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    11,12,12a,14,14a,14b-icosahydropicen-3-yl)oxy)-4,5-dihydroxytetrahydro-2H-pyran-3-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid, ammonia salt

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    11,12,12a,14,14a,14b-icosahydropicen-3-yl)oxy)-4,5-dihydroxytetrahydro-2H-pyran-3-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid, ammonia salt
    Also known as: Ammonium glycyrrhizinate, 53956-04-0, 1407-03-0, Monoammonium glycyrrhizinate, Glycamil, Glycyrram
    Molecular Formula
    C42H65NO16
    Molecular Weight
    840.0  g/mol
    InChI Key
    ILRKKHJEINIICQ-OOFFSTKBSA-N
    FDA UNII
    3VRD35U26C
    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

    11,12,12a,14,14a,14b-icosahydropicen-3-yl)oxy)-4,5-dihydroxytetrahydro-2H-pyran-3-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid, ammonia salt

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S,3S,4S,5R,6R)-6-[(2S,3R,4S,5S,6S)-2-[[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl]oxy]-6-carboxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid;azane
    2.1.2 InChI
    InChI=1S/C42H62O16.H3N/c1-37(2)21-8-11-42(7)31(20(43)16-18-19-17-39(4,36(53)54)13-12-38(19,3)14-15-41(18,42)6)40(21,5)10-9-22(37)55-35-30(26(47)25(46)29(57-35)33(51)52)58-34-27(48)23(44)24(45)28(56-34)32(49)50;/h16,19,21-31,34-35,44-48H,8-15,17H2,1-7H3,(H,49,50)(H,51,52)(H,53,54);1H3/t19-,21-,22-,23-,24-,25-,26-,27+,28-,29-,30+,31+,34-,35-,38+,39-,40-,41+,42+;/m0./s1
    2.1.3 InChI Key
    ILRKKHJEINIICQ-OOFFSTKBSA-N
    2.1.4 Canonical SMILES
    CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)C(=O)O)O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O)C)C(=O)C=C6C3(CCC7(C6CC(CC7)(C)C(=O)O)C)C)C)C.N
    2.1.5 Isomeric SMILES
    C[C@]12CC[C@](C[C@H]1C3=CC(=O)[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O[C@@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O)O)C)(C)C(=O)O.N
    2.2 Other Identifiers
    2.2.1 UNII
    3VRD35U26C
    2.3 Synonyms
    2.3.1 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. Glycyrrhetinic Acid

    12. Jintan

    13. Po 12

    14. Rhetinic Acid

    15. Uralenic Acid

    2.3.2 Depositor-Supplied Synonyms

    1. Ammonium Glycyrrhizinate

    2. 53956-04-0

    3. 1407-03-0

    4. Monoammonium Glycyrrhizinate

    5. Glycamil

    6. Glycyrram

    7. Monoammonium Glycyrrhizate

    8. Amgz

    9. Ammoniated Glycyrrhizin

    10. Glycyrrhizic Acid Ammonium Salt

    11. Glycyrrhizic Acid, Monoammonium Salt

    12. Glycyrrhizinic Acid, Ammonium Salt (1:1)

    13. Glycyrrhizic Acid, Ammonium Salt

    14. Glycyrrhizin, Ammoniated

    15. 3vrd35u26c

    16. Nsc 2800

    17. Ammonium Glycyrrhizinate (amgz)

    18. Glycyram

    19. (2s,3s,4s,5r,6r)-6-[(2s,3r,4s,5s,6s)-2-[[(3s,4ar,6ar,6bs,8as,11s,12ar,14ar,14bs)-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1h-picen-3-yl]oxy]-6-carboxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic Acid;azane

    20. Monoammonium Glycyrrhizinate Hydrate

    21. Monoammoniumglycyrrhizinate

    22. .alpha.-d-glucopyranosiduronic Acid, (3.beta.,20.beta.)-20-carboxy-11-oxo-30-norolean-12-en-3-yl 2-o-.beta.-d-glucopyranuronosyl-, Monoammonium Salt

    23. Monoammonium Glycyrrhizinate (jan)

    24. Monoammonium Glycyrrhizinate [jan]

    25. Fema No. 2528

    26. Ccris 1897

    27. Einecs 258-887-7

    28. Unii-3vrd35u26c

    29. Magnasweet

    30. Nsc-2800

    31. Glycyrrhizin, Ammoniated (glycyrrhiza Spp.)

    32. Nsc-35348

    33. Amgz;glycyram

    34. Mfcd00167400

    35. Glycyrrhizin Ammoniacal

    36. Glycyron No.1 (tn)

    37. Ammonium Glycyrrhizate (nf)

    38. Alpha-d-glucopyranosiduronic Acid, (3beta,20beta)-20-carboxy-11-oxo-30-norolean-12-en-3-yl 2-o-beta-d-glucopyranuronosyl-,

    39. Monoammonium (3beta,20beta)-20-carboxy-11-oxo-30-norolean-12-en-3-yl 2-o-beta-d-glucopyranuronosyl-alpha-d-glucopyranosidu

    40. Schembl152097

    41. Glycyrrhizin Acid Ammonium Salt

    42. Chebi:81864

    43. Hy-n0184b

    44. Monoammonium 18

    45. A-glycyrrhizinate

    46. Ammonium Glycyrrhizate [ii]

    47. Cs-m0783

    48. Ammonium Glycyrrhizate [inci]

    49. S2376

    50. S9143

    51. Akos022168214

    52. Ammonium Glycyrrhizate [usp-rs]

    53. Ccg-270522

    54. Ccg-270523

    55. Alpha-d-glucopyranosiduronic Acid, (3-beta,20-beta)-20-carboxy-11-oxo-30-norolean-12-en-3-yl 2-o-beta-d-glucopyranuronosyl-, Ammoniate

    56. Alpha-d-glucopyranosiduronic Acid, (3beta,20beta)-20-carboxy-11-oxo-30-norlean-12-en-3-yl-2-o-beta-d- -glucopyranuronosyl-, Ammoniate

    57. Alpha-d-glucopyranosiduronic Acid, (3beta,20beta)-20-carboxy-11-oxo-30-norolean-12-en-3-yl 2-o-beta-d-glucopyranuronosyl-, Monoammonium Salt

    58. Ammonium Dihydrogen Glycyrrhizinate

    59. Hy-76225

    60. Ammonium Glycyrrhizate [ep Monograph]

    61. Cs-0027757

    62. N1944

    63. C18610

    64. D04987

    65. Rdx013 Component Ammonium Glycyrrhizate

    66. Rdx-013 Component Ammonium Glycyrrhizate

    67. Ammonium Glycyrrhizate Component Of Rdx013

    68. Glycyrrhizic Acid, Ammonium Salt [who-dd]

    69. 53956-04-0 1407-03-0(base)

    70. Ammonium Glycyrrhizate Component Of Rdx-013

    71. Q-201173

    72. Q27155631

    73. Glycyrrhizic Acid Ammonium Salt, Analytical Standard, For Hplc

    74. Ammonium Glycyrrhizate, European Pharmacopoeia (ep) Reference Standard

    75. Ammonium Glycyrrhizate, United States Pharmacopeia (usp) Reference Standard

    76. Glycyrrhizate Monoammonium, European Pharmacopoeia (ep) Reference Standard

    77. Glycyrrhizic Acid Ammonium Salt, Primary Pharmaceutical Reference Standard

    78. Ammonium Glycyrrhizate, Pharmaceutical Secondary Standard; Certified Reference Material

    79. Glycyrrhizic Acid Ammonium Salt From Glycyrrhiza Root (licorice), >=70% (hplc)

    80. Glycyrrhizic Acid Ammonium Salt From Glycyrrhiza Root (licorice), >=95.0% (nt)

    81. .alpha.-d-glucopyranosiduronic Acid, (3-.beta.,20-.beta.)-20-carboxy-11-oxo-30-norolean-12-en-3-yl 2-o-.beta.-d-glucopyranuronosyl-, Ammoniate

    82. Alpha-d-glucopyranosiduronic Acid, (3beta,20beta)-20-carboxy-11-oxo-30-norolean-12-en-3-yl 2-o-beta-d-glucopyranuronosyl-, Ammonium Salt (1:1)

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 840.0 g/mol
    Molecular Formula C42H65NO16
    Hydrogen Bond Donor Count9
    Hydrogen Bond Acceptor Count17
    Rotatable Bond Count7
    Exact Mass839.43033499 g/mol
    Monoisotopic Mass839.43033499 g/mol
    Topological Polar Surface Area268 Ų
    Heavy Atom Count59
    Formal Charge0
    Complexity1730
    Isotope Atom Count0
    Defined Atom Stereocenter Count19
    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

    Anti-Inflammatory Agents

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

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