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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:58:05 UTC

Update Date

2022-03-07 02:56:57 UTC

HMDB ID

HMDB0041298

Secondary Accession Numbers

HMDB41298

Metabolite Identification

Common Name

Moracin N

Description

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

Structure

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

HMDB0041298
     RDKit          3D
Moracin N
 41 43  0  0  0  0  0  0  0  0999 V2000
    5.3425   -1.5143   -1.2080 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8330   -0.4793   -0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3710    0.9205   -0.3680 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9269   -0.7675    0.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4410    0.2799    1.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9641    0.4717    1.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2228   -0.2690    0.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1382   -0.0828    0.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1352   -0.6445   -0.3476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2895    0.0013    0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6355   -0.2560   -0.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8351   -1.2020   -1.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1107   -1.4263   -2.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3574   -2.3637   -2.9810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1827   -0.7012   -1.5263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0101    0.2503   -0.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0997    0.9937   -0.0600 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7333    0.4481   -0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0126    0.8699    0.9492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7204    0.8720    1.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0211    1.6144    2.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3820    1.4249    2.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1526    2.1724    3.1592 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5245   -1.8198   -1.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7358   -2.3910   -0.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1468   -1.1087   -1.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7964    1.2547    0.6170 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6058    1.6252   -0.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2222    0.9448   -1.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5336   -1.7662    0.7440 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8976    1.2658    1.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6338    0.0490    2.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7147   -1.0189   -0.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9866   -1.4241   -1.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9942   -1.7699   -1.8702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3297   -2.1769   -3.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2031   -0.8557   -1.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3706    1.8729   -0.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5587    1.1965    0.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4205    2.3653    2.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6555    2.8525    3.7187 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
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 10 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22  6  1  0
 20  8  2  0
 18 11  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
  7 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 05061312332D          

 23 25  0  0  0  0            999 V2000
    4.9279    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    0.0940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    2.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  3  2  0  0  0  0
 12  4  1  0  0  0  0
 12  5  2  0  0  0  0
 13  5  1  0  0  0  0
 13  8  1  0  0  0  0
 14  6  2  0  0  0  0
 14  7  1  0  0  0  0
 15  6  1  0  0  0  0
 15  9  2  0  0  0  0
 16  7  2  0  0  0  0
 16  9  1  0  0  0  0
 17 10  2  0  0  0  0
 17 12  1  0  0  0  0
 18  8  2  0  0  0  0
 18 14  1  0  0  0  0
 19 10  1  0  0  0  0
 19 13  2  0  0  0  0
 20 15  1  0  0  0  0
 21 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>
HMDB0041298

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC1=CC2=C(OC(=C2)C2=CC(O)=CC(O)=C2)C=C1O

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

> <INCHI_KEY>
WBSCSIABHGPAMC-UHFFFAOYSA-N

> <FORMULA>
C19H18O4

> <MOLECULAR_WEIGHT>
310.3438

> <EXACT_MASS>
310.120509064

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
34.94550292688084

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.17

> <JCHEM_LOGP>
4.517466736666667

> <ALOGPS_LOGS>
-3.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.963728702404223

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.28908013652322

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0434770577455703

> <JCHEM_POLAR_SURFACE_AREA>
73.83

> <JCHEM_REFRACTIVITY>
90.09830000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.29e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041298
     RDKit          3D
Moracin N
 41 43  0  0  0  0  0  0  0  0999 V2000
    5.3425   -1.5143   -1.2080 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8330   -0.4793   -0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3710    0.9205   -0.3680 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9269   -0.7675    0.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4410    0.2799    1.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9641    0.4717    1.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2228   -0.2690    0.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1382   -0.0828    0.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1352   -0.6445   -0.3476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2895    0.0013    0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6355   -0.2560   -0.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8351   -1.2020   -1.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1107   -1.4263   -2.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3574   -2.3637   -2.9810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1827   -0.7012   -1.5263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0101    0.2503   -0.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0997    0.9937   -0.0600 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7333    0.4481   -0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0126    0.8699    0.9492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7204    0.8720    1.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0211    1.6144    2.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3820    1.4249    2.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1526    2.1724    3.1592 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5245   -1.8198   -1.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7358   -2.3910   -0.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1468   -1.1087   -1.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7964    1.2547    0.6170 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6058    1.6252   -0.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2222    0.9448   -1.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5336   -1.7662    0.7440 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8976    1.2658    1.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6338    0.0490    2.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7147   -1.0189   -0.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9866   -1.4241   -1.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9942   -1.7699   -1.8702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3297   -2.1769   -3.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2031   -0.8557   -1.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3706    1.8729   -0.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5587    1.1965    0.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4205    2.3653    2.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6555    2.8525    3.7187 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
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 10 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22  6  1  0
 20  8  2  0
 18 11  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
  7 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                                 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       9.199   2.073   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.865  -0.237   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.531   2.073   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.198   1.303   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.483   1.509   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.483   4.176   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.268   1.597   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.793   2.843   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.865   1.303   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.713   2.843   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.023   1.509   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.023   4.176   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -5.793   0.175   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -5.793   5.510   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.198   4.383   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -0.268   4.089   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3    4   11                                                       
CONECT    4    3   12                                                       
CONECT    5   12   13                                                       
CONECT    6   14   15                                                       
CONECT    7   14   16                                                       
CONECT    8   13   18                                                       
CONECT    9   15   16                                                       
CONECT   10   17   19                                                       
CONECT   11    1    2    3                                                  
CONECT   12    4    5   17                                                  
CONECT   13    5    8   19                                                  
CONECT   14    6    7   18                                                  
CONECT   15    6    9   20                                                  
CONECT   16    7    9   21                                                  
CONECT   17   10   12   22                                                  
CONECT   18    8   14   23                                                  
CONECT   19   10   13   23                                                  
CONECT   20   15                                                            
CONECT   21   16                                                            
CONECT   22   17                                                            
CONECT   23   18   19                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0041298
HETATM    1  C1  UNL     1       5.343  -1.514  -1.208  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.833  -0.479  -0.262  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.371   0.921  -0.368  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.927  -0.767   0.658  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.441   0.280   1.581  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.964   0.472   1.442  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.223  -0.269   0.547  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.138  -0.083   0.428  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.135  -0.645  -0.348  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.290   0.001   0.032  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.636  -0.256  -0.521  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.835  -1.202  -1.498  1.00  0.00           C  
HETATM   13  C13 UNL     1      -5.111  -1.426  -2.002  1.00  0.00           C  
HETATM   14  O1  UNL     1      -5.357  -2.364  -2.981  1.00  0.00           O  
HETATM   15  C14 UNL     1      -6.183  -0.701  -1.526  1.00  0.00           C  
HETATM   16  C15 UNL     1      -6.010   0.250  -0.550  1.00  0.00           C  
HETATM   17  O2  UNL     1      -7.100   0.994  -0.060  1.00  0.00           O  
HETATM   18  C16 UNL     1      -4.733   0.448  -0.071  1.00  0.00           C  
HETATM   19  O3  UNL     1      -2.013   0.870   0.949  1.00  0.00           O  
HETATM   20  C17 UNL     1      -0.720   0.872   1.239  1.00  0.00           C  
HETATM   21  C18 UNL     1       0.021   1.614   2.135  1.00  0.00           C  
HETATM   22  C19 UNL     1       1.382   1.425   2.251  1.00  0.00           C  
HETATM   23  O4  UNL     1       2.153   2.172   3.159  1.00  0.00           O  
HETATM   24  H1  UNL     1       4.524  -1.820  -1.906  1.00  0.00           H  
HETATM   25  H2  UNL     1       5.736  -2.391  -0.642  1.00  0.00           H  
HETATM   26  H3  UNL     1       6.147  -1.109  -1.823  1.00  0.00           H  
HETATM   27  H4  UNL     1       5.796   1.255   0.617  1.00  0.00           H  
HETATM   28  H5  UNL     1       4.606   1.625  -0.751  1.00  0.00           H  
HETATM   29  H6  UNL     1       6.222   0.945  -1.077  1.00  0.00           H  
HETATM   30  H7  UNL     1       3.534  -1.766   0.744  1.00  0.00           H  
HETATM   31  H8  UNL     1       3.898   1.266   1.362  1.00  0.00           H  
HETATM   32  H9  UNL     1       3.634   0.049   2.641  1.00  0.00           H  
HETATM   33  H10 UNL     1       1.715  -1.019  -0.082  1.00  0.00           H  
HETATM   34  H11 UNL     1      -0.987  -1.424  -1.083  1.00  0.00           H  
HETATM   35  H12 UNL     1      -2.994  -1.770  -1.870  1.00  0.00           H  
HETATM   36  H13 UNL     1      -5.330  -2.177  -3.962  1.00  0.00           H  
HETATM   37  H14 UNL     1      -7.203  -0.856  -1.905  1.00  0.00           H  
HETATM   38  H15 UNL     1      -7.371   1.873  -0.488  1.00  0.00           H  
HETATM   39  H16 UNL     1      -4.559   1.196   0.705  1.00  0.00           H  
HETATM   40  H17 UNL     1      -0.421   2.365   2.777  1.00  0.00           H  
HETATM   41  H18 UNL     1       1.656   2.853   3.719  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   33
CONECT    8    9   20   20
CONECT    9   10   10   34
CONECT   10   11   19
CONECT   11   12   12   18
CONECT   12   13   35
CONECT   13   14   15   15
CONECT   14   36
CONECT   15   16   37
CONECT   16   17   18   18
CONECT   17   38
CONECT   18   39
CONECT   19   20
CONECT   20   21
CONECT   21   22   22   40
CONECT   22   23
CONECT   23   41
END

HMDB0041298
     RDKit          3D
Moracin N
 41 43  0  0  0  0  0  0  0  0999 V2000
    5.3425   -1.5143   -1.2080 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8330   -0.4793   -0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3710    0.9205   -0.3680 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9269   -0.7675    0.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4410    0.2799    1.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9641    0.4717    1.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2228   -0.2690    0.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1382   -0.0828    0.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1352   -0.6445   -0.3476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2895    0.0013    0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6355   -0.2560   -0.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8351   -1.2020   -1.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1107   -1.4263   -2.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3574   -2.3637   -2.9810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1827   -0.7012   -1.5263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0101    0.2503   -0.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0997    0.9937   -0.0600 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7333    0.4481   -0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0126    0.8699    0.9492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7204    0.8720    1.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0211    1.6144    2.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3820    1.4249    2.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1526    2.1724    3.1592 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5245   -1.8198   -1.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7358   -2.3910   -0.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1468   -1.1087   -1.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7964    1.2547    0.6170 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6058    1.6252   -0.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2222    0.9448   -1.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5336   -1.7662    0.7440 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8976    1.2658    1.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6338    0.0490    2.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7147   -1.0189   -0.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9866   -1.4241   -1.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9942   -1.7699   -1.8702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3297   -2.1769   -3.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2031   -0.8557   -1.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3706    1.8729   -0.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5587    1.1965    0.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4205    2.3653    2.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6555    2.8525    3.7187 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
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 10 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22  6  1  0
 20  8  2  0
 18 11  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
  7 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-Dihydroxyphenyl)-6-hydroxy-5-prenylbenzofuran	HMDB
Moracin C	MeSH, HMDB
Moracin N	MeSH

Chemical Formula

C₁₉H₁₈O₄

Average Molecular Weight

310.3438

Monoisotopic Molecular Weight

310.120509064

IUPAC Name

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

Traditional Name

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

CAS Registry Number

135248-05-4

SMILES

CC(C)=CCC1=CC2=C(OC(=C2)C2=CC(O)=CC(O)=C2)C=C1O

InChI Identifier

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

InChI Key

WBSCSIABHGPAMC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0041298)
Cell membrane (HMDB: HMDB0041298)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041298)

Source

Exogenous

Exogenous (HMDB: HMDB0041298)

Food

Food (HMDB: HMDB0041298)

Fruit

Berry

Mulberry (FooDB: FOOD00116)

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0041298)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041298)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	187 - 188 °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	0.063 g/L	ALOGPS
logP	4.17	ALOGPS
logP	4.52	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	8.29	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	34.95 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]+	177.319	31661259
DarkChem	[M-H]-	177.091	31661259
DeepCCS	[M+H]+	170.634	30932474
DeepCCS	[M-H]-	168.276	30932474
DeepCCS	[M-2H]-	202.363	30932474
DeepCCS	[M+Na]+	178.242	30932474
AllCCS	[M+H]+	174.6	32859911
AllCCS	[M+H-H2O]+	171.1	32859911
AllCCS	[M+NH4]+	177.9	32859911
AllCCS	[M+Na]+	178.8	32859911
AllCCS	[M-H]-	173.6	32859911
AllCCS	[M+Na-2H]-	172.8	32859911
AllCCS	[M+HCOO]-	172.1	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.	8.49 minutes	32390414
Predicted by Siyang on May 30, 2022	14.2483 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.25 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	24.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2159.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	330.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	184.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	179.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	265.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	649.5 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	481.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	69.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1207.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	580.3 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	1308.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	446.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	420.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	274.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	239.4 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	11.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Moracin N	CC(C)=CCC1=CC2=C(OC(=C2)C2=CC(O)=CC(O)=C2)C=C1O	4986.1	Standard polar	33892256
Moracin N	CC(C)=CCC1=CC2=C(OC(=C2)C2=CC(O)=CC(O)=C2)C=C1O	2931.5	Standard non polar	33892256
Moracin N	CC(C)=CCC1=CC2=C(OC(=C2)C2=CC(O)=CC(O)=C2)C=C1O	3211.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Moracin N,1TMS,isomer #1	CC(C)=CCC1=CC2=C(C=C1O)OC(C1=CC(O)=CC(O[Si](C)(C)C)=C1)=C2	3182.8	Semi standard non polar	33892256
Moracin N,1TMS,isomer #2	CC(C)=CCC1=CC2=C(C=C1O[Si](C)(C)C)OC(C1=CC(O)=CC(O)=C1)=C2	3164.9	Semi standard non polar	33892256
Moracin N,2TMS,isomer #1	CC(C)=CCC1=CC2=C(C=C1O)OC(C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1)=C2	3127.2	Semi standard non polar	33892256
Moracin N,2TMS,isomer #2	CC(C)=CCC1=CC2=C(C=C1O[Si](C)(C)C)OC(C1=CC(O)=CC(O[Si](C)(C)C)=C1)=C2	3033.2	Semi standard non polar	33892256
Moracin N,3TMS,isomer #1	CC(C)=CCC1=CC2=C(C=C1O[Si](C)(C)C)OC(C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1)=C2	3074.1	Semi standard non polar	33892256
Moracin N,1TBDMS,isomer #1	CC(C)=CCC1=CC2=C(C=C1O)OC(C1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1)=C2	3469.4	Semi standard non polar	33892256
Moracin N,1TBDMS,isomer #2	CC(C)=CCC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)OC(C1=CC(O)=CC(O)=C1)=C2	3452.1	Semi standard non polar	33892256
Moracin N,2TBDMS,isomer #1	CC(C)=CCC1=CC2=C(C=C1O)OC(C1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1)=C2	3630.7	Semi standard non polar	33892256
Moracin N,2TBDMS,isomer #2	CC(C)=CCC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)OC(C1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1)=C2	3580.3	Semi standard non polar	33892256
Moracin N,3TBDMS,isomer #1	CC(C)=CCC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)OC(C1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1)=C2	3776.2	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 N GC-MS (Non-derivatized) - 70eV, Positive	splash10-05mp-4291000000-976c310f05eff51c0632	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moracin N GC-MS (3 TMS) - 70eV, Positive	splash10-03di-3010690000-f255df9f68d8553f82e8	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moracin N GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moracin N 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 N 10V, Positive-QTOF	splash10-03di-0029000000-337ab8ce41739fa92ddd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin N 20V, Positive-QTOF	splash10-0a4i-8093000000-1e41227ad42b73390fee	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin N 40V, Positive-QTOF	splash10-0670-9330000000-f2d21f0182b9ed679fcd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin N 10V, Negative-QTOF	splash10-0a4i-0009000000-b69cf0aa33ae7a62d21b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin N 20V, Negative-QTOF	splash10-0a4i-0029000000-6db35544c7d6c5269203	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin N 40V, Negative-QTOF	splash10-000f-1290000000-30421957fc676ed48fef	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin N 10V, Negative-QTOF	splash10-0a4i-0009000000-a5477ba8add3d375c008	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin N 20V, Negative-QTOF	splash10-0a4i-0069000000-0928596494144d741eb9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin N 40V, Negative-QTOF	splash10-01r2-0590000000-ed18c7e5a45a1ebf845c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin N 10V, Positive-QTOF	splash10-03di-0059000000-6c404895b35a0bd2873c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin N 20V, Positive-QTOF	splash10-0a4i-1093000000-3e0a37909f32dab58a59	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin N 40V, Positive-QTOF	splash10-00n0-0290000000-ed62f9bc71f013e057cf	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

FDB021215

KNApSAcK ID

C00036157

Chemspider ID

556664

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

641376

PDB ID

Not Available

ChEBI ID

174237

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Moracin N (HMDB0041298)

MOL for HMDB0041298 (Moracin N)

3D MOL for HMDB0041298 (Moracin N)

3D SDF for HMDB0041298 (Moracin N)

3D-SDF for HMDB0041298 (Moracin N)

PDB for HMDB0041298 (Moracin N)

3D PDB for HMDB0041298 (Moracin N)

SMILES for HMDB0041298 (Moracin N)

INCHI for HMDB0041298 (Moracin N)

Structure for HMDB0041298 (Moracin N)

3D Structure for HMDB0041298 (Moracin N)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra