gomisin A
wuweizichun B
Identification
| Name | gomisin A |
| CAS Number | 58546-54-6 |
| FDA UNII | L5U70J87J8 |
| Molecular Formula | C23 H28 O7 |
| Molecular Weight | 416.47056000 |
| Nikkaji Number | J733.715I |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 579.70 °C. @ 760.00 mm Hg (est) |
| Flash Point | 580.00 °F. TCC ( 304.40 °C. ) (est) |
| logP (o/w) | 4.770 (est) |
| Soluble in | water, 0.05795 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | intraperitoneal-mouse LD50 390 mg/kg |
| Dermal Toxicity | subcutaneous-mouse LD50 500 mg/kg |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for gomisin A usage levels up to | not for fragrance use. |
| Recommendation for gomisin A flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
benzo[3',4']cycloocta[1',2':4,5]benzo[1,2-d][1,3]dioxol-6-ol, 5,6,7,8-tetrahydro-1,2,3,13-tetramethoxy-6,7-dimethyl-, (6R,7R)-
besigomsin
schisandrol B
schizandrol B
(+)-(6S,7S, biar-R)-5,6,7,8-
tetrahydro-1,2,3,13-tetramethoxy-6,7-dimethylbenzo(3,4)cycloocta(1,2-f)(1,3)benzodioxol-6-ol
(6R,7R)-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-6-ol
wuweizi alcohol B
wuweizichun B
PubMed:
Gomisin A decreases the LPS-induced expression of iNOS and COX-2 and activation of RIP2/NF-κB in mouse peritoneal macrophages.
PubMed:
Gomisin A inhibits lipopolysaccharide-induced inflammatory responses in N9 microglia via blocking the NF-κB/MAPKs pathway.
PubMed:
An efficient strategy for the extraction and purification of lignans from Schisandra chinensis by a combination of supercritical fluid extraction and high-speed counter-current chromatography.
PubMed:
Micelle-Mediated Extraction of Dibenzocyclooctadiene Lignans from Schisandra chinensis with Analysis by High-Performance Liquid Chromatography.
PubMed:
Protective effects of gomisin A isolated from Schisandra chinensis against CCl(4)-induced hepatic and renal injury.
PubMed:
Gomisin A enhances tumor necrosis factor-α-induced G1 cell cycle arrest via signal transducer and activator of transcription 1-mediated phosphorylation of retinoblastoma protein.
PubMed:
Therapeutic potential of Schisandra chinensis extracts for treatment of hypertension. Introduction to: 'antihypertensive effect of gomisin A from Schisandra chinensis on angiotensin II-induced hypertension via preservation of nitric oxide bioavailability' by Park et al.
PubMed:
Antihypertensive effect of gomisin A from Schisandra chinensis on angiotensin II-induced hypertension via preservation of nitric oxide bioavailability.
PubMed:
The molecular mechanisms of the hepatoprotective effect of gomisin A against oxidative stress and inflammatory response in rats with carbon tetrachloride-induced acute liver injury.
PubMed:
Production of lignans in calluses of Schisandra chinensis.
PubMed:
A compound isolated from Schisandra chinensis induces apoptosis.
PubMed:
Transcriptome analysis of the effects of gomisin a on the recovery of carbon tetrachloride-induced damage in rat liver.
PubMed:
The immuno-regulatory effects of Schisandra chinensis and its constituents on human monocytic leukemia cells.
PubMed:
The lignan-rich fractions of Fructus Schisandrae improve insulin sensitivity via the PPAR-γ pathways in in vitro and in vivo studies.
PubMed:
Gomisin N enhances TNF-α-induced apoptosis via inhibition of the NF-κB and EGFR survival pathways.
PubMed:
Effects of gomisin A on vascular contraction in rat aortic rings.
PubMed:
Quantitative analysis of major dibenzocyclooctane lignans in Schisandrae fructus by online TLC-DART-MS.
PubMed:
Identification of marker compounds in herbal drugs on TLC with DART-MS.
PubMed:
Evaluation of cytotoxic activity of Schisandra chinensis lignans.
PubMed:
Dibenzocyclooctadiene lignans from Fructus Schisandrae Chinensis improve glucose uptake in vitro.
PubMed:
Inhibition of cytochrome P450 3A4 activity by schisandrol A and gomisin A isolated from Fructus Schisandrae chinensis.
PubMed:
Validated method for bioactive lignans in Schisandra chinensis in vitro cultures using a solid phase extraction and a monolithic column application.
PubMed:
Apoptosis induction of human leukemia U937 cells by gomisin N, a dibenzocyclooctadiene lignan, isolated from Schizandra chinensis Baill.
PubMed:
[Study on the chemical constituents of the fruit handles from Schizandra chinensis].
PubMed:
Non-thermal extraction of effective ingredients from Schisandra chinensis Baill and the antioxidant activity of its extract.
PubMed:
Gomisin A induces Ca2+-dependent activation of eNOS in human coronary artery endothelial cells.
PubMed:
Dibenzocyclooctadiene lignans overcome drug resistance in lung cancer cells--study of structure-activity relationship.
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:
Anti-apoptotic and hepatoprotective effects of gomisin A on fulminant hepatic failure induced by D-galactosamine and lipopolysaccharide in mice.
PubMed:
Gomisin A from Schisandra chinensis induces endothelium-dependent and direct relaxation in rat thoracic aorta.
PubMed:
High-performance liquid chromatography-electrospray mass spectrometry for the simultaneous determination of multiple active components in Sheng-Mai San, a prescription of traditional Chinese medicine.
PubMed:
Acetylcholinesterase inhibitory effect of lignans isolated from Schizandra chinensis.
PubMed:
Composition and biological activity of different extracts from Schisandra sphenanthera and Schisandra chinensis.
PubMed:
Development of a quality evaluation method for Fructus schisandrae by pressurized capillary electrochromatography.
PubMed:
Natural products and chronic hepatitis C virus.
PubMed:
Gomisin A alters substrate interaction and reverses P-glycoprotein-mediated multidrug resistance in HepG2-DR cells.
PubMed:
Gomisin A improves scopolamine-induced memory impairment in mice.
PubMed:
Application of preparative high-speed counter-current chromatography for isolation and separation of schizandrin and gomisin A from Schisandra chinensis.
PubMed:
[Determination of lignans of Schisandra medicinal plants by HPLC].
PubMed:
Dibenzo[a,c]cyclooctadiene lignans of the genus Schisandra: importance, isolation and determination.
PubMed:
Dibenzocyclooctadiene lignans from Schisandra chinensis protect primary cultures of rat cortical cells from glutamate-induced toxicity.
PubMed:
Interiotherins C and D, two new lignans from Kadsura interior and antitumor-promoting effects of related neolignans on Epstein-Barr virus activation.
PubMed:
Liquid chromatographic analysis of supercritical carbon dioxide extracts of Schizandra chinensis.
PubMed:
[Phytotherapeutic aspects of diseases of the circulatory system. 7. Schisandra chinensis (Turcz.) Baill.): its composition and biological activity].
PubMed:
Application of capillary electrochromatography using macroporous polyacrylamide columns for the analysis of lignans from seeds of Schisandra chinensis.
PubMed:
Clinical and pharmacological studies on liver diseases treated with Kampo herbal medicine.
PubMed:
Lignans in the seeds and fruits of Schisandra chinensis cultured in Europe.
PubMed:
Rapid induction of hepatocyte growth factor mRNA after administration of gomisin A, a lignan component of shizandra fruits.
PubMed:
Deoxycholic acid as an endogenous risk factor for hepatocarcinogenesis and effects of gomisin A, a lignan component of Schizandra fruits.
PubMed:
Effects of gomisin A on the promotor action and serum bile acid concentration in hepatocarcinogenesis induced by 3'-methyl-4-dimethylamino-azobenzene.
PubMed:
Inhibition of early 3-methyl-4-dimethylaminoazobenzene-induced hepatocarcinogenesis by gomisin A in rats.
PubMed:
Inhibition by gomisin A, a lignan compound, of hepatocarcinogenesis by 3'-methyl-4-dimethylaminoazobenzene in rats.
PubMed:
Gomisin A, a lignan component of Schizandora fruits, inhibits development of preneoplastic lesions in rat liver by 3'-methyl-4-dimethylamino-azobenzene.
PubMed:
Preventive effect of gomisin A, a lignan component of shizandra fruits, on acetaminophen-induced hepatotoxicity in rats.
PubMed:
Effect of Gomisin A (TJN-101) on liver regeneration.
PubMed:
Gomisin A inhibits tumor promotion by 12-O-tetradecanoylphorbol-13-acetate in two-stage carcinogenesis in mouse skin.
PubMed:
[Determination of gomisin A (TJN-101) and its metabolite in rat serum by gas chromatography-mass spectrometry].
PubMed:
Effects of gomisin A on hepatocarcinogenesis by 3'-methyl-4-dimethylaminoazobenzene in rats.
PubMed:
[Studies on the metabolic fate of gomisin A (TJN-101). II. Absorption and excretion in CCl4 treated rats].
PubMed:
[Studies on the metabolic fate of gomisin A (TJN-101). I. Absorption in rats].
PubMed:
Effect of gomisin A in the prevention of acute hepatic failure induction.
PubMed:
Effect of gomisin A in an immunologically-induced acute hepatic failure model.
PubMed:
Effect of gomisin A (TJN-101) on the arachidonic acid cascade in macrophages.
PubMed:
Studies on the metabolism of gomisin A (TJN-101). II. Structure determination of biliary and urinary metabolites in rat.
PubMed:
The effect of gomisin A on immunologic liver injury in mice.
PubMed:
Studies on the metabolism of gomisin A (TJN-101). I. Oxidative products of gomisin A formed by rat liver S9 mix.
PubMed:
[Effect of gomisin A (TJN-101), a lignan compound isolated from Schisandra fruits, on liver function in rats].
PubMed:
[The protective effect of gomisin A on experimentally induced acute hepatic injury].
PubMed:
[Effects of gomisin A, a lignan component of Schizandra fruits, on experimental liver injuries and liver microsomal drug-metabolizing enzymes].
PubMed:
Mechanism of antihepatotoxic activity of wuweizisu C and gomisin A1.
PubMed:
Mechanism of antihepatotoxic activity of wuweizisu C and gomisin A.
PubMed:
Effects of gomisin A on liver functions in hepatotoxic chemicals-treated rats.
PubMed:
[Pharmacological studies on Schizandra fruit. I. General pharmacological effects of gomisin A and schizandrin (author's transl)].
PubMed:
The constituents of Schizandra chinensis Baill. I. Isolation and structure determination of five new lignans, gomisin A, B, C, F and G, and the absolute structure of schizandrin.