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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:03:44 UTC

Update Date

2021-09-14 15:37:03 UTC

HMDB ID

HMDB0029112

Secondary Accession Numbers

HMDB29112

Metabolite Identification

Common Name

Tyrosyl-Phenylalanine

Description

Tyrosyl-Phenylalanine is a dipeptide composed of tyrosine and phenylalanine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an 'Expected' metabolite.

Structure

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

HMDB0029112
     RDKit          3D
Tyrosyl-Phenylalanine
 44 45  0  0  0  0  0  0  0  0999 V2000
    2.1553   -0.9659   -1.5044 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5617    0.0266   -0.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5648    0.3018    0.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9107    0.6779    0.0424 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8008   -0.3709   -0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1157   -0.1442   -0.5318 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5067    1.1795   -0.6600 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8168    1.5320   -1.0309 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6206    2.2035   -0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3237    1.9551   -0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4050   -0.5839    0.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6077   -0.9939    1.2150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9147   -0.7533   -0.5118 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8367   -1.3977    0.4000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1680   -1.8445    0.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2775   -0.8907   -0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5721   -0.3019   -1.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7078    0.5269   -1.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5422    0.7534   -0.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2128    0.1292    0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1384   -0.6638    1.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0473   -0.0542    1.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5196    0.1423    2.2962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9470    0.7947    0.6103 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8838   -0.9659   -2.4625 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2035   -1.8804   -1.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167    0.9095   -1.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0969    1.0692    1.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5899   -0.6237    1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4802   -1.3962   -0.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8261   -0.9564   -0.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0601    1.6751   -2.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9947    3.2353   -0.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6946    2.8378    0.0666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1936   -0.4606   -1.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2454   -2.0057    1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4984   -2.5416    1.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1846   -2.5817   -0.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9536   -0.4209   -2.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8938    1.0001   -2.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4213    1.4009   -0.3423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8783    0.2886    1.7713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8649   -1.1548    1.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5179    1.3135   -0.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 14 22  1  0
 22 23  2  0
 22 24  1  0
 10  4  1  0
 21 16  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  6 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 24 44  1  0
M  END


  Mrv1652304062014232D          

 24 25  0  0  0  0            999 V2000
    3.3809   -2.9980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809   -4.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -2.9980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9059   -4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3316   -5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7441   -4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5691   -4.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3316   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184   -2.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434   -2.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559   -1.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6809   -1.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934   -2.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6809   -2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559   -2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -4.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 13  1  0  0  0  0
  1 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  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
 16 21  1  0  0  0  0
 14 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029112

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(CC1=CC=C(O)C=C1)C(=O)NC(CC1=CC=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H20N2O4/c19-15(10-13-6-8-14(21)9-7-13)17(22)20-16(18(23)24)11-12-4-2-1-3-5-12/h1-9,15-16,21H,10-11,19H2,(H,20,22)(H,23,24)

> <INCHI_KEY>
CGWAPUBOXJWXMS-UHFFFAOYSA-N

> <FORMULA>
C18H20N2O4

> <MOLECULAR_WEIGHT>
328.3624

> <EXACT_MASS>
328.142307138

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
34.437897109073326

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[2-amino-3-(4-hydroxyphenyl)propanamido]-3-phenylpropanoic acid

> <ALOGPS_LOGP>
-0.71

> <JCHEM_LOGP>
-0.3709831279445253

> <ALOGPS_LOGS>
-3.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.518589860454577

