Nicotinamide Riboside

Synopsis, Chemistry

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Also known as: 1341-23-7, Nicotinamide ribose, N-ribosylnicotinamide, Nicotinamide-beta-riboside, Nicotinamide ribonucleoside, Ribosylnicotinamide

Molecular Formula

C₁₁H₁₅N₂O₅+

Molecular Weight

255.25 g/mol

InChI Key

JLEBZPBDRKPWTD-TURQNECASA-O

FDA UNII

0I8H2M0L7N

Nicotinamide riboside is a metabolite found in or produced by Saccharomyces cerevisiae.

1 2D Structure

Nicotinamide Riboside

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyridin-1-ium-3-carboxamide

2.1.2 InChI

InChI=1S/C11H14N2O5/c12-10(17)6-2-1-3-13(4-6)11-9(16)8(15)7(5-14)18-11/h1-4,7-9,11,14-16H,5H2,(H-,12,17)/p+1/t7-,8-,9-,11-/m1/s1

2.1.3 InChI Key

JLEBZPBDRKPWTD-TURQNECASA-O

2.1.4 Canonical SMILES

C1=CC(=C[N+](=C1)C2C(C(C(O2)CO)O)O)C(=O)N

2.1.5 Isomeric SMILES

C1=CC(=C[N+](=C1)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)C(=O)N

2.2 Other Identifiers

2.2.1 UNII

0I8H2M0L7N

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Niagen

2. Nicotinamide Ribonucleoside

3. Nicotinamide Ribose

4. Nicotinamide-beta-riboside

5. Pyridinium, 3-(aminocarbonyl)-1-beta-d-ribofuranosyl-

6. Ribosylnicotinamide

7. Srt 647

8. Srt-647

9. Srt647

10. Truniagen

2.3.2 Depositor-Supplied Synonyms

1. 1341-23-7

2. Nicotinamide Ribose

3. N-ribosylnicotinamide

4. Nicotinamide-beta-riboside

5. Nicotinamide Ribonucleoside

6. Ribosylnicotinamide

7. 3-carbamoyl-1-((2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium

8. 1-(beta-d-ribofuranosyl)nicotinamide

9. 0i8h2m0l7n

10. Chebi:15927

11. 1-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyridin-1-ium-3-carboxamide

12. Pyridinium, 3-(aminocarbonyl)-1-beta-d-ribofuranosyl-

13. 3-carbamoyl-1-beta-d-ribofuranosylpyridinium

14. Niagen

15. Truniagen

16. Srt647

17. Srt 647

18. Srt-647

19. N-ribosyl-nicotinamide

20. Beta-nicotinamide D-riboside

21. Unii-0i8h2m0l7n

22. N-ribosyl-nicotinamide New

23. Schembl938611

24. Chembl438497

25. Dtxsid501010039

26. Zinc4096036

27. 1-(beta-d Ribofuranosyl)nicotinamide

28. 1-b-d-ribosyl-3-pyridinecarboxamide

29. Nicotinamide Riboside [who-dd]

30. 1-beta-d-ribosyl-3-pyridinecarboxamide

31. Am84366

32. Db14933

33. 1-beta-delta-ribosyl-3-pyridinecarboxamide

34. Hy-123033

35. Cs-0080934

36. C03150

37. 3-(aminocarbonyl)-1-beta-d-ribofuranosylpyridinium

38. 3-(aminocarbonyl)-1beta-d-ribofuranosylpyridinium

39. 3-(aminocarbonyl)-1-beta-d-ribofuranosyl-pyridinium

40. Beta-nicotinamide Ribose;beta-nicotinamide Riboside

41. Q3334152

42. 3-(aminocarbonyl)-1-beta-delta-ribofuranosyl-pyridinium

43. Pyridinium, 3-(aminocarbonyl)-1-.beta.-d-ribofuranosyl-

44. 3-carbamoyl-1-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1$l^{5}-pyridin-1-ylium

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₁₁H₁₅N₂O₅+
Molecular Weight	255.25 g/mol
XLogP3	-1.8
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	3
Exact Mass	255.09809658 g/mol
Monoisotopic Mass	255.09809658 g/mol
Topological Polar Surface Area	117 Å²
Heavy Atom Count	18
Formal Charge	1
Complexity	314
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1