WUWEIZISU C

Base Information

• Chemical Name: WUWEIZISU C
• CAS No.: 61301-33-5
• Molecular Formula: C₂₂H₂₄O₆
• Molecular Weight: 384.429
• European Community (EC) Number: 809-293-7
• NSC Number: 609258
• DSSTox Substance ID: DTXSID101317497
• Nikkaji Number: J431.366F
• Wikidata: Q105033361
• Mol file: 61301-33-5.mol

Synonyms:Cycloocta[1,2-f:3,4-f']bis[1,3]benzodioxole,5,6,7,8-tetrahydro-13,14-dimethoxy-6,7-dimethyl-, stereoisomer;(-)-WuweizisuC;(S)-(-)-Schisandrin C;Schisandrin C;Schizandrin C;Wuweizisu C;

Chemical Property of WUWEIZISU C

Chemical Property:

• Melting Point: 122-123oC
• Boiling Point: 549.2 °C at 760 mmHg
• Flash Point: 226.7 °C
• PSA: 55.38000
• Density: 1.232g/cm³
• LogP: 4.19900
• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 384.15728848
• Heavy Atom Count: 28
• Complexity: 509

Purity/Quality:

98%,99%, ^*data from raw suppliers

SchisandrinC ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC2=CC3=C(C(=C2C4=C(C5=C(C=C4CC1C)OCO5)OC)OC)OCO3
• Description: Schisandrin C is a lignan originally isolated from Schizandrae that has diverse biological activities. It decreases viability of U937 cells in a concentration-dependent manner and induces cell cycle arrest at the G1 phase when used at a concentration of 100 μM. Schisandrin C (5-20 μM) decreases hydrogen peroxide-induced cell death and production of reactive oxygen species (ROS) in C2C12 skeletal muscle cells. It also decreases levels of matrix metalloproteinase-2 (MMP-2), MMP-9, COX-2, VCAM-1, IL-1β, and TNF-α in hydrogen peroxide-stimulated C2C12 cells. Schisandrin C decreases lipoteichoic acid-induced production of nitric oxide (NO), prostaglandin E2 (PGE2; ), TNF-α, IL-1β, and IL-6 in mouse primary microglia. In vivo, schisandrin C (200 mg/kg) decreases serum alanine amino transferase (ALT) and aspartate amino transferase (AST) activity, increases hepatic mitochondrial and total glutathione (GSH) levels, and reduces liver injury in a mouse model of acetaminophen-induced liver injury partially via inhibition of the cytochrome P450 (CYP) isoforms CYP2E1, CYP1A2, and CYP3A11.
• Uses: Schisandrin C potently inhibits proprotein convertase subtillsin-kexin type 9 (PCSK9) mRNA expression. Also, it displays strong protective effects in SH-SY5Y cells against serum and glucose deprivation (SGD) injury.

Technology Process of WUWEIZISU C

There total 1 articles about WUWEIZISU C which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(+/-)-1,4-bis<3-methoxy-4,5-(methylenedioxy)phenyl>-2,3-dimethylbutane (75470-86-9,101664-67-9) → trans-5,6,7,8-tetrahydro-1,12-dimethoxy-2,3:10,11-bis(methylenedioxy)-6,7-dimethyldibenzocyclooctene (61301-33-5,66138-32-7,77647-22-4,81969-60-0,95152-94-6,101833-37-8,101833-38-9,128387-87-1,135415-23-5)

Guidance literature:

for 0.0333333h; Product distribution; Ambient temperature; with various reagents as ( Fe(ClO₄)3*9H₂O in MeCN; FeCl₃ in Ac₂O);

DOI:10.1248/cpb.33.3599

upstream raw materials:

(+/-)-1,4-bis<3-methoxy-4,5-(methylenedioxy)phenyl>-2,3-dimethylbutane

Refernces