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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:42:14 UTC

Update Date

2021-10-01 18:29:40 UTC

HMDB ID

HMDB0244553

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ubiquinones

Description

Ubiquinones, also known as coenzyme Q, 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). Based on a literature review a significant number of articles have been published on Ubiquinones. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ubiquinones is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ubiquinones is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0244553
     RDKit          3D
Ubiquinones
 49 49  0  0  0  0  0  0  0  0999 V2000
   -4.2331    0.2139    3.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6942    0.5965    2.2606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8379    0.3168    1.2058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3291    1.3161    0.5062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6814    2.6048    0.8667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5699    3.3516    0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4222    1.0355   -0.6119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9536    1.9894   -1.2592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0836   -0.3660   -0.9481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1717   -0.5783   -2.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1449    0.0822   -1.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2501   -0.6115   -1.9226 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2270   -2.0792   -2.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6047   -0.0001   -1.7466 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2642   -0.6350   -0.5369 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6098   -0.0677   -0.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9286    0.5659    0.8325 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9252    0.7140    1.9168 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2831    1.1318    1.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5823   -1.3635   -0.2616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2467   -2.7416   -0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4947   -1.0546    0.8616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9570   -2.0347    1.5017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0703   -0.8792    3.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9332    0.5312    4.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2554    0.6973    3.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7539    4.3477    0.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0846    3.3665   -0.9828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5179    2.7763   -0.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5998   -0.2821   -3.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9858   -1.6709   -2.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1633    1.1808   -1.7272 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2409   -2.5094   -2.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7854   -2.5551   -1.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6764   -2.3270   -3.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5638    1.0905   -1.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1979   -0.2558   -2.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3952   -1.7175   -0.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6697   -0.4931    0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3768   -0.1502   -1.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9668    1.1540    1.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7196   -0.2948    2.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3066    1.3392    2.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8663    1.1924    0.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8135    0.4314    1.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2144    2.1164    1.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0041   -3.4101   -0.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2827   -3.0969   -0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4491   -2.9681   -1.6840 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  3
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 17 19  1  0
  9 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 22  3  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  6 28  1  0
  6 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 19 46  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
M  END


  Mrv1652309102123422D          

 23 23  0  0  0  0            999 V2000
    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
    1.4289   -0.0000    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   -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
   -0.0000   -1.6500    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
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  2  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
  3 14  1  0  0  0  0
 15 14  1  4  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244553

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H26O4/c1-12(2)8-7-9-13(3)10-11-15-14(4)16(20)18(22-5)19(23-6)17(15)21/h8,10H,7,9,11H2,1-6H3

> <INCHI_KEY>
SQQWBSBBCSFQGC-UHFFFAOYSA-N

> <FORMULA>
C19H26O4

> <MOLECULAR_WEIGHT>
318.413

> <EXACT_MASS>
318.183109317

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
36.10577999684647

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,7-dimethylocta-2,6-dien-1-yl)-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione

> <ALOGPS_LOGP>
3.75

> <JCHEM_LOGP>
3.878414091

> <ALOGPS_LOGS>
-4.50

> <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>
96.18440000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.00e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,7-dimethylocta-2,6-dien-1-yl)-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244553
     RDKit          3D
Ubiquinones
 49 49  0  0  0  0  0  0  0  0999 V2000
   -4.2331    0.2139    3.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6942    0.5965    2.2606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8379    0.3168    1.2058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3291    1.3161    0.5062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6814    2.6048    0.8667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5699    3.3516    0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4222    1.0355   -0.6119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9536    1.9894   -1.2592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0836   -0.3660   -0.9481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1717   -0.5783   -2.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1449    0.0822   -1.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2501   -0.6115   -1.9226 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2270   -2.0792   -2.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6047   -0.0001   -1.7466 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2642   -0.6350   -0.5369 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6098   -0.0677   -0.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9286    0.5659    0.8325 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9252    0.7140    1.9168 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2831    1.1318    1.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5823   -1.3635   -0.2616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2467   -2.7416   -0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4947   -1.0546    0.8616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9570   -2.0347    1.5017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0703   -0.8792    3.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9332    0.5312    4.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2554    0.6973    3.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7539    4.3477    0.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0846    3.3665   -0.9828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5179    2.7763   -0.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5998   -0.2821   -3.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9858   -1.6709   -2.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1633    1.1808   -1.7272 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2409   -2.5094   -2.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7854   -2.5551   -1.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6764   -2.3270   -3.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5638    1.0905   -1.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1979   -0.2558   -2.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3952   -1.7175   -0.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6697   -0.4931    0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3768   -0.1502   -1.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9668    1.1540    1.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7196   -0.2948    2.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3066    1.3392    2.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8663    1.1924    0.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8135    0.4314    1.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2144    2.1164    1.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0041   -3.4101   -0.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2827   -3.0969   -0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4491   -2.9681   -1.6840 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  3
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 17 19  1  0
  9 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 22  3  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  6 28  1  0
  6 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 19 46  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.667   0.000   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  C   UNK     0      -0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.002   9.240   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.002  10.780   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.336   8.470   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4   14                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   12                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7    2    9                                                  
CONECT    9    8                                                            
CONECT   10    7   11                                                       
CONECT   11   10                                                            
CONECT   12    6   13                                                       
CONECT   13   12                                                            
CONECT   14    3   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

COMPND    HMDB0244553
HETATM    1  C1  UNL     1      -4.233   0.214   3.563  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.694   0.597   2.261  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.838   0.317   1.206  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.329   1.316   0.506  1.00  0.00           C  
HETATM    5  O2  UNL     1      -3.681   2.605   0.867  1.00  0.00           O  
HETATM    6  C4  UNL     1      -4.570   3.352   0.021  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.422   1.036  -0.612  1.00  0.00           C  
HETATM    8  O3  UNL     1      -1.954   1.989  -1.259  1.00  0.00           O  
HETATM    9  C6  UNL     1      -2.084  -0.366  -0.948  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.172  -0.578  -2.069  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.145   0.082  -1.889  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.250  -0.612  -1.923  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.227  -2.079  -2.141  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.605  -0.000  -1.747  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.264  -0.635  -0.537  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.610  -0.068  -0.314  1.00  0.00           C  
HETATM   17  C14 UNL     1       4.929   0.566   0.833  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.925   0.714   1.917  1.00  0.00           C  
HETATM   19  C16 UNL     1       6.283   1.132   1.047  1.00  0.00           C  
HETATM   20  C17 UNL     1      -2.582  -1.363  -0.262  1.00  0.00           C  
HETATM   21  C18 UNL     1      -2.247  -2.742  -0.597  1.00  0.00           C  
HETATM   22  C19 UNL     1      -3.495  -1.055   0.862  1.00  0.00           C  
HETATM   23  O4  UNL     1      -3.957  -2.035   1.502  1.00  0.00           O  
HETATM   24  H1  UNL     1      -4.070  -0.879   3.562  1.00  0.00           H  
HETATM   25  H2  UNL     1      -4.933   0.531   4.351  1.00  0.00           H  
HETATM   26  H3  UNL     1      -3.255   0.697   3.780  1.00  0.00           H  
HETATM   27  H4  UNL     1      -4.754   4.348   0.436  1.00  0.00           H  
HETATM   28  H5  UNL     1      -4.085   3.366  -0.983  1.00  0.00           H  
HETATM   29  H6  UNL     1      -5.518   2.776  -0.073  1.00  0.00           H  
HETATM   30  H7  UNL     1      -1.600  -0.282  -3.051  1.00  0.00           H  
HETATM   31  H8  UNL     1      -0.986  -1.671  -2.158  1.00  0.00           H  
HETATM   32  H9  UNL     1       0.163   1.181  -1.727  1.00  0.00           H  
HETATM   33  H10 UNL     1       2.241  -2.509  -2.295  1.00  0.00           H  
HETATM   34  H11 UNL     1       0.785  -2.555  -1.258  1.00  0.00           H  
HETATM   35  H12 UNL     1       0.676  -2.327  -3.095  1.00  0.00           H  
HETATM   36  H13 UNL     1       2.564   1.090  -1.679  1.00  0.00           H  
HETATM   37  H14 UNL     1       3.198  -0.256  -2.649  1.00  0.00           H  
HETATM   38  H15 UNL     1       3.395  -1.717  -0.740  1.00  0.00           H  
HETATM   39  H16 UNL     1       2.670  -0.493   0.370  1.00  0.00           H  
HETATM   40  H17 UNL     1       5.377  -0.150  -1.075  1.00  0.00           H  
HETATM   41  H18 UNL     1       2.967   1.154   1.533  1.00  0.00           H  
HETATM   42  H19 UNL     1       3.720  -0.295   2.366  1.00  0.00           H  
HETATM   43  H20 UNL     1       4.307   1.339   2.721  1.00  0.00           H  
HETATM   44  H21 UNL     1       6.866   1.192   0.099  1.00  0.00           H  
HETATM   45  H22 UNL     1       6.813   0.431   1.753  1.00  0.00           H  
HETATM   46  H23 UNL     1       6.214   2.116   1.524  1.00  0.00           H  
HETATM   47  H24 UNL     1      -3.004  -3.410  -0.075  1.00  0.00           H  
HETATM   48  H25 UNL     1      -1.283  -3.097  -0.238  1.00  0.00           H  
HETATM   49  H26 UNL     1      -2.449  -2.968  -1.684  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4   22
CONECT    4    5    7
CONECT    5    6
CONECT    6   27   28   29
CONECT    7    8    8    9
CONECT    9   10   20   20
CONECT   10   11   30   31
CONECT   11   12   12   32
CONECT   12   13   14
CONECT   13   33   34   35
CONECT   14   15   36   37
CONECT   15   16   38   39
CONECT   16   17   17   40
CONECT   17   18   19
CONECT   18   41   42   43
CONECT   19   44   45   46
CONECT   20   21   22
CONECT   21   47   48   49
CONECT   22   23   23
END

HMDB0244553
     RDKit          3D
Ubiquinones
 49 49  0  0  0  0  0  0  0  0999 V2000
   -4.2331    0.2139    3.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6942    0.5965    2.2606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8379    0.3168    1.2058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3291    1.3161    0.5062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6814    2.6048    0.8667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5699    3.3516    0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4222    1.0355   -0.6119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9536    1.9894   -1.2592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0836   -0.3660   -0.9481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1717   -0.5783   -2.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1449    0.0822   -1.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2501   -0.6115   -1.9226 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2270   -2.0792   -2.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6047   -0.0001   -1.7466 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2642   -0.6350   -0.5369 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6098   -0.0677   -0.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9286    0.5659    0.8325 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9252    0.7140    1.9168 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2831    1.1318    1.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5823   -1.3635   -0.2616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2467   -2.7416   -0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4947   -1.0546    0.8616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9570   -2.0347    1.5017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0703   -0.8792    3.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9332    0.5312    4.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2554    0.6973    3.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7539    4.3477    0.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0846    3.3665   -0.9828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5179    2.7763   -0.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5998   -0.2821   -3.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9858   -1.6709   -2.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1633    1.1808   -1.7272 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2409   -2.5094   -2.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7854   -2.5551   -1.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6764   -2.3270   -3.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5638    1.0905   -1.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1979   -0.2558   -2.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3952   -1.7175   -0.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6697   -0.4931    0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3768   -0.1502   -1.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9668    1.1540    1.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7196   -0.2948    2.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3066    1.3392    2.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8663    1.1924    0.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8135    0.4314    1.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2144    2.1164    1.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0041   -3.4101   -0.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2827   -3.0969   -0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4491   -2.9681   -1.6840 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  3
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 17 19  1  0
  9 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 22  3  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  6 28  1  0
  6 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 19 46  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Coenzyme Q	HMDB
Ubiquinone	HMDB

Chemical Formula

C₁₉H₂₆O₄

Average Molecular Weight

318.413

Monoisotopic Molecular Weight

318.183109317

IUPAC Name

2-(3,7-dimethylocta-2,6-dien-1-yl)-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione

Traditional Name

2-(3,7-dimethylocta-2,6-dien-1-yl)-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C19H26O4/c1-12(2)8-7-9-13(3)10-11-15-14(4)16(20)18(22-5)19(23-6)17(15)21/h8,10H,7,9,11H2,1-6H3

InChI Key

SQQWBSBBCSFQGC-UHFFFAOYSA-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

Ubiquinone skeleton
Monoterpenoid
Monocyclic monoterpenoid
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

a ubiquinone (UBIQUINONE-2 )

Ontology

Not Available

Physical Properties

State

Not Available

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 Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.75	ALOGPS
logP	3.88	ChemAxon
logS	-4.5	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	7	ChemAxon
Refractivity	96.18 m³·mol⁻¹	ChemAxon
Polarizability	36.11 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 Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	183.858	30932474
DeepCCS	[M-H]-	181.5	30932474
DeepCCS	[M-2H]-	214.386	30932474
DeepCCS	[M+Na]+	189.951	30932474
AllCCS	[M+H]+	179.4	32859911
AllCCS	[M+H-H2O]+	176.4	32859911
AllCCS	[M+NH4]+	182.3	32859911
AllCCS	[M+Na]+	183.1	32859911
AllCCS	[M-H]-	183.6	32859911
AllCCS	[M+Na-2H]-	184.4	32859911
AllCCS	[M+HCOO]-	185.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.91 minutes	32390414
Predicted by Siyang on May 30, 2022	18.0338 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.59 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3128.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	466.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	226.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	228.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	64.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	666.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	757.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	109.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1561.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	653.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1387.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	400.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	423.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	250.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	440.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ubiquinones	COC1=C(OC)C(=O)C(CC=C(C)CCC=C(C)C)=C(C)C1=O	3015.9	Standard polar	33892256
Ubiquinones	COC1=C(OC)C(=O)C(CC=C(C)CCC=C(C)C)=C(C)C1=O	2092.1	Standard non polar	33892256
Ubiquinones	COC1=C(OC)C(=O)C(CC=C(C)CCC=C(C)C)=C(C)C1=O	2251.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ubiquinones GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-4394000000-4392d038cb40d1c25736	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ubiquinones 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 - Ubiquinones 10V, Positive-QTOF	splash10-014j-0739000000-503861a7af6bafcfa25f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ubiquinones 20V, Positive-QTOF	splash10-0002-3951000000-41b9dda5990696c36275	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ubiquinones 40V, Positive-QTOF	splash10-0a5c-9540000000-b49cb12d9c6d12564ffd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ubiquinones 10V, Negative-QTOF	splash10-014i-0009000000-9c9a5615e70cdf418e9b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ubiquinones 20V, Negative-QTOF	splash10-014r-0696000000-31579df78d92b1e7acbf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ubiquinones 40V, Negative-QTOF	splash10-0v7r-0491000000-cc67df533d00a14ce722	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

106384

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

119058

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Enzymes

Enzyme Details

1. Farnesyl pyrophosphate synthase

General function:: Involved in isoprenoid biosynthetic process
Specific function:: Key enzyme in isoprenoid biosynthesis which catalyzes the formation of farnesyl diphosphate (FPP), a precursor for several classes of essential metabolites including sterols, dolichols, carotenoids, and ubiquinones. FPP also serves as substrate for protein farnesylation and geranylgeranylation. Catalyzes the sequential condensation of isopentenyl pyrophosphate with the allylic pyrophosphates, dimethylallyl pyrophosphate, and then with the resultant geranylpyrophosphate to the ultimate product farnesyl pyrophosphate.
Gene Name:: FDPS
Uniprot ID:: P14324
Molecular weight:: 48275.03

Enzyme Details

2. Farnesyl pyrophosphate synthase

General function:: Not Available
Specific function:: Key enzyme in isoprenoid biosynthesis which catalyzes the formation of farnesyl diphosphate (FPP), a precursor for several classes of essential metabolites including sterols, dolichols, carotenoids, and ubiquinones. FPP also serves as substrate for protein farnesylation and geranylgeranylation. Catalyzes the sequential condensation of isopentenyl pyrophosphate with the allylic pyrophosphates, dimethylallyl pyrophosphate, and then with the resultant geranylpyrophosphate to the ultimate product farnesyl pyrophosphate (By similarity).
Gene Name:: FDPS
Uniprot ID:: Q8WMY2
Molecular weight:: 40509.97

Showing metabocard for Ubiquinones (HMDB0244553)

MOL for HMDB0244553 (Ubiquinones)

3D MOL for HMDB0244553 (Ubiquinones)

3D SDF for HMDB0244553 (Ubiquinones)

3D-SDF for HMDB0244553 (Ubiquinones)

PDB for HMDB0244553 (Ubiquinones)

3D PDB for HMDB0244553 (Ubiquinones)

SMILES for HMDB0244553 (Ubiquinones)

INCHI for HMDB0244553 (Ubiquinones)

Structure for HMDB0244553 (Ubiquinones)

3D Structure for HMDB0244553 (Ubiquinones)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes