schizandrin C
1,3-benzodioxolo[5',6':3,4]cycloocta[1,2-f][1,3]benzodioxole, 5,6,7,8-tetrahydro-13,14-dimethoxy-6,7-dimethyl-
Identification
| Name | schizandrin C |
| CAS Number | 61301-33-5 |
| FDA UNII | C8754W6B3G |
| Molecular Formula | C22 H24 O6 |
| Molecular Weight | 384.42848000 |
| MDL Number | MFCD00272170 |
| Nikkaji Number | J431.366F |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 549.15 °C. @ 760.00 mm Hg (est) |
| Flash Point | 440.00 °F. TCC ( 226.70 °C. ) (est) |
| logP (o/w) | 5.623 (est) |
| Soluble in | water, 0.0004255 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | intraperitoneal-mouse LDLo 2000 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements', 'BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for schizandrin C usage levels up to | not for fragrance use. |
| Recommendation for schizandrin C flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
1,3-
benzodioxolo[5',6':3,4]cycloocta[1,2-f][1,3]benzodioxole, 5,6,7,8-tetrahydro-13,14-dimethoxy-6,7-dimethyl-
13,14-
dimethoxy-6,7-dimethyl-5,6,7,8-tetrahydro[1,3]benzodioxolo[5',6':3,4]cycloocta[1,2-f][1,3]benzodioxole
schisandrin C
wuweizisu C
PubMed:
[Correlation study on lignin contents of Schisandra chinensis and ecological factors].
PubMed:
Comprehensive chemical analysis of Schisandra chinensis by HPLC-DAD-MS combined with chemometrics.
PubMed:
Schizandrin C exerts anti-neuroinflammatory effects by upregulating phase II detoxifying/antioxidant enzymes in microglia.
PubMed:
Schisandrin B enhances the glutathione redox cycling and protects against oxidant injury in different types of cultured cells.
PubMed:
Simultaneous and rapid determination of main lignans in different parts of Schisandra sphenanthera by micellar electrokinetic capillary chromatography.
PubMed:
Protective effects of dibenzocyclooctadiene lignans from Schisandra chinensis against beta-amyloid and homocysteine neurotoxicity in PC12 cells.
PubMed:
Schisandrin B-induced glutathione antioxidant response and cardioprotection are mediated by reactive oxidant species production in rat hearts.
PubMed:
A simple and sensitive HPLC method for the simultaneous determination of eight bioactive components and fingerprint analysis of Schisandra sphenanthera.
PubMed:
Anti-inflammatory effects of gomisin N, gomisin J, and schisandrin C isolated from the fruit of Schisandra chinensis.
PubMed:
Synthesis and biological activity of Wuweizisu C and analogs.
PubMed:
[Study on the chemical constituents of the fruit handles from Schizandra chinensis].
PubMed:
Induction of G1 arrest and apoptosis by schisandrin C isolated from Schizandra chinensis Baill in human leukemia U937 cells.
PubMed:
Bicyclol: a novel drug for treating chronic viral hepatitis B and C.
PubMed:
Wuweizisu C from Schisandra chinensis decreases membrane potential in C6 glioma cells.
PubMed:
Transport of Schisandra chinensis extract and its biologically-active constituents across Caco-2 cell monolayers - an in-vitro model of intestinal transport.
PubMed:
Reversal of P-glycoprotein-mediated multidrug resistance of cancer cells by five schizandrins isolated from the Chinese herb Fructus Schizandrae.
PubMed:
Dibenzocyclooctadiene lignans from Schisandra chinensis protect primary cultures of rat cortical cells from glutamate-induced toxicity.
PubMed:
New synthesis of (S)-dimethyl-4,4'-dimethoxy-5,6,5',6'-dimethenedioxy-biphenyl-2,2'-dicarboxylate by configuration transform.
PubMed:
[Studies on chemical constituents of Schisandra propinqua (Wall.) Hook. f. et Thoms].
PubMed:
New drugs derived from medicinal plants.
PubMed:
Solubilization of biphenyl dimethyl dicarboxylate by cosolvency.
PubMed:
Structure-activity relationship of schisandrins in enhancing liver mitochondrial glutathione status in CCl4-poisoned mice.
PubMed:
Methylenedioxy group and cyclooctadiene ring as structural determinants of schisandrin in protecting against myocardial ischemia-reperfusion injury in rats.
PubMed:
Adaptogenic screening in rats.
PubMed:
Induction of liver microsomal cytochrome P-450 2B1 by dimethyl diphenyl bicarboxylate in rats.
PubMed:
Gomisin A inhibits tumor promotion by 12-O-tetradecanoylphorbol-13-acetate in two-stage carcinogenesis in mouse skin.
PubMed:
Effect of dibenzo[a,c]cyclooctene lignans isolated from Fructus schizandrae on lipid peroxidation and anti-oxidative enzyme activity.
PubMed:
[Determination of the active ingredients in Chinese drug wuweizi (Schisandra chinensis) by TLC-densitometry].
PubMed:
Scavenging effects on active oxygen radicals by schizandrins with different structures and configurations.
PubMed:
Pharmacological actions and clinical use of fructus schizandrae.
PubMed:
[Biochemical and pharmacologic effects of wuweizi (Schizandra chinensis (Turcz.) Baill.) and its chemical contents on animal livers].
PubMed:
The effect of DDB on dystrophic hamsters: an in vivo and in vitro study.
PubMed:
Mechanism of antihepatotoxic activity of wuweizisu C and gomisin A.
PubMed:
[Pharmacological studies on schizandra fruits. III. Effects of wuweizisu C, a lignan component of schizandra fruits, on experimental liver injuries in rats].
PubMed:
Studies on antihepatitic drugs. Total synthesis of (+/-)schizandrin C and its analogs.
PubMed:
Pharmacological properties of Dibenzo[a,c]cyclooctene derivatives isolated from Fructus Schizandrae Chinensis III. Inhibitory effects on carbon tetrachloride-induced lipid peroxidation, metabolism and covalent binding of carbon tetrachloride to lipids.
PubMed:
Pharmacological properties of dibenzo[a,c]cyclooctene derivatives isolated from Fructus Schizandrae chinensis. I. Interaction with rat liver cytochrome P-450 and inhibition of xenobiotic metabolism and mutagenicity.
PubMed:
[Synthesis of schizandrin C analogs. II. Synthesis of dimethyl-4, 4'-dimethoxy-5, 6, 5', 6'- dimethylenedioxybiphenyl-2, 2'-dicarboxylate and its isomers (author's transl)].
PubMed:
[Synthesis of Schizandrin C analogs (author's transl)].