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    Chemistry

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    Also known as: Dm4, 796073-69-3, Wob38vs2ni, Ravtansine, (14s,16s,32s,33s,2r,4s,10e,12e,14r)-86-chloro-14-hydroxy-85,14-dimethoxy-33,2,7,10-tetramethyl-12,6-dioxo-7-aza-1(6,4)-oxazinana-3(2,3)-oxirana-8(1,3)-benzenacyclotetradecaphane-10,12-dien-4-yl n-(4-mercapto-4-methylpentanoyl)-n-methyl-l-alaninate, Unii-wob38vs2ni
    Molecular Formula
    C38H54ClN3O10S
    Molecular Weight
    780.4  g/mol
    InChI Key
    JFCFGYGEYRIEBE-YVLHJLIDSA-N
    FDA UNII
    WOB38VS2NI
    Maytansinoid DM4
    An ansa macrolide isolated from the MAYTENUS genus of East African shrubs.
    1 2D Structure

    Maytansinoid DM4

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [(1S,2R,3S,5S,6S,16E,18E,20R,21S)-11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.03,5]hexacosa-10,12,14(26),16,18-pentaen-6-yl] (2S)-2-[methyl-(4-methyl-4-sulfanylpentanoyl)amino]propanoate
    2.1.2 InChI
    InChI=1S/C38H54ClN3O10S/c1-21-12-11-13-28(49-10)38(47)20-27(50-35(46)40-38)22(2)33-37(6,52-33)29(51-34(45)23(3)41(7)30(43)14-15-36(4,5)53)19-31(44)42(8)25-17-24(16-21)18-26(48-9)32(25)39/h11-13,17-18,22-23,27-29,33,47,53H,14-16,19-20H2,1-10H3,(H,40,46)/b13-11+,21-12+/t22-,23+,27+,28-,29+,33+,37+,38+/m1/s1
    2.1.3 InChI Key
    JFCFGYGEYRIEBE-YVLHJLIDSA-N
    2.1.4 Canonical SMILES
    CC1C2CC(C(C=CC=C(CC3=CC(=C(C(=C3)OC)Cl)N(C(=O)CC(C4(C1O4)C)OC(=O)C(C)N(C)C(=O)CCC(C)(C)S)C)C)OC)(NC(=O)O2)O
    2.1.5 Isomeric SMILES
    C[C@@H]1[C@@H]2C[C@]([C@@H](/C=C/C=C(/CC3=CC(=C(C(=C3)OC)Cl)N(C(=O)C[C@@H]([C@]4([C@H]1O4)C)OC(=O)[C@H](C)N(C)C(=O)CCC(C)(C)S)C)\C)OC)(NC(=O)O2)O
    2.2 Other Identifiers
    2.2.1 UNII
    WOB38VS2NI
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Dm1, Maytansinoid

    2. Dm4, Maytansinoid

    3. Dmmo Maytansine

    4. Dmmo-maytansine

    5. Emtansine

    6. Maitansine

    7. Maytansine

    8. Maytansinoid Dm1

    9. Maytansinoid Dm4

    10. Mertansine

    11. N2'-deacetyl-n2'-(4-mercapto-4-methyl-1-oxopentyl)maytansine

    12. Ravtansine

    13. Soravtansine

    2.3.2 Depositor-Supplied Synonyms

    1. Dm4

    2. 796073-69-3

    3. Wob38vs2ni

    4. Ravtansine

    5. (14s,16s,32s,33s,2r,4s,10e,12e,14r)-86-chloro-14-hydroxy-85,14-dimethoxy-33,2,7,10-tetramethyl-12,6-dioxo-7-aza-1(6,4)-oxazinana-3(2,3)-oxirana-8(1,3)-benzenacyclotetradecaphane-10,12-dien-4-yl N-(4-mercapto-4-methylpentanoyl)-n-methyl-l-alaninate

    6. Unii-wob38vs2ni

    7. Maytansinoid Dm 4

    8. Dm 4

    9. Schembl12719514

    10. Ex-a3441

    11. Zinc161601616

    12. Cs-6866

    13. Ac-36376

    14. Hy-12454

    15. Ds-028663

    16. D94659

    17. Q27292749

    18. Maytansine, N2'-deacetyl-n2'-(4-mercapto-4-methyl-1-oxopentyl)

    19. [(1s,2r,3s,5s,6s,16e,18e,20r,21s)-11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.03,5]hexacosa-10,12,14(26),16,18-pentaen-6-yl] (2s)-2-[methyl-(4-methyl-4-sulfanylpentanoyl)amino]propanoate

    2.4 Create Date
    2006-10-26
    3 Chemical and Physical Properties
    Molecular Weight 780.4 g/mol
    Molecular Formula C38H54ClN3O10S
    XLogP33.2
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count11
    Rotatable Bond Count9
    Exact Mass779.3218438 g/mol
    Monoisotopic Mass779.3218438 g/mol
    Topological Polar Surface Area158 Ų
    Heavy Atom Count53
    Formal Charge0
    Complexity1430
    Isotope Atom Count0
    Defined Atom Stereocenter Count8
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count2
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 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.)

    API Reference Price

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    06-Mar-2021
    05-Jul-2024
    KGS
    overview
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    Average Price (USD/KGS)

    Number of Transactions

    Total Quantity (KGS)

    Total Value (USD)

    Quantity (KGS) & Unit rate (USD/KGS) over time

    API Imports and Exports

    Importing Country Total Quantity
    (KGS)    		 Average Price
    (USD/KGS)    		 Number of Transactions

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