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Sigma-Aldrich

Daunorubicin, Hydrochloride

Potent cell-permeable anticancer agent whose potential target site may be mitochondrial cytochrome c oxidase.

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Synonym(s):
Daunorubicin, Hydrochloride, Daunomycin, HCl
Empirical Formula (Hill Notation):
C27H29NO10 · xHCl
CAS Number:
23541-50-6
Molecular Weight:
527.52 (free base basis)
MDL number:
MFCD04974507
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

form

crystalline solid

potency

≥840 g/kg

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)

color

red

solubility

aqueous buffer: soluble
methanol: soluble
water: soluble

shipped in

ambient

storage temp.

10-30°C

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

InChI key

GUGHGUXZJWAIAS-QQYBVWGSSA-N

General description

Potent cell-permeable anticancer agent whose potential target site may be mitochondrial cytochrome c oxidase. Has been shown to inhibit RNA and DNA synthesis. Inhibits eukaryotic topoisomerases I and II. Induces DNA single-strand breaks. Also induces apoptosis in HeLa S3 tumor cells.
Potent cell-permeable anticancer agent whose potential target site may be mitochondrial cytochrome C oxidase. Has been shown to inhibit RNA and DNA synthesis and to intercalate into DNA. Inhibits eukaryotic topoisomerase I and II. Induces DNA single strand breaks. Induces apoptosis in HeLaS3 tumor cells.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
DNA synthesis, RNA synthesis
Product does not compete with ATP.
Reversible: no

Warning

Toxicity: Harmful & Carcinogenic / Teratogenic (E)

Reconstitution

Following reconstitution, store in the refrigerator (4°C). Aqueous stock solutions are stable for up to 1 month at 4°C.

Other Notes

Friedenberg, W.R., et al. 1995. Am. J. Clin. Oncol. 18, 105.
Papadopoulou, L.C., and Tsiftsoglou, A.S. 1993. Cancer Res. 53, 1072.
Skladanowski, A., and Konopa, J. 1993. Biochem. Pharmacol.46, 375.
Wolff, M., and Jelkmann, W. 1993. Ann. Hematol. 66, 27.
Bellec, F., et al. 1992. Flow Cytometry 13, 880.

Legal Information

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

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H301,H341,H351,H360FD

Hazard Classifications

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

WGK

WGK 3

Certificates of Analysis (COA)

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Macroautophagy/autophagy is a central component of the cytoprotective cellular stress response. To enlighten stress-induced autophagy signaling, we screened a human kinome siRNA library for regulators of autophagic flux in MCF7 human breast carcinoma cells and identified the catalytic subunit of

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