MiMeDB: Showing metabocard for Coenzyme Q10 (MMDBc0002376)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-14 20:47:38 UTC

Update Date

2022-08-31 06:19:21 UTC

Metabolite ID

MMDBc0002376

Metabolite Identification

Common Name

Coenzyme Q10

Description

Coenzyme Q10 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). Coenzyme Q10 is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Pentacarboxyl porphyrinogen III.mol
  Mrv0541 02231219232D          

 63 63  0  0  0  0            999 V2000
   -7.5019    8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5019    7.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7875    6.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0730    7.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0730    8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7875    8.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7875    9.2812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7875    5.9813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2164    8.4563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2164    9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2164    6.8063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2164    5.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585    6.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585    8.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6441    8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296    8.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151    8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006    8.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    8.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    8.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    8.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    7.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151    6.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151    5.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296    5.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296    4.7438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441    4.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441    3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585    3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585    2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0730    1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0730    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7875    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7875   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5019   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5019   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7875   -1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7875   -2.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0730   -3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0730   -3.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585   -4.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585   -5.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441   -5.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441   -6.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296   -6.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296   -7.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151   -8.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296    9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    5.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296    3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2164   -1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7875   -4.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585   -6.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  6  7  2  0  0  0  0
  3  8  2  0  0  0  0
  1  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
  2 11  1  0  0  0  0
  4 13  1  0  0  0  0
 14  5  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  2  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  2  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  2  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  1  0  0  0  0
 28 27  2  0  0  0  0
 29 28  1  0  0  0  0
 30 29  1  0  0  0  0
 31 30  1  0  0  0  0
 32 31  2  0  0  0  0
 33 32  1  0  0  0  0
 34 33  1  0  0  0  0
 35 34  1  0  0  0  0
 36 35  2  0  0  0  0
 37 36  1  0  0  0  0
 38 37  1  0  0  0  0
 39 38  1  0  0  0  0
 40 39  2  0  0  0  0
 41 40  1  0  0  0  0
 42 41  1  0  0  0  0
 43 42  1  0  0  0  0
 44 43  2  0  0  0  0
 45 44  1  0  0  0  0
 46 45  1  0  0  0  0
 47 46  1  0  0  0  0
 48 47  2  0  0  0  0
 49 48  1  0  0  0  0
 50 49  1  0  0  0  0
 51 50  1  0  0  0  0
 52 51  2  0  0  0  0
 53 52  1  0  0  0  0
 16 54  1  0  0  0  0
 20 55  1  0  0  0  0
 24 56  1  0  0  0  0
 28 57  1  0  0  0  0
 32 58  1  0  0  0  0
 36 59  1  0  0  0  0
 40 60  1  0  0  0  0
 44 61  1  0  0  0  0
 48 62  1  0  0  0  0
 52 63  1  0  0  0  0
M  END

Pentacarboxyl porphyrinogen III.mol
  Mrv0541 02231219232D          

 63 63  0  0  0  0            999 V2000
   -7.5019    8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5019    7.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7875    6.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0730    7.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0730    8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7875    8.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7875    9.2812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7875    5.9813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2164    8.4563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2164    9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2164    6.8063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2164    5.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585    6.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585    8.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6441    8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296    8.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151    8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006    8.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    8.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    8.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    8.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    7.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151    6.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151    5.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296    5.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296    4.7438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441    4.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441    3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585    3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585    2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0730    1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0730    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7875    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7875   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5019   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5019   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7875   -1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7875   -2.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0730   -3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0730   -3.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585   -4.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585   -5.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441   -5.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441   -6.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296   -6.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296   -7.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151   -8.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296    9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    5.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296    3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2164   -1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7875   -4.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585   -6.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  6  7  2  0  0  0  0
  3  8  2  0  0  0  0
  1  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
  2 11  1  0  0  0  0
  4 13  1  0  0  0  0
 14  5  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  2  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  2  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  2  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  1  0  0  0  0
 28 27  2  0  0  0  0
 29 28  1  0  0  0  0
 30 29  1  0  0  0  0
 31 30  1  0  0  0  0
 32 31  2  0  0  0  0
 33 32  1  0  0  0  0
 34 33  1  0  0  0  0
 35 34  1  0  0  0  0
 36 35  2  0  0  0  0
 37 36  1  0  0  0  0
 38 37  1  0  0  0  0
 39 38  1  0  0  0  0
 40 39  2  0  0  0  0
 41 40  1  0  0  0  0
 42 41  1  0  0  0  0
 43 42  1  0  0  0  0
 44 43  2  0  0  0  0
 45 44  1  0  0  0  0
 46 45  1  0  0  0  0
 47 46  1  0  0  0  0
 48 47  2  0  0  0  0
 49 48  1  0  0  0  0
 50 49  1  0  0  0  0
 51 50  1  0  0  0  0
 52 51  2  0  0  0  0
 53 52  1  0  0  0  0
 16 54  1  0  0  0  0
 20 55  1  0  0  0  0
 24 56  1  0  0  0  0
 28 57  1  0  0  0  0
 32 58  1  0  0  0  0
 36 59  1  0  0  0  0
 40 60  1  0  0  0  0
 44 61  1  0  0  0  0
 48 62  1  0  0  0  0
 52 63  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0002376

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C59H90O4/c1-44(2)24-15-25-45(3)26-16-27-46(4)28-17-29-47(5)30-18-31-48(6)32-19-33-49(7)34-20-35-50(8)36-21-37-51(9)38-22-39-52(10)40-23-41-53(11)42-43-55-54(12)56(60)58(62-13)59(63-14)57(55)61/h24,26,28,30,32,34,36,38,40,42H,15-23,25,27,29,31,33,35,37,39,41,43H2,1-14H3/b45-26+,46-28+,47-30-,48-32+,49-34+,50-36+,51-38+,52-40+,53-42+

> <INCHI_KEY>
ACTIUHUUMQJHFO-NBZSDRGLSA-N

> <FORMULA>
C59H90O4

> <MOLECULAR_WEIGHT>
863.3435

> <EXACT_MASS>
862.683911368

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
111.4334393116442

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(2E,6E,10E,14E,18E,22E,26Z,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaen-1-yl]-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione

> <ALOGPS_LOGP>
9.94

> <JCHEM_LOGP>
17.156128291

> <ALOGPS_LOGS>
-6.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.718903581971888

> <JCHEM_POLAR_SURFACE_AREA>
52.60000000000001

> <JCHEM_REFRACTIVITY>
286.60519999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
31

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.93e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ubisemiquinone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Pentacarboxyl porphyrinogen III.mol               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0     -14.004  15.015   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -14.004  13.475   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -12.670  12.705   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -11.336  13.475   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -11.336  15.015   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -12.670  15.785   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0     -12.670  17.325   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0     -12.670  11.165   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0     -15.337  15.785   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0     -15.337  17.325   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0     -15.337  12.705   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0     -15.337  11.165   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -10.003  12.705   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -10.003  15.785   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.669  15.015   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -7.335  15.785   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.002  15.015   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.668  15.785   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.334  15.015   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.001  15.785   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.667  15.015   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.667  15.785   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.001  15.015   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.334  15.785   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.668  15.015   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.668  13.475   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.002  12.705   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.002  11.165   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.335  10.395   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.335   8.855   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.669   8.085   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.669   6.545   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      10.003   5.775   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      10.003   4.235   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      11.336   3.465   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      11.336   1.925   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      12.670   1.155   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      12.670  -0.385   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      14.004  -1.155   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      14.004  -2.695   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      12.670  -3.465   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      12.670  -5.005   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      11.336  -5.775   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      11.336  -7.315   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      10.003  -8.085   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      10.003  -9.625   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       8.669 -10.395   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       8.669 -11.935   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       7.335 -12.705   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       7.335 -14.245   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       6.002 -15.015   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       6.002 -16.555   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       4.668 -17.325   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      -7.335  17.325   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      -2.001  17.325   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       3.334  17.325   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       4.668  10.395   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       7.335   5.775   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      10.003   1.155   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      15.337  -3.465   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      12.670  -8.085   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      10.003 -12.705   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0       7.335 -17.325   0.000  0.00  0.00           C+0
CONECT    1    2    6    9                                                  
CONECT    2    1    3   11                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5   13                                                  
CONECT    5    4    6   14                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    3                                                            
CONECT    9    1   10                                                       
CONECT   10    9                                                            
CONECT   11   12    2                                                       
CONECT   12   11                                                            
CONECT   13    4                                                            
CONECT   14    5   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   54                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   55                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   56                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   57                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   58                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   59                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41   60                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45   61                                                  
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49   62                                                  
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53   63                                                  
CONECT   53   52                                                            
CONECT   54   16                                                            
CONECT   55   20                                                            
CONECT   56   24                                                            
CONECT   57   28                                                            
CONECT   58   32                                                            
CONECT   59   36                                                            
CONECT   60   40                                                            
CONECT   61   44                                                            
CONECT   62   48                                                            
CONECT   63   52                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  126    0
END

Synonyms

Value	Source
Coenzyme Q10 semiquinone	HMDB
Ubidecarenone	MeSH, HMDB
Coenzyme Q10, (Z,Z,Z,Z,Z,Z,e,e,e)-isomer	MeSH, HMDB
Ubisemiquinone radical	MeSH, HMDB
2,3-Dimethoxy-5-methyl-6-decaprenylbenzoquinone	MeSH, HMDB
CoQ10	MeSH, HMDB
Q-Ter	MeSH, HMDB
CO-Enzyme Q10	MeSH, HMDB
Coenzyme Q10	MeSH
bio-Quinone Q10	MeSH, HMDB
Ubiquinone 50	MeSH, HMDB
CoQ 10	MeSH, HMDB
Coenzyme Q10, ion (1-), (all-e)-isomer	MeSH, HMDB
Ubiquinone Q10	MeSH, HMDB
2-((all-e)-3,7,11,15,19,23,27,31,35,39-Decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaenyl)-5,6-dimethoxy-3-methyl-p-benzoquinone	HMDB
2-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-Decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaen-1-yl]-5,6-dimethoxy-3-methyl-1,4-benzoquinone	HMDB
Adelir	HMDB
all-trans-Ubiquinone	HMDB
CoQ	HMDB
Q	HMDB
Q 199	HMDB
Q10	HMDB
Ubiquinone	HMDB
Ubiquinone 10	HMDB, MeSH
UBIQUINONE-10	HMDB
(all-e)-2,3-Dimethoxy-5-methyl-6-(3,7,11,15,19,23,27,31-octamethyl-2,6,10,14,18,22,26,30-dotriacontaoctaenyl)-2,5-cyclohexadiene-1,4-dione	HMDB
(all-e)-2-(3,7,11,15,19,23,27,31,35,39-Decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaenyl)-5,6-dimethoxy-3-methyl-2,5-cyclohexadiene-1,4-dione	HMDB
2-(3,7,11,15,19,23,27,31,35,39-Decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaenyl)-5,6-dimethoxy-3-methyl-p-benzoquinone	HMDB
2-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-Decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaenyl]-5,6-dimethoxy-3-methyl- 2,5-cyclohexadiene-1,4-dione	HMDB
4-Ethyl-5-fluoropyrimidine	HMDB
Aqua Q 10l10	HMDB
Aqua Q10	HMDB
Bio-quinon	HMDB
Ensorb	HMDB
Kaneka Q10	HMDB
Kudesan	HMDB
Li-Q-sorb	HMDB
Liquid-Q	HMDB
Neuquinon	HMDB
Neuquinone	HMDB
PureSorb Q 40	HMDB
Q 10AA	HMDB
Q-Gel	HMDB
Q-Gel 100	HMDB
Unbiquinone	HMDB
Unispheres Q 10	HMDB
Ubisemiquinone	HMDB, MeSH

Molecular Formula

C₅₉H₉₀O₄

Average Mass

863.3435

Monoisotopic Mass

862.683911368

IUPAC Name

2-[(2E,6E,10E,14E,18E,22E,26Z,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaen-1-yl]-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione

Traditional Name

ubisemiquinone

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C59H90O4/c1-44(2)24-15-25-45(3)26-16-27-46(4)28-17-29-47(5)30-18-31-48(6)32-19-33-49(7)34-20-35-50(8)36-21-37-51(9)38-22-39-52(10)40-23-41-53(11)42-43-55-54(12)56(60)58(62-13)59(63-14)57(55)61/h24,26,28,30,32,34,36,38,40,42H,15-23,25,27,29,31,33,35,37,39,41,43H2,1-14H3/b45-26+,46-28+,47-30-,48-32+,49-34+,50-36+,51-38+,52-40+,53-42+

InChI Key

ACTIUHUUMQJHFO-NBZSDRGLSA-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

Polyterpenoid
Polyprenylbenzoquinone
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

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00019 g/L	ALOGPS
logP	9.94	ALOGPS
logP	17.16	ChemAxon
logS	-6.6	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	31	ChemAxon
Refractivity	286.61 m³·mol⁻¹	ChemAxon
Polarizability	111.43 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dj-0211111090-6a869102747ec5ae93a4	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00kb-1859498220-7339f4669211f439f21a	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00kb-2131239600-0459da83925ec9d0e79f	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0000000090-b50a0138d910d6641b72	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-08i4-0000000890-33ee289015ac39ff3df8	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000b-3000000940-d7a250f754c937cceb37	2017-09-01	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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
Eukaryota/Fungi	Ascomycota	2	Human feces; Human saliva	Metabolic reconstruction; Unknown

Exposure Sources

Host Biospecimen and Location

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

External Links

HMDB ID

HMDB0002139

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

Coenzyme Q10

METLIN ID

Not Available

PubChem Compound

5926222

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

Showing metabocard for Coenzyme Q10 (MMDBc0002376)

MOL for #<Metabolite:0x00007fdb08aa9bb0>

3D MOL for #<Metabolite:0x00007fdb08aa9bb0>

3D SDF for #<Metabolite:0x00007fdb08aa9bb0>

3D-SDF for #<Metabolite:0x00007fdb08aa9bb0>

PDB for #<Metabolite:0x00007fdb08aa9bb0>

3D PDB for #<Metabolite:0x00007fdb08aa9bb0>

SMILES for #<Metabolite:0x00007fdb08aa9bb0>

INCHI for #<Metabolite:0x00007fdb08aa9bb0>

Structure for #<Metabolite:0x00007fdb08aa9bb0>

3D Structure for #<Metabolite:0x00007fdb08aa9bb0>