MiMeDB: Showing metabocard for O-Desmethylangolensin (MMDBc0057126)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-10-25 16:44:36 UTC

Update Date

2024-04-30 20:56:21 UTC

Metabolite ID

MMDBc0057126

Metabolite Identification

Common Name

O-Desmethylangolensin

Description

O-Desmethylangolensin (ODMA) is a metabolite of the soy isoflavone daidzein by intestinal bacteria in approximately 80-90% of persons. Studies suggest beneficial health effects associated with daidzein-metabolizing phenotypes, and there is some small association between ODMA production and some phenotypes. Few dietary factors are associated with daidzein-metabolizing phenotypes. However, it remains unclear why some, but not all, persons harbor ODMA-producing bacteria. ODMA production is inversely associated with age, height, weight, and body mass index. In addition, Asians are less likely than whites to be ODMA producers, and former smokers were more likely than never smokers to be ODMA producers. Investigators have attempted to identify the bacteria involved in ODMA production, and several candidate bacteria were associated, but not definitely identified. ODMA production is correlated with the abundance of methanogens, indicating that the metabolic fate of daidzein may be related to intestinal H(2) metabolism. (PMID: 18326607 , 17506823 ).

Structure

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

HMDB0004629
     RDKit          3D
O-Desmethylangolensin
 33 34  0  0  0  0  0  0  0  0999 V2000
   -0.7337   -2.7155    0.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0580   -1.5732   -0.6401 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0246   -1.1445   -1.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1190   -1.3802   -2.7820 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2545   -0.4799   -1.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1710   -0.1313   -2.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3580    0.5088   -1.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6431    0.8144   -0.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8433    1.4618   -0.3560 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7689    0.4898    0.4057 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5843   -0.1538    0.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7644   -0.4452    1.1873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7294   -0.4177    0.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4726   -0.5719    1.1943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0765    0.5057    1.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9355    1.7569    1.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5475    2.8763    1.8384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1975    1.9721    0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6059    0.8666   -0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9199   -2.5326    1.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3731   -2.9300    0.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2694   -3.6653   -0.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8942   -1.9686   -1.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9799   -0.3572   -3.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0538    0.7706   -2.7103 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1381    1.7271    0.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9845    0.7246    1.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9788   -0.2197    2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6123   -1.5199    1.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6769    0.4257    2.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9770    3.3628    2.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0903    2.9733   -0.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0049    0.9700   -1.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 11  5  1  0
 19 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 14 29  1  0
 15 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
M  END


  Mrv1652310011709302D          

 19 20  0  0  0  0            999 V2000
   19.2481  -16.0110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5335  -17.2486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6770  -12.7110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9625  -19.7236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6770  -16.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6770  -15.1860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9625  -16.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3915  -16.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9625  -17.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9625  -14.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3915  -14.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2481  -17.6611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6770  -17.6611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9625  -13.9485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3915  -13.9485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6770  -13.5360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2481  -18.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6770  -18.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9625  -18.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  2  0  0  0  0
  2 12  1  0  0  0  0
  3 16  1  0  0  0  0
  4 19  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  6 10  2  0  0  0  0
  6 11  1  0  0  0  0
  7  9  1  0  0  0  0
  9 12  2  0  0  0  0
  9 13  1  0  0  0  0
 10 14  1  0  0  0  0
 11 15  2  0  0  0  0
 12 17  1  0  0  0  0
 13 18  2  0  0  0  0
 14 16  2  0  0  0  0
 15 16  1  0  0  0  0
 17 19  2  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0057126

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C(=O)C1=C(O)C=C(O)C=C1)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O4/c1-9(10-2-4-11(16)5-3-10)15(19)13-7-6-12(17)8-14(13)18/h2-9,16-18H,1H3

> <INCHI_KEY>
JDJPNKPFDDUBFV-UHFFFAOYSA-N

> <FORMULA>
C15H14O4

> <MOLECULAR_WEIGHT>
258.2693

> <EXACT_MASS>
258.089208936

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
26.376559364739467

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(2,4-dihydroxyphenyl)-2-(4-hydroxyphenyl)propan-1-one

> <ALOGPS_LOGP>
2.98

> <JCHEM_LOGP>
3.647523467666667

> <ALOGPS_LOGS>
-3.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.333559153112283

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.832218337443113

> <JCHEM_PKA_STRONGEST_BASIC>
-4.912202076859793

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
71.69990000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.39e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
O-desmethylangolensin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0004629
     RDKit          3D
O-Desmethylangolensin
 33 34  0  0  0  0  0  0  0  0999 V2000
   -0.7337   -2.7155    0.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0580   -1.5732   -0.6401 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0246   -1.1445   -1.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1190   -1.3802   -2.7820 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2545   -0.4799   -1.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1710   -0.1313   -2.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3580    0.5088   -1.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6431    0.8144   -0.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8433    1.4618   -0.3560 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7689    0.4898    0.4057 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5843   -0.1538    0.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7644   -0.4452    1.1873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7294   -0.4177    0.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4726   -0.5719    1.1943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0765    0.5057    1.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9355    1.7569    1.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5475    2.8763    1.8384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1975    1.9721    0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6059    0.8666   -0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9199   -2.5326    1.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3731   -2.9300    0.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2694   -3.6653   -0.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8942   -1.9686   -1.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9799   -0.3572   -3.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0538    0.7706   -2.7103 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1381    1.7271    0.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9845    0.7246    1.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9788   -0.2197    2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6123   -1.5199    1.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6769    0.4257    2.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9770    3.3628    2.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0903    2.9733   -0.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0049    0.9700   -1.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 11  5  1  0
 19 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 14 29  1  0
 15 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
M  END

HEADER    PROTEIN                                 01-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-OCT-17         0                                  
HETATM    1  O   UNK     0      35.930 -29.887   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      34.596 -32.197   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      38.597 -23.727   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      37.263 -36.817   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      38.597 -29.887   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      38.597 -28.347   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      37.263 -30.657   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      39.931 -30.657   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      37.263 -32.197   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      37.263 -27.577   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      39.931 -27.577   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      35.930 -32.967   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      38.597 -32.967   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      37.263 -26.037   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      39.931 -26.037   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      38.597 -25.267   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      35.930 -34.507   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      38.597 -34.507   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      37.263 -35.277   0.000  0.00  0.00           C+0
CONECT    1    7                                                            
CONECT    2   12                                                            
CONECT    3   16                                                            
CONECT    4   19                                                            
CONECT    5    6    7    8                                                  
CONECT    6    5   10   11                                                  
CONECT    7    1    5    9                                                  
CONECT    8    5                                                            
CONECT    9    7   12   13                                                  
CONECT   10    6   14                                                       
CONECT   11    6   15                                                       
CONECT   12    2    9   17                                                  
CONECT   13    9   18                                                       
CONECT   14   10   16                                                       
CONECT   15   11   16                                                       
CONECT   16    3   14   15                                                  
CONECT   17   12   19                                                       
CONECT   18   13   19                                                       
CONECT   19    4   17   18                                                  
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0004629
HETATM    1  C1  UNL     1      -0.734  -2.715   0.261  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.058  -1.573  -0.640  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.025  -1.144  -1.531  1.00  0.00           C  
HETATM    4  O1  UNL     1      -0.119  -1.380  -2.782  1.00  0.00           O  
HETATM    5  C4  UNL     1       1.254  -0.480  -1.183  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.171  -0.131  -2.184  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.358   0.509  -1.927  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.643   0.814  -0.615  1.00  0.00           C  
HETATM    9  O2  UNL     1       4.843   1.462  -0.356  1.00  0.00           O  
HETATM   10  C8  UNL     1       2.769   0.490   0.406  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.584  -0.154   0.111  1.00  0.00           C  
HETATM   12  O3  UNL     1       0.764  -0.445   1.187  1.00  0.00           O  
HETATM   13  C10 UNL     1      -1.729  -0.418   0.061  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.473  -0.572   1.194  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.076   0.506   1.789  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.935   1.757   1.243  1.00  0.00           C  
HETATM   17  O4  UNL     1      -3.547   2.876   1.838  1.00  0.00           O  
HETATM   18  C14 UNL     1      -2.197   1.972   0.100  1.00  0.00           C  
HETATM   19  C15 UNL     1      -1.606   0.867  -0.469  1.00  0.00           C  
HETATM   20  H1  UNL     1      -0.920  -2.533   1.325  1.00  0.00           H  
HETATM   21  H2  UNL     1       0.373  -2.930   0.164  1.00  0.00           H  
HETATM   22  H3  UNL     1      -1.269  -3.665  -0.051  1.00  0.00           H  
HETATM   23  H4  UNL     1      -1.894  -1.969  -1.319  1.00  0.00           H  
HETATM   24  H5  UNL     1       1.980  -0.357  -3.236  1.00  0.00           H  
HETATM   25  H6  UNL     1       4.054   0.771  -2.710  1.00  0.00           H  
HETATM   26  H7  UNL     1       5.138   1.727   0.583  1.00  0.00           H  
HETATM   27  H8  UNL     1       2.984   0.725   1.428  1.00  0.00           H  
HETATM   28  H9  UNL     1       0.979  -0.220   2.140  1.00  0.00           H  
HETATM   29  H10 UNL     1      -2.612  -1.520   1.649  1.00  0.00           H  
HETATM   30  H11 UNL     1      -3.677   0.426   2.693  1.00  0.00           H  
HETATM   31  H12 UNL     1      -2.977   3.363   2.540  1.00  0.00           H  
HETATM   32  H13 UNL     1      -2.090   2.973  -0.329  1.00  0.00           H  
HETATM   33  H14 UNL     1      -1.005   0.970  -1.380  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   13   23
CONECT    3    4    4    5
CONECT    5    6    6   11
CONECT    6    7   24
CONECT    7    8    8   25
CONECT    8    9   10
CONECT    9   26
CONECT   10   11   11   27
CONECT   11   12
CONECT   12   28
CONECT   13   14   14   19
CONECT   14   15   29
CONECT   15   16   16   30
CONECT   16   17   18
CONECT   17   31
CONECT   18   19   19   32
CONECT   19   33
END

HMDB0004629
     RDKit          3D
O-Desmethylangolensin
 33 34  0  0  0  0  0  0  0  0999 V2000
   -0.7337   -2.7155    0.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0580   -1.5732   -0.6401 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0246   -1.1445   -1.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1190   -1.3802   -2.7820 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2545   -0.4799   -1.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1710   -0.1313   -2.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3580    0.5088   -1.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6431    0.8144   -0.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8433    1.4618   -0.3560 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7689    0.4898    0.4057 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5843   -0.1538    0.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7644   -0.4452    1.1873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7294   -0.4177    0.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4726   -0.5719    1.1943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0765    0.5057    1.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9355    1.7569    1.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5475    2.8763    1.8384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1975    1.9721    0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6059    0.8666   -0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9199   -2.5326    1.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3731   -2.9300    0.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2694   -3.6653   -0.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8942   -1.9686   -1.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9799   -0.3572   -3.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0538    0.7706   -2.7103 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1381    1.7271    0.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9845    0.7246    1.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9788   -0.2197    2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6123   -1.5199    1.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6769    0.4257    2.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9770    3.3628    2.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0903    2.9733   -0.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0049    0.9700   -1.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 11  5  1  0
 19 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 14 29  1  0
 15 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
M  END

Synonyms

Value	Source
2',4'-Dihydroxy-2-(P-hydroxyphenyl)-propiophenone	HMDB
2,4-Dihydroxyphenyl P-hydroxyphenethyl ketone	HMDB
O-Demethylangolensin	HMDB
O-Demethylangolesin	HMDB
O-Desmethylangolensin	MeSH

Molecular Formula

C₁₅H₁₄O₄

Average Mass

258.2693

Monoisotopic Mass

258.089208936

IUPAC Name

1-(2,4-dihydroxyphenyl)-2-(4-hydroxyphenyl)propan-1-one

Traditional Name

O-desmethylangolensin

CAS Registry Number

21255-69-6

SMILES

CC(C(=O)C1=C(O)C=C(O)C=C1)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C15H14O4/c1-9(10-2-4-11(16)5-3-10)15(19)13-7-6-12(17)8-14(13)18/h2-9,16-18H,1H3

InChI Key

JDJPNKPFDDUBFV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha-methyldeoxybenzoin flavonoids. These are flavonoids with a structure based on a 1,2-diphenyl-2-propan-2-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Alpha-methyldeoxybenzoin flavonoids

Sub Class

Not Available

Direct Parent

Alpha-methyldeoxybenzoin flavonoids

Alternative Parents

Substituents

Alpha-methyldeoxybenzoin flavonoid
Stilbene
Alkyl-phenylketone
Phenylketone
Phenylpropane
Benzoyl
Aryl alkyl ketone
Aryl ketone
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.084 g/L	ALOGPS
logP	2.98	ALOGPS
logP	3.65	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	7.83	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	71.7 m³·mol⁻¹	ChemAxon
Polarizability	26.38 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-1900000000-39495ea1c0376894fddf	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-0a4i-4430900000-0e7b58ddbbc19e665858	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 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	splash10-0a4i-0390000000-95a81edd733d13d61677	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000b-1930000000-6a844b2d3f64f75db87b	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-4900000000-3c4808d490aaff85f058	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0190000000-1b486ce055fb4c745e83	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0490000000-f6b7ddbf92a2c481414b	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0aou-6910000000-ef3d7901fc4103baf88d	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0090000000-c2a50a42dfada53572a9	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-2590000000-ff1a68dd0b89bc03287c	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kf-6900000000-8f8d3654f73a1a919a16	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0390000000-1ca6275f205a504ebd5c	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-1910000000-a1d96f103a978278101f	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00fu-8900000000-a6ac1b1337f1eee505a2	2021-09-24	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0026005	S-Dihydrodaidzein	O-Desmethylangolensin	Not Available		PMID: 31527435	31527435

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

Exposure Sources

Source Type	Source Sub-type	Species	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

HMDB0004629

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023387

KNApSAcK ID

Not Available

Chemspider ID

80750

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

O-Desmethylangolensin

METLIN ID

Not Available

PubChem Compound

89472

PDB ID

Not Available

ChEBI ID

88902

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Mayo B, Vazquez L, Florez AB: Equol: A Bacterial Metabolite from The Daidzein Isoflavone and Its Presumed Beneficial Health Effects. Nutrients. 2019 Sep 16;11(9). pii: nu11092231. doi: 10.3390/nu11092231. [PubMed:31527435 ]
Atkinson C, Newton KM, Bowles EJ, Yong M, Lampe JW: Demographic, anthropometric, and lifestyle factors and dietary intakes in relation to daidzein-metabolizing phenotypes among premenopausal women in the United States. Am J Clin Nutr. 2008 Mar;87(3):679-87. doi: 10.1093/ajcn/87.3.679. [PubMed:18326607 ]
Possemiers S, Bolca S, Eeckhaut E, Depypere H, Verstraete W: Metabolism of isoflavones, lignans and prenylflavonoids by intestinal bacteria: producer phenotyping and relation with intestinal community. FEMS Microbiol Ecol. 2007 Aug;61(2):372-83. doi: 10.1111/j.1574-6941.2007.00330.x. Epub 2007 May 16. [PubMed:17506823 ]

Showing metabocard for O-Desmethylangolensin (MMDBc0057126)

MOL for #<Metabolite:0x00007fa4b4a776b8>

3D MOL for #<Metabolite:0x00007fa4b4a776b8>

3D SDF for #<Metabolite:0x00007fa4b4a776b8>

3D-SDF for #<Metabolite:0x00007fa4b4a776b8>

PDB for #<Metabolite:0x00007fa4b4a776b8>

3D PDB for #<Metabolite:0x00007fa4b4a776b8>

SMILES for #<Metabolite:0x00007fa4b4a776b8>

INCHI for #<Metabolite:0x00007fa4b4a776b8>

Structure for #<Metabolite:0x00007fa4b4a776b8>

3D Structure for #<Metabolite:0x00007fa4b4a776b8>