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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:01:24 UTC

Update Date

2022-03-07 02:53:39 UTC

HMDB ID

HMDB0033309

Secondary Accession Numbers

HMDB33309

Metabolite Identification

Common Name

Moracin F

Description

Moracin F belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Moracin F has been detected, but not quantified in, fruits. This could make moracin F a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Moracin F.

Structure

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

HMDB0033309
     RDKit          3D
Moracin F
 35 37  0  0  0  0  0  0  0  0999 V2000
   -4.4723   -0.4078   -2.8085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4386   -0.2668   -1.4255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2638   -0.1615   -0.7029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0612   -0.1961   -1.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8831   -0.0916   -0.6562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4526   -0.0908   -1.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2178    0.0468    0.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6886    0.0903    0.1746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3815    0.2271    1.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7598    0.2666    1.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4840    0.4066    2.5415 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4716    0.1671    0.1812 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7895    0.0290   -0.9987 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4790   -0.0723   -2.1845 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4052   -0.0090   -0.9997 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3813    0.1236    1.1268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8708    0.0489    0.7274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0862    0.0815    1.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -0.0233    0.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5052    0.0064    1.2900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6167    0.1462    2.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5117   -0.6923   -3.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7947   -1.2116   -3.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2746    0.5639   -3.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0772   -0.3047   -2.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8262   -0.1844   -2.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8722    0.3085    2.2790 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7241    1.3358    2.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5401    0.1942    0.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7453   -0.9881   -2.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9232   -0.1197   -1.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0901    0.1902    2.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8963    0.9246    3.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6173    0.5134    2.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4117   -0.7842    3.2334 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
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
  7 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 19  3  1  0
 17  5  2  0
 15  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 18 32  1  0
 21 33  1  0
 21 34  1  0
 21 35  1  0
M  END


  Mrv0541 05061307032D          

 21 23  0  0  0  0            999 V2000
    4.7812   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212   -2.1269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    0.7310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  3  2  0  0  0  0
  9  4  1  0  0  0  0
 10  5  1  0  0  0  0
 10  6  2  0  0  0  0
 11  3  1  0  0  0  0
 11  7  2  0  0  0  0
 12  4  2  0  0  0  0
 12  7  1  0  0  0  0
 13  5  2  0  0  0  0
 13  9  1  0  0  0  0
 14  8  2  0  0  0  0
 14 10  1  0  0  0  0
 15  6  1  0  0  0  0
 16  8  1  0  0  0  0
 16 15  2  0  0  0  0
 17 11  1  0  0  0  0
 18 12  1  0  0  0  0
 19  1  1  0  0  0  0
 19 15  1  0  0  0  0
 20  2  1  0  0  0  0
 20 16  1  0  0  0  0
 21 13  1  0  0  0  0
 21 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033309

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C=C2C=C(OC2=C1)C1=CC(O)=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O5/c1-19-15-6-10-5-13(21-14(10)8-16(15)20-2)9-3-11(17)7-12(18)4-9/h3-8,17-18H,1-2H3

> <INCHI_KEY>
MQRQKQBOYQLFAI-UHFFFAOYSA-N

> <FORMULA>
C16H14O5

> <MOLECULAR_WEIGHT>
286.2794

> <EXACT_MASS>
286.084123558

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
30.25358411371733

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(5,6-dimethoxy-1-benzofuran-2-yl)benzene-1,3-diol

> <ALOGPS_LOGP>
3.28

> <JCHEM_LOGP>
2.7771225276666662

> <ALOGPS_LOGS>
-3.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.272612692687076

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.817107326142938

> <JCHEM_PKA_STRONGEST_BASIC>
-2.947404770312945

> <JCHEM_POLAR_SURFACE_AREA>
72.06

> <JCHEM_REFRACTIVITY>
76.80100000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.43e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(5,6-dimethoxy-1-benzofuran-2-yl)benzene-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033309
     RDKit          3D
Moracin F
 35 37  0  0  0  0  0  0  0  0999 V2000
   -4.4723   -0.4078   -2.8085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4386   -0.2668   -1.4255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2638   -0.1615   -0.7029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0612   -0.1961   -1.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8831   -0.0916   -0.6562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4526   -0.0908   -1.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2178    0.0468    0.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6886    0.0903    0.1746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3815    0.2271    1.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7598    0.2666    1.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4840    0.4066    2.5415 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4716    0.1671    0.1812 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7895    0.0290   -0.9987 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4790   -0.0723   -2.1845 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4052   -0.0090   -0.9997 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3813    0.1236    1.1268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8708    0.0489    0.7274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0862    0.0815    1.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -0.0233    0.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5052    0.0064    1.2900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6167    0.1462    2.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5117   -0.6923   -3.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7947   -1.2116   -3.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2746    0.5639   -3.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0772   -0.3047   -2.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8262   -0.1844   -2.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8722    0.3085    2.2790 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7241    1.3358    2.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5401    0.1942    0.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7453   -0.9881   -2.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9232   -0.1197   -1.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0901    0.1902    2.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8963    0.9246    3.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6173    0.5134    2.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4117   -0.7842    3.2334 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
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
  7 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 19  3  1  0
 17  5  2  0
 15  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 18 32  1  0
 21 33  1  0
 21 34  1  0
 21 35  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       8.925  -0.533   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.925  -2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.090  -2.636   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.090   0.031   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.400  -1.303   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.320  -1.303   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.630  -2.636   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.630   0.031   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.400  -3.970   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -3.400   1.365   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       7.591   0.237   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       7.591  -2.843   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.126  -2.549   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2   20                                                            
CONECT    3    9   11                                                       
CONECT    4    9   12                                                       
CONECT    5   10   13                                                       
CONECT    6   10   15                                                       
CONECT    7   11   12                                                       
CONECT    8   14   16                                                       
CONECT    9    3    4   13                                                  
CONECT   10    5    6   14                                                  
CONECT   11    3    7   17                                                  
CONECT   12    4    7   18                                                  
CONECT   13    5    9   21                                                  
CONECT   14    8   10   21                                                  
CONECT   15    6   16   19                                                  
CONECT   16    8   15   20                                                  
CONECT   17   11                                                            
CONECT   18   12                                                            
CONECT   19    1   15                                                       
CONECT   20    2   16                                                       
CONECT   21   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0033309
HETATM    1  C1  UNL     1      -4.472  -0.408  -2.809  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.439  -0.267  -1.425  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.264  -0.161  -0.703  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.061  -0.196  -1.370  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.883  -0.092  -0.656  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.453  -0.091  -1.010  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.218   0.047   0.142  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.689   0.090   0.175  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.381   0.227   1.338  1.00  0.00           C  
HETATM   10  C9  UNL     1       4.760   0.267   1.356  1.00  0.00           C  
HETATM   11  O2  UNL     1       5.484   0.407   2.542  1.00  0.00           O  
HETATM   12  C10 UNL     1       5.472   0.167   0.181  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.789   0.029  -0.999  1.00  0.00           C  
HETATM   14  O3  UNL     1       5.479  -0.072  -2.185  1.00  0.00           O  
HETATM   15  C12 UNL     1       3.405  -0.009  -1.000  1.00  0.00           C  
HETATM   16  O4  UNL     1       0.381   0.124   1.127  1.00  0.00           O  
HETATM   17  C13 UNL     1      -0.871   0.049   0.727  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.086   0.082   1.378  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.270  -0.023   0.663  1.00  0.00           C  
HETATM   20  O5  UNL     1      -4.505   0.006   1.290  1.00  0.00           O  
HETATM   21  C16 UNL     1      -4.617   0.146   2.699  1.00  0.00           C  
HETATM   22  H1  UNL     1      -5.512  -0.692  -3.106  1.00  0.00           H  
HETATM   23  H2  UNL     1      -3.795  -1.212  -3.126  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.275   0.564  -3.341  1.00  0.00           H  
HETATM   25  H4  UNL     1      -2.077  -0.305  -2.438  1.00  0.00           H  
HETATM   26  H5  UNL     1       0.826  -0.184  -2.034  1.00  0.00           H  
HETATM   27  H6  UNL     1       2.872   0.308   2.279  1.00  0.00           H  
HETATM   28  H7  UNL     1       5.724   1.336   2.885  1.00  0.00           H  
HETATM   29  H8  UNL     1       6.540   0.194   0.159  1.00  0.00           H  
HETATM   30  H9  UNL     1       5.745  -0.988  -2.512  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.923  -0.120  -1.962  1.00  0.00           H  
HETATM   32  H11 UNL     1      -2.090   0.190   2.453  1.00  0.00           H  
HETATM   33  H12 UNL     1      -3.896   0.925   3.050  1.00  0.00           H  
HETATM   34  H13 UNL     1      -5.617   0.513   2.998  1.00  0.00           H  
HETATM   35  H14 UNL     1      -4.412  -0.784   3.233  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   19
CONECT    4    5   25
CONECT    5    6   17   17
CONECT    6    7    7   26
CONECT    7    8   16
CONECT    8    9    9   15
CONECT    9   10   27
CONECT   10   11   12   12
CONECT   11   28
CONECT   12   13   29
CONECT   13   14   15   15
CONECT   14   30
CONECT   15   31
CONECT   16   17
CONECT   17   18
CONECT   18   19   19   32
CONECT   19   20
CONECT   20   21
CONECT   21   33   34   35
END

HMDB0033309
     RDKit          3D
Moracin F
 35 37  0  0  0  0  0  0  0  0999 V2000
   -4.4723   -0.4078   -2.8085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4386   -0.2668   -1.4255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2638   -0.1615   -0.7029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0612   -0.1961   -1.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8831   -0.0916   -0.6562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4526   -0.0908   -1.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2178    0.0468    0.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6886    0.0903    0.1746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3815    0.2271    1.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7598    0.2666    1.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4840    0.4066    2.5415 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4716    0.1671    0.1812 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7895    0.0290   -0.9987 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4790   -0.0723   -2.1845 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4052   -0.0090   -0.9997 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3813    0.1236    1.1268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8708    0.0489    0.7274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0862    0.0815    1.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -0.0233    0.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5052    0.0064    1.2900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6167    0.1462    2.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5117   -0.6923   -3.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7947   -1.2116   -3.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2746    0.5639   -3.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0772   -0.3047   -2.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8262   -0.1844   -2.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8722    0.3085    2.2790 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7241    1.3358    2.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5401    0.1942    0.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7453   -0.9881   -2.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9232   -0.1197   -1.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0901    0.1902    2.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8963    0.9246    3.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6173    0.5134    2.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4117   -0.7842    3.2334 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
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
  7 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 19  3  1  0
 17  5  2  0
 15  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 18 32  1  0
 21 33  1  0
 21 34  1  0
 21 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(3,5-Dihydroxyphenyl)-5,6-dimethoxybenzofuran	HMDB

Chemical Formula

C₁₆H₁₄O₅

Average Molecular Weight

286.2794

Monoisotopic Molecular Weight

286.084123558

IUPAC Name

5-(5,6-dimethoxy-1-benzofuran-2-yl)benzene-1,3-diol

Traditional Name

5-(5,6-dimethoxy-1-benzofuran-2-yl)benzene-1,3-diol

CAS Registry Number

73338-85-9

SMILES

COC1=C(OC)C=C2C=C(OC2=C1)C1=CC(O)=CC(O)=C1

InChI Identifier

InChI=1S/C16H14O5/c1-19-15-6-10-5-13(21-14(10)8-16(15)20-2)9-3-11(17)7-12(18)4-9/h3-8,17-18H,1-2H3

InChI Key

MQRQKQBOYQLFAI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
2-phenylbenzofuran
Phenylbenzofuran
Benzofuran
Resorcinol
Anisole
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Heteroaromatic compound
Furan
Oxacycle
Organoheterocyclic compound
Ether
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0033309)
Cell membrane (HMDB: HMDB0033309)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033309)

Source

Exogenous

Exogenous (HMDB: HMDB0033309)

Food

Food (HMDB: HMDB0033309)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0033309)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033309)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	3.28	ALOGPS
logP	2.78	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	8.82	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	72.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	76.8 m³·mol⁻¹	ChemAxon
Polarizability	30.25 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]+	169.536	31661259
DarkChem	[M-H]-	170.978	31661259
DeepCCS	[M+H]+	170.316	30932474
DeepCCS	[M-H]-	167.958	30932474
DeepCCS	[M-2H]-	200.845	30932474
DeepCCS	[M+Na]+	176.409	30932474
AllCCS	[M+H]+	165.1	32859911
AllCCS	[M+H-H2O]+	161.3	32859911
AllCCS	[M+NH4]+	168.6	32859911
AllCCS	[M+Na]+	169.7	32859911
AllCCS	[M-H]-	167.1	32859911
AllCCS	[M+Na-2H]-	166.3	32859911
AllCCS	[M+HCOO]-	165.6	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. Predicted by Afia on May 17, 2022.	5.87 minutes	32390414
Predicted by Siyang on May 30, 2022	11.7135 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.24 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1584.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	285.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	155.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	173.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	189.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	506.5 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	413.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	121.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	922.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	409.3 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	1230.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	344.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	344.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	341.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	274.7 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	65.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Moracin F	COC1=C(OC)C=C2C=C(OC2=C1)C1=CC(O)=CC(O)=C1	4832.4	Standard polar	33892256
Moracin F	COC1=C(OC)C=C2C=C(OC2=C1)C1=CC(O)=CC(O)=C1	2727.3	Standard non polar	33892256
Moracin F	COC1=C(OC)C=C2C=C(OC2=C1)C1=CC(O)=CC(O)=C1	2935.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Moracin F,1TMS,isomer #1	COC1=CC2=C(C=C1OC)OC(C1=CC(O)=CC(O[Si](C)(C)C)=C1)=C2	2842.2	Semi standard non polar	33892256
Moracin F,2TMS,isomer #1	COC1=CC2=C(C=C1OC)OC(C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1)=C2	2857.1	Semi standard non polar	33892256
Moracin F,1TBDMS,isomer #1	COC1=CC2=C(C=C1OC)OC(C1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1)=C2	3135.7	Semi standard non polar	33892256
Moracin F,2TBDMS,isomer #1	COC1=CC2=C(C=C1OC)OC(C1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1)=C2	3369.2	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 - Moracin F GC-MS (Non-derivatized) - 70eV, Positive	splash10-059f-0190000000-0aa3af6d3290f6023ae7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moracin F GC-MS (2 TMS) - 70eV, Positive	splash10-01b9-5009800000-e0ffb6fdbea610d07250	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moracin F GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moracin F 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 - Moracin F 10V, Positive-QTOF	splash10-000i-0090000000-18b37a1e06c9452ae45e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin F 20V, Positive-QTOF	splash10-000i-0090000000-c9716a6cb3c8269a396a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin F 40V, Positive-QTOF	splash10-0ktr-0090000000-f2c90679e5440aa60b09	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin F 10V, Negative-QTOF	splash10-000i-0090000000-6eeb5a91d346cffddb0f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin F 20V, Negative-QTOF	splash10-000i-0090000000-a23704ae7bfe245cf297	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin F 40V, Negative-QTOF	splash10-056s-2490000000-e0cc31987b8ab5754edd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin F 10V, Positive-QTOF	splash10-000i-0090000000-b239d41c6032c85540b2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin F 20V, Positive-QTOF	splash10-000i-0090000000-52f2b1258c0c9d7f488f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin F 40V, Positive-QTOF	splash10-0ufr-0190000000-367a0d5d8da90072eec3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin F 10V, Negative-QTOF	splash10-000i-0090000000-14912e1703be5edd027d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin F 20V, Negative-QTOF	splash10-000i-0090000000-026a261c401249ce9f41	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin F 40V, Negative-QTOF	splash10-0w4u-2790000000-0efeff8909bfb3a985bc	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB011333

KNApSAcK ID

C00051639

Chemspider ID

4478095

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5319889

PDB ID

Not Available

ChEBI ID

174727

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). 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

Moracin F → 6-[3-(5,6-dimethoxy-1-benzofuran-2-yl)-5-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Showing metabocard for Moracin F (HMDB0033309)

MOL for HMDB0033309 (Moracin F)

3D MOL for HMDB0033309 (Moracin F)

3D SDF for HMDB0033309 (Moracin F)

3D-SDF for HMDB0033309 (Moracin F)

PDB for HMDB0033309 (Moracin F)

3D PDB for HMDB0033309 (Moracin F)

SMILES for HMDB0033309 (Moracin F)

INCHI for HMDB0033309 (Moracin F)

Structure for HMDB0033309 (Moracin F)

3D Structure for HMDB0033309 (Moracin F)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions