tetracenomycin C (Q27108403)

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chemical compound
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Language Label Description Also known as
English
tetracenomycin C
chemical compound

    Statements

    mass
    472.101 dalton
    1 reference
    stated in
    PubChem
    PubChem CID
    73632
    language of work or name
    English
    title
    Tetracenomycin C (English)
    retrieved
    5 October 2016
    chemical formula
    C₂₃H₂₀O₁₁
    1 reference
    stated in
    PubChem
    PubChem CID
    73632
    language of work or name
    English
    title
    Tetracenomycin C (English)
    retrieved
    5 October 2016
    canonical SMILES
    CC1=C(C(=CC2=CC3=C(C(=C12)O)C(=O)C4(C(=O)C=C(C(C4(C3=O)O)O)OC)O)OC)C(=O)OC
    1 reference
    stated in
    PubChem
    PubChem CID
    73632
    language of work or name
    English
    title
    Tetracenomycin C (English)
    retrieved
    5 October 2016
    isomeric SMILES
    CC1=C(C(=CC2=CC3=C(C(=C12)O)C(=O)[C@@]4(C(=O)C=C([C@H]([C@@]4(C3=O)O)O)OC)O)OC)C(=O)OC
    1 reference
    stated in
    PubChem
    PubChem CID
    73632
    language of work or name
    English
    title
    Tetracenomycin C (English)
    retrieved
    5 October 2016
    found in taxon
    Streptomyces glaucescens
    24 references
    stated in
    Nucleotide sequence of the tcmII-tcmIV region of the tetracenomycin C biosynthetic gene cluster of Streptomyces glaucescens and evidence that the tcmN gene encodes a multifunctional cyclase-dehydratase-O-methyl transferase
    stated in
    Biosynthetic Origin of the Oxygen Atoms of Tetracenomycin C
    stated in
    Tetracenomycin F1 monooxygenase: oxidation of a naphthacenone to a naphthacenequinone in the biosynthesis of tetracenomycin C in Streptomyces glaucescens
    stated in
    The structure of tetracenomycin C
    stated in
    5838-DNI, A Deoxyribonuclease Inhibitor Produced byStreptomycesSp. Strain No. A-5838
    stated in
    Structural and functional analysis of tetracenomycin F2 cyclase from Streptomyces glaucescens. A type II polyketide cyclase.
    stated in
    Nucleotide sequence of the tcmII-tcmIV region of the tetracenomycin C biosynthetic gene cluster of Streptomyces glaucescens and evidence that the tcmN gene encodes a multifunctional cyclase-dehydratase-O-methyl transferase
    stated in
    Molecular analysis of the dmpM gene encoding an O-demethyl puromycin O-methyltransferase from Streptomyces alboniger
    stated in
    Overproduction and localization of components of the polyketide synthase of Streptomyces glaucescens involved in the production of the antibiotic tetracenomycin C
    stated in
    Improvement of secondary metabolite production in Streptomyces by manipulating pathway regulation
    stated in
    The complete genome sequence of the actinobacterium Streptomyces glaucescens GLA.O (DSM 40922) carrying gene clusters for the biosynthesis of tetracenomycin C, 5`-hydroxy streptomycin, and acarbose.
    stated in
    Malonyl-coenzyme A:acyl carrier protein acyltransferase of Streptomyces glaucescens: a possible link between fatty acid and polyketide biosynthesis.
    stated in
    Functional analysis of putative beta-ketoacyl:acyl carrier protein synthase and acyltransferase active site motifs in a type II polyketide synthase of Streptomyces glaucescens
    stated in
    Genetic control of polyketide biosynthesis in the genus Streptomyces
    stated in
    The tcmVI region of the tetracenomycin C biosynthetic gene cluster of Streptomyces glaucescens encodes the tetracenomycin F1 monooxygenase, tetracenomycin F2 cyclase, and, most likely, a second cyclase
    stated in
    Tetracenomycin F1 monooxygenase: oxidation of a naphthacenone to a naphthacenequinone in the biosynthesis of tetracenomycin C in Streptomyces glaucescens
    stated in
    Ability of Streptomyces spp. acyl carrier proteins and coenzyme A analogs to serve as substrates in vitro for E. coli holo-ACP synthase.
    stated in
    Acylation of Streptomyces type II polyketide synthase acyl carrier proteins
    stated in
    Biosynthese neuartiger Emycine aus dem Mutanten-StammStreptomyces cellulosae ssp.griseoincarnatus 1114-2
    stated in
    Enzymes involved in fatty acid and polyketide biosynthesis in Streptomyces glaucescens: role of FabH and FabD and their acyl carrier protein specificity
    stated in
    Cloning and heterologous expression of a gene cluster for the biosynthesis of tetracenomycin C, the anthracycline antitumor antibiotic of Streptomyces glaucescens
    stated in
    Glaucescin, a Bacteriocin-like Substance from Streptomyces glaucescens
    stated in
    Tetracenomycin F2 cyclase: intramolecular aldol condensation in the biosynthesis of tetracenomycin C in Streptomyces glaucescens
    stated in
    Analysis of the nucleotide sequence of the Streptomyces glaucescens tcmI genes provides key information about the enzymology of polyketide antibiotic biosynthesis.

    Identifiers

    ChemSpider ID
    66294
    1 reference
    stated in
    ChemSpider
    ChemSpider ID
    66294
    language of work or name
    English
    title
    Methyl (6aR,7S,10aR)-6a,7,10a,12-tetrahydroxy-3,8-dimethoxy-1-methyl-6,10,11-trioxo-6,6a,7,10,10a,11-hexahydro-2-tetracenecarboxylate (English)
    retrieved
    5 October 2016
    Reaxys registry number
    4774234
    1 reference
    stated in
    ChEBI
    ChEBI ID
    9470
    language of work or name
    English
    title
    tetracenomycin C (English)
    retrieved
    5 October 2016
    NSC number
    309451
    0 references
    KEGG ID
    C06801
    1 reference
    stated in
    ChEBI
    ChEBI ID
    9470
    language of work or name
    English
    title
    tetracenomycin C (English)
    retrieved
    5 October 2016
     
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