EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

gomisin A
wuweizichun B

Supplier Sponsors

CAS Number: 58546-54-6Picture of molecule3D/inchi
Other(deleted CASRN):61281-39-8
FDA UNII: L5U70J87J8
Nikkaji Web:J733.715I
XlogP3-AA:3.90 (est)
Molecular Weight:416.47056000
Formula:C23 H28 O7
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
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Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
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)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Schizandrol B 98%
BOC Sciences
For experimental / research use only.
Gomisin A >98%
Odor: characteristic
Use: Schisandrol B is one of its major active constituents of traditional hepato-protective Chinese medicine, Schisandra sphenanthera.
Nacalai USA
For experimental / research use only.
Gomisin A
Sigma-Aldrich: Sigma
For experimental / research use only.
Gomisin A ≥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 LD50 390 mg/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: SLEEP
Yakugaku Zasshi. Journal of Pharmacy. Vol. 101, Pg. 1030, 1981.

oral-mouse LD50 777 mg/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: SLEEP
Yakugaku Zasshi. Journal of Pharmacy. Vol. 101, Pg. 1030, 1981.

Dermal Toxicity:
subcutaneous-mouse LD50 500 mg/kg
BEHAVIORAL: SLEEP BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Yakugaku Zasshi. Journal of Pharmacy. Vol. 101, Pg. 1030, 1981.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
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.
 
Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :68781
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
Chemidplus:0058546546
 
References:
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):68781
Pubchem (sid):135027375
 
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
CHEMBL:View
KEGG (GenomeNet):D01752
HMDB (The Human Metabolome Database):Search
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 schisandra incarnata
Search Trop Picture
 
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
 

Articles:

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.
 
Notes:
None found
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