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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2019-10-11 16:28:55 UTC

Update Date

2022-03-07 03:18:19 UTC

HMDB ID

HMDB0240552

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Phenylalanine betaine

Description

Phenylalanine betaine belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on Phenylalanine betaine.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0240552
     RDKit          3D
Phenylalanine betaine
 32 32  0  0  0  0  0  0  0  0999 V2000
   -2.4728   -1.1244    0.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0242    0.0310   -0.2204 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.7867    0.0877   -1.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3544    1.2376    0.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6186   -0.0234   -0.5840 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2202    0.2187    0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6728    0.1957    0.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4460   -0.9102    0.6264 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8102   -0.9378    0.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4177    0.1902   -0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6923    1.3146   -0.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3446    1.3121   -0.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3914   -1.2228   -1.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9000   -1.2981   -2.5282 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3342   -2.2943   -0.9136 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.8454   -1.8919   -0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3486   -0.8038    1.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7527   -1.5725    1.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7650    0.6065   -1.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2559    0.6265   -2.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0809   -0.9538   -1.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0320    2.1158   -0.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4821    1.2778    0.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0310    1.2295    1.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4662    0.8679   -1.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0567    1.2419    0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0763   -0.4501    1.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0389   -1.8135    1.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3787   -1.8373    0.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4719    0.1803   -0.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1658    2.2147   -0.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7478    2.1856   -0.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  5 13  1  0
 13 14  2  0
 13 15  1  0
 12  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  6
  6 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
M  CHG  2   2   1  15  -1
M  END


  Mrv1652310111918282D          

 16 16  0  0  1  0            999 V2000
    0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 10  7  2  0  0  0  0
 10  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11  9  1  1  0  0  0
 12 11  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  2  0  0  0  0
 15 12  1  0  0  0  0
 11 16  1  6  0  0  0
M  CHG  2  13   1  15  -1
M  END
> <DATABASE_ID>
HMDB0240552

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@](CC1=CC=CC=C1)(C([O-])=O)[N+](C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C12H17NO2/c1-13(2,3)11(12(14)15)9-10-7-5-4-6-8-10/h4-8,11H,9H2,1-3H3/t11-/m0/s1

> <INCHI_KEY>
XTFQIRIHLGODFV-NSHDSACASA-N

> <FORMULA>
C12H17NO2

> <MOLECULAR_WEIGHT>
207.273

> <EXACT_MASS>
207.125928791

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
22.485448052944697

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-3-phenyl-2-(trimethylazaniumyl)propanoate

> <ALOGPS_LOGP>
-1.44

> <JCHEM_LOGP>
-2.269093232471745

> <ALOGPS_LOGS>
-4.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.50464511885006

> <JCHEM_POLAR_SURFACE_AREA>
40.129999999999995

> <JCHEM_REFRACTIVITY>
81.9363

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.37e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-3-phenyl-2-(trimethylammonio)propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240552
     RDKit          3D
Phenylalanine betaine
 32 32  0  0  0  0  0  0  0  0999 V2000
   -2.4728   -1.1244    0.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0242    0.0310   -0.2204 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.7867    0.0877   -1.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3544    1.2376    0.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6186   -0.0234   -0.5840 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2202    0.2187    0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6728    0.1957    0.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4460   -0.9102    0.6264 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8102   -0.9378    0.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4177    0.1902   -0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6923    1.3146   -0.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3446    1.3121   -0.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3914   -1.2228   -1.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9000   -1.2981   -2.5282 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3342   -2.2943   -0.9136 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.8454   -1.8919   -0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3486   -0.8038    1.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7527   -1.5725    1.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7650    0.6065   -1.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2559    0.6265   -2.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0809   -0.9538   -1.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0320    2.1158   -0.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4821    1.2778    0.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0310    1.2295    1.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4662    0.8679   -1.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0567    1.2419    0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0763   -0.4501    1.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0389   -1.8135    1.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3787   -1.8373    0.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4719    0.1803   -0.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1658    2.2147   -0.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7478    2.1856   -0.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  5 13  1  0
 13 14  2  0
 13 15  1  0
 12  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  6
  6 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
M  CHG  2   2   1  15  -1
M  END

HEADER    PROTEIN                                 11-OCT-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-OCT-19         0                                  
HETATM    1  C   UNK     0       0.000   7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.540   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       0.000   6.160   0.000  0.00  0.00           N+1
HETATM   14  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O-1
HETATM   16  H   UNK     0       0.000   3.080   0.000  0.00  0.00           H+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   13                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   10                                                       
CONECT    8    6   10                                                       
CONECT    9   10   11                                                       
CONECT   10    7    8    9                                                  
CONECT   11    9   12   13   16                                             
CONECT   12   11   14   15                                                  
CONECT   13    1    2    3   11                                             
CONECT   14   12                                                            
CONECT   15   12                                                            
CONECT   16   11                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0240552
HETATM    1  C1  UNL     1      -2.473  -1.124   0.492  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.024   0.031  -0.220  1.00  0.00           N1+
HETATM    3  C2  UNL     1      -2.787   0.088  -1.466  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.354   1.238   0.510  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.619  -0.023  -0.584  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.220   0.219   0.625  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.673   0.196   0.387  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.446  -0.910   0.626  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.810  -0.938   0.380  1.00  0.00           C  
HETATM   10  C9  UNL     1       4.418   0.190  -0.125  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.692   1.315  -0.378  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.345   1.312  -0.125  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.391  -1.223  -1.354  1.00  0.00           C  
HETATM   14  O1  UNL     1      -0.900  -1.298  -2.528  1.00  0.00           O  
HETATM   15  O2  UNL     1       0.334  -2.294  -0.914  1.00  0.00           O1-
HETATM   16  H1  UNL     1      -2.845  -1.892  -0.234  1.00  0.00           H  
HETATM   17  H2  UNL     1      -3.349  -0.804   1.119  1.00  0.00           H  
HETATM   18  H3  UNL     1      -1.753  -1.572   1.171  1.00  0.00           H  
HETATM   19  H4  UNL     1      -3.765   0.606  -1.251  1.00  0.00           H  
HETATM   20  H5  UNL     1      -2.256   0.627  -2.260  1.00  0.00           H  
HETATM   21  H6  UNL     1      -3.081  -0.954  -1.761  1.00  0.00           H  
HETATM   22  H7  UNL     1      -2.032   2.116  -0.075  1.00  0.00           H  
HETATM   23  H8  UNL     1      -3.482   1.278   0.531  1.00  0.00           H  
HETATM   24  H9  UNL     1      -2.031   1.229   1.550  1.00  0.00           H  
HETATM   25  H10 UNL     1      -0.466   0.868  -1.265  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.057   1.242   0.992  1.00  0.00           H  
HETATM   27  H12 UNL     1      -0.076  -0.450   1.474  1.00  0.00           H  
HETATM   28  H13 UNL     1       2.039  -1.814   1.038  1.00  0.00           H  
HETATM   29  H14 UNL     1       4.379  -1.837   0.585  1.00  0.00           H  
HETATM   30  H15 UNL     1       5.472   0.180  -0.319  1.00  0.00           H  
HETATM   31  H16 UNL     1       4.166   2.215  -0.778  1.00  0.00           H  
HETATM   32  H17 UNL     1       1.748   2.186  -0.315  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    4    5
CONECT    3   19   20   21
CONECT    4   22   23   24
CONECT    5    6   13   25
CONECT    6    7   26   27
CONECT    7    8    8   12
CONECT    8    9   28
CONECT    9   10   10   29
CONECT   10   11   30
CONECT   11   12   12   31
CONECT   12   32
CONECT   13   14   14   15
END

HMDB0240552
     RDKit          3D
Phenylalanine betaine
 32 32  0  0  0  0  0  0  0  0999 V2000
   -2.4728   -1.1244    0.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0242    0.0310   -0.2204 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.7867    0.0877   -1.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3544    1.2376    0.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6186   -0.0234   -0.5840 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2202    0.2187    0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6728    0.1957    0.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4460   -0.9102    0.6264 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8102   -0.9378    0.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4177    0.1902   -0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6923    1.3146   -0.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3446    1.3121   -0.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3914   -1.2228   -1.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9000   -1.2981   -2.5282 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3342   -2.2943   -0.9136 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.8454   -1.8919   -0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3486   -0.8038    1.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7527   -1.5725    1.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7650    0.6065   -1.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2559    0.6265   -2.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0809   -0.9538   -1.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0320    2.1158   -0.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4821    1.2778    0.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0310    1.2295    1.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4662    0.8679   -1.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0567    1.2419    0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0763   -0.4501    1.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0389   -1.8135    1.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3787   -1.8373    0.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4719    0.1803   -0.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1658    2.2147   -0.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7478    2.1856   -0.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  5 13  1  0
 13 14  2  0
 13 15  1  0
 12  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  6
  6 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
M  CHG  2   2   1  15  -1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
L-N,N,N-Trimethylphenylalanine	ChEBI
N,N,N-Trimethyl-L-phenylalanine	ChEBI

Chemical Formula

C₁₂H₁₇NO₂

Average Molecular Weight

207.273

Monoisotopic Molecular Weight

207.125928791

IUPAC Name

(2S)-3-phenyl-2-(trimethylazaniumyl)propanoate

Traditional Name

(2S)-3-phenyl-2-(trimethylammonio)propanoate

CAS Registry Number

Not Available

SMILES

[H][C@](CC1=CC=CC=C1)(C([O-])=O)[N+](C)(C)C

InChI Identifier

InChI=1S/C12H17NO2/c1-13(2,3)11(12(14)15)9-10-7-5-4-6-8-10/h4-8,11H,9H2,1-3H3/t11-/m0/s1

InChI Key

XTFQIRIHLGODFV-NSHDSACASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Phenylalanine and derivatives

Alternative Parents

Substituents

Phenylalanine or derivatives
3-phenylpropanoic-acid
Alpha-amino acid
Amphetamine or derivatives
L-alpha-amino acid
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Quaternary ammonium salt
Tetraalkylammonium salt
Carboxylic acid salt
Monocarboxylic acid or derivatives
Carboxylic acid
Amine
Organic nitrogen compound
Organic oxide
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organic salt
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 32966057)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Source

Exogenous

Food

Cereal and cereal product

Cereal product

Whole grain cereal products (HMDB: HMDB0240552)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1.4	ALOGPS
logP	-2.3	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	40.13 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	81.94 m³·mol⁻¹	ChemAxon
Polarizability	22.49 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	156.611	30932474
DeepCCS	[M-H]-	154.143	30932474
DeepCCS	[M-2H]-	188.918	30932474
DeepCCS	[M+Na]+	165.084	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Phenylalanine betaine	[H][C@](CC1=CC=CC=C1)(C([O-])=O)[N+](C)(C)C	1943.8	Standard polar	33892256
Phenylalanine betaine	[H][C@](CC1=CC=CC=C1)(C([O-])=O)[N+](C)(C)C	1250.8	Standard non polar	33892256
Phenylalanine betaine	[H][C@](CC1=CC=CC=C1)(C([O-])=O)[N+](C)(C)C	1536.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Phenylalanine betaine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanine betaine 10V, Positive-QTOF	splash10-03di-0900000000-321315ff455d221396df	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanine betaine 20V, Positive-QTOF	splash10-114j-3900000000-9b65bda69f09f0773f80	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanine betaine 40V, Positive-QTOF	splash10-0pb9-9600000000-c8a36327f381b5042d37	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanine betaine 10V, Negative-QTOF	splash10-0a4i-0090000000-067eb85cd38d7e04a703	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanine betaine 20V, Negative-QTOF	splash10-0udi-1920000000-ffca767f8d777439e2b5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanine betaine 40V, Negative-QTOF	splash10-0udi-3900000000-aa7c63c569601d9cdab9	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB093746

KNApSAcK ID

Not Available

Chemspider ID

28424428

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25837691

PDB ID

Not Available

ChEBI ID

125805

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Phenylalanine betaine (HMDB0240552)

MOL for HMDB0240552 (Phenylalanine betaine)

3D MOL for HMDB0240552 (Phenylalanine betaine)

3D SDF for HMDB0240552 (Phenylalanine betaine)

3D-SDF for HMDB0240552 (Phenylalanine betaine)

PDB for HMDB0240552 (Phenylalanine betaine)

3D PDB for HMDB0240552 (Phenylalanine betaine)

SMILES for HMDB0240552 (Phenylalanine betaine)

INCHI for HMDB0240552 (Phenylalanine betaine)

Structure for HMDB0240552 (Phenylalanine betaine)

3D Structure for HMDB0240552 (Phenylalanine betaine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra