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Pantethine
Also known as: D-pantethine, 16816-67-4, Pantomin, Pantetina, Pantosin, Lbf disulfide
Molecular Formula
C22H42N4O8S2
Molecular Weight
554.7  g/mol
InChI Key
DJWYOLJPSHDSAL-ROUUACIJSA-N
FDA UNII
7K81IL792L

Pantethine is a naturally occurring compound synthesized in the body from pantothenic acid (vitamin B5) via addition of cysteamine. It consists of two molecules of pantetheine that form a dimer via disufide linkages, and acts as an intermediate in the production of Coenzyme A. Coenzyme A plays an essential role as a cofactor in the metabolism of lipids and carbohydrates including fatty acid oxidation, carbohydrate metabolism, pyruvate degradation, and amino acid catabolism. Pantethine is available as a dietary supplement for lowering blood cholesterol and triglycerides.
1 2D Structure

Pantethine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2R)-N-[3-[2-[2-[3-[[(2R)-2,4-dihydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyldisulfanyl]ethylamino]-3-oxopropyl]-2,4-dihydroxy-3,3-dimethylbutanamide
2.1.2 InChI
InChI=1S/C22H42N4O8S2/c1-21(2,13-27)17(31)19(33)25-7-5-15(29)23-9-11-35-36-12-10-24-16(30)6-8-26-20(34)18(32)22(3,4)14-28/h17-18,27-28,31-32H,5-14H2,1-4H3,(H,23,29)(H,24,30)(H,25,33)(H,26,34)/t17-,18-/m0/s1
2.1.3 InChI Key
DJWYOLJPSHDSAL-ROUUACIJSA-N
2.1.4 Canonical SMILES
CC(C)(CO)C(C(=O)NCCC(=O)NCCSSCCNC(=O)CCNC(=O)C(C(C)(C)CO)O)O
2.1.5 Isomeric SMILES
CC(C)(CO)[C@H](C(=O)NCCC(=O)NCCSSCCNC(=O)CCNC(=O)[C@@H](C(C)(C)CO)O)O
2.2 Other Identifiers
2.2.1 UNII
7K81IL792L
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Lipodel

2. Liponet

3. Obliterol

4. Pantethine, (d)-(+)-isomer

5. Pantethine, 14c-labeled Cpd

2.3.2 Depositor-Supplied Synonyms

1. D-pantethine

2. 16816-67-4

3. Pantomin

4. Pantetina

5. Pantosin

6. Lbf Disulfide

7. Pantethine [jan]

8. Bis(pantothenamidoethyl) Disulfide

9. D-pantethine Syrup

10. D-bis(n-pantothenyl-beta-aminoethyl) Disulfide

11. (2r)-n-[3-[2-[2-[3-[[(2r)-2,4-dihydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyldisulfanyl]ethylamino]-3-oxopropyl]-2,4-dihydroxy-3,3-dimethylbutanamide

12. D-bis(n-pantothenyl-2-aminoethyl)-disulfide

13. Lipodel

14. Chebi:31959

15. 7k81il792l

16. Nsc-759269

17. (r-(r*,r*))-n,n'-(dithiobis(ethyleneimino(3-oxopropane-3,1-diyl)))bis(2,4-dihydroxy-3,3-dimethylbutyramide)

18. 644967-47-5

19. Pantosin (tn)

20. (2r)-n-[2-({2-[(2-{3-[(2r)-2,4-dihydroxy-3,3-dimethylbutanamido]propanamido}ethyl)disulfanyl]ethyl}carbamoyl)ethyl]-2,4-dihydroxy-3,3-dimethylbutanamide

21. (2r,2'r)-n,n'-(((disulfanediylbis(ethane-2,1-diyl))bis(azanediyl))bis(3-oxopropane-3,1-diyl))bis(2,4-dihydroxy-3,3-dimethylbutanamide)

22. Butanamide, N,n'-[dithiobis[2,1-ethanediylimino(3-oxo-3,1-propanediyl)]]bis[2,4-dihydroxy-3,3-dimethyl-, (2r,2'r)-

23. Butanamide, N,n'-[dithiobis[2,1-ethanediylimino(3-oxo-3,1-propanediyl)]]bis[2,4-dihydroxy-3,3-dimethyl-, (2r,2'r)-rel-

24. Einecs 240-842-8

25. Bis-pantethine

26. Unii-7k81il792l

27. D-pantomin

28. Pantethine Liquid

29. Ncgc00181028-01

30. Pantethine 50 G

31. Pantethine 80%

32. Butanamide, N,n'-(dithiobis(2,1-ethanediylimino(3-oxo-3,1-propanediyl)))bis(2,4-dihydroxy-3,3-dimethyl-, (2r,2'r)-

33. Pantethine [mi]

34. Pantethine 50% Granule

35. Pantethine [inci]

36. Pantethine(50% Granula)

37. Pantethine [mart.]

38. D-pantethine Hydrate, Syrup

39. Pantethine [who-dd]

40. Mls004734407

41. Schembl1650348

42. Chembl2104786

43. Dtxsid9046815

44. D-pantethine, Analytical Standard

45. Hy-b1028

46. Zinc3874604

47. Mfcd07357234

48. S5220

49. Akos015898599

50. Ccg-270026

51. Cs-4546

52. Db11190

53. Gs-6223

54. Nsc 759269

55. Ncgc00181028-02

56. Butanamide, N,n'-(dithiobis(2,1-ethanediylimino(3-oxo-3,1-propanediyl)))bis(2- ,4-dihydroxy-3,3-dimethyl-

57. Butyramide, N,n'-(dithiobis(ethyleneiminocarbonylethylene))bis(2,4-dihydroxy-3,3-dimethyl-, D-(+)-

58. N,n'-(dithiobis(2,1-ethanediylimino(3-oxo-3,1-propanediyl)))bis(2- ,4-dihydroxy-3,3-dimethylbutanamide

59. Smr001825140

60. H10620

61. Q228762

62. D-bis(n-pantothenyl-2-aminoethyl)-disulphide

63. J-010433

64. (2r)-n-[3-[2-[2-[3-[[(2r)-2,4-dihydroxy-3,3-dimethyl-butanoyl]amino]propanoylamino]ethyldisulfanyl]ethylamino]-3-oxo-propyl]-2,4-dihydroxy-3,3-dimethyl-butanamide

65. (2r,2'r)-n,n'-{disulfanediylbis[ethane-2,1-diylimino(3-oxopropane-3,1-diyl)]}bis(2,4-dihydroxy-3,3-dimethylbutanamide)

66. N,n'-[dithiobis[2,1-ethanediylimino(3-oxo-3,1-propanediyl)]]bis[2,4-dihydroxy-3,3-dimethylbutanamide]

67. N-[2-[2-[2-[3-[(2,4-dihydroxy-3,3-dimethyl-butanoyl)amino]propanoylamino]ethyldisulfanyl]ethylcarbamoyl]ethyl]-2,4-dihydroxy-3,3-dimethyl-butanamide

2.4 Create Date
2005-08-01
3 Chemical and Physical Properties
Molecular Weight 554.7 g/mol
Molecular Formula C22H42N4O8S2
XLogP3-2.2
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count10
Rotatable Bond Count19
Exact Mass554.24440666 g/mol
Monoisotopic Mass554.24440666 g/mol
Topological Polar Surface Area248 Ų
Heavy Atom Count36
Formal Charge0
Complexity652
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 ATC Code

A - Alimentary tract and metabolism

A11 - Vitamins

A11H - Other plain vitamin preparations

A11HA - Other plain vitamin preparations

A11HA32 - Pantethine


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