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13466-78-9 | 3-Carene
CAS No: 13466-78-9 Catalog No: AG0033N9 MDL No:MFCD00001315
Product Description
Catalog Number:
AG0033N9
Chemical Name:
3-Carene
CAS Number:
13466-78-9
Molecular Formula:
C10H16
Molecular Weight:
136.2340
MDL Number:
MFCD00001315
IUPAC Name:
3,7,7-trimethylbicyclo[4.1.0]hept-3-ene
InChI:
InChI=1S/C10H16/c1-7-4-5-8-9(6-7)10(8,2)3/h4,8-9H,5-6H2,1-3H3
InChI Key:
BQOFWKZOCNGFEC-UHFFFAOYSA-N
SMILES:
CC1=CCC2C(C1)C2(C)C
EC Number:
236-719-3
FEMA Number:
3821
UN Number:
2319
Properties
Complexity:
186
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
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:
0
Topological Polar Surface Area:
0A^2
Undefined Atom Stereocenter Count:
2
Undefined Bond Stereocenter Count:
0
XLogP3:
2.8
Literature
| Title | Journal |
|---|---|
| A tale of two carenes: intrinsic optical activity and large-amplitude nuclear displacement. | The journal of physical chemistry. A 20120927 |
| Bioconversion of car-3-ene by a dioxygenase of Pleurotus sapidus. | Journal of biotechnology 20120630 |
| Electrophysiological and behavioral responses of the bark beetle Dendroctonus rhizophagus to volatiles from host pines and conspecifics. | Journal of chemical ecology 20120501 |
| In vitro anthelmintic activity of the essential oils of Zanthoxylum zanthoxyloides and Newbouldia laevis against Strongyloides ratti. | Parasitology research 20120401 |
| Volatile emissions of scented Alstroemeria genotypes are dominated by terpenes, and a myrcene synthase gene is highly expressed in scented Alstroemeria flowers. | Journal of experimental botany 20120401 |
| Potential of Spanish sour-sweet pomegranates (cultivar C25) for the juice industry. | Food science and technology international = Ciencia y tecnologia de los alimentos internacional 20120401 |
| Isolation and identification of host cues from mango, Mangifera indica, that attract gravid female oriental fruit fly, Bactrocera dorsalis. | Journal of chemical ecology 20120401 |
| Genotoxicity of citrus wastewater in prokaryotic and eukaryotic cells and efficiency of heterogeneous photocatalysis by TiO(2). | Journal of photochemistry and photobiology. B, Biology 20120301 |
| Slow but not low: genomic comparisons reveal slower evolutionary rate and higher dN/dS in conifers compared to angiosperms. | BMC evolutionary biology 20120101 |
| Quantitative evaluation of (+)-Δ(3)-carene metabolites from living larvae of Spodoptera litura by headspace solid-phase microextraction. | Journal of oleo science 20120101 |
| Biotransformation of (1S)-2-carene and (1S)-3-carene by Picea abies suspension culture. | Molecules (Basel, Switzerland) 20111219 |
| Induction of isoprenyl diphosphate synthases, plant hormones and defense signalling genes correlates with traumatic resin duct formation in Norway spruce (Picea abies). | Plant molecular biology 20111201 |
| Effect of rootstock on mango fruit susceptibility to infestation by Anastrepha obliqua. | Journal of economic entomology 20111201 |
| Do novel genotypes drive the success of an invasive bark beetle-fungus complex? Implications for potential reinvasion. | Ecology 20111101 |
| Determination of the chemical composition and in vitro antioxidant activities of essential oil and methanol extracts of Echinophora platyloba DC. | Natural product research 20111001 |
| Chemical composition and antioxidant activity of the essential oil of Juniperus phoenicea L. berries. | Natural product research 20111001 |
| Antioxidant and antiacetylcholinesterase activities of some commercial essential oils and their major compounds. | Molecules (Basel, Switzerland) 20110907 |
| Effect of water stress and fungal inoculation on monoterpene emission from an historical and a new pine host of the mountain pine beetle. | Journal of chemical ecology 20110901 |
| Analysis of car-3-en-5-hydroperoxide. | Natural product communications 20110901 |
| Responses of bark beetle-associated bacteria to host monoterpenes and their relationship to insect life histories. | Journal of chemical ecology 20110801 |
| Both gas chromatography and an electronic nose reflect chemical polymorphism of juniper shrubs browsed or avoided by sheep. | Journal of chemical ecology 20110701 |
| Asymmetric synthesis of α-methyl-α-amino acids via diastereoselective alkylation of (1S)-(+)-3-carene derived tricyclic iminolactone. | The Journal of organic chemistry 20110318 |
| An integrated genomic, proteomic and biochemical analysis of (+)-3-carene biosynthesis in Sitka spruce (Picea sitchensis) genotypes that are resistant or susceptible to white pine weevil. | The Plant journal : for cell and molecular biology 20110301 |
| [GC-MS analysis of essential oil from root of Angelica dahurica cv. Qibaizhi]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20110301 |
| Volatile composition and sensory quality of Spanish pomegranates (Punica granatum L.). | Journal of the science of food and agriculture 20110201 |
| Biological effects and photodegradation by TiO(2) of terpenes present in industrial wastewater. | Journal of hazardous materials 20110130 |
| Transcriptome mining, functional characterization, and phylogeny of a large terpene synthase gene family in spruce (Picea spp.). | BMC plant biology 20110101 |
| Monoterpene variation mediated attack preference evolution of the bark beetle Dendroctonus valens. | PloS one 20110101 |
| Comparative analysis of the volatile fraction of fruit juice from different Citrus species. | PloS one 20110101 |
| Global transcriptome analysis of constitutive resistance to the white pine weevil in spruce. | Genome biology and evolution 20110101 |
| Chemical and transcriptional responses of Norway spruce genotypes with different susceptibility to Heterobasidion spp. infection. | BMC plant biology 20110101 |
| Detection, composition and treatment of volatile organic compounds from waste treatment plants. | Sensors (Basel, Switzerland) 20110101 |
| Characterization of delta-guaiene synthases from cultured cells of Aquilaria, responsible for the formation of the sesquiterpenes in agarwood. | Plant physiology 20101201 |
| Evolution of the volatile compounds of ripened sausages as a function of both storage time and composition of packaging atmosphere. | Meat science 20101101 |
| Genetics, phosphorus availability, and herbivore-derived induction as sources of phenotypic variation of leaf volatile terpenes in a pine species. | Journal of experimental botany 20101001 |
| Development and validation by accuracy profile of a method for the analysis of monoterpenes in indoor air by active sampling and thermal desorption-gas chromatography-mass spectrometry. | Talanta 20100915 |
| Complex interactions among host pines and fungi vectored by an invasive bark beetle. | The New phytologist 20100801 |
| The influence of Ceratocystis polonica inoculation and methyl jasmonate application on terpene chemistry of Norway spruce, Picea abies. | Phytochemistry 20100801 |
| Changes in monoterpene emission rates of Quercus ilex infested by aphids tended by native or invasive Lasius ant species. | Journal of chemical ecology 20100701 |
| Cytotoxicity and genotoxicity in human lung epithelial A549 cells caused by airborne volatile organic compounds emitted from pine wood and oriented strand boards. | Toxicology letters 20100616 |
| Natural variation in herbivore-induced volatiles in Arabidopsis thaliana. | Journal of experimental botany 20100601 |
| Formaldehyde in the indoor environment. | Chemical reviews 20100414 |
| Regio- and stereoselective oxidation of (+)-Delta(3)-carene by the larvae of common cutworm (Spodoptera litura). | Journal of agricultural and food chemistry 20100324 |
| A facile and efficient synthesis of 3,3-dimethyl isopropylidene proline from (+)-3-carene. | The Journal of organic chemistry 20100219 |
| Comparison of FTIR and particle mass spectrometry for the measurement of particulate organic nitrates. | Environmental science & technology 20100201 |
| Pyrazole derived from (+)-3-carene; a novel potent, selective scaffold for sphingosine-1-phosphate (S1P(1)) receptor agonists. | Bioorganic & medicinal chemistry letters 20100101 |
| Repellency of essential oils of Cryptomeria japonica (Pinaceae) against adults of the mosquitoes Aedes aegypti and Aedes albopictus (Diptera:Culicidae). | Journal of agricultural and food chemistry 20091209 |
| Targeted proteomics using selected reaction monitoring reveals the induction of specific terpene synthases in a multi-level study of methyl jasmonate-treated Norway spruce (Picea abies). | The Plant journal : for cell and molecular biology 20091201 |
| Formation and stability of secondary ozonides from monoterpenes studied by mass spectrometry. | Chemosphere 20090701 |
| Mechanisms for the formation of organic acids in the gas-phase ozonolysis of 3-carene. | Physical chemistry chemical physics : PCCP 20090607 |
| Radical Scavenging Activity of the Essential Oil of Silver Fir (Abies alba). | Journal of clinical biochemistry and nutrition 20090501 |
| Electrophysiological and behavioral responses of Dendroctonus valens (Coleoptera: Curculionidae: Scolytinae) to four bark beetle pheromones. | Environmental entomology 20090401 |
| Lippia javanica (Burm F) Spreng: its general constituents and bioactivity on mosquitoes. | Tropical biomedicine 20090401 |
| Insecticidal activities of leaf and twig essential oils from Clausena excavata against Aedes aegypti and Aedes albopictus larvae. | Pest management science 20090301 |
| Variations in insecticidal activity and chemical compositions of leaf essential oils from Cryptomeria japonica at different ages. | Bioresource technology 20090101 |
| Targeted isolation, sequence assembly and characterization of two white spruce (Picea glauca) BAC clones for terpenoid synthase and cytochrome P450 genes involved in conifer defence reveal insights into a conifer genome. | BMC plant biology 20090101 |
| Evaluation of monoterpenes for the control of Tribolium castaneum (Herbst) and Sitophilus zeamaise Motschulsky. | Natural product research 20090101 |
| Digital, Three-dimensional Average Shaped Atlas of the Heliothis Virescens Brain with Integrated Gustatory and Olfactory Neurons. | Frontiers in systems neuroscience 20090101 |
| Organosulfate formation in biogenic secondary organic aerosol. | The journal of physical chemistry. A 20080911 |
| 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 |
| Larvicidal activity of Kaempferia galanga rhizome phenylpropanoids towards three mosquito species. | Pest management science 20080801 |
| Synergistic blends of monoterpenes for aggregation pheromones of the mountain pine beetle (Coleoptera: Curculionidae). | Journal of economic entomology 20080801 |
| Computational modeling of a stereoselective epoxidation: reaction of carene with peroxyformic acid. | The Journal of organic chemistry 20080502 |
| Traps and attractants for wood-boring insects in ponderosa pine stands in the Black Hills, South Dakota. | Journal of economic entomology 20080401 |
| Chemical composition and antimicrobial activity of essential oil from cones of Pinus koraiensis. | Journal of microbiology and biotechnology 20080301 |
| Content, composition, and bioactivity of the essential oils of three basil genotypes as a function of harvesting. | Journal of agricultural and food chemistry 20080123 |
| Low concentration of 3-carene stimulates the differentiation of mouse osteoblastic MC3T3-E1 subclone 4 cells. | Phytotherapy research : PTR 20080101 |
| What makes Episyrphus balteatus (Diptera: Syrphidae) oviposit on aphid infested tomato plants? | Communications in agricultural and applied biological sciences 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 |
| Sensitivity of terpene emissions to drought and fertilization in terpene-storing Pinus halepensis and non-storing Quercus ilex. | Physiologia plantarum 20071001 |
| The role of genetic and chemical variation of Pinus sylvestris seedlings in influencing slug herbivory. | Oecologia 20070501 |
| Analysis of aromatic and terpenic constituents of pepper extracts by capillary electrochromatography. | Journal of separation science 20070301 |
| Analysis by gas chromatography-mass spectrometry of essential oil from seeds and aerial parts of Ferulago angulata (Schlecht.) Boiss gathered in Nevakoh and Shahoo, Zagross mountain, West of Iran. | Pakistan journal of biological sciences : PJBS 20070301 |
| Role of host volatiles in mate location by the Japanese pine sawyer, Monochamus alternatus hope (Coleoptera: Cerambycidae). | Environmental entomology 20070201 |
| Response to host volatiles by native and introduced populations of Dendroctonus valens (Coleoptera: Curculionidae, Scolytinae) in North America and China. | Journal of chemical ecology 20070101 |
| Cross-attraction between an exotic and a native pine bark beetle: a novel invasion mechanism? | PloS one 20070101 |
| Antifungal activity of Juniperus essential oils against dermatophyte, Aspergillus and Candida strains. | Journal of applied microbiology 20060601 |
| [GC-MS analysis of essential oils from Radix Angelicae Pubescentis]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20060401 |
| [Analysis of volatile constituents in leaves of three cypress species by gas chromatography/mass spectrometry]. | Se pu = Chinese journal of chromatography 20060301 |
| Impact of humidity on the ozone initiated oxidation of limonene, delta3-carene, and alpha-pinene. | Environmental science & technology 20060101 |
| Host selection in Tomicus piniperda L.: composition of monoterpene hydrocarbons in relation to attack frequency in the shoot feeding phase. | Zeitschrift fur Naturforschung. C, Journal of biosciences 20060101 |
| Acute effects of a fungal volatile compound. | Environmental health perspectives 20051201 |
| Metabolism of Delta(3)-carene by human cytochrome p450 enzymes: identification and characterization of two new metabolites. | Current drug metabolism 20051201 |
| Olfactory receptor neurons in two Heliothine moth species responding selectively to aliphatic green leaf volatiles, aromatic compounds, monoterpenes and sesquiterpenes of plant origin. | Chemical senses 20050601 |
| Contributions of organic peroxides to secondary aerosol formed from reactions of monoterpenes with O3. | Environmental science & technology 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 |
| Atmospheric fate of OH initiated oxidation of terpenes. Reaction mechanism of alpha-pinene degradation and secondary organic aerosol formation. | Journal of environmental management 20050501 |
| Biotransformation of terpenoids by mammals, microorganisms, and plant-cultured cells. | Chemistry & biodiversity 20050501 |
| Identification of the larval aggregation pheromone of codling moth, Cydia pomonella. | Journal of chemical ecology 20050401 |
| Inhibition of acetylcholinesterase activity by bicyclic monoterpenoids. | Journal of agricultural and food chemistry 20050309 |
| Mastrus ridibundus parasitoids eavesdrop on cocoon-spinning codling moth, Cydia pomonella, larvae. | Die Naturwissenschaften 20050101 |
| Mono and diterpene production in Escherichia coli. | Biotechnology and bioengineering 20040720 |
| Responses of female orange wheat Blossom midge, Sitodiplosis mosellana, to wheat panicle volatiles. | Journal of chemical ecology 20040701 |
| Study of the carbonyl products of terpene/OH radical reactions: detection of the 2,4-DNPH derivatives by HPLC-MS. | Analytical and bioanalytical chemistry 20040601 |
| Full-scale chamber investigation and simulation of air freshener emissions in the presence of ozone. | Environmental science & technology 20040515 |
| Butyryl- and acetyl-cholinesterase inhibitory activities in essential oils of Salvia species and their constituents. | Phytotherapy research : PTR 20040401 |
| An experimental comparison of a kinetic model for the reaction of alpha-pinene and Delta(3)-carene with ozone and nitrogen oxides. | Indoor air 20040101 |
| Antioxidative properties of the essential oil from Pinus mugo. | Journal of agricultural and food chemistry 20031217 |
| Increased airway responsiveness of a common fragrance component, 3-carene, after skin sensitisation--a study in isolated guinea pig lungs. | Toxicology letters 20031130 |
| Thiol-catalysed radical-chain redox rearrangement reactions of benzylidene acetals derived from terpenoid diols. | Organic & biomolecular chemistry 20031121 |
| Effects of monoterpenoids, acting alone or in pairs, on seed germination and subsequent seedling growth. | Journal of chemical ecology 20031001 |
| Synthesis of new chiral 2,2'-bipyridine ligands and their application in copper-catalyzed asymmetric allylic oxidation and cyclopropanation. | The Journal of organic chemistry 20030613 |
| Respiratory symptoms and occupational exposures in New Zealand plywood mill workers. | The Annals of occupational hygiene 20030601 |
| A cDNA clone for 3-carene synthase from Salvia stenophylla. | Phytochemistry 20030401 |
| Exposure assessment to alpha- and beta-pinene, delta(3)-carene and wood dust in industrial production of wood pellets. | The Annals of occupational hygiene 20030401 |
| OH-initiated oxidation of monoterpenes: reaction of alpha-pinene. | Annali di chimica 20030401 |
| Identification of plant odours activating receptor neurones in the weevil Pissodes notatus F. (Coleoptera, Curculionidae). | Journal of comparative physiology. A, Neuroethology, sensory, neural, and behavioral physiology 20030301 |
| Traumatic resin defense in Norway spruce (Picea abies): methyl jasmonate-induced terpene synthase gene expression, and cDNA cloning and functional characterization of (+)-3-carene synthase. | Plant molecular biology 20030101 |
| Volatile metabolites from microorganisms grown on humid building materials and synthetic media. | Journal of environmental monitoring : JEM 20021001 |
| [Analysis of volatile constituents of root and rhizome of Asarum heterotropoides Fr. var. mandshuricum (Maxim.) Kitag. by gas chromatography-mass spectrometry]. | Se pu = Chinese journal of chromatography 20020901 |
| Sensitive indoor air monitoring of monoterpenes using different adsorbents and thermal desorption gas chromatography with mass-selective detection. | Journal of chromatography. A 20020712 |
| Comparing the variation of needle and wood terpenoids in Scots pine provenances. | Journal of chemical ecology 20020101 |
| Essential oils from micropropagated plants of Lavandula viridis. | Phytochemical analysis : PCA 20020101 |
| Modeling the formation of secondary organic aerosol (SOA). 2. The predicted effects of relative humidity on aerosol formation in the alpha-pinene-, beta-pinene-, sabinene-, delta 3-carene-, and cyclohexene-ozone systems. | Environmental science & technology 20010501 |
| Ozone removal in the sampling of parts per billion levels of terpenoid compounds: an evaluation of different scrubber materials. | Environmental science & technology 20010401 |
| Selective oviposition by Aedes aegypti (Diptera: culicidae) in response to Mesocyclops longisetus (Copepoda: Cyclopoidea) under laboratory and field conditions. | Journal of medical entomology 20010301 |
| Airborne chemical compounds on dairy farms. | Journal of environmental monitoring : JEM 20010201 |
| Effect of in situ composting on reducing offensive odors and volatile organic compounds in swineries. | AIHAJ : a journal for the science of occupational and environmental health and safety 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 |
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