Asparagine

Synopsis, Chemistry

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Also known as: 3130-87-8, Asparagine, dl-, 2,4-diamino-4-oxobutanoic acid, H-asn-oh ho, 2-amino-3-carbamoylpropanoic acid, 7006-34-0

Molecular Formula

C₄H₈N₂O₃

Molecular Weight

132.12 g/mol

InChI Key

DCXYFEDJOCDNAF-UHFFFAOYSA-N

A non-essential amino acid that is involved in the metabolic control of cell functions in nerve and brain tissue. It is biosynthesized from ASPARTIC ACID and AMMONIA by asparagine synthetase. (From Concise Encyclopedia Biochemistry and Molecular Biology, 3rd ed)

1 2D Structure

Asparagine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2,4-diamino-4-oxobutanoic acid

2.1.2 InChI

InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)

2.1.3 InChI Key

DCXYFEDJOCDNAF-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C(C(C(=O)O)N)C(=O)N

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Asparagine

2. L-asparagine

2.2.2 Depositor-Supplied Synonyms

1. 3130-87-8

2. Asparagine, Dl-

3. 2,4-diamino-4-oxobutanoic Acid

4. H-asn-oh Ho

5. 2-amino-3-carbamoylpropanoic Acid

6. 7006-34-0

7. Nsc7891

8. (-)-asparagine; Asn; Asparamide

9. Nsc82391

10. Wln: Zv1yzvq

11. H-dl-asn-oh

12. Asparagine #

13. Asparagin

14. Dl-aspartic Acid 4-amide

15. L-(+)-asparagine

16. L-.beta.-asparagine

17. Asparagina

18. Hasp

19. Dl-aspartamine

20. Mfcd00008036

21. (+-)-asparagine

22. L-asparagine-15n2

23. Asparagine, Dl

24. 2-amino-succinamic Acid

25. Asparagine, (l)

26. H-dl-asn-oh?2o

27. H-d-asn-oh . Ho

28. (s)-2,4-diamino-4-oxobutanoic Acid Hydrate

29. Schembl2308617

30. Chebi:22653

31. Dtxsid30859927

32. Nsc 7891

33. Nsc-7891

34. Einecs 221-521-1

35. Mfcd00064400

36. Nsc206243

37. Stl277093

38. Akos000120782

39. Akos016050525

40. Cs-w018158

41. Hy-w017442

42. Nsc 206243

43. Nsc-206243

44. Butanoic Acid,4-diamino-4-oxo-, (s)-

45. Ls-12998

46. Sy008178

47. Sy014875

48. Db-020547

49. A0541

50. Ft-0602581

51. Ft-0627706

52. A15665

53. F10838

54. Ab00443949-02

55. 130a878

56. 4-(3-nitroanilino)-4-oxobut-2-enoicacid

57. Q185906

58. Sr-01000944855

59. Sr-01000944855-1

60. Z278101788

61. B62f87a0-7aa2-4b41-8f86-34b7856972aa

2.3 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₄H₈N₂O₃
Molecular Weight	132.12 g/mol
XLogP3	-3.4
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	3
Exact Mass	132.05349212 g/mol
Monoisotopic Mass	132.05349212 g/mol
Topological Polar Surface Area	106 Å²
Heavy Atom Count	9
Formal Charge	0
Complexity	134
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1