MiMeDB: Showing metabocard for Ubiquinone-4 (MMDBc0031897)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:54:00 UTC

Update Date

2024-04-30 19:53:38 UTC

Metabolite ID

MMDBc0031897

Metabolite Identification

Common Name

Ubiquinone-4

Description

Ubiquinone-4 is a member of the chemical class known as Polyprenylbenzoquinones. These are compounds containing a polyisoprene chain attached to a quinone at the second ring position. Ubiquione-4 has just 4 isoprene units. Normally in E. coli the active form of Ubiquinone has 8 isoprene units (Ubiquinone-8) and in humans it normally has 10. Ubiquinone-4 is a ‚Äúfailed‚Äù or incomplete version of Ubiquinone 8 that arises from conjugation by a shortened prenyl tail via 4-hydroxybenzoate polyprenyltransferase. Ubiquionone is involved in cellular respiration. It is fat-soluble and is therefore mobile in cellular membranes; it plays a unique role in the electron transport chain (ETC). In the inner bacterial membrane, electrons from NADH and succinate pass through the ETC to the oxygen, which is then reduced to water. The transfer of electrons through ETC results in the pumping of H+ across the membrane creating a proton gradient across the membrane, which is used by ATP synthase (located on the membrane) to generate ATP.

Structure

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


  Mrv0541 02231220492D          

 33 33  0  0  0  0            999 V2000
   14.0114  -14.9326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4404  -15.7576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0114  -13.2826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8693  -14.9326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8693  -10.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2982   -8.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8693   -9.9827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5836   -8.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2982   -7.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1548  -11.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5836   -9.5700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4404  -12.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4404  -13.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0127   -6.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1548  -12.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0127   -7.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7271   -5.8576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1548  -13.6951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7271   -5.0325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8693   -8.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4404  -10.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7258  -13.6951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2982   -5.8576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1548  -14.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7258  -14.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4404  -14.9326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8693  -13.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4416   -4.6200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4416   -3.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7271   -3.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1561   -3.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0114  -15.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1548  -16.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 25  1  0  0  0  0
  1 32  1  0  0  0  0
  2 26  1  0  0  0  0
  2 33  1  0  0  0  0
  3 22  2  0  0  0  0
  4 24  2  0  0  0  0
  5  7  1  0  0  0  0
  5 10  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  7 11  1  0  0  0  0
  8 11  2  0  0  0  0
  8 20  1  0  0  0  0
  9 16  1  0  0  0  0
 10 15  2  0  0  0  0
 10 21  1  0  0  0  0
 12 13  1  0  0  0  0
 12 15  1  0  0  0  0
 13 18  2  0  0  0  0
 13 22  1  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
 14 23  1  0  0  0  0
 17 19  1  0  0  0  0
 18 24  1  0  0  0  0
 18 27  1  0  0  0  0
 19 28  1  0  0  0  0
 22 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 26  2  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
M  END

HMDB0006710
     RDKit          3D
Ubiquinone-4
 75 75  0  0  0  0  0  0  0  0999 V2000
   -7.9749    1.5305    3.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5023    0.5328    2.6840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6295   -0.0477    1.7612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2759    0.6412    0.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7815    1.9082    0.5379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4667    2.7463   -0.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3520    0.0332   -0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0625    0.7501   -1.2682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8285   -1.3075   -0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9124   -1.9159   -1.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.1685   -0.9408   -3.6040 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2095    0.2487   -1.4246 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4243   -0.8490   -0.9530 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4540    1.3652   -1.7695 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3466    1.6862   -0.6321 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9739    0.5919    0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3206    0.4196    0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0912    1.4194   -0.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9057   -0.7377    0.8215 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8001   -0.3559    1.9541 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9695    0.4476    1.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2230   -0.0102    1.7980 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3737   -1.3788    2.3545 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.5566    2.3422    2.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.3771    2.9629   -0.5873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8436    2.2496   -1.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9579    3.7384   -0.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6029   -2.9384   -0.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0272   -1.0011   -0.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3250   -2.0438   -3.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6654   -0.6295   -4.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3236    1.0982   -3.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4628   -0.4477   -3.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0719   -0.6648   -0.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8196    0.9279   -0.7532 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0093    2.0447   -2.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2519   -0.9683    0.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4448   -1.2684   -1.1727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6495   -1.5145   -1.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1418    2.3595   -2.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9678    0.8602   -2.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0533    2.4823   -0.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6930    2.2766    0.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4165   -0.1408    0.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1064    0.9751   -0.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2539    2.3773   -0.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6344    1.5003   -1.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5552   -1.2814    0.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1108   -1.4143    1.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1882    0.2530    2.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1154   -1.2904    2.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9041    1.4522    1.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4196    1.7595    2.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3250    0.2493    1.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4953    1.0014    0.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8121   -2.1318    1.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0279   -1.4132    3.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4216   -1.7214    2.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9161   -4.0488    0.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5843   -3.2583    1.3847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1158   -3.7867    2.1150 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
  5  6  1  0
  4  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
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  9 30  2  0
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 32  3  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  6 37  1  0
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 31 73  1  0
 31 74  1  0
 31 75  1  0
M  END


  Mrv0541 02231220492D          

 33 33  0  0  0  0            999 V2000
   14.0114  -14.9326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4404  -15.7576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0114  -13.2826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8693  -14.9326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8693  -10.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2982   -8.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8693   -9.9827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5836   -8.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2982   -7.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1548  -11.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5836   -9.5700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4404  -12.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4404  -13.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0127   -6.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1548  -12.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.4416   -3.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7271   -3.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1 32  1  0  0  0  0
  2 26  1  0  0  0  0
  2 33  1  0  0  0  0
  3 22  2  0  0  0  0
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  5  7  1  0  0  0  0
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  6  9  1  0  0  0  0
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 13 22  1  0  0  0  0
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 14 23  1  0  0  0  0
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 18 24  1  0  0  0  0
 18 27  1  0  0  0  0
 19 28  1  0  0  0  0
 22 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 26  2  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031897

> <DATABASE_NAME>
MIME

> <SMILES>
COC1=C(OC)C(=O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C29H42O4/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-17-23(5)18-19-25-24(6)26(30)28(32-7)29(33-8)27(25)31/h12,14,16,18H,9-11,13,15,17,19H2,1-8H3/b21-14+,22-16+,23-18+

> <INCHI_KEY>
XGCJRRDNIMSYNC-INVBOZNNSA-N

> <FORMULA>
C29H42O4

> <MOLECULAR_WEIGHT>
454.6414

> <EXACT_MASS>
454.308309832

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
55.208319019632654

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3-dimethoxy-5-methyl-6-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]cyclohexa-2,5-diene-1,4-dione

> <ALOGPS_LOGP>
6.53

> <JCHEM_LOGP>
7.197842641

> <ALOGPS_LOGS>
-5.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.718903581971888

> <JCHEM_POLAR_SURFACE_AREA>
52.6

> <JCHEM_REFRACTIVITY>
143.78959999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.88e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ubiquinone 4

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006710
     RDKit          3D
Ubiquinone-4
 75 75  0  0  0  0  0  0  0  0999 V2000
   -7.9749    1.5305    3.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5023    0.5328    2.6840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6295   -0.0477    1.7612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2759    0.6412    0.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7815    1.9082    0.5379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4667    2.7463   -0.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3520    0.0332   -0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0625    0.7501   -1.2682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8285   -1.3075   -0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9124   -1.9159   -1.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6475   -1.1597   -1.2608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2712   -0.6883   -2.4444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1685   -0.9408   -3.6040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0274    0.0623   -2.6707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2095    0.2487   -1.4246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0406    1.0088   -1.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2715    0.5293   -1.4673 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4243   -0.8490   -0.9530 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4540    1.3652   -1.7695 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3466    1.6862   -0.6321 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9739    0.5919    0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3206    0.4196    0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0912    1.4194   -0.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9057   -0.7377    0.8215 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8001   -0.3559    1.9541 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9695    0.4476    1.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2230   -0.0102    1.7980 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4241    0.7910    1.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3737   -1.3788    2.3545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1933   -1.9833    0.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6770   -3.3434    1.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1095   -1.3934    1.9577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4391   -2.0645    2.9707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7510    1.9209    4.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5566    2.3422    2.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1290    1.0728    4.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3771    2.9629   -0.5873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8436    2.2496   -1.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9579    3.7384   -0.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6029   -2.9384   -0.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4410   -2.0839   -2.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0272   -1.0011   -0.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1168   -0.3930   -3.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3250   -2.0438   -3.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6654   -0.6295   -4.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3236    1.0982   -3.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4628   -0.4477   -3.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0719   -0.6648   -0.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8196    0.9279   -0.7532 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0093    2.0447   -2.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2519   -0.9683    0.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4448   -1.2684   -1.1727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6495   -1.5145   -1.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1418    2.3595   -2.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9678    0.8602   -2.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0533    2.4823   -0.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6930    2.2766    0.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4165   -0.1408    0.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1064    0.9751   -0.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2539    2.3773   -0.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6344    1.5003   -1.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5552   -1.2814    0.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1108   -1.4143    1.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1882    0.2530    2.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1154   -1.2904    2.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9041    1.4522    1.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4196    1.7595    2.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3250    0.2493    1.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4953    1.0014    0.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8121   -2.1318    1.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0279   -1.4132    3.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4216   -1.7214    2.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9161   -4.0488    0.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5843   -3.2583    1.3847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1158   -3.7867    2.1150 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
  5  6  1  0
  4  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  3
 27 28  1  0
 27 29  1  0
  9 30  2  0
 30 31  1  0
 30 32  1  0
 32 33  2  0
 32  3  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  6 37  1  0
  6 38  1  0
  6 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 18 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 23 59  1  0
 23 60  1  0
 23 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  0
 25 65  1  0
 26 66  1  0
 28 67  1  0
 28 68  1  0
 28 69  1  0
 29 70  1  0
 29 71  1  0
 29 72  1  0
 31 73  1  0
 31 74  1  0
 31 75  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      26.155 -27.874   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      28.822 -29.414   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      26.155 -24.794   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      31.489 -27.874   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      31.489 -20.174   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      34.157 -15.554   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      31.489 -18.634   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      32.823 -16.324   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      34.157 -14.014   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      30.156 -20.944   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      32.823 -17.864   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      28.822 -23.254   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      28.822 -24.794   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      35.490 -11.704   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      30.156 -22.484   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      35.490 -13.244   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      36.824 -10.934   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.156 -25.564   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      36.824  -9.394   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      31.489 -15.554   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      28.822 -20.174   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      27.488 -25.564   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      34.157 -10.934   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      30.156 -27.104   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      27.488 -27.104   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      28.822 -27.874   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      31.489 -24.794   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      38.158  -8.624   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      38.158  -7.084   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      36.824  -6.314   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      39.491  -6.314   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      26.155 -29.414   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      30.156 -30.184   0.000  0.00  0.00           C+0
CONECT    1   25   32                                                       
CONECT    2   26   33                                                       
CONECT    3   22                                                            
CONECT    4   24                                                            
CONECT    5    7   10                                                       
CONECT    6    8    9                                                       
CONECT    7    5   11                                                       
CONECT    8    6   11   20                                                  
CONECT    9    6   16                                                       
CONECT   10    5   15   21                                                  
CONECT   11    7    8                                                       
CONECT   12   13   15                                                       
CONECT   13   12   18   22                                                  
CONECT   14   16   17   23                                                  
CONECT   15   10   12                                                       
CONECT   16    9   14                                                       
CONECT   17   14   19                                                       
CONECT   18   13   24   27                                                  
CONECT   19   17   28                                                       
CONECT   20    8                                                            
CONECT   21   10                                                            
CONECT   22    3   13   25                                                  
CONECT   23   14                                                            
CONECT   24    4   18   26                                                  
CONECT   25    1   22   26                                                  
CONECT   26    2   24   25                                                  
CONECT   27   18                                                            
CONECT   28   19   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32    1                                                            
CONECT   33    2                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   66    0
END

COMPND    HMDB0006710
HETATM    1  C1  UNL     1      -7.975   1.530   3.537  1.00  0.00           C  
HETATM    2  O1  UNL     1      -8.502   0.533   2.684  1.00  0.00           O  
HETATM    3  C2  UNL     1      -7.629  -0.048   1.761  1.00  0.00           C  
HETATM    4  C3  UNL     1      -7.276   0.641   0.698  1.00  0.00           C  
HETATM    5  O2  UNL     1      -7.782   1.908   0.538  1.00  0.00           O  
HETATM    6  C4  UNL     1      -7.467   2.746  -0.536  1.00  0.00           C  
HETATM    7  C5  UNL     1      -6.352   0.033  -0.284  1.00  0.00           C  
HETATM    8  O3  UNL     1      -6.063   0.750  -1.268  1.00  0.00           O  
HETATM    9  C6  UNL     1      -5.829  -1.307  -0.097  1.00  0.00           C  
HETATM   10  C7  UNL     1      -4.912  -1.916  -1.064  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.647  -1.160  -1.261  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.271  -0.688  -2.444  1.00  0.00           C  
HETATM   13  C10 UNL     1      -4.168  -0.941  -3.604  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.027   0.062  -2.671  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.209   0.249  -1.425  1.00  0.00           C  
HETATM   16  C13 UNL     1       0.041   1.009  -1.676  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.272   0.529  -1.467  1.00  0.00           C  
HETATM   18  C15 UNL     1       1.424  -0.849  -0.953  1.00  0.00           C  
HETATM   19  C16 UNL     1       2.454   1.365  -1.770  1.00  0.00           C  
HETATM   20  C17 UNL     1       3.347   1.686  -0.632  1.00  0.00           C  
HETATM   21  C18 UNL     1       3.974   0.592   0.082  1.00  0.00           C  
HETATM   22  C19 UNL     1       5.321   0.420   0.099  1.00  0.00           C  
HETATM   23  C20 UNL     1       6.091   1.419  -0.657  1.00  0.00           C  
HETATM   24  C21 UNL     1       5.906  -0.738   0.821  1.00  0.00           C  
HETATM   25  C22 UNL     1       6.800  -0.356   1.954  1.00  0.00           C  
HETATM   26  C23 UNL     1       7.970   0.448   1.619  1.00  0.00           C  
HETATM   27  C24 UNL     1       9.223  -0.010   1.798  1.00  0.00           C  
HETATM   28  C25 UNL     1      10.424   0.791   1.464  1.00  0.00           C  
HETATM   29  C26 UNL     1       9.374  -1.379   2.354  1.00  0.00           C  
HETATM   30  C27 UNL     1      -6.193  -1.983   0.974  1.00  0.00           C  
HETATM   31  C28 UNL     1      -5.677  -3.343   1.187  1.00  0.00           C  
HETATM   32  C29 UNL     1      -7.110  -1.393   1.958  1.00  0.00           C  
HETATM   33  O4  UNL     1      -7.439  -2.065   2.971  1.00  0.00           O  
HETATM   34  H1  UNL     1      -8.751   1.921   4.226  1.00  0.00           H  
HETATM   35  H2  UNL     1      -7.557   2.342   2.909  1.00  0.00           H  
HETATM   36  H3  UNL     1      -7.129   1.073   4.101  1.00  0.00           H  
HETATM   37  H4  UNL     1      -6.377   2.963  -0.587  1.00  0.00           H  
HETATM   38  H5  UNL     1      -7.844   2.250  -1.465  1.00  0.00           H  
HETATM   39  H6  UNL     1      -7.958   3.738  -0.399  1.00  0.00           H  
HETATM   40  H7  UNL     1      -4.603  -2.938  -0.728  1.00  0.00           H  
HETATM   41  H8  UNL     1      -5.441  -2.084  -2.028  1.00  0.00           H  
HETATM   42  H9  UNL     1      -3.027  -1.001  -0.387  1.00  0.00           H  
HETATM   43  H10 UNL     1      -5.117  -0.393  -3.570  1.00  0.00           H  
HETATM   44  H11 UNL     1      -4.325  -2.044  -3.729  1.00  0.00           H  
HETATM   45  H12 UNL     1      -3.665  -0.630  -4.552  1.00  0.00           H  
HETATM   46  H13 UNL     1      -2.324   1.098  -3.010  1.00  0.00           H  
HETATM   47  H14 UNL     1      -1.463  -0.448  -3.481  1.00  0.00           H  
HETATM   48  H15 UNL     1      -1.072  -0.665  -0.845  1.00  0.00           H  
HETATM   49  H16 UNL     1      -1.820   0.928  -0.753  1.00  0.00           H  
HETATM   50  H17 UNL     1       0.009   2.045  -2.060  1.00  0.00           H  
HETATM   51  H18 UNL     1       1.252  -0.968   0.123  1.00  0.00           H  
HETATM   52  H19 UNL     1       2.445  -1.268  -1.173  1.00  0.00           H  
HETATM   53  H20 UNL     1       0.650  -1.514  -1.440  1.00  0.00           H  
HETATM   54  H21 UNL     1       2.142   2.359  -2.214  1.00  0.00           H  
HETATM   55  H22 UNL     1       2.968   0.860  -2.618  1.00  0.00           H  
HETATM   56  H23 UNL     1       4.053   2.482  -0.987  1.00  0.00           H  
HETATM   57  H24 UNL     1       2.693   2.277   0.101  1.00  0.00           H  
HETATM   58  H25 UNL     1       3.416  -0.141   0.648  1.00  0.00           H  
HETATM   59  H26 UNL     1       7.106   0.975  -0.886  1.00  0.00           H  
HETATM   60  H27 UNL     1       6.254   2.377  -0.181  1.00  0.00           H  
HETATM   61  H28 UNL     1       5.634   1.500  -1.677  1.00  0.00           H  
HETATM   62  H29 UNL     1       6.555  -1.281   0.080  1.00  0.00           H  
HETATM   63  H30 UNL     1       5.111  -1.414   1.210  1.00  0.00           H  
HETATM   64  H31 UNL     1       6.188   0.253   2.674  1.00  0.00           H  
HETATM   65  H32 UNL     1       7.115  -1.290   2.489  1.00  0.00           H  
HETATM   66  H33 UNL     1       7.904   1.452   1.232  1.00  0.00           H  
HETATM   67  H34 UNL     1      10.420   1.760   2.005  1.00  0.00           H  
HETATM   68  H35 UNL     1      11.325   0.249   1.748  1.00  0.00           H  
HETATM   69  H36 UNL     1      10.495   1.001   0.360  1.00  0.00           H  
HETATM   70  H37 UNL     1       8.812  -2.132   1.728  1.00  0.00           H  
HETATM   71  H38 UNL     1       9.028  -1.413   3.396  1.00  0.00           H  
HETATM   72  H39 UNL     1      10.422  -1.721   2.345  1.00  0.00           H  
HETATM   73  H40 UNL     1      -5.916  -4.049   0.369  1.00  0.00           H  
HETATM   74  H41 UNL     1      -4.584  -3.258   1.385  1.00  0.00           H  
HETATM   75  H42 UNL     1      -6.116  -3.787   2.115  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3
CONECT    3    4    4   32
CONECT    4    5    7
CONECT    5    6
CONECT    6   37   38   39
CONECT    7    8    8    9
CONECT    9   10   30   30
CONECT   10   11   40   41
CONECT   11   12   12   42
CONECT   12   13   14
CONECT   13   43   44   45
CONECT   14   15   46   47
CONECT   15   16   48   49
CONECT   16   17   17   50
CONECT   17   18   19
CONECT   18   51   52   53
CONECT   19   20   54   55
CONECT   20   21   56   57
CONECT   21   22   22   58
CONECT   22   23   24
CONECT   23   59   60   61
CONECT   24   25   62   63
CONECT   25   26   64   65
CONECT   26   27   27   66
CONECT   27   28   29
CONECT   28   67   68   69
CONECT   29   70   71   72
CONECT   30   31   32
CONECT   31   73   74   75
CONECT   32   33   33
END

HMDB0006710
     RDKit          3D
Ubiquinone-4
 75 75  0  0  0  0  0  0  0  0999 V2000
   -7.9749    1.5305    3.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5023    0.5328    2.6840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6295   -0.0477    1.7612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2759    0.6412    0.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7815    1.9082    0.5379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4667    2.7463   -0.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3520    0.0332   -0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0625    0.7501   -1.2682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8285   -1.3075   -0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9124   -1.9159   -1.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6475   -1.1597   -1.2608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2712   -0.6883   -2.4444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1685   -0.9408   -3.6040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0274    0.0623   -2.6707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2095    0.2487   -1.4246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0406    1.0088   -1.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2715    0.5293   -1.4673 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4243   -0.8490   -0.9530 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4540    1.3652   -1.7695 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3466    1.6862   -0.6321 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9739    0.5919    0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3206    0.4196    0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0912    1.4194   -0.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9057   -0.7377    0.8215 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8001   -0.3559    1.9541 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9695    0.4476    1.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2230   -0.0102    1.7980 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4241    0.7910    1.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3737   -1.3788    2.3545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1933   -1.9833    0.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6770   -3.3434    1.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1095   -1.3934    1.9577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4391   -2.0645    2.9707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7510    1.9209    4.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5566    2.3422    2.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1290    1.0728    4.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3771    2.9629   -0.5873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8436    2.2496   -1.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9579    3.7384   -0.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6029   -2.9384   -0.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4410   -2.0839   -2.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0272   -1.0011   -0.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1168   -0.3930   -3.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3250   -2.0438   -3.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6654   -0.6295   -4.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3236    1.0982   -3.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4628   -0.4477   -3.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0719   -0.6648   -0.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8196    0.9279   -0.7532 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0093    2.0447   -2.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2519   -0.9683    0.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4448   -1.2684   -1.1727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6495   -1.5145   -1.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1418    2.3595   -2.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9678    0.8602   -2.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0533    2.4823   -0.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6930    2.2766    0.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4165   -0.1408    0.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1064    0.9751   -0.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2539    2.3773   -0.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6344    1.5003   -1.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5552   -1.2814    0.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1108   -1.4143    1.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1882    0.2530    2.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1154   -1.2904    2.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9041    1.4522    1.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4196    1.7595    2.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3250    0.2493    1.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4953    1.0014    0.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8121   -2.1318    1.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0279   -1.4132    3.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4216   -1.7214    2.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9161   -4.0488    0.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5843   -3.2583    1.3847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1158   -3.7867    2.1150 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
  5  6  1  0
  4  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  3
 27 28  1  0
 27 29  1  0
  9 30  2  0
 30 31  1  0
 30 32  1  0
 32 33  2  0
 32  3  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  6 37  1  0
  6 38  1  0
  6 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 18 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 23 59  1  0
 23 60  1  0
 23 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  0
 25 65  1  0
 26 66  1  0
 28 67  1  0
 28 68  1  0
 28 69  1  0
 29 70  1  0
 29 71  1  0
 29 72  1  0
 31 73  1  0
 31 74  1  0
 31 75  1  0
M  END

Synonyms

Value	Source
2,3-Dimethoxy-5-methyl-6-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)-2,5-cyclohexadiene-1,4-dione	HMDB
2,3-Dimethoxy-5-methyl-6-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)-P-benzoquinone	HMDB
2,3-Dimethoxy-5-methyl-6-[(2E,6E,10E)-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl]-2,5-cyclohexadiene-1,4-dione	HMDB
Coenzyme Q4	HMDB
CoQ4	HMDB
Ubiquinone 4	HMDB
Ubiquinone Q4	HMDB

Molecular Formula

C₂₉H₄₂O₄

Average Mass

454.6414

Monoisotopic Mass

454.308309832

IUPAC Name

2,3-dimethoxy-5-methyl-6-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]cyclohexa-2,5-diene-1,4-dione

Traditional Name

ubiquinone 4

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C(=O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C1=O

InChI Identifier

InChI=1S/C29H42O4/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-17-23(5)18-19-25-24(6)26(30)28(32-7)29(33-8)27(25)31/h12,14,16,18H,9-11,13,15,17,19H2,1-8H3/b21-14+,22-16+,23-18+

InChI Key

XGCJRRDNIMSYNC-INVBOZNNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ubiquinones. These are coenzyme Q derivatives containing a 5, 6-dimethoxy-3-methyl(1,4-benzoquinone) 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

Ubiquinones

Alternative Parents

Substituents

Diterpenoid
Ubiquinone skeleton
Quinone
P-benzoquinone
Vinylogous ester
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Ubiquinones (LMPR02010003 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00089 g/L	ALOGPS
logP	6.53	ALOGPS
logP	7.2	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	143.79 m³·mol⁻¹	ChemAxon
Polarizability	55.21 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-0006-8569000000-59442bb36544f3769091	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-000x-7689001000-c8660617cb5cd593222b	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0006-8569000000-59442bb36544f3769091	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-000x-7689001000-c8660617cb5cd593222b	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-2559500000-8b9beaf0f7bae959247e	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0222900000-7068674fa2846a47c74d	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-059e-1974200000-fca47eaee65794b87205	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014r-7479000000-faf4846ac88a76e1061d	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0001900000-e42e8d16aa71cad12871	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udj-0108900000-f9427f19705024476e83	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-9106400000-f3a6445d4e177a9e3c4e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0000900000-f1e50cbc29fd693b50b2	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0wt9-0810900000-90aff911f7896bf3991f	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0569-0947700000-77cf870cad7a1c209f85	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-2419200000-d730da3d3b74d9a19de0	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-4913000000-70d4eae966c9ef0997a0	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0535-7920000000-9705a4e6d45c5353a64f	2021-09-24	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Other Exposures

Source Type	Activity	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0006710

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018340

KNApSAcK ID

Not Available

Chemspider ID

4446658

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5283545

PDB ID

Not Available

ChEBI ID

529178

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Albano CB, Muralikrishnan D, Ebadi M: Distribution of coenzyme Q homologues in brain. Neurochem Res. 2002 May;27(5):359-68. doi: 10.1023/a:1015591628503. [PubMed:12064350 ]

Showing metabocard for Ubiquinone-4 (MMDBc0031897)

MOL for #<Metabolite:0x00007fca286dc6b8>

3D MOL for #<Metabolite:0x00007fca286dc6b8>

3D SDF for #<Metabolite:0x00007fca286dc6b8>

3D-SDF for #<Metabolite:0x00007fca286dc6b8>

PDB for #<Metabolite:0x00007fca286dc6b8>

3D PDB for #<Metabolite:0x00007fca286dc6b8>

SMILES for #<Metabolite:0x00007fca286dc6b8>

INCHI for #<Metabolite:0x00007fca286dc6b8>

Structure for #<Metabolite:0x00007fca286dc6b8>

3D Structure for #<Metabolite:0x00007fca286dc6b8>