D1515

Doxorubicin hydrochloride

98.0-102.0% (HPLC)

• Synonim(y): Adriamycin, DOX, Hydroxydaunorubicin hydrochloride
• Wzór empiryczny (zapis Hilla): C₂₇H₂₉NO₁₁ · HCl
• Numer CAS: 25316-40-9
• Masa cząsteczkowa: 579.98
• Beilstein: 4229251
• Numer WE: 246-818-3
• Numer MDL: MFCD00077757
• Kod UNSPSC: 51281818
• Identyfikator substancji w PubChem: 24893465
• NACRES: NA.76

Właściwości

• pochodzenie biologiczne: synthetic (organic)
• Poziom jakości: 200
• Próba: 98.0-102.0% (HPLC)
• Postać: powder
• mp: 216 °C (dec.) (lit.)
• rozpuszczalność: water: 50.0-52.0 mg/mL, clear, orange to red
• spektrum działania antybiotyku: viruses
• Tryb działania: DNA synthesis | interferes
• temp. przechowywania: 2-8°C
• ciąg SMILES: Cl[H].COc1cccc2C(=O)c3c(O)c4C[C@](O)(C[C@H](O[C@H]5C[C@H](N)[C@H](O)[C@H](C)O5)c4c(O)c3C(=O)c12)C(=O)CO
• InChI: 1S/C27H29NO11.ClH/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34;/h3-5,10,13,15,17,22,29,31,33,35-36H,6-9,28H2,1-2H3;1H/t10-,13-,15-,17-,22+,27-;/m0./s1
• Klucz InChI: MWWSFMDVAYGXBV-RUELKSSGSA-N
• informacje o genach: human ... TOP2A(7153)

Opis

Opis ogólny

Doxorubicin hydrochloride (DOX) is an anthracycline antibiotic isolated from Streptomyces peucetius var. caesius. The water soluble anti-cancer agent DOX is a hydroxy derivative of daunorubicin.

Doxorubicin also leads to the generation of reactive oxygen species (ROS), which further damage DNA, proteins, and membranes. It exerts cytotoxic, antitumor, anticancer, and antineoplastic activity and finds application in cancer, metabolomics, cell biology, and biochemical research.

Zastosowanie

Doxorubicin hydrochloride has been used:

• in cell viability assays
• MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide) assay
• as a drug in polymeric PLGA-based microparticulate drug delivery
• to develop doxorubicin-resistant HepG2 cells (HepG2-DR) and K562 cells (K562-DR)

Działania biochem./fizjol.

Naturally fluorescent anthracycline antibiotic, anticancer drug. Doxorubicin is a substrate of MRP1 which was first cloned from a DOX-resistant lung cancer cell line. Fluorescent property has been exploited for the measurement of drug efflux pump activities as well as resolving the important question of intracellular localization of various multidrug resistance proteins and the role of subcellular organelles (Golgi and lysosome) in the sequestration of drugs and its implication in drug resistant phenotypes.

Substrate of MRP1; used for measurement of drug efflux pump activities. Doxorubicin hydrochloride (DOX) inhibits topoisomerase II by intercalating between base pairs and by inducing strand breaks, resulting in the inhibition of nucleic acid and protein synthesis. It also contributes to the formation of free radicals for the disruption of membrane lipids and DNA strands.

Cechy i korzyści

• High-quality antibiotic suitable for multiple research applications
• Ideal for Cell Biology, Metabolomics, and Biochemical research.

Uwaga dotycząca przygotowania

Soluble in water and in isotonic sodium chloride solution, slightly soluble in methanol. Practically insoluble in chloroform, ether, and in other organic solvents.

Przechowywanie i stabilność

Tightly closed. Dry. Keep in a well -ventilated place. Keep locked up or in an area accessible

Inne uwagi

For additional information on our range of Biochemicals, please complete this form.

Keep container tightly closed in a dry and well-ventilated place. Moisture sensitive. Light sensitive.

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Informacja o środkach bezpieczeństwa

• Piktogramy: GHS08,GHS07
• Hasło ostrzegawcze: Danger
• Zwroty wskazujące rodzaj zagrożenia: H302,H340,H350,H360FD
• Zwroty wskazujące środki ostrożności: P202 - P264 - P280 - P301 + P312 - P308 + P313 - P405
• Klasyfikacja zagrożeń: Acute Tox. 4 Oral - Carc. 1B - Muta. 1B - Repr. 1B
• Kod klasy składowania: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Klasa zagrożenia wodnego (WGK): WGK 3
• Temperatura zapłonu (°F): Not applicable
• Temperatura zapłonu (°C): Not applicable
• Środki ochrony indywidualnej: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges