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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2017-03-23 04:25:37 UTC
Update Date2022-03-07 03:17:56 UTC
HMDB IDHMDB0062565
Secondary Accession Numbers
  • HMDB62565
Metabolite Identification
Common Name2-decaprenyl-5-hydroxy-6-methoxy-3-methyl-1,4-benzoquinone
Description4-[(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-hydroxy-6-methoxy-3-methylcyclohexa-3,5-diene-1,2-dione belongs to the class of organic compounds known as polyterpenoids. These are terpenoids consisting of more than eight isoprene units. 4-[(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-hydroxy-6-methoxy-3-methylcyclohexa-3,5-diene-1,2-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563866330
SynonymsNot Available
Chemical FormulaC58H88O4
Average Molecular Weight849.338
Monoisotopic Molecular Weight848.668261314
IUPAC Name4-[(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-hydroxy-6-methoxy-3-methylcyclohexa-3,5-diene-1,2-dione
Traditional Name4-[(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-hydroxy-6-methoxy-3-methylcyclohexa-3,5-diene-1,2-dione
CAS Registry NumberNot Available
SMILES
[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=C(C)C(=O)C(=O)C(OC)=C1O)=C(\C)CCC=C(C)C
InChI Identifier
InChI=1S/C58H88O4/c1-43(2)23-14-24-44(3)25-15-26-45(4)27-16-28-46(5)29-17-30-47(6)31-18-32-48(7)33-19-34-49(8)35-20-36-50(9)37-21-38-51(10)39-22-40-52(11)41-42-54-53(12)55(59)57(61)58(62-13)56(54)60/h23,25,27,29,31,33,35,37,39,41,60H,14-22,24,26,28,30,32,34,36,38,40,42H2,1-13H3/b44-25+,45-27+,46-29+,47-31+,48-33+,49-35+,50-37+,51-39+,52-41+
InChI KeyBHUSYAAQPPOGBM-AVRCVIBKSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as polyterpenoids. These are terpenoids consisting of more than eight isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassPolyterpenoids
Direct ParentPolyterpenoids
Alternative Parents
Substituents
  • Polyterpenoid
  • Quinone
  • O-benzoquinone
  • Vinylogous acid
  • Cyclic ketone
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
DispositionNot Available
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.00021 g/lALOGPS
LogP9.97ALOGPS
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP9.97ALOGPS
logP17.04ChemAxon
logS-6.6ALOGPS
pKa (Strongest Acidic)4.71ChemAxon
pKa (Strongest Basic)-5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 ŲChemAxon
Rotatable Bond Count30ChemAxon
Refractivity281.85 m³·mol⁻¹ChemAxon
Polarizability111.06 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
DeepCCS[M+H]+315.68130932474
DeepCCS[M-H]-313.88630932474
DeepCCS[M-2H]-347.91730932474
DeepCCS[M+Na]+321.93830932474
AllCCS[M+H]+298.732859911
AllCCS[M+H-H2O]+298.332859911
AllCCS[M+NH4]+299.132859911
AllCCS[M+Na]+299.232859911
AllCCS[M-H]-243.932859911
AllCCS[M+Na-2H]-246.932859911
AllCCS[M+HCOO]-250.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-decaprenyl-5-hydroxy-6-methoxy-3-methyl-1,4-benzoquinone[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=C(C)C(=O)C(=O)C(OC)=C1O)=C(\C)CCC=C(C)C7167.5Standard polar33892256
2-decaprenyl-5-hydroxy-6-methoxy-3-methyl-1,4-benzoquinone[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=C(C)C(=O)C(=O)C(OC)=C1O)=C(\C)CCC=C(C)C4963.3Standard non polar33892256
2-decaprenyl-5-hydroxy-6-methoxy-3-methyl-1,4-benzoquinone[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=C(C)C(=O)C(=O)C(OC)=C1O)=C(\C)CCC=C(C)C5625.8Semi standard non polar33892256
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-decaprenyl-5-hydroxy-6-methoxy-3-methyl-1,4-benzoquinone 10V, Positive-QTOFsplash10-0002-0202021090-dc4e6befd62111a449f82017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-decaprenyl-5-hydroxy-6-methoxy-3-methyl-1,4-benzoquinone 20V, Positive-QTOFsplash10-017i-1948488220-96748b3893739ac21be52017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-decaprenyl-5-hydroxy-6-methoxy-3-methyl-1,4-benzoquinone 40V, Positive-QTOFsplash10-014j-2123227900-4dd3e3d1f248f9103caa2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-decaprenyl-5-hydroxy-6-methoxy-3-methyl-1,4-benzoquinone 10V, Negative-QTOFsplash10-0002-0000000190-42b9a09f5ba3642cbfc62017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-decaprenyl-5-hydroxy-6-methoxy-3-methyl-1,4-benzoquinone 20V, Negative-QTOFsplash10-000w-2000000960-6dfd4f0f6ddd70055ad42017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-decaprenyl-5-hydroxy-6-methoxy-3-methyl-1,4-benzoquinone 40V, Negative-QTOFsplash10-001i-5100001970-2397162841ab1f1edfe72017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-decaprenyl-5-hydroxy-6-methoxy-3-methyl-1,4-benzoquinone 10V, Negative-QTOFsplash10-0002-0000000090-c96493356fac9cd4f5e92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-decaprenyl-5-hydroxy-6-methoxy-3-methyl-1,4-benzoquinone 20V, Negative-QTOFsplash10-0002-0401001290-9ca0c272d7090754b0642021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-decaprenyl-5-hydroxy-6-methoxy-3-methyl-1,4-benzoquinone 40V, Negative-QTOFsplash10-06gr-0900022110-aaeabd721d25dae1162b2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-decaprenyl-5-hydroxy-6-methoxy-3-methyl-1,4-benzoquinone 10V, Positive-QTOFsplash10-07ee-1011021960-16de2f224421a1ea48d92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-decaprenyl-5-hydroxy-6-methoxy-3-methyl-1,4-benzoquinone 20V, Positive-QTOFsplash10-000i-0004122910-d2dd110ff54ae11458c52021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-decaprenyl-5-hydroxy-6-methoxy-3-methyl-1,4-benzoquinone 40V, Positive-QTOFsplash10-003j-1419431800-d834c94398c96df83b402021-09-24Wishart 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 IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
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 References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.