MiMeDB: Showing metabocard for 4-Hydroxy-3-polyprenylbenzoate (MMDBc0031903)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:54:14 UTC

Update Date

2024-04-30 19:53:40 UTC

Metabolite ID

MMDBc0031903

Metabolite Identification

Common Name

4-Hydroxy-3-polyprenylbenzoate

Description

A member of the class of benzoates obtained by deprotonation of the carboxy group of any 4-hydroxy-3-polyprenylbenzoic acid; major species at pH 7.3

Structure

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

HMDB0060388
     RDKit          3D
4-Hydroxy-3-polyprenylbenzoate
 42 42  0  0  0  0  0  0  0  0999 V2000
    4.8200   -1.3789    0.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0267    0.0742    0.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3844    0.6271    0.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0131    0.8192   -0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6361    0.2858   -0.6142 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6453    0.9700    0.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2277    0.4628    0.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8685    1.0654    0.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0572   -0.4923   -0.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2918   -1.1434   -1.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5616   -0.8163   -0.5478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5072   -0.0920   -1.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7375    0.2034   -0.7045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7455    0.9729   -1.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4604    1.3766   -2.6021 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9667    1.2391   -0.8415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0192   -0.2504    0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0723   -0.9856    1.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8611   -1.2558    0.7097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9344   -1.9891    1.4342 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7070   -1.8533    0.7275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5720   -1.9029   -0.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9848   -1.4943    1.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2871    1.7390    0.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0790    0.4031   -0.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8506    0.3041    1.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1728    1.8722   -0.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6686   -0.7926   -0.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3779    0.3639   -1.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5993    2.0616    0.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9263    0.8762    1.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0321    0.5651    1.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7525    1.3611    0.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4338    2.0761    1.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8683   -0.8653   -1.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4207   -0.9747   -2.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1525   -2.2968   -1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3309    0.2863   -2.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2950    2.1981   -0.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9803   -0.0476    1.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3455   -1.3242    2.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0202   -2.2477    1.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 11  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 12 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 20 42  1  0
M  END


  Mrv0541 05161317582D          

 20 20  0  0  0  0            999 V2000
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    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    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    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    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    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    0.8250    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    1.2375    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    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  8  7  1  0  0  0  0
 10  9  1  0  0  0  0
 12  1  1  0  0  0  0
 12  2  1  0  0  0  0
 12  5  2  0  0  0  0
 13  3  1  0  0  0  0
 13  6  1  0  0  0  0
 13  7  2  0  0  0  0
 14  8  1  0  0  0  0
 14 11  2  0  0  0  0
 15  9  2  0  0  0  0
 15 11  1  0  0  0  0
 16 10  2  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20 17  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031903

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)=CCC\C(C)=C\CC1=CC(=CC=C1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H22O3/c1-12(2)5-4-6-13(3)7-8-14-11-15(17(19)20)9-10-16(14)18/h5,7,9-11,18H,4,6,8H2,1-3H3,(H,19,20)/b13-7+

> <INCHI_KEY>
HKIMBCGCVPYUTJ-NTUHNPAUSA-N

> <FORMULA>
C17H22O3

> <MOLECULAR_WEIGHT>
274.3548

> <EXACT_MASS>
274.15689457

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
31.460417089042686

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-4-hydroxybenzoic acid

> <ALOGPS_LOGP>
4.32

> <JCHEM_LOGP>
4.715544676666666

> <ALOGPS_LOGS>
-4.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.475161886890266

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.347914248684361

> <JCHEM_PKA_STRONGEST_BASIC>
-6.114865026961756

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
83.34049999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.96e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-3-polyprenylbenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060388
     RDKit          3D
4-Hydroxy-3-polyprenylbenzoate
 42 42  0  0  0  0  0  0  0  0999 V2000
    4.8200   -1.3789    0.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0267    0.0742    0.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3844    0.6271    0.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0131    0.8192   -0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6361    0.2858   -0.6142 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6453    0.9700    0.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2277    0.4628    0.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8685    1.0654    0.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0572   -0.4923   -0.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2918   -1.1434   -1.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5616   -0.8163   -0.5478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5072   -0.0920   -1.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7375    0.2034   -0.7045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7455    0.9729   -1.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4604    1.3766   -2.6021 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9667    1.2391   -0.8415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0192   -0.2504    0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0723   -0.9856    1.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8611   -1.2558    0.7097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9344   -1.9891    1.4342 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7070   -1.8533    0.7275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5720   -1.9029   -0.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9848   -1.4943    1.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2871    1.7390    0.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0790    0.4031   -0.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8506    0.3041    1.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1728    1.8722   -0.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6686   -0.7926   -0.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3779    0.3639   -1.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5993    2.0616    0.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9263    0.8762    1.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0321    0.5651    1.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7525    1.3611    0.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4338    2.0761    1.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8683   -0.8653   -1.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4207   -0.9747   -2.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1525   -2.2968   -1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3309    0.2863   -2.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2950    2.1981   -0.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9803   -0.0476    1.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3455   -1.3242    2.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0202   -2.2477    1.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 11  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 12 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 20 42  1  0
M  END

HEADER    PROTEIN                                 16-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-MAY-13         0                                  
HETATM    1  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001   3.850   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   8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   2.310   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       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667   4.620   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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.667  -3.080   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
CONECT    1   12                                                            
CONECT    2   12                                                            
CONECT    3   13                                                            
CONECT    4    5    6                                                       
CONECT    5    4   12                                                       
CONECT    6    4   13                                                       
CONECT    7    8   13                                                       
CONECT    8    7   14                                                       
CONECT    9   10   15                                                       
CONECT   10    9   16                                                       
CONECT   11   14   15                                                       
CONECT   12    1    2    5                                                  
CONECT   13    3    6    7                                                  
CONECT   14    8   11   16                                                  
CONECT   15    9   11   17                                                  
CONECT   16   10   14   18                                                  
CONECT   17   15   19   20                                                  
CONECT   18   16                                                            
CONECT   19   17                                                            
CONECT   20   17                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0060388
HETATM    1  C1  UNL     1       4.820  -1.379   0.298  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.027   0.074   0.047  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.384   0.627   0.283  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.013   0.819  -0.370  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.636   0.286  -0.614  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.645   0.970   0.262  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.228   0.463   0.074  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.868   1.065   0.874  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.057  -0.492  -0.777  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.292  -1.143  -1.140  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.562  -0.816  -0.548  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.507  -0.092  -1.236  1.00  0.00           C  
HETATM   13  C13 UNL     1      -4.737   0.203  -0.705  1.00  0.00           C  
HETATM   14  C14 UNL     1      -5.746   0.973  -1.433  1.00  0.00           C  
HETATM   15  O1  UNL     1      -5.460   1.377  -2.602  1.00  0.00           O  
HETATM   16  O2  UNL     1      -6.967   1.239  -0.842  1.00  0.00           O  
HETATM   17  C15 UNL     1      -5.019  -0.250   0.568  1.00  0.00           C  
HETATM   18  C16 UNL     1      -4.072  -0.986   1.279  1.00  0.00           C  
HETATM   19  C17 UNL     1      -2.861  -1.256   0.710  1.00  0.00           C  
HETATM   20  O3  UNL     1      -1.934  -1.989   1.434  1.00  0.00           O  
HETATM   21  H1  UNL     1       5.707  -1.853   0.727  1.00  0.00           H  
HETATM   22  H2  UNL     1       4.572  -1.903  -0.663  1.00  0.00           H  
HETATM   23  H3  UNL     1       3.985  -1.494   1.021  1.00  0.00           H  
HETATM   24  H4  UNL     1       6.287   1.739   0.320  1.00  0.00           H  
HETATM   25  H5  UNL     1       7.079   0.403  -0.552  1.00  0.00           H  
HETATM   26  H6  UNL     1       6.851   0.304   1.218  1.00  0.00           H  
HETATM   27  H7  UNL     1       4.173   1.872  -0.549  1.00  0.00           H  
HETATM   28  H8  UNL     1       2.669  -0.793  -0.371  1.00  0.00           H  
HETATM   29  H9  UNL     1       2.378   0.364  -1.697  1.00  0.00           H  
HETATM   30  H10 UNL     1       1.599   2.062   0.071  1.00  0.00           H  
HETATM   31  H11 UNL     1       1.926   0.876   1.349  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.032   0.565   1.851  1.00  0.00           H  
HETATM   33  H13 UNL     1      -1.752   1.361   0.323  1.00  0.00           H  
HETATM   34  H14 UNL     1      -0.434   2.076   1.206  1.00  0.00           H  
HETATM   35  H15 UNL     1       0.868  -0.865  -1.315  1.00  0.00           H  
HETATM   36  H16 UNL     1      -1.421  -0.975  -2.270  1.00  0.00           H  
HETATM   37  H17 UNL     1      -1.152  -2.297  -1.152  1.00  0.00           H  
HETATM   38  H18 UNL     1      -3.331   0.286  -2.241  1.00  0.00           H  
HETATM   39  H19 UNL     1      -7.295   2.198  -0.877  1.00  0.00           H  
HETATM   40  H20 UNL     1      -5.980  -0.048   1.045  1.00  0.00           H  
HETATM   41  H21 UNL     1      -4.346  -1.324   2.289  1.00  0.00           H  
HETATM   42  H22 UNL     1      -1.020  -2.248   1.124  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    4    4
CONECT    3   24   25   26
CONECT    4    5   27
CONECT    5    6   28   29
CONECT    6    7   30   31
CONECT    7    8    9    9
CONECT    8   32   33   34
CONECT    9   10   35
CONECT   10   11   36   37
CONECT   11   12   12   19
CONECT   12   13   38
CONECT   13   14   17   17
CONECT   14   15   15   16
CONECT   16   39
CONECT   17   18   40
CONECT   18   19   19   41
CONECT   19   20
CONECT   20   42
END

HMDB0060388
     RDKit          3D
4-Hydroxy-3-polyprenylbenzoate
 42 42  0  0  0  0  0  0  0  0999 V2000
    4.8200   -1.3789    0.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0267    0.0742    0.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3844    0.6271    0.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0131    0.8192   -0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6361    0.2858   -0.6142 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6453    0.9700    0.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2277    0.4628    0.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8685    1.0654    0.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0572   -0.4923   -0.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2918   -1.1434   -1.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5616   -0.8163   -0.5478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5072   -0.0920   -1.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7375    0.2034   -0.7045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7455    0.9729   -1.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4604    1.3766   -2.6021 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9667    1.2391   -0.8415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0192   -0.2504    0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0723   -0.9856    1.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8611   -1.2558    0.7097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9344   -1.9891    1.4342 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7070   -1.8533    0.7275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5720   -1.9029   -0.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9848   -1.4943    1.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2871    1.7390    0.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0790    0.4031   -0.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8506    0.3041    1.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1728    1.8722   -0.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6686   -0.7926   -0.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3779    0.3639   -1.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5993    2.0616    0.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9263    0.8762    1.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0321    0.5651    1.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7525    1.3611    0.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4338    2.0761    1.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8683   -0.8653   -1.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4207   -0.9747   -2.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1525   -2.2968   -1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3309    0.2863   -2.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2950    2.1981   -0.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9803   -0.0476    1.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3455   -1.3242    2.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0202   -2.2477    1.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 11  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 12 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 20 42  1  0
M  END

Synonyms

Value	Source
4-Hydroxy-3-polyprenylbenzoic acid	Generator

Molecular Formula

C₁₇H₂₂O₃

Average Mass

274.3548

Monoisotopic Mass

274.15689457

IUPAC Name

3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-4-hydroxybenzoic acid

Traditional Name

4-hydroxy-3-polyprenylbenzoate

CAS Registry Number

Not Available

SMILES

CC(C)=CCC\C(C)=C\CC1=CC(=CC=C1O)C(O)=O

InChI Identifier

InChI=1S/C17H22O3/c1-12(2)5-4-6-13(3)7-8-14-11-15(17(19)20)9-10-16(14)18/h5,7,9-11,18H,4,6,8H2,1-3H3,(H,19,20)/b13-7+

InChI Key

HKIMBCGCVPYUTJ-NTUHNPAUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

Aromatic monoterpenoid
Hydroxybenzoic acid
Monocyclic monoterpenoid
Benzoic acid or derivatives
Benzoic acid
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monohydroxybenzoic acid (CHEBI:61122 )
Other Prenol lipids (C05848 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.01 g/L	ALOGPS
logP	4.32	ALOGPS
logP	4.72	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.35	ChemAxon
pKa (Strongest Basic)	-6.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	83.34 m³·mol⁻¹	ChemAxon
Polarizability	31.46 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-066r-8980000000-c5f21b9f2315023b8667	2017-09-20	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-0uk9-8119600000-af4084cfa0588ff40691	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-056r-0290000000-5d0c21c1fa97609e5405	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0adi-2950000000-e585e5a13ccaa004bcc8	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ldi-8910000000-63c5d4612f9d7c67e790	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0090000000-7f80711f214d202e0cb3	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00b9-0090000000-aa0418550a1f9c60fa4f	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0nou-3690000000-b3f087074c5c3915fcb4	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-056r-2590000000-39bbee729d92ce577091	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05ar-9800000000-aa69e3364a0f7a35d806	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a59-7900000000-090695f713cd5a105558	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00fr-0090000000-b909803416c1dfda8bb5	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-05i0-1590000000-789b13156788008d75ed	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0900-2920000000-7363aa31358a49cf1043	2021-10-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0193928	4-hydroxybenzoate polyprenyltransferase, mitochondrial	Enzyme	Q96H96	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0060388

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00000852

Chemspider ID

Not Available

KEGG Compound ID

C18131

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5280844

PDB ID

Not Available

ChEBI ID

61122

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. doi: 10.1194/jlr.R600022-JLR200. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. doi: 10.1194/jlr.R700005-JLR200. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 4-Hydroxy-3-polyprenylbenzoate (MMDBc0031903)

MOL for #<Metabolite:0x00007fecacfaab90>

3D MOL for #<Metabolite:0x00007fecacfaab90>

3D SDF for #<Metabolite:0x00007fecacfaab90>

3D-SDF for #<Metabolite:0x00007fecacfaab90>

PDB for #<Metabolite:0x00007fecacfaab90>

3D PDB for #<Metabolite:0x00007fecacfaab90>

SMILES for #<Metabolite:0x00007fecacfaab90>

INCHI for #<Metabolite:0x00007fecacfaab90>

Structure for #<Metabolite:0x00007fecacfaab90>

3D Structure for #<Metabolite:0x00007fecacfaab90>