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Documenti

D8809

Sigma-Aldrich

Daunorubicin hydrochloride

meets USP testing specifications

Sinonimo/i:

Daunomycin hydrochloride

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About This Item

Formula empirica (notazione di Hill):
C27H29NO10 · HCl
Numero CAS:
23541-50-6
Peso molecolare:
563.98
Beilstein:
4229221
Numero CE:
245-723-4
Numero MDL:
MFCD04974507
Codice UNSPSC:
41116107
ID PubChem:
24894229
NACRES:
NA.21

agenzia

USP/NF
meets USP testing specifications

Livello qualitativo

200

Forma fisica

solid

Spettro attività antibiotica

neoplastics

Modalità d’azione

DNA synthesis | interferes

Temperatura di conservazione

2-8°C

Stringa SMILE

Cl.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(C)=O

InChI

1S/C27H29NO10.ClH/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33;/h4-6,10,14,16-17,22,30,32,34-35H,7-9,28H2,1-3H3;1H/t10-,14-,16-,17-,22+,27-;/m0./s1
GUGHGUXZJWAIAS-QQYBVWGSSA-N

Informazioni sul gene

human ... TOP2A(7153)

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Categorie correlate

Azioni biochim/fisiol

Naturally fluorescent anthracycline antibiotic, anticancer drug. Substrate for Pgp, MRP-1 and BCRP. 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. Daunorubicin is sequestered into lysosomes according to a pH partitioning type mechanism. Strong inhibitor of DNA and RNA synthesis.
Potent anticancer agent. Inhibits DNA and RNA synthesis as sequence specific ds-DNA intercalating agent.

Pittogrammi

Skull and crossbonesHealth hazard
GHS06,GHS08

Avvertenze

Danger

Indicazioni di pericolo

H301,H341,H351,H360FD

Classi di pericolo

Acute Tox. 3 Oral - Carc. 2 - Muta. 2 - Repr. 1B

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificati d'analisi (COA)

Lot/Batch Number
0000361849
0000361849
WXBD9789V
0000190373
0000190372

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Sigma-Aldrich

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Sigma-Aldrich

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USP

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Devika Prasanth et al.
Life (Basel, Switzerland), 10(9) (2020-08-28)
Microgravity or the condition of apparent weightlessness causes bone, muscular and immune system dysfunctions in astronauts following spaceflights. These organ and system-level dysfunctions correlate with changes induced at the single cell level both by simulated microgravity on earth as well
E J Wang et al.
Drug metabolism and disposition: the biological fate of chemicals, 28(5), 522-528 (2000-04-20)
P-glycoprotein (Pgp)-mediated drug efflux is a major factor contributing to the variance of absorption and distribution of many drugs. A simple and reliable in vitro method to identify inhibitors of Pgp helps to prevent the potential of drug interactions. Using
Yuping Gong et al.
The Journal of biological chemistry, 278(50), 50234-50239 (2003-10-03)
The sequestration of drugs away from cellular target sites into cytoplasmic organelles of multidrug-resistant (MDR) cancer cells has been recently shown to be a cause for ineffective drug therapy. This process is poorly understood despite the fact that it has
Michal Hayun et al.
Scientific reports, 10(1), 8349-8349 (2020-05-21)
Selection of resistant clones following intensive chemotherapy is a common obstacle for cure in many cancers, particularly in acute myeloid leukemia (AML). In AML, clone-specific sensitivity to chemotherapy varies even within the same patient. Multiple mutations and genetic aberrations are
Jay Chhablani et al.
Investigative ophthalmology & visual science, 54(2), 1268-1279 (2013-01-17)
To test the feasibility of covalent loading of daunorubicin into oxidized porous silicon (OPS) and to evaluate the ocular properties of sustained delivery of daunorubicin in this system. Porous silicon was heat oxidized and chemically functionalized so that the functional
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