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30450 Sigma-Aldrich

Daunorubicin hydrochloride

≥90% (HPLC)

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 57648441

  •  NACRES NA.85

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Properties

Related Categories A - K, Aminoglycosides, Antibacterial, Antibiotics, Antibiotics A to Z,
Quality Level   200
biological source   synthetic
assay   ≥90% (HPLC)
form   solid
color   red to deep red
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

General description

Chemical structure: aminoglycoside

Application

Daunorubicin hydrochloride is used in photostability, antileukemic, and drug metabolism studies.

Biochem/physiol Actions

On binding to DNA, daunomycin intercalates, with its daunosamine residue directed toward the minor groove. Daunomycin effectively binds to every 3 base pairs which causes unwinding.

Potent anticancer agent. Inhibits DNA and RNA synthesis as sequence specific ds-DNA intercalating agent.

Packaging

5 mg, 25 mg

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Hygroscopic. Store under inert gas.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
WGK 3
RTECS 
HB7878000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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