solanesol

2,6,10,14,18,22,26,30,34-hexatriacontanonaen-1-ol, 3,7,11,15,19,23,27,31,35-nonamethyl-, (2E,6E,10E,14E,18E,22E,26E,30E)-

CAS: 13190-97-1 C45 H74 O MW: 631.08398000

Identification

Namesolanesol
IUPAC(2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-ol
CAS Number13190-97-1
FDA UNIIFF31XTR2N4
Molecular FormulaC45 H74 O
Molecular Weight631.08398000
MDL NumberMFCD00070279
Nikkaji NumberJ161.432K

Regulatory

Physical Properties

Appearance white to pale yellow powder (est)
Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 685.63 °C. @ 760.00 mm Hg (est)
Flash Point 266.00 °F. TCC ( 130.30 °C. ) (est)
logP (o/w) 16.149 (est)
Soluble in water, 6.587e-015 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityintraperitoneal-mouse LD50 > 4000 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for solanesol usage levels up tonot for fragrance use.
Recommendation for solanesol flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

potato leaf

Synonyms

betulanonaprenol betulaprenol 9 farnesylfarnesylfarnesol 2,6,10,14,18,22,26,30,34- hexatriacontanonaen-1-ol, 3,7,11,15,19,23,27,31,35-nonamethyl-, (2E,6E,10E,14E,18E,22E,26E,30E)- nonaisoprenol (2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35- nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaen-1-ol (2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35- nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-ol solanesol from tobacco PubMed: Ubiquinone-10 alters mechanical properties and increases stability of phospholipid membranes. PubMed: Double bond stereochemistry influences the susceptibility of short-chain isoprenoids and polyprenols to decomposition by thermo-oxidation. PubMed: Solanesol protects human hepatic L02 cells from ethanol-induced oxidative injury via upregulation of HO-1 and Hsp70. PubMed: [Antioxidant function of solanesol and its inhibitory effect on tyrosinase]. PubMed: [Antioxidant function of solanesol and its inhibitory effect on tyrosinase]. PubMed: Experimentally Switching from Factory Made to Self-Made Cigarettes: A Preliminary Study of Perceptions, Toxicant Exposure and Smoking Behavior. PubMed: [Improved extraction of solanesol from tobacco waste by enzymatic cell wall breaking]. PubMed: A convergent stereocontrolled synthesis of [3-(14) C]solanesol. PubMed: HRMAS NMR spectroscopy combined with chemometrics as an alternative analytical tool to control cigarette authenticity. PubMed: Application of supercritical CO2 for extraction of polyisoprenoid alcohols and their esters from plant tissues. PubMed: Effect of puffing intensity on cigarette smoke yields. PubMed: Functional characterization of long-chain prenyl diphosphate synthases from tomato. PubMed: Coenzyme Q(10) production by immobilized Sphingomonas sp. ZUTE03 via a conversion-extraction coupled process in a three-phase fluidized bed reactor. PubMed: Expanded separation technique for chlorophyll metabolites in Oriental tobacco leaf using non aqueous reversed phase chromatography. PubMed: Coenzyme Q10 production by Sphingomonas sp. ZUTE03 with novel precursors isolated from tobacco waste in a two-phase conversion system. PubMed: Solanesol: added value from Solanaceous waste. PubMed: Environmental tobacco smoke exposure among casino dealers. PubMed: Evaluation of precision and accuracy of the Borgwaldt RM20S(®) smoking machine designed for in vitro exposure. PubMed: Coenzyme Q(10) production directly from precursors by free and gel-entrapped Sphingomonas sp. ZUTE03 in a water-organic solvent, two-phase conversion system. PubMed: A solanesol-derived scaffold for multimerization of bioactive peptides. PubMed: A novel method for analyzing solanesyl esters in tobacco leaves using atmospheric pressure chemical ionization/mass spectrometer. PubMed: Tobacco biomass hydrolysate enhances coenzyme Q10 production using photosynthetic Rhodospirillum rubrum. PubMed: Synthesis and evaluation of solanesol derivatives as novel potent synergistic agents. PubMed: Cigarette filter-based assays as proxies for toxicant exposure and smoking behavior--a literature review. PubMed: Machine-smoking studies of cigarette filter color to estimate tar yield by visual assessment and through the use of a colorimeter. PubMed: Recovery of solanesol from tobacco as a value-added byproduct for alternative applications. PubMed: Chemical analysis of cigarette smoke particulate generated in the MSB-01 in vitro whole smoke exposure system. PubMed: Estimating smokers' mouth-level exposure to select mainstream smoke constituents from discarded cigarette filter butts. PubMed: Role of polyisoprenoids in tobacco resistance against biotic stresses. PubMed: Novel class of hybrid natural products as antidiabetic agents. PubMed: Environmental tobacco smoke (ETS) evaluation of a third-generation electrically heated cigarette smoking system (EHCSS). PubMed: Solid-phase synthesis of solanesol. PubMed: Overexpression of 1-Deoxy-D-xylulose-5-phosphate reductoisomerase gene in chloroplast contributes to increment of isoprenoid production. PubMed: Identification of chemical compounds from the leaves of Leea indica. PubMed: [Isolation, characterization and fermentation condition of coenzyme Q10 producing strain with solanesol as precursor]. PubMed: Polyisoprenoid epoxides stimulate the biosynthesis of coenzyme Q and inhibit cholesterol synthesis. PubMed: Optimization of HPLC-APCI-MS conditions for the qualitative and quantitative determination of total solanesol in tobacco leaves. PubMed: Continuous counter current extraction, isolation and determination of solanesol in Nicotiana tobacum L. by non-aqueous reversed phase high performance liquid chromatography. PubMed: [Isolation and purification of solanesol from potato leaves by high-speed counter-current chromatography and identification by atmospheric pressure chemical ionization mass spectrometry]. PubMed: Influence of five organic antifouling candidates on spore attachment and germination of a fouling alga Ulva pertusa. PubMed: Rapid and quantitative determination of solanesol in Nicotiana tabacum by liquid chromatography-tandem mass spectrometry. PubMed: Possible role of ammonia on the deposition, retention, and absorption of nicotine in humans while smoking. PubMed: Comparison of general rate model with a new model--artificial neural network model in describing chromatographic kinetics of solanesol adsorption in packed column by macroporous resins. PubMed: Separation of solanesol in tobacco leaves extract by slow rotary counter-current chromatography using a novel non-aqueous two-phase solvent system. PubMed: A new method for estimating the retention of selected smoke constituents in the respiratory tract of smokers during cigarette smoking. PubMed: Rapid determination of total solanesol in tobacco leaf by ultrasound-assisted extraction with RP-HPLC and ESI-TOF/MS. PubMed: Microwave-assisted extraction of solanesol from tobacco leaves. PubMed: Rapid determination of solanesol in tobacco by high-performance liquid chromatography with evaporative light scattering detection following microwave-assisted extraction. PubMed: Second-hand smoke levels in UK pubs and bars: do the English Public Health White Paper proposals go far enough? PubMed: Identification of oxidation products of solanesol produced during air sampling for tobacco smoke by electrospray mass spectrometry and HPLC. PubMed: [Determination of solanesol in the extracts of tobacco leaves by high performance liquid chromatography (HPLC)]. PubMed: Biosynthetic pathway for the C45 polyprenol, solanesol, in tobacco. PubMed: On the deposition of volatiles and semivolatiles from cigarette smoke aerosols: relative rates of transfer of nicotine and ammonia from particles to the gas phase. PubMed: The effect of tobacco blend additives on the retention of nicotine and solanesol in the human respiratory tract and on subsequent plasma nicotine concentrations during cigarette smoking. PubMed: Development of a method to assess cigarette smoke intake. PubMed: An international survey of indoor air quality, ventilation, and smoking activity in restaurants: a pilot study. PubMed: [Study of solanesol adsorbed on platinum electrode by surface enhanced Raman scattering]. PubMed: Exposure to environmental tobacco smoke in restaurants without separate ventilation systems for smoking and nonsmoking dining areas. PubMed: [Determination of solanesol in the extracts of tobacco leaves by high performance liquid chromatography]. PubMed: A general stereocontrolled, convergent synthesis of oligoprenols that parallels the biosynthetic pathway. PubMed: Environmental tobacco smoke in an unrestricted smoking workplace: area and personal exposure monitoring. PubMed: Seasonal assessment of environmental tobacco smoke and respirable suspended particle exposures for nonsmokers in Bremen using personal monitoring. PubMed: Variations in the estimation of the contribution of environmental tobacco smoke (ETS) to respirable (< or = 5 microns) indoor air particulates obtained by the use of different analytical methods. PubMed: Subcellular fractionation of polyprenyl diphosphate synthase activities responsible for the syntheses of polyprenols and dolichols in spinach leaves. PubMed: Distribution of exposure concentrations and doses for constituents of environmental tobacco smoke. PubMed: Use of environmental tobacco smoke constituents as markers for exposure. PubMed: Comparison of environmental tobacco smoke concentrations and mutagenicity for several indoor environments. PubMed: Determination of exposure to environmental tobacco smoke in restaurant and tavern workers in one US city. PubMed: Assessment of environmental tobacco smoke and respirable suspended particle exposures for nonsmokers in Prague using personal monitoring. PubMed: Measured exposures by personal monitoring for respirable suspended particles and environmental tobacco smoke of housewives and office workers resident in Bremen, Germany. PubMed: Exposure to environmental tobacco smoke in sixteen cities in the United States as determined by personal breathing zone air sampling. PubMed: Determination of personal exposure of non-smokers to environmental tobacco smoke in the United States. PubMed: Lateral diffusion in model membranes is independent of the size of the hydrophobic region of molecules. PubMed: The mevalonate pathway in the bloodstream form of Trypanosoma brucei. Identification of dolichols containing 11 and 12 isoprene residues. PubMed: Synergistic effect in culture of bleomycin-group antibiotics and N-solanesyl-N,N'-bis(3,4-dimethoxybenzyl)ethylenediamine, a synthetic isoprenoid. PubMed: Cytocidal activity of a synthetic isoprenoid, N-solanesyl-N,N'-bis(3,4-dimethoxybenzyl)ethylenediamine, and its potentiation of antitumor drugs against multidrug-resistant and sensitive cells in vitro. PubMed: Nuclear magnetic resonance studies of polyisoprenols in model membranes. PubMed: 2H NMR investigation of the organization and dynamics of polyisoprenols in membranes. PubMed: Liposomal membranes. XIV. Fusion of liposomal membranes induced by polyisoprenoids as monitored by fluorescence quenching method. PubMed: Paramagnetic isoprenoid carrier lipids. 1. Chemical synthesis and incorporation into model membranes. PubMed: Gas chromatographic method for the determination of free and total solanesol in tabacco. PubMed: The chemistry and biochemistry of polyprenyl alcohols such as solanesol and dolichol. PubMed: Nature, intracellular distribution and formation of terpenoid quinones in maize and barley shoots. PubMed: [SOLANESOL AND DOLICHOL]. PubMed: The intracellular distribution of solanesol and plastoquinone in green leaves of the tobacco plant.