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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:01:33 UTC

Update Date

2022-03-07 02:53:40 UTC

HMDB ID

HMDB0033312

Secondary Accession Numbers

HMDB33312

Metabolite Identification

Common Name

Moracin D

Description

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

Structure

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

HMDB0033312
     RDKit          3D
Moracin D
 39 42  0  0  0  0  0  0  0  0999 V2000
   -4.8714    1.3277   -1.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1336    1.0006   -0.0971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6438    2.0271    0.9433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5398   -0.3092    0.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6903   -1.2552    0.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2593   -1.0370    0.5464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3870   -2.0483    0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7635   -3.2850    1.3469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0356   -1.7782    0.6917 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4548   -0.5839    0.2231 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8889   -0.3715    0.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8479   -1.3207    0.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0607   -0.7288    0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3674   -1.1905    0.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3812   -0.3482   -0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1696    0.9341   -0.6657 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2514    1.7591   -1.0322 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8699    1.3757   -0.7537 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8086    0.5475   -0.3872 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5080    0.7070   -0.3711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4691    0.3900   -0.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8350    0.2049    0.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7558    1.1675   -0.2379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2173    2.0247   -1.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8527    1.7804   -1.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0126    0.4205   -2.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8570    2.0299    1.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5905    1.6729    1.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7379    2.9875    0.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5996   -0.5529    0.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0566   -2.2300    1.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7004   -3.5664    1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6494   -2.5733    0.9455 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6856   -2.3291    0.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5041   -2.1992    0.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4009   -0.7217   -0.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6343    2.3300   -0.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6663    2.3750   -1.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1402    1.3671   -0.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 10 21  1  0
 21 22  2  0
 22 23  1  0
 23  2  1  0
 22  6  1  0
 20 11  1  0
 19 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  8 32  1  0
  9 33  1  0
 12 34  1  0
 14 35  1  0
 15 36  1  0
 17 37  1  0
 18 38  1  0
 21 39  1  0
M  END


  Mrv0541 05061307032D          

 23 26  0  0  0  0            999 V2000
   -0.0980    1.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323    2.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4175    2.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8300    3.4670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0405    2.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5925    4.1815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5925    2.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4175    4.1815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1800    3.4670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8300    4.8959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3731    3.2955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  6  5  2  0  0  0  0
 11  3  1  0  0  0  0
 11  8  1  0  0  0  0
 12  7  2  0  0  0  0
 12  9  1  0  0  0  0
 13  4  1  0  0  0  0
 13 10  2  0  0  0  0
 14  5  1  0  0  0  0
 15  7  1  0  0  0  0
 15 14  2  0  0  0  0
 16  8  2  0  0  0  0
 16 12  1  0  0  0  0
 17 10  1  0  0  0  0
 17 11  2  0  0  0  0
 18  9  2  0  0  0  0
 18 14  1  0  0  0  0
 19  1  1  0  0  0  0
 19  2  1  0  0  0  0
 19  6  1  0  0  0  0
 20 13  1  0  0  0  0
 21 15  1  0  0  0  0
 22 16  1  0  0  0  0
 22 17  1  0  0  0  0
 23 18  1  0  0  0  0
 23 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033312

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)OC2=CC(=CC(O)=C2C=C1)C1=CC2=C(O1)C=C(O)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C19H16O4/c1-19(2)6-5-14-15(21)7-12(9-18(14)23-19)16-8-11-3-4-13(20)10-17(11)22-16/h3-10,20-21H,1-2H3

> <INCHI_KEY>
CHAAQDMHLLQJRO-UHFFFAOYSA-N

> <FORMULA>
C19H16O4

> <MOLECULAR_WEIGHT>
308.3279

> <EXACT_MASS>
308.104859

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
33.929895504718026

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-(6-hydroxy-1-benzofuran-2-yl)-2,2-dimethyl-2H-chromen-5-ol

> <ALOGPS_LOGP>
4.27

> <JCHEM_LOGP>
3.9930884609999993

> <ALOGPS_LOGS>
-3.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.357306322130139

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.74172095680408

> <JCHEM_PKA_STRONGEST_BASIC>
-3.024440915030433

> <JCHEM_POLAR_SURFACE_AREA>
62.83

> <JCHEM_REFRACTIVITY>
88.26800000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.38e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-(6-hydroxy-1-benzofuran-2-yl)-2,2-dimethylchromen-5-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033312
     RDKit          3D
Moracin D
 39 42  0  0  0  0  0  0  0  0999 V2000
   -4.8714    1.3277   -1.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1336    1.0006   -0.0971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6438    2.0271    0.9433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5398   -0.3092    0.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6903   -1.2552    0.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2593   -1.0370    0.5464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3870   -2.0483    0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7635   -3.2850    1.3469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0356   -1.7782    0.6917 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4548   -0.5839    0.2231 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8889   -0.3715    0.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8479   -1.3207    0.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0607   -0.7288    0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3674   -1.1905    0.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3812   -0.3482   -0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1696    0.9341   -0.6657 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2514    1.7591   -1.0322 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8699    1.3757   -0.7537 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8086    0.5475   -0.3872 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5080    0.7070   -0.3711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4691    0.3900   -0.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8350    0.2049    0.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7558    1.1675   -0.2379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2173    2.0247   -1.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8527    1.7804   -1.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0126    0.4205   -2.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8570    2.0299    1.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5905    1.6729    1.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7379    2.9875    0.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5996   -0.5529    0.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0566   -2.2300    1.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7004   -3.5664    1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6494   -2.5733    0.9455 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6856   -2.3291    0.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5041   -2.1992    0.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4009   -0.7217   -0.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6343    2.3300   -0.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6663    2.3750   -1.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1402    1.3671   -0.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 10 21  1  0
 21 22  2  0
 22 23  1  0
 23  2  1  0
 22  6  1  0
 20 11  1  0
 19 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  8 32  1  0
  9 33  1  0
 12 34  1  0
 14 35  1  0
 15 36  1  0
 17 37  1  0
 18 38  1  0
 21 39  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      -0.183   3.583   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.807   5.297   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.979   5.138   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.749   6.472   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.409   3.994   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.439   7.805   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.439   5.138   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.979   7.805   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.669   6.472   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      12.749   9.139   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.163   6.152   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2   19                                                            
CONECT    3    4   11                                                       
CONECT    4    3   13                                                       
CONECT    5    6   14                                                       
CONECT    6    5   19                                                       
CONECT    7   12   15                                                       
CONECT    8   11   16                                                       
CONECT    9   12   18                                                       
CONECT   10   13   17                                                       
CONECT   11    3    8   17                                                  
CONECT   12    7    9   16                                                  
CONECT   13    4   10   20                                                  
CONECT   14    5   15   18                                                  
CONECT   15    7   14   21                                                  
CONECT   16    8   12   22                                                  
CONECT   17   10   11   22                                                  
CONECT   18    9   14   23                                                  
CONECT   19    1    2    6   23                                             
CONECT   20   13                                                            
CONECT   21   15                                                            
CONECT   22   16   17                                                       
CONECT   23   18   19                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0033312
HETATM    1  C1  UNL     1      -4.871   1.328  -1.393  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.134   1.001  -0.097  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.644   2.027   0.943  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.540  -0.309   0.409  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.690  -1.255   0.709  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.259  -1.037   0.546  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.387  -2.048   0.869  1.00  0.00           C  
HETATM    8  O1  UNL     1      -1.763  -3.285   1.347  1.00  0.00           O  
HETATM    9  C8  UNL     1      -0.036  -1.778   0.692  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.455  -0.584   0.223  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.889  -0.372   0.062  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.848  -1.321   0.357  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.061  -0.729   0.069  1.00  0.00           C  
HETATM   14  C13 UNL     1       5.367  -1.190   0.164  1.00  0.00           C  
HETATM   15  C14 UNL     1       6.381  -0.348  -0.205  1.00  0.00           C  
HETATM   16  C15 UNL     1       6.170   0.934  -0.666  1.00  0.00           C  
HETATM   17  O2  UNL     1       7.251   1.759  -1.032  1.00  0.00           O  
HETATM   18  C16 UNL     1       4.870   1.376  -0.754  1.00  0.00           C  
HETATM   19  C17 UNL     1       3.809   0.547  -0.387  1.00  0.00           C  
HETATM   20  O3  UNL     1       2.508   0.707  -0.371  1.00  0.00           O  
HETATM   21  C18 UNL     1      -0.469   0.390  -0.083  1.00  0.00           C  
HETATM   22  C19 UNL     1      -1.835   0.205   0.064  1.00  0.00           C  
HETATM   23  O4  UNL     1      -2.756   1.167  -0.238  1.00  0.00           O  
HETATM   24  H1  UNL     1      -4.217   2.025  -1.963  1.00  0.00           H  
HETATM   25  H2  UNL     1      -5.853   1.780  -1.140  1.00  0.00           H  
HETATM   26  H3  UNL     1      -5.013   0.421  -2.020  1.00  0.00           H  
HETATM   27  H4  UNL     1      -3.857   2.030   1.734  1.00  0.00           H  
HETATM   28  H5  UNL     1      -5.590   1.673   1.392  1.00  0.00           H  
HETATM   29  H6  UNL     1      -4.738   2.987   0.425  1.00  0.00           H  
HETATM   30  H7  UNL     1      -5.600  -0.553   0.560  1.00  0.00           H  
HETATM   31  H8  UNL     1      -4.057  -2.230   1.090  1.00  0.00           H  
HETATM   32  H9  UNL     1      -2.700  -3.566   1.505  1.00  0.00           H  
HETATM   33  H10 UNL     1       0.649  -2.573   0.946  1.00  0.00           H  
HETATM   34  H11 UNL     1       2.686  -2.329   0.738  1.00  0.00           H  
HETATM   35  H12 UNL     1       5.504  -2.199   0.528  1.00  0.00           H  
HETATM   36  H13 UNL     1       7.401  -0.722  -0.126  1.00  0.00           H  
HETATM   37  H14 UNL     1       7.634   2.330  -0.286  1.00  0.00           H  
HETATM   38  H15 UNL     1       4.666   2.375  -1.110  1.00  0.00           H  
HETATM   39  H16 UNL     1      -0.140   1.367  -0.462  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    4   23
CONECT    3   27   28   29
CONECT    4    5    5   30
CONECT    5    6   31
CONECT    6    7    7   22
CONECT    7    8    9
CONECT    8   32
CONECT    9   10   10   33
CONECT   10   11   21
CONECT   11   12   12   20
CONECT   12   13   34
CONECT   13   14   14   19
CONECT   14   15   35
CONECT   15   16   16   36
CONECT   16   17   18
CONECT   17   37
CONECT   18   19   19   38
CONECT   19   20
CONECT   21   22   22   39
CONECT   22   23
END

HMDB0033312
     RDKit          3D
Moracin D
 39 42  0  0  0  0  0  0  0  0999 V2000
   -4.8714    1.3277   -1.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1336    1.0006   -0.0971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6438    2.0271    0.9433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5398   -0.3092    0.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6903   -1.2552    0.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2593   -1.0370    0.5464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3870   -2.0483    0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7635   -3.2850    1.3469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0356   -1.7782    0.6917 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4548   -0.5839    0.2231 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8889   -0.3715    0.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8479   -1.3207    0.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0607   -0.7288    0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3674   -1.1905    0.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3812   -0.3482   -0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1696    0.9341   -0.6657 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2514    1.7591   -1.0322 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8699    1.3757   -0.7537 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8086    0.5475   -0.3872 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5080    0.7070   -0.3711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4691    0.3900   -0.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8350    0.2049    0.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7558    1.1675   -0.2379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2173    2.0247   -1.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8527    1.7804   -1.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0126    0.4205   -2.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8570    2.0299    1.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5905    1.6729    1.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7379    2.9875    0.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5996   -0.5529    0.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0566   -2.2300    1.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7004   -3.5664    1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6494   -2.5733    0.9455 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6856   -2.3291    0.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5041   -2.1992    0.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4009   -0.7217   -0.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6343    2.3300   -0.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6663    2.3750   -1.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1402    1.3671   -0.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 10 21  1  0
 21 22  2  0
 22 23  1  0
 23  2  1  0
 22  6  1  0
 20 11  1  0
 19 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  8 32  1  0
  9 33  1  0
 12 34  1  0
 14 35  1  0
 15 36  1  0
 17 37  1  0
 18 38  1  0
 21 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-(6-Hydroxy-2-benzofuranyl)-2,2-dimethyl-2H-1-benzopyran-5-ol, 9ci	HMDB

Chemical Formula

C₁₉H₁₆O₄

Average Molecular Weight

308.3279

Monoisotopic Molecular Weight

308.104859

IUPAC Name

7-(6-hydroxy-1-benzofuran-2-yl)-2,2-dimethyl-2H-chromen-5-ol

Traditional Name

7-(6-hydroxy-1-benzofuran-2-yl)-2,2-dimethylchromen-5-ol

CAS Registry Number

69120-07-6

SMILES

CC1(C)OC2=CC(=CC(O)=C2C=C1)C1=CC2=C(O1)C=C(O)C=C2

InChI Identifier

InChI=1S/C19H16O4/c1-19(2)6-5-14-15(21)7-12(9-18(14)23-19)16-8-11-3-4-13(20)10-17(11)22-16/h3-10,20-21H,1-2H3

InChI Key

CHAAQDMHLLQJRO-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
2,2-dimethyl-1-benzopyran
Benzopyran
1-benzopyran
Benzofuran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Heteroaromatic compound
Furan
Ether
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0033312)
Cell membrane (HMDB: HMDB0033312)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033312)

Source

Exogenous

Exogenous (HMDB: HMDB0033312)

Food

Food (HMDB: HMDB0033312)

Fruit

Berry

Mulberry (FooDB: FOOD00116)

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0033312)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033312)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	130 - 131 °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	0.034 g/L	ALOGPS
logP	4.27	ALOGPS
logP	3.99	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	8.74	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	62.83 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	88.27 m³·mol⁻¹	ChemAxon
Polarizability	33.93 Å³	ChemAxon
Number of Rings	4	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]+	170.913	31661259
DarkChem	[M-H]-	174.961	31661259
DeepCCS	[M+H]+	174.822	30932474
DeepCCS	[M-H]-	172.464	30932474
DeepCCS	[M-2H]-	206.605	30932474
DeepCCS	[M+Na]+	182.184	30932474
AllCCS	[M+H]+	174.1	32859911
AllCCS	[M+H-H2O]+	170.4	32859911
AllCCS	[M+NH4]+	177.5	32859911
AllCCS	[M+Na]+	178.5	32859911
AllCCS	[M-H]-	175.1	32859911
AllCCS	[M+Na-2H]-	174.2	32859911
AllCCS	[M+HCOO]-	173.5	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.	7.49 minutes	32390414
Predicted by Siyang on May 30, 2022	13.3297 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.42 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	27.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2215.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	309.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	187.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	182.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	219.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	661.3 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	520.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	112.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1245.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	490.4 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	1114.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	449.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	412.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	341.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	308.1 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	9.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Moracin D	CC1(C)OC2=CC(=CC(O)=C2C=C1)C1=CC2=C(O1)C=C(O)C=C2	3874.6	Standard polar	33892256
Moracin D	CC1(C)OC2=CC(=CC(O)=C2C=C1)C1=CC2=C(O1)C=C(O)C=C2	2801.2	Standard non polar	33892256
Moracin D	CC1(C)OC2=CC(=CC(O)=C2C=C1)C1=CC2=C(O1)C=C(O)C=C2	3043.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Moracin D,1TMS,isomer #1	CC1(C)C=CC2=C(C=C(C3=CC4=CC=C(O)C=C4O3)C=C2O[Si](C)(C)C)O1	2996.8	Semi standard non polar	33892256
Moracin D,1TMS,isomer #2	CC1(C)C=CC2=C(O)C=C(C3=CC4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2O1	2963.3	Semi standard non polar	33892256
Moracin D,2TMS,isomer #1	CC1(C)C=CC2=C(C=C(C3=CC4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2O[Si](C)(C)C)O1	2974.0	Semi standard non polar	33892256
Moracin D,1TBDMS,isomer #1	CC1(C)C=CC2=C(C=C(C3=CC4=CC=C(O)C=C4O3)C=C2O[Si](C)(C)C(C)(C)C)O1	3260.8	Semi standard non polar	33892256
Moracin D,1TBDMS,isomer #2	CC1(C)C=CC2=C(O)C=C(C3=CC4=CC=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2O1	3225.1	Semi standard non polar	33892256
Moracin D,2TBDMS,isomer #1	CC1(C)C=CC2=C(C=C(C3=CC4=CC=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2O[Si](C)(C)C(C)(C)C)O1	3477.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Moracin D GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-0391000000-2e355f3d2e7b6d7f0a1f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moracin D GC-MS (2 TMS) - 70eV, Positive	splash10-0079-4319500000-8c1abd87721f3f627ac2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moracin D GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moracin D GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin D 10V, Positive-QTOF	splash10-0a4i-0019000000-0447416a940e154f6d93	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin D 20V, Positive-QTOF	splash10-0a4i-2296000000-a1507f8610a6e14ac95f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin D 40V, Positive-QTOF	splash10-0ue9-3490000000-55167edc36372f9882f1	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin D 10V, Negative-QTOF	splash10-0a4i-0009000000-cbd73347cca88a2d02ca	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin D 20V, Negative-QTOF	splash10-0a4i-0049000000-a584a76f3778462b764f	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin D 40V, Negative-QTOF	splash10-00di-2390000000-7b249276378b27e7ba84	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin D 10V, Positive-QTOF	splash10-0a4i-0009000000-ef1f239e78dae6671d0c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin D 20V, Positive-QTOF	splash10-0a4i-0069000000-09c2dbe53a76d7cef883	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin D 40V, Positive-QTOF	splash10-0ldi-0190000000-790a1ed00aee39ce2d90	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin D 10V, Negative-QTOF	splash10-0a4i-0009000000-f7e77fb1a377e56b8e6d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin D 20V, Negative-QTOF	splash10-0aor-0059000000-58141794695dce398133	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin D 40V, Negative-QTOF	splash10-066r-0291000000-6dd53866c44765ec3e32	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011336

KNApSAcK ID

C00036150

Chemspider ID

556666

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

641378

PDB ID

Not Available

ChEBI ID

174942

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Moracin D → 3,4,5-trihydroxy-6-{[2-(5-hydroxy-2,2-dimethyl-2H-chromen-7-yl)-1-benzofuran-6-yl]oxy}oxane-2-carboxylic acid	details
Moracin D → 3,4,5-trihydroxy-6-{[7-(6-hydroxy-1-benzofuran-2-yl)-2,2-dimethyl-2H-chromen-5-yl]oxy}oxane-2-carboxylic acid	details

Showing metabocard for Moracin D (HMDB0033312)

MOL for HMDB0033312 (Moracin D)

3D MOL for HMDB0033312 (Moracin D)

3D SDF for HMDB0033312 (Moracin D)

3D-SDF for HMDB0033312 (Moracin D)

PDB for HMDB0033312 (Moracin D)

3D PDB for HMDB0033312 (Moracin D)

SMILES for HMDB0033312 (Moracin D)

INCHI for HMDB0033312 (Moracin D)

Structure for HMDB0033312 (Moracin D)

3D Structure for HMDB0033312 (Moracin D)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions