Acetylglucosamine

Synopsis, Chemistry

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Also known as: Acetylglucosamine, N-acetyl-beta-d-glucosamine, N-acetylglucosamine, Beta-n-acetylglucosamine, Betaglcnac, Chebi:28009

Molecular Formula

C₈H₁₅NO₆

Molecular Weight

221.21 g/mol

InChI Key

OVRNDRQMDRJTHS-FMDGEEDCSA-N

FDA UNII

8P59336F68

The N-acetyl derivative of glucosamine.

1 2D Structure

Acetylglucosamine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

2.1.2 InChI

InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6-,7-,8-/m1/s1

2.1.3 InChI Key

OVRNDRQMDRJTHS-FMDGEEDCSA-N

2.1.4 Canonical SMILES

CC(=O)NC1C(C(C(OC1O)CO)O)O

2.1.5 Isomeric SMILES

CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1O)CO)O)O

2.2 Other Identifiers

2.2.1 UNII

8P59336F68

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2 Acetamido 2 Deoxy D Glucose

2. 2 Acetamido 2 Deoxyglucose

3. 2-acetamido-2-deoxy-d-glucose

4. 2-acetamido-2-deoxyglucose

5. Acetylglucosamine

6. N Acetyl D Glucosamine

7. N-acetyl-d-glucosamine

2.3.2 Depositor-Supplied Synonyms

1. Acetylglucosamine

2. N-acetyl-beta-d-glucosamine

3. N-acetylglucosamine

4. Beta-n-acetylglucosamine

5. Betaglcnac

6. Chebi:28009

7. Glcnac-beta

8. 14131-68-1

9. 2-acetamido-2-deoxy-beta-d-glucosamine

10. N-[(2r,3r,4r,5s,6r)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

11. 2-acetamido-2-deoxy-beta-d-glucose

12. N-acetyl Glucosamine

13. 103094-10-6

14. 85409-09-2

15. 8p59336f68

16. 72-87-7

17. 125304-10-1

18. 137630-09-2

19. 1398-61-4

20. Nacglc

21. Poly(oxy-1,2-ethanediyl), .alpha.-(carboxymethyl)-.omega.-(dinonylphenoxy)-, Branched

22. Cheon Shim Bo Yun

23. N-acetyl-b-d-glucosamine

24. 2-acetamido-2-deoxyhexopyranose

25. Hydrolyzed Chitin

26. Pharmaceutical Aid

27. Ssglcnac-r

28. Crab Shell Chitin

29. B-n-acetylglucosamine

30. Beta-n-acetylglucosamin

31. Spectrum_000999

32. Spectrum2_001353

33. Spectrum3_001400

34. Spectrum4_001179

35. B-n-acetyl-d-glucosamine

36. Bmse000231

37. Epitope Id:135813

38. Beta-n-acetyl-d-glucosamine

39. Schembl19345

40. Bspbio_003020

41. Kbiogr_001817

42. Kbioss_001479

43. Divk1c_000352

44. Spectrum1500715

45. N-acetyl-.beta.-d-glucosamine

46. Spbio_001565

47. Chembl447878

48. Beta-n-acetyl-delta-glucosamine

49. Schembl21358982

50. Chebi:17029

51. Hms501b14

52. Kbio1_000352

53. Kbio2_001479

54. Kbio2_004047

55. Kbio2_006615

56. Kbio3_002240

57. .beta.-n-acetylglucosamin

58. [4)-beta-d-glcpnac(1->]n

59. 2-acetamido-2-deoxy-b-d-glucose

60. Ninds_000352

61. Dtxsid301045979

62. Hms1921e22

63. Unii-8p59336f68

64. N-acetyl-d-glucosamine, Usp Grade

65. Zinc3983907

66. Bdbm50481442

67. Ccg-39291

68. Akos015960418

69. At21015

70. Beta-1,4-poly-n-acetyl-d-glucosamine

71. 2-acetamido-2-deoxy-beta-delta-glucose

72. Idi1_000352

73. N-[(2r,3r,4r,5s,6r)-2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide

74. Ncgc00178341-01

75. [1,4-(n-acetyl-beta-d-glucosaminyl)]n

76. 2-deoxy-2-acetamido-beta-d-glucopyranose

77. Ac-11093

78. (1->4)-2-acetamido-2-deoxy-beta-d-glucan

79. 2-(acetylamino)-2-deoxy-beta-d-glucopyranose

80. 2-acetamido-2-deoxy-.beta.-d-glucose

81. 12a176

82. C03878

83. Glucopyranose, 2-acetamido-2-deoxy-, Beta-d-

84. N-acetyl-d-glucosamine (complete Stereochemistry)

85. Q284367

86. 2-acetamido-2-deoxy-.beta.-d-glucopyranose

87. Glucopyranose, 2-acetamido-2-deoxy-, .beta.-d-

88. 2-acetamido-2-deoxy-d-glucosen-acetyl-beta-d-glucosamine

89. Poly-(b1-4)-n-acetyl Glucosamine/poly-(a1-4)-n-acetyl Glucosamine

90. Wurcs=2.0/1,1,0/[a2122h-1b_1-5_2*ncc/3=o]/1/

2.4 Create Date

2005-06-23

3 Chemical and Physical Properties

Molecular Formula	C₈H₁₅NO₆
Molecular Weight	221.21 g/mol
XLogP3	-1.7
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	2
Exact Mass	221.08993720 g/mol
Monoisotopic Mass	221.08993720 g/mol
Topological Polar Surface Area	119 Å²
Heavy Atom Count	15
Formal Charge	0
Complexity	235
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1