Hmdb loader
Survey
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:03:50 UTC
Update Date2022-03-07 02:54:44 UTC
HMDB IDHMDB0036000
Secondary Accession Numbers
  • HMDB36000
Metabolite Identification
Common NameEpoxyganoderiol B
DescriptionEpoxyganoderiol B belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Epoxyganoderiol B is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563862805
Synonyms
ValueSource
24S,25S-Epoxy-26-hydroxylanosta-7,9(11)-dien-3-oneHMDB
Chemical FormulaC30H46O3
Average Molecular Weight454.6844
Monoisotopic Molecular Weight454.344695338
IUPAC Name14-{4-[3-(hydroxymethyl)-3-methyloxiran-2-yl]butan-2-yl}-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-dien-5-one
Traditional Name14-{4-[3-(hydroxymethyl)-3-methyloxiran-2-yl]butan-2-yl}-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-dien-5-one
CAS Registry Number114020-57-4
SMILES
CC(CCC1OC1(C)CO)C1CCC2(C)C3=CCC4C(C)(C)C(=O)CCC4(C)C3=CCC12C
InChI Identifier
InChI=1S/C30H46O3/c1-19(8-11-25-30(7,18-31)33-25)20-12-16-29(6)22-9-10-23-26(2,3)24(32)14-15-27(23,4)21(22)13-17-28(20,29)5/h9,13,19-20,23,25,31H,8,10-12,14-18H2,1-7H3
InChI KeyXOBQAKLXNUVCPN-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTriterpenoids
Direct ParentTriterpenoids
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
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
Water Solubility0.00097 g/LALOGPS
logP6.6ALOGPS
logP5.88ChemAxon
logS-5.7ALOGPS
pKa (Strongest Acidic)14.29ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area49.83 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity135.22 m³·mol⁻¹ChemAxon
Polarizability54.77 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+207.51931661259
DarkChem[M-H]-201.9431661259
DeepCCS[M-2H]-243.22330932474
DeepCCS[M+Na]+218.45130932474
AllCCS[M+H]+216.232859911
AllCCS[M+H-H2O]+214.332859911
AllCCS[M+NH4]+217.932859911
AllCCS[M+Na]+218.332859911
AllCCS[M-H]-214.432859911
AllCCS[M+Na-2H]-216.632859911
AllCCS[M+HCOO]-219.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Epoxyganoderiol BCC(CCC1OC1(C)CO)C1CCC2(C)C3=CCC4C(C)(C)C(=O)CCC4(C)C3=CCC12C3850.2Standard polar33892256
Epoxyganoderiol BCC(CCC1OC1(C)CO)C1CCC2(C)C3=CCC4C(C)(C)C(=O)CCC4(C)C3=CCC12C3290.3Standard non polar33892256
Epoxyganoderiol BCC(CCC1OC1(C)CO)C1CCC2(C)C3=CCC4C(C)(C)C(=O)CCC4(C)C3=CCC12C3776.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Epoxyganoderiol B,1TMS,isomer #1CC(CCC1OC1(C)CO[Si](C)(C)C)C1CCC2(C)C3=CCC4C(C)(C)C(=O)CCC4(C)C3=CCC12C3628.9Semi standard non polar33892256
Epoxyganoderiol B,1TMS,isomer #2CC(CCC1OC1(C)CO)C1CCC2(C)C3=CCC4C(C)(C)C(O[Si](C)(C)C)=CCC4(C)C3=CCC12C3581.8Semi standard non polar33892256
Epoxyganoderiol B,2TMS,isomer #1CC(CCC1OC1(C)CO[Si](C)(C)C)C1CCC2(C)C3=CCC4C(C)(C)C(O[Si](C)(C)C)=CCC4(C)C3=CCC12C3562.0Semi standard non polar33892256
Epoxyganoderiol B,2TMS,isomer #1CC(CCC1OC1(C)CO[Si](C)(C)C)C1CCC2(C)C3=CCC4C(C)(C)C(O[Si](C)(C)C)=CCC4(C)C3=CCC12C3459.1Standard non polar33892256
Epoxyganoderiol B,1TBDMS,isomer #1CC(CCC1OC1(C)CO[Si](C)(C)C(C)(C)C)C1CCC2(C)C3=CCC4C(C)(C)C(=O)CCC4(C)C3=CCC12C3858.1Semi standard non polar33892256
Epoxyganoderiol B,1TBDMS,isomer #2CC(CCC1OC1(C)CO)C1CCC2(C)C3=CCC4C(C)(C)C(O[Si](C)(C)C(C)(C)C)=CCC4(C)C3=CCC12C3801.7Semi standard non polar33892256
Epoxyganoderiol B,2TBDMS,isomer #1CC(CCC1OC1(C)CO[Si](C)(C)C(C)(C)C)C1CCC2(C)C3=CCC4C(C)(C)C(O[Si](C)(C)C(C)(C)C)=CCC4(C)C3=CCC12C4028.0Semi standard non polar33892256
Epoxyganoderiol B,2TBDMS,isomer #1CC(CCC1OC1(C)CO[Si](C)(C)C(C)(C)C)C1CCC2(C)C3=CCC4C(C)(C)C(O[Si](C)(C)C(C)(C)C)=CCC4(C)C3=CCC12C3845.0Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Epoxyganoderiol B GC-MS (Non-derivatized) - 70eV, Positivesplash10-002r-2117900000-a9311d060cd7cd4179522017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Epoxyganoderiol B GC-MS (1 TMS) - 70eV, Positivesplash10-03di-3315970000-76d546c756e359ce1f962017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Epoxyganoderiol B 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 - Epoxyganoderiol B 10V, Positive-QTOFsplash10-0a4i-0004900000-b1e3533e3d78235906c82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Epoxyganoderiol B 20V, Positive-QTOFsplash10-00n0-1109400000-5d2c583dea1da182a9232016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Epoxyganoderiol B 40V, Positive-QTOFsplash10-0554-3029300000-cd22bde8a3d0a430bbdf2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Epoxyganoderiol B 10V, Negative-QTOFsplash10-0udi-0000900000-5e70f5947389b8cb988d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Epoxyganoderiol B 20V, Negative-QTOFsplash10-0uk9-1000900000-2644a9568f2937e271332016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Epoxyganoderiol B 40V, Negative-QTOFsplash10-0a4i-9001300000-f02c18902910fa51e48a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Epoxyganoderiol B 10V, Positive-QTOFsplash10-0a4i-0105900000-6fda60f33f4fbdf1e9cb2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Epoxyganoderiol B 20V, Positive-QTOFsplash10-004i-0109300000-fb77ec843fbc5f492b652021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Epoxyganoderiol B 40V, Positive-QTOFsplash10-01vk-3497000000-330fd0d5e36ab89598ff2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Epoxyganoderiol B 10V, Negative-QTOFsplash10-0udi-0000900000-d4e9cd7a1be97e4ddcfb2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Epoxyganoderiol B 20V, Negative-QTOFsplash10-0udi-2004900000-88da953271a28eecb0062021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Epoxyganoderiol B 40V, Negative-QTOFsplash10-004i-1009600000-60b39efef043c00636d12021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
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 IDFDB014809
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14015436
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. (). 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.