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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-24 10:26:18 UTC
Update Date2021-09-24 10:26:18 UTC
HMDB IDHMDB0304524
Secondary Accession NumbersNone
Metabolite Identification
Common Nameubiquinone-8
DescriptionUbiquinone-8, also known as coenzyme q8 or coq8, is a member of the class of compounds known as ubiquinones. Ubiquinones 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, ubiquinone-8 is considered to be a quinone lipid molecule. Ubiquinone-8 is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Ubiquinone-8 can be found in a number of food items such as kumquat, celery leaves, hazelnut, and jicama, which makes ubiquinone-8 a potential biomarker for the consumption of these food products. Ubiquinone-8 may be a unique E.coli metabolite.
Structure
Thumb
Synonyms
ValueSource
Coenzyme Q8ChEBI
Coenzyme-Q8ChEBI
COQ8ChEBI
Ubiquinone 8ChEBI
Ubiquinone(8)ChEBI
Ubiquinone 40MeSH
Ubiquinone Q8MeSH
Chemical FormulaC49H74O4
Average Molecular Weight727.1095
Monoisotopic Molecular Weight726.558710856
IUPAC Name2,3-dimethoxy-5-methyl-6-[(2E,6E,10E,14E,18E,22E,26E)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaen-1-yl]cyclohexa-2,5-diene-1,4-dione
Traditional Nameubiquinone 8
CAS Registry NumberNot 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)CCC=C(C)C)=C(C)C1=O
InChI Identifier
InChI=1S/C49H74O4/c1-36(2)20-13-21-37(3)22-14-23-38(4)24-15-25-39(5)26-16-27-40(6)28-17-29-41(7)30-18-31-42(8)32-19-33-43(9)34-35-45-44(10)46(50)48(52-11)49(53-12)47(45)51/h20,22,24,26,28,30,32,34H,13-19,21,23,25,27,29,31,33,35H2,1-12H3/b37-22+,38-24+,39-26+,40-28+,41-30+,42-32+,43-34+
InChI KeyICFIZJQGJAJRSU-SGHXUWJISA-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 Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP9.39ALOGPS
logP13.84ChemAxon
logS-6.5ALOGPS
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area52.6 ŲChemAxon
Rotatable Bond Count25ChemAxon
Refractivity239 m³·mol⁻¹ChemAxon
Polarizability93.25 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+288.82532859911
AllCCS[M+H-H2O]+287.70532859911
AllCCS[M+Na]+290.15732859911
AllCCS[M+NH4]+289.8632859911
AllCCS[M-H]-249.82532859911
AllCCS[M+Na-2H]-254.79732859911
AllCCS[M+HCOO]-260.32632859911
DeepCCS[M+H]+284.97130932474
DeepCCS[M-H]-282.79930932474
DeepCCS[M-2H]-316.03630932474
DeepCCS[M+Na]+290.82730932474

Predicted Kovats Retention Indices

Not Available
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ubiquinone-8 10V, Positive-QTOFsplash10-004i-0212133900-c86f25544d97c9e8ab2b2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ubiquinone-8 20V, Positive-QTOFsplash10-0035-0549561100-faeb32bb812d2639f3972015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ubiquinone-8 40V, Positive-QTOFsplash10-0kai-1122291000-6a0ee9e6ff71c52692d42015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ubiquinone-8 10V, Negative-QTOFsplash10-004i-0000001900-c46ed8c81a84a99af90f2015-09-16Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ubiquinone-8 20V, Negative-QTOFsplash10-056r-0100009700-0b318638bf4524a32cf22015-09-16Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ubiquinone-8 40V, Negative-QTOFsplash10-0a4r-8100019300-fbc1eba5fd3761fdc3ec2015-09-16Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ubiquinone-8 10V, Positive-QTOFsplash10-00u2-5614449500-c3a3632765e6fbdda8b52021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ubiquinone-8 20V, Positive-QTOFsplash10-052b-3904312000-e8a2aa378a78c67cf7322021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ubiquinone-8 40V, Positive-QTOFsplash10-000x-9614300000-6852b0dc4e884ba0a2352021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ubiquinone-8 10V, Negative-QTOFsplash10-004i-0000000900-cb1c91c6236a9d224d542021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ubiquinone-8 20V, Negative-QTOFsplash10-004j-0910008400-57fc5f04939c7df4523e2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ubiquinone-8 40V, Negative-QTOFsplash10-00lr-0392012100-35c8d6743ca8b9a029cf2021-10-21Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB031235
KNApSAcK IDNot Available
Chemspider ID4446659
KEGG Compound IDC17569
BioCyc IDUBIQUINONE-8
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5283546
PDB IDNot Available
ChEBI ID61683
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available