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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:01:27 UTC

Update Date

2022-03-07 02:53:39 UTC

HMDB ID

HMDB0033310

Secondary Accession Numbers

HMDB33310

Metabolite Identification

Common Name

Moracin C

Description

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

Structure

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

HMDB0033310
     RDKit          3D
Moracin C
 41 43  0  0  0  0  0  0  0  0999 V2000
    5.4905   -1.0678    0.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9779   -0.3698   -0.9009 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5160   -0.7075   -2.2503 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0429    0.5495   -0.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4929    0.9001    0.5502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0169    0.6866    0.5148 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2486    1.6132   -0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8010    2.7136   -0.7924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1144    1.4389   -0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7435    0.3735    0.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2092    0.2037    0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8962   -0.8236    0.9242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2457   -0.6612    0.6687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3920   -1.3618    0.9863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6297   -0.9169    0.5631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7228    0.2394   -0.1845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9732    0.7062   -0.6232 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5585    0.9282   -0.4923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3121    0.5023   -0.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0822    0.9717   -0.2409 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0483   -0.5296    1.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4406   -0.3974    1.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1919   -1.3482    1.8235 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6901   -1.6437    0.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8421   -0.2837    1.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3270   -1.7651    0.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5469   -1.0663   -2.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5249    0.2400   -2.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8975   -1.4974   -2.7166 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6651    1.0644   -1.6488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9697    0.4019    1.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6403    2.0062    0.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2240    3.3814   -1.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7085    2.1671   -0.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4980   -1.6514    1.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3241   -2.2548    1.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5552   -1.4338    0.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2799    0.3685   -1.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6680    1.8300   -1.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3976   -1.3813    1.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7154   -2.1249    2.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  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
 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
  5 32  1  0
  8 33  1  0
  9 34  1  0
 12 35  1  0
 14 36  1  0
 15 37  1  0
 17 38  1  0
 18 39  1  0
 21 40  1  0
 23 41  1  0
M  END


  Mrv0541 02241217472D          

 23 25  0  0  0  0            999 V2000
   -1.2540   -0.6683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7687    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2540    0.6669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0391    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0391   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7529   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4679   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4679    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7529    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7064   -1.4286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2939   -0.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4689   -0.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0563    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4689    0.7136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9439    0.7136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5314    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7064    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2939    0.7136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7064    1.4286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1815   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1815    1.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7689    0.7136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1815    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  2  0  0  0  0
  2 13  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  2  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 20  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 17  2  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 18  2  0  0  0  0
 15 16  1  0  0  0  0
 15 22  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033310

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC1=C(O)C=C(C=C1O)C1=CC2=CC=C(O)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C19H18O4/c1-11(2)3-6-15-16(21)7-13(8-17(15)22)18-9-12-4-5-14(20)10-19(12)23-18/h3-5,7-10,20-22H,6H2,1-2H3

> <INCHI_KEY>
ZTGHWUWBQNCCOH-UHFFFAOYSA-N

> <FORMULA>
C19H18O4

> <MOLECULAR_WEIGHT>
310.3438

> <EXACT_MASS>
310.120509064

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
34.887317961979335

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(6-hydroxy-1-benzofuran-2-yl)-2-(3-methylbut-2-en-1-yl)benzene-1,3-diol

> <ALOGPS_LOGP>
4.07

> <JCHEM_LOGP>
4.517466736666667

> <ALOGPS_LOGS>
-3.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.19810175107249

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.502965899448451

> <JCHEM_PKA_STRONGEST_BASIC>
-3.047528905634681

> <JCHEM_POLAR_SURFACE_AREA>
73.83000000000001

> <JCHEM_REFRACTIVITY>
90.09829999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.53e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(6-hydroxy-1-benzofuran-2-yl)-2-(3-methylbut-2-en-1-yl)benzene-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033310
     RDKit          3D
Moracin C
 41 43  0  0  0  0  0  0  0  0999 V2000
    5.4905   -1.0678    0.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9779   -0.3698   -0.9009 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5160   -0.7075   -2.2503 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0429    0.5495   -0.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4929    0.9001    0.5502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0169    0.6866    0.5148 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2486    1.6132   -0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8010    2.7136   -0.7924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1144    1.4389   -0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7435    0.3735    0.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2092    0.2037    0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8962   -0.8236    0.9242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2457   -0.6612    0.6687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3920   -1.3618    0.9863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6297   -0.9169    0.5631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7228    0.2394   -0.1845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9732    0.7062   -0.6232 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5585    0.9282   -0.4923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3121    0.5023   -0.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0822    0.9717   -0.2409 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0483   -0.5296    1.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4406   -0.3974    1.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1919   -1.3482    1.8235 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6901   -1.6437    0.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8421   -0.2837    1.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3270   -1.7651    0.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5469   -1.0663   -2.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5249    0.2400   -2.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8975   -1.4974   -2.7166 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6651    1.0644   -1.6488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9697    0.4019    1.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6403    2.0062    0.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2240    3.3814   -1.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7085    2.1671   -0.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4980   -1.6514    1.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3241   -2.2548    1.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5552   -1.4338    0.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2799    0.3685   -1.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6680    1.8300   -1.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3976   -1.3813    1.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7154   -2.1249    2.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  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
 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
  5 32  1  0
  8 33  1  0
  9 34  1  0
 12 35  1  0
 14 36  1  0
 15 37  1  0
 17 38  1  0
 18 39  1  0
 21 40  1  0
 23 41  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -2.341  -1.247   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.435   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.341   1.245   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.806   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.806  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.139  -1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.473  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.473   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.139   1.540   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.185  -2.667   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.415  -1.335   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.875  -1.335   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.105   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.875   1.332   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.495   1.332   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.725   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.185   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.415   1.332   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.185   2.667   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -7.805  -1.540   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       7.805   2.667   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.035   1.332   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.805   0.000   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    1    4    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   20                                                  
CONECT    8    7    9                                                       
CONECT    9    4    8                                                       
CONECT   10   11                                                            
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13    2   12   14                                                  
CONECT   14   13   18                                                       
CONECT   15   16   22                                                       
CONECT   16   15   17                                                       
CONECT   17   11   16   18                                                  
CONECT   18   14   17   19                                                  
CONECT   19   18                                                            
CONECT   20    7                                                            
CONECT   21   22                                                            
CONECT   22   15   21   23                                                  
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0033310
HETATM    1  C1  UNL     1       5.490  -1.068   0.303  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.978  -0.370  -0.901  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.516  -0.708  -2.250  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.043   0.549  -0.767  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.493   0.900   0.550  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.017   0.687   0.515  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.249   1.613  -0.158  1.00  0.00           C  
HETATM    8  O1  UNL     1       1.801   2.714  -0.792  1.00  0.00           O  
HETATM    9  C8  UNL     1      -0.114   1.439  -0.200  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.743   0.374   0.404  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.209   0.204   0.347  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.896  -0.824   0.924  1.00  0.00           C  
HETATM   13  C12 UNL     1      -4.246  -0.661   0.669  1.00  0.00           C  
HETATM   14  C13 UNL     1      -5.392  -1.362   0.986  1.00  0.00           C  
HETATM   15  C14 UNL     1      -6.630  -0.917   0.563  1.00  0.00           C  
HETATM   16  C15 UNL     1      -6.723   0.239  -0.184  1.00  0.00           C  
HETATM   17  O2  UNL     1      -7.973   0.706  -0.623  1.00  0.00           O  
HETATM   18  C16 UNL     1      -5.558   0.928  -0.492  1.00  0.00           C  
HETATM   19  C17 UNL     1      -4.312   0.502  -0.080  1.00  0.00           C  
HETATM   20  O3  UNL     1      -3.082   0.972  -0.241  1.00  0.00           O  
HETATM   21  C18 UNL     1       0.048  -0.530   1.064  1.00  0.00           C  
HETATM   22  C19 UNL     1       1.441  -0.397   1.137  1.00  0.00           C  
HETATM   23  O4  UNL     1       2.192  -1.348   1.823  1.00  0.00           O  
HETATM   24  H1  UNL     1       4.690  -1.644   0.788  1.00  0.00           H  
HETATM   25  H2  UNL     1       5.842  -0.284   1.021  1.00  0.00           H  
HETATM   26  H3  UNL     1       6.327  -1.765   0.050  1.00  0.00           H  
HETATM   27  H4  UNL     1       6.547  -1.066  -2.129  1.00  0.00           H  
HETATM   28  H5  UNL     1       5.525   0.240  -2.846  1.00  0.00           H  
HETATM   29  H6  UNL     1       4.897  -1.497  -2.717  1.00  0.00           H  
HETATM   30  H7  UNL     1       3.665   1.064  -1.649  1.00  0.00           H  
HETATM   31  H8  UNL     1       3.970   0.402   1.392  1.00  0.00           H  
HETATM   32  H9  UNL     1       3.640   2.006   0.699  1.00  0.00           H  
HETATM   33  H10 UNL     1       1.224   3.381  -1.279  1.00  0.00           H  
HETATM   34  H11 UNL     1      -0.708   2.167  -0.727  1.00  0.00           H  
HETATM   35  H12 UNL     1      -2.498  -1.651   1.497  1.00  0.00           H  
HETATM   36  H13 UNL     1      -5.324  -2.255   1.564  1.00  0.00           H  
HETATM   37  H14 UNL     1      -7.555  -1.434   0.788  1.00  0.00           H  
HETATM   38  H15 UNL     1      -8.280   0.369  -1.520  1.00  0.00           H  
HETATM   39  H16 UNL     1      -5.668   1.830  -1.080  1.00  0.00           H  
HETATM   40  H17 UNL     1      -0.398  -1.381   1.554  1.00  0.00           H  
HETATM   41  H18 UNL     1       1.715  -2.125   2.261  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    4    4
CONECT    3   27   28   29
CONECT    4    5   30
CONECT    5    6   31   32
CONECT    6    7    7   22
CONECT    7    8    9
CONECT    8   33
CONECT    9   10   10   34
CONECT   10   11   21
CONECT   11   12   12   20
CONECT   12   13   35
CONECT   13   14   14   19
CONECT   14   15   36
CONECT   15   16   16   37
CONECT   16   17   18
CONECT   17   38
CONECT   18   19   19   39
CONECT   19   20
CONECT   21   22   22   40
CONECT   22   23
CONECT   23   41
END

HMDB0033310
     RDKit          3D
Moracin C
 41 43  0  0  0  0  0  0  0  0999 V2000
    5.4905   -1.0678    0.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9779   -0.3698   -0.9009 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5160   -0.7075   -2.2503 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0429    0.5495   -0.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4929    0.9001    0.5502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0169    0.6866    0.5148 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2486    1.6132   -0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8010    2.7136   -0.7924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1144    1.4389   -0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7435    0.3735    0.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2092    0.2037    0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8962   -0.8236    0.9242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2457   -0.6612    0.6687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3920   -1.3618    0.9863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6297   -0.9169    0.5631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7228    0.2394   -0.1845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9732    0.7062   -0.6232 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5585    0.9282   -0.4923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3121    0.5023   -0.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0822    0.9717   -0.2409 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0483   -0.5296    1.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4406   -0.3974    1.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1919   -1.3482    1.8235 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6901   -1.6437    0.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8421   -0.2837    1.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3270   -1.7651    0.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5469   -1.0663   -2.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5249    0.2400   -2.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8975   -1.4974   -2.7166 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6651    1.0644   -1.6488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9697    0.4019    1.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6403    2.0062    0.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2240    3.3814   -1.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7085    2.1671   -0.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4980   -1.6514    1.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3241   -2.2548    1.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5552   -1.4338    0.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2799    0.3685   -1.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6680    1.8300   -1.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3976   -1.3813    1.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7154   -2.1249    2.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  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
 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
  5 32  1  0
  8 33  1  0
  9 34  1  0
 12 35  1  0
 14 36  1  0
 15 37  1  0
 17 38  1  0
 18 39  1  0
 21 40  1  0
 23 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(3,5-Dihydroxy-4-prenylphenyl)-6-hydroxybenzofuran	HMDB
5-(6-Hydroxy-2-benzofuranyl)-2-(3-methyl-2-butenyl)-1,3-benzenediol, 9ci	HMDB
Moracin N	MeSH
Moracin C	MeSH

Chemical Formula

C₁₉H₁₈O₄

Average Molecular Weight

310.3438

Monoisotopic Molecular Weight

310.120509064

IUPAC Name

5-(6-hydroxy-1-benzofuran-2-yl)-2-(3-methylbut-2-en-1-yl)benzene-1,3-diol

Traditional Name

5-(6-hydroxy-1-benzofuran-2-yl)-2-(3-methylbut-2-en-1-yl)benzene-1,3-diol

CAS Registry Number

69120-06-5

SMILES

CC(C)=CCC1=C(O)C=C(C=C1O)C1=CC2=CC=C(O)C=C2O1

InChI Identifier

InChI=1S/C19H18O4/c1-11(2)3-6-15-16(21)7-13(8-17(15)22)18-9-12-4-5-14(20)10-19(12)23-18/h3-5,7-10,20-22H,6H2,1-2H3

InChI Key

ZTGHWUWBQNCCOH-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
4'-prenylated 2-arybenzofuran
2-phenylbenzofuran
Phenylbenzofuran
Benzofuran
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Furan
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0033310)
Cell membrane (HMDB: HMDB0033310)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033310)

Source

Exogenous

Exogenous (HMDB: HMDB0033310)

Food

Food (HMDB: HMDB0033310)

Fruit

Berry

Mulberry (FooDB: FOOD00116)

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0033310)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033310)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	198 - 199 °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	0.065 g/L	ALOGPS
logP	4.07	ALOGPS
logP	4.52	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	8.5	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	73.83 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	90.1 m³·mol⁻¹	ChemAxon
Polarizability	34.89 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]+	176.195	31661259
DarkChem	[M-H]-	174.6	31661259
DeepCCS	[M+H]+	171.966	30932474
DeepCCS	[M-H]-	169.608	30932474
DeepCCS	[M-2H]-	202.493	30932474
DeepCCS	[M+Na]+	178.059	30932474
AllCCS	[M+H]+	175.8	32859911
AllCCS	[M+H-H2O]+	172.3	32859911
AllCCS	[M+NH4]+	179.1	32859911
AllCCS	[M+Na]+	180.1	32859911
AllCCS	[M-H]-	174.0	32859911
AllCCS	[M+Na-2H]-	173.4	32859911
AllCCS	[M+HCOO]-	172.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Moracin C	CC(C)=CCC1=C(O)C=C(C=C1O)C1=CC2=CC=C(O)C=C2O1	4872.7	Standard polar	33892256
Moracin C	CC(C)=CCC1=C(O)C=C(C=C1O)C1=CC2=CC=C(O)C=C2O1	2848.2	Standard non polar	33892256
Moracin C	CC(C)=CCC1=C(O)C=C(C=C1O)C1=CC2=CC=C(O)C=C2O1	3139.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Moracin C,1TMS,isomer #1	CC(C)=CCC1=C(O)C=C(C2=CC3=CC=C(O)C=C3O2)C=C1O[Si](C)(C)C	3102.0	Semi standard non polar	33892256
Moracin C,1TMS,isomer #2	CC(C)=CCC1=C(O)C=C(C2=CC3=CC=C(O[Si](C)(C)C)C=C3O2)C=C1O	3156.6	Semi standard non polar	33892256
Moracin C,2TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C=C(C2=CC3=CC=C(O)C=C3O2)C=C1O[Si](C)(C)C	2987.7	Semi standard non polar	33892256
Moracin C,2TMS,isomer #2	CC(C)=CCC1=C(O)C=C(C2=CC3=CC=C(O[Si](C)(C)C)C=C3O2)C=C1O[Si](C)(C)C	3010.9	Semi standard non polar	33892256
Moracin C,3TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C=C(C2=CC3=CC=C(O[Si](C)(C)C)C=C3O2)C=C1O[Si](C)(C)C	2995.3	Semi standard non polar	33892256
Moracin C,1TBDMS,isomer #1	CC(C)=CCC1=C(O)C=C(C2=CC3=CC=C(O)C=C3O2)C=C1O[Si](C)(C)C(C)(C)C	3410.1	Semi standard non polar	33892256
Moracin C,1TBDMS,isomer #2	CC(C)=CCC1=C(O)C=C(C2=CC3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1O	3437.4	Semi standard non polar	33892256
Moracin C,2TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C(C2=CC3=CC=C(O)C=C3O2)C=C1O[Si](C)(C)C(C)(C)C	3534.9	Semi standard non polar	33892256
Moracin C,2TBDMS,isomer #2	CC(C)=CCC1=C(O)C=C(C2=CC3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1O[Si](C)(C)C(C)(C)C	3545.1	Semi standard non polar	33892256
Moracin C,3TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C(C2=CC3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1O[Si](C)(C)C(C)(C)C	3688.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Moracin C EI-B (Non-derivatized)	splash10-08fr-0195000000-f50993107453383214aa	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Moracin C CI-B (Non-derivatized)	splash10-08fr-0359000000-9f5599858c3313acc0a0	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Moracin C EI-B (Non-derivatized)	splash10-08fr-0195000000-f50993107453383214aa	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Moracin C CI-B (Non-derivatized)	splash10-08fr-0359000000-9f5599858c3313acc0a0	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moracin C GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-4391000000-4435ccef56eab3906099	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moracin C GC-MS (3 TMS) - 70eV, Positive	splash10-03di-3100790000-52e4e8b2198fed137fc6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moracin C GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moracin C 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 C 10V, Positive-QTOF	splash10-03di-0039000000-478e6b82be8424a570a8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin C 20V, Positive-QTOF	splash10-0900-4194000000-f08baf35c3dd0f59c379	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin C 40V, Positive-QTOF	splash10-0ldi-9460000000-8b569b526ce509350ff3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin C 10V, Negative-QTOF	splash10-0a4i-0009000000-95ff2d0d171dc5ee2557	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin C 20V, Negative-QTOF	splash10-0a4i-0039000000-475ae14c8c4b60e932d9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin C 40V, Negative-QTOF	splash10-0006-3490000000-157379c6ed73e09e6c87	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin C 10V, Positive-QTOF	splash10-0a4i-0093000000-596da4dd1f763e92a873	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin C 20V, Positive-QTOF	splash10-0a4i-0090000000-50f1c5af804e390722d5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin C 40V, Positive-QTOF	splash10-0fi0-0490000000-c6a78ac1b15432f92057	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin C 10V, Negative-QTOF	splash10-0a4i-0009000000-a5477ba8add3d375c008	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin C 20V, Negative-QTOF	splash10-0a4i-0049000000-4bfcd65e12593d526362	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin C 40V, Negative-QTOF	splash10-0a4j-1980000000-65f9c3f6a87ffaeba411	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011334

KNApSAcK ID

C00036149

Chemspider ID

136764

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

155248

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

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 C → 6-({2-[3,5-dihydroxy-4-(3-methylbut-2-en-1-yl)phenyl]-1-benzofuran-6-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Moracin C → 3,4,5-trihydroxy-6-[3-hydroxy-5-(6-hydroxy-1-benzofuran-2-yl)-2-(3-methylbut-2-en-1-yl)phenoxy]oxane-2-carboxylic acid	details

Showing metabocard for Moracin C (HMDB0033310)

MOL for HMDB0033310 (Moracin C)

3D MOL for HMDB0033310 (Moracin C)

3D SDF for HMDB0033310 (Moracin C)

3D-SDF for HMDB0033310 (Moracin C)

PDB for HMDB0033310 (Moracin C)

3D PDB for HMDB0033310 (Moracin C)

SMILES for HMDB0033310 (Moracin C)

INCHI for HMDB0033310 (Moracin C)

Structure for HMDB0033310 (Moracin C)

3D Structure for HMDB0033310 (Moracin C)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions