Record Information
Version1.0
Creation date2010-04-08 22:14:47 UTC
Update date2019-11-26 03:18:26 UTC
Primary IDFDB020080
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name1,4,5-Trihydroxy-3-prenylxanthone
Description1,4,5-Trihydroxy-3-prenylxanthone belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring. 1,4,5-Trihydroxy-3-prenylxanthone has been detected, but not quantified in, fruits. This could make 1,4,5-trihydroxy-3-prenylxanthone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 1,4,5-Trihydroxy-3-prenylxanthone.
CAS Number136364-72-2
Structure
Thumb
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility0.05 g/LALOGPS
logP3.42ALOGPS
logP4.43ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)7.7ChemAxon
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.99 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity87 m³·mol⁻¹ChemAxon
Polarizability32.87 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC18H16O5
IUPAC name1,4,5-trihydroxy-3-(3-methylbut-2-en-1-yl)-9H-xanthen-9-one
InChI IdentifierInChI=1S/C18H16O5/c1-9(2)6-7-10-8-13(20)14-16(22)11-4-3-5-12(19)17(11)23-18(14)15(10)21/h3-6,8,19-21H,7H2,1-2H3
InChI KeyBRVVGOBMRRGKCK-UHFFFAOYSA-N
Isomeric SMILESCC(C)=CCC1=CC(O)=C2C(=O)C3=C(OC2=C1O)C(O)=CC=C3
Average Molecular Weight312.3166
Monoisotopic Molecular Weight312.099773622
Classification
Description Belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzopyrans
Sub Class1-benzopyrans
Direct ParentXanthones
Alternative Parents
Substituents
  • Xanthone
  • Prenylbenzoquinol
  • Chromone
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Pyranone
  • Pyran
  • Benzenoid
  • Heteroaromatic compound
  • Vinylogous acid
  • Polyol
  • Oxacycle
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS1,4,5-Trihydroxy-3-prenylxanthone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001i-2090000000-3f35101f924661aa14dfSpectrum
Predicted GC-MS1,4,5-Trihydroxy-3-prenylxanthone, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-03di-2102690000-82249fc53bcf6ad7e02cSpectrum
Predicted GC-MS1,4,5-Trihydroxy-3-prenylxanthone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0049000000-0f1756f093e355cc07f12017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-5092000000-e532fb236bd1e4ee36e82017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052r-9410000000-86c3d602b53bde7dbad92017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0009000000-c755f8aff099223bf9702017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0029000000-9b8e89d3f948b7c690c32017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4r-3930000000-c3f993ef2daf77bbc2b72017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0039000000-967c66db00050282103b2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ab9-0091000000-5f9561b2f5d0c1aadd082021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-056u-1190000000-81a1ac4e344bf5e2c9cb2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0009000000-a968dea78994eb63447d2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0049000000-461dcdcaa86ee90fccad2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-08i0-1970000000-a0dadeae5cc5a360e9742021-09-25View Spectrum
NMRNot Available
ChemSpider ID23252000
ChEMBL IDCHEMBL188061
KEGG Compound IDNot Available
Pubchem Compound ID15127377
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB40354
CRC / DFC (Dictionary of Food Compounds) IDMKF22-Y:MKF22-Y
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