MiMeDB: Showing metabocard for N-(2,3-dihydroxybenzoyl)-L-serine trimer (MMDBc0056103)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:16:46 UTC

Update Date

2022-08-12 20:09:35 UTC

Metabolite ID

MMDBc0056103

Metabolite Identification

Common Name

N-(2,3-dihydroxybenzoyl)-L-serine trimer

Description

N-(2,3-dihydroxybenzoyl)-L-serine trimer belongs to the class of organic compounds known as hippuric acids. Hippuric acids are compounds containing hippuric acid, which consists of a of a benzoyl group linked to the N-terminal of a glycine. Based on a literature review a small amount of articles have been published on N-(2,3-dihydroxybenzoyl)-L-serine trimer.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222162D          

 52 54  0  0  1  0            999 V2000
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0026    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   14.2894    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  5  2  2  0  0  0  0
  6  3  2  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
 13  4  1  0  0  0  0
 14  5  1  0  0  0  0
 15  6  1  0  0  0  0
 16 10  1  0  0  0  0
 17 11  1  0  0  0  0
 18 12  1  0  0  0  0
 19  7  2  0  0  0  0
 20  8  2  0  0  0  0
 21  9  2  0  0  0  0
 22 13  2  0  0  0  0
 22 19  1  0  0  0  0
 23 14  2  0  0  0  0
 23 20  1  0  0  0  0
 24 15  2  0  0  0  0
 24 21  1  0  0  0  0
 25 13  1  0  0  0  0
 26 14  1  0  0  0  0
 27 15  1  0  0  0  0
 28 17  1  0  0  0  0
 29 16  1  0  0  0  0
 30 18  1  0  0  0  0
 16 31  1  1  0  0  0
 31 25  2  0  0  0  0
 17 32  1  1  0  0  0
 32 26  2  0  0  0  0
 18 33  1  6  0  0  0
 33 27  2  0  0  0  0
 34 10  1  0  0  0  0
 35 19  1  0  0  0  0
 36 20  1  0  0  0  0
 37 21  1  0  0  0  0
 38 22  1  0  0  0  0
 39 23  1  0  0  0  0
 40 24  1  0  0  0  0
 25 41  1  4  0  0  0
 26 42  1  4  0  0  0
 27 43  1  4  0  0  0
 44 28  2  0  0  0  0
 45 28  1  0  0  0  0
 46 29  2  0  0  0  0
 47 30  2  0  0  0  0
 48 11  1  0  0  0  0
 48 30  1  0  0  0  0
 49 12  1  0  0  0  0
 49 29  1  0  0  0  0
 16 50  1  1  0  0  0
 17 51  1  1  0  0  0
 18 52  1  6  0  0  0
M  CHG  1  35  -1
M  END


  Mrv1652306172222162D          

 52 54  0  0  1  0            999 V2000
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0026    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   14.2894    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  5  2  2  0  0  0  0
  6  3  2  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
 13  4  1  0  0  0  0
 14  5  1  0  0  0  0
 15  6  1  0  0  0  0
 16 10  1  0  0  0  0
 17 11  1  0  0  0  0
 18 12  1  0  0  0  0
 19  7  2  0  0  0  0
 20  8  2  0  0  0  0
 21  9  2  0  0  0  0
 22 13  2  0  0  0  0
 22 19  1  0  0  0  0
 23 14  2  0  0  0  0
 23 20  1  0  0  0  0
 24 15  2  0  0  0  0
 24 21  1  0  0  0  0
 25 13  1  0  0  0  0
 26 14  1  0  0  0  0
 27 15  1  0  0  0  0
 28 17  1  0  0  0  0
 29 16  1  0  0  0  0
 30 18  1  0  0  0  0
 16 31  1  1  0  0  0
 31 25  2  0  0  0  0
 17 32  1  1  0  0  0
 32 26  2  0  0  0  0
 18 33  1  6  0  0  0
 33 27  2  0  0  0  0
 34 10  1  0  0  0  0
 35 19  1  0  0  0  0
 36 20  1  0  0  0  0
 37 21  1  0  0  0  0
 38 22  1  0  0  0  0
 39 23  1  0  0  0  0
 40 24  1  0  0  0  0
 25 41  1  4  0  0  0
 26 42  1  4  0  0  0
 27 43  1  4  0  0  0
 44 28  2  0  0  0  0
 45 28  1  0  0  0  0
 46 29  2  0  0  0  0
 47 30  2  0  0  0  0
 48 11  1  0  0  0  0
 48 30  1  0  0  0  0
 49 12  1  0  0  0  0
 49 29  1  0  0  0  0
 16 50  1  1  0  0  0
 17 51  1  1  0  0  0
 18 52  1  6  0  0  0
M  CHG  1  35  -1
M  END
> <DATABASE_ID>
MMDBc0056103

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](COC(=O)[C@]([H])(COC(=O)[C@]([H])(CO)N=C(O)C1=C(O)C([O-])=CC=C1)N=C(O)C1=C(O)C(O)=CC=C1)(N=C(O)C1=C(O)C(O)=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H29N3O16/c34-10-16(31-25(41)13-4-1-7-19(35)22(13)38)29(46)49-12-18(33-27(43)15-6-3-9-21(37)24(15)40)30(47)48-11-17(28(44)45)32-26(42)14-5-2-8-20(36)23(14)39/h1-9,16-18,34-40H,10-12H2,(H,31,41)(H,32,42)(H,33,43)(H,44,45)/p-1/t16-,17-,18-/m0/s1

> <INCHI_KEY>
NTWRWGRCGVKQNS-BZSNNMDCSA-M

> <FORMULA>
C30H28N3O16

> <MOLECULAR_WEIGHT>
686.56

> <EXACT_MASS>
686.147505414

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
64.18323715273434

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{[(2S)-1-[(2S)-3-[(2S)-2-carboxy-2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}ethoxy]-2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}-3-oxopropoxy]-3-hydroxy-1-oxopropan-2-yl]-C-hydroxycarbonimidoyl}-2-hydroxybenzen-1-olate

> <JCHEM_LOGP>
4.058561980333334

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
6.457164461737213

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8873989901668597

> <JCHEM_PKA_STRONGEST_BASIC>
-6.323220138779846

> <JCHEM_POLAR_SURFACE_AREA>
332.11

> <JCHEM_REFRACTIVITY>
173.48230000000012

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-{[(2S)-1-[(2S)-3-[(2S)-2-carboxy-2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}ethoxy]-2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}-3-oxopropoxy]-3-hydroxy-1-oxopropan-2-yl]-C-hydroxycarbonimidoyl}-2-hydroxybenzenolate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      24.006   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.004   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.673   8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.004   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      25.340   8.470   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.670  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.338   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.003   6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      22.673   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.670   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.672   6.160   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.337   6.160   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      25.340   6.930   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      24.006   6.160   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      21.339   6.160   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.670   3.850   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      18.672   4.620   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.670   6.930   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0       6.668   6.930   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0      20.005   6.930   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0      13.337   4.620   0.000  0.00  0.00           N+0
HETATM   34  O   UNK     0       9.336   3.850   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       4.001  13.090   0.000  0.00  0.00           O-1
HETATM   36  O   UNK     0      26.674   6.160   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      12.003  -0.770   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       6.668  11.550   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      24.006   4.620   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      12.003   2.310   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       8.002   9.240   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      21.339   4.620   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      16.004   4.620   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      20.005   3.850   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      17.338   3.850   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       9.336   8.470   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      14.670   8.470   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      16.004   6.160   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      10.669   6.160   0.000  0.00  0.00           O+0
HETATM   50  H   UNK     0       9.336   5.390   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0      17.338   5.390   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0      13.337   7.700   0.000  0.00  0.00           H+0
CONECT    1    4    7                                                       
CONECT    2    5    8                                                       
CONECT    3    6    9                                                       
CONECT    4    1   13                                                       
CONECT    5    2   14                                                       
CONECT    6    3   15                                                       
CONECT    7    1   19                                                       
CONECT    8    2   20                                                       
CONECT    9    3   21                                                       
CONECT   10   16   34                                                       
CONECT   11   17   48                                                       
CONECT   12   18   49                                                       
CONECT   13    4   22   25                                                  
CONECT   14    5   23   26                                                  
CONECT   15    6   24   27                                                  
CONECT   16   10   29   31   50                                             
CONECT   17   11   28   32   51                                             
CONECT   18   12   30   33   52                                             
CONECT   19    7   22   35                                                  
CONECT   20    8   23   36                                                  
CONECT   21    9   24   37                                                  
CONECT   22   13   19   38                                                  
CONECT   23   14   20   39                                                  
CONECT   24   15   21   40                                                  
CONECT   25   13   31   41                                                  
CONECT   26   14   32   42                                                  
CONECT   27   15   33   43                                                  
CONECT   28   17   44   45                                                  
CONECT   29   16   46   49                                                  
CONECT   30   18   47   48                                                  
CONECT   31   16   25                                                       
CONECT   32   17   26                                                       
CONECT   33   18   27                                                       
CONECT   34   10                                                            
CONECT   35   19                                                            
CONECT   36   20                                                            
CONECT   37   21                                                            
CONECT   38   22                                                            
CONECT   39   23                                                            
CONECT   40   24                                                            
CONECT   41   25                                                            
CONECT   42   26                                                            
CONECT   43   27                                                            
CONECT   44   28                                                            
CONECT   45   28                                                            
CONECT   46   29                                                            
CONECT   47   30                                                            
CONECT   48   11   30                                                       
CONECT   49   12   29                                                       
CONECT   50   16                                                            
CONECT   51   17                                                            
CONECT   52   18                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  108    0
END

Synonyms

Not Available

Molecular Formula

C₃₀H₂₈N₃O₁₆

Average Mass

686.56

Monoisotopic Mass

686.147505414

IUPAC Name

3-{[(2S)-1-[(2S)-3-[(2S)-2-carboxy-2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}ethoxy]-2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}-3-oxopropoxy]-3-hydroxy-1-oxopropan-2-yl]-C-hydroxycarbonimidoyl}-2-hydroxybenzen-1-olate

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@](COC(=O)[C@]([H])(COC(=O)[C@]([H])(CO)N=C(O)C1=C(O)C([O-])=CC=C1)N=C(O)C1=C(O)C(O)=CC=C1)(N=C(O)C1=C(O)C(O)=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C30H29N3O16/c34-10-16(31-25(41)13-4-1-7-19(35)22(13)38)29(46)49-12-18(33-27(43)15-6-3-9-21(37)24(15)40)30(47)48-11-17(28(44)45)32-26(42)14-5-2-8-20(36)23(14)39/h1-9,16-18,34-40H,10-12H2,(H,31,41)(H,32,42)(H,33,43)(H,44,45)/p-1/t16-,17-,18-/m0/s1

InChI Key

NTWRWGRCGVKQNS-BZSNNMDCSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hippuric acids. Hippuric acids are compounds containing hippuric acid, which consists of a of a benzoyl group linked to the N-terminal of a glycine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Hippuric acids

Alternative Parents

Substituents

Alpha-amino acid ester
Hippuric acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Serine or derivatives
Alpha-amino acid or derivatives
Salicylamide
Salicylic acid or derivatives
Tricarboxylic acid or derivatives
Catechol
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Hydroxy acid
Vinylogous acid
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid ester
Carboxylic acid salt
Carboxylic acid derivative
Carboxylic acid
Alcohol
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Primary alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organic anion
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	4.06	ChemAxon
pKa (Strongest Acidic)	2.89	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	332.11 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	173.48 m³·mol⁻¹	ChemAxon
Polarizability	64.18 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

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

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0017059	Enterobactin	N-(2,3-dihydroxybenzoyl)-L-serine trimer	Apo-salmochelin esterase	Ester hydrolysis	RHEA	34755880
MMDBr0017060	Enterobactin	N-(2,3-dihydroxybenzoyl)-L-serine trimer	Apo-salmochelin esterase	Ester hydrolysis	RHEA	34755880

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	1	Human ; Human feces

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

90658785

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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 N-(2,3-dihydroxybenzoyl)-L-serine trimer (MMDBc0056103)

MOL for #<Metabolite:0x00007f5a905227a8>

3D MOL for #<Metabolite:0x00007f5a905227a8>

3D SDF for #<Metabolite:0x00007f5a905227a8>

3D-SDF for #<Metabolite:0x00007f5a905227a8>

PDB for #<Metabolite:0x00007f5a905227a8>

3D PDB for #<Metabolite:0x00007f5a905227a8>

SMILES for #<Metabolite:0x00007f5a905227a8>

INCHI for #<Metabolite:0x00007f5a905227a8>

Structure for #<Metabolite:0x00007f5a905227a8>

3D Structure for #<Metabolite:0x00007f5a905227a8>