CAS 673-06-3

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Also known as: 673-06-3, H-d-phe-oh, (2r)-2-amino-3-phenylpropanoic acid, Phenylalanine d-form, Sabiden, D-phe

Molecular Formula

C₉H₁₁NO₂

Molecular Weight

165.19 g/mol

InChI Key

COLNVLDHVKWLRT-MRVPVSSYSA-N

FDA UNII

032K16VRCU

D-Phenylalanine is the synthetic dextro isomer of phenylalanine, an essential amino acid with anti-depressant and analgesic activities. D-Phenylalanine is converted into tyrosine and tyrosine in turn is converted into L-dopa, norepinephrine, and epinephrine, three key neurotransmitters. As a result this agent is associated with elevated levels of the neurotransmitters dopamine and norepinephrine in the brain, which may alleviate symptoms of depression. In addition, as an inhibitor of enkephalinase, which metabolizes endorphins, D-phenylalanine may be used to treat chronic pain through blocking the break down of endorphins (natural pain killers).

1 2D Structure

CAS 673-06-3

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2R)-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)/t8-/m1/s1

2.1.3 InChI Key

COLNVLDHVKWLRT-MRVPVSSYSA-N

2.1.4 Canonical SMILES

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

2.1.5 Isomeric SMILES

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

2.2 Other Identifiers

2.2.1 UNII

032K16VRCU

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 673-06-3

2. H-d-phe-oh

3. (2r)-2-amino-3-phenylpropanoic Acid

4. Phenylalanine D-form

5. Sabiden

6. D-phe

7. Alanine, Phenyl-, D-

8. (r)-2-amino-3-phenylpropanoic Acid

9. Nci-c60195

10. Phenylalanine,d-

11. D-alpha-amino-beta-phenylpropionic Acid

12. D-(+)-phenylalanine

13. (r)-2-amino-3-phenylpropionic Acid

14. 032k16vrcu

15. Chebi:16998

16. Mfcd00004270

17. D-.beta.-phenylalanine

18. Ccris 6267

19. Einecs 211-603-5

20. Nsc 25005

21. Unii-032k16vrcu

22. Nsc-25005

23. Dphe

24. L-3-phenylalanine

25. Hdpheoh

26. (d)-phenylalanine

27. Phenylalanine,(s)

28. Spectrum_001725

29. Spectrum2_001558

30. Spectrum4_000865

31. Spectrum5_001137

32. (r)-phenylalanine

33. Phenylalanine, D-

34. D-phenylalanine, >=99%

35. Schembl92744

36. Kbiogr_001529

37. Kbioss_002205

38. Divk1c_000453

39. Spectrum1503391

40. Spbio_001436

41. Chembl379630

42. Gtpl5797

43. Zinc1927

44. Dtxsid4025876

45. Bdbm36161

46. Hms501g15

47. Kbio1_000453

48. Kbio2_002205

49. Kbio2_004773

50. Kbio2_007341

51. D-phenylalanine [who-dd]

52. D-.beta.-phenyl-.alpha.-alanine

53. Ninds_000453

54. Phenylalanine D-form [mi]

55. Hms1922c08

56. Pharmakon1600-01503391

57. Act08578

58. Hy-y0079

59. D-phenylalanine, >=98% (hplc)

60. Ccg-39336

61. Nsc758460

62. S4153

63. Akos007930513

64. Ac-8664

65. Am83526

66. Cs-w020009

67. Db02556

68. Nsc-758460

69. Idi1_000453

70. Ncgc00163338-01

71. Ncgc00163338-03

72. Ac-11292

73. As-11997

74. Sbi-0051820.p002

75. P0135

76. En300-60166

77. 73p063

78. A20666

79. C02265

80. M02934

81. Ab00052351_02

82. Ab00052351_03

83. Sr-01000872765

84. D-phenylalanine, Vetec(tm) Reagent Grade, >=98%

85. J-300203

86. Q-101646

87. Sr-01000872765-1

88. Q26841253

89. Z1696844707

90. 4c53b247-2fe4-4464-92c0-9f3782a08966

91. D-alpha-amino-beta-phenylpropionic Acid;d-beta-phenyl-alpha-aminopropionic Acid

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	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1