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Ubiquinol

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Identification

Generic Name
Ubiquinol
DrugBank Accession Number
DB11340
Background

Ubiquinol (CoQH2) is a reduced form of coenzyme Q10 (CoQ10) that acts as an active antioxidant that prevents the initiation and propagation of lipid peroxidation in biological membranes and human low-density lipoprotein (LDL). It plays an essential role in maintaining cellular defense against oxidative damage and also sustains the effects of vitamin E by regenerating the vitamin from the tocopheroxyl radical, but ubiquinol is not classified as a vitamin because it is synthesized by humans. There are varying concentrations of ubiquinol in foods, OTC products and dietary supplement products.

Type
Small Molecule
Groups
Approved, Investigational
Structure
Similar Structures
Weight
Average: 865.3594
Monoisotopic: 864.699561432
Chemical Formula
C59H92O4
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
No interactions found.

Products

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Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
Co-BalaminUbiquinol (200 mg/1mg) + Folic acid (0.8 mg/1mg) + Mecobalamin (5 mg/1mg) + Resveratrol (400 mg/1mg)CapsuleOralHome Aide Diagnostics, Inc.2015-08-01Not applicableUS flag
Co-VeratrolUbiquinol (200 mg/1mg) + Folic acid (0.8 mg/1mg) + Mecobalamin (5 mg/1mg) + Resveratrol (400 mg/1mg)CapsuleOralHome Aide Diagnostics, Inc.2015-08-012018-10-05US flag

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as polyprenyl quinols. These are compounds containing a polyisoprene chain attached to a quinol(hydroquinone) at the second ring position.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Prenol lipids
Sub Class
Quinone and hydroquinone lipids
Direct Parent
Polyprenyl quinols
Alternative Parents
Polyterpenoids / 2-polyprenyl-6-methoxyphenols / Ubiquinols / Methoxyphenols / Dimethoxybenzenes / Phenoxy compounds / Ortho cresols / Meta cresols / Hydroquinones / Anisoles
show 3 more
Substituents
2-polyprenyl-6-methoxyphenol / Alkyl aryl ether / Anisole / Aromatic homomonocyclic compound / Benzenoid / Dimethoxybenzene / Ether / Hydrocarbon derivative / Hydroquinone / M-cresol
show 15 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
polyprenylhydroquinone, ubiquinol (CHEBI:64183)
Affected organisms
Not Available

Chemical Identifiers

UNII
M9NL0C577Y
CAS number
992-78-9
InChI Key
QNTNKSLOFHEFPK-UPTCCGCDSA-N
InChI
InChI=1S/C59H92O4/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/h24,26,28,30,32,34,36,38,40,42,60-61H,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+
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-methylbenzene-1,4-diol
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)=C1O

References

General References
  1. Ernster L, Forsmark-Andree P: Ubiquinol: an endogenous antioxidant in aerobic organisms. Clin Investig. 1993;71(8 Suppl):S60-5. [Article]
  2. Mohr D, Bowry VW, Stocker R: Dietary supplementation with coenzyme Q10 results in increased levels of ubiquinol-10 within circulating lipoproteins and increased resistance of human low-density lipoprotein to the initiation of lipid peroxidation. Biochim Biophys Acta. 1992 Jun 26;1126(3):247-54. [Article]
Human Metabolome Database
HMDB0013111
PubChem Compound
9962735
PubChem Substance
347827969
ChemSpider
8138335
RxNav
39085
ChEBI
64183
ZINC
ZINC000085574641
Wikipedia
Ubiquinol

Clinical Trials

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PhaseStatusPurposeConditionsCountStart DateWhy Stopped100+ additional columns
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3CompletedTreatmentChronic Fatigue / Coenzyme Q10 / Gulf War Illness / Ubiquinol1somestatusstop reasonjust information to hide
2CompletedOtherCardiac Arrest1somestatusstop reasonjust information to hide
2CompletedOtherSepsis1somestatusstop reasonjust information to hide
2CompletedTreatmentParkinson's Disease (PD)1somestatusstop reasonjust information to hide
2Not Yet RecruitingTreatmentIVF1somestatusstop reasonjust information to hide

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
CapsuleOral
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.000233 mg/mLALOGPS
logP9.68ALOGPS
logP18.23Chemaxon
logS-6.6ALOGPS
pKa (Strongest Acidic)10.27Chemaxon
pKa (Strongest Basic)-4.7Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area58.92 Å2Chemaxon
Rotatable Bond Count31Chemaxon
Refractivity286.45 m3·mol-1Chemaxon
Polarizability112.46 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-066r-2102227960-8306c7584d62d743a955
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0000000090-50b85b16837acb771cce
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-001j-0402021390-03d1f3e587f1300b7d97
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0092-4319841000-ac60a9941e08dd418c08
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00kb-1791024850-ea080621a5106c18ce74
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-004m-2344921000-44b263ffb7d6be85c1d1
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-370.0887342
predicted
DarkChem Lite v0.1.0
[M-H]-322.7565
predicted
DeepCCS 1.0 (2019)
[M+H]+366.0669342
predicted
DarkChem Lite v0.1.0
[M+H]+324.6519
predicted
DeepCCS 1.0 (2019)
[M+Na]+368.1106342
predicted
DarkChem Lite v0.1.0
[M+Na]+330.55295
predicted
DeepCCS 1.0 (2019)

Drug created at December 03, 2015 16:52 / Updated at June 12, 2020 16:53