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    Chemistry

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    Also known as: 131-48-6, N-acetyl-beta-neuraminic acid, N-acetylneuramic acid, N-acetyl-d-neuraminic acid, Lactaminic acid, Nana
    Molecular Formula
    C11H19NO9
    Molecular Weight
    309.27  g/mol
    InChI Key
    SQVRNKJHWKZAKO-PFQGKNLYSA-N
    FDA UNII
    TIP79W5HPN
    N-Acetyl-D-neuraminate
    An N-acyl derivative of neuraminic acid. N-acetylneuraminic acid occurs in many polysaccharides, glycoproteins, and glycolipids in animals and bacteria. (From Dorland, 28th ed, p1518)
    1 2D Structure

    N-Acetyl-D-neuraminate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S,4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
    2.1.2 InChI
    InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11-/m0/s1
    2.1.3 InChI Key
    SQVRNKJHWKZAKO-PFQGKNLYSA-N
    2.1.4 Canonical SMILES
    CC(=O)NC1C(CC(OC1C(C(CO)O)O)(C(=O)O)O)O
    2.1.5 Isomeric SMILES
    CC(=O)N[C@@H]1[C@H](C[C@](O[C@H]1[C@@H]([C@@H](CO)O)O)(C(=O)O)O)O
    2.2 Other Identifiers
    2.2.1 UNII
    TIP79W5HPN
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Acid, N-acetylneuraminic

    2. Acid, Sialic

    3. N Acetylneuraminic Acid

    4. N-acetylneuraminic Acid

    5. Sialic Acid

    2.3.2 Depositor-Supplied Synonyms

    1. 131-48-6

    2. N-acetyl-beta-neuraminic Acid

    3. N-acetylneuramic Acid

    4. N-acetyl-d-neuraminic Acid

    5. Lactaminic Acid

    6. Nana

    7. Sialic Acid

    8. Beta-neu5ac

    9. Beta-sialic Acid

    10. 19342-33-7

    11. N-acetylsialic Acid

    12. 5-acetamido-3,5-dideoxy-d-glycero-d-galactononulosonic Acid

    13. Tip79w5hpn

    14. (2s,4s,5r,6r)-5-acetamido-2,4-dihydroxy-6-[(1r,2r)-1,2,3-trihydroxypropyl]oxane-2-carboxylic Acid

    15. Chembl165084

    16. Chebi:45744

    17. (2s,4s,5r,6r)-5-acetamido-2,4-dihydroxy-6-((1r,2r)-1,2,3-trihydroxypropyl)tetrahydro-2h-pyran-2-carboxylic Acid

