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Chemistry

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Also known as: 332-80-9, 1-methylhistidine, H-his(1-me)-oh, Pi-methylhistidine, N1-methyl-l-histidine, L-1-methylhistidine

Molecular Formula

C₇H₁₁N₃O₂

Molecular Weight

169.18 g/mol

InChI Key

BRMWTNUJHUMWMS-LURJTMIESA-N

FDA UNII

583O01BJ32

1-Methylhistidine is a histidine derivative that has a methyl group bound to the nitrogen at position 1 and results from the metabolism of the dipeptide anserine. Urinary levels of 1-methylhistidine may be indicative of myofibrillar protein degradation or a high protein diet.

1 2D Structure

Pi-Methylhistidine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2S)-2-amino-3-(1-methylimidazol-4-yl)propanoic acid

2.1.2 InChI

InChI=1S/C7H11N3O2/c1-10-3-5(9-4-10)2-6(8)7(11)12/h3-4,6H,2,8H2,1H3,(H,11,12)/t6-/m0/s1

2.1.3 InChI Key

BRMWTNUJHUMWMS-LURJTMIESA-N

2.1.4 Canonical SMILES

CN1C=C(N=C1)CC(C(=O)O)N

2.1.5 Isomeric SMILES

CN1C=C(N=C1)C[C@@H](C(=O)O)N

2.2 Other Identifiers

2.2.1 UNII

583O01BJ32

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 1-methylhistidine

2. 1-methylhistidine Dihydrochloride

2.3.2 Depositor-Supplied Synonyms

1. 332-80-9

2. 1-methylhistidine

3. H-his(1-me)-oh

4. Pi-methylhistidine

5. N1-methyl-l-histidine

6. L-1-methylhistidine

7. 4-methyl-histidine

8. L-histidine, 1-methyl-

9. 1-methyl Histidine

10. (s)-2-amino-3-(1-methyl-1h-imidazol-4-yl)propanoic Acid

11. 1-n-methyl-l-histidine

12. 1 Methylhistidine

13. Histidine, 1-methyl-, L-

14. 1-methyl-histidine

15. Chebi:50599

16. 1-mhis

17. 3-(1-methylimidazol-4-yl)-l-alanine

18. N(tele)-methyl-l-histidine

19. Chembl1233327

20. 3-methyl-l-histidine (archaic)

21. 583o01bj32

22. (2s)-2-amino-3-(1-methyl-1h-imidazol-4-yl)propanoic Acid

23. N

24. O-methyl-l-histidine

25. Unii-583o01bj32

26. Nsc-524367

27. Einecs 206-368-0

28. Nsc 524367

29. N

30. O-methyl-his-oh

31. Nt-methyl-l-histidine

32. H-his(ntau-me)-oh

33. Ntau-methyl-l-histidine

34. Histidine, 1-methyl-l-

35. Histidine, N-tau-methyl-

36. Tele-methylhistidine

37. Bmse000449

38. Schembl52216

39. .tau.-methylhistidine

40. 1-methyl Histidine (l-form)

41. Dtxsid50186848

42. L-histidine, 1-methyl- (9ci)

43. Zinc2563973

44. Bdbm50463197

45. Histidine, 1-methyl-, L- (8ci)

46. Mfcd00005295

47. Akos016843072

48. Cs-w017722

49. Db04151

50. Fd21681

51. Hy-w017006

52. As-57334

53. 1-methyl-l-histidine, >=98.0% (tlc)

54. Db-008068

55. 332m809

56. J-019123

57. Q27094989

58. Abb55d30-e94c-412d-9b7a-e423fa8c1620

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₇H₁₁N₃O₂
Molecular Weight	169.18 g/mol
XLogP3	-3.3
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	3
Exact Mass	169.085126602 g/mol
Monoisotopic Mass	169.085126602 g/mol
Topological Polar Surface Area	81.1 Å²
Heavy Atom Count	12
Formal Charge	0
Complexity	174
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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