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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:32:33 UTC

Update Date

2022-03-07 02:56:48 UTC

HMDB ID

HMDB0040929

Secondary Accession Numbers

HMDB40929

Metabolite Identification

Common Name

Batatasin II

Description

Batatasin II 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. Batatasin II has been detected, but not quantified in, root vegetables. This could make batatasin II a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Batatasin II.

Structure

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

HMDB0040929
     RDKit          3D
Batatasin II
 38 39  0  0  0  0  0  0  0  0999 V2000
   -3.5257    0.8363    2.6999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7996    0.8068    1.3096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7822    0.5904    0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4746    0.3970    0.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4579    0.1810   -0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8812   -0.0093    0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9748   -0.2429   -0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2652   -0.4171    0.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0411    0.6935    0.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2630    0.6132    0.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7470   -0.6068    1.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9842   -1.7264    1.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7534   -1.6272    0.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8139    0.1682   -1.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1876   -0.0440   -2.3867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    0.3636   -1.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5056    0.3530   -3.2106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1544    0.5805   -0.9442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4340    0.7664   -1.3879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3703   -0.2726   -1.5859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4042    1.3567    3.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4174   -0.1967    3.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6307    1.4252    2.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2425    0.4166    1.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8118   -0.8001    1.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1395    0.9261    0.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8303   -1.1627   -1.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0659    0.6670   -1.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6993    1.6501    0.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8832    1.4816    1.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7108   -0.7046    1.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3724   -2.6771    1.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675   -2.5070    0.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0849   -0.0795   -3.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8132    0.2016   -3.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9701   -1.2635   -1.3087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2883    0.0070   -1.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6450   -0.2427   -2.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  5 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 18  3  1  0
 13  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 17 35  1  0
 20 36  1  0
 20 37  1  0
 20 38  1  0
M  END


  Mrv0541 05061312152D          

 20 21  0  0  0  0            999 V2000
   -0.7145    2.0625    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
    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
    1.4289   -1.6500    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
    0.0000    0.0000    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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  1  0  0  0  0
 11  6  2  0  0  0  0
 11  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 12 10  2  0  0  0  0
 13 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15 14  2  0  0  0  0
 16 13  2  0  0  0  0
 16 15  1  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19  1  1  0  0  0  0
 19 13  1  0  0  0  0
 20  2  1  0  0  0  0
 20 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040929

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C(O)=C(O)C(CCC2=CC=CC=C2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H18O4/c1-19-13-10-12(14(17)15(18)16(13)20-2)9-8-11-6-4-3-5-7-11/h3-7,10,17-18H,8-9H2,1-2H3

> <INCHI_KEY>
CWSITSYPUXRHCS-UHFFFAOYSA-N

> <FORMULA>
C16H18O4

> <MOLECULAR_WEIGHT>
274.3117

> <EXACT_MASS>
274.120509064

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
29.645621666490406

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4-dimethoxy-6-(2-phenylethyl)benzene-1,2-diol

> <ALOGPS_LOGP>
2.83

> <JCHEM_LOGP>
3.5871353333333325

> <ALOGPS_LOGS>
-3.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.353495682194879

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.041661565445354

> <JCHEM_PKA_STRONGEST_BASIC>
-4.622757064676695

> <JCHEM_POLAR_SURFACE_AREA>
58.92

> <JCHEM_REFRACTIVITY>
77.2844

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.40e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4-dimethoxy-6-(2-phenylethyl)benzene-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040929
     RDKit          3D
Batatasin II
 38 39  0  0  0  0  0  0  0  0999 V2000
   -3.5257    0.8363    2.6999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7996    0.8068    1.3096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7822    0.5904    0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4746    0.3970    0.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4579    0.1810   -0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8812   -0.0093    0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9748   -0.2429   -0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2652   -0.4171    0.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0411    0.6935    0.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2630    0.6132    0.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7470   -0.6068    1.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9842   -1.7264    1.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7534   -1.6272    0.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8139    0.1682   -1.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1876   -0.0440   -2.3867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    0.3636   -1.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5056    0.3530   -3.2106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1544    0.5805   -0.9442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4340    0.7664   -1.3879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3703   -0.2726   -1.5859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4042    1.3567    3.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4174   -0.1967    3.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6307    1.4252    2.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2425    0.4166    1.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8118   -0.8001    1.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1395    0.9261    0.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8303   -1.1627   -1.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0659    0.6670   -1.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6993    1.6501    0.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8832    1.4816    1.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7108   -0.7046    1.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3724   -2.6771    1.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675   -2.5070    0.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0849   -0.0795   -3.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8132    0.2016   -3.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9701   -1.2635   -1.3087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2883    0.0070   -1.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6450   -0.2427   -2.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  5 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 18  3  1  0
 13  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 17 35  1  0
 20 36  1  0
 20 37  1  0
 20 38  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -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       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2   20                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   11                                                       
CONECT    7    5   11                                                       
CONECT    8    9   11                                                       
CONECT    9    8   12                                                       
CONECT   10   12   13                                                       
CONECT   11    6    7    8                                                  
CONECT   12    9   10   14                                                  
CONECT   13   10   16   19                                                  
CONECT   14   12   15   17                                                  
CONECT   15   14   16   18                                                  
CONECT   16   13   15   20                                                  
CONECT   17   14                                                            
CONECT   18   15                                                            
CONECT   19    1   13                                                       
CONECT   20    2   16                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0040929
HETATM    1  C1  UNL     1      -3.526   0.836   2.700  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.800   0.807   1.310  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.782   0.590   0.380  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.475   0.397   0.767  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.458   0.181  -0.158  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.881  -0.009   0.388  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.975  -0.243  -0.584  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.265  -0.417   0.107  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.041   0.694   0.357  1.00  0.00           C  
HETATM   10  C9  UNL     1       5.263   0.613   1.000  1.00  0.00           C  
HETATM   11  C10 UNL     1       5.747  -0.607   1.417  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.984  -1.726   1.175  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.753  -1.627   0.525  1.00  0.00           C  
HETATM   14  C13 UNL     1      -0.814   0.168  -1.487  1.00  0.00           C  
HETATM   15  O2  UNL     1       0.188  -0.044  -2.387  1.00  0.00           O  
HETATM   16  C14 UNL     1      -2.133   0.364  -1.873  1.00  0.00           C  
HETATM   17  O3  UNL     1      -2.506   0.353  -3.211  1.00  0.00           O  
HETATM   18  C15 UNL     1      -3.154   0.581  -0.944  1.00  0.00           C  
HETATM   19  O4  UNL     1      -4.434   0.766  -1.388  1.00  0.00           O  
HETATM   20  C16 UNL     1      -5.370  -0.273  -1.586  1.00  0.00           C  
HETATM   21  H1  UNL     1      -4.404   1.357   3.168  1.00  0.00           H  
HETATM   22  H2  UNL     1      -3.417  -0.197   3.070  1.00  0.00           H  
HETATM   23  H3  UNL     1      -2.631   1.425   2.952  1.00  0.00           H  
HETATM   24  H4  UNL     1      -1.243   0.417   1.844  1.00  0.00           H  
HETATM   25  H5  UNL     1       0.812  -0.800   1.181  1.00  0.00           H  
HETATM   26  H6  UNL     1       1.140   0.926   0.963  1.00  0.00           H  
HETATM   27  H7  UNL     1       1.830  -1.163  -1.189  1.00  0.00           H  
HETATM   28  H8  UNL     1       2.066   0.667  -1.222  1.00  0.00           H  
HETATM   29  H9  UNL     1       3.699   1.650   0.050  1.00  0.00           H  
HETATM   30  H10 UNL     1       5.883   1.482   1.202  1.00  0.00           H  
HETATM   31  H11 UNL     1       6.711  -0.705   1.928  1.00  0.00           H  
HETATM   32  H12 UNL     1       5.372  -2.677   1.505  1.00  0.00           H  
HETATM   33  H13 UNL     1       3.168  -2.507   0.342  1.00  0.00           H  
HETATM   34  H14 UNL     1       0.085  -0.080  -3.365  1.00  0.00           H  
HETATM   35  H15 UNL     1      -1.813   0.202  -3.922  1.00  0.00           H  
HETATM   36  H16 UNL     1      -4.970  -1.264  -1.309  1.00  0.00           H  
HETATM   37  H17 UNL     1      -6.288   0.007  -1.033  1.00  0.00           H  
HETATM   38  H18 UNL     1      -5.645  -0.243  -2.672  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4    4   18
CONECT    4    5   24
CONECT    5    6   14   14
CONECT    6    7   25   26
CONECT    7    8   27   28
CONECT    8    9    9   13
CONECT    9   10   29
CONECT   10   11   11   30
CONECT   11   12   31
CONECT   12   13   13   32
CONECT   13   33
CONECT   14   15   16
CONECT   15   34
CONECT   16   17   18   18
CONECT   17   35
CONECT   18   19
CONECT   19   20
CONECT   20   36   37   38
END

HMDB0040929
     RDKit          3D
Batatasin II
 38 39  0  0  0  0  0  0  0  0999 V2000
   -3.5257    0.8363    2.6999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7996    0.8068    1.3096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7822    0.5904    0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4746    0.3970    0.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4579    0.1810   -0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8812   -0.0093    0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9748   -0.2429   -0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2652   -0.4171    0.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0411    0.6935    0.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2630    0.6132    0.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7470   -0.6068    1.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9842   -1.7264    1.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7534   -1.6272    0.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8139    0.1682   -1.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1876   -0.0440   -2.3867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    0.3636   -1.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5056    0.3530   -3.2106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1544    0.5805   -0.9442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4340    0.7664   -1.3879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3703   -0.2726   -1.5859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4042    1.3567    3.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4174   -0.1967    3.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6307    1.4252    2.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2425    0.4166    1.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8118   -0.8001    1.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1395    0.9261    0.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8303   -1.1627   -1.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0659    0.6670   -1.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6993    1.6501    0.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8832    1.4816    1.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7108   -0.7046    1.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3724   -2.6771    1.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675   -2.5070    0.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0849   -0.0795   -3.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8132    0.2016   -3.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9701   -1.2635   -1.3087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2883    0.0070   -1.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6450   -0.2427   -2.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  5 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 18  3  1  0
 13  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 17 35  1  0
 20 36  1  0
 20 37  1  0
 20 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(2,3-Dihydroxy-4,5-dimethoxyphenyl)-2-phenylethane	HMDB
2,3-Dihydroxy-4,5-dimethoxybibenzyl	HMDB

Chemical Formula

C₁₆H₁₈O₄

Average Molecular Weight

274.3117

Monoisotopic Molecular Weight

274.120509064

IUPAC Name

3,4-dimethoxy-6-(2-phenylethyl)benzene-1,2-diol

Traditional Name

3,4-dimethoxy-6-(2-phenylethyl)benzene-1,2-diol

CAS Registry Number

39354-56-8

SMILES

COC1=C(OC)C(O)=C(O)C(CCC2=CC=CC=C2)=C1

InChI Identifier

InChI=1S/C16H18O4/c1-19-13-10-12(14(17)15(18)16(13)20-2)9-8-11-6-4-3-5-7-11/h3-7,10,17-18H,8-9H2,1-2H3

InChI Key

CWSITSYPUXRHCS-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
O-dimethoxybenzene
Dimethoxybenzene
Methoxyphenol
4-alkoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Catechol
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Monocyclic benzene moiety
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0040929)
Cell membrane (HMDB: HMDB0040929)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040929)

Source

Exogenous

Exogenous (HMDB: HMDB0040929)

Food

Food (HMDB: HMDB0040929)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Endogenous

Plant

Plant (HMDB: HMDB0040929)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040929)

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	34.03 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.054 g/L	ALOGPS
logP	2.83	ALOGPS
logP	3.59	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	10.04	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.92 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	77.28 m³·mol⁻¹	ChemAxon
Polarizability	29.65 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]+	165.517	31661259
DarkChem	[M-H]-	165.615	31661259
DeepCCS	[M+H]+	168.617	30932474
DeepCCS	[M-H]-	166.259	30932474
DeepCCS	[M-2H]-	199.145	30932474
DeepCCS	[M+Na]+	174.71	30932474
AllCCS	[M+H]+	164.7	32859911
AllCCS	[M+H-H2O]+	160.9	32859911
AllCCS	[M+NH4]+	168.2	32859911
AllCCS	[M+Na]+	169.2	32859911
AllCCS	[M-H]-	167.5	32859911
AllCCS	[M+Na-2H]-	167.3	32859911
AllCCS	[M+HCOO]-	167.2	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.	7.33 minutes	32390414
Predicted by Siyang on May 30, 2022	14.0416 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.19 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	25.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2154.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	347.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	183.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	193.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	258.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	710.7 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	726.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	101.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1375.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	529.2 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	1427.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	378.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	479.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	364.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	255.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	11.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Batatasin II	COC1=C(OC)C(O)=C(O)C(CCC2=CC=CC=C2)=C1	3694.7	Standard polar	33892256
Batatasin II	COC1=C(OC)C(O)=C(O)C(CCC2=CC=CC=C2)=C1	2269.8	Standard non polar	33892256
Batatasin II	COC1=C(OC)C(O)=C(O)C(CCC2=CC=CC=C2)=C1	2284.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Batatasin II,1TMS,isomer #1	COC1=CC(CCC2=CC=CC=C2)=C(O)C(O[Si](C)(C)C)=C1OC	2254.3	Semi standard non polar	33892256
Batatasin II,1TMS,isomer #2	COC1=CC(CCC2=CC=CC=C2)=C(O[Si](C)(C)C)C(O)=C1OC	2265.3	Semi standard non polar	33892256
Batatasin II,2TMS,isomer #1	COC1=CC(CCC2=CC=CC=C2)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC	2286.5	Semi standard non polar	33892256
Batatasin II,1TBDMS,isomer #1	COC1=CC(CCC2=CC=CC=C2)=C(O)C(O[Si](C)(C)C(C)(C)C)=C1OC	2506.6	Semi standard non polar	33892256
Batatasin II,1TBDMS,isomer #2	COC1=CC(CCC2=CC=CC=C2)=C(O[Si](C)(C)C(C)(C)C)C(O)=C1OC	2504.8	Semi standard non polar	33892256
Batatasin II,2TBDMS,isomer #1	COC1=CC(CCC2=CC=CC=C2)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1OC	2742.0	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 - Batatasin II GC-MS (Non-derivatized) - 70eV, Positive	splash10-001l-8950000000-6a28cca44511eefde9e5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Batatasin II GC-MS (2 TMS) - 70eV, Positive	splash10-0uk9-8019700000-3eccbde88d8bb08499d2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Batatasin II 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 - Batatasin II 10V, Positive-QTOF	splash10-004i-0090000000-a6cabb74b7ef72370f74	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin II 20V, Positive-QTOF	splash10-0036-4950000000-ca4ca2ccebc02560a6f3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin II 40V, Positive-QTOF	splash10-0006-5900000000-2d1f31c159ecdd609855	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin II 10V, Negative-QTOF	splash10-00di-0090000000-cba6627e090bc5cd4d04	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin II 20V, Negative-QTOF	splash10-00di-0190000000-4c036b01fecd6551747e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin II 40V, Negative-QTOF	splash10-05i0-3930000000-19eb19e032ff9ac8519f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin II 10V, Positive-QTOF	splash10-004i-0090000000-f2651fabb37bcfca6051	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin II 20V, Positive-QTOF	splash10-004i-3690000000-dfc0937b8238014646b1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin II 40V, Positive-QTOF	splash10-004l-2910000000-8c342cc7e34498055abe	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin II 10V, Negative-QTOF	splash10-00di-0090000000-b03c805fc5d67115d290	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin II 20V, Negative-QTOF	splash10-00dl-0090000000-72d3431672627d8b73b8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin II 40V, Negative-QTOF	splash10-00di-1960000000-eaeae46c51ba740d7c70	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020770

KNApSAcK ID

C00015744

Chemspider ID

30777522

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85806015

PDB ID

Not Available

ChEBI ID

174619

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1887821

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 Batatasin II (HMDB0040929)

MOL for HMDB0040929 (Batatasin II)

3D MOL for HMDB0040929 (Batatasin II)

3D SDF for HMDB0040929 (Batatasin II)

3D-SDF for HMDB0040929 (Batatasin II)

PDB for HMDB0040929 (Batatasin II)

3D PDB for HMDB0040929 (Batatasin II)

SMILES for HMDB0040929 (Batatasin II)

INCHI for HMDB0040929 (Batatasin II)

Structure for HMDB0040929 (Batatasin II)

3D Structure for HMDB0040929 (Batatasin II)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra