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- Formula : C 10 H 18 O
- Molecular weight : 154.2493
- IUPAC Standard InChIKey: CDOSHBSSFJOMGT-UHFFFAOYSA-N Copy
- CAS Registry Number: 78-70-6
- Other names: 1,6-Octadien-3-ol, 3,7-dimethyl-; β-Linalool; Linalol; Linalyl alcohol; 2,6-Dimethyl-2,7-octadien-6-ol; allo-Ocimenol; 2,6-Dimethyl-2,7-octadiene-6-ol; 2,6-Dimethylocta-2,7-dien-6-ol; 3,7-Dimethyl-1,6-octadien-3-ol; 3,7-Dimethylocta-1,6-dien-3-ol; Linolool; Linanool; dl-3,7-Dimethyl-3-hydroxy-1,6-octadiene; Linalool ex bois de rose oil; Linalool ex ho oil; Linalool ex orange oil; Phantol; Linalool, β; (.+/-.)-Linalool; NSC 3789; beta-Linalool; p-Linalool; LINOLOOL (D); b-Linalool; Linaloyl oxide; (-)-linalool; 3,7-dimethyl-1,6-octandien-3-ol (linalool); R/S-linalool; ( S)-linalool; (+)-linalool; 3,7-dimethylocta-1,6-dien-3-ol (linalool); 3,7-dimethyl-1,6-octadien-3-ol (linalool); (-)-β-Linalool; (S)-Linalol; L-Linalool; (±)-linalool; 2,6-dimethyl-2,7-octadien-6-ol (linalool); linalool B; (+)-β-Linalool
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Comprehensive characterization of linalool-hp-β-cyclodextrin inclusion complexes.
2. results and discussion, 2.1. complexation of linalool with cds, 2.2. obtaining solid inclusion complexes linalool-hp-β-cds, stability of solid complexes, 2.3. characterization of linalool-hp-β-cds inclusion complexes, 2.3.1. 1 h and 2d nmr spectroscopy, 2.3.2. molecular docking, 2.3.3. differential scanning calorimetry (dsc) and thermogravimetric analysis (tg), 2.3.4. fourier transform infrared spectroscopy (ftir), 3. materials and methods, 3.1. materials, reagents and standards, 3.2. preparation of inalool-cyclodextrin inclusion complexes, 3.2.1. solubility studies, 3.2.2. complexation process by using microwave irradiation (mwi), 3.2.3. quantification of linalool by gc-ms analysis, 3.2.4. complexation constant (k c ) and complexation efficiency (ce) calculation, 3.3. preparation of linalool-hp-β-cyclodextrin inclusion complexes by spray dryer, field emission scanning electron microscope (fesem) images, 3.4. characterization of linalool-hp-β-cds inclusion complexes, 3.4.1. 1 h and 2d nmr spectroscopy, 3.4.2. molecular docking, 3.4.3. differential scanning calorimetry (dsc) and thermogravimetric analysis (tg), 3.4.4. fourier transform infrared spectroscopy (ftir), 4. conclusions, author contributions, acknowledgments, conflicts of interest.
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Share and Cite
Rodríguez-López, M.I.; Mercader-Ros, M.T.; Lucas-Abellán, C.; Pellicer, J.A.; Pérez-Garrido, A.; Pérez-Sánchez, H.; Yáñez-Gascón, M.J.; Gabaldón, J.A.; Núñez-Delicado, E. Comprehensive Characterization of Linalool-HP-β-Cyclodextrin Inclusion Complexes. Molecules 2020 , 25 , 5069. https://doi.org/10.3390/molecules25215069
Rodríguez-López MI, Mercader-Ros MT, Lucas-Abellán C, Pellicer JA, Pérez-Garrido A, Pérez-Sánchez H, Yáñez-Gascón MJ, Gabaldón JA, Núñez-Delicado E. Comprehensive Characterization of Linalool-HP-β-Cyclodextrin Inclusion Complexes. Molecules . 2020; 25(21):5069. https://doi.org/10.3390/molecules25215069
Rodríguez-López, María Isabel, María Teresa Mercader-Ros, Carmen Lucas-Abellán, José Antonio Pellicer, Alfonso Pérez-Garrido, Horacio Pérez-Sánchez, María Josefa Yáñez-Gascón, José Antonio Gabaldón, and Estrella Núñez-Delicado. 2020. "Comprehensive Characterization of Linalool-HP-β-Cyclodextrin Inclusion Complexes" Molecules 25, no. 21: 5069. https://doi.org/10.3390/molecules25215069
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A quantitative assay for linalool in a commercial sample of coriander oil is described. Good agreement was obtained with results found by the acetylation method. No interference from other oil constituents was noted.
- Coriander Oil
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Biomolecular NMR Assignments
Biomolecular NMR Assignments provides a forum for publishing sequence-specific resonance assignments for proteins and nucleic acids as Assignment Notes. Chemical shifts for NMR-active nuclei in macromolecules contain detailed information on molecular conformation and properties .
Publication of resonance assignments in Biomolecular NMR Assignments ensures that these data are deposited into a public database at BioMagResBank (BMRB; https://bmrb.io), where they are available to other researchers. Coverage includes proteins and nucleic acids ; Assignment Notes are processed for rapid online publication and are published in biannual online editions in June and December.
Details Concerning the Submission and Publication Procedures: - No Page Charges - No Fees for Online Color Images - Optional Color Images in Print – Euro 950,- - Optional Open Access Publication Fee (APC) – USD 3000,- / Euro 2200,-
- A forum in print and online for publishing sequence-specific resonance assignments for proteins and nucleic acids
- These data are deposited into a public database at BioMagResBank
- Assignment Notes are published in biannual printed editions in June and December
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Backbone nmr assignment of the yeast expressed fab fragment of the nistmab reference antibody, authors (first, second and last of 7).
- Tsega L. Solomon
- Kinlin Chao
- Robert G. Brinson
- Content type: Article
- Published: 01 March 2023
Backbone and side chain chemical shift assignment of diisopropyl fluorophosphatase (DFPase) from Loligo vulgaris , an organophosphorus-degrading enzyme
Authors (first, second and last of 6).
- Julian C.-H. Chen
- Marco Tonelli
- Robert F. Williams
- Published: 10 February 2023
1 H, 13 C, 15 N Backbone and sidechain chemical shift assignments of the C-terminal domain of human UDP-glucuronosyltransferase 2B17 (UGT2B17-C)
Authors (first, second and last of 4).
- Anamika Sulekha
- Michael J. Osborne
- Katherine L. B. Borden
- Published: 09 February 2023
Backbone NMR resonance assignment of the apo human Tsg101-UEV domain
- Danai Moschidi
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- Published: 06 February 2023
Chemical shift assignments of calmodulin bound to the GluN1 C0 domain (residues 841–865) of the NMDA receptor
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- Open Access
- Published: 05 February 2023
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(-)-linalool Proton Full Spectrum
- benzyl propionate
- 1-benzyl-4-hydroxy piperidone
- t-butyl acetate
- Butyl benzoate
- butyl propionate
- 1-chloro-3-phenyl propane
- Cinnamic acetate
- Cinnamic alcohol
- Cyclohexene oxide
- cyclopropyl phenyl ketone
- Diethyl ether
- Ethyl cinnamate
- ethyl trans-crotonate
- ethyl trans 3-ethoxycrotonate
- 2-fluorobenzyl chloride
- Geranyl acetate
- Isobutyric acid
- Dimethyl allylmalonate
- methyl cyclopropane methanol
- Dimethyl methylmalonate
- Methyl-2-oxo-1-pyrrolidone acetate
- 4-trimethylsilyl morpholine
- methyl 4-methoxybenzoate
- neopentyl chloride
- Neopentyl iodide
- 7-norbornadienyl t-butyl ether
- 3-phenyl propyl propionate
- propargyl benzoate
- 1,3 propanediol
- Propyl acetate
- Propyl benzoate
- Propyl butyrate
- Propyl proprionate
- 2-phenylbutyric acid
- 3-phenylbutyric acid
- Full Spectrum
- Other Procedures
Copyright © 2023 Claude Yoder. All rights reserved.
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Plant chemistry linalool and cineole type glucosides from cunila spicata ☆ , ☆☆.
The leaves of Cunila spicata yielded a monoterpenetriol and six glycosidic terpenoids derived from linalool, hydroxylated linalool and 1,8-cineole: 3,7-dimethyl-oct-1-ene-3,6,7-triol, linalool -O-β- d -glucopyranoside , 3,7- dimethyl-octa-1,6-diene-3,8-diol-3 -O-β- d -glucopyranoside as well as 3,7- dimethyl-octa-1,5-diene-3,7-diol-3 -O-β- d -glucopyranoside , 3,7-dimethyl-octa-1,7-diene-3,6-diol-7 -O-β- d -glucopyranoside , 3,7-dimethyl-oct-1-ene-3,6,7-triol-6 -O-β- d -glucopyranoside and (1 S ,4 R ,6 R )-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-6- O - β -glucopyranoside. The structures of the glucosides were established by chemical and spectroscopic methods especially high field NMR techniques.
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Partly presented as poster at the 18th Belgian-Dutch ‘LOF-Symposium’ on pharmacognosy and natural products chemistry, Groningen, The Netherlands [Manns, D. (1993) Pharm. World Sci. 15 , Suppl. H, H-10].
Partly presented as poster at the 18th Belgain-Dutch ‘LOF-Symposium’ on pharmacognosy and natural products chemistry, Groningen, The Netherlands [Manns, D. (1993) Pharm. World Sci. 15 , Suppl. H, H-10].
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Mechanistic Insights on Skin Sensitization to Linalool Hydroperoxides: EPR Evidence on Radical Intermediates Formation in Reconstructed Human Epidermis and 13 C NMR Reactivity Studies with Thiol Residues
- 1 Dermatochemistry Laboratory, University of Strasbourg, CNRS, UMR 7177, F-67000 Strasbourg, France.
- 2 POMAM Laboratory, University of Strasbourg, CNRS, UMR 7177, F-67000 Strasbourg, France.
- 3 French EPR Federation of Research, REseau NAtional de RPE interDisciplinaire, RENARD, Fédération IR-RPE CNRS 3443, F-67000 Strasbourg, France.
- PMID: 32441093
- DOI: 10.1021/acs.chemrestox.0c00125
Linalool is one of the most commonly used fragrance terpenes in consumer products. While pure linalool is considered as non-allergenic because it has a very low skin sensitization potential, its autoxidation on air leads to allylic hydroperoxides that have been shown to be major skin sensitizers. These hydroperoxides have the potential to form antigens via radical mechanisms. In order to obtain in-depth insights of such reactivity, we first investigated the formation of free radicals derived from linalool hydroperoxides in situ in a model of human reconstructed epidermis by electron paramagnetic resonance combined with spin trapping. The formation of carbon- and oxygen-centered radical species derived from the hydroperoxides was especially evidenced in an epidermis model, mimicking human skin and thus closer to what may happen in vivo . To further investigate these results, we synthesized linalool hydroperoxides containing a 13 C-substitution at positions precursor of carbon radicals to elucidate if one of these positions could react with cysteine, its thiol chemical function being one of the most labile groups prone to react through radical mechanisms. Reactions were followed by mono- and bidimensional 13 C NMR. We validated that carbon radicals derived from allylic hydrogen abstraction by the initially formed alkoxyl radical and/or from its β-scission can alter directly the lateral chain of cysteine forming adducts via radical processes. Such results provide an original vision on the mechanisms likely involved in the reaction with thiol groups that might be present in the skin environment. Consequently, the present findings are a step ahead toward the understanding of protein binding processes to allergenic allylic hydroperoxides of linalool through the involvement of free radical species and thus of their sensitizing potential.
- Carbon- and oxygen-centered radicals are equally important haptens of allylic hydroperoxides in allergic contact dermatitis. Johansson S, Giménez-Arnau E, Grøtli M, Karlberg AT, Börje A. Johansson S, et al. Chem Res Toxicol. 2008 Aug;21(8):1536-47. doi: 10.1021/tx800104c. Epub 2008 Jul 3. Chem Res Toxicol. 2008. PMID: 18597496
- Autoxidized citronellol: Free radicals as potential sparkles to ignite the fragrance induced skin sensitizing pathway. Sahli F, Vileno B, Gourlaouen C, Giménez-Arnau E. Sahli F, et al. Food Chem Toxicol. 2022 Aug;166:113201. doi: 10.1016/j.fct.2022.113201. Epub 2022 Jun 6. Food Chem Toxicol. 2022. PMID: 35671905
- Synthesis of allylic hydroperoxides and EPR spin-trapping studies on the formation of radicals in iron systems as potential initiators of the sensitizing pathway. Kao D, Chaintreau A, Lepoittevin JP, Giménez-Arnau E. Kao D, et al. J Org Chem. 2011 Aug 5;76(15):6188-200. doi: 10.1021/jo200948x. Epub 2011 Jun 28. J Org Chem. 2011. PMID: 21648947
- Potential of EPR spin-trapping to investigate in situ free radicals generation from skin allergens in reconstructed human epidermis: cumene hydroperoxide as proof of concept. Kuresepi S, Vileno B, Turek P, Lepoittevin JP, Giménez-Arnau E. Kuresepi S, et al. Free Radic Res. 2018 Feb;52(2):171-179. doi: 10.1080/10715762.2017.1420906. Epub 2018 Jan 15. Free Radic Res. 2018. PMID: 29334799
- Electron paramagnetic resonance and spin trapping to detect free radicals from allergenic hydroperoxides in contact with the skin: From the molecule to the tissue. Vileno B, Port-Lougarre Y, Giménez-Arnau E. Vileno B, et al. Contact Dermatitis. 2022 Apr;86(4):241-253. doi: 10.1111/cod.14037. Epub 2022 Jan 30. Contact Dermatitis. 2022. PMID: 34982482 Review.
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Backbone NMR assignment of the yeast produced Fab fragment of the NISTmAb reference antibody
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Linalool (78-70-6) 1H NMR spectrum 18162-48-6 Methylene Chloride naphthalene THF Back ChemicalBook Home > CAS DataBase List > 78-70-6More Spectrum > Linalool (78-70-6) 1 H NMR Linalool (78-70-6) 1 H NMR Product Name Linalool CAS 78-70-6 Molecular Formula C10H18O Molecular Weight 154.25
Linalool Formula: C 10 H 18 O Molecular weight: 154.2493 IUPAC Standard InChI: InChI=1S/C10H18O/c1-5-10 (4,11)8-6-7-9 (2)3/h5,7,11H,1,6,8H2,2-4H3 IUPAC Standard InChIKey: CDOSHBSSFJOMGT-UHFFFAOYSA-N CAS Registry Number: 78-70-6 Chemical structure: This structure is also available as a 2d Mol file or as a computed 3d SD file
NMR: linalool « Previous Compound Next Compound » NMR - Compound linalool [ MS ] [ Behavioural function ] [ Kovats ] [ Synthesis ] [ Chemdraw ] Dots surface: no dots vanderWaals dots surface solvent-accessible surface Spacefill: spacefill off spacefill 20% spacefill 95% Wireframe: wireframe off wireframe on wireframe .15 wireframe .25 wireframe .5
Linalool View entire compound with free spectra: 1 NMR 13 C Nuclear Magnetic Resonance (NMR) Chemical Shifts View the Full Spectrum for FREE! View the Full Spectrum for FREE! The full spectrum can only be viewed using a FREE account. Properties
The Automated Topology Builder (ATB) and Repository is intended to facilitate the development of molecular force fields for Molecular Dynamics or Monte Carlo simulations of biomolecular systems. Applications include the study of biomolecule:ligand complexes, free energy calculations, structure-based drug design and refinement of x-ray crystal complexes.
1 H-NMR spectra of linalool, CDs, and the inclusion complexes (dissolved in D 2 O) were recorded on an Avance 600 MHz spectrometer (Bruker, Karlsruhe, Germany) at 25 °C. Chemical shifts given in parts per million (ppm), are relative to a tetramethyl silane internal standard (δ = 0.0), and NMR data were processed with MestReNova software (6.0. ...
NMR: Structural Assignment. This page describes how you interpret simple high resolution nuclear magnetic resonance (NMR) spectra. It assumes that you have already read the background page on NMR so that you understand what an NMR spectrum looks like and the use of the term "chemical shift". It also assumes that you know how to interpret simple ...
100787 Linalool coeur naturel. 99221011 Linalool nat 100% Pure & Natural, Kosher. 99254088 Linalool type rosewood Natural identical, Kosher. Our linalool type rosewoodis the result of an intense formulation work.This reference is the perfect substitute for Linalool ex Rosewood, which remains the best quality.
A quantitative assay for linalool in a commercial sample of coriander oil is described. Good agreement was obtained with results found by the acetylation method. ... Proton NMR Assay of Essential Oils VIII. Assay of Linalool in Coriander Oil. Humeida A. El-obeid Departments of Pharmaceutical Chemistry and Pharmacognosy , College of Pharmacy, ...
Lavender oil mainly contains 40% linalyl acetate and 30% linalol. One is terpene alcohol and later one is the acetate ester of linalool and both having anti-microbial activities and provide a...
Background: Ocimum basilicum L. (sweet basil) is known to occur as several chemotypes or cultivars that differ in their essential oil composition. The surprising discovery of 3,7-dimethylocta-1,7-dien-3-ol, the rare α isomer of the well-known monoterpene alcohol β-linalool (3,7-dimethylocta-1,6-dien-3-ol), in samples of Serbian basil oil provoked an investigation of the origin of α-linalool ...
Aims & scope Biomolecular NMR Assignments provides a forum for publishing sequence-specific resonance assignments for proteins and nucleic acids as Assignment Notes. Chemical shifts for NMR-active nuclei in macromolecules contain detailed information on molecular conformation and properties. — show all Editor-in-Chief Christina Redfield
Compound - linalool ... 78-70-6 : MW: 154.25 [ NMR] [ Kovats] [Behavioural function] [Occurrence in plant] Dots surface: Reference(s) for synthesis of 2,6-Dimethyl-2,7-octadien-6-ol. Howell, A.R., and Pattenden, G. 1990. Regioselective hydroxylations of 1,3-dienes via hydrocobaltation reactions. ...
Spectra Types. Proton. Full Spectrum; Integrals; Carbon-13. Full Spectrum; Expansion
In addition to the H-H COSY, the different intensities of the signals permitted a clear assignment of the signals without fur- ther separation of the compounds. From the 1H NMR spectrum a 4C1 (D) conformation of the fl-D-glucopyran- osyl residues was indicated by the coupling constants (J1',2' ~ 8 Hz, J2',3' ~ Ja,,4, -~ J4,,5, ~ 9 Hz).
linalool from plant materials is of great importance. In the literature, gas chromatography (GC) has been widely used for the determination of organic compounds [9-13], and has also been applied for the determination of linalool in plant samples [14-16]. Linalool in plant samples was usually determined by GC-MS [14-16], but linalool in
While pure linalool is considered as non-allergenic because it has a very low skin sensitization potential, its autoxidation on air leads to allylic hydroperoxides that have been shown to be major skin sensitizers. ... EPR Evidence on Radical Intermediates Formation in Reconstructed Human Epidermis and 13 C NMR Reactivity Studies with Thiol ...
Backbone NMR assignment of the yeast produced Fab fragment of the NISTmAb reference antibody | NIST Backbone NMR assignment of the yeast produced Fab fragment of the NISTmAb reference antibody Published March 1, 2023 Author (s) Tsega Solomon, Kinlin Chao, Genevieve Gingras, Yves Aubin, William Brad O'Dell, John Marino, Robert Brinson Abstract
Borneol is consumed excessively in China and Southeast Asian countries particularly in combined formula for preventing cardiovascular disease, but few studies were conducted on its effects on thrombosis. In this study, the antithrombotic and antiplatelet activities of borneol were investigated on thrombosis in vivo and on platelet aggregation ex-vivo.