N-Acetyl-D-Mannosamine

Synopsis, 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-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 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	4
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1