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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 18:01:30 UTC

Update Date

2022-03-07 02:53:40 UTC

HMDB ID

HMDB0033311

Secondary Accession Numbers

HMDB33311

Metabolite Identification

Common Name

Moracin I

Description

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

Structure

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

HMDB0033311
     RDKit          3D
Moracin I
 44 46  0  0  0  0  0  0  0  0999 V2000
   -3.7514    2.7622    0.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8085    1.7255   -0.1211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5199    1.8673    0.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1881    2.9848    1.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0997    3.0999    1.6042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4903    4.2204    2.3466 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9836    2.1125    1.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6610    0.9594    0.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7173   -0.0423    0.4112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6795   -1.3240   -0.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0088   -1.7770   -0.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6149   -2.9647   -0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9967   -3.1333   -0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7858   -2.1073    0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1770   -2.2871    0.3700 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1799   -0.9239    0.5755 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7921   -0.7527    0.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9973    0.2444    0.6876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5989    0.8260    0.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -0.3171   -0.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3208   -0.0147   -1.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3645   -0.7691   -1.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2810   -1.8723   -0.1498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6564   -0.4959   -1.7991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8643    2.8875    1.2499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7046    2.4661   -0.3421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4207    3.7352   -0.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9220    3.7709    1.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3817    4.2237    3.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9833    2.1918    1.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8386   -1.9201   -0.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9746   -3.7565   -0.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4658   -4.0855   -0.4963 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5280   -2.6492    1.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7871   -0.1121    0.9437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3258   -0.5202   -1.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2181   -1.1894   -0.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3494    0.7950   -2.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5608   -2.6642   -0.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0057   -1.4720    0.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2845   -2.3678   -0.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0095   -1.4350   -2.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5693    0.3598   -2.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4023   -0.2791   -0.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  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  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
  8 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  3
 22 23  1  0
 22 24  1  0
 19  3  1  0
 18  9  1  0
 17 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  6 29  1  0
  7 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 16 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
 23 39  1  0
 23 40  1  0
 23 41  1  0
 24 42  1  0
 24 43  1  0
 24 44  1  0
M  END


  Mrv0541 05061307032D          

 24 26  0  0  0  0            999 V2000
   -0.6284   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659   -2.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909   -0.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659   -0.6205    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
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    0.0940    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
   -1.8659    2.2374    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
   -3.1034    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534   -1.3349    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
    2.0701    1.9354    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
   -1.8659    0.8085    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
    0.6411    1.9354    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
   -0.6284    1.5229    0.0000 C   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
   -3.1034    2.9519    0.0000 O   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
   -0.1435    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  4  1  0  0  0  0
 12  1  1  0  0  0  0
 12  2  1  0  0  0  0
 12  4  2  0  0  0  0
 13  5  1  0  0  0  0
 13  8  1  0  0  0  0
 14  6  1  0  0  0  0
 14 10  2  0  0  0  0
 15  9  2  0  0  0  0
 15 11  1  0  0  0  0
 16  7  1  0  0  0  0
 17  9  1  0  0  0  0
 17 16  2  0  0  0  0
 18 10  1  0  0  0  0
 18 13  2  0  0  0  0
 19 11  2  0  0  0  0
 19 16  1  0  0  0  0
 20  8  2  0  0  0  0
 20 17  1  0  0  0  0
 21 14  1  0  0  0  0
 22 15  1  0  0  0  0
 23  3  1  0  0  0  0
 23 19  1  0  0  0  0
 24 18  1  0  0  0  0
 24 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033311

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(O)=CC(C2=CC3=C(O2)C=C(O)C=C3)=C1CC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O4/c1-12(2)4-7-16-17(9-15(22)11-19(16)23-3)20-8-13-5-6-14(21)10-18(13)24-20/h4-6,8-11,21-22H,7H2,1-3H3

> <INCHI_KEY>
MRJQFSZVXAESPR-UHFFFAOYSA-N

> <FORMULA>
C20H20O4

> <MOLECULAR_WEIGHT>
324.3704

> <EXACT_MASS>
324.136159128

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
35.758638940488666

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[5-hydroxy-3-methoxy-2-(3-methylbut-2-en-1-yl)phenyl]-1-benzofuran-6-ol

> <ALOGPS_LOGP>
4.70

> <JCHEM_LOGP>
4.6633607926666665

> <ALOGPS_LOGS>
-4.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.375531569085119

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.766343603079923

> <JCHEM_PKA_STRONGEST_BASIC>
-3.066151311653148

> <JCHEM_POLAR_SURFACE_AREA>
62.83

> <JCHEM_REFRACTIVITY>
94.5806

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[5-hydroxy-3-methoxy-2-(3-methylbut-2-en-1-yl)phenyl]-1-benzofuran-6-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033311
     RDKit          3D
Moracin I
 44 46  0  0  0  0  0  0  0  0999 V2000
   -3.7514    2.7622    0.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8085    1.7255   -0.1211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5199    1.8673    0.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1881    2.9848    1.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0997    3.0999    1.6042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4903    4.2204    2.3466 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9836    2.1125    1.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6610    0.9594    0.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7173   -0.0423    0.4112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6795   -1.3240   -0.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0088   -1.7770   -0.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6149   -2.9647   -0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9967   -3.1333   -0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7858   -2.1073    0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1770   -2.2871    0.3700 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1799   -0.9239    0.5755 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7921   -0.7527    0.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9973    0.2444    0.6876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5989    0.8260    0.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -0.3171   -0.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3208   -0.0147   -1.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3645   -0.7691   -1.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2810   -1.8723   -0.1498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6564   -0.4959   -1.7991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8643    2.8875    1.2499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7046    2.4661   -0.3421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4207    3.7352   -0.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9220    3.7709    1.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3817    4.2237    3.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9833    2.1918    1.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8386   -1.9201   -0.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9746   -3.7565   -0.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4658   -4.0855   -0.4963 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5280   -2.6492    1.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7871   -0.1121    0.9437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3258   -0.5202   -1.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2181   -1.1894   -0.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3494    0.7950   -2.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5608   -2.6642   -0.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0057   -1.4720    0.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2845   -2.3678   -0.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0095   -1.4350   -2.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5693    0.3598   -2.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4023   -0.2791   -0.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  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  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
  8 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  3
 22 23  1  0
 22 24  1  0
 19  3  1  0
 18  9  1  0
 17 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  6 29  1  0
  7 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 16 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
 23 39  1  0
 23 40  1  0
 23 41  1  0
 24 42  1  0
 24 43  1  0
 24 44  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      -1.173  -2.492   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.483  -3.826   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.023  -1.158   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.483  -1.158   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       3.864   2.073   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.713   0.175   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      -3.483   4.176   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      -5.793   2.843   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.713  -2.492   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       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.023   4.176   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.483   1.509   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.713   2.843   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.023   1.509   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.198   4.383   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -5.793   5.510   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -5.793   0.175   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.268   4.089   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   12                                                            
CONECT    3   23                                                            
CONECT    4    7   12                                                       
CONECT    5    6   13                                                       
CONECT    6    5   14                                                       
CONECT    7    4   16                                                       
CONECT    8   13   20                                                       
CONECT    9   15   17                                                       
CONECT   10   14   18                                                       
CONECT   11   15   19                                                       
CONECT   12    1    2    4                                                  
CONECT   13    5    8   18                                                  
CONECT   14    6   10   21                                                  
CONECT   15    9   11   22                                                  
CONECT   16    7   17   19                                                  
CONECT   17    9   16   20                                                  
CONECT   18   10   13   24                                                  
CONECT   19   11   16   23                                                  
CONECT   20    8   17   24                                                  
CONECT   21   14                                                            
CONECT   22   15                                                            
CONECT   23    3   19                                                       
CONECT   24   18   20                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0033311
HETATM    1  C1  UNL     1      -3.751   2.762   0.135  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.808   1.725  -0.121  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.520   1.867   0.387  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.188   2.985   1.109  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.100   3.100   1.604  1.00  0.00           C  
HETATM    6  O2  UNL     1       0.490   4.220   2.347  1.00  0.00           O  
HETATM    7  C5  UNL     1       0.984   2.112   1.362  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.661   0.959   0.624  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.717  -0.042   0.411  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.680  -1.324  -0.043  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.009  -1.777  -0.021  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.615  -2.965  -0.356  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.997  -3.133  -0.226  1.00  0.00           C  
HETATM   14  C12 UNL     1       5.786  -2.107   0.243  1.00  0.00           C  
HETATM   15  O3  UNL     1       7.177  -2.287   0.370  1.00  0.00           O  
HETATM   16  C13 UNL     1       5.180  -0.924   0.575  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.792  -0.753   0.446  1.00  0.00           C  
HETATM   18  O4  UNL     1       2.997   0.244   0.688  1.00  0.00           O  
HETATM   19  C15 UNL     1      -0.599   0.826   0.126  1.00  0.00           C  
HETATM   20  C16 UNL     1      -1.016  -0.317  -0.695  1.00  0.00           C  
HETATM   21  C17 UNL     1      -2.321  -0.015  -1.407  1.00  0.00           C  
HETATM   22  C18 UNL     1      -3.365  -0.769  -1.123  1.00  0.00           C  
HETATM   23  C19 UNL     1      -3.281  -1.872  -0.150  1.00  0.00           C  
HETATM   24  C20 UNL     1      -4.656  -0.496  -1.799  1.00  0.00           C  
HETATM   25  H1  UNL     1      -3.864   2.888   1.250  1.00  0.00           H  
HETATM   26  H2  UNL     1      -4.705   2.466  -0.342  1.00  0.00           H  
HETATM   27  H3  UNL     1      -3.421   3.735  -0.285  1.00  0.00           H  
HETATM   28  H4  UNL     1      -1.922   3.771   1.292  1.00  0.00           H  
HETATM   29  H5  UNL     1       0.382   4.224   3.346  1.00  0.00           H  
HETATM   30  H6  UNL     1       1.983   2.192   1.743  1.00  0.00           H  
HETATM   31  H7  UNL     1       0.839  -1.920  -0.346  1.00  0.00           H  
HETATM   32  H8  UNL     1       2.975  -3.756  -0.721  1.00  0.00           H  
HETATM   33  H9  UNL     1       5.466  -4.086  -0.496  1.00  0.00           H  
HETATM   34  H10 UNL     1       7.528  -2.649   1.271  1.00  0.00           H  
HETATM   35  H11 UNL     1       5.787  -0.112   0.944  1.00  0.00           H  
HETATM   36  H12 UNL     1      -0.326  -0.520  -1.539  1.00  0.00           H  
HETATM   37  H13 UNL     1      -1.218  -1.189  -0.079  1.00  0.00           H  
HETATM   38  H14 UNL     1      -2.349   0.795  -2.129  1.00  0.00           H  
HETATM   39  H15 UNL     1      -2.561  -2.664  -0.441  1.00  0.00           H  
HETATM   40  H16 UNL     1      -3.006  -1.472   0.836  1.00  0.00           H  
HETATM   41  H17 UNL     1      -4.284  -2.368  -0.042  1.00  0.00           H  
HETATM   42  H18 UNL     1      -5.009  -1.435  -2.296  1.00  0.00           H  
HETATM   43  H19 UNL     1      -4.569   0.360  -2.494  1.00  0.00           H  
HETATM   44  H20 UNL     1      -5.402  -0.279  -0.983  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4   19
CONECT    4    5   28
CONECT    5    6    7    7
CONECT    6   29
CONECT    7    8   30
CONECT    8    9   19   19
CONECT    9   10   10   18
CONECT   10   11   31
CONECT   11   12   12   17
CONECT   12   13   32
CONECT   13   14   14   33
CONECT   14   15   16
CONECT   15   34
CONECT   16   17   17   35
CONECT   17   18
CONECT   19   20
CONECT   20   21   36   37
CONECT   21   22   22   38
CONECT   22   23   24
CONECT   23   39   40   41
CONECT   24   42   43   44
END

HMDB0033311
     RDKit          3D
Moracin I
 44 46  0  0  0  0  0  0  0  0999 V2000
   -3.7514    2.7622    0.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8085    1.7255   -0.1211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5199    1.8673    0.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1881    2.9848    1.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0997    3.0999    1.6042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4903    4.2204    2.3466 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9836    2.1125    1.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6610    0.9594    0.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7173   -0.0423    0.4112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6795   -1.3240   -0.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0088   -1.7770   -0.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6149   -2.9647   -0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9967   -3.1333   -0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7858   -2.1073    0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1770   -2.2871    0.3700 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1799   -0.9239    0.5755 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7921   -0.7527    0.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9973    0.2444    0.6876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5989    0.8260    0.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -0.3171   -0.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3208   -0.0147   -1.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3645   -0.7691   -1.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2810   -1.8723   -0.1498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6564   -0.4959   -1.7991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8643    2.8875    1.2499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7046    2.4661   -0.3421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4207    3.7352   -0.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9220    3.7709    1.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3817    4.2237    3.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9833    2.1918    1.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8386   -1.9201   -0.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9746   -3.7565   -0.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4658   -4.0855   -0.4963 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5280   -2.6492    1.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7871   -0.1121    0.9437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3258   -0.5202   -1.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2181   -1.1894   -0.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3494    0.7950   -2.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5608   -2.6642   -0.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0057   -1.4720    0.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2845   -2.3678   -0.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0095   -1.4350   -2.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5693    0.3598   -2.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4023   -0.2791   -0.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  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  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
  8 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  3
 22 23  1  0
 22 24  1  0
 19  3  1  0
 18  9  1  0
 17 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  6 29  1  0
  7 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 16 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
 23 39  1  0
 23 40  1  0
 23 41  1  0
 24 42  1  0
 24 43  1  0
 24 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-Hydroxy-2-(5-hydroxy-3-methoxy-2-prenylphenyl)benzofuran	HMDB

Chemical Formula

C₂₀H₂₀O₄

Average Molecular Weight

324.3704

Monoisotopic Molecular Weight

324.136159128

IUPAC Name

2-[5-hydroxy-3-methoxy-2-(3-methylbut-2-en-1-yl)phenyl]-1-benzofuran-6-ol

Traditional Name

2-[5-hydroxy-3-methoxy-2-(3-methylbut-2-en-1-yl)phenyl]-1-benzofuran-6-ol

CAS Registry Number

73338-88-2

SMILES

COC1=CC(O)=CC(C2=CC3=C(O2)C=C(O)C=C3)=C1CC=C(C)C

InChI Identifier

InChI=1S/C20H20O4/c1-12(2)4-7-16-17(9-15(22)11-19(16)23-3)20-8-13-5-6-14(21)10-18(13)24-20/h4-6,8-11,21-22H,7H2,1-3H3

InChI Key

MRJQFSZVXAESPR-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
2-phenylbenzofuran
Phenylbenzofuran
Methoxyphenol
Benzofuran
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Furan
Ether
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0033311)

Cellular substructure

Membrane (HMDB: HMDB0033311)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033311)

Source

Exogenous

Food

Food (HMDB: HMDB0033311)

Fruit

Berry

Mulberry (FooDB: FOOD00116)

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0033311)

Not Available

Nutrient (HMDB: HMDB0033311)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	139 - 140 °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	0.031 g/L	ALOGPS
logP	4.7	ALOGPS
logP	4.66	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	8.77	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	4	ChemAxon
Refractivity	94.58 m³·mol⁻¹	ChemAxon
Polarizability	35.76 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]+	178.793	31661259
DarkChem	[M-H]-	180.495	31661259
DeepCCS	[M+H]+	181.975	30932474
DeepCCS	[M-H]-	179.617	30932474
DeepCCS	[M-2H]-	213.959	30932474
DeepCCS	[M+Na]+	189.131	30932474
AllCCS	[M+H]+	177.5	32859911
AllCCS	[M+H-H2O]+	174.1	32859911
AllCCS	[M+NH4]+	180.7	32859911
AllCCS	[M+Na]+	181.6	32859911
AllCCS	[M-H]-	178.9	32859911
AllCCS	[M+Na-2H]-	178.1	32859911
AllCCS	[M+HCOO]-	177.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Moracin I	COC1=CC(O)=CC(C2=CC3=C(O2)C=C(O)C=C3)=C1CC=C(C)C	4602.1	Standard polar	33892256
Moracin I	COC1=CC(O)=CC(C2=CC3=C(O2)C=C(O)C=C3)=C1CC=C(C)C	2893.0	Standard non polar	33892256
Moracin I	COC1=CC(O)=CC(C2=CC3=C(O2)C=C(O)C=C3)=C1CC=C(C)C	3073.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Moracin I,1TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=CC(C2=CC3=CC=C(O)C=C3O2)=C1CC=C(C)C	2949.0	Semi standard non polar	33892256
Moracin I,1TMS,isomer #2	COC1=CC(O)=CC(C2=CC3=CC=C(O[Si](C)(C)C)C=C3O2)=C1CC=C(C)C	2939.6	Semi standard non polar	33892256
Moracin I,2TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=CC(C2=CC3=CC=C(O[Si](C)(C)C)C=C3O2)=C1CC=C(C)C	2910.0	Semi standard non polar	33892256
Moracin I,1TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C2=CC3=CC=C(O)C=C3O2)=C1CC=C(C)C	3227.8	Semi standard non polar	33892256
Moracin I,1TBDMS,isomer #2	COC1=CC(O)=CC(C2=CC3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O2)=C1CC=C(C)C	3207.9	Semi standard non polar	33892256
Moracin I,2TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C2=CC3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O2)=C1CC=C(C)C	3411.9	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 I GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-3495000000-7a19e577f0b4826abb24	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moracin I GC-MS (2 TMS) - 70eV, Positive	splash10-0udi-2104900000-96cf705e448e003327d2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moracin I GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moracin I 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 I 10V, Positive-QTOF	splash10-004i-0039000000-524557b1887dfe3e3243	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin I 20V, Positive-QTOF	splash10-016r-2095000000-2c035c2a64a2992c6d47	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin I 40V, Positive-QTOF	splash10-014i-9860000000-60a45ce47ead3784a6aa	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin I 10V, Negative-QTOF	splash10-00di-0009000000-46211b16a6a905be48f7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin I 20V, Negative-QTOF	splash10-00di-0139000000-596f0b0d12e3d9b13da5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin I 40V, Negative-QTOF	splash10-0a4i-2591000000-aa1c3f65d6a180bcc974	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin I 10V, Positive-QTOF	splash10-004i-0039000000-d01b65a4d3fd2a86781c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin I 20V, Positive-QTOF	splash10-016r-0294000000-4434113895ed48441495	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin I 40V, Positive-QTOF	splash10-00dl-1192000000-66753e5b8ca1d9ea0379	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin I 10V, Negative-QTOF	splash10-00di-0009000000-b64caba2598a2db6662e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin I 20V, Negative-QTOF	splash10-00di-0029000000-730400228586798d6a76	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin I 40V, Negative-QTOF	splash10-05fr-1494000000-bf79a3970ded4405e3e9	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011335

KNApSAcK ID

C00036154

Chemspider ID

137382

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

155976

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

Showing metabocard for Moracin I (HMDB0033311)

MOL for HMDB0033311 (Moracin I)

3D MOL for HMDB0033311 (Moracin I)

3D SDF for HMDB0033311 (Moracin I)

3D-SDF for HMDB0033311 (Moracin I)

PDB for HMDB0033311 (Moracin I)

3D PDB for HMDB0033311 (Moracin I)

SMILES for HMDB0033311 (Moracin I)

INCHI for HMDB0033311 (Moracin I)

Structure for HMDB0033311 (Moracin I)

3D Structure for HMDB0033311 (Moracin I)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions