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Merck

S8754

Sigma-Aldrich

Solanesol from tobacco

≥90% (HPLC)

Sinónimos:

Betulanonaprenol, Nonaisoprenol

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About This Item

Fórmula empírica (notación de Hill):
C45H74O
Número de CAS:
Peso molecular:
631.07
Número MDL:
Código UNSPSC:
12352212
ID de la sustancia en PubChem:
NACRES:
NA.25

Nivel de calidad

Ensayo

≥90% (HPLC)

Formulario

powder

aplicaciones

metabolomics
vitamins, nutraceuticals, and natural products

temp. de almacenamiento

−20°C

cadena 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+

Clave InChI

AFPLNGZPBSKHHQ-MEGGAXOGSA-N

Descripción general

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.

Aplicación

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.

Acciones bioquímicas o fisiológicas

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.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)


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Severson, R.F., et al.
Journal of Chromatographic Science, 139, 269-269 (1977)
Jiangyong Hu et al.
Se pu = Chinese journal of chromatography, 25(4), 528-531 (2007-11-01)
Preparative high-speed counter-current chromatography (HSCCC) was used for the isolation and purification of solanesol from potato leaves. Experimental conditions of the extraction of solanesol from potato leaves have been optimized. An ultrafine extraction method was applied in this study. The
Jian-Hong Wang et al.
Journal of Asian natural products research, 11(11), 978-984 (2010-02-26)
Novel solanesylpiperazinotriamines as well as their N-aryl-substituted analogs were synthesized starting from solanesol through a multistep procedure. Their structures were confirmed by IR, (1)H NMR, MS, and elemental analysis. The preliminary results indicated that these novel derivatives were preferentially toxic
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
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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