AM20060828

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Also known as: 150-30-1, 2-amino-3-phenylpropanoic acid, Dl-3-phenylalanine, H-dl-phe-oh, Dlpa, Phenylalanine dl-form

Molecular Formula

C₉H₁₁NO₂

Molecular Weight

165.19 g/mol

InChI Key

COLNVLDHVKWLRT-UHFFFAOYSA-N

FDA UNII

8P946UF12S

DL-Phenylalanine is a racemic mixture of phenylalanine, an aromatic amino acid with antidepressant, analgesic and appetite suppressant properties. The antidepressant effect of DL-phenylalanine may be accounted for by its precursor role in the synthesis of the neurotransmitters norepinephrine and dopamine. Elevated brain norepinephrine and dopamine levels are thought to be associated with antidepressant effects. This agent also plays a role in alleviating mood swings of premenstrual syndrome (PMS), increasing energy and mental alertness and heighten the ability to focus in individuals with attention deficit hyperactivity disorder (ADHD).

1 2D Structure

AM20060828

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-amino-3-phenylpropanoic acid

2.1.2 InChI

InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)

2.1.3 InChI Key

COLNVLDHVKWLRT-UHFFFAOYSA-N

2.1.4 Canonical SMILES

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

2.2 Other Identifiers

2.2.1 UNII

8P946UF12S

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Polyphenylalanine

2. Polyphenylalanine, (l)-isomer

2.3.2 Depositor-Supplied Synonyms

1. 150-30-1

2. 2-amino-3-phenylpropanoic Acid

3. Dl-3-phenylalanine

4. H-dl-phe-oh

5. Dlpa

6. Phenylalanine Dl-form

7. Alanine, Phenyl-, Dl-

8. Phenylalanine, Dl-

9. Dl-2-amino-3-phenylpropanoic Acid

10. Fema No. 3726

11. 2-amino-3-phenylpropionic Acid

12. Dl-.beta.-phenylalanine

13. Phenylalanine, Homopolymer

14. Nsc 9959

15. Alpha-amino-beta-phenylpropionic Acid

16. 2-amino-3-phenylpropionic Acid, Dl-

17. Dl-alpha-amino-beta-phenylpropionic Acid

18. Nsc9959

19. .beta.-phenylalanine, Dl-

20. (+/-)-2-amino-3-phenylpropionic Acid

21. 30394-07-1

22. Chebi:28044

23. 8p946uf12s

24. Dl-.beta.-phenyl-.alpha.-alanine

25. Nsc-9959

26. Dl-.alpha.-amino-.beta.-phenylpropionic Acid

27. Fenilalanina

28. Phenylalamine

29. Phenylalanin

30. Alanine, Phenyl-

31. Polyphenylalanine

32. .beta.-phenylalanine

33. Phenyl-.alpha.-alanine

34. D-.beta.-phenylalanine

35. L-.beta.-phenylalanine

36. .beta.-phenyl-l-alanine

37. (-)-.beta.-phenylalanine

38. Alpha-aminohydrocinnamic Acid, Dl-

39. Einecs 205-756-7

40. Mfcd00064225

41. .alpha.-aminohydrocinnamic Acid

42. .beta.-phenyl-.alpha.-alanine

43. Hydrocinnamic Acid, .alpha.-amino-

44. Unii-8p946uf12s

45. Ai3-18436

46. Ccris 8601

47. .beta.-phenyl-.alpha.-alanine, L-

48. Mfcd00004270

49. Mfcd00064227

50. Nsc-25005

51. D,l-phenylalanine

52. Dl-phenyl Alanine

53. D,1-phenylalanine

54. (rs)-phenylalanine

55. .alpha.-amino-.beta.-phenylpropionic Acid

56. (+/-)-phenylalanine

57. Phenylalanine Dl

58. L-phenylalanine-[d7]

59. Phenylalanine,dl-

60. (.+-.)-phenylalanine

61. Phe142

62. D,l-phe

63. Dsstox_cid_3463

64. (dl)-phenylalanine

65. (.+/-.)-phenylalanine

66. Dextro,laevo-phenyl Alanine

67. Aspartame Impurity C

68. H-phe-oh(n15)

69. Wln: Qvyz1r -l

70. Schembl8118

71. Dsstox_rid_77037

72. Nciopen2_000782

73. Dsstox_gsid_23463

74. Dl-phenylalanine, Homopolymer

75. C6h5ch2ch(nh2)cooh

76. Chembl25080

77. Dl-phenylalanine [fcc]

78. 2-amino 3-phenylpropionic Acid

79. Dl-phenylalanine [fhfi]

80. Dl-phenylalanine, 99%, Fcc

81. Dtxsid9023463

82. 2-amino-3-phenyl-propionic Acid

83. Dl-phenylalanine [who-dd]

84. Hms1668c09

85. Phenylalanine Dl-form [mi]

86. Act07262

87. Bcp16807

88. Hy-b1732

89. Nsc25005

90. Nsc79477

91. Poly-l-phenylalanine(mw 8,000)

92. Tox21_110011

93. Nsc620354

94. Stl194273

95. Akos000118905

96. Akos016842339

97. Ab00345

98. Ab02573

99. Ab02575

100. Cs-w018529

101. Nsc-620354

102. Dl-phenylalanine, Reagentplus(r), 99%

103. Ncgc00013103-01

104. Ncgc00186640-01

105. 3617-44-5

106. Ac-24032

107. As-12096

108. Cas-150-30-1

109. Nci60_042233

110. Sy001531

111. Sy005120

112. Dl-2-amino-3-phenylpropionic Acid

113. Db-014764

114. Db-056521

115. Am20060828

116. Ft-0605139

117. Ft-0625503

118. Ft-0627991

119. Ft-0641824

120. P0136

121. Dl-phenylalanine, Puriss., >=99.0% (nt)

122. (+/-)-.beta.-phenyl-.alpha.-alanine

123. (+/-)-3-phenyl-2-aminopropanoic Acid

124. C02057

125. D77851

126. Dl-phenylalanine, Vetec(tm) Reagent Grade, 98%

127. Q-101532

128. Poly-dl-phenylalanine Mol Wt*10000-30000

129. Q27103475

130. Z57127433

131. 405050ef-ce0f-49dd-b7be-91b88285c2ee

132. F2191-0209

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₉H₁₁NO₂
Molecular Weight	165.19 g/mol
XLogP3	-1.5
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	3
Exact Mass	165.078978594 g/mol
Monoisotopic Mass	165.078978594 g/mol
Topological Polar Surface Area	63.3 Å²
Heavy Atom Count	12
Formal Charge	0
Complexity	153
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