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S8754

Sigma-Aldrich

Solanesol from tobacco

≥90% (HPLC)

Sinonimo/i:

Betulanonaprenol, Nonaisoprenol

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25 MG
330,00 €
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1.890,00 €

About This Item

Formula empirica (notazione di Hill):
C45H74O
Numero CAS:
Peso molecolare:
631.07
Numero MDL:
Codice UNSPSC:
12352212
ID PubChem:
NACRES:
NA.25

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Saggio

≥90% (HPLC)

Stato

powder

applicazioni

metabolomics
vitamins, nutraceuticals, and natural products

Temperatura di conservazione

−20°C

Stringa SMILE

C\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CO

InChI

1S/C45H74O/c1-37(2)19-11-20-38(3)21-12-22-39(4)23-13-24-40(5)25-14-26-41(6)27-15-28-42(7)29-16-30-43(8)31-17-32-44(9)33-18-34-45(10)35-36-46/h19,21,23,25,27,29,31,33,35,46H,11-18,20,22,24,26,28,30,32,34,36H2,1-10H3/b38-21+,39-23+,40-25+,41-27+,42-29+,43-31+,44-33+,45-35+
AFPLNGZPBSKHHQ-MEGGAXOGSA-N

Descrizione generale

Solanesol is mainly extracted from Nicotiana tabacum (tobacco).[1] It is an aliphatic terpene, polyisoprenoid alcohol.[1][2] Solanesol can also be found in other solanaceous plants such as tomato (Solanum lycopersicum), potato (Solanum tuberosum), eggplant, bell peppers.[1][2]This C45 isoprenoid alcohol is the most abundant lipid in tobacco leaves.

Applicazioni

Solanesol from tobacco has been used as a reference standard for the quantification of solanesol from different tobacco leaf samples using reverse-phase high-performance liquid chromatography (RP-HPLC).[3] It has also been used to increase the stability of artificial liposomes to test the mechanical function of ubiquinone-8 (Q8)-mediated membrane stabilization in E. coli under osmotic stress.[4]

Azioni biochim/fisiol

Solanesol displays antioxidant, anti-inflammatory, neuroprotective, and antimicrobial activities.[1] It also exerts anti-cancer properties as a therapeutic carrier by binding together with thiosalicyclic acid (TS) and hyaluronic acid (HA).[5][6]Solanesol may be an important precursor of the tumorigenic polynuclear aromatic hydrocarbons of smoke.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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Yao Xiong et al.
International journal of pharmaceutics, 572, 118823-118823 (2019-11-13)
Metabolites of a large number of inert drug carriers can cause long-term exogenous biological toxicity. Therefore, carriers with simultaneous therapeutic effects may be a good choice for drug delivery. Herein, a series of pharmacologically active solanesol derivatives were synthesized and
Junhui Chen et al.
Journal of separation science, 31(1), 137-142 (2007-12-21)
HPLC coupled online with atmospheric pressure chemical ionization MS (APCI-MS) technique was evaluated for the qualitative and quantitative determination of solanesol in extracts of tobacco leaves. The solanesol and other compounds in the extract were separated on an Alltima C(8)
Daniel C Sévin et al.
Nature chemical biology, 10(4), 266-272 (2014-02-11)
Bacteria are thought to cope with fluctuating environmental solute concentrations primarily by adjusting the osmolality of their cytoplasm. To obtain insights into the underlying metabolic adaptations, we analyzed the global metabolic response of Escherichia coli to sustained hyperosmotic stress using
Weihong Zhong et al.
Applied microbiology and biotechnology, 89(2), 293-302 (2010-09-22)
In a water-organic solvent, two-phase conversion system, CoQ(10) could be produced directly from solanesol and para-hydroxybenzoic acid (PHB) by free cells of Sphingomonas sp. ZUTE03 and CoQ(10) concentration in the organic solvent phase was significantly higher than that in the
Mark A Taylor et al.
Phytochemistry, 72(11-12), 1323-1327 (2011-04-05)
Isoprenoids, also known as terpenoids, are the largest and oldest class of natural products known. They are comprised of more than 40,000 different molecules all biosynthetically related via a common five carbon building block (isopentenyl). Many isoprenoids are of commercial

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