Doxorubicin hydrochloride CAS: 25316-40-9
MF: C27H29NO11•HCl
MW: 580.00

Doxorubicin hydrochloride (CAS 25316-40-9)

Doxorubicin hydrochloride | CAS 25316-40-9 is rated 5.0 out of 5 by 1.
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Alternate Names: Doxorubicin hydrochloride is also known as Hydroxydaunorubicin Hydrochloride.
Application: Doxorubicin hydrochloride is an anthracycline antitumor antibiotic topoisomerase II inhibitor, DNA intercalator and powerful cytotoxic agent.
CAS Number: 25316-40-9
Purity: ≥99%
Molecular Weight: 580.00
Molecular Formula: C27H29NO11•HCl
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data (including water content).
Submit a review for this product and receive 15 CruzCredits

Doxorubicin hydrochloride is a DNA intercalator and powerful cytotoxic agent. Once Doxorubicin hydrochloride associates with the DNA groove, a covalent linkage forms between a DNA base and the pendant sugar of the small molecule. The intercalation into DNA blocks the replication of DNA by blocking Topo II (Topoisomerase II). This general mechanism gives Doxorubicin hydrochloride efficacy in a wide range of different cell types. Additionally, the expression of the oncogenes c-Myc and c-Jun is also down regulated by the chemical and a significant correlation was reported between the level of expression of these genes and the degree of cell growth inhibition conferred by Doxorubicin hydrochloride. Doxorubicin hydrochloride is an inhibitor of AMPK, TERT and POLR. Doxorubicin hydrochloride is also known as Hydroxydaunorubicin Hydrochloride, DOX, and (8S,10S)-10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-5,12-naphthacenedione, monohydrochloride.


References

1. Taatjes, D.J., et al. 1996. J. Med. Chem. 39: 4135-4138. PMID: 8863788

2. Pourquier, P., et al. 1998. Biochem. Pharmacol. 55: 1963-1971. PMID: 9714316

3. Zeman, S.M., et al. 1998. Proc. Natl. Acad. Sci. U. S. A. 95: 11561-11565. PMID: 9751705

4. Patel, S., Sprung, A.U., Keller, B.A., et al.Identification of yeast DNA topoisomerase II mutants resistant to the antitumor drug doxorubicin: Implications for the mechanisms of doxorubicin action and cytotoxicity. Mol. Pharmacol. 52(4), 658-666 (1997).
5. Lorenzo, E., Ruiz-Ruiz, C., Quesada, A.J., et al.Doxorubicin induces apoptosis and CD95 gene expression in human primary endothelial cells through a p53-dependent mechanism. J. Biol. Chem. 277(17), 10883-10892 (2002).

Usage :
Stable for up to 1 year after receipt when stored at -20°C. Stock solutions should be aliquoted and stored at -20°C for up to 1 month.
Physical State :
Solid
Solubility :
Soluble in water (50 mM), methanol, isotonic sodium chloride, and DMSO (>10 mg/ml). Insoluble in chloroform, and ether.
Storage :
Store at room temperature
Melting Point :
216° C (dec.)
Fluoresence :
λex 470 nm, λem 585 nm in ethanol
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
QI9295900
PubChem CID :
443939
Merck Index :
14: 3439
MDL Number :
MFCD00077757
EC Number :
246-818-3
Beilstein Registry :
4229251
SMILES :
C[[email protected]]1[[email protected]]([[email protected]](C[[email protected]@H](O1)O[[email protected]]2C[[email protected]@](CC3=C(C4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5OC)O)(C(=O)CO)O)N)O.Cl

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Certificate of Analysis

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Doxorubicin hydrochloride (CAS 25316-40-9) Product Citations

See how others have used Doxorubicin hydrochloride (CAS 25316-40-9). Click on the entry to view the PubMed entry .

Citations 1 to 10 of 17 total

PMID: # 30653981  Liu, H.|Sun, M.|Liu, Z.|Kong, C.|Kong, W.|Ye, J.|Gong, J.|Huang, DCS.|Qian, F.| et al. 2019. J Control Release.

PMID: # 30066856  Kwak, B.|Kim, DU.|Kim, TO.|Kim, HS.|Kim, SW.| et al. 2018. Int. J. Oncol. 53: 1800-1808.

PMID: # 29439343  Wezyk, M.|Szybinska, A.|Wojsiat, J.|Szczerba, M.|Day, K.|Ronnholm, H.|Kele, M.|Berdynski, M.|Peplonska, B.|Fichna, JP.|Ilkowski, J.|Styczynska, M.|Barczak, A.|Zboch, M.|Filipek-Gliszczynska, A.|Bojakowski, K.|Skrzypczak, M.|Ginalski, K.|Kabza, M.|Makalowska, I.|Barcikowska-Kotowicz, M.|Wojda, U.|Falk, A.|Zekanowski, C.| et al. 2018. J. Alzheimers Dis. 62: 175-202.

PMID: # 30213795  Funato, K.|Hayashi, T.|Echizen, K.|Negishi, L.|Shimizu, N.|Koyama-Nasu, R.|Nasu-Nishimura, Y.|Morishita, Y.|Tabar, V.|Todo, T.|Ino, Y.|Mukasa, A.|Saito, N.|Akiyama, T.| et al. 2018. EMBO Rep. 19:

PMID: # 27929731  Sharif, T. et al. 2016. Autophagy. 1-21.

PMID: # 26971211  Ferre-Aracil, J. et al. 2016. The Science of the total environment. 556: 70-9.

PMID: # 27814544  Isidori, M. et al. 2016. Environ. Pollut. 219: 275-287.

PMID: # 26114658  Zhou, J. et al. 2015. Autophagy. 11: 1259-79.

PMID: # 26616471  Polak, R. et al. 2015. Advanced healthcare materials. 4: 2832-41.

PMID: # 25124055  Negreira, N. et al. 2014. Sci. Total Environ. 497-498: 68-77.

Citations 1 to 10 of 17 total

Is it soluble in alcohols?

Asked by: doctor
Thank you for your question. This is soluble in water (50 mM), methanol, isotonic sodium chloride, and DMSO (>10 mg/ml). Insoluble in chloroform, and ether. If you are interested in solubility for a specific alcohol, please contact our Technical Service and we can see if there is any additional solubility data available for your solvent.
Answered by: Technical Support
Date published: 2020-03-30

I recieved doxorubicin one month ago. From that time it has been stored at room temperature so fat. Does it work well?

Asked by: yoshinori
Thank you for your question. The recommended storage for this biochemical is room temperature, so it should be perfectly fine after being stored at room temperature for one month.
Answered by: Tech Service
Date published: 2019-11-18

How should I store this after resuspension? Is it ok to store it at -80° C?

Asked by: SCM4
Doxorubicin hydrochloride is stable for up to 1 month at -20℃ and up to 6 months at -80℃ when resuspended in DMSO. Whenever possible, however, solutions should be made and used the same day.
Answered by: Tech Service 11
Date published: 2017-03-02
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Rated 5 out of 5 by from An increase in p21 protein expression by An increase in p21 protein expression by HCT116 cells was observed by WB after treatment with doxorubicin hydrochloride (sc-200923). -SCBT QC
Date published: 2015-03-31
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