Cannabis Compound Database: Showing Compound Card for Coenzyme Q10 (CDB005098)

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Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References enzymes (17) Show 25 proteins XML

Record Information

Version

1.0

Created at

2020-04-17 19:09:08 UTC

Updated at

2020-12-07 19:11:34 UTC

CannabisDB ID

CDB005098

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Coenzyme Q10

Description

Coenzyme Q10, also known as CoQ or adelir, 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. Coenzyme Q10 is expected to be in Cannabis as all living plants are known to produce and metabolize it.

Structure

MOL SDF PDB SMILES InChI

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 Molecular Weight

863.34

Monoisotopic Molecular Weight

862.6839

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

303-98-0

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

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 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological location:

Cell and elements:

Extracellular

Organ and components:

Tissue and substructures:

Biofluid and excreta:

Blood

Subcellular:

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Biological role:

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	48–52 °C	Wikipedia
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

Spectra

EI-MS/GC-MS

Not Available

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dj-0211112090-13e67655f61e48a95d91	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00kb-0859598220-67d1d2437197bf4977c9	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014j-1132229710-87eed3c798b1c43399ec	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0000000090-68b5c91d1736a6033778	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-08fs-0100000390-3f2c6d6cc684a14c6586	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000b-8100000890-af49da707a25798624ae	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0000000090-a6d03131917f48e133bd	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0401-0610000090-dc4b3b3f945aad4d4257	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0159-0390020220-89b5a282573b01b279b5	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0lxt-4604144690-1c8a7d6e65a6bdea91f2	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-2904643200-44e3daf814c9cf3545a5	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0059-9513721000-094a787c7f6611385e57	2021-09-25	View Spectrum

NMR

Not Available

Pathways

Name	SMPDB/Pathwhiz	KEGG
Mitochondrial Electron Transport Chain
Citric Acid Cycle
Congenital lactic acidosis		Not Available
Fumarase deficiency		Not Available
Mitochondrial complex II deficiency		Not Available

Protein Targets

Enzymes

Protein Name	Gene Name	Locus	Uniprot ID	Details
NADH-ubiquinone oxidoreductase chain 1	MT-ND1		P03886	details
NADH dehydrogenase [ubiquinone] iron-sulfur protein 2, mitochondrial	NDUFS2	1q23	O75306	details
NADH-ubiquinone oxidoreductase chain 4L	MT-ND4L		P03901	details
NADH-ubiquinone oxidoreductase chain 5	MT-ND5		P03915	details
NADH dehydrogenase [ubiquinone] iron-sulfur protein 3, mitochondrial	NDUFS3	11p11.11	O75489	details
NADH dehydrogenase [ubiquinone] flavoprotein 2, mitochondrial	NDUFV2	18p11.22	P19404	details
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial	SDHA	5p15	P31040	details
NADH dehydrogenase [ubiquinone] iron-sulfur protein 8, mitochondrial	NDUFS8	11q13	O00217	details
NADH-ubiquinone oxidoreductase chain 2	MT-ND2		P03891	details
NADH-ubiquinone oxidoreductase 75 kDa subunit, mitochondrial	NDUFS1	2q33-q34	P28331	details
Electron transfer flavoprotein-ubiquinone oxidoreductase, mitochondrial	ETFDH	4q32-q35	Q16134	details
NADH-ubiquinone oxidoreductase chain 4	MT-ND4		P03905	details
NADH dehydrogenase [ubiquinone] iron-sulfur protein 7, mitochondrial	NDUFS7	19p13.3	O75251	details
NADH-ubiquinone oxidoreductase chain 3	MT-ND3		P03897	details
NADH dehydrogenase [ubiquinone] flavoprotein 1, mitochondrial	NDUFV1	11q13	P49821	details
NADH-ubiquinone oxidoreductase chain 6	MT-ND6		P03923	details
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial	SDHB	1p36.1-p35	P21912	details

Transporters

Not Available

Metal Bindings

Protein Name	Gene Name	Locus	Uniprot ID	Details
NADH dehydrogenase [ubiquinone] iron-sulfur protein 2, mitochondrial	NDUFS2	1q23	O75306	details
NADH dehydrogenase [ubiquinone] flavoprotein 2, mitochondrial	NDUFV2	18p11.22	P19404	details
NADH dehydrogenase [ubiquinone] iron-sulfur protein 8, mitochondrial	NDUFS8	11q13	O00217	details
NADH-ubiquinone oxidoreductase 75 kDa subunit, mitochondrial	NDUFS1	2q33-q34	P28331	details
Electron transfer flavoprotein-ubiquinone oxidoreductase, mitochondrial	ETFDH	4q32-q35	Q16134	details
NADH dehydrogenase [ubiquinone] iron-sulfur protein 7, mitochondrial	NDUFS7	19p13.3	O75251	details
NADH dehydrogenase [ubiquinone] flavoprotein 1, mitochondrial	NDUFV1	11q13	P49821	details
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial	SDHB	1p36.1-p35	P21912	details

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

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

References

General References

Not Available

Only showing the first 10 proteins. There are 25 proteins in total.

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Enzymes

Enzyme Details

1. NADH-ubiquinone oxidoreductase chain 1

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

Enzyme Details

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

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

Enzyme Details

3. NADH-ubiquinone oxidoreductase chain 4L

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

Enzyme Details

4. NADH-ubiquinone oxidoreductase chain 5

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

Enzyme Details

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

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

Enzyme Details

6. NADH dehydrogenase [ubiquinone] flavoprotein 2, mitochondrial

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

Enzyme Details

7. Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial

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

Enzyme Details

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

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

Enzyme Details

9. NADH-ubiquinone oxidoreductase chain 2

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

Enzyme Details

10. NADH-ubiquinone oxidoreductase 75 kDa subunit, mitochondrial

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

Only showing the first 10 proteins. There are 25 proteins in total.

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Showing Compound Card for Coenzyme Q10 (CDB005098)

Structure for CDB005098 (Coenzyme Q10)

Enzymes