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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:32:53 UTC

Update Date

2022-03-07 02:56:48 UTC

HMDB ID

HMDB0040935

Secondary Accession Numbers

HMDB40935

Metabolite Identification

Common Name

Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate

Description

Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate has been detected, but not quantified in, pulses. This could make methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate.

Structure

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

HMDB0040935
     RDKit          3D
Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate
 40 42  0  0  0  0  0  0  0  0999 V2000
   -0.2776    4.3309   -1.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3459    3.0827   -1.0651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3867    2.0411   -0.4720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5681    2.3050   -0.1845 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2859    0.7671   -0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2212   -0.4019    0.2315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5592   -0.8542    0.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7509   -1.6613    1.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9411   -2.2199    2.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0572   -2.0197    1.2560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2621   -2.5885    1.6118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9079   -1.2404    0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6748   -0.6620   -0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6122    0.1014   -1.3859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7139    0.3294   -2.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8207   -1.2186    0.4189 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9305   -0.6717    0.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2403   -1.1457    0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2657   -0.3404   -0.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5636   -0.7887   -0.2686 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8244   -2.1004    0.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0032    0.9302   -0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6896    1.4295   -0.7655 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6876    0.5894   -0.3438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2564    4.3788   -0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5276    4.4718   -2.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3930    5.1542   -0.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8384   -1.8044    2.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0213   -2.8343    2.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9231   -2.1093    2.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7607   -1.0583   -0.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4166    0.8581   -3.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2427   -0.5928   -2.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4534    0.9305   -1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3940   -2.1676    0.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5966   -2.1081    1.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1720   -2.7797   -0.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9071   -2.3498    0.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7653    1.6041   -1.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4877    2.4134   -1.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
  6 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22 23  1  0
 23 24  2  0
 24  5  1  0
 13  7  1  0
 24 17  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  8 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 18 35  1  0
 21 36  1  0
 21 37  1  0
 21 38  1  0
 22 39  1  0
 23 40  1  0
M  END

  Mrv0541 05061312152D          

 24 26  0  0  0  0            999 V2000
    5.4223    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8839    2.3061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0051    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179    2.0361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0769    2.4777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  2  0  0  0  0
  7  5  2  0  0  0  0
 10  4  1  0  0  0  0
 10  8  2  0  0  0  0
 11  5  1  0  0  0  0
 11  9  2  0  0  0  0
 12  7  1  0  0  0  0
 13  6  1  0  0  0  0
 14  8  1  0  0  0  0
 14 13  2  0  0  0  0
 15  9  1  0  0  0  0
 15 12  2  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 17 16  2  0  0  0  0
 18 16  1  0  0  0  0
 19 10  1  0  0  0  0
 20 18  2  0  0  0  0
 21  1  1  0  0  0  0
 21 11  1  0  0  0  0
 22  2  1  0  0  0  0
 22 14  1  0  0  0  0
 23  3  1  0  0  0  0
 23 18  1  0  0  0  0
 24 15  1  0  0  0  0
 24 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040935

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1=C(OC2=C1C=CC(OC)=C2)C1=C(OC)C=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O6/c1-21-11-5-7-12-15(9-11)24-17(16(12)18(20)23-3)13-6-4-10(19)8-14(13)22-2/h4-9,19H,1-3H3

> <INCHI_KEY>
FFAIKFRIUGUDRP-UHFFFAOYSA-N

> <FORMULA>
C18H16O6

> <MOLECULAR_WEIGHT>
328.316

> <EXACT_MASS>
328.094688244

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
33.895548989652525

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-(4-hydroxy-2-methoxyphenyl)-6-methoxy-1-benzofuran-3-carboxylate

> <ALOGPS_LOGP>
3.03

> <JCHEM_LOGP>
3.0841648133333335

> <ALOGPS_LOGS>
-3.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.754361786170984

> <JCHEM_PKA_STRONGEST_BASIC>
-4.0759356344398

> <JCHEM_POLAR_SURFACE_AREA>
78.13000000000001

> <JCHEM_REFRACTIVITY>
86.8454

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.36e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-(4-hydroxy-2-methoxyphenyl)-6-methoxy-1-benzofuran-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040935
     RDKit          3D
Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate
 40 42  0  0  0  0  0  0  0  0999 V2000
   -0.2776    4.3309   -1.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3459    3.0827   -1.0651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3867    2.0411   -0.4720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5681    2.3050   -0.1845 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2859    0.7671   -0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2212   -0.4019    0.2315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5592   -0.8542    0.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7509   -1.6613    1.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9411   -2.2199    2.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0572   -2.0197    1.2560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2621   -2.5885    1.6118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9079   -1.2404    0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6748   -0.6620   -0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6122    0.1014   -1.3859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7139    0.3294   -2.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8207   -1.2186    0.4189 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9305   -0.6717    0.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2403   -1.1457    0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2657   -0.3404   -0.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5636   -0.7887   -0.2686 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8244   -2.1004    0.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0032    0.9302   -0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6896    1.4295   -0.7655 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6876    0.5894   -0.3438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2564    4.3788   -0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5276    4.4718   -2.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3930    5.1542   -0.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8384   -1.8044    2.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0213   -2.8343    2.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9231   -2.1093    2.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7607   -1.0583   -0.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4166    0.8581   -3.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2427   -0.5928   -2.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4534    0.9305   -1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3940   -2.1676    0.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5966   -2.1081    1.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1720   -2.7797   -0.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9071   -2.3498    0.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7653    1.6041   -1.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4877    2.4134   -1.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
  6 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22 23  1  0
 23 24  2  0
 24  5  1  0
 13  7  1  0
 24 17  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  8 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 18 35  1  0
 21 36  1  0
 21 37  1  0
 21 38  1  0
 22 39  1  0
 23 40  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      10.122   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.417  -1.897   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.383   4.305   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.433   2.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.107   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.433  -0.564   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.203   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.877   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.107  -0.564   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.846   3.481   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -3.743   0.770   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.340   3.801   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       8.788  -0.770   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.877  -1.897   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       3.877   4.625   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       3.322  -0.476   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2   22                                                            
CONECT    3   23                                                            
CONECT    4    6   10                                                       
CONECT    5    7   11                                                       
CONECT    6    4   13                                                       
CONECT    7    5   12                                                       
CONECT    8   10   14                                                       
CONECT    9   11   15                                                       
CONECT   10    4    8   19                                                  
CONECT   11    5    9   21                                                  
CONECT   12    7   15   16                                                  
CONECT   13    6   14   17                                                  
CONECT   14    8   13   22                                                  
CONECT   15    9   12   24                                                  
CONECT   16   12   17   18                                                  
CONECT   17   13   16   24                                                  
CONECT   18   16   20   23                                                  
CONECT   19   10                                                            
CONECT   20   18                                                            
CONECT   21    1   11                                                       
CONECT   22    2   14                                                       
CONECT   23    3   18                                                       
CONECT   24   15   17                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0040935
HETATM    1  C1  UNL     1      -0.278   4.331  -1.295  1.00  0.00           C  
HETATM    2  O1  UNL     1       0.346   3.083  -1.065  1.00  0.00           O  
HETATM    3  C2  UNL     1      -0.387   2.041  -0.472  1.00  0.00           C  
HETATM    4  O2  UNL     1      -1.568   2.305  -0.185  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.286   0.767  -0.250  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.221  -0.402   0.232  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.559  -0.854   0.547  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.751  -1.661   1.688  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.941  -2.220   2.031  1.00  0.00           C  
HETATM   10  C8  UNL     1      -4.057  -2.020   1.256  1.00  0.00           C  
HETATM   11  O3  UNL     1      -5.262  -2.588   1.612  1.00  0.00           O  
HETATM   12  C9  UNL     1      -3.908  -1.240   0.136  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.675  -0.662  -0.223  1.00  0.00           C  
HETATM   14  O4  UNL     1      -2.612   0.101  -1.386  1.00  0.00           O  
HETATM   15  C11 UNL     1      -3.714   0.329  -2.205  1.00  0.00           C  
HETATM   16  O5  UNL     1       0.821  -1.219   0.419  1.00  0.00           O  
HETATM   17  C12 UNL     1       1.930  -0.672   0.094  1.00  0.00           C  
HETATM   18  C13 UNL     1       3.240  -1.146   0.122  1.00  0.00           C  
HETATM   19  C14 UNL     1       4.266  -0.340  -0.289  1.00  0.00           C  
HETATM   20  O6  UNL     1       5.564  -0.789  -0.269  1.00  0.00           O  
HETATM   21  C15 UNL     1       5.824  -2.100   0.186  1.00  0.00           C  
HETATM   22  C16 UNL     1       4.003   0.930  -0.728  1.00  0.00           C  
HETATM   23  C17 UNL     1       2.690   1.429  -0.766  1.00  0.00           C  
HETATM   24  C18 UNL     1       1.688   0.589  -0.344  1.00  0.00           C  
HETATM   25  H1  UNL     1      -1.256   4.379  -0.742  1.00  0.00           H  
HETATM   26  H2  UNL     1      -0.528   4.472  -2.377  1.00  0.00           H  
HETATM   27  H3  UNL     1       0.393   5.154  -0.965  1.00  0.00           H  
HETATM   28  H4  UNL     1      -0.838  -1.804   2.290  1.00  0.00           H  
HETATM   29  H5  UNL     1      -3.021  -2.834   2.927  1.00  0.00           H  
HETATM   30  H6  UNL     1      -5.923  -2.109   2.210  1.00  0.00           H  
HETATM   31  H7  UNL     1      -4.761  -1.058  -0.501  1.00  0.00           H  
HETATM   32  H8  UNL     1      -3.417   0.858  -3.114  1.00  0.00           H  
HETATM   33  H9  UNL     1      -4.243  -0.593  -2.520  1.00  0.00           H  
HETATM   34  H10 UNL     1      -4.453   0.930  -1.613  1.00  0.00           H  
HETATM   35  H11 UNL     1       3.394  -2.168   0.482  1.00  0.00           H  
HETATM   36  H12 UNL     1       5.597  -2.108   1.291  1.00  0.00           H  
HETATM   37  H13 UNL     1       5.172  -2.780  -0.365  1.00  0.00           H  
HETATM   38  H14 UNL     1       6.907  -2.350   0.117  1.00  0.00           H  
HETATM   39  H15 UNL     1       4.765   1.604  -1.062  1.00  0.00           H  
HETATM   40  H16 UNL     1       2.488   2.413  -1.106  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   24
CONECT    6    7   16
CONECT    7    8    8   13
CONECT    8    9   28
CONECT    9   10   10   29
CONECT   10   11   12
CONECT   11   30
CONECT   12   13   13   31
CONECT   13   14
CONECT   14   15
CONECT   15   32   33   34
CONECT   16   17
CONECT   17   18   18   24
CONECT   18   19   35
CONECT   19   20   22   22
CONECT   20   21
CONECT   21   36   37   38
CONECT   22   23   39
CONECT   23   24   24   40
END

HMDB0040935
     RDKit          3D
Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate
 40 42  0  0  0  0  0  0  0  0999 V2000
   -0.2776    4.3309   -1.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3459    3.0827   -1.0651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3867    2.0411   -0.4720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5681    2.3050   -0.1845 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2859    0.7671   -0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2212   -0.4019    0.2315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5592   -0.8542    0.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7509   -1.6613    1.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9411   -2.2199    2.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0572   -2.0197    1.2560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2621   -2.5885    1.6118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9079   -1.2404    0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6748   -0.6620   -0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6122    0.1014   -1.3859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7139    0.3294   -2.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8207   -1.2186    0.4189 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9305   -0.6717    0.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2403   -1.1457    0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2657   -0.3404   -0.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5636   -0.7887   -0.2686 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8244   -2.1004    0.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0032    0.9302   -0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6896    1.4295   -0.7655 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6876    0.5894   -0.3438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2564    4.3788   -0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5276    4.4718   -2.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3930    5.1542   -0.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8384   -1.8044    2.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0213   -2.8343    2.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9231   -2.1093    2.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7607   -1.0583   -0.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4166    0.8581   -3.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2427   -0.5928   -2.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4534    0.9305   -1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3940   -2.1676    0.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5966   -2.1081    1.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1720   -2.7797   -0.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9071   -2.3498    0.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7653    1.6041   -1.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4877    2.4134   -1.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
  6 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22 23  1  0
 23 24  2  0
 24  5  1  0
 13  7  1  0
 24 17  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  8 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 18 35  1  0
 21 36  1  0
 21 37  1  0
 21 38  1  0
 22 39  1  0
 23 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylic acid	Generator
Methyl 2-(4-hydroxy-2-methoxyphenyl)-6-methoxy-1-benzofuran-3-carboxylic acid	HMDB

Chemical Formula

C₁₈H₁₆O₆

Average Molecular Weight

328.316

Monoisotopic Molecular Weight

328.094688244

IUPAC Name

methyl 2-(4-hydroxy-2-methoxyphenyl)-6-methoxy-1-benzofuran-3-carboxylate

Traditional Name

methyl 2-(4-hydroxy-2-methoxyphenyl)-6-methoxy-1-benzofuran-3-carboxylate

CAS Registry Number

151228-01-2

SMILES

COC(=O)C1=C(OC2=C1C=CC(OC)=C2)C1=C(OC)C=C(O)C=C1

InChI Identifier

InChI=1S/C18H16O6/c1-21-11-5-7-12-15(9-11)24-17(16(12)18(20)23-3)13-6-4-10(19)8-14(13)22-2/h4-9,19H,1-3H3

InChI Key

FFAIKFRIUGUDRP-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
Methoxyphenol
Furoic acid ester
Benzofuran
Furoic acid or derivatives
Furan-3-carboxylic acid ester
Furan-3-carboxylic acid or derivatives
Phenoxy compound
Phenol ether
Anisole
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Furan
Methyl ester
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Ether
Monocarboxylic acid or derivatives
Organic oxide
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: HMDB0040935)
Cell membrane (HMDB: HMDB0040935)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040935)

Source

Exogenous

Exogenous (HMDB: HMDB0040935)

Food

Food (HMDB: HMDB0040935)

Pulse

Pulses (FooDB: FOOD00867)

Endogenous

Plant

Fabaceae (HMDB: HMDB0040935)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040935)

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	0.054 g/L	ALOGPS
logP	3.03	ALOGPS
logP	3.08	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	8.75	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	78.13 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	86.85 m³·mol⁻¹	ChemAxon
Polarizability	33.9 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]+	179.0	31661259
DarkChem	[M-H]-	179.999	31661259
DeepCCS	[M+H]+	179.668	30932474
DeepCCS	[M-H]-	177.31	30932474
DeepCCS	[M-2H]-	211.412	30932474
DeepCCS	[M+Na]+	186.639	30932474
AllCCS	[M+H]+	176.1	32859911
AllCCS	[M+H-H2O]+	172.7	32859911
AllCCS	[M+NH4]+	179.3	32859911
AllCCS	[M+Na]+	180.2	32859911
AllCCS	[M-H]-	178.7	32859911
AllCCS	[M+Na-2H]-	178.1	32859911
AllCCS	[M+HCOO]-	177.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate	COC(=O)C1=C(OC2=C1C=CC(OC)=C2)C1=C(OC)C=C(O)C=C1	3858.0	Standard polar	33892256
Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate	COC(=O)C1=C(OC2=C1C=CC(OC)=C2)C1=C(OC)C=C(O)C=C1	2840.9	Standard non polar	33892256
Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate	COC(=O)C1=C(OC2=C1C=CC(OC)=C2)C1=C(OC)C=C(O)C=C1	2889.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate,1TMS,isomer #1	COC(=O)C1=C(C2=CC=C(O[Si](C)(C)C)C=C2OC)OC2=CC(OC)=CC=C12	2728.1	Semi standard non polar	33892256
Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate,1TBDMS,isomer #1	COC(=O)C1=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2OC)OC2=CC(OC)=CC=C12	2970.1	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 - Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kb-0193000000-8a0b11d7678accffadc9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate GC-MS (1 TMS) - 70eV, Positive	splash10-00dr-1109000000-80602a1159844ff8c72a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate 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 - Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate 10V, Positive-QTOF	splash10-004i-0069000000-cea65ff2fee09062fafa	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate 20V, Positive-QTOF	splash10-002b-0095000000-4cc6b83b834c6dbb515e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate 40V, Positive-QTOF	splash10-00fs-0910000000-eac4cd69c388f55ae013	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate 10V, Negative-QTOF	splash10-004i-0029000000-0e72f6c1b0ef7e1b98f0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate 20V, Negative-QTOF	splash10-00or-0096000000-0e3d61fb03742a3cbc36	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate 40V, Negative-QTOF	splash10-0079-3390000000-e1ed878127a4fbf457b8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate 10V, Positive-QTOF	splash10-0002-0093000000-8b524a9300ad3af1cac1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate 20V, Positive-QTOF	splash10-00kb-0191000000-6c3f27b5c810b091138c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate 40V, Positive-QTOF	splash10-0570-0590000000-cf61936e9fa9e53b348b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate 10V, Negative-QTOF	splash10-004i-0019000000-211ec1530f0ed1165d15	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate 20V, Negative-QTOF	splash10-00os-0095000000-5f5009e31a312a18e637	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate 40V, Negative-QTOF	splash10-03y4-0290000000-66cfdf552329f026f559	2021-09-23	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

FDB020776

KNApSAcK ID

Not Available

Chemspider ID

9913646

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11738939

PDB ID

Not Available

ChEBI ID

174407

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 Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate (HMDB0040935)

MOL for HMDB0040935 (Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate)

3D MOL for HMDB0040935 (Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate)

3D SDF for HMDB0040935 (Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate)

3D-SDF for HMDB0040935 (Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate)

PDB for HMDB0040935 (Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate)

3D PDB for HMDB0040935 (Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate)

SMILES for HMDB0040935 (Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate)

INCHI for HMDB0040935 (Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate)

Structure for HMDB0040935 (Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate)

3D Structure for HMDB0040935 (Methyl 2-(2-methoxy-4-hydroxyphenyl)-6-methoxy-3-benzofurancarboxylate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra