A trisesquiterpenoid with diverse biological activities
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Solanesol

Item No. 30867

Technical Information
Formal Name
(2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaen-1-ol
CAS Number
13190-97-1
Molecular Formula
C45H74O
Formula Weight
Purity
≥95%
A solid
Ethanol: 0.25mg/mL
SMILES
OC/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)/C
InChi Code
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
Origin
Fungi/Chaetomium fermentation
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Solanesol is a trisesquiterpenoid that has been found in N. tabacum and has diverse biological activities.1,2,3 It is active against E. coli, M. phlei, P. aeruginosa, and S. aureus.1 Solanesol (40 µM) increases basal heme oxygenase-1 (HO-1) and nuclear factor erythroid 2-related factor 2 (Nrf2) activities and inhibits LPS-induced production of IL-6, IL-1β, and TNF-α in RAW 264.7 cells.2 It reduces escape latency in the Morris water maze and the number of slips in a beam-crossing task in a rat model of Huntington's disease induced by 3-nitropropionic acid (3-NP; Item No. 14684) when administered at doses of 5, 10, and 15 mg/kg.3 Solanesol is also a precursor in the formation of polynuclear aromatic hydrocarbons (PAHs), which are carcinogenic components of tobacco smoke, and has been used as a synthetic intermediate in the synthesis of coenzyme Q10 (Item No. 11506) and vitamin K analogs that have antioxidant activities.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yan, N., Liu, Y., Liu, L., et alBioactivities and medicinal value of solanesol and its accumulation, extraction technology, and determination methods. Biomolecules 9(8), 334 (2019).

    2. Yao, X., Lu, B., Lü, C., et alSolanesol induces the expression of heme oxygenase-1 via p38 and Akt and suppresses the production of proinflammatory cytokines in RAW264.7 cells. Food Funct. 8(1), 132-141 (2017).

    3. Mehan, S., Monga, V., Rani, M., et alNeuroprotective effect of solanesol against 3-nitropropionic acid-induced Huntington’s disease-like behavioral, biochemical, and cellular alterations: Restoration of coenzyme-Q10-mediated mitochondrial dysfunction. Indian J. Pharmacol. 50(6), 309-319 (2018).