Page last updated: 2024-09-25

schizandrin c

Description

schizandrin C: from Schizandra chinensis Baill & Fructus schisandrae; protects liver from carbon tetrachloride injury; [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID443027
CHEMBL ID437412
CHEBI ID10044
SCHEMBL ID2406629
MeSH IDM0098703

Synonyms (21)

Synonym
cycloocta(1,2-f:3,4-f')bis(1,3)benzodioxole 5,6,7,8-tetrahydro-13,14-dimethoxy-6,7-dimethyl-, (6r,7s,13as)-
schizandrin c
schisandrin-c
CHEMBL437412 ,
chebi:10044 ,
AC1L9DW8 ,
c8754w6b3g ,
unii-c8754w6b3g
AKOS015897177
CS-3664
SCHEMBL2406629
(s)-(-)-schisandrin c
cycloocta(1,2-f:3,4-f')bis(1,3)benzodioxole, 5,6,7,8-tetrahydro-13,14-dimethoxy-6,7-dimethyl-, (6r,7s,13as)-
(-)-wuweizisu c
HY-N0690
surecn2406629
(6r,7s,13as)-5,6,7,8-tetrahydro-13,14-dimethoxy-6,7-dimethyl-cycloocta[1,2-f:3,4-f']bis[1,3]benzodioxole
Q27108563
A14756
wuweizisu-c
schizandrin-c

Drug Classes (1)

ClassDescription
tanninAny of a group of astringent polyphenolic vegetable principles or compounds, chiefly complex glucosides of catechol and pyrogallol.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (32)

Assay IDTitleYearJournalArticle
AID335886Inhibition of TPA-induced EBV-early antigen activation in human Raji cells assessed as EA activation at 500 mol ratio relative to TPA2002Journal of natural products, Sep, Volume: 65, Issue:9
Interiotherins C and D, two new lignans from Kadsura interior and antitumor-promoting effects of related neolignans on Epstein-Barr virus activation.
AID1585503Inhibition of PCSK9 mRNA expression in human HepG2 cells after 24 hrs by SYBR Green I dye-based qRT-PCR analysis2019European journal of medicinal chemistry, Jan-15, Volume: 162Small molecules as inhibitors of PCSK9: Current status and future challenges.
AID380431Antiinflammatory activity against LPS-induced prostaglandin E2 production in mouse macrophages upto 25 ug/ml2006Journal of natural products, Mar, Volume: 69, Issue:3
Schisandrene, a dibenzocyclooctadiene lignan from Schisandra chinensis: structure-antioxidant activity relationships of dibenzocyclooctadiene lignans.
AID399882Antiviral activity against HIV2004Journal of natural products, Feb, Volume: 67, Issue:2
Current developments in the discovery and design of new drug candidates from plant natural product leads.
AID380432Inhibition of COX2 in mouse macrophages2006Journal of natural products, Mar, Volume: 69, Issue:3
Schisandrene, a dibenzocyclooctadiene lignan from Schisandra chinensis: structure-antioxidant activity relationships of dibenzocyclooctadiene lignans.
AID313794Antiproliferative activity against human MDA-MB-231 cells after 72 hrs by SRB assay2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Antiproliferative effects of dibenzocyclooctadiene lignans isolated from Schisandra chinensis in human cancer cells.
AID721569Cytotoxicity against human HeLa cells after 72 hrs by MTT assay2013European journal of medicinal chemistry, Jan, Volume: 59Lignans from Schisandra sphenathera Rehd. et Wils. and semisynthetic schisantherin A analogues: absolute configuration, and their estrogenic and anti-proliferative activity.
AID313797Antiproliferative activity against human T47D cells after 72 hrs by SRB assay2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Antiproliferative effects of dibenzocyclooctadiene lignans isolated from Schisandra chinensis in human cancer cells.
AID335887Inhibition of TPA-induced EBV-early antigen activation in human Raji cells assessed as EA activation at 100 mol ratio relative to TPA2002Journal of natural products, Sep, Volume: 65, Issue:9
Interiotherins C and D, two new lignans from Kadsura interior and antitumor-promoting effects of related neolignans on Epstein-Barr virus activation.
AID721568Cytotoxicity against human U87 cells after 72 hrs by MTT assay2013European journal of medicinal chemistry, Jan, Volume: 59Lignans from Schisandra sphenathera Rehd. et Wils. and semisynthetic schisantherin A analogues: absolute configuration, and their estrogenic and anti-proliferative activity.
AID335885Inhibition of TPA-induced EBV-early antigen activation in human Raji cells assessed as EA activation at 1000 mol ratio relative to TPA2002Journal of natural products, Sep, Volume: 65, Issue:9
Interiotherins C and D, two new lignans from Kadsura interior and antitumor-promoting effects of related neolignans on Epstein-Barr virus activation.
AID335888Inhibition of TPA-induced EBV-early antigen activation in human Raji cells assessed as EA activation at 10 mol ratio relative to TPA2002Journal of natural products, Sep, Volume: 65, Issue:9
Interiotherins C and D, two new lignans from Kadsura interior and antitumor-promoting effects of related neolignans on Epstein-Barr virus activation.
AID313799Antiproliferative activity against human K562 cells after 72 hrs by MTT assay2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Antiproliferative effects of dibenzocyclooctadiene lignans isolated from Schisandra chinensis in human cancer cells.
AID380426Cytotoxicity against pig LLC-PK1 cells upto 48 uM2006Journal of natural products, Mar, Volume: 69, Issue:3
Schisandrene, a dibenzocyclooctadiene lignan from Schisandra chinensis: structure-antioxidant activity relationships of dibenzocyclooctadiene lignans.
AID313795Antiproliferative activity against human SK-HEP1 cells after 72 hrs by SRB assay2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Antiproliferative effects of dibenzocyclooctadiene lignans isolated from Schisandra chinensis in human cancer cells.
AID721571Cytotoxicity against mouse LLC cells after 72 hrs by MTT assay2013European journal of medicinal chemistry, Jan, Volume: 59Lignans from Schisandra sphenathera Rehd. et Wils. and semisynthetic schisantherin A analogues: absolute configuration, and their estrogenic and anti-proliferative activity.
AID1371180Substrate activity at CYP3A5 (unknown origin) assessed as enzyme-mediated compound turnover assessed per pmol protein at 10 uM2017Journal of medicinal chemistry, 05-11, Volume: 60, Issue:9
A Naturally Occurring Isoform-Specific Probe for Highly Selective and Sensitive Detection of Human Cytochrome P450 3A5.
AID404000Antiviral activity against HIV1998Journal of natural products, Nov, Volume: 61, Issue:11
Antiviral activity of lignans.
AID380427Cytotoxicity against human SK-MEL cells upto 48 uM2006Journal of natural products, Mar, Volume: 69, Issue:3
Schisandrene, a dibenzocyclooctadiene lignan from Schisandra chinensis: structure-antioxidant activity relationships of dibenzocyclooctadiene lignans.
AID380425Cytotoxicity against african green monkey Vero cells upto 48 uM2006Journal of natural products, Mar, Volume: 69, Issue:3
Schisandrene, a dibenzocyclooctadiene lignan from Schisandra chinensis: structure-antioxidant activity relationships of dibenzocyclooctadiene lignans.
AID380423Antioxidant activity in human HL60 cells assessed as inhibition of TPA-stimulated hydrogen peroxide induced DCFH-DA oxidation by fluorometric microplate assay2006Journal of natural products, Mar, Volume: 69, Issue:3
Schisandrene, a dibenzocyclooctadiene lignan from Schisandra chinensis: structure-antioxidant activity relationships of dibenzocyclooctadiene lignans.
AID1168387Inhibition of P-gp-mediated doxorubicin efflux in human HL60/MDR cells assessed as intracellular doxorubicin accumulation at 25 uM preincubated for 15 mins measured after 60 mins by flow cytometry2014Journal of natural products, Oct-24, Volume: 77, Issue:10
Identification of key structural characteristics of Schisandra chinensis lignans involved in P-glycoprotein inhibition.
AID380428Cytotoxicity against human KB cells upto 48 uM2006Journal of natural products, Mar, Volume: 69, Issue:3
Schisandrene, a dibenzocyclooctadiene lignan from Schisandra chinensis: structure-antioxidant activity relationships of dibenzocyclooctadiene lignans.
AID313800Antiproliferative activity against human A549 cells after 72 hrs by SRB assay2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Antiproliferative effects of dibenzocyclooctadiene lignans isolated from Schisandra chinensis in human cancer cells.
AID721570Cytotoxicity against human SMMC7721 cells after 72 hrs by MTT assay2013European journal of medicinal chemistry, Jan, Volume: 59Lignans from Schisandra sphenathera Rehd. et Wils. and semisynthetic schisantherin A analogues: absolute configuration, and their estrogenic and anti-proliferative activity.
AID313796Antiproliferative activity against human SNU638 cells after 72 hrs by SRB assay2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Antiproliferative effects of dibenzocyclooctadiene lignans isolated from Schisandra chinensis in human cancer cells.
AID335889Cytotoxicity against human Raji cells at 1000 mol ratio by trypan blue staining method2002Journal of natural products, Sep, Volume: 65, Issue:9
Interiotherins C and D, two new lignans from Kadsura interior and antitumor-promoting effects of related neolignans on Epstein-Barr virus activation.
AID1371179Substrate activity at CYP3A4 (unknown origin) assessed as enzyme-mediated compound turnover assessed per pmol protein at 10 uM2017Journal of medicinal chemistry, 05-11, Volume: 60, Issue:9
A Naturally Occurring Isoform-Specific Probe for Highly Selective and Sensitive Detection of Human Cytochrome P450 3A5.
AID380429Cytotoxicity against human BT549 cells upto 48 uM2006Journal of natural products, Mar, Volume: 69, Issue:3
Schisandrene, a dibenzocyclooctadiene lignan from Schisandra chinensis: structure-antioxidant activity relationships of dibenzocyclooctadiene lignans.
AID313798Antiproliferative activity against human HCT15 cells after 72 hrs by SRB assay2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Antiproliferative effects of dibenzocyclooctadiene lignans isolated from Schisandra chinensis in human cancer cells.
AID380424Cytotoxicity against human HL60 cells by XTT assay2006Journal of natural products, Mar, Volume: 69, Issue:3
Schisandrene, a dibenzocyclooctadiene lignan from Schisandra chinensis: structure-antioxidant activity relationships of dibenzocyclooctadiene lignans.
AID380430Cytotoxicity against human SKOV3 cells upto 48 uM2006Journal of natural products, Mar, Volume: 69, Issue:3
Schisandrene, a dibenzocyclooctadiene lignan from Schisandra chinensis: structure-antioxidant activity relationships of dibenzocyclooctadiene lignans.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (69)

TimeframeStudies, This Drug (%)All Drugs %
pre-19909 (13.04)18.7374
1990's7 (10.14)18.2507
2000's14 (20.29)29.6817
2010's30 (43.48)24.3611
2020's9 (13.04)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews6 (8.57%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other64 (91.43%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research Highlights

Safety/Toxicity (2)

ArticleYear
Protective effects of dibenzocyclooctadiene lignans from Schisandra chinensis against beta-amyloid and homocysteine neurotoxicity in PC12 cells.
Phytotherapy research : PTR, Volume: 25, Issue: 3
2011
Dibenzocyclooctadiene lignans from Schisandra chinensis protect primary cultures of rat cortical cells from glutamate-induced toxicity.
Journal of neuroscience research, May-01, Volume: 76, Issue: 3
2004
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Long-term Use (1)

ArticleYear
Schisandrin C enhances cGAS-STING pathway activation and inhibits HBV replication.
Journal of ethnopharmacology, Jul-15, Volume: 311
2023
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Pharmacokinetics (2)

ArticleYear
A multidimensional strategy for uncovering comprehensive quality markers of Schisandra chinensis (Turcz.) Baill based on pharmacodynamics and chemical properties.
Phytomedicine : international journal of phytotherapy and phytopharmacology, Volume: 106
2022
Comparative pharmacokinetics and tissue distribution profiles of lignan components in normal and hepatic fibrosis rats after oral administration of Fuzheng Huayu recipe.
Journal of ethnopharmacology, May-26, Volume: 166
2015
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioavailability (2)

ArticleYear
In vivo to in vitro effects of six bioactive lignans of Wuzhi tablet (Schisandra sphenanthera extract) on the CYP3A/P-glycoprotein-mediated absorption and metabolism of tacrolimus.
Drug metabolism and disposition: the biological fate of chemicals, Volume: 42, Issue: 1
2014
Solubilization of biphenyl dimethyl dicarboxylate by cosolvency.
Drug development and industrial pharmacy, Volume: 25, Issue: 11
1999
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Dosage (3)

ArticleYear
Hepato-protective effects of six schisandra lignans on acetaminophen-induced liver injury are partially associated with the inhibition of CYP-mediated bioactivation.
Chemico-biological interactions, Apr-25, Volume: 231
2015
Solubilization of biphenyl dimethyl dicarboxylate by cosolvency.
Drug development and industrial pharmacy, Volume: 25, Issue: 11
1999
Methylenedioxy group and cyclooctadiene ring as structural determinants of schisandrin in protecting against myocardial ischemia-reperfusion injury in rats.
Biochemical pharmacology, Jan-01, Volume: 57, Issue: 1
1999
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]