    18. Acide Aceneuramique

    19. 489-46-3

    20. O-sialic Acid

    21. Mfcd00006620

    22. 5-acetamido-3,5-dideoxy-d-glycero-beta-d-galacto-non-2-ulopyranosonic Acid

    23. Slb

    24. 5-n-acetylneuraminic Acid

    25. N-acetylneuraminicacid

    26. Unii-tip79w5hpn

    27. Lactaminate

    28. Sialomucin

    29. Aceneuramic-acid

    30. N-acetylsialate

    31. B-sialic Acid

    32. Nsc111756

    33. N-acetylneuramate

    34. 4mmp

    35. 4mnp

    36. N-acetyl-neuraminate

    37. Neu-5ac

    38. 5-n-acetylneuraminate

    39. N-acetyl-b-neuraminate

    40. N-acetyl-d-neuraminate

    41. 126934-33-6

    42. N-acetyl-b-d-neuraminate

    43. Neuraminic Acid, N-acetyl

    44. 5-n-acetyl-d-neuraminate

    45. N-acetyl-delta-neuraminate

    46. Schembl22412

    47. 5-n-acetyl-delta-neuraminate

    48. Mls002207179

    49. Nan

    50. N-acetyl-b-d-neuraminic Acid

    51. Neuraminic Acid, N-acetyl- Starburst 4th Generation

    52. 5-acetamido-3,5-dideoxy-d-glycero-d-galacto-nonulopyranosonic Acid

    53. N-acetyl-delta-neuraminic Acid

    54. N-acetyl-beta-delta-neuraminate

    55. N-acetyl-beta-d-neuraminic Acid

    56. 5-n-acetyl-b-d-neuraminic Acid

    57. Dtxsid80864309

    58. 5-n-acetyl-delta-neuraminic Acid

    59. (-)-n-acetyl-beta-neuraminic Acid

    60. N-acetyl-beta-delta-neuraminic Acid

    61. Zinc3793840

    62. N-(-)-acetylneuraminic Acid

    63. Bdbm50063302

    64. S4792

    65. 5-n-acetyl-beta-delta-neuraminic Acid

    66. Akos016004587

    67. Am83978

    68. Ccg-267571

    69. Db04265

    70. N-acetyl-.beta.-neuraminic Acid

    71. Ac-24185

    72. As-13907

    73. Smr000857174

    74. .beta.-neuraminic Acid, N-acetyl-

    75. N-acetyl-.beta.-d-neuraminic Acid

    76. N-acetylneuraminic Acid, Analytical Standard

    77. N-acetylneuraminic Acid, Synthetic, >=95%

    78. A1105

    79. (-)-n-acetyl-.beta.-neuraminic Acid

    80. A-1600

    81. C19910

    82. En300-174088

    83. N-acetyl-.beta.-neuraminic Acid, (-)-

    84. 131a486

    85. (-)-n-acetylneuraminic Acid, Synthetic, Crystalline

    86. N-acetylneuraminic Acid, Cell Culture Tested, >=95%

    87. Q27120624

    88. N-acetylneuraminic Acid, From Escherichia Coli, >=98%

    89. Z1741971506

    90. 5-acetamido-3,5-dideoxy-d-glycero-d-galacto-nonulosonate

    91. 028d6d24-32a0-45ed-857e-4138653435fb

    92. 5-(acetylamino)-3,5-dideoxy-d-glycero-d-galacto-2-nonulosonate

    93. 5-acetamido-3,5-dideoxy-delta-glycero-delta-galacto-nonulosonate

    94. 5-acetamido-3,5-dideoxy-delta-glycero-delta-galacto-nonulosonic Acid

    95. B-5-acetamido-3,5-dideoxy-d-glycero-d-galacto-nonulopyranosonate

    96. Wurcs=2.0/1,1,0/[aad21122h-2b_2-6_5*ncc/3=o]/1/

    97. 5-(acetylamino)-3,5-dideoxy-d-glycero-b-d-galacto-2-nonulopyranosonate

    98. 5-(acetylamino)-3,5-dideoxy-d-glycero-b-d-galacto-2-nonulopyranosonic Acid

    99. 5-(acetylamino)-3,5-dideoxy-delta-glycero-delta-galacto-2-nonulosonate

    100. 5-(acetylamino)-3,5-dideoxy-delta-glycero-delta-galacto-2-nonulosonic Acid

    101. B-5-acetamido-3,5-dideoxy-d-glycero-d-galacto-nonulopyranosonic Acid

    102. Beta-5-acetamido-3,5-dideoxy-delta-glycero-delta-galacto-nonulopyranosonate

    103. 5-(acetylamino)-3,5-dideoxy-d-glycero-beta-d-galacto-non-2-ulopyranosonic Acid

    104. 5-(acetylamino)-3,5-dideoxy-delta-glycero-beta-delta-galacto-2-nonulopyranosonate

    105. 5-(acetylamino)-3,5-dideoxy-delta-glycero-beta-delta-galacto-2-nonulopyranosonic Acid

    106. Beta-5-acetamido-3,5-dideoxy-delta-glycero-delta-galacto-nonulopyranosonic Acid

    107. D-glycero-.beta.-d-galacto-2-nonulopyranosonic Acid, 5-(acetylamino)-3,5-dideoxy-

    108. D-glycero-d-galacto-nonulopyranosonic Acid, 5-acetamido-3,5-dideoxy-, .beta.-

    109. (2s,4s,5r,6r)-5-acetamido-2,4-dihydroxy-6-[(1r,2r)-1,2,3-trihydroxypropyl]tetrahydropyran-2-carboxylic Acid

    110. N-acetylneuraminic Acid; Sialic Acid; O-sialic Acid; 5-n-acetyl-beta-d-neuraminic Acid; Beta-sialic Acid

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 309.27 g/mol
    Molecular Formula C11H19NO9
    XLogP3-3.5
    Hydrogen Bond Donor Count7
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count5
    Exact Mass g/mol
    Monoisotopic Mass g/mol
    Topological Polar Surface Area177
    Heavy Atom Count21
    Formal Charge0
    Complexity403
    Isotope Atom Count0
    Defined Atom Stereocenter Count6
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Treatment of distal myopathy, Nonaka type (hereditary inclusion-body myopathy)

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