EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

ar-turmerone
2-hepten-4-one, 2-methyl-6-(4-methylphenyl)-, (6S)-

Supplier Sponsors

Name:(6S)-2-methyl-6-(4-methylphenyl)hept-2-en-4-one
CAS Number: 532-65-0Picture of molecule3D/inchi
FDA UNII:1944T899NO
Nikkaji Web:J14.030I
MDL:MFCD09031381
XlogP3-AA:4.00 (est)
Molecular Weight:216.32360000
Formula:C15 H20 O
NMR Predictor:Predict (works with chrome or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 90.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 325.00 to 326.00 °C. @ 760.00 mm Hg
Vapor Pressure:0.000226 mmHg @ 25.00 °C. (est)
Flash Point: 251.00 °F. TCC ( 121.67 °C. )
logP (o/w): 3.749 (est)
Soluble in:
 alcohol
 water, 4.853 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Turmerone, (S)-ar- 97%
Odor: characteristic
Use: (+)-ar-Turmerone, a kind of aromatic compound, has been found to be a natural antibiotic and used as an anti-tumor and immune activating agent. Known as potent anti-venom against snake bites; Reported to enhance stem-cells proliferation
Santa Cruz Biotechnology
For experimental / research use only.
(S)-ar-Turmerone
Sigma-Aldrich
For experimental / research use only.
(S)-ar-Turmerone
analytical standard
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: natural substances and extractives
Recommendation for ar-turmerone usage levels up to:
 not for fragrance use.
 
Recommendation for ar-turmerone flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :160512
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(6S)-2-methyl-6-(4-methylphenyl)hept-2-en-4-one
Chemidplus:0000532650
 
References:
 (6S)-2-methyl-6-(4-methylphenyl)hept-2-en-4-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):160512
Pubchem (sid):135256706
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):HMDB35612
FooDB:FDB014315
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
RSC Learn Chemistry:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 turmeric oil china @ 18.38%
Data GC Search Trop Picture
 turmeric rhizome
Search Trop Picture
 turmeric rhizome
Search Trop Picture
 turmeric rhizome oil
Search Trop Picture
 turmeric root
Search Trop Picture
 turmeric root oil CO2 extract @ 42.00%
Data GC Search Trop Picture
 turmeric root oil hydrodistilled @ 59.69%
Data GC Search Trop Picture
 turmeric root oil vietnam @ 10.00%
Data GC Search Trop Picture
 witch hazel leaf oil @ 0.80%
Data GC Search Trop Picture
 
Synonyms:
2-hepten-4-one, 2-methyl-6-(4-methylphenyl)-, (6S)-
2-hepten-4-one, 2-methyl-6-(4-methylphenyl)-, (S)-
(S)-2-methyl-6-(4-methyl phenyl)-2-hepten-4-one
(6S)-2-methyl-6-(4-methylphenyl)hept-2-en-4-one
(+)-ar-turmerone
(S)-ar-turmerone
 

Articles:

PubMed:Insights from zebrafish and mouse models on the activity and safety of ar-turmerone as a potential drug candidate for the treatment of epilepsy.
PubMed:GC-MS combined with chemometric techniques for the quality control and original discrimination of Curcumae longae rhizome: analysis of essential oils.
PubMed:Antidermatophytic Properties of Ar-Turmerone, Turmeric Oil, and Curcuma longa Preparations.
PubMed:An evaluation of antioxidant, anti-inflammatory, and antinociceptive activities of essential oil from Curcuma longa. L.
PubMed:Biotransformation of turmerones by Aspergillus niger.
PubMed:Optimisation of microencapsulation of turmeric extract for masking flavour.
PubMed:Toxicity of Turmeric Extracts to the Termite Reticulitermes flavipes (Blattodea: Rhinotermitidae).
PubMed:Larvicidal and Biting Deterrent Activity of Essential Oils of Curcuma longa, Ar-turmerone, and Curcuminoids Against Aedes aegypti and Anopheles quadrimaculatus (Culicidae: Diptera).
PubMed:Natural products: Perspectives in the pharmacological treatment of gastrointestinal anisakiasis.
PubMed:Aroma of Turmeric: Dependence on the Combination of Groups of Several Odor Constituents.
PubMed:Cytotoxic active constituents of essential oils of Curcuma longa and Curcuma zanthorrhiza.
PubMed:Cobalt-bisoxazoline-catalyzed asymmetric Kumada cross-coupling of racemic α-bromo esters with aryl Grignard reagents.
PubMed:Essential oil content of the rhizome of Curcuma purpurascens Bl. (Temu Tis) and its antiproliferative effect on selected human carcinoma cell lines.
PubMed:Liposomal formulation of turmerone-rich hexane fractions from Curcuma longa enhances their antileishmanial activity.
PubMed:Suppression of Inflammatory cytokine production by ar-Turmerone isolated from Curcuma phaeocaulis.
PubMed:Chemical constituents and antimicrobial properties of the essential oil and ethanol extract from the stem of Aglaia odorata Lour.
PubMed:Aromatic-turmerone induces neural stem cell proliferation in vitro and in vivo.
PubMed:The inhibitory effects of Curcuma longa L. essential oil and curcumin on Aspergillus flavus link growth and morphology.
PubMed:Antidermatophytic Properties of Ar-Turmerone, Turmeric Oil, and Curcuma longa Preparations.
PubMed:Simultaneous screening of four epidermal growth factor receptor antagonists from Curcuma longa via cell membrane chromatography online coupled with HPLC-MS.
PubMed:Correlation between Chemical Composition of Curcuma domestica and Curcuma xanthorrhiza and Their Antioxidant Effect on Human Low-Density Lipoprotein Oxidation.
PubMed:Curcumin combined with turmerones, essential oil components of turmeric, abolishes inflammation-associated mouse colon carcinogenesis.
PubMed:Immune activation and antitumor response of ar-turmerone on P388D1 lymphoblast cell implanted tumors.
PubMed:Maturation and upregulation of functions of murine dendritic cells (DCs) under the influence of purified aromatic-turmerone (AR).
PubMed:Supercritical carbon dioxide extraction of aromatic turmerone from Curcuma longa Linn. induces apoptosis through reactive oxygen species-triggered intrinsic and extrinsic pathways in human hepatocellular carcinoma HepG2 cells.
PubMed:Aromatic-turmerone's anti-inflammatory effects in microglial cells are mediated by protein kinase A and heme oxygenase-1 signaling.
PubMed:Aromatic-turmerone attenuates invasion and expression of MMP-9 and COX-2 through inhibition of NF-κB activation in TPA-induced breast cancer cells.
PubMed:Anti-inflammatory effects of aromatic-turmerone through blocking of NF-κB, JNK, and p38 MAPK signaling pathways in amyloid β-stimulated microglia.
PubMed:Turmeric (Curcuma longa L.) volatile oil inhibits key enzymes linked to type 2 diabetes.
PubMed:An evaluation of antioxidant, anti-inflammatory, and antinociceptive activities of essential oil from Curcuma longa. L.
PubMed:Aromatic-turmerone inhibits α-MSH and IBMX-induced melanogenesis by inactivating CREB and MITF signaling pathways.
PubMed:Biotransformation of turmerones by Aspergillus niger.
PubMed:Anti-platelet effects of Curcuma oil in experimental models of myocardial ischemia-reperfusion and thrombosis.
PubMed:Evaluation of in vitro anti-proliferative and immunomodulatory activities of compounds isolated from Curcuma longa.
PubMed:Acetylcholinesterase inhibitory activity of volatile oil from Peltophorum dasyrachis Kurz ex Bakar (yellow batai) and Bisabolane-type sesquiterpenoids.
PubMed:Activation of apoptotic protein in U937 cells by a component of turmeric oil.
PubMed:Standardization and stability studies of neuroprotective lipid soluble fraction obtained from Curcuma longa.
PubMed:Quantitative determination of eight components in rhizome (Jianghuang) and tuberous root (Yujin) of Curcuma longa using pressurized liquid extraction and gas chromatography-mass spectrometry.
PubMed:Antiplatelet property of Curcuma longa L. rhizome-derived ar-turmerone.
PubMed:Hypoglycemic effects of turmeric (Curcuma longa L. rhizomes) on genetically diabetic KK-Ay mice.
PubMed:Curcuminoids and sesquiterpenoids in turmeric (Curcuma longa L.) suppress an increase in blood glucose level in type 2 diabetic KK-Ay mice.
PubMed:Induction of apoptosis by ar-turmerone on various cell lines.
PubMed:Stereospecific Pd(0)-catalyzed arylation of an allylic hydroxy phosphonate derivative: formal synthesis of (S)-(+)-ar-turmerone.
PubMed:Extraction of essential oil and pigments from Curcuma longa [L] by steam distillation and extraction with volatile solvents.
PubMed:Comparison of yield, composition, and antioxidant activity of turmeric (Curcuma longa L.) extracts obtained using various techniques.
PubMed:Inhibitory effects of natural sesquiterpenoids isolated from the rhizomes of Curcuma zedoaria on prostaglandin E2 and nitric oxide production.
PubMed:Suppressive effect of natural sesquiterpenoids on inducible cyclooxygenase (COX-2) and nitric oxide synthase (iNOS) activity in mouse macrophage cells.
PubMed:Selective induction of apoptosis by ar-turmerone isolated from turmeric (Curcuma longa L) in two human leukemia cell lines, but not in human stomach cancer cell line.
PubMed:Sesquiterpenoids from the rhizome of Curcuma zedoaria.
PubMed:Essential oil composition and antimicrobial activity of three Zingiberaceae from S.Tomé e Príncipe.
PubMed:Supercritical carbon dioxide extraction of turmeric (Curcuma longa).
PubMed:Antibacterial activity of turmeric oil: a byproduct from curcumin manufacture.
PubMed:Novel bioactivities of Curcuma longa constituents.
 
Notes:
potent antivenom against snake bites; isolated form curcuma longa. Constit. of essential oil from Curcuma longa (turmeric), Curcuma amada (mango-ginger)
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