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schizandrin C

natural substances and extractives
2D:
3D:
CAS Number: 61301-33-5
FDA UNII: C8754W6B3G
Category: natural substances and extractives
IUPAC Name: schizandrin C
InChI : InChI=1/C22H24O6/c1-11-5-13-7-15-19(27-9-25-15)21(23-3)17(13)18-14(6-12(11)2)8-16-20(22(18)24-4)28-10-26-16/h7-8,11-12H,5-6,9-10H2,1-4H3
Std.InChI: InChI=1S/C22H24O6/c1-11-5-13-7-15-19(27-9-25-15)21(23-3)17(13)18-14(6-12(11)2)8-16-20(22(18)24-4)28-10-26-16/h7-8,11-12H,5-6,9-10H2,1-4H3
InChIKey : HTBWBWWADZJXID-UHFFFAOYAQ
Std.InChIKey: HTBWBWWADZJXID-UHFFFAOYSA-N
SMILES : O1c4c(OC1)c(OC)c3c2c(OC)c5OCOc5cc2CC(C)C(C)Cc3c4
MDL: MFCD00272170
Molar Refractivity : 102.72 ± 0.3 cm3 (est)
Parachor : 809.6 ± 4.0 cm3 (est)
Index of Refraction : 1.572 ± 0.02 (est)
Surface Tension : 45.4 ± 3.0 dyne/cm (est)
Density : 1.232 ± 0.06 g/cm3 (est)
Polarizability : 40.72 ± 0.5 10-24cm3 (est)

US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:

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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)

Cosmetic Information:

None found

Suppliers:

Alfa Biotechnology
For experimental / research use only.
Schisandrin C 98%
BOC Sciences
For experimental / research use only.
schisandrin C >98%
Odor: characteristic
Use: Schisandrin C is a phytochemical lignan isolated from Schizandra chinensis Baill, which shows anticancer-effects in human leukemia U937 cells.
Nacalai USA
For experimental / research use only.
Wuweizisu C
Sigma-Aldrich: Sigma
For experimental / research use only.
Schizandrin C ≥98% (HPLC)

Safety Information:

Preferred SDS: View
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-mouse LDLo 2000 mg/kg
BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Chinese Medical Journal Vol. 93, Pg. 41, 1980.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in Use Information:

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.

Safety References:

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :119112
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
Chemidplus:0061301335
RTECS:GX9500000 for cas# 61301-33-5

References:

NIST Chemistry WebBook:Search Inchi
Pubchem (cid):119112
Pubchem (sid):135074599

Other Information:

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
HMDB (The Human Metabolome Database):Search
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View

Potential Blenders and core components :

None Found

Potential Uses:

None Found

Occurrence (nature, food, other):

schisandra incarnata
Search Trop Picture

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

Articles:

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)].
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