MiMeDB: Showing metabocard for L-Arogenate (MMDBc0049922)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 22:46:21 UTC

Update Date

2022-09-01 02:17:22 UTC

Metabolite ID

MMDBc0049922

Metabolite Identification

Common Name

L-Arogenate

Description

Pretyrosine, also known as L-arogenate or L-arogenic acid, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. Pretyrosine has been detected, but not quantified in, milk (cow). This could make pretyrosine a potential biomarker for the consumption of these foods. Pretyrosine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Pretyrosine.

Structure

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

HMDB0304809
     RDKit          3D
Pretyrosine
 29 29  0  0  0  0  0  0  0  0999 V2000
    1.4690   -1.7514    0.2543 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7900   -0.5879   -0.5448 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1411    0.6474    0.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3642    0.5495    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8596    1.8530    0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5338    1.8995    1.6868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5569    3.0144   -0.0406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8596   -0.5183    0.9127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9402   -1.2087    0.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6882   -0.9285   -0.6880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8672   -0.2310   -0.4203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9146   -0.1760   -1.6763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8534    0.4978   -1.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2578   -0.3909   -0.4836 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9917   -1.1638    0.1787 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8632    0.6558   -1.1583 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0373   -2.5700   -0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8296   -1.5409    1.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4951   -0.7603   -1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5283    0.8258    1.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3838    1.4995   -0.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2417    3.5940    0.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3633   -0.7628    1.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3309   -2.0078    1.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9832   -1.9252   -1.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6781   -0.7481   -0.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2893   -0.2199   -2.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3052    1.0431   -2.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3592    1.4117   -0.7275 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
 13  4  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  6
  3 20  1  0
  3 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 16 29  1  0
M  END


  Mrv1652304032019082D          

 18 18  0  0  1  0            999 V2000
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1018    1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9263    1.9947    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3635    1.2951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3272    1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3136    2.7232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1880    1.3239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9762    0.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4973    1.9947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7643    2.6656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5390    1.2663    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  6  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  5  1  0  0  0  0
  8  7  1  0  0  0  0
 10  3  1  0  0  0  0
 10  4  1  0  0  0  0
 10  5  1  0  0  0  0
 10  9  1  0  0  0  0
  7 11  1  1  0  0  0
 12  6  1  0  0  0  0
 13  8  2  0  0  0  0
 14  8  1  0  0  0  0
 15  9  2  0  0  0  0
 16  9  1  0  0  0  0
 17  6  1  0  0  0  0
  7 18  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0049922

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H13NO5/c11-7(8(13)14)5-10(9(15)16)3-1-6(12)2-4-10/h1-4,6-7,12H,5,11H2,(H,13,14)(H,15,16)/t6?,7-,10?/m0/s1

> <INCHI_KEY>
MIEILDYWGANZNH-DSQUFTABSA-N

> <FORMULA>
C10H13NO5

> <MOLECULAR_WEIGHT>
227.216

> <EXACT_MASS>
227.079372523

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
21.262431709882854

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(2S)-2-amino-2-carboxyethyl]-4-hydroxycyclohexa-2,5-diene-1-carboxylic acid

> <ALOGPS_LOGP>
-3.18

> <JCHEM_LOGP>
-3.087520089417646

> <ALOGPS_LOGS>
-1.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.0724243272322935

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.9577070914356351

> <JCHEM_PKA_STRONGEST_BASIC>
9.501665478022854

> <JCHEM_POLAR_SURFACE_AREA>
120.85000000000001

> <JCHEM_REFRACTIVITY>
55.9587

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.88e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
arogenate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304809
     RDKit          3D
Pretyrosine
 29 29  0  0  0  0  0  0  0  0999 V2000
    1.4690   -1.7514    0.2543 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7900   -0.5879   -0.5448 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1411    0.6474    0.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3642    0.5495    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8596    1.8530    0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5338    1.8995    1.6868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5569    3.0144   -0.0406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8596   -0.5183    0.9127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9402   -1.2087    0.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6882   -0.9285   -0.6880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8672   -0.2310   -0.4203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9146   -0.1760   -1.6763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8534    0.4978   -1.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2578   -0.3909   -0.4836 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9917   -1.1638    0.1787 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8632    0.6558   -1.1583 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0373   -2.5700   -0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8296   -1.5409    1.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4951   -0.7603   -1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5283    0.8258    1.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3838    1.4995   -0.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2417    3.5940    0.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3633   -0.7628    1.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3309   -2.0078    1.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9832   -1.9252   -1.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6781   -0.7481   -0.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2893   -0.2199   -2.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3052    1.0431   -2.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3592    1.4117   -0.7275 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
 13  4  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  6
  3 20  1  0
  3 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 16 29  1  0
M  END

HEADER    PROTEIN                                 03-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-20         0                                  
HETATM    1  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.057   3.670   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.596   3.723   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.412   2.418   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.611   3.670   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       4.319   5.083   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       5.951   2.471   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       3.689   1.058   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -0.928   3.723   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.427   4.976   0.000  0.00  0.00           O+0
HETATM   17  H   UNK     0       0.000  -1.540   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0       2.873   2.364   0.000  0.00  0.00           H+0
CONECT    1    3    6                                                       
CONECT    2    4    6                                                       
CONECT    3    1   10                                                       
CONECT    4    2   10                                                       
CONECT    5    7   10                                                       
CONECT    6    1    2   12   17                                             
CONECT    7    5    8   11   18                                             
CONECT    8    7   13   14                                                  
CONECT    9   10   15   16                                                  
CONECT   10    3    4    5    9                                             
CONECT   11    7                                                            
CONECT   12    6                                                            
CONECT   13    8                                                            
CONECT   14    8                                                            
CONECT   15    9                                                            
CONECT   16    9                                                            
CONECT   17    6                                                            
CONECT   18    7                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0304809
HETATM    1  N1  UNL     1       1.469  -1.751   0.254  1.00  0.00           N  
HETATM    2  C1  UNL     1       1.790  -0.588  -0.545  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.141   0.647   0.009  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.364   0.549   0.052  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.860   1.853   0.626  1.00  0.00           C  
HETATM    6  O1  UNL     1      -1.534   1.900   1.687  1.00  0.00           O  
HETATM    7  O2  UNL     1      -0.557   3.014  -0.041  1.00  0.00           O  
HETATM    8  C5  UNL     1      -0.860  -0.518   0.913  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.940  -1.209   0.573  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.688  -0.928  -0.688  1.00  0.00           C  
HETATM   11  O3  UNL     1      -3.867  -0.231  -0.420  1.00  0.00           O  
HETATM   12  C8  UNL     1      -1.915  -0.176  -1.676  1.00  0.00           C  
HETATM   13  C9  UNL     1      -0.853   0.498  -1.333  1.00  0.00           C  
HETATM   14  C10 UNL     1       3.258  -0.391  -0.484  1.00  0.00           C  
HETATM   15  O4  UNL     1       3.992  -1.164   0.179  1.00  0.00           O  
HETATM   16  O5  UNL     1       3.863   0.656  -1.158  1.00  0.00           O  
HETATM   17  H1  UNL     1       2.037  -2.570  -0.059  1.00  0.00           H  
HETATM   18  H2  UNL     1       1.830  -1.541   1.233  1.00  0.00           H  
HETATM   19  H3  UNL     1       1.495  -0.760  -1.613  1.00  0.00           H  
HETATM   20  H4  UNL     1       1.528   0.826   1.021  1.00  0.00           H  
HETATM   21  H5  UNL     1       1.384   1.500  -0.666  1.00  0.00           H  
HETATM   22  H6  UNL     1       0.242   3.594   0.252  1.00  0.00           H  
HETATM   23  H7  UNL     1      -0.363  -0.763   1.828  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.331  -2.008   1.194  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.983  -1.925  -1.116  1.00  0.00           H  
HETATM   26  H10 UNL     1      -4.678  -0.748  -0.672  1.00  0.00           H  
HETATM   27  H11 UNL     1      -2.289  -0.220  -2.718  1.00  0.00           H  
HETATM   28  H12 UNL     1      -0.305   1.043  -2.089  1.00  0.00           H  
HETATM   29  H13 UNL     1       4.359   1.412  -0.728  1.00  0.00           H  
CONECT    1    2   17   18
CONECT    2    3   14   19
CONECT    3    4   20   21
CONECT    4    5    8   13
CONECT    5    6    6    7
CONECT    7   22
CONECT    8    9    9   23
CONECT    9   10   24
CONECT   10   11   12   25
CONECT   11   26
CONECT   12   13   13   27
CONECT   13   28
CONECT   14   15   15   16
CONECT   16   29
END

HMDB0304809
     RDKit          3D
Pretyrosine
 29 29  0  0  0  0  0  0  0  0999 V2000
    1.4690   -1.7514    0.2543 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7900   -0.5879   -0.5448 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1411    0.6474    0.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3642    0.5495    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8596    1.8530    0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5338    1.8995    1.6868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5569    3.0144   -0.0406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8596   -0.5183    0.9127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9402   -1.2087    0.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6882   -0.9285   -0.6880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8672   -0.2310   -0.4203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9146   -0.1760   -1.6763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8534    0.4978   -1.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2578   -0.3909   -0.4836 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9917   -1.1638    0.1787 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8632    0.6558   -1.1583 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0373   -2.5700   -0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8296   -1.5409    1.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4951   -0.7603   -1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5283    0.8258    1.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3838    1.4995   -0.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2417    3.5940    0.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3633   -0.7628    1.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3309   -2.0078    1.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9832   -1.9252   -1.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6781   -0.7481   -0.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2893   -0.2199   -2.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3052    1.0431   -2.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3592    1.4117   -0.7275 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
 13  4  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  6
  3 20  1  0
  3 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 16 29  1  0
M  END

Synonyms

Value	Source
alpha-Amino-1-carboxy-4-hydroxy-2,5-cyclohexadiene-1-propanoic acid	ChEBI
L-Arogenate	ChEBI
L-Arogenic acid	Kegg
a-Amino-1-carboxy-4-hydroxy-2,5-cyclohexadiene-1-propanoate	Generator
a-Amino-1-carboxy-4-hydroxy-2,5-cyclohexadiene-1-propanoic acid	Generator
alpha-Amino-1-carboxy-4-hydroxy-2,5-cyclohexadiene-1-propanoate	Generator
Α-amino-1-carboxy-4-hydroxy-2,5-cyclohexadiene-1-propanoate	Generator
Α-amino-1-carboxy-4-hydroxy-2,5-cyclohexadiene-1-propanoic acid	Generator
Arogenate	HMDB
Pretyrosine	ChEBI

Molecular Formula

C₁₀H₁₃NO₅

Average Mass

227.216

Monoisotopic Mass

227.079372523

IUPAC Name

1-[(2S)-2-amino-2-carboxyethyl]-4-hydroxycyclohexa-2,5-diene-1-carboxylic acid

Traditional Name

arogenate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C10H13NO5/c11-7(8(13)14)5-10(9(15)16)3-1-6(12)2-4-10/h1-4,6-7,12H,5,11H2,(H,13,14)(H,15,16)/t6?,7-,10?/m0/s1

InChI Key

MIEILDYWGANZNH-DSQUFTABSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-alpha-amino acids

Alternative Parents

Substituents

L-alpha-amino acid
Dicarboxylic acid or derivatives
Secondary alcohol
Amino acid
Carboxylic acid
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic nitrogen compound
Alcohol
Carbonyl group
Amine
Organic oxide
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

arogenic acid (CHEBI:17530 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	7.88 g/L	ALOGPS
logP	-3.2	ALOGPS
logP	-3.1	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	1.96	ChemAxon
pKa (Strongest Basic)	9.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	120.85 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	55.96 m³·mol⁻¹	ChemAxon
Polarizability	21.26 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

Spectra

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	186	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal	Metabolic reconstruction
Bacteria	Firmicutes	362	Pig ; Human feces; Human ; Human pleural fluid plaque; Cattle	Metabolic reconstruction
Bacteria	Actinobacteria	128	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	115	Human feces; Human appendix biopsy; Human	Metabolic reconstruction
Bacteria	Synergistetes	4	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Bacteria	Fusobacteria	20	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	4	Human feces; Human	Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1		Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1	Human feces	Metabolic reconstruction
Bacteria	Aquificae	1
Bacteria	Chlorobi	1
Bacteria	Deinococcus-Thermus	2

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0304809

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

439319

PDB ID

Not Available

ChEBI ID

17530

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]
Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for L-Arogenate (MMDBc0049922)

MOL for #<Metabolite:0x00007f1240cd8238>

3D MOL for #<Metabolite:0x00007f1240cd8238>

3D SDF for #<Metabolite:0x00007f1240cd8238>

3D-SDF for #<Metabolite:0x00007f1240cd8238>

PDB for #<Metabolite:0x00007f1240cd8238>

3D PDB for #<Metabolite:0x00007f1240cd8238>

SMILES for #<Metabolite:0x00007f1240cd8238>

INCHI for #<Metabolite:0x00007f1240cd8238>

Structure for #<Metabolite:0x00007f1240cd8238>

3D Structure for #<Metabolite:0x00007f1240cd8238>