208925

(S)-(+)-Camptothecin

from Camptotheca acuminata, ≥95% (HPLC), solid, DNA topoisomerase I inhibitor, Calbiochem

• Synonyme(s) : Camptothecin, Camptotheca acuminata, 4-Ethyl-4-hydroxy-1H-pyrano[3ʹ,4ʹ:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)dione
• Formule empirique (notation de Hill) : C₂₀H₁₆N₂O₄
• CAS Number: 7689-03-4
• Poids moléculaire : 348.35
• Numéro MDL: MFCD00081076
• Code UNSPSC : 12352200
• Nomenclature NACRES : NA.77

Propriétés

• Product Name: Camptothecin, Camptotheca acuminata, A cell-permeable DNA topoisomerase I inhibitor.
• Niveau de qualité: 100
• Description: Merck USA index - 14, 1735
• Essai: ≥95% (HPLC)
• Forme: solid
• Fabricant/nom de marque: Calbiochem^®
• Conditions de stockage: OK to freeze
• Couleur: pale yellow
• Solubilité: DMSO: 10 mg/mL; methanol: 40 mg/mL
• Conditions d'expédition: ambient
• Température de stockage: 2-8°C
• Chaîne SMILES: N21Cc3c(nc5c(c3)cccc5)C2=CC4=C(COC(=O)[C@]4(O)CC)C1=O
• 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
• Clé InChI: VSJKWCGYPAHWDS-FQEVSTJZSA-N

Description

Description générale

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.

Actions biochimiques/physiologiques

Cell permeable: yes

Primary Target
DNA topoisomerase 1

Product does not compete with ATP.

Reversible: no

Avertissement

Toxicity: Toxic & Carcinogenic / Teratogenic (G)

Notes préparatoires

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.

Autres remarques

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.

Informations légales

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

Informations sur la sécurité

• Pictogrammes: GHS06,GHS08
• Mention d'avertissement: Danger
• Mentions de danger: H301,H340
• Conseils de prudence: P202 - P264 - P270 - P280 - P301 + P310 - P405
• Classification des risques: Acute Tox. 3 Oral - Muta. 1B
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable