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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:05 UTC

HMDB ID

HMDB0000706

Secondary Accession Numbers

HMDB0006113
HMDB0028760
HMDB00706
HMDB06113
HMDB28760

Metabolite Identification

Common Name

Aspartylphenylalanine

Description

Aspartylphenylalanine is a dipeptide composed of aspartate and phenylalanine, and is a metabolic byproduct of its methyl ester, aspartame (Nutrasweet). After hydrolysis of the ester bond in the intestinal lumen, the dipeptide is apparently absorbed and digested in the same manner as dipeptides derived from protein digestion. There are several Asp-Phe dipeptidases that degrade this peptide. It has been suggested that individuals with aspartame allergies may be deficient in this peptidase (PMID: 3743970 ). It has been observed that N-beta-aspartylphenylalanine (a breakdown product of Asp-Phe) is a naturally occurring peptide found in both blood and urine (PMID: 2723819 ).

Structure

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

HMDB0000706
     RDKit          3D
Aspartylphenylalanine
 36 36  0  0  0  0  0  0  0  0999 V2000
   -2.9711   -1.9902    1.4280 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2262   -1.4344    0.1339 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2189   -0.2997    0.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7387    0.8069    1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6453    0.7920    1.6303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5497    1.9266    1.1531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9633   -0.9920   -0.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0146   -0.4792   -1.6506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7468   -1.1560    0.1813 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976   -0.7332   -0.4197 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0572    0.3589    0.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.9102   -0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5715    0.3870    0.4000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7252    0.9575   -0.0910 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7296    2.0213   -0.9711 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5140    2.5337   -1.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3374    1.9809   -0.8982 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4221   -1.8435   -0.6510 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1435   -3.0227   -0.3346 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6524   -1.6020   -1.2397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4160   -2.9231    1.5730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3064   -1.3791    2.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6544   -2.2375   -0.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3275    0.0965   -0.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2125   -0.6538    0.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5402    1.8661    1.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7052   -1.5804    1.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2524   -0.3078   -1.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1961   -0.1045    1.4847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3315    1.1790    0.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5688   -0.4477    1.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6866    0.5538    0.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6587    2.4556   -1.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256    3.3710   -2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3696    2.3610   -1.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7507   -1.3713   -2.2295 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
  4  6  1  0
  2  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 10 18  1  0
 18 19  2  0
 18 20  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  6
  3 24  1  0
  3 25  1  0
  6 26  1  0
  9 27  1  0
 10 28  1  6
 11 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 20 36  1  0
M  END


  Mrv1652305271900032D          

 20 20  0  0  0  0            999 V2000
 2499.9958 2501.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.7107 2500.6135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2500.7107 2499.7880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4339 2499.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1488 2499.8002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4339 2498.5629    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2500.7190 2498.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.0041 2498.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2892 2498.1491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2500.0041 2499.3884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1488 2498.1491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4256 2501.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1406 2500.6135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4256 2501.8508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2812 2500.6130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.5667 2501.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.8522 2500.6129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.8522 2499.7879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.5666 2499.3754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2812 2499.7879    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  1  0  0  0
  2 12  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  6  4  1  1  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 15  1  0  0  0  0
  1 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000706

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C13H16N2O5/c14-9(7-11(16)17)12(18)15-10(13(19)20)6-8-4-2-1-3-5-8/h1-5,9-10H,6-7,14H2,(H,15,18)(H,16,17)(H,19,20)/t9-,10-/m0/s1

> <INCHI_KEY>
YZQCXOFQZKCETR-UWVGGRQHSA-N

> <FORMULA>
C13H16N2O5

> <MOLECULAR_WEIGHT>
280.2765

> <EXACT_MASS>
280.105921632

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
27.38327503100304

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S)-3-amino-3-{[(1S)-1-carboxy-2-phenylethyl]carbamoyl}propanoic acid

> <ALOGPS_LOGP>
-2.43

> <JCHEM_LOGP>
-2.7545904565625334

> <ALOGPS_LOGS>
-2.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.859550014641755

