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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 21:03:17 UTC

Update Date

2021-09-14 15:37:02 UTC

HMDB ID

HMDB0028992

Secondary Accession Numbers

HMDB28992

Metabolite Identification

Common Name

Phenylalanylcysteine

Description

Phenylalanylcysteine is a dipeptide composed of phenylalanine and cysteine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.

Structure

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

HMDB0028992
     RDKit          3D
Phenylalanylcysteine
 34 34  0  0  0  0  0  0  0  0999 V2000
   -0.5152    0.3143    1.2127 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3812   -0.5524    0.1246 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2157   -0.0453   -1.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6222    0.0002   -0.5873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4384   -1.0950   -0.7483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7642   -1.0634   -0.3253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2122    0.1009    0.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4431    1.2138    0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1132    1.1446   -0.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0165   -0.8093   -0.2933 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2931   -1.5596   -1.2466 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0528   -0.1771    0.4210 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4562   -0.3777    0.0729 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9914    0.9707   -0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0042    1.5065   -1.7928 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1330   -0.8997    1.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5553   -1.1152    2.3618 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4918   -1.1765    1.1929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4258   -0.0685    2.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4036    1.3072    1.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8059   -1.5588    0.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0983   -0.6974   -1.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8662    0.9841   -1.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0532   -1.9961   -1.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3893   -1.9333   -0.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2348    0.1341    0.5833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8007    2.1204    0.8895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4935    2.0020    0.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8796    0.4638    1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5345   -1.0768   -0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0548    0.9507   -0.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8014    1.6793    0.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1798    2.8850   -1.9770 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8323   -1.5754    0.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 16 18  1  0
  9  4  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  1
  3 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 12 29  1  0
 13 30  1  6
 14 31  1  0
 14 32  1  0
 15 33  1  0
 18 34  1  0
M  END


  Mrv1652304062014052D          

 18 18  0  0  0  0            999 V2000
10001.8001 9999.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.085410000.2157    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3730 9999.8034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.659010000.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9455 9999.8034    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.230210000.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9455 9998.9797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.659010001.0394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.085410001.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5187 9999.8043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.804210000.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.0897 9999.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.0896 9998.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.8041 9998.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5187 9998.9793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.512010000.2149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.8005 9998.9784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.799910001.4519    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  1  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 10  1  0  0  0  0
  6 10  1  0  0  0  0
  1 17  2  0  0  0  0
  1 16  1  0  0  0  0
  9 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0028992

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H16N2O3S/c13-9(6-8-4-2-1-3-5-8)11(15)14-10(7-18)12(16)17/h1-5,9-10,18H,6-7,13H2,(H,14,15)(H,16,17)/t9-,10-/m0/s1

> <INCHI_KEY>
KNPVDQMEHSCAGX-UWVGGRQHSA-N

> <FORMULA>
C12H16N2O3S

> <MOLECULAR_WEIGHT>
268.33

> <EXACT_MASS>
268.088163557

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
27.291116227318373

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-[(2S)-2-amino-3-phenylpropanamido]-3-sulfanylpropanoic acid

> <ALOGPS_LOGP>
-1.26

> <JCHEM_LOGP>
-1.675025764649139

> <ALOGPS_LOGS>
-2.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.05327094028116

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6607931899673227

> <JCHEM_PKA_STRONGEST_BASIC>
8.005713751369257

> <JCHEM_POLAR_SURFACE_AREA>
92.41999999999999

> <JCHEM_REFRACTIVITY>
70.14000000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.47e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(2S)-2-amino-3-phenylpropanamido]-3-sulfanylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028992
     RDKit          3D
Phenylalanylcysteine
 34 34  0  0  0  0  0  0  0  0999 V2000
   -0.5152    0.3143    1.2127 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3812   -0.5524    0.1246 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2157   -0.0453   -1.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6222    0.0002   -0.5873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4384   -1.0950   -0.7483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7642   -1.0634   -0.3253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2122    0.1009    0.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4431    1.2138    0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1132    1.1446   -0.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0165   -0.8093   -0.2933 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2931   -1.5596   -1.2466 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0528   -0.1771    0.4210 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4562   -0.3777    0.0729 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9914    0.9707   -0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0042    1.5065   -1.7928 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1330   -0.8997    1.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5553   -1.1152    2.3618 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4918   -1.1765    1.1929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4258   -0.0685    2.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4036    1.3072    1.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8059   -1.5588    0.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0983   -0.6974   -1.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8662    0.9841   -1.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0532   -1.9961   -1.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3893   -1.9333   -0.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2348    0.1341    0.5833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8007    2.1204    0.8895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4935    2.0020    0.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8796    0.4638    1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5345   -1.0768   -0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0548    0.9507   -0.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8014    1.6793    0.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1798    2.8850   -1.9770 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8323   -1.5754    0.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 16 18  1  0
  9  4  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  1
  3 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 12 29  1  0
 13 30  1  6
 14 31  1  0
 14 32  1  0
 15 33  1  0
 18 34  1  0
M  END

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0    8670.0278666.300   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8668.6938667.069   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0    8667.3638666.300   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0    8666.0308667.069   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8664.6988666.300   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8663.3638667.069   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0    8664.6988664.762   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0    8666.0308668.607   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8668.6938668.607   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8662.0358666.301   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8660.7018667.071   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8659.3678666.301   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8659.3678664.761   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8660.7018663.991   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8662.0358664.761   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8671.3568667.068   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    8670.0288664.760   0.000  0.00  0.00           O+0
HETATM   18  S   UNK     0    8670.0268669.377   0.000  0.00  0.00           S+0
CONECT    1    2   17   16                                                  
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5   10                                                       
CONECT    7    5                                                            
CONECT    8    4                                                            
CONECT    9    2   18                                                       
CONECT   10   11   15    6                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16    1                                                            
CONECT   17    1                                                            
CONECT   18    9                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0028992
HETATM    1  N1  UNL     1      -0.515   0.314   1.213  1.00  0.00           N  
HETATM    2  C1  UNL     1      -0.381  -0.552   0.125  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.216  -0.045  -1.041  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.622   0.000  -0.587  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.438  -1.095  -0.748  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.764  -1.063  -0.325  1.00  0.00           C  
HETATM    7  C6  UNL     1      -5.212   0.101   0.254  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.443   1.214   0.436  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.113   1.145  -0.003  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.016  -0.809  -0.293  1.00  0.00           C  
HETATM   11  O1  UNL     1       1.293  -1.560  -1.247  1.00  0.00           O  
HETATM   12  N2  UNL     1       2.053  -0.177   0.421  1.00  0.00           N  
HETATM   13  C10 UNL     1       3.456  -0.378   0.073  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.991   0.971  -0.359  1.00  0.00           C  
HETATM   15  S1  UNL     1       3.004   1.506  -1.793  1.00  0.00           S  
HETATM   16  C12 UNL     1       4.133  -0.900   1.265  1.00  0.00           C  
HETATM   17  O2  UNL     1       3.555  -1.115   2.362  1.00  0.00           O  
HETATM   18  O3  UNL     1       5.492  -1.177   1.193  1.00  0.00           O  
HETATM   19  H1  UNL     1      -0.426  -0.069   2.159  1.00  0.00           H  
HETATM   20  H2  UNL     1      -0.404   1.307   1.083  1.00  0.00           H  
HETATM   21  H3  UNL     1      -0.806  -1.559   0.406  1.00  0.00           H  
HETATM   22  H4  UNL     1      -1.098  -0.697  -1.922  1.00  0.00           H  
HETATM   23  H5  UNL     1      -0.866   0.984  -1.281  1.00  0.00           H  
HETATM   24  H6  UNL     1      -3.053  -1.996  -1.208  1.00  0.00           H  
HETATM   25  H7  UNL     1      -5.389  -1.933  -0.460  1.00  0.00           H  
HETATM   26  H8  UNL     1      -6.235   0.134   0.583  1.00  0.00           H  
HETATM   27  H9  UNL     1      -4.801   2.120   0.890  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.493   2.002   0.129  1.00  0.00           H  
HETATM   29  H11 UNL     1       1.880   0.464   1.231  1.00  0.00           H  
HETATM   30  H12 UNL     1       3.535  -1.077  -0.803  1.00  0.00           H  
HETATM   31  H13 UNL     1       5.055   0.951  -0.598  1.00  0.00           H  
HETATM   32  H14 UNL     1       3.801   1.679   0.496  1.00  0.00           H  
HETATM   33  H15 UNL     1       3.180   2.885  -1.977  1.00  0.00           H  
HETATM   34  H16 UNL     1       5.832  -1.575   0.326  1.00  0.00           H  
CONECT    1    2   19   20
CONECT    2    3   10   21
CONECT    3    4   22   23
CONECT    4    5    5    9
CONECT    5    6   24
CONECT    6    7    7   25
CONECT    7    8   26
CONECT    8    9    9   27
CONECT    9   28
CONECT   10   11   11   12
CONECT   12   13   29
CONECT   13   14   16   30
CONECT   14   15   31   32
CONECT   15   33
CONECT   16   17   17   18
CONECT   18   34
END

HMDB0028992
     RDKit          3D
Phenylalanylcysteine
 34 34  0  0  0  0  0  0  0  0999 V2000
   -0.5152    0.3143    1.2127 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3812   -0.5524    0.1246 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2157   -0.0453   -1.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6222    0.0002   -0.5873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4384   -1.0950   -0.7483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7642   -1.0634   -0.3253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2122    0.1009    0.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4431    1.2138    0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1132    1.1446   -0.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0165   -0.8093   -0.2933 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2931   -1.5596   -1.2466 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0528   -0.1771    0.4210 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4562   -0.3777    0.0729 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9914    0.9707   -0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0042    1.5065   -1.7928 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1330   -0.8997    1.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5553   -1.1152    2.3618 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4918   -1.1765    1.1929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4258   -0.0685    2.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4036    1.3072    1.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8059   -1.5588    0.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0983   -0.6974   -1.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8662    0.9841   -1.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0532   -1.9961   -1.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3893   -1.9333   -0.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2348    0.1341    0.5833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8007    2.1204    0.8895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4935    2.0020    0.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8796    0.4638    1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5345   -1.0768   -0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0548    0.9507   -0.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8014    1.6793    0.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1798    2.8850   -1.9770 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8323   -1.5754    0.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 16 18  1  0
  9  4  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  1
  3 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 12 29  1  0
 13 30  1  6
 14 31  1  0
 14 32  1  0
 15 33  1  0
 18 34  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
F-C Dipeptide	HMDB
FC Dipeptide	HMDB
L-Phe-L-cys	HMDB
L-Phenylalanyl-L-cysteine	HMDB
N-L-Phenylalanyl-L-cysteine	HMDB
N-Phenylalanylcysteine	HMDB
Phe-cys	HMDB
Phenylalanine cysteine dipeptide	HMDB
Phenylalanine-cysteine dipeptide	HMDB
Phenylalanyl-cysteine	HMDB
Phenylalanylcysteine	HMDB

Chemical Formula

C₁₂H₁₆N₂O₃S

Average Molecular Weight

268.33

Monoisotopic Molecular Weight

268.088163557

IUPAC Name

(2R)-2-[(2S)-2-amino-3-phenylpropanamido]-3-sulfanylpropanoic acid

Traditional Name

(2R)-2-[(2S)-2-amino-3-phenylpropanamido]-3-sulfanylpropanoic acid

CAS Registry Number

129078-69-9

SMILES

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

InChI Identifier

InChI=1S/C12H16N2O3S/c13-9(6-8-4-2-1-3-5-8)11(15)14-10(7-18)12(16)17/h1-5,9-10,18H,6-7,13H2,(H,14,15)(H,16,17)/t9-,10-/m0/s1

InChI Key

KNPVDQMEHSCAGX-UWVGGRQHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Phenylalanine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Cysteine or derivatives
Alpha-amino acid or derivatives
Amphetamine or derivatives
Aralkylamine
Fatty amide
Benzenoid
Monocyclic benzene moiety
Fatty acyl
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Amino acid
Carboxylic acid
Alkylthiol
Monocarboxylic acid or derivatives
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organosulfur compound
Primary amine
Hydrocarbon derivative
Amine
Organic oxide
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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	-1.67	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.35 g/L	ALOGPS
logP	-1.3	ALOGPS
logP	-1.7	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	3.66	ChemAxon
pKa (Strongest Basic)	8.01	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	92.42 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	70.14 m³·mol⁻¹	ChemAxon
Polarizability	27.29 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]+	163.437	30932474
DeepCCS	[M-H]-	161.042	30932474
DeepCCS	[M-2H]-	193.946	30932474
DeepCCS	[M+Na]+	169.372	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Phenylalanylcysteine	N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CS)C(O)=O	3760.3	Standard polar	33892256
Phenylalanylcysteine	N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CS)C(O)=O	2214.7	Standard non polar	33892256
Phenylalanylcysteine	N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CS)C(O)=O	2548.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Phenylalanylcysteine,1TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CS)NC(=O)[C@@H](N)CC1=CC=CC=C1	2374.4	Semi standard non polar	33892256
Phenylalanylcysteine,1TMS,isomer #2	C[Si](C)(C)SC[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(=O)O	2509.1	Semi standard non polar	33892256
Phenylalanylcysteine,1TMS,isomer #3	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CS)C(=O)O	2416.2	Semi standard non polar	33892256
Phenylalanylcysteine,1TMS,isomer #4	C[Si](C)(C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[C@@H](CS)C(=O)O	2346.4	Semi standard non polar	33892256
Phenylalanylcysteine,2TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C)NC(=O)[C@@H](N)CC1=CC=CC=C1	2452.6	Semi standard non polar	33892256
Phenylalanylcysteine,2TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C)NC(=O)[C@@H](N)CC1=CC=CC=C1	2362.1	Standard non polar	33892256
Phenylalanylcysteine,2TMS,isomer #2	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CS)C(=O)O[Si](C)(C)C	2390.2	Semi standard non polar	33892256
Phenylalanylcysteine,2TMS,isomer #2	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CS)C(=O)O[Si](C)(C)C	2324.7	Standard non polar	33892256
Phenylalanylcysteine,2TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CS)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C	2300.3	Semi standard non polar	33892256
Phenylalanylcysteine,2TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CS)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C	2352.4	Standard non polar	33892256
Phenylalanylcysteine,2TMS,isomer #4	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O	2504.3	Semi standard non polar	33892256
Phenylalanylcysteine,2TMS,isomer #4	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O	2461.4	Standard non polar	33892256
Phenylalanylcysteine,2TMS,isomer #5	C[Si](C)(C)SC[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C	2440.3	Semi standard non polar	33892256
Phenylalanylcysteine,2TMS,isomer #5	C[Si](C)(C)SC[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C	2476.8	Standard non polar	33892256
Phenylalanylcysteine,2TMS,isomer #6	C[Si](C)(C)N([C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CS)C(=O)O)[Si](C)(C)C	2551.6	Semi standard non polar	33892256
Phenylalanylcysteine,2TMS,isomer #6	C[Si](C)(C)N([C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CS)C(=O)O)[Si](C)(C)C	2375.8	Standard non polar	33892256
Phenylalanylcysteine,2TMS,isomer #7	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CS)C(=O)O)[Si](C)(C)C	2399.8	Semi standard non polar	33892256
Phenylalanylcysteine,2TMS,isomer #7	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CS)C(=O)O)[Si](C)(C)C	2372.1	Standard non polar	33892256
Phenylalanylcysteine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C	2487.8	Semi standard non polar	33892256
Phenylalanylcysteine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C	2479.2	Standard non polar	33892256
Phenylalanylcysteine,3TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C	2403.7	Semi standard non polar	33892256
Phenylalanylcysteine,3TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C	2489.9	Standard non polar	33892256
Phenylalanylcysteine,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CS)NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	2513.2	Semi standard non polar	33892256
Phenylalanylcysteine,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CS)NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	2462.1	Standard non polar	33892256
Phenylalanylcysteine,3TMS,isomer #4	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2338.4	Semi standard non polar	33892256
Phenylalanylcysteine,3TMS,isomer #4	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2439.5	Standard non polar	33892256
Phenylalanylcysteine,3TMS,isomer #5	C[Si](C)(C)SC[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2615.6	Semi standard non polar	33892256
Phenylalanylcysteine,3TMS,isomer #5	C[Si](C)(C)SC[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2574.6	Standard non polar	33892256
Phenylalanylcysteine,3TMS,isomer #6	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2476.4	Semi standard non polar	33892256
Phenylalanylcysteine,3TMS,isomer #6	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2547.3	Standard non polar	33892256
Phenylalanylcysteine,3TMS,isomer #7	C[Si](C)(C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CS)C(=O)O	2503.7	Semi standard non polar	33892256
Phenylalanylcysteine,3TMS,isomer #7	C[Si](C)(C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CS)C(=O)O	2518.5	Standard non polar	33892256
Phenylalanylcysteine,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C)NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	2599.2	Semi standard non polar	33892256
Phenylalanylcysteine,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C)NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	2609.4	Standard non polar	33892256
Phenylalanylcysteine,4TMS,isomer #2	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2456.1	Semi standard non polar	33892256
Phenylalanylcysteine,4TMS,isomer #2	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2561.4	Standard non polar	33892256
Phenylalanylcysteine,4TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CS)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2519.7	Semi standard non polar	33892256
Phenylalanylcysteine,4TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CS)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2578.2	Standard non polar	33892256
Phenylalanylcysteine,4TMS,isomer #4	C[Si](C)(C)SC[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2610.5	Semi standard non polar	33892256
Phenylalanylcysteine,4TMS,isomer #4	C[Si](C)(C)SC[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2681.4	Standard non polar	33892256
Phenylalanylcysteine,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2661.6	Semi standard non polar	33892256
Phenylalanylcysteine,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2692.8	Standard non polar	33892256
Phenylalanylcysteine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS)NC(=O)[C@@H](N)CC1=CC=CC=C1	2634.2	Semi standard non polar	33892256
Phenylalanylcysteine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)SC[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(=O)O	2748.4	Semi standard non polar	33892256
Phenylalanylcysteine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CS)C(=O)O	2636.2	Semi standard non polar	33892256
Phenylalanylcysteine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[C@@H](CS)C(=O)O	2605.4	Semi standard non polar	33892256
Phenylalanylcysteine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C(C)(C)C)NC(=O)[C@@H](N)CC1=CC=CC=C1	2950.2	Semi standard non polar	33892256
Phenylalanylcysteine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C(C)(C)C)NC(=O)[C@@H](N)CC1=CC=CC=C1	2804.5	Standard non polar	33892256
Phenylalanylcysteine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CS)C(=O)O[Si](C)(C)C(C)(C)C	2839.1	Semi standard non polar	33892256
Phenylalanylcysteine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CS)C(=O)O[Si](C)(C)C(C)(C)C	2749.2	Standard non polar	33892256
Phenylalanylcysteine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2831.5	Semi standard non polar	33892256
Phenylalanylcysteine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2777.4	Standard non polar	33892256
Phenylalanylcysteine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O	2962.0	Semi standard non polar	33892256
Phenylalanylcysteine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O	2877.0	Standard non polar	33892256
Phenylalanylcysteine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)SC[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2949.0	Semi standard non polar	33892256
Phenylalanylcysteine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)SC[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2886.9	Standard non polar	33892256
Phenylalanylcysteine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N([C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CS)C(=O)O)[Si](C)(C)C(C)(C)C	3004.6	Semi standard non polar	33892256
Phenylalanylcysteine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N([C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CS)C(=O)O)[Si](C)(C)C(C)(C)C	2771.9	Standard non polar	33892256
Phenylalanylcysteine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CS)C(=O)O)[Si](C)(C)C(C)(C)C	2852.5	Semi standard non polar	33892256
Phenylalanylcysteine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CS)C(=O)O)[Si](C)(C)C(C)(C)C	2780.5	Standard non polar	33892256
Phenylalanylcysteine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3159.3	Semi standard non polar	33892256
Phenylalanylcysteine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3076.2	Standard non polar	33892256
Phenylalanylcysteine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3159.0	Semi standard non polar	33892256
Phenylalanylcysteine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3070.7	Standard non polar	33892256
Phenylalanylcysteine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS)NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3206.2	Semi standard non polar	33892256
Phenylalanylcysteine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS)NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3028.4	Standard non polar	33892256
Phenylalanylcysteine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3035.8	Semi standard non polar	33892256
Phenylalanylcysteine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3020.3	Standard non polar	33892256
Phenylalanylcysteine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)SC[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3320.5	Semi standard non polar	33892256
Phenylalanylcysteine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)SC[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3136.2	Standard non polar	33892256
Phenylalanylcysteine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3178.5	Semi standard non polar	33892256
Phenylalanylcysteine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3114.6	Standard non polar	33892256
Phenylalanylcysteine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](CS)C(=O)O	3193.2	Semi standard non polar	33892256
Phenylalanylcysteine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](CS)C(=O)O	3074.6	Standard non polar	33892256
Phenylalanylcysteine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C(C)(C)C)NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3521.5	Semi standard non polar	33892256
Phenylalanylcysteine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C(C)(C)C)NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3301.3	Standard non polar	33892256
Phenylalanylcysteine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3369.3	Semi standard non polar	33892256
Phenylalanylcysteine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3273.2	Standard non polar	33892256
Phenylalanylcysteine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3390.2	Semi standard non polar	33892256
Phenylalanylcysteine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3295.6	Standard non polar	33892256
Phenylalanylcysteine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)SC[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3525.3	Semi standard non polar	33892256
Phenylalanylcysteine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)SC[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3352.9	Standard non polar	33892256
Phenylalanylcysteine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3717.8	Semi standard non polar	33892256
Phenylalanylcysteine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3510.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Phenylalanylcysteine 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 - Phenylalanylcysteine 10V, Negative-QTOF	splash10-001r-0980000000-4fafd1c8b6669e73ea6d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanylcysteine 20V, Negative-QTOF	splash10-0005-8900000000-cde0590d740b962d81e2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanylcysteine 40V, Negative-QTOF	splash10-002f-9300000000-07cf20779517c3b89b49	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanylcysteine 10V, Positive-QTOF	splash10-00di-0920000000-77b36c219db744ab83d9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanylcysteine 20V, Positive-QTOF	splash10-0006-9600000000-55bb9a6ef31ac6eb1601	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanylcysteine 40V, Positive-QTOF	splash10-054o-9600000000-b706872299af6d261db8	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

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

FDB112012

KNApSAcK ID

Not Available

Chemspider ID

8531136

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10355684

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 Phenylalanylcysteine (HMDB0028992)

MOL for HMDB0028992 (Phenylalanylcysteine)

3D MOL for HMDB0028992 (Phenylalanylcysteine)

3D SDF for HMDB0028992 (Phenylalanylcysteine)

3D-SDF for HMDB0028992 (Phenylalanylcysteine)

PDB for HMDB0028992 (Phenylalanylcysteine)

3D PDB for HMDB0028992 (Phenylalanylcysteine)

SMILES for HMDB0028992 (Phenylalanylcysteine)

INCHI for HMDB0028992 (Phenylalanylcysteine)

Structure for HMDB0028992 (Phenylalanylcysteine)

3D Structure for HMDB0028992 (Phenylalanylcysteine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra