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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:03:08 UTC

Update Date

2021-09-14 15:47:05 UTC

HMDB ID

HMDB0028958

Secondary Accession Numbers

HMDB28958

Metabolite Identification

Common Name

Lysylphenylalanine

Description

Lysylphenylalanine is a dipeptide composed of lysine and phenylalanine. 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

HMDB0028958
     RDKit          3D
Lysylphenylalanine
 44 44  0  0  0  0  0  0  0  0999 V2000
    5.6497    1.8875   -0.7611 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9783    1.0515   -1.7429 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9458   -0.3835   -1.2962 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2253   -0.5580    0.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8001   -0.0828   -0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0893   -0.2749    1.1930 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0983   -1.6623    1.5724 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7211    0.2609    1.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5782    1.4560    0.6901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4064   -0.5526    1.2212 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7372    0.0017    1.0438 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4299   -0.7756   -0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7847   -0.2889   -0.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9138   -0.8010    0.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1819   -0.3142    0.0264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3437    0.7239   -0.8587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2367    1.2588   -1.4767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9741    0.7529   -1.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4645   -0.0940    2.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9289   -0.6234    3.3491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7409    0.3819    2.4665 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4654    1.4121   -0.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9378    2.0810    0.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0003    1.4764   -1.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5988    1.1263   -2.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9819   -0.7676   -1.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4218   -0.9666   -2.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2246   -1.6283    0.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7563    0.0002    0.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2730   -0.7207   -0.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7321    0.9683   -0.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6162    0.3111    1.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9022   -1.8799    2.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2082   -2.2600    0.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3580   -1.5590    1.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6150    1.0673    0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3937   -1.8626    0.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8067   -0.6085   -0.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8245   -1.6319    0.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0356   -0.7565    0.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3306    1.1002   -1.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3646    2.0731   -2.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1026    1.1737   -1.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2308    0.4878    3.3234 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  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 11 19  1  0
 19 20  2  0
 19 21  1  0
 18 13  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  1
  7 33  1  0
  7 34  1  0
 10 35  1  0
 11 36  1  6
 12 37  1  0
 12 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 21 44  1  0
M  END

      
  Mrv1652304062013592D          

 21 21  0  0  0  0            999 V2000
10001.807410000.0195    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.0931 9999.6070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10000.378610000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6633 9999.6070    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.949310000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2353 9999.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.519210000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.8050 9999.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.089010000.0195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6633 9998.7821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10000.378610000.8450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.093110001.2578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.522010001.2578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.807410000.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.236410000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.5220 9999.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.9508 9999.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.665310000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.665410000.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.950910001.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.236410000.8445    0.0000 C   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
  3  4  1  0  0  0  0
  3 11  2  0  0  0  0
  4  5  1  0  0  0  0
  4 10  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 14 12  2  0  0  0  0
 14 13  1  0  0  0  0
  1 14  1  6  0  0  0
 16 15  1  0  0  0  0
  1 16  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 15 17  2  0  0  0  0
 21 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0028958

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H23N3O3/c16-9-5-4-8-12(17)14(19)18-13(15(20)21)10-11-6-2-1-3-7-11/h1-3,6-7,12-13H,4-5,8-10,16-17H2,(H,18,19)(H,20,21)/t12-,13-/m0/s1

> <INCHI_KEY>
QCZYYEFXOBKCNQ-STQMWFEESA-N

> <FORMULA>
C15H23N3O3

> <MOLECULAR_WEIGHT>
293.367

> <EXACT_MASS>
293.173941613

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
31.32248324116017

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S)-2,6-diaminohexanamido]-3-phenylpropanoic acid

> <ALOGPS_LOGP>
-1.63

> <JCHEM_LOGP>
-1.9763945926219193

> <ALOGPS_LOGS>
-3.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.729455971023754

