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Chemistry

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Also known as: 2-acetamido-2-deoxy-d-mannopyranose, 2-acetamido-2-deoxy-d-mannopyranoside, 2-acetamido-2-deoxy-d-mannose, 2-acetamido-2-deoxy-mannopyranose, 2-acetamido-2-deoxy-mannopyranoside, 2-acetamido-2-deoxy-mannose
Molecular Formula
C8H15NO6
Molecular Weight
221.21  g/mol
InChI Key
OVRNDRQMDRJTHS-ZTVVOAFPSA-N

N-Acetyl-D-Mannosamine
N-Acetylmannosamine is a metabolite found in the aging mouse brain.
1 2D Structure

N-Acetyl-D-Mannosamine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N-[(3S,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-ZTVVOAFPSA-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](OC1O)CO)O)O
2.2 Synonyms
2.2.1 MeSH Synonyms

1. 2-acetamido-2-deoxy-d-mannose

2. D-mannose, 2-(acetylamino)-2-deoxy-

3. N-acetylmannosamine

4. N-acetylmannosamine, (d)-isomer

5. N-acetylmannosamine, (l)-isomer

2.2.2 Depositor-Supplied Synonyms

1. 2-acetamido-2-deoxy-d-mannopyranose

2. 2-acetamido-2-deoxy-d-mannopyranoside

3. 2-acetamido-2-deoxy-d-mannose

4. 2-acetamido-2-deoxy-mannopyranose

5. 2-acetamido-2-deoxy-mannopyranoside

6. 2-acetamido-2-deoxy-mannose

7. 2-deoxy-2-acetamido-d-mannopyranose

8. 2-deoxy-2-acetamido-d-mannopyranoside

9. 2-deoxy-2-acetamido-d-mannose

10. 2-deoxy-2-acetamido-mannopyranose

11. 2-deoxy-2-acetamido-mannopyranoside

12. 2-deoxy-2-acetamido-mannose

13. D-mannac

14. Mannac

15. N-acetyl-mannosamine

16. N-acetylmannosamine

17. Chebi:63153

18. Cyclic N-acetyl-mannosamine

19. Chembl509437

20. 2-(acetylamino)-2-deoxymannopyranose

21. 1136-44-3

22. N-acetyl Mannosamine

23. 6-acetamido-6-deoxy-acpha-d-glucopyranose

24. Bmse000056

25. Schembl5031262

26. Bdbm50466361

27. Mfcd00046758

28. Akos024438105

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

30. 2-(acetamido)-2-deoxy-d-mannopyranose

31. Hexopyranose, 2-(acetylamino)-2-deoxy-

32. 2-(acetylamino)-2-deoxy-d-mannopyranose

33. Ps-11250

34. Cs-0130226

35. C00645

36. E81522

37. 2-acetamido-2-deoxy-d-mannopyranose Hydrate

38. Q27132427

39. Wurcs=2.0/1,1,0/[a1122h-1x_1-5_2*ncc/3=o]/1/

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

41. N-((3s,4r,5s,6r)-2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-3-yl)acetamide

2.3 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 221.21 g/mol
Molecular Formula C8H15NO6
XLogP3-1.7
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count6
Rotatable Bond Count2
Exact Mass221.08993720 g/mol
Monoisotopic Mass221.08993720 g/mol
Topological Polar Surface Area119 Ų
Heavy Atom Count15
Formal Charge0
Complexity235
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1

API Reference Price

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04-Jan-2021
04-Jan-2021
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