| Name: | (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 Number: | 13190-97-1 |  3D/inchi
|
| Other(deleted CASRN): | 111820-07-6 |
| FDA UNII: | FF31XTR2N4 |
| Nikkaji Web: | J161.432K |
| MDL: | MFCD00070279 |
| XlogP3-AA: | 15.90 (est) |
| Molecular Weight: | 631.08398000 |
| Formula: | C45 H74 O |
| BioActivity Summary: | listing |
| NMR Predictor: | Predict (works with chrome, Edge or firefox) |
Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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) |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
Safety Information:
| Preferred SDS: View |
| |
| Hazards identification |
| |
| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
| |
| Pictogram | |
| |
| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
intraperitoneal-mouse LD50 > 4000 mg/kg
United States Patent Document. Vol. #4221810
|
| Dermal Toxicity: |
|
Not determined
|
| Inhalation Toxicity: |
|
Not determined
|
Safety in Use Information:
| Category: | | natural substances and extractives |
| Recommendation for solanesol usage levels up to: | | | not for fragrance use.
|
| |
| Recommendation for solanesol flavor usage levels up to: |
| | not for flavor use.
|
Safety References:
| EPI System: View |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| EPA Substance Registry Services (TSCA):13190-97-1 |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :5477212 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:3 |
| (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 |
| Chemidplus:0013190971 |
| RTECS:MP5366666 for cas# 13190-97-1 |
References:
| | (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 |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 5477212 |
| Pubchem (sid): | 135040896 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
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 |
Articles:
| 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. |
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