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7376201863196505

> <JCHEM_PKA_STRONGEST_BASIC>
10.21263032746935

> <JCHEM_POLAR_SURFACE_AREA>
118.43999999999998

> <JCHEM_REFRACTIVITY>
79.72590000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.84e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S)-2,6-diaminohexanamido]-3-phenylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028958
     RDKit          3D
Lysylphenylalanine
 44 44  0  0  0  0  0  0  0  0999 V2000
    5.6497    1.8875   -0.7611 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9783    1.0515   -1.7429 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9458   -0.3835   -1.2962 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2253   -0.5580    0.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8001   -0.0828   -0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0893   -0.2749    1.1930 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0983   -1.6623    1.5724 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7211    0.2609    1.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5782    1.4560    0.6901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4064   -0.5526    1.2212 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7372    0.0017    1.0438 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4299   -0.7756   -0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7847   -0.2889   -0.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9138   -0.8010    0.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1819   -0.3142    0.0264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3437    0.7239   -0.8587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2367    1.2588   -1.4767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9741    0.7529   -1.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4645   -0.0940    2.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9289   -0.6234    3.3491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7409    0.3819    2.4665 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4654    1.4121   -0.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9378    2.0810    0.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0003    1.4764   -1.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5988    1.1263   -2.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9819   -0.7676   -1.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4218   -0.9666   -2.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2246   -1.6283    0.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7563    0.0002    0.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2730   -0.7207   -0.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7321    0.9683   -0.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6162    0.3111    1.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9022   -1.8799    2.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2082   -2.2600    0.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3580   -1.5590    1.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6150    1.0673    0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3937   -1.8626    0.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8067   -0.6085   -0.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8245   -1.6319    0.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0356   -0.7565    0.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3306    1.1002   -1.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3646    2.0731   -2.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1026    1.1737   -1.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2308    0.4878    3.3234 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  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 11 19  1  0
 19 20  2  0
 19 21  1  0
 18 13  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  1
  7 33  1  0
  7 34  1  0
 10 35  1  0
 11 36  1  6
 12 37  1  0
 12 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 21 44  1  0
M  END

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0    8670.0408666.703   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    8668.7078665.933   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    8667.3738666.703   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8666.0388665.933   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8664.7058666.703   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8663.3738665.933   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8662.0368666.703   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8660.7038665.933   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0    8659.3668666.703   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0    8666.0388664.393   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0    8667.3738668.244   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8668.7078669.015   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    8671.3748669.015   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0    8670.0408668.244   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8672.7088666.703   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8671.3748665.933   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8674.0418665.933   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8675.3758666.703   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8675.3758668.243   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8674.0428669.013   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8672.7088668.243   0.000  0.00  0.00           C+0
CONECT    1    2   14   16                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    4                                                            
CONECT   11    3                                                            
CONECT   12   14                                                            
CONECT   13   14                                                            
CONECT   14   12   13    1                                                  
CONECT   15   16   17   21                                                  
CONECT   16   15    1                                                       
CONECT   17   18   15                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   15                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0028958
HETATM    1  N1  UNL     1       5.650   1.888  -0.761  1.00  0.00           N  
HETATM    2  C1  UNL     1       4.978   1.052  -1.743  1.00  0.00           C  
HETATM    3  C2  UNL     1       4.946  -0.383  -1.296  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.225  -0.558   0.001  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.800  -0.083  -0.148  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.089  -0.275   1.193  1.00  0.00           C  
HETATM    7  N2  UNL     1       2.098  -1.662   1.572  1.00  0.00           N  
HETATM    8  C6  UNL     1       0.721   0.261   1.020  1.00  0.00           C  
HETATM    9  O1  UNL     1       0.578   1.456   0.690  1.00  0.00           O  
HETATM   10  N3  UNL     1      -0.406  -0.553   1.221  1.00  0.00           N  
HETATM   11  C7  UNL     1      -1.737   0.002   1.044  1.00  0.00           C  
HETATM   12  C8  UNL     1      -2.430  -0.776  -0.071  1.00  0.00           C  
HETATM   13  C9  UNL     1      -3.785  -0.289  -0.321  1.00  0.00           C  
HETATM   14  C10 UNL     1      -4.914  -0.801   0.279  1.00  0.00           C  
HETATM   15  C11 UNL     1      -6.182  -0.314   0.026  1.00  0.00           C  
HETATM   16  C12 UNL     1      -6.344   0.724  -0.859  1.00  0.00           C  
HETATM   17  C13 UNL     1      -5.237   1.259  -1.477  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.974   0.753  -1.206  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.465  -0.094   2.325  1.00  0.00           C  
HETATM   20  O2  UNL     1      -1.929  -0.623   3.349  1.00  0.00           O  
HETATM   21  O3  UNL     1      -3.741   0.382   2.467  1.00  0.00           O  
HETATM   22  H1  UNL     1       6.465   1.412  -0.345  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.938   2.081   0.001  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.000   1.476  -1.967  1.00  0.00           H  
HETATM   25  H4  UNL     1       5.599   1.126  -2.680  1.00  0.00           H  
HETATM   26  H5  UNL     1       5.982  -0.768  -1.254  1.00  0.00           H  
HETATM   27  H6  UNL     1       4.422  -0.967  -2.097  1.00  0.00           H  
HETATM   28  H7  UNL     1       4.225  -1.628   0.272  1.00  0.00           H  
HETATM   29  H8  UNL     1       4.756   0.000   0.790  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.273  -0.721  -0.886  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.732   0.968  -0.459  1.00  0.00           H  
HETATM   32  H11 UNL     1       2.616   0.311   1.991  1.00  0.00           H  
HETATM   33  H12 UNL     1       2.902  -1.880   2.228  1.00  0.00           H  
HETATM   34  H13 UNL     1       2.208  -2.260   0.708  1.00  0.00           H  
HETATM   35  H14 UNL     1      -0.358  -1.559   1.498  1.00  0.00           H  
HETATM   36  H15 UNL     1      -1.615   1.067   0.755  1.00  0.00           H  
HETATM   37  H16 UNL     1      -2.394  -1.863   0.146  1.00  0.00           H  
HETATM   38  H17 UNL     1      -1.807  -0.608  -0.990  1.00  0.00           H  
HETATM   39  H18 UNL     1      -4.825  -1.632   0.986  1.00  0.00           H  
HETATM   40  H19 UNL     1      -7.036  -0.756   0.529  1.00  0.00           H  
HETATM   41  H20 UNL     1      -7.331   1.100  -1.053  1.00  0.00           H  
HETATM   42  H21 UNL     1      -5.365   2.073  -2.171  1.00  0.00           H  
HETATM   43  H22 UNL     1      -3.103   1.174  -1.692  1.00  0.00           H  
HETATM   44  H23 UNL     1      -4.231   0.488   3.323  1.00  0.00           H  
CONECT    1    2   22   23
CONECT    2    3   24   25
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7    8   32
CONECT    7   33   34
CONECT    8    9    9   10
CONECT   10   11   35
CONECT   11   12   19   36
CONECT   12   13   37   38
CONECT   13   14   14   18
CONECT   14   15   39
CONECT   15   16   16   40
CONECT   16   17   41
CONECT   17   18   18   42
CONECT   18   43
CONECT   19   20   20   21
CONECT   21   44
END

HMDB0028958
     RDKit          3D
Lysylphenylalanine
 44 44  0  0  0  0  0  0  0  0999 V2000
    5.6497    1.8875   -0.7611 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9783    1.0515   -1.7429 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9458   -0.3835   -1.2962 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2253   -0.5580    0.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8001   -0.0828   -0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0893   -0.2749    1.1930 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0983   -1.6623    1.5724 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7211    0.2609    1.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5782    1.4560    0.6901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4064   -0.5526    1.2212 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7372    0.0017    1.0438 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4299   -0.7756   -0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7847   -0.2889   -0.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9138   -0.8010    0.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1819   -0.3142    0.0264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3437    0.7239   -0.8587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2367    1.2588   -1.4767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9741    0.7529   -1.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4645   -0.0940    2.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9289   -0.6234    3.3491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7409    0.3819    2.4665 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4654    1.4121   -0.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9378    2.0810    0.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0003    1.4764   -1.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5988    1.1263   -2.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9819   -0.7676   -1.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4218   -0.9666   -2.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2246   -1.6283    0.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7563    0.0002    0.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2730   -0.7207   -0.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7321    0.9683   -0.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6162    0.3111    1.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9022   -1.8799    2.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2082   -2.2600    0.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3580   -1.5590    1.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6150    1.0673    0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3937   -1.8626    0.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8067   -0.6085   -0.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8245   -1.6319    0.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0356   -0.7565    0.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3306    1.1002   -1.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3646    2.0731   -2.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1026    1.1737   -1.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2308    0.4878    3.3234 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  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 11 19  1  0
 19 20  2  0
 19 21  1  0
 18 13  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  1
  7 33  1  0
  7 34  1  0
 10 35  1  0
 11 36  1  6
 12 37  1  0
 12 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 21 44  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
K-F	ChEBI
KF	ChEBI
L-Lys-L-phe	ChEBI
Lysylphenylalanine diacetate, (L)-isomer	HMDB
Lysylphenylalanine monohydrochloride, (L)-isomer	HMDB
Lysylphenylalanine dihydrochloride, (L)-isomer	HMDB
K-F Dipeptide	HMDB
KF Dipeptide	HMDB
L-Lysyl-L-phenylalanine	HMDB
Lys-phe	HMDB
Lysine phenylalanine dipeptide	HMDB
Lysine-phenylalanine dipeptide	HMDB
Lysyl-phenylalanine	HMDB
N-L-Lysyl-3-phenyl-L-alanine	HMDB
N-L-Lysyl-L-phenylalanine	HMDB
N-Lysyl-3-phenylalanine	HMDB
N-Lysylphenylalanine	HMDB
Lysylphenylalanine	ChEBI

Chemical Formula

C₁₅H₂₃N₃O₃

Average Molecular Weight

293.367

Monoisotopic Molecular Weight

293.173941613

IUPAC Name

(2S)-2-[(2S)-2,6-diaminohexanamido]-3-phenylpropanoic acid

Traditional Name

(2S)-2-[(2S)-2,6-diaminohexanamido]-3-phenylpropanoic acid

CAS Registry Number

6235-35-4

SMILES

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

InChI Identifier

InChI=1S/C15H23N3O3/c16-9-5-4-8-12(17)14(19)18-13(15(20)21)10-11-6-2-1-3-7-11/h1-3,6-7,12-13H,4-5,8-10,16-17H2,(H,18,19)(H,20,21)/t12-,13-/m0/s1

InChI Key

QCZYYEFXOBKCNQ-STQMWFEESA-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
3-phenylpropanoic-acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
N-acyl-amine
Fatty amide
Monocyclic benzene moiety
Benzenoid
Fatty acyl
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

dipeptide (CHEBI:73605 )

Ontology

Not Available

Feces (PMID: 27015276)

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	-1.92	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.28 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-2	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	3.74	ChemAxon
pKa (Strongest Basic)	10.21	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	118.44 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	79.73 m³·mol⁻¹	ChemAxon
Polarizability	31.32 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]+	175.907	30932474
DeepCCS	[M-H]-	173.549	30932474
DeepCCS	[M-2H]-	206.436	30932474
DeepCCS	[M+Na]+	182.0	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lysylphenylalanine	NCCCC[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O	3883.3	Standard polar	33892256
Lysylphenylalanine	NCCCC[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O	2507.2	Standard non polar	33892256
Lysylphenylalanine	NCCCC[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O	2678.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lysylphenylalanine,1TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H](N)CCCCN	2620.9	Semi standard non polar	33892256
Lysylphenylalanine,1TMS,isomer #2	C[Si](C)(C)NCCCC[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2770.9	Semi standard non polar	33892256
Lysylphenylalanine,1TMS,isomer #3	C[Si](C)(C)N[C@@H](CCCCN)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2696.6	Semi standard non polar	33892256
Lysylphenylalanine,1TMS,isomer #4	C[Si](C)(C)N(C(=O)[C@@H](N)CCCCN)[C@@H](CC1=CC=CC=C1)C(=O)O	2579.2	Semi standard non polar	33892256
Lysylphenylalanine,2TMS,isomer #1	C[Si](C)(C)N[C@@H](CCCCN)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2639.6	Semi standard non polar	33892256
Lysylphenylalanine,2TMS,isomer #1	C[Si](C)(C)N[C@@H](CCCCN)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2628.9	Standard non polar	33892256
Lysylphenylalanine,2TMS,isomer #2	C[Si](C)(C)NCCCC[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2709.9	Semi standard non polar	33892256
Lysylphenylalanine,2TMS,isomer #2	C[Si](C)(C)NCCCC[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2599.7	Standard non polar	33892256
Lysylphenylalanine,2TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@@H](N)CCCCN)[Si](C)(C)C	2534.9	Semi standard non polar	33892256
Lysylphenylalanine,2TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@@H](N)CCCCN)[Si](C)(C)C	2580.0	Standard non polar	33892256
Lysylphenylalanine,2TMS,isomer #4	C[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2776.3	Semi standard non polar	33892256
Lysylphenylalanine,2TMS,isomer #4	C[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2701.9	Standard non polar	33892256
Lysylphenylalanine,2TMS,isomer #5	C[Si](C)(C)N(CCCC[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2899.5	Semi standard non polar	33892256
Lysylphenylalanine,2TMS,isomer #5	C[Si](C)(C)N(CCCC[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2705.6	Standard non polar	33892256
Lysylphenylalanine,2TMS,isomer #6	C[Si](C)(C)NCCCC[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2671.5	Semi standard non polar	33892256
Lysylphenylalanine,2TMS,isomer #6	C[Si](C)(C)NCCCC[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2689.2	Standard non polar	33892256
Lysylphenylalanine,2TMS,isomer #7	C[Si](C)(C)N([C@@H](CCCCN)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2781.6	Semi standard non polar	33892256
Lysylphenylalanine,2TMS,isomer #7	C[Si](C)(C)N([C@@H](CCCCN)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2708.7	Standard non polar	33892256
Lysylphenylalanine,2TMS,isomer #8	C[Si](C)(C)N[C@@H](CCCCN)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2616.6	Semi standard non polar	33892256
Lysylphenylalanine,2TMS,isomer #8	C[Si](C)(C)N[C@@H](CCCCN)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2660.2	Standard non polar	33892256
Lysylphenylalanine,3TMS,isomer #1	C[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2725.0	Semi standard non polar	33892256
Lysylphenylalanine,3TMS,isomer #1	C[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2743.6	Standard non polar	33892256
Lysylphenylalanine,3TMS,isomer #10	C[Si](C)(C)N(C(=O)[C@H](CCCCN)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=CC=CC=C1)C(=O)O	2723.5	Semi standard non polar	33892256
Lysylphenylalanine,3TMS,isomer #10	C[Si](C)(C)N(C(=O)[C@H](CCCCN)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=CC=CC=C1)C(=O)O	2767.0	Standard non polar	33892256
Lysylphenylalanine,3TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CCCCN)N([Si](C)(C)C)[Si](C)(C)C	2725.9	Semi standard non polar	33892256
Lysylphenylalanine,3TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CCCCN)N([Si](C)(C)C)[Si](C)(C)C	2749.1	Standard non polar	33892256
Lysylphenylalanine,3TMS,isomer #3	C[Si](C)(C)N[C@@H](CCCCN)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2564.1	Semi standard non polar	33892256
Lysylphenylalanine,3TMS,isomer #3	C[Si](C)(C)N[C@@H](CCCCN)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2684.0	Standard non polar	33892256
Lysylphenylalanine,3TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H](N)CCCCN([Si](C)(C)C)[Si](C)(C)C	2838.4	Semi standard non polar	33892256
Lysylphenylalanine,3TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H](N)CCCCN([Si](C)(C)C)[Si](C)(C)C	2723.1	Standard non polar	33892256
Lysylphenylalanine,3TMS,isomer #5	C[Si](C)(C)NCCCC[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2618.8	Semi standard non polar	33892256
Lysylphenylalanine,3TMS,isomer #5	C[Si](C)(C)NCCCC[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2713.2	Standard non polar	33892256
Lysylphenylalanine,3TMS,isomer #6	C[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2889.6	Semi standard non polar	33892256
Lysylphenylalanine,3TMS,isomer #6	C[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2794.2	Standard non polar	33892256
Lysylphenylalanine,3TMS,isomer #7	C[Si](C)(C)NCCCC[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2857.4	Semi standard non polar	33892256
Lysylphenylalanine,3TMS,isomer #7	C[Si](C)(C)NCCCC[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2812.8	Standard non polar	33892256
Lysylphenylalanine,3TMS,isomer #8	C[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2698.4	Semi standard non polar	33892256
Lysylphenylalanine,3TMS,isomer #8	C[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2781.2	Standard non polar	33892256
Lysylphenylalanine,3TMS,isomer #9	C[Si](C)(C)N(C(=O)[C@@H](N)CCCCN([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=CC=CC=C1)C(=O)O	2800.1	Semi standard non polar	33892256
Lysylphenylalanine,3TMS,isomer #9	C[Si](C)(C)N(C(=O)[C@@H](N)CCCCN([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=CC=CC=C1)C(=O)O	2800.5	Standard non polar	33892256
Lysylphenylalanine,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2869.7	Semi standard non polar	33892256
Lysylphenylalanine,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2819.7	Standard non polar	33892256
Lysylphenylalanine,4TMS,isomer #2	C[Si](C)(C)NCCCC[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2817.9	Semi standard non polar	33892256
Lysylphenylalanine,4TMS,isomer #2	C[Si](C)(C)NCCCC[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2846.8	Standard non polar	33892256
Lysylphenylalanine,4TMS,isomer #3	C[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2666.0	Semi standard non polar	33892256
Lysylphenylalanine,4TMS,isomer #3	C[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2790.7	Standard non polar	33892256
Lysylphenylalanine,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@H](CCCCN)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2727.0	Semi standard non polar	33892256
Lysylphenylalanine,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@H](CCCCN)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2789.6	Standard non polar	33892256
Lysylphenylalanine,4TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@@H](N)CCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2787.7	Semi standard non polar	33892256
Lysylphenylalanine,4TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@@H](N)CCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2805.6	Standard non polar	33892256
Lysylphenylalanine,4TMS,isomer #6	C[Si](C)(C)N(CCCC[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2997.1	Semi standard non polar	33892256
Lysylphenylalanine,4TMS,isomer #6	C[Si](C)(C)N(CCCC[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2909.3	Standard non polar	33892256
Lysylphenylalanine,4TMS,isomer #7	C[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2856.4	Semi standard non polar	33892256
Lysylphenylalanine,4TMS,isomer #7	C[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2863.4	Standard non polar	33892256
Lysylphenylalanine,4TMS,isomer #8	C[Si](C)(C)NCCCC[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2807.4	Semi standard non polar	33892256
Lysylphenylalanine,4TMS,isomer #8	C[Si](C)(C)NCCCC[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2881.6	Standard non polar	33892256
Lysylphenylalanine,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3017.7	Semi standard non polar	33892256
Lysylphenylalanine,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2928.7	Standard non polar	33892256
Lysylphenylalanine,5TMS,isomer #2	C[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2844.6	Semi standard non polar	33892256
Lysylphenylalanine,5TMS,isomer #2	C[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2875.8	Standard non polar	33892256
Lysylphenylalanine,5TMS,isomer #3	C[Si](C)(C)NCCCC[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2850.7	Semi standard non polar	33892256
Lysylphenylalanine,5TMS,isomer #3	C[Si](C)(C)NCCCC[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2890.5	Standard non polar	33892256
Lysylphenylalanine,5TMS,isomer #4	C[Si](C)(C)N(C(=O)[C@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=CC=CC=C1)C(=O)O	3012.8	Semi standard non polar	33892256
Lysylphenylalanine,5TMS,isomer #4	C[Si](C)(C)N(C(=O)[C@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=CC=CC=C1)C(=O)O	2970.2	Standard non polar	33892256
Lysylphenylalanine,6TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	3076.5	Semi standard non polar	33892256
Lysylphenylalanine,6TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2973.9	Standard non polar	33892256
Lysylphenylalanine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H](N)CCCCN	2895.8	Semi standard non polar	33892256
Lysylphenylalanine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCCC[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2977.2	Semi standard non polar	33892256
Lysylphenylalanine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2913.0	Semi standard non polar	33892256
Lysylphenylalanine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)[C@@H](N)CCCCN)[C@@H](CC1=CC=CC=C1)C(=O)O	2838.3	Semi standard non polar	33892256
Lysylphenylalanine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	3117.6	Semi standard non polar	33892256
Lysylphenylalanine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	2999.2	Standard non polar	33892256
Lysylphenylalanine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCCC[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	3169.3	Semi standard non polar	33892256
Lysylphenylalanine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCCC[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	2984.6	Standard non polar	33892256
Lysylphenylalanine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@@H](N)CCCCN)[Si](C)(C)C(C)(C)C	3073.5	Semi standard non polar	33892256
Lysylphenylalanine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@@H](N)CCCCN)[Si](C)(C)C(C)(C)C	2968.9	Standard non polar	33892256
Lysylphenylalanine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	3216.3	Semi standard non polar	33892256
Lysylphenylalanine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	3040.0	Standard non polar	33892256
Lysylphenylalanine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(CCCC[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3338.8	Semi standard non polar	33892256
Lysylphenylalanine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(CCCC[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3032.3	Standard non polar	33892256
Lysylphenylalanine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NCCCC[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3159.3	Semi standard non polar	33892256
Lysylphenylalanine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NCCCC[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3039.7	Standard non polar	33892256
Lysylphenylalanine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N([C@@H](CCCCN)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3229.0	Semi standard non polar	33892256
Lysylphenylalanine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N([C@@H](CCCCN)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3049.6	Standard non polar	33892256
Lysylphenylalanine,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3119.0	Semi standard non polar	33892256
Lysylphenylalanine,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3012.0	Standard non polar	33892256
Lysylphenylalanine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	3384.0	Semi standard non polar	33892256
Lysylphenylalanine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	3240.6	Standard non polar	33892256
Lysylphenylalanine,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N(C(=O)[C@H](CCCCN)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](CC1=CC=CC=C1)C(=O)O	3415.4	Semi standard non polar	33892256
Lysylphenylalanine,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N(C(=O)[C@H](CCCCN)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](CC1=CC=CC=C1)C(=O)O	3253.8	Standard non polar	33892256
Lysylphenylalanine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CCCCN)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3429.2	Semi standard non polar	33892256
Lysylphenylalanine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CCCCN)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3226.3	Standard non polar	33892256
Lysylphenylalanine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3303.7	Semi standard non polar	33892256
Lysylphenylalanine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3204.3	Standard non polar	33892256
Lysylphenylalanine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H](N)CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3520.9	Semi standard non polar	33892256
Lysylphenylalanine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H](N)CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3241.2	Standard non polar	33892256
Lysylphenylalanine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NCCCC[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3349.5	Semi standard non polar	33892256
Lysylphenylalanine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NCCCC[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3225.6	Standard non polar	33892256
Lysylphenylalanine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	3559.0	Semi standard non polar	33892256
Lysylphenylalanine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	3281.0	Standard non polar	33892256
Lysylphenylalanine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NCCCC[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3568.6	Semi standard non polar	33892256
Lysylphenylalanine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NCCCC[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3281.2	Standard non polar	33892256
Lysylphenylalanine,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3393.0	Semi standard non polar	33892256
Lysylphenylalanine,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3248.3	Standard non polar	33892256
Lysylphenylalanine,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N(C(=O)[C@@H](N)CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](CC1=CC=CC=C1)C(=O)O	3485.8	Semi standard non polar	33892256
Lysylphenylalanine,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N(C(=O)[C@@H](N)CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](CC1=CC=CC=C1)C(=O)O	3270.4	Standard non polar	33892256
Lysylphenylalanine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	3726.0	Semi standard non polar	33892256
Lysylphenylalanine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	3443.5	Standard non polar	33892256
Lysylphenylalanine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCCC[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3737.8	Semi standard non polar	33892256
Lysylphenylalanine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCCC[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3448.5	Standard non polar	33892256
Lysylphenylalanine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3547.7	Semi standard non polar	33892256
Lysylphenylalanine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3407.9	Standard non polar	33892256
Lysylphenylalanine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@H](CCCCN)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3620.7	Semi standard non polar	33892256
Lysylphenylalanine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@H](CCCCN)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3409.2	Standard non polar	33892256
Lysylphenylalanine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@@H](N)CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3690.3	Semi standard non polar	33892256
Lysylphenylalanine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@@H](N)CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3421.1	Standard non polar	33892256
Lysylphenylalanine,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N(CCCC[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3884.3	Semi standard non polar	33892256
Lysylphenylalanine,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N(CCCC[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3507.9	Standard non polar	33892256
Lysylphenylalanine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3739.0	Semi standard non polar	33892256
Lysylphenylalanine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3465.3	Standard non polar	33892256
Lysylphenylalanine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)NCCCC[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3729.6	Semi standard non polar	33892256
Lysylphenylalanine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)NCCCC[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3471.0	Standard non polar	33892256
Lysylphenylalanine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4054.8	Semi standard non polar	33892256
Lysylphenylalanine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3640.8	Standard non polar	33892256
Lysylphenylalanine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3901.6	Semi standard non polar	33892256
Lysylphenylalanine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3607.3	Standard non polar	33892256
Lysylphenylalanine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NCCCC[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3907.4	Semi standard non polar	33892256
Lysylphenylalanine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NCCCC[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3625.7	Standard non polar	33892256
Lysylphenylalanine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)[C@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](CC1=CC=CC=C1)C(=O)O	4053.0	Semi standard non polar	33892256
Lysylphenylalanine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)[C@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](CC1=CC=CC=C1)C(=O)O	3674.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Lysylphenylalanine 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 - Lysylphenylalanine 10V, Negative-QTOF	splash10-0006-0090000000-2c1c178b85e9c56d7e9c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lysylphenylalanine 20V, Negative-QTOF	splash10-0006-3940000000-b6860caa1a6b57dead86	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lysylphenylalanine 40V, Negative-QTOF	splash10-00r7-9800000000-e29cd0af6595a4b709ce	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lysylphenylalanine 10V, Positive-QTOF	splash10-0006-0190000000-ef843ac55eb1cb0920a9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lysylphenylalanine 20V, Positive-QTOF	splash10-00e9-8910000000-59b772f40193171afe5b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lysylphenylalanine 40V, Positive-QTOF	splash10-0a4i-9200000000-8eeff99614f6fac5dd3b	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111981

KNApSAcK ID

Not Available

Chemspider ID

133442

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

151410

PDB ID

Not Available

ChEBI ID

73605

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

Stone AL: Studies on a molecular basis for the heparin-induced regulation of enzymatic activity of mouse striatal tyrosine hydroxylase in vitro. Inhibition of heparin activation and of the enzyme by poly-L-lysyltyrosine and poly-L-lysylphenylalanine and their constituent peptides. J Neurochem. 1980 Nov;35(5):1137-50. [PubMed:6109005 ]

Showing metabocard for Lysylphenylalanine (HMDB0028958)

MOL for HMDB0028958 (Lysylphenylalanine)

3D MOL for HMDB0028958 (Lysylphenylalanine)

3D SDF for HMDB0028958 (Lysylphenylalanine)

3D-SDF for HMDB0028958 (Lysylphenylalanine)

PDB for HMDB0028958 (Lysylphenylalanine)

3D PDB for HMDB0028958 (Lysylphenylalanine)

SMILES for HMDB0028958 (Lysylphenylalanine)

INCHI for HMDB0028958 (Lysylphenylalanine)

Structure for HMDB0028958 (Lysylphenylalanine)

3D Structure for HMDB0028958 (Lysylphenylalanine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra