NP-MRD: Showing NP-Card for 2-methyl-6-solanyl-1,4-benzoquinol (NP0339973)

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Record Information

Version

2.0

Created at

2024-09-12 00:32:50 UTC

Updated at

2024-09-12 00:32:50 UTC

NP-MRD ID

NP0339973

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-methyl-6-solanyl-1,4-benzoquinol

Description

2-Methyl-6-solanesyl-1,4-benzoquinol, also known as MSBQ or 2-methyl-6-nonaprenyl-benzene-1,4-diol, belongs to the class of organic compounds known as polyprenyl quinols. Polyprenyl quinols are compounds containing a polyisoprene chain attached to a quinol(hydroquinone) at the second ring position. 2-methyl-6-solanyl-1,4-benzoquinol was first documented in 2003 (PMID: 14508009). 2-Methyl-6-solanesyl-1,4-benzoquinol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1652303082006172D          
 
 54 54  0  0  0  0            999 V2000
   12.7875  -12.1688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7875  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5020  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2165  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2165  -12.1688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5020  -11.7563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5020  -10.9314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5020  -14.2311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0731  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9457  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6602  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0891  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8036  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5181  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2325  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9470  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -14.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2325  -14.2312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9457  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6602  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0891  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -14.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9457  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6602  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0891  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -14.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9457  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6602  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0891  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -14.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9457  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6602  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0891  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -14.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9457  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6602  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0891  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -14.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9457  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6602  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0891  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -14.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9457  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6602  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0891  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -14.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  6  7  1  0  0  0  0
  3  8  1  0  0  0  0
  2  9  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 19  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 18  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 52 53  1  0  0  0  0
 52 54  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 20 13  1  0  0  0  0
 10 28  1  0  0  0  0
 25 33  1  0  0  0  0
 30 38  1  0  0  0  0
 35 43  1  0  0  0  0
 40 48  1  0  0  0  0
 45 53  1  0  0  0  0
  4 50  1  0  0  0  0
 14 23  1  0  0  0  0
M  STY  1   1 MUL
M  SCN  1   1 HT 
M  SAL   1 15  10  11  12  13  18  20  21  22  23  24  25  26  27  28  29
M  SAL   1 15  30  31  32  33  34  35  36  37  38  39  40  41  42  43  44
M  SAL   1 10  45  46  47  48  49  50  51  52  53  54
M  SPA   1  5  10  11  12  13  18
M  SDI   1  4   14.7263  -14.1075   14.7263  -12.5400
M  SDI   1  4   17.2425  -12.5400   17.2425  -14.1075
M  SBL   1  2  54  53
M  SMT   1 8
M  END

 
  Mrv1652303082006172D          
 
 54 54  0  0  0  0            999 V2000
   12.7875  -12.1688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7875  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5020  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2165  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2165  -12.1688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5020  -11.7563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5020  -10.9314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5020  -14.2311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0731  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9457  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6602  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0891  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8036  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5181  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2325  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9470  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -14.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2325  -14.2312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9457  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6602  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0891  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -14.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9457  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6602  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0891  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -14.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9457  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6602  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0891  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -14.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9457  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6602  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0891  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -14.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9457  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6602  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0891  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -14.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9457  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6602  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0891  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -14.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9457  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6602  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -13.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0891  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -14.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  6  7  1  0  0  0  0
  3  8  1  0  0  0  0
  2  9  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 19  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 18  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 52 53  1  0  0  0  0
 52 54  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 20 13  1  0  0  0  0
 10 28  1  0  0  0  0
 25 33  1  0  0  0  0
 30 38  1  0  0  0  0
 35 43  1  0  0  0  0
 40 48  1  0  0  0  0
 45 53  1  0  0  0  0
  4 50  1  0  0  0  0
 14 23  1  0  0  0  0
M  STY  1   1 MUL
M  SCN  1   1 HT 
M  SAL   1 15  10  11  12  13  18  20  21  22  23  24  25  26  27  28  29
M  SAL   1 15  30  31  32  33  34  35  36  37  38  39  40  41  42  43  44
M  SAL   1 10  45  46  47  48  49  50  51  52  53  54
M  SPA   1  5  10  11  12  13  18
M  SDI   1  4   14.7263  -14.1075   14.7263  -12.5400
M  SDI   1  4   17.2425  -12.5400   17.2425  -14.1075
M  SBL   1  2  54  53
M  SMT   1 8
M  END
> <DATABASE_ID>
NP0339973

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C52H80O2/c1-40(2)20-12-21-41(3)22-13-23-42(4)24-14-25-43(5)26-15-27-44(6)28-16-29-45(7)30-17-31-46(8)32-18-33-47(9)34-19-35-48(10)36-37-50-39-51(53)38-49(11)52(50)54/h20,22,24,26,28,30,32,34,36,38-39,53-54H,12-19,21,23,25,27,29,31,33,35,37H2,1-11H3/b41-22+,42-24+,43-26+,44-28+,45-30+,46-32+,47-34+,48-36+

> <INCHI_KEY>
SWKACZQJGXABCN-JSGWLJPKSA-N

> <FORMULA>
C52H80O2

> <MOLECULAR_WEIGHT>
737.21

> <EXACT_MASS>
736.615831816

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
134

> <JCHEM_AVERAGE_POLARIZABILITY>
98.14113329902014

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methyl-6-[(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]benzene-1,4-diol

> <ALOGPS_LOGP>
9.90

> <JCHEM_LOGP>
16.885817761333332

> <ALOGPS_LOGS>
-6.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.651166206155844

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.784985083197142

> <JCHEM_PKA_STRONGEST_BASIC>
-5.89471831436514

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
249.72460000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
26

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.38e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methyl-6-[(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]benzene-1,4-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-MAR-20         0                                  
HETATM    1  C   UNK     0      23.870 -22.715   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      23.870 -24.255   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      25.204 -25.025   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      26.537 -24.255   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      26.537 -22.715   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      25.204 -21.945   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      25.204 -20.405   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      25.204 -26.565   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      22.536 -25.025   0.000  0.00  0.00           C+0
HETATM   10  C           1      27.899 -25.025   0.000  0.00  0.00           C+0
HETATM   11  C           1      29.232 -24.255   0.000  0.00  0.00           C+0
HETATM   12  C           1      30.566 -25.025   0.000  0.00  0.00           C+0
HETATM   13  C           1      31.900 -24.255   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      33.233 -25.025   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      34.567 -24.255   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      35.901 -25.025   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      37.234 -24.255   0.000  0.00  0.00           C+0
HETATM   18  C           1      30.566 -26.565   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      35.901 -26.565   0.000  0.00  0.00           C+0
HETATM   20  C           1      27.899 -25.025   0.000  0.00  0.00           C+0
HETATM   21  C           1      29.232 -24.255   0.000  0.00  0.00           C+0
HETATM   22  C           1      30.566 -25.025   0.000  0.00  0.00           C+0
HETATM   23  C           1      31.900 -24.255   0.000  0.00  0.00           C+0
HETATM   24  C           1      30.566 -26.565   0.000  0.00  0.00           C+0
HETATM   25  C           1      27.899 -25.025   0.000  0.00  0.00           C+0
HETATM   26  C           1      29.232 -24.255   0.000  0.00  0.00           C+0
HETATM   27  C           1      30.566 -25.025   0.000  0.00  0.00           C+0
HETATM   28  C           1      31.900 -24.255   0.000  0.00  0.00           C+0
HETATM   29  C           1      30.566 -26.565   0.000  0.00  0.00           C+0
HETATM   30  C           1      27.899 -25.025   0.000  0.00  0.00           C+0
HETATM   31  C           1      29.232 -24.255   0.000  0.00  0.00           C+0
HETATM   32  C           1      30.566 -25.025   0.000  0.00  0.00           C+0
HETATM   33  C           1      31.900 -24.255   0.000  0.00  0.00           C+0
HETATM   34  C           1      30.566 -26.565   0.000  0.00  0.00           C+0
HETATM   35  C           1      27.899 -25.025   0.000  0.00  0.00           C+0
HETATM   36  C           1      29.232 -24.255   0.000  0.00  0.00           C+0
HETATM   37  C           1      30.566 -25.025   0.000  0.00  0.00           C+0
HETATM   38  C           1      31.900 -24.255   0.000  0.00  0.00           C+0
HETATM   39  C           1      30.566 -26.565   0.000  0.00  0.00           C+0
HETATM   40  C           1      27.899 -25.025   0.000  0.00  0.00           C+0
HETATM   41  C           1      29.232 -24.255   0.000  0.00  0.00           C+0
HETATM   42  C           1      30.566 -25.025   0.000  0.00  0.00           C+0
HETATM   43  C           1      31.900 -24.255   0.000  0.00  0.00           C+0
HETATM   44  C           1      30.566 -26.565   0.000  0.00  0.00           C+0
HETATM   45  C           1      27.899 -25.025   0.000  0.00  0.00           C+0
HETATM   46  C           1      29.232 -24.255   0.000  0.00  0.00           C+0
HETATM   47  C           1      30.566 -25.025   0.000  0.00  0.00           C+0
HETATM   48  C           1      31.900 -24.255   0.000  0.00  0.00           C+0
HETATM   49  C           1      30.566 -26.565   0.000  0.00  0.00           C+0
HETATM   50  C           1      27.899 -25.025   0.000  0.00  0.00           C+0
HETATM   51  C           1      29.232 -24.255   0.000  0.00  0.00           C+0
HETATM   52  C           1      30.566 -25.025   0.000  0.00  0.00           C+0
HETATM   53  C           1      31.900 -24.255   0.000  0.00  0.00           C+0
HETATM   54  C           1      30.566 -26.565   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5   20                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    3                                                            
CONECT    9    2                                                            
CONECT   10   11   48                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   50                                                       
CONECT   14   15   53                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16                                                            
CONECT   18   12                                                            
CONECT   19   16                                                            
CONECT   20   21    4                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22   25                                                       
CONECT   24   22                                                            
CONECT   25   26   23                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27   30                                                       
CONECT   29   27                                                            
CONECT   30   31   28                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32   35                                                       
CONECT   34   32                                                            
CONECT   35   36   33                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37   40                                                       
CONECT   39   37                                                            
CONECT   40   41   38                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42   45                                                       
CONECT   44   42                                                            
CONECT   45   46   43                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48   49                                                  
CONECT   48   47   10                                                       
CONECT   49   47                                                            
CONECT   50   51   13                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53   54                                                  
CONECT   53   52   14                                                       
CONECT   54   52                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  108    0
END

View in JSmol

Synonyms

Value	Source
2-Methyl-6-all-trans-nonaprenylbenzene-1,4-diol	ChEBI
2-Methyl-6-solanyl-1,4-benzoquinone	ChEBI
MSBQ	ChEBI
2-Methyl-6-nonaprenyl-benzene-1,4-diol	Kegg
2-Methyl-6-solanesylbenzene-1,4-diol	Kegg

Chemical Formula

C₅₂H₈₀O₂

Average Mass

737.2100 Da

Monoisotopic Mass

736.61583 Da

IUPAC Name

2-methyl-6-[(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]benzene-1,4-diol

Traditional Name

2-methyl-6-[(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]benzene-1,4-diol

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

InChI Identifier

InChI=1S/C52H80O2/c1-40(2)20-12-21-41(3)22-13-23-42(4)24-14-25-43(5)26-15-27-44(6)28-16-29-45(7)30-17-31-46(8)32-18-33-47(9)34-19-35-48(10)36-37-50-39-51(53)38-49(11)52(50)54/h20,22,24,26,28,30,32,34,36,38-39,53-54H,12-19,21,23,25,27,29,31,33,35,37H2,1-11H3/b41-22+,42-24+,43-26+,44-28+,45-30+,46-32+,47-34+,48-36+

InChI Key

SWKACZQJGXABCN-JSGWLJPKSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as polyprenyl quinols. Polyprenyl quinols are compounds containing a polyisoprene chain attached to a quinol(hydroquinone) at the second ring position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Quinone and hydroquinone lipids

Direct Parent

Polyprenyl quinols

Alternative Parents

Substituents

Polyterpenoid
Polyprenylbenzoquinol
Polyprenylphenol
O-cresol
M-cresol
Hydroquinone
1-hydroxy-2-unsubstituted benzenoid
Toluene
Phenol
Benzenoid
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

dihydroxytoluene (CHEBI:75402 )
polyprenylhydroquinone (CHEBI:75402 )

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	9.9	ALOGPS
logP	16.89	ChemAxon
logS	-6.5	ALOGPS
pKa (Strongest Acidic)	9.78	ChemAxon
pKa (Strongest Basic)	-5.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	26	ChemAxon
Refractivity	249.72 m³·mol⁻¹	ChemAxon
Polarizability	98.14 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB030347

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C17570

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44237185

PDB ID

Not Available

ChEBI ID

75402

Good Scents ID

Not Available

References

General References

Cheng Z, Sattler S, Maeda H, Sakuragi Y, Bryant DA, DellaPenna D: Highly divergent methyltransferases catalyze a conserved reaction in tocopherol and plastoquinone synthesis in cyanobacteria and photosynthetic eukaryotes. Plant Cell. 2003 Oct;15(10):2343-56. doi: 10.1105/tpc.013656. Epub 2003 Sep 24. [PubMed:14508009 ]

Showing NP-Card for 2-methyl-6-solanyl-1,4-benzoquinol (NP0339973)

MOL for NP0339973 (2-methyl-6-solanyl-1,4-benzoquinol)

3D MOL for NP0339973 (2-methyl-6-solanyl-1,4-benzoquinol)

3D SDF for NP0339973 (2-methyl-6-solanyl-1,4-benzoquinol)

3D-SDF for NP0339973 (2-methyl-6-solanyl-1,4-benzoquinol)

PDB for NP0339973 (2-methyl-6-solanyl-1,4-benzoquinol)

3D PDB for NP0339973 (2-methyl-6-solanyl-1,4-benzoquinol)

SMILES for NP0339973 (2-methyl-6-solanyl-1,4-benzoquinol)

INCHI for NP0339973 (2-methyl-6-solanyl-1,4-benzoquinol)

Structure for NP0339973 (2-methyl-6-solanyl-1,4-benzoquinol)

3D Structure for NP0339973 (2-methyl-6-solanyl-1,4-benzoquinol)