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daunorubicin (Q411659)

From Wikidata
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
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Language Label Description Also known as
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No label defined
    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

    Statements

    has use
    medication
    0 references
    chemical structure
    Daunorubicin2DACS.svg
    711 × 505; 30 KB
    0 references
    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 inStreptomyces 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
    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
    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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