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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:01:21 UTC

Update Date

2022-03-07 02:53:39 UTC

HMDB ID

HMDB0033308

Secondary Accession Numbers

HMDB33308

Metabolite Identification

Common Name

Moracin J

Description

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

Structure

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

HMDB0033308
     RDKit          3D
Moracin J
 32 34  0  0  0  0  0  0  0  0999 V2000
    5.3304    1.4723   -0.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9941    0.1400    0.0994 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6609   -0.2881    0.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6061    0.5731   -0.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2976    0.0922    0.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1465    0.6945   -0.0881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8542   -0.1304    0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2735    0.1498    0.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2518   -0.7924    0.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5951   -0.5073    0.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5513   -1.5003    0.3696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9573    0.7840   -0.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0122    1.7395   -0.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4027    3.0482   -0.7007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6639    1.4318   -0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3364   -1.3941    0.4039 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0304   -1.2231    0.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0889   -2.0721    0.5931 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3832   -1.6026    0.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4610   -2.4519    0.7106 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3993    1.6254    0.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6832    2.2182    0.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1884    1.5968   -1.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8184    1.6021   -0.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9499   -1.7972    0.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8681   -1.6067    1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0166    1.0266   -0.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6952    3.7552   -0.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392    2.2328   -0.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8910   -2.3033    0.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8584   -3.0995    0.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3115   -3.4136    0.9380 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  1  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  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19  3  1  0
 17  5  2  0
 15  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 18 31  1  0
 20 32  1  0
M  END


  Mrv0541 05061307032D          

 20 22  0  0  0  0            999 V2000
    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
    2.6378    0.1271    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
   -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
    3.3523   -0.2854    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   -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
  8  2  2  0  0  0  0
  8  3  1  0  0  0  0
  9  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  2  1  0  0  0  0
 10  6  2  0  0  0  0
 11  3  2  0  0  0  0
 11  6  1  0  0  0  0
 12  4  1  0  0  0  0
 13  5  2  0  0  0  0
 13  8  1  0  0  0  0
 14  7  2  0  0  0  0
 14  9  1  0  0  0  0
 15  7  1  0  0  0  0
 15 12  2  0  0  0  0
 16 10  1  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 13  1  0  0  0  0
 20 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033308

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O5/c1-19-15-7-14-9(4-12(15)18)5-13(20-14)8-2-10(16)6-11(17)3-8/h2-7,16-18H,1H3

> <INCHI_KEY>
UUWOGANMKVBGHH-UHFFFAOYSA-N

> <FORMULA>
C15H12O5

> <MOLECULAR_WEIGHT>
272.2528

> <EXACT_MASS>
272.068473494

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
28.16431703059976

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.68

> <JCHEM_LOGP>
2.631228471666666

> <ALOGPS_LOGS>
-2.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.307508941745274

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.662851936590314

> <JCHEM_PKA_STRONGEST_BASIC>
-2.949920016731073

> <JCHEM_POLAR_SURFACE_AREA>
83.06

> <JCHEM_REFRACTIVITY>
72.3187

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.51e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033308
     RDKit          3D
Moracin J
 32 34  0  0  0  0  0  0  0  0999 V2000
    5.3304    1.4723   -0.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9941    0.1400    0.0994 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6609   -0.2881    0.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6061    0.5731   -0.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2976    0.0922    0.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1465    0.6945   -0.0881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8542   -0.1304    0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2735    0.1498    0.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2518   -0.7924    0.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5951   -0.5073    0.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5513   -1.5003    0.3696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9573    0.7840   -0.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0122    1.7395   -0.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4027    3.0482   -0.7007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6639    1.4318   -0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3364   -1.3941    0.4039 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0304   -1.2231    0.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0889   -2.0721    0.5931 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3832   -1.6026    0.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4610   -2.4519    0.7106 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3993    1.6254    0.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6832    2.2182    0.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1884    1.5968   -1.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8184    1.6021   -0.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9499   -1.7972    0.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8681   -1.6067    1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0166    1.0266   -0.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6952    3.7552   -0.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392    2.2328   -0.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8910   -2.3033    0.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8584   -3.0995    0.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3115   -3.4136    0.9380 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  1  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  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19  3  1  0
 17  5  2  0
 15  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 18 31  1  0
 20 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       8.925  -2.073   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.090  -2.636   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.090   0.031   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.924   0.237   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      -3.400  -1.303   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.320  -1.303   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.630  -2.636   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.630   0.031   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.258  -0.533   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  -2.073   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.400  -3.970   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -3.400   1.365   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       7.591   0.237   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       7.591  -2.843   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.126  -2.549   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2    8   10                                                       
CONECT    3    8   11                                                       
CONECT    4    9   12                                                       
CONECT    5    9   13                                                       
CONECT    6   10   11                                                       
CONECT    7   14   15                                                       
CONECT    8    2    3   13                                                  
CONECT    9    4    5   14                                                  
CONECT   10    2    6   16                                                  
CONECT   11    3    6   17                                                  
CONECT   12    4   15   18                                                  
CONECT   13    5    8   20                                                  
CONECT   14    7    9   20                                                  
CONECT   15    7   12   19                                                  
CONECT   16   10                                                            
CONECT   17   11                                                            
CONECT   18   12                                                            
CONECT   19    1   15                                                       
CONECT   20   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0033308
HETATM    1  C1  UNL     1       5.330   1.472  -0.214  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.994   0.140   0.099  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.661  -0.288   0.186  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.606   0.573  -0.031  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.298   0.092   0.069  1.00  0.00           C  
HETATM    6  O2  UNL     1       0.146   0.695  -0.088  1.00  0.00           O  
HETATM    7  C5  UNL     1      -0.854  -0.130   0.097  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.273   0.150   0.014  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.252  -0.792   0.227  1.00  0.00           C  
HETATM   10  C8  UNL     1      -4.595  -0.507   0.144  1.00  0.00           C  
HETATM   11  O3  UNL     1      -5.551  -1.500   0.370  1.00  0.00           O  
HETATM   12  C9  UNL     1      -4.957   0.784  -0.168  1.00  0.00           C  
HETATM   13  C10 UNL     1      -4.012   1.740  -0.385  1.00  0.00           C  
HETATM   14  O4  UNL     1      -4.403   3.048  -0.701  1.00  0.00           O  
HETATM   15  C11 UNL     1      -2.664   1.432  -0.296  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.336  -1.394   0.404  1.00  0.00           C  
HETATM   17  C13 UNL     1       1.030  -1.223   0.379  1.00  0.00           C  
HETATM   18  C14 UNL     1       2.089  -2.072   0.593  1.00  0.00           C  
HETATM   19  C15 UNL     1       3.383  -1.603   0.496  1.00  0.00           C  
HETATM   20  O5  UNL     1       4.461  -2.452   0.711  1.00  0.00           O  
HETATM   21  H1  UNL     1       6.399   1.625   0.081  1.00  0.00           H  
HETATM   22  H2  UNL     1       4.683   2.218   0.281  1.00  0.00           H  
HETATM   23  H3  UNL     1       5.188   1.597  -1.307  1.00  0.00           H  
HETATM   24  H4  UNL     1       2.818   1.602  -0.274  1.00  0.00           H  
HETATM   25  H5  UNL     1      -2.950  -1.797   0.470  1.00  0.00           H  
HETATM   26  H6  UNL     1      -5.868  -1.607   1.332  1.00  0.00           H  
HETATM   27  H7  UNL     1      -6.017   1.027  -0.238  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.695   3.755  -0.861  1.00  0.00           H  
HETATM   29  H9  UNL     1      -1.939   2.233  -0.478  1.00  0.00           H  
HETATM   30  H10 UNL     1      -0.891  -2.303   0.614  1.00  0.00           H  
HETATM   31  H11 UNL     1       1.858  -3.100   0.835  1.00  0.00           H  
HETATM   32  H12 UNL     1       4.311  -3.414   0.938  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4    4   19
CONECT    4    5   24
CONECT    5    6   17   17
CONECT    6    7
CONECT    7    8   16   16
CONECT    8    9    9   15
CONECT    9   10   25
CONECT   10   11   12   12
CONECT   11   26
CONECT   12   13   27
CONECT   13   14   15   15
CONECT   14   28
CONECT   15   29
CONECT   16   17   30
CONECT   17   18
CONECT   18   19   19   31
CONECT   19   20
CONECT   20   32
END

HMDB0033308
     RDKit          3D
Moracin J
 32 34  0  0  0  0  0  0  0  0999 V2000
    5.3304    1.4723   -0.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9941    0.1400    0.0994 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6609   -0.2881    0.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6061    0.5731   -0.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2976    0.0922    0.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1465    0.6945   -0.0881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8542   -0.1304    0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2735    0.1498    0.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2518   -0.7924    0.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5951   -0.5073    0.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5513   -1.5003    0.3696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9573    0.7840   -0.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0122    1.7395   -0.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4027    3.0482   -0.7007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6639    1.4318   -0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3364   -1.3941    0.4039 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0304   -1.2231    0.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0889   -2.0721    0.5931 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3832   -1.6026    0.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4610   -2.4519    0.7106 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3993    1.6254    0.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6832    2.2182    0.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1884    1.5968   -1.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8184    1.6021   -0.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9499   -1.7972    0.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8681   -1.6067    1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0166    1.0266   -0.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6952    3.7552   -0.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392    2.2328   -0.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8910   -2.3033    0.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8584   -3.0995    0.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3115   -3.4136    0.9380 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  1  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  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19  3  1  0
 17  5  2  0
 15  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 18 31  1  0
 20 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

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

Chemical Formula

C₁₅H₁₂O₅

Average Molecular Weight

272.2528

Monoisotopic Molecular Weight

272.068473494

IUPAC Name

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

Traditional Name

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

CAS Registry Number

73338-89-3

SMILES

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

InChI Identifier

InChI=1S/C15H12O5/c1-19-15-7-14-9(4-12(15)18)5-13(20-14)8-2-10(16)6-11(17)3-8/h2-7,16-18H,1H3

InChI Key

UUWOGANMKVBGHH-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: HMDB0033308)
Cell membrane (HMDB: HMDB0033308)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033308)

Source

Exogenous

Exogenous (HMDB: HMDB0033308)

Food

Food (HMDB: HMDB0033308)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0033308)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033308)

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	0.35 g/L	ALOGPS
logP	2.68	ALOGPS
logP	2.63	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	8.66	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	83.06 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	72.32 m³·mol⁻¹	ChemAxon
Polarizability	28.16 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]+	164.384	31661259
DarkChem	[M-H]-	168.51	31661259
DeepCCS	[M+H]+	169.073	30932474
DeepCCS	[M-H]-	166.715	30932474
DeepCCS	[M-2H]-	199.602	30932474
DeepCCS	[M+Na]+	175.166	30932474
AllCCS	[M+H]+	161.4	32859911
AllCCS	[M+H-H2O]+	157.5	32859911
AllCCS	[M+NH4]+	165.0	32859911
AllCCS	[M+Na]+	166.1	32859911
AllCCS	[M-H]-	161.9	32859911
AllCCS	[M+Na-2H]-	161.1	32859911
AllCCS	[M+HCOO]-	160.3	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.	5.64 minutes	32390414
Predicted by Siyang on May 30, 2022	11.4724 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.23 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1550.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	288.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	142.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	165.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	293.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	551.2 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	394.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	116.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	905.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	388.9 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	1203.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	335.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	354.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	425.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	323.9 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	130.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Moracin J	COC1=C(O)C=C2C=C(OC2=C1)C1=CC(O)=CC(O)=C1	5103.2	Standard polar	33892256
Moracin J	COC1=C(O)C=C2C=C(OC2=C1)C1=CC(O)=CC(O)=C1	2728.4	Standard non polar	33892256
Moracin J	COC1=C(O)C=C2C=C(OC2=C1)C1=CC(O)=CC(O)=C1	2901.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Moracin J,1TMS,isomer #1	COC1=CC2=C(C=C(C3=CC(O)=CC(O)=C3)O2)C=C1O[Si](C)(C)C	2912.2	Semi standard non polar	33892256
Moracin J,1TMS,isomer #2	COC1=CC2=C(C=C(C3=CC(O)=CC(O[Si](C)(C)C)=C3)O2)C=C1O	2951.8	Semi standard non polar	33892256
Moracin J,2TMS,isomer #1	COC1=CC2=C(C=C(C3=CC(O)=CC(O[Si](C)(C)C)=C3)O2)C=C1O[Si](C)(C)C	2823.1	Semi standard non polar	33892256
Moracin J,2TMS,isomer #2	COC1=CC2=C(C=C(C3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3)O2)C=C1O	2984.1	Semi standard non polar	33892256
Moracin J,3TMS,isomer #1	COC1=CC2=C(C=C(C3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3)O2)C=C1O[Si](C)(C)C	2858.9	Semi standard non polar	33892256
Moracin J,1TBDMS,isomer #1	COC1=CC2=C(C=C(C3=CC(O)=CC(O)=C3)O2)C=C1O[Si](C)(C)C(C)(C)C	3213.5	Semi standard non polar	33892256
Moracin J,1TBDMS,isomer #2	COC1=CC2=C(C=C(C3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3)O2)C=C1O	3268.4	Semi standard non polar	33892256
Moracin J,2TBDMS,isomer #1	COC1=CC2=C(C=C(C3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3)O2)C=C1O[Si](C)(C)C(C)(C)C	3409.5	Semi standard non polar	33892256
Moracin J,2TBDMS,isomer #2	COC1=CC2=C(C=C(C3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3)O2)C=C1O	3483.9	Semi standard non polar	33892256
Moracin J,3TBDMS,isomer #1	COC1=CC2=C(C=C(C3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3)O2)C=C1O[Si](C)(C)C(C)(C)C	3592.8	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 J GC-MS (Non-derivatized) - 70eV, Positive	splash10-00fr-0290000000-0e408dd81c8ed10087bc	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moracin J GC-MS (3 TMS) - 70eV, Positive	splash10-00di-3001900000-7e5b3aa0df874dbc604b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moracin J 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 J 10V, Positive-QTOF	splash10-00di-0090000000-f7bb68b38d797fdea253	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin J 20V, Positive-QTOF	splash10-00di-0090000000-6b160a27617329eb6fc3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin J 40V, Positive-QTOF	splash10-066s-0490000000-ec94520372d7d386fdd8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin J 10V, Negative-QTOF	splash10-00di-0090000000-a437d37a4d32f6546ca0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin J 20V, Negative-QTOF	splash10-00di-0090000000-340e8814455f0e0c6e52	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin J 40V, Negative-QTOF	splash10-0a4i-1290000000-3ee2cda4f6e8cab053e9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin J 10V, Positive-QTOF	splash10-00di-0090000000-031a5312b116bdf1aa4a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin J 20V, Positive-QTOF	splash10-00di-0090000000-2258d36eec8773a39d48	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin J 40V, Positive-QTOF	splash10-0f79-0890000000-1578b8e28bde30da0ad6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin J 10V, Negative-QTOF	splash10-00di-0090000000-d6b6f6391b4e9f4522f4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin J 20V, Negative-QTOF	splash10-00di-0090000000-dc8c019a6ed7e14c3b27	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin J 40V, Negative-QTOF	splash10-01ri-2790000000-0ed0729a7601d6aa06a6	2021-09-22	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

FDB011332

KNApSAcK ID

C00057523

Chemspider ID

30776992

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

118726652

PDB ID

Not Available

ChEBI ID

174574

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 J → 6-{[2-(3,5-dihydroxyphenyl)-6-methoxy-1-benzofuran-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Moracin J → 3,4,5-trihydroxy-6-[3-hydroxy-5-(5-hydroxy-6-methoxy-1-benzofuran-2-yl)phenoxy]oxane-2-carboxylic acid	details

Showing metabocard for Moracin J (HMDB0033308)

MOL for HMDB0033308 (Moracin J)

3D MOL for HMDB0033308 (Moracin J)

3D SDF for HMDB0033308 (Moracin J)

3D-SDF for HMDB0033308 (Moracin J)

PDB for HMDB0033308 (Moracin J)

3D PDB for HMDB0033308 (Moracin J)

SMILES for HMDB0033308 (Moracin J)

INCHI for HMDB0033308 (Moracin J)

Structure for HMDB0033308 (Moracin J)

3D Structure for HMDB0033308 (Moracin J)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions