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    Chemistry

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    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
    Vindoline is an indole alkaloid that exhibits antimitotic activity by inhibiting microtubule assembly. (NCI)
    1 2D Structure

    Vindoline

    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

    API SUPPLIERS

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    01

    Eriochem S.A.

    Argentina

    USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

    BioFlorida Conference
    Not Confirmed
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    Eriochem S.A.

    Argentina

    USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

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    BioFlorida Conference
    Not Confirmed
    USDMF Inactive-api
    ✖

    GDUFA

    DMF Review : N/A

    Rev. Date :

    Pay. Date :

    DMF Number : 17407

    Submission : 2004-05-27

    Status : Inactive

    Type : II

     CEP/COS JDMF EU-WC NDC KDMF VMF Others AUDIT
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C-24,INDUSTRIAL HYDERABAD","city":"HYDERABAD","supplier":"MILVERPHARMA PVT LTD","supplierCountry":"CHINA","foreign_port":"NA","customer":"MSN LABORATORIES","customerCountry":"INDIA","quantity":"1.00","actualQuantity":"1","unit":"KGS","unitRateFc":"11500","totalValueFC":"11606.4","currency":"USD","unitRateINR":"953924.9","date":"22-Jul-2023","totalValueINR":"953924.944","totalValueInUsd":"11606.4","indian_port":"MADRAS AIR","hs_no":"29349990","bill_no":"0","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"NA","supplierAddress":"","customerAddress":"MSN HOUSE, PLOT NO. C-24,INDUSTRIAL HYDERABAD"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q1","strtotime":1706553000,"product":"VINDOLINE ( 100G)","address":"B-270, RAJENDRA NAGAR","city":"","supplier":"HANGZHOU STARSHINE","supplierCountry":"CHINA","foreign_port":"HONG KONG","customer":"AVANSCURE LIFESCIENCES PRIVATE ","customerCountry":"INDIA","quantity":"0.10","actualQuantity":"0.1","unit":"KGS","unitRateFc":"38000","totalValueFC":"3845.2","currency":"USD","unitRateINR":"3195800","date":"30-Jan-2024","totalValueINR":"319580","totalValueInUsd":"3845.2","indian_port":"Hyderabad Air","hs_no":"29349990","bill_no":"9890820","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"HONG KONG","supplierAddress":"PHARMACEUICAL CO LTD ROOM 1005 , BUILDING 8 DONGYE CANAL FORTUNE CENTER China","customerAddress":"B-270, RAJENDRA NAGAR"}]
    18-Feb-2021
    30-Jan-2024
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