(+)-nootkatone

(+)-4a,5- dimethyl-1,2,3,4,4a,5,6,7-octahydro-7-keto-3-isopropenyl naphthalene 4alpha,5- dimethyl-1,2,3,4,4alpha,5,6,7-octahydro-7-keto-3-isopropenyl naphthalene (4R,4aS,6R)-4,4a- dimethyl-6-(prop-1-en-2-yl)-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one (4R,4aS,6R)-4,4a- dimethyl-6-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one (+)-5,6- dimethyl-8-isopropenyl bicyclo(4.4.0)dec-1-en-3-one 4betaH,5alpha- eremophila-1(10),11-dien-2-one 1(10),11- eremophiladien-2-one (4R- (4alpha,4aalpha,6beta))- 4,4a,5,6,7,8- hexahydro-4,4a-dimethyl-6-(1-methyl vinyl) naphthalen-2(3H)-one 4,4a,5,6,7,8- hexahydro-6-isopropenyl-4,4a-dimethyl-2(3H)-naphthalenone 4,4alpha,5,6,7,8- hexahydro-6-isopropenyl-4,4alpha-dimethyl-2,3H-naphthalenone 2(3H)- naphthalenone, 4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-, (4R,4aS,6R)- nootkatone 50-60% ex-valencene nootkatone 50% (ex-grapefruit oil) (natural) nootkatone 55-60% nootkatone 65-70% nootkatone 65-70% ex grapefruit natural nootkatone 65/70% (ex grapefruit oil) (natural) nootkatone 80-85% ex-valencene nootkatone 90-95% nootkatone 98% crystals nootkatone crystals nootkatone crystals, natural nootkatone distilled 50% nootkatone ex citrus 50% (natural) nootkatone ex citrus 70% (natural) nootkatone ex grapefruit (natural) nootkatone ex-citrus 50% natural nootkatone ex-citrus 70% natural nootkatone, 50 - 60%, natural nootkatone, 60 - 70%, natural nootkatone, 70 - 80%, natural nootkatone, 80 - 85%, natural nootkatone, 85 - 87%, natural (4R,4aS,6R)-6-iso propenyl-4,4a-dimethyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one Perfumer & Flavorist: Molecule of the Month: Nootkatone US Patents: 6,200,786 - Process for the preparation of nootkatone by laccase catalysis PubMed: Production of the sesquiterpenoid (+)-nootkatone by metabolic engineering of Pichia pastoris. PubMed: Different Accumulation Profiles of Multiple Components Between Pericarp and Seed of Alpinia oxyphylla Capsular Fruit as Determined by UFLC-MS/MS. PubMed: (+)-Nootkatone inhibits tumor necrosis factor α/interferon γ-induced production of chemokines in HaCaT cells. PubMed: Valencene oxidase CYP706M1 from Alaska cedar (Callitropsis nootkatensis). PubMed: Valencene synthase from the heartwood of Nootka cypress (Callitropsis nootkatensis) for biotechnological production of valencene. PubMed: Modification of valencene by bio- and chemical transformation. PubMed: Quantitative analysis of the major constituents in Chinese medicinal preparation SuoQuan formulae by ultra fast high performance liquid chromatography/quadrupole tandem mass spectrometry. PubMed: Ready access to functionally embellished cis-hydrindanes and cis-decalins: protecting group-free total syntheses of (±)-Nootkatone and (±)-Noreremophilane. PubMed: Anti-diarrheal constituents of Alpinia oxyphylla. PubMed: Challenges and pitfalls of P450-dependent (+)-valencene bioconversion by Saccharomyces cerevisiae. PubMed: Compositions of the volatile oils of Citrus macroptera and C. maxima. PubMed: Characterisation of commercial aromatised vinegars: phenolic compounds, volatile composition and antioxidant activity. PubMed: Efficacy and environmental persistence of nootkatone for the control of the blacklegged tick (Acari: Ixodidae) in residential landscapes. PubMed: HPTLC and reverse phase HPLC methods for the simultaneous quantification and in vitro screening of antioxidant potential of isolated sesquiterpenoids from the rhizomes of Cyperus rotundus. PubMed: Efficacy of plant-derived and synthetic compounds on clothing as repellents against Ixodes scapularis and Amblyomma americanum (Acari: Ixodidae). PubMed: Experimental use of two standard tick collection methods to evaluate the relative effectiveness of several plant-derived and synthetic repellents against Ixodes scapularis and Amblyomma americanum (Acari: Ixodidae). PubMed: Functional expression of a valencene dioxygenase from Pleurotus sapidus in E. coli. PubMed: A formulation to encapsulate nootkatone for tick control. PubMed: CYP264B1 from Sorangium cellulosum So ce56: a fascinating norisoprenoid and sesquiterpene hydroxylase. PubMed: A-Z of nutritional supplements: dietary supplements, sports nutrition foods and ergogenic aids for health and performance--Part 27. PubMed: Toxic effects of Citrus aurantium and C. limon essential oils on Spodoptera frugiperda (Lepidoptera: Noctuidae). PubMed: (+)-Nootkatone and (+)-valencene from rhizomes of Cyperus rotundus increase survival rates in septic mice due to heme oxygenase-1 induction. PubMed: Biologically important eremophilane sesquiterpenes from alaska cedar heartwood essential oil and their semi-synthetic derivatives. PubMed: Suppression of host-seeking Ixodes scapularis and Amblyomma americanum (Acari: Ixodidae) nymphs after dual applications of plant-derived acaricides in New Jersey. PubMed: Susceptibility of four tick species, Amblyomma americanum, Dermacentor variabilis, Ixodes scapularis, and Rhipicephalus sanguineus (Acari: Ixodidae), to nootkatone from essential oil of grapefruit. PubMed: Determination of volatile, phenolic, organic acid and sugar components in a Turkish cv. Dortyol (Citrus sinensis L. Osbeck) orange juice. PubMed: [Study on quality standards of decoction pieces of salt Alpinia]. PubMed: Anti-allergic activity of sesquiterpenes from the rhizomes of Cyperus rotundus. PubMed: Microbial transformation of (+)-nootkatone and the antiproliferative activity of its metabolites. PubMed: Antiplatelet effects of Cyperus rotundus and its component (+)-nootkatone. PubMed: Chemical composition and cytotoxicity of oils and eremophilanes derived from various parts of Eremophila mitchellii Benth. (Myoporaceae). PubMed: Mode of action for natural products isolated from essential oils of two trees is different from available mosquito adulticides. PubMed: A chicory cytochrome P450 mono-oxygenase CYP71AV8 for the oxidation of (+)-valencene. PubMed: Structural requirements for repellency: norsesquiterpenes and sesquiterpenoid derivatives of nootkatone against the Formosan subterranean termite (Isoptera: Rhinotermitidae). PubMed: Catalytic oxidation of concentrated orange oil phase by synthetic metallic complexes biomimetic to MMO enzyme. PubMed: Nootkatone, a characteristic constituent of grapefruit, stimulates energy metabolism and prevents diet-induced obesity by activating AMPK. PubMed: Isolation and purification of nootkatone from the essential oil of fruits of Alpinia oxyphylla Miquel by high-speed counter-current chromatography. PubMed: Ability of two natural products, nootkatone and carvacrol, to suppress Ixodes scapularis and Amblyomma americanum (Acari: Ixodidae) in a Lyme disease endemic area of New Jersey. PubMed: A dioxygenase of Pleurotus sapidus transforms (+)-valencene regio-specifically to (+)-nootkatone via a stereo-specific allylic hydroperoxidation. PubMed: Genome mining in Sorangium cellulosum So ce56: identification and characterization of the homologous electron transfer proteins of a myxobacterial cytochrome P450. PubMed: An efficient and economic asymmetric synthesis of (+)-nootkatone, tetrahydronootkatone, and derivatives. PubMed: Regioselective biooxidation of (+)-valencene by recombinant E. coli expressing CYP109B1 from Bacillus subtilis in a two-liquid-phase system. PubMed: Nootkatone--a biotechnological challenge. PubMed: [GC-MS analysis of volatile constituents from five different kinds of Chinese eaglewood]. PubMed: Biotransformation of terpenoids by mammals, microorganisms, and plant-cultured cells. PubMed: Repellent activity of fractioned compounds from Chamaecyparis nootkatensis essential oil against nymphal Ixodes scapularis (Acari: Ixodidae). PubMed: Volatile constituents of redblush grapefruit (Citrus paradisi) and pummelo (Citrus grandis) peel essential oils from Kenya. PubMed: Changes in heartwood chemistry of dead yellow-cedar trees that remain standing for 80 years or more in southeast Alaska. PubMed: Highly efficient production of nootkatone, the grapefruit aroma from valencene, by biotransformation. PubMed: Biotransformation of citrus aromatics nootkatone and valencene by microorganisms. PubMed: Use of novel compounds for pest control: insecticidal and acaricidal activity of essential oil components from heartwood of Alaska yellow cedar. PubMed: Bioconversion of (+)-valencene in submerged cultures of the ascomycete Chaetomium globosum. PubMed: Biotransformation of the sesquiterpene (+)-valencene by cytochrome P450cam and P450BM-3. PubMed: Toxicity and behavioral effects of nootkatone, 1,10-dihydronootkatone, and tetrahydronootkatone to the formosan subterranean termite (Isoptera: Rhinotermitidae). PubMed: Structure-activity of valencenoid derivatives and their repellence to the Formosan subterranean termite. PubMed: Induction of apoptosis by Citrus paradisi essential oil in human leukemic (HL-60) cells. PubMed: Citrus fruit flavor and aroma biosynthesis: isolation, functional characterization, and developmental regulation of Cstps1, a key gene in the production of the sesquiterpene aroma compound valencene. PubMed: The sesquiterpenoid nootkatone and the absolute configuration of a dibromo derivative. PubMed: [Grapefruit juice and drugs: a hazardous combination?]. PubMed: Comparative effects of vetiver oil, nootkatone and disodium octaborate tetrahydrate on Coptotermes formosanus and its symbiotic fauna. PubMed: Absolute stereostructures of three new sesquiterpenes from the fruit of Alpinia oxyphylla with inhibitory effects on nitric oxide production and degranulation in RBL-2H3 cells. PubMed: Use of nootkatone as a senescence indicator for Rouge La Toma Cv. grapefruit (Citrus paradisi Macf.). PubMed: Inhibition of acetylcholinesterase activity by essential oil from Citrus paradisi. PubMed: Aroma composition changes in early season grapefruit juice produced from thermal concentration. PubMed: Modulation of radioligand binding to the GABA(A)-benzodiazepine receptor complex by a new component from Cyperus rotundus. PubMed: Efficacy of vetiver oil and nootkatone as soil barriers against Formosan subterranean termite (Isoptera: Rhinotermitidae). PubMed: Nootkatone is a repellent for Formosan subterranean termite (Coptotermes formosanus). PubMed: Determination of Key Flavor Components in Methylene Chloride Extracts from Processed Grapefruit Juice. PubMed: Insecticidal sesquiterpene from Alpinia oxyphylla against Drosophila melanogaster. PubMed: Inhibition selectivity of grapefruit juice components on human cytochromes P450. PubMed: Grapefruit gland oil composition is affected by wax application, storage temperature, and storage time. PubMed: Effect of ethylene on naringin, narirutin and nootkatone accumulation in grapefruit. PubMed: Accumulation of the sesquiterpenes nootkatone and valencene by callus cultures of Citrus paradisi, Citrus limonia and Citrus aurantium. PubMed: Anti-ulcer effect in rats of bitter cardamon constituents. PubMed: Terpenoid biotransformation in mammals. IV Biotransformation of (+)-longifolene, (-)-caryophyllene, (-)-caryophyllene oxide, (-)-cyclocolorenone, (+)-nootkatone, (-)-elemol, (-)-abietic acid and (+)-dehydroabietic acid in rabbits. PubMed: Regioselective biotransformation of valencene in cell suspension cultures of Citrus sp.