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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:01:36 UTC

Update Date

2022-03-07 02:53:40 UTC

HMDB ID

HMDB0033313

Secondary Accession Numbers

HMDB33313

Metabolite Identification

Common Name

Moracin E

Description

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

Structure

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

HMDB0033313
     RDKit          3D
Moracin E
 39 42  0  0  0  0  0  0  0  0999 V2000
    4.5570   -1.6213   -0.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8040   -0.3157   -0.3878 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6964    0.6625   -1.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6151   -0.5578   -1.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3674   -0.2721   -0.7974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1269    0.2977    0.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2306    0.5492    1.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0883    1.1114    2.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8208    1.4156    2.9756 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6665    1.9920    4.2497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2926    1.1878    2.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1129    0.6044    0.9430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3479    0.2207    0.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6617   -0.7855   -0.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0132   -0.6951   -0.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8401   -1.4301   -1.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1838   -1.0651   -1.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6657    0.0362   -1.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0151    0.4281   -1.4270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8104    0.7440   -0.4784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4629    0.4048   -0.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4961    0.9150    0.3961 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5000    0.2433    0.8482 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7347   -2.1516   -1.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5412   -1.4148    0.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9341   -2.2378    0.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5867    0.1265   -1.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1089    1.4392   -0.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1673    1.1412   -1.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7294   -0.9868   -2.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5534   -0.4295   -1.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9517    1.3041    3.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5420    1.3205    5.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2957    1.4183    2.5353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0296   -1.6027   -0.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4175   -2.2767   -2.2986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8302   -1.6294   -2.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6455    0.0062   -0.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2018    1.6116    0.0472 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
  8  9  2  0
  9 10  1  0
  9 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
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
  7 23  1  0
 23  2  1  0
 12  6  1  0
 22 13  1  0
 21 15  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
 10 33  1  0
 11 34  1  0
 14 35  1  0
 16 36  1  0
 17 37  1  0
 19 38  1  0
 20 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
    2.0329   -1.9840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -2.6985    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
    2.1904   -0.4849    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
    3.6829   -1.9840    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
    2.4454   -1.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -2.6985    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
    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
    3.2704   -1.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    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
    3.6829   -3.4130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5253   -0.4849    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  7  1  0  0  0  0
 12  4  1  0  0  0  0
 12  9  2  0  0  0  0
 13  8  2  0  0  0  0
 13 10  1  0  0  0  0
 14  5  1  0  0  0  0
 15  8  1  0  0  0  0
 15 14  2  0  0  0  0
 16  9  1  0  0  0  0
 16 11  2  0  0  0  0
 17  7  2  0  0  0  0
 17 15  1  0  0  0  0
 18 10  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 12  1  0  0  0  0
 21 13  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>
HMDB0033313

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)OC2=CC(O)=CC(C3=CC4=C(O3)C=C(O)C=C4)=C2C=C1

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

> <INCHI_KEY>
GDSYWTBPYYYLLE-UHFFFAOYSA-N

> <FORMULA>
C19H16O4

> <MOLECULAR_WEIGHT>
308.3279

> <EXACT_MASS>
308.104859

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
33.47926419090861

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.30

> <JCHEM_LOGP>
3.9930884609999993

> <ALOGPS_LOGS>
-3.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.47804238461864

