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SML0054

Sigma-Aldrich

Schizandrin

≥98% (HPLC)

Synonym(s):

(+)-Schizandrin, Schisandrin, Schisandrine, Wuweizi alcohol A, Wuweizichun A

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About This Item

Empirical Formula (Hill Notation):
C24H32O7
CAS Number:
7432-28-2
Molecular Weight:
432.51
MDL number:
MFCD00905761
UNSPSC Code:
12352200
PubChem Substance ID:
329825121
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D 75 to 95°, c = 1 in methanol

color

white to beige

solubility

DMSO: ≥13 mg/mL

storage temp.

room temp

SMILES string

COc1cc2C[C@H](C)[C@@](C)(O)Cc3cc(OC)c(OC)c(OC)c3-c2c(OC)c1OC

InChI

1S/C24H32O7/c1-13-9-14-10-16(26-3)20(28-5)22(30-7)18(14)19-15(12-24(13,2)25)11-17(27-4)21(29-6)23(19)31-8/h10-11,13,25H,9,12H2,1-8H3/t13-,24-/m0/s1

InChI key

YEFOAORQXAOVJQ-RZFZLAGVSA-N

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Application

Schizandrin may be used in oxidative stress-related cell signaling studies.

Biochem/physiol Actions

Schizandrin is a natural product with several biological properties involved with antioxidant and anti-inflammatory activities. It reduces the formation of ROS, inhibits the mitochondrial pathway of the apoptotic process and oxidative stress. Schizandrin has been reported to have hepatoprotective, antitumor, antiviral, and antiamnesic effects, and has neuroprotective activity against glutamate induced neurotoxicity.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ju-Xian Song et al.
Phytotherapy research : PTR, 25(3), 435-443 (2010-08-27)
Aggregated beta-amyloid (Aβ) and elevated plasma levels of homocysteine have been implicated as critical factors in the pathogenesis of Alzheimer's disease. The neuroprotective effects and possible mechanism of four structurally similar dibenzocyclooctadiene lignans (namely schisandrin, schisantherin A, schisandrin B and
Di Hu et al.
Oxidative medicine and cellular longevity, 2012, 721721-721721 (2012-07-26)
In the present study, we examined the effect of schisandrin (SCH) of Schisandra chinensis on the amyloid-beta(1-42)- (Aβ(1-42)-) induced memory impairment in mice and elucidated the possible antioxidative mechanism. Mice were intracerebroventricular (i.c.v.) injected with the aggregated Aβ(1-42) and then
Meng-Shiou Lee et al.
Molecules (Basel, Switzerland), 18(1), 354-372 (2012-12-29)
Glutamate-induced excitotoxicity has been implicated in a variety of neuronal degenerative disorders. In the present study, we investigated the possible neuroprotective effects of schizandrin against apoptosis of primary cultured rat cortical cells induced by glutamate. Glutamate (10 μM) administered for
Fan-Yu Meng et al.
Organic letters, 13(6), 1502-1505 (2011-02-23)
Schiglautone A (1), a unique 6/7/9-fused tricyclic carbon backbone triterpenoid, was isolated from the stems of Schisandra glaucescens. Its structure was determined on the basis of spectroscopic analysis and single-crystal X-ray crystallography. A hypothetical biosynthetic pathway of 1 was postulated.
Seung-Il Jeong et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 50(3-4), 1045-1053 (2011-12-06)
High glucose (HG) is the underlying factor contributing to long term complication of diabetes mellitus. Reactive oxygen species (ROS) have been postulated as a unifying mechanism for HG-induced complications. NADPH oxidase, producing superoxide anion, is the main source of ROS
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