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S8754

Sigma-Aldrich

Solanesol from tobacco

≥90% (HPLC)

Synonym(s):

Betulanonaprenol, Nonaisoprenol

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25 MG
R 4 512,90
250 MG
R 22 568,42

R 4 512,90

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25 MG
R 4 512,90
250 MG
R 22 568,42

About This Item

Empirical Formula (Hill Notation):
C45H74O
CAS Number:
Molecular Weight:
631.07
MDL number:
UNSPSC Code:
12352212
PubChem Substance ID:
NACRES:
NA.25

R 4 512,90

List priceR 4 605,00

Please contact Customer Service for Availability

Request a Bulk Order

Quality Level

Assay

≥90% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−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+

InChI key

AFPLNGZPBSKHHQ-MEGGAXOGSA-N

General description

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.

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).[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]

Biochem/physiol Actions

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Study on supercritical fluid extraction of solanesol from industrial tobacco waste
Wang, Yu and Gu, Wenbo
Journal of Supercritical Fluids, 138, 228-237 (2018)
Gregory M Polzin et al.
Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco, 11(7), 868-874 (2009-06-23)
Standardized machine smoking measurements are poor predictors of exposure. We have refined a method using the solanesol deposited in discarded cigarette butts as a marker for estimating deliveries of mainstream smoke constituents. Developing a fast and accurate method for measuring
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
Mengying Zhang et al.
International journal of biological macromolecules, 201, 20-28 (2022-01-10)
The administration of nanodrugs can lead to metabolism related systemic toxicity due to the use of inert carriers in large quantities. Carrier materials that offer therapeutic effects are therefore a promising means of addressing this limitation. Herein, a hyaluronate-based nanocarrier
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

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