Ubidecarenone (CED0001307)

Record Information
Version1.0
Creation Date2016-05-19 03:42:49 UTC
Update Date2026-05-14 19:04:25 UTC
Accession NumberCHEM011666
Identification
Common NameUbidecarenone
ClassSmall Molecule
Description
Ubidecarenone belongs to the quinone and hydroquinone lipids, a subclass of prenol lipids within the organic compounds. With an average molecular weight of 863.34 g/mol, Ubidecarenone is a heavy molecule with the formula C59H90O4. Biologically, it functions as an antioxidant (PMC10967835, PMC11722770, PMC12261812, PMC12279893, PMC12383105), a cofactor (PMC12835470), and an anti-inflammatory agent (PMC7070237). It is used industrially as a pharmaceutical (PMC10967835, PMC11722770, PMC12261812, PMC12279893, PMC12383105). Its recorded protein targets include the mitochondrial succinate dehydrogenase [ubiquinone] flavoprotein subunit (SDHA) and the mitochondrial NADH dehydrogenase [ubiquinone] flavoprotein 3 (NDUFV3). The compound is found in cardiac preparations, as well as in food, food processing and cookware, including the preparation of malt, vinegar, wine or sparkling wine. It is also present in household cleaning and consumer products, such as soap dispensers, tobacco product cases and non electric simulated smoking devices, and electrical and electronic equipment, including antennas and electric hearing aids. Recorded exposure routes include oral, topical, and cutaneous. Ubidecarenone is used as a treatment for obesity (PMC13359728), colorectal cancer (PMC12021792), amyotrophic lateral sclerosis (PMC7070237), multiple sclerosis (PMC7070237), infertility (PMC10388648), and male infertility (PMC9005387). It has therapeutic effects on glioblastoma (PMC12466395), infertility (PMC9476395), obesity (PMC11852089), inflammation (PMC11852089), depression (PMC11506420), fatigue (PMC11506420), anxiety (PMC7070237), nausea (PMC7070237), ischemia (PMC3431881), and pain (PMC9556195). Additionally, it is associated with an increase in lung cancer (PMC9657286) and is decreased in the blood of individuals with periodontal disease (PMC4665427).
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
Coenzyme Q10 semiquinoneHMDB
UbidecarenoneMeSH, HMDB
Coenzyme Q10, (Z,Z,Z,Z,Z,Z,e,e,e)-isomerMeSH, HMDB
Ubisemiquinone radicalMeSH, HMDB
2,3-Dimethoxy-5-methyl-6-decaprenylbenzoquinoneMeSH, HMDB
CoQ10MeSH, HMDB
Q-TerMeSH, HMDB
CO-Enzyme Q10MeSH, HMDB
Coenzyme Q10MeSH
bio-Quinone Q10MeSH, HMDB
Ubiquinone 50MeSH, HMDB
CoQ 10MeSH, HMDB
Coenzyme Q10, ion (1-), (all-e)-isomerMeSH, HMDB
Ubiquinone Q10MeSH, 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-benzoquinoneHMDB
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-benzoquinoneHMDB
AdelirHMDB
all-trans-UbiquinoneHMDB
CoQHMDB
QHMDB
Q 199HMDB
Q10HMDB
UbiquinoneHMDB
Ubiquinone 10HMDB, MeSH
UBIQUINONE-10HMDB
(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-dioneHMDB
(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-dioneHMDB
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-benzoquinoneHMDB
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-dioneHMDB
4-Ethyl-5-fluoropyrimidineHMDB
Aqua Q 10l10HMDB
Aqua Q10HMDB
Bio-quinonHMDB
EnsorbHMDB
Kaneka Q10HMDB
KudesanHMDB
Li-Q-sorbHMDB
Liquid-QHMDB
NeuquinonHMDB
NeuquinoneHMDB
PureSorb Q 40HMDB
Q 10AAHMDB
Q-GelHMDB
Q-Gel 100HMDB
UnbiquinoneHMDB
Unispheres Q 10HMDB
UbisemiquinoneHMDB, MeSH
Chemical FormulaC59H90O4
Average Molecular Mass863.344 g/mol
Monoisotopic Mass862.684 g/mol
CAS Registry Number303-98-0
IUPAC Name2-[(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 Nameubisemiquinone
SMILESCOC1=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 IdentifierInChI=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 KeyACTIUHUUMQJHFO-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).
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassQuinone and hydroquinone lipids
Direct ParentUbiquinones
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 FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological Roles
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00019 g/LALOGPS
logP9.94ALOGPS
logP17.16ChemAxon
logS-6.6ALOGPS
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area52.6 ŲChemAxon
Rotatable Bond Count31ChemAxon
Refractivity286.61 m³·mol⁻¹ChemAxon
Polarizability111.43 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03dj-0211112090-13e67655f61e48a95d91Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00kb-0859598220-67d1d2437197bf4977c9Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014j-1132229710-87eed3c798b1c43399ecNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-0000000090-68b5c91d1736a6033778Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-08fs-0100000390-3f2c6d6cc684a14c6586Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000b-8100000890-af49da707a25798624aeNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-0000000090-a6d03131917f48e133bdNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0401-0610000090-dc4b3b3f945aad4d4257Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0159-0390020220-89b5a282573b01b279b5Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0lxt-4604144690-1c8a7d6e65a6bdea91f2Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-2904643200-44e3daf814c9cf3545a5Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0059-9513721000-094a787c7f6611385e57Not AvailableView Spectrum
1D NMR13C NMR Spectrum (1D, H2O, predicted)Not AvailableNot AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, H2O, predicted)Not AvailableNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
5366.0Log mg/kg[3000:9500]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
lung cancerassociated_withincreasePMC9657286
inflammationhas_therapeutic_effect_onNot AvailablePMC11852089
multiple sclerosisis_treatment_forNot AvailablePMC7070237
colorectal canceris_treatment_forNot AvailablePMC12021792
infertilityis_treatment_forNot AvailablePMC10388648
infertilityhas_therapeutic_effect_onNot AvailablePMC9476395
fatiguehas_therapeutic_effect_onNot AvailablePMC11506420
painhas_therapeutic_effect_onNot AvailablePMC9556195
anxietyhas_therapeutic_effect_onNot AvailablePMC7070237
depressionhas_therapeutic_effect_onNot AvailablePMC11506420
obesityhas_therapeutic_effect_onNot AvailablePMC11852089
obesityis_treatment_forNot AvailablePMC13359728
glioblastomahas_therapeutic_effect_onNot AvailablePMC12466395
nauseahas_therapeutic_effect_onNot AvailablePMC7070237 , PMC7070237
male infertilityis_treatment_forNot AvailablePMC9005387
ischemiahas_therapeutic_effect_onNot AvailablePMC3431881
amyotrophic lateral sclerosisis_treatment_forNot AvailablePMC7070237
periodontal diseasedecreased_in_blood_inNot AvailablePMC4665427
migraineis_treatment_forNot AvailablePMC7070237 , PMC7070237
migrainehas_therapeutic_effect_onNot AvailablePMC7070237
pancreatic carcinomais_biomarker_ofNot AvailablePMC9657286
oligoasthenoteratozoospermiais_treatment_forNot AvailablePMC8277515
fibromyalgiadecreased_in_blood_indecreasePMC9556195
fibromyalgiais_treatment_forNot AvailablePMC9556195 , PMC9556195
Exposure Sources
Source IDSourceSectorReference
288Cardiac preparationsHealthcare, pharmaceuticals & veterinary productsNot Available
490Personal care & cosmeticsNot Available
506AntennasElectrical & Electronic EquipmentNot Available
516Electric Hearing AidsElectrical & Electronic EquipmentNot Available
547Preparation Of MaltFood, food processing & cookwareNot Available
548Preparation Of VinegarFood, food processing & cookwareNot Available
549Preparation Of Wine Or Sparkling WineFood, food processing & cookwareNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
564Soap DispensersHousehold cleaning & consumer productsNot Available
567Tobacco Product CasesHousehold cleaning & consumer productsNot Available
578Making CigarsIndustrial manufacturing & chemical processingNot Available
612Body Washing Or Cleaning ImplementsPersonal care & cosmeticsNot Available
616Face Mask CosmeticsPersonal care & cosmeticsNot Available
619Manicure PedicurePersonal care & cosmeticsNot Available
639Degreasing LeatherTextiles, leather & furnishingsNot Available
Pathways
26 pathways
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureProtein-S-isoprenylcysteine O-methyltransferaseP32584Saccharomyces cerevisiae S288cPredicted (SEA)0.389246
Click to view 3D structureProtein-S-isoprenylcysteine O-methyltransferaseQ9WVM4Rattus norvegicusPredicted (SEA)0.311397
Click to view 3D structureSqualene epoxidaseA7L861Sus scrofaPredicted (SEA)0.778492
Click to view 3D structureSqualene synthase ERG9P29704Saccharomyces cerevisiae (strain ATCC 204508 / S288c) (Baker's yeast)Predicted (SEA)0.544945
Click to view 3D structureTransient receptor potential cation channel subfamily A member 1Q6RI86Rattus norvegicusPredicted (SEA)7.78492
Click to view 3D structureTransient receptor potential cation channel subfamily M member 8Q8R455Rattus norvegicusPredicted (SEA)3.34752
Click to view 3D structureInhibin alpha chainP05111HumansPredicted (SEA)1.24559
Polyunsaturated fatty acid 5-lipoxygenase structureClick to view 3D structurePolyunsaturated fatty acid 5-lipoxygenaseP09917HumansPredicted (SEA)78.472
Click to view 3D structureCytochrome P450 2B4P00178Oryctolagus cuniculusPredicted (SEA)1.40129
Tyrosine-protein phosphatase non-receptor type 1 structureClick to view 3D structureTyrosine-protein phosphatase non-receptor type 1P18031HumansPredicted (SEA)95.8324
Click to view 3D structureProtein farnesyltransferase/geranylgeranyltransferase type-1 subunit alphaP29703Saccharomyces cerevisiae S288cPredicted (SEA)0.856341
Macrophage scavenger receptor types I and II structureClick to view 3D structureMacrophage scavenger receptor types I and IIP21757HumansPredicted (SEA)0.467095
Beta-secretase 1 structureClick to view 3D structureBeta-secretase 1P56817HumansPredicted (SEA)298.863
Cytochrome P450 3A4 structureClick to view 3D structureCytochrome P450 3A4P08684HumansPredicted (SEA)3309.29
Click to view 3D structureLanosterol synthaseQ04782YeastPredicted (SEA)0.778492
Transient receptor potential cation channel subfamily V member 1 structureClick to view 3D structureTransient receptor potential cation channel subfamily V member 1Q8NER1HumansPredicted (SEA)254.256
Prostaglandin G/H synthase 2 structureClick to view 3D structureProstaglandin G/H synthase 2P35354HumansPredicted (SEA)468.886
Peroxisome proliferator-activated receptor gamma structureClick to view 3D structurePeroxisome proliferator-activated receptor gammaP37231HumansPredicted (SEA)551.873
Click to view 3D structureNAD-dependent protein deacetylaseT1VXA1Schistosoma mansoniPredicted (SEA)0.233548
Transient receptor potential cation channel subfamily A member 1 structureClick to view 3D structureTransient receptor potential cation channel subfamily A member 1O75762HumansPredicted (SEA)148.381
Lanosterol synthase structureClick to view 3D structureLanosterol synthaseP48449HumansPredicted (SEA)9.34191
Prostaglandin E synthase structureClick to view 3D structureProstaglandin E synthaseO14684HumansPredicted (SEA)323.074
Sodium-dependent dopamine transporter structureClick to view 3D structureSodium-dependent dopamine transporterQ01959HumansPredicted (SEA)2347.23
Click to view 3D structure3-hydroxy-3-methylglutaryl-coenzyme A reductaseQ1W675Sus scrofaPredicted (SEA)1.55698
Cannabinoid receptor 1 structureClick to view 3D structureCannabinoid receptor 1P21554HumansPredicted (SEA)1332.0
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0002139
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkCoenzyme Q10
Chemspider IDNot Available
ChEBI IDNot Available
PubChem Compound ID5926222
Kegg Compound IDNot Available
YMDB IDYMDB16129
ECMDB IDECMDB01072
References
Synthesis ReferenceNot Available
MSDSNot Available
General References