Wikidata

(Q411659)

English

daunorubicin

chemical compound

  • Cerubidine®
  • daunomycin
  • FI-6339
  • NDC-0082-4155
  • RP-13057
  • Daunorubicinum
  • Daunomycin
  • (8S-cis)-8-Acetyl-10-((3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyrannosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-napthacenedione
  • Leukaemomycin C
  • Daunorubicine
  • Acetyladriamycin
  • (+)-Daunomycin
  • Daunorubicin
  • Daunorubicina
  • Rubidomycin
In more languages
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No label defined

No description defined

Statements

has use
medication
0 references
chemical structure
Daunorubicin2DACS.svg
711 × 505; 30 KB
0 references
mass
527.179 dalton
1 reference
stated in
PubChem
PubChem CID
30323
language of work or name
English
title
daunorubicin (English)
retrieved
19 October 2016
chemical formula
C₂₇H₂₉NO₁₀
1 reference
stated in
PubChem
PubChem CID
30323
language of work or name
English
title
daunorubicin (English)
retrieved
20 November 2016
canonical SMILES
CC1C(C(CC(O1)OC2CC(CC3=C(C4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5OC)O)(C(=O)C)O)N)O
1 reference
stated in
PubChem
PubChem CID
30323
language of work or name
English
title
daunorubicin (English)
retrieved
20 November 2016
isomeric SMILES
C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](CC3=C(C4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5OC)O)(C(=O)C)O)N)O
1 reference
stated in
PubChem
PubChem CID
30323
language of work or name
English
title
daunorubicin (English)
retrieved
20 November 2016
found in taxon
Streptomyces peucetius
28 references
stated in
Complete genome sequence of Streptomyces peucetius ATCC 27952, the producer of anticancer anthracyclines and diverse secondary metabolites
stated in
Production of the antitumor drug epirubicin (4'-epidoxorubicin) and its precursor by a genetically engineered strain of Streptomyces peucetius
stated in
Expression and characterization of DrrA and DrrB proteins of Streptomyces peucetius in Escherichia coli: DrrA is an ATP binding protein
stated in
The activator/repressor protein DnrO of Streptomyces peucetius binds to DNA without changing its topology
stated in
A bacterial analog of the mdr gene of mammalian tumor cells is present in Streptomyces peucetius, the producer of daunorubicin and doxorubicin
stated in
Implication of orphan histidine kinase (OhkAsp) in biosynthesis of doxorubicin and daunorubicin in Streptomyces peucetius ATCC 27952
stated in
Multigene families for anthracycline antibiotic production in Streptomyces peucetius
stated in
Cloning and characterization of the Streptomyces peucetius dnmZUV genes encoding three enzymes required for biosynthesis of the daunorubicin precursor thymidine diphospho-L-daunosamine
stated in
Regulation of daunorubicin biosynthesis in Streptomyces peucetius - feed forward and feedback transcriptional control
stated in
The dnrO gene encodes a DNA-binding protein that regulates daunorubicin production in Streptomyces peucetius by controlling expression of the dnrN pseudo response regulator gene
stated in
Cloning and characterization of the Streptomyces peucetius dnrQS genes encoding a daunosamine biosynthesis enzyme and a glycosyl transferase involved in daunorubicin biosynthesis
stated in
Daunorubicin forms a specific complex with a secreted serine protease of Streptomyces peucetius
stated in
The DnrN protein of Streptomyces peucetius, a pseudo-response regulator, is a DNA-binding protein involved in the regulation of daunorubicin biosynthesis
stated in
Functional characterization and transcriptional analysis of the dnrR1 locus, which controls daunorubicin biosynthesis in Streptomyces peucetius
stated in
Biophysical characterization of in vitro bound Streptomyces peucetius daunorubicin-serine protease complex
stated in
Glucose-stimulated acidogenesis by Streptomyces peucetius
stated in
Genome analyses of Streptomyces peucetius ATCC 27952 for the identification and comparison of cytochrome P450 complement with other Streptomyces
stated in
The Streptomyces peucetius dpsC Gene Determines the Choice of Starter Unit in Biosynthesis of the Daunorubicin Polyketide
stated in
Modulation of dnrN expression by intracellular levels of DnrO and daunorubicin in Streptomyces peucetius
stated in
Streptomyces peucetius daunorubicin biosynthesis gene, dnrF: sequence and heterologous expression
stated in
A novel protein that binds to dnrN-dnrO intergenic region of Streptomyces peucetius purified by DNA affinity capture has dihydrolipoamide dehydrogenase activity.
stated in
Self-resistance mechanism in Streptomyces peucetius: overexpression of drrA, drrB and drrC for doxorubicin enhancement
stated in
Structure of DnmZ, a nitrososynthase in the Streptomyces peucetius anthracycline biosynthetic pathway
stated in
Expression of doxorubicin-daunorubicin resistance genes in different anthracycline-producing mutants of Streptomyces peucetius
stated in
Daunorubicin efflux in Streptomyces peucetius modulates biosynthesis by feedback regulation.
stated in
The Streptomyces peucetius dpsY anddnrX Genes Govern Early and Late Steps of Daunorubicin and Doxorubicin Biosynthesis
stated in
The DrrAB efflux system of Streptomyces peucetius is a multidrug transporter of broad substrate specificity
stated in
Isolation and characterization of stable mutants of Streptomyces peucetius defective in daunorubicin biosynthesis
MCN code
3003.20.62
0 references
3004.20.62
0 references
Commons category
Daunorubicin
0 references

Identifiers

Reaxys registry number
1445583
1 reference
stated in
ChEBI
ChEBI ID
41977
language of work or name
English
title
daunorubicin (English)
retrieved
19 October 2016
CAMEO Chemicals ID
16190
0 references
HSDB ID
5095
1 reference
stated in
Hazardous Substances Data Bank
HSDB ID
5095
publication date
28 October 2019
title
DAUNORUBICIN (English)
retrieved
10 May 2021
LiverTox ID
Daunorubicin
0 references
NSC number
83142
0 references
756717
0 references
ECHA Substance Infocard ID
100.040.048
1 reference
stated in
ECHA Substance Infocard database
ECHA Substance Infocard ID
100.040.048
retrieved
27 December 2018
title
Daunorubicin (English)
quotation
CAS no.: 20830-81-3 (English)
MeSH descriptor ID
D003630
subject named as
Daunorubicin
0 references
MeSH concept ID
M0005683
0 references
KEGG ID
D07776
1 reference
stated in
ChEBI
ChEBI ID
41977
language of work or name
English
title
daunorubicin (English)
retrieved
19 October 2016
PDB ligand ID
DM1
0 references
PDB structure ID
UNSPSC Code
51111703
0 references
 
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