MiMeDB: Showing metabocard for 5,7,8,3',4'-Pentahydroxy-isoflavone (MMDBc0006783)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 00:11:37 UTC

Update Date

2025-01-16 08:21:40 UTC

Metabolite ID

MMDBc0006783

Metabolite Identification

Common Name

5,7,8,3',4'-Pentahydroxy-isoflavone

Description

5,7,8,3',4'-Pentahydroxyisoflavone is a polyphenol metabolite detected in biological fluids (PMID: 20428313 ).

Structure

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

HMDB0041689
     RDKit          3D
5,7,8,3',4'-Pentahydroxyisoflavone
 32 34  0  0  0  0  0  0  0  0999 V2000
   -0.0215   -1.5068   -1.1875 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4331   -0.5604   -0.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4227    0.2334    0.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8610   -0.0080    0.2607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3047   -1.3064    0.3938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6541   -1.5730    0.4068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5717   -0.5342    0.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9357   -0.7919    0.2975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1498    0.7724    0.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0711    1.8005    0.0314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7936    1.0104    0.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1647    1.2478    0.9754 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4551    1.4714    0.9727 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2721    0.7137    0.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6492    0.9577    0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1574    1.9902    1.0071 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5388    0.1891   -0.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9000    0.4811   -0.4358 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0273   -0.8416   -1.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6720   -1.0953   -1.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1077   -2.1296   -1.9802 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7849   -0.3257   -0.5015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6104   -2.1275    0.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0070   -2.6022    0.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2604   -1.7557    0.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7499    2.7360   -0.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4258    2.0204    0.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5257    1.8667    1.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5277    2.5634    1.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2275    1.2496    0.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7007   -1.4469   -1.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7467   -2.6983   -2.5215 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  1  0
  9 11  2  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
 11  4  1  0
 22 14  1  0
  5 23  1  0
  6 24  1  0
  8 25  1  0
 10 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 02271201322D          

 22 24  0  0  0  0            999 V2000
   -2.1747   -1.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1747   -0.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8891    0.1839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4602    0.1839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7457   -0.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7457   -1.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4602   -1.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0313   -2.2911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0313   -1.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6832   -1.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6832   -0.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0313    0.1839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1122   -2.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8266   -2.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8266   -1.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1122   -1.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3977   -1.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3977   -2.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5411   -1.0536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5411   -2.7036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4602    1.0089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4602   -2.2911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  7  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5 12  1  0  0  0  0
  6  7  2  0  0  0  0
  6  9  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 17  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  2  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 15 19  1  0  0  0  0
 14 20  1  0  0  0  0
  4 21  1  0  0  0  0
  7 22  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0006783

> <DATABASE_NAME>
MIME

> <SMILES>
OC1=CC=C(C=C1O)C1=COC2=C(O)C(O)=CC(O)=C2C1=O

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

> <INCHI_KEY>
USQGZNXXBDCNQF-UHFFFAOYSA-N

> <FORMULA>
C15H10O7

> <MOLECULAR_WEIGHT>
302.2357

> <EXACT_MASS>
302.042652674

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
28.413056262552665

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.31

> <JCHEM_LOGP>
2.469741746333333

> <ALOGPS_LOGS>
-3.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.648275405207846

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.784628017002835

> <JCHEM_PKA_STRONGEST_BASIC>
-5.100852650696468

> <JCHEM_POLAR_SURFACE_AREA>
127.45000000000002

> <JCHEM_REFRACTIVITY>
75.64470000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.94e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041689
     RDKit          3D
5,7,8,3',4'-Pentahydroxyisoflavone
 32 34  0  0  0  0  0  0  0  0999 V2000
   -0.0215   -1.5068   -1.1875 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4331   -0.5604   -0.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4227    0.2334    0.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8610   -0.0080    0.2607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3047   -1.3064    0.3938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6541   -1.5730    0.4068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5717   -0.5342    0.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9357   -0.7919    0.2975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1498    0.7724    0.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0711    1.8005    0.0314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7936    1.0104    0.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1647    1.2478    0.9754 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4551    1.4714    0.9727 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2721    0.7137    0.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6492    0.9577    0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1574    1.9902    1.0071 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5388    0.1891   -0.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9000    0.4811   -0.4358 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0273   -0.8416   -1.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6720   -1.0953   -1.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1077   -2.1296   -1.9802 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7849   -0.3257   -0.5015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6104   -2.1275    0.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0070   -2.6022    0.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2604   -1.7557    0.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7499    2.7360   -0.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4258    2.0204    0.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5257    1.8667    1.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5277    2.5634    1.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2275    1.2496    0.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7007   -1.4469   -1.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7467   -2.6983   -2.5215 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  1  0
  9 11  2  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
 11  4  1  0
 22 14  1  0
  5 23  1  0
  6 24  1  0
  8 25  1  0
 10 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                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.059  -1.967   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.059  -0.427   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -5.393   0.343   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.726   0.343   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.392  -0.427   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.392  -1.967   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.726  -2.737   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.058  -4.277   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.058  -2.737   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.275  -1.967   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.275  -0.427   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.058   0.343   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.943  -5.047   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.276  -4.277   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.276  -2.737   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.943  -1.967   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.609  -2.737   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.609  -4.277   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.610  -1.967   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.610  -5.047   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -2.726   1.883   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.726  -4.277   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   21                                                  
CONECT    5    4    6   12                                                  
CONECT    6    5    7    9                                                  
CONECT    7    1    6   22                                                  
CONECT    8    9                                                            
CONECT    9    6    8   10                                                  
CONECT   10    9   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12    5   11                                                       
CONECT   13   14   18                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   10   16   18                                                  
CONECT   18   13   17                                                       
CONECT   19   15                                                            
CONECT   20   14                                                            
CONECT   21    4                                                            
CONECT   22    7                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0041689
HETATM    1  O1  UNL     1      -0.021  -1.507  -1.188  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.433  -0.560  -0.499  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.423   0.233   0.251  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.861  -0.008   0.261  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.305  -1.306   0.394  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.654  -1.573   0.407  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.572  -0.534   0.286  1.00  0.00           C  
HETATM    8  O2  UNL     1      -5.936  -0.792   0.298  1.00  0.00           O  
HETATM    9  C7  UNL     1      -4.150   0.772   0.151  1.00  0.00           C  
HETATM   10  O3  UNL     1      -5.071   1.800   0.031  1.00  0.00           O  
HETATM   11  C8  UNL     1      -2.794   1.010   0.142  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.165   1.248   0.975  1.00  0.00           C  
HETATM   13  O4  UNL     1       1.455   1.471   0.973  1.00  0.00           O  
HETATM   14  C10 UNL     1       2.272   0.714   0.256  1.00  0.00           C  
HETATM   15  C11 UNL     1       3.649   0.958   0.258  1.00  0.00           C  
HETATM   16  O5  UNL     1       4.157   1.990   1.007  1.00  0.00           O  
HETATM   17  C12 UNL     1       4.539   0.189  -0.477  1.00  0.00           C  
HETATM   18  O6  UNL     1       5.900   0.481  -0.436  1.00  0.00           O  
HETATM   19  C13 UNL     1       4.027  -0.842  -1.225  1.00  0.00           C  
HETATM   20  C14 UNL     1       2.672  -1.095  -1.237  1.00  0.00           C  
HETATM   21  O7  UNL     1       2.108  -2.130  -1.980  1.00  0.00           O  
HETATM   22  C15 UNL     1       1.785  -0.326  -0.502  1.00  0.00           C  
HETATM   23  H1  UNL     1      -1.610  -2.127   0.489  1.00  0.00           H  
HETATM   24  H2  UNL     1      -4.007  -2.602   0.512  1.00  0.00           H  
HETATM   25  H3  UNL     1      -6.260  -1.756   0.396  1.00  0.00           H  
HETATM   26  H4  UNL     1      -4.750   2.736  -0.065  1.00  0.00           H  
HETATM   27  H5  UNL     1      -2.426   2.020   0.038  1.00  0.00           H  
HETATM   28  H6  UNL     1      -0.526   1.867   1.564  1.00  0.00           H  
HETATM   29  H7  UNL     1       3.528   2.563   1.551  1.00  0.00           H  
HETATM   30  H8  UNL     1       6.228   1.250   0.129  1.00  0.00           H  
HETATM   31  H9  UNL     1       4.701  -1.447  -1.800  1.00  0.00           H  
HETATM   32  H10 UNL     1       2.747  -2.698  -2.521  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   22
CONECT    3    4   12   12
CONECT    4    5    5   11
CONECT    5    6   23
CONECT    6    7    7   24
CONECT    7    8    9
CONECT    8   25
CONECT    9   10   11   11
CONECT   10   26
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

HMDB0041689
     RDKit          3D
5,7,8,3',4'-Pentahydroxyisoflavone
 32 34  0  0  0  0  0  0  0  0999 V2000
   -0.0215   -1.5068   -1.1875 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4331   -0.5604   -0.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4227    0.2334    0.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8610   -0.0080    0.2607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3047   -1.3064    0.3938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6541   -1.5730    0.4068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5717   -0.5342    0.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9357   -0.7919    0.2975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1498    0.7724    0.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0711    1.8005    0.0314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7936    1.0104    0.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1647    1.2478    0.9754 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4551    1.4714    0.9727 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2721    0.7137    0.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6492    0.9577    0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1574    1.9902    1.0071 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5388    0.1891   -0.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9000    0.4811   -0.4358 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0273   -0.8416   -1.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6720   -1.0953   -1.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1077   -2.1296   -1.9802 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7849   -0.3257   -0.5015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6104   -2.1275    0.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0070   -2.6022    0.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2604   -1.7557    0.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7499    2.7360   -0.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4258    2.0204    0.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5257    1.8667    1.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5277    2.5634    1.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2275    1.2496    0.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7007   -1.4469   -1.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7467   -2.6983   -2.5215 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  1  0
  9 11  2  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
 11  4  1  0
 22 14  1  0
  5 23  1  0
  6 24  1  0
  8 25  1  0
 10 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

Synonyms

Not Available

Molecular Formula

C₁₅H₁₀O₇

Average Mass

302.2357

Monoisotopic Mass

302.042652674

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

OC1=CC=C(C=C1O)C1=COC2=C(O)C(O)=CC(O)=C2C1=O

InChI Identifier

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

InChI Key

USQGZNXXBDCNQF-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

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.19 g/L	ALOGPS
logP	2.31	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	28.41 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-0290000000-fe68b71180f5ed51c488	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (5 TMS) - 70eV, Positive	splash10-0002-1302489000-129e2184afc6a849eafa	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0129000000-0fcb5dce624336fc1a8e	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-1396000000-c962317889584337ebfe	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-057j-4940000000-53d0312f128f0e21a393	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0009000000-99f2e1f104ce569c29aa	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udl-0598000000-90772adb73f255fa6451	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0kmi-1960000000-08221c5cef7a279015c4	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0009000000-a6daf5f2fb0ddb49acfd	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0029000000-f2920cc3ef7f738d260b	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052b-0290000000-ea96692dd1043fdd4839	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0009000000-553295fb721967da3c60	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0097000000-dd09330fe2f537ae8984	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udi-0290000000-02dd64965c6f9dd4cb1d	2021-09-23	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Actinobacteria	1		Metabolic reconstruction

Exposure Sources

Source Type	Activity	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0041689

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029850

KNApSAcK ID

Not Available

Chemspider ID

8717765

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10542374

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]

Showing metabocard for 5,7,8,3',4'-Pentahydroxy-isoflavone (MMDBc0006783)

MOL for #<Metabolite:0x00007f5394377cd0>

3D MOL for #<Metabolite:0x00007f5394377cd0>

3D SDF for #<Metabolite:0x00007f5394377cd0>

3D-SDF for #<Metabolite:0x00007f5394377cd0>

PDB for #<Metabolite:0x00007f5394377cd0>

3D PDB for #<Metabolite:0x00007f5394377cd0>

SMILES for #<Metabolite:0x00007f5394377cd0>

INCHI for #<Metabolite:0x00007f5394377cd0>

Structure for #<Metabolite:0x00007f5394377cd0>

3D Structure for #<Metabolite:0x00007f5394377cd0>