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5989-54-8

5989-54-8 | (S)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene

CAS No: 5989-54-8 Catalog No: AG003CE6 MDL No:MFCD00001558

Product Description

Catalog Number:
AG003CE6
Chemical Name:
(S)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene
CAS Number:
5989-54-8
Molecular Formula:
C10H16
Molecular Weight:
136.2340
MDL Number:
MFCD00001558
IUPAC Name:
(4S)-1-methyl-4-prop-1-en-2-ylcyclohexene
InChI:
InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m1/s1
InChI Key:
XMGQYMWWDOXHJM-SNVBAGLBSA-N
SMILES:
CC1=CC[C@H](CC1)C(=C)C
EC Number:
227-815-6
UNII:
47MAJ1Y2NE

Properties

Complexity:
163  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
136.125g/mol
Formal Charge:
0
Heavy Atom Count:
10  
Hydrogen Bond Acceptor Count:
0
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
136.238g/mol
Monoisotopic Mass:
136.125g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
0A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.4  

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[Analysis of essential oil from the leaves and fruits of Eucalyptus tereticornis in Guangxi province by GC-MS]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20090201
Campylobacter and Arcobacter species sensitivity to commercial orange oil fractions. International journal of food microbiology 20090131
Antioxidant activity of citrus cultivars and chemical composition of Citrus karna essential oil. Planta medica 20090101
siRNA-targeted COL8A1 inhibits proliferation, reduces invasion and enhances sensitivity to D-limonence treatment in hepatocarcinoma cells. IUBMB life 20090101
Air oxidation increases skin irritation from fragrance terpenes. Contact dermatitis 20090101
Assessment of the allelopathic potential of Juniperus ashei on germination and growth of Bouteloua curtipendula. Journal of chemical ecology 20090101
[Analysis on the volatile oil of Xinhui Pericarpium Citri Reticulatae in different years by GC/MS]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20090101
Limonene hydroperoxide analogues differ in allergenic activity. Contact dermatitis 20081201
Characterization of monoterpene biotransformation in two pseudomonads. Journal of applied microbiology 20081201
Synthesis of limonene beta-amino alcohol derivatives in support of new antileishmanial therapies. Memorias do Instituto Oswaldo Cruz 20081201
Odour of limonene affects feeding behaviour in the blowfly, Phormia regina. Neuroscience letters 20081128
Effect of Tilia x viridis flower extract on the proliferation of a lymphoma cell line and on normal murine lymphocytes: contribution of monoterpenes, especially limonene. Phytotherapy research : PTR 20081101
Diffusion behaviour of additives in polypropylene in correlation with polymer properties. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment 20081101
Acaricidal activity of limonene, limonene oxide and beta-amino alcohol derivatives on Rhipicephalus (Boophilus) microplus. Veterinary parasitology 20081020
The effect of dietary supplementation with limonene or myo-inositol on the induction of neoplasia and matrix metalloproteinase and plasminogen activator activities in accessory sex organs of male Lobund-Wistar rats. Experimental and molecular pathology 20081001
Acute airway effects of ozone-initiated d-limonene chemistry: importance of gaseous products. Toxicology letters 20081001
Antimicrobial activity of commercial citrus-based natural extracts against Escherichia coli O157:H7 isolates and mutant strains. Foodborne pathogens and disease 20081001
The effect of solvent on the analysis of secondary organic aerosol using electrospray ionization mass spectrometry. Environmental science & technology 20081001
Bioequivalence evaluation of two D-limonene capsule formulations in healthy Chinese volunteers. Die Pharmazie 20081001
Contribution of carbonyl photochemistry to aging of atmospheric secondary organic aerosol. The journal of physical chemistry. A 20080911
Organosulfate formation in biogenic secondary organic aerosol. The journal of physical chemistry. A 20080911
Isolation of cDNAs and functional characterisation of two multi-product terpene synthase enzymes from sandalwood, Santalum album L. Archives of biochemistry and biophysics 20080901
Optimization of R-(+)-alpha-terpineol production by the biotransformation of R-(+)-limonene. Journal of industrial microbiology & biotechnology 20080901
Influence of OH scavenger on the water effect on secondary organic aerosol formation from ozonolysis of limonene, Delta3-carene, and alpha-pinene. Environmental science & technology 20080815
Carbon- and oxygen-centered radicals are equally important haptens of allylic hydroperoxides in allergic contact dermatitis. Chemical research in toxicology 20080801
Green procedure with a green solvent for fats and oils' determination. Microwave-integrated Soxhlet using limonene followed by microwave Clevenger distillation. Journal of chromatography. A 20080704
Determination of d-limonene in adipose tissue by gas chromatography-mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20080701
Physicochemical effects of terpenes on organogel for transdermal drug delivery. International journal of pharmaceutics 20080624
Identification of the airborne aggregation pheromone of the common bed bug, Cimex lectularius. Journal of chemical ecology 20080601
Allergic contact dermatitis and asthma caused by limonene in a labourer handling citrus fruits. Contact dermatitis 20080501
[Studies on chemical constituents and volatile oil of Xiaochengqi decoction]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20080501
Biocompatible microemulsions based on limonene: formulation, structure, and applications. Langmuir : the ACS journal of surfaces and colloids 20080401
Anti-inflammatory senescence actives 5203-L molecule to promote healthy aging and prolongation of lifespan. Rejuvenation research 20080401
In vivo immunomodulatory, cumulative skin irritation, sensitization and effect of d-limonene on permeation of 6-mercaptopurine through transdermal drug delivery. Biological & pharmaceutical bulletin 20080401
Enhancement of nortriptyline penetration through human epidermis: influence of chemical enhancers and iontophoresis. The Journal of pharmacy and pharmacology 20080401
Chemical and physical stability of protein and gum arabic-stabilized oil-in-water emulsions containing limonene. Journal of food science 20080401
Novel spectropolarimeter employing fixed polarizers for the determination of optically active samples. Applied spectroscopy 20080401
Involvement of limonene hydroperoxides formed after oil gland injury in the induction of defense response against Penicillium digitatum in lemon fruit. Journal of agricultural and food chemistry 20080326
Performance of mice in discrimination of liquor odors: behavioral evidence for olfactory attention. Chemical senses 20080301
A male-produced aggregation pheromone blend consisting of alkanediols, terpenoids, and an aromatic alcohol from the cerambycid beetle Megacyllene caryae. Journal of chemical ecology 20080301
High-resolution mass spectrometric analysis of secondary organic aerosol produced by ozonation of limonene. Physical chemistry chemical physics : PCCP 20080221
Comparative analysis of essential oil components in Pericarpium Citri Reticulatae Viride and Pericarpium Citri Reticulatae by GC-MS combined with chemometric resolution method. Journal of pharmaceutical and biomedical analysis 20080107
Effects of Citrus sinensis (L.) Osbeck epicarp essential oil on growth and morphogenesis of Aspergillus niger (L.) Van Tieghem. Microbiological research 20080101
Foliar limonene uptake scales positively with leaf lipid content: 'non-emitting' species absorb and release monoterpenes. Plant biology (Stuttgart, Germany) 20080101
Inhibitory effect of cyclic terpenes (limonene, menthol, menthone and thymol) on Fusarium verticillioides MRC 826 growth and fumonisin B1 biosynthesis. Toxicon : official journal of the International Society on Toxinology 20080101
Limonene enhances the in vitro and in vivo permeation of trimetazidine across a membrane-controlled transdermal therapeutic system. Current drug delivery 20080101
Chemical composition and biological activities of essential oils extracted from Korean endemic citrus species. Journal of microbiology and biotechnology 20080101
Studies on optimizing in vitro transdermal permeation of ondansetron hydrochloride using nerodilol, carvone, and limonene as penetration enhancers. Pharmaceutical development and technology 20080101
Control of H- and J-type pi stacking by peripheral alkyl chains and self-sorting phenomena in perylene bisimide homo- and heteroaggregates. Chemistry (Weinheim an der Bergstrasse, Germany) 20080101
Phytotoxicity of major constituents of the volatile oil from leaves of Artemisia scoparia Waldst. & Kit. Zeitschrift fur Naturforschung. C, Journal of biosciences 20080101
In vitro permeation of carvedilol through porcine skin: effect of vehicles and penetration enhancers. PDA journal of pharmaceutical science and technology 20080101
Structure and spasmolytic activity relationships of monoterpene analogues found in many aromatic plants. Zeitschrift fur Naturforschung. C, Journal of biosciences 20080101
Physical and chemical responses of Sitka spruce (Picea sitchensis) clones to colonization by Heterobasidion annosum as potential markers for relative host susceptibility. Tree physiology 20071201
Olfactory detection of ozone and D-limonene: reactants in indoor spaces. Indoor air 20071001
Heterogeneous reactions of ozone and D-limonene on activated carbon. Indoor air 20071001
Gas chromatographic-mass spectrometric analysis of d-limonene in human plasma. Journal of pharmaceutical and biomedical analysis 20070903
Salting-in and salting-out effects of ionic and neutral osmotica on limonene and linalool Henry's law constants and octanol/water partition coefficients. Chemosphere 20070901
Antennal and locomotor responses to attractive and aversive odors in the searching cockroach. Journal of comparative physiology. A, Neuroethology, sensory, neural, and behavioral physiology 20070901
D-Limonene: safety and clinical applications. Alternative medicine review : a journal of clinical therapeutic 20070901
Nematicidal and Propagation Activities of Thyme Red and White Oil Compounds toward Bursaphelenchus xylophilus (Nematoda: Parasitaphelenchidae). Journal of nematology 20070901
Skin contact transfer of three fragrance residues from candles to human hands. Regulatory toxicology and pharmacology : RTP 20070801
Fragrance ingredient labelling in products on sale in the U.K. The British journal of dermatology 20070801
Pulmonary effects of inhaled limonene ozone reaction products in elderly rats. Toxicology and applied pharmacology 20070715
Antinociceptive effect of the monoterpene R-(+)-limonene in mice. Biological & pharmaceutical bulletin 20070701
Design of two liquid Ibuprofen-poloxamer-limonene or menthol preparations for dermal administration. Drug delivery 20070701
Cloning of four genes involved in limonene hydroxylation from Enterobacter cowanii 6L. Journal of microbiology and biotechnology 20070701
Limonene: attractant kairomone for white pine cone beetles (Coleoptera: Scolytidae) in an eastern white pine seed orchard in western North Carolina. Journal of economic entomology 20070601
Effect of orange oil extract on the formosan subterranean termite (Isoptera: Rhinotermitidae). Journal of economic entomology 20070601
Chemical and physical stability of citral and limonene in sodium dodecyl sulfate-chitosan and gum arabic-stabilized oil-in-water emulsions. Journal of agricultural and food chemistry 20070502
In vitro activities of Citrus medica L. cv. Diamante (Diamante citron) relevant to treatment of diabetes and Alzheimer's disease. Phytotherapy research : PTR 20070501
The survival of three strains of Arcobacter butzleri in the presence of lemon, orange and bergamot essential oils and their components in vitro and on food. Letters in applied microbiology 20070501
Variability of the needle essential oils of Pinus heldreichii from different populations in Montenegro and Serbia. Chemistry & biodiversity 20070501
Efflorescence transitions of ammonium sulfate particles coated with secondary organic aerosol. Environmental science & technology 20070401
Kinetic analysis of competition between aerosol particle removal and generation by ionization air purifiers. Environmental science & technology 20070401
Effect of DC/mDC iontophoresis and terpenes on transdermal permeation of methotrexate: in vitro study. International journal of pharmaceutics 20070321
[Analysis of constituents of essential oils from fresh and dried pericarp of citrus sinensis by GC-MS]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20070301
Theoretical study of sum-frequency vibrational spectroscopy off electronic resonance on limonene chiral liquids. The journal of physical chemistry. B 20070215
Occupational contact dermatitis to a limonene-based solvent in a histopathology technician. Contact dermatitis 20070201
A novel porphyrin-based photocatalytic system for terpenoids production from (R)-(+)-limonene. Biotechnology progress 20070101
alpha 2u-globulin nephropathy and renal tumors in national toxicology program studies. Toxicologic pathology 20070101
Influence of different extraction parameters on a solid-phase dynamic extraction for the gas chromatographic determination of d-limonene degradation products by using a fractional factorial design. Journal of AOAC International 20070101
Bioactive compounds of the volatile oil of Dracocephalum kotschyi. Zeitschrift fur Naturforschung. C, Journal of biosciences 20070101
Induction of apoptosis by d-limonene is mediated by a caspase-dependent mitochondrial death pathway in human leukemia cells. Leukemia & lymphoma 20061201
[Proliferation inhibition and apoptosis induction of K562 cells by D-limonene]. Zhongguo shi yan xue ye xue za zhi 20061201
Identification and classification of skin sensitizers: identifying false positives and false negatives. Contact dermatitis 20061101
Not only oxidized R-(+)- but also S-(-)-limonene is a common cause of contact allergy in dermatitis patients in Europe. Contact dermatitis 20061101
Redirection of cytosolic or plastidic isoprenoid precursors elevates terpene production in plants. Nature biotechnology 20061101
Toxicity study of the volatile constituents of Myoga utilizing acute dermal irritation assays and the Guinea-pig Maximization test. Journal of occupational health 20061101
Combination strategies for enhancing transdermal absorption of sumatriptan through skin. International journal of pharmaceutics 20061012
The synthesis of L-carvone and limonene derivatives with increased antiproliferative effect and activation of ERK pathway in prostate cancer cells. Bioorganic & medicinal chemistry 20061001
Hydroperoxides form specific antigens in contact allergy. Contact dermatitis 20061001
Determination of the absolute configuration of quercivorol, (1S,4R)-p-menth-2-en-1-ol, an aggregation pheromone of the ambrosia beetle Platypus quercivorus (Coleoptera: Platypodidae). Bioscience, biotechnology, and biochemistry 20061001
Secondary organic aerosol formation from limonene ozonolysis: homogeneous and heterogeneous influences as a function of NO(x). The journal of physical chemistry. A 20060928
Increasing molecular weight parameters of a helical polymer through polymerization in a chiral solvent. Journal of the American Chemical Society 20060927
Olfactory sensitivity for enantiomers and their racemic mixtures--a comparative study in CD-1 mice and spider monkeys. Chemical senses 20060901
Combined behavioral and c-Fos studies elucidate the vital role of sodium for odor detection. Chemical senses 20060901
From terpenoids to aliphatic acids: further evidence for late-instar switch in osmeterial defense as a characteristic trait of swallowtail butterflies in the tribe papilionini. Journal of chemical ecology 20060901
Influence of fungal infection and wounding on contents and enantiomeric compositions of monoterpenes in phloem of Pinus sylvestris. Journal of chemical ecology 20060801
Evaluation of characteristic aroma compounds of Citrus natsudaidai Hayata (Natsudaidai) cold-pressed peel oil. Bioscience, biotechnology, and biochemistry 20060801
[Effects of D-limonene on leukemia cells HL-60 and K562 in vitro]. Zhongguo shi yan xue ye xue za zhi 20060801
Allergic contact dermatitis from a degreaser. Contact dermatitis 20060801
[Effects of D-limonene and L-limonene on transdermal absorption of ligustrazine hydrochloride]. Yao xue xue bao = Acta pharmaceutica Sinica 20060801
Diffusion of limonene in polyethylene. Food additives and contaminants 20060701
Effect of essential oil active compounds on rumen microbial fermentation and nutrient flow in in vitro systems. Journal of dairy science 20060701
Analysis of secondary organic aerosol compounds from the photooxidation of d-limonene in the presence of NOx and their detection in ambient PM2.5. Environmental science & technology 20060615
Diels-Alder/thiol-olefin co-oxygenation approach to antimalarials incorporating the 2,3-dioxabicyclo[3.3.1]nonane pharmacophore. Bioorganic & medicinal chemistry letters 20060601
Influence of ozone-limonene reactions on perceived air quality. Indoor air 20060601
Lipolytic effects of citrus peel oils and their components. Journal of agricultural and food chemistry 20060503
Volatile organic compounds in the exhaled breath of young patients with cystic fibrosis. The European respiratory journal 20060501
Changes in membrane fatty acids composition of microbial cells induced by addiction of thymol, carvacrol, limonene, cinnamaldehyde, and eugenol in the growing media. Journal of agricultural and food chemistry 20060405
Comparative toxicity of Rosmarinus officinalis L. essential oil and blends of its major constituents against Tetranychus urticae Koch (Acari: Tetranychidae) on two different host plants. Pest management science 20060401
Defensive secretion components of the host Parastizopus armaticeps as kairomones for the cleptoparasite Eremostibes opacus. Journal of chemical ecology 20060401
Limonene GP1/PG organogel as a vehicle in transdermal delivery of haloperidol. International journal of pharmaceutics 20060327
Trial-by-trial discrimination of three enantiomer pairs by neural ensembles in mammalian olfactory bulb. Journal of neurophysiology 20060301
Volatile profiles in cold-pressed peel oil from Korean and Japanese Shiranui (Citrus unshiu Marcov. x C. sinensis Osbeck x C. reticulata Blanco). Bioscience, biotechnology, and biochemistry 20060301
Characterization of volatile compounds of Mezcal, an ethnic alcoholic beverage obtained from Agave salmiana. Journal of agricultural and food chemistry 20060222
Chemical composition of volatiles in Sardinian myrtle (Myrtus communis L.) alcoholic extracts and essential oils. Journal of agricultural and food chemistry 20060222
Semi-quantitative immunohistochemical analysis of male rat-specific alpha2u-globulin accumulation for chemical toxicity evaluation. The Journal of toxicological sciences 20060201
Headspace solid-phase microextraction gas chromatography-mass spectrometry method for the identification of cosmetic ingredients causing delamination of packagings. Journal of chromatography. A 20060106
Flavour retention and release from protein solutions. Biotechnology advances 20060101
Impact of humidity on the ozone initiated oxidation of limonene, delta3-carene, and alpha-pinene. Environmental science & technology 20060101
[Anti-adhesive solutions, better knowledge for better use]. Soins; la revue de reference infirmiere 20060101
Flavor components of monoterpenes in citrus essential oils enhance the release of monoamines from rat brain slices. Nutritional neuroscience 20060101
Microorganism screening for limonene bioconversion and correlation with RAPD markers. Applied biochemistry and biotechnology 20060101
Application of two-stage biofilter system for the removal of odorous compounds. Applied biochemistry and biotechnology 20060101
Effects of enantiomer and isomer permeation enhancers on transdermal delivery of ligustrazine hydrochloride. Pharmaceutical development and technology 20060101
Kinetic mechanism for predicting secondary organic aerosol formation from the reaction of d-limonene with ozone. Environmental science & technology 20051215
(-)-Menthol biosynthesis and molecular genetics. Die Naturwissenschaften 20051201
Influence of carrot psyllid (Trioza apicalis) feeding or exogenous limonene or methyl jasmonate treatment on composition of carrot (Daucus carota) leaf essential oil and headspace volatiles. Journal of agricultural and food chemistry 20051102
Maturation of odor representation in the honeybee antennal lobe. Journal of insect physiology 20051101
Olfactory stimulation with scent of essential oil of grapefruit affects autonomic neurotransmission and blood pressure. Brain research 20051005
Migration modelling from food-contact plastics into foodstuffs as a new tool for consumer exposure estimation. Food additives and contaminants 20051001
[Allelopathy and chemical constituents of Ligularia virgaurea volatile]. Ying yong sheng tai xue bao = The journal of applied ecology 20051001
Flavor encapsulation in yeasts: limonene used as a model system for characterization of the release mechanism. Journal of agricultural and food chemistry 20050921
Structure of an atypical epoxide hydrolase from Mycobacterium tuberculosis gives insights into its function. Journal of molecular biology 20050902
Response of Plutella xylostella and its parasitoid Cotesia plutellae to volatile compounds. Journal of chemical ecology 20050901
Olfactory stimulation with scent of grapefruit oil affects autonomic nerves, lipolysis and appetite in rats. Neuroscience letters 20050603
A redefinition of odor mixture quality. Behavioral neuroscience 20050601
Limonene, a citrus extract, for control of mealybugs and scale insects. Journal of economic entomology 20050601
Continuous real-time analysis of products from the reaction of some monoterpenes with ozone using atmospheric sampling glow discharge ionization coupled to a quadrupole ion trap mass spectrometer. Analytical chemistry 20050515
Effect of D-limonene on immune response in BALB/c mice with lymphoma. International immunopharmacology 20050501
[Study on preparation technology of limonene dropping pills]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20050501
Total syntheses of Yingzhaosu A and of its C(14)-epimer including the first evaluation of their antimalarial and cytotoxic activities. The Journal of organic chemistry 20050429
The effect on human eye blink frequency of exposure to limonene oxidation products and methacrolein. Toxicology letters 20050410
Total NMR assignments of new [C7-O-C7'']-biflavones from leaves of the limonene-carvone chemotype of Lippia alba (Mill) N. E. Brown. Magnetic resonance in chemistry : MRC 20050401
[Studies on the chemical constituents of the essential oil of Artemisia dracunculus]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20050401
Feeding response to host and nonhost compounds by males and females of the spruce bark beetle Ips typographus in a tunneling microassay. Journal of chemical ecology 20050401
A novel psychrotrophic fungus, Mortierella minutissima, for D-limonene biotransformation. Biotechnology letters 20050201
[Analysis of residual volatiles in recycled polyethylene terephthalate]. Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan 20050201
Natural ozone scavenger prevents asthma in sensitized rats. Bioorganic & medicinal chemistry 20050117
Feeding behavior regulation in the fly: effect of a noxious substance through the taste and olfactory neurons. Chemical senses 20050101
Effect of chemical penetration enhancer and iontophoresis on the in vitro percutaneous absorption enhancement of insulin through porcine epidermis. Pharmaceutical development and technology 20050101
Regio- and stereoselective fungal oxyfunctionalisation of limonenes. Zeitschrift fur Naturforschung. C, Journal of biosciences 20050101
In vivo evaluation of limonene-based transdermal therapeutic system of nicorandil in healthy human volunteers. Skin pharmacology and physiology 20050101
In vitro acaricidal activity of four monoterpenes and solvents against Otodectes cynotis (Acari: Psoroptidae). Experimental & applied acarology 20050101
Antioxidant and antimycobacterial activities of Tabernaemontana catharinensis extracts obtained by supercritical CO2 + cosolvent. Journal of medicinal food 20050101
Cytotoxicity evaluation of gutta-percha solvents: Chloroform and GP-Solvent (limonene). Oral surgery, oral medicine, oral pathology, oral radiology, and endodontics 20041201
In vitro percutaneous permeability enhancement of nimodipine by limonene across the excised rat abdominal skin. Die Pharmazie 20041201
Response surface methodology for optimization and characterization of limonene-based coenzyme Q10 self-nanoemulsified capsule dosage form. AAPS PharmSciTech 20041201
Evaluation of the antimicrobial activity of citrus essences on Saccharomyces cerevisiae. Journal of agricultural and food chemistry 20041117
Iontophoretic enhancement of leuprolide acetate by fatty acids, limonene, and depilatory lotions through porcine epidermis. Pharmaceutical development and technology 20041101
Stabilization of aroma compounds through sorption-release by packaging polymers. Journal of agricultural and food chemistry 20040908
Rhodotorula cycloclastica sp. nov., Rhodotorula retinophila sp. nov., and Rhodotorula terpenoidalis sp. nov., three limonene-utilizing yeasts isolated from soil. FEMS yeast research 20040901
Characterization of a root-specific Arabidopsis terpene synthase responsible for the formation of the volatile monoterpene 1,8-cineole. Plant physiology 20040801
Characteristic odor components of Citrus reticulata Blanco (ponkan) cold-pressed oil. Bioscience, biotechnology, and biochemistry 20040801
Botanical solvents. Clinics in occupational and environmental medicine 20040801
Mono and diterpene production in Escherichia coli. Biotechnology and bioengineering 20040720
Inhibition of growth and metastasis of human gastric cancer implanted in nude mice by d-limonene. World journal of gastroenterology 20040715
High power ultrasound effects on lipid oxidation of refined sunflower oil. Ultrasonics sonochemistry 20040701
Electronic nose screening of limonene release from multicomponent essential oils encapsulated in pectin gels. Combinatorial chemistry & high throughput screening 20040601
Molecular cloning and identification of a novel oxygenase gene specifically induced during the growth of Rhodococcus sp. strain T104 on limonene. Journal of microbiology (Seoul, Korea) 20040601
[Experimental study on inclusion compound of beta-cyclodextrin with limonene]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20040601
Changes in eye blink frequency as a measure of trigeminal stimulation by exposure to limonene oxidation products, isoprene oxidation products and nitrate radicals. International archives of occupational and environmental health 20040501
Characterisation of different clones of Picea abies (L.) Karst using head-space sampling of cortical tissues combined with enantioselective capillary gas chromatography for the separation of chiral and non-chiral monoterpenes. Journal of chromatography. A 20040423
Antinociceptive effects of the essential oil of Dracocephalum kotschyi in the mouse writhing test. Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques 20040420
[Studies on analysis of terpene resin in imported chewing gums]. Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan 20040401
Effect of water activity on the release characteristics and oxidative stability of D-limonene encapsulated by spray drying. Journal of agricultural and food chemistry 20040310
Cosuppression of limonene-3-hydroxylase in peppermint promotes accumulation of limonene in the essential oil. Phytochemistry 20040301
European survey on post-consumer poly(ethylene terephthalate) (PET) materials to determine contamination levels and maximum consumer exposure from food packages made from recycled PET. Food additives and contaminants 20040301
Effects of NMDA receptor antagonists on olfactory learning and memory in the honeybee (Apis mellifera). Pharmacology, biochemistry, and behavior 20040201
Formulation and evaluation of limonene-based membrane-moderated transdermal therapeutic system of nimodipine. Drug delivery 20040101
Influence of ultrasound on the percutaneous absorption of ketorolac tromethamine in vitro across rat skin. Drug delivery 20040101
Electron microscopy of wet tissues: a case study in renal pathology. Toxicologic pathology 20040101
Volatile organic compound (VOC) analysis and sources of limonene, cyclohexanone and straight chain aldehydes in axenic cultures of Calothrix and Plectonema. Water science and technology : a journal of the International Association on Water Pollution Research 20040101
Headspace solid-phase microextraction for characterization of fragrances of lemon verbena (Aloysia triphylla) by gas chromatography-mass spectrometry. Journal of separation science 20040101
Formulation of an HPMC gel drug reservoir system with ethanol-water as a solvent system and limonene as a penetration enhancer for enhancing in vitro transdermal delivery of nicorandil. Skin pharmacology and physiology 20040101
Antioxidant property of volatile oils determined by the ferric reducing ability. Zeitschrift fur Naturforschung. C, Journal of biosciences 20040101
Essential oil of Daucus glaber Forssk. Zeitschrift fur Naturforschung. C, Journal of biosciences 20040101
Limonene production in tobacco with Perilla limonene synthase cDNA. Journal of experimental botany 20031201
Effect of mixed micelle formulations including terpenes on the transdermal delivery of diclofenac. Biological & pharmaceutical bulletin 20031201
First enantiospecific total synthesis of the antitubercular marine natural product pseudopteroxazole. Revision of assigned stereochemistry. Journal of the American Chemical Society 20031105
Synthesis of antimalarial yingzhaosu A analogues by the peroxidation of dienes with Co(II)/O2/Et3SiH. The Journal of organic chemistry 20030919
Monoterpene biosynthesis pathway construction in Escherichia coli. Phytochemistry 20030901
Effect of naturally occurring monoterpenes carvone, limonene and perillic acid in the inhibition of experimental lung metastasis induced by B16F-10 melanoma cells. Journal of experimental & clinical cancer research : CR 20030901
Changes in volatile compounds of carrots (Daucus carota L.) during refrigerated and frozen storage. Journal of agricultural and food chemistry 20030827
Supercritical carbon dioxide extraction of essential oils from Perovskia atriplicifolia Benth. Journal of agricultural and food chemistry 20030827
Evaluation of anti-inflammatory activity of essential oils from two Asteraceae species. Die Pharmazie 20030801
D-Limonene contact dermatitis from hand cleansers. Contact dermatitis 20030801
Upper airway irritation of terpene/ozone oxidation products (TOPS). Dependence on reaction time, relative humidity and initial ozone concentration. Toxicology letters 20030720
Changes of the volatile profile and artifact formation in Daidai (Citrus aurantium) cold-pressed peel oil on storage. Journal of agricultural and food chemistry 20030702
[D-limonene induces apoptosis of gastric cancer cells]. Zhonghua zhong liu za zhi [Chinese journal of oncology] 20030701
Patch testing with oxidized R-(+)-limonene and its hydroperoxide fraction. Contact dermatitis 20030701
Characterization of volatiles in bullock's heart (Annona reticulata L.) fruit cultivars from Cuba. Journal of agricultural and food chemistry 20030618
Composition, quality control, and antimicrobial activity of the essential oil of long-time stored dill (Anethum graveolens L.) seeds from Bulgaria. Journal of agricultural and food chemistry 20030618
Effect of d-limonene on three stored-product beetles. Journal of economic entomology 20030601
Fragrance allergy in patients with hand eczema - a clinical study. Contact dermatitis 20030601
Biotransformation of limonene by bacteria, fungi, yeasts, and plants. Applied microbiology and biotechnology 20030501
Perception of noxious compounds by contact chemoreceptors of the blowfly, Phormia regina: putative role of an odorant-bindingpProtein. Chemical senses 20030501
Immunomodulatory activity of naturally occurring monoterpenes carvone, limonene, and perillic acid. Immunopharmacology and immunotoxicology 20030501
Character impact odorants of Citrus Hallabong [(C. unshiu Marcov x C. sinensis Osbeck) x C. reticulata Blanco] cold-pressed peel oil. Journal of agricultural and food chemistry 20030423
In vitro and in vivo evaluations of the efficacy and safety of skin permeation enhancers using flurbiprofen as a model drug. International journal of pharmaceutics 20030414
Essential oils produced by in vitro shoots of sage (Salvia officinalis L.). Journal of agricultural and food chemistry 20030409
Isolation and identification of terpene chlorohydrins found in cold-pressed orange oil. Journal of agricultural and food chemistry 20030409
Self-diffusion nuclear magnetic resonance, microstructure transitions, and solubilization capacity of phytosterols and cholesterol in Winsor IV food-grade microemulsions. Journal of agricultural and food chemistry 20030409
OH-initiated oxidation of monoterpenes: reaction of alpha-pinene. Annali di chimica 20030401
Domain swapping of Citrus limon monoterpene synthases: impact on enzymatic activity and product specificity. Archives of biochemistry and biophysics 20030315
Involvement of YY1 and its correlation with c-myc in NDEA induced hepatocarcinogenesis, its prevention by d-limonene. Molecular biology reports 20030301
Solubilization of (+)-limonene by anionic/cationic mixed surfactant systems. Drug development and industrial pharmacy 20030301
[Supercritical carbon dioxide extraction of essential oil from Cinnamomum migao H. W. Li]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20030301
Influence of drying on the flavor quality of spearmint (Mentha spicata L.). Journal of agricultural and food chemistry 20030226
Chemical composition, plant genetic differences, and antifungal activity of the essential oil of Helichrysum italicum G. Don ssp. microphyllum (Willd) Nym. Journal of agricultural and food chemistry 20030212
Identification of epoxybergamottin as a CYP3A4 inhibitor in grapefruit peel. European journal of clinical pharmacology 20030201
Modelling the effect of oil/fat content in food systems on flavour absorption by LLDPE. Food additives and contaminants 20030201
Release characteristics of flavor from spray-dried powder in boiling water and during rice cooking. Bioscience, biotechnology, and biochemistry 20030201
Determination of the disproportionation products of limonene used for the catalytic hydrogenation of castor oil. Journal of chromatography. A 20030124
Influence of flavour absorption by food-packaging materials (low-density polyethylene, polycarbonate and polyethylene terephthalate) on taste perception of a model solution and orange juice. Food additives and contaminants 20030101
Determination of limonene oxidation products using SPME and GC-MS. Journal of chromatographic science 20030101
Acrylate-based transdermal therapeutic system of nitrendipine. Drug development and industrial pharmacy 20030101
Gene expression in rat skin induced by irritating chemicals. Journal of biochemical and molecular toxicology 20030101
Chemical composition of the fixed and volatile oils of Nigella sativa L. from Iran. Zeitschrift fur Naturforschung. C, Journal of biosciences 20030101
Virtual enantiomers as the solution of optical activity's deterministic offset problem. Applied spectroscopy 20030101
Analysis of the volatile components of five Turkish Rhododendron species by headspace solid-phase microextraction and GC-MS (HS-SPME-GC-MS). Zeitschrift fur Naturforschung. C, Journal of biosciences 20030101
Induction of apoptosis by Citrus paradisi essential oil in human leukemic (HL-60) cells. In vivo (Athens, Greece) 20030101
Stereoselective biotransformation of limonene and limonene oxide by cyanobacterium, Synechococcus sp. PCC 7942. Journal of bioscience and bioengineering 20030101
Development and implementation of the IPCS conceptual framework for evaluating mode of action of chemical carcinogens. Toxicology 20021227
Effects of polyunsaturated fatty acids on voltage-gated K+ and Na+ channels in rat olfactory receptor neurons. The European journal of neuroscience 20021201
Effect of limonene on the in vitro permeation of nicardipine hydrochloride across the excised rat abdominal skin. Die Pharmazie 20021201
Central effects of citral, myrcene and limonene, constituents of essential oil chemotypes from Lippia alba (Mill.) n.e. Brown. Phytomedicine : international journal of phytotherapy and phytopharmacology 20021201
Development of a questionnaire and a database for assessing dietary d-limonene intake. Public health nutrition 20021201
Food-grade microemulsions based on nonionic emulsifiers: media to enhance lycopene solubilization. Journal of agricultural and food chemistry 20021106
Oxidized citrus oil (R-limonene): a frequent skin sensitizer in Europe. Journal of the American Academy of Dermatology 20021101
Stomatal constraints may affect emission of oxygenated monoterpenoids from the foliage of Pinus pinea. Plant physiology 20021101
Pharmacokinetics of perillic acid in humans after a single dose administration of a citrus preparation rich in d-limonene content. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20021101
Activation of octopaminergic receptors by essential oil constituents isolated from aromatic plants: possible mode of action against insect pests. Pest management science 20021101
Influence of limonene on the bioavailability of nicardipine hydrochloride from membrane-moderated transdermal therapeutic systems in human volunteers. International journal of pharmaceutics 20021024
Wet effluent diffusion denuder technique and the determination of volatile organic compounds in air. II. Monoterpenes. Journal of chromatography. A 20021011
Chlorpyrifos poisoning over-looked as potential diagnosis. Journal of the American Veterinary Medical Association 20021001
Degradation of the adsorbent Tenax TA by nitrogen oxides, ozone, hydrogen peroxide, OH radical, and limonene oxidation products. Environmental science & technology 20021001
Estimation of the main dill seeds odorant carvone by solid-phase microextraction and gas chromatography. Die Nahrung 20021001
Volatile compounds of Psidium salutare (H.B.K.) Berg. fruit. Journal of agricultural and food chemistry 20020828
Spontaneous versus reinforced olfactory discriminations. The Journal of neuroscience : the official journal of the Society for Neuroscience 20020815
Diastereoselectivity control in photosensitized addition of methanol to (R)-(+)-limonene. The Journal of organic chemistry 20020809
Indoor hydrogen peroxide derived from ozone/d-limonene reactions. Environmental science & technology 20020801
Acaricidal activity of pine essential oils and their main components against Tyrophagus putrescentiae, a stored food mite. Journal of agricultural and food chemistry 20020731
Acute necrotizing dermatitis and septicemia after application of a d-limonene-based insecticidal shampoo in a cat. Journal of the American Veterinary Medical Association 20020715
Monoterpene biosynthesis in lemon (Citrus limon). cDNA isolation and functional analysis of four monoterpene synthases. European journal of biochemistry 20020701
Upper airway and pulmonary effects of oxidation products of (+)-alpha-pinene, d-limonene, and isoprene in BALB/c mice. Inhalation toxicology 20020701
Preparation and self-assembly of chiral porphyrin diads on the gold electrodes of quartz crystal microbalances: a novel potential approach to the development of enantioselective chemical sensors. Chemistry (Weinheim an der Bergstrasse, Germany) 20020603
Diet and breast cancer. Annals of the New York Academy of Sciences 20020601
Background odour induces adaptation and sensitization of olfactory receptors in the antennae of houseflies. Medical and veterinary entomology 20020601
Chemical compositions and pharmacological effects of essential oil from the fruit of Zanthoxylum limonella. Journal of the Medical Association of Thailand = Chotmaihet thangphaet 20020601
Furfural-cysteine model reaction in food grade nonionic oil/water microemulsions for selective flavor formation. Journal of agricultural and food chemistry 20020508
Characteristic odor components of Citrus sphaerocarpa Tanaka (Kabosu) cold-pressed peel oil. Journal of agricultural and food chemistry 20020508
Metabolism of (+)- and (-)-limonenes to respective carveols and perillyl alcohols by CYP2C9 and CYP2C19 in human liver microsomes. Drug metabolism and disposition: the biological fate of chemicals 20020501
Free radicals in antigen formation: reduction of contact allergic response to hydroperoxides by epidermal treatment with antioxidants. The British journal of dermatology 20020401
Distribution and immune responses resulting from oral administration of D-limonene in rats. Journal of nutritional science and vitaminology 20020401
Comparison of extraction methods for marker compounds in the essential oil of lemon grass by GC. Journal of agricultural and food chemistry 20020313
Muscle relaxing activity of Hyssopus officinalis essential oil on isolated intestinal preparations. Planta medica 20020301
Volatile components of peel and leaf oils of lemon and lime species. Journal of agricultural and food chemistry 20020213
Hydroxylation of specifically deuterated limonene enantiomers by cytochrome p450 limonene-6-hydroxylase reveals the mechanism of multiple product formation. Biochemistry 20020212
Expression of cyclin D1/2 in the lungs of strain A/J mice fed chemopreventive agents. Carcinogenesis 20020201
Additive toxicity of limonene and 50% oxygen and the role of glutathione in detoxification in human lung cells. Toxicology 20020115
Rapid determination of volatile constituents of Michelia alba flowers by gas chromatography-mass spectrometry with solid-phase microextraction. Journal of chromatography. A 20020104
Sex differences in the metabolism of (+)- and (-)-limonene enantiomers to carveol and perillyl alcohol derivatives by cytochrome p450 enzymes in rat liver microsomes. Chemical research in toxicology 20020101
Mammary carcinomas induced in human c-Ha-ras proto-oncogene transgenic rats are estrogen-independent, but responsive to d-limonene treatment. Japanese journal of cancer research : Gann 20020101
A comparative analysis of glove permeation resistance to paint stripping formulations. AIHA journal : a journal for the science of occupational and environmental health and safety 20020101
Direct analysis of highly oxidised organic aerosol constituents by on-line ion trap mass spectrometry in the negative-ion mode. Rapid communications in mass spectrometry : RCM 20020101
Biotransformation of d-limonene to carvone by means of glucose oxidase and peroxidase. Acta microbiologica Polonica 20020101
Species differences in the metabolism of (+)- and (-)-limonenes and their metabolites, carveols and carvones, by cytochrome P450 enzymes in liver microsomes of mice, rats, guinea pigs, rabbits, dogs, monkeys, and humans. Drug metabolism and pharmacokinetics 20020101
Perceptual correlates of neural representations evoked by odorant enantiomers. The Journal of neuroscience : the official journal of the Society for Neuroscience 20011215
Volatile flavor constituents of acerola (Malpighia emarginata DC.) fruit. Journal of agricultural and food chemistry 20011201
Xanthobacter sp. C20 contains a novel bioconversion pathway for limonene. Journal of biotechnology 20011130
Effect of Mentha x piperita essential oil and monoterpenes on cucumber root membrane potential. Phytochemistry 20011101
Evaluation of in vitro percutaneous absorption of lorazepam and clonazepam from hydro-alcoholic gel formulations. International journal of pharmaceutics 20011009
The effect of terpenes on the biodegradation of polychlorinated biphenyls by Pseudomonas stutzeri. Chemosphere 20010901
Chiral discrimination of limonene by use of beta-cyclodextrin-coated quartz-crystal-microbalances (QCMs) and data evaluation by artificial neuronal networks. Fresenius' journal of analytical chemistry 20010901
Inhibition by d-limonene of experimental hepatocarcinogenesis in Sprague-Dawley rats does not involve p21(ras) plasma membrane association. International journal of cancer 20010801
The male rat carcinogens limonene and sodium saccharin are not mutagenic to male Big Blue rats. Mutagenesis 20010701
Low-resolution gas-phase FT-IR method for the determination of the limonene/carvone ratio in supercritical CO2-extracted caraway fruit oils. Journal of agricultural and food chemistry 20010701
Bioconversion of limonene to increased concentrations of perillic acid by Pseudomonas putida GS1 in a fed-batch reactor. Applied microbiology and biotechnology 20010701
Correspondence of soldier defense secretion mixtures with cuticular hydrocarbon phenotypes for chemotaxonomy of the termite genus Reticulitermes in North America. Journal of chemical ecology 20010701
First isolation of an isoprene synthase gene from poplar and successful expression of the gene in Escherichia coli. Planta 20010701
A common inhibitory binding site for zinc and odorants at the voltage-gated K(+) channel of rat olfactory receptor neurons. The European journal of neuroscience 20010701
Asymmetric synthesis of the tricyclic core of NGF-inducing cyathane diterpenes via a transition-metal-catalyzed [5 + 2] cycloaddition. Organic letters 20010628
Genomic organization of plant terpene synthases and molecular evolutionary implications. Genetics 20010601
Permeation of oxygen, water vapor, and limonene through printed and unprinted biaxially oriented polypropylene films. Journal of agricultural and food chemistry 20010601
Chemical and biological evaluation of a reaction mixture of R-(+)-limonene/ozone: formation of strong airway irritants. Environment international 20010601
Electrophysiological and behavioral responses of female Helicoverpa armigera to compounds identified in flowers of African marigold, Tagetes erecta. Journal of chemical ecology 20010601
Preliminary assessment of the skin sensitizing activity of selected rodent carcinogens using the local lymph node assay. Toxicology 20010528
Characterization of the odor-active volatiles in citrus Hyuganatsu (Citrus tamurana Hort. ex Tanaka). Journal of agricultural and food chemistry 20010501
Biotransformation of (R)-(+)- and (S)-(-)-limonene by fungi and the use of solid phase microextraction for screening. Phytochemistry 20010501
Biotransformation of limonene by Pseudomonas putida. Applied microbiology and biotechnology 20010501
[Study of chemical constituents of essential oil from flowers of Mikania micrantha H.B.K]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20010501
Molecular cloning, functional expression and characterization of d-limonene synthase from Schizonepeta tenuifolia. Biological & pharmaceutical bulletin 20010401
Effects of chiral fragrances on human autonomic nervous system parameters and self-evaluation. Chemical senses 20010301
Hydroxylation of limonene enantiomers and analogs by recombinant (-)-limonene 3- and 6-hydroxylases from mint (Mentha) species: evidence for catalysis within sterically constrained active sites. Archives of biochemistry and biophysics 20010301
Flavor, color, and vitamin C retention of pulsed electric field processed orange juice in different packaging materials. Journal of agricultural and food chemistry 20010201
Stability of monoterpenes encapsulated in gum Arabic by spray-drying. Journal of agricultural and food chemistry 20010201
[Allergic contact dermatitis to cosmetics containing Melaleuca alternifolia (tea tree oil)]. Annales de dermatologie et de venereologie 20010201
Volatile flavor components of ripe and overripe ki-mikans (Citrus flaviculpus Hort. ex Tanaka) in comparison with Hyuganatsu (Citrus tamurana Hort. ex Tanaka). Bioscience, biotechnology, and biochemistry 20010101
Evaluation of individual components of plum odor as potential attractants for adult plum curculios. Journal of chemical ecology 20010101
Aroma compounds-proteins interaction using headspace techniques. Advances in experimental medicine and biology 20010101
Structural elucidation of monoterpene oxidation products by ion trap fragmentation using on-line atmospheric pressure chemical ionisation mass spectrometry in the negative ion mode. Rapid communications in mass spectrometry : RCM 20010101
Metabolism of carveol and dihydrocarveol in Rhodococcus erythropolis DCL14. Microbiology (Reading, England) 20000501
Rhodococcus erythropolis DCL14 contains a novel degradation pathway for limonene. Applied and environmental microbiology 19990501
d-limonene chemoprevention of hepatocarcinogenesis in AKR mice: inhibition of c-jun and c-myc. Oncology reports 19990101
Degradation of pinene by Bacillus pallidus BR425. Biodegradation 19980101
Production of alpha-terpineol from Escherichia coli cells expressing thermostable limonene hydratase. Applied biochemistry and biotechnology 19970101
Induction of protein droplet (alpha 2 mu-globulin) nephropathy in male rats after short-term dosage with 1,8-cineole and l-limonene. Toxicology letters 19951001
The effect of quenching agents on contact urticaria caused by cinnamic aldehyde. Journal of the American Academy of Dermatology 19840101

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