MilliporeSigma
All Photos(3)

D8809

Sigma-Aldrich

Daunorubicin hydrochloride

meets USP testing specifications

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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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.[81][62] 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

Certificate of Analysis

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Certificate of Origin

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