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Merck

S8754

Sigma-Aldrich

Solanesol from tobacco

≥90% (HPLC)

Synonym(e):

Betulanonaprenol, Nonaisoprenol

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About This Item

Empirische Formel (Hill-System):
C45H74O
CAS-Nummer:
Molekulargewicht:
631.07
MDL-Nummer:
UNSPSC-Code:
12352212
PubChem Substanz-ID:
NACRES:
NA.25

Qualitätsniveau

Assay

≥90% (HPLC)

Form

powder

Anwendung(en)

metabolomics
vitamins, nutraceuticals, and natural products

Lagertemp.

−20°C

SMILES String

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+

InChIKey

AFPLNGZPBSKHHQ-MEGGAXOGSA-N

Allgemeine Beschreibung

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

Anwendung

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). 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.

Biochem./physiol. Wirkung

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Kunden haben sich ebenfalls angesehen

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)
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
Xiongjie Yu et al.
Journal of combinatorial chemistry, 10(4), 605-610 (2008-06-19)
An efficient and convergent solid-phase strategy for the total synthesis of All- E solanesol is described. This method features avoidance of iterative and difficult purifications comparing with solution-phase synthesis and is suitable for the preparation of other oligoprenols.
Severson, R.F., et al.
Journal of Chromatographic Science, 139, 269-269 (1977)
Lequan Qiu et al.
Journal of microbiology and biotechnology, 21(5), 494-502 (2011-05-28)
Coenzyme Q10 (CoQ10) is a widely used supplement in heart diseases treatment or antioxidative dietary. The microbial production of CoQ10 was enhanced by addition of solanesol and novel precursors recovered from waste tobacco. The novel precursors were separated by silica

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