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    Ipamorelin

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    2D Structure
    Also known as: 170851-70-4, Ipamorelin [inn], Y9m3s784z6, Aib-his-d-2-nal-d-phe-lys-nh2, Nnc-260161, Nnc 26-0161
    Molecular Formula
    C38H49N9O5
    Molecular Weight
    711.9  g/mol
    InChI Key
    NEHWBYHLYZGBNO-BVEPWEIPSA-N
    FDA UNII
    Y9M3S784Z6
    Ipamorelin is a pentapeptide (Aib-His-D-2-Nal-D-Phe-Lys-NH2) and a ghrelin mimetic with growth hormone (GH) releasing activity. Ipamorelin mimics ghrelin and binds to the ghrelin receptor (or GH secretagogue receptor, GHSR) in the brain, thereby selectively stimulating the release of GH from the pituitary gland. This results in increased plasma GH levels, which would affect many biological processes. Besides its presence in the brain, GHSR can also be found in the gastrointestinal tract, heart, lung, liver, kidney, pancreas, adipose tissue and immune cells. Unlike other GH releasing peptides, ipamorelin only stimulates GH release in a manner very similar to that of growth hormone releasing hormone.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S)-6-amino-2-[[(2R)-2-[[(2R)-2-[[(2S)-2-[(2-amino-2-methylpropanoyl)amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-3-naphthalen-2-ylpropanoyl]amino]-3-phenylpropanoyl]amino]hexanamide
    2.1.2 InChI
    InChI=1S/C38H49N9O5/c1-38(2,41)37(52)47-32(21-28-22-42-23-43-28)36(51)46-31(20-25-15-16-26-12-6-7-13-27(26)18-25)35(50)45-30(19-24-10-4-3-5-11-24)34(49)44-29(33(40)48)14-8-9-17-39/h3-7,10-13,15-16,18,22-23,29-32H,8-9,14,17,19-21,39,41H2,1-2H3,(H2,40,48)(H,42,43)(H,44,49)(H,45,50)(H,46,51)(H,47,52)/t29-,30+,31+,32-/m0/s1
    2.1.3 InChI Key
    NEHWBYHLYZGBNO-BVEPWEIPSA-N
    2.1.4 Canonical SMILES
    CC(C)(C(=O)NC(CC1=CN=CN1)C(=O)NC(CC2=CC3=CC=CC=C3C=C2)C(=O)NC(CC4=CC=CC=C4)C(=O)NC(CCCCN)C(=O)N)N
    2.1.5 Isomeric SMILES
    CC(C)(C(=O)N[C@@H](CC1=CN=CN1)C(=O)N[C@H](CC2=CC3=CC=CC=C3C=C2)C(=O)N[C@H](CC4=CC=CC=C4)C(=O)N[C@@H](CCCCN)C(=O)N)N
    2.2 Other Identifiers
    2.2.1 UNII
    Y9M3S784Z6
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Aib-his-2nal-phe-lys-nh2

    2.3.2 Depositor-Supplied Synonyms

    1. 170851-70-4

    2. Ipamorelin [inn]

    3. Y9m3s784z6

    4. Aib-his-d-2-nal-d-phe-lys-nh2

    5. Nnc-260161

    6. Nnc 26-0161

    7. Nnc-26-0161

    8. 2-methylalanyl-l-histidyl-3-(2-naphthyl)-d-alanyl-d-phenylalanyl-l-lysinamide

    9. Ipamorelin Acetate

    10. Unii-y9m3s784z6

    11. Ipamorelin [who-dd]

    12. Aib-his-2nal-phe-lys-nh2

    13. Chembl58547

    14. Schembl183305

    15. Schembl8169698

    16. Amy25371

    17. Vga85170

    18. Zinc29562299

    19. Db12370

    20. Ncgc00167295-01

    21. As-56185

    22. 2-methylalanyl-l-histidyl-3-(2-naphthyl)-d-alanyl-d-phenylalanyl-l-lysinamide.

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 711.9 g/mol
    Molecular Formula C38H49N9O5
    XLogP31.8
    Hydrogen Bond Donor Count8
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count19
    Exact Mass711.38566570 g/mol
    Monoisotopic Mass711.38566570 g/mol
    Topological Polar Surface Area240 Ų
    Heavy Atom Count52
    Formal Charge0
    Complexity1200
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1