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Showing Compound Xanthorrhizol (FDB017434)

Record Information
Version1.0
Creation date2010-04-08 22:13:05 UTC
Update date2019-11-26 03:14:50 UTC
Primary IDFDB017434
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameXanthorrhizol
DescriptionXanthorrhizol 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 Xanthorrhizol.
CAS Number30199-26-9
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(-)-5-(1,5-Dimethyl-4-hexenyl)-2-methylphenolHMDB
(R)-(-)-XanthorrhizolHMDB
(R)-5-(1,5-Dimethyl-4-hexenyl)-O-cresolHMDB
(R)-5-(1-5-Dimethyl-4-hexenyl)-2-methylphenolHMDB
5-(1,5-Dimethyl-4-hexenyl)-(-)-O-cresolHMDB
5-(1,5-Dimethyl-4-hexenyl)-2-methyl-(-)-phenolHMDB
5-(1,5-Dimethyl-4-hexenyl)-2-methylphenolHMDB
5-(1,5-Dimethyl-4-hexenyl)-2-methylphenol, 9ciHMDB
5-[(1R)-1,5-Dimethyl-4-hexenyl]-2-methyl-phenolHMDB
(R)-5-(1,5-Dimethyl-4-hexenyl)-o-cresolbiospider
5-(1,5-Dimethyl-4-hexenyl)-2-methylphenol, 9CIdb_source
o-Cresol, 5-(1,5-dimethyl-4-hexenyl)-, (-)-biospider
Phenol, 5-(1,5-dimethyl-4-hexenyl)-2-methyl-, (-)-biospider
Phenol, 5-[(1R)-1,5-dimethyl-4-hexenyl]-2-methyl-biospider
Xanthorrhizoldb_source
Predicted Properties
PropertyValueSource
Water Solubility0.029 g/LALOGPS
logP5.64ALOGPS
logP5.09ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)10.42ChemAxon
pKa (Strongest Basic)-5.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity71.07 m³·mol⁻¹ChemAxon
Polarizability27.06 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC15H22O
IUPAC name2-methyl-5-(6-methylhept-5-en-2-yl)phenol
InChI IdentifierInChI=1S/C15H22O/c1-11(2)6-5-7-12(3)14-9-8-13(4)15(16)10-14/h6,8-10,12,16H,5,7H2,1-4H3
InChI KeyFKWGCEDRLNNZOZ-UHFFFAOYSA-N
Isomeric SMILESCC(CCC=C(C)C)C1=CC(O)=C(C)C=C1
Average Molecular Weight218.3346
Monoisotopic Molecular Weight218.167065326
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
  • Bisabolane sesquiterpenoid
  • Sesquiterpenoid
  • P-cymene
  • O-cresol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Toluene
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic 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 - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 82.52%; H 10.16%; O 7.33%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]20D -52.5DFC
Spectroscopic UV Data[neutral] lmax 275 (e 1900) (EtOH) (Derep)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSXanthorrhizol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000i-5910000000-bbbc808402d4ed1b9d87Spectrum
Predicted GC-MSXanthorrhizol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05di-9380000000-5efc594d791232cfba9eSpectrum
Predicted GC-MSXanthorrhizol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-1490000000-7b7917bbd2d076a6a1bd2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-3930000000-f36e65d14851d985f07c2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ldi-9500000000-5dae3bd921c5b051d0772016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0090000000-e9ece6fa864d7f85bd6e2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0190000000-825f4354c46942faba2f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0zgr-2920000000-ed263b9c3352ae00c36f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0090000000-868e2fb00a2cfbf6c5292021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0690000000-832a55e37cc53c2790222021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-0900000000-9c4703d7c228cc18545c2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-9500000000-6361694e7914d5c8167b2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05ox-9200000000-ded2bd26eb1ced7c2c222021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9600000000-92500c706afd0d6d2d872021-09-22View Spectrum
NMRNot Available
ChemSpider ID453998
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID520468
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB38195
CRC / DFC (Dictionary of Food Compounds) IDKXQ82-K:KXQ82-K
EAFUS IDNot Available
Dr. Duke IDXANTHORRHIZOL
BIGG IDNot Available
KNApSAcK IDC00011622
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
FoodReference
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— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).