| Identification | Back Directory | [Name]
Schisantherin A | [CAS]
58546-56-8 | [Synonyms]
Schisantherin A
SCHISANTHERINGOMISIN
Schisantherin A (Gomisin-C
Gomisin C(Schisantherin A)
SCHISANTHERIN A 98.0% BY HPLC
Gomisin, 98%, from Schisandra chinensis
(5S,6S,7S,13aS)-5,6,7,8-Tetrahydro-1,2,3,13-tetramethoxy-6,7-dimethylbenzo[3,4]cycloocta[1,2-f]
Benzo[3,4]cycloocta[1,2-f][1,3]benzodioxole-5,6-diol, 5,6,7,8-tetrahydro-1,2,3,13-tetramethoxy-6,7-dimethyl-, 5-benzoate, (5S,6S,7S,13aS)-
(5S,6S,7S)-6-Hydroxy-1,2,3,13-tetramethoxy-6,7-dimethyl-5,6,7,8-tetrahydrobenzo[3',4']cycloocta[1',2':4,5]benzo[1,2-d][1,3]dioxol-5-yl Benzoate | [Molecular Formula]
C30H32O9 | [MDL Number]
MFCD07785651 | [MOL File]
58546-56-8.mol | [Molecular Weight]
536.574 |
| Chemical Properties | Back Directory | [Melting point ]
110～112℃ | [Boiling point ]
675.6±55.0 °C(Predicted) | [density ]
1.33±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Store in freezer, under -20°C | [solubility ]
Chloroform (Slightly), Methanol (Slightly, Sonicated) | [form ]
Solid | [pka]
13.70±0.60(Predicted) | [color ]
White to Off-White | [Water Solubility ]
insoluble in water | [Major Application]
food and beverages | [InChIKey]
UFCGDBKFOKKVAC-UHFFFAOYSA-N | [SMILES]
CC1(O)C(C)CC2=CC(OCO3)=C3C(OC)=C2C4=C(C=C(OC)C(OC)=C4OC)C1OC(C5=CC=CC=C5)=O |
| Hazard Information | Back Directory | [Chemical Properties]
Rectangular crystals (ethanol), mp 122°C-124°C, [α]D23 -175° (c=0.12, chloroform). Soluble in benzene, chloroform, acetone, soluble in methanol, ethanol, insoluble in petroleum ether, insoluble in water.
Seven biphenyl cyclooctenoid lignans with transaminase-lowering activity were isolated from the ethanol extract of Schisandra chinensis kernels, including deoxyschisandrin, schisandrin, schisandrin, schisandrin, schisandrin, schisandrinol ethyl, schisandrin ester A and schisandrin ester ethyl. All seven components have the effect of lowering SGPT, promoting hepatic gluconeogenesis and prolonging pentobarbital sleep time. Schisandra chinensis ester B had the strongest SGPT-lowering effect, Schisandra chinensis alcohol B had the most significant effect in promoting hepatic gluconeogenesis, and Schisandra chinensis prolonged pentobarbital sleep time most prominently. | [Uses]
Schisantherin A?is a ligand from Schisandra chinensis. It is capable of?suppressing interleukin-1β-induced inflammation in human chondrocytes by inhibiting NF-κB and MAPKs activation. | [Definition]
ChEBI: Schisantherin A is a tannin. | [in vivo]
Schisantherin A, a dibenzocyclooctadiene lignan isolated from the fruit of Schisandra sphenanthera, has been reported to possess varied beneficial pharmacological effects. Schisantherin A protects lipopolysaccharide-induced acute respiratory distress syndrome in mice through inhibiting NF-κB and MAPKs signaling pathways. Pretreatment with Schisantherin A markedly ameliorates LPS-induced histopathologic changes and decreases the levels of TNF-α, IL-6 and IL-1β in the BALF. In addition, the phosphorylation of NF-κB p65, IκB-α, JNK, ERK and p38 induced by LPS are suppressed by Schisantherin A. The lung wet/dry weight ratio is evaluated at 7 h after the intranasal instillation of LPS. The results show that there are no differences between control group and Schisantherin A (40 mg/kg) group (p>0.05). LPS causes a significant increase in lung wet/dry weight ratio (p<0.01) compared with the control group. Schisantherin A dose-dependently decreases the lung wet/dry weight ratio (p<0.05) compared to those in the LPS group[1]. | [target]
ROS | NO | NOS | MAPK | PI3K | GSK-3 | IL Receptor | PGE | TNF-α | COX | ERK | p38MAPK | JNK | NF-kB | Beta Amyloid | Akt | [IC 50]
p65 |
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