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    Chemistry

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    Also known as: Ecdysterone, 5289-74-7, Crustecdysone, Beta-ecdysone, Polypodine a, Commisterone
    Molecular Formula
    C27H44O7
    Molecular Weight
    480.6  g/mol
    InChI Key
    NKDFYOWSKOHCCO-YPVLXUMRSA-N
    FDA UNII
    779A7KPL0Y
    20-Hydroxyecdysone
    A steroid hormone that regulates the processes of MOLTING or ecdysis in insects. Ecdysterone is the 20-hydroxylated ECDYSONE.
    1 2D Structure

    20-Hydroxyecdysone

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
    2.1.2 InChI
    InChI=1S/C27H44O7/c1-23(2,32)9-8-22(31)26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-34H,6-11,13-14H2,1-5H3/t15-,17-,19+,20-,21-,22+,24+,25+,26+,27+/m0/s1
    2.1.3 InChI Key
    NKDFYOWSKOHCCO-YPVLXUMRSA-N
    2.1.4 Canonical SMILES
    CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(C(CCC(C)(C)O)O)O)O
    2.1.5 Isomeric SMILES
    C[C@]12CC[C@H]3C(=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)[C@@]1(CC[C@@H]2[C@](C)([C@@H](CCC(C)(C)O)O)O)O
    2.2 Other Identifiers
    2.2.1 UNII
    779A7KPL0Y
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 20 Hydroxyecdysone

    2. Beta Ecdysone

    3. Beta-ecdysone

    4. Crustecdysone

    5. Ecdysterone

    2.3.2 Depositor-Supplied Synonyms

    1. Ecdysterone

    2. 5289-74-7

    3. Crustecdysone

    4. Beta-ecdysone

    5. Polypodine A

    6. Commisterone

    7. Crustecdyson

    8. Ecdysteron

    9. Isoinokosterone

    10. Viticosterone

    11. The-7

    12. 20-oh Ecdysone

    13. Beta-ecdysterone

    14. Ekdisten

    15. Hydroxyecdysone

    16. Polypodine C

    17. Ecdysten

    18. B-ecdysone

    19. (2beta,3beta,5beta,22r)-2,3,14,20,22,25-hexahydroxycholest-7-en-6-one

    20. Insect Moulting Hormone

    21. 779a7kpl0y

    22. Bio101

    23. Chembl224128

    24. Chebi:16587

    25. 20e

    26. 20-e

    27. Cholest-7-en-6-one, 2,3,14,20,22,25-hexahydroxy-, (2b,3b,5b,22r)-

    28. Cholest-7-en-6-one, 2,3,14,20,22,25-hexahydroxy-, (2.beta.,3.beta.,5.beta.,22r)-

    29. (2s,3r,5r,9r,10r,13r,14s,17s)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2r,3r)-2,3,6-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1h-cyclopenta[a]phenanthren-6-one

    30. Beta-ecdisone

    31. (2b,3b,5b,22r)-2,3,14,20,22,25-hexahydroxycholest-7-en-6-one

    32. 2beta,3beta,14alpha,20,22r,25-hexahydroxy-5beta-cholest-7-en-6-one

    33. Mfcd00036740

    34. 2beta,3beta,14alpha,20r,22r,25-hexahydroxy-5beta-cholest-7-en-6-one

    35. (+)-ecdysterone

    36. Smr000539832

    37. Unii-779a7kpl0y

    38. Edysterone

    39. Ecdystene

    40. Sarconeos

    41. .beta-ecdysterone

    42. Nsc-629484

    43. 20-hydroxyecdyson

    44. Nsc 629484

    45. Polypodin A

    46. Polypodin C

    47. Brn 1917578

    48. B-ecdysone,commisterone

    49. 20-hydroxy-a-ecdysone

    50. Ai3-44727

    51. Schembl22086

    52. Mls001164644

    53. Mls002207226

    54. Bio-101 [who-dd]

    55. Dtxsid5040388

    56. Gtpl11987

    57. 20-hydroxyecdysone [mi]

    58. Bio-101

    59. Hms2230l09

    60. Hy-n6979

    61. 2-beta,3-beta,14,20,22,25-hexahydroxy-5-beta-cholet-7-en-6-one

    62. 20-hydroxy-.alpha.-ecdysone

    63. 20-hydroxyecdysone [who-dd]

    64. Bdbm50326777

    65. Lmst01010209

    66. S2417

    67. Akos004120029

    68. Zinc238809241

    69. Ccg-269554

    70. Cholest-7-en-6-one, 2,3,14,20,22,25-hexahydroxy-, (2beta,3beta,5beta,22r)-

    71. Ac-19603

    72. Ac-34796

    73. Cs-0007134

    74. N1350

    75. 20-hydroxyecdysone, >=93% (hplc), Powder

    76. 289e747

    77. A829299

    78. Q423338

    79. Q-201054

    80. (2beta,3beta,5beta)-2,3,14,20,22,25-hexahydroxycholest-7-en-6-one

    81. 2-beta,3-beta,14,20,22,25-hexahydroxy-5-beta-cholet-7-en-6- One

    82. (22r)-2beta,3beta,14alpha,20,22,25-hexahydroxy-5beta-cholest-7-en-6-one

    83. (2alpha,3alpha,5alpha,22r)-2,3,14,20,22,25-hexahydroxycholest-7-en-6-one

    84. 5-beta-cholest-7-en-6-one, 2-beta,3-beta,14,20,22,25-hexahydroxy-, (22r)-

    85. Cholest-7-en-6-one, 2,3,14,20,22,25-hexahydroxy-, (2-beta,3-beta,5-beta,22r)-

    86. (2s,3r,5r,9r,10r,13r,14s,17s)-2,3,14-trihydroxy-10,13-dimethyl-17-((2r,3r)-2,3,6-trihydroxy-6-methylheptan-2-yl)-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6h-cyclopenta[a]phenanthren-6-one

    87. (2s,3r,5r,9r,10r,13r,14s,17s)-2,3,14-trihydroxy-10,13-dimethyl-17-[(1r,2r)-1,2,5-trihydroxy-1,5-dimethyl-hexyl]-2,3,4,5,9,11,12,15,16,17-decahydro-1h-cyclopenta[a]phenanthren-6-one

    88. 2,3,14-trihydroxy-10,13-dimethyl-17-(1,2,5-trihydroxy-1,5-dimethyl-hexyl)-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-6-one

    2.4 Create Date
    2004-09-16
    3 Chemical and Physical Properties
    Molecular Weight 480.6 g/mol
    Molecular Formula C27H44O7
    XLogP30.5
    Hydrogen Bond Donor Count6
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count5
    Exact Mass480.30870374 g/mol
    Monoisotopic Mass480.30870374 g/mol
    Topological Polar Surface Area138 Ų
    Heavy Atom Count34
    Formal Charge0
    Complexity869
    Isotope Atom Count0
    Defined Atom Stereocenter Count10
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1

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