NP-MRD: Showing NP-Card for Coenzyme Q (NP0334674)

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Record Information

Version

2.0

Created at

2024-09-10 19:27:18 UTC

Updated at

2024-09-10 19:27:19 UTC

NP-MRD ID

NP0334674

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Coenzyme Q

Description

Coenzyme Q10, also known as Q or 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). Thus, coenzyme Q10 is considered to be a quinone lipid molecule. Coenzyme Q10 is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. In humans, coenzyme Q10 is involved in ubiquinone biosynthesis. Outside of the human body, Coenzyme Q10 has been detected, but not quantified in, several different foods, such as barley, cabbages, pepper (spice), and white cabbages. This could make coenzyme Q10 a potential biomarker for the consumption of these foods. It acts as a mobile redox agent shuttling electrons and protons in the electron transport chain. Studies indicate that there is no saturation process during the metabolism of ubidecarenone. Coenzyme Q was first documented in 1957 (PMID: 13445756). It is fundamental for cells that have a high metabolic demand (PMID: 10953455) (PMID: 17192765) (PMID: 17605305) (PMID: 18787645) (PMID: 18843432) (PMID: 20367194).

Structure

MOL SDF PDB SMILES InChI

  Mrv1652309042000172D          

 63 63  0  0  0  0            999 V2000
 9987.894610001.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9988.609210000.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.323710001.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.038510000.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.753110001.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.467610000.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.182210001.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.896810000.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.611610001.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.326110000.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.040710001.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.755310000.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.470010001.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.186710000.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.901210001.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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10011.481510000.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.194910001.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.910310000.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.625710001.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.339010000.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10015.054410001.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10015.767710000.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10015.054410001.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.194910001.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10009.337410001.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.475910001.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.618410001.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.758910001.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 9987.179810000.6300    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
  3 50  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7 49  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 48  1  0  0  0  0
 12 13  1  0  0  0  0
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 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
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 20 21  1  0  0  0  0
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M  END

  Mrv1652309042000172D          

 63 63  0  0  0  0            999 V2000
 9987.894610001.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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10014.339010000.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10015.054410001.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10015.767710000.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10015.054410001.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.194910001.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10009.337410001.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.475910001.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
NP0334674

> <DATABASE_NAME>
NP-MRD

> <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-UPTCCGCDSA-N

> <FORMULA>
C59H90O4

> <MOLECULAR_WEIGHT>
863.3435

> <EXACT_MASS>
862.683911368

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
153

> <JCHEM_AVERAGE_POLARIZABILITY>
112.37373563398184

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
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-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>
coenzyme-Q10

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
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HETATM   15  C   UNK     0    8662.7498668.613   0.000  0.00  0.00           C+0
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HETATM   20  C   UNK     0    8669.4198667.843   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8670.7548668.613   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8672.0868667.843   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8673.4218668.613   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8674.7568667.843   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8676.0888668.613   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8677.4238667.843   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8678.7558668.613   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8680.0908667.843   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8681.4268668.613   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8682.7618667.843   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8684.0968668.613   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0    8685.4288667.843   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0    8686.7648668.613   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0    8688.0998667.843   0.000  0.00  0.00           C+0
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HETATM   36  C   UNK     0    8690.7668667.843   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0    8692.1018668.613   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0    8693.4338667.843   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0    8694.7688668.613   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0    8696.1008667.843   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0    8694.7688670.152   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0    8689.4308670.152   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0    8684.0968670.152   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0    8678.7558670.152   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0    8673.4218670.152   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0    8668.0838670.152   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0    8662.7498670.152   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0    8657.4098670.152   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0    8652.0738670.152   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0    8646.7388670.152   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0    8644.0708665.531   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0    8641.4028663.990   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0    8640.0648663.218   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0    8641.4028670.152   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0    8638.7348668.613   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0    8638.7348665.531   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0    8637.1408666.452   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0    8641.4028668.613   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0    8640.0688667.843   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0    8640.0688666.302   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0    8641.4028665.533   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0    8642.7368666.302   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0    8642.7368667.843   0.000  0.00  0.00           C+0
CONECT    1    2   63                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   50                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   49                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   48                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   47                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   46                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   45                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   44                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   43                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   42                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   35                                                            
CONECT   43   31                                                            
CONECT   44   27                                                            
CONECT   45   23                                                            
CONECT   46   19                                                            
CONECT   47   15                                                            
CONECT   48   11                                                            
CONECT   49    7                                                            
CONECT   50    3                                                            
CONECT   51   62                                                            
CONECT   52   53   61                                                       
CONECT   53   52                                                            
CONECT   54   58                                                            
CONECT   55   59                                                            
CONECT   56   57   60                                                       
CONECT   57   56                                                            
CONECT   58   59   63   54                                                  
CONECT   59   58   60   55                                                  
CONECT   60   59   61   56                                                  
CONECT   61   60   62   52                                                  
CONECT   62   61   63   51                                                  
CONECT   63   58   62    1                                                  
MASTER        0    0    0    0    0    0    0    0   63    0  126    0
END

View in JSmol

Synonyms

Value	Source
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	ChEBI
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	ChEBI
Adelir	ChEBI
all-trans-Ubiquinone	ChEBI
CoQ	ChEBI
CoQ10	ChEBI
Q	ChEBI
Q 199	ChEBI
Q10	ChEBI
Ubidecarenone	ChEBI
Ubiquinone	ChEBI
Ubiquinone 10	ChEBI
Ubiquinone 50	ChEBI
UBIQUINONE-10	ChEBI
CoQ 10	HMDB
2,3-Dimethoxy-5-methyl-6-decaprenylbenzoquinone	HMDB
Bio-quinone Q10	HMDB
Ubiquinone Q10	HMDB
Q-Ter	HMDB
CO-Enzyme Q10	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
Coenzyme Q10	KEGG

Chemical Formula

C₅₉H₉₀O₄

Average Mass

863.3435 Da

Monoisotopic Mass

862.68391 Da

IUPAC Name

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-methylcyclohexa-2,5-diene-1,4-dione

Traditional Name

coenzyme-Q10

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-UPTCCGCDSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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

ubiquinones (CHEBI:46245 )
ubiquinones (C11378 )
Coenzymes (C11378 )
Ubiquinones (LMPR02010001 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	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	112.37 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0001072

DrugBank ID

DB09270

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB013228

KNApSAcK ID

C00002866

Chemspider ID

Not Available

KEGG Compound ID

C11378

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Coenzyme_Q10

METLIN ID

Not Available

PubChem Compound

5281915

PDB ID

Not Available

ChEBI ID

46245

Good Scents ID

Not Available

References

General References

Hojerova J: [Coenzyme Q10--its importance, properties and use in nutrition and cosmetics]. Ceska Slov Farm. 2000 May;49(3):119-23. [PubMed:10953455 ]
CRANE FL, HATEFI Y, LESTER RL, WIDMER C: Isolation of a quinone from beef heart mitochondria. Biochim Biophys Acta. 1957 Jul;25(1):220-1. doi: 10.1016/0006-3002(57)90457-2. [PubMed:13445756 ]
Young AJ, Johnson S, Steffens DC, Doraiswamy PM: Coenzyme Q10: a review of its promise as a neuroprotectant. CNS Spectr. 2007 Jan;12(1):62-8. doi: 10.1017/s1092852900020538. [PubMed:17192765 ]
Singh U, Devaraj S, Jialal I: Coenzyme Q10 supplementation and heart failure. Nutr Rev. 2007 Jun;65(6 Pt 1):286-93. doi: 10.1301/nr.2007.jun.286-293. [PubMed:17605305 ]
Molyneux SL, Young JM, Florkowski CM, Lever M, George PM: Coenzyme Q10: is there a clinical role and a case for measurement? Clin Biochem Rev. 2008 May;29(2):71-82. [PubMed:18787645 ]
Skough K, Krossen C, Heiwe S, Theorell H, Borg K: Effects of resistance training in combination with coenzyme Q10 supplementation in patients with post-polio: a pilot study. J Rehabil Med. 2008 Oct;40(9):773-5. doi: 10.2340/16501977-0245. [PubMed:18843432 ]
Villalba JM, Parrado C, Santos-Gonzalez M, Alcain FJ: Therapeutic use of coenzyme Q10 and coenzyme Q10-related compounds and formulations. Expert Opin Investig Drugs. 2010 Apr;19(4):535-54. doi: 10.1517/13543781003727495. [PubMed:20367194 ]
Zaki NM: Strategies for oral delivery and mitochondrial targeting of CoQ10. Drug Deliv. 2016 Jul;23(6):1868-81. doi: 10.3109/10717544.2014.993747. Epub 2014 Dec 29. [PubMed:25544601 ]
Saha SP, Whayne TF Jr: Coenzyme Q-10 in Human Health: Supporting Evidence? South Med J. 2016 Jan;109(1):17-21. doi: 10.14423/SMJ.0000000000000393. [PubMed:26741866 ]
Sharma A, Fonarow GC, Butler J, Ezekowitz JA, Felker GM: Coenzyme Q10 and Heart Failure: A State-of-the-Art Review. Circ Heart Fail. 2016 Apr;9(4):e002639. doi: 10.1161/CIRCHEARTFAILURE.115.002639. [PubMed:27012265 ]

Showing NP-Card for Coenzyme Q (NP0334674)

MOL for NP0334674 (Coenzyme Q)

3D MOL for NP0334674 (Coenzyme Q)

3D SDF for NP0334674 (Coenzyme Q)

3D-SDF for NP0334674 (Coenzyme Q)

PDB for NP0334674 (Coenzyme Q)

3D PDB for NP0334674 (Coenzyme Q)

SMILES for NP0334674 (Coenzyme Q)

INCHI for NP0334674 (Coenzyme Q)

Structure for NP0334674 (Coenzyme Q)

3D Structure for NP0334674 (Coenzyme Q)