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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:11:39 UTC

Update Date

2022-03-07 02:56:40 UTC

HMDB ID

HMDB0040631

Secondary Accession Numbers

HMDB40631

Metabolite Identification

Common Name

Pratenol B

Description

Pratenol B belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position. Pratenol B has been detected, but not quantified in, several different foods, such as black tea, red tea, teas (Camellia sinensis), herbs and spices, and green tea. This could make pratenol b a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Pratenol B.

Structure

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

HMDB0040631
     RDKit          3D
Pratenol B
 34 35  0  0  0  0  0  0  0  0999 V2000
   -2.2994   -3.8365    0.3879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5751   -2.7795    0.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3555   -2.9487    1.0378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1634   -1.5732    0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5612   -0.4156   -0.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3826    0.7250   -0.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9201    1.8603   -0.6953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7978    0.5061   -0.9432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7106    0.6370    0.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7144    1.6842    0.9270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5971   -0.3813    0.5866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1077   -0.2606   -0.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4856    0.8919   -0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9572    1.0043   -0.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5840    2.2381   -0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9602    2.3542   -0.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6880    1.1859   -0.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0677    1.2600   -0.1374 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0656   -0.0484   -0.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6881   -0.1595   -0.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0003   -1.3887   -0.1876 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7432   -1.3600   -0.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1904   -3.1608    2.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2238   -1.5966   -0.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9892   -0.3676   -1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0794    1.3800   -1.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3239   -0.9408    1.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0309    1.8462    0.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9693    3.1097    0.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4609    3.3170   -0.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5199    1.3292   -1.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6410   -0.9593   -0.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9588   -0.9027   -1.8355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2326   -2.2492   -1.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  5 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 12  1  0
 20 14  1  0
  3 23  1  0
  4 24  1  0
  8 25  1  0
  8 26  1  0
 11 27  1  0
 13 28  1  0
 15 29  1  0
 16 30  1  0
 18 31  1  0
 19 32  1  0
 22 33  1  0
 22 34  1  0
M  END

  Mrv0541 05061312002D          

 22 23  0  0  0  0            999 V2000
    1.4289    0.0000    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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    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
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  8  1  1  0  0  0  0
  8  3  1  0  0  0  0
  9  3  2  0  0  0  0
  9  7  1  0  0  0  0
 10  2  1  0  0  0  0
 10  4  2  0  0  0  0
 11  5  2  0  0  0  0
 11  9  1  0  0  0  0
 12  6  1  0  0  0  0
 12 11  1  0  0  0  0
 13  4  1  0  0  0  0
 13  8  2  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 12  2  0  0  0  0
 18 14  2  0  0  0  0
 19 14  1  0  0  0  0
 20 15  2  0  0  0  0
 21 15  1  0  0  0  0
 22  7  1  0  0  0  0
 22 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040631

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CC(=O)C(=C\C(O)=O)\C1=CC2=C(OC1)C=C(O)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O7/c16-10-2-1-8-3-9(7-22-13(8)4-10)11(5-14(18)19)12(17)6-15(20)21/h1-5,16H,6-7H2,(H,18,19)(H,20,21)/b11-5+

> <INCHI_KEY>
WKBLWDNPQQYILN-VZUCSPMQSA-N

> <FORMULA>
C15H12O7

> <MOLECULAR_WEIGHT>
304.2516

> <EXACT_MASS>
304.058302738

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
28.103654417122232

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-(7-hydroxy-2H-chromen-3-yl)-4-oxohex-2-enedioic acid

> <ALOGPS_LOGP>
1.45

> <JCHEM_LOGP>
1.3401403689999998

> <ALOGPS_LOGS>
-3.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.7665570273047337

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9113380392748134

> <JCHEM_PKA_STRONGEST_BASIC>
-4.890886448246194

> <JCHEM_POLAR_SURFACE_AREA>
121.13

> <JCHEM_REFRACTIVITY>
75.5124

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.98e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3-(7-hydroxy-2H-chromen-3-yl)-4-oxohex-2-enedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040631
     RDKit          3D
Pratenol B
 34 35  0  0  0  0  0  0  0  0999 V2000
   -2.2994   -3.8365    0.3879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5751   -2.7795    0.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3555   -2.9487    1.0378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1634   -1.5732    0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5612   -0.4156   -0.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3826    0.7250   -0.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9201    1.8603   -0.6953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7978    0.5061   -0.9432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7106    0.6370    0.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7144    1.6842    0.9270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5971   -0.3813    0.5866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1077   -0.2606   -0.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4856    0.8919   -0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9572    1.0043   -0.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5840    2.2381   -0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9602    2.3542   -0.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6880    1.1859   -0.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0677    1.2600   -0.1374 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0656   -0.0484   -0.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6881   -0.1595   -0.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0003   -1.3887   -0.1876 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7432   -1.3600   -0.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1904   -3.1608    2.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2238   -1.5966   -0.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9892   -0.3676   -1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0794    1.3800   -1.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3239   -0.9408    1.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0309    1.8462    0.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9693    3.1097    0.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4609    3.3170   -0.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5199    1.3292   -1.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6410   -0.9593   -0.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9588   -0.9027   -1.8355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2326   -2.2492   -1.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  5 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 12  1  0
 20 14  1  0
  3 23  1  0
  4 24  1  0
  8 25  1  0
  8 26  1  0
 11 27  1  0
 13 28  1  0
 15 29  1  0
 16 30  1  0
 18 31  1  0
 19 32  1  0
 22 33  1  0
 22 34  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -0.770   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  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      13.337   0.000   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2    8                                                       
CONECT    2    1   10                                                       
CONECT    3    8    9                                                       
CONECT    4   10   13                                                       
CONECT    5   11   14                                                       
CONECT    6   12   15                                                       
CONECT    7    9   22                                                       
CONECT    8    1    3   13                                                  
CONECT    9    3    7   11                                                  
CONECT   10    2    4   16                                                  
CONECT   11    5    9   12                                                  
CONECT   12    6   11   17                                                  
CONECT   13    4    8   22                                                  
CONECT   14    5   18   19                                                  
CONECT   15    6   20   21                                                  
CONECT   16   10                                                            
CONECT   17   12                                                            
CONECT   18   14                                                            
CONECT   19   14                                                            
CONECT   20   15                                                            
CONECT   21   15                                                            
CONECT   22    7   13                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0040631
HETATM    1  O1  UNL     1      -2.299  -3.837   0.388  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.575  -2.779   0.483  1.00  0.00           C  
HETATM    3  O2  UNL     1      -0.356  -2.949   1.038  1.00  0.00           O  
HETATM    4  C2  UNL     1      -2.163  -1.573   0.007  1.00  0.00           C  
HETATM    5  C3  UNL     1      -1.561  -0.416  -0.091  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.383   0.725  -0.579  1.00  0.00           C  
HETATM    7  O3  UNL     1      -1.920   1.860  -0.695  1.00  0.00           O  
HETATM    8  C5  UNL     1      -3.798   0.506  -0.943  1.00  0.00           C  
HETATM    9  C6  UNL     1      -4.711   0.637   0.220  1.00  0.00           C  
HETATM   10  O4  UNL     1      -4.714   1.684   0.927  1.00  0.00           O  
HETATM   11  O5  UNL     1      -5.597  -0.381   0.587  1.00  0.00           O  
HETATM   12  C7  UNL     1      -0.108  -0.261  -0.127  1.00  0.00           C  
HETATM   13  C8  UNL     1       0.486   0.892  -0.057  1.00  0.00           C  
HETATM   14  C9  UNL     1       1.957   1.004  -0.073  1.00  0.00           C  
HETATM   15  C10 UNL     1       2.584   2.238  -0.024  1.00  0.00           C  
HETATM   16  C11 UNL     1       3.960   2.354  -0.043  1.00  0.00           C  
HETATM   17  C12 UNL     1       4.688   1.186  -0.114  1.00  0.00           C  
HETATM   18  O6  UNL     1       6.068   1.260  -0.137  1.00  0.00           O  
HETATM   19  C13 UNL     1       4.066  -0.048  -0.163  1.00  0.00           C  
HETATM   20  C14 UNL     1       2.688  -0.159  -0.143  1.00  0.00           C  
HETATM   21  O7  UNL     1       2.000  -1.389  -0.188  1.00  0.00           O  
HETATM   22  C15 UNL     1       0.743  -1.360  -0.735  1.00  0.00           C  
HETATM   23  H1  UNL     1      -0.190  -3.161   2.008  1.00  0.00           H  
HETATM   24  H2  UNL     1      -3.224  -1.597  -0.306  1.00  0.00           H  
HETATM   25  H3  UNL     1      -3.989  -0.368  -1.578  1.00  0.00           H  
HETATM   26  H4  UNL     1      -4.079   1.380  -1.632  1.00  0.00           H  
HETATM   27  H5  UNL     1      -5.324  -0.941   1.416  1.00  0.00           H  
HETATM   28  H6  UNL     1      -0.031   1.846   0.045  1.00  0.00           H  
HETATM   29  H7  UNL     1       1.969   3.110   0.031  1.00  0.00           H  
HETATM   30  H8  UNL     1       4.461   3.317  -0.005  1.00  0.00           H  
HETATM   31  H9  UNL     1       6.520   1.329  -1.048  1.00  0.00           H  
HETATM   32  H10 UNL     1       4.641  -0.959  -0.218  1.00  0.00           H  
HETATM   33  H11 UNL     1       0.959  -0.903  -1.835  1.00  0.00           H  
HETATM   34  H12 UNL     1       0.233  -2.249  -1.038  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   23
CONECT    4    5    5   24
CONECT    5    6   12
CONECT    6    7    7    8
CONECT    8    9   25   26
CONECT    9   10   10   11
CONECT   11   27
CONECT   12   13   13   22
CONECT   13   14   28
CONECT   14   15   15   20
CONECT   15   16   29
CONECT   16   17   17   30
CONECT   17   18   19
CONECT   18   31
CONECT   19   20   20   32
CONECT   20   21
CONECT   21   22
CONECT   22   33   34
END

HMDB0040631
     RDKit          3D
Pratenol B
 34 35  0  0  0  0  0  0  0  0999 V2000
   -2.2994   -3.8365    0.3879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5751   -2.7795    0.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3555   -2.9487    1.0378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1634   -1.5732    0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5612   -0.4156   -0.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3826    0.7250   -0.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9201    1.8603   -0.6953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7978    0.5061   -0.9432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7106    0.6370    0.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7144    1.6842    0.9270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5971   -0.3813    0.5866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1077   -0.2606   -0.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4856    0.8919   -0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9572    1.0043   -0.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5840    2.2381   -0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9602    2.3542   -0.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6880    1.1859   -0.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0677    1.2600   -0.1374 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0656   -0.0484   -0.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6881   -0.1595   -0.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0003   -1.3887   -0.1876 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7432   -1.3600   -0.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1904   -3.1608    2.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2238   -1.5966   -0.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9892   -0.3676   -1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0794    1.3800   -1.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3239   -0.9408    1.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0309    1.8462    0.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9693    3.1097    0.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4609    3.3170   -0.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5199    1.3292   -1.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6410   -0.9593   -0.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9588   -0.9027   -1.8355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2326   -2.2492   -1.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  5 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 12  1  0
 20 14  1  0
  3 23  1  0
  4 24  1  0
  8 25  1  0
  8 26  1  0
 11 27  1  0
 13 28  1  0
 15 29  1  0
 16 30  1  0
 18 31  1  0
 19 32  1  0
 22 33  1  0
 22 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2E)-3-(7-Hydroxy-2H-chromen-3-yl)-4-oxohex-2-enedioate	HMDB

Chemical Formula

C₁₅H₁₂O₇

Average Molecular Weight

304.2516

Monoisotopic Molecular Weight

304.058302738

IUPAC Name

(2E)-3-(7-hydroxy-2H-chromen-3-yl)-4-oxohex-2-enedioic acid

Traditional Name

(2E)-3-(7-hydroxy-2H-chromen-3-yl)-4-oxohex-2-enedioic acid

CAS Registry Number

147710-51-8

SMILES

OC(=O)CC(=O)C(=C\C(O)=O)\C1=CC2=C(OC1)C=C(O)C=C2

InChI Identifier

InChI=1S/C15H12O7/c16-10-2-1-8-3-9(7-22-13(8)4-10)11(5-14(18)19)12(17)6-15(20)21/h1-5,16H,6-7H2,(H,18,19)(H,20,21)/b11-5+

InChI Key

WKBLWDNPQQYILN-VZUCSPMQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

1-benzopyrans

Alternative Parents

Substituents

1-benzopyran
Medium-chain keto acid
Alkyl aryl ether
Beta-keto acid
Heterocyclic fatty acid
Hydroxy fatty acid
1-hydroxy-2-unsubstituted benzenoid
B'-hydroxy-alpha,beta-unsaturated-ketone
Benzenoid
1,3-dicarbonyl compound
Unsaturated fatty acid
Fatty acyl
Beta-hydroxy ketone
Keto acid
Alpha-branched alpha,beta-unsaturated-ketone
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated ketone
Acryloyl-group
Enone
Ketone
Oxacycle
Ether
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Carbonyl group
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0040631)
Cytoplasm (HMDB: HMDB0040631)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040631)

Source

Exogenous

Exogenous (HMDB: HMDB0040631)

Food

Food (HMDB: HMDB0040631)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0040631)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040631)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	7682 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.06 g/L	ALOGPS
logP	1.45	ALOGPS
logP	1.34	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	2.91	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	121.13 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	75.51 m³·mol⁻¹	ChemAxon
Polarizability	28.1 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]+	168.876	30932474
DeepCCS	[M-H]-	166.518	30932474
DeepCCS	[M-2H]-	200.323	30932474
DeepCCS	[M+Na]+	175.551	30932474
AllCCS	[M+H]+	167.5	32859911
AllCCS	[M+H-H2O]+	164.1	32859911
AllCCS	[M+NH4]+	170.7	32859911
AllCCS	[M+Na]+	171.6	32859911
AllCCS	[M-H]-	167.8	32859911
AllCCS	[M+Na-2H]-	167.5	32859911
AllCCS	[M+HCOO]-	167.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pratenol B	OC(=O)CC(=O)C(=C\C(O)=O)\C1=CC2=C(OC1)C=C(O)C=C2	4724.2	Standard polar	33892256
Pratenol B	OC(=O)CC(=O)C(=C\C(O)=O)\C1=CC2=C(OC1)C=C(O)C=C2	2471.8	Standard non polar	33892256
Pratenol B	OC(=O)CC(=O)C(=C\C(O)=O)\C1=CC2=C(OC1)C=C(O)C=C2	3096.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pratenol B,1TMS,isomer #1	C[Si](C)(C)OC(=O)CC(=O)/C(=C/C(=O)O)C1=CC2=CC=C(O)C=C2OC1	2887.4	Semi standard non polar	33892256
Pratenol B,1TMS,isomer #2	C[Si](C)(C)OC(=O)/C=C(/C(=O)CC(=O)O)C1=CC2=CC=C(O)C=C2OC1	2881.6	Semi standard non polar	33892256
Pratenol B,1TMS,isomer #3	C[Si](C)(C)OC1=CC=C2C=C(/C(=C\C(=O)O)C(=O)CC(=O)O)COC2=C1	2914.1	Semi standard non polar	33892256
Pratenol B,1TMS,isomer #4	C[Si](C)(C)OC(=CC(=O)O)/C(=C/C(=O)O)C1=CC2=CC=C(O)C=C2OC1	3088.1	Semi standard non polar	33892256
Pratenol B,2TMS,isomer #1	C[Si](C)(C)OC(=O)/C=C(/C(=O)CC(=O)O[Si](C)(C)C)C1=CC2=CC=C(O)C=C2OC1	2837.8	Semi standard non polar	33892256
Pratenol B,2TMS,isomer #2	C[Si](C)(C)OC(=O)CC(=O)/C(=C/C(=O)O)C1=CC2=CC=C(O[Si](C)(C)C)C=C2OC1	2921.8	Semi standard non polar	33892256
Pratenol B,2TMS,isomer #3	C[Si](C)(C)OC(=O)C=C(O[Si](C)(C)C)/C(=C/C(=O)O)C1=CC2=CC=C(O)C=C2OC1	3039.9	Semi standard non polar	33892256
Pratenol B,2TMS,isomer #4	C[Si](C)(C)OC(=O)/C=C(/C(=O)CC(=O)O)C1=CC2=CC=C(O[Si](C)(C)C)C=C2OC1	2914.1	Semi standard non polar	33892256
Pratenol B,2TMS,isomer #5	C[Si](C)(C)OC(=O)/C=C(\C1=CC2=CC=C(O)C=C2OC1)C(=CC(=O)O)O[Si](C)(C)C	3042.1	Semi standard non polar	33892256
Pratenol B,2TMS,isomer #6	C[Si](C)(C)OC(=CC(=O)O)/C(=C/C(=O)O)C1=CC2=CC=C(O[Si](C)(C)C)C=C2OC1	3054.0	Semi standard non polar	33892256
Pratenol B,3TMS,isomer #1	C[Si](C)(C)OC(=O)/C=C(/C(=O)CC(=O)O[Si](C)(C)C)C1=CC2=CC=C(O[Si](C)(C)C)C=C2OC1	2931.8	Semi standard non polar	33892256
Pratenol B,3TMS,isomer #2	C[Si](C)(C)OC(=O)C=C(O[Si](C)(C)C)/C(=C/C(=O)O[Si](C)(C)C)C1=CC2=CC=C(O)C=C2OC1	2942.5	Semi standard non polar	33892256
Pratenol B,3TMS,isomer #3	C[Si](C)(C)OC(=O)C=C(O[Si](C)(C)C)/C(=C/C(=O)O)C1=CC2=CC=C(O[Si](C)(C)C)C=C2OC1	3017.3	Semi standard non polar	33892256
Pratenol B,3TMS,isomer #4	C[Si](C)(C)OC(=O)/C=C(\C1=CC2=CC=C(O[Si](C)(C)C)C=C2OC1)C(=CC(=O)O)O[Si](C)(C)C	3022.9	Semi standard non polar	33892256
Pratenol B,4TMS,isomer #1	C[Si](C)(C)OC(=O)C=C(O[Si](C)(C)C)/C(=C/C(=O)O[Si](C)(C)C)C1=CC2=CC=C(O[Si](C)(C)C)C=C2OC1	3007.7	Semi standard non polar	33892256
Pratenol B,4TMS,isomer #1	C[Si](C)(C)OC(=O)C=C(O[Si](C)(C)C)/C(=C/C(=O)O[Si](C)(C)C)C1=CC2=CC=C(O[Si](C)(C)C)C=C2OC1	2810.9	Standard non polar	33892256
Pratenol B,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC(=O)/C(=C/C(=O)O)C1=CC2=CC=C(O)C=C2OC1	3147.0	Semi standard non polar	33892256
Pratenol B,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)/C=C(/C(=O)CC(=O)O)C1=CC2=CC=C(O)C=C2OC1	3130.6	Semi standard non polar	33892256
Pratenol B,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C2C=C(/C(=C\C(=O)O)C(=O)CC(=O)O)COC2=C1	3177.6	Semi standard non polar	33892256
Pratenol B,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=CC(=O)O)/C(=C/C(=O)O)C1=CC2=CC=C(O)C=C2OC1	3305.4	Semi standard non polar	33892256
Pratenol B,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)/C=C(/C(=O)CC(=O)O[Si](C)(C)C(C)(C)C)C1=CC2=CC=C(O)C=C2OC1	3337.2	Semi standard non polar	33892256
Pratenol B,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC(=O)/C(=C/C(=O)O)C1=CC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2OC1	3418.1	Semi standard non polar	33892256
Pratenol B,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C=C(O[Si](C)(C)C(C)(C)C)/C(=C/C(=O)O)C1=CC2=CC=C(O)C=C2OC1	3466.7	Semi standard non polar	33892256
Pratenol B,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)/C=C(/C(=O)CC(=O)O)C1=CC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2OC1	3392.7	Semi standard non polar	33892256
Pratenol B,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)/C=C(\C1=CC2=CC=C(O)C=C2OC1)C(=CC(=O)O)O[Si](C)(C)C(C)(C)C	3481.5	Semi standard non polar	33892256
Pratenol B,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=CC(=O)O)/C(=C/C(=O)O)C1=CC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2OC1	3522.7	Semi standard non polar	33892256
Pratenol B,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)/C=C(/C(=O)CC(=O)O[Si](C)(C)C(C)(C)C)C1=CC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2OC1	3620.7	Semi standard non polar	33892256
Pratenol B,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C=C(O[Si](C)(C)C(C)(C)C)/C(=C/C(=O)O[Si](C)(C)C(C)(C)C)C1=CC2=CC=C(O)C=C2OC1	3623.6	Semi standard non polar	33892256
Pratenol B,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C=C(O[Si](C)(C)C(C)(C)C)/C(=C/C(=O)O)C1=CC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2OC1	3698.0	Semi standard non polar	33892256
Pratenol B,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)/C=C(\C1=CC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2OC1)C(=CC(=O)O)O[Si](C)(C)C(C)(C)C	3705.9	Semi standard non polar	33892256
Pratenol B,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C=C(O[Si](C)(C)C(C)(C)C)/C(=C/C(=O)O[Si](C)(C)C(C)(C)C)C1=CC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2OC1	3861.5	Semi standard non polar	33892256
Pratenol B,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C=C(O[Si](C)(C)C(C)(C)C)/C(=C/C(=O)O[Si](C)(C)C(C)(C)C)C1=CC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2OC1	3593.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pratenol B GC-MS (Non-derivatized) - 70eV, Positive	splash10-014u-3190000000-6231eb096d0efc59b22c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pratenol B GC-MS (3 TMS) - 70eV, Positive	splash10-05gr-8104930000-b12af3156fa2be93cf9e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pratenol B GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pratenol B 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pratenol B 10V, Positive-QTOF	splash10-000i-0090000000-3dce4905d1f43a03320e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pratenol B 20V, Positive-QTOF	splash10-08mv-0590000000-aa63a137c7a9f30766c5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pratenol B 40V, Positive-QTOF	splash10-05fr-6930000000-0e63493ee25f460222ff	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pratenol B 10V, Negative-QTOF	splash10-0pb9-0093000000-03395691b1fa2f98ebdb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pratenol B 20V, Negative-QTOF	splash10-0bt9-2390000000-f220de50da02f0c3becc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pratenol B 40V, Negative-QTOF	splash10-0btc-5970000000-a517b01c7f132105a2b2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pratenol B 10V, Positive-QTOF	splash10-0ap3-0090000000-4ea78b198deee89f78fe	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pratenol B 20V, Positive-QTOF	splash10-0ukd-0490000000-8e94eb356375699ec570	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pratenol B 40V, Positive-QTOF	splash10-00dm-2970000000-336e82cd401138863f62	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pratenol B 10V, Negative-QTOF	splash10-03xr-0391000000-016d6b011b73e1caa951	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pratenol B 20V, Negative-QTOF	splash10-00di-0951000000-4518c685c77e6aaf2ba7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pratenol B 40V, Negative-QTOF	splash10-00di-3920000000-925d949ac5b92059ba06	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

Not Available

FooDB ID

FDB020422

KNApSAcK ID

C00057076

Chemspider ID

30777496

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752877

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1884901

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 Pratenol B (HMDB0040631)

MOL for HMDB0040631 (Pratenol B)

3D MOL for HMDB0040631 (Pratenol B)

3D SDF for HMDB0040631 (Pratenol B)

3D-SDF for HMDB0040631 (Pratenol B)

PDB for HMDB0040631 (Pratenol B)

3D PDB for HMDB0040631 (Pratenol B)

SMILES for HMDB0040631 (Pratenol B)

INCHI for HMDB0040631 (Pratenol B)

Structure for HMDB0040631 (Pratenol B)

3D Structure for HMDB0040631 (Pratenol B)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra