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ChemWerth Lanreotide Acetate ChemWerth Lanreotide Acetate

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

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    Lanreotide

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    2D Structure
    Also known as: Somatuline lp, Lanreotide (acetate), Bim-23014c, Ipstyl, Somatuline, Somatuline autogel
    Molecular Formula
    C56H73N11O12S2
    Molecular Weight
    1156.4  g/mol
    InChI Key
    DEXPIBGCLCPUHE-UISHROKMSA-N
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    acetic acid;(4R,7S,10S,13R,16S,19R)-10-(4-aminobutyl)-N-[(2S,3R)-1-amino-3-hydroxy-1-oxobutan-2-yl]-19-[[(2R)-2-amino-3-naphthalen-2-ylpropanoyl]amino]-16-[(4-hydroxyphenyl)methyl]-13-(1H-indol-3-ylmethyl)-6,9,12,15,18-pentaoxo-7-propan-2-yl-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carboxamide
    2.1.2 InChI
    InChI=1S/C54H69N11O10S2.C2H4O2/c1-29(2)45-54(75)63-44(53(74)65-46(30(3)66)47(57)68)28-77-76-27-43(62-48(69)38(56)23-32-15-18-33-10-4-5-11-34(33)22-32)52(73)60-41(24-31-16-19-36(67)20-17-31)50(71)61-42(25-35-26-58-39-13-7-6-12-37(35)39)51(72)59-40(49(70)64-45)14-8-9-21-55;1-2(3)4/h4-7,10-13,15-20,22,26,29-30,38,40-46,58,66-67H,8-9,14,21,23-25,27-28,55-56H2,1-3H3,(H2,57,68)(H,59,72)(H,60,73)(H,61,71)(H,62,69)(H,63,75)(H,64,70)(H,65,74);1H3,(H,3,4)/t30-,38-,40+,41+,42-,43+,44+,45+,46+;/m1./s1
    2.1.3 InChI Key
    DEXPIBGCLCPUHE-UISHROKMSA-N
    2.1.4 Canonical SMILES
    CC(C)C1C(=O)NC(CSSCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CCCCN)CC2=CNC3=CC=CC=C32)CC4=CC=C(C=C4)O)NC(=O)C(CC5=CC6=CC=CC=C6C=C5)N)C(=O)NC(C(C)O)C(=O)N.CC(=O)O
    2.1.5 Isomeric SMILES
    C[C@H]([C@@H](C(=O)N)NC(=O)[C@@H]1CSSC[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)C(C)C)CCCCN)CC2=CNC3=CC=CC=C32)CC4=CC=C(C=C4)O)NC(=O)[C@@H](CC5=CC6=CC=CC=C6C=C5)N)O.CC(=O)O
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. 188re-lanreotide

    2. 2-naphthylalanyl-cyclo(cysteinyl-tyrosyl-tryptophyl-lysyl-valyl-cysteinyl)-threoninamide

    3. 3-(2-naphthyl)-d-ala-cys-tyr-d-trp-lys-val-cys-thr-nh2

    4. 3-(2-naphthyl)alanyl-cystinyl-tyrosyl-tryptophyl-lysyl-valyl-cystinyl-threonine Amide

    5. Angiopeptin

    6. Bim 23014

    7. Bim 23014 C

    8. Bim 23014c

    9. Bim-23014

    10. Bim-23014 C

    11. D-nal-cys-tyr-trp-lys-val-cys-thr-nh2

    12. Dc 13-116

    13. Dc-13-116

    14. Dc13-116

    15. L-threoninamide, 3-(2-naphthalenyl)-d-alanyl-l-cysteinyl-l-tyrosyl-d-tryptophyl-l-lysyl-l-valyl-l-cysteinyl-, Cyclic (2-7)-disulfide

    16. Lanreotide

    17. Lanreotide Acetate

    18. Lanreotide-sr

    19. Nal-cyclo(cys-tyr-trp-lys-val-cys)-thr-nh2

    20. Nal-cyclo(cys-tyr-trp-lys-val-cys)thr-nh2

    21. Naphthalenyl-cyclo(cysteinyl-tyrosyl-tryptophyl-lysyl-valyl-cysteinyl)threoninamide

    22. Naphthyl-cyclo(cys-tyr-trp-lys-val-cys)thr-nh2

    23. Somatulin

    24. Somatulina

    25. Somatuline

    2.2.2 Depositor-Supplied Synonyms

    1. Somatuline Lp

    2. Lanreotide (acetate)

    3. Bim-23014c

    4. Ipstyl

    5. Somatuline

    6. Somatuline Autogel

    7. 2378114-72-6

    8. Angiopeptin Acetate

    9. Somatulina

    10. Somatuline La

    11. Acetic Acid;(4r,7s,10s,13r,16s,19r)-10-(4-aminobutyl)-n-[(2s,3r)-1-amino-3-hydroxy-1-oxobutan-2-yl]-19-[[(2r)-2-amino-3-naphthalen-2-ylpropanoyl]amino]-16-[(4-hydroxyphenyl)methyl]-13-(1h-indol-3-ylmethyl)-6,9,12,15,18-pentaoxo-7-propan-2-yl-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carboxamide

    12. Chembl1201184

    13. Hy-p1959a

    14. Itm-014

    15. Mfcd00873576

    16. Bn-52030

    17. Dc13-116

    18. Cs-0113779

    19. P1088

    2.3 Create Date
    2006-07-28
    3 Chemical and Physical Properties
    Molecular Weight 1156.4 g/mol
    Molecular Formula C56H73N11O12S2
    Hydrogen Bond Donor Count14
    Hydrogen Bond Acceptor Count16
    Rotatable Bond Count17
    Exact Mass1155.48815915 g/mol
    Monoisotopic Mass1155.48815915 g/mol
    Topological Polar Surface Area443 Ų
    Heavy Atom Count81
    Formal Charge0
    Complexity2030
    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 NameSomatuline depot
    PubMed HealthLanreotide (Subcutaneous)
    Drug ClassesEndocrine-Metabolic Agent
    Drug LabelSomatuline Depot (lanreotide) Injection 60, 90 and 120 mg is a prolonged-release formulation for deep subcutaneous injection containing the drug substance lanreotide acetate, a synthetic octapeptide with a biological activity similar to naturally occ...
    Active IngredientLanreotide acetate
    Dosage FormInjectable
    RouteSubcutaneous
    Strengtheq 90mg base; eq 120mg base; eq 60mg base
    Market StatusPrescription
    CompanyIpsen Pharma

    2 of 2  
    Drug NameSomatuline depot
    PubMed HealthLanreotide (Subcutaneous)
    Drug ClassesEndocrine-Metabolic Agent
    Drug LabelSomatuline Depot (lanreotide) Injection 60, 90 and 120 mg is a prolonged-release formulation for deep subcutaneous injection containing the drug substance lanreotide acetate, a synthetic octapeptide with a biological activity similar to naturally occ...
    Active IngredientLanreotide acetate
    Dosage FormInjectable
    RouteSubcutaneous
    Strengtheq 90mg base; eq 120mg base; eq 60mg base
    Market StatusPrescription
    CompanyIpsen Pharma

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Antineoplastic Agents

    Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)

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