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10-Hydroxycamptothecin is a camptothecin derivative. Camptothecin is a quinolone alkaloid precursor of irinotecan; it is originally produced by Camptotheca. Camptothecin exhibits anticancer chemotherapeutic activity, inhibiting topoisomerase I and inducing double-stranded DNA breaks. Camptothecin is extremely cytotoxic and only its derivatives are clinically used as chemotherapeutics.
| Cas No. | 19685-09-7 |
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| Purity | ≥98% |
| Formula | C20H16N2O5 |
| Formula Wt. | 364.35 |
| Chemical Name | (S)-4-Ethyl-4,10-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione |
| IUPAC Name | (19S)-19-ethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaene-14,18-dione |
| Melting Point | 268-270°C |
| Solubility | Soluble in DMSO (5 mg/mL), DMF, methanol. Insoluble in water. |
| Appearance | A pale yellow powder |
| Store Temp | -20°C |
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| Ship Temp | Ambient |
| MSDS | |
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| Info Sheet |
Rodríguez-Berna G, Mangas-Sanjuán V, Gonzalez-Alvarez M, et al. A promising camptothecin derivative: Semisynthesis, antitumor activity and intestinal permeability. Eur J Med Chem. 2014 Jun 25;83C:366-373. PMID: 24980118.
Berniak K, Rybak P, Bernas T, et al. Relationship between DNA damage response, initiated by camptothecin or oxidative stress, and DNA replication, analyzed by quantitative 3D image analysis. Cytometry A. 2013 Jul 11. [Epub ahead of print]. PMID: 23846844.
Redinbo MR, Stewart L, Kuhn P, et al. Crystal structures of human topoisomerase I in covalent and noncovalent complexes with DNA. Science. 1998 Mar 6;279(5356):1504-13. PMID: 9488644.