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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:06 UTC

Update Date

2022-03-07 02:52:38 UTC

HMDB ID

HMDB0030636

Secondary Accession Numbers

HMDB30636

Metabolite Identification

Common Name

Batatasin III

Description

Batatasin III 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. Based on a literature review a significant number of articles have been published on Batatasin III.

Structure

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

HMDB0030636
     RDKit          3D
Batatasin III
 34 35  0  0  0  0  0  0  0  0999 V2000
   -5.3637   -0.3472    1.9524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9515   -0.5517    1.8584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2654   -0.3168    0.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8822    0.1216   -0.4704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1044    0.3228   -1.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6701    0.7642   -2.7746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7437    0.0982   -1.5860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1030   -0.3479   -0.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3412   -0.5796   -0.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1405    0.6492   -0.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5916    0.3311   -0.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3636    0.4912   -1.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6981    0.2058   -1.3081 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3046   -0.2759   -0.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5921   -0.4596    1.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1861   -0.9391    2.1799 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2472   -0.1548    1.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9042   -0.5406    0.6766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6122    0.6753    1.5817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6761   -0.4624    2.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8347   -1.1380    1.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9571    0.3005   -0.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7351    1.7705   -2.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1476    0.2659   -2.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6543   -0.8685   -1.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6584   -1.3896    0.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8922    1.0047    0.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9409    1.4971   -0.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8819    0.8657   -2.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3017    0.3320   -2.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3543   -0.5092   -0.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5880   -0.2666    2.8393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6342   -0.2799    1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4200   -0.8880    1.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
  8 18  2  0
 18  3  1  0
 17 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
M  END


  Mrv0541 05061305242D          

 18 19  0  0  0  0            999 V2000
    2.1434    2.0625    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
    2.1434   -2.8875    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
    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
    0.7145   -2.8875    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    0.0000    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
    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
    0.7145   -3.7125    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    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
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  6  5  1  0  0  0  0
 11  3  1  0  0  0  0
 11  5  1  0  0  0  0
 11  7  2  0  0  0  0
 12  6  1  0  0  0  0
 12  8  2  0  0  0  0
 12  9  1  0  0  0  0
 13  4  2  0  0  0  0
 13  7  1  0  0  0  0
 14  8  1  0  0  0  0
 14 10  2  0  0  0  0
 15  9  2  0  0  0  0
 15 10  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18  1  1  0  0  0  0
 18 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030636

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H16O3/c1-18-15-9-12(8-14(17)10-15)6-5-11-3-2-4-13(16)7-11/h2-4,7-10,16-17H,5-6H2,1H3

> <INCHI_KEY>
VYQXIUVIYICVCM-UHFFFAOYSA-N

> <FORMULA>
C15H16O3

> <MOLECULAR_WEIGHT>
244.2857

> <EXACT_MASS>
244.109944378

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
26.811097967957153

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[2-(3-hydroxyphenyl)ethyl]-5-methoxyphenol

> <ALOGPS_LOGP>
3.03

> <JCHEM_LOGP>
3.7448065989999995

> <ALOGPS_LOGS>
-3.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.211893485833757

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.463259131280266

> <JCHEM_PKA_STRONGEST_BASIC>
-4.836120919088399

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
70.8212

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.39e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[2-(3-hydroxyphenyl)ethyl]-5-methoxyphenol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030636
     RDKit          3D
Batatasin III
 34 35  0  0  0  0  0  0  0  0999 V2000
   -5.3637   -0.3472    1.9524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9515   -0.5517    1.8584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2654   -0.3168    0.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8822    0.1216   -0.4704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1044    0.3228   -1.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6701    0.7642   -2.7746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7437    0.0982   -1.5860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1030   -0.3479   -0.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3412   -0.5796   -0.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1405    0.6492   -0.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5916    0.3311   -0.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3636    0.4912   -1.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6981    0.2058   -1.3081 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3046   -0.2759   -0.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5921   -0.4596    1.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1861   -0.9391    2.1799 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2472   -0.1548    1.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9042   -0.5406    0.6766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6122    0.6753    1.5817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6761   -0.4624    2.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8347   -1.1380    1.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9571    0.3005   -0.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7351    1.7705   -2.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1476    0.2659   -2.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6543   -0.8685   -1.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6584   -1.3896    0.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8922    1.0047    0.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9409    1.4971   -0.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8819    0.8657   -2.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3017    0.3320   -2.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3543   -0.5092   -0.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5880   -0.2666    2.8393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6342   -0.2799    1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4200   -0.8880    1.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
  8 18  2  0
 18  3  1  0
 17 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       4.001   3.850   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       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   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       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   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       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   1.540   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  O   UNK     0       0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.334   2.310   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
CONECT    1   18                                                            
CONECT    2    3    4                                                       
CONECT    3    2   11                                                       
CONECT    4    2   13                                                       
CONECT    5    6   11                                                       
CONECT    6    5   12                                                       
CONECT    7   11   13                                                       
CONECT    8   12   14                                                       
CONECT    9   12   15                                                       
CONECT   10   14   15                                                       
CONECT   11    3    5    7                                                  
CONECT   12    6    8    9                                                  
CONECT   13    4    7   16                                                  
CONECT   14    8   10   17                                                  
CONECT   15    9   10   18                                                  
CONECT   16   13                                                            
CONECT   17   14                                                            
CONECT   18    1   15                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0030636
HETATM    1  C1  UNL     1      -5.364  -0.347   1.952  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.951  -0.552   1.858  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.265  -0.317   0.676  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.882   0.122  -0.470  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.104   0.323  -1.589  1.00  0.00           C  
HETATM    6  O2  UNL     1      -3.670   0.764  -2.775  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.744   0.098  -1.586  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.103  -0.348  -0.427  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.341  -0.580  -0.446  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.140   0.649  -0.065  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.592   0.331  -0.109  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.364   0.491  -1.244  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.698   0.206  -1.308  1.00  0.00           C  
HETATM   14  C12 UNL     1       5.305  -0.276  -0.149  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.592  -0.460   1.019  1.00  0.00           C  
HETATM   16  O3  UNL     1       5.186  -0.939   2.180  1.00  0.00           O  
HETATM   17  C14 UNL     1       3.247  -0.155   1.026  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.904  -0.541   0.677  1.00  0.00           C  
HETATM   19  H1  UNL     1      -5.612   0.675   1.582  1.00  0.00           H  
HETATM   20  H2  UNL     1      -5.676  -0.462   2.997  1.00  0.00           H  
HETATM   21  H3  UNL     1      -5.835  -1.138   1.332  1.00  0.00           H  
HETATM   22  H4  UNL     1      -4.957   0.300  -0.478  1.00  0.00           H  
HETATM   23  H5  UNL     1      -3.735   1.770  -2.953  1.00  0.00           H  
HETATM   24  H6  UNL     1      -1.148   0.266  -2.490  1.00  0.00           H  
HETATM   25  H7  UNL     1       0.654  -0.868  -1.479  1.00  0.00           H  
HETATM   26  H8  UNL     1       0.658  -1.390   0.242  1.00  0.00           H  
HETATM   27  H9  UNL     1       0.892   1.005   0.947  1.00  0.00           H  
HETATM   28  H10 UNL     1       0.941   1.497  -0.763  1.00  0.00           H  
HETATM   29  H11 UNL     1       2.882   0.866  -2.137  1.00  0.00           H  
HETATM   30  H12 UNL     1       5.302   0.332  -2.199  1.00  0.00           H  
HETATM   31  H13 UNL     1       6.354  -0.509  -0.171  1.00  0.00           H  
HETATM   32  H14 UNL     1       5.588  -0.267   2.839  1.00  0.00           H  
HETATM   33  H15 UNL     1       2.634  -0.280   1.921  1.00  0.00           H  
HETATM   34  H16 UNL     1      -1.420  -0.888   1.588  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3
CONECT    3    4    4   18
CONECT    4    5   22
CONECT    5    6    7    7
CONECT    6   23
CONECT    7    8   24
CONECT    8    9   18   18
CONECT    9   10   25   26
CONECT   10   11   27   28
CONECT   11   12   12   17
CONECT   12   13   29
CONECT   13   14   14   30
CONECT   14   15   31
CONECT   15   16   17   17
CONECT   16   32
CONECT   17   33
CONECT   18   34
END

HMDB0030636
     RDKit          3D
Batatasin III
 34 35  0  0  0  0  0  0  0  0999 V2000
   -5.3637   -0.3472    1.9524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9515   -0.5517    1.8584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2654   -0.3168    0.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8822    0.1216   -0.4704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1044    0.3228   -1.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6701    0.7642   -2.7746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7437    0.0982   -1.5860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1030   -0.3479   -0.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3412   -0.5796   -0.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1405    0.6492   -0.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5916    0.3311   -0.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3636    0.4912   -1.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6981    0.2058   -1.3081 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3046   -0.2759   -0.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5921   -0.4596    1.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1861   -0.9391    2.1799 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2472   -0.1548    1.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9042   -0.5406    0.6766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6122    0.6753    1.5817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6761   -0.4624    2.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8347   -1.1380    1.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9571    0.3005   -0.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7351    1.7705   -2.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1476    0.2659   -2.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6543   -0.8685   -1.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6584   -1.3896    0.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8922    1.0047    0.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9409    1.4971   -0.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8819    0.8657   -2.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3017    0.3320   -2.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3543   -0.5092   -0.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5880   -0.2666    2.8393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6342   -0.2799    1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4200   -0.8880    1.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
  8 18  2  0
 18  3  1  0
 17 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3'-O-Methylbatatasin III	HMDB
3,3'-Dihydroxy-5-methoxybibenzyl	HMDB
3-[2-(3-Hydroxyphenyl)ethyl]-5-methoxyphenol, 9ci	HMDB

Chemical Formula

C₁₅H₁₆O₃

Average Molecular Weight

244.2857

Monoisotopic Molecular Weight

244.109944378

IUPAC Name

3-[2-(3-hydroxyphenyl)ethyl]-5-methoxyphenol

Traditional Name

3-[2-(3-hydroxyphenyl)ethyl]-5-methoxyphenol

CAS Registry Number

56684-87-8

SMILES

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

InChI Identifier

InChI=1S/C15H16O3/c1-18-15-9-12(8-14(17)10-15)6-5-11-3-2-4-13(16)7-11/h2-4,7-10,16-17H,5-6H2,1H3

InChI Key

VYQXIUVIYICVCM-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
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-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: HMDB0030636)
Cell membrane (HMDB: HMDB0030636)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030636)

Source

Endogenous

Endogenous (HMDB: HMDB0030636)

Plant

Plant (HMDB: HMDB0030636)

Exogenous

Food

Food (HMDB: HMDB0030636)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Exogenous (HMDB: HMDB0030636)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	93.5 - 94.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	48.9 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	3.03	ALOGPS
logP	3.74	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	9.46	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	70.82 m³·mol⁻¹	ChemAxon
Polarizability	26.81 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]+	159.854	31661259
DarkChem	[M-H]-	158.992	31661259
DeepCCS	[M+H]+	161.429	30932474
DeepCCS	[M-H]-	159.071	30932474
DeepCCS	[M-2H]-	191.999	30932474
DeepCCS	[M+Na]+	167.522	30932474
AllCCS	[M+H]+	156.4	32859911
AllCCS	[M+H-H2O]+	152.3	32859911
AllCCS	[M+NH4]+	160.1	32859911
AllCCS	[M+Na]+	161.2	32859911
AllCCS	[M-H]-	159.0	32859911
AllCCS	[M+Na-2H]-	158.8	32859911
AllCCS	[M+HCOO]-	158.7	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.	7.04 minutes	32390414
Predicted by Siyang on May 30, 2022	14.1438 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.24 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1981.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	380.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	180.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	216.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	421.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	716.9 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	559.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	94.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1357.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	523.7 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	1371.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	416.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	422.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	348.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	210.0 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	12.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Batatasin III	COC1=CC(CCC2=CC(O)=CC=C2)=CC(O)=C1	3773.0	Standard polar	33892256
Batatasin III	COC1=CC(CCC2=CC(O)=CC=C2)=CC(O)=C1	2346.5	Standard non polar	33892256
Batatasin III	COC1=CC(CCC2=CC(O)=CC=C2)=CC(O)=C1	2413.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Batatasin III,1TMS,isomer #1	COC1=CC(O)=CC(CCC2=CC=CC(O[Si](C)(C)C)=C2)=C1	2386.6	Semi standard non polar	33892256
Batatasin III,1TMS,isomer #2	COC1=CC(CCC2=CC=CC(O)=C2)=CC(O[Si](C)(C)C)=C1	2382.1	Semi standard non polar	33892256
Batatasin III,2TMS,isomer #1	COC1=CC(CCC2=CC=CC(O[Si](C)(C)C)=C2)=CC(O[Si](C)(C)C)=C1	2301.5	Semi standard non polar	33892256
Batatasin III,1TBDMS,isomer #1	COC1=CC(O)=CC(CCC2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2)=C1	2643.9	Semi standard non polar	33892256
Batatasin III,1TBDMS,isomer #2	COC1=CC(CCC2=CC=CC(O)=C2)=CC(O[Si](C)(C)C(C)(C)C)=C1	2640.5	Semi standard non polar	33892256
Batatasin III,2TBDMS,isomer #1	COC1=CC(CCC2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2)=CC(O[Si](C)(C)C(C)(C)C)=C1	2796.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Batatasin III GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4r-1930000000-4e6cfbe01236cca36f89	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Batatasin III GC-MS (2 TMS) - 70eV, Positive	splash10-00di-4319000000-cfbdc5c00ba048632110	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Batatasin III 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Batatasin III , positive-QTOF	splash10-0pi9-2900000000-74270e3e227a56602cc4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Batatasin III 40V, Negative-QTOF	splash10-0a59-0900000000-fccf90bac41e72ac97ba	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Batatasin III 20V, Negative-QTOF	splash10-003r-0940000000-3526b19343660f7de5d9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Batatasin III 10V, Negative-QTOF	splash10-0006-0490000000-895cd101a83147a4bea2	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin III 10V, Positive-QTOF	splash10-0002-0090000000-18a6022c7aaa3fbab4a9	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin III 20V, Positive-QTOF	splash10-0002-0590000000-d38568f72b2a5ad492cb	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin III 40V, Positive-QTOF	splash10-00r7-3920000000-06a497b1c52eaa08a279	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin III 10V, Negative-QTOF	splash10-0006-0090000000-20de24ec18c0b554de60	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin III 20V, Negative-QTOF	splash10-0006-0190000000-d68746f34b1ed6b62da9	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin III 40V, Negative-QTOF	splash10-0a6u-4960000000-d21c2bb7bdf92e4d3221	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin III 10V, Negative-QTOF	splash10-0006-0090000000-705d0952967a1d174ad1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin III 20V, Negative-QTOF	splash10-052f-0590000000-4bdd942e2ff10bde1019	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin III 40V, Negative-QTOF	splash10-00lr-1930000000-a43c014fc1c7dbfd8592	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin III 10V, Positive-QTOF	splash10-0002-0490000000-277102ce75f7472b885c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin III 20V, Positive-QTOF	splash10-0a4m-6920000000-2f16455759d83f5813fd	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin III 40V, Positive-QTOF	splash10-004l-5920000000-9b2e7c166b6e2521b068	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002540

KNApSAcK ID

C00015292

Chemspider ID

8642400

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10466989

PDB ID

Not Available

ChEBI ID

576152

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1821651

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

Batatasin III → 3,4,5-trihydroxy-6-{3-[2-(3-hydroxyphenyl)ethyl]-5-methoxyphenoxy}oxane-2-carboxylic acid	details
Batatasin III → 3,4,5-trihydroxy-6-{3-[2-(3-hydroxy-5-methoxyphenyl)ethyl]phenoxy}oxane-2-carboxylic acid	details

Enzyme Details

2. Sulfotransferase 1A3

General function:: sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:: SULT1A3
Uniprot ID:: P0DMM9
Molecular weight:: 34195.96

Reactions

Batatasin III → {3-[2-(3-hydroxy-5-methoxyphenyl)ethyl]phenyl}oxidanesulfonic acid	details

Showing metabocard for Batatasin III (HMDB0030636)

MOL for HMDB0030636 (Batatasin III)

3D MOL for HMDB0030636 (Batatasin III)

3D SDF for HMDB0030636 (Batatasin III)

3D-SDF for HMDB0030636 (Batatasin III)

PDB for HMDB0030636 (Batatasin III)

3D PDB for HMDB0030636 (Batatasin III)

SMILES for HMDB0030636 (Batatasin III)

INCHI for HMDB0030636 (Batatasin III)

Structure for HMDB0030636 (Batatasin III)

3D Structure for HMDB0030636 (Batatasin III)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions