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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:27:25 UTC

Update Date

2022-03-07 02:56:04 UTC

HMDB ID

HMDB0039097

Secondary Accession Numbers

HMDB39097

Metabolite Identification

Common Name

Demethylbatatasin IV

Description

Demethylbatatasin IV belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. Thus, demethylbatatasin IV is considered to be an aromatic polyketide. Demethylbatatasin IV has been detected, but not quantified in, root vegetables. This could make demethylbatatasin IV a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Demethylbatatasin IV.

Structure

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

HMDB0039097
     RDKit          3D
Demethylbatatasin IV
 31 32  0  0  0  0  0  0  0  0999 V2000
    3.9006   -3.0410   -0.4359 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3824   -1.7590   -0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1695   -0.7065    0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7016    0.5712    0.2552 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5241    1.5827    0.7011 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3692    0.8043   -0.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5760   -0.2322   -0.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1601    0.0568   -0.8689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6535   -0.1388    0.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0967    0.1194    0.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9616   -0.9445    0.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3206   -0.8190   -0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8225    0.4615   -0.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9573    1.5464   -0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6089    1.3831    0.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7916    2.4895    0.1676 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0821   -1.5105   -0.6413 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3155   -3.2594   -1.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1979   -0.9021    0.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0708    2.1366    0.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0279    1.8194    0.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1022    1.0778   -1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1258   -0.6584   -1.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2412    0.4722    1.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5200   -1.1977    0.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5836   -1.9831    0.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0014   -1.6550   -0.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8834    0.6362   -0.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3347    2.5671   -0.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1411    3.4254    0.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4640   -2.3423   -0.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  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  2  0
 15 16  1  0
  7 17  2  0
 17  2  1  0
 15 10  1  0
  1 18  1  0
  3 19  1  0
  5 20  1  0
  6 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  1  0
M  END


  Mrv0541 05061310502D          

 17 18  0  0  0  0            999 V2000
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    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
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    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
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    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   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  5  1  0  0  0  0
 10  5  1  0  0  0  0
 10  7  2  0  0  0  0
 10  8  1  0  0  0  0
 11  3  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  1  0  0  0  0
 12  9  2  0  0  0  0
 13  8  2  0  0  0  0
 13  9  1  0  0  0  0
 14  4  2  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039097

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC(CCC2=CC=CC=C2O)=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H14O3/c15-12-7-10(8-13(16)9-12)5-6-11-3-1-2-4-14(11)17/h1-4,7-9,15-17H,5-6H2

> <INCHI_KEY>
QNLYZTMYRVYPMN-UHFFFAOYSA-N

> <FORMULA>
C14H14O3

> <MOLECULAR_WEIGHT>
230.2592

> <EXACT_MASS>
230.094294314

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
24.6147206810079

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[2-(2-hydroxyphenyl)ethyl]benzene-1,3-diol

> <ALOGPS_LOGP>
2.38

> <JCHEM_LOGP>
3.5989125430000004

> <ALOGPS_LOGS>
-3.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.214255437868369

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.301973056327336

> <JCHEM_PKA_STRONGEST_BASIC>
-5.475056453138142

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
66.33890000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.12e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
demethylbatatasin IV

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039097
     RDKit          3D
Demethylbatatasin IV
 31 32  0  0  0  0  0  0  0  0999 V2000
    3.9006   -3.0410   -0.4359 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3824   -1.7590   -0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1695   -0.7065    0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7016    0.5712    0.2552 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5241    1.5827    0.7011 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3692    0.8043   -0.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5760   -0.2322   -0.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1601    0.0568   -0.8689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6535   -0.1388    0.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0967    0.1194    0.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9616   -0.9445    0.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3206   -0.8190   -0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8225    0.4615   -0.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9573    1.5464   -0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6089    1.3831    0.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7916    2.4895    0.1676 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0821   -1.5105   -0.6413 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3155   -3.2594   -1.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1979   -0.9021    0.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0708    2.1366    0.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0279    1.8194    0.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1022    1.0778   -1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1258   -0.6584   -1.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2412    0.4722    1.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5200   -1.1977    0.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5836   -1.9831    0.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0014   -1.6550   -0.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8834    0.6362   -0.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3347    2.5671   -0.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1411    3.4254    0.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4640   -2.3423   -0.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  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  2  0
 15 16  1  0
  7 17  2  0
 17  2  1  0
 15 10  1  0
  1 18  1  0
  3 19  1  0
  5 20  1  0
  6 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  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       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1   11                                                       
CONECT    4    2   14                                                       
CONECT    5    6   10                                                       
CONECT    6    5   11                                                       
CONECT    7   10   12                                                       
CONECT    8   10   13                                                       
CONECT    9   12   13                                                       
CONECT   10    5    7    8                                                  
CONECT   11    3    6   14                                                  
CONECT   12    7    9   15                                                  
CONECT   13    8    9   16                                                  
CONECT   14    4   11   17                                                  
CONECT   15   12                                                            
CONECT   16   13                                                            
CONECT   17   14                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0039097
HETATM    1  O1  UNL     1       3.901  -3.041  -0.436  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.382  -1.759  -0.319  1.00  0.00           C  
HETATM    3  C2  UNL     1       4.169  -0.706   0.125  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.702   0.571   0.255  1.00  0.00           C  
HETATM    5  O2  UNL     1       4.524   1.583   0.701  1.00  0.00           O  
HETATM    6  C4  UNL     1       2.369   0.804  -0.079  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.576  -0.232  -0.522  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.160   0.057  -0.869  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.654  -0.139   0.388  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.097   0.119   0.181  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.962  -0.944   0.086  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.321  -0.819  -0.107  1.00  0.00           C  
HETATM   13  C11 UNL     1      -4.823   0.462  -0.207  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.957   1.546  -0.112  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.609   1.383   0.080  1.00  0.00           C  
HETATM   16  O3  UNL     1      -1.792   2.490   0.168  1.00  0.00           O  
HETATM   17  C14 UNL     1       2.082  -1.510  -0.641  1.00  0.00           C  
HETATM   18  H1  UNL     1       4.316  -3.259  -1.353  1.00  0.00           H  
HETATM   19  H2  UNL     1       5.198  -0.902   0.380  1.00  0.00           H  
HETATM   20  H3  UNL     1       5.071   2.137   0.061  1.00  0.00           H  
HETATM   21  H4  UNL     1       2.028   1.819   0.033  1.00  0.00           H  
HETATM   22  H5  UNL     1       0.102   1.078  -1.269  1.00  0.00           H  
HETATM   23  H6  UNL     1      -0.126  -0.658  -1.667  1.00  0.00           H  
HETATM   24  H7  UNL     1      -0.241   0.472   1.204  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.520  -1.198   0.686  1.00  0.00           H  
HETATM   26  H9  UNL     1      -2.584  -1.983   0.163  1.00  0.00           H  
HETATM   27  H10 UNL     1      -5.001  -1.655  -0.182  1.00  0.00           H  
HETATM   28  H11 UNL     1      -5.883   0.636  -0.359  1.00  0.00           H  
HETATM   29  H12 UNL     1      -4.335   2.567  -0.189  1.00  0.00           H  
HETATM   30  H13 UNL     1      -2.141   3.425   0.097  1.00  0.00           H  
HETATM   31  H14 UNL     1       1.464  -2.342  -0.991  1.00  0.00           H  
CONECT    1    2   18
CONECT    2    3    3   17
CONECT    3    4   19
CONECT    4    5    6    6
CONECT    5   20
CONECT    6    7   21
CONECT    7    8   17   17
CONECT    8    9   22   23
CONECT    9   10   24   25
CONECT   10   11   11   15
CONECT   11   12   26
CONECT   12   13   13   27
CONECT   13   14   28
CONECT   14   15   15   29
CONECT   15   16
CONECT   16   30
CONECT   17   31
END

HMDB0039097
     RDKit          3D
Demethylbatatasin IV
 31 32  0  0  0  0  0  0  0  0999 V2000
    3.9006   -3.0410   -0.4359 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3824   -1.7590   -0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1695   -0.7065    0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7016    0.5712    0.2552 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5241    1.5827    0.7011 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3692    0.8043   -0.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5760   -0.2322   -0.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1601    0.0568   -0.8689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6535   -0.1388    0.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0967    0.1194    0.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9616   -0.9445    0.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3206   -0.8190   -0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8225    0.4615   -0.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9573    1.5464   -0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6089    1.3831    0.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7916    2.4895    0.1676 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0821   -1.5105   -0.6413 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3155   -3.2594   -1.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1979   -0.9021    0.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0708    2.1366    0.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0279    1.8194    0.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1022    1.0778   -1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1258   -0.6584   -1.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2412    0.4722    1.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5200   -1.1977    0.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5836   -1.9831    0.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0014   -1.6550   -0.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8834    0.6362   -0.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3347    2.5671   -0.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1411    3.4254    0.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4640   -2.3423   -0.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  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  2  0
 15 16  1  0
  7 17  2  0
 17  2  1  0
 15 10  1  0
  1 18  1  0
  3 19  1  0
  5 20  1  0
  6 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2'35-Trihydroxybibenzyl	ChEMBL, HMDB
2',3,5-Trihydroxybibenzyl	HMDB
5-[2-(2-Hydroxyphenyl)ethyl]-1,3-benzenediol	HMDB

Chemical Formula

C₁₄H₁₄O₃

Average Molecular Weight

230.2592

Monoisotopic Molecular Weight

230.094294314

IUPAC Name

5-[2-(2-hydroxyphenyl)ethyl]benzene-1,3-diol

Traditional Name

demethylbatatasin IV

CAS Registry Number

113276-63-4

SMILES

OC1=CC(CCC2=CC=CC=C2O)=CC(O)=C1

InChI Identifier

InChI=1S/C14H14O3/c15-12-7-10(8-13(16)9-12)5-6-11-3-1-2-4-14(11)17/h1-4,7-9,15-17H,5-6H2

InChI Key

QNLYZTMYRVYPMN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

stilbenoid (CHEBI:4395 )
Diphenyl ethers, biphenyls, dibenzyls and stilbenes (C10253 )
Bibenzyls (C10253 )
Diphenyl ethers, biphenyls, dibenzyls and stilbenes (LMPK13090033 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0039097)
Cytoplasm (HMDB: HMDB0039097)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039097)

Source

Exogenous

Exogenous (HMDB: HMDB0039097)

Food

Food (HMDB: HMDB0039097)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Endogenous

Plant

Plant (HMDB: HMDB0039097)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039097)

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	2.38	ALOGPS
logP	3.6	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	9.3	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	66.34 m³·mol⁻¹	ChemAxon
Polarizability	24.61 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]+	153.125	31661259
DarkChem	[M-H]-	152.123	31661259
DeepCCS	[M+H]+	149.886	30932474
DeepCCS	[M-H]-	147.491	30932474
DeepCCS	[M-2H]-	180.696	30932474
DeepCCS	[M+Na]+	155.886	30932474
AllCCS	[M+H]+	152.8	32859911
AllCCS	[M+H-H2O]+	148.6	32859911
AllCCS	[M+NH4]+	156.6	32859911
AllCCS	[M+Na]+	157.8	32859911
AllCCS	[M-H]-	153.8	32859911
AllCCS	[M+Na-2H]-	153.7	32859911
AllCCS	[M+HCOO]-	153.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.75 minutes	32390414
Predicted by Siyang on May 30, 2022	12.2552 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.43 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1572.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	323.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	153.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	187.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	357.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	635.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	439.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	127.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1081.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	453.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1293.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	340.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	358.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	377.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	227.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	51.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Demethylbatatasin IV	OC1=CC(CCC2=CC=CC=C2O)=CC(O)=C1	3852.1	Standard polar	33892256
Demethylbatatasin IV	OC1=CC(CCC2=CC=CC=C2O)=CC(O)=C1	2488.5	Standard non polar	33892256
Demethylbatatasin IV	OC1=CC(CCC2=CC=CC=C2O)=CC(O)=C1	2476.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Demethylbatatasin IV,1TMS,isomer #1	C[Si](C)(C)OC1=CC(O)=CC(CCC2=CC=CC=C2O)=C1	2356.0	Semi standard non polar	33892256
Demethylbatatasin IV,1TMS,isomer #2	C[Si](C)(C)OC1=CC=CC=C1CCC1=CC(O)=CC(O)=C1	2355.6	Semi standard non polar	33892256
Demethylbatatasin IV,2TMS,isomer #1	C[Si](C)(C)OC1=CC(CCC2=CC=CC=C2O)=CC(O[Si](C)(C)C)=C1	2248.2	Semi standard non polar	33892256
Demethylbatatasin IV,2TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=CC(CCC2=CC=CC=C2O[Si](C)(C)C)=C1	2316.1	Semi standard non polar	33892256
Demethylbatatasin IV,3TMS,isomer #1	C[Si](C)(C)OC1=CC(CCC2=CC=CC=C2O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1	2293.0	Semi standard non polar	33892256
Demethylbatatasin IV,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC(CCC2=CC=CC=C2O)=C1	2621.4	Semi standard non polar	33892256
Demethylbatatasin IV,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1CCC1=CC(O)=CC(O)=C1	2621.0	Semi standard non polar	33892256
Demethylbatatasin IV,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(CCC2=CC=CC=C2O)=CC(O[Si](C)(C)C(C)(C)C)=C1	2755.3	Semi standard non polar	33892256
Demethylbatatasin IV,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC(CCC2=CC=CC=C2O[Si](C)(C)C(C)(C)C)=C1	2803.8	Semi standard non polar	33892256
Demethylbatatasin IV,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(CCC2=CC=CC=C2O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1	2962.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Demethylbatatasin IV GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fr-3910000000-64eec9ff94a70f8b1e16	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Demethylbatatasin IV GC-MS (3 TMS) - 70eV, Positive	splash10-00gi-7957800000-4b2bc7e427e711596f21	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Demethylbatatasin IV 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 - Demethylbatatasin IV 10V, Positive-QTOF	splash10-001i-0190000000-cea527f0820bb33e4cf4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethylbatatasin IV 20V, Positive-QTOF	splash10-0540-1940000000-f695d12bf4aeee2353ca	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethylbatatasin IV 40V, Positive-QTOF	splash10-0lg0-7900000000-dd14e475e88e805a76d8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethylbatatasin IV 10V, Negative-QTOF	splash10-004i-0090000000-9eb90abf6182d2235c9d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethylbatatasin IV 20V, Negative-QTOF	splash10-004i-0190000000-5fffa2fa2364b34a51a3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethylbatatasin IV 40V, Negative-QTOF	splash10-06rg-2920000000-d2f3aac6e7bb4ecc33a7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethylbatatasin IV 10V, Negative-QTOF	splash10-004i-0090000000-3b9ecf594e3ba8c418c2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethylbatatasin IV 20V, Negative-QTOF	splash10-004i-2390000000-8c585a6fc9b2933e1596	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethylbatatasin IV 40V, Negative-QTOF	splash10-00kf-9500000000-4fe26445cdbac692c29f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethylbatatasin IV 10V, Positive-QTOF	splash10-001i-1490000000-02e7bca3aed9b3f2ec23	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethylbatatasin IV 20V, Positive-QTOF	splash10-05cr-6920000000-f6021f3672fceed6374a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethylbatatasin IV 40V, Positive-QTOF	splash10-0ar9-9700000000-4a1fedcb10d09a51fdb9	2021-09-24	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

442699

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

Demethylbatatasin IV → 3,4,5-trihydroxy-6-{3-hydroxy-5-[2-(2-hydroxyphenyl)ethyl]phenoxy}oxane-2-carboxylic acid	details
Demethylbatatasin IV → 6-{2-[2-(3,5-dihydroxyphenyl)ethyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Showing metabocard for Demethylbatatasin IV (HMDB0039097)

MOL for HMDB0039097 (Demethylbatatasin IV)

3D MOL for HMDB0039097 (Demethylbatatasin IV)

3D SDF for HMDB0039097 (Demethylbatatasin IV)

3D-SDF for HMDB0039097 (Demethylbatatasin IV)

PDB for HMDB0039097 (Demethylbatatasin IV)

3D PDB for HMDB0039097 (Demethylbatatasin IV)

SMILES for HMDB0039097 (Demethylbatatasin IV)

INCHI for HMDB0039097 (Demethylbatatasin IV)

Structure for HMDB0039097 (Demethylbatatasin IV)

3D Structure for HMDB0039097 (Demethylbatatasin IV)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions