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Key Documents

S8754

Sigma-Aldrich

Solanesol from tobacco

≥90% (HPLC)

Synonyme(s) :

Betulanonaprenol, Nonaisoprenol

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About This Item

Formule empirique (notation de Hill):
C45H74O
Numéro CAS:
Poids moléculaire :
631.07
Numéro MDL:
Code UNSPSC :
12352212
ID de substance PubChem :
Nomenclature NACRES :
NA.25

Pureté

≥90% (HPLC)

Forme

powder

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Température de stockage

−20°C

Chaîne SMILES 

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+

Clé InChI

AFPLNGZPBSKHHQ-MEGGAXOGSA-N

Description générale

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.

Application

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.

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


Certificats d'analyse (COA)

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Les clients ont également consulté

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
R Nageswara Rao et al.
Journal of pharmaceutical and biomedical analysis, 46(2), 310-315 (2007-11-27)
A method of continuous counter current extraction in a large-scale production of solanesol from tobacco leaves was developed. The crude extract containing 15-20% solanesol was subjected to a series of steps, viz., saponification, solvent recrystallization and column chromatography. The pure
Ning Yan et al.
Biomolecules, 9(8) (2019-08-07)
Solanesol, an aliphatic terpene alcohol composed of nine isoprene units, is mainly found in solanaceous plants. Particularly, tobacco (Nicotiana tabacum), belonging to the Solanaceae family, is the richest plant source of solanesol, and its leaves have been regarded as the
Peter A Machado et al.
Bioresource technology, 101(3), 1091-1096 (2009-09-24)
Solanesol in the waste streams of a bioprocess designed for alternative applications of low-alkaloid tobacco was recovered using three different extraction methods. Compared to the conventional heat-reflux extraction (HRE) and ultrasound-assisted extraction (UAE), microwave-assisted extraction (MAE) using 1:3 hexane:ethanol (v/v)

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