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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:36:57 UTC

Update Date

2022-03-07 02:55:43 UTC

HMDB ID

HMDB0038323

Secondary Accession Numbers

HMDB38323

Metabolite Identification

Common Name

Verimol B

Description

Verimol B belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group. Verimol B has been detected, but not quantified in, fruits. This could make verimol b a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Verimol B.

Structure

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

HMDB0038323
     RDKit          3D
Verimol B
 43 44  0  0  0  0  0  0  0  0999 V2000
    6.8612    2.4743    0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8960    2.1203   -0.9275 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7330    1.4512   -0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7760    1.0963   -1.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6125    0.4218   -1.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4198    0.1052    0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2111   -0.6013    0.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0227   -0.8981    1.8617 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2189   -0.9794   -0.2358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9613   -1.6691    0.1863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1634   -0.8408   -0.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2092    0.4768    0.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2503    1.3190    0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3416    0.8682   -0.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4142    1.7418   -0.8110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4237    3.0592   -0.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3535   -0.4265   -1.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2637   -1.2715   -0.8060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0022   -3.0323   -0.4621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0870   -3.9004    0.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2080   -3.6715   -0.0734 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3859    0.4647    1.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5408    1.1321    0.7618 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4028    3.1492    0.7806 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6814    3.0039   -0.4916 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2914    1.5983    0.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9340    1.3468   -2.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8701    0.1464   -1.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9541   -1.8447    1.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3314    0.8134    0.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1741    2.3354    0.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1452    3.6652   -0.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7801    3.1365    0.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4387    3.5831   -0.4823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2125   -0.7489   -1.5948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3007   -2.2626   -1.1875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0897   -3.0054   -1.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6150   -4.4458   -0.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7268   -3.2808    0.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6042   -4.6787    0.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2125   -3.5946    0.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2619    0.2288    2.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3029    1.4145    1.4893 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  2  0
  6  7  1  0
  7  8  2  0
  7  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
 14 17  1  0
 17 18  2  0
 10 19  1  0
 19 20  1  0
 19 21  1  0
  6 22  1  0
 22 23  2  0
 23  3  1  0
 18 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 16 32  1  0
 16 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
M  END


  Mrv0541 05061310232D          

 23 24  0  0  0  0            999 V2000
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    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
   -2.8579    2.4750    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    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.8875    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
   -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
   -3.5724    3.7125    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
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    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
   -4.2868    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
 10  6  1  0  0  0  0
 11  7  2  0  0  0  0
 12  1  1  0  0  0  0
 13  4  2  0  0  0  0
 13  5  1  0  0  0  0
 14  6  2  0  0  0  0
 14  7  1  0  0  0  0
 15  8  2  0  0  0  0
 15  9  1  0  0  0  0
 16 10  2  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  1  0  0  0  0
 19 12  1  0  0  0  0
 20 18  2  0  0  0  0
 21  2  1  0  0  0  0
 21 15  1  0  0  0  0
 22  3  1  0  0  0  0
 22 16  1  0  0  0  0
 23 17  1  0  0  0  0
 23 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038323

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H20O5/c1-12(19)17(13-4-8-15(21-2)9-5-13)23-18(20)14-6-10-16(22-3)11-7-14/h4-12,17,19H,1-3H3

> <INCHI_KEY>
PCUOEOPTDCUNQQ-UHFFFAOYSA-N

> <FORMULA>
C18H20O5

> <MOLECULAR_WEIGHT>
316.3484

> <EXACT_MASS>
316.13107375

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
33.92643050286052

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-1-(4-methoxyphenyl)propyl 4-methoxybenzoate

> <ALOGPS_LOGP>
3.17

> <JCHEM_LOGP>
3.172093448666667

> <ALOGPS_LOGS>
-3.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.392017316827996

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0647316256194355

> <JCHEM_POLAR_SURFACE_AREA>
64.99000000000001

> <JCHEM_REFRACTIVITY>
86.0036

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.62e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-1-(4-methoxyphenyl)propyl 4-methoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038323
     RDKit          3D
Verimol B
 43 44  0  0  0  0  0  0  0  0999 V2000
    6.8612    2.4743    0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8960    2.1203   -0.9275 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7330    1.4512   -0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7760    1.0963   -1.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6125    0.4218   -1.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4198    0.1052    0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2111   -0.6013    0.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0227   -0.8981    1.8617 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2189   -0.9794   -0.2358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9613   -1.6691    0.1863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1634   -0.8408   -0.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2092    0.4768    0.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2503    1.3190    0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3416    0.8682   -0.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4142    1.7418   -0.8110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4237    3.0592   -0.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3535   -0.4265   -1.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2637   -1.2715   -0.8060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0022   -3.0323   -0.4621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0870   -3.9004    0.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2080   -3.6715   -0.0734 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3859    0.4647    1.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5408    1.1321    0.7618 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4028    3.1492    0.7806 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6814    3.0039   -0.4916 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2914    1.5983    0.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9340    1.3468   -2.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8701    0.1464   -1.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9541   -1.8447    1.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3314    0.8134    0.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1741    2.3354    0.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1452    3.6652   -0.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7801    3.1365    0.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4387    3.5831   -0.4823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2125   -0.7489   -1.5948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3007   -2.2626   -1.1875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0897   -3.0054   -1.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6150   -4.4458   -0.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7268   -3.2808    0.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6042   -4.6787    0.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2125   -3.5946    0.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2619    0.2288    2.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3029    1.4145    1.4893 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  2  0
  6  7  1  0
  7  8  2  0
  7  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
 14 17  1  0
 17 18  2  0
 10 19  1  0
 19 20  1  0
 19 21  1  0
  6 22  1  0
 22 23  2  0
 23  3  1  0
 18 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 16 32  1  0
 16 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  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   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.336   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668   6.930   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      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.335   7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.668   5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001   5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000   3.080   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -8.002   7.700   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.335   7.700   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -1.334   5.390   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   21                                                            
CONECT    3   22                                                            
CONECT    4    8   13                                                       
CONECT    5    9   13                                                       
CONECT    6   10   14                                                       
CONECT    7   11   14                                                       
CONECT    8    4   15                                                       
CONECT    9    5   15                                                       
CONECT   10    6   16                                                       
CONECT   11    7   16                                                       
CONECT   12    1   17   19                                                  
CONECT   13    4    5   17                                                  
CONECT   14    6    7   18                                                  
CONECT   15    8    9   21                                                  
CONECT   16   10   11   22                                                  
CONECT   17   12   13   23                                                  
CONECT   18   14   20   23                                                  
CONECT   19   12                                                            
CONECT   20   18                                                            
CONECT   21    2   15                                                       
CONECT   22    3   16                                                       
CONECT   23   17   18                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0038323
HETATM    1  C1  UNL     1       6.861   2.474   0.017  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.896   2.120  -0.928  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.733   1.451  -0.576  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.776   1.096  -1.489  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.612   0.422  -1.106  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.420   0.105   0.215  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.211  -0.601   0.648  1.00  0.00           C  
HETATM    8  O2  UNL     1       1.023  -0.898   1.862  1.00  0.00           O  
HETATM    9  O3  UNL     1       0.219  -0.979  -0.236  1.00  0.00           O  
HETATM   10  C7  UNL     1      -0.961  -1.669   0.186  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.163  -0.841  -0.102  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.209   0.477   0.343  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.250   1.319   0.121  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.342   0.868  -0.585  1.00  0.00           C  
HETATM   15  O4  UNL     1      -5.414   1.742  -0.811  1.00  0.00           O  
HETATM   16  C12 UNL     1      -5.424   3.059  -0.348  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.353  -0.426  -1.051  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.264  -1.272  -0.806  1.00  0.00           C  
HETATM   19  C15 UNL     1      -1.002  -3.032  -0.462  1.00  0.00           C  
HETATM   20  C16 UNL     1      -2.087  -3.900   0.192  1.00  0.00           C  
HETATM   21  O5  UNL     1       0.208  -3.672  -0.073  1.00  0.00           O  
HETATM   22  C17 UNL     1       3.386   0.465   1.128  1.00  0.00           C  
HETATM   23  C18 UNL     1       4.541   1.132   0.762  1.00  0.00           C  
HETATM   24  H1  UNL     1       6.403   3.149   0.781  1.00  0.00           H  
HETATM   25  H2  UNL     1       7.681   3.004  -0.492  1.00  0.00           H  
HETATM   26  H3  UNL     1       7.291   1.598   0.557  1.00  0.00           H  
HETATM   27  H4  UNL     1       3.934   1.347  -2.516  1.00  0.00           H  
HETATM   28  H5  UNL     1       1.870   0.146  -1.813  1.00  0.00           H  
HETATM   29  H6  UNL     1      -0.954  -1.845   1.288  1.00  0.00           H  
HETATM   30  H7  UNL     1      -1.331   0.813   0.901  1.00  0.00           H  
HETATM   31  H8  UNL     1      -3.174   2.335   0.520  1.00  0.00           H  
HETATM   32  H9  UNL     1      -6.145   3.665  -0.952  1.00  0.00           H  
HETATM   33  H10 UNL     1      -5.780   3.136   0.713  1.00  0.00           H  
HETATM   34  H11 UNL     1      -4.439   3.583  -0.482  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.213  -0.749  -1.595  1.00  0.00           H  
HETATM   36  H13 UNL     1      -3.301  -2.263  -1.188  1.00  0.00           H  
HETATM   37  H14 UNL     1      -1.090  -3.005  -1.551  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.615  -4.446  -0.588  1.00  0.00           H  
HETATM   39  H16 UNL     1      -2.727  -3.281   0.861  1.00  0.00           H  
HETATM   40  H17 UNL     1      -1.604  -4.679   0.850  1.00  0.00           H  
HETATM   41  H18 UNL     1       0.212  -3.595   0.929  1.00  0.00           H  
HETATM   42  H19 UNL     1       3.262   0.229   2.176  1.00  0.00           H  
HETATM   43  H20 UNL     1       5.303   1.415   1.489  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4   23
CONECT    4    5   27
CONECT    5    6    6   28
CONECT    6    7   22
CONECT    7    8    8    9
CONECT    9   10
CONECT   10   11   19   29
CONECT   11   12   12   18
CONECT   12   13   30
CONECT   13   14   14   31
CONECT   14   15   17
CONECT   15   16
CONECT   16   32   33   34
CONECT   17   18   18   35
CONECT   18   36
CONECT   19   20   21   37
CONECT   20   38   39   40
CONECT   21   41
CONECT   22   23   23   42
CONECT   23   43
END

HMDB0038323
     RDKit          3D
Verimol B
 43 44  0  0  0  0  0  0  0  0999 V2000
    6.8612    2.4743    0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8960    2.1203   -0.9275 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7330    1.4512   -0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7760    1.0963   -1.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6125    0.4218   -1.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4198    0.1052    0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2111   -0.6013    0.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0227   -0.8981    1.8617 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2189   -0.9794   -0.2358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9613   -1.6691    0.1863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1634   -0.8408   -0.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2092    0.4768    0.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2503    1.3190    0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3416    0.8682   -0.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4142    1.7418   -0.8110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4237    3.0592   -0.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3535   -0.4265   -1.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2637   -1.2715   -0.8060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0022   -3.0323   -0.4621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0870   -3.9004    0.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2080   -3.6715   -0.0734 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3859    0.4647    1.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5408    1.1321    0.7618 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4028    3.1492    0.7806 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6814    3.0039   -0.4916 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2914    1.5983    0.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9340    1.3468   -2.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8701    0.1464   -1.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9541   -1.8447    1.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3314    0.8134    0.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1741    2.3354    0.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1452    3.6652   -0.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7801    3.1365    0.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4387    3.5831   -0.4823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2125   -0.7489   -1.5948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3007   -2.2626   -1.1875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0897   -3.0054   -1.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6150   -4.4458   -0.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7268   -3.2808    0.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6042   -4.6787    0.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2125   -3.5946    0.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2619    0.2288    2.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3029    1.4145    1.4893 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  2  0
  6  7  1  0
  7  8  2  0
  7  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
 14 17  1  0
 17 18  2  0
 10 19  1  0
 19 20  1  0
 19 21  1  0
  6 22  1  0
 22 23  2  0
 23  3  1  0
 18 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 16 32  1  0
 16 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Hydroxy-1-(4-methoxyphenyl)propyl 4-methoxybenzoic acid	HMDB

Chemical Formula

C₁₈H₂₀O₅

Average Molecular Weight

316.3484

Monoisotopic Molecular Weight

316.13107375

IUPAC Name

2-hydroxy-1-(4-methoxyphenyl)propyl 4-methoxybenzoate

Traditional Name

2-hydroxy-1-(4-methoxyphenyl)propyl 4-methoxybenzoate

CAS Registry Number

212516-35-3

SMILES

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

InChI Identifier

InChI=1S/C18H20O5/c1-12(19)17(13-4-8-15(21-2)9-5-13)23-18(20)14-6-10-16(22-3)11-7-14/h4-12,17,19H,1-3H3

InChI Key

PCUOEOPTDCUNQQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

P-methoxybenzoic acids and derivatives

Alternative Parents

Substituents

P-methoxybenzoic acid or derivatives
Benzoate ester
Benzyloxycarbonyl
Phenylpropane
Phenoxy compound
Anisole
Methoxybenzene
Benzoyl
Phenol ether
Alkyl aryl ether
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Ether
Monocarboxylic acid or derivatives
Organic oxygen compound
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0038323)
Cell membrane (HMDB: HMDB0038323)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038323)

Source

Exogenous

Exogenous (HMDB: HMDB0038323)

Food

Food (HMDB: HMDB0038323)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0038323)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038323)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.046 g/L	ALOGPS
logP	3.17	ALOGPS
logP	3.17	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	14.39	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	86 m³·mol⁻¹	ChemAxon
Polarizability	33.93 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]+	175.56	31661259
DarkChem	[M-H]-	179.079	31661259
DeepCCS	[M+H]+	173.454	30932474
DeepCCS	[M-H]-	171.096	30932474
DeepCCS	[M-2H]-	205.198	30932474
DeepCCS	[M+Na]+	180.425	30932474
AllCCS	[M+H]+	178.0	32859911
AllCCS	[M+H-H2O]+	174.7	32859911
AllCCS	[M+NH4]+	181.1	32859911
AllCCS	[M+Na]+	181.9	32859911
AllCCS	[M-H]-	179.1	32859911
AllCCS	[M+Na-2H]-	179.1	32859911
AllCCS	[M+HCOO]-	179.2	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.	7.55 minutes	32390414
Predicted by Siyang on May 30, 2022	14.3081 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.31 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2649.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	359.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	196.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	197.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	181.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	572.5 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	689.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	86.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1223.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	504.3 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	1399.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	404.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	441.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	307.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	283.9 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	7.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Verimol B	COC1=CC=C(C=C1)C(OC(=O)C1=CC=C(OC)C=C1)C(C)O	3631.1	Standard polar	33892256
Verimol B	COC1=CC=C(C=C1)C(OC(=O)C1=CC=C(OC)C=C1)C(C)O	2571.7	Standard non polar	33892256
Verimol B	COC1=CC=C(C=C1)C(OC(=O)C1=CC=C(OC)C=C1)C(C)O	2553.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Verimol B,1TMS,isomer #1	COC1=CC=C(C(=O)OC(C2=CC=C(OC)C=C2)C(C)O[Si](C)(C)C)C=C1	2554.9	Semi standard non polar	33892256
Verimol B,1TBDMS,isomer #1	COC1=CC=C(C(=O)OC(C2=CC=C(OC)C=C2)C(C)O[Si](C)(C)C(C)(C)C)C=C1	2805.9	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 - Verimol B GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dm-6930000000-74d1f4b0fef0ad731678	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Verimol B GC-MS (1 TMS) - 70eV, Positive	splash10-0079-9741000000-7c8e78009b8bc0453aa9	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Verimol B GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Verimol B 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 - Verimol B , positive-QTOF	splash10-000i-1900000000-088a978707ec5a18257b	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Verimol B 10V, Positive-QTOF	splash10-014j-0469000000-800cb1c2a5a94a73b15b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Verimol B 20V, Positive-QTOF	splash10-014j-0894000000-b8d227de1c54bb7984ba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Verimol B 40V, Positive-QTOF	splash10-00kb-0930000000-1a4cead44ae1dff06553	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Verimol B 10V, Negative-QTOF	splash10-014i-0219000000-d4bb08ded7a3f65d885e	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Verimol B 20V, Negative-QTOF	splash10-0gba-0694000000-f9a9a950c9d14443ff80	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Verimol B 40V, Negative-QTOF	splash10-0pb9-1920000000-f27a4b2ab26252a5a2ad	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Verimol B 10V, Positive-QTOF	splash10-00xr-0901000000-b2d48e8349c864bef0a6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Verimol B 20V, Positive-QTOF	splash10-0002-1900000000-a068bd676b5ffceec10f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Verimol B 40V, Positive-QTOF	splash10-000i-1900000000-3577e59170c296389d90	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Verimol B 10V, Negative-QTOF	splash10-014i-0139000000-aa2c0ae0f4c94dd9527c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Verimol B 20V, Negative-QTOF	splash10-0lka-0960000000-397ac8bace093aee507f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Verimol B 40V, Negative-QTOF	splash10-0a4i-3900000000-c0df383f8834f0084bac	2021-09-24	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

FDB017658

KNApSAcK ID

C00058013

Chemspider ID

22370444

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45360335

PDB ID

Not Available

ChEBI ID

175066

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Verimol B (HMDB0038323)

MOL for HMDB0038323 (Verimol B)

3D MOL for HMDB0038323 (Verimol B)

3D SDF for HMDB0038323 (Verimol B)

3D-SDF for HMDB0038323 (Verimol B)

PDB for HMDB0038323 (Verimol B)

3D PDB for HMDB0038323 (Verimol B)

SMILES for HMDB0038323 (Verimol B)

INCHI for HMDB0038323 (Verimol B)

Structure for HMDB0038323 (Verimol B)

3D Structure for HMDB0038323 (Verimol B)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra