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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:11:36 UTC

Update Date

2022-03-07 02:56:40 UTC

HMDB ID

HMDB0040630

Secondary Accession Numbers

HMDB40630

Metabolite Identification

Common Name

Pratenol A

Description

Pratenol A 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 A has been detected, but not quantified in, several different foods, such as green tea, red tea, herbs and spices, teas (Camellia sinensis), and herbal tea. This could make pratenol a a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Pratenol A.

Structure

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

HMDB0040630
     RDKit          3D
Pratenol A
 31 33  0  0  0  0  0  0  0  0999 V2000
   -3.4267   -1.2924   -0.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1269    0.0923   -0.5802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9820    0.0414   -1.9825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1804    0.9707   -0.2660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6999    2.0275    0.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4052    2.9614    0.9165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2766    1.8105    0.6652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9327    0.6933    0.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5747    0.1721    0.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3653   -0.9592   -0.6353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9176   -1.4797   -0.6801 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0068   -0.8802   -0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2774   -1.4480   -0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3780   -0.8747    0.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6381   -1.4693    0.3473 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1782    0.3074    1.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9381    0.8909    1.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8276    0.2887    0.6116 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4984    0.9082    0.7075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4962   -2.0373   -0.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7205   -1.6563    0.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4375   -1.2908    0.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5061   -0.7305   -2.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6301    2.4935    1.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1711   -1.4949   -1.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3412   -2.3725   -0.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2642   -1.2321   -0.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0499    0.7600    1.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7743    1.8226    1.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2881    1.0000    1.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5539    1.9772    0.3825 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
  8  2  1  0
 19  9  1  0
 18 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  7 24  1  0
 10 25  1  0
 13 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
 19 30  1  0
 19 31  1  0
M  END


  Mrv0541 05061312002D          

 19 21  0  0  0  0            999 V2000
    5.7079   -0.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    4.3731    0.8205    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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1800    0.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0405   -0.3356    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
    5.5156    1.7457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6280   -1.0500    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
    5.5925    0.2775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  8  2  1  0  0  0  0
  8  4  1  0  0  0  0
  9  4  1  0  0  0  0
  9  7  2  0  0  0  0
 10  3  1  0  0  0  0
 10  5  2  0  0  0  0
 11  6  2  0  0  0  0
 11  9  1  0  0  0  0
 12  5  1  0  0  0  0
 12  8  2  0  0  0  0
 13  6  1  0  0  0  0
 14  1  1  0  0  0  0
 14 11  1  0  0  0  0
 15 10  1  0  0  0  0
 16 13  2  0  0  0  0
 17 14  1  0  0  0  0
 18  7  1  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  0  0  0  0
 19 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040630

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(O)OC(=O)C=C1C1=COC2=C(C1)C=CC(O)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C14H12O5/c1-14(17)11(6-13(16)19-14)9-4-8-2-3-10(15)5-12(8)18-7-9/h2-3,5-7,15,17H,4H2,1H3

> <INCHI_KEY>
AICICGKRUHSXCE-UHFFFAOYSA-N

> <FORMULA>
C14H12O5

> <MOLECULAR_WEIGHT>
260.2421

> <EXACT_MASS>
260.068473494

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
25.86177685166605

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-4-(7-hydroxy-4H-chromen-3-yl)-5-methyl-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
1.85

> <JCHEM_LOGP>
1.562759128333333

> <ALOGPS_LOGS>
-2.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.451510400292278

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.37488337019121

> <JCHEM_PKA_STRONGEST_BASIC>
-4.352522537227851

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
67.36470000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.47e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-4-(7-hydroxy-4H-chromen-3-yl)-5-methylfuran-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040630
     RDKit          3D
Pratenol A
 31 33  0  0  0  0  0  0  0  0999 V2000
   -3.4267   -1.2924   -0.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1269    0.0923   -0.5802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9820    0.0414   -1.9825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1804    0.9707   -0.2660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6999    2.0275    0.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4052    2.9614    0.9165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2766    1.8105    0.6652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9327    0.6933    0.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5747    0.1721    0.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3653   -0.9592   -0.6353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9176   -1.4797   -0.6801 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0068   -0.8802   -0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2774   -1.4480   -0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3780   -0.8747    0.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6381   -1.4693    0.3473 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1782    0.3074    1.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9381    0.8909    1.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8276    0.2887    0.6116 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4984    0.9082    0.7075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4962   -2.0373   -0.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7205   -1.6563    0.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4375   -1.2908    0.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5061   -0.7305   -2.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6301    2.4935    1.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1711   -1.4949   -1.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3412   -2.3725   -0.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2642   -1.2321   -0.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0499    0.7600    1.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7743    1.8226    1.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2881    1.0000    1.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5539    1.9772    0.3825 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
  8  2  1  0
 19  9  1  0
 18 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  7 24  1  0
 10 25  1  0
 13 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
 19 30  1  0
 19 31  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      10.655  -1.532   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.163   1.532   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       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.669   1.852   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.409  -0.626   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      10.296   3.259   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       8.639  -1.960   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      10.439   0.518   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2    3    8                                                       
CONECT    3    2   10                                                       
CONECT    4    8    9                                                       
CONECT    5   10   12                                                       
CONECT    6   11   13                                                       
CONECT    7    9   18                                                       
CONECT    8    2    4   12                                                  
CONECT    9    4    7   11                                                  
CONECT   10    3    5   15                                                  
CONECT   11    6    9   14                                                  
CONECT   12    5    8   18                                                  
CONECT   13    6   16   19                                                  
CONECT   14    1   11   17   19                                             
CONECT   15   10                                                            
CONECT   16   13                                                            
CONECT   17   14                                                            
CONECT   18    7   12                                                       
CONECT   19   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0040630
HETATM    1  C1  UNL     1      -3.427  -1.292  -0.111  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.127   0.092  -0.580  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.982   0.041  -1.982  1.00  0.00           O  
HETATM    4  O2  UNL     1      -4.180   0.971  -0.266  1.00  0.00           O  
HETATM    5  C3  UNL     1      -3.700   2.028   0.492  1.00  0.00           C  
HETATM    6  O3  UNL     1      -4.405   2.961   0.917  1.00  0.00           O  
HETATM    7  C4  UNL     1      -2.277   1.811   0.665  1.00  0.00           C  
HETATM    8  C5  UNL     1      -1.933   0.693   0.049  1.00  0.00           C  
HETATM    9  C6  UNL     1      -0.575   0.172   0.020  1.00  0.00           C  
HETATM   10  C7  UNL     1      -0.365  -0.959  -0.635  1.00  0.00           C  
HETATM   11  O4  UNL     1       0.918  -1.480  -0.680  1.00  0.00           O  
HETATM   12  C8  UNL     1       2.007  -0.880  -0.073  1.00  0.00           C  
HETATM   13  C9  UNL     1       3.277  -1.448  -0.150  1.00  0.00           C  
HETATM   14  C10 UNL     1       4.378  -0.875   0.443  1.00  0.00           C  
HETATM   15  O5  UNL     1       5.638  -1.469   0.347  1.00  0.00           O  
HETATM   16  C11 UNL     1       4.178   0.307   1.132  1.00  0.00           C  
HETATM   17  C12 UNL     1       2.938   0.891   1.225  1.00  0.00           C  
HETATM   18  C13 UNL     1       1.828   0.289   0.612  1.00  0.00           C  
HETATM   19  C14 UNL     1       0.498   0.908   0.708  1.00  0.00           C  
HETATM   20  H1  UNL     1      -3.496  -2.037  -0.933  1.00  0.00           H  
HETATM   21  H2  UNL     1      -2.721  -1.656   0.680  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.437  -1.291   0.362  1.00  0.00           H  
HETATM   23  H4  UNL     1      -3.506  -0.730  -2.356  1.00  0.00           H  
HETATM   24  H5  UNL     1      -1.630   2.494   1.227  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.171  -1.495  -1.141  1.00  0.00           H  
HETATM   26  H7  UNL     1       3.341  -2.372  -0.709  1.00  0.00           H  
HETATM   27  H8  UNL     1       6.264  -1.232  -0.427  1.00  0.00           H  
HETATM   28  H9  UNL     1       5.050   0.760   1.600  1.00  0.00           H  
HETATM   29  H10 UNL     1       2.774   1.823   1.766  1.00  0.00           H  
HETATM   30  H11 UNL     1       0.288   1.000   1.818  1.00  0.00           H  
HETATM   31  H12 UNL     1       0.554   1.977   0.382  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    4    8
CONECT    3   23
CONECT    4    5
CONECT    5    6    6    7
CONECT    7    8    8   24
CONECT    8    9
CONECT    9   10   10   19
CONECT   10   11   25
CONECT   11   12
CONECT   12   13   13   18
CONECT   13   14   26
CONECT   14   15   16   16
CONECT   15   27
CONECT   16   17   28
CONECT   17   18   18   29
CONECT   18   19
CONECT   19   30   31
END

HMDB0040630
     RDKit          3D
Pratenol A
 31 33  0  0  0  0  0  0  0  0999 V2000
   -3.4267   -1.2924   -0.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1269    0.0923   -0.5802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9820    0.0414   -1.9825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1804    0.9707   -0.2660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6999    2.0275    0.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4052    2.9614    0.9165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2766    1.8105    0.6652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9327    0.6933    0.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5747    0.1721    0.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3653   -0.9592   -0.6353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9176   -1.4797   -0.6801 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0068   -0.8802   -0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2774   -1.4480   -0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3780   -0.8747    0.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6381   -1.4693    0.3473 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1782    0.3074    1.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9381    0.8909    1.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8276    0.2887    0.6116 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4984    0.9082    0.7075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4962   -2.0373   -0.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7205   -1.6563    0.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4375   -1.2908    0.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5061   -0.7305   -2.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6301    2.4935    1.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1711   -1.4949   -1.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3412   -2.3725   -0.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2642   -1.2321   -0.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0499    0.7600    1.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7743    1.8226    1.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2881    1.0000    1.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5539    1.9772    0.3825 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
  8  2  1  0
 19  9  1  0
 18 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  7 24  1  0
 10 25  1  0
 13 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
 19 30  1  0
 19 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₄H₁₂O₅

Average Molecular Weight

260.2421

Monoisotopic Molecular Weight

260.068473494

IUPAC Name

5-hydroxy-4-(7-hydroxy-4H-chromen-3-yl)-5-methyl-2,5-dihydrofuran-2-one

Traditional Name

5-hydroxy-4-(7-hydroxy-4H-chromen-3-yl)-5-methylfuran-2-one

CAS Registry Number

147838-41-3

SMILES

CC1(O)OC(=O)C=C1C1=COC2=C(C1)C=CC(O)=C2

InChI Identifier

InChI=1S/C14H12O5/c1-14(17)11(6-13(16)19-14)9-4-8-2-3-10(15)5-12(8)18-7-9/h2-3,5-7,15,17H,4H2,1H3

InChI Key

AICICGKRUHSXCE-UHFFFAOYSA-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
1-hydroxy-2-unsubstituted benzenoid
2-furanone
Benzenoid
Dihydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Hemiacetal
Lactone
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Carbonyl group
Organic oxygen compound
Organic oxide
Organooxygen 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: HMDB0040630)
Cytoplasm (HMDB: HMDB0040630)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040630)

Source

Exogenous

Food

Food (HMDB: HMDB0040630)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0040630)

Not Available

Nutrient (HMDB: HMDB0040630)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	240 - 250 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2392 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	0.45 g/L	ALOGPS
logP	1.85	ALOGPS
logP	1.56	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	9.37	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	67.36 m³·mol⁻¹	ChemAxon
Polarizability	25.86 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	160.567	31661259
DarkChem	[M-H]-	157.719	31661259
DeepCCS	[M+H]+	161.151	30932474
DeepCCS	[M-H]-	158.793	30932474
DeepCCS	[M-2H]-	191.68	30932474
DeepCCS	[M+Na]+	167.245	30932474
AllCCS	[M+H]+	159.7	32859911
AllCCS	[M+H-H2O]+	155.9	32859911
AllCCS	[M+NH4]+	163.3	32859911
AllCCS	[M+Na]+	164.4	32859911
AllCCS	[M-H]-	161.4	32859911
AllCCS	[M+Na-2H]-	161.0	32859911
AllCCS	[M+HCOO]-	160.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pratenol A	CC1(O)OC(=O)C=C1C1=COC2=C(C1)C=CC(O)=C2	4049.7	Standard polar	33892256
Pratenol A	CC1(O)OC(=O)C=C1C1=COC2=C(C1)C=CC(O)=C2	2471.3	Standard non polar	33892256
Pratenol A	CC1(O)OC(=O)C=C1C1=COC2=C(C1)C=CC(O)=C2	2759.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pratenol A,1TMS,isomer #1	CC1(O[Si](C)(C)C)OC(=O)C=C1C1=COC2=CC(O)=CC=C2C1	2445.3	Semi standard non polar	33892256
Pratenol A,1TMS,isomer #2	CC1(O)OC(=O)C=C1C1=COC2=CC(O[Si](C)(C)C)=CC=C2C1	2500.4	Semi standard non polar	33892256
Pratenol A,2TMS,isomer #1	CC1(O[Si](C)(C)C)OC(=O)C=C1C1=COC2=CC(O[Si](C)(C)C)=CC=C2C1	2538.5	Semi standard non polar	33892256
Pratenol A,1TBDMS,isomer #1	CC1(O[Si](C)(C)C(C)(C)C)OC(=O)C=C1C1=COC2=CC(O)=CC=C2C1	2705.6	Semi standard non polar	33892256
Pratenol A,1TBDMS,isomer #2	CC1(O)OC(=O)C=C1C1=COC2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2C1	2743.7	Semi standard non polar	33892256
Pratenol A,2TBDMS,isomer #1	CC1(O[Si](C)(C)C(C)(C)C)OC(=O)C=C1C1=COC2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2C1	3042.5	Semi 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 A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0g4i-0890000000-80dc6e9e924eb20165f7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pratenol A GC-MS (2 TMS) - 70eV, Positive	splash10-00dr-8149000000-eb54ccfc289c199ae1a3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pratenol A 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 A 10V, Positive-QTOF	splash10-0229-0970000000-51cd1a9b133aadab60fd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pratenol A 20V, Positive-QTOF	splash10-00di-0910000000-3ec8a1973ef7090105cc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pratenol A 40V, Positive-QTOF	splash10-0a4i-4900000000-a17a2804fab6d0f839cd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pratenol A 10V, Negative-QTOF	splash10-0a4i-0690000000-81dc4737d52f036e31e6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pratenol A 20V, Negative-QTOF	splash10-07os-1970000000-416bb2bd6b523f827b89	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pratenol A 40V, Negative-QTOF	splash10-00dj-3900000000-7e133af17b692183abe0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pratenol A 10V, Positive-QTOF	splash10-03dl-0090000000-5810ad493e9c49bc0ae9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pratenol A 20V, Positive-QTOF	splash10-03xr-0390000000-7301d14c565ed9fca5a7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pratenol A 40V, Positive-QTOF	splash10-05fr-2920000000-1e1315fa922cb1f673aa	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pratenol A 10V, Negative-QTOF	splash10-0a4i-0390000000-809074891f58cf482136	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pratenol A 20V, Negative-QTOF	splash10-006x-0490000000-04a50f86f90e01ac2b88	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pratenol A 40V, Negative-QTOF	splash10-00di-1930000000-f30dd2fd060384be9b5f	2021-09-24	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

FDB020421

KNApSAcK ID

C00057082

Chemspider ID

35014983

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752876

PDB ID

Not Available

ChEBI ID

168178

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1884891

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 A (HMDB0040630)

MOL for HMDB0040630 (Pratenol A)

3D MOL for HMDB0040630 (Pratenol A)

3D SDF for HMDB0040630 (Pratenol A)

3D-SDF for HMDB0040630 (Pratenol A)

PDB for HMDB0040630 (Pratenol A)

3D PDB for HMDB0040630 (Pratenol A)

SMILES for HMDB0040630 (Pratenol A)

INCHI for HMDB0040630 (Pratenol A)

Structure for HMDB0040630 (Pratenol A)

3D Structure for HMDB0040630 (Pratenol A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra