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    Lypressin

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    REF. STANDARDS & IMPURITIES

    PharmaCompass
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    2D Structure
    Also known as: Lysine vasopressin, Lysipressin, Syntopressin, 50-57-7, Postacton, Diapid
    Molecular Formula
    C46H65N13O12S2
    Molecular Weight
    1056.2  g/mol
    InChI Key
    BJFIDCADFRDPIO-DZCXQCEKSA-N
    The porcine antidiuretic hormone (VASOPRESSINS). It is a cyclic nonapeptide that differs from ARG-VASOPRESSIN by one amino acid, containing a LYSINE at residue 8 instead of an ARGININE. Lys-vasopressin is used to treat DIABETES INSIPIDUS or to improve vasomotor tone and BLOOD PRESSURE.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S)-N-[(2S)-6-amino-1-[(2-amino-2-oxoethyl)amino]-1-oxohexan-2-yl]-1-[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carboxamide
    2.1.2 InChI
    InChI=1S/C46H65N13O12S2/c47-17-5-4-9-29(40(65)52-22-38(51)63)54-45(70)35-10-6-18-59(35)46(71)34-24-73-72-23-28(48)39(64)55-31(20-26-11-13-27(60)14-12-26)43(68)56-32(19-25-7-2-1-3-8-25)42(67)53-30(15-16-36(49)61)41(66)57-33(21-37(50)62)44(69)58-34/h1-3,7-8,11-14,28-35,60H,4-6,9-10,15-24,47-48H2,(H2,49,61)(H2,50,62)(H2,51,63)(H,52,65)(H,53,67)(H,54,70)(H,55,64)(H,56,68)(H,57,66)(H,58,69)/t28-,29-,30-,31-,32-,33-,34-,35-/m0/s1
    2.1.3 InChI Key
    BJFIDCADFRDPIO-DZCXQCEKSA-N
    2.1.4 Canonical SMILES
    C1CC(N(C1)C(=O)C2CSSCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2)CC(=O)N)CCC(=O)N)CC3=CC=CC=C3)CC4=CC=C(C=C4)O)N)C(=O)NC(CCCCN)C(=O)NCC(=O)N
    2.1.5 Isomeric SMILES
    C1C[C@H](N(C1)C(=O)[C@@H]2CSSC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N2)CC(=O)N)CCC(=O)N)CC3=CC=CC=C3)CC4=CC=C(C=C4)O)N)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. 8 Lysine Vasopressin

    2. 8-lysine Vasopressin

    3. Diapid

    4. Lys Vasopressin

    5. Lys-vasopressin

    6. Lysine Vasopressin

    7. Lysyl Vasopressin

    8. Postacton

    9. Vasopressin, 8-lysine

    10. Vasopressin, Lysine

    11. Vasopressin, Lysyl

    2.2.2 Depositor-Supplied Synonyms

    1. Lysine Vasopressin

    2. Lysipressin

    3. Syntopressin

    4. 50-57-7

    5. Postacton

    6. Diapid

    7. Lysine Pitressin

    8. 8-l-lysinevasopressin

    9. L-lysine Vasopressin

    10. Vasopressin-8-lysine

    11. Vasopressin Pig

    12. Vasopressin, 8-l-lysine-

    13. (8-lysine)vasopressin

    14. Vasopressin, 8-l-lysine

    15. Vasopressin (lysine Form)

    16. [lys8]-vasopressin

    17. 8-l-lysine Vasopressin

    18. 50-57-7 (free Base)

    19. [8-lysine]vasopressin

    20. Lysine-vasopressin

    21. Dsstox_cid_28501

    22. Dsstox_rid_82773

    23. Dsstox_gsid_48575

    24. L-cysteinyl-l-tyrosyl-l-phenylalanyl-l-glutaminyl-l-asparaginyl-l-cysteinyl-l-prolyl-l-lysylglycinamide Cyclic (1->6)-disulfide

    25. Lipressina

    26. Lypressine

    27. Lypressinum

    28. Lysopressin

    29. Lipresina

    30. Lysylvasopressin

    31. (lys8)-vasopressin

    32. Cas-50-57-7

    33. (s)-n-((s)-6-amino-1-((2-amino-2-oxoethyl)amino)-1-oxohexan-2-yl)-1-((4r,7s,10s,13s,16s,19r)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-(4-hydroxybenzyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl)pyrrolidine-2-carboxamide

    34. L-8

    35. Lipressina [dcit]

    36. Lipresina [inn-spanish]

    37. Lypressine [inn-french]

    38. Lypressinum [inn-latin]

    39. Unii-7czf3l922y

    40. 3-(phenylalanine)-8-lysine Oxytocin

    41. L-lysinamide,

    42. Lysine-adh

    43. Lypressin [usan:usp:inn:ban]

    44. Ncgc00181743-01

    45. Ncgc00181743-02

    46. Lvp

    47. Einecs 200-050-5

    48. Brn 4648365

    49. [lys8]avp

    50. Schembl33287

    51. 7czf3l922y

    52. Gtpl2172

    53. Chembl1200690

    54. Dtxsid8048575

    55. Chebi:94802

    56. Cys-tyr-phe-gln-asn-cys-pro-lys-gly-nh2, Cyclic 1-6 Disulfide

    57. Hy-p0004

    58. Tox21_112902

    59. Tox21_113427

    60. [lys8]-vasopressinlysine Vasopressin

    61. Mfcd00076754

    62. Ccg-270620

    63. Cs-5838

    64. Db14642

    65. (2s)-n-[(2s)-6-amino-1-[(2-amino-2-oxoethyl)amino]-1-oxohexan-2-yl]-1-[(4r,7s,10s,13s,16s,19r)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carboxamide

    66. Oxytocin, 3-(l-phenylalanine)-8-l-lysine-

    67. Vasopressin, 8-l-lysine- (7ci,8ci,9ci)

    68. C75370

    69. L]carbonyl]-l-prolyl-n-(2-amino-2-oxoethyl)-

    70. 076l754

    71. Brd-k93331255-001-01-2

    72. Q27082434

    73. 1,2-dithia-5,8,11,14,17-pentaazacycloeicosane-10-propionamide

    74. Cys-tyr-phe-gln-asn-cys-pro-lys-gly-nh2[disulfide Bridge: 1-6]

    75. (2s)-n-[(2s)-6-amino-1-[(2-amino-2-oxoethyl)amino]-1-oxohexan-2-yl]-1-[(4r,7s,10s,13s,16s,19r)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-13-(phenylmethyl)1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carboxamide

    76. (2s)-n-[(2s)-6-amino-1-[(2-amino-2-oxoethyl)amino]-1-oxohexan-2-yl]-1-[[(4r,7s,10s,13s,16s,19r)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-13-(phenylmethyl)-1,2-dithia-5,8,11,14,17-pentazacycloeicos-4-yl]-oxomethyl]-2-pyrrolidinecarboxamide

    77. 1-[[(4r,7s,10s,13s,16s,19r)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-13-(phenylmethyl)-1,2-dithia-5,8,11,14,17-pentaazacycloeicos-4-y

    78. 1-{[(4r,7s,10s,13s,16s,19r)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-(4-hydroxybenzyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl]carbonyl}-l-p Rolyl-l-lysylglycinamide

    79. 19-amino-4-[2-[[5-amino-1-[(carbamoylmethyl)carbamoyl]pentyl]carbamoyl]-1-pyrrolidinylcarbonyl]-13-benzyl-7-(carbamoylmethyl)-16-p-hydroxybenzyl-6,9,12,15,18-pentaoxo- (6ci)

    80. Glycinamide, L-cysteinyl-l-tyrosyl-l-phenylalanyl-l-glutaminyl-l-asparaginyl-l-cysteinyl-l-prolyl-l-lysyl-, Cyclic (1>6)-disulfide

    81. L 8

    82. L-cysteinyl-l-tyrosyl-l-phenylalanyl-l-glutaminyl-l-asparaginyl-l-cysteinyl-l-prolyl-l-lysylglycinamide Cyclic (1-6)-disulfide

    2.3 Create Date
    2005-06-01
    3 Chemical and Physical Properties
    Molecular Weight 1056.2 g/mol
    Molecular Formula C46H65N13O12S2
    XLogP3-3.9
    Hydrogen Bond Donor Count13
    Hydrogen Bond Acceptor Count16
    Rotatable Bond Count19
    Exact Mass1055.43170691 g/mol
    Monoisotopic Mass1055.43170691 g/mol
    Topological Polar Surface Area476 Ų
    Heavy Atom Count73
    Formal Charge0
    Complexity1960
    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 MeSH Pharmacological Classification

    Antidiuretic Agents

    Agents that reduce the excretion of URINE, most notably the octapeptide VASOPRESSINS. (See all compounds classified as Antidiuretic Agents.)

    Hemostatics

    Agents acting to arrest the flow of blood. Absorbable hemostatics arrest bleeding either by the formation of an artificial clot or by providing a mechanical matrix that facilitates clotting when applied directly to the bleeding surface. These agents function more at the capillary level and are not effective at stemming arterial or venous bleeding under any significant intravascular pressure. (See all compounds classified as Hemostatics.)

    Vasoconstrictor Agents

    Drugs used to cause constriction of the blood vessels. (See all compounds classified as Vasoconstrictor Agents.)

    4.2 ATC Code

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

    H01 - Pituitary and hypothalamic hormones and analogues

    H01B - Posterior pituitary lobe hormones

    H01BA - Vasopressin and analogues

    H01BA03 - Lypressin