NP-MRD: Showing NP-Card for ubiquinol-8 (NP0334387)

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Record Information

Version

2.0

Created at

2024-09-09 23:27:02 UTC

Updated at

2024-09-09 23:27:02 UTC

NP-MRD ID

NP0334387

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ubiquinol-8

Description

Ubiquinol 8 is a member of the class of compounds known as polyterpenoids. Polyterpenoids are terpenoids consisting of more than eight isoprene units. Ubiquinol 8 is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Ubiquinol 8 can be found in a number of food items such as garden cress, lupine, feijoa, and coriander, which makes ubiquinol 8 a potential biomarker for the consumption of these food products. Ubiquinol 8 can be found primarily in blood. Ubiquinol 8 exists in all living species, ranging from bacteria to humans. In humans, ubiquinol 8 is involved in mitochondrial electron transport chain, which is a metabolic disorder. Moreover, ubiquinol 8 is found to be associated with beta-thalassemia.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05252301592D          

 60 60  0  0  0  0            999 V2000
   16.4328   11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    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
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    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    0.8250    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
    0.0000    0.0000    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    7.4250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    9.9000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    6.1875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    7.4250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 36  1  0  0  0  0
  2 36  1  0  0  0  0
  3 37  1  0  0  0  0
  4 38  1  0  0  0  0
  5 39  1  0  0  0  0
  6 40  1  0  0  0  0
  7 41  1  0  0  0  0
  8 42  1  0  0  0  0
  9 43  1  0  0  0  0
 10 44  1  0  0  0  0
 11 52  1  0  0  0  0
 12 53  1  0  0  0  0
 13 20  1  0  0  0  0
 13 21  1  0  0  0  0
 14 22  1  0  0  0  0
 14 23  1  0  0  0  0
 15 24  1  0  0  0  0
 15 25  1  0  0  0  0
 16 26  1  0  0  0  0
 16 27  1  0  0  0  0
 17 28  1  0  0  0  0
 17 29  1  0  0  0  0
 18 30  1  0  0  0  0
 18 31  1  0  0  0  0
 19 32  1  0  0  0  0
 19 33  1  0  0  0  0
 20 36  2  0  0  0  0
 21 37  1  0  0  0  0
 22 54  1  0  0  0  0
 22 37  2  0  0  0  0
 23 38  1  0  0  0  0
 24 55  1  0  0  0  0
 24 38  2  0  0  0  0
 25 39  1  0  0  0  0
 26 56  1  0  0  0  0
 26 39  2  0  0  0  0
 27 40  1  0  0  0  0
 28 57  1  0  0  0  0
 28 40  2  0  0  0  0
 29 41  1  0  0  0  0
 30 58  1  0  0  0  0
 30 41  2  0  0  0  0
 31 42  1  0  0  0  0
 32 59  1  0  0  0  0
 32 42  2  0  0  0  0
 33 43  1  0  0  0  0
 34 60  1  0  0  0  0
 34 35  1  0  0  0  0
 34 43  2  0  0  0  0
 35 45  1  0  0  0  0
 44 45  2  0  0  0  0
 44 46  1  0  0  0  0
 45 47  1  0  0  0  0
 46 48  1  0  0  0  0
 46 50  1  0  0  0  0
 47 49  1  0  0  0  0
 47 51  1  0  0  0  0
 48 49  2  0  0  0  0
 48 52  1  0  0  0  0
 49 53  1  0  0  0  0
M  END


  Mrv2104 05252301592D          

 60 60  0  0  0  0            999 V2000
   16.4328   11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    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
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    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    0.8250    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
    0.0000    0.0000    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    7.4250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    9.9000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    6.1875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    7.4250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 36  1  0  0  0  0
  2 36  1  0  0  0  0
  3 37  1  0  0  0  0
  4 38  1  0  0  0  0
  5 39  1  0  0  0  0
  6 40  1  0  0  0  0
  7 41  1  0  0  0  0
  8 42  1  0  0  0  0
  9 43  1  0  0  0  0
 10 44  1  0  0  0  0
 11 52  1  0  0  0  0
 12 53  1  0  0  0  0
 13 20  1  0  0  0  0
 13 21  1  0  0  0  0
 14 22  1  0  0  0  0
 14 23  1  0  0  0  0
 15 24  1  0  0  0  0
 15 25  1  0  0  0  0
 16 26  1  0  0  0  0
 16 27  1  0  0  0  0
 17 28  1  0  0  0  0
 17 29  1  0  0  0  0
 18 30  1  0  0  0  0
 18 31  1  0  0  0  0
 19 32  1  0  0  0  0
 19 33  1  0  0  0  0
 20 36  2  0  0  0  0
 21 37  1  0  0  0  0
 22 54  1  0  0  0  0
 22 37  2  0  0  0  0
 23 38  1  0  0  0  0
 24 55  1  0  0  0  0
 24 38  2  0  0  0  0
 25 39  1  0  0  0  0
 26 56  1  0  0  0  0
 26 39  2  0  0  0  0
 27 40  1  0  0  0  0
 28 57  1  0  0  0  0
 28 40  2  0  0  0  0
 29 41  1  0  0  0  0
 30 58  1  0  0  0  0
 30 41  2  0  0  0  0
 31 42  1  0  0  0  0
 32 59  1  0  0  0  0
 32 42  2  0  0  0  0
 33 43  1  0  0  0  0
 34 60  1  0  0  0  0
 34 35  1  0  0  0  0
 34 43  2  0  0  0  0
 35 45  1  0  0  0  0
 44 45  2  0  0  0  0
 44 46  1  0  0  0  0
 45 47  1  0  0  0  0
 46 48  1  0  0  0  0
 46 50  1  0  0  0  0
 47 49  1  0  0  0  0
 47 51  1  0  0  0  0
 48 49  2  0  0  0  0
 48 52  1  0  0  0  0
 49 53  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0334387

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(/[H])CC1=C(C)C(O)C(OC)=C(OC)C1O)=C(/C)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1/C49H78O4/c1-36(2)20-13-21-37(3)22-14-23-38(4)24-15-25-39(5)26-16-27-40(6)28-17-29-41(7)30-18-31-42(8)32-19-33-43(9)34-35-45-44(10)46(50)48(52-11)49(53-12)47(45)51/h20,22,24,26,28,30,32,34,46-47,50-51H,13-19,21,23,25,27,29,31,33,35H2,1-12H3/b37-22-,38-24-,39-26-,40-28-,41-30-,42-32-,43-34+

> <INCHI_KEY>
FLVUMORHBJZINO-DOCKIUJLNA-N

> <FORMULA>
C49H78O4

> <MOLECULAR_WEIGHT>
731.159

> <EXACT_MASS>
730.590010992

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
131

> <JCHEM_AVERAGE_POLARIZABILITY>
88.1826890861716

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3-dimethoxy-5-methyl-6-[(2E,6Z,10Z,14Z,18Z,22Z,26Z)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaen-1-yl]cyclohexa-2,5-diene-1,4-diol

> <JCHEM_LOGP>
11.997590521666668

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.539919935872737

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.906864481043604

> <JCHEM_PKA_STRONGEST_BASIC>
-3.579337313106175

> <JCHEM_POLAR_SURFACE_AREA>
58.92

> <JCHEM_REFRACTIVITY>
240.233

> <JCHEM_ROTATABLE_BOND_COUNT>
25

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
reduced ubiquinone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-MAY-23         0                                  
HETATM    1  C   UNK     0      30.675  22.330   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      32.008  20.020   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      29.341  15.400   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      24.006  20.020   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.673  13.090   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.004  15.400   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.670   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002  10.780   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      29.341  18.480   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      25.340  16.170   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.673  16.170   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.672  13.860   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.670  11.550   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669   9.240   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      29.341  20.020   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      28.007  17.710   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      26.674  15.400   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      25.340  17.710   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      22.673  17.710   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      21.339  15.400   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      20.005  13.090   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      17.338  13.090   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.670  13.090   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.337  10.780   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.003   8.470   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.336   8.470   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      30.675  20.790   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      28.007  16.170   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      24.006  18.480   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      21.339  13.860   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      16.004  13.860   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      13.337   9.240   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       8.002   9.240   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   54  H   UNK     0      26.674  13.860   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0      21.339  18.480   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0      20.005  11.550   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0      13.337  13.860   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0      12.003   6.930   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0       5.335   9.240   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0       2.667   4.620   0.000  0.00  0.00           H+0
CONECT    1   36                                                            
CONECT    2   36                                                            
CONECT    3   37                                                            
CONECT    4   38                                                            
CONECT    5   39                                                            
CONECT    6   40                                                            
CONECT    7   41                                                            
CONECT    8   42                                                            
CONECT    9   43                                                            
CONECT   10   44                                                            
CONECT   11   52                                                            
CONECT   12   53                                                            
CONECT   13   20   21                                                       
CONECT   14   22   23                                                       
CONECT   15   24   25                                                       
CONECT   16   26   27                                                       
CONECT   17   28   29                                                       
CONECT   18   30   31                                                       
CONECT   19   32   33                                                       
CONECT   20   13   36                                                       
CONECT   21   13   37                                                       
CONECT   22   14   54   37                                                  
CONECT   23   14   38                                                       
CONECT   24   15   55   38                                                  
CONECT   25   15   39                                                       
CONECT   26   16   56   39                                                  
CONECT   27   16   40                                                       
CONECT   28   17   57   40                                                  
CONECT   29   17   41                                                       
CONECT   30   18   58   41                                                  
CONECT   31   18   42                                                       
CONECT   32   19   59   42                                                  
CONECT   33   19   43                                                       
CONECT   34   60   35   43                                                  
CONECT   35   34   45                                                       
CONECT   36    1    2   20                                                  
CONECT   37    3   21   22                                                  
CONECT   38    4   23   24                                                  
CONECT   39    5   25   26                                                  
CONECT   40    6   27   28                                                  
CONECT   41    7   29   30                                                  
CONECT   42    8   31   32                                                  
CONECT   43    9   33   34                                                  
CONECT   44   10   45   46                                                  
CONECT   45   35   44   47                                                  
CONECT   46   44   48   50                                                  
CONECT   47   45   49   51                                                  
CONECT   48   46   49   52                                                  
CONECT   49   47   48   53                                                  
CONECT   50   46                                                            
CONECT   51   47                                                            
CONECT   52   11   48                                                       
CONECT   53   12   49                                                       
CONECT   54   22                                                            
CONECT   55   24                                                            
CONECT   56   26                                                            
CONECT   57   28                                                            
CONECT   58   30                                                            
CONECT   59   32                                                            
CONECT   60   34                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  120    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₉H₇₈O₄

Average Mass

731.1590 Da

Monoisotopic Mass

730.59001 Da

IUPAC Name

2,3-dimethoxy-5-methyl-6-[(2E,6Z,10Z,14Z,18Z,22Z,26Z)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaen-1-yl]cyclohexa-2,5-diene-1,4-diol

Traditional Name

reduced ubiquinone

CAS Registry Number

Not Available

SMILES

[H]\C(CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(/[H])CC1=C(C)C(O)C(OC)=C(OC)C1O)=C(/C)CCC=C(C)C

InChI Identifier

InChI=1/C49H78O4/c1-36(2)20-13-21-37(3)22-14-23-38(4)24-15-25-39(5)26-16-27-40(6)28-17-29-41(7)30-18-31-42(8)32-19-33-43(9)34-35-45-44(10)46(50)48(52-11)49(53-12)47(45)51/h20,22,24,26,28,30,32,34,46-47,50-51H,13-19,21,23,25,27,29,31,33,35H2,1-12H3/b37-22-,38-24-,39-26-,40-28-,41-30-,42-32-,43-34+

InChI Key

FLVUMORHBJZINO-DOCKIUJLNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	12	ChemAxon
pKa (Strongest Acidic)	12.91	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.92 Å²	ChemAxon
Rotatable Bond Count	25	ChemAxon
Refractivity	240.23 m³·mol⁻¹	ChemAxon
Polarizability	88.18 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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yap LL, Lin MT, Ouyang H, Samoilova RI, Dikanov SA, Gennis RB: The quinone-binding sites of the cytochrome bo3 ubiquinol oxidase from Escherichia coli. Biochim Biophys Acta. 2010 Dec;1797(12):1924-32. doi: 10.1016/j.bbabio.2010.04.011. Epub 2010 Apr 20. [PubMed:20416270 ]
Xue Y, Xue B, Zhang L: Multi-Omics Integrative Analysis to Reveal the Impacts of Shewanella algae on the Development and Lifespan of Marine Nematode Litoditis marina. Int J Mol Sci. 2024 Aug 22;25(16):9111. doi: 10.3390/ijms25169111. [PubMed:39201797 ]
Elamri I, Radloff M, Hohmann KF, Nimbarte VD, Nasiri HR, Bolte M, Safarian S, Michel H, Schwalbe H: Synthesis and Biological Screening of New Lawson Derivatives as Selective Substrate-Based Inhibitors of Cytochrome bo(3) Ubiquinol Oxidase from Escherichia coli. ChemMedChem. 2020 Jul 20;15(14):1262-1271. doi: 10.1002/cmdc.201900707. Epub 2020 Apr 14. [PubMed:32159929 ]
Ding Z, Sun C, Yi SM, Gennis RB, Dikanov SA: The Ubiquinol Binding Site of Cytochrome bo(3) from Escherichia coli Accommodates Menaquinone and Stabilizes a Functional Menasemiquinone. Biochemistry. 2019 Nov 12;58(45):4559-4569. doi: 10.1021/acs.biochem.9b00750. Epub 2019 Nov 4. [PubMed:31644263 ]
Choi SK, Schurig-Briccio L, Ding Z, Hong S, Sun C, Gennis RB: Location of the Substrate Binding Site of the Cytochrome bo(3) Ubiquinol Oxidase from Escherichia coli. J Am Chem Soc. 2017 Jun 21;139(24):8346-8354. doi: 10.1021/jacs.7b03883. Epub 2017 Jun 6. [PubMed:28538096 ]
Jian X, Li N, Zhang C, Hua Q: In silico profiling of cell growth and succinate production in Escherichia coli NZN111. Bioresour Bioprocess. 2016;3(1):48. doi: 10.1186/s40643-016-0125-5. Epub 2016 Nov 15. [PubMed:27909649 ]
Lin MT, Shubin AA, Samoilova RI, Narasimhulu KV, Baldansuren A, Gennis RB, Dikanov SA: Exploring by pulsed EPR the electronic structure of ubisemiquinone bound at the QH site of cytochrome bo3 from Escherichia coli with in vivo 13C-labeled methyl and methoxy substituents. J Biol Chem. 2011 Mar 25;286(12):10105-14. doi: 10.1074/jbc.M110.206821. Epub 2011 Jan 19. [PubMed:21247900 ]
Jeuken LJ, Weiss SA, Henderson PJ, Evans SD, Bushby RJ: Impedance spectroscopy of bacterial membranes: coenzyme-Q diffusion in a finite diffusion layer. Anal Chem. 2008 Dec 1;80(23):9084-90. doi: 10.1021/ac8015856. [PubMed:19551979 ]
Yap LL, Samoilova RI, Gennis RB, Dikanov SA: Characterization of the exchangeable protons in the immediate vicinity of the semiquinone radical at the QH site of the cytochrome bo3 from Escherichia coli. J Biol Chem. 2006 Jun 23;281(25):16879-16887. doi: 10.1074/jbc.M602544200. Epub 2006 Apr 18. [PubMed:16624801 ]
Jeuken LJ, Connell SD, Henderson PJ, Gennis RB, Evans SD, Bushby RJ: Redox enzymes in tethered membranes. J Am Chem Soc. 2006 Feb 8;128(5):1711-6. doi: 10.1021/ja056972u. [PubMed:16448146 ]

Showing NP-Card for ubiquinol-8 (NP0334387)

MOL for NP0334387 (ubiquinol-8)

3D MOL for NP0334387 (ubiquinol-8)

3D SDF for NP0334387 (ubiquinol-8)

3D-SDF for NP0334387 (ubiquinol-8)

PDB for NP0334387 (ubiquinol-8)

3D PDB for NP0334387 (ubiquinol-8)

SMILES for NP0334387 (ubiquinol-8)

INCHI for NP0334387 (ubiquinol-8)

Structure for NP0334387 (ubiquinol-8)

3D Structure for NP0334387 (ubiquinol-8)