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enzymes (17) Show 17 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-10-30 10:32:48 UTC

Update Date

2019-07-23 07:12:41 UTC

HMDB ID

HMDB0059661

Secondary Accession Numbers

HMDB59661

Metabolite Identification

Common Name

QH(2)

Description

QH(2), also known as ubiquinol, belongs to the class of organic compounds known as ubiquinols. These are coenzyme Q derivatives containing a 5, 6-dimethoxy-3-methylbenzene-1,4-diol moiety to which an isoprenyl group is attached at ring position 2(or 6). QH(2) is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0059661
     RDKit          3D
QH(2)
 38 38  0  0  0  0  0  0  0  0999 V2000
   -4.3620    2.0679   -0.5281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5118    1.1093   -1.1207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3145    0.7037   -0.5302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1641    1.3818   -0.8282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1565    2.4757   -1.7129 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0512    1.0188   -0.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2775    1.8032   -0.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1270   -0.0384    0.6049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4205   -0.4389    1.2111 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3009   -1.1864    0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5003   -0.8417   -0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2379    0.3745    0.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2412   -1.7327   -1.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0304   -0.7263    0.9092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9733   -1.7959    1.7884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2502   -0.3581    0.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4042   -1.0749    0.6727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8322   -2.2020   -0.0607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1595    3.0772   -0.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4180    1.7763   -0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2681    2.1261    0.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0518    2.7433   -2.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7748    2.1298    0.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9137    1.2471   -1.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9691    2.7302   -1.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8616    0.4524    1.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2368   -1.1520    2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8763   -2.1042   -0.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7315    0.9810    1.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4087    0.9881   -0.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2571    0.0975    0.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1325   -2.0948   -0.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5907   -1.0703   -1.8825 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6084   -2.5376   -1.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8078   -2.3111    2.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6825   -3.1178    0.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9016   -2.1736   -0.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2291   -2.3274   -0.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  3
 11 12  1  0
 11 13  1  0
  8 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 16  3  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
M  END


  Mrv0541 10101207532D          

 18 18  0  0  0  0            999 V2000
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    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
    1.4289   -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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    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
   -1.4289    0.0000    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
    1.4289   -1.6500    0.0000 C   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    3.7125    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  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
  8 17  1  0  0  0  0
  2 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059661

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C(C)=C(CC=C(C)C)C(O)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C14H20O4/c1-8(2)6-7-10-9(3)11(15)13(17-4)14(18-5)12(10)16/h6,15-16H,7H2,1-5H3

> <INCHI_KEY>
TVLSKGDBUQMDPR-UHFFFAOYSA-N

> <FORMULA>
C14H20O4

> <MOLECULAR_WEIGHT>
252.3062

> <EXACT_MASS>
252.136159128

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
27.926930356843464

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,3-dimethoxy-5-methyl-6-(3-methylbut-2-en-1-yl)benzene-1,4-diol

> <ALOGPS_LOGP>
2.70

> <JCHEM_LOGP>
3.29276103

> <ALOGPS_LOGS>
-2.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.153761772717798

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.266549466913968

> <JCHEM_PKA_STRONGEST_BASIC>
-4.66491908590501

> <JCHEM_POLAR_SURFACE_AREA>
58.92

> <JCHEM_REFRACTIVITY>
72.23020000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-dimethoxy-5-methyl-6-(3-methylbut-2-en-1-yl)benzene-1,4-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0059661
     RDKit          3D
QH(2)
 38 38  0  0  0  0  0  0  0  0999 V2000
   -4.3620    2.0679   -0.5281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5118    1.1093   -1.1207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3145    0.7037   -0.5302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1641    1.3818   -0.8282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1565    2.4757   -1.7129 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0512    1.0188   -0.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2775    1.8032   -0.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1270   -0.0384    0.6049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4205   -0.4389    1.2111 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3009   -1.1864    0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5003   -0.8417   -0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2379    0.3745    0.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2412   -1.7327   -1.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0304   -0.7263    0.9092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9733   -1.7959    1.7884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2502   -0.3581    0.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4042   -1.0749    0.6727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8322   -2.2020   -0.0607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1595    3.0772   -0.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4180    1.7763   -0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2681    2.1261    0.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0518    2.7433   -2.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7748    2.1298    0.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9137    1.2471   -1.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9691    2.7302   -1.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8616    0.4524    1.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2368   -1.1520    2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8763   -2.1042   -0.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7315    0.9810    1.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4087    0.9881   -0.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2571    0.0975    0.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1325   -2.0948   -0.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5907   -1.0703   -1.8825 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6084   -2.5376   -1.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8078   -2.3111    2.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6825   -3.1178    0.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9016   -2.1736   -0.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2291   -2.3274   -0.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  3
 11 12  1  0
 11 13  1  0
  8 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 16  3  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
M  END

HEADER    PROTEIN                                 10-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-OCT-12         0                                  
HETATM    1  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   17                                                  
CONECT    9    8   10   15                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10    5   12                                                  
CONECT   12   11                                                            
CONECT   13   10   14                                                       
CONECT   14   13                                                            
CONECT   15    9   16                                                       
CONECT   16   15                                                            
CONECT   17    8                                                            
CONECT   18    2                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0059661
HETATM    1  C1  UNL     1      -4.362   2.068  -0.528  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.512   1.109  -1.121  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.315   0.704  -0.530  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.164   1.382  -0.828  1.00  0.00           C  
HETATM    5  O2  UNL     1      -1.156   2.476  -1.713  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.051   1.019  -0.269  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.278   1.803  -0.635  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.127  -0.038   0.605  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.421  -0.439   1.211  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.301  -1.186   0.276  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.500  -0.842  -0.101  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.238   0.375   0.329  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.241  -1.733  -1.059  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.030  -0.726   0.909  1.00  0.00           C  
HETATM   15  O3  UNL     1      -0.973  -1.796   1.788  1.00  0.00           O  
HETATM   16  C13 UNL     1      -2.250  -0.358   0.344  1.00  0.00           C  
HETATM   17  O4  UNL     1      -3.404  -1.075   0.673  1.00  0.00           O  
HETATM   18  C14 UNL     1      -3.832  -2.202  -0.061  1.00  0.00           C  
HETATM   19  H1  UNL     1      -4.160   3.077  -0.968  1.00  0.00           H  
HETATM   20  H2  UNL     1      -5.418   1.776  -0.752  1.00  0.00           H  
HETATM   21  H3  UNL     1      -4.268   2.126   0.565  1.00  0.00           H  
HETATM   22  H4  UNL     1      -2.052   2.743  -2.125  1.00  0.00           H  
HETATM   23  H5  UNL     1       1.775   2.130   0.306  1.00  0.00           H  
HETATM   24  H6  UNL     1       1.914   1.247  -1.324  1.00  0.00           H  
HETATM   25  H7  UNL     1       0.969   2.730  -1.157  1.00  0.00           H  
HETATM   26  H8  UNL     1       1.862   0.452   1.649  1.00  0.00           H  
HETATM   27  H9  UNL     1       1.237  -1.152   2.070  1.00  0.00           H  
HETATM   28  H10 UNL     1       1.876  -2.104  -0.116  1.00  0.00           H  
HETATM   29  H11 UNL     1       3.732   0.981   1.073  1.00  0.00           H  
HETATM   30  H12 UNL     1       4.409   0.988  -0.590  1.00  0.00           H  
HETATM   31  H13 UNL     1       5.257   0.098   0.733  1.00  0.00           H  
HETATM   32  H14 UNL     1       5.132  -2.095  -0.505  1.00  0.00           H  
HETATM   33  H15 UNL     1       4.591  -1.070  -1.883  1.00  0.00           H  
HETATM   34  H16 UNL     1       3.608  -2.538  -1.446  1.00  0.00           H  
HETATM   35  H17 UNL     1      -1.808  -2.311   2.023  1.00  0.00           H  
HETATM   36  H18 UNL     1      -3.682  -3.118   0.566  1.00  0.00           H  
HETATM   37  H19 UNL     1      -4.902  -2.174  -0.307  1.00  0.00           H  
HETATM   38  H20 UNL     1      -3.229  -2.327  -0.985  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3
CONECT    3    4    4   16
CONECT    4    5    6
CONECT    5   22
CONECT    6    7    8    8
CONECT    7   23   24   25
CONECT    8    9   14
CONECT    9   10   26   27
CONECT   10   11   11   28
CONECT   11   12   13
CONECT   12   29   30   31
CONECT   13   32   33   34
CONECT   14   15   16   16
CONECT   15   35
CONECT   16   17
CONECT   17   18
CONECT   18   36   37   38
END

HMDB0059661
     RDKit          3D
QH(2)
 38 38  0  0  0  0  0  0  0  0999 V2000
   -4.3620    2.0679   -0.5281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5118    1.1093   -1.1207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3145    0.7037   -0.5302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1641    1.3818   -0.8282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1565    2.4757   -1.7129 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0512    1.0188   -0.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2775    1.8032   -0.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1270   -0.0384    0.6049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4205   -0.4389    1.2111 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3009   -1.1864    0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5003   -0.8417   -0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2379    0.3745    0.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2412   -1.7327   -1.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0304   -0.7263    0.9092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9733   -1.7959    1.7884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2502   -0.3581    0.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4042   -1.0749    0.6727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8322   -2.2020   -0.0607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1595    3.0772   -0.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4180    1.7763   -0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2681    2.1261    0.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0518    2.7433   -2.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7748    2.1298    0.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9137    1.2471   -1.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9691    2.7302   -1.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8616    0.4524    1.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2368   -1.1520    2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8763   -2.1042   -0.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7315    0.9810    1.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4087    0.9881   -0.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2571    0.0975    0.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1325   -2.0948   -0.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5907   -1.0703   -1.8825 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6084   -2.5376   -1.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8078   -2.3111    2.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6825   -3.1178    0.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9016   -2.1736   -0.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2291   -2.3274   -0.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  3
 11 12  1  0
 11 13  1  0
  8 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 16  3  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ubiquinol	HMDB
Ubiquinol 0	HMDB
Ubiquinol 1	HMDB
Ubiquinol 50	HMDB
Ubiquinol 7	HMDB
Ubiquinol 6 (ubiquinol 30)	HMDB
Ubiquinol 9	HMDB
Ubiquinols	HMDB
Ubiquinone hydroquinone	HMDB

Chemical Formula

C₁₄H₂₀O₄

Average Molecular Weight

252.3062

Monoisotopic Molecular Weight

252.136159128

IUPAC Name

2,3-dimethoxy-5-methyl-6-(3-methylbut-2-en-1-yl)benzene-1,4-diol

Traditional Name

2,3-dimethoxy-5-methyl-6-(3-methylbut-2-en-1-yl)benzene-1,4-diol

CAS Registry Number

Not Available

SMILES

COC1=C(O)C(C)=C(CC=C(C)C)C(O)=C1OC

InChI Identifier

InChI=1S/C14H20O4/c1-8(2)6-7-10-9(3)11(15)13(17-4)14(18-5)12(10)16/h6,15-16H,7H2,1-5H3

InChI Key

TVLSKGDBUQMDPR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ubiquinols. These are coenzyme Q derivatives containing a 5, 6-dimethoxy-3-methylbenzene-1,4-diol moiety to which an isoprenyl group is attached at ring position 2(or 6).

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Quinone and hydroquinone lipids

Direct Parent

Ubiquinols

Alternative Parents

Substituents

Ubiquinol skeleton
Methoxyphenol
Dimethoxybenzene
O-dimethoxybenzene
Anisole
Hydroquinone
M-cresol
Phenoxy compound
O-cresol
Phenol ether
Methoxybenzene
Alkyl aryl ether
Phenol
Toluene
Monocyclic benzene moiety
Benzenoid
Ether
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

a ubiquinol (CPD0-2061 )

Ontology

Physiological effect

Adverse health effect

Genetic disorder

Inborn errors of metabolism

Organic acidemia

Fumarase deficiency

2-ketoglutarate dehydrogenase complex deficiency

Ingestion

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Citric acid cycle

Cellular process

Warburg effect

Physical Properties

State

Solid

Experimental Molecular 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

Experimental Spectral Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.31 g/L	ALOGPS
logP	10^(2.7) g/L	ALOGPS
logP	10^(3.29) g/L	ChemAxon
logS	10^(-2.9) g/L	ALOGPS
pKa (Strongest Acidic)	10.27	ChemAxon
pKa (Strongest Basic)	-4.7	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	4	ChemAxon
Refractivity	72.23 m³·mol⁻¹	ChemAxon
Polarizability	27.93 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Spectral Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	159.329	31661259
DarkChem	[M-H]-	161.066	31661259

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
QH(2),1TMS,#1	COC1=C(O)C(CC=C(C)C)=C(C)C(O[Si](C)(C)C)=C1OC	1927.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
QH(2),1TMS,#2	COC1=C(O)C(C)=C(CC=C(C)C)C(O[Si](C)(C)C)=C1OC	1904.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
QH(2),2TMS,#1	COC1=C(O[Si](C)(C)C)C(C)=C(CC=C(C)C)C(O[Si](C)(C)C)=C1OC	1961.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
QH(2),1TBDMS,#1	COC1=C(O)C(CC=C(C)C)=C(C)C(O[Si](C)(C)C(C)(C)C)=C1OC	2149.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
QH(2),1TBDMS,#2	COC1=C(O)C(C)=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1OC	2130.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
QH(2),2TBDMS,#1	COC1=C(O[Si](C)(C)C(C)(C)C)C(C)=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1OC	2399.2	Semi standard non polar	https://arxiv.org/abs/1905.12712

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - QH(2) GC-MS (Non-derivatized) - 70eV, Positive	splash10-000l-4290000000-f4931613b9126eb83a43	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - QH(2) GC-MS (2 TMS) - 70eV, Positive	splash10-0089-2019000000-8e5ad437d5286cc0bc2a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - QH(2) GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - QH(2) GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - QH(2) 10V, Positive-QTOF	splash10-0udi-0190000000-a6ad04484f30fd3e6542	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - QH(2) 20V, Positive-QTOF	splash10-0f6t-3890000000-88f5855287f7c4803858	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - QH(2) 40V, Positive-QTOF	splash10-0pvi-6910000000-2566d9b9220bdfd47f6e	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - QH(2) 10V, Negative-QTOF	splash10-0udi-0090000000-d3c87a4ee5f1fc3e1e44	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - QH(2) 20V, Negative-QTOF	splash10-0ufr-1790000000-f43f7dda07b2e0c3a516	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - QH(2) 40V, Negative-QTOF	splash10-00y0-8920000000-223ce579fce165e10c55	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - QH(2) 10V, Negative-QTOF	splash10-0udi-0090000000-23afefc78640d53f4f60	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - QH(2) 20V, Negative-QTOF	splash10-0udi-0190000000-cbc2308da177796deed8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - QH(2) 40V, Negative-QTOF	splash10-0a4i-2920000000-059a3fa2f55e31d2b4b2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - QH(2) 10V, Positive-QTOF	splash10-0udi-0390000000-b042dd8069485cebe38b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - QH(2) 20V, Positive-QTOF	splash10-0f6t-0960000000-1542fd39196840ebf34d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - QH(2) 40V, Positive-QTOF	splash10-0a4r-4910000000-53135d0f8e2b249423c5	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Citric Acid Cycle
Congenital lactic acidosis		Not Available
Fumarase deficiency		Not Available
Mitochondrial complex II deficiency		Not Available
2-ketoglutarate dehydrogenase complex deficiency		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

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

447920

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Only showing the first 10 proteins. There are 17 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. NADH-ubiquinone oxidoreductase chain 1

General function:: Involved in oxidation reduction
Specific function:: Core subunit of the mitochondrial membrane respiratory chain NADH dehydrogenase (Complex I) that is believed to belong to the minimal assembly required for catalysis. Complex I functions in the transfer of electrons from NADH to the respiratory chain. The immediate electron acceptor for the enzyme is believed to be ubiquinone (By similarity).
Gene Name:: MT-ND1
Uniprot ID:: P03886
Molecular weight:: 35660.055

Reactions

NADH + Coenzyme Q10 → NAD + QH(2)	details

Enzyme Details

2. NADH dehydrogenase [ubiquinone] iron-sulfur protein 2, mitochondrial

General function:: Involved in oxidoreductase activity, acting on NADH or NADPH
Specific function:: Core subunit of the mitochondrial membrane respiratory chain NADH dehydrogenase (Complex I) that is believed to belong to the minimal assembly required for catalysis. Complex I functions in the transfer of electrons from NADH to the respiratory chain. The immediate electron acceptor for the enzyme is believed to be ubiquinone (By similarity).
Gene Name:: NDUFS2
Uniprot ID:: O75306
Molecular weight:: 51851.59

Reactions

NADH + Coenzyme Q10 → NAD + QH(2)	details

Enzyme Details

3. NADH-ubiquinone oxidoreductase chain 4L

General function:: Involved in oxidoreductase activity, acting on NADH or NADPH
Specific function:: Core subunit of the mitochondrial membrane respiratory chain NADH dehydrogenase (Complex I) that is believed to belong to the minimal assembly required for catalysis. Complex I functions in the transfer of electrons from NADH to the respiratory chain. The immediate electron acceptor for the enzyme is believed to be ubiquinone (By similarity).
Gene Name:: MT-ND4L
Uniprot ID:: P03901
Molecular weight:: 10741.005

Reactions

NADH + Coenzyme Q10 → NAD + QH(2)	details

Enzyme Details

4. NADH-ubiquinone oxidoreductase chain 5

General function:: Involved in NADH dehydrogenase (ubiquinone) activity
Specific function:: Core subunit of the mitochondrial membrane respiratory chain NADH dehydrogenase (Complex I) that is believed to belong to the minimal assembly required for catalysis. Complex I functions in the transfer of electrons from NADH to the respiratory chain. The immediate electron acceptor for the enzyme is believed to be ubiquinone (By similarity).
Gene Name:: MT-ND5
Uniprot ID:: P03915
Molecular weight:: 67025.67

Reactions

NADH + Coenzyme Q10 → NAD + QH(2)	details

Enzyme Details

5. NADH dehydrogenase [ubiquinone] iron-sulfur protein 3, mitochondrial

General function:: Involved in oxidoreductase activity, acting on NADH or NADPH
Specific function:: Core subunit of the mitochondrial membrane respiratory chain NADH dehydrogenase (Complex I) that is believed to belong to the minimal assembly required for catalysis. Complex I functions in the transfer of electrons from NADH to the respiratory chain. The immediate electron acceptor for the enzyme is believed to be ubiquinone (By similarity).
Gene Name:: NDUFS3
Uniprot ID:: O75489
Molecular weight:: 30241.245

Reactions

NADH + Coenzyme Q10 → NAD + QH(2)	details

Enzyme Details

6. NADH dehydrogenase [ubiquinone] flavoprotein 2, mitochondrial

General function:: Involved in oxidoreductase activity
Specific function:: Core subunit of the mitochondrial membrane respiratory chain NADH dehydrogenase (Complex I) that is believed to belong to the minimal assembly required for catalysis. Complex I functions in the transfer of electrons from NADH to the respiratory chain. The immediate electron acceptor for the enzyme is believed to be ubiquinone (By similarity).
Gene Name:: NDUFV2
Uniprot ID:: P19404
Molecular weight:: 27391.36

Reactions

NADH + Coenzyme Q10 → NAD + QH(2)	details

Enzyme Details

7. Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial

General function:: Involved in electron carrier activity
Specific function:: Flavoprotein (FP) subunit of succinate dehydrogenase (SDH) that is involved in complex II of the mitochondrial electron transport chain and is responsible for transferring electrons from succinate to ubiquinone (coenzyme Q). Can act as a tumor suppressor.
Gene Name:: SDHA
Uniprot ID:: P31040
Molecular weight:: 72690.975

Reactions

Succinic acid + Coenzyme Q10 → Fumaric acid + QH(2)	details

Enzyme Details

8. NADH dehydrogenase [ubiquinone] iron-sulfur protein 8, mitochondrial

General function:: Involved in electron carrier activity
Specific function:: Core subunit of the mitochondrial membrane respiratory chain NADH dehydrogenase (Complex I) that is believed to belong to the minimal assembly required for catalysis. Complex I functions in the transfer of electrons from NADH to the respiratory chain. The immediate electron acceptor for the enzyme is believed to be ubiquinone (By similarity). May donate electrons to ubiquinone.
Gene Name:: NDUFS8
Uniprot ID:: O00217
Molecular weight:: 23704.795

Reactions

NADH + Coenzyme Q10 → NAD + QH(2)	details

Enzyme Details

9. NADH-ubiquinone oxidoreductase chain 2

General function:: Involved in NADH dehydrogenase (ubiquinone) activity
Specific function:: Core subunit of the mitochondrial membrane respiratory chain NADH dehydrogenase (Complex I) that is believed to belong to the minimal assembly required for catalysis. Complex I functions in the transfer of electrons from NADH to the respiratory chain. The immediate electron acceptor for the enzyme is believed to be ubiquinone (By similarity).
Gene Name:: MT-ND2
Uniprot ID:: P03891
Molecular weight:: 38960.47

Reactions

NADH + Coenzyme Q10 → NAD + QH(2)	details

Enzyme Details

10. NADH-ubiquinone oxidoreductase 75 kDa subunit, mitochondrial

General function:: Involved in electron carrier activity
Specific function:: Core subunit of the mitochondrial membrane respiratory chain NADH dehydrogenase (Complex I) that is believed to belong to the minimal assembly required for catalysis. Complex I functions in the transfer of electrons from NADH to the respiratory chain. The immediate electron acceptor for the enzyme is believed to be ubiquinone (By similarity). This is the largest subunit of complex I and it is a component of the iron-sulfur (IP) fragment of the enzyme. It may form part of the active site crevice where NADH is oxidized.
Gene Name:: NDUFS1
Uniprot ID:: P28331
Molecular weight:: 67523.595

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NADH + Coenzyme Q10 → NAD + QH(2)	details

Only showing the first 10 proteins. There are 17 proteins in total.

Show all enzymes and transporters

Showing metabocard for QH(2) (HMDB0059661)

MOL for HMDB0059661 (QH(2))

3D MOL for HMDB0059661 (QH(2))

3D SDF for HMDB0059661 (QH(2))

3D-SDF for HMDB0059661 (QH(2))

PDB for HMDB0059661 (QH(2))

3D PDB for HMDB0059661 (QH(2))

SMILES for HMDB0059661 (QH(2))

INCHI for HMDB0059661 (QH(2))

Structure for HMDB0059661 (QH(2))

3D Structure for HMDB0059661 (QH(2))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

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