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    Chemistry

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    Also known as: 24730-10-7, Dihydroergocristinmesilat, Dihydroergocristine mesilate, 9,10-dihydroergocristine methanesulfonate, Dihydroergocristine methanesulfonate, Mls000069354
    Molecular Formula
    C36H45N5O8S
    Molecular Weight
    707.8  g/mol
    InChI Key
    SPXACGZWWVIDGR-SPZWACKZSA-N
    FDA UNII
    DS7CL18UAM
    Dihydroergocristine
    A 9,10alpha-dihydro derivative of ERGOTAMINE that contains an isopropyl sidechain at the 2' position of the molecule.
    1 2D Structure

    Dihydroergocristine

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (6aR,9R,10aR)-N-[(1S,2S,4R,7S)-7-benzyl-2-hydroxy-5,8-dioxo-4-propan-2-yl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide;methanesulfonic acid
    2.1.2 InChI
    InChI=1S/C35H41N5O5.CH4O3S/c1-20(2)34(37-31(41)23-16-25-24-11-7-12-26-30(24)22(18-36-26)17-27(25)38(3)19-23)33(43)40-28(15-21-9-5-4-6-10-21)32(42)39-14-8-13-29(39)35(40,44)45-34;1-5(2,3)4/h4-7,9-12,18,20,23,25,27-29,36,44H,8,13-17,19H2,1-3H3,(H,37,41);1H3,(H,2,3,4)/t23-,25-,27-,28+,29+,34-,35+;/m1./s1
    2.1.3 InChI Key
    SPXACGZWWVIDGR-SPZWACKZSA-N
    2.1.4 Canonical SMILES
    CC(C)C1(C(=O)N2C(C(=O)N3CCCC3C2(O1)O)CC4=CC=CC=C4)NC(=O)C5CC6C(CC7=CNC8=CC=CC6=C78)N(C5)C.CS(=O)(=O)O
    2.1.5 Isomeric SMILES
    CC(C)[C@@]1(C(=O)N2[C@H](C(=O)N3CCC[C@H]3[C@@]2(O1)O)CC4=CC=CC=C4)NC(=O)[C@@H]5C[C@H]6[C@@H](CC7=CNC8=CC=CC6=C78)N(C5)C.CS(=O)(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    DS7CL18UAM
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Diertine

    2. Dihydroergocristine

    3. Dihydroergocristine Monomesylate

    4. Enirant

    5. Ergodavur

    6. Mesylate, Dihydroergocristine

    7. Monomesylate, Dihydroergocristine

    2.3.2 Depositor-Supplied Synonyms

    1. 24730-10-7

    2. Dihydroergocristinmesilat

    3. Dihydroergocristine Mesilate

    4. 9,10-dihydroergocristine Methanesulfonate

    5. Dihydroergocristine Methanesulfonate

    6. Mls000069354

    7. Ds7cl18uam

    8. Smr000058240

    9. Chebi:31490

    10. (6ar,9r,10ar)-n-[(1s,2s,4r,7s)-7-benzyl-2-hydroxy-5,8-dioxo-4-propan-2-yl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9,10,10a-hexahydro-4h-indolo[4,3-fg]quinoline-9-carboxamide;methanesulfonic Acid

    11. 5'alpha-benzyl-9,10alpha-dihydro-12'-hydroxy-2'-isopropylergotaman-3',6',18-trione Monomethanesulphonate

    12. Ergotaman-3',6',18-trione, 9,10-dihydro-12'-hydroxy-2'-(1-methylethyl)-5'-(phenylmethyl)-, (5'alpha,10alpha)-, Methanesulfonate (1:1)

    13. Dihydroergocristine (mesylate)

    14. Unii-ds7cl18uam

    15. Sr-01000075381

    16. Dihydroergocristinmesilat [german]

    17. Diertine (tn)

    18. Prestwick_745

    19. Einecs 246-434-6

    20. Dihydroergocristine Methanesulfonate Salt

    21. Ergocristine, Dihydro-, Methanesulfonate

    22. Oxamide Methanesulfonate

    23. Opera_id_1422

    24. Mls001076298

    25. Mls001333686

    26. Mls002222256

    27. Schembl178144

    28. Dihydroergocristine Monomesylate

    29. Cid_444034

    30. Chembl1255837

    31. Bdbm30706

    32. Dtxsid20872322

    33. Ergocristine, 9,10-dihydro-, Monomethanesulfonate (salt)

    34. 9,10-dihydroergocristine Mesilate

    35. 9,10-dihydroergocristine Mesylate

    36. C35h41n5o5.ch3so3h

    37. Hms1569b06

    38. Hms2096b06

    39. Hms2233k22

    40. Hms3411o07

    41. Hms3675o07

    42. Dihydroergocristine Mesilate (ban)

    43. Hy-n2319

    44. Mfcd00153792

    45. Akos024458318

    46. Ccg-208194

    47. Ncgc00025380-03

    48. Ergotaman-3',6',18-trione, 9,10-dihydro-12'-hydroxy-2'-(1-methylethyl)-5'-(phenylmethyl)-, (5'.alpha.,10.alpha.)-, Monomethanesulfonate (salt)

    49. Ergotamane-3',6',18-trione, 9,10-dihydro-12'-hydroxy-2'-(1-methylethyl)-5'-(phenylmethyl)-, (5'-alpha,10-alpha)-, Monomethanesulfonate (salt)

    50. Dihydroergocristine Mesilate [mart.]

    51. Dihydroergocristine Mesylate [vandf]

    52. Cs-0020631

    53. D-155

    54. Dihydroergocristine Mesilate [who-dd]

    55. Eu-0100409

    56. Mls000069354-02

    57. D07833

    58. Dihydroergocristine Methanesulfonate [mi]

    59. 9,10-dihydroergocristine Methanesulphonate

    60. Dihydroergocristine Mesilate [ep Monograph]

    61. Sr-01000000009

    62. J-015650

    63. Sr-01000000009-2

    64. Sr-01000075381-1

    65. Q27114325

    66. Dihydroergocristine Mesilate, European Pharmacopoeia (ep) Reference Standard

    67. (10alphah)-5'alpha-benzyl-12'-hydroxy-3',6',18-trioxo-2'-(propan-2-yl)-9,10-dihydroergotaman Methanesulfonate

    68. (5'?,10?)-9,10-dihydro-12'-hydroxy-2'-(1-methylethyl)-5'-(phenylmethyl)-ergotaman-3',6',18-trione Mesylate

    69. (5'alpha,10alpha)-9,10-dihydro-12'-hydroxy-2'-(1 -methylethyl)-5'-(phenylmethyl)-ergotaman-3',6',18-tr Ione Mesylate

    70. (6ar,9r,10ar)-n-((2r,5s,10as,10bs)-5-benzyl-10b-hydroxy-2-isopropyl-3,6-dioxooctahydro-2h-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-7-methyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carb

    71. (6ar,9r,10ar)-n-((2r,5s,10as,10bs)-5-benzyl-10b-hydroxy-2-isopropyl-3,6-dioxooctahydro-2h-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-7-methyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxamide Methanesulfonate

    72. (6ar,9r,10ar)-n-[(2r,5s,10as,10bs)-5-benzyl-10b-hydroxy-2-(1-methylethyl)-3,6-dioxo-octahydro-8h-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl]-7-methyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline

    73. 5'.alpha.-benzyl-9,10.alpha.-dihydro-12'-hydroxy-2'-isopropylergotaman-3',6',18-trione Monomethanesulphonate

    74. Ergotaman-3',6',18-trione, 9,10-dihydro-12'-hydroxy-2'-(1-methylethyl)-5'-(phenylmethyl)-, (5'.alpha.,10.alpha.)-, Monomethanesulphonate (salt)

    75. Ergotaman-3',6',18-trione, 9,10-dihydro-12'-hydroxy-2'-(1-methylethyl)-5'-(phenylmethyl)-, (5'alpha,10alpha)-, Monomethanesulfonate (salt)

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 707.8 g/mol
    Molecular Formula C36H45N5O8S
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count5
    Exact Mass707.29888458 g/mol
    Monoisotopic Mass707.29888458 g/mol
    Topological Polar Surface Area181 Ų
    Heavy Atom Count50
    Formal Charge0
    Complexity1300
    Isotope Atom Count0
    Defined Atom Stereocenter Count7
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Vasodilator Agents

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

    Adrenergic Antagonists

    Drugs that bind to but do not activate ADRENERGIC RECEPTORS. Adrenergic antagonists block the actions of the endogenous adrenergic transmitters EPINEPHRINE and NOREPINEPHRINE. (See all compounds classified as Adrenergic Antagonists.)

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