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    Deslorelin

    ACTIVE PHARMA INGREDIENTS

    DIGITAL CONTENT

    REF. STANDARDS & IMPURITIES

    PharmaCompass
    $ API Ref.Price (USD/KG) : 175,147Xls

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    2D Structure
    Also known as: 57773-65-6, Somagard, D-trp lhrh-pea, D-trp-lhrh-pea, Bachem 9022, Tkg3i66tve
    Molecular Formula
    C64H83N17O12
    Molecular Weight
    1282.4  g/mol
    InChI Key
    GJKXGJCSJWBJEZ-XRSSZCMZSA-N
    FDA UNII
    TKG3I66TVE
    Deslorelin is a synthetic nonapeptide analogue of the natural gonadotrophin releasing hormone (GnRH) with potential antineoplastic activity. Deslorelin binds to and activates pituitary gonadotropin releasing hormone (GnRH) receptors. Continuous, prolonged administration of goserelin in males results in pituitary GnRH receptor desensitization and inhibition of pituitary secretion of follicle stimulating hormone (FSH) and luteinizing hormone (LH), leading to a significant decline in testosterone production; in females, prolonged administration results in a decrease in estradiol production. (NCI04)
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S)-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2S)-5-(diaminomethylideneamino)-1-[(2S)-2-(ethylcarbamoyl)pyrrolidin-1-yl]-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]-5-oxopyrrolidine-2-carboxamide
    2.1.2 InChI
    InChI=1S/C64H83N17O12/c1-4-68-62(92)53-16-10-24-81(53)63(93)46(15-9-23-69-64(65)66)74-56(86)47(25-35(2)3)75-58(88)49(27-37-30-70-43-13-7-5-11-41(37)43)77-57(87)48(26-36-17-19-40(83)20-18-36)76-61(91)52(33-82)80-59(89)50(28-38-31-71-44-14-8-6-12-42(38)44)78-60(90)51(29-39-32-67-34-72-39)79-55(85)45-21-22-54(84)73-45/h5-8,11-14,17-20,30-32,34-35,45-53,70-71,82-83H,4,9-10,15-16,21-29,33H2,1-3H3,(H,67,72)(H,68,92)(H,73,84)(H,74,86)(H,75,88)(H,76,91)(H,77,87)(H,78,90)(H,79,85)(H,80,89)(H4,65,66,69)/t45-,46-,47-,48-,49+,50-,51-,52-,53-/m0/s1
    2.1.3 InChI Key
    GJKXGJCSJWBJEZ-XRSSZCMZSA-N
    2.1.4 Canonical SMILES
    CCNC(=O)C1CCCN1C(=O)C(CCCN=C(N)N)NC(=O)C(CC(C)C)NC(=O)C(CC2=CNC3=CC=CC=C32)NC(=O)C(CC4=CC=C(C=C4)O)NC(=O)C(CO)NC(=O)C(CC5=CNC6=CC=CC=C65)NC(=O)C(CC7=CN=CN7)NC(=O)C8CCC(=O)N8
    2.1.5 Isomeric SMILES
    CCNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC2=CNC3=CC=CC=C32)NC(=O)[C@H](CC4=CC=C(C=C4)O)NC(=O)[C@H](CO)NC(=O)[C@H](CC5=CNC6=CC=CC=C65)NC(=O)[C@H](CC7=CN=CN7)NC(=O)[C@@H]8CCC(=O)N8
    2.2 Other Identifiers
    2.2.1 UNII
    TKG3I66TVE
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 6-trp-10-n-et-glynh2-lhrh

    2. D-trp(6)-n-et-d-glynh2(10)-lhrh

    3. Deslorelin Acetate

    4. Gnrh, Trp(6)-n-et-glynh2(10)-

    5. Lhrh, Trp(6)-n-et-glynh2(10)-

    6. Lhrh, Tryptophyl(6)-n-ethylglycinamide(10)-

    7. Ovuplant

    8. Somagard

    2.3.2 Depositor-Supplied Synonyms

    1. 57773-65-6

    2. Somagard

    3. D-trp Lhrh-pea

    4. D-trp-lhrh-pea

    5. Bachem 9022

    6. Tkg3i66tve

    7. 1-9-luteinizing Hormone-releasing Factor (swine),6-d-tryptophan-9-(n-ethyl-l-prolinamide)-

    8. 5-oxo-l-prolyl-l-histidyl-l-tryptophyl-l-seryl-l-tyrosyl-d-tryptophyl-l-leucyl-l-arginyl-n-ethyl-l-prolinamide

    9. Deslorelina

    10. Desloreline

    11. Deslorelinum

    12. Ncgc00167516-01

    13. Unii-tkg3i66tve

    14. Desloreline [inn-french]

    15. Deslorelinum [inn-latin]

    16. Deslorelina [inn-spanish]

    17. Gnrh (d-trp6,pro9-net)

    18. Deslorelin [usan:inn:ban]

    19. (d-trp6,pro9-nhet)lh-rh

    20. (d-trp6,des-gly10)-lh-rh Ethylamide

    21. (de-gly10,d-trp6,pro-nhet)-lh-rh

    22. (des-gly10(d-tro6)-lh-rh Ethylamide

    23. Lhrh-t

    24. (d-trp(sub 6)-pro(sup 9)-net)-gnrh

    25. Deslorelin [mi]

    26. Deslorelin [inn]

    27. Deslorelin (usan/inn)

    28. Deslorelin [usan]

    29. (d-trp6,des-gly-nh210)-lh-rh Ethylamide

    30. D-trp(sup 6)-pro(sup 9)-n-ethylamide-lhrh

    31. (d-trp(sup 6)-pro(sup 9))-lhrh Ethylamide

    32. H 4065

    33. Deslorelin [mart.]

    34. Deslorelin [who-dd]

    35. Schembl59413

    36. Gtpl9343

    37. Chembl2365665

    38. Dtxsid2048323

    39. Schembl19409316

    40. Bdbm84726

    41. Chebi:177570

    42. (d-trp(sub 6)-pro(sup 9)-net)-gonadotropin Releasing Hormone

    43. Gonadotropin Releasing Hormone, (d-trp(sup 6)-pro(sup 9)-net)-

    44. Des-gly-10-trp-6-ethylamide-lhrh

    45. (d-trp(sup 6)-pro(sup 9))-luteinizing Hormone-releasing Hormone Ethylamide

    46. Akos015994649

    47. Cs-5746

    48. Db11510

    49. Hs-2009

    50. 6-d-tryptophan-9-(n-ethyl-l-prolinamide)-1-9-luteinizing Hormone-releasing Factor (swine)

    51. Gnrh, Trp(6)-n-et-pronh2(9)-

    52. Lhrh, Trp(6)-n-et-pronh2(9)-

    53. Ncgc00167516-02

    54. Ncgc00167516-03

    55. Gnrh, Des-gly(10)-trp(6)-ethylamide-

    56. Hy-12556

    57. Lhrh, Des-gly(10)-trp(6)-ethylamide-

    58. 6-trp-9-n-et-pro-10-des-glynh2-lhrh

    59. 6-d-phenylalanine-9-(n-ethyl-l-prolinamide)-

    60. D03694

    61. 773d656

    62. Des-gly10,(d-trp6)luteinizing Hormone*releasing H

    63. Lhrh, Des-glycyl(10)-tryptophyl(6)-ethylamide-

    64. Q5264591

    65. (d-trp6-pro9-net)luteinizing Hormone-releasing Factor

    66. (d-trp(sup 6),des-gly(sup 10))-lh-rh Ethylamide

    67. [des-gly10, D-trp6]-lh-rh Ethylamide, >=97% (hplc)

    68. Lhrh, Tryptophyl(6)-n-ethylprolinamide(9)-des-glycinamide(10)-

    69. 1-9-luteinizing Hormone-releaasing Factor (swine), 6-d-tryptophan-9-(n-ethyl-l-prolinamide)-

    70. Luteinizing Hormone-releasing Factor (pig), 6-d-tryptophan-9-(n-ethyl-l-prolinamide)-10-deglycinamide-

    71. Luteinizing Hormone-releasing Factor, 6-d-tryptophan-9-(n-ethyl-l-prolinamide)-10-deglycinamide-

    2.4 Create Date
    2008-12-10
    3 Chemical and Physical Properties
    Molecular Weight 1282.4 g/mol
    Molecular Formula C64H83N17O12
    XLogP31.1
    Hydrogen Bond Donor Count16
    Hydrogen Bond Acceptor Count14
    Rotatable Bond Count32
    Exact Mass1281.64071115 g/mol
    Monoisotopic Mass1281.64071115 g/mol
    Topological Polar Surface Area447 Ų
    Heavy Atom Count93
    Formal Charge0
    Complexity2610
    Isotope Atom Count0
    Defined Atom Stereocenter Count9
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Enzyme Inhibitors

    Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)