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    Chemistry

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    Also known as: 1180-71-8, Dictamnolactone, Obaculactone, Citrolimonin, Evodin, Limonine
    Molecular Formula
    C26H30O8
    Molecular Weight
    470.5  g/mol
    InChI Key
    KBDSLGBFQAGHBE-MSGMIQHVSA-N
    FDA UNII
    L0F260866S
    Limonin
    limonin is a natural product found in Flacourtia jangomas, Raulinoa echinata, and other organisms with data available.
    1 2D Structure

    Limonin

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (1R,2R,7S,10R,13R,14R,16S,19S,20S)-19-(furan-3-yl)-9,9,13,20-tetramethyl-4,8,15,18-tetraoxahexacyclo[11.9.0.02,7.02,10.014,16.014,20]docosane-5,12,17-trione
    2.1.2 InChI
    InChI=1S/C26H30O8/c1-22(2)15-9-16(27)24(4)14(25(15)12-31-18(28)10-17(25)33-22)5-7-23(3)19(13-6-8-30-11-13)32-21(29)20-26(23,24)34-20/h6,8,11,14-15,17,19-20H,5,7,9-10,12H2,1-4H3/t14-,15-,17-,19-,20+,23-,24-,25+,26+/m0/s1
    2.1.3 InChI Key
    KBDSLGBFQAGHBE-MSGMIQHVSA-N
    2.1.4 Canonical SMILES
    CC1(C2CC(=O)C3(C(C24COC(=O)CC4O1)CCC5(C36C(O6)C(=O)OC5C7=COC=C7)C)C)C
    2.1.5 Isomeric SMILES
    C[C@@]12CC[C@H]3[C@]([C@@]14[C@H](O4)C(=O)O[C@H]2C5=COC=C5)(C(=O)C[C@@H]6[C@@]37COC(=O)C[C@@H]7OC6(C)C)C
    2.2 Other Identifiers
    2.2.1 UNII
    L0F260866S
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 7,16-dioxo-7,16-dideoxylimondiol

    2. Obaculactone

    2.3.2 Depositor-Supplied Synonyms

    1. 1180-71-8

    2. Dictamnolactone

    3. Obaculactone

    4. Citrolimonin

    5. Evodin

    6. Limonine

    7. 7,16-dioxo-7,16-dideoxylimondiol

    8. Limoni

    9. Limonoic Acid, Di-delta-lactone

    10. Evodia Fruit

    11. Nsc 36508

    12. Limonoic Acid 3,19:16,17-dilactone

    13. Limonoate D-ring-lactone

    14. (4as,6ar,8ar,8br,9as,12s,12as,14ar,14br)-12-(furan-3-yl)-6,6,8a,12a-tetramethyldecahydro-1h,3h-oxireno[2,3-d]pyrano[4',3':3,3a]isobenzofuro[5,4-f]isochromene-3,8,10(6h,9ah)-trione

    15. Chebi:16226

    16. Limonoic Acid 3,19:16,17 Dilactone

    17. L0f260866s

    18. Dsstox_cid_25985

    19. Dsstox_rid_81273

    20. Dsstox_gsid_45985

    21. (4as,6ar,8ar,8br,9as,12s,12as,14ar,14br)-12-(furan-3-yl)-6,6,8a,12a-tetramethyldecahydrooxireno[2,3-d]pyrano[4',3':3,3a]isobenzofuro[5,4-f]isochromene-3,8,10(1h,6h,8ah)-trione

    22. 11h,13h-oxireno(d)pyrano(4',3':3,3a)isobenzofuro(5,4-f)(2)benzopyran-4,6,13(2h,5ah)-trione, 8-(3-furyl)decahydro-2,2,4a,8a-tetramethyl-

    23. Limone

    24. Mfcd00075922

    25. (1r,2r,7s,10r,13r,14r,16s,19s,20s)-19-(furan-3-yl)-9,9,13,20-tetramethyl-4,8,15,18-tetraoxahexacyclo[11.9.0.02,7.02,10.014,16.014,20]docosane-5,12,17-trione

    26. (4as,6ar,8ar,8br,9as,12r,12as,14ar,14br)-12-(3-furyl)-6,6,8a,12a-tetramethyldecahydro-3h-oxireno[d]pyrano[4',3':3,3a][2]benzofuro[5,4-f]isochromene-3,8,10(6h,9ah)-trione

    27. 11h,13h-oxireno(d)pyrano(4',3':3,3a)isobenzofuro(5,4-f)(2)benzopyran-4,6,13(2h,5ah)-trione, 8-(3-furanyl)decahydro-2,2,4a,8a-tetramethyl-, (2ar,4ar,4br,5as,8s,8as,10ar,10br,14as)-

    28. 1809582-56-6

    29. Rel-(4as,6ar,8ar,8br,9as,12s,12as,14ar,14br)-12-(furan-3-yl)-6,6,8a,12a-tetramethyldecahydrooxireno[2,3-d]pyrano[4',3':3,3a]isobenzofuro[5,4-f]isochromene-3,8,10(1h,6h,8ah)-trione

    30. Cas-1180-71-8

    31. Limonoic Acid Di-delta-lactone

    32. 3-furyl(tetramethyl)[?]trione

    33. Linonin

    34. Nsc36508

    35. Ccris 4047

    36. Nsc-36508

    37. Unii-l0f260866s

    38. Ncgc00095714-01

    39. Limonoic Acid, Di-.delta.-lactone

    40. Ai3-37932

    41. Limonin [mi]

    42. Spectrum2_001728

    43. Spectrum3_001012

    44. Spectrum4_001140

    45. Spectrum5_000935

    46. Limonin, Analytical Standard

    47. Bspbio_002763

    48. Kbiogr_001659

    49. Limonoic Acid Di-del.-lactone

    50. Schembl320315

    51. Spectrum1800018

    52. Spbio_001776

    53. Chembl517449

    54. Dtxsid8045985

    55. Acon1_001996

    56. Kbio3_001983

    57. Limonoic Acid Di-.delta.-lactone

    58. Zinc4096134

    59. Tox21_111513

    60. Bdbm50418089

    61. Ccg-38796

    62. Akos015965307

    63. Tox21_111513_1

    64. Ac-8045

    65. Cs-1237

    66. Sdccgmls-0066837.p001

    67. Ncgc00178483-01

    68. Ncgc00178483-02

    69. Ncgc00178483-04

    70. Ncgc00178483-05

    71. Ncgc00178483-14

    72. Ncgc00263659-01

    73. As-15249

    74. Hy-17411

    75. L0258

    76. Limonin, From Citrus Seeds, >90% (hplc)

    77. N1349

    78. S2319

    79. C03514

    80. 180l718

    81. A854522

    82. Q-100083

    83. Q2398745

    84. Brd-k05906022-001-03-6

    85. Brd-k05906022-001-05-1

    86. Limone; Citrolimonin; Evodine; Dictamnolactone; Obaculactone

    87. (4as,14br)-12-(furan-3-yl)-6,6,8a,12a-tetramethyldecahydro-1h,3h-oxireno[2,3-d]pyrano[4',3':3,3a]isobenzofuro[5,4-f]isochromene-3,8,10(6h,9ah)-trione

    88. (4as,6ar,8ar,8br,9as,12r,12as,14ar,14br)-12-(furan-3-yl)-6,6,8a,12a-tetramethyldecahydro-3h-oxireno[d]pyrano[4',3':3,3a][2]benzofuro[5,4-f]isochromene-3,8,10(6h,9ah)-trione

    89. 11h,13h-oxireno(d)pyrano(4',3':3,3a)isobenzofuro(5,4-f)(2)benzopyran-4,6,13(2h,5ah)-trione, 8-(3-furanyl)decahydro-2,2,4a,8a-tetramethyl-, (2ar-(2aalpha,4abeta,4br,5aalpha,8alpha,8aalpha,10aalpha,10br*,14aalpha))-

    2.4 Create Date
    2004-09-16
    3 Chemical and Physical Properties
    Molecular Weight 470.5 g/mol
    Molecular Formula C26H30O8
    XLogP31.8
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count1
    Exact Mass470.19406791 g/mol
    Monoisotopic Mass470.19406791 g/mol
    Topological Polar Surface Area105 Ų
    Heavy Atom Count34
    Formal Charge0
    Complexity1010
    Isotope Atom Count0
    Defined Atom Stereocenter Count9
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1

    API Reference Price

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    20-May-2023
    24-Aug-2023
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