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    Technical details about Vindoline, learn more about the structure, uses, toxicity, action, side effects and more

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    Vindoline

    APIs // Active Pharmaceutical Ingredients

    PRICE INFORMATION

    DIGITAL CONTENT

    PharmaCompass

    Farmhispania Group, a leading European CDMO in HPAPI Technologies & High Potency Fermentation.

    One Pharma aims to be one of the leading generic companies in Europe.

    2D Structure
    1. Also known as: Vindolin, 2182-14-1, (-)-vindoline, 571pj1lw03, Nsc91994, Nsc-91994
    Molecular Formula
    C25H32N2O6
    Molecular Weight
    456.5  g/mol
    InChI Key
    CXBGOBGJHGGWIE-ACSXSLCXSA-N
    FDA UNII
    571PJ1LW03
    Vindoline is an indole alkaloid that exhibits antimitotic activity by inhibiting microtubule assembly. (NCI)
    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-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate
    2.1.2 InChI
    InChI=1S/C25H32N2O6/c1-6-23-10-7-12-27-13-11-24(19(23)27)17-9-8-16(31-4)14-18(17)26(3)20(24)25(30,22(29)32-5)21(23)33-15(2)28/h7-10,14,19-21,30H,6,11-13H2,1-5H3/t19-,20+,21+,23+,24+,25-/m0/s1
    2.1.3 InChI Key
    CXBGOBGJHGGWIE-ACSXSLCXSA-N
    2.1.4 Canonical SMILES
    CCC12C=CCN3C1C4(CC3)C(C(C2OC(=O)C)(C(=O)OC)O)N(C5=C4C=CC(=C5)OC)C
    2.1.5 Isomeric SMILES
    CC[C@@]12C=CCN3[C@@H]1[C@]4(CC3)[C@H]([C@]([C@@H]2OC(=O)C)(C(=O)OC)O)N(C5=C4C=CC(=C5)OC)C
    2.2 Other Identifiers
    2.2.1 UNII
    571PJ1LW03
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Vindoline, Citrate, (2beta,3beta,4beta,5alpha,12beta,19alpha)-isomer

    2. Vindoline, Monohydrochloride, (2beta,3beta,4beta,5alpha,12beta,19alpha)-isomer

    2.3.2 Depositor-Supplied Synonyms

    1. Vindolin

    2. 2182-14-1

    3. (-)-vindoline

    4. 571pj1lw03

    5. Nsc91994

    6. Nsc-91994

    7. Sr-05000002168

    8. Nsc-628056

    9. Nsc 91994

    10. Vindoline [mi]

    11. Schembl234532

    12. Unii-571pj1lw03

    13. Megxp0_001802

    14. Chembl2001832

    15. Acon1_000494

    16. Chebi:16380

    17. Dtxsid901045589

    18. Hy-n0687

    19. Methyl 4-(acetyloxy)-3-hydroxy-16-methoxy-1-methyl-6,7-didehydroaspidospermidine-3-carboxylate

    20. Methyl 4beta-acetyloxy-3beta-hydroxy-16-methoxy-1-methyl-6,7-didehydro-2beta,5alpha,12beta,19alpha-aspidospermidine-3alpha-carboxylate

    21. Vindoline, >=98.0% (hplc)

    22. Einecs 218-558-0

    23. Mfcd27991347

    24. S3970

    25. Zinc53201238

    26. Akos032962057

    27. Ccg-208615

    28. Nsc 628056

    29. Smp2_000150

    30. Ncgc00163666-02

    31. Nci60_042033

    32. Cs-0009711

    33. Sr-05000002168-2

    34. Sr-05000002168-3

    35. Brd-k64280411-001-01-7

    36. Q15427936

    37. (2.beta.,3.beta.,4.beta.,5.alpha.,12.beta.,19.alpha.)-4-(acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methylaspidospermidine-3-carboxylic Acid Methyl Ester

    38. (2beta,3beta,4beta,5alpha,12beta,19alpha)-4-(acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methylaspidospermidine-3-carboxylic Acid

    39. 57794-53-3

    40. Aspidospermidine-3-carboxylic Acid, 4-(acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methyl-, Methyl Ester, (2.beta.,3.beta.,4.beta.,5.alpha.,12r,19.alpha.)-

    41. Aspidospermidine-3-carboxylic Acid, 4-(acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methyl-, Methyl Ester, (2beta,3beta,4beta,5alpha,12beta,19alpha)-

    42. Aspidospermidine-3-carboxylic Acid,7-didehydro-3-hydroxy-16-methoxy-1-methyl-, Methyl Ester, (2.beta.,3.beta.,4.beta.,5.alpha.,12.beta.,19.alpha.)-

    43. Methyl (2bet.,3bet.,4bet.,5alp.,12r,19alp.)-4-(acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methylaspidospermidine-3-carboxylate

    44. Methyl (3ar,4r,5s,5ar,10br,13ar)-4-(acetyloxy)-3a-ethyl-5-hydroxy-8- Methoxy-6-methyl-3a,4,5,5a,6,11,12,13a-octahydro-1h-indolizino[8,1- Cd]carbazole-5-carboxylate

    2.4 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 456.5 g/mol
    Molecular Formula C25H32N2O6
    XLogP31.3
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count6
    Exact Mass456.22603674 g/mol
    Monoisotopic Mass456.22603674 g/mol
    Topological Polar Surface Area88.5 Ų
    Heavy Atom Count33
    Formal Charge0
    Complexity864
    Isotope Atom Count0
    Defined Atom Stereocenter Count6
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
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