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    CAS 673-06-3

    BUILDING BLOCK

    PharmaCompass
    Xls

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    2D Structure
    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

    2D Structure

    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 Weight 165.19 g/mol
    Molecular Formula C9H11NO2
    XLogP3-1.5
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count3
    Exact Mass165.078978594 g/mol
    Monoisotopic Mass165.078978594 g/mol
    Topological Polar Surface Area63.3 Ų
    Heavy Atom Count12
    Formal Charge0
    Complexity153
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1