Daunorubicin hydrochloride

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Cat.No. 1467 - Daunorubicin hydrochloride | C27H29NO10.HCl | CAS No. 23541-50-6
Description: DNA topoisomerase II inhibitor
Alternative Names: Daunomycin
Chemical Name: (8S,10S)-8-Acetyl-10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyransoyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-naphthacenedione hydrochloride
Purity: ≥98% (HPLC)
Datasheet
Citations (3)
Reviews (1)
Literature (2)

Biological Activity

Inhibits RNA and DNA synthesis and causes DNA fragmentation in vivo. Reduces tau mRNA levels in vitro.Anticancer agent. Exhibits activity nonlymphocytic leukemia. Identified as targeting human host proteins that interact with SARS-CoV-2.

Technical Data

M. Wt 563.99
Formula C27H29NO10.HCl
Storage Desiccate at +4°C
Purity ≥98% (HPLC)
CAS Number 23541-50-6
PubChem ID 3085106
InChI Key GUGHGUXZJWAIAS-CFCXLQPVSA-N
Smiles NC1CC(O[C@H]2C[C@@]([C@@](C)=O)(O)CC3=C2C(O)=C5C(C(C4=CC=CC(OC)=C4C5=O)=O)=C3O)OC(C)C1O.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
water 50

Preparing Stock Solutions

The following data is based on the product molecular weight 563.99. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.5 mM 3.55 mL 17.73 mL 35.46 mL
2.5 mM 0.71 mL 3.55 mL 7.09 mL
5 mM 0.35 mL 1.77 mL 3.55 mL
25 mM 0.07 mL 0.35 mL 0.71 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Aubel-Sadron and Londos-Gagliardi (1984) Daunorubicin and doxorubicin, anthracycline antibiotics, a physicochemical and biological review. Biochimie 66 333 PMID: 6380596

Gewirtz (1999) A critical evaluation of the mechanisms of action proposed for the antitumor effects of the anthracycline antibiotics adriamycin and daunoru. Biochem.Pharmacol. 57 727 PMID: 10075079

Laurent and Jaffrezou (2001) Signaling pathways activated by daunoru. Blood 98 913 PMID: 11493433

Dickey et al (2006) Pharmacologic reductions of total tau levels; implications for the role of microtubule dynamics in regulating tau expression. Mol.Neurodegen. 1 6 PMID: 16930453

Nicolson et al (2016) Identification and validation of small molecules that enhance recombinant adeno-associated virus transduction following high-throughput screens. J.Virol. 90 7019 PMID: 27147738

Gordon et al (2020) A SARS-CoV-2-human protein-protein interaction map reveals drug targets and potential drug-repurposing. Nature 583 PMID: 32353859

Pommier et al (2010) DNA topoisomerases and their poisoning by anticancer and antibacterial drugs. Chem.Biol. 17 421 PMID: 20534341


If you know of a relevant reference for Daunorubicin hydrochloride, please let us know.

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⚠ WARNING: This product can expose you to chemicals including Daunorubicin hydrochloride, which is known to the State of California to cause reproductive toxicity with developmental effects. For more information, go to www.P65Warnings.ca.gov

3 Citations for Daunorubicin hydrochloride

Citations are publications that use Tocris products. Selected citations for Daunorubicin hydrochloride include:

Chhablani et al (2013) Oxidized porous silicon particles covalently grafted with daunoru. as a sustained intraocular drug delivery system. Invest Ophthalmol Vis Sci 54 1268 PMID: 23322571

Zhao and Zhang (2017) Doxorubicin induces cardiotoxicity through upregulation of death receptors mediated apoptosis in cardiomyocytes. Sci Rep 7 44735 PMID: 28300219

Jones et al (2013) An alternative direct compound dispensing method using the HP D300 digital dispenser. PLoS One 18 367 PMID: 23708834


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Reviews for Daunorubicin hydrochloride

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Mechanism of action of Daunorubicin hydrochloride was studied.
By Anonymous on 12/26/2019
Species: Human

Mechanism of action of Daunorubicin hydrochloride was studied in order to understand the inhibition of the progression of the enzyme topoisomerase II, which relaxes supercoils in DNA for transcription.

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Literature in this Area

Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* or download your copy today!

*Please note that Tocris will only send literature to established scientific business / institute addresses.


Cancer

Cancer Research Product Guide

A collection of over 750 products for cancer research, the guide includes research tools for the study of:

  • Cancer Metabolism
  • Epigenetics in Cancer
  • Receptor Signaling
  • Cell Cycle and DNA Damage Repair
  • Angiogenesis
  • Invasion and Metastasis
Cell Cycle & DNA Damage Repair

Cell Cycle & DNA Damage Repair Poster

In normal cells, each stage of the cell cycle is tightly regulated, however in cancer cells many genes and proteins that are involved in the regulation of the cell cycle are mutated or over expressed. Adapted from the 2015 Cancer Product Guide, Edition 3, this poster summarizes the stages of the cell cycle and DNA repair. It also highlights strategies for enhancing replicative stress in cancer cells to force mitotic catastrophe and cell death.