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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. Based on a literature review a significant number of articles have been published on (R)-ar-Turmerone.
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
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
Predicted GC-MS(R)-ar-Turmerone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS(R)-ar-Turmerone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS(R)-ar-Turmerone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-1490000000-2fe242a796b7a71871522016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00lr-5920000000-28eeca63c9b587244a1e2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0159-8900000000-6986264f58c45358cdbe2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-1190000000-2baf460e18e48928abdc2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-066r-9470000000-c503dfca01893475837a2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a59-9400000000-080fc79ddc6733982f7b2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0090000000-93c59166c81b3b7c46b82021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00lr-3930000000-12b14a9bc47bd0e304832021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014l-9410000000-b0ecb28151e386e8aea02021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-4900000000-23ffaf444cc756dcb20b2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05mo-9700000000-0d36afc9ac79916aac6d2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9200000000-3d68f5198d7a63c334752021-09-24View Spectrum
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 An agent that inhibits the progression of Alzheimer's disease, reducing beta-amyloid plaque formation and neuroinflammation. Therapeutically, it improves cognitive function and memory, commonly used in managing mild to moderate Alzheimer's disease and other neurodegenerative disorders.DUKE
Anti-cancer35610 An agent that inhibits the growth and proliferation of cancer cells, used to treat and manage various types of cancer, including chemotherapy, targeted therapy, and immunotherapy, to reduce tumor size, prevent metastasis, and improve patient survival.DUKE
Anti-hemorrhagic50248 An agent that stops or prevents bleeding, promoting blood clotting and tissue repair. It plays a biological role in maintaining vascular integrity and is therapeutically used to treat bleeding disorders, injuries, and surgical wounds, with key medical applications in trauma care, surgery, and hemophilia management.DUKE
Anti-inflammatory35472 An agent that reduces inflammation, playing a biological role in suppressing immune responses and therapeutic applications in managing pain, swelling, and redness. Key medical uses include treating arthritis, allergies, and autoimmune disorders, as well as relieving symptoms of conditions such as asthma and dermatitis.DUKE
Anti-lymphocyticAn antibody that targets T cells, used to prevent rejection in organ transplantation and treat autoimmune diseases by suppressing the immune system.DUKE
Anti NKCAn agent that binds to natural killer cells, modulating their activity. It plays a biological role in regulating immune responses. Therapeutically, anti NKC is used to manage immune-related disorders, with key medical applications in cancer, autoimmune diseases, and transplant rejection.DUKE
Anti ophidicAn antivenom agent used to treat venomous bites or stings, created by milking and diluting venom from relevant species, and injected to neutralize toxins, reducing inflammation and preventing systemic complications.DUKE
Anti proliferantAn agent that prevents or inhibits cell growth and division, used therapeutically to treat cancer, manage tumor growth, and prevent restenosis after angioplasty, reducing abnormal cell proliferation.DUKE
Antitumor35610 An agent that inhibits tumor growth and proliferation, playing a crucial role in cancer treatment. Therapeutically, antitumors are used to manage various types of cancer, including chemotherapy, targeted therapy, and immunotherapy, helping to reduce tumor size, prevent metastasis, and improve patient outcomes.DUKE
Cyclooxygenase-2 inhibitor50629 An agent that blocks the activity of cyclooxygenase-2 (COX-2), reducing inflammation and pain. Therapeutically, it is used to manage conditions such as arthritis, menstrual cramps, and other inflammatory disorders, providing relief from symptoms with reduced gastrointestinal side effects compared to non-selective NSAIDs.DUKE
iNOS inhibitor23924 An agent that blocks the activity of inducible nitric oxide synthase (iNOS), reducing excessive nitric oxide production. It has therapeutic applications in managing inflammatory and neurodegenerative disorders, with key medical uses in treating conditions such as sepsis, arthritis, and stroke.DUKE
Insectifuge24852 A substance that repels insects, playing a biological role in plant defense. Therapeutically, it has applications in preventing insect-borne diseases. Key medical uses include topical repellents for malaria, dengue fever, and other vector-borne illnesses, reducing the risk of transmission.DUKE
Pesticide25944 An agent that kills or repels pests, playing a biological role in controlling insect, weed, and fungal populations. Therapeutically, pesticides have limited applications, but some are used to treat ectoparasitic infestations, such as lice and scabies. Key medical uses include topical treatments for head lice and scabies, highlighting their role in managing parasitic infections.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.