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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 20:37:26 UTC
Update Date2022-03-07 02:54:34 UTC
HMDB IDHMDB0035613
Secondary Accession Numbers
  • HMDB35613
Metabolite Identification
Common NameEpioxylubimin
DescriptionEpioxylubimin belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on Epioxylubimin.
Structure
Data?1563862745
SynonymsNot Available
Chemical FormulaC15H24O3
Average Molecular Weight252.3493
Monoisotopic Molecular Weight252.172544634
IUPAC Name8,9-dihydroxy-10-methyl-2-(prop-1-en-2-yl)spiro[4.5]decane-6-carbaldehyde
Traditional Name8,9-dihydroxy-10-methyl-2-(prop-1-en-2-yl)spiro[4.5]decane-6-carbaldehyde
CAS Registry Number69350-60-3
SMILES
CC1C(O)C(O)CC(C=O)C11CCC(C1)C(C)=C
InChI Identifier
InChI=1S/C15H24O3/c1-9(2)11-4-5-15(7-11)10(3)14(18)13(17)6-12(15)8-16/h8,10-14,17-18H,1,4-7H2,2-3H3
InChI KeyYIGYYGXJIDAEOF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassSesquiterpenoids
Direct ParentSesquiterpenoids
Alternative Parents
Substituents
  • Sesquiterpenoid
  • Cyclic alcohol
  • Secondary alcohol
  • 1,2-diol
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aldehyde
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point123 - 124 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility2.07 g/LALOGPS
logP1.33ALOGPS
logP1.32ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)13.69ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity70.32 m³·mol⁻¹ChemAxon
Polarizability28.31 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+158.75231661259
DarkChem[M-H]-155.9531661259
DeepCCS[M-2H]-192.94930932474
DeepCCS[M+Na]+168.51430932474
AllCCS[M+H]+162.132859911
AllCCS[M+H-H2O]+158.532859911
AllCCS[M+NH4]+165.332859911
AllCCS[M+Na]+166.332859911
AllCCS[M-H]-164.932859911
AllCCS[M+Na-2H]-165.332859911
AllCCS[M+HCOO]-165.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
EpioxylubiminCC1C(O)C(O)CC(C=O)C11CCC(C1)C(C)=C2864.9Standard polar33892256
EpioxylubiminCC1C(O)C(O)CC(C=O)C11CCC(C1)C(C)=C1985.8Standard non polar33892256
EpioxylubiminCC1C(O)C(O)CC(C=O)C11CCC(C1)C(C)=C2027.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Epioxylubimin,1TMS,isomer #1C=C(C)C1CCC2(C1)C(C=O)CC(O)C(O[Si](C)(C)C)C2C2151.9Semi standard non polar33892256
Epioxylubimin,1TMS,isomer #2C=C(C)C1CCC2(C1)C(C=O)CC(O[Si](C)(C)C)C(O)C2C2128.1Semi standard non polar33892256
Epioxylubimin,1TMS,isomer #3C=C(C)C1CCC2(C1)C(=CO[Si](C)(C)C)CC(O)C(O)C2C2196.6Semi standard non polar33892256
Epioxylubimin,2TMS,isomer #1C=C(C)C1CCC2(C1)C(C=O)CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C2C2152.7Semi standard non polar33892256
Epioxylubimin,2TMS,isomer #2C=C(C)C1CCC2(C1)C(=CO[Si](C)(C)C)CC(O)C(O[Si](C)(C)C)C2C2197.5Semi standard non polar33892256
Epioxylubimin,2TMS,isomer #3C=C(C)C1CCC2(C1)C(=CO[Si](C)(C)C)CC(O[Si](C)(C)C)C(O)C2C2184.0Semi standard non polar33892256
Epioxylubimin,3TMS,isomer #1C=C(C)C1CCC2(C1)C(=CO[Si](C)(C)C)CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C2C2223.7Semi standard non polar33892256
Epioxylubimin,3TMS,isomer #1C=C(C)C1CCC2(C1)C(=CO[Si](C)(C)C)CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C2C2138.5Standard non polar33892256
Epioxylubimin,1TBDMS,isomer #1C=C(C)C1CCC2(C1)C(C=O)CC(O)C(O[Si](C)(C)C(C)(C)C)C2C2405.2Semi standard non polar33892256
Epioxylubimin,1TBDMS,isomer #2C=C(C)C1CCC2(C1)C(C=O)CC(O[Si](C)(C)C(C)(C)C)C(O)C2C2370.9Semi standard non polar33892256
Epioxylubimin,1TBDMS,isomer #3C=C(C)C1CCC2(C1)C(=CO[Si](C)(C)C(C)(C)C)CC(O)C(O)C2C2456.7Semi standard non polar33892256
Epioxylubimin,2TBDMS,isomer #1C=C(C)C1CCC2(C1)C(C=O)CC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2C2629.7Semi standard non polar33892256
Epioxylubimin,2TBDMS,isomer #2C=C(C)C1CCC2(C1)C(=CO[Si](C)(C)C(C)(C)C)CC(O)C(O[Si](C)(C)C(C)(C)C)C2C2650.2Semi standard non polar33892256
Epioxylubimin,2TBDMS,isomer #3C=C(C)C1CCC2(C1)C(=CO[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C(O)C2C2633.1Semi standard non polar33892256
Epioxylubimin,3TBDMS,isomer #1C=C(C)C1CCC2(C1)C(=CO[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2C2866.0Semi standard non polar33892256
Epioxylubimin,3TBDMS,isomer #1C=C(C)C1CCC2(C1)C(=CO[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2C2778.5Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Epioxylubimin GC-MS (Non-derivatized) - 70eV, Positivesplash10-00du-3690000000-fa3ac78436e4da15f7a32017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Epioxylubimin GC-MS (2 TMS) - 70eV, Positivesplash10-003r-9218000000-47bcfd89bf59535769262017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Epioxylubimin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Epioxylubimin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Epioxylubimin 10V, Positive-QTOFsplash10-0udi-0190000000-4737aff35012acde5a1f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Epioxylubimin 20V, Positive-QTOFsplash10-0ktr-1490000000-4723ff0fc655488032962016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Epioxylubimin 40V, Positive-QTOFsplash10-00li-9620000000-ee88b3ec24837611134d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Epioxylubimin 10V, Negative-QTOFsplash10-0udi-0090000000-307b9572d1b1c2d6f1ae2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Epioxylubimin 20V, Negative-QTOFsplash10-0udi-0090000000-2ea504567a37c87c0da32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Epioxylubimin 40V, Negative-QTOFsplash10-000l-6950000000-683adb31ee6a2360e4ca2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Epioxylubimin 10V, Negative-QTOFsplash10-0udi-0090000000-bd724eba80f2ee5d74642021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Epioxylubimin 20V, Negative-QTOFsplash10-0udi-0090000000-6c693edf34ea1b142fda2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Epioxylubimin 40V, Negative-QTOFsplash10-066s-0190000000-f8f649bb95314a5196782021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Epioxylubimin 10V, Positive-QTOFsplash10-0udi-0490000000-da6050481412584d8dbe2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Epioxylubimin 20V, Positive-QTOFsplash10-0gbi-1790000000-6f2788c5b8cb787b453b2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Epioxylubimin 40V, Positive-QTOFsplash10-00lf-9700000000-189b7c9b030604df0bb32021-09-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
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 IDFDB014316
KNApSAcK IDNot Available
Chemspider ID24785695
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14565572
PDB IDNot Available
ChEBI ID174339
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. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.