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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:47:10 UTC

Update Date

2022-03-07 02:53:57 UTC

HMDB ID

HMDB0034011

Secondary Accession Numbers

HMDB34011

Metabolite Identification

Common Name

2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran

Description

2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Thus, 2-(2,4-dihydroxyphenyl)-5,6-dimethoxybenzofuran is considered to be a flavonoid. Based on a literature review very few articles have been published on 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran.

Structure

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

HMDB0034011
     RDKit          3D
2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran
 35 37  0  0  0  0  0  0  0  0999 V2000
   -4.2898    3.0285    0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3390    1.6417   -0.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1660    0.8833   -0.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9331    1.4639    0.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8103    0.6706    0.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5445    0.9626    0.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2319   -0.2085    0.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6694   -0.3822    0.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2243   -1.6580   -0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5747   -1.9060    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4621   -0.8847    0.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8422   -1.1241    0.3696 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9394    0.3763    0.4633 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5632    0.6276    0.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1088    1.9245    0.5718 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3597   -1.1777   -0.2151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8523   -0.6804   -0.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1108   -1.2352   -0.4444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2628   -0.4769   -0.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5217   -1.0220   -0.6211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7445   -2.3759   -0.8779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3302    3.4105   -0.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6540    3.5393   -0.6346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0113    3.2659    1.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8804    2.5420    0.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8713    1.9680    0.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5168   -2.4615   -0.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9675   -2.8975   -0.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4497   -1.0693   -0.4406 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6126    1.1837    0.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6806    2.7097    0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1777   -2.3091   -0.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6858   -2.5317   -1.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9070   -2.9604    0.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9421   -2.8372   -1.5129 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  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  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
 14  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
 10 28  1  0
 12 29  1  0
 13 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 05061307302D          

 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
   -1.4087   -1.4124    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
    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
   -1.4087    0.0165    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
    1.9233   -0.2854    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
   -0.1712   -0.6979    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
    1.9233   -1.1104    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
    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
   -2.6462   -0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    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
  4  3  2  0  0  0  0
  9  5  1  0  0  0  0
  9  6  2  0  0  0  0
 10  3  1  0  0  0  0
 10  7  2  0  0  0  0
 11  4  1  0  0  0  0
 12  7  1  0  0  0  0
 12 11  2  0  0  0  0
 13  8  2  0  0  0  0
 13  9  1  0  0  0  0
 14  5  2  0  0  0  0
 14 11  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 10  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>
HMDB0034011

> <DATABASE_NAME>
hmdb

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

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

> <INCHI_KEY>
TTWXNRBRBJPLQH-UHFFFAOYSA-N

> <FORMULA>
C16H14O5

> <MOLECULAR_WEIGHT>
286.2794

> <EXACT_MASS>
286.084123558

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
30.122217792781775

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(5,6-dimethoxy-1-benzofuran-2-yl)benzene-1,3-diol

> <ALOGPS_LOGP>
3.33

> <JCHEM_LOGP>
2.7771225276666662

> <ALOGPS_LOGS>
-3.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.849369544090372

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.400504053898196

> <JCHEM_PKA_STRONGEST_BASIC>
-3.009423245605202

> <JCHEM_POLAR_SURFACE_AREA>
72.06

> <JCHEM_REFRACTIVITY>
76.80100000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.47e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(5,6-dimethoxy-1-benzofuran-2-yl)benzene-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034011
     RDKit          3D
2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran
 35 37  0  0  0  0  0  0  0  0999 V2000
   -4.2898    3.0285    0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3390    1.6417   -0.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1660    0.8833   -0.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9331    1.4639    0.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8103    0.6706    0.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5445    0.9626    0.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2319   -0.2085    0.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6694   -0.3822    0.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2243   -1.6580   -0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5747   -1.9060    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4621   -0.8847    0.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8422   -1.1241    0.3696 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9394    0.3763    0.4633 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5632    0.6276    0.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1088    1.9245    0.5718 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3597   -1.1777   -0.2151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8523   -0.6804   -0.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1108   -1.2352   -0.4444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2628   -0.4769   -0.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5217   -1.0220   -0.6211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7445   -2.3759   -0.8779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3302    3.4105   -0.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6540    3.5393   -0.6346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0113    3.2659    1.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8804    2.5420    0.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8713    1.9680    0.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5168   -2.4615   -0.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9675   -2.8975   -0.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4497   -1.0693   -0.4406 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6126    1.1837    0.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6806    2.7097    0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1777   -2.3091   -0.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6858   -2.5317   -1.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9070   -2.9604    0.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9421   -2.8372   -1.5129 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  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  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
 14  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
 10 28  1  0
 12 29  1  0
 13 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      -2.630  -2.636   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.090  -2.636   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      -2.630   0.031   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       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.400  -1.303   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.320  -1.303   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.090   0.031   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.220  -1.303   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      -4.940  -1.303   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -0.320   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    4   10                                                       
CONECT    4    3   11                                                       
CONECT    5    9   14                                                       
CONECT    6    9   15                                                       
CONECT    7   10   12                                                       
CONECT    8   13   16                                                       
CONECT    9    5    6   13                                                  
CONECT   10    3    7   17                                                  
CONECT   11    4   12   14                                                  
CONECT   12    7   11   18                                                  
CONECT   13    8    9   21                                                  
CONECT   14    5   11   21                                                  
CONECT   15    6   16   19                                                  
CONECT   16    8   15   20                                                  
CONECT   17   10                                                            
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    HMDB0034011
HETATM    1  C1  UNL     1      -4.290   3.028   0.108  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.339   1.642  -0.139  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.166   0.883  -0.167  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.933   1.464   0.044  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.810   0.671   0.005  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.545   0.963   0.176  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.232  -0.208   0.032  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.669  -0.382   0.129  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.224  -1.658  -0.045  1.00  0.00           C  
HETATM   10  C9  UNL     1       4.575  -1.906   0.032  1.00  0.00           C  
HETATM   11  C10 UNL     1       5.462  -0.885   0.289  1.00  0.00           C  
HETATM   12  O2  UNL     1       6.842  -1.124   0.370  1.00  0.00           O  
HETATM   13  C11 UNL     1       4.939   0.376   0.463  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.563   0.628   0.385  1.00  0.00           C  
HETATM   15  O3  UNL     1       3.109   1.924   0.572  1.00  0.00           O  
HETATM   16  O4  UNL     1       0.360  -1.178  -0.215  1.00  0.00           O  
HETATM   17  C13 UNL     1      -0.852  -0.680  -0.236  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.111  -1.235  -0.444  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.263  -0.477  -0.414  1.00  0.00           C  
HETATM   20  O5  UNL     1      -4.522  -1.022  -0.621  1.00  0.00           O  
HETATM   21  C16 UNL     1      -4.744  -2.376  -0.878  1.00  0.00           C  
HETATM   22  H1  UNL     1      -5.330   3.411  -0.028  1.00  0.00           H  
HETATM   23  H2  UNL     1      -3.654   3.539  -0.635  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.011   3.266   1.155  1.00  0.00           H  
HETATM   25  H4  UNL     1      -1.880   2.542   0.237  1.00  0.00           H  
HETATM   26  H5  UNL     1       0.871   1.968   0.381  1.00  0.00           H  
HETATM   27  H6  UNL     1       2.517  -2.461  -0.248  1.00  0.00           H  
HETATM   28  H7  UNL     1       4.967  -2.898  -0.107  1.00  0.00           H  
HETATM   29  H8  UNL     1       7.450  -1.069  -0.441  1.00  0.00           H  
HETATM   30  H9  UNL     1       5.613   1.184   0.664  1.00  0.00           H  
HETATM   31  H10 UNL     1       3.681   2.710   0.760  1.00  0.00           H  
HETATM   32  H11 UNL     1      -2.178  -2.309  -0.638  1.00  0.00           H  
HETATM   33  H12 UNL     1      -5.686  -2.532  -1.482  1.00  0.00           H  
HETATM   34  H13 UNL     1      -4.907  -2.960   0.063  1.00  0.00           H  
HETATM   35  H14 UNL     1      -3.942  -2.837  -1.513  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   14
CONECT    9   10   27
CONECT   10   11   11   28
CONECT   11   12   13
CONECT   12   29
CONECT   13   14   14   30
CONECT   14   15
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

HMDB0034011
     RDKit          3D
2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran
 35 37  0  0  0  0  0  0  0  0999 V2000
   -4.2898    3.0285    0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3390    1.6417   -0.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1660    0.8833   -0.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9331    1.4639    0.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8103    0.6706    0.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5445    0.9626    0.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2319   -0.2085    0.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6694   -0.3822    0.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2243   -1.6580   -0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5747   -1.9060    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4621   -0.8847    0.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8422   -1.1241    0.3696 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9394    0.3763    0.4633 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5632    0.6276    0.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1088    1.9245    0.5718 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3597   -1.1777   -0.2151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8523   -0.6804   -0.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1108   -1.2352   -0.4444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2628   -0.4769   -0.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5217   -1.0220   -0.6211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7445   -2.3759   -0.8779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3302    3.4105   -0.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6540    3.5393   -0.6346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0113    3.2659    1.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8804    2.5420    0.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8713    1.9680    0.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5168   -2.4615   -0.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9675   -2.8975   -0.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4497   -1.0693   -0.4406 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6126    1.1837    0.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6806    2.7097    0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1777   -2.3091   -0.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6858   -2.5317   -1.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9070   -2.9604    0.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9421   -2.8372   -1.5129 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  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  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
 14  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
 10 28  1  0
 12 29  1  0
 13 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',4'-Dihydroxy-5,6-dimethoxy-2-phenylbenzofuran	HMDB

Chemical Formula

C₁₆H₁₄O₅

Average Molecular Weight

286.2794

Monoisotopic Molecular Weight

286.084123558

IUPAC Name

4-(5,6-dimethoxy-1-benzofuran-2-yl)benzene-1,3-diol

Traditional Name

4-(5,6-dimethoxy-1-benzofuran-2-yl)benzene-1,3-diol

CAS Registry Number

67492-33-5

SMILES

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

InChI Identifier

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

InChI Key

TTWXNRBRBJPLQH-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

Other Flavonoids (LMPK12160043 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0034011)
Cell membrane (HMDB: HMDB0034011)

Source

Exogenous

Exogenous (HMDB: HMDB0034011)

Food

Food (HMDB: HMDB0034011)

Endogenous

Plant

Plant (HMDB: HMDB0034011)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034011)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	178 - 180 °C	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	0.15 g/L	ALOGPS
logP	3.33	ALOGPS
logP	2.78	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	8.4	ChemAxon
pKa (Strongest Basic)	-3	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	30.12 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]+	167.931	31661259
DarkChem	[M-H]-	169.947	31661259
DeepCCS	[M+H]+	171.043	30932474
DeepCCS	[M-H]-	168.685	30932474
DeepCCS	[M-2H]-	201.651	30932474
DeepCCS	[M+Na]+	177.136	30932474
AllCCS	[M+H]+	165.7	32859911
AllCCS	[M+H-H2O]+	161.9	32859911
AllCCS	[M+NH4]+	169.2	32859911
AllCCS	[M+Na]+	170.2	32859911
AllCCS	[M-H]-	167.5	32859911
AllCCS	[M+Na-2H]-	166.8	32859911
AllCCS	[M+HCOO]-	166.1	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.	6.53 minutes	32390414
Predicted by Siyang on May 30, 2022	12.8428 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.09 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1822.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	325.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	167.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	187.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	245.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	574.0 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	465.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	120.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1045.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	455.4 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	1320.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	386.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	393.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	353.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	260.8 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	54.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran	COC1=C(OC)C=C2C=C(OC2=C1)C1=C(O)C=C(O)C=C1	4570.2	Standard polar	33892256
2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran	COC1=C(OC)C=C2C=C(OC2=C1)C1=C(O)C=C(O)C=C1	2682.0	Standard non polar	33892256
2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran	COC1=C(OC)C=C2C=C(OC2=C1)C1=C(O)C=C(O)C=C1	2847.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran,1TMS,isomer #1	COC1=CC2=C(C=C1OC)OC(C1=CC=C(O)C=C1O[Si](C)(C)C)=C2	2724.7	Semi standard non polar	33892256
2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran,1TMS,isomer #2	COC1=CC2=C(C=C1OC)OC(C1=CC=C(O[Si](C)(C)C)C=C1O)=C2	2765.0	Semi standard non polar	33892256
2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran,2TMS,isomer #1	COC1=CC2=C(C=C1OC)OC(C1=CC=C(O[Si](C)(C)C)C=C1O[Si](C)(C)C)=C2	2690.6	Semi standard non polar	33892256
2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran,1TBDMS,isomer #1	COC1=CC2=C(C=C1OC)OC(C1=CC=C(O)C=C1O[Si](C)(C)C(C)(C)C)=C2	3002.9	Semi standard non polar	33892256
2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran,1TBDMS,isomer #2	COC1=CC2=C(C=C1OC)OC(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1O)=C2	3046.5	Semi standard non polar	33892256
2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran,2TBDMS,isomer #1	COC1=CC2=C(C=C1OC)OC(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C)=C2	3222.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran GC-MS (Non-derivatized) - 70eV, Positive	splash10-059f-0190000000-36909f2ffae9bb495868	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran GC-MS (2 TMS) - 70eV, Positive	splash10-066r-4019500000-1e73f626629de1a5530c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran 10V, Positive-QTOF	splash10-000i-0090000000-311e886347c48abcb538	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran 20V, Positive-QTOF	splash10-000i-0090000000-2e2a510530c4adb4737f	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran 40V, Positive-QTOF	splash10-0rtm-1190000000-1e94b57524d83b6c431e	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran 10V, Negative-QTOF	splash10-000i-0090000000-3a3c90bf60fb1f394fa9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran 20V, Negative-QTOF	splash10-000i-0090000000-5b6af597f794d3d672aa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran 40V, Negative-QTOF	splash10-054k-2790000000-8fa5b0ab51652c28a596	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran 10V, Negative-QTOF	splash10-000i-0090000000-14912e1703be5edd027d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran 20V, Negative-QTOF	splash10-000i-0090000000-e904378bd2fa90f0b2ff	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran 40V, Negative-QTOF	splash10-029g-0490000000-e218cb95f077e028ffe9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran 10V, Positive-QTOF	splash10-000i-0090000000-b239d41c6032c85540b2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran 20V, Positive-QTOF	splash10-000i-0090000000-304c62b49056b89e807f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran 40V, Positive-QTOF	splash10-0uxu-0290000000-38a5beae28701dd3415b	2021-09-24	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

FDB012247

KNApSAcK ID

C00009806

Chemspider ID

24846675

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44260110

PDB ID

Not Available

ChEBI ID

Not Available

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.. .

Showing metabocard for 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran (HMDB0034011)

MOL for HMDB0034011 (2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran)

3D MOL for HMDB0034011 (2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran)

3D SDF for HMDB0034011 (2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran)

3D-SDF for HMDB0034011 (2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran)

PDB for HMDB0034011 (2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran)

3D PDB for HMDB0034011 (2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran)

SMILES for HMDB0034011 (2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran)

INCHI for HMDB0034011 (2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran)

Structure for HMDB0034011 (2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran)

3D Structure for HMDB0034011 (2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra