Basic Nutrition Monoammonium Glycyrrhizinate

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Monoammonium Glycyrrhizinate

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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

Ammonium Glycyrrhizinate

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 Formula	C₄₂H₆₅NO₁₆
Molecular Weight	840.0 g/mol
Hydrogen Bond Donor Count	9
Hydrogen Bond Acceptor Count	17
Rotatable Bond Count	7
Exact Mass	839.43033499 g/mol
Monoisotopic Mass	839.43033499 g/mol
Topological Polar Surface Area	268 Å²
Heavy Atom Count	59
Formal Charge	0
Complexity	1730
Isotope Atom Count	0
Defined Atom Stereocenter Count	19
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

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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