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.64492406385861

> <JCHEM_PKA_STRONGEST_BASIC>
8.020685588083579

> <JCHEM_POLAR_SURFACE_AREA>
112.65

> <JCHEM_REFRACTIVITY>
89.01360000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.73e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[2-amino-3-(4-hydroxyphenyl)propanamido]-3-phenylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029112
     RDKit          3D
Tyrosyl-Phenylalanine
 44 45  0  0  0  0  0  0  0  0999 V2000
    2.1553   -0.9659   -1.5044 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5617    0.0266   -0.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5648    0.3018    0.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9107    0.6779    0.0424 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8008   -0.3709   -0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1157   -0.1442   -0.5318 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5067    1.1795   -0.6600 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8168    1.5320   -1.0309 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6206    2.2035   -0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3237    1.9551   -0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4050   -0.5839    0.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6077   -0.9939    1.2150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9147   -0.7533   -0.5118 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8367   -1.3977    0.4000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1680   -1.8445    0.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2775   -0.8907   -0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5721   -0.3019   -1.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7078    0.5269   -1.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5422    0.7534   -0.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2128    0.1292    0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1384   -0.6638    1.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0473   -0.0542    1.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5196    0.1423    2.2962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9470    0.7947    0.6103 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8838   -0.9659   -2.4625 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2035   -1.8804   -1.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167    0.9095   -1.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0969    1.0692    1.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5899   -0.6237    1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4802   -1.3962   -0.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8261   -0.9564   -0.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0601    1.6751   -2.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9947    3.2353   -0.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6946    2.8378    0.0666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1936   -0.4606   -1.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2454   -2.0057    1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4984   -2.5416    1.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1846   -2.5817   -0.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9536   -0.4209   -2.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8938    1.0001   -2.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4213    1.4009   -0.3423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8783    0.2886    1.7713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8649   -1.1548    1.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5179    1.3135   -0.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 14 22  1  0
 22 23  2  0
 22 24  1  0
 10  4  1  0
 21 16  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  6 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 24 44  1  0
M  END

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  N   UNK     0       6.311  -5.596   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       5.541  -6.930   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       6.311  -8.264   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       3.231  -5.596   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       3.231  -8.264   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.691  -8.264   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.921  -9.597   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.619  -9.597   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.389  -8.264   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.929  -8.264   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.619  -6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.921  -6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.851  -5.596   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.621  -4.263   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.161  -4.263   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.931  -2.929   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.471  -2.929   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.241  -4.263   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.471  -5.596   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.931  -5.596   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.621  -6.930   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      10.161  -6.930   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       7.851  -8.264   0.000  0.00  0.00           O+0
CONECT    1    2   14                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12    7                                                       
CONECT   14    1   15   22                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   14   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    HMDB0029112
HETATM    1  N1  UNL     1       2.155  -0.966  -1.504  1.00  0.00           N  
HETATM    2  C1  UNL     1       1.562   0.027  -0.662  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.565   0.302   0.449  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.911   0.678   0.042  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.801  -0.371  -0.174  1.00  0.00           C  
HETATM    6  C5  UNL     1       6.116  -0.144  -0.532  1.00  0.00           C  
HETATM    7  C6  UNL     1       6.507   1.179  -0.660  1.00  0.00           C  
HETATM    8  O1  UNL     1       7.817   1.532  -1.031  1.00  0.00           O  
HETATM    9  C7  UNL     1       5.621   2.203  -0.436  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.324   1.955  -0.085  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.405  -0.584   0.044  1.00  0.00           C  
HETATM   12  O2  UNL     1       0.608  -0.994   1.215  1.00  0.00           O  
HETATM   13  N2  UNL     1      -0.915  -0.753  -0.512  1.00  0.00           N  
HETATM   14  C10 UNL     1      -1.837  -1.398   0.400  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.168  -1.845   0.154  1.00  0.00           C  
HETATM   16  C12 UNL     1      -4.277  -0.891  -0.061  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.572  -0.302  -1.232  1.00  0.00           C  
HETATM   18  C14 UNL     1      -5.708   0.527  -1.353  1.00  0.00           C  
HETATM   19  C15 UNL     1      -6.542   0.753  -0.295  1.00  0.00           C  
HETATM   20  C16 UNL     1      -6.213   0.129   0.899  1.00  0.00           C  
HETATM   21  C17 UNL     1      -5.138  -0.664   1.047  1.00  0.00           C  
HETATM   22  C18 UNL     1      -2.047  -0.054   1.285  1.00  0.00           C  
HETATM   23  O3  UNL     1      -1.520   0.142   2.296  1.00  0.00           O  
HETATM   24  O4  UNL     1      -2.947   0.795   0.610  1.00  0.00           O  
HETATM   25  H1  UNL     1       1.884  -0.966  -2.462  1.00  0.00           H  
HETATM   26  H2  UNL     1       2.204  -1.880  -1.056  1.00  0.00           H  
HETATM   27  H3  UNL     1       1.317   0.910  -1.234  1.00  0.00           H  
HETATM   28  H4  UNL     1       2.097   1.069   1.142  1.00  0.00           H  
HETATM   29  H5  UNL     1       2.590  -0.624   1.048  1.00  0.00           H  
HETATM   30  H6  UNL     1       4.480  -1.396  -0.053  1.00  0.00           H  
HETATM   31  H7  UNL     1       6.826  -0.956  -0.693  1.00  0.00           H  
HETATM   32  H8  UNL     1       8.060   1.675  -2.010  1.00  0.00           H  
HETATM   33  H9  UNL     1       5.995   3.235  -0.547  1.00  0.00           H  
HETATM   34  H10 UNL     1       3.695   2.838   0.067  1.00  0.00           H  
HETATM   35  H11 UNL     1      -1.194  -0.461  -1.450  1.00  0.00           H  
HETATM   36  H12 UNL     1      -1.245  -2.006   1.147  1.00  0.00           H  
HETATM   37  H13 UNL     1      -3.498  -2.542   1.012  1.00  0.00           H  
HETATM   38  H14 UNL     1      -3.185  -2.582  -0.741  1.00  0.00           H  
HETATM   39  H15 UNL     1      -3.954  -0.421  -2.153  1.00  0.00           H  
HETATM   40  H16 UNL     1      -5.894   1.000  -2.297  1.00  0.00           H  
HETATM   41  H17 UNL     1      -7.421   1.401  -0.342  1.00  0.00           H  
HETATM   42  H18 UNL     1      -6.878   0.289   1.771  1.00  0.00           H  
HETATM   43  H19 UNL     1      -4.865  -1.155   1.953  1.00  0.00           H  
HETATM   44  H20 UNL     1      -2.518   1.313  -0.217  1.00  0.00           H  
CONECT    1    2   25   26
CONECT    2    3   11   27
CONECT    3    4   28   29
CONECT    4    5    5   10
CONECT    5    6   30
CONECT    6    7    7   31
CONECT    7    8    9
CONECT    8   32
CONECT    9   10   10   33
CONECT   10   34
CONECT   11   12   12   13
CONECT   13   14   35
CONECT   14   15   22   36
CONECT   15   16   37   38
CONECT   16   17   17   21
CONECT   17   18   39
CONECT   18   19   19   40
CONECT   19   20   41
CONECT   20   21   21   42
CONECT   21   43
CONECT   22   23   23   24
CONECT   24   44
END

HMDB0029112
     RDKit          3D
Tyrosyl-Phenylalanine
 44 45  0  0  0  0  0  0  0  0999 V2000
    2.1553   -0.9659   -1.5044 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5617    0.0266   -0.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5648    0.3018    0.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9107    0.6779    0.0424 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8008   -0.3709   -0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1157   -0.1442   -0.5318 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5067    1.1795   -0.6600 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8168    1.5320   -1.0309 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6206    2.2035   -0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3237    1.9551   -0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4050   -0.5839    0.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6077   -0.9939    1.2150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9147   -0.7533   -0.5118 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8367   -1.3977    0.4000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1680   -1.8445    0.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2775   -0.8907   -0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5721   -0.3019   -1.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7078    0.5269   -1.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5422    0.7534   -0.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2128    0.1292    0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1384   -0.6638    1.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0473   -0.0542    1.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5196    0.1423    2.2962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9470    0.7947    0.6103 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8838   -0.9659   -2.4625 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2035   -1.8804   -1.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167    0.9095   -1.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0969    1.0692    1.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5899   -0.6237    1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4802   -1.3962   -0.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8261   -0.9564   -0.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0601    1.6751   -2.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9947    3.2353   -0.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6946    2.8378    0.0666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1936   -0.4606   -1.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2454   -2.0057    1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4984   -2.5416    1.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1846   -2.5817   -0.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9536   -0.4209   -2.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8938    1.0001   -2.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4213    1.4009   -0.3423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8783    0.2886    1.7713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8649   -1.1548    1.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5179    1.3135   -0.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 14 22  1  0
 22 23  2  0
 22 24  1  0
 10  4  1  0
 21 16  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  6 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 24 44  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
L-Tyrosyl-L-phenylalanine	HMDB
Tyr-phe	HMDB
Tyrosine phenylalanine dipeptide	HMDB
Tyrosine-phenylalanine dipeptide	HMDB
Tyrosylphenylalanine	HMDB
Y-F dipeptide	HMDB
YF dipeptide	HMDB
2-{[2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-phenylpropanoate	HMDB

Chemical Formula

C₁₈H₂₀N₂O₄

Average Molecular Weight

328.3624

Monoisotopic Molecular Weight

328.142307138

IUPAC Name

2-[2-amino-3-(4-hydroxyphenyl)propanamido]-3-phenylpropanoic acid

Traditional Name

2-[2-amino-3-(4-hydroxyphenyl)propanamido]-3-phenylpropanoic acid

CAS Registry Number

Not Available

SMILES

NC(CC1=CC=C(O)C=C1)C(=O)NC(CC1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C18H20N2O4/c19-15(10-13-6-8-14(21)9-7-13)17(22)20-16(18(23)24)11-12-4-2-1-3-5-12/h1-9,15-16,21H,10-11,19H2,(H,20,22)(H,23,24)

InChI Key

CGWAPUBOXJWXMS-UHFFFAOYSA-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
Tyrosine or derivatives
Phenylalanine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
3-phenylpropanoic-acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Phenol
Monocyclic benzene moiety
Fatty amide
Fatty acyl
Benzenoid
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid
Hydrocarbon derivative
Primary aliphatic amine
Amine
Organic oxygen compound
Carbonyl group
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Primary amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

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	-0.37	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.047 g/L	ALOGPS
logP	-0.71	ALOGPS
logP	-0.37	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	3.64	ChemAxon
pKa (Strongest Basic)	8.02	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	112.65 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	89.01 m³·mol⁻¹	ChemAxon
Polarizability	34.44 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	176.415	31661259
DarkChem	[M-H]-	174.943	31661259
DeepCCS	[M+H]+	174.344	30932474
DeepCCS	[M-H]-	171.986	30932474
DeepCCS	[M-2H]-	205.188	30932474
DeepCCS	[M+Na]+	180.437	30932474
AllCCS	[M+H]+	179.0	32859911
AllCCS	[M+H-H2O]+	175.9	32859911
AllCCS	[M+NH4]+	181.8	32859911
AllCCS	[M+Na]+	182.6	32859911
AllCCS	[M-H]-	178.1	32859911
AllCCS	[M+Na-2H]-	178.2	32859911
AllCCS	[M+HCOO]-	178.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.96 minutes	32390414
Predicted by Siyang on May 30, 2022	10.7849 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.39 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	135.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1330.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	220.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	144.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	165.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	118.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	372.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	359.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	556.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	838.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	403.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1036.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	233.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	273.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	310.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	343.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	93.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tyrosyl-Phenylalanine	NC(CC1=CC=C(O)C=C1)C(=O)NC(CC1=CC=CC=C1)C(O)=O	4273.4	Standard polar	33892256
Tyrosyl-Phenylalanine	NC(CC1=CC=C(O)C=C1)C(=O)NC(CC1=CC=CC=C1)C(O)=O	2451.8	Standard non polar	33892256
Tyrosyl-Phenylalanine	NC(CC1=CC=C(O)C=C1)C(=O)NC(CC1=CC=CC=C1)C(O)=O	3236.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tyrosyl-Phenylalanine,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(CC(N)C(=O)NC(CC2=CC=CC=C2)C(=O)O)C=C1	2962.1	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,1TMS,isomer #2	C[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)NC(=O)C(N)CC1=CC=C(O)C=C1	2909.5	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,1TMS,isomer #3	C[Si](C)(C)NC(CC1=CC=C(O)C=C1)C(=O)NC(CC1=CC=CC=C1)C(=O)O	2967.4	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,1TMS,isomer #4	C[Si](C)(C)N(C(=O)C(N)CC1=CC=C(O)C=C1)C(CC1=CC=CC=C1)C(=O)O	2921.8	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,2TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)NC(=O)C(N)CC1=CC=C(O[Si](C)(C)C)C=C1	2894.3	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,2TMS,isomer #2	C[Si](C)(C)NC(CC1=CC=C(O[Si](C)(C)C)C=C1)C(=O)NC(CC1=CC=CC=C1)C(=O)O	2960.4	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C(CC(N)C(=O)N(C(CC2=CC=CC=C2)C(=O)O)[Si](C)(C)C)C=C1	2906.2	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,2TMS,isomer #4	C[Si](C)(C)NC(CC1=CC=C(O)C=C1)C(=O)NC(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2897.2	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,2TMS,isomer #5	C[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)N(C(=O)C(N)CC1=CC=C(O)C=C1)[Si](C)(C)C	2828.1	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,2TMS,isomer #6	C[Si](C)(C)N(C(CC1=CC=C(O)C=C1)C(=O)NC(CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	3084.7	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,2TMS,isomer #7	C[Si](C)(C)NC(CC1=CC=C(O)C=C1)C(=O)N(C(CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2926.2	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,3TMS,isomer #1	C[Si](C)(C)NC(CC1=CC=C(O[Si](C)(C)C)C=C1)C(=O)NC(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2906.4	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,3TMS,isomer #1	C[Si](C)(C)NC(CC1=CC=C(O[Si](C)(C)C)C=C1)C(=O)NC(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2773.6	Standard non polar	33892256
Tyrosyl-Phenylalanine,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)N(C(=O)C(N)CC1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	2856.0	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)N(C(=O)C(N)CC1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	2773.9	Standard non polar	33892256
Tyrosyl-Phenylalanine,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C(CC(C(=O)NC(CC2=CC=CC=C2)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1	3081.5	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C(CC(C(=O)NC(CC2=CC=CC=C2)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1	2907.4	Standard non polar	33892256
Tyrosyl-Phenylalanine,3TMS,isomer #4	C[Si](C)(C)NC(CC1=CC=C(O[Si](C)(C)C)C=C1)C(=O)N(C(CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2947.0	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,3TMS,isomer #4	C[Si](C)(C)NC(CC1=CC=C(O[Si](C)(C)C)C=C1)C(=O)N(C(CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2847.3	Standard non polar	33892256
Tyrosyl-Phenylalanine,3TMS,isomer #5	C[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)NC(=O)C(CC1=CC=C(O)C=C1)N([Si](C)(C)C)[Si](C)(C)C	3025.3	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,3TMS,isomer #5	C[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)NC(=O)C(CC1=CC=C(O)C=C1)N([Si](C)(C)C)[Si](C)(C)C	2909.6	Standard non polar	33892256
Tyrosyl-Phenylalanine,3TMS,isomer #6	C[Si](C)(C)NC(CC1=CC=C(O)C=C1)C(=O)N(C(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2857.6	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,3TMS,isomer #6	C[Si](C)(C)NC(CC1=CC=C(O)C=C1)C(=O)N(C(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2839.0	Standard non polar	33892256
Tyrosyl-Phenylalanine,3TMS,isomer #7	C[Si](C)(C)N(C(=O)C(CC1=CC=C(O)C=C1)N([Si](C)(C)C)[Si](C)(C)C)C(CC1=CC=CC=C1)C(=O)O	3060.5	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,3TMS,isomer #7	C[Si](C)(C)N(C(=O)C(CC1=CC=C(O)C=C1)N([Si](C)(C)C)[Si](C)(C)C)C(CC1=CC=CC=C1)C(=O)O	2992.4	Standard non polar	33892256
Tyrosyl-Phenylalanine,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)NC(=O)C(CC1=CC=C(O[Si](C)(C)C)C=C1)N([Si](C)(C)C)[Si](C)(C)C	3048.3	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)NC(=O)C(CC1=CC=C(O[Si](C)(C)C)C=C1)N([Si](C)(C)C)[Si](C)(C)C	2891.2	Standard non polar	33892256
Tyrosyl-Phenylalanine,4TMS,isomer #2	C[Si](C)(C)NC(CC1=CC=C(O[Si](C)(C)C)C=C1)C(=O)N(C(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2903.5	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,4TMS,isomer #2	C[Si](C)(C)NC(CC1=CC=C(O[Si](C)(C)C)C=C1)C(=O)N(C(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2838.4	Standard non polar	33892256
Tyrosyl-Phenylalanine,4TMS,isomer #3	C[Si](C)(C)OC1=CC=C(CC(C(=O)N(C(CC2=CC=CC=C2)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C=C1	3104.8	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,4TMS,isomer #3	C[Si](C)(C)OC1=CC=C(CC(C(=O)N(C(CC2=CC=CC=C2)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C=C1	2956.2	Standard non polar	33892256
Tyrosyl-Phenylalanine,4TMS,isomer #4	C[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)N(C(=O)C(CC1=CC=C(O)C=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	3054.3	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,4TMS,isomer #4	C[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)N(C(=O)C(CC1=CC=C(O)C=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2960.4	Standard non polar	33892256
Tyrosyl-Phenylalanine,5TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)N(C(=O)C(CC1=CC=C(O[Si](C)(C)C)C=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	3119.9	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,5TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)N(C(=O)C(CC1=CC=C(O[Si](C)(C)C)C=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2970.3	Standard non polar	33892256
Tyrosyl-Phenylalanine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(CC(N)C(=O)NC(CC2=CC=CC=C2)C(=O)O)C=C1	3244.3	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)NC(=O)C(N)CC1=CC=C(O)C=C1	3205.3	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(CC1=CC=C(O)C=C1)C(=O)NC(CC1=CC=CC=C1)C(=O)O	3210.6	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)C(N)CC1=CC=C(O)C=C1)C(CC1=CC=CC=C1)C(=O)O	3197.1	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)NC(=O)C(N)CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3412.6	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)NC(CC1=CC=CC=C1)C(=O)O	3456.4	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(CC(N)C(=O)N(C(CC2=CC=CC=C2)C(=O)O)[Si](C)(C)C(C)(C)C)C=C1	3448.3	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CC1=CC=C(O)C=C1)C(=O)NC(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	3368.9	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)N(C(=O)C(N)CC1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C	3367.0	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N(C(CC1=CC=C(O)C=C1)C(=O)NC(CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3543.6	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC(CC1=CC=C(O)C=C1)C(=O)N(C(CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3429.5	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)NC(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	3585.2	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)NC(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	3365.8	Standard non polar	33892256
Tyrosyl-Phenylalanine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)N(C(=O)C(N)CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3631.2	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)N(C(=O)C(N)CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3344.5	Standard non polar	33892256
Tyrosyl-Phenylalanine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(CC(C(=O)NC(CC2=CC=CC=C2)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3816.5	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(CC(C(=O)NC(CC2=CC=CC=C2)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3432.6	Standard non polar	33892256
Tyrosyl-Phenylalanine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)N(C(CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3659.6	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)N(C(CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3406.0	Standard non polar	33892256
Tyrosyl-Phenylalanine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)NC(=O)C(CC1=CC=C(O)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3707.3	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)NC(=O)C(CC1=CC=C(O)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3447.7	Standard non polar	33892256
Tyrosyl-Phenylalanine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC(CC1=CC=C(O)C=C1)C(=O)N(C(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3545.1	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC(CC1=CC=C(O)C=C1)C(=O)N(C(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3416.0	Standard non polar	33892256
Tyrosyl-Phenylalanine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C(=O)C(CC1=CC=C(O)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(CC1=CC=CC=C1)C(=O)O	3763.8	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C(=O)C(CC1=CC=C(O)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(CC1=CC=CC=C1)C(=O)O	3491.2	Standard non polar	33892256
Tyrosyl-Phenylalanine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)NC(=O)C(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3975.8	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)NC(=O)C(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3579.1	Standard non polar	33892256
Tyrosyl-Phenylalanine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)N(C(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3783.7	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)N(C(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3558.7	Standard non polar	33892256
Tyrosyl-Phenylalanine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(CC(C(=O)N(C(CC2=CC=CC=C2)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)C=C1	4033.1	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(CC(C(=O)N(C(CC2=CC=CC=C2)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)C=C1	3630.0	Standard non polar	33892256
Tyrosyl-Phenylalanine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)N(C(=O)C(CC1=CC=C(O)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3926.1	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)N(C(=O)C(CC1=CC=C(O)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3658.3	Standard non polar	33892256
Tyrosyl-Phenylalanine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)N(C(=O)C(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4177.2	Semi standard non polar	33892256
Tyrosyl-Phenylalanine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=CC=C1)N(C(=O)C(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3792.3	Standard non polar	33892256

Spectra

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

FDB112115

KNApSAcK ID

Not Available

Chemspider ID

2665517

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3421919

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simpkins C: A new cytochrome C reducing dipeptide. J Natl Med Assoc. 1990 Feb;82(2):113-6. [PubMed:2154586 ]
Zhang H, Zielonka J, Sikora A, Joseph J, Xu Y, Kalyanaraman B: The effect of neighboring methionine residue on tyrosine nitration and oxidation in peptides treated with MPO, H2O2, and NO2(-) or peroxynitrite and bicarbonate: role of intramolecular electron transfer mechanism? Arch Biochem Biophys. 2009 Apr 15;484(2):134-45. doi: 10.1016/j.abb.2008.11.018. Epub 2008 Nov 24. [PubMed:19056332 ]
Simpkins C, Williamson G, Moore C: Interaction between cytochrome C and di- and tripeptides. Life Sci. 1991;48(6):523-30. [PubMed:1846935 ]
Altenbach M, Schnyder N, Zimmermann C, Imanidis G: Cutaneous metabolism of a dipeptide influences the iontophoretic flux of a concomitant uncharged permeant. Int J Pharm. 2006 Jan 13;307(2):308-17. Epub 2005 Nov 28. [PubMed:16310991 ]

Showing metabocard for Tyrosyl-Phenylalanine (HMDB0029112)

MOL for HMDB0029112 (Tyrosyl-Phenylalanine)

3D MOL for HMDB0029112 (Tyrosyl-Phenylalanine)

3D SDF for HMDB0029112 (Tyrosyl-Phenylalanine)

3D-SDF for HMDB0029112 (Tyrosyl-Phenylalanine)

PDB for HMDB0029112 (Tyrosyl-Phenylalanine)

3D PDB for HMDB0029112 (Tyrosyl-Phenylalanine)

SMILES for HMDB0029112 (Tyrosyl-Phenylalanine)

INCHI for HMDB0029112 (Tyrosyl-Phenylalanine)

Structure for HMDB0029112 (Tyrosyl-Phenylalanine)

3D Structure for HMDB0029112 (Tyrosyl-Phenylalanine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized