MiMeDB: Showing metabocard for nonaprenyl 4-hydroxybenzoate (MMDBc0033058)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:32:55 UTC

Update Date

2022-08-31 22:21:29 UTC

Metabolite ID

MMDBc0033058

Metabolite Identification

Common Name

nonaprenyl 4-hydroxybenzoate

Description

nonaprenyl 4-hydroxybenzoate belongs to the class of organic compounds known as polyterpenoids. These are terpenoids consisting of more than eight isoprene units. nonaprenyl 4-hydroxybenzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

ChEBI
  Mrv0541 02241222282D          

 55 55  0  0  0  0            999 V2000
   30.9851   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7007   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4161   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4161   -7.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1271   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8428   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5540   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2696   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5540   -7.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2649   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9805   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6960   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4116   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6960   -7.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4056   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1211   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8367   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5481   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8367   -7.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5435   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2590   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9745   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6901   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9745   -7.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6854   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4010   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1164   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8279   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1164   -7.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8269   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5425   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2580   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9736   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2580   -7.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9685   -6.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6841   -5.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3995   -6.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1109   -5.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3995   -7.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2530   -5.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9639   -5.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9673   -4.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2483   -6.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6760   -6.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2518   -4.5259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375   -5.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3951   -5.7682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6760   -6.9988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375   -4.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8302   -4.5224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1031   -6.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8219   -5.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5341   -6.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5276   -7.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1317   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 13  5  1  0  0  0  0
 32 34  1  0  0  0  0
 33 25  1  0  0  0  0
 35 36  1  0  0  0  0
 15 16  1  0  0  0  0
 36 37  2  0  0  0  0
  5  6  1  0  0  0  0
 37 38  1  0  0  0  0
 16 17  2  0  0  0  0
 37 39  1  0  0  0  0
 38 30  1  0  0  0  0
  1  2  1  0  0  0  0
 17 18  1  0  0  0  0
  6  7  2  0  0  0  0
 17 19  1  0  0  0  0
 18 10  1  0  0  0  0
  7  8  1  0  0  0  0
 20 21  1  0  0  0  0
  2  3  2  0  0  0  0
 21 22  2  0  0  0  0
  7  9  1  0  0  0  0
 22 23  1  0  0  0  0
  8  1  1  0  0  0  0
 35 40  1  0  0  0  0
 22 24  1  0  0  0  0
 23 15  1  0  0  0  0
 25 26  1  0  0  0  0
 10 11  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 11 12  2  0  0  0  0
 27 29  1  0  0  0  0
 28 20  1  0  0  0  0
  3  4  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
 41 44  1  0  0  0  0
 42 45  1  0  0  0  0
 43 46  2  0  0  0  0
 44 47  1  0  0  0  0
 44 48  2  0  0  0  0
 45 49  2  0  0  0  0
 49 50  1  0  0  0  0
 46 49  1  0  0  0  0
 12 13  1  0  0  0  0
 47 51  1  0  0  0  0
 30 31  1  0  0  0  0
 51 52  1  0  0  0  0
 31 32  2  0  0  0  0
 52 53  2  0  0  0  0
 53 40  1  0  0  0  0
 12 14  1  0  0  0  0
 53 54  1  0  0  0  0
 32 33  1  0  0  0  0
  3 55  1  0  0  0  0
M  END

ChEBI
  Mrv0541 02241222282D          

 55 55  0  0  0  0            999 V2000
   30.9851   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7007   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4161   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4161   -7.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1271   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8428   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5540   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2696   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5540   -7.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2649   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9805   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6960   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4116   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6960   -7.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4056   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1211   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8367   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5481   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8367   -7.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5435   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2590   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9745   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6901   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9745   -7.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6854   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4010   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1164   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8279   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1164   -7.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8269   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5425   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2580   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9736   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2580   -7.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9685   -6.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6841   -5.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3995   -6.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1109   -5.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3995   -7.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2530   -5.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9639   -5.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9673   -4.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2483   -6.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6760   -6.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2518   -4.5259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375   -5.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3951   -5.7682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6760   -6.9988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375   -4.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8302   -4.5224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1031   -6.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8219   -5.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5341   -6.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5276   -7.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1317   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 13  5  1  0  0  0  0
 32 34  1  0  0  0  0
 33 25  1  0  0  0  0
 35 36  1  0  0  0  0
 15 16  1  0  0  0  0
 36 37  2  0  0  0  0
  5  6  1  0  0  0  0
 37 38  1  0  0  0  0
 16 17  2  0  0  0  0
 37 39  1  0  0  0  0
 38 30  1  0  0  0  0
  1  2  1  0  0  0  0
 17 18  1  0  0  0  0
  6  7  2  0  0  0  0
 17 19  1  0  0  0  0
 18 10  1  0  0  0  0
  7  8  1  0  0  0  0
 20 21  1  0  0  0  0
  2  3  2  0  0  0  0
 21 22  2  0  0  0  0
  7  9  1  0  0  0  0
 22 23  1  0  0  0  0
  8  1  1  0  0  0  0
 35 40  1  0  0  0  0
 22 24  1  0  0  0  0
 23 15  1  0  0  0  0
 25 26  1  0  0  0  0
 10 11  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 11 12  2  0  0  0  0
 27 29  1  0  0  0  0
 28 20  1  0  0  0  0
  3  4  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
 41 44  1  0  0  0  0
 42 45  1  0  0  0  0
 43 46  2  0  0  0  0
 44 47  1  0  0  0  0
 44 48  2  0  0  0  0
 45 49  2  0  0  0  0
 49 50  1  0  0  0  0
 46 49  1  0  0  0  0
 12 13  1  0  0  0  0
 47 51  1  0  0  0  0
 30 31  1  0  0  0  0
 51 52  1  0  0  0  0
 31 32  2  0  0  0  0
 52 53  2  0  0  0  0
 53 40  1  0  0  0  0
 12 14  1  0  0  0  0
 53 54  1  0  0  0  0
 32 33  1  0  0  0  0
  3 55  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033058

> <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\CC\C(C)=C\COC(=O)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C52H78O3/c1-41(2)19-11-20-42(3)21-12-22-43(4)23-13-24-44(5)25-14-26-45(6)27-15-28-46(7)29-16-30-47(8)31-17-32-48(9)33-18-34-49(10)39-40-55-52(54)50-35-37-51(53)38-36-50/h19,21,23,25,27,29,31,33,35-39,53H,11-18,20,22,24,26,28,30,32,34,40H2,1-10H3/b42-21+,43-23+,44-25+,45-27+,46-29+,47-31+,48-33+,49-39+

> <INCHI_KEY>
YIXNPXUQGCNFPX-RTPSYSNVSA-N

> <FORMULA>
C52H78O3

> <MOLECULAR_WEIGHT>
751.1739

> <EXACT_MASS>
750.595096362

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
98.36283971151227

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl 4-hydroxybenzoate

> <ALOGPS_LOGP>
10.04

> <JCHEM_LOGP>
16.312117748

> <ALOGPS_LOGS>
-6.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.496226040788617

> <JCHEM_PKA_STRONGEST_BASIC>
-6.064637526394638

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
249.60320000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
28

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.29e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nonaprenyl 4-hydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: ChEBI                                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      57.839 -11.569   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      59.175 -10.802   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      60.510 -11.569   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      60.510 -13.110   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      52.504 -11.569   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      53.840 -10.802   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      55.167 -11.569   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      56.503 -10.802   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      55.167 -13.110   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      47.161 -11.569   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      48.497 -10.802   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      49.833 -11.569   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      51.168 -10.802   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      49.833 -13.110   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      41.824 -11.569   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      43.159 -10.802   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      44.495 -11.569   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      45.823 -10.802   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      44.495 -13.110   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      36.481 -11.569   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      37.817 -10.802   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      39.152 -11.569   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      40.488 -10.802   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      39.152 -13.110   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      31.146 -11.569   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      32.482 -10.802   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      33.817 -11.569   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      35.145 -10.802   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      33.817 -13.110   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      25.810 -11.569   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      27.146 -10.802   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      28.482 -11.569   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      29.817 -10.802   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      28.482 -13.110   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      20.475 -11.577   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      21.810 -10.810   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      23.146 -11.577   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      24.474 -10.810   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      23.146 -13.118   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      19.139 -10.810   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      11.133 -10.761   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      11.139  -9.227   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       9.797 -11.524   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      12.462 -11.524   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       9.803  -8.448   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       8.470 -10.761   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      13.804 -10.767   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      12.462 -13.064   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       8.470  -9.220   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0       7.150  -8.442   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      15.126 -11.545   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      16.468 -10.789   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      17.797 -11.566   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      17.785 -13.107   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      61.846 -10.802   0.000  0.00  0.00           C+0
CONECT    1    2    8                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   55                                                  
CONECT    4    3                                                            
CONECT    5   13    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7    1                                                       
CONECT    9    7                                                            
CONECT   10   18   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13    5   12                                                       
CONECT   14   12                                                            
CONECT   15   16   23                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17   10                                                       
CONECT   19   17                                                            
CONECT   20   21   28                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22   15                                                       
CONECT   24   22                                                            
CONECT   25   33   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27   20                                                       
CONECT   29   27                                                            
CONECT   30   38   31                                                       
CONECT   31   30   32                                                       
CONECT   32   34   31   33                                                  
CONECT   33   25   32                                                       
CONECT   34   32                                                            
CONECT   35   36   40                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37   30                                                       
CONECT   39   37                                                            
CONECT   40   35   53                                                       
CONECT   41   42   43   44                                                  
CONECT   42   41   45                                                       
CONECT   43   41   46                                                       
CONECT   44   41   47   48                                                  
CONECT   45   42   49                                                       
CONECT   46   43   49                                                       
CONECT   47   44   51                                                       
CONECT   48   44                                                            
CONECT   49   45   50   46                                                  
CONECT   50   49                                                            
CONECT   51   47   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   40   54                                                  
CONECT   54   53                                                            
CONECT   55    3                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  110    0
END

Synonyms

Value	Source
Nonaprenyl-4-hydroxybenzoate	ChEBI
Nonaprenyl-4-hydroxybenzoic acid	Generator
Nonaprenyl 4-hydroxybenzoic acid	Generator

Molecular Formula

C₅₂H₇₈O₃

Average Mass

751.1739

Monoisotopic Mass

750.595096362

IUPAC Name

(2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl 4-hydroxybenzoate

Traditional Name

nonaprenyl 4-hydroxybenzoate

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\CC\C(C)=C\COC(=O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C52H78O3/c1-41(2)19-11-20-42(3)21-12-22-43(4)23-13-24-44(5)25-14-26-45(6)27-15-28-46(7)29-16-30-47(8)31-17-32-48(9)33-18-34-49(10)39-40-55-52(54)50-35-37-51(53)38-36-50/h19,21,23,25,27,29,31,33,35-39,53H,11-18,20,22,24,26,28,30,32,34,40H2,1-10H3/b42-21+,43-23+,44-25+,45-27+,46-29+,47-31+,48-33+,49-39+

InChI Key

YIXNPXUQGCNFPX-RTPSYSNVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as polyterpenoids. These are terpenoids consisting of more than eight isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Polyterpenoids

Direct Parent

Polyterpenoids

Alternative Parents

Substituents

Polyterpenoid
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
Benzoate ester
Benzoic acid or derivatives
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

4-hydroxybenzoate ester (CHEBI:18162 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00023 g/L	ALOGPS
logP	10.04	ALOGPS
logP	16.31	ChemAxon
logS	-6.5	ALOGPS
pKa (Strongest Acidic)	8.5	ChemAxon
pKa (Strongest Basic)	-6.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	28	ChemAxon
Refractivity	249.6 m³·mol⁻¹	ChemAxon
Polarizability	98.36 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	splash10-0ir9-0712156900-f565998d903a97da6cea	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0512339000-c768166ce802a0fa9f73	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00di-1934463000-ab7c4257a84c6dfdecf4	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-1400002900-c91d0765c6ad92218382	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000l-3900001100-054ab730499d8c8c2a15	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00ko-9700031000-002d642a948151bfce16	2016-09-12	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

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
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	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

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

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5280630

PDB ID

Not Available

ChEBI ID

18162

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

He B, Chen P, Chen SY, Vancura KL, Michaelis S, Powers S: RAM2, an essential gene of yeast, and RAM1 encode the two polypeptide components of the farnesyltransferase that prenylates a-factor and Ras proteins. Proc Natl Acad Sci U S A. 1991 Dec 15;88(24):11373-7. doi: 10.1073/pnas.88.24.11373. [PubMed:1763050 ]
Herrgard MJ, Swainston N, Dobson P, Dunn WB, Arga KY, Arvas M, Bluthgen N, Borger S, Costenoble R, Heinemann M, Hucka M, Le Novere N, Li P, Liebermeister W, Mo ML, Oliveira AP, Petranovic D, Pettifer S, Simeonidis E, Smallbone K, Spasic I, Weichart D, Brent R, Broomhead DS, Westerhoff HV, Kirdar B, Penttila M, Klipp E, Palsson BO, Sauer U, Oliver SG, Mendes P, Nielsen J, Kell DB: A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology. Nat Biotechnol. 2008 Oct;26(10):1155-60. doi: 10.1038/nbt1492. [PubMed:18846089 ]
Scheer M, Grote A, Chang A, Schomburg I, Munaretto C, Rother M, Sohngen C, Stelzer M, Thiele J, Schomburg D: BRENDA, the enzyme information system in 2011. Nucleic Acids Res. 2011 Jan;39(Database issue):D670-6. doi: 10.1093/nar/gkq1089. Epub 2010 Nov 9. [PubMed:21062828 ]

Showing metabocard for nonaprenyl 4-hydroxybenzoate (MMDBc0033058)

MOL for #<Metabolite:0x00007f46dac44528>

3D MOL for #<Metabolite:0x00007f46dac44528>

3D SDF for #<Metabolite:0x00007f46dac44528>

3D-SDF for #<Metabolite:0x00007f46dac44528>

PDB for #<Metabolite:0x00007f46dac44528>

3D PDB for #<Metabolite:0x00007f46dac44528>

SMILES for #<Metabolite:0x00007f46dac44528>

INCHI for #<Metabolite:0x00007f46dac44528>

Structure for #<Metabolite:0x00007f46dac44528>

3D Structure for #<Metabolite:0x00007f46dac44528>