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Chemistry

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Also known as: 542-32-5, Dl-2-aminoadipic acid, 2-aminoadipic acid, Alpha-aminoadipic acid, Aminoadipic acid, 2-aminoadipate

Molecular Formula

C₆H₁₁NO₄

Molecular Weight

161.16 g/mol

InChI Key

OYIFNHCXNCRBQI-UHFFFAOYSA-N

FDA UNII

1K7B1OED4N

A metabolite in the principal biochemical pathway of lysine. It antagonizes neuroexcitatory activity modulated by the glutamate receptor, N-METHYL-D-ASPARTATE; (NMDA).

1 2D Structure

Aminoadipate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-aminohexanedioic acid

2.1.2 InChI

InChI=1S/C6H11NO4/c7-4(6(10)11)2-1-3-5(8)9/h4H,1-3,7H2,(H,8,9)(H,10,11)

2.1.3 InChI Key

OYIFNHCXNCRBQI-UHFFFAOYSA-N

2.1.4 Canonical SMILES

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

2.2 Other Identifiers

2.2.1 UNII

1K7B1OED4N

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2 Aminoadipic Acid

2. 2 Aminohexanedioic Acid

3. 2-aminoadipic Acid

4. Acid, 2 Aminoadipic

5. Acid, 2-aminoadipic

6. Acid, 2-aminohexanedioic

7. Acid, Alpha-aminoadipic

8. Alpha Aminoadipic Acid

9. Alpha-aminoadipic Acid

10. Aminoadipic Acid, 2

2.3.2 Depositor-Supplied Synonyms

1. 542-32-5

2. Dl-2-aminoadipic Acid

3. 2-aminoadipic Acid

4. Alpha-aminoadipic Acid

5. Aminoadipic Acid

6. 2-aminoadipate

7. Dl-alpha-aminoadipic Acid

8. Dl-2-aminohexanedioic Acid

9. Hexanedioic Acid, 2-amino-

10. H-dl-aad-oh

11. 2-amino-hexanedioic Acid

12. Alpha-aminoadipate

13. Aminoadipic Acid, Alpha

14. H-aad-oh

15. H-d-aad-oh

16. 2-amino Adipic Acid

17. (+/-)-2-aminoadipic Acid

18. .alpha.-aminoadipate

19. .alpha.-aminoadipic Acid

20. 1k7b1oed4n

21. D-alpha-aminoadipic Acid

22. Chebi:37024

23. Nsc46994

24. Alpha-aminoadipicacid

25. Nsc-46994

26. Dl-alpha-aminoadipate

27. D-alpha-aminoadipic Acid;(r)-2-aminohexanedioic Acid;h-d-homoglu-oh

28. Dl-alpha-aminoadipic Acid;(rs)-2-aminohexanedioic Acid;h-dl-homoglu-oh

29. Aminoadipate

30. L-alpha-aminoadipic Acid;(s)-2-aminohexanedioic Acid;h-homoglu-oh

31. Mfcd00063118

32. Adipic Acid, 2-amino-

33. L-.alpha.-aminoadipic Acid

34. Einecs 208-809-2

35. Nsc 46994

36. Unii-1k7b1oed4n

37. Cb 1710

38. Brn 1773077

39. Alpha-aminoadipic Acid, Dl-

40. Mfcd00002636

41. Einecs 210-960-4

42. L--aminoadipic Acid

43. L-2-aminoadipicacid

44. 2-amino-adipic Acid

45. Dl--aminoadipic Acid

46. 2-aminohexanedioicacid

47. L-

48. A-aminoadipic Acid

49. Rac ?-aminoadipic Acid

50. Racemic 2-aminoadipic Acid

51. Bmse000429

52. Schembl41328

53. 2-04-00-00913 (beilstein Handbook Reference)

54. Racemic Alpha-aminoadipic Acid

55. Chembl433238

56. 2-aminoadipic Acid, Dl-

57. Dtxsid90862154

58. Dl-2-aminoadipic Acid, >=99%

59. Act09828

60. Albb-025696

61. Dl-.alpha.-aminoadipic Acid

62. Lmfa01170098

63. Mfcd00063119

64. S5442

65. Stk099993

66. 2-aminoadipic Acid, (+-)-

67. Akos000487360

68. Akos016352194

69. .alpha.-aminoadipic Acid [mi]

70. Am82414

71. Pb47596

72. (+/-)-.alpha.-aminoadipic Acid

73. Ds-13288

74. Sy034127

75. Sy034135

76. Db-011765

77. Db-052518

78. Db-056034

79. Hy-113328

80. Cs-0059618

81. Ft-0625426

82. Ft-0627628

83. Ft-0636535

84. Vu0510757-1

85. A-4920

86. D-

87. A Inverted Exclamation Mark-aminoadipic Acid

88. J-521626

89. Q2823204

90. F3146-3326

91. D3202d09-2c52-46f4-b662-00e096b3ec6d

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₆H₁₁NO₄
Molecular Weight	161.16 g/mol
XLogP3	-3.1
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	5
Exact Mass	161.06880783 g/mol
Monoisotopic Mass	161.06880783 g/mol
Topological Polar Surface Area	101 Å²
Heavy Atom Count	11
Formal Charge	0
Complexity	157
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

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Excitatory Amino Acid Antagonists

Drugs that bind to but do not activate excitatory amino acid receptors, thereby blocking the actions of agonists. (See all compounds classified as Excitatory Amino Acid Antagonists.)

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