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

Record Information

Version

1.0

Creation date

2010-04-08 22:11:12 UTC

Update date

2019-11-26 03:09:50 UTC

Primary ID

FDB014315

Secondary Accession Numbers

Not 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 Number

532-65-0

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
Ar-turmerone	HMDB
(+)-Ar-turmerone	HMDB
(S)-Ar-turmerone	HMDB
2-Methyl-6-(4-methylphenyl)-(S)-2-hepten-4-one	HMDB
Ar-tumerone	HMDB
Aromatic turmerone	HMDB
Turmerone (-ar)	HMDB
(+)-ar-Turmerone	biospider
(S)-ar-Turmerone	biospider
2-Hepten-4-one, 2-methyl-6-(4-methylphenyl)-, (S)-	biospider
ar-Tumerone	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.017 g/L	ALOGPS
logP	3.75	ALOGPS
logP	4.57	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	69.71 m³·mol⁻¹	ChemAxon
Polarizability	25.95 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C15H20O

IUPAC name

2-methyl-6-(4-methylphenyl)hept-2-en-4-one

InChI Identifier

InChI=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 Key

NAAJVHHFAXWBOK-UHFFFAOYSA-N

Isomeric SMILES

CC(CC(=O)C=C(C)C)C1=CC=C(C)C=C1

Average Molecular Weight

216.3187

Monoisotopic Molecular Weight

216.151415262

Classification

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

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 Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Cell and elements:

Extracellular

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

Cellular process:

Cell signaling

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 83.29%; H 9.32%; O 7.40%	DFC
Melting Point	Not Available
Boiling Point	Bp10 159-160°	DFC
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	[a]20D +82.21	DFC
Spectroscopic UV Data	[neutral] lmax 275 (e 15700) (MeOH) (Berdy)	DFC
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0159-9810000000-c0885c2b134de3ab1125	Spectrum
Predicted GC-MS	(R)-ar-Turmerone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0159-9810000000-c0885c2b134de3ab1125	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-1490000000-2fe242a796b7a7187152	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00lr-5920000000-28eeca63c9b587244a1e	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0159-8900000000-6986264f58c45358cdbe	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-1190000000-2baf460e18e48928abdc	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-066r-9470000000-c503dfca01893475837a	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a59-9400000000-080fc79ddc6733982f7b	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0090000000-93c59166c81b3b7c46b8	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00lr-3930000000-12b14a9bc47bd0e30483	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014l-9410000000-b0ecb28151e386e8aea0	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-4900000000-23ffaf444cc756dcb20b	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05mo-9700000000-0d36afc9ac79916aac6d	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9200000000-3d68f5198d7a63c33475	Spectrum

NMR

Type	Description		View

External Links

ChemSpider ID

485257

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

558221

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB35612

CRC / DFC (Dictionary of Food Compounds) ID

JPN57-C:JPN58-D

EAFUS ID

Not Available

Dr. Duke ID

AR-TURMERONE|(+)-AR-TURMERONE

BIGG ID

Not Available

KNApSAcK ID

C00011625

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
anti Alzheimeran	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE
anti cancer	35610	A substance that inhibits or prevents the proliferation of neoplasms.	DUKE
anti hemorrhagic	50248	Drug that acts on blood and blood-forming organs and those that affect the hemostatic system.	DUKE
anti inflammatory	35472	A substance that reduces or suppresses inflammation.	DUKE
anti lymphocytic			DUKE
anti NKC			DUKE
anti ophidic			DUKE
anti proliferant			DUKE
antitumor	35610	A substance that inhibits or prevents the proliferation of neoplasms.	DUKE
cyclooxygenase-2 inhibitor	50629	A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.	DUKE
iNOS inhibitor	23924	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
insectifuge	24852	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
pesticide	25944	Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.	DUKE