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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:50:56 UTC

Update Date

2022-03-07 02:53:24 UTC

HMDB ID

HMDB0032641

Secondary Accession Numbers

HMDB32641

Metabolite Identification

Common Name

Batatasin IV

Description

Batatasin 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, batatasin IV is considered to be an aromatic polyketide. Based on a literature review very few articles have been published on Batatasin IV.

Structure

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

HMDB0032641
     RDKit          3D
Batatasin IV
 34 35  0  0  0  0  0  0  0  0999 V2000
    5.4010   -0.9463   -0.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0498   -1.1757   -0.5187 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1897   -0.1783   -0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6388    1.1007    0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7326    2.0416    0.6662 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2230    3.3199    0.8869 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4175    1.6992    0.8989 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9560    0.4372    0.6753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4366   -0.0058    0.9127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2473    0.2265   -0.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6428   -0.1830   -0.2267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6169    0.7699   -0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9630    0.4134    0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3455   -0.9145   -0.0232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3920   -1.8736   -0.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0683   -1.5044   -0.3034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0937   -2.4499   -0.4851 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8618   -0.4954    0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5905   -0.4762   -1.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8543   -0.2779   -0.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9849   -1.8922   -0.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6760    1.3806    0.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6768    4.0991    1.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7505    2.4624    1.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4072   -1.0776    1.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8047    0.6112    1.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7536   -0.3315   -1.1507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2084    1.3110   -0.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3968    1.8386    0.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7225    1.1498    0.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4049   -1.1993    0.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6914   -2.9266   -0.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3621   -3.4213   -0.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5545   -1.5314   -0.0008 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  2  0
 16 17  1  0
  8 18  2  0
 18  3  1  0
 16 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
 15 32  1  0
 17 33  1  0
 18 34  1  0
M  END


  Mrv0541 05061306362D          

 18 19  0  0  0  0            999 V2000
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    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
   -0.7145   -3.7125    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
   -1.4289   -2.4750    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
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    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
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    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
  5  3  1  0  0  0  0
  7  6  1  0  0  0  0
 11  6  1  0  0  0  0
 11  8  2  0  0  0  0
 11  9  1  0  0  0  0
 12  4  2  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 13 10  2  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15  5  2  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 15  1  0  0  0  0
 18  1  1  0  0  0  0
 18 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032641

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(CCC2=CC=CC=C2O)=CC(O)=C1

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

> <INCHI_KEY>
IUMFLNFLJUUODE-UHFFFAOYSA-N

> <FORMULA>
C15H16O3

> <MOLECULAR_WEIGHT>
244.2857

> <EXACT_MASS>
244.109944378

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
26.650775204126763

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.98

> <JCHEM_LOGP>
3.7448065989999995

> <ALOGPS_LOGS>
-3.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.35856680730857

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.498795038851561

> <JCHEM_PKA_STRONGEST_BASIC>
-4.836123398972027

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
70.8212

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.43e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
batatasin IV

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032641
     RDKit          3D
Batatasin IV
 34 35  0  0  0  0  0  0  0  0999 V2000
    5.4010   -0.9463   -0.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0498   -1.1757   -0.5187 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1897   -0.1783   -0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6388    1.1007    0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7326    2.0416    0.6662 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2230    3.3199    0.8869 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4175    1.6992    0.8989 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9560    0.4372    0.6753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4366   -0.0058    0.9127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2473    0.2265   -0.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6428   -0.1830   -0.2267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6169    0.7699   -0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9630    0.4134    0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3455   -0.9145   -0.0232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3920   -1.8736   -0.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0683   -1.5044   -0.3034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0937   -2.4499   -0.4851 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8618   -0.4954    0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5905   -0.4762   -1.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8543   -0.2779   -0.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9849   -1.8922   -0.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6760    1.3806    0.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6768    4.0991    1.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7505    2.4624    1.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4072   -1.0776    1.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8047    0.6112    1.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7536   -0.3315   -1.1507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2084    1.3110   -0.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3968    1.8386    0.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7225    1.1498    0.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4049   -1.1993    0.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6914   -2.9266   -0.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3621   -3.4213   -0.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5545   -1.5314   -0.0008 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  2  0
 16 17  1  0
  8 18  2  0
 18  3  1  0
 16 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
 15 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      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -7.700   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      -1.334  -6.930   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      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2   12                                                       
CONECT    5    3   15                                                       
CONECT    6    7   11                                                       
CONECT    7    6   12                                                       
CONECT    8   11   13                                                       
CONECT    9   11   14                                                       
CONECT   10   13   14                                                       
CONECT   11    6    8    9                                                  
CONECT   12    4    7   15                                                  
CONECT   13    8   10   16                                                  
CONECT   14    9   10   18                                                  
CONECT   15    5   12   17                                                  
CONECT   16   13                                                            
CONECT   17   15                                                            
CONECT   18    1   14                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0032641
HETATM    1  C1  UNL     1       5.401  -0.946  -0.787  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.050  -1.176  -0.519  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.190  -0.178  -0.040  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.639   1.101   0.191  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.733   2.042   0.666  1.00  0.00           C  
HETATM    6  O2  UNL     1       3.223   3.320   0.887  1.00  0.00           O  
HETATM    7  C5  UNL     1       1.418   1.699   0.899  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.956   0.437   0.675  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.437  -0.006   0.913  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.247   0.227  -0.322  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.643  -0.183  -0.227  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.617   0.770  -0.044  1.00  0.00           C  
HETATM   13  C11 UNL     1      -4.963   0.413   0.058  1.00  0.00           C  
HETATM   14  C12 UNL     1      -5.346  -0.914  -0.023  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.392  -1.874  -0.204  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.068  -1.504  -0.303  1.00  0.00           C  
HETATM   17  O3  UNL     1      -2.094  -2.450  -0.485  1.00  0.00           O  
HETATM   18  C15 UNL     1       1.862  -0.495   0.202  1.00  0.00           C  
HETATM   19  H1  UNL     1       5.590  -0.476  -1.769  1.00  0.00           H  
HETATM   20  H2  UNL     1       5.854  -0.278  -0.020  1.00  0.00           H  
HETATM   21  H3  UNL     1       5.985  -1.892  -0.748  1.00  0.00           H  
HETATM   22  H4  UNL     1       4.676   1.381   0.011  1.00  0.00           H  
HETATM   23  H5  UNL     1       2.677   4.099   1.230  1.00  0.00           H  
HETATM   24  H6  UNL     1       0.751   2.462   1.267  1.00  0.00           H  
HETATM   25  H7  UNL     1      -0.407  -1.078   1.155  1.00  0.00           H  
HETATM   26  H8  UNL     1      -0.805   0.611   1.771  1.00  0.00           H  
HETATM   27  H9  UNL     1      -0.754  -0.332  -1.151  1.00  0.00           H  
HETATM   28  H10 UNL     1      -1.208   1.311  -0.556  1.00  0.00           H  
HETATM   29  H11 UNL     1      -3.397   1.839   0.031  1.00  0.00           H  
HETATM   30  H12 UNL     1      -5.723   1.150   0.200  1.00  0.00           H  
HETATM   31  H13 UNL     1      -6.405  -1.199   0.057  1.00  0.00           H  
HETATM   32  H14 UNL     1      -4.691  -2.927  -0.270  1.00  0.00           H  
HETATM   33  H15 UNL     1      -2.362  -3.421  -0.546  1.00  0.00           H  
HETATM   34  H16 UNL     1       1.555  -1.531  -0.001  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   16
CONECT   12   13   29
CONECT   13   14   14   30
CONECT   14   15   31
CONECT   15   16   16   32
CONECT   16   17
CONECT   17   33
CONECT   18   34
END

HMDB0032641
     RDKit          3D
Batatasin IV
 34 35  0  0  0  0  0  0  0  0999 V2000
    5.4010   -0.9463   -0.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0498   -1.1757   -0.5187 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1897   -0.1783   -0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6388    1.1007    0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7326    2.0416    0.6662 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2230    3.3199    0.8869 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4175    1.6992    0.8989 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9560    0.4372    0.6753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4366   -0.0058    0.9127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2473    0.2265   -0.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6428   -0.1830   -0.2267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6169    0.7699   -0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9630    0.4134    0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3455   -0.9145   -0.0232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3920   -1.8736   -0.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0683   -1.5044   -0.3034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0937   -2.4499   -0.4851 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8618   -0.4954    0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5905   -0.4762   -1.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8543   -0.2779   -0.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9849   -1.8922   -0.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6760    1.3806    0.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6768    4.0991    1.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7505    2.4624    1.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4072   -1.0776    1.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8047    0.6112    1.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7536   -0.3315   -1.1507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2084    1.3110   -0.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3968    1.8386    0.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7225    1.1498    0.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4049   -1.1993    0.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6914   -2.9266   -0.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3621   -3.4213   -0.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5545   -1.5314   -0.0008 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  2  0
 16 17  1  0
  8 18  2  0
 18  3  1  0
 16 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
 15 32  1  0
 17 33  1  0
 18 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-[2-(2-Hydroxyphenyl)ethyl]-5-methoxyphenol	Kegg
1-(2-Hydroxyphenyl)-2-(3-hydroxy-5-methoxyphenyl)ethane	HMDB
2',3-Dihydroxy-5-methoxybibenzyl	HMDB
2,3'-Dihydroxy-5'-methoxybibenzyl	HMDB
3-[2-(2-Hydroxyphenyl)ethyl]-5-methoxyphenol, 9ci	HMDB

Chemical Formula

C₁₅H₁₆O₃

Average Molecular Weight

244.2857

Monoisotopic Molecular Weight

244.109944378

IUPAC Name

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

Traditional Name

batatasin IV

CAS Registry Number

60347-67-3

SMILES

COC1=CC(CCC2=CC=CC=C2O)=CC(O)=C1

InChI Identifier

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

InChI Key

IUMFLNFLJUUODE-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

stilbenoid (CHEBI:2997 )
Diphenyl ethers, biphenyls, dibenzyls and stilbenes (C10247 )
Bibenzyls (C10247 )
Diphenyl ethers, biphenyls, dibenzyls and stilbenes (LMPK13090032 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0032641)
Cell membrane (HMDB: HMDB0032641)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032641)

Source

Endogenous

Endogenous (HMDB: HMDB0032641)

Plant

Plant (HMDB: HMDB0032641)

Exogenous

Food

Food (HMDB: HMDB0032641)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Exogenous (HMDB: HMDB0032641)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	99.5 - 100.5 °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	2.98	ALOGPS
logP	3.74	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	9.5	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	26.65 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]+	157.647	31661259
DarkChem	[M-H]-	159.212	31661259
DeepCCS	[M+H]+	156.698	30932474
DeepCCS	[M-H]-	154.34	30932474
DeepCCS	[M-2H]-	187.226	30932474
DeepCCS	[M+Na]+	162.791	30932474
AllCCS	[M+H]+	156.7	32859911
AllCCS	[M+H-H2O]+	152.6	32859911
AllCCS	[M+NH4]+	160.5	32859911
AllCCS	[M+Na]+	161.5	32859911
AllCCS	[M-H]-	159.4	32859911
AllCCS	[M+Na-2H]-	159.2	32859911
AllCCS	[M+HCOO]-	159.1	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.	7.01 minutes	32390414
Predicted by Siyang on May 30, 2022	14.2609 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.28 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2011.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	385.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	183.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	218.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	412.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	720.8 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	593.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	104.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1360.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	530.4 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	1365.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	417.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	429.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	349.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	231.5 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	13.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Batatasin IV	COC1=CC(CCC2=CC=CC=C2O)=CC(O)=C1	3648.9	Standard polar	33892256
Batatasin IV	COC1=CC(CCC2=CC=CC=C2O)=CC(O)=C1	2270.4	Standard non polar	33892256
Batatasin IV	COC1=CC(CCC2=CC=CC=C2O)=CC(O)=C1	2355.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Batatasin IV,1TMS,isomer #1	COC1=CC(O)=CC(CCC2=CC=CC=C2O[Si](C)(C)C)=C1	2275.8	Semi standard non polar	33892256
Batatasin IV,1TMS,isomer #2	COC1=CC(CCC2=CC=CC=C2O)=CC(O[Si](C)(C)C)=C1	2221.0	Semi standard non polar	33892256
Batatasin IV,2TMS,isomer #1	COC1=CC(CCC2=CC=CC=C2O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1	2218.5	Semi standard non polar	33892256
Batatasin IV,1TBDMS,isomer #1	COC1=CC(O)=CC(CCC2=CC=CC=C2O[Si](C)(C)C(C)(C)C)=C1	2529.1	Semi standard non polar	33892256
Batatasin IV,1TBDMS,isomer #2	COC1=CC(CCC2=CC=CC=C2O)=CC(O[Si](C)(C)C(C)(C)C)=C1	2479.4	Semi standard non polar	33892256
Batatasin IV,2TBDMS,isomer #1	COC1=CC(CCC2=CC=CC=C2O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1	2687.1	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 IV GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-0920000000-e85e2036dd2d61becb99	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Batatasin IV GC-MS (2 TMS) - 70eV, Positive	splash10-00di-4319000000-24efb6a7a0d88b1ab090	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Batatasin 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 - Batatasin IV 10V, Positive-QTOF	splash10-0002-0190000000-ff3da00e31828a87419a	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin IV 20V, Positive-QTOF	splash10-052b-0950000000-a987567adbe3559d53da	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin IV 40V, Positive-QTOF	splash10-0ar0-4910000000-c1ae7d06e30be7500342	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin IV 10V, Negative-QTOF	splash10-0006-0090000000-d74f88a98470440db8df	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin IV 20V, Negative-QTOF	splash10-0006-0190000000-ebebb9bf68cdc2752227	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin IV 40V, Negative-QTOF	splash10-0a6u-5960000000-207e751d9bdff9633423	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin IV 10V, Positive-QTOF	splash10-0002-0590000000-157e870786786a12764e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin IV 20V, Positive-QTOF	splash10-0abi-4910000000-63595b83b742e4aba91a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin IV 40V, Positive-QTOF	splash10-0a4i-6920000000-143bc5cd08f1d63ea628	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin IV 10V, Negative-QTOF	splash10-0006-0090000000-705d0952967a1d174ad1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin IV 20V, Negative-QTOF	splash10-000l-0950000000-a59f7bbb445b2921c0de	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Batatasin IV 40V, Negative-QTOF	splash10-055f-2950000000-9ff8972013fa51345daf	2021-09-22	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

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

181271

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1830511

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

Showing metabocard for Batatasin IV (HMDB0032641)

MOL for HMDB0032641 (Batatasin IV)

3D MOL for HMDB0032641 (Batatasin IV)

3D SDF for HMDB0032641 (Batatasin IV)

3D-SDF for HMDB0032641 (Batatasin IV)

PDB for HMDB0032641 (Batatasin IV)

3D PDB for HMDB0032641 (Batatasin IV)

SMILES for HMDB0032641 (Batatasin IV)

INCHI for HMDB0032641 (Batatasin IV)

Structure for HMDB0032641 (Batatasin IV)

3D Structure for HMDB0032641 (Batatasin IV)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions