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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:00:44 UTC

Update Date

2022-03-07 02:55:52 UTC

HMDB ID

HMDB0038677

Secondary Accession Numbers

HMDB38677

Metabolite Identification

Common Name

Alfafuran

Description

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

Structure

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

HMDB0038677
     RDKit          3D
Alfafuran
 29 31  0  0  0  0  0  0  0  0999 V2000
    4.3533    0.0844   -2.7929 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7496    0.0418   -1.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5286   -0.0239   -0.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9330   -0.0655    0.8270 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7780   -0.1313    1.9257 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5827   -0.0439    0.9783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7715    0.0219   -0.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3299    0.0455    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5730    0.1093   -1.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8300    0.1106   -0.4398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0986    0.1603   -0.9661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2383    0.1477   -0.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4936    0.1991   -0.7077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0195    0.0841    1.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0800    0.0671    2.1026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7213    0.0331    1.7517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6231    0.0463    0.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3196    0.0099    1.1361 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3805    0.0637   -1.3799 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6041    0.9399   -3.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6180   -0.0423   -0.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0765   -1.0212    2.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1535   -0.0789    1.9811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4072    0.1530   -2.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2667    0.2106   -2.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3225    0.1921   -0.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0255    0.1009    1.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6141   -0.0169    2.8397 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7736    0.1147   -2.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
  7 19  2  0
 19  2  1  0
 18  8  1  0
 17 10  1  0
  1 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  9 24  1  0
 11 25  1  0
 13 26  1  0
 15 27  1  0
 16 28  1  0
 19 29  1  0
M  END


  Mrv0541 05061310342D          

 19 21  0  0  0  0            999 V2000
   -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
    3.3523   -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
    1.9233   -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
  7  1  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  1  1  0  0  0  0
  9  5  2  0  0  0  0
 10  2  2  0  0  0  0
 10  5  1  0  0  0  0
 11  3  2  0  0  0  0
 12  6  2  0  0  0  0
 12 11  1  0  0  0  0
 13  4  2  0  0  0  0
 13  7  1  0  0  0  0
 14  6  1  0  0  0  0
 14  8  2  0  0  0  0
 15  9  1  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 13  1  0  0  0  0
 19 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038677

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC(=CC(O)=C1)C1=CC2=C(O1)C=C(O)C(O)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C14H10O5/c15-9-1-7(2-10(16)5-9)13-4-8-3-11(17)12(18)6-14(8)19-13/h1-6,15-18H

> <INCHI_KEY>
FDARKUSEVNCTHK-UHFFFAOYSA-N

> <FORMULA>
C14H10O5

> <MOLECULAR_WEIGHT>
258.2262

> <EXACT_MASS>
258.05282343

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
26.092095357205555

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,5-dihydroxyphenyl)-1-benzofuran-5,6-diol

> <ALOGPS_LOGP>
2.18

> <JCHEM_LOGP>
2.4853344156666664

> <ALOGPS_LOGS>
-2.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.941043673300465

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.228701098829998

> <JCHEM_PKA_STRONGEST_BASIC>
-2.934124289949616

> <JCHEM_POLAR_SURFACE_AREA>
94.06

> <JCHEM_REFRACTIVITY>
67.83640000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.87e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,5-dihydroxyphenyl)-1-benzofuran-5,6-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038677
     RDKit          3D
Alfafuran
 29 31  0  0  0  0  0  0  0  0999 V2000
    4.3533    0.0844   -2.7929 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7496    0.0418   -1.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5286   -0.0239   -0.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9330   -0.0655    0.8270 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7780   -0.1313    1.9257 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5827   -0.0439    0.9783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7715    0.0219   -0.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3299    0.0455    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5730    0.1093   -1.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8300    0.1106   -0.4398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0986    0.1603   -0.9661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2383    0.1477   -0.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4936    0.1991   -0.7077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0195    0.0841    1.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0800    0.0671    2.1026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7213    0.0331    1.7517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6231    0.0463    0.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3196    0.0099    1.1361 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3805    0.0637   -1.3799 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6041    0.9399   -3.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6180   -0.0423   -0.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0765   -1.0212    2.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1535   -0.0789    1.9811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4072    0.1530   -2.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2667    0.2106   -2.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3225    0.1921   -0.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0255    0.1009    1.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6141   -0.0169    2.8397 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7736    0.1147   -2.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
  7 19  2  0
 19  2  1  0
 18  8  1  0
 17 10  1  0
  1 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  9 24  1  0
 11 25  1  0
 13 26  1  0
 15 27  1  0
 16 28  1  0
 19 29  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      -1.090  -2.636   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.090   0.031   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.400  -1.303   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.320  -1.303   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.630  -2.636   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.630   0.031   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.258  -2.073   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  O   UNK     0      -3.400  -3.970   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -3.400   1.365   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       7.591   0.237   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       7.591  -2.843   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.126  -2.549   0.000  0.00  0.00           O+0
CONECT    1    7    9                                                       
CONECT    2    7   10                                                       
CONECT    3    8   11                                                       
CONECT    4    8   13                                                       
CONECT    5    9   10                                                       
CONECT    6   12   14                                                       
CONECT    7    1    2   13                                                  
CONECT    8    3    4   14                                                  
CONECT    9    1    5   15                                                  
CONECT   10    2    5   16                                                  
CONECT   11    3   12   17                                                  
CONECT   12    6   11   18                                                  
CONECT   13    4    7   19                                                  
CONECT   14    6    8   19                                                  
CONECT   15    9                                                            
CONECT   16   10                                                            
CONECT   17   11                                                            
CONECT   18   12                                                            
CONECT   19   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0038677
HETATM    1  O1  UNL     1       4.353   0.084  -2.793  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.750   0.042  -1.532  1.00  0.00           C  
HETATM    3  C2  UNL     1       4.529  -0.024  -0.406  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.933  -0.065   0.827  1.00  0.00           C  
HETATM    5  O2  UNL     1       4.778  -0.131   1.926  1.00  0.00           O  
HETATM    6  C4  UNL     1       2.583  -0.044   0.978  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.771   0.022  -0.135  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.330   0.045   0.015  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.573   0.109  -1.010  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.830   0.111  -0.440  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.099   0.160  -0.966  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.238   0.148  -0.137  1.00  0.00           C  
HETATM   13  O3  UNL     1      -5.494   0.199  -0.708  1.00  0.00           O  
HETATM   14  C11 UNL     1      -4.020   0.084   1.210  1.00  0.00           C  
HETATM   15  O4  UNL     1      -5.080   0.067   2.103  1.00  0.00           O  
HETATM   16  C12 UNL     1      -2.721   0.033   1.752  1.00  0.00           C  
HETATM   17  C13 UNL     1      -1.623   0.046   0.927  1.00  0.00           C  
HETATM   18  O5  UNL     1      -0.320   0.010   1.136  1.00  0.00           O  
HETATM   19  C14 UNL     1       2.381   0.064  -1.380  1.00  0.00           C  
HETATM   20  H1  UNL     1       4.604   0.940  -3.243  1.00  0.00           H  
HETATM   21  H2  UNL     1       5.618  -0.042  -0.506  1.00  0.00           H  
HETATM   22  H3  UNL     1       5.077  -1.021   2.299  1.00  0.00           H  
HETATM   23  H4  UNL     1       2.154  -0.079   1.981  1.00  0.00           H  
HETATM   24  H5  UNL     1      -0.407   0.153  -2.084  1.00  0.00           H  
HETATM   25  H6  UNL     1      -3.267   0.211  -2.032  1.00  0.00           H  
HETATM   26  H7  UNL     1      -6.322   0.192  -0.153  1.00  0.00           H  
HETATM   27  H8  UNL     1      -6.026   0.101   1.784  1.00  0.00           H  
HETATM   28  H9  UNL     1      -2.614  -0.017   2.840  1.00  0.00           H  
HETATM   29  H10 UNL     1       1.774   0.115  -2.252  1.00  0.00           H  
CONECT    1    2   20
CONECT    2    3    3   19
CONECT    3    4   21
CONECT    4    5    6    6
CONECT    5   22
CONECT    6    7   23
CONECT    7    8   19   19
CONECT    8    9    9   18
CONECT    9   10   24
CONECT   10   11   11   17
CONECT   11   12   25
CONECT   12   13   14   14
CONECT   13   26
CONECT   14   15   16
CONECT   15   27
CONECT   16   17   17   28
CONECT   17   18
CONECT   19   29
END

HMDB0038677
     RDKit          3D
Alfafuran
 29 31  0  0  0  0  0  0  0  0999 V2000
    4.3533    0.0844   -2.7929 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7496    0.0418   -1.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5286   -0.0239   -0.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9330   -0.0655    0.8270 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7780   -0.1313    1.9257 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5827   -0.0439    0.9783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7715    0.0219   -0.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3299    0.0455    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5730    0.1093   -1.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8300    0.1106   -0.4398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0986    0.1603   -0.9661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2383    0.1477   -0.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4936    0.1991   -0.7077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0195    0.0841    1.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0800    0.0671    2.1026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7213    0.0331    1.7517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6231    0.0463    0.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3196    0.0099    1.1361 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3805    0.0637   -1.3799 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6041    0.9399   -3.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6180   -0.0423   -0.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0765   -1.0212    2.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1535   -0.0789    1.9811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4072    0.1530   -2.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2667    0.2106   -2.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3225    0.1921   -0.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0255    0.1009    1.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6141   -0.0169    2.8397 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7736    0.1147   -2.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
  7 19  2  0
 19  2  1  0
 18  8  1  0
 17 10  1  0
  1 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  9 24  1  0
 11 25  1  0
 13 26  1  0
 15 27  1  0
 16 28  1  0
 19 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(3,5-Dihydroxyphenyl)-5,6-benzofurandiol, 9ci	HMDB

Chemical Formula

C₁₄H₁₀O₅

Average Molecular Weight

258.2262

Monoisotopic Molecular Weight

258.05282343

IUPAC Name

2-(3,5-dihydroxyphenyl)-1-benzofuran-5,6-diol

Traditional Name

2-(3,5-dihydroxyphenyl)-1-benzofuran-5,6-diol

CAS Registry Number

156098-99-6

SMILES

OC1=CC(=CC(O)=C1)C1=CC2=C(O1)C=C(O)C(O)=C2

InChI Identifier

InChI=1S/C14H10O5/c15-9-1-7(2-10(16)5-9)13-4-8-3-11(17)12(18)6-14(8)19-13/h1-6,15-18H

InChI Key

FDARKUSEVNCTHK-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
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Furan
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

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	748.1 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.69 g/L	ALOGPS
logP	2.18	ALOGPS
logP	2.49	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	8.23	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	94.06 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	67.84 m³·mol⁻¹	ChemAxon
Polarizability	26.09 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]+	160.873	31661259
DarkChem	[M-H]-	160.24	31661259
DeepCCS	[M+H]+	160.788	30932474
DeepCCS	[M-H]-	158.43	30932474
DeepCCS	[M-2H]-	191.316	30932474
DeepCCS	[M+Na]+	166.882	30932474
AllCCS	[M+H]+	157.5	32859911
AllCCS	[M+H-H2O]+	153.5	32859911
AllCCS	[M+NH4]+	161.2	32859911
AllCCS	[M+Na]+	162.3	32859911
AllCCS	[M-H]-	156.2	32859911
AllCCS	[M+Na-2H]-	155.4	32859911
AllCCS	[M+HCOO]-	154.6	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.	4.8 minutes	32390414
Predicted by Siyang on May 30, 2022	11.2241 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.68 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	31.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1338.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	293.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	125.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	164.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	362.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	549.1 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	403.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	128.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	810.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	364.9 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	1211.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	304.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	331.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	497.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	322.6 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	236.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Alfafuran	OC1=CC(=CC(O)=C1)C1=CC2=C(O1)C=C(O)C(O)=C2	5506.6	Standard polar	33892256
Alfafuran	OC1=CC(=CC(O)=C1)C1=CC2=C(O1)C=C(O)C(O)=C2	2823.5	Standard non polar	33892256
Alfafuran	OC1=CC(=CC(O)=C1)C1=CC2=C(O1)C=C(O)C(O)=C2	2932.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Alfafuran,1TMS,isomer #1	C[Si](C)(C)OC1=CC(O)=CC(C2=CC3=CC(O)=C(O)C=C3O2)=C1	3030.4	Semi standard non polar	33892256
Alfafuran,1TMS,isomer #2	C[Si](C)(C)OC1=CC2=C(C=C(C3=CC(O)=CC(O)=C3)O2)C=C1O	2983.5	Semi standard non polar	33892256
Alfafuran,1TMS,isomer #3	C[Si](C)(C)OC1=CC2=C(C=C1O)OC(C1=CC(O)=CC(O)=C1)=C2	2954.6	Semi standard non polar	33892256
Alfafuran,2TMS,isomer #1	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=CC(C2=CC3=CC(O)=C(O)C=C3O2)=C1	2984.0	Semi standard non polar	33892256
Alfafuran,2TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=CC(C2=CC3=CC(O[Si](C)(C)C)=C(O)C=C3O2)=C1	2911.5	Semi standard non polar	33892256
Alfafuran,2TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=CC(C2=CC3=CC(O)=C(O[Si](C)(C)C)C=C3O2)=C1	2944.9	Semi standard non polar	33892256
Alfafuran,2TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)OC(C1=CC(O)=CC(O)=C1)=C2	2925.7	Semi standard non polar	33892256
Alfafuran,3TMS,isomer #1	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=CC(C2=CC3=CC(O[Si](C)(C)C)=C(O)C=C3O2)=C1	2907.9	Semi standard non polar	33892256
Alfafuran,3TMS,isomer #2	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=CC(C2=CC3=CC(O)=C(O[Si](C)(C)C)C=C3O2)=C1	2938.8	Semi standard non polar	33892256
Alfafuran,3TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=CC(C2=CC3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3O2)=C1	2807.7	Semi standard non polar	33892256
Alfafuran,4TMS,isomer #1	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=CC(C2=CC3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3O2)=C1	2894.9	Semi standard non polar	33892256
Alfafuran,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC(C2=CC3=CC(O)=C(O)C=C3O2)=C1	3312.6	Semi standard non polar	33892256
Alfafuran,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C(C3=CC(O)=CC(O)=C3)O2)C=C1O	3294.7	Semi standard non polar	33892256
Alfafuran,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)OC(C1=CC(O)=CC(O)=C1)=C2	3268.3	Semi standard non polar	33892256
Alfafuran,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C2=CC3=CC(O)=C(O)C=C3O2)=C1	3568.6	Semi standard non polar	33892256
Alfafuran,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC(C2=CC3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C3O2)=C1	3540.5	Semi standard non polar	33892256
Alfafuran,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC(C2=CC3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)=C1	3555.2	Semi standard non polar	33892256
Alfafuran,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)OC(C1=CC(O)=CC(O)=C1)=C2	3513.7	Semi standard non polar	33892256
Alfafuran,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C2=CC3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C3O2)=C1	3667.2	Semi standard non polar	33892256
Alfafuran,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C2=CC3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)=C1	3691.2	Semi standard non polar	33892256
Alfafuran,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC(C2=CC3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)=C1	3648.9	Semi standard non polar	33892256
Alfafuran,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C2=CC3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)=C1	3810.5	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 - Alfafuran GC-MS (Non-derivatized) - 70eV, Positive	splash10-05i0-0490000000-f6b4a2ad7747e4585d8e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Alfafuran GC-MS (4 TMS) - 70eV, Positive	splash10-00e9-3100930000-3e2986a9459248498e47	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Alfafuran 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 - Alfafuran 10V, Positive-QTOF	splash10-0a4i-0090000000-f47fbbdcb8abdccdc901	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfafuran 20V, Positive-QTOF	splash10-0a4i-0190000000-0e2839b5569ead598c0d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfafuran 40V, Positive-QTOF	splash10-0002-1940000000-d5aa461b36cd86abd368	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfafuran 10V, Negative-QTOF	splash10-0a4i-0090000000-5c422d91fb34b8101fb7	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfafuran 20V, Negative-QTOF	splash10-0a4i-0090000000-5f5bfecda576b292b123	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfafuran 40V, Negative-QTOF	splash10-0ap1-1970000000-afce6e94408f5244ca88	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfafuran 10V, Negative-QTOF	splash10-0a4i-0090000000-5c99e00473c8f7c5ab03	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfafuran 20V, Negative-QTOF	splash10-0a4i-0090000000-a897e1b005c459453c94	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfafuran 40V, Negative-QTOF	splash10-05g0-3950000000-d12014cc6dd1cc13dcf1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfafuran 10V, Positive-QTOF	splash10-0a4i-0090000000-adb7dbccff647a617461	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfafuran 20V, Positive-QTOF	splash10-0a4i-0090000000-5a92fc864ed9849303b7	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfafuran 40V, Positive-QTOF	splash10-0fki-0940000000-ea910d45d428d6a61997	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB018081

KNApSAcK ID

C00055335

Chemspider ID

30777285

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

90703276

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1870471

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

Alfafuran → 6-{[2-(3,5-dihydroxyphenyl)-6-hydroxy-1-benzofuran-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Alfafuran → 6-[3-(5,6-dihydroxy-1-benzofuran-2-yl)-5-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Alfafuran → 6-{[2-(3,5-dihydroxyphenyl)-5-hydroxy-1-benzofuran-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Showing metabocard for Alfafuran (HMDB0038677)

MOL for HMDB0038677 (Alfafuran)

3D MOL for HMDB0038677 (Alfafuran)

3D SDF for HMDB0038677 (Alfafuran)

3D-SDF for HMDB0038677 (Alfafuran)

PDB for HMDB0038677 (Alfafuran)

3D PDB for HMDB0038677 (Alfafuran)

SMILES for HMDB0038677 (Alfafuran)

INCHI for HMDB0038677 (Alfafuran)

Structure for HMDB0038677 (Alfafuran)

3D Structure for HMDB0038677 (Alfafuran)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions