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Showing Compound (3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one (FDB018147)

Record Information
Version1.0
Creation date2010-04-08 22:13:32 UTC
Update date2019-11-26 03:15:46 UTC
Primary IDFDB018147
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one
Description(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a significant number of articles have been published on (3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one.
CAS NumberNot Available
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility6.46 g/LALOGPS
logP0.58ALOGPS
logP0.18ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)12.88ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.76 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity65.69 m³·mol⁻¹ChemAxon
Polarizability26.24 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC13H22O4
IUPAC name(3E)-4-(1,2,4-trihydroxy-2,6,6-trimethylcyclohexyl)but-3-en-2-one
InChI IdentifierInChI=1S/C13H22O4/c1-9(14)5-6-13(17)11(2,3)7-10(15)8-12(13,4)16/h5-6,10,15-17H,7-8H2,1-4H3/b6-5+
InChI KeyQASOACWKTAXFSE-AATRIKPKSA-N
Isomeric SMILESCC(=O)\C=C\C1(O)C(C)(C)CC(O)CC1(C)O
Average Molecular Weight242.3114
Monoisotopic Molecular Weight242.151809192
Classification
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
  • Megastigmane sesquiterpenoid
  • Cyclofarsesane sesquiterpenoid
  • Ionone derivative
  • Cyclohexanol
  • Cyclitol or derivatives
  • Acryloyl-group
  • Cyclic alcohol
  • Enone
  • Alpha,beta-unsaturated ketone
  • Tertiary alcohol
  • Ketone
  • Secondary alcohol
  • Polyol
  • Organooxygen compound
  • Organic oxide
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-002e-5930000000-cecf9f3b0925fdb8d534Spectrum
Predicted GC-MS(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-002f-5115900000-dfb719fbe5ba5faf547aSpectrum
Predicted GC-MS(3S,5R,6R,7E)-3,5,6-Trihydroxy-7-megastigmen-9-one, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004l-0190000000-3c1f704e0fa28ef04ac42016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a6r-2390000000-d89370be9a22de9048fd2016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9410000000-eae65e535911e5cd63b62016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0290000000-50f3b4c1aa659fb0dfd92016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-006x-4690000000-035377d8ce4535c9d2ee2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0592-8910000000-142c54cd7d405f1eecaf2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0490000000-fc77103efd0e16d722c32021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05fr-0900000000-2e20bede7b265f622da82021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-0900000000-954704a2782d552501332021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-05ru-0960000000-14d1dd0add97b1c13dec2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-7930000000-a3755251020ef166a53c2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f6x-9300000000-7188e1c0ae1a49054a332021-09-25View Spectrum
NMRNot Available
ChemSpider ID31014626
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID51136538
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB38736
CRC / DFC (Dictionary of Food Compounds) IDKJF02-P:LGW94-P
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
No data available in table
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Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference