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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:58:40 UTC

Update Date

2022-03-07 02:53:38 UTC

HMDB ID

HMDB0033264

Secondary Accession Numbers

HMDB33264

Metabolite Identification

Common Name

2',4',5,7,8-Pentahydroxyisoflavone

Description

2',4',5,7,8-Pentahydroxyisoflavone belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom. Thus, 2',4',5,7,8-pentahydroxyisoflavone is considered to be a flavonoid. 2',4',5,7,8-Pentahydroxyisoflavone has been detected, but not quantified in, lima beans (Phaseolus lunatus) and pulses. This could make 2',4',5,7,8-pentahydroxyisoflavone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2',4',5,7,8-Pentahydroxyisoflavone.

Structure

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

HMDB0033264
     RDKit          3D
2',4',5,7,8-Pentahydroxyisoflavone
 32 34  0  0  0  0  0  0  0  0999 V2000
   -0.2228   -1.9371    0.0378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4848   -0.7198    0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5342    0.2201    0.0898 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9338   -0.1730    0.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4135   -1.1932    0.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7468   -1.5462    0.7156 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5998   -0.9142   -0.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9385   -1.2738   -0.2584 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1025    0.0997   -0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7655    0.4769   -0.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3061    1.5035   -1.6575 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2304    1.5712    0.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0323    1.9059    0.2054 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0295    1.0459    0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3476    1.4759    0.2698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6146    2.8264    0.3289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4132    0.6117    0.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7437    1.0629    0.3379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1560   -0.7449    0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8520   -1.1949    0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003   -2.5760    0.0969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7922   -0.3176    0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7686   -1.7124    1.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1633   -2.3473    1.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2691   -1.9822   -0.9188 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7186    0.6367   -1.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9247    1.9661   -2.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0210    2.3405    0.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9032    3.5565    0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9376    2.0493    0.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9650   -1.4584    0.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3416   -3.2581    0.0957 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
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
  3 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22  2  1  0
 10  4  1  0
 22 14  1  0
  5 23  1  0
  6 24  1  0
  8 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 16 29  1  0
 18 30  1  0
 19 31  1  0
 21 32  1  0
M  END


  Mrv0541 05061307012D          

 22 24  0  0  0  0            999 V2000
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    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
    6.4302    3.7125    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
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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
  2  1  2  0  0  0  0
  6  1  1  0  0  0  0
  6  3  2  0  0  0  0
  7  2  1  0  0  0  0
  8  5  2  0  0  0  0
  8  7  1  0  0  0  0
  9  3  1  0  0  0  0
  9  7  2  0  0  0  0
 10  4  2  0  0  0  0
 11  4  1  0  0  0  0
 12 10  1  0  0  0  0
 13  8  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  2  0  0  0  0
 15 12  2  0  0  0  0
 15 14  1  0  0  0  0
 16  6  1  0  0  0  0
 17  9  1  0  0  0  0
 18 10  1  0  0  0  0
 19 11  1  0  0  0  0
 20 13  2  0  0  0  0
 21 14  1  0  0  0  0
 22  5  1  0  0  0  0
 22 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033264

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC(O)=C(C=C1)C1=COC2=C(C(O)=CC(O)=C2O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O7/c16-6-1-2-7(9(17)3-6)8-5-22-15-12(13(8)20)10(18)4-11(19)14(15)21/h1-5,16-19,21H

> <INCHI_KEY>
LOLNVJIGYUJCIY-UHFFFAOYSA-N

> <FORMULA>
C15H10O7

> <MOLECULAR_WEIGHT>
302.2357

> <EXACT_MASS>
302.042652674

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
28.309111948601586

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(2,4-dihydroxyphenyl)-5,7,8-trihydroxy-4H-chromen-4-one

> <ALOGPS_LOGP>
2.26

> <JCHEM_LOGP>
2.469741746333333

> <ALOGPS_LOGS>
-3.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.501874392083723

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.777544811000452

> <JCHEM_PKA_STRONGEST_BASIC>
-5.101025511698901

> <JCHEM_POLAR_SURFACE_AREA>
127.45000000000002

> <JCHEM_REFRACTIVITY>
75.64470000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.13e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(2,4-dihydroxyphenyl)-5,7,8-trihydroxychromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033264
     RDKit          3D
2',4',5,7,8-Pentahydroxyisoflavone
 32 34  0  0  0  0  0  0  0  0999 V2000
   -0.2228   -1.9371    0.0378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4848   -0.7198    0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5342    0.2201    0.0898 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9338   -0.1730    0.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4135   -1.1932    0.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7468   -1.5462    0.7156 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5998   -0.9142   -0.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9385   -1.2738   -0.2584 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1025    0.0997   -0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7655    0.4769   -0.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3061    1.5035   -1.6575 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2304    1.5712    0.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0323    1.9059    0.2054 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0295    1.0459    0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3476    1.4759    0.2698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6146    2.8264    0.3289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4132    0.6117    0.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7437    1.0629    0.3379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1560   -0.7449    0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8520   -1.1949    0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003   -2.5760    0.0969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7922   -0.3176    0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7686   -1.7124    1.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1633   -2.3473    1.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2691   -1.9822   -0.9188 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7186    0.6367   -1.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9247    1.9661   -2.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0210    2.3405    0.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9032    3.5565    0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9376    2.0493    0.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9650   -1.4584    0.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3416   -3.2581    0.0957 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
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
  3 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22  2  1  0
 10  4  1  0
 22 14  1  0
  5 23  1  0
  6 24  1  0
  8 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 16 29  1  0
 18 30  1  0
 19 31  1  0
 21 32  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       9.336   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      12.003   6.930   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       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.667   0.000   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
CONECT    1    2    6                                                       
CONECT    2    1    7                                                       
CONECT    3    6    9                                                       
CONECT    4   10   11                                                       
CONECT    5    8   22                                                       
CONECT    6    1    3   16                                                  
CONECT    7    2    8    9                                                  
CONECT    8    5    7   13                                                  
CONECT    9    3    7   17                                                  
CONECT   10    4   12   18                                                  
CONECT   11    4   14   19                                                  
CONECT   12   10   13   15                                                  
CONECT   13    8   12   20                                                  
CONECT   14   11   15   21                                                  
CONECT   15   12   14   22                                                  
CONECT   16    6                                                            
CONECT   17    9                                                            
CONECT   18   10                                                            
CONECT   19   11                                                            
CONECT   20   13                                                            
CONECT   21   14                                                            
CONECT   22    5   15                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0033264
HETATM    1  O1  UNL     1      -0.223  -1.937   0.038  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.485  -0.720   0.091  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.534   0.220   0.090  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.934  -0.173   0.024  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.413  -1.193   0.821  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.747  -1.546   0.716  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.600  -0.914  -0.153  1.00  0.00           C  
HETATM    8  O2  UNL     1       5.938  -1.274  -0.258  1.00  0.00           O  
HETATM    9  C7  UNL     1       4.103   0.100  -0.935  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.765   0.477  -0.852  1.00  0.00           C  
HETATM   11  O3  UNL     1       2.306   1.503  -1.658  1.00  0.00           O  
HETATM   12  C9  UNL     1       0.230   1.571   0.149  1.00  0.00           C  
HETATM   13  O4  UNL     1      -1.032   1.906   0.205  1.00  0.00           O  
HETATM   14  C10 UNL     1      -2.029   1.046   0.209  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.348   1.476   0.270  1.00  0.00           C  
HETATM   16  O5  UNL     1      -3.615   2.826   0.329  1.00  0.00           O  
HETATM   17  C12 UNL     1      -4.413   0.612   0.275  1.00  0.00           C  
HETATM   18  O6  UNL     1      -5.744   1.063   0.338  1.00  0.00           O  
HETATM   19  C13 UNL     1      -4.156  -0.745   0.218  1.00  0.00           C  
HETATM   20  C14 UNL     1      -2.852  -1.195   0.156  1.00  0.00           C  
HETATM   21  O7  UNL     1      -2.600  -2.576   0.097  1.00  0.00           O  
HETATM   22  C15 UNL     1      -1.792  -0.318   0.150  1.00  0.00           C  
HETATM   23  H1  UNL     1       1.769  -1.712   1.508  1.00  0.00           H  
HETATM   24  H2  UNL     1       4.163  -2.347   1.334  1.00  0.00           H  
HETATM   25  H3  UNL     1       6.269  -1.982  -0.919  1.00  0.00           H  
HETATM   26  H4  UNL     1       4.719   0.637  -1.635  1.00  0.00           H  
HETATM   27  H5  UNL     1       2.925   1.966  -2.282  1.00  0.00           H  
HETATM   28  H6  UNL     1       1.021   2.340   0.151  1.00  0.00           H  
HETATM   29  H7  UNL     1      -2.903   3.556   0.322  1.00  0.00           H  
HETATM   30  H8  UNL     1      -5.938   2.049   0.378  1.00  0.00           H  
HETATM   31  H9  UNL     1      -4.965  -1.458   0.218  1.00  0.00           H  
HETATM   32  H10 UNL     1      -3.342  -3.258   0.096  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   22
CONECT    3    4   12   12
CONECT    4    5    5   10
CONECT    5    6   23
CONECT    6    7    7   24
CONECT    7    8    9
CONECT    8   25
CONECT    9   10   10   26
CONECT   10   11
CONECT   11   27
CONECT   12   13   28
CONECT   13   14
CONECT   14   15   15   22
CONECT   15   16   17
CONECT   16   29
CONECT   17   18   19   19
CONECT   18   30
CONECT   19   20   31
CONECT   20   21   22   22
CONECT   21   32
END

HMDB0033264
     RDKit          3D
2',4',5,7,8-Pentahydroxyisoflavone
 32 34  0  0  0  0  0  0  0  0999 V2000
   -0.2228   -1.9371    0.0378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4848   -0.7198    0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5342    0.2201    0.0898 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9338   -0.1730    0.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4135   -1.1932    0.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7468   -1.5462    0.7156 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5998   -0.9142   -0.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9385   -1.2738   -0.2584 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1025    0.0997   -0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7655    0.4769   -0.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3061    1.5035   -1.6575 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2304    1.5712    0.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0323    1.9059    0.2054 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0295    1.0459    0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3476    1.4759    0.2698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6146    2.8264    0.3289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4132    0.6117    0.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7437    1.0629    0.3379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1560   -0.7449    0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8520   -1.1949    0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003   -2.5760    0.0969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7922   -0.3176    0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7686   -1.7124    1.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1633   -2.3473    1.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2691   -1.9822   -0.9188 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7186    0.6367   -1.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9247    1.9661   -2.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0210    2.3405    0.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9032    3.5565    0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9376    2.0493    0.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9650   -1.4584    0.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3416   -3.2581    0.0957 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
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
  3 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22  2  1  0
 10  4  1  0
 22 14  1  0
  5 23  1  0
  6 24  1  0
  8 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 16 29  1  0
 18 30  1  0
 19 31  1  0
 21 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(2,4-Dihydroxyphenyl)-5,7,8-trihydroxy-4H-1-benzopyran-4-one, 9ci	HMDB
5,7,8,2',4'-Pentahydroxyisoflavone	HMDB

Chemical Formula

C₁₅H₁₀O₇

Average Molecular Weight

302.2357

Monoisotopic Molecular Weight

302.042652674

IUPAC Name

3-(2,4-dihydroxyphenyl)-5,7,8-trihydroxy-4H-chromen-4-one

Traditional Name

3-(2,4-dihydroxyphenyl)-5,7,8-trihydroxychromen-4-one

CAS Registry Number

104363-16-8

SMILES

OC1=CC(O)=C(C=C1)C1=COC2=C(C(O)=CC(O)=C2O)C1=O

InChI Identifier

InChI=1S/C15H10O7/c16-6-1-2-7(9(17)3-6)8-5-22-15-12(13(8)20)10(18)4-11(19)14(15)21/h1-5,16-19,21H

InChI Key

LOLNVJIGYUJCIY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflav-2-enes

Direct Parent

Isoflavones

Alternative Parents

Substituents

Hydroxyisoflavonoid
Isoflavone
Chromone
Benzopyran
1-benzopyran
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Polyol
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavonoids (LMPK12050441 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0033264)
Cytoplasm (HMDB: HMDB0033264)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033264)

Source

Exogenous

Exogenous (HMDB: HMDB0033264)

Food

Food (HMDB: HMDB0033264)

Pulse

Bean

Lima bean (FooDB: FOOD00133)

Pulses (FooDB: FOOD00867)

Endogenous

Plant

Plant (HMDB: HMDB0033264)
Fabaceae (HMDB: HMDB0033264)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033264)

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	1114 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	0.21 g/L	ALOGPS
logP	2.26	ALOGPS
logP	2.47	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	6.78	ChemAxon
pKa (Strongest Basic)	-5.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	127.45 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	75.64 m³·mol⁻¹	ChemAxon
Polarizability	28.31 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]+	169.502	31661259
DarkChem	[M-H]-	170.945	31661259
DeepCCS	[M+H]+	167.104	30932474
DeepCCS	[M-H]-	164.746	30932474
DeepCCS	[M-2H]-	198.284	30932474
DeepCCS	[M+Na]+	173.511	30932474
AllCCS	[M+H]+	167.6	32859911
AllCCS	[M+H-H2O]+	164.0	32859911
AllCCS	[M+NH4]+	171.0	32859911
AllCCS	[M+Na]+	172.0	32859911
AllCCS	[M-H]-	166.1	32859911
AllCCS	[M+Na-2H]-	165.3	32859911
AllCCS	[M+HCOO]-	164.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	5.29 minutes	32390414
Predicted by Siyang on May 30, 2022	11.7821 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.87 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	31.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1766.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	271.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	95.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	155.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	352.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	605.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	486.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	482.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	757.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	337.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1445.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	268.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	397.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	630.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	296.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	293.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2',4',5,7,8-Pentahydroxyisoflavone	OC1=CC(O)=C(C=C1)C1=COC2=C(C(O)=CC(O)=C2O)C1=O	4536.9	Standard polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone	OC1=CC(O)=C(C=C1)C1=COC2=C(C(O)=CC(O)=C2O)C1=O	3013.2	Standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone	OC1=CC(O)=C(C=C1)C1=COC2=C(C(O)=CC(O)=C2O)C1=O	3096.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2',4',5,7,8-Pentahydroxyisoflavone,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O)=CC(O)=C3C2=O)C(O)=C1	3286.5	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,1TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=CC=C1C1=COC2=C(O)C(O)=CC(O)=C2C1=O	3222.5	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,1TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=C(O)C2=C1C(=O)C(C1=CC=C(O)C=C1O)=CO2	3281.2	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,1TMS,isomer #4	C[Si](C)(C)OC1=CC(O)=C2C(=O)C(C3=CC=C(O)C=C3O)=COC2=C1O	3273.0	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,1TMS,isomer #5	C[Si](C)(C)OC1=C(O)C=C(O)C2=C1OC=C(C1=CC=C(O)C=C1O)C2=O	3196.0	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C)C(O)=CC(O)=C3C2=O)C(O)=C1	3107.5	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,2TMS,isomer #10	C[Si](C)(C)OC1=CC(O)=C2C(=O)C(C3=CC=C(O)C=C3O)=COC2=C1O[Si](C)(C)C	3111.8	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O[Si](C)(C)C)=CC(O)=C3C2=O)C(O)=C1	3134.5	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O)=CC(O[Si](C)(C)C)=C3C2=O)C(O)=C1	3150.2	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,2TMS,isomer #4	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O)=CC(O)=C3C2=O)C(O[Si](C)(C)C)=C1	3139.6	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,2TMS,isomer #5	C[Si](C)(C)OC1=CC(O)=CC=C1C1=COC2=C(O[Si](C)(C)C)C(O)=CC(O)=C2C1=O	3063.0	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,2TMS,isomer #6	C[Si](C)(C)OC1=CC(O)=CC=C1C1=COC2=C(O)C(O[Si](C)(C)C)=CC(O)=C2C1=O	3101.2	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,2TMS,isomer #7	C[Si](C)(C)OC1=CC(O)=CC=C1C1=COC2=C(O)C(O)=CC(O[Si](C)(C)C)=C2C1=O	3102.1	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,2TMS,isomer #8	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C(C3=CC=C(O)C=C3O)=COC2=C1O	3137.0	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,2TMS,isomer #9	C[Si](C)(C)OC1=C(O)C=C(O[Si](C)(C)C)C2=C1OC=C(C1=CC=C(O)C=C1O)C2=O	3090.8	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC(O)=C3C2=O)C(O)=C1	3039.9	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,3TMS,isomer #10	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C(C3=CC=C(O)C=C3O)=COC2=C1O[Si](C)(C)C	3058.5	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C)C(O)=CC(O[Si](C)(C)C)=C3C2=O)C(O)=C1	3028.7	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C)C(O)=CC(O)=C3C2=O)C(O[Si](C)(C)C)=C1	3020.3	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,3TMS,isomer #4	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C(O)=C1	3043.6	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,3TMS,isomer #5	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O[Si](C)(C)C)=CC(O)=C3C2=O)C(O[Si](C)(C)C)=C1	3038.3	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,3TMS,isomer #6	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O)=CC(O[Si](C)(C)C)=C3C2=O)C(O[Si](C)(C)C)=C1	3057.5	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,3TMS,isomer #7	C[Si](C)(C)OC1=CC(O)=CC=C1C1=COC2=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC(O)=C2C1=O	3016.9	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,3TMS,isomer #8	C[Si](C)(C)OC1=CC(O)=CC=C1C1=COC2=C(O[Si](C)(C)C)C(O)=CC(O[Si](C)(C)C)=C2C1=O	2997.9	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,3TMS,isomer #9	C[Si](C)(C)OC1=CC(O)=CC=C1C1=COC2=C(O)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C2C1=O	3029.8	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C(O)=C1	3028.9	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,4TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC(O)=C3C2=O)C(O[Si](C)(C)C)=C1	3020.4	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,4TMS,isomer #3	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C)C(O)=CC(O[Si](C)(C)C)=C3C2=O)C(O[Si](C)(C)C)=C1	3051.1	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,4TMS,isomer #4	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C(O[Si](C)(C)C)=C1	3039.7	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,4TMS,isomer #5	C[Si](C)(C)OC1=CC(O)=CC=C1C1=COC2=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C2C1=O	3002.5	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,5TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C(O[Si](C)(C)C)=C1	3047.3	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O)=CC(O)=C3C2=O)C(O)=C1	3583.9	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC=C1C1=COC2=C(O)C(O)=CC(O)=C2C1=O	3531.7	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=C(O)C2=C1C(=O)C(C1=CC=C(O)C=C1O)=CO2	3566.8	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C(C3=CC=C(O)C=C3O)=COC2=C1O	3565.8	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=C(O)C=C(O)C2=C1OC=C(C1=CC=C(O)C=C1O)C2=O	3510.9	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C(C)(C)C)C(O)=CC(O)=C3C2=O)C(O)=C1	3708.0	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C(C3=CC=C(O)C=C3O)=COC2=C1O[Si](C)(C)C(C)(C)C	3707.6	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)C(O)=C1	3763.8	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C(O)=C1	3766.2	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O)=CC(O)=C3C2=O)C(O[Si](C)(C)C(C)(C)C)=C1	3712.7	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC=C1C1=COC2=C(O[Si](C)(C)C(C)(C)C)C(O)=CC(O)=C2C1=O	3654.4	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC=C1C1=COC2=C(O)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C2C1=O	3708.3	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC=C1C1=COC2=C(O)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C2C1=O	3706.9	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(C3=CC=C(O)C=C3O)=COC2=C1O	3782.8	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC=C(C1=CC=C(O)C=C1O)C2=O	3728.2	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)C(O)=C1	3820.2	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(C3=CC=C(O)C=C3O)=COC2=C1O[Si](C)(C)C(C)(C)C	3823.1	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C(C)(C)C)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C(O)=C1	3813.9	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C(C)(C)C)C(O)=CC(O)=C3C2=O)C(O[Si](C)(C)C(C)(C)C)=C1	3781.1	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C(O)=C1	3853.7	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)C(O[Si](C)(C)C(C)(C)C)=C1	3809.9	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C(O[Si](C)(C)C(C)(C)C)=C1	3797.8	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC=C1C1=COC2=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C2C1=O	3760.0	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC=C1C1=COC2=C(O[Si](C)(C)C(C)(C)C)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C2C1=O	3747.9	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC=C1C1=COC2=C(O)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C2C1=O	3791.1	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C(O)=C1	3926.8	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)C(O[Si](C)(C)C(C)(C)C)=C1	3884.0	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C(C)(C)C)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C(O[Si](C)(C)C(C)(C)C)=C1	3929.1	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C(O[Si](C)(C)C(C)(C)C)=C1	3952.1	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC=C1C1=COC2=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C2C1=O	3861.3	Semi standard non polar	33892256
2',4',5,7,8-Pentahydroxyisoflavone,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C(O[Si](C)(C)C(C)(C)C)=C1	4068.1	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 - 2',4',5,7,8-Pentahydroxyisoflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-0391000000-79558617171893916105	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2',4',5,7,8-Pentahydroxyisoflavone GC-MS (5 TMS) - 70eV, Positive	splash10-0002-1302479000-19a9f0fdca5ad95ebd14	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2',4',5,7,8-Pentahydroxyisoflavone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2',4',5,7,8-Pentahydroxyisoflavone 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 - 2',4',5,7,8-Pentahydroxyisoflavone 10V, Positive-QTOF	splash10-0udi-0119000000-ac35353bff606c8fc17f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4',5,7,8-Pentahydroxyisoflavone 20V, Positive-QTOF	splash10-0udi-0359000000-f7b58626fc2880fd7447	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4',5,7,8-Pentahydroxyisoflavone 40V, Positive-QTOF	splash10-00p3-2960000000-5284bd33e7c3d35938b2	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4',5,7,8-Pentahydroxyisoflavone 10V, Negative-QTOF	splash10-0udi-0009000000-ab19aa28ef3cfccb8f15	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4',5,7,8-Pentahydroxyisoflavone 20V, Negative-QTOF	splash10-0udi-0639000000-6abbdd6758b529b9839e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4',5,7,8-Pentahydroxyisoflavone 40V, Negative-QTOF	splash10-0a4i-5920000000-7c042ee8bf154c8406b8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4',5,7,8-Pentahydroxyisoflavone 10V, Positive-QTOF	splash10-0udi-0009000000-a6daf5f2fb0ddb49acfd	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4',5,7,8-Pentahydroxyisoflavone 20V, Positive-QTOF	splash10-0udi-0029000000-375ed9f9494ad0fbebe5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4',5,7,8-Pentahydroxyisoflavone 40V, Positive-QTOF	splash10-0a59-0390000000-435631bb79cc106133d7	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4',5,7,8-Pentahydroxyisoflavone 10V, Negative-QTOF	splash10-0udi-0009000000-553295fb721967da3c60	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4',5,7,8-Pentahydroxyisoflavone 20V, Negative-QTOF	splash10-0udi-0079000000-31211c9916043d3444db	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',4',5,7,8-Pentahydroxyisoflavone 40V, Negative-QTOF	splash10-0udi-1090000000-0b38141e1935fb743e19	2021-09-25	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

FDB011287

KNApSAcK ID

C00009867

Chemspider ID

24842899

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44257373

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1834301

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.. .

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

2',4',5,7,8-Pentahydroxyisoflavone → 3,4,5-trihydroxy-6-[3-hydroxy-4-(5,7,8-trihydroxy-4-oxo-4H-chromen-3-yl)phenoxy]oxane-2-carboxylic acid	details
2',4',5,7,8-Pentahydroxyisoflavone → 6-{[3-(2,4-dihydroxyphenyl)-5,8-dihydroxy-4-oxo-4H-chromen-7-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Showing metabocard for 2',4',5,7,8-Pentahydroxyisoflavone (HMDB0033264)

MOL for HMDB0033264 (2',4',5,7,8-Pentahydroxyisoflavone)

3D MOL for HMDB0033264 (2',4',5,7,8-Pentahydroxyisoflavone)

3D SDF for HMDB0033264 (2',4',5,7,8-Pentahydroxyisoflavone)

3D-SDF for HMDB0033264 (2',4',5,7,8-Pentahydroxyisoflavone)

PDB for HMDB0033264 (2',4',5,7,8-Pentahydroxyisoflavone)

3D PDB for HMDB0033264 (2',4',5,7,8-Pentahydroxyisoflavone)

SMILES for HMDB0033264 (2',4',5,7,8-Pentahydroxyisoflavone)

INCHI for HMDB0033264 (2',4',5,7,8-Pentahydroxyisoflavone)

Structure for HMDB0033264 (2',4',5,7,8-Pentahydroxyisoflavone)

3D Structure for HMDB0033264 (2',4',5,7,8-Pentahydroxyisoflavone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions