Schisanhenol - CAS 69363-14-0
Catalog number: 69363-14-0
Category: Inhibitor
Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Molecular Formula:
C23H30O6
Molecular Weight:
402.487
COA:
Inquire
Targets:
Others
Description:
Schisanhenol, isolated from Schisandra rubriflora, has antioxidative effect on human LDL oxidation. The mechanism of Schisanhenol against LDL oxidation may be through scavenging free radicals.
Purity:
≥98%
Appearance:
Solid Powder
Synonyms:
(6S,7R)-2,3,10,11,12-pentamethoxy-6,7-dimethyl-5,6,7,8-tetrahydrodibenzo[a,c][8]annulen-1-ol; (+)-Gomisin K3; (9S,10R)-4,5,14,15,16-PENTAMETHOXY-9,10-DIMETHYLTRICYCLO[10.4.0.0(2),?]HEXADECA-1(12),2(7),3,5,13,15-HEXAEN-3-OL
Solubility:
Soluble in DMSO
Storage:
Store at -20 °C
MSDS:
Inquire
Application:
UGT2B7 UDP-glucuronosyltransferases inhibitor.
Quality Standard:
Enterprise Standard
Shelf Life:
As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
Quantity:
Milligrams-Grams
InChIKey:
FYSHYFPJBONYCQ-QWHCGFSZSA-N
InChI:
1S/C23H30O6/c1-12-8-14-10-16(25-3)21(27-5)20(24)18(14)19-15(9-13(12)2)11-17(26-4)22(28-6)23(19)29-7/h10-13,24H,8-9H2,1-7H3/t12-,13+/m0/s1
Canonical SMILES:
CC1CC2=CC(=C(C(=C2C3=C(C(=C(C=C3CC1C)OC)OC)OC)O)OC)OC
1.Schisanhenol derivatives and their biological evaluation against tobacco mosaic virus (TMV).
Wang QY1, Deng LL2, Liu JJ2, Zhang JX2, Hao XJ2, Mu SZ3. Fitoterapia. 2015 Mar;101:117-24. doi: 10.1016/j.fitote.2015.01.006. Epub 2015 Jan 15.
Schisanhenol (Sol) was isolated from Schisandra rubriflora, and a series of derivatives (1-16, 15a-16a, and 15b-16b) were designed and prepared by chemical modification. The curative and protective effects of these dibenzocyclooctadiene lignan analogues against tobacco mosaic virus (TMV) were evaluated. Most analogues exhibited stronger protective effects than the positive control ningnanmycin. Dibromoschisanhenol (6) at 0.25mM exhibited the strongest protective activity (83.5±1.8% at 0.25mM), and 14-(3, 5-dibenzyloxy)-benzoyloxyschisanhenol (16) showed a significant curative effect (78.0±3.8% at 0.15mM) that was much stronger than that of the commercial virucide ningnanmycin. This study is the first to demonstrate that natural dibenzocyclooctadiene lignans and analogues are active against plant viruses.
2.Inhibition of UDP-Glucuronosyltransferases (UGTs) Activity by constituents of Schisandra chinensis.
Song JH1, Cui L1, An LB2, Li WT2, Fang ZZ3, Zhang YY4, Dong PP5, Wu X6, Wang LX6, Gonzalez FJ7, Sun XY6, Zhao DW1. Phytother Res. 2015 Oct;29(10):1658-64. doi: 10.1002/ptr.5395. Epub 2015 Jun 18.
Structure-activity relationship for the inhibition of Schisandra chinensis's ingredients toward (Uridine-Diphosphate) UDP-glucuronosyltransferases (UGTs) activity was performed in the present study. In vitro incubation system was employed to screen the inhibition capability of S. chinensis's ingredients, and in silico molecular docking method was carried out to explain possible mechanisms. At 100 μM of compounds, the activity of UGTs was inhibited by less than 90% by schisandrol A, schisandrol B, schisandrin, schisandrin C, schisantherin A, gomisin D, and gomisin G. Schisandrin A exerted strong inhibition toward UGT1A1 and UGT1A3, with the residual activity to be 7.9% and 0% of control activity. Schisanhenol exhibited strong inhibition toward UGT2B7, with the residual activity to be 7.9% of control activity. Gomisin J of 100 μM inhibited 91.8% and 93.1% of activity of UGT1A1 and UGT1A9, respectively. Molecular docking prediction indicated different hydrogen bonds interaction resulted in the different inhibition potential induced by subtle structure alteration among schisandrin A, schisandrin, and schisandrin C toward UGT1A1 and UGT1A3: schisandrin A > schisandrin > schisandrin C.
3.Chemical analysis of twelve lignans in the fruit of Schisandra sphenanthera by HPLC-PAD-MS.
Liu H1, Zhang J, Li X, Qi Y, Peng Y, Zhang B, Xiao P. Phytomedicine. 2012 Oct 15;19(13):1234-41. doi: 10.1016/j.phymed.2012.07.017. Epub 2012 Aug 18.
The fruit of S. sphenanthera, known as "Nanwuweizi", has been widely used as traditional Chinese medicine for several thousand years. However, the current determination methods are not sufficient to evaluate its quality. An accurate, sensitive and reliable high performance liquid chromatography coupled with photodiode array detection and mass spectrum (HPLC-PAD-MS) was developed for quantitative analysis of twelve lignans (schisandrol A, schisandrol B, gomisin G, schisantherin A, schisantherin D, schisanhenol, (+)-anwulignan, deoxyschisandrin, schisandrin B, schisandrin C, 6-O-benzoylgomisin O, and interiotherin A) in the fruit of S. sphenanthera. The chromatographic conditions and extraction procedures were optimized during the study. The identity of chromatographic peaks in the sample HPLC profiles was confirmed by comparing the retention time, ultraviolet (UV) spectra and MS data with reference compounds. The validated method was successfully used to determine the twelve lignans in the samples collected from different localities in China.
4.Attenuation of Oxidative Stress in HEK 293 Cells by the TCM Constituents Schisanhenol, Baicalein, Resveratrol or Crocetin and Two Defined Mixtures.
Bend JR1, Xia XY, Chen D, Awaysheh A, Lo A, Rieder MJ, Rylett RJ. J Pharm Pharm Sci. 2015;18(4):661-82.
PURPOSE: Our working hypothesis is that single bioactive phytochemicals with antioxidant properties that are important constituents of Traditional Chinese Medicine (TCM) and their defined mixtures have potential as chemoprotective agents for chronic conditions characterized by oxidative and nitrosative stress, including Alzheimer's. Here we evaluate the ability of baicalein, crocetin, trans-resveratrol or schisanhenol and two defined mixtures of these TCM phytochemicals to attenuate the toxicity resulting from exposure to cell permeant t-butyl hydroperoxide (tBPH) in wild-type and bioengineered (to express choline acetyltransferase) HEK 293 cells.
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CAS 69363-14-0 Schisanhenol

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