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1651475800604603

> <JCHEM_PKA_STRONGEST_BASIC>
8.526464863794741

> <JCHEM_POLAR_SURFACE_AREA>
129.72

> <JCHEM_REFRACTIVITY>
68.4491

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.14e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
L-aspartyl-L-phenylalanine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000706
     RDKit          3D
Aspartylphenylalanine
 36 36  0  0  0  0  0  0  0  0999 V2000
   -2.9711   -1.9902    1.4280 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2262   -1.4344    0.1339 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2189   -0.2997    0.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7387    0.8069    1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6453    0.7920    1.6303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5497    1.9266    1.1531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9633   -0.9920   -0.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0146   -0.4792   -1.6506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7468   -1.1560    0.1813 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976   -0.7332   -0.4197 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0572    0.3589    0.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.9102   -0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5715    0.3870    0.4000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7252    0.9575   -0.0910 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7296    2.0213   -0.9711 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5140    2.5337   -1.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3374    1.9809   -0.8982 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4221   -1.8435   -0.6510 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1435   -3.0227   -0.3346 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6524   -1.6020   -1.2397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4160   -2.9231    1.5730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3064   -1.3791    2.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6544   -2.2375   -0.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3275    0.0965   -0.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2125   -0.6538    0.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5402    1.8661    1.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7052   -1.5804    1.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2524   -0.3078   -1.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1961   -0.1045    1.4847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3315    1.1790    0.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5688   -0.4477    1.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6866    0.5538    0.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6587    2.4556   -1.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256    3.3710   -2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3696    2.3610   -1.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7507   -1.3713   -2.2295 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
  4  6  1  0
  2  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 10 18  1  0
 18 19  2  0
 18 20  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  6
  3 24  1  0
  3 25  1  0
  6 26  1  0
  9 27  1  0
 10 28  1  6
 11 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 20 36  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0    4666.6594668.581   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    4667.9934667.812   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0    4667.9934666.271   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0    4669.3434665.525   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    4670.6784666.294   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    4669.3434663.984   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    4668.0094663.212   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    4666.6744663.984   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0    4665.3404663.212   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    4666.6744665.525   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0    4670.6784663.212   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0    4669.3284668.581   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0    4670.6624667.812   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0    4669.3284670.121   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0    4665.3254667.811   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    4663.9914668.581   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    4662.6574667.811   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    4662.6574666.271   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    4663.9914665.501   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    4665.3254666.271   0.000  0.00  0.00           C+0
CONECT    1    2   15                                                       
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    6                                                            
CONECT   12    2   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   16   20    1                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0000706
HETATM    1  N1  UNL     1      -2.971  -1.990   1.428  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.226  -1.434   0.134  1.00  0.00           C  
HETATM    3  C2  UNL     1      -4.219  -0.300   0.170  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.739   0.807   1.022  1.00  0.00           C  
HETATM    5  O1  UNL     1      -2.645   0.792   1.630  1.00  0.00           O  
HETATM    6  O2  UNL     1      -4.550   1.927   1.153  1.00  0.00           O  
HETATM    7  C4  UNL     1      -1.963  -0.992  -0.505  1.00  0.00           C  
HETATM    8  O3  UNL     1      -2.015  -0.479  -1.651  1.00  0.00           O  
HETATM    9  N2  UNL     1      -0.747  -1.156   0.181  1.00  0.00           N  
HETATM   10  C5  UNL     1       0.498  -0.733  -0.420  1.00  0.00           C  
HETATM   11  C6  UNL     1       1.057   0.359   0.465  1.00  0.00           C  
HETATM   12  C7  UNL     1       2.346   0.910  -0.013  1.00  0.00           C  
HETATM   13  C8  UNL     1       3.571   0.387   0.400  1.00  0.00           C  
HETATM   14  C9  UNL     1       4.725   0.957  -0.091  1.00  0.00           C  
HETATM   15  C10 UNL     1       4.730   2.021  -0.971  1.00  0.00           C  
HETATM   16  C11 UNL     1       3.514   2.534  -1.375  1.00  0.00           C  
HETATM   17  C12 UNL     1       2.337   1.981  -0.898  1.00  0.00           C  
HETATM   18  C13 UNL     1       1.422  -1.843  -0.651  1.00  0.00           C  
HETATM   19  O4  UNL     1       1.143  -3.023  -0.335  1.00  0.00           O  
HETATM   20  O5  UNL     1       2.652  -1.602  -1.240  1.00  0.00           O  
HETATM   21  H1  UNL     1      -3.416  -2.923   1.573  1.00  0.00           H  
HETATM   22  H2  UNL     1      -3.306  -1.379   2.201  1.00  0.00           H  
HETATM   23  H3  UNL     1      -3.654  -2.238  -0.509  1.00  0.00           H  
HETATM   24  H4  UNL     1      -4.328   0.096  -0.865  1.00  0.00           H  
HETATM   25  H5  UNL     1      -5.213  -0.654   0.491  1.00  0.00           H  
HETATM   26  H6  UNL     1      -5.540   1.866   1.354  1.00  0.00           H  
HETATM   27  H7  UNL     1      -0.705  -1.580   1.129  1.00  0.00           H  
HETATM   28  H8  UNL     1       0.252  -0.308  -1.423  1.00  0.00           H  
HETATM   29  H9  UNL     1       1.196  -0.105   1.485  1.00  0.00           H  
HETATM   30  H10 UNL     1       0.332   1.179   0.605  1.00  0.00           H  
HETATM   31  H11 UNL     1       3.569  -0.448   1.090  1.00  0.00           H  
HETATM   32  H12 UNL     1       5.687   0.554   0.227  1.00  0.00           H  
HETATM   33  H13 UNL     1       5.659   2.456  -1.346  1.00  0.00           H  
HETATM   34  H14 UNL     1       3.426   3.371  -2.066  1.00  0.00           H  
HETATM   35  H15 UNL     1       1.370   2.361  -1.197  1.00  0.00           H  
HETATM   36  H16 UNL     1       2.751  -1.371  -2.230  1.00  0.00           H  
CONECT    1    2   21   22
CONECT    2    3    7   23
CONECT    3    4   24   25
CONECT    4    5    5    6
CONECT    6   26
CONECT    7    8    8    9
CONECT    9   10   27
CONECT   10   11   18   28
CONECT   11   12   29   30
CONECT   12   13   13   17
CONECT   13   14   31
CONECT   14   15   15   32
CONECT   15   16   33
CONECT   16   17   17   34
CONECT   17   35
CONECT   18   19   19   20
CONECT   20   36
END

HMDB0000706
     RDKit          3D
Aspartylphenylalanine
 36 36  0  0  0  0  0  0  0  0999 V2000
   -2.9711   -1.9902    1.4280 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2262   -1.4344    0.1339 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2189   -0.2997    0.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7387    0.8069    1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6453    0.7920    1.6303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5497    1.9266    1.1531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9633   -0.9920   -0.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0146   -0.4792   -1.6506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7468   -1.1560    0.1813 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976   -0.7332   -0.4197 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0572    0.3589    0.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.9102   -0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5715    0.3870    0.4000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7252    0.9575   -0.0910 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7296    2.0213   -0.9711 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5140    2.5337   -1.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3374    1.9809   -0.8982 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4221   -1.8435   -0.6510 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1435   -3.0227   -0.3346 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6524   -1.6020   -1.2397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4160   -2.9231    1.5730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3064   -1.3791    2.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6544   -2.2375   -0.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3275    0.0965   -0.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2125   -0.6538    0.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5402    1.8661    1.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7052   -1.5804    1.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2524   -0.3078   -1.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1961   -0.1045    1.4847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3315    1.1790    0.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5688   -0.4477    1.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6866    0.5538    0.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6587    2.4556   -1.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256    3.3710   -2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3696    2.3610   -1.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7507   -1.3713   -2.2295 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
  4  6  1  0
  2  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 10 18  1  0
 18 19  2  0
 18 20  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  6
  3 24  1  0
  3 25  1  0
  6 26  1  0
  9 27  1  0
 10 28  1  6
 11 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 20 36  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
alpha-Aspartylphenylalanine	ChEBI
Aspartyl-phenylalanine	ChEBI
Demethylaspartame	ChEBI
DF	ChEBI
L-alpha-Asp-L-phe	ChEBI
L-Asp-L-phe	ChEBI
L-Aspartyl-L-phenylalanine	ChEBI
a-Aspartylphenylalanine	Generator
Α-aspartylphenylalanine	Generator
L-a-Asp-L-phe	Generator
L-Α-asp-L-phe	Generator
3-Amino-N-(a-carboxyphenethyl)-succinamic acid stereoisomer	HMDB
3-Amino-N-(carboxyphenethyl)-succinamic acid stereoisomer	HMDB
a-L-Aspartyl-L-phenylalanine	HMDB
alpha-L-Aspartyl-L-phenylalanine	HMDB
L-a-Aspartyl-L-phenylalanine	HMDB
L-alpha-Aspartyl-L-phenylalanine	HMDB
N-L-a-Aspartyl-L-phenylalanine	HMDB
N-L-alpha-Aspartyl-L-phenylalanine	HMDB
N-L-Aspartyl-L-phenylalanine	HMDB
Asp-phe	HMDB
Aspartate phenylalanine dipeptide	HMDB
Aspartate-phenylalanine dipeptide	HMDB
Aspartic acid phenylalanine dipeptide	HMDB
Aspartic acid-phenylalanine dipeptide	HMDB
D-F Dipeptide	HMDB
DF Dipeptide	HMDB
L-Α-aspartyl-L-phenylalanine	HMDB
N-Aspartylphenylalanine	HMDB
N-L-alpha-Aspartylphenylalanine	HMDB
N-L-Α-aspartyl-L-phenylalanine	HMDB
N-L-Α-aspartylphenylalanine	HMDB
N-alpha-Aspartylphenylalanine	HMDB
N-alpha-L-Aspartyl-L-phenylalanine	HMDB
N-Α-aspartylphenylalanine	HMDB
N-Α-L-aspartyl-L-phenylalanine	HMDB
alpha-Asp-phe	HMDB
alpha-L-Asp-L-phe	HMDB
Α-asp-phe	HMDB
Α-L-asp-L-phe	HMDB
Α-L-aspartyl-L-phenylalanine	HMDB
Aspartylphenylalanine	ChEBI

Chemical Formula

C₁₃H₁₆N₂O₅

Average Molecular Weight

280.2765

Monoisotopic Molecular Weight

280.105921632

IUPAC Name

(3S)-3-amino-3-{[(1S)-1-carboxy-2-phenylethyl]carbamoyl}propanoic acid

Traditional Name

L-aspartyl-L-phenylalanine

CAS Registry Number

13433-09-5

SMILES

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

InChI Identifier

InChI=1S/C13H16N2O5/c14-9(7-11(16)17)12(18)15-10(13(19)20)6-8-4-2-1-3-5-8/h1-5,9-10H,6-7,14H2,(H,15,18)(H,16,17)(H,19,20)/t9-,10-/m0/s1

InChI Key

YZQCXOFQZKCETR-UWVGGRQHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
Phenylalanine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Beta amino acid or derivatives
3-phenylpropanoic-acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Amino acid or derivatives
Amino acid
Carboximidic acid derivative
Carboxylic acid
Carboximidic acid
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

dipeptide (CHEBI:73830 )

Ontology

Not Available

Feces (PMID: 27275383)
Urine (PMID: 2723819)

Non-excretory biofluid

Blood (PMID: 2723819)

Source

Endogenous

Endogenous (HMDB: HMDB0000706)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	236 - 239 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Not Available	159.365	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000027
[M+H]+	Not Available	165.116	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000027

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.14 g/L	ALOGPS
logP	-2.4	ALOGPS
logP	-2.8	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	3.17	ChemAxon
pKa (Strongest Basic)	8.53	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	129.72 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	68.45 m³·mol⁻¹	ChemAxon
Polarizability	27.38 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
DarkChem	[M+H]+	165.407	31661259
DarkChem	[M-H]-	160.154	31661259
AllCCS	[M+H]+	163.487	32859911
AllCCS	[M-H]-	163.23	32859911
DeepCCS	[M+H]+	162.402	30932474
DeepCCS	[M-H]-	160.044	30932474
DeepCCS	[M-2H]-	193.459	30932474
DeepCCS	[M+Na]+	168.687	30932474
AllCCS	[M+H]+	163.5	32859911
AllCCS	[M+H-H2O]+	160.3	32859911
AllCCS	[M+NH4]+	166.5	32859911
AllCCS	[M+Na]+	167.3	32859911
AllCCS	[M-H]-	163.2	32859911
AllCCS	[M+Na-2H]-	163.4	32859911
AllCCS	[M+HCOO]-	163.7	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Aspartylphenylalanine,1TMS,isomer #1	C[Si](C)(C)OC(=O)C[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2479.9	Semi standard non polar	33892256
Aspartylphenylalanine,1TMS,isomer #1	C[Si](C)(C)OC(=O)C[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2344.2	Standard non polar	33892256
Aspartylphenylalanine,1TMS,isomer #1	C[Si](C)(C)OC(=O)C[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	4210.0	Standard polar	33892256
Aspartylphenylalanine,1TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H](N)CC(=O)O	2426.3	Semi standard non polar	33892256
Aspartylphenylalanine,1TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H](N)CC(=O)O	2296.0	Standard non polar	33892256
Aspartylphenylalanine,1TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H](N)CC(=O)O	4121.5	Standard polar	33892256
Aspartylphenylalanine,1TMS,isomer #3	C[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2485.5	Semi standard non polar	33892256
Aspartylphenylalanine,1TMS,isomer #3	C[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2405.8	Standard non polar	33892256
Aspartylphenylalanine,1TMS,isomer #3	C[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	3811.4	Standard polar	33892256
Aspartylphenylalanine,1TMS,isomer #4	C[Si](C)(C)N(C(=O)[C@@H](N)CC(=O)O)[C@@H](CC1=CC=CC=C1)C(=O)O	2437.3	Semi standard non polar	33892256
Aspartylphenylalanine,1TMS,isomer #4	C[Si](C)(C)N(C(=O)[C@@H](N)CC(=O)O)[C@@H](CC1=CC=CC=C1)C(=O)O	2383.8	Standard non polar	33892256
Aspartylphenylalanine,1TMS,isomer #4	C[Si](C)(C)N(C(=O)[C@@H](N)CC(=O)O)[C@@H](CC1=CC=CC=C1)C(=O)O	3947.5	Standard polar	33892256
Aspartylphenylalanine,2TMS,isomer #1	C[Si](C)(C)OC(=O)C[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2415.5	Semi standard non polar	33892256
Aspartylphenylalanine,2TMS,isomer #1	C[Si](C)(C)OC(=O)C[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2358.5	Standard non polar	33892256
Aspartylphenylalanine,2TMS,isomer #1	C[Si](C)(C)OC(=O)C[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	3842.7	Standard polar	33892256
Aspartylphenylalanine,2TMS,isomer #2	C[Si](C)(C)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2484.5	Semi standard non polar	33892256
Aspartylphenylalanine,2TMS,isomer #2	C[Si](C)(C)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2456.6	Standard non polar	33892256
Aspartylphenylalanine,2TMS,isomer #2	C[Si](C)(C)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	3499.7	Standard polar	33892256
Aspartylphenylalanine,2TMS,isomer #3	C[Si](C)(C)OC(=O)C[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2414.1	Semi standard non polar	33892256
Aspartylphenylalanine,2TMS,isomer #3	C[Si](C)(C)OC(=O)C[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2437.4	Standard non polar	33892256
Aspartylphenylalanine,2TMS,isomer #3	C[Si](C)(C)OC(=O)C[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	3653.0	Standard polar	33892256
Aspartylphenylalanine,2TMS,isomer #4	C[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2458.7	Semi standard non polar	33892256
Aspartylphenylalanine,2TMS,isomer #4	C[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2434.2	Standard non polar	33892256
Aspartylphenylalanine,2TMS,isomer #4	C[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	3420.0	Standard polar	33892256
Aspartylphenylalanine,2TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@@H](N)CC(=O)O)[Si](C)(C)C	2404.6	Semi standard non polar	33892256
Aspartylphenylalanine,2TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@@H](N)CC(=O)O)[Si](C)(C)C	2412.7	Standard non polar	33892256
Aspartylphenylalanine,2TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@@H](N)CC(=O)O)[Si](C)(C)C	3607.5	Standard polar	33892256
Aspartylphenylalanine,2TMS,isomer #6	C[Si](C)(C)N([C@@H](CC(=O)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2592.5	Semi standard non polar	33892256
Aspartylphenylalanine,2TMS,isomer #6	C[Si](C)(C)N([C@@H](CC(=O)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2519.5	Standard non polar	33892256
Aspartylphenylalanine,2TMS,isomer #6	C[Si](C)(C)N([C@@H](CC(=O)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	3596.5	Standard polar	33892256
Aspartylphenylalanine,2TMS,isomer #7	C[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2467.5	Semi standard non polar	33892256
Aspartylphenylalanine,2TMS,isomer #7	C[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2486.9	Standard non polar	33892256
Aspartylphenylalanine,2TMS,isomer #7	C[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	3446.4	Standard polar	33892256
Aspartylphenylalanine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2456.4	Semi standard non polar	33892256
Aspartylphenylalanine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2472.0	Standard non polar	33892256
Aspartylphenylalanine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	3160.1	Standard polar	33892256
Aspartylphenylalanine,3TMS,isomer #2	C[Si](C)(C)OC(=O)C[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2371.3	Semi standard non polar	33892256
Aspartylphenylalanine,3TMS,isomer #2	C[Si](C)(C)OC(=O)C[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2447.3	Standard non polar	33892256
Aspartylphenylalanine,3TMS,isomer #2	C[Si](C)(C)OC(=O)C[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3424.0	Standard polar	33892256
Aspartylphenylalanine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2572.1	Semi standard non polar	33892256
Aspartylphenylalanine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2568.4	Standard non polar	33892256
Aspartylphenylalanine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	3298.0	Standard polar	33892256
Aspartylphenylalanine,3TMS,isomer #4	C[Si](C)(C)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2451.7	Semi standard non polar	33892256
Aspartylphenylalanine,3TMS,isomer #4	C[Si](C)(C)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2530.6	Standard non polar	33892256
Aspartylphenylalanine,3TMS,isomer #4	C[Si](C)(C)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	3193.6	Standard polar	33892256
Aspartylphenylalanine,3TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2562.4	Semi standard non polar	33892256
Aspartylphenylalanine,3TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2560.0	Standard non polar	33892256
Aspartylphenylalanine,3TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	3213.2	Standard polar	33892256
Aspartylphenylalanine,3TMS,isomer #6	C[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2441.8	Semi standard non polar	33892256
Aspartylphenylalanine,3TMS,isomer #6	C[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2506.9	Standard non polar	33892256
Aspartylphenylalanine,3TMS,isomer #6	C[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3149.1	Standard polar	33892256
Aspartylphenylalanine,3TMS,isomer #7	C[Si](C)(C)N(C(=O)[C@H](CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=CC=CC=C1)C(=O)O	2563.9	Semi standard non polar	33892256
Aspartylphenylalanine,3TMS,isomer #7	C[Si](C)(C)N(C(=O)[C@H](CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=CC=CC=C1)C(=O)O	2609.1	Standard non polar	33892256
Aspartylphenylalanine,3TMS,isomer #7	C[Si](C)(C)N(C(=O)[C@H](CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=CC=CC=C1)C(=O)O	3278.6	Standard polar	33892256
Aspartylphenylalanine,4TMS,isomer #1	C[Si](C)(C)OC(=O)C[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	2552.8	Semi standard non polar	33892256
Aspartylphenylalanine,4TMS,isomer #1	C[Si](C)(C)OC(=O)C[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	2591.8	Standard non polar	33892256
Aspartylphenylalanine,4TMS,isomer #1	C[Si](C)(C)OC(=O)C[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	3000.7	Standard polar	33892256
Aspartylphenylalanine,4TMS,isomer #2	C[Si](C)(C)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2440.7	Semi standard non polar	33892256
Aspartylphenylalanine,4TMS,isomer #2	C[Si](C)(C)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2537.6	Standard non polar	33892256
Aspartylphenylalanine,4TMS,isomer #2	C[Si](C)(C)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2933.0	Standard polar	33892256
Aspartylphenylalanine,4TMS,isomer #3	C[Si](C)(C)OC(=O)C[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	2571.4	Semi standard non polar	33892256
Aspartylphenylalanine,4TMS,isomer #3	C[Si](C)(C)OC(=O)C[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	2646.2	Standard non polar	33892256
Aspartylphenylalanine,4TMS,isomer #3	C[Si](C)(C)OC(=O)C[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	3063.8	Standard polar	33892256
Aspartylphenylalanine,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@H](CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2574.6	Semi standard non polar	33892256
Aspartylphenylalanine,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@H](CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2618.1	Standard non polar	33892256
Aspartylphenylalanine,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@H](CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	3013.8	Standard polar	33892256
Aspartylphenylalanine,5TMS,isomer #1	C[Si](C)(C)OC(=O)C[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	2618.9	Semi standard non polar	33892256
Aspartylphenylalanine,5TMS,isomer #1	C[Si](C)(C)OC(=O)C[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	2658.6	Standard non polar	33892256
Aspartylphenylalanine,5TMS,isomer #1	C[Si](C)(C)OC(=O)C[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	2846.7	Standard polar	33892256
Aspartylphenylalanine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2725.2	Semi standard non polar	33892256
Aspartylphenylalanine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2557.8	Standard non polar	33892256
Aspartylphenylalanine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	4189.4	Standard polar	33892256
Aspartylphenylalanine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H](N)CC(=O)O	2678.4	Semi standard non polar	33892256
Aspartylphenylalanine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H](N)CC(=O)O	2506.0	Standard non polar	33892256
Aspartylphenylalanine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H](N)CC(=O)O	4110.9	Standard polar	33892256
Aspartylphenylalanine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2685.4	Semi standard non polar	33892256
Aspartylphenylalanine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2599.7	Standard non polar	33892256
Aspartylphenylalanine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	3795.0	Standard polar	33892256
Aspartylphenylalanine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)[C@@H](N)CC(=O)O)[C@@H](CC1=CC=CC=C1)C(=O)O	2682.2	Semi standard non polar	33892256
Aspartylphenylalanine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)[C@@H](N)CC(=O)O)[C@@H](CC1=CC=CC=C1)C(=O)O	2583.3	Standard non polar	33892256
Aspartylphenylalanine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)[C@@H](N)CC(=O)O)[C@@H](CC1=CC=CC=C1)C(=O)O	3911.2	Standard polar	33892256
Aspartylphenylalanine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	2905.0	Semi standard non polar	33892256
Aspartylphenylalanine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	2779.9	Standard non polar	33892256
Aspartylphenylalanine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	3832.9	Standard polar	33892256
Aspartylphenylalanine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2923.0	Semi standard non polar	33892256
Aspartylphenylalanine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2826.8	Standard non polar	33892256
Aspartylphenylalanine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	3561.3	Standard polar	33892256
Aspartylphenylalanine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	2928.6	Semi standard non polar	33892256
Aspartylphenylalanine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	2832.4	Standard non polar	33892256
Aspartylphenylalanine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3691.8	Standard polar	33892256
Aspartylphenylalanine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	2898.1	Semi standard non polar	33892256
Aspartylphenylalanine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	2808.5	Standard non polar	33892256
Aspartylphenylalanine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	3509.8	Standard polar	33892256
Aspartylphenylalanine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@@H](N)CC(=O)O)[Si](C)(C)C(C)(C)C	2908.6	Semi standard non polar	33892256
Aspartylphenylalanine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@@H](N)CC(=O)O)[Si](C)(C)C(C)(C)C	2809.9	Standard non polar	33892256
Aspartylphenylalanine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@@H](N)CC(=O)O)[Si](C)(C)C(C)(C)C	3662.9	Standard polar	33892256
Aspartylphenylalanine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N([C@@H](CC(=O)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3041.7	Semi standard non polar	33892256
Aspartylphenylalanine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N([C@@H](CC(=O)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	2864.2	Standard non polar	33892256
Aspartylphenylalanine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N([C@@H](CC(=O)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3583.7	Standard polar	33892256
Aspartylphenylalanine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	2928.6	Semi standard non polar	33892256
Aspartylphenylalanine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	2843.1	Standard non polar	33892256
Aspartylphenylalanine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3520.4	Standard polar	33892256
Aspartylphenylalanine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O[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	3103.8	Semi standard non polar	33892256
Aspartylphenylalanine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O[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	3023.9	Standard non polar	33892256
Aspartylphenylalanine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O[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	3401.4	Standard polar	33892256
Aspartylphenylalanine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C[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	3113.5	Semi standard non polar	33892256
Aspartylphenylalanine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C[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	3012.5	Standard non polar	33892256
Aspartylphenylalanine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C[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	3580.1	Standard polar	33892256
Aspartylphenylalanine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C[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	3290.3	Semi standard non polar	33892256
Aspartylphenylalanine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C[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	3085.7	Standard non polar	33892256
Aspartylphenylalanine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C[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	3456.0	Standard polar	33892256
Aspartylphenylalanine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O[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	3154.1	Semi standard non polar	33892256
Aspartylphenylalanine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O[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	3042.3	Standard non polar	33892256
Aspartylphenylalanine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O[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	3425.1	Standard polar	33892256
Aspartylphenylalanine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3276.4	Semi standard non polar	33892256
Aspartylphenylalanine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3066.6	Standard non polar	33892256
Aspartylphenylalanine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3397.2	Standard polar	33892256
Aspartylphenylalanine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O)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	3139.9	Semi standard non polar	33892256
Aspartylphenylalanine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O)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	3025.3	Standard non polar	33892256
Aspartylphenylalanine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O)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	3393.0	Standard polar	33892256
Aspartylphenylalanine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C(=O)[C@H](CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](CC1=CC=CC=C1)C(=O)O	3270.7	Semi standard non polar	33892256
Aspartylphenylalanine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C(=O)[C@H](CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](CC1=CC=CC=C1)C(=O)O	3098.6	Standard non polar	33892256
Aspartylphenylalanine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C(=O)[C@H](CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](CC1=CC=CC=C1)C(=O)O	3448.9	Standard polar	33892256
Aspartylphenylalanine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[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	3478.9	Semi standard non polar	33892256
Aspartylphenylalanine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[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	3262.8	Standard non polar	33892256
Aspartylphenylalanine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[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	3296.0	Standard polar	33892256
Aspartylphenylalanine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O[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	3310.2	Semi standard non polar	33892256
Aspartylphenylalanine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O[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	3207.2	Standard non polar	33892256
Aspartylphenylalanine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O[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	3294.9	Standard polar	33892256
Aspartylphenylalanine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C[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	3480.6	Semi standard non polar	33892256
Aspartylphenylalanine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C[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	3295.9	Standard non polar	33892256
Aspartylphenylalanine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C[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	3338.8	Standard polar	33892256
Aspartylphenylalanine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@H](CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3478.8	Semi standard non polar	33892256
Aspartylphenylalanine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@H](CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3273.3	Standard non polar	33892256
Aspartylphenylalanine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@H](CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3306.5	Standard polar	33892256
Aspartylphenylalanine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[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	3666.3	Semi standard non polar	33892256
Aspartylphenylalanine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[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	3453.4	Standard non polar	33892256
Aspartylphenylalanine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[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	3257.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Aspartylphenylalanine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9210000000-99b1c60ce2664aa530b1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aspartylphenylalanine GC-MS (2 TMS) - 70eV, Positive	splash10-06r6-9525000000-3a4d24d1ee1454572cc1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aspartylphenylalanine 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aspartylphenylalanine Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-001i-0390000000-7b0a372df9ac94084afe	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aspartylphenylalanine Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-00di-3900000000-87243f88c85294b0b9c0	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aspartylphenylalanine Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-00di-7900000000-d2b84cae5c8bb909a375	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aspartylphenylalanine LC-ESI-IT , positive-QTOF	splash10-03di-0090000000-a5bb00a5f0b23af52395	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aspartylphenylalanine 40V, Negative-QTOF	splash10-0w4l-6900000000-78b037a83ec30bbf4935	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aspartylphenylalanine 10V, Negative-QTOF	splash10-03di-0790000000-591db14e072572b92070	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aspartylphenylalanine 20V, Negative-QTOF	splash10-03fr-2900000000-e2b57705f5b8d696a79d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aspartylphenylalanine 20V, Positive-QTOF	splash10-00di-2910000000-93b5544c57de969784cd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aspartylphenylalanine 40V, Positive-QTOF	splash10-00di-4900000000-ceb2492c0254b28ed94a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aspartylphenylalanine 0V, Positive-QTOF	splash10-001i-0490000000-4d232314dbe9e869b9ef	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aspartylphenylalanine 35V, Positive-QTOF	splash10-00xr-0920000000-488268e5e8c985cd3313	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aspartylphenylalanine 10V, Positive-QTOF	splash10-014i-5900000000-e4b26f79b07132c2f7a2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aspartylphenylalanine 30V, Positive-QTOF	splash10-006x-9500000000-8e6d999331cec9d7dd42	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aspartylphenylalanine 10V, Positive-QTOF	splash10-01bi-0790000000-fd787d6145e4675c5ddf	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aspartylphenylalanine 30V, Positive-QTOF	splash10-00di-5910000000-1989861c1aeddffbc5f6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aspartylphenylalanine 0V, Positive-QTOF	splash10-001i-0091000000-1eef70f739bf19b7a430	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aspartylphenylalanine 10V, Positive-QTOF	splash10-0gi9-1791000000-e03a7de1b774d1b01b0f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aspartylphenylalanine 20V, Positive-QTOF	splash10-00di-2910000000-d15779875dee04b8eccc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aspartylphenylalanine 35V, Negative-QTOF	splash10-03di-0920000000-ff051eab84623ab1d4be	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aspartylphenylalanine 10V, Positive-QTOF	splash10-03di-2190000000-ada65fa05610fc51f76e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aspartylphenylalanine 20V, Positive-QTOF	splash10-00dr-9540000000-9ed983dde86880aa4527	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aspartylphenylalanine 40V, Positive-QTOF	splash10-0006-9000000000-b3417045792cf6898dc6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aspartylphenylalanine 10V, Negative-QTOF	splash10-01ti-0190000000-f75d1eee083251e5adf3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aspartylphenylalanine 20V, Negative-QTOF	splash10-03di-2790000000-c95ba2116f0b468c3d39	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aspartylphenylalanine 40V, Negative-QTOF	splash10-03kc-8900000000-14070390cd9111dd4545	2017-09-01	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	2012-12-04	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.018 +/- 0.004 uM	Adult (>18 years old)	Both	Normal	2723819	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Urine	Detected and Quantified	0.29 +/- 0.10 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	2723819	details
Urine	Detected and Quantified	0.21 +/- 0.04 umol/mmol creatinine	Adult (>18 years old)	Male	Normal	2723819	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	27275383	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

Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
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

FDB002275

KNApSAcK ID

Not Available

Chemspider ID

84028

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5674

PubChem Compound

93078

PDB ID

Not Available

ChEBI ID

73830

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Marahiel, Mohamed Abdalla; Quaedflieg, Peter Jan Leonard Mario; Sonke, Theodorus. Production of a-L-aspartyl-L-phenylalanine using chimeric non-ribosomal dipeptide synthetase. PCT Int. Appl. (2004), 51 pp.

Material Safety Data Sheet (MSDS)

Not Available

General References

Burton EG, Schoenhard GL, Hill JA, Schmidt RE, Hribar JD, Kotsonis FN, Oppermann JA: Identification of N-beta-L-aspartyl-L-phenylalanine as a normal constituent of human plasma and urine. J Nutr. 1989 May;119(5):713-21. [PubMed:2723819 ]
Tobey NA, Heizer WD: Intestinal hydrolysis of aspartylphenylalanine--the metabolic product of aspartame. Gastroenterology. 1986 Oct;91(4):931-7. [PubMed:3743970 ]
Mizuma T, Masubuchi S, Awazu S: Intestinal absorption of stable cyclic dipeptides by the oligopeptide transporter in rat. J Pharm Pharmacol. 1998 Feb;50(2):167-72. [PubMed:9530984 ]
Borke JL, Litwiller RD, Bell MP, Fass DN, McKean DJ, Kumar R: The isolation, characterization and amino terminal sequence of the vitamin D-binding protein (group specific component) from mouse plasma. Int J Biochem. 1988;20(12):1343-9. [PubMed:3243374 ]
Burgert SL, Andersen DW, Stegink LD, Takeuchi H, Schedl HP: Metabolism of aspartame and its L-phenylalanine methyl ester decomposition product by the porcine gut. Metabolism. 1991 Jun;40(6):612-8. [PubMed:1865825 ]
Benoiton NL, Chen FM: 2,4-Dimethyl-5(4H)-oxazolone as reagent for activation and coupling of N-substituted aspartic acid. Int J Pept Protein Res. 1994 Aug;44(2):139-42. [PubMed:7982757 ]
Goodman M, Mattern RH, Gantzel P, Santini A, Iacovino R, Saviano M, Benedetti E: X-ray structures of new dipeptide taste ligands. J Pept Sci. 1998 Jun;4(4):229-38. [PubMed:9680057 ]
Pattanaargson S, Sanchavanakit C: Aspartame degradation study using electrospray ionization mass spectrometry. Rapid Commun Mass Spectrom. 2000;14(11):987-93. [PubMed:10844736 ]
Schwerdt G, Freudinger R, Silbernagl S, Gekle M: Apical uptake of radiolabelled ochratoxin A into Madin-Darby canine kidney cells. Toxicology. 1998 Nov 16;131(2-3):193-202. [PubMed:9928634 ]
Leung SS, Grant DJ: Solid state stability studies of model dipeptides: aspartame and aspartylphenylalanine. J Pharm Sci. 1997 Jan;86(1):64-71. [PubMed:9002461 ]

Showing metabocard for Aspartylphenylalanine (HMDB0000706)

MOL for HMDB0000706 (Aspartylphenylalanine)

3D MOL for HMDB0000706 (Aspartylphenylalanine)

3D SDF for HMDB0000706 (Aspartylphenylalanine)

3D-SDF for HMDB0000706 (Aspartylphenylalanine)

PDB for HMDB0000706 (Aspartylphenylalanine)

3D PDB for HMDB0000706 (Aspartylphenylalanine)

SMILES for HMDB0000706 (Aspartylphenylalanine)

INCHI for HMDB0000706 (Aspartylphenylalanine)

Structure for HMDB0000706 (Aspartylphenylalanine)

3D Structure for HMDB0000706 (Aspartylphenylalanine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra