

VSJKWCGYPAHWDS-FQEVSTJZSA-N

General description

A cell-permeable DNA topoisomerase I inhibitor. Exhibits anti-leukemic and antitumor properties. Induces apoptosis in HL-60 cells and mouse thymocytes. Arrests cells at the G2/M phase.
A cell-permeable, reversible DNA topoisomerase I inhibitor that binds to and stabilizes the topoisomerase-DNA covalent complex. Possesses antileukemic and antitumor properties. Inhibits Tat-mediated transactivation of HIV-1. Cytostatic for non-tumorigenic cells but cytotoxic for tumorigenic cells. Induces apoptosis of HL-60 cells and mouse thymocytes.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
DNA topoisomerase 1
Product does not compete with ATP.
Reversible: no

Warning

Toxicity: Toxic & Carcinogenic / Teratogenic (G)

Preparation Note

Stock solutions made with methanol will remain cloudy.

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 2 months at -20°C.

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.
Jones, C.B., et al. 1997. Cancer Chemother. Pharmacol.40, 475.
Staron, K., et al. 1994. Carcinogenesis 15, 2953.
Tanizawa, A., et al. 1994. J. Natl. Cancer Inst. 86, 836.
Gorczyca, W., et al. 1993. Toxicol. Lett.67, 249.
Onishi, Y., et al. 1993. Biochim. Biophys. Acta1175, 147.
Pantazis, P., et al. 1993. Int. J. Cancer53, 863.
Morham, S.G., and Shuman, S. 1992. J. Biol. Chem.267, 15984.
Hertzberg, R.P., et al. 1990. Biochem. J.28, 4629.
Hertzberg, R.P., et al. 1990. J. Biol. Chem.265, 19287.
Hsiang, Y.H., et al. 1985. J. Biol. Chem.260, 14873.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Muta. 1B

Storage Class

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 7

1 of 7

7-Ethyl-10-hydroxycamptothecin ≥98% (HPLC), powder

Sigma-Aldrich

H0165

7-Ethyl-10-hydroxycamptothecin

4-Amino-2,6-dichloropyridine 97%

Sigma-Aldrich

565342

4-Amino-2,6-dichloropyridine

AZD2461 ≥98% (HPLC)

Sigma-Aldrich

SML1858

AZD2461

Etoposide A cell-permeable derivative of podophyllotoxin that acts as a topoisomerase II inhibitor (IC₅₀ = 59.2 µM) has major activity against a number of tumors, including germ cell neoplasms, small cell lung cancer, and malignant lymphoma.

Sigma-Aldrich

341205

Etoposide

Aphidicolin from Nigrospora sphaerica ≥98% (HPLC), powder

Sigma-Aldrich

A0781

Aphidicolin from Nigrospora sphaerica

Hydroxyurea 98%, powder

Sigma-Aldrich

H8627

Hydroxyurea

L-Mimosine from Koa hoale seeds ≥98%

Sigma-Aldrich

M0253

L-Mimosine from Koa hoale seeds

Frederick A Partridge et al.
Molecules (Basel, Switzerland), 26(20) (2021-10-24)
Mosquito-borne viruses including dengue, Zika, and Chikungunya viruses, and parasites such as malaria and Onchocerca volvulus endanger health and economic security around the globe, and emerging mosquito-borne pathogens have pandemic potential. However, the rapid spread of insecticide resistance threatens our
Wade R Gutierrez et al.
JCI insight (2022-10-14)
The DNA methyltransferase inhibitor decitabine has classically been used to reactivate silenced genes and as a pre-treatment for anti-cancer therapies. In a new variation of this idea, this study explores the concept of adding low-dose decitabine following administration of chemotherapy
Md Akram Hossain et al.
Frontiers in cell and developmental biology, 9, 738502-738502 (2021-11-20)
The maintenance of genome integrity and fidelity is vital for the proper function and survival of all organisms. Recent studies have revealed that APE2 is required to activate an ATR-Chk1 DNA damage response (DDR) pathway in response to oxidative stress
Elisabetta Rubini et al.
Molecules (Basel, Switzerland), 26(23) (2021-12-11)
The β-isomer of hexachlorocyclohexane (β-HCH) is a globally widespread pollutant that embodies all the physicochemical characteristics of organochlorine pesticides, constituting an environmental risk factor for a wide range of noncommunicable diseases. Previous in vitro studies from our group disclosed the
Jianming Wang et al.
Cell reports, 34(7), 108759-108759 (2021-02-18)
As transcription and replication use DNA as substrate, conflicts between transcription and replication can occur, leading to genome instability with direct consequences for human health. To determine how the two processes are coordinated throughout S phase, we characterize both processes
View All Related Papers

Related Content

Novel and Rapid Method to Assess Proliferative Properties of Mammalian Cells by Monitoring Cell Size Distributions

Monitoring the shape of the cell size distribution is a fast and useful method for assessing the proliferative properties of mammalian cells.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service