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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:50:57 UTC

Update Date

2022-03-07 02:53:25 UTC

HMDB ID

HMDB0032644

Secondary Accession Numbers

HMDB32644

Metabolite Identification

Common Name

Maclurin

Description

Maclurin, also known as morintannic acid or fustic extract, belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups. Based on a literature review very few articles have been published on Maclurin.

Structure

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

HMDB0032644
     RDKit          3D
Maclurin
 29 30  0  0  0  0  0  0  0  0999 V2000
   -0.0781   -2.5764    0.1608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1219   -1.2889    0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1955   -0.6769   -0.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3296   -1.1765    0.6038 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5683   -0.6097    0.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7398    0.4796   -0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9986    1.0577   -0.6553 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6172    0.9999   -1.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7376    2.0998   -1.8968 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3825    0.4306   -0.8369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3933   -0.6096    0.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5319   -1.2215   -0.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4827   -2.4425   -0.9645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7872   -0.5932   -0.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9465    0.6172    0.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224    1.1781    0.4938 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8380    1.2266    0.9152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5714    0.6159    0.8052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5169    1.2900    1.3570 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2106   -2.0467    1.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4691   -1.0058    0.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8332    0.7128   -0.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6293    2.5285   -2.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4726    0.8098   -1.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6939   -2.9809   -1.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6537   -1.1208   -0.6186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8376    1.0073    1.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9299    2.1867    1.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4216    1.1088    1.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  2  0
  2 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 10  3  1  0
 18 11  1  0
  4 20  1  0
  5 21  1  0
  7 22  1  0
  9 23  1  0
 10 24  1  0
 13 25  1  0
 14 26  1  0
 16 27  1  0
 17 28  1  0
 19 29  1  0
M  END

  Mrv0541 05061306362D          

 19 20  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  6  1  1  0  0  0  0
  6  3  2  0  0  0  0
  7  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
  9  8  2  0  0  0  0
 10  4  1  0  0  0  0
 11  5  2  0  0  0  0
 12 10  2  0  0  0  0
 12 11  1  0  0  0  0
 13  6  1  0  0  0  0
 13 12  1  0  0  0  0
 14  7  1  0  0  0  0
 15  8  1  0  0  0  0
 16  9  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  1  0  0  0  0
 19 13  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032644

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC(O)=C(C(=O)C2=CC(O)=C(O)C=C2)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H10O6/c14-7-4-10(17)12(11(18)5-7)13(19)6-1-2-8(15)9(16)3-6/h1-5,14-18H

> <INCHI_KEY>
XNWPXDGRBWJIES-UHFFFAOYSA-N

> <FORMULA>
C13H10O6

> <MOLECULAR_WEIGHT>
262.2149

> <EXACT_MASS>
262.047738052

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
24.429406066296735

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,4-dihydroxybenzoyl)benzene-1,3,5-triol

> <ALOGPS_LOGP>
1.69

> <JCHEM_LOGP>
3.2147722450000003

> <ALOGPS_LOGS>
-2.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.110757355908445

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.512432103336085

> <JCHEM_PKA_STRONGEST_BASIC>
-5.6228204097151595

> <JCHEM_POLAR_SURFACE_AREA>
118.22

> <JCHEM_REFRACTIVITY>
66.53800000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.82e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
maclurin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032644
     RDKit          3D
Maclurin
 29 30  0  0  0  0  0  0  0  0999 V2000
   -0.0781   -2.5764    0.1608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1219   -1.2889    0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1955   -0.6769   -0.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3296   -1.1765    0.6038 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5683   -0.6097    0.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7398    0.4796   -0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9986    1.0577   -0.6553 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6172    0.9999   -1.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7376    2.0998   -1.8968 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3825    0.4306   -0.8369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3933   -0.6096    0.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5319   -1.2215   -0.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4827   -2.4425   -0.9645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7872   -0.5932   -0.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9465    0.6172    0.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224    1.1781    0.4938 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8380    1.2266    0.9152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5714    0.6159    0.8052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5169    1.2900    1.3570 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2106   -2.0467    1.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4691   -1.0058    0.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8332    0.7128   -0.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6293    2.5285   -2.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4726    0.8098   -1.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6939   -2.9809   -1.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6537   -1.1208   -0.6186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8376    1.0073    1.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9299    2.1867    1.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4216    1.1088    1.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  2  0
  2 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 10  3  1  0
 18 11  1  0
  4 20  1  0
  5 21  1  0
  7 22  1  0
  9 23  1  0
 10 24  1  0
 13 25  1  0
 14 26  1  0
 16 27  1  0
 17 28  1  0
 19 29  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -1.334   8.470   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -4.001   6.930   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -4.001   3.850   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    8                                                       
CONECT    3    6    9                                                       
CONECT    4    7   10                                                       
CONECT    5    7   11                                                       
CONECT    6    1    3   13                                                  
CONECT    7    4    5   14                                                  
CONECT    8    2    9   15                                                  
CONECT    9    3    8   16                                                  
CONECT   10    4   12   17                                                  
CONECT   11    5   12   18                                                  
CONECT   12   10   11   13                                                  
CONECT   13    6   12   19                                                  
CONECT   14    7                                                            
CONECT   15    8                                                            
CONECT   16    9                                                            
CONECT   17   10                                                            
CONECT   18   11                                                            
CONECT   19   13                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0032644
HETATM    1  O1  UNL     1      -0.078  -2.576   0.161  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.122  -1.289   0.121  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.195  -0.677  -0.001  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.330  -1.177   0.604  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.568  -0.610   0.389  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.740   0.480  -0.436  1.00  0.00           C  
HETATM    7  O2  UNL     1       4.999   1.058  -0.655  1.00  0.00           O  
HETATM    8  C6  UNL     1       2.617   1.000  -1.054  1.00  0.00           C  
HETATM    9  O3  UNL     1       2.738   2.100  -1.897  1.00  0.00           O  
HETATM   10  C7  UNL     1       1.383   0.431  -0.837  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.393  -0.610   0.186  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.532  -1.221  -0.324  1.00  0.00           C  
HETATM   13  O4  UNL     1      -2.483  -2.443  -0.965  1.00  0.00           O  
HETATM   14  C10 UNL     1      -3.787  -0.593  -0.199  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.947   0.617   0.411  1.00  0.00           C  
HETATM   16  O5  UNL     1      -5.222   1.178   0.494  1.00  0.00           O  
HETATM   17  C12 UNL     1      -2.838   1.227   0.915  1.00  0.00           C  
HETATM   18  C13 UNL     1      -1.571   0.616   0.805  1.00  0.00           C  
HETATM   19  O6  UNL     1      -0.517   1.290   1.357  1.00  0.00           O  
HETATM   20  H1  UNL     1       2.211  -2.047   1.266  1.00  0.00           H  
HETATM   21  H2  UNL     1       4.469  -1.006   0.868  1.00  0.00           H  
HETATM   22  H3  UNL     1       5.833   0.713  -0.228  1.00  0.00           H  
HETATM   23  H4  UNL     1       3.629   2.529  -2.068  1.00  0.00           H  
HETATM   24  H5  UNL     1       0.473   0.810  -1.305  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.694  -2.981  -1.150  1.00  0.00           H  
HETATM   26  H7  UNL     1      -4.654  -1.121  -0.619  1.00  0.00           H  
HETATM   27  H8  UNL     1      -5.838   1.007   1.263  1.00  0.00           H  
HETATM   28  H9  UNL     1      -2.930   2.187   1.404  1.00  0.00           H  
HETATM   29  H10 UNL     1       0.422   1.109   1.492  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   11
CONECT    3    4    4   10
CONECT    4    5   20
CONECT    5    6    6   21
CONECT    6    7    8
CONECT    7   22
CONECT    8    9   10   10
CONECT    9   23
CONECT   10   24
CONECT   11   12   12   18
CONECT   12   13   14
CONECT   13   25
CONECT   14   15   15   26
CONECT   15   16   17
CONECT   16   27
CONECT   17   18   18   28
CONECT   18   19
CONECT   19   29
END

HMDB0032644
     RDKit          3D
Maclurin
 29 30  0  0  0  0  0  0  0  0999 V2000
   -0.0781   -2.5764    0.1608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1219   -1.2889    0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1955   -0.6769   -0.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3296   -1.1765    0.6038 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5683   -0.6097    0.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7398    0.4796   -0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9986    1.0577   -0.6553 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6172    0.9999   -1.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7376    2.0998   -1.8968 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3825    0.4306   -0.8369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3933   -0.6096    0.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5319   -1.2215   -0.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4827   -2.4425   -0.9645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7872   -0.5932   -0.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9465    0.6172    0.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224    1.1781    0.4938 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8380    1.2266    0.9152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5714    0.6159    0.8052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5169    1.2900    1.3570 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2106   -2.0467    1.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4691   -1.0058    0.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8332    0.7128   -0.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6293    2.5285   -2.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4726    0.8098   -1.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6939   -2.9809   -1.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6537   -1.1208   -0.6186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8376    1.0073    1.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9299    2.1867    1.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4216    1.1088    1.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  2  0
  2 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 10  3  1  0
 18 11  1  0
  4 20  1  0
  5 21  1  0
  7 22  1  0
  9 23  1  0
 10 24  1  0
 13 25  1  0
 14 26  1  0
 16 27  1  0
 17 28  1  0
 19 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Macurin	HMDB
(3,4-Dihydroxyphenyl)(2,4,6-trihydroxyphenyl)-methanone	HMDB
(3,4-Dihydroxyphenyl)(2,4,6-trihydroxyphenyl)methanone	HMDB
(3,4-Dihydroxyphenyl)(2,4,6-trihydroxyphenyl)methanone, 9ci	HMDB
2,3',4,4', 6-Pentahydroxybenzophenone	HMDB
2,3',4,4',6-Pentahydroxy-benzophenone	HMDB
Benzophenone, 2,3',4,4',6-pentahydroxy- (8ci)	HMDB
Fustic extract	HMDB
Kino-yellow	HMDB
Laguncurin	HMDB
Maklurin	HMDB
Moringerbic acid	HMDB
Morintannic acid	HMDB
Moritannic acid	HMDB
Patent fustin	HMDB
Maclura pomifera lectin	HMDB

Chemical Formula

C₁₃H₁₀O₆

Average Molecular Weight

262.2149

Monoisotopic Molecular Weight

262.047738052

IUPAC Name

2-(3,4-dihydroxybenzoyl)benzene-1,3,5-triol

Traditional Name

maclurin

CAS Registry Number

519-34-6

SMILES

OC1=CC(O)=C(C(=O)C2=CC(O)=C(O)C=C2)C(O)=C1

InChI Identifier

InChI=1S/C13H10O6/c14-7-4-10(17)12(11(18)5-7)13(19)6-1-2-8(15)9(16)3-6/h1-5,14-18H

InChI Key

XNWPXDGRBWJIES-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzophenones

Direct Parent

Benzophenones

Alternative Parents

Substituents

Benzophenone
Diphenylmethane
Aryl-phenylketone
Benzenetriol
Phloroglucinol derivative
Benzoyl
Catechol
Aryl ketone
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Vinylogous acid
Ketone
Polyol
Organic oxide
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

benzophenones (CHEBI:6624 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032644)
Cytoplasm (HMDB: HMDB0032644)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032644)

Source

Endogenous

Endogenous (HMDB: HMDB0032644)

Plant

Plant (HMDB: HMDB0032644)

Exogenous

Food

Food (HMDB: HMDB0032644)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0032644)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	222 - 222.5 °C	Not Available
Boiling Point	551.10 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	5 mg/mL at 14 °C	Not Available
LogP	2.880 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.38 g/L	ALOGPS
logP	1.69	ALOGPS
logP	3.21	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	7.51	ChemAxon
pKa (Strongest Basic)	-5.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	118.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	66.54 m³·mol⁻¹	ChemAxon
Polarizability	24.43 Å³	ChemAxon
Number of Rings	2	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]+	161.439	31661259
DarkChem	[M-H]-	159.051	31661259
DeepCCS	[M+H]+	163.544	30932474
DeepCCS	[M-H]-	161.186	30932474
DeepCCS	[M-2H]-	194.072	30932474
DeepCCS	[M+Na]+	169.637	30932474
AllCCS	[M+H]+	158.6	32859911
AllCCS	[M+H-H2O]+	154.8	32859911
AllCCS	[M+NH4]+	162.3	32859911
AllCCS	[M+Na]+	163.3	32859911
AllCCS	[M-H]-	156.4	32859911
AllCCS	[M+Na-2H]-	156.0	32859911
AllCCS	[M+HCOO]-	155.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Maclurin	OC1=CC(O)=C(C(=O)C2=CC(O)=C(O)C=C2)C(O)=C1	4384.9	Standard polar	33892256
Maclurin	OC1=CC(O)=C(C(=O)C2=CC(O)=C(O)C=C2)C(O)=C1	2727.1	Standard non polar	33892256
Maclurin	OC1=CC(O)=C(C(=O)C2=CC(O)=C(O)C=C2)C(O)=C1	2642.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Maclurin,1TMS,isomer #1	C[Si](C)(C)OC1=CC(O)=C(C(=O)C2=CC=C(O)C(O)=C2)C(O)=C1	2773.8	Semi standard non polar	33892256
Maclurin,1TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=CC(O)=C1C(=O)C1=CC=C(O)C(O)=C1	2777.8	Semi standard non polar	33892256
Maclurin,1TMS,isomer #3	C[Si](C)(C)OC1=CC(C(=O)C2=C(O)C=C(O)C=C2O)=CC=C1O	2756.4	Semi standard non polar	33892256
Maclurin,1TMS,isomer #4	C[Si](C)(C)OC1=CC=C(C(=O)C2=C(O)C=C(O)C=C2O)C=C1O	2761.3	Semi standard non polar	33892256
Maclurin,2TMS,isomer #1	C[Si](C)(C)OC1=CC(O)=C(C(=O)C2=CC=C(O)C(O)=C2)C(O[Si](C)(C)C)=C1	2684.6	Semi standard non polar	33892256
Maclurin,2TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=C(C(=O)C2=CC=C(O[Si](C)(C)C)C(O)=C2)C(O)=C1	2690.7	Semi standard non polar	33892256
Maclurin,2TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=C(C(=O)C2=CC=C(O)C(O[Si](C)(C)C)=C2)C(O)=C1	2695.4	Semi standard non polar	33892256
Maclurin,2TMS,isomer #4	C[Si](C)(C)OC1=CC(O)=CC(O[Si](C)(C)C)=C1C(=O)C1=CC=C(O)C(O)=C1	2721.4	Semi standard non polar	33892256
Maclurin,2TMS,isomer #5	C[Si](C)(C)OC1=CC=C(C(=O)C2=C(O)C=C(O)C=C2O[Si](C)(C)C)C=C1O	2689.7	Semi standard non polar	33892256
Maclurin,2TMS,isomer #6	C[Si](C)(C)OC1=CC(C(=O)C2=C(O)C=C(O)C=C2O[Si](C)(C)C)=CC=C1O	2676.7	Semi standard non polar	33892256
Maclurin,2TMS,isomer #7	C[Si](C)(C)OC1=CC=C(C(=O)C2=C(O)C=C(O)C=C2O)C=C1O[Si](C)(C)C	2654.8	Semi standard non polar	33892256
Maclurin,3TMS,isomer #1	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C(C(=O)C2=CC=C(O)C(O)=C2)C(O[Si](C)(C)C)=C1	2637.3	Semi standard non polar	33892256
Maclurin,3TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=C(C(=O)C2=CC=C(O[Si](C)(C)C)C(O)=C2)C(O[Si](C)(C)C)=C1	2629.8	Semi standard non polar	33892256
Maclurin,3TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=C(C(=O)C2=CC=C(O)C(O[Si](C)(C)C)=C2)C(O[Si](C)(C)C)=C1	2612.2	Semi standard non polar	33892256
Maclurin,3TMS,isomer #4	C[Si](C)(C)OC1=CC(O)=C(C(=O)C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C(O)=C1	2600.0	Semi standard non polar	33892256
Maclurin,3TMS,isomer #5	C[Si](C)(C)OC1=CC=C(C(=O)C2=C(O[Si](C)(C)C)C=C(O)C=C2O[Si](C)(C)C)C=C1O	2640.3	Semi standard non polar	33892256
Maclurin,3TMS,isomer #6	C[Si](C)(C)OC1=CC(C(=O)C2=C(O[Si](C)(C)C)C=C(O)C=C2O[Si](C)(C)C)=CC=C1O	2619.2	Semi standard non polar	33892256
Maclurin,3TMS,isomer #7	C[Si](C)(C)OC1=CC=C(C(=O)C2=C(O)C=C(O)C=C2O[Si](C)(C)C)C=C1O[Si](C)(C)C	2603.6	Semi standard non polar	33892256
Maclurin,4TMS,isomer #1	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C(C(=O)C2=CC=C(O[Si](C)(C)C)C(O)=C2)C(O[Si](C)(C)C)=C1	2681.2	Semi standard non polar	33892256
Maclurin,4TMS,isomer #2	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C(C(=O)C2=CC=C(O)C(O[Si](C)(C)C)=C2)C(O[Si](C)(C)C)=C1	2641.4	Semi standard non polar	33892256
Maclurin,4TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=C(C(=O)C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C(O[Si](C)(C)C)=C1	2613.6	Semi standard non polar	33892256
Maclurin,4TMS,isomer #4	C[Si](C)(C)OC1=CC=C(C(=O)C2=C(O[Si](C)(C)C)C=C(O)C=C2O[Si](C)(C)C)C=C1O[Si](C)(C)C	2638.9	Semi standard non polar	33892256
Maclurin,5TMS,isomer #1	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C(C(=O)C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C(O[Si](C)(C)C)=C1	2701.9	Semi standard non polar	33892256
Maclurin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(O)=C(C(=O)C2=CC=C(O)C(O)=C2)C(O)=C1	3111.4	Semi standard non polar	33892256
Maclurin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC(O)=C1C(=O)C1=CC=C(O)C(O)=C1	3104.6	Semi standard non polar	33892256
Maclurin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(C(=O)C2=C(O)C=C(O)C=C2O)=CC=C1O	3074.3	Semi standard non polar	33892256
Maclurin,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)C2=C(O)C=C(O)C=C2O)C=C1O	3089.9	Semi standard non polar	33892256
Maclurin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(O)=C(C(=O)C2=CC=C(O)C(O)=C2)C(O[Si](C)(C)C(C)(C)C)=C1	3262.9	Semi standard non polar	33892256
Maclurin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=C(C(=O)C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C(O)=C1	3257.5	Semi standard non polar	33892256
Maclurin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=C(C(=O)C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C(O)=C1	3256.4	Semi standard non polar	33892256
Maclurin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)C1=CC=C(O)C(O)=C1	3324.2	Semi standard non polar	33892256
Maclurin,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)C2=C(O)C=C(O)C=C2O[Si](C)(C)C(C)(C)C)C=C1O	3263.9	Semi standard non polar	33892256
Maclurin,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC(C(=O)C2=C(O)C=C(O)C=C2O[Si](C)(C)C(C)(C)C)=CC=C1O	3257.3	Semi standard non polar	33892256
Maclurin,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)C2=C(O)C=C(O)C=C2O)C=C1O[Si](C)(C)C(C)(C)C	3213.5	Semi standard non polar	33892256
Maclurin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)C2=CC=C(O)C(O)=C2)C(O[Si](C)(C)C(C)(C)C)=C1	3410.4	Semi standard non polar	33892256
Maclurin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=C(C(=O)C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C(O[Si](C)(C)C(C)(C)C)=C1	3453.0	Semi standard non polar	33892256
Maclurin,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=C(C(=O)C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C(O[Si](C)(C)C(C)(C)C)=C1	3436.6	Semi standard non polar	33892256
Maclurin,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O)=C(C(=O)C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)C(O)=C1	3407.3	Semi standard non polar	33892256
Maclurin,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)C2=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C2O[Si](C)(C)C(C)(C)C)C=C1O	3463.6	Semi standard non polar	33892256
Maclurin,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC(C(=O)C2=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C2O[Si](C)(C)C(C)(C)C)=CC=C1O	3462.4	Semi standard non polar	33892256
Maclurin,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)C2=C(O)C=C(O)C=C2O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	3389.9	Semi standard non polar	33892256
Maclurin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C(O[Si](C)(C)C(C)(C)C)=C1	3644.2	Semi standard non polar	33892256
Maclurin,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C(O[Si](C)(C)C(C)(C)C)=C1	3624.5	Semi standard non polar	33892256
Maclurin,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=C(C(=O)C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)C(O[Si](C)(C)C(C)(C)C)=C1	3565.7	Semi standard non polar	33892256
Maclurin,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)C2=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C2O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	3578.3	Semi standard non polar	33892256
Maclurin,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)C(O[Si](C)(C)C(C)(C)C)=C1	3769.4	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 - Maclurin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0w2i-1960000000-a91a19230740c761033b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Maclurin GC-MS (5 TMS) - 70eV, Positive	splash10-0a4i-1031049000-81db655b2ca13bb6afeb	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Maclurin 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 - Maclurin 10V, Positive-QTOF	splash10-03di-0290000000-fbb56dcaca07a4bea929	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maclurin 20V, Positive-QTOF	splash10-0w2i-0950000000-9b21b4461d1ea4a4af62	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maclurin 40V, Positive-QTOF	splash10-0zg0-4900000000-3bc5f3e54fad9666a428	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maclurin 10V, Negative-QTOF	splash10-03di-0290000000-6e832c2a32a7654f816b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maclurin 20V, Negative-QTOF	splash10-004i-0930000000-131ce3a86b082a812377	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maclurin 40V, Negative-QTOF	splash10-056r-2900000000-1d71c1e81c7f0951a94b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maclurin 10V, Positive-QTOF	splash10-0iki-0950000000-5d1ba45c59b22bfd6437	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maclurin 20V, Positive-QTOF	splash10-0udr-1900000000-be94ead8c8c31b5a772f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maclurin 40V, Positive-QTOF	splash10-0ldi-9610000000-97fafe7fadc28a756155	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maclurin 10V, Negative-QTOF	splash10-03di-0190000000-8d62b8af06c27a905950	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maclurin 20V, Negative-QTOF	splash10-01t9-0590000000-e365181703013d894b77	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maclurin 40V, Negative-QTOF	splash10-0006-9520000000-654c3014b653724f8783	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

68213

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1699791

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 Maclurin (HMDB0032644)

MOL for HMDB0032644 (Maclurin)

3D MOL for HMDB0032644 (Maclurin)

3D SDF for HMDB0032644 (Maclurin)

3D-SDF for HMDB0032644 (Maclurin)

PDB for HMDB0032644 (Maclurin)

3D PDB for HMDB0032644 (Maclurin)

SMILES for HMDB0032644 (Maclurin)

INCHI for HMDB0032644 (Maclurin)

Structure for HMDB0032644 (Maclurin)

3D Structure for HMDB0032644 (Maclurin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra