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D8809 Sigma-Aldrich

Daunorubicin hydrochloride

meets USP testing specifications

Synonym: Daunomycin hydrochloride

  • CAS Number 23541-50-6

  • Empirical Formula (Hill Notation) C27H29NO10 · HCl

  • Molecular Weight 563.98

  •  Beilstein/REAXYS Number 4229221

  •  EC Number 245-723-4

  •  MDL number MFCD04974507

  •  PubChem Substance ID 24894229

  •  NACRES NA.21

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Properties

Related Categories Antibiotics, Antibiotics A to Z, Antibiotics by Application, Antibiotics by Mechanism of Action, Antibiotics  A-F,
Quality Level   200
suitability   meets USP testing specifications
Mode of action   DNA synthesis | interferes
antibiotic activity spectrum   neoplastics
storage temp.   2-8°C
SMILES string   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
InChI key   GUGHGUXZJWAIAS-QQYBVWGSSA-N
Gene Information   human ... TOP2A(7153)

Description

Packaging

1, 10 mg in glass bottle

50 mg in poly bottle

Biochem/physiol Actions

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.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
WGK 3
RTECS 
HB7878000

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

Please Enter a Lot Number

Frequently Asked Questions

Which document(s) contains shelf-life or expiration date information for a given product?
If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.
How do I get lot-specific information or a Certificate of Analysis?
The lot specific COA document can be found by entering the lot number above under the "Documents" section.
How do I find price and availability?
There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote. USA customers: 1-800-325-3010 or view local office numbers.
What is the Department of Transportation shipping information for this product?
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
What is this compound soluble in?
Per Martindale The Extra Pharmacopoeia, 31st edition, p. 565-3 (1996), this compound is freely soluble in water and methyl alcohol.It is slightly soluble in alcohol, very slightly soluble in chloroform, and practically insoluble in acetone.
What factors affect the stability of Product No. D8809, Daunorubicin hydrochloride, in solution?
Per Martindale The Extra Pharmacopoeia, 31st edition, p. 565-3 (1996), stability in solution appeared to be partly related to pH.Daunorubicin was more stable as the pH of the mixture became more acidic, with the best stability in glucose injection solution (5%) with a pH of 4.5Although daunorubicin solutions are degraded by light, the effect is reported not to be significant at concentrations of 500 ug/mL or above.However, below this concentration, precautions should be taken to protect solutions from light, and storage should be in polyethylene or polypropylene containers to minimize adsorptive losses.
Does Product No. D8809, Daunorubicin hydrochloride, have an expiration date?
Yes, each lot of this product will have an expiration date, and this date (month and year) can be found on the certificate of analysis for the lot.
Does the assay information on the certificate of analysis for Product No. D8809, Daunorubicin hydrochloride, pertain to a "dry" or "as is" basis?
The assay information on the certificate of analysis is for the product "as is".
My question is not addressed here, how can I contact Technical Service for assistance?
Ask a Scientist here.
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Protocols & Articles

Articles

ABC Transporters and Cancer Drug Resistance

Chemotherapy is the treatment of choice against many types of cancer. However, over time chemotherapeutic drugs can become less effective due to the development of resistance that involves a group of...
BioFiles 2007, 2.4, 7.
Keywords: Absorption, Cancer, Clinical, Cloning, Combinatorial synthesis, Diseases, Enzymology, Gene expression, Genetic, Immunology, Pharmaceutical, Reductions, Transfection

Peer-Reviewed Papers
15

References

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