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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 23:54:04 UTC

Update Date

2022-03-07 02:55:49 UTC

HMDB ID

HMDB0038577

Secondary Accession Numbers

HMDB38577

Metabolite Identification

Common Name

(Z)-N-Coumaroyl-5-hydroxyanthranilic acid

Description

(Z)-N-Coumaroyl-5-hydroxyanthranilic acid belongs to the class of organic compounds known as avenanthramides. These are a group of phenolic alkaloids consisting of conjugate of three phenylpropanoids (ferulic, caffeic, or p-coumaric acid) and anthranilic acid (Z)-N-Coumaroyl-5-hydroxyanthranilic acid is found, on average, in the highest concentration within oats (Avena sativa). This could make (Z)-N-coumaroyl-5-hydroxyanthranilic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (Z)-N-Coumaroyl-5-hydroxyanthranilic acid.

Structure

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

HMDB0038577
     RDKit          3D
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid
 35 36  0  0  0  0  0  0  0  0999 V2000
   -0.6739    2.3062    1.4934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3489    1.3127    0.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0775    1.0630    0.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6326    0.0893    0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0712   -0.1203   -0.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5514   -1.2037   -0.8040 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8856   -1.4723   -0.9322 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8045   -0.6564   -0.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1578   -0.9240   -0.4354 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3961    0.4074    0.4284 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0185    0.6510    0.5368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2573    0.4477    0.1429 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6771    0.5629    0.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2689    1.7316    0.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6390    1.8742    0.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4084    0.8730    0.0809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7879    1.0373    0.0478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8642   -0.2879   -0.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4652   -0.4720   -0.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9591   -1.7347   -0.8368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8158   -2.5759   -1.2949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6647   -2.1264   -0.8426 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7829    1.7368    1.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9997   -0.6140   -0.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8541   -1.8577   -1.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1991   -2.3322   -1.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5711   -1.5375    0.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0872    1.0741    0.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7172    1.5043    1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8897   -0.3444   -0.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7243    2.5664    1.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1169    2.7814    0.9503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4354    0.3686   -0.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5018   -1.0768   -0.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3079   -3.0517   -0.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 11  5  1  0
 19 13  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 18 34  1  0
 22 35  1  0
M  END

  Mrv0541 08271307232D          

 22 23  0  0  0  0            999 V2000
   -1.2532    2.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2532    2.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9676    1.7012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6821    2.1137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5387    0.8762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5387    1.7012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1758    2.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1758    2.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5387    3.3512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5387    4.1762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9676    0.8762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1758   -2.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1758   -2.8363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8902   -3.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6047   -2.8363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6047   -2.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8902   -1.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8902   -0.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1758   -0.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1758    0.4637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8902    0.8762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8902   -4.0738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  9  1  0  0  0  0
  2  3  1  0  0  0  0
  2  6  1  0  0  0  0
  3  4  2  0  0  0  0
  3 11  1  0  0  0  0
  5  6  1  0  0  0  0
  5 20  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 12 13  2  0  0  0  0
 12 17  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 22  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
M  END
> <DATABASE_ID>
HMDB0038577

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=CC(O)=CC=C1NC(=O)\C=C\C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H13NO5/c18-11-4-1-10(2-5-11)3-8-15(20)17-14-7-6-12(19)9-13(14)16(21)22/h1-9,18-19H,(H,17,20)(H,21,22)/b8-3+

> <INCHI_KEY>
QGUMNWHANDITDB-FPYGCLRLSA-N

> <FORMULA>
C16H13NO5

> <MOLECULAR_WEIGHT>
299.2781

> <EXACT_MASS>
299.079372531

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
30.331988140296566

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-2-[(2E)-3-(4-hydroxyphenyl)prop-2-enamido]benzoic acid

> <ALOGPS_LOGP>
2.96

> <JCHEM_LOGP>
3.270840422333333

> <ALOGPS_LOGS>
-3.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.154879901355391

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3071191264897113

> <JCHEM_PKA_STRONGEST_BASIC>
-2.0315529503969465

> <JCHEM_POLAR_SURFACE_AREA>
106.86

> <JCHEM_REFRACTIVITY>
82.55519999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.50e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-2-[(2E)-3-(4-hydroxyphenyl)prop-2-enamido]benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038577
     RDKit          3D
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid
 35 36  0  0  0  0  0  0  0  0999 V2000
   -0.6739    2.3062    1.4934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3489    1.3127    0.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0775    1.0630    0.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6326    0.0893    0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0712   -0.1203   -0.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5514   -1.2037   -0.8040 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8856   -1.4723   -0.9322 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8045   -0.6564   -0.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1578   -0.9240   -0.4354 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3961    0.4074    0.4284 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0185    0.6510    0.5368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2573    0.4477    0.1429 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6771    0.5629    0.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2689    1.7316    0.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6390    1.8742    0.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4084    0.8730    0.0809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7879    1.0373    0.0478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8642   -0.2879   -0.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4652   -0.4720   -0.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9591   -1.7347   -0.8368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8158   -2.5759   -1.2949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6647   -2.1264   -0.8426 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7829    1.7368    1.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9997   -0.6140   -0.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8541   -1.8577   -1.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1991   -2.3322   -1.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5711   -1.5375    0.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0872    1.0741    0.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7172    1.5043    1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8897   -0.3444   -0.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7243    2.5664    1.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1169    2.7814    0.9503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4354    0.3686   -0.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5018   -1.0768   -0.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3079   -3.0517   -0.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 11  5  1  0
 19 13  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 18 34  1  0
 22 35  1  0
M  END

HEADER    PROTEIN                                 27-AUG-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-AUG-13         0                                  
HETATM    1  C   UNK     0      -2.339   5.486   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.339   3.946   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.673   3.176   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -5.007   3.946   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      -1.006   1.636   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -1.006   3.176   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.328   3.946   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.328   5.486   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.006   6.256   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.006   7.796   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -3.673   1.636   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.328  -3.754   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.328  -5.294   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.662  -6.064   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.995  -5.294   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.995  -3.754   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.662  -2.984   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.662  -1.444   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.328  -0.674   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.328   0.866   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.662   1.636   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.662  -7.604   0.000  0.00  0.00           O+0
CONECT    1    2    9                                                       
CONECT    2    1    3    6                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3                                                            
CONECT    5    6   20                                                       
CONECT    6    2    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    1    8   10                                                  
CONECT   10    9                                                            
CONECT   11    3                                                            
CONECT   12   13   17                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   22                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   12   16   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20    5   19   21                                                  
CONECT   21   20                                                            
CONECT   22   14                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0038577
HETATM    1  O1  UNL     1      -0.674   2.306   1.493  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.349   1.313   0.802  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.078   1.063   0.691  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.633   0.089   0.025  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.071  -0.120  -0.056  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.551  -1.204  -0.804  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.886  -1.472  -0.932  1.00  0.00           C  
HETATM    8  C7  UNL     1       5.804  -0.656  -0.309  1.00  0.00           C  
HETATM    9  O2  UNL     1       7.158  -0.924  -0.435  1.00  0.00           O  
HETATM   10  C8  UNL     1       5.396   0.407   0.428  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.019   0.651   0.537  1.00  0.00           C  
HETATM   12  N1  UNL     1      -1.257   0.448   0.143  1.00  0.00           N  
HETATM   13  C10 UNL     1      -2.677   0.563   0.152  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.269   1.732   0.625  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.639   1.874   0.584  1.00  0.00           C  
HETATM   16  C13 UNL     1      -5.408   0.873   0.081  1.00  0.00           C  
HETATM   17  O3  UNL     1      -6.788   1.037   0.048  1.00  0.00           O  
HETATM   18  C14 UNL     1      -4.864  -0.288  -0.392  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.465  -0.472  -0.366  1.00  0.00           C  
HETATM   20  C16 UNL     1      -2.959  -1.735  -0.837  1.00  0.00           C  
HETATM   21  O4  UNL     1      -3.816  -2.576  -1.295  1.00  0.00           O  
HETATM   22  O5  UNL     1      -1.665  -2.126  -0.843  1.00  0.00           O  
HETATM   23  H1  UNL     1       1.783   1.737   1.203  1.00  0.00           H  
HETATM   24  H2  UNL     1       1.000  -0.614  -0.504  1.00  0.00           H  
HETATM   25  H3  UNL     1       2.854  -1.858  -1.302  1.00  0.00           H  
HETATM   26  H4  UNL     1       5.199  -2.332  -1.529  1.00  0.00           H  
HETATM   27  H5  UNL     1       7.571  -1.538   0.261  1.00  0.00           H  
HETATM   28  H6  UNL     1       6.087   1.074   0.935  1.00  0.00           H  
HETATM   29  H7  UNL     1       3.717   1.504   1.129  1.00  0.00           H  
HETATM   30  H8  UNL     1      -0.890  -0.344  -0.435  1.00  0.00           H  
HETATM   31  H9  UNL     1      -2.724   2.566   1.028  1.00  0.00           H  
HETATM   32  H10 UNL     1      -5.117   2.781   0.950  1.00  0.00           H  
HETATM   33  H11 UNL     1      -7.435   0.369  -0.299  1.00  0.00           H  
HETATM   34  H12 UNL     1      -5.502  -1.077  -0.791  1.00  0.00           H  
HETATM   35  H13 UNL     1      -1.308  -3.052  -0.712  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4    4   23
CONECT    4    5   24
CONECT    5    6    6   11
CONECT    6    7   25
CONECT    7    8    8   26
CONECT    8    9   10
CONECT    9   27
CONECT   10   11   11   28
CONECT   11   29
CONECT   12   13   30
CONECT   13   14   14   19
CONECT   14   15   31
CONECT   15   16   16   32
CONECT   16   17   18
CONECT   17   33
CONECT   18   19   19   34
CONECT   19   20
CONECT   20   21   21   22
CONECT   22   35
END

HMDB0038577
     RDKit          3D
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid
 35 36  0  0  0  0  0  0  0  0999 V2000
   -0.6739    2.3062    1.4934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3489    1.3127    0.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0775    1.0630    0.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6326    0.0893    0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0712   -0.1203   -0.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5514   -1.2037   -0.8040 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8856   -1.4723   -0.9322 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8045   -0.6564   -0.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1578   -0.9240   -0.4354 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3961    0.4074    0.4284 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0185    0.6510    0.5368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2573    0.4477    0.1429 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6771    0.5629    0.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2689    1.7316    0.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6390    1.8742    0.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4084    0.8730    0.0809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7879    1.0373    0.0478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8642   -0.2879   -0.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4652   -0.4720   -0.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9591   -1.7347   -0.8368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8158   -2.5759   -1.2949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6647   -2.1264   -0.8426 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7829    1.7368    1.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9997   -0.6140   -0.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8541   -1.8577   -1.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1991   -2.3322   -1.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5711   -1.5375    0.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0872    1.0741    0.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7172    1.5043    1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8897   -0.3444   -0.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7243    2.5664    1.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1169    2.7814    0.9503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4354    0.3686   -0.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5018   -1.0768   -0.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3079   -3.0517   -0.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 11  5  1  0
 19 13  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 18 34  1  0
 22 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Hydroxy-2-[(2E)-3-(4-hydroxyphenyl)prop-2-enamido]benzoate	Kegg
5-Hydroxy-2-[(2E)-3-(4-hydroxyphenyl)prop-2-enamido]benzoic acid	Generator
(Z)-N-Coumaroyl-5-hydroxyanthranilate	Generator
5-Hydroxy-N-(4-hydroxycinnamoyl)anthranilic acid	HMDB
Avenalumin I	HMDB
Avenanthramide a	HMDB

Chemical Formula

C₁₆H₁₃NO₅

Average Molecular Weight

299.2781

Monoisotopic Molecular Weight

299.079372531

IUPAC Name

5-hydroxy-2-[(2E)-3-(4-hydroxyphenyl)prop-2-enamido]benzoic acid

Traditional Name

5-hydroxy-2-[(2E)-3-(4-hydroxyphenyl)prop-2-enamido]benzoic acid

CAS Registry Number

108605-70-5

SMILES

OC(=O)C1=CC(O)=CC=C1NC(=O)\C=C\C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C16H13NO5/c18-11-4-1-10(2-5-11)3-8-15(20)17-14-7-6-12(19)9-13(14)16(21)22/h1-9,18-19H,(H,17,20)(H,21,22)/b8-3+

InChI Key

QGUMNWHANDITDB-FPYGCLRLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as avenanthramides. These are a group of phenolic alkaloids consisting of conjugate of three phenylpropanoids (ferulic, caffeic, or p-coumaric acid) and anthranilic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Avenanthramides

Alternative Parents

Substituents

Avenanthramide
N-cinnamoylanthranilic acid
Acylaminobenzoic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid amide
Hydroxybenzoic acid
Benzoic acid or derivatives
Anilide
Benzoic acid
N-arylamide
Styrene
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Vinylogous amide
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

hydroxycinnamic acid (CHEBI:2939 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0000051)
Cell membrane (HMDB: HMDB0000051)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0000051)

Source

Exogenous

Exogenous (HMDB: HMDB0000051)

Food

Food (HMDB: HMDB0000051)

Cereal and cereal product

Cereal

Oat (FooDB: FOOD00022)

Endogenous

Plant

Plant (HMDB: HMDB0000051)
Poaceae (HMDB: HMDB0000051)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0000051)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	277 °C	Not Available
Boiling Point	644.00 to 645.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	249.8 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.910 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.045 g/L	ALOGPS
logP	2.96	ALOGPS
logP	3.27	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	3.31	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	106.86 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	82.56 m³·mol⁻¹	ChemAxon
Polarizability	30.33 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
DeepCCS	[M+H]+	168.056	30932474
DeepCCS	[M-H]-	165.698	30932474
DeepCCS	[M-2H]-	199.184	30932474
DeepCCS	[M+Na]+	174.411	30932474
AllCCS	[M+H]+	168.9	32859911
AllCCS	[M+H-H2O]+	165.5	32859911
AllCCS	[M+NH4]+	172.1	32859911
AllCCS	[M+Na]+	173.1	32859911
AllCCS	[M-H]-	169.3	32859911
AllCCS	[M+Na-2H]-	168.9	32859911
AllCCS	[M+HCOO]-	168.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid	OC(=O)C1=CC(O)=CC=C1NC(=O)\C=C\C1=CC=C(O)C=C1	5205.0	Standard polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid	OC(=O)C1=CC(O)=CC=C1NC(=O)\C=C\C1=CC=C(O)C=C1	2913.2	Standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid	OC(=O)C1=CC(O)=CC=C1NC(=O)\C=C\C1=CC=C(O)C=C1	3493.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC(O)=CC=C1NC(=O)/C=C/C1=CC=C(O)C=C1	3265.4	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,1TMS,isomer #2	C[Si](C)(C)OC1=CC=C(NC(=O)/C=C/C2=CC=C(O)C=C2)C(C(=O)O)=C1	3257.8	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,1TMS,isomer #3	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)NC2=CC=C(O)C=C2C(=O)O)C=C1	3249.2	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,1TMS,isomer #4	C[Si](C)(C)N(C(=O)/C=C/C1=CC=C(O)C=C1)C1=CC=C(O)C=C1C(=O)O	3171.2	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=CC=C1NC(=O)/C=C/C1=CC=C(O)C=C1	3276.7	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)C1=CC(O)=CC=C1NC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1	3273.0	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,2TMS,isomer #3	C[Si](C)(C)OC(=O)C1=CC(O)=CC=C1N(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C	3117.0	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,2TMS,isomer #4	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)NC2=CC=C(O[Si](C)(C)C)C=C2C(=O)O)C=C1	3272.0	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,2TMS,isomer #5	C[Si](C)(C)OC1=CC=C(N(C(=O)/C=C/C2=CC=C(O)C=C2)[Si](C)(C)C)C(C(=O)O)=C1	3136.5	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,2TMS,isomer #6	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(C2=CC=C(O)C=C2C(=O)O)[Si](C)(C)C)C=C1	3109.6	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=CC=C1NC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1	3285.8	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=CC=C1N(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C	3071.8	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)C1=CC(O)=CC=C1N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	3068.7	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,3TMS,isomer #4	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(C2=CC=C(O[Si](C)(C)C)C=C2C(=O)O)[Si](C)(C)C)C=C1	3117.4	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=CC=C1N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	3141.6	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=CC=C1N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	3024.2	Standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O)=CC=C1NC(=O)/C=C/C1=CC=C(O)C=C1	3554.7	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(NC(=O)/C=C/C2=CC=C(O)C=C2)C(C(=O)O)=C1	3557.7	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)NC2=CC=C(O)C=C2C(=O)O)C=C1	3574.2	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)/C=C/C1=CC=C(O)C=C1)C1=CC=C(O)C=C1C(=O)O	3479.7	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1NC(=O)/C=C/C1=CC=C(O)C=C1	3819.0	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O)=CC=C1NC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3845.6	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O)=CC=C1N(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C	3705.6	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)NC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2C(=O)O)C=C1	3880.0	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C(N(C(=O)/C=C/C2=CC=C(O)C=C2)[Si](C)(C)C(C)(C)C)C(C(=O)O)=C1	3703.8	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(C2=CC=C(O)C=C2C(=O)O)[Si](C)(C)C(C)(C)C)C=C1	3724.1	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1NC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	4061.0	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1N(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C	3840.2	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O)=CC=C1N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3879.8	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2C(=O)O)[Si](C)(C)C(C)(C)C)C=C1	3970.8	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	4102.7	Semi standard non polar	33892256
(Z)-N-Coumaroyl-5-hydroxyanthranilic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3740.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (Z)-N-Coumaroyl-5-hydroxyanthranilic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ue9-0980000000-5ff674d142cf4aef9af4	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (Z)-N-Coumaroyl-5-hydroxyanthranilic acid GC-MS (3 TMS) - 70eV, Positive	splash10-0udi-4040970000-1cc5a65d02b8330e143c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (Z)-N-Coumaroyl-5-hydroxyanthranilic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - (Z)-N-Coumaroyl-5-hydroxyanthranilic acid LC-ESI-qToF , Positive-QTOF	splash10-0002-0900000000-6f538a3ee4a8f4537cc2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (Z)-N-Coumaroyl-5-hydroxyanthranilic acid , positive-QTOF	splash10-0002-0900000000-6f538a3ee4a8f4537cc2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (Z)-N-Coumaroyl-5-hydroxyanthranilic acid , positive-QTOF	splash10-0002-1900000000-9558a527d5becfe510a0	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-N-Coumaroyl-5-hydroxyanthranilic acid 10V, Positive-QTOF	splash10-0udi-0944000000-e4bf26fe5a3717ab4f60	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-N-Coumaroyl-5-hydroxyanthranilic acid 20V, Positive-QTOF	splash10-0udi-0920000000-4fdb81cd65ed4d4fc5f4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-N-Coumaroyl-5-hydroxyanthranilic acid 40V, Positive-QTOF	splash10-100r-4900000000-b64973d21c9e8333fdc3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-N-Coumaroyl-5-hydroxyanthranilic acid 10V, Negative-QTOF	splash10-0f6t-0190000000-5c1d411b255629965b77	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-N-Coumaroyl-5-hydroxyanthranilic acid 20V, Negative-QTOF	splash10-0udj-0690000000-dd4c217c818be429dd84	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-N-Coumaroyl-5-hydroxyanthranilic acid 40V, Negative-QTOF	splash10-0a4i-1900000000-89daf2d6294feb8ca7e6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-N-Coumaroyl-5-hydroxyanthranilic acid 10V, Positive-QTOF	splash10-0002-0932000000-41d35e197bc1bd76d45f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-N-Coumaroyl-5-hydroxyanthranilic acid 20V, Positive-QTOF	splash10-01ot-0910000000-3899a82200af21e97ff1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-N-Coumaroyl-5-hydroxyanthranilic acid 40V, Positive-QTOF	splash10-066r-1920000000-57726dd7b1b33db7fd4c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-N-Coumaroyl-5-hydroxyanthranilic acid 10V, Negative-QTOF	splash10-0udi-0290000000-438c4dcba155df866234	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-N-Coumaroyl-5-hydroxyanthranilic acid 20V, Negative-QTOF	splash10-014i-0930000000-27770e34f1baac319675	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-N-Coumaroyl-5-hydroxyanthranilic acid 40V, Negative-QTOF	splash10-014i-2900000000-f25c88dc5bddd9a01af1	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

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

5281157

PDB ID

Not Available

ChEBI ID

2939

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1646571

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for (Z)-N-Coumaroyl-5-hydroxyanthranilic acid (HMDB0038577)

MOL for HMDB0038577 ((Z)-N-Coumaroyl-5-hydroxyanthranilic acid)

3D MOL for HMDB0038577 ((Z)-N-Coumaroyl-5-hydroxyanthranilic acid)

3D SDF for HMDB0038577 ((Z)-N-Coumaroyl-5-hydroxyanthranilic acid)

3D-SDF for HMDB0038577 ((Z)-N-Coumaroyl-5-hydroxyanthranilic acid)

PDB for HMDB0038577 ((Z)-N-Coumaroyl-5-hydroxyanthranilic acid)

3D PDB for HMDB0038577 ((Z)-N-Coumaroyl-5-hydroxyanthranilic acid)

SMILES for HMDB0038577 ((Z)-N-Coumaroyl-5-hydroxyanthranilic acid)

INCHI for HMDB0038577 ((Z)-N-Coumaroyl-5-hydroxyanthranilic acid)

Structure for HMDB0038577 ((Z)-N-Coumaroyl-5-hydroxyanthranilic acid)

3D Structure for HMDB0038577 ((Z)-N-Coumaroyl-5-hydroxyanthranilic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra