(3beta,8x,9x,15x,24x)-8,9-Epoxyergosta-5,22-diene-3,15-diol (CHEM032926)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 03:48:25 UTC
Update Date2016-11-09 01:20:49 UTC
Accession NumberCHEM032926
Identification
Common Name(3beta,8x,9x,15x,24x)-8,9-Epoxyergosta-5,22-diene-3,15-diol
ClassSmall Molecule
Description(3beta,8x,9x,15x,24x)-8,9-Epoxyergosta-5,22-diene-3,15-diol is found in mushrooms. (3beta,8x,9x,15x,24x)-8,9-Epoxyergosta-5,22-diene-3,15-diol is a constituent of Ganoderma lucidum (reishi).
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(3b,8X,9X,15X,24X)-8,9-Epoxyergosta-5,22-diene-3,15-diolGenerator
(3Β,8X,9X,15X,24X)-8,9-epoxyergosta-5,22-diene-3,15-diolGenerator
(3R)-3-Hydroxy-octanoic acidHMDB
(R)-3-Hydroxycaprylic acidHMDB
(R)-3-OH Octanoic acidHMDB
(R)-3-OH-Caprylic acidHMDB
(R)-beta-Hydroxycaprylic acidHMDB
(R)-beta-Hydroxyoctanoic acidHMDB
(R)-beta-OH-Caprylic acidHMDB
(R)-beta-OH-Octanoic acidHMDB
(3R)-3-Hydroxy-octanoateHMDB
(R)-3-HydroxycaprylateHMDB
(R)-3-OH OctanoateHMDB
(R)-3-OH-CaprylateHMDB
(R)-b-HydroxycaprylateHMDB
(R)-b-Hydroxycaprylic acidHMDB
(R)-beta-HydroxycaprylateHMDB
(R)-Β-hydroxycaprylateHMDB
(R)-Β-hydroxycaprylic acidHMDB
(R)-b-HydroxyoctanoateHMDB
(R)-b-Hydroxyoctanoic acidHMDB
(R)-beta-HydroxyoctanoateHMDB
(R)-Β-hydroxyoctanoateHMDB
(R)-Β-hydroxyoctanoic acidHMDB
(R)-b-OH-CaprylateHMDB
(R)-b-OH-Caprylic acidHMDB
(R)-beta-OH-CaprylateHMDB
(R)-Β-OH-caprylateHMDB
(R)-Β-OH-caprylic acidHMDB
(R)-b-OH-OctanoateHMDB
(R)-b-OH-Octanoic acidHMDB
(R)-beta-OH-OctanoateHMDB
(R)-Β-OH-octanoateHMDB
(R)-Β-OH-octanoic acidHMDB
(R)-3-HydroxyoctanoateHMDB
Chemical FormulaC28H44O3
Average Molecular Mass428.647 g/mol
Monoisotopic Mass428.329 g/mol
CAS Registry Number133587-90-3
IUPAC Name14-[(3E)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyl-18-oxapentacyclo[8.7.1.0¹,¹⁰.0²,⁷.0¹¹,¹⁵]octadec-7-ene-5,12-diol
Traditional Name14-[(3E)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyl-18-oxapentacyclo[8.7.1.0¹,¹⁰.0²,⁷.0¹¹,¹⁵]octadec-7-ene-5,12-diol
SMILESCC(C)C(C)\C=C\C(C)C1CC(O)C2C34CC=C5CC(O)CCC5(C)C3(CCC12C)O4
InChI IdentifierInChI=1S/C28H44O3/c1-17(2)18(3)7-8-19(4)22-16-23(30)24-25(22,5)13-14-28-26(6)11-10-21(29)15-20(26)9-12-27(24,28)31-28/h7-9,17-19,21-24,29-30H,10-16H2,1-6H3/b8-7+
InChI KeyHXIUWYSJPGHECU-BQYQJAHWSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as ergostane steroids. These are steroids with a structure based on the ergostane skeleton, which arises from the methylation of cholestane at the 24-position.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassErgostane steroids
Direct ParentErgostane steroids
Alternative Parents
Substituents
  • Ergostane-skeleton
  • Oxepane
  • Cyclic alcohol
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Oxirane
  • Dialkyl ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0023 g/LALOGPS
logP5.26ALOGPS
logP4.77ChemAxon
logS-5.3ALOGPS
pKa (Strongest Acidic)14.83ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area52.99 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity127.17 m³·mol⁻¹ChemAxon
Polarizability51.98 ųChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-01qi-1249400000-8a73747320c83cbf711aSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-0a4i-2212490000-d3df15ed65e96bc2710dSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03fr-1005900000-0ea3d87b2162dba8e2bbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01u3-8419400000-00b8197a255910ab9a67Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gc0-9302000000-925c880466d7de97edbdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0000900000-80b37f2f4b91be6a4652Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-056r-0001900000-a4c6a6d431357d41847bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01t9-1957300000-5884d60dcb66cdc36b86Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0000900000-a509d4af6bebc9e05806Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0000900000-05d54a7a2455837a10b6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-0009600000-8d9b664bb2d6361701acSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-1002900000-3163ebb2cb779a1c485dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a7i-9222200000-2b805cca19f212ca5917Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-053r-9100000000-1aa4ea744cf7a2a15a4fSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0039602
FooDB IDFDB019228
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID4472286
ChEBI ID37099
PubChem Compound ID131752687
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9.
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.
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.
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.
5. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.
6. The lipid handbook with CD-ROM