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(S)-Falcarinol

Names

[ CAS No. ]:
81203-57-8

[ Name ]:
(S)-Falcarinol

[Synonym ]:
(S)-Panaxynol
(3S)-falcarinol
(S)-Falcarinol
(+)-falcarinol
S-falcarinol
3S-falcarinol
(Z)-(S)-Heptadeca-1,9-diene-4,6-diyn-3-ol

Biological Activity

[Description]:

(S)-Falcarinol (Panaxynol), one of the major polyacetylenes isolated from Panax ginseng, has antitumor activity. (S)-Falcarinol (Panaxynol) is the most potent antiplatelet agent in ginseng and its mechanism of action is chiefly due to the inhibition of thromboxane formation. (S)-Falcarinol (Panaxynol) is a potent Nrf2 activator[1][2][3].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> NF-κB >> Keap1-Nrf2
Research Areas >> Cardiovascular Disease

[Target]

Nrf2[3]


[References]

[1]. Mayer SF, et al. Chemoenzymatic asymmetric total syntheses of antitumor agents (3R,9R,10R)- and (3S,9R,10R)-Panaxytriol and (R)- and (S)-Falcarinol from Panax ginseng using an enantioconvergent enzyme-triggered cascade reaction. J Org Chem. 2002 Dec 27;67(26):9115-21.

[2]. Teng CM,et al. Antiplatelet actions of panaxynol and ginsenosides isolated from ginseng. Biochim Biophys Acta. 1989 Mar 24;990(3):315-20.

[3]. Qu C, et al. Identifying panaxynol, a natural activator of nuclear factor erythroid-2 related factor 2 (Nrf2) from American ginseng as a suppressor of inflamed macrophage-induced cardiomyocyte hypertrophy. J Ethnopharmacol. 2015 Jun 20;168:326-36.

Chemical & Physical Properties

[ Molecular Formula ]:
C17H24O

[ Molecular Weight ]:
244.37200

[ Exact Mass ]:
244.18300

[ PSA ]:
20.23000

[ LogP ]:
3.84690

Related Compounds