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Safety Information

D8809

Sigma-Aldrich

Daunorubicin hydrochloride

meets USP testing specifications

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Synonym(s):
Daunomycin hydrochloride
Empirical Formula (Hill Notation):
C27H29NO10 · HCl
CAS Number:
Molecular Weight:
563.98
Beilstein:
4229221
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

Agency

USP/NF
meets USP testing specifications

Quality Level

form

solid

antibiotic activity spectrum

neoplastics

Mode of action

DNA synthesis | interferes

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)

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This Item
PHR3433178220
Daunorubicin Hydrochloride certified reference material, pharmaceutical secondary standard

Supelco

PHR3433

Daunorubicin Hydrochloride

antibiotic activity spectrum

neoplastics

antibiotic activity spectrum

-

antibiotic activity spectrum

-

mode of action

DNA synthesis | interferes

mode of action

-

mode of action

-

storage temp.

2-8°C

storage temp.

-10 to -25°C

storage temp.

2-8°C

Quality Level

200

Quality Level

300

Quality Level

100

Gene Information

human ... TOP2A(7153)

Gene Information

-

Gene Information

-

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.

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

涉药品监管产品

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

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    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. 

  5. 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.

  6. 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 4.5  Although 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.   

  7. 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.

  8. 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".

  9. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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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
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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
I-Shan Hsieh et al.
Molecular pharmacology, 83(5), 968-977 (2013-02-26)
Multidrug resistance is a major cause of chemotherapy failure. Recent studies indicate that drug resistance can be rapidly induced by some soluble factors, such as cytokines, chemokines, growth factors, and cell adhesion factors in the tumor microenvironment. Osteopontin (OPN), an

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