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    Technical details about Cepharanthine, learn more about the structure, uses, toxicity, action, side effects and more

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    Cepharanthine

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    2D Structure
    1. Also known as: 481-49-2, Cepharanthin, (+)-cepharanthine, O-methylcepharanoline, Cepharantin, Cepharanthine [jan]
    Molecular Formula
    C37H38N2O6
    Molecular Weight
    606.7  g/mol
    InChI Key
    YVPXVXANRNDGTA-WDYNHAJCSA-N
    FDA UNII
    7592YJ0J6T
    (14S,27R)-22,33-dimethoxy-13,28-dimethyl-2,5,7,20-tetraoxa-13,28-diazaoctacyclo[25.6.2.2,.1,.1,.0,.0,.0,]nonatriaconta-1(34),3,8,10(39),16,18,21(36),22,24,31(35),32,37-dodecaene is a natural product found in Stephania sinica, Stephania cephalantha, and other organisms with data available.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (14S,27R)-22,33-dimethoxy-13,28-dimethyl-2,5,7,20-tetraoxa-13,28-diazaoctacyclo[25.6.2.216,19.13,10.121,25.04,8.031,35.014,39]nonatriaconta-1(33),3(39),4(8),9,16(38),17,19(37),21,23,25(36),31,34-dodecaene
    2.1.2 InChI
    InChI=1S/C37H38N2O6/c1-38-13-11-24-18-31(41-4)33-20-27(24)28(38)16-23-7-10-30(40-3)32(17-23)44-26-8-5-22(6-9-26)15-29-35-25(12-14-39(29)2)19-34-36(37(35)45-33)43-21-42-34/h5-10,17-20,28-29H,11-16,21H2,1-4H3/t28-,29+/m1/s1
    2.1.3 InChI Key
    YVPXVXANRNDGTA-WDYNHAJCSA-N
    2.1.4 Canonical SMILES
    CN1CCC2=CC3=C(C4=C2C1CC5=CC=C(C=C5)OC6=C(C=CC(=C6)CC7C8=CC(=C(C=C8CCN7C)OC)O4)OC)OCO3
    2.1.5 Isomeric SMILES
    CN1CCC2=CC3=C(C4=C2[C@@H]1CC5=CC=C(C=C5)OC6=C(C=CC(=C6)C[C@@H]7C8=CC(=C(C=C8CCN7C)OC)O4)OC)OCO3
    2.2 Other Identifiers
    2.2.1 UNII
    7592YJ0J6T
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 6',12'-dimethoxy-2,2'-dimethyl-6,7-(methylenebis(oxy))oxyacanthan

    2. Cepharanthin

    2.3.2 Depositor-Supplied Synonyms

    1. 481-49-2

    2. Cepharanthin

    3. (+)-cepharanthine

    4. O-methylcepharanoline

    5. Cepharantin

    6. Cepharanthine [jan]

    7. 6',12'-dimethoxy-2,2'-dimethyl-6,7-(methylenebis(oxy))oxyacanthan

    8. Nsc-623442

    9. Chebi:3546

    10. 7592yj0j6t

    11. Nsc623442

    12. Cepharanthine (jan)

    13. (14s,27r)-22,33-dimethoxy-13,28-dimethyl-2,5,7,20-tetraoxa-13,28-diazaoctacyclo[25.6.2.216,19.13,10.121,25.04,8.031,35.014,39]nonatriaconta-1(33),3(39),4(8),9,16(38),17,19(37),21,23,25(36),31,34-dodecaene

    14. Oxyacanthan, 6',12'-dimethoxy-2,2'-dimethyl-6,7-(methylenebis(oxy))-

    15. Ecaene (non-preferred Name)

    16. Dsstox_cid_25957

    17. Dsstox_rid_81253

    18. Dsstox_gsid_45957

    19. 22,33-dimethoxy-13,28-dimethyl-2,5,7,20-tetraoxa-13,28-diazaoctacyclo[25.6.2.216,19.13,10.121,25.04,8.031,35.014,39]nonatriaconta-1(33),3(39),4(8),9,16(38),17,19(37),21,23,25(36),31,34-dodecaene

    20. Cas-481-49-2

    21. Ccris 6539

    22. Sr-01000779734

    23. Nsc 623442

    24. Brn 0075231

    25. Unii-7592yj0j6t

    26. Cepharanthin,(s)

    27. Ncgc00095194-01

    28. (14s,27r)-22,33-dimethoxy-13,28-dimethyl-2,5,7,20-tetraoxa-13,28-diazaoctacyclo[25.6.2.2~16,19~.1~3,10~.1~21,25~.0~4,8~.0~14,39~.0~31,35~]nonatriaconta-1(33),3,8,10(39),16,18,21(36),22,24,31,34,37-dod

    29. Cepharanthine (tn)

    30. Spectrum2_000832

    31. Spectrum3_001963

    32. 12-o-methylcepharanoline

    33. Cepharanthine [mi]

    34. Upcmld-dp054

    35. Bspbio_003563

    36. 4-27-00-09061 (beilstein Handbook Reference)

    37. Mls000728518

    38. Schembl154545

    39. Spectrum1505322

    40. Spbio_000783

    41. Cepharanthine [who-dd]

    42. Chembl449782

    43. Dtxsid6045957

    44. Upcmld-dp054:001

    45. Kbio3_002909

    46. Cepharanthine, >=95% (hplc)

    47. Cepharanthine, >=98% (hplc)

    48. Hms1922j12

    49. Hms2232f21

    50. Pharmakon1600-01505322

    51. Hy-n6972

    52. Tox21_111483

    53. Bbl030154

    54. Bdbm50423643

    55. Ccg-40294

    56. Mfcd00210482

    57. Nsc758965

    58. S4238

    59. Stk801907

    60. Zinc30726863

    61. Akos004119865

    62. Tox21_111483_1

    63. Nsc-758965

    64. Sdccgmls-0066893.p001

    65. Ncgc00161621-01

    66. Ncgc00161621-02

    67. Ncgc00161621-03

    68. Ncgc00161621-05

    69. Ncgc00161621-13

    70. Ac-15206

    71. As-17451

    72. Smr000445632

    73. Sbi-0207049.p001

    74. Cs-0007138

    75. M2968

    76. C09391

    77. D01035

    78. Ab00643356_08

    79. Ab00643356_09

    80. 481c492

    81. A871948

    82. Q-100524

    83. Sr-01000779734-3

    84. Sr-01000779734-4

    85. Brd-k96194081-001-06-0

    86. Q15410888

    87. (14s,27r)-22,33-dimethoxy-13,28-dimethyl-2,5,7,20-tetraoxa-13,28-diazaoctacyclo[25.6.2.2(16,19).1(3,10).1(21,25).0(4,8).0(14,39).0(31,35)]nonatriaconta-1(33),3,8,10(39),16,18,21(36),22,24,31,34,37-dodecaene

    88. (14s,27r)-22,33-dimethoxy-13,28-dimethyl-2,5,7,20-tetraoxa-13,28-diazaoctacyclo[25.6.2.2??,??.1?,??.1??,??.0?,?.0??,??.0??,??]nonatriaconta-1(33),3,8,10(39),16,18,21(36),22,24,31,34,37-dodecaene

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 606.7 g/mol
    Molecular Formula C37H38N2O6
    XLogP36.5
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count2
    Exact Mass606.27298694 g/mol
    Monoisotopic Mass606.27298694 g/mol
    Topological Polar Surface Area61.9 Ų
    Heavy Atom Count45
    Formal Charge0
    Complexity994
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    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

    Anti-Inflammatory Agents, Non-Steroidal

    Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)

    Radiation-Protective Agents

    Drugs used to protect against ionizing radiation. They are usually of interest for use in radiation therapy but have been considered for other purposes, e.g. military. (See all compounds classified as Radiation-Protective Agents.)

    Antineoplastic Agents, Phytogenic

    Agents obtained from higher plants that have demonstrable cytostatic or antineoplastic activity. (See all compounds classified as Antineoplastic Agents, Phytogenic.)

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