S8754

Solanesol from tobacco

≥90% (HPLC)

• Synonym(s): Betulanonaprenol, Nonaisoprenol
• Empirical Formula (Hill Notation): C₄₅H₇₄O
• CAS Number: 13190-97-1
• Molecular Weight: 631.07
• NACRES: NA.25
• PubChem Substance ID: 24899813
• UNSPSC Code: 12352212
• MDL number: MFCD00070279

Properties

• Quality Segment: 200
• 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

Description

General description

Solanesol is mainly extracted from Nicotiana tabacum (tobacco).[1] It is an aliphatic terpene, polyisoprenoid alcohol.[1] Solanesol can also be found in other solanaceous plants such as tomato (Solanum lycopersicum), potato (Solanum tuberosum), eggplant, bell peppers.[1]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).[2] 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.[3]

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).[4][5]Solanesol may be an important precursor of the tumorigenic polynuclear aromatic hydrocarbons of smoke.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)