MiMeDB: Showing metabocard for 3-Octaprenyl-4-hydroxybenzoate (MMDBc0031583)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:40:10 UTC

Update Date

2022-08-31 18:21:57 UTC

Metabolite ID

MMDBc0031583

Metabolite Identification

Common Name

3-Octaprenyl-4-hydroxybenzoate

Description

3-octaprenyl-4-hydroxybenzoate belongs to the class of Tetraterpenes. These are terpene molecules containing 10 consecutively linked isoprene units. (inferred from compound structure)3-octaprenyl-4-hydroxybenzoate is catalyzed by UbiD. 3-octaprenyl-4-hydroxybenzoate decarboxylase (UbiD) is an important enzyme on the pathway and deletion of the ubiD gene in E. coli. (PMID 17033719 ) 4-Hydroxybenzoate is converted to 3-octaprenyl-4-hydroxybenzoate by 4-hydroxybenzoate octaprenyltransferase. (PMID 1644758 )

Structure

MOL SDF PDB SMILES InChI

 
  Mrv0541 07091216222D          
 
 50 50  0  0  0  0            999 V2000
   13.4063   -9.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4063  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1075  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8500  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8500   -9.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1075   -9.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5513  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2938  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6963  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4388  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1400  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8413  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5838  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1075  -11.8388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1075   -8.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4063   -8.1263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8088   -8.1263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8413  -11.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5513  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2938  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6963  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5513  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2938  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6963  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5513  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2938  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6963  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5513  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2938  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6963  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5513  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2938  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6963  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5513  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2938  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6963  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  3 15  1  0  0  0  0
  6 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 13 20  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 19  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 21 10  1  0  0  0  0
  7 29  1  0  0  0  0
 26 34  1  0  0  0  0
 31 39  1  0  0  0  0
 36 44  1  0  0  0  0
 41 49  1  0  0  0  0
  4 46  1  0  0  0  0
 11 24  1  0  0  0  0
M  STY  1   1 MUL
M  SCN  1   1 HT 
M  SAL   1 15   7   8   9  10  19  21  22  23  24  25  26  27  28  29  30
M  SAL   1 15  31  32  33  34  35  36  37  38  39  40  41  42  43  44  45
M  SAL   1  5  46  47  48  49  50
M  SPA   1  5   7   8   9  10  19
M  SDI   1  4   15.4275  -11.5913   15.4275  -10.4775
M  SDI   1  4   15.4275  -10.4775   15.4275  -11.5913
M  SBL   1  2  50  49
M  SMT   1 7
M  END

 
  Mrv0541 07091216222D          
 
 50 50  0  0  0  0            999 V2000
   13.4063   -9.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4063  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1075  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8500  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8500   -9.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1075   -9.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5513  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2938  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6963  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4388  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1400  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8413  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5838  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1075  -11.8388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1075   -8.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4063   -8.1263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8088   -8.1263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8413  -11.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5513  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2938  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6963  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5513  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2938  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6963  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5513  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2938  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6963  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5513  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2938  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6963  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5513  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2938  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6963  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5513  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2938  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6963  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  3 15  1  0  0  0  0
  6 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 13 20  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 19  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 21 10  1  0  0  0  0
  7 29  1  0  0  0  0
 26 34  1  0  0  0  0
 31 39  1  0  0  0  0
 36 44  1  0  0  0  0
 41 49  1  0  0  0  0
  4 46  1  0  0  0  0
 11 24  1  0  0  0  0
M  STY  1   1 MUL
M  SCN  1   1 HT 
M  SAL   1 15   7   8   9  10  19  21  22  23  24  25  26  27  28  29  30
M  SAL   1 15  31  32  33  34  35  36  37  38  39  40  41  42  43  44  45
M  SAL   1  5  46  47  48  49  50
M  SPA   1  5   7   8   9  10  19
M  SDI   1  4   15.4275  -11.5913   15.4275  -10.4775
M  SDI   1  4   15.4275  -10.4775   15.4275  -11.5913
M  SBL   1  2  50  49
M  SMT   1 7
M  END
> <DATABASE_ID>
MMDBc0031583

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(O)C=CC(=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C47H70O3/c1-36(2)17-10-18-37(3)19-11-20-38(4)21-12-22-39(5)23-13-24-40(6)25-14-26-41(7)27-15-28-42(8)29-16-30-43(9)31-32-44-35-45(47(49)50)33-34-46(44)48/h17,19,21,23,25,27,29,31,33-35,48H,10-16,18,20,22,24,26,28,30,32H2,1-9H3,(H,49,50)/b37-19+,38-21+,39-23+,40-25+,41-27+,42-29+,43-31+

> <INCHI_KEY>
UTIBHEBNILDQKX-LQOKPSQISA-N

> <FORMULA>
C47H70O3

> <MOLECULAR_WEIGHT>
683.0569

> <EXACT_MASS>
682.532496106

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
88.56974071994371

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-hydroxy-3-[(2E,6E,10E,14E,18E,22E,26E)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaen-1-yl]benzoic acid

> <ALOGPS_LOGP>
9.55

> <JCHEM_LOGP>
14.673830326666668

> <ALOGPS_LOGS>
-6.43

> <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>
226.15610000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.54e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-3-[(2E,6E,10E,14E,18E,22E,26E)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaen-1-yl]benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-JUL-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-12         0                                  
HETATM    1  C   UNK     0      25.025 -18.249   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.025 -19.789   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      26.334 -20.559   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      27.720 -19.789   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      27.720 -18.249   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      26.334 -17.479   0.000  0.00  0.00           C+0
HETATM    7  C           1      29.029 -20.559   0.000  0.00  0.00           C+0
HETATM    8  C           1      30.415 -19.789   0.000  0.00  0.00           C+0
HETATM    9  C           1      31.724 -20.559   0.000  0.00  0.00           C+0
HETATM   10  C           1      33.033 -19.789   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      34.419 -20.559   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      35.728 -19.789   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      37.037 -20.559   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      38.423 -19.789   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      26.334 -22.099   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      26.334 -15.939   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      25.025 -15.169   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      27.643 -15.169   0.000  0.00  0.00           O+0
HETATM   19  C           1      31.724 -22.099   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      37.037 -22.099   0.000  0.00  0.00           C+0
HETATM   21  C           1      29.029 -20.559   0.000  0.00  0.00           C+0
HETATM   22  C           1      30.415 -19.789   0.000  0.00  0.00           C+0
HETATM   23  C           1      31.724 -20.559   0.000  0.00  0.00           C+0
HETATM   24  C           1      33.033 -19.789   0.000  0.00  0.00           C+0
HETATM   25  C           1      31.724 -22.099   0.000  0.00  0.00           C+0
HETATM   26  C           1      29.029 -20.559   0.000  0.00  0.00           C+0
HETATM   27  C           1      30.415 -19.789   0.000  0.00  0.00           C+0
HETATM   28  C           1      31.724 -20.559   0.000  0.00  0.00           C+0
HETATM   29  C           1      33.033 -19.789   0.000  0.00  0.00           C+0
HETATM   30  C           1      31.724 -22.099   0.000  0.00  0.00           C+0
HETATM   31  C           1      29.029 -20.559   0.000  0.00  0.00           C+0
HETATM   32  C           1      30.415 -19.789   0.000  0.00  0.00           C+0
HETATM   33  C           1      31.724 -20.559   0.000  0.00  0.00           C+0
HETATM   34  C           1      33.033 -19.789   0.000  0.00  0.00           C+0
HETATM   35  C           1      31.724 -22.099   0.000  0.00  0.00           C+0
HETATM   36  C           1      29.029 -20.559   0.000  0.00  0.00           C+0
HETATM   37  C           1      30.415 -19.789   0.000  0.00  0.00           C+0
HETATM   38  C           1      31.724 -20.559   0.000  0.00  0.00           C+0
HETATM   39  C           1      33.033 -19.789   0.000  0.00  0.00           C+0
HETATM   40  C           1      31.724 -22.099   0.000  0.00  0.00           C+0
HETATM   41  C           1      29.029 -20.559   0.000  0.00  0.00           C+0
HETATM   42  C           1      30.415 -19.789   0.000  0.00  0.00           C+0
HETATM   43  C           1      31.724 -20.559   0.000  0.00  0.00           C+0
HETATM   44  C           1      33.033 -19.789   0.000  0.00  0.00           C+0
HETATM   45  C           1      31.724 -22.099   0.000  0.00  0.00           C+0
HETATM   46  C           1      29.029 -20.559   0.000  0.00  0.00           C+0
HETATM   47  C           1      30.415 -19.789   0.000  0.00  0.00           C+0
HETATM   48  C           1      31.724 -20.559   0.000  0.00  0.00           C+0
HETATM   49  C           1      33.033 -19.789   0.000  0.00  0.00           C+0
HETATM   50  C           1      31.724 -22.099   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4    3    5   21                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1   16                                                  
CONECT    7    8   44                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   19                                                  
CONECT   10    9   46                                                       
CONECT   11   12   49                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   20                                                  
CONECT   14   13                                                            
CONECT   15    3                                                            
CONECT   16    6   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    9                                                            
CONECT   20   13                                                            
CONECT   21   22    4                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23   26                                                       
CONECT   25   23                                                            
CONECT   26   27   24                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28   31                                                       
CONECT   30   28                                                            
CONECT   31   32   29                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33   36                                                       
CONECT   35   33                                                            
CONECT   36   37   34                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38   41                                                       
CONECT   40   38                                                            
CONECT   41   42   39                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43    7                                                       
CONECT   45   43                                                            
CONECT   46   47   10                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49   50                                                  
CONECT   49   48   11                                                       
CONECT   50   48                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  100    0
END

Synonyms

Value	Source
4-Hydroxy-3-octaprenylbenzoate	Kegg
4-Hydroxy-3-octaprenylbenzoic acid	Generator
3-Octaprenyl-4-hydroxybenzoic acid	Generator

Molecular Formula

C₄₇H₇₀O₃

Average Mass

683.0569

Monoisotopic Mass

682.532496106

IUPAC Name

4-hydroxy-3-[(2E,6E,10E,14E,18E,22E,26E)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaen-1-yl]benzoic acid

Traditional Name

4-hydroxy-3-[(2E,6E,10E,14E,18E,22E,26E)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaen-1-yl]benzoic acid

CAS Registry Number

Not Available

SMILES

CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(O)C=CC(=C1)C(O)=O

InChI Identifier

InChI=1S/C47H70O3/c1-36(2)17-10-18-37(3)19-11-20-38(4)21-12-22-39(5)23-13-24-40(6)25-14-26-41(7)27-15-28-42(8)29-16-30-43(9)31-32-44-35-45(47(49)50)33-34-46(44)48/h17,19,21,23,25,27,29,31,33-35,48H,10-16,18,20,22,24,26,28,30,32H2,1-9H3,(H,49,50)/b37-19+,38-21+,39-23+,40-25+,41-27+,42-29+,43-31+

InChI Key

UTIBHEBNILDQKX-LQOKPSQISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as polyprenylphenols. Polyprenylphenols are compounds containing a polyisoprene chain attached to a phenol group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Polyprenylphenols

Direct Parent

Polyprenylphenols

Alternative Parents

Substituents

Tetraterpenoid
Polyprenylphenol
Hydroxybenzoic acid
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
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monohydroxybenzoic acid (CHEBI:50116 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00025 g/L	ALOGPS
logP	9.55	ALOGPS
logP	14.67	ChemAxon
logS	-6.4	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	24	ChemAxon
Refractivity	226.16 m³·mol⁻¹	ChemAxon
Polarizability	88.57 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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 (TMS_1_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0159-0100019000-e06fd4fbf93e99ecb637	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-015i-0323459000-e0c0ced9bd43ef340e33	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a5i-1954662000-ce0bf6d299b5b24a3ab9	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0000009000-dfbe0e7c3f7583f36c6a	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0019-0000009000-41f2bece46470ab24116	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0229-1100029000-76beaba4998c0fc6eed2	2015-09-15	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

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

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0007515	3-Octaprenyl-4-hydroxybenzoate	2-Octaprenylphenol	Not Available		VMH	30371894

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	365	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal; Human stool; River trout ; Chicken	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	187	Human feces; Human pleural fluid plaque; Human ; Human subgingival plaque; Cattle	Metabolic reconstruction
Bacteria	Actinobacteria	60	Human feces; Human pleural fluid plaque; Human dental plaque; Human ; Human mucosa; Human supragingival plaque; Human subgingival plaque	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	27	Human feces; Human appendix biopsy; Human ; Human gastric fluid; Human saliva; Human subgingival plaque	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	Fusobacteria	4	Human feces; Human	Metabolic reconstruction
Bacteria	Synergistetes	1	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	3		Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Bacteria	Tenericutes	2	Human feces	Metabolic reconstruction

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
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C05809

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5280831

PDB ID

Not Available

ChEBI ID

50116

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]
Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]
Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 3-Octaprenyl-4-hydroxybenzoate (MMDBc0031583)

MOL for #<Metabolite:0x00007fecfca3a0c0>

3D MOL for #<Metabolite:0x00007fecfca3a0c0>

3D SDF for #<Metabolite:0x00007fecfca3a0c0>

3D-SDF for #<Metabolite:0x00007fecfca3a0c0>

PDB for #<Metabolite:0x00007fecfca3a0c0>

3D PDB for #<Metabolite:0x00007fecfca3a0c0>

SMILES for #<Metabolite:0x00007fecfca3a0c0>

INCHI for #<Metabolite:0x00007fecfca3a0c0>

Structure for #<Metabolite:0x00007fecfca3a0c0>

3D Structure for #<Metabolite:0x00007fecfca3a0c0>