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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:57:14 UTC

Update Date

2021-09-26 23:10:02 UTC

HMDB ID

HMDB0255326

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one

Description

(2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one belongs to the class of organic compounds known as 7-hydroxyflavonoids. These are flavonoids that bear one hydroxyl group at the C-7 position of the flavonoid skeleton. Based on a literature review very few articles have been published on (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). (2s)-4,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4h-chromen-3-one is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0255326
     RDKit          3D
(2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one
 35 37  0  0  0  0  0  0  0  0999 V2000
   -0.3268   -1.6576    1.8272 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2022   -1.3182    0.8197 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4904   -1.9346    0.4415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0493   -2.6355    1.5175 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3849   -0.7816    0.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7274   -1.0968   -0.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2639   -2.3501   -0.0015 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5831   -0.0477   -0.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1200    1.2295   -0.6259 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0428    2.2118   -0.9682 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7870    1.4966   -0.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8819    0.4891   -0.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5302    0.8259    0.0806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3626   -0.3087   -0.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7497    0.0771    0.1337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7333   -0.6334    0.7720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0247   -0.1591    0.9224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9870   -0.9365    1.5875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3918    1.0701    0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7054    1.4758    0.6205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4304    1.8101   -0.2166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7705    3.0486   -0.7218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1300    1.3249   -0.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4249   -2.5807   -0.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7494   -3.5737    1.4220 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8151   -3.2098    0.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6419   -0.3088   -0.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1940    2.3781   -1.9640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4028    2.4958   -0.5531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2098   -0.6093   -1.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4812   -1.6040    1.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7512   -1.8458    1.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1188    2.3236    0.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7066    3.3924   -0.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4116    1.9424   -0.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 14  2  1  0
 23 15  1  0
 12  5  1  0
  3 24  1  0
  4 25  1  0
  7 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 14 30  1  0
 16 31  1  0
 18 32  1  0
 20 33  1  0
 22 34  1  0
 23 35  1  0
M  END

  Mrv1652309112116572D          

 23 25  0  0  0  0            999 V2000
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    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
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   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
    2.1434   -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
    3.5724   -0.4125    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
    2.8579   -1.6500    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
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    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
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  4  9  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  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
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 10 20  1  0  0  0  0
 17 21  1  0  0  0  0
 15 22  1  0  0  0  0
 13 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255326

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1C(=O)C(OC2=CC(O)=CC(O)=C12)C1=CC(O)=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,13,15-21H

> <INCHI_KEY>
AWMNMVKFFWMAAM-UHFFFAOYSA-N

> <FORMULA>
C15H12O8

> <MOLECULAR_WEIGHT>
320.253

> <EXACT_MASS>
320.053217346

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
29.457972950826196

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-one

> <ALOGPS_LOGP>
0.96

> <JCHEM_LOGP>
1.187721721

> <ALOGPS_LOGS>
-2.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.391558384189894

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.68473164942962

> <JCHEM_PKA_STRONGEST_BASIC>
-4.048458846189232

> <JCHEM_POLAR_SURFACE_AREA>
147.68

> <JCHEM_REFRACTIVITY>
76.42139999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.29e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-2,4-dihydro-1-benzopyran-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255326
     RDKit          3D
(2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one
 35 37  0  0  0  0  0  0  0  0999 V2000
   -0.3268   -1.6576    1.8272 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2022   -1.3182    0.8197 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4904   -1.9346    0.4415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0493   -2.6355    1.5175 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3849   -0.7816    0.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7274   -1.0968   -0.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2639   -2.3501   -0.0015 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5831   -0.0477   -0.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1200    1.2295   -0.6259 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0428    2.2118   -0.9682 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7870    1.4966   -0.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8819    0.4891   -0.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5302    0.8259    0.0806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3626   -0.3087   -0.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7497    0.0771    0.1337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7333   -0.6334    0.7720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0247   -0.1591    0.9224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9870   -0.9365    1.5875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3918    1.0701    0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7054    1.4758    0.6205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4304    1.8101   -0.2166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7705    3.0486   -0.7218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1300    1.3249   -0.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4249   -2.5807   -0.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7494   -3.5737    1.4220 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8151   -3.2098    0.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6419   -0.3088   -0.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1940    2.3781   -1.9640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4028    2.4958   -0.5531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2098   -0.6093   -1.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4812   -1.6040    1.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7512   -1.8458    1.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1188    2.3236    0.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7066    3.3924   -0.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4116    1.9424   -0.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 14  2  1  0
 23 15  1  0
 12  5  1  0
  3 24  1  0
  4 25  1  0
  7 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 14 30  1  0
 16 31  1  0
 18 32  1  0
 20 33  1  0
 22 34  1  0
 23 35  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5                                                            
CONECT    9    4                                                            
CONECT   10    2   11   20                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   23                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   14   20                                                  
CONECT   20   19   10                                                       
CONECT   21   17                                                            
CONECT   22   15                                                            
CONECT   23   13                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0255326
HETATM    1  O1  UNL     1      -0.327  -1.658   1.827  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.202  -1.318   0.820  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.490  -1.935   0.441  1.00  0.00           C  
HETATM    4  O2  UNL     1       2.049  -2.635   1.517  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.385  -0.782   0.049  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.727  -1.097  -0.132  1.00  0.00           C  
HETATM    7  O3  UNL     1       4.264  -2.350  -0.001  1.00  0.00           O  
HETATM    8  C5  UNL     1       4.583  -0.048  -0.475  1.00  0.00           C  
HETATM    9  C6  UNL     1       4.120   1.229  -0.626  1.00  0.00           C  
HETATM   10  O4  UNL     1       5.043   2.212  -0.968  1.00  0.00           O  
HETATM   11  C7  UNL     1       2.787   1.497  -0.439  1.00  0.00           C  
HETATM   12  C8  UNL     1       1.882   0.489  -0.095  1.00  0.00           C  
HETATM   13  O5  UNL     1       0.530   0.826   0.081  1.00  0.00           O  
HETATM   14  C9  UNL     1      -0.363  -0.309  -0.075  1.00  0.00           C  
HETATM   15  C10 UNL     1      -1.750   0.077   0.134  1.00  0.00           C  
HETATM   16  C11 UNL     1      -2.733  -0.633   0.772  1.00  0.00           C  
HETATM   17  C12 UNL     1      -4.025  -0.159   0.922  1.00  0.00           C  
HETATM   18  O6  UNL     1      -4.987  -0.937   1.588  1.00  0.00           O  
HETATM   19  C13 UNL     1      -4.392   1.070   0.430  1.00  0.00           C  
HETATM   20  O7  UNL     1      -5.705   1.476   0.621  1.00  0.00           O  
HETATM   21  C14 UNL     1      -3.430   1.810  -0.217  1.00  0.00           C  
HETATM   22  O8  UNL     1      -3.771   3.049  -0.722  1.00  0.00           O  
HETATM   23  C15 UNL     1      -2.130   1.325  -0.364  1.00  0.00           C  
HETATM   24  H1  UNL     1       1.425  -2.581  -0.447  1.00  0.00           H  
HETATM   25  H2  UNL     1       1.749  -3.574   1.422  1.00  0.00           H  
HETATM   26  H3  UNL     1       3.815  -3.210   0.222  1.00  0.00           H  
HETATM   27  H4  UNL     1       5.642  -0.309  -0.615  1.00  0.00           H  
HETATM   28  H5  UNL     1       5.194   2.378  -1.964  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.403   2.496  -0.553  1.00  0.00           H  
HETATM   30  H7  UNL     1      -0.210  -0.609  -1.158  1.00  0.00           H  
HETATM   31  H8  UNL     1      -2.481  -1.604   1.162  1.00  0.00           H  
HETATM   32  H9  UNL     1      -4.751  -1.846   1.962  1.00  0.00           H  
HETATM   33  H10 UNL     1      -6.119   2.324   0.328  1.00  0.00           H  
HETATM   34  H11 UNL     1      -4.707   3.392  -0.613  1.00  0.00           H  
HETATM   35  H12 UNL     1      -1.412   1.942  -0.879  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   14
CONECT    3    4    5   24
CONECT    4   25
CONECT    5    6    6   12
CONECT    6    7    8
CONECT    7   26
CONECT    8    9    9   27
CONECT    9   10   11
CONECT   10   28
CONECT   11   12   12   29
CONECT   12   13
CONECT   13   14
CONECT   14   15   30
CONECT   15   16   16   23
CONECT   16   17   31
CONECT   17   18   19   19
CONECT   18   32
CONECT   19   20   21
CONECT   20   33
CONECT   21   22   23   23
CONECT   22   34
CONECT   23   35
END

HMDB0255326
     RDKit          3D
(2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one
 35 37  0  0  0  0  0  0  0  0999 V2000
   -0.3268   -1.6576    1.8272 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2022   -1.3182    0.8197 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4904   -1.9346    0.4415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0493   -2.6355    1.5175 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3849   -0.7816    0.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7274   -1.0968   -0.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2639   -2.3501   -0.0015 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5831   -0.0477   -0.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1200    1.2295   -0.6259 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0428    2.2118   -0.9682 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7870    1.4966   -0.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8819    0.4891   -0.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5302    0.8259    0.0806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3626   -0.3087   -0.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7497    0.0771    0.1337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7333   -0.6334    0.7720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0247   -0.1591    0.9224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9870   -0.9365    1.5875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3918    1.0701    0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7054    1.4758    0.6205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4304    1.8101   -0.2166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7705    3.0486   -0.7218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1300    1.3249   -0.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4249   -2.5807   -0.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7494   -3.5737    1.4220 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8151   -3.2098    0.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6419   -0.3088   -0.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1940    2.3781   -1.9640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4028    2.4958   -0.5531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2098   -0.6093   -1.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4812   -1.6040    1.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7512   -1.8458    1.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1188    2.3236    0.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7066    3.3924   -0.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4116    1.9424   -0.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 14  2  1  0
 23 15  1  0
 12  5  1  0
  3 24  1  0
  4 25  1  0
  7 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 14 30  1  0
 16 31  1  0
 18 32  1  0
 20 33  1  0
 22 34  1  0
 23 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₁₂O₈

Average Molecular Weight

320.253

Monoisotopic Molecular Weight

320.053217346

IUPAC Name

4,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-one

Traditional Name

4,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-2,4-dihydro-1-benzopyran-3-one

CAS Registry Number

Not Available

SMILES

OC1C(=O)C(OC2=CC(O)=CC(O)=C12)C1=CC(O)=C(O)C(O)=C1

InChI Identifier

InChI=1S/C15H12O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,13,15-21H

InChI Key

AWMNMVKFFWMAAM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-hydroxyflavonoids. These are flavonoids that bear one hydroxyl group at the C-7 position of the flavonoid skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Hydroxyflavonoids

Direct Parent

7-hydroxyflavonoids

Alternative Parents

Substituents

3'-hydroxyflavonoid
4'-hydroxyflavonoid
4-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavan
Benzopyran
Chromane
1-benzopyran
Benzenetriol
Pyrogallol derivative
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Cyclic ketone
Secondary alcohol
Ketone
Polyol
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.96	ALOGPS
logP	1.19	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	8.68	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	147.68 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	76.42 m³·mol⁻¹	ChemAxon
Polarizability	29.46 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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-2H]-	207.426	30932474
DeepCCS	[M+Na]+	182.653	30932474
AllCCS	[M+H]+	171.9	32859911
AllCCS	[M+H-H2O]+	168.8	32859911
AllCCS	[M+NH4]+	174.7	32859911
AllCCS	[M+Na]+	175.6	32859911
AllCCS	[M-H]-	168.0	32859911
AllCCS	[M+Na-2H]-	167.4	32859911
AllCCS	[M+HCOO]-	166.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one	OC1C(=O)C(OC2=CC(O)=CC(O)=C12)C1=CC(O)=C(O)C(O)=C1	4692.4	Standard polar	33892256
(2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one	OC1C(=O)C(OC2=CC(O)=CC(O)=C12)C1=CC(O)=C(O)C(O)=C1	3235.0	Standard non polar	33892256
(2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one	OC1C(=O)C(OC2=CC(O)=CC(O)=C12)C1=CC(O)=C(O)C(O)=C1	3251.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one,7TMS,isomer #1	C[Si](C)(C)OC1=C(C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)OC2=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C2C1O[Si](C)(C)C	3153.3	Semi standard non polar	33892256
(2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one,7TMS,isomer #1	C[Si](C)(C)OC1=C(C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)OC2=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C2C1O[Si](C)(C)C	3223.9	Standard non polar	33892256
(2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one,7TMS,isomer #1	C[Si](C)(C)OC1=C(C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)OC2=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C2C1O[Si](C)(C)C	3173.4	Standard polar	33892256
(2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one,7TMS,isomer #2	C[Si](C)(C)OC1=C(O[Si](C)(C)C)C(C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)OC2=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C12	3109.7	Semi standard non polar	33892256
(2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one,7TMS,isomer #2	C[Si](C)(C)OC1=C(O[Si](C)(C)C)C(C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)OC2=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C12	3187.0	Standard non polar	33892256
(2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one,7TMS,isomer #2	C[Si](C)(C)OC1=C(O[Si](C)(C)C)C(C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)OC2=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C12	3181.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f9l-0941000000-b27861d16a91185233f5	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one GC-MS (TMS_2_16) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

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	Not Specified	Not Specified	Normal	31557052	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

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

95756538

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53665830

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for (2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one (HMDB0255326)

MOL for HMDB0255326 ((2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one)

3D MOL for HMDB0255326 ((2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one)

3D SDF for HMDB0255326 ((2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one)

3D-SDF for HMDB0255326 ((2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one)

PDB for HMDB0255326 ((2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one)

3D PDB for HMDB0255326 ((2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one)

SMILES for HMDB0255326 ((2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one)

INCHI for HMDB0255326 ((2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one)

Structure for HMDB0255326 ((2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one)

3D Structure for HMDB0255326 ((2S)-4,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra