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    Daunorubicin Citrate

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    MARKET PLACE

    PharmaCompass
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    2D Structure
    Also known as: Daunoxome, Daunorubicin citrate [mart.], Daunorubicin liposomal, 371770-68-2, Daunorubicin (citrate), Daunorubicin citrate [orange book]
    Molecular Formula
    C33H37NO17
    Molecular Weight
    719.6  g/mol
    InChI Key
    VNTHYLVDGVBPOU-QQYBVWGSSA-N
    FDA UNII
    5L84T2Z6NP
    Daunorubicin Citrate is a semi-synthetic anthracycline glycoside antibiotic obtained from Streptomyces with antineoplastic activity. Daunorubicin citrate intercalates DNA, which leads to inhibition of DNA and RNA synthesis, and consequently blocks cell division and results in apoptosis. This anti-tumor antibiotic is most active in the S phase of cell division. Daunorubicin is indicated in the treatment of a wide variety of cancers including acute non-lymphocytic leukemia, non-Hodgkin lymphomas, Ewing's sarcoma, Wilms' tumor, and chronic myelocytic leukemia. (NCI05)
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (7S,9S)-9-acetyl-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione;2-hydroxypropane-1,2,3-tricarboxylic acid
    2.1.2 InChI
    InChI=1S/C27H29NO10.C6H8O7/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;7-3(8)1-6(13,5(11)12)2-4(9)10/h4-6,10,14,16-17,22,30,32,34-35H,7-9,28H2,1-3H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/t10-,14-,16-,17-,22+,27-;/m0./s1
    2.1.3 InChI Key
    VNTHYLVDGVBPOU-QQYBVWGSSA-N
    2.1.4 Canonical SMILES
    CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)C)O)N)O.C(C(=O)O)C(CC(=O)O)(C(=O)O)O
    2.1.5 Isomeric SMILES
    C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)C)O)N)O.C(C(=O)O)C(CC(=O)O)(C(=O)O)O
    2.2 Other Identifiers
    2.2.1 UNII
    5L84T2Z6NP
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. Daunoxome

    2. Daunorubicin Citrate [mart.]

    3. Daunorubicin Liposomal

    4. 371770-68-2

    5. Daunorubicin (citrate)

    6. Daunorubicin Citrate [orange Book]

    7. Daunorubicin Citrate Liposome

    8. 5l84t2z6np

    9. Daunoxome (tn)

    10. (7s,9s)-9-acetyl-7-[(2r,4s,5s,6s)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7h-tetracene-5,12-dione;2-hydroxypropane-1,2,3-tricarboxylic Acid

    11. Unii-5l84t2z6np

    12. Schembl42311

    13. Chembl1200475

    14. Dtxsid20190659

    15. Daunorubicin Citrate [who-dd]

    16. 5,12-naphthacenedione, 8-acetyl-10-((3-amino-2,3,6-trideoxy-alpha-l-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8s,10s)-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1)

    17. 5,12-naphthacenedione, 8-acetyl-10-((3-amino-2,3,6-trideoxy-alpha-l-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8s,10s)-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1) (salt)

    18. Hy-108876

    19. Cs-0031208

    20. Daunorubicin Citrate Liposome [vandf]

    21. D10787

    22. Q27262517

    23. 5,12-naphthacenedione, 8-acetyl-10-((3-amino-2,3,6-trideoxy-.alpha.-l-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8s,10s)-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1)

    24. 5,12-naphthacenedione, 8-acetyl-10-((3-amino-2,3,6-trideoxy-.alpha.-l-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8s,10s)-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1) (salt)

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 719.6 g/mol
    Molecular Formula C33H37NO17
    Hydrogen Bond Donor Count9
    Hydrogen Bond Acceptor Count18
    Rotatable Bond Count9
    Exact Mass719.20614871 g/mol
    Monoisotopic Mass719.20614871 g/mol
    Topological Polar Surface Area318 Ų
    Heavy Atom Count51
    Formal Charge0
    Complexity1190
    Isotope Atom Count0
    Defined Atom Stereocenter Count6
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2