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Synopsis

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Chemistry

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Also known as: Nmda, 6384-92-5, N-methylaspartate, N-methyl-d-aspartate, D-aspartic acid, n-methyl-, N-methyl-d-aspartic acid (nmda)

Molecular Formula

C₅H₉NO₄

Molecular Weight

147.13 g/mol

InChI Key

HOKKHZGPKSLGJE-GSVOUGTGSA-N

FDA UNII

1903B9Q6PI

An amino acid that, as the D-isomer, is the defining agonist for the NMDA receptor subtype of glutamate receptors (RECEPTORS, NMDA).

1 2D Structure

N-Methyl-D-Aspartic Acid

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2R)-2-(methylamino)butanedioic acid

2.1.2 InChI

InChI=1S/C5H9NO4/c1-6-3(5(9)10)2-4(7)8/h3,6H,2H2,1H3,(H,7,8)(H,9,10)/t3-/m1/s1

2.1.3 InChI Key

HOKKHZGPKSLGJE-GSVOUGTGSA-N

2.1.4 Canonical SMILES

CNC(CC(=O)O)C(=O)O

2.1.5 Isomeric SMILES

CN[C@H](CC(=O)O)C(=O)O

2.2 Other Identifiers

2.2.1 UNII

1903B9Q6PI

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Acid, N-methyl-d-aspartic

2. N Methyl D Aspartate

3. N Methyl D Aspartic Acid

4. N Methylaspartate

5. N-methyl-d-aspartate

6. N-methylaspartate

7. Nmda

2.3.2 Depositor-Supplied Synonyms

1. Nmda

2. 6384-92-5

3. N-methylaspartate

4. N-methyl-d-aspartate

5. D-aspartic Acid, N-methyl-

6. N-methyl-d-aspartic Acid (nmda)

7. Methyl Aspartic Acid

8. (r)-2-(methylamino)succinic Acid

9. (2r)-2-(methylamino)butanedioic Acid

10. N-methyl Aspartic Acid

11. (r)-2-ethylbutannedioic Acid

12. Nmda (n-methyl-d-aspartic Acid)

13. 2-methylamino-succinic Acid

14. Chembl291278

15. Chebi:31882

16. 1903b9q6pi

17. (r)-2-(methylamino)succinic Acid Hydrochloride

18. Mfcd00004226

19. Smr000326806

20. Brn 1724431

21. Unii-1903b9q6pi

22. N-alpha-methyl-d-aspartic Acid Hydrochloride

23. Oem

24. N-methyl-daspartate

25. N-methyl D-aspartate

26. Me-d-asp-oh

27. Methyl-d-aspartic Acid

28. Spectrum_001456

29. Tocris-0114

30. Spectrum2_001580

31. Spectrum3_001601

32. Spectrum4_000318

33. Spectrum5_001209

34. Lopac-m-3262

35. N-methyl D-aspartic Acid

36. (nmda)

37. Nmda [mi]

38. Schembl2220

39. Lopac0_000775

40. Bspbio_003201

41. Kbiogr_000936

42. Kbioss_001936

43. 3-04-00-01522 (beilstein Handbook Reference)

44. Mls000859947

45. Mls001333165

46. Mls001333166

47. Divk1c_000392

48. Spectrum1503636

49. Spbio_001520

50. Gtpl4268

51. Dtxsid8041082

52. Hms501d14

53. Kbio1_000392

54. Kbio2_001936

55. Kbio2_004504

56. Kbio2_007072

57. Kbio3_002421

58. (r)-2-(methylamino)succinicacid

59. (r)-2-methylamino-succinic Acid

60. Methyl Aspartic Acid, D-

61. Ninds_000392

62. Hms1922g08

63. Hms2233f23

64. Hms3262k12

65. Hms3886p09

66. Zinc901012

67. Tox21_500775

68. Ac2467

69. Bdbm50013876

70. Ccg-39358

71. Pdsp1_000779

72. Pdsp2_000767

73. S7072

74. Akos016843186

75. Lp00775

76. Sdccgsbi-0050753.p003

77. Idi1_000392

78. Ncgc00015666-01

79. Ncgc00024476-01

80. Ncgc00024476-02

81. Ncgc00024476-03

82. Ncgc00024476-04

83. Ncgc00024476-05

84. Ncgc00024476-06

85. Ncgc00024476-14

86. Ncgc00261460-01

87. Ac-24119

88. As-15576

89. Hy-17551

90. Eu-0100775

91. M1360

92. Sw219059-1

93. 84m925

94. M 3262

95. N-methyl-d-aspartic Acid, >=98% (tlc), Solid

96. Q632856

97. Sr-01000075456

98. Sr-01000597701

99. Sr-01000075456-1

100. Sr-01000597701-1

101. W-203368

102. N-methyl-d-aspartic Acid, Hydrate - Cas 6384-92-5

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₅H₉NO₄
Molecular Weight	147.13 g/mol
XLogP3	-3.4
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	4
Exact Mass	147.05315777 g/mol
Monoisotopic Mass	147.05315777 g/mol
Topological Polar Surface Area	86.6 Å²
Heavy Atom Count	10
Formal Charge	0
Complexity	145
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

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Excitatory Amino Acid Agonists

Drugs that bind to and activate excitatory amino acid receptors. (See all compounds classified as Excitatory Amino Acid Agonists.)

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