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20126-76-5 | 3-Cyclohexen-1-ol, 4-methyl-1-(1-methylethyl)-, (1R)-
CAS No: 20126-76-5 Catalog No: AG002DAM MDL No:MFCD00167108
Product Description
Catalog Number:
AG002DAM
Chemical Name:
3-Cyclohexen-1-ol, 4-methyl-1-(1-methylethyl)-, (1R)-
CAS Number:
20126-76-5
Molecular Formula:
C10H18O
Molecular Weight:
154.2493
MDL Number:
MFCD00167108
IUPAC Name:
(1R)-4-methyl-1-propan-2-ylcyclohex-3-en-1-ol
InChI:
InChI=1S/C10H18O/c1-8(2)10(11)6-4-9(3)5-7-10/h4,8,11H,5-7H2,1-3H3/t10-/m0/s1
InChI Key:
WRYLYDPHFGVWKC-JTQLQIEISA-N
SMILES:
CC1=CC[C@@](CC1)(O)C(C)C
UNII:
8VI196VS5T
Properties
Complexity:
170
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
1
Defined Bond Stereocenter Count:
0
Exact Mass:
154.136g/mol
Formal Charge:
0
Heavy Atom Count:
11
Hydrogen Bond Acceptor Count:
1
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
154.253g/mol
Monoisotopic Mass:
154.136g/mol
Rotatable Bond Count:
1
Topological Polar Surface Area:
20.2A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.2
Literature
| Title | Journal |
|---|---|
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| The essential oil of Melaleuca alternifolia (tea tree oil) and its main component, terpinen-4-ol protect mice from experimental oral candidiasis. | Biological & pharmaceutical bulletin 20120101 |
| Induction of intrinsic and extrinsic apoptosis pathways in the human leukemic MOLT-4 cell line by terpinen-4-ol. | Asian Pacific journal of cancer prevention : APJCP 20120101 |
| Fumigant toxicity of lemon eucalyptus oil constituents to acaricide-susceptible and acaricide-resistant Tetranychus urticae. | Pest management science 20111201 |
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| Volatile compounds in the stem bark of Sclerocarya birrea (Anacardiaceae) possess antimicrobial activity against drug-resistant strains of Helicobacter pylori. | International journal of antimicrobial agents 20111001 |
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| Induction of necrosis and cell cycle arrest in murine cancer cell lines by Melaleuca alternifolia (tea tree) oil and terpinen-4-ol. | Cancer chemotherapy and pharmacology 20100401 |
| Influence of various concentrations of terpene-4-ol enhancer and carbopol-934 mucoadhesive upon the in vitro ocular transport and the in vivo intraocular pressure lowering effects of dorzolamide ophthalmic formulations using albino rabbits. | Journal of pharmaceutical sciences 20100101 |
| The effects of excipients for topical preparations on the human skin permeability of terpinen-4-ol contained in Tea tree oil: infrared spectroscopic investigations. | Pharmaceutical development and technology 20100101 |
| Host plant volatiles serve to increase the response of male European grape berry moths, Eupoecilia ambiguella, to their sex pheromone. | Journal of comparative physiology. A, Neuroethology, sensory, neural, and behavioral physiology 20090901 |
| Evaluation of the anticonvulsant activity of terpinen-4-ol. | Zeitschrift fur Naturforschung. C, Journal of biosciences 20090101 |
| Human skin penetration of the major components of Australian tea tree oil applied in its pure form and as a 20% solution in vitro. | European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20080501 |
| Comparison of the cidal activity of tea tree oil and terpinen-4-ol against clinical bacterial skin isolates and human fibroblast cells. | Letters in applied microbiology 20080401 |
| Commentary to the article 'Human skin penetration of the major components of Australian tea tree oil applied in its pure form and as a 20% solution in vitro'. | European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20080301 |
| [Studies on expectorant compounds in volatile oil from root and rhizome of Aster tataricus]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20080201 |
| Gas chromatography/mass spectrometry analysis of Laurus nobilis essential oil composition of northern Cyprus. | Journal of medicinal food 20071201 |
| Response accuracy and odor sampling time in mice trained to discriminate between enantiomers of carvone and those of terpinen-4-ol. | Chemical senses 20070901 |
| A comparative evaluation of Origanum onites essential oil and its four major components as larvicides against the pine processionary moth, Thaumetopoea wilkinsoni Tams. | Pest management science 20070801 |
| The effect of tea tree oil and antifungal agents on a reporter for yeast cell integrity signalling. | Yeast (Chichester, England) 20070401 |
| Comparison of different extraction methods for the determination of essential oils and related compounds from aromatic plants and optimization of solid-phase microextraction/gas chromatography. | Analytical and bioanalytical chemistry 20070301 |
| In vitro studies on release and human skin permeation of Australian tea tree oil (TTO) from topical formulations. | European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20061001 |
| Discrimination between the enantiomers of carvone and of terpinen-4-ol odorants in normal rats and those with lesions of the olfactory bulbs. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20060927 |
| Susceptibility of pseudomonads to Melaleuca alternifolia (tea tree) oil and components. | The Journal of antimicrobial chemotherapy 20060801 |
| Stratum corneum absorption and retention of linalool and terpinen-4-ol applied as gel or oily solution in humans. | Journal of dermatological science 20060601 |
| Skin penetration of terpenes from essential oils and topical vehicles. | Planta medica 20060301 |
| Effect of physicochemical properties of cyclic terpenes on their ex vivo skin absorption and elimination kinetics. | Journal of dermatological science 20060201 |
| How does the type of vehicle influence the in vitro skin absorption and elimination kinetics of terpenes? | Archives of dermatological research 20060101 |
| Melaleuca alternifolia essential oil possesses potent anti-staphylococcal activity extended to strains resistant to antibiotics. | International journal of immunopathology and pharmacology 20060101 |
| In vivo activity of terpinen-4-ol, the main bioactive component of Melaleuca alternifolia Cheel (tea tree) oil against azole-susceptible and -resistant human pathogenic Candida species. | BMC infectious diseases 20060101 |
| Gas-chromatographic method for quantifying carvacrol, thymol, terpinen-4-ol, transl anethole, eugenol and trans-cinnamaldehyde in media simulating pig gut conditions. | Communications in agricultural and applied biological sciences 20060101 |
| Terpinen-4-ol: mechanisms of relaxation on rabbit duodenum. | The Journal of pharmacy and pharmacology 20050401 |
| Tea tree oil concentration in follicular casts after topical delivery: determination by high-performance thin layer chromatography using a perfused bovine udder model. | Journal of pharmaceutical sciences 20050201 |
| Effect of different locations on the chemical composition of essential oils of laurel (Laurus nobilis L.) leaves growing wild in Turkey. | Journal of medicinal food 20050101 |
| Regulation of wheal and flare by tea tree oil: complementary human and rodent studies. | The Journal of investigative dermatology 20041001 |
| Inhibition of acetylcholinesterase by Tea Tree oil. | The Journal of pharmacy and pharmacology 20040301 |
| Terpinen-4-ol, the main component of Melaleuca alternifolia (tea tree) oil inhibits the in vitro growth of human melanoma cells. | The Journal of investigative dermatology 20040201 |
| Preferred age for assessment of qualitative and quantitative characteristics of the essential oil of tea tree (Melaleuca alternifolia) seedlings prior to plantation establishment. | Journal of agricultural and food chemistry 20030716 |
| Antihypertensive effects of the essential oil of Alpinia zerumbet and its main constituent, terpinen-4-ol, in DOCA-salt hypertensive conscious rats. | Fundamental & clinical pharmacology 20030601 |
| Monoterpenoid accumulation in 1,8-cineole, terpinolene and terpinen-4-ol chemotypes of Melaleuca alternifolia seedlings. | Phytochemistry 20030301 |
| Use of the enantiomeric composition for the assessment of the authenticity of fruit beverages. | Journal of agricultural and food chemistry 20030226 |
| Antimycotic activity of Melaleuca alternifolia essential oil and its major components. | Letters in applied microbiology 20030101 |
| Antifungal activity of the components of Melaleuca alternifolia (tea tree) oil. | Journal of applied microbiology 20030101 |
| Cardiovascular effects of the essential oil of Alpinia zerumbet leaves and its main constituent, Terpinen-4-ol, in rats: role of the autonomic nervous system. | Planta medica 20021201 |
| [Analysis of terpineol and improvement of technology process in terpineol production]. | Se pu = Chinese journal of chromatography 20021101 |
| Spontaneous versus reinforced olfactory discriminations. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20020815 |
| Intramodal blocking between olfactory stimuli in rats. | Physiology & behavior 20020415 |
| Perceptual correlates of neural representations evoked by odorant enantiomers. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20011215 |
| Interactions between components of the essential oil of Melaleuca alternifolia. | Journal of applied microbiology 20010901 |
| Biotransformation of (R)- and (S)-terpinen-4-ol by the larvae of common cutworm (Spodoptera litura). | Journal of agricultural and food chemistry 20010901 |
| The water-soluble components of the essential oil of Melaleuca alternifolia (tea tree oil) suppress the production of superoxide by human monocytes, but not neutrophils, activated in vitro. | Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20010401 |
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