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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-08-01 02:14:33 UTC

Update Date

2023-02-21 17:31:13 UTC

HMDB ID

HMDB0094662

Secondary Accession Numbers

HMDB94662

Metabolite Identification

Common Name

Phenyl-Leucine

Description

Phenyl-Leucine, also known as L-leucine, N-phenyl- is classified as a leucine or a leucine derivative. Leucines are compounds containing leucine or a derivative thereof resulting from reaction of leucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Phenyl-Leucine is considered to be practically insoluble (in water) and acidic. (ChemoSummarizer)

Structure

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

HMDB0094662
     RDKit          3D
Phenyl-Leucine
 32 32  0  0  0  0  0  0  0  0999 V2000
   -3.7758    0.6224    0.9056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3618    0.1157    0.6438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4521   -1.3847    0.5414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7986    0.7563   -0.5805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4138    0.2624   -0.8437 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4341    0.5907    0.2781 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781    0.1696    0.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3482   -0.6801   -0.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6625   -1.1034   -0.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4225   -0.6429    0.6275 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8795    0.2130    1.5602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5437    0.6224    1.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1340    0.7934   -2.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1819    1.4559   -2.2346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5912    0.5219   -3.2773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7733    1.6624    1.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2024   -0.0417    1.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3377    0.4756   -0.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7548    0.3887    1.5169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4792   -1.8628    0.7818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1731   -1.7332    1.3276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8468   -1.7105   -0.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4758    0.6285   -1.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7633    1.8633   -0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458   -0.8441   -0.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0248    1.1752    1.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7660   -1.0429   -1.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1386   -1.7725   -1.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4678   -0.9529    0.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4741    0.5711    2.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1256    1.2970    2.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7359   -0.4138   -3.6277 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
  4  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
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  6
  6 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 15 32  1  0
M  END


  Mrv1652304032019092D          

 16 16  0  0  1  0            999 V2000
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  9  1  1  0  0  0  0
  9  2  1  0  0  0  0
  9  8  1  0  0  0  0
 10  6  2  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12 11  1  0  0  0  0
 13 10  1  0  0  0  0
 11 13  1  1  0  0  0
 14 12  2  0  0  0  0
 15 12  1  0  0  0  0
 11 16  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0094662

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](CC(C)C)(NC1=CC=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H17NO2/c1-9(2)8-11(12(14)15)13-10-6-4-3-5-7-10/h3-7,9,11,13H,8H2,1-2H3,(H,14,15)/t11-/m0/s1

> <INCHI_KEY>
GUKOKXKMWGOHJJ-NSHDSACASA-N

> <FORMULA>
C12H17NO2

> <MOLECULAR_WEIGHT>
207.273

> <EXACT_MASS>
207.125928791

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
22.943685695558262

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-4-methyl-2-(phenylamino)pentanoic acid

> <ALOGPS_LOGP>
0.96

> <JCHEM_LOGP>
1.9597826110300747

> <ALOGPS_LOGS>
-2.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.549248400008102

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0692150649872905

> <JCHEM_PKA_STRONGEST_BASIC>
5.460873310669264

> <JCHEM_POLAR_SURFACE_AREA>
49.33

> <JCHEM_REFRACTIVITY>
60.50390000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.02e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-4-methyl-2-(phenylamino)pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0094662
     RDKit          3D
Phenyl-Leucine
 32 32  0  0  0  0  0  0  0  0999 V2000
   -3.7758    0.6224    0.9056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3618    0.1157    0.6438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4521   -1.3847    0.5414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7986    0.7563   -0.5805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4138    0.2624   -0.8437 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4341    0.5907    0.2781 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781    0.1696    0.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3482   -0.6801   -0.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6625   -1.1034   -0.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4225   -0.6429    0.6275 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8795    0.2130    1.5602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5437    0.6224    1.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1340    0.7934   -2.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1819    1.4559   -2.2346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5912    0.5219   -3.2773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7733    1.6624    1.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2024   -0.0417    1.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3377    0.4756   -0.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7548    0.3887    1.5169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4792   -1.8628    0.7818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1731   -1.7332    1.3276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8468   -1.7105   -0.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4758    0.6285   -1.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7633    1.8633   -0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458   -0.8441   -0.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0248    1.1752    1.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7660   -1.0429   -1.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1386   -1.7725   -1.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4678   -0.9529    0.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4741    0.5711    2.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1256    1.2970    2.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7359   -0.4138   -3.6277 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
  4  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
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  6
  6 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 15 32  1  0
M  END

HEADER    PROTEIN                                 03-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-20         0                                  
HETATM    1  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       8.002   4.620   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       8.002   1.540   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   16  H   UNK     0       5.335   3.080   0.000  0.00  0.00           H+0
CONECT    1    9                                                            
CONECT    2    9                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   10                                                       
CONECT    7    5   10                                                       
CONECT    8    9   11                                                       
CONECT    9    1    2    8                                                  
CONECT   10    6    7   13                                                  
CONECT   11    8   12   13   16                                             
CONECT   12   11   14   15                                                  
CONECT   13   10   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    HMDB0094662
HETATM    1  C1  UNL     1      -3.776   0.622   0.906  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.362   0.116   0.644  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.452  -1.385   0.541  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.799   0.756  -0.580  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.414   0.262  -0.844  1.00  0.00           C  
HETATM    6  N1  UNL     1       0.434   0.591   0.278  1.00  0.00           N  
HETATM    7  C6  UNL     1       1.778   0.170   0.396  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.348  -0.680  -0.513  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.662  -1.103  -0.426  1.00  0.00           C  
HETATM   10  C9  UNL     1       4.423  -0.643   0.627  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.880   0.213   1.560  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.544   0.622   1.442  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.134   0.793  -2.121  1.00  0.00           C  
HETATM   14  O1  UNL     1       1.182   1.456  -2.235  1.00  0.00           O  
HETATM   15  O2  UNL     1      -0.591   0.522  -3.277  1.00  0.00           O  
HETATM   16  H1  UNL     1      -3.773   1.662   1.247  1.00  0.00           H  
HETATM   17  H2  UNL     1      -4.202  -0.042   1.703  1.00  0.00           H  
HETATM   18  H3  UNL     1      -4.338   0.476  -0.026  1.00  0.00           H  
HETATM   19  H4  UNL     1      -1.755   0.389   1.517  1.00  0.00           H  
HETATM   20  H5  UNL     1      -1.479  -1.863   0.782  1.00  0.00           H  
HETATM   21  H6  UNL     1      -3.173  -1.733   1.328  1.00  0.00           H  
HETATM   22  H7  UNL     1      -2.847  -1.711  -0.440  1.00  0.00           H  
HETATM   23  H8  UNL     1      -2.476   0.629  -1.454  1.00  0.00           H  
HETATM   24  H9  UNL     1      -1.763   1.863  -0.390  1.00  0.00           H  
HETATM   25  H10 UNL     1      -0.446  -0.844  -0.918  1.00  0.00           H  
HETATM   26  H11 UNL     1       0.025   1.175   1.036  1.00  0.00           H  
HETATM   27  H12 UNL     1       1.766  -1.043  -1.326  1.00  0.00           H  
HETATM   28  H13 UNL     1       4.139  -1.773  -1.128  1.00  0.00           H  
HETATM   29  H14 UNL     1       5.468  -0.953   0.735  1.00  0.00           H  
HETATM   30  H15 UNL     1       4.474   0.571   2.382  1.00  0.00           H  
HETATM   31  H16 UNL     1       2.126   1.297   2.182  1.00  0.00           H  
HETATM   32  H17 UNL     1      -0.736  -0.414  -3.628  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    4   19
CONECT    3   20   21   22
CONECT    4    5   23   24
CONECT    5    6   13   25
CONECT    6    7   26
CONECT    7    8    8   12
CONECT    8    9   27
CONECT    9   10   10   28
CONECT   10   11   29
CONECT   11   12   12   30
CONECT   12   31
CONECT   13   14   14   15
CONECT   15   32
END

HMDB0094662
     RDKit          3D
Phenyl-Leucine
 32 32  0  0  0  0  0  0  0  0999 V2000
   -3.7758    0.6224    0.9056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3618    0.1157    0.6438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4521   -1.3847    0.5414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7986    0.7563   -0.5805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4138    0.2624   -0.8437 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4341    0.5907    0.2781 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781    0.1696    0.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3482   -0.6801   -0.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6625   -1.1034   -0.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4225   -0.6429    0.6275 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8795    0.2130    1.5602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5437    0.6224    1.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1340    0.7934   -2.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1819    1.4559   -2.2346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5912    0.5219   -3.2773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7733    1.6624    1.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2024   -0.0417    1.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3377    0.4756   -0.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7548    0.3887    1.5169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4792   -1.8628    0.7818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1731   -1.7332    1.3276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8468   -1.7105   -0.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4758    0.6285   -1.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7633    1.8633   -0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458   -0.8441   -0.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0248    1.1752    1.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7660   -1.0429   -1.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1386   -1.7725   -1.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4678   -0.9529    0.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4741    0.5711    2.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1256    1.2970    2.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7359   -0.4138   -3.6277 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
  4  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
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  6
  6 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 15 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S)-4-Methyl-2-(phenylamino)pentanoate	Generator

Chemical Formula

C₁₂H₁₇NO₂

Average Molecular Weight

207.273

Monoisotopic Molecular Weight

207.125928791

IUPAC Name

(2S)-4-methyl-2-(phenylamino)pentanoic acid

Traditional Name

(2S)-4-methyl-2-(phenylamino)pentanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](CC(C)C)(NC1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C12H17NO2/c1-9(2)8-11(12(14)15)13-10-6-4-3-5-7-10/h3-7,9,11,13H,8H2,1-2H3,(H,14,15)/t11-/m0/s1

InChI Key

GUKOKXKMWGOHJJ-NSHDSACASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as leucine and derivatives. Leucine and derivatives are compounds containing leucine or a derivative thereof resulting from reaction of leucine 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

Leucine and derivatives

Alternative Parents

Substituents

Leucine or derivatives
Alpha-amino acid
L-alpha-amino acid
Phenylalkylamine
Aniline or substituted anilines
Secondary aliphatic/aromatic amine
Monocyclic benzene moiety
Benzenoid
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Secondary amine
Organooxygen compound
Organonitrogen compound
Amine
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

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	0.96	ALOGPS
logP	1.96	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	3.07	ChemAxon
pKa (Strongest Basic)	5.46	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.33 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	60.5 m³·mol⁻¹	ChemAxon
Polarizability	22.94 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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
DarkChem	[M+H]+	151.82	31661259
DarkChem	[M-H]-	150.267	31661259
DeepCCS	[M+H]+	153.339	30932474
DeepCCS	[M-H]-	150.944	30932474
DeepCCS	[M-2H]-	184.53	30932474
DeepCCS	[M+Na]+	159.252	30932474
AllCCS	[M+H]+	148.1	32859911
AllCCS	[M+H-H2O]+	144.3	32859911
AllCCS	[M+NH4]+	151.6	32859911
AllCCS	[M+Na]+	152.7	32859911
AllCCS	[M-H]-	149.4	32859911
AllCCS	[M+Na-2H]-	150.1	32859911
AllCCS	[M+HCOO]-	150.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Phenyl-Leucine	[H][C@@](CC(C)C)(NC1=CC=CC=C1)C(O)=O	2188.0	Standard polar	33892256
Phenyl-Leucine	[H][C@@](CC(C)C)(NC1=CC=CC=C1)C(O)=O	1741.6	Standard non polar	33892256
Phenyl-Leucine	[H][C@@](CC(C)C)(NC1=CC=CC=C1)C(O)=O	1743.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Phenyl-Leucine,1TMS,isomer #1	CC(C)C[C@H](NC1=CC=CC=C1)C(=O)O[Si](C)(C)C	1700.2	Semi standard non polar	33892256
Phenyl-Leucine,1TMS,isomer #2	CC(C)C[C@@H](C(=O)O)N(C1=CC=CC=C1)[Si](C)(C)C	1739.5	Semi standard non polar	33892256
Phenyl-Leucine,2TMS,isomer #1	CC(C)C[C@@H](C(=O)O[Si](C)(C)C)N(C1=CC=CC=C1)[Si](C)(C)C	1717.6	Semi standard non polar	33892256
Phenyl-Leucine,2TMS,isomer #1	CC(C)C[C@@H](C(=O)O[Si](C)(C)C)N(C1=CC=CC=C1)[Si](C)(C)C	1758.4	Standard non polar	33892256
Phenyl-Leucine,2TMS,isomer #1	CC(C)C[C@@H](C(=O)O[Si](C)(C)C)N(C1=CC=CC=C1)[Si](C)(C)C	1958.8	Standard polar	33892256
Phenyl-Leucine,1TBDMS,isomer #1	CC(C)C[C@H](NC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	1945.7	Semi standard non polar	33892256
Phenyl-Leucine,1TBDMS,isomer #2	CC(C)C[C@@H](C(=O)O)N(C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	1959.6	Semi standard non polar	33892256
Phenyl-Leucine,2TBDMS,isomer #1	CC(C)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2177.1	Semi standard non polar	33892256
Phenyl-Leucine,2TBDMS,isomer #1	CC(C)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2165.2	Standard non polar	33892256
Phenyl-Leucine,2TBDMS,isomer #1	CC(C)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2257.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Phenyl-Leucine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9700000000-b3cb6c42a7c12a727817	2017-09-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phenyl-Leucine GC-MS (1 TMS) - 70eV, Positive	splash10-03kc-9620000000-90a01a25671ed4b47644	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phenyl-Leucine 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 - Phenyl-Leucine 10V, Negative-QTOF	splash10-0a4i-0490000000-389c6da4ab21384245c9	2017-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenyl-Leucine 20V, Negative-QTOF	splash10-0bt9-3950000000-86514369798467bbde7c	2017-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenyl-Leucine 40V, Negative-QTOF	splash10-00kf-9100000000-df60c0426a30a70adab9	2017-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenyl-Leucine 10V, Positive-QTOF	splash10-0a4l-1980000000-0251b136de5a479b238c	2017-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenyl-Leucine 20V, Positive-QTOF	splash10-08fr-4920000000-a96cde56846a48daa6cd	2017-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenyl-Leucine 40V, Positive-QTOF	splash10-0aor-9100000000-72bf3ae0c39fae78317e	2017-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenyl-Leucine 10V, Positive-QTOF	splash10-08fr-4970000000-5fec36ef01c9dcabf4aa	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenyl-Leucine 20V, Positive-QTOF	splash10-0303-9800000000-25e0aef5744f665636fc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenyl-Leucine 40V, Positive-QTOF	splash10-00kf-9000000000-60a1a8148e0311f64893	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenyl-Leucine 10V, Negative-QTOF	splash10-0a4i-1390000000-7510a522de6fee2a4bb7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenyl-Leucine 20V, Negative-QTOF	splash10-052f-9370000000-f6d6aee9778c6b60bab8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenyl-Leucine 40V, Negative-QTOF	splash10-0006-9000000000-5738fc1f9f7fee186f29	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16071693

PDB ID

Not Available

ChEBI ID

Not Available

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 Phenyl-Leucine (HMDB0094662)

MOL for HMDB0094662 (Phenyl-Leucine)

3D MOL for HMDB0094662 (Phenyl-Leucine)

3D SDF for HMDB0094662 (Phenyl-Leucine)

3D-SDF for HMDB0094662 (Phenyl-Leucine)

PDB for HMDB0094662 (Phenyl-Leucine)

3D PDB for HMDB0094662 (Phenyl-Leucine)

SMILES for HMDB0094662 (Phenyl-Leucine)

INCHI for HMDB0094662 (Phenyl-Leucine)

Structure for HMDB0094662 (Phenyl-Leucine)

3D Structure for HMDB0094662 (Phenyl-Leucine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra