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    Chemistry

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    Also known as: Uralenic acid, 3-hydroxy-11-oxoolean-12-en-29-oic acid, Glycyrrhetin, Biosone, 3-glycyrrhetinic acid, .alpha.-glycyrrhetinic acid
    Molecular Formula
    C30H46O4
    Molecular Weight
    470.7  g/mol
    InChI Key
    MPDGHEJMBKOTSU-UHFFFAOYSA-N
    Enoxolone
    An oleanolic acid from GLYCYRRHIZA that has some antiallergic, antibacterial, and antiviral properties. It is used topically for allergic or infectious skin inflammation and orally for its aldosterone effects in electrolyte regulation.
    1 2D Structure

    Enoxolone

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid
    2.1.2 InChI
    InChI=1S/C30H46O4/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)32)20(31)16-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)
    2.1.3 InChI Key
    MPDGHEJMBKOTSU-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1(C2CCC3(C(C2(CCC1O)C)C(=O)C=C4C3(CCC5(C4CC(CC5)(C)C(=O)O)C)C)C)C
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. 12, Po

    2. Acid, Glycyrrhetic

    3. Acid, Glycyrrhetinic

    4. Acid, Rhetinic

    5. Acid, Uralenic

    6. Arthrodont

    7. Enoxolone

    8. Glyciram

    9. Glycyram

    10. Glycyrrhetic Acid

    11. Jintan

    12. Po 12

    13. Rhetinic Acid

    14. Uralenic Acid

    2.2.2 Depositor-Supplied Synonyms

    1. Uralenic Acid

    2. 3-hydroxy-11-oxoolean-12-en-29-oic Acid

    3. Glycyrrhetin

    4. Biosone

    5. 3-glycyrrhetinic Acid

    6. .alpha.-glycyrrhetinic Acid

    7. 18.beta.-glycyrrhetic Acid

    8. 18.beta.-glycyrrhtinic Acid

    9. 18.beta.-glycyrrhetinic Acid

    10. Nsc35347

    11. Nsc35350

    12. 1449-05-4

    13. Arthrodont

    14. 3.beta.-hydroxy-11-oxoolean-12-en-30-oic Acid

    15. Olean-12-en-30-oic Acid, 3.beta.-hydroxy-11-oxo-

    16. Nsc 35347

    17. 18a-glycyrrhetinic Acid

    18. Nsc-35350

    19. Glyccyrhetic Acid

    20. Ncgc00181115-01

    21. 10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1h-picene-2-carboxylic Acid

    22. 18-glycyrrhetinic Acid

    23. .beta.-glycyrrhetic Acid

    24. .beta.-glycyrrhetinic Acid

    25. Schembl25465

    26. 18-.beta.-glycrrhetinic Acid

    27. 18.alpha.-glycyrrhetinic Acid

    28. 18-.beta.-glycyrrhetinic Acid

    29. Chembl1863561

    30. Glycyrrhetinic Acid, 18 Alpha-

    31. Dtxsid50859383

    32. Bbl009942

    33. Glycyrrhetinic Acid,18 Alpha

    34. Mfcd00066716

    35. Olean-12-en-29-oic Acid, 3-hydroxy-11-oxo-, (3.beta.,20.beta.)-

    36. Stk801355

    37. Akos005612983

    38. P.o. 12

    39. Nci60_003170

    40. Vs-02260

    41. Db-042758

    42. Ft-0633550

    43. N1795

    44. Olean-12-en-29-oic Acid, (3.beta.,20.beta.)-

    45. 3.beta.-hydroxy-11-oxo-18.alpha.-olean-12-en-30-oic Acid

    46. Olean-12-en-29-oic Acid, (3.beta.,18.alpha.,20.beta.)-

    47. (3.beta.,20.beta.)-3-hydroxy-11-oxoolean-12-en-29-oic Acid

    48. 18.alpha.-olean-12-en-30-oic Acid, 3.beta.-hydroxy-11-oxo-

    49. 3-hydroxy-11-oxoolean-12-en-29-oic Acid, (3.beta.,20.beta.)- #

    50. Wln: L F6 E6 B666 Cv Dutj A1 Hvq H1 K1 N1 O1 S1 S1 Tq -.alpha.

    51. Wln: L F6 E6 B666 Cv Dutj A1 Hvq H1 K1 N1 O1 S1 S1 Tq -beta

    52. 10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylic Acid

    53. 1970133-69-7

    2.3 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 470.7 g/mol
    Molecular Formula C30H46O4
    XLogP36.4
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count1
    Exact Mass470.33960994 g/mol
    Monoisotopic Mass470.33960994 g/mol
    Topological Polar Surface Area74.6 Ų
    Heavy Atom Count34
    Formal Charge0
    Complexity965
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count9
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Anti-Inflammatory Agents

    Substances that reduce or suppress INFLAMMATION. (See all compounds classified as Anti-Inflammatory Agents.)

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