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Home > Other Heterocycles > 1125-12-8
1125-12-8 | 1-Isopropyl-4-methylbicyclo[3.1.0]hexan-3-one
CAS No: 1125-12-8 Catalog No: AG003BBR MDL No:MFCD00135597
Product Description
Catalog Number:
AG003BBR
Chemical Name:
1-Isopropyl-4-methylbicyclo[3.1.0]hexan-3-one
CAS Number:
1125-12-8
Molecular Formula:
C10H16O
Molecular Weight:
152.2334
MDL Number:
MFCD00135597
IUPAC Name:
4-methyl-1-propan-2-ylbicyclo[3.1.0]hexan-3-one
InChI:
InChI=1S/C10H16O/c1-6(2)10-4-8(10)7(3)9(11)5-10/h6-8H,4-5H2,1-3H3
InChI Key:
USMNOWBWPHYOEA-UHFFFAOYSA-N
SMILES:
O=C1CC2(C(C1C)C2)C(C)C
NSC Number:
407281
Properties
Complexity:
207
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
152.12g/mol
Formal Charge:
0
Heavy Atom Count:
11
Hydrogen Bond Acceptor Count:
1
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
152.237g/mol
Monoisotopic Mass:
152.12g/mol
Rotatable Bond Count:
1
Topological Polar Surface Area:
17.1A^2
Undefined Atom Stereocenter Count:
3
Undefined Bond Stereocenter Count:
0
XLogP3:
2.3
Literature
| Title | Journal |
|---|---|
| Thujone inhibits the function of α(7)-nicotinic acetylcholine receptors and impairs nicotine-induced memory enhancement in one-trial passive avoidance paradigm. | Toxicology 20170601 |
| Modulation of GABAergic synaptic currents and current responses by α-thujone and dihydroumbellulone. | Journal of natural products 20120427 |
| Seasonal influence on gene expression of monoterpene synthases in Salvia officinalis (Lamiaceae). | Journal of plant physiology 20120301 |
| Augmentation of humoral and cell mediated immune responses by Thujone. | International immunopharmacology 20111201 |
| Toxicology and carcinogenesis studies of alpha,beta-thujone (CAS No. 76231-76-0) in F344/N rats and B6C3F1 mice (gavage studies). | National Toxicology Program technical report series 20111101 |
| Thujone inhibits lung metastasis induced by B16F-10 melanoma cells in C57BL/6 mice. | Canadian journal of physiology and pharmacology 20111001 |
| Modulation of genotoxicity and DNA repair by plant monoterpenes camphor, eucalyptol and thujone in Escherichia coli and mammalian cells. | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20110901 |
| Thujone corrects cholesterol and triglyceride profiles in diabetic rat model. | Natural product research 20110701 |
| Skeletal muscle fatty acid oxidation is not directly associated with AMPK or ACC2 phosphorylation. | Applied physiology, nutrition, and metabolism = Physiologie appliquee, nutrition et metabolisme 20110601 |
| Metabolism of α-thujone in human hepatic preparations in vitro. | Xenobiotica; the fate of foreign compounds in biological systems 20110201 |
| Determination of the biologically active flavour substances thujone and camphor in foods and medicines containing sage (Salvia officinalis L.). | Chemistry Central journal 20110101 |
| Risk assessment of thujone in foods and medicines containing sage and wormwood--evidence for a need of regulatory changes? | Regulatory toxicology and pharmacology : RTP 20101201 |
| Composition and intraspecific chemical variability of the essential oil from Artemisia herba-alba growing wild in a Tunisian arid zone. | Chemistry & biodiversity 20101101 |
| Thujone, a component of medicinal herbs, rescues palmitate-induced insulin resistance in skeletal muscle. | American journal of physiology. Regulatory, integrative and comparative physiology 20100901 |
| Chemical composition of the essential oil of Salvia officinalis L. from Romania. | Revista medico-chirurgicala a Societatii de Medici si Naturalisti din Iasi 20100101 |
| Motile cilia of human airway epithelia are chemosensory. | Science (New York, N.Y.) 20090828 |
| Compositional variation of the essential oils of Artemisia afra Jacq. from three provinces in South Africa--a case study of its safety. | Natural product communications 20090601 |
| Essential oil composition of Artemisia herba-alba from southern Tunisia. | Molecules (Basel, Switzerland) 20090420 |
| Long-term stability of thujone, fenchone, and pinocamphone in vintage preban absinthe. | Journal of agricultural and food chemistry 20090408 |
| Cooperative effects on radical recombination in CYP3A4-catalyzed oxidation of the radical clock beta-thujone. | Chembiochem : a European journal of chemical biology 20090302 |
| Absinthe, epileptic seizures and Valentin Magnan. | The journal of the Royal College of Physicians of Edinburgh 20090301 |
| Chemical composition of the essential oil of Achillea umbellata growing in Greece. | Natural product research 20090101 |
| Antibacterial and antioxidant activities of the essential oil of Artemisia echegarayi Hieron. (Asteraceae). | Revista Argentina de microbiologia 20090101 |
| Chemical composition of vintage preban absinthe with special reference to thujone, fenchone, pinocamphone, methanol, copper, and antimony concentrations. | Journal of agricultural and food chemistry 20080514 |
| Chemical composition of the essential oil of Artemisia absinthium growing wild in Iran. | Pakistan journal of biological sciences : PJBS 20080315 |
| [Thujone-attributable effects of absinthe are only an urban legend--toxicology uncovers alcohol as real cause of absinthism]. | Medizinische Monatsschrift fur Pharmazeuten 20080301 |
| Absinthe and tobacco--a new look at an old problem? (Comment on: Absinthe--is its history relevant for current public health?). | International journal of epidemiology 20080201 |
| Insecticidal properties of essential oils from Lippia turbinata and Lippia polystachya (Verbenaceae) against Culex quinquefasciatus (Diptera: Culicidae). | Parasitology research 20071001 |
| [Thujone]. | Medizinische Monatsschrift fur Pharmazeuten 20070901 |
| Composition of the essential oil of Salvia officinalis L. from various European countries. | Natural product research 20070501 |
| [Absinthe - history of dependence to thujone or to alcohol?]. | Fortschritte der Neurologie-Psychiatrie 20070501 |
| Microsphere-based protease assays and screening application for lethal factor and factor Xa. | Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501 |
| Thujone--cause of absinthism? | Forensic science international 20060420 |
| Radical intermediates in the catalytic oxidation of hydrocarbons by bacterial and human cytochrome P450 enzymes. | Biochemistry 20060117 |
| Absinthe, the nervous system and painting. | International review of neurobiology 20060101 |
| Absinthe--a review. | Critical reviews in food science and nutrition 20060101 |
| Evaluation of extracts and oils of tick-repellent plants from Sweden. | Medical and veterinary entomology 20051201 |
| Radical rebound mechanism in cytochrome P-450-catalyzed hydroxylation of the multifaceted radical clocks alpha- and beta-thujone. | The Journal of biological chemistry 20040917 |
| Biosynthesis of the irregular monoterpene artemisia ketone, the sesquiterpene germacrene D and other isoprenoids in Tanacetum vulgare L. (Asteraceae). | Phytochemistry 20040901 |
| Absinthe: attention performance and mood under the influence of thujone. | Journal of studies on alcohol 20040901 |
| Alpha- and beta-thujone radical rearrangements and isomerizations. A new radical clock. | The Journal of organic chemistry 20040820 |
| The human taste receptor hTAS2R14 responds to a variety of different bitter compounds. | Biochemical and biophysical research communications 20040625 |
| Alpha-thujone reduces 5-HT3 receptor activity by an effect on the agonist-reduced desensitization. | Neuropharmacology 20040201 |
| Volatile metabolites from Salvia fruticosa as antifungal agents in soilborne pathogens. | Journal of agricultural and food chemistry 20030521 |
| Essential oils produced by in vitro shoots of sage (Salvia officinalis L.). | Journal of agricultural and food chemistry 20030409 |
| Absinthe: enjoying a new popularity among young people? | Forensic science international 20021204 |
| Absinthe: return of the Green Fairy. | Seminars in neurology 20020301 |
| Detoxification of alpha- and beta-Thujones (the active ingredients of absinthe): site specificity and species differences in cytochrome P450 oxidation in vitro and in vivo. | Chemical research in toxicology 20010501 |
| alpha- and beta-Thujones (herbal medicines and food additives): synthesis and analysis of hydroxy and dehydro metabolites. | Journal of agricultural and food chemistry 20010401 |
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