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2D Structure
Also known as: N-methyl-d-glucamine, 6284-40-8, N-methylglucamine, Meglumin, 1-deoxy-1-(methylamino)-d-glucitol, Methylglucamin
Molecular Formula
C7H17NO5
Molecular Weight
195.21  g/mol
InChI Key
MBBZMMPHUWSWHV-BDVNFPICSA-N
FDA UNII
6HG8UB2MUY

1-Deoxy-1-(methylamino)-D-glucitol. A derivative of sorbitol in which the hydroxyl group in position 1 is replaced by a methylamino group. Often used in conjunction with iodinated organic compounds as contrast medium.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol
2.1.2 InChI
InChI=1S/C7H17NO5/c1-8-2-4(10)6(12)7(13)5(11)3-9/h4-13H,2-3H2,1H3/t4-,5+,6+,7+/m0/s1
2.1.3 InChI Key
MBBZMMPHUWSWHV-BDVNFPICSA-N
2.1.4 Canonical SMILES
CNCC(C(C(C(CO)O)O)O)O
2.1.5 Isomeric SMILES
CNC[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O
2.2 Other Identifiers
2.2.1 UNII
6HG8UB2MUY
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Methylglucamine

2.3.2 Depositor-Supplied Synonyms

1. N-methyl-d-glucamine

2. 6284-40-8

3. N-methylglucamine

4. Meglumin

5. 1-deoxy-1-(methylamino)-d-glucitol

6. Methylglucamin

7. N-methylsorbitylamine

8. D-glucitol, 1-deoxy-1-(methylamino)-

9. Methylglucamine

10. Meglumina

11. Megluminum

12. 1-deoxy-1-methylaminosorbitol

13. (2r,3r,4r,5s)-6-(methylamino)hexane-1,2,3,4,5-pentol

14. (2r,3r,4r,5s)-6-(methylamino)hexane-1,2,3,4,5-pentaol

15. N-methyl-d(-)-glucamine

16. Megluminum [inn-latin]

17. Meglumina [inn-spanish]

18. Sorbitol, 1-deoxy-1-methylamino-

19. Unii-6hg8ub2muy

20. D(-)-n-methylglucamine

21. 6hg8ub2muy

22. Chebi:59732

23. Nsc-7391

24. Nsc-52907

25. Nsc 7391

26. Nsc 52907

27. Dsstox_cid_3244

28. Dsstox_rid_76939

29. Dsstox_gsid_23244

30. Glucitol, 1-deoxy-1-(methylamino)-, D-

31. Einecs 228-506-9

32. N-methylglucamine Solution

33. Nsc52907

34. Meglumine [usp:inn:ban:jan]

35. N-methyl-glucamine

36. N-methyl Glucamine

37. Ncgc00166125-01

38. Cas-6284-40-8

39. Mfcd00004707

40. Meglumine [inn]

41. Meglumine [jan]

42. Meglumine [ii]

43. N-methylglucamine Solution (70% Or Less)

44. Meglumine [vandf]

45. Meglumine [mart.]

46. Ec 228-506-9

47. Meglumine [usp-rs]

48. Meglumine [who-dd]

49. Meglumine [who-ip]

50. Schembl2193

51. Bidd:gt0676

52. Methylglucamine [inci]

53. Meglumine (jp17/usp/inn)

54. N-methylglucamine [mi]

55. Meglumine [orange Book]

56. Chembl1200570

57. Dtxsid0023244

58. Meglumine [ep Monograph]

59. Meglumine [usp Monograph]

60. Megluminum [who-ip Latin]

61. 1-deoxy-1-(methylamino)-glucitol

62. 1-methylamino-1-deoxy-d-glucitol

63. Hms2089b05

64. Hms3714b10

65. Pharmakon1600-01300029

66. Hy-b0342

67. Zinc2020259

68. Tox21_112330

69. Tox21_302037

70. Nsc759607

71. S1974

72. Akos005167162

73. Akos015850890

74. N-methyl-1-amino-1-deoxy-d-glucitol

75. Tox21_112330_1

76. Ac-4692

77. Ccg-220884

78. Nsc-759607

79. Meglumine 100 Microg/ml In Acetonitrile

80. Ncgc00166125-02

81. Ncgc00255365-01

82. Ac-17087

83. As-12002

84. Sbi-0206683.p002

85. Meglumine, Meets Usp Testing Specifications

86. Am20100540

87. M0227

88. Sw199350-2

89. D01796

90. Ab00430469-03

91. Ab00430469_05

92. A834035

93. Q288875

94. Sr-05000001446

95. N-methyl-d-glucamine, 99.0-100.5% (titration)

96. Sr-05000001446-1

97. Brd-k28595280-001-01-1

98. N-methyl-d-glucamine, Vetec(tm) Reagent Grade, 99%

99. Wurcs=2.0/1,1,0/[h2122h_1*nc]/1/

100. N-methyl-d-glucamine, Reagentplus(r), >=99.0% (t)

101. (2r,3r,4r,5s)-6-methylamino-hexane-1,2,3,4,5-pentaol

102. Meglumine, United States Pharmacopeia (usp) Reference Standard

103. N-methyl-(2 (s),3 (r),4 (r),5 (r),6-pentahydroxy-hexyl)-amine

104. Meglumine, Pharmaceutical Secondary Standard; Certified Reference Material

105. N-methyl-d-glucamine, European Pharmacopoeia (ep) Reference Standard

2.4 Create Date
2005-03-27
3 Chemical and Physical Properties
Molecular Weight 195.21 g/mol
Molecular Formula C7H17NO5
XLogP3-2.8
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count6
Rotatable Bond Count6
Exact Mass195.11067264 g/mol
Monoisotopic Mass195.11067264 g/mol
Topological Polar Surface Area113 Ų
Heavy Atom Count13
Formal Charge0
Complexity134
Isotope Atom Count0
Defined Atom Stereocenter Count4
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

Contrast Media

Substances used to allow enhanced visualization of tissues. (See all compounds classified as Contrast Media.)