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.869977431531284

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0797349943233936

> <JCHEM_POLAR_SURFACE_AREA>
62.83

> <JCHEM_REFRACTIVITY>
88.26800000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.27e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033313
     RDKit          3D
Moracin E
 39 42  0  0  0  0  0  0  0  0999 V2000
    4.5570   -1.6213   -0.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8040   -0.3157   -0.3878 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6964    0.6625   -1.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6151   -0.5578   -1.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3674   -0.2721   -0.7974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1269    0.2977    0.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2306    0.5492    1.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0883    1.1114    2.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8208    1.4156    2.9756 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6665    1.9920    4.2497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2926    1.1878    2.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1129    0.6044    0.9430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3479    0.2207    0.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6617   -0.7855   -0.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0132   -0.6951   -0.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8401   -1.4301   -1.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1838   -1.0651   -1.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6657    0.0362   -1.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0151    0.4281   -1.4270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8104    0.7440   -0.4784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4629    0.4048   -0.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4961    0.9150    0.3961 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5000    0.2433    0.8482 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7347   -2.1516   -1.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5412   -1.4148    0.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9341   -2.2378    0.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5867    0.1265   -1.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1089    1.4392   -0.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1673    1.1412   -1.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7294   -0.9868   -2.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5534   -0.4295   -1.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9517    1.3041    3.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5420    1.3205    5.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2957    1.4183    2.5353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0296   -1.6027   -0.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4175   -2.2767   -2.2986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8302   -1.6294   -2.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6455    0.0062   -0.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2018    1.6116    0.0472 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
  8  9  2  0
  9 10  1  0
  9 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
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
  7 23  1  0
 23  2  1  0
 12  6  1  0
 22 13  1  0
 21 15  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
 10 33  1  0
 11 34  1  0
 14 35  1  0
 16 36  1  0
 17 37  1  0
 19 38  1  0
 20 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       3.795  -3.703   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.565  -5.037   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       4.089  -0.905   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.875  -3.703   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.565  -2.370   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.105  -5.037   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   3.850   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       6.105  -2.370   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   0.000   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       6.875  -6.371   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       6.581  -0.905   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   12                                                       
CONECT    5    6   14                                                       
CONECT    6    5   19                                                       
CONECT    7   11   17                                                       
CONECT    8   13   15                                                       
CONECT    9   12   16                                                       
CONECT   10   13   18                                                       
CONECT   11    3    7   16                                                  
CONECT   12    4    9   20                                                  
CONECT   13    8   10   21                                                  
CONECT   14    5   15   18                                                  
CONECT   15    8   14   17                                                  
CONECT   16    9   11   22                                                  
CONECT   17    7   15   22                                                  
CONECT   18   10   14   23                                                  
CONECT   19    1    2    6   23                                             
CONECT   20   12                                                            
CONECT   21   13                                                            
CONECT   22   16   17                                                       
CONECT   23   18   19                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0033313
HETATM    1  C1  UNL     1       4.557  -1.621  -0.145  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.804  -0.316  -0.388  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.696   0.663  -1.135  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.615  -0.558  -1.209  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.367  -0.272  -0.797  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.127   0.298   0.497  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.231   0.549   1.301  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.088   1.111   2.553  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.821   1.416   2.976  1.00  0.00           C  
HETATM   10  O1  UNL     1       0.667   1.992   4.250  1.00  0.00           O  
HETATM   11  C10 UNL     1      -0.293   1.188   2.225  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.113   0.604   0.943  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.348   0.221   0.244  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.662  -0.786  -0.611  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.013  -0.695  -0.980  1.00  0.00           C  
HETATM   16  C15 UNL     1      -3.840  -1.430  -1.799  1.00  0.00           C  
HETATM   17  C16 UNL     1      -5.184  -1.065  -1.958  1.00  0.00           C  
HETATM   18  C17 UNL     1      -5.666   0.036  -1.286  1.00  0.00           C  
HETATM   19  O2  UNL     1      -7.015   0.428  -1.427  1.00  0.00           O  
HETATM   20  C18 UNL     1      -4.810   0.744  -0.478  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.463   0.405  -0.299  1.00  0.00           C  
HETATM   22  O3  UNL     1      -2.496   0.915   0.396  1.00  0.00           O  
HETATM   23  O4  UNL     1       3.500   0.243   0.848  1.00  0.00           O  
HETATM   24  H1  UNL     1       4.735  -2.152  -1.114  1.00  0.00           H  
HETATM   25  H2  UNL     1       5.541  -1.415   0.298  1.00  0.00           H  
HETATM   26  H3  UNL     1       3.934  -2.238   0.539  1.00  0.00           H  
HETATM   27  H4  UNL     1       5.587   0.126  -1.531  1.00  0.00           H  
HETATM   28  H5  UNL     1       5.109   1.439  -0.428  1.00  0.00           H  
HETATM   29  H6  UNL     1       4.167   1.141  -1.968  1.00  0.00           H  
HETATM   30  H7  UNL     1       2.729  -0.987  -2.198  1.00  0.00           H  
HETATM   31  H8  UNL     1       0.553  -0.429  -1.477  1.00  0.00           H  
HETATM   32  H9  UNL     1       2.952   1.304   3.177  1.00  0.00           H  
HETATM   33  H10 UNL     1       0.542   1.321   5.003  1.00  0.00           H  
HETATM   34  H11 UNL     1      -1.296   1.418   2.535  1.00  0.00           H  
HETATM   35  H12 UNL     1      -1.030  -1.603  -0.963  1.00  0.00           H  
HETATM   36  H13 UNL     1      -3.417  -2.277  -2.299  1.00  0.00           H  
HETATM   37  H14 UNL     1      -5.830  -1.629  -2.591  1.00  0.00           H  
HETATM   38  H15 UNL     1      -7.645   0.006  -0.753  1.00  0.00           H  
HETATM   39  H16 UNL     1      -5.202   1.612   0.047  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   12
CONECT    7    8   23
CONECT    8    9    9   32
CONECT    9   10   11
CONECT   10   33
CONECT   11   12   12   34
CONECT   12   13
CONECT   13   14   14   22
CONECT   14   15   35
CONECT   15   16   16   21
CONECT   16   17   36
CONECT   17   18   18   37
CONECT   18   19   20
CONECT   19   38
CONECT   20   21   21   39
CONECT   21   22
END

HMDB0033313
     RDKit          3D
Moracin E
 39 42  0  0  0  0  0  0  0  0999 V2000
    4.5570   -1.6213   -0.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8040   -0.3157   -0.3878 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6964    0.6625   -1.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6151   -0.5578   -1.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3674   -0.2721   -0.7974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1269    0.2977    0.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2306    0.5492    1.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0883    1.1114    2.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8208    1.4156    2.9756 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6665    1.9920    4.2497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2926    1.1878    2.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1129    0.6044    0.9430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3479    0.2207    0.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6617   -0.7855   -0.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0132   -0.6951   -0.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8401   -1.4301   -1.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1838   -1.0651   -1.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6657    0.0362   -1.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0151    0.4281   -1.4270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8104    0.7440   -0.4784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4629    0.4048   -0.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4961    0.9150    0.3961 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5000    0.2433    0.8482 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7347   -2.1516   -1.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5412   -1.4148    0.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9341   -2.2378    0.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5867    0.1265   -1.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1089    1.4392   -0.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1673    1.1412   -1.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7294   -0.9868   -2.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5534   -0.4295   -1.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9517    1.3041    3.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5420    1.3205    5.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2957    1.4183    2.5353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0296   -1.6027   -0.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4175   -2.2767   -2.2986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8302   -1.6294   -2.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6455    0.0062   -0.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2018    1.6116    0.0472 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
  8  9  2  0
  9 10  1  0
  9 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
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
  7 23  1  0
 23  2  1  0
 12  6  1  0
 22 13  1  0
 21 15  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
 10 33  1  0
 11 34  1  0
 14 35  1  0
 16 36  1  0
 17 37  1  0
 19 38  1  0
 20 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

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

Chemical Formula

C₁₉H₁₆O₄

Average Molecular Weight

308.3279

Monoisotopic Molecular Weight

308.104859

IUPAC Name

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

Traditional Name

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

CAS Registry Number

73338-84-8

SMILES

CC1(C)OC2=CC(O)=CC(C3=CC4=C(O3)C=C(O)C=C4)=C2C=C1

InChI Identifier

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

InChI Key

GDSYWTBPYYYLLE-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-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Heteroaromatic compound
Furan
Oxacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organooxygen 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: HMDB0033313)
Cell membrane (HMDB: HMDB0033313)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033313)

Source

Exogenous

Exogenous (HMDB: HMDB0033313)

Food

Food (HMDB: HMDB0033313)

Fruit

Berry

Mulberry (FooDB: FOOD00116)

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0033313)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033313)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	184 - 185 °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	0.033 g/L	ALOGPS
logP	4.3	ALOGPS
logP	3.99	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	8.87	ChemAxon
pKa (Strongest Basic)	-3.1	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	33.48 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]+	172.292	31661259
DarkChem	[M-H]-	171.86	31661259
DeepCCS	[M+H]+	180.318	30932474
DeepCCS	[M-H]-	177.96	30932474
DeepCCS	[M-2H]-	212.031	30932474
DeepCCS	[M+Na]+	187.259	30932474
AllCCS	[M+H]+	173.3	32859911
AllCCS	[M+H-H2O]+	169.7	32859911
AllCCS	[M+NH4]+	176.7	32859911
AllCCS	[M+Na]+	177.6	32859911
AllCCS	[M-H]-	175.8	32859911
AllCCS	[M+Na-2H]-	174.9	32859911
AllCCS	[M+HCOO]-	174.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Moracin E	CC1(C)OC2=CC(O)=CC(C3=CC4=C(O3)C=C(O)C=C4)=C2C=C1	3967.6	Standard polar	33892256
Moracin E	CC1(C)OC2=CC(O)=CC(C3=CC4=C(O3)C=C(O)C=C4)=C2C=C1	2812.3	Standard non polar	33892256
Moracin E	CC1(C)OC2=CC(O)=CC(C3=CC4=C(O3)C=C(O)C=C4)=C2C=C1	3079.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Moracin E,1TMS,isomer #1	CC1(C)C=CC2=C(C=C(O[Si](C)(C)C)C=C2C2=CC3=CC=C(O)C=C3O2)O1	2895.2	Semi standard non polar	33892256
Moracin E,1TMS,isomer #2	CC1(C)C=CC2=C(C=C(O)C=C2C2=CC3=CC=C(O[Si](C)(C)C)C=C3O2)O1	2860.9	Semi standard non polar	33892256
Moracin E,2TMS,isomer #1	CC1(C)C=CC2=C(C=C(O[Si](C)(C)C)C=C2C2=CC3=CC=C(O[Si](C)(C)C)C=C3O2)O1	2836.7	Semi standard non polar	33892256
Moracin E,1TBDMS,isomer #1	CC1(C)C=CC2=C(C=C(O[Si](C)(C)C(C)(C)C)C=C2C2=CC3=CC=C(O)C=C3O2)O1	3155.1	Semi standard non polar	33892256
Moracin E,1TBDMS,isomer #2	CC1(C)C=CC2=C(C=C(O)C=C2C2=CC3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O2)O1	3116.5	Semi standard non polar	33892256
Moracin E,2TBDMS,isomer #1	CC1(C)C=CC2=C(C=C(O[Si](C)(C)C(C)(C)C)C=C2C2=CC3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O2)O1	3353.0	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 E GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-0491000000-842d695215f392f87ac9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moracin E GC-MS (2 TMS) - 70eV, Positive	splash10-0079-4239600000-f459e58afa7c7c7504a4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moracin E 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 E 10V, Positive-QTOF	splash10-0a4i-0029000000-f018637cb839ea04432d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin E 20V, Positive-QTOF	splash10-0a4i-2196000000-5080fdce647c8b4f59fc	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin E 40V, Positive-QTOF	splash10-0ue9-3590000000-90644b6fc8e2159f8f40	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin E 10V, Negative-QTOF	splash10-0a4i-0009000000-69861ad70eb253feccae	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin E 20V, Negative-QTOF	splash10-0a4i-1049000000-fddc1d5e8fb981ffb947	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin E 40V, Negative-QTOF	splash10-0079-1290000000-fa838859e4356b7df118	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin E 10V, Negative-QTOF	splash10-0a4i-0009000000-f7e77fb1a377e56b8e6d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin E 20V, Negative-QTOF	splash10-0a4i-0039000000-ab6f1afc3769f30b4795	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin E 40V, Negative-QTOF	splash10-0a4i-1953000000-f4358890e23ead483ed4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin E 10V, Positive-QTOF	splash10-0a4i-0009000000-ef1f239e78dae6671d0c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin E 20V, Positive-QTOF	splash10-0a4i-0129000000-aff5dc95828a91885dec	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin E 40V, Positive-QTOF	splash10-014i-0190000000-09118c4788f63d5d5167	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011337

KNApSAcK ID

C00036151

Chemspider ID

4478094

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5319888

PDB ID

Not Available

ChEBI ID

174943

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

Showing metabocard for Moracin E (HMDB0033313)

MOL for HMDB0033313 (Moracin E)

3D MOL for HMDB0033313 (Moracin E)

3D SDF for HMDB0033313 (Moracin E)

3D-SDF for HMDB0033313 (Moracin E)

PDB for HMDB0033313 (Moracin E)

3D PDB for HMDB0033313 (Moracin E)

SMILES for HMDB0033313 (Moracin E)

INCHI for HMDB0033313 (Moracin E)

Structure for HMDB0033313 (Moracin E)

3D Structure for HMDB0033313 (Moracin E)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions