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    Vinblastine

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

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    2D Structure
    Also known as: 143-67-9, Velban, Velsar, Vinblastine (sulfate), Velbe, Exal
    Molecular Formula
    C46H60N4O13S
    Molecular Weight
    909.1  g/mol
    InChI Key
    KDQAABAKXDWYSZ-PNYVAJAMSA-N
    FDA UNII
    N00W22YO2B
    Antitumor alkaloid isolated from Vinca rosea. (Merck, 11th ed.)
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15R,17S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate;sulfuric acid
    2.1.2 InChI
    InChI=1S/C46H58N4O9.H2O4S/c1-8-42(54)23-28-24-45(40(52)57-6,36-30(15-19-49(25-28)26-42)29-13-10-11-14-33(29)47-36)32-21-31-34(22-35(32)56-5)48(4)38-44(31)17-20-50-18-12-16-43(9-2,37(44)50)39(59-27(3)51)46(38,55)41(53)58-7;1-5(2,3)4/h10-14,16,21-22,28,37-39,47,54-55H,8-9,15,17-20,23-26H2,1-7H3;(H2,1,2,3,4)/t28-,37-,38+,39+,42-,43+,44+,45-,46-;/m0./s1
    2.1.3 InChI Key
    KDQAABAKXDWYSZ-PNYVAJAMSA-N
    2.1.4 Canonical SMILES
    CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O.OS(=O)(=O)O
    2.1.5 Isomeric SMILES
    CC[C@@]1(C[C@H]2C[C@@](C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)[C@]78CCN9[C@H]7[C@@](C=CC9)([C@H]([C@@]([C@@H]8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O.OS(=O)(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    N00W22YO2B
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Cellblastin

    2. Lemblastine

    3. Sulfate, Vinblastine

    4. Velban

    5. Velbe

    6. Vinblastin Hexal

    7. Vinblastina Lilly

    8. Vinblastine

    9. Vinblastinsulfat-gry

    10. Vincaleukoblastine

    2.3.2 Depositor-Supplied Synonyms

    1. 143-67-9

    2. Velban

    3. Velsar

    4. Vinblastine (sulfate)

    5. Velbe

    6. Exal

    7. Vlb Monosulfate

    8. Alkaban-aq

    9. 29060-le

    10. Vinblastine Sulphate

    11. Vincaleukoblastine,sulfate(1:1)

    12. Nsc-49842

    13. Mls000863275

    14. Vincaleukoblastine, Sulfate (1:1) (salt)

    15. N00w22yo2b

    16. Belvan, Vlb

    17. 29060le

    18. Smr000058844

    19. Vincaleucoblastine Sulfate

    20. Dsstox_cid_27831

    21. Dsstox_rid_82594

    22. Dsstox_gsid_47853

    23. Uniblastin

    24. Rozevin Sulfate

    25. 29060 Le

    26. Cas-18556-44-0

    27. Vincaleukoblastine, Sulfate

    28. Unii-n00w22yo2b

    29. Ccris 2584

    30. Vinblastinesulfate

    31. Vinblastini Sulfas

    32. Chembl378544

    33. Ncgc00095285-01

    34. Einecs 205-606-0

    35. Vinblastine Sulfate [usan:usp:jan]

    36. Opera_id_960

    37. Ai3-52943

    38. Ncgc00181127-01

    39. Schembl3549

    40. Mls000069550

    41. Mls002153253

    42. Mls002207069

    43. Vinblastine Sulfate [mi]

    44. Vinblastine Sulfate [jan]

    45. Dtxsid601017133

    46. Hms2235e07

    47. Hms3403n09

    48. Vinblastine Sulfate [iarc]

    49. Vinblastine Sulfate [usan]

    50. Vinblastine Sulfate [vandf]

    51. Vinblastine Sulfate [mart.]

    52. Tox21_111498

    53. Tox21_112735

    54. Ac-821

    55. Vinblastine Sulfate [usp-rs]

    56. Vinblastine Sulfate [who-dd]

    57. Vinblastine Sulfate [who-ip]

    58. Akos015960580

    59. Tox21_111498_1

    60. Tox21_112735_1

    61. Cs-1365

    62. Ncgc00263548-01

    63. Ncgc00344583-01

    64. Vinblastine Sulfate [orange Book]

    65. Hy-13780

    66. Vinblastine Sulfate [ep Monograph]

    67. Vinblastini Sulfas [who-ip Latin]

    68. Vinblastine Sulfate [usp Monograph]

    69. N2255

    70. 143v679

    71. Sr-01000000155

    72. Vinblastine Sulfate Salt, Powder, >=96% (hplc)

    73. Sr-01000000155-7

    74. Q27077057

    75. Vinblastine Sulfate, European Pharmacopoeia (ep) Reference Standard

    76. Vinblastine Sulfate, United States Pharmacopeia (usp) Reference Standard

    77. Methyl (1r,9r,10s,11r,12r,19r)-11-(acetyloxy)-12-ethyl-4-[(13s,15r,17s)-17-ethyl-17-hydroxy-13-(methoxycarbonyl)-1,11-diazatetracyclo[13.3.1.0?,??.0?,??]nonadeca-4(12),5(10),6,8-tetraen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.0?,?.0?,?.0??,??]nonadeca-2(7),3,5,13-tetraene-10-carboxylate; Sulfuric Acid

    78. Methyl (3ar,3a1r,4r,5s,5ar,10br)-4-acetoxy-3a-ethyl-9-((5s,7r,9s)-5-ethyl-5-hydroxy-9-(methoxycarbonyl)-1,4,5,6,7,8,9,10-octahydro-2h-3,7-methano[1]azacycloundecino[5,4-b]indol-9-yl)-5-hydroxy-8-methoxy-6-methyl-3a,3a1,4,5,5a,6,11,12-octahydro-1h-indolizino[8,1-cd]carbazole-5-carboxylate Sulfate

    2.3.3 Other Synonyms

    1. Vincaleukoblastine Sulfate

    2. Vinblastine Sulphate

    3. Cellblastin

    2.4 Create Date
    2005-06-29
    3 Chemical and Physical Properties
    Molecular Weight 909.1 g/mol
    Molecular Formula C46H60N4O13S
    Hydrogen Bond Donor Count5
    Hydrogen Bond Acceptor Count16
    Rotatable Bond Count10
    Exact Mass908.38775915 g/mol
    Monoisotopic Mass908.38775915 g/mol
    Topological Polar Surface Area237 Ų
    Heavy Atom Count64
    Formal Charge0
    Complexity1780
    Isotope Atom Count0
    Defined Atom Stereocenter Count9
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameVinblastine sulfate
    PubMed HealthVinblastine
    Drug LabelVinblastine sulfate is the salt of an alkaloid extracted from Vinca rosea Linn., a common flowering herb known as the periwinkle (more properly known as Catharanthus roseus G. Don). Previously, the generic name was vincaleukoblastine, abbreviated VLB...
    Active IngredientVinblastine sulfate
    Dosage FormInjectable
    RouteInjection
    Strength10mg/vial; 1mg/ml
    Market StatusPrescription
    CompanyFresenius Kabi Usa; Eurohlth Intl

    2 of 2  
    Drug NameVinblastine sulfate
    PubMed HealthVinblastine
    Drug LabelVinblastine sulfate is the salt of an alkaloid extracted from Vinca rosea Linn., a common flowering herb known as the periwinkle (more properly known as Catharanthus roseus G. Don). Previously, the generic name was vincaleukoblastine, abbreviated VLB...
    Active IngredientVinblastine sulfate
    Dosage FormInjectable
    RouteInjection
    Strength10mg/vial; 1mg/ml
    Market StatusPrescription
    CompanyFresenius Kabi Usa; Eurohlth Intl

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Antineoplastic Agents, Phytogenic

    Agents obtained from higher plants that have demonstrable cytostatic or antineoplastic activity. (See all compounds classified as Antineoplastic Agents, Phytogenic.)

    Tubulin Modulators

    Agents that interact with TUBULIN to inhibit or promote polymerization of MICROTUBULES. (See all compounds classified as Tubulin Modulators.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Vinca Alkaloids [CS]; Vinca Alkaloid [EPC]