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    Chemistry

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    Also known as: 34973-08-5, Gonadorelin (acetate), Luteinizing hormone-releasing factor (swine), acetate (salt), 34973-08-5 (acetate), Luprolite acetate, Fertagyl
    Molecular Formula
    C57H79N17O15
    Molecular Weight
    1242.3  g/mol
    InChI Key
    NGCGMRBZPXEPOZ-HBBGHHHDSA-N
    Gonadorelin Acetate
    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

    Gonadorelin Acetate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    acetic acid;(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.C2H4O2/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;1-2(3)4/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);1H3,(H,3,4)/t36-,37-,38-,39-,40-,41-,42-,43-;/m0./s1
    2.1.3 InChI Key
    NGCGMRBZPXEPOZ-HBBGHHHDSA-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.CC(=O)O
    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.CC(=O)O
    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

    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. 34973-08-5

    2. Gonadorelin (acetate)

    3. Luteinizing Hormone-releasing Factor (swine), Acetate (salt)

    4. 34973-08-5 (acetate)

    5. Luprolite Acetate

    6. Fertagyl

    7. Hypocrine

    8. Cystorelin

    9. Fertiline

    10. Lutrelef

    11. Lutrepulse

    12. Gonadorelin Diacetate

    13. 33515-09-2

    14. 71447-49-9

    15. Gnrh

    16. Gonadorelin Acetate Anhydrous

    17. Unii-k56qt79s2o

    18. Luteinizing

    19. Luteinizing Hormone-releasing Factor (pig), Acetate (salt)

    20. Gnrh-i Acetate

    21. Abbott-41070

    22. Synthetic Luteinizing Hormone-releasing Factor Acetate

    23. Lhrh Acetate

    24. Gonadorelin Acetate Mixture

    25. Unii-z6tk4t303l

    26. K56qt79s2o

    27. Z6tk4t303l

    28. Chembl1200511

    29. Dtxsid30198161

    30. Mfcd01742354

    31. Cs-5289

    32. Hy-12555

    33. 47g499

    34. Luteinizing Hormone Releasing Factor Monoacetate

    35. Luteinizing Hormone-releasing Factor Diacetate Tetrahydrate

    2.3 Create Date
    2007-01-09
    3 Chemical and Physical Properties
    Molecular Weight 1242.3 g/mol
    Molecular Formula C57H79N17O15
    Hydrogen Bond Donor Count17
    Hydrogen Bond Acceptor Count17
    Rotatable Bond Count31
    Exact Mass1241.59415488 g/mol
    Monoisotopic Mass1241.59415488 g/mol
    Topological Polar Surface Area512 Ų
    Heavy Atom Count89
    Formal Charge0
    Complexity2420
    Isotope Atom Count0
    Defined Atom Stereocenter Count8
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2

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