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    Chemistry

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    Also known as: 33515-09-2, Luliberin, Lh-releasing hormone, Lh-releasing factor, Gonadorelina, Gonadorelinum
    Molecular Formula
    C55H75N17O13
    Molecular Weight
    1182.3  g/mol
    InChI Key
    XLXSAKCOAKORKW-AQJXLSMYSA-N
    Human Gonadoliberin-I
    A decapeptide that stimulates the synthesis and secretion of both pituitary gonadotropins, LUTEINIZING HORMONE and FOLLICLE STIMULATING HORMONE. GnRH is produced by neurons in the septum PREOPTIC AREA of the HYPOTHALAMUS and released into the pituitary portal blood, leading to stimulation of GONADOTROPHS in the ANTERIOR PITUITARY GLAND.
    1 2D Structure

    Human Gonadoliberin-I

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S)-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-1-[[(2S)-1-[(2S)-2-[(2-amino-2-oxoethyl)carbamoyl]pyrrolidin-1-yl]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-2-oxoethyl]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/C55H75N17O13/c1-29(2)19-38(49(80)67-37(9-5-17-60-55(57)58)54(85)72-18-6-10-43(72)53(84)62-25-44(56)75)66-46(77)26-63-47(78)39(20-30-11-13-33(74)14-12-30)68-52(83)42(27-73)71-50(81)40(21-31-23-61-35-8-4-3-7-34(31)35)69-51(82)41(22-32-24-59-28-64-32)70-48(79)36-15-16-45(76)65-36/h3-4,7-8,11-14,23-24,28-29,36-43,61,73-74H,5-6,9-10,15-22,25-27H2,1-2H3,(H2,56,75)(H,59,64)(H,62,84)(H,63,78)(H,65,76)(H,66,77)(H,67,80)(H,68,83)(H,69,82)(H,70,79)(H,71,81)(H4,57,58,60)/t36-,37-,38-,39-,40-,41-,42-,43-/m0/s1
    2.1.3 InChI Key
    XLXSAKCOAKORKW-AQJXLSMYSA-N
    2.1.4 Canonical SMILES
    CC(C)CC(C(=O)NC(CCCN=C(N)N)C(=O)N1CCCC1C(=O)NCC(=O)N)NC(=O)CNC(=O)C(CC2=CC=C(C=C2)O)NC(=O)C(CO)NC(=O)C(CC3=CNC4=CC=CC=C43)NC(=O)C(CC5=CN=CN5)NC(=O)C6CCC(=O)N6
    2.1.5 Isomeric SMILES
    CC(C)C[C@@H](C(=O)N[C@@H](CCCN=C(N)N)C(=O)N1CCC[C@H]1C(=O)NCC(=O)N)NC(=O)CNC(=O)[C@H](CC2=CC=C(C=C2)O)NC(=O)[C@H](CO)NC(=O)[C@H](CC3=CNC4=CC=CC=C43)NC(=O)[C@H](CC5=CN=CN5)NC(=O)[C@@H]6CCC(=O)N6
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Cystorelin

    2. Dirigestran

    3. Factrel

    4. Fsh Releasing Hormone

    5. Fsh-releasing Hormone

    6. Gn-rh

    7. Gnrh

    8. Gonadoliberin

    9. Gonadorelin Acetate

    10. Gonadorelin Hydrochloride

    11. Gonadotropin Releasing Hormone

    12. Gonadotropin-releasing Hormone

    13. Kryptocur

    14. Lfrh

    15. Lh Fsh Releasing Hormone

    16. Lh Releasing Hormone

    17. Lh-fsh Releasing Hormone

    18. Lh-releasing Hormone

    19. Lh-rh

    20. Lhfsh Releasing Hormone

    21. Lhfshrh

    22. Lhrh

    23. Luliberin

    24. Luteinizing Hormone Releasing Hormone

    25. Luteinizing Hormone-releasing Hormone

    26. Releasing Hormone, Lhfsh

    2.2.2 Depositor-Supplied Synonyms

    1. 33515-09-2

    2. Luliberin

    3. Lh-releasing Hormone

    4. Lh-releasing Factor

    5. Gonadorelina

    6. Gonadorelinum

    7. Luteostimulin

    8. Fertagyl

    9. Hypocrine

    10. Gonadotropin-releasing Factor

    11. Luteinizing Hormone-releasing Factor

    12. Gonadotropin-releasing Hormone

    13. Gonadoliberin I

    14. Human Gonadoliberin-i

    15. Gnrh-i

    16. Luteinizing Hormone-releasing Factor (swine)

    17. Gnrh

    18. 5-oxo-phwsyglrpgnh2

    19. P-glu-his-trp-ser-tyr-gly-leu-arg-pro-gly-nh2

    20. 9034-40-6

    21. Lh-rh

    22. Chebi:5520

    23. Dirigestran

    24. Gonadotropin-releasing Hormone I

    25. Follicle-stimulating Hormone-releasing Factor

    26. Luteinizing Hormone Releasing Hormone (lhrh)

    27. Glycinamide, 5-oxo-l-prolyl-l-histidyl-l-tryptophyl-l-seryl-l-tyrosylglycyl-l-leucyl-l-arginyl-l-prolyl-

    28. Lrf

    29. Ay-24031

    30. Gn-rh

    31. Luforan

    32. Lutrefact

    33. Nialutin

    34. Relefact

    35. Lutal

    36. Relisorm L

    37. Mammalian Gnrh

    38. Lh-fsh Releasing Hormone

    39. Synthetic Lrf

    40. Dirigestran Spofa

    41. Synthetic Gn-rh

    42. Mammalian Lh-rh

    43. Synthetic Lh-rf

    44. Synthetic Lh-rh

    45. Porchine Lh-rh

    46. 5-oxo-l-prolyl-l-histidyl-l-tryptophyl-l-seryl-l-tyrosylglycyl-l-leucyl-l-arginyl-l-prolylglycinamide

    47. Human Lh-rh

    48. Ovine Lh-rh

    49. Lh-rh (swine)

    50. Synthetic Gonadoliberin

    51. Synthetic Lh-fsh-rh

    52. Lh-rf

    53. Gonadorelin [inn:ban]

    54. Synthetic Lh-rh/fsh-rh

    55. Gonadorelinum [inn-latin]

    56. Lh-releasing Factor (pig)

    57. Porcine Lh-releasing Factor

    58. Gonadorelina [inn-spanish]

    59. Synthetic Lh-releasing Factor

    60. Synthetic Lh-releasing Hormone

    61. Lh-releasing Hormone (porcine)

    62. Unii-9o7312w37g

    63. Synthetic Decapeptide Fsh/lh-rh

    64. Hoe 471

    65. Fertagyl (tn)

    66. Synthetic Lh-fsh Releasing Hormone

    67. Ovine Gonadotropin-releasing Hormone

    68. Einecs 232-895-0

    69. Einecs 251-553-1

    70. Gonadorelin (inn)

    71. Gonadorelin Decapeptide

    72. Mammalian Gonadotropin-releasing Hormone

    73. Synthetic Gonadotropin-releasing Hormone

    74. Ay 24031

    75. Ay 24034

    76. Luteinizing Hormone-releasing Factor (pig)

    77. Luteinizing Hormone-releasing Factor (rat)

    78. Gonadotropin, Pituitary Luteinizing Hormone

    79. Luteinizing Hormone-releasing Factor (human)

    80. Luteinizing Hormone-releasing Factor (sheep)

    81. Luteinizing Hormone-releasing Hormone (swin)

    82. 71447-49-9

    83. Synthetic Gonadotropic Hormone-releasing Hormone

    84. Chembl1007

    85. Gonadotropin,luteinizing Hormone-releasing Hormone

    86. Follicle-stimulating Hormone-releasing Factor (pig)

    87. Schembl143114

    88. Synthetic Lh-releasing Hormone/fsh-releasing Hormone

    89. [125i]-gnrh I

    90. Gtpl3786

    91. Dtxsid20873490

    92. Gonadotropin, Luteinizing Hormone-releasing Hormone, Synthetic

    93. Bdbm50422274

    94. Akos015895122

    95. Akos030213247

    96. 9o7312w37g

    97. Ccg-270650

    98. Hs-2014

    99. [125i]gnrh I (human, Mouse, Rat)

    100. [125i]-gonadotropin-releasing Hormone I

    101. A1147

    102. D08027

    103. Pglu-his-trp-ser-tyr-gly-leu-arg-pro-glynh2

    104. 515g092

    105. A837181

    106. Pglu-his-trp-ser-tyr-gly-leu-arg-pro-gly-nh(2)

    107. Q20817116

    108. Luteinizing Hormone Releasing Hormone Human Acetate Salt (lhrh)

    109. L-pyroglutamyl-l-histidyl-l-tryptophyl-l-seryl-l-tyrosylglycyl-l-leucyl-l-arginyl-l-prolylglycinamide

    2.3 Create Date
    2006-01-25
    3 Chemical and Physical Properties
    Molecular Weight 1182.3 g/mol
    Molecular Formula C55H75N17O13
    XLogP3-2.4
    Hydrogen Bond Donor Count16
    Hydrogen Bond Acceptor Count15
    Rotatable Bond Count31
    Exact Mass1181.57302551 g/mol
    Monoisotopic Mass1181.57302551 g/mol
    Topological Polar Surface Area475 Ų
    Heavy Atom Count85
    Formal Charge0
    Complexity2390
    Isotope Atom Count0
    Defined Atom Stereocenter Count8
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 ATC Code

    H - Systemic hormonal preparations, excl. sex hormones and insulins

    H01 - Pituitary and hypothalamic hormones and analogues

    H01C - Hypothalamic hormones

    H01CA - Gonadotropin-releasing hormones

    H01CA01 - Gonadorelin

    V - Various

    V04 - Diagnostic agents

    V04C - Other diagnostic agents

    V04CM - Tests for fertility disturbances

    V04CM01 - Gonadorelin

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