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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:50:46 UTC

Update Date

2022-03-07 02:56:33 UTC

HMDB ID

HMDB0040313

Secondary Accession Numbers

HMDB40313

Metabolite Identification

Common Name

Moracin O

Description

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

Structure

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

HMDB0040313
     RDKit          3D
Moracin O
 42 45  0  0  0  0  0  0  0  0999 V2000
    5.9375   -0.8042    0.9668 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2249   -0.2976   -0.2678 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0538    0.7588   -0.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9871   -1.3993   -1.0846 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8671    0.2200    0.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0752   -0.9466    0.7151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6797   -0.5680    0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4499   -0.9628    0.8559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7342   -0.4460    0.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0549   -0.6811    0.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7847    0.1279   -0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2366    0.2446   -0.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0002   -0.5216    0.6396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3858   -0.3988    0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1449   -1.1884    1.4511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9940    0.4634   -0.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2275    1.2284   -1.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8850    2.0784   -2.0462 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8598    1.0952   -1.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9313    0.7946   -0.9079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7023    0.4962   -0.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5423    0.8867   -1.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7221    0.3732   -0.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0755    0.6023   -0.9365 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1614    0.0566    1.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3274   -1.5877    1.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8976   -1.2911    0.7015 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4639    1.5629   -1.3761 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6135    0.2650   -1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8239    1.1138   -0.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2382   -1.1579   -1.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9677    1.0438    0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4080   -1.8575    0.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2159   -1.0857    1.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4177   -1.7052    1.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4059   -1.3755    1.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5743   -1.2082    1.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3797   -0.8023    2.3751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0905    0.5315   -0.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0721    3.0168   -1.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2629    1.6999   -1.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5766    1.6255   -1.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 11 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24  5  1  0
 23  7  1  0
 21  9  2  0
 19 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  8 35  1  0
 10 36  1  0
 13 37  1  0
 15 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 22 42  1  0
M  END

  Mrv0541 05061311452D          

 24 27  0  0  0  0            999 V2000
   -2.2784    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    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
    4.5771    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5771    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8547    0.8555    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
    5.8146    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
    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
    4.1646    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4021    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4021    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3396    1.5229    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
    0.6411    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
   -1.4534    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8146    2.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8146    0.0940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8547    2.1904    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
 10  3  2  0  0  0  0
 10  6  1  0  0  0  0
 11  3  1  0  0  0  0
 11  7  1  0  0  0  0
 12  4  2  0  0  0  0
 12  5  1  0  0  0  0
 13  4  1  0  0  0  0
 13  8  2  0  0  0  0
 14  5  2  0  0  0  0
 14  8  1  0  0  0  0
 15  6  2  0  0  0  0
 15 12  1  0  0  0  0
 16  9  2  0  0  0  0
 16 10  1  0  0  0  0
 17  9  1  0  0  0  0
 17 11  2  0  0  0  0
 18  7  1  0  0  0  0
 19  1  1  0  0  0  0
 19  2  1  0  0  0  0
 19 18  1  0  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
 22 19  1  0  0  0  0
 23 15  1  0  0  0  0
 23 16  1  0  0  0  0
 24 17  1  0  0  0  0
 24 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040313

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(O)C1CC2=C(O1)C=C1OC(=CC1=C2)C1=CC(O)=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H18O5/c1-19(2,22)18-7-11-3-10-6-15(23-16(10)9-17(11)24-18)12-4-13(20)8-14(21)5-12/h3-6,8-9,18,20-22H,7H2,1-2H3

> <INCHI_KEY>
HMTMYIWMPJSCAZ-UHFFFAOYSA-N

> <FORMULA>
C19H18O5

> <MOLECULAR_WEIGHT>
326.3432

> <EXACT_MASS>
326.115423686

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
35.74100976633427

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[11-(2-hydroxypropan-2-yl)-4,12-dioxatricyclo[7.3.0.0³,⁷]dodeca-1(9),2,5,7-tetraen-5-yl]benzene-1,3-diol

> <ALOGPS_LOGP>
3.42

> <JCHEM_LOGP>
3.0414990506666664

> <ALOGPS_LOGS>
-3.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.272400464245647

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.816928008197493

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0433418292541736

> <JCHEM_POLAR_SURFACE_AREA>
83.06

> <JCHEM_REFRACTIVITY>
88.66690000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[11-(2-hydroxypropan-2-yl)-4,12-dioxatricyclo[7.3.0.0³,⁷]dodeca-1(9),2,5,7-tetraen-5-yl]benzene-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040313
     RDKit          3D
Moracin O
 42 45  0  0  0  0  0  0  0  0999 V2000
    5.9375   -0.8042    0.9668 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2249   -0.2976   -0.2678 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0538    0.7588   -0.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9871   -1.3993   -1.0846 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8671    0.2200    0.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0752   -0.9466    0.7151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6797   -0.5680    0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4499   -0.9628    0.8559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7342   -0.4460    0.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0549   -0.6811    0.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7847    0.1279   -0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2366    0.2446   -0.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0002   -0.5216    0.6396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3858   -0.3988    0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1449   -1.1884    1.4511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9940    0.4634   -0.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2275    1.2284   -1.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8850    2.0784   -2.0462 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8598    1.0952   -1.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9313    0.7946   -0.9079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7023    0.4962   -0.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5423    0.8867   -1.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7221    0.3732   -0.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0755    0.6023   -0.9365 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1614    0.0566    1.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3274   -1.5877    1.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8976   -1.2911    0.7015 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4639    1.5629   -1.3761 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6135    0.2650   -1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8239    1.1138   -0.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2382   -1.1579   -1.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9677    1.0438    0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4080   -1.8575    0.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2159   -1.0857    1.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4177   -1.7052    1.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4059   -1.3755    1.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5743   -1.2082    1.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3797   -0.8023    2.3751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0905    0.5315   -0.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0721    3.0168   -1.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2629    1.6999   -1.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5766    1.6255   -1.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 11 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24  5  1  0
 23  7  1  0
 21  9  2  0
 19 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  8 35  1  0
 10 36  1  0
 13 37  1  0
 15 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 22 42  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      -4.253   2.843   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.713   1.303   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.544   4.176   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.544   1.509   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.329   1.597   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.268   1.597   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.854   2.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.774   2.843   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.084   4.176   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.084   1.509   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.234   2.843   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.197   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      -2.713   2.843   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      10.854   5.510   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      10.854   0.175   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.713   4.383   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.329   4.089   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   19                                                            
CONECT    2   19                                                            
CONECT    3   10   11                                                       
CONECT    4   12   13                                                       
CONECT    5   12   14                                                       
CONECT    6   10   15                                                       
CONECT    7   11   18                                                       
CONECT    8   13   14                                                       
CONECT    9   16   17                                                       
CONECT   10    3    6   16                                                  
CONECT   11    3    7   17                                                  
CONECT   12    4    5   15                                                  
CONECT   13    4    8   20                                                  
CONECT   14    5    8   21                                                  
CONECT   15    6   12   23                                                  
CONECT   16    9   10   23                                                  
CONECT   17    9   11   24                                                  
CONECT   18    7   19   24                                                  
CONECT   19    1    2   18   22                                             
CONECT   20   13                                                            
CONECT   21   14                                                            
CONECT   22   19                                                            
CONECT   23   15   16                                                       
CONECT   24   17   18                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0040313
HETATM    1  C1  UNL     1       5.937  -0.804   0.967  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.225  -0.298  -0.268  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.054   0.759  -0.931  1.00  0.00           C  
HETATM    4  O1  UNL     1       4.987  -1.399  -1.085  1.00  0.00           O  
HETATM    5  C4  UNL     1       3.867   0.220   0.178  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.075  -0.947   0.715  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.680  -0.568   0.377  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.450  -0.963   0.856  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.734  -0.446   0.360  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.055  -0.681   0.672  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.785   0.128  -0.157  1.00  0.00           C  
HETATM   12  C11 UNL     1      -4.237   0.245  -0.214  1.00  0.00           C  
HETATM   13  C12 UNL     1      -5.000  -0.522   0.640  1.00  0.00           C  
HETATM   14  C13 UNL     1      -6.386  -0.399   0.573  1.00  0.00           C  
HETATM   15  O2  UNL     1      -7.145  -1.188   1.451  1.00  0.00           O  
HETATM   16  C14 UNL     1      -6.994   0.463  -0.318  1.00  0.00           C  
HETATM   17  C15 UNL     1      -6.227   1.228  -1.170  1.00  0.00           C  
HETATM   18  O3  UNL     1      -6.885   2.078  -2.046  1.00  0.00           O  
HETATM   19  C16 UNL     1      -4.860   1.095  -1.092  1.00  0.00           C  
HETATM   20  O4  UNL     1      -1.931   0.795  -0.908  1.00  0.00           O  
HETATM   21  C17 UNL     1      -0.702   0.496  -0.647  1.00  0.00           C  
HETATM   22  C18 UNL     1       0.542   0.887  -1.122  1.00  0.00           C  
HETATM   23  C19 UNL     1       1.722   0.373  -0.629  1.00  0.00           C  
HETATM   24  O5  UNL     1       3.076   0.602  -0.936  1.00  0.00           O  
HETATM   25  H1  UNL     1       6.161   0.057   1.626  1.00  0.00           H  
HETATM   26  H2  UNL     1       5.327  -1.588   1.467  1.00  0.00           H  
HETATM   27  H3  UNL     1       6.898  -1.291   0.702  1.00  0.00           H  
HETATM   28  H4  UNL     1       5.464   1.563  -1.376  1.00  0.00           H  
HETATM   29  H5  UNL     1       6.613   0.265  -1.770  1.00  0.00           H  
HETATM   30  H6  UNL     1       6.824   1.114  -0.215  1.00  0.00           H  
HETATM   31  H7  UNL     1       4.238  -1.158  -1.701  1.00  0.00           H  
HETATM   32  H8  UNL     1       3.968   1.044   0.920  1.00  0.00           H  
HETATM   33  H9  UNL     1       3.408  -1.858   0.163  1.00  0.00           H  
HETATM   34  H10 UNL     1       3.216  -1.086   1.806  1.00  0.00           H  
HETATM   35  H11 UNL     1       0.418  -1.705   1.649  1.00  0.00           H  
HETATM   36  H12 UNL     1      -2.406  -1.376   1.430  1.00  0.00           H  
HETATM   37  H13 UNL     1      -4.574  -1.208   1.352  1.00  0.00           H  
HETATM   38  H14 UNL     1      -7.380  -0.802   2.375  1.00  0.00           H  
HETATM   39  H15 UNL     1      -8.091   0.532  -0.340  1.00  0.00           H  
HETATM   40  H16 UNL     1      -7.072   3.017  -1.716  1.00  0.00           H  
HETATM   41  H17 UNL     1      -4.263   1.700  -1.765  1.00  0.00           H  
HETATM   42  H18 UNL     1       0.577   1.625  -1.912  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    4    5
CONECT    3   28   29   30
CONECT    4   31
CONECT    5    6   24   32
CONECT    6    7   33   34
CONECT    7    8    8   23
CONECT    8    9   35
CONECT    9   10   21   21
CONECT   10   11   11   36
CONECT   11   12   20
CONECT   12   13   13   19
CONECT   13   14   37
CONECT   14   15   16   16
CONECT   15   38
CONECT   16   17   39
CONECT   17   18   19   19
CONECT   18   40
CONECT   19   41
CONECT   20   21
CONECT   21   22
CONECT   22   23   23   42
CONECT   23   24
END

HMDB0040313
     RDKit          3D
Moracin O
 42 45  0  0  0  0  0  0  0  0999 V2000
    5.9375   -0.8042    0.9668 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2249   -0.2976   -0.2678 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0538    0.7588   -0.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9871   -1.3993   -1.0846 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8671    0.2200    0.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0752   -0.9466    0.7151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6797   -0.5680    0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4499   -0.9628    0.8559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7342   -0.4460    0.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0549   -0.6811    0.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7847    0.1279   -0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2366    0.2446   -0.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0002   -0.5216    0.6396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3858   -0.3988    0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1449   -1.1884    1.4511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9940    0.4634   -0.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2275    1.2284   -1.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8850    2.0784   -2.0462 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8598    1.0952   -1.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9313    0.7946   -0.9079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7023    0.4962   -0.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5423    0.8867   -1.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7221    0.3732   -0.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0755    0.6023   -0.9365 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1614    0.0566    1.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3274   -1.5877    1.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8976   -1.2911    0.7015 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4639    1.5629   -1.3761 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6135    0.2650   -1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8239    1.1138   -0.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2382   -1.1579   -1.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9677    1.0438    0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4080   -1.8575    0.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2159   -1.0857    1.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4177   -1.7052    1.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4059   -1.3755    1.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5743   -1.2082    1.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3797   -0.8023    2.3751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0905    0.5315   -0.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0721    3.0168   -1.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2629    1.6999   -1.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5766    1.6255   -1.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 11 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24  5  1  0
 23  7  1  0
 21  9  2  0
 19 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  8 35  1  0
 10 36  1  0
 13 37  1  0
 15 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 22 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+/-)-moracin O	ChEMBL, HMDB
(-)-Moracin O	HMDB
5-[5,6-dihydro-6-(1-Hydroxy-1-methylethyl)benzo[1,2-b:5,4-b']difuran-2-yl]-1,3-benzenediol, 9ci	HMDB
Moracin O	MeSH

Chemical Formula

C₁₉H₁₈O₅

Average Molecular Weight

326.3432

Monoisotopic Molecular Weight

326.115423686

IUPAC Name

5-[11-(2-hydroxypropan-2-yl)-4,12-dioxatricyclo[7.3.0.0³,⁷]dodeca-1(9),2,5,7-tetraen-5-yl]benzene-1,3-diol

Traditional Name

5-[11-(2-hydroxypropan-2-yl)-4,12-dioxatricyclo[7.3.0.0³,⁷]dodeca-1(9),2,5,7-tetraen-5-yl]benzene-1,3-diol

CAS Registry Number

123702-97-6

SMILES

CC(C)(O)C1CC2=C(O1)C=C1OC(=CC1=C2)C1=CC(O)=CC(O)=C1

InChI Identifier

InChI=1S/C19H18O5/c1-19(2,22)18-7-11-3-10-6-15(23-16(10)9-17(11)24-18)12-4-13(20)8-14(21)5-12/h3-6,8-9,18,20-22H,7H2,1-2H3

InChI Key

HMTMYIWMPJSCAZ-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
Coumaran
Resorcinol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Furan
Tertiary alcohol
Ether
Organoheterocyclic compound
Oxacycle
Alcohol
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

Cellular substructure

Membrane (HMDB: HMDB0040313)
Cell membrane (HMDB: HMDB0040313)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040313)

Source

Exogenous

Exogenous (HMDB: HMDB0040313)

Food

Food (HMDB: HMDB0040313)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0040313)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040313)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	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	0.11 g/L	ALOGPS
logP	3.42	ALOGPS
logP	3.04	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	8.82	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	83.06 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	88.67 m³·mol⁻¹	ChemAxon
Polarizability	35.74 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	178.06	31661259
DarkChem	[M-H]-	177.288	31661259
DeepCCS	[M+H]+	182.024	30932474
DeepCCS	[M-H]-	179.666	30932474
DeepCCS	[M-2H]-	213.886	30932474
DeepCCS	[M+Na]+	189.553	30932474
AllCCS	[M+H]+	179.1	32859911
AllCCS	[M+H-H2O]+	175.7	32859911
AllCCS	[M+NH4]+	182.2	32859911
AllCCS	[M+Na]+	183.1	32859911
AllCCS	[M-H]-	181.6	32859911
AllCCS	[M+Na-2H]-	181.0	32859911
AllCCS	[M+HCOO]-	180.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Moracin O	CC(C)(O)C1CC2=C(O1)C=C1OC(=CC1=C2)C1=CC(O)=CC(O)=C1	5400.1	Standard polar	33892256
Moracin O	CC(C)(O)C1CC2=C(O1)C=C1OC(=CC1=C2)C1=CC(O)=CC(O)=C1	2946.7	Standard non polar	33892256
Moracin O	CC(C)(O)C1CC2=C(O1)C=C1OC(=CC1=C2)C1=CC(O)=CC(O)=C1	3231.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Moracin O,1TMS,isomer #1	CC(C)(O[Si](C)(C)C)C1CC2=CC3=C(C=C2O1)OC(C1=CC(O)=CC(O)=C1)=C3	3240.9	Semi standard non polar	33892256
Moracin O,1TMS,isomer #2	CC(C)(O)C1CC2=CC3=C(C=C2O1)OC(C1=CC(O)=CC(O[Si](C)(C)C)=C1)=C3	3173.0	Semi standard non polar	33892256
Moracin O,2TMS,isomer #1	CC(C)(O[Si](C)(C)C)C1CC2=CC3=C(C=C2O1)OC(C1=CC(O)=CC(O[Si](C)(C)C)=C1)=C3	3154.8	Semi standard non polar	33892256
Moracin O,2TMS,isomer #2	CC(C)(O)C1CC2=CC3=C(C=C2O1)OC(C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1)=C3	3208.4	Semi standard non polar	33892256
Moracin O,3TMS,isomer #1	CC(C)(O[Si](C)(C)C)C1CC2=CC3=C(C=C2O1)OC(C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1)=C3	3268.8	Semi standard non polar	33892256
Moracin O,1TBDMS,isomer #1	CC(C)(O[Si](C)(C)C(C)(C)C)C1CC2=CC3=C(C=C2O1)OC(C1=CC(O)=CC(O)=C1)=C3	3534.4	Semi standard non polar	33892256
Moracin O,1TBDMS,isomer #2	CC(C)(O)C1CC2=CC3=C(C=C2O1)OC(C1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1)=C3	3456.6	Semi standard non polar	33892256
Moracin O,2TBDMS,isomer #1	CC(C)(O[Si](C)(C)C(C)(C)C)C1CC2=CC3=C(C=C2O1)OC(C1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1)=C3	3697.7	Semi standard non polar	33892256
Moracin O,2TBDMS,isomer #2	CC(C)(O)C1CC2=CC3=C(C=C2O1)OC(C1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1)=C3	3662.7	Semi standard non polar	33892256
Moracin O,3TBDMS,isomer #1	CC(C)(O[Si](C)(C)C(C)(C)C)C1CC2=CC3=C(C=C2O1)OC(C1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1)=C3	3910.4	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 O GC-MS (Non-derivatized) - 70eV, Positive	splash10-0aor-9162000000-5e90ba82f19b7513772a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moracin O GC-MS (3 TMS) - 70eV, Positive	splash10-004i-9510450000-097418eea789faee6226	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moracin O GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moracin O 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 O 10V, Positive-QTOF	splash10-056r-0029000000-aaca049ff8f1501040cf	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin O 20V, Positive-QTOF	splash10-0a6r-0039000000-25e0d1b847a2ae49e59d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin O 40V, Positive-QTOF	splash10-0udi-1190000000-1695a116d9291992701d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin O 10V, Negative-QTOF	splash10-004i-0009000000-12f7d07ee44c9f375677	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin O 20V, Negative-QTOF	splash10-004i-0029000000-ee5a91eb0d256b12f87b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin O 40V, Negative-QTOF	splash10-0a4l-0192000000-93086fef52f50f939c17	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin O 10V, Negative-QTOF	splash10-004i-0009000000-9e96b9c23c7cae4a8238	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin O 20V, Negative-QTOF	splash10-004i-0029000000-c1e05f43c2df3343d2cb	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin O 40V, Negative-QTOF	splash10-000l-0292000000-80ebf9fddc09049dd937	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin O 10V, Positive-QTOF	splash10-004i-0009000000-33839306fc28f6b006c4	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin O 20V, Positive-QTOF	splash10-056r-0019000000-b233790acf869fb9cb64	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moracin O 40V, Positive-QTOF	splash10-000f-1190000000-d325b5caa9ad0226901c	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020036

KNApSAcK ID

C00037512

Chemspider ID

21432028

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14539883

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.. .

Showing metabocard for Moracin O (HMDB0040313)

MOL for HMDB0040313 (Moracin O)

3D MOL for HMDB0040313 (Moracin O)

3D SDF for HMDB0040313 (Moracin O)

3D-SDF for HMDB0040313 (Moracin O)

PDB for HMDB0040313 (Moracin O)

3D PDB for HMDB0040313 (Moracin O)

SMILES for HMDB0040313 (Moracin O)

INCHI for HMDB0040313 (Moracin O)

Structure for HMDB0040313 (Moracin O)

3D Structure for HMDB0040313 (Moracin O)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra