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Showing Compound (R)-ar-Turmerone (FDB014315)

Record Information
Version1.0
Creation date2010-04-08 22:11:12 UTC
Update date2019-11-26 03:09:50 UTC
Primary IDFDB014315
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(R)-ar-Turmerone
Description(R)-ar-Turmerone, also known as aromatic turmerone or turmerone (-ar), belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units (R)-ar-Turmerone is an extremely weak basic (essentially neutral) compound (based on its pKa).
CAS Number532-65-0
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Ar-turmeroneHMDB
(+)-Ar-turmeroneHMDB
(S)-Ar-turmeroneHMDB
2-Methyl-6-(4-methylphenyl)-(S)-2-hepten-4-oneHMDB
Ar-tumeroneHMDB
Aromatic turmeroneHMDB
Turmerone (-ar)HMDB
(+)-ar-Turmeronebiospider
(S)-ar-Turmeronebiospider
2-Hepten-4-one, 2-methyl-6-(4-methylphenyl)-, (S)-biospider
ar-Tumeronebiospider
Predicted Properties
PropertyValueSource
Water Solubility0.017 g/LALOGPS
logP3.75ALOGPS
logP4.57ChemAxon
logS-4.1ALOGPS
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity69.71 m³·mol⁻¹ChemAxon
Polarizability25.95 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC15H20O
IUPAC name2-methyl-6-(4-methylphenyl)hept-2-en-4-one
InChI IdentifierInChI=1S/C15H20O/c1-11(2)9-15(16)10-13(4)14-7-5-12(3)6-8-14/h5-9,13H,10H2,1-4H3
InChI KeyNAAJVHHFAXWBOK-UHFFFAOYSA-N
Isomeric SMILESCC(CC(=O)C=C(C)C)C1=CC=C(C)C=C1
Average Molecular Weight216.3187
Monoisotopic Molecular Weight216.151415262
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
  • Bisabolane sesquiterpenoid
  • P-cymene
  • Toluene
  • Monocyclic benzene moiety
  • Benzenoid
  • Acryloyl-group
  • Enone
  • Alpha,beta-unsaturated ketone
  • Ketone
  • Carbonyl group
  • Organic oxide
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxygen 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 83.29%; H 9.32%; O 7.40%DFC
Melting PointNot Available
Boiling PointBp10 159-160°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]20D +82.21DFC
Spectroscopic UV Data[neutral] lmax 275 (e 15700) (MeOH) (Berdy)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS(R)-ar-Turmerone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0159-9810000000-c0885c2b134de3ab1125Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-1490000000-2fe242a796b7a7187152Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00lr-5920000000-28eeca63c9b587244a1eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0159-8900000000-6986264f58c45358cdbeSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-1190000000-2baf460e18e48928abdcSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-066r-9470000000-c503dfca01893475837aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a59-9400000000-080fc79ddc6733982f7bSpectrum
NMRNot Available
ChemSpider ID485257
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID558221
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB35612
CRC / DFC (Dictionary of Food Compounds) IDJPN57-C:JPN58-D
EAFUS IDNot Available
Dr. Duke IDAR-TURMERONE|(+)-AR-TURMERONE
BIGG IDNot Available
KNApSAcK IDC00011625
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 / Bioactivities
DescriptorIDDefinitionReference
anti Alzheimeran52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti cancer35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
anti hemorrhagic50248 Drug that acts on blood and blood-forming organs and those that affect the hemostatic system.DUKE
anti inflammatory35472 A substance that reduces or suppresses inflammation.DUKE
anti lymphocyticDUKE
anti NKCDUKE
anti ophidicDUKE
anti proliferantDUKE
antitumor35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
cyclooxygenase-2 inhibitor50629 A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.DUKE
iNOS inhibitor23924 A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.DUKE
insectifuge24852 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.DUKE
pesticide25944 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.DUKE
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).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.