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Technical details about Methylselenocysteine, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
1. Also known as: 26046-90-2, 3-(methylseleno)-l-alanine, Methylselenocysteine, (r)-2-amino-3-(methylselanyl)propanoic acid, Se-methyl-l-selenocysteine, L-alanine, 3-(methylseleno)-
Molecular Formula
C4H9NO2Se
Molecular Weight
182.09  g/mol
InChI Key
XDSSPSLGNGIIHP-VKHMYHEASA-N
FDA UNII
TWK220499Z

Methylselenocysteine is a naturally occurring organoselenium compound found in many plants, including garlic, onions, and broccoli, with potential antioxidant and chemopreventive activities. Se-Methyl-seleno-L-cysteine (MSC) is an amino acid analogue of cysteine in which a methylselenium moiety replaces the sulphur atom of cysteine. This agent acts as an antioxidant when incorporated into glutathione peroxidase and has been shown to exhibit potent chemopreventive activity in animal models.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2R)-2-amino-3-methylselanylpropanoic acid
2.1.2 InChI
InChI=1S/C4H9NO2Se/c1-8-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1
2.1.3 InChI Key
XDSSPSLGNGIIHP-VKHMYHEASA-N
2.1.4 Canonical SMILES
C[Se]CC(C(=O)O)N
2.1.5 Isomeric SMILES
C[Se]C[C@@H](C(=O)O)N
2.2 Other Identifiers
2.2.1 UNII
TWK220499Z
2.3 Synonyms
2.3.1 MeSH Synonyms

1. L-methyl-selenocysteine

2. Methyl Selenocysteine

3. Methylselenocysteine

4. Se-methyl-selenocysteine

5. Selenohomocysteine

6. Selenomethylselenocysteine

7. Selenomethylselenocysteine, (d,l)-isomer

8. Selenomethylselenocysteine, (l)-isomer

9. Selenomethylselenocysteine, (l)-isomer, 75se-labeled

10. Semcys

2.3.2 Depositor-Supplied Synonyms

1. 26046-90-2

2. 3-(methylseleno)-l-alanine

3. Methylselenocysteine

4. (r)-2-amino-3-(methylselanyl)propanoic Acid

5. Se-methyl-l-selenocysteine

6. L-alanine, 3-(methylseleno)-

7. Selenium-methylselenocystine

8. Se-methyl-seleno-l-cysteine

9. Se-methylseleno-l-cysteine

10. Se-methyl-selenocysteine

11. (2r)-2-amino-3-methylselanylpropanoic Acid

12. Chebi:27812

13. Twk220499z

14. 2-amino-3-methylselenyl Propionic Acid

15. Selenomethylselenocysteine

16. (2r)-2-amino-3-(methylselanyl)propanoic Acid

17. Se-msc

18. Semcys

19. Ccris 5465

20. Methylseleno-l-cysteine

21. L-se-methylselenocysteine

22. Unii-twk220499z

23. Msec

24. Semsc

25. L-methylselenocysteine

26. Se Msc

27. Methyl-l-selenocysteine

28. Cysteine, Seleno-methyl-

29. Lopac0_000799

30. 3-(methylselanyl)-l-alanine

31. Chembl62382

32. Schembl420015

33. Se-(methyl)seleno-l-cysteine

34. Methylselenocysteine, L-

35. L-selenomethylcysteine 0.5% Tr

36. Dtxsid801020160

37. Methylselenocysteine [who-dd]

38. Mfcd00800565

39. Akos016005152

40. Ccg-204883

41. Db12697

42. Sdccgsbi-0050776.p002

43. Ncgc00162258-01

44. Ncgc00162258-02

45. Alanine, 3-(methylselenyl)-, L-

46. Hy-114245

47. (r)-2-amino-3-(methylselanyl)propanoicacid

48. Cs-0080570

49. C05689

50. D95282

51. 046s902

52. J-016235

53. Q21099600

54. 06e70014-448a-45cd-9af1-4c0b9cf51c14

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 182.09 g/mol
Molecular Formula C4H9NO2Se
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass182.97985 g/mol
Monoisotopic Mass182.97985 g/mol
Topological Polar Surface Area63.3 Ų
Heavy Atom Count8
Formal Charge0
Complexity86.1
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Anticarcinogenic Agents

Agents that reduce the frequency or rate of spontaneous or induced tumors independently of the mechanism involved. (See all compounds classified as Anticarcinogenic Agents.)


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