58546-54-6,MFCD01941645
Catalog No.:AA003U53

58546-54-6 | Gomisin A

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
≥98%
in stock  
$46.00   $32.00
- +
5mg
98%(HPLC)
in stock  
$123.00   $86.00
- +
10mg
98%(HPLC)
in stock  
$210.00   $147.00
- +
25mg
analytical standard,>98%
in stock  
$304.00   $213.00
- +
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA003U53
Chemical Name:
Gomisin A
CAS Number:
58546-54-6
Molecular Formula:
C23H28O7
Molecular Weight:
416.4642
MDL Number:
MFCD01941645
SMILES:
COc1cc2CC(C)(O)C(C)Cc3c(c2c(c1OC)OC)c(OC)c1c(c3)OCO1
Properties
Properties
 
BP:
579.7°C at 760 mmHg  
Form:
Solid  
MP:
90-94°C  
Refractive Index:
1.5300 (estimate)  
Storage:
Keep in dry area;-20 ℃;  

Computed Properties
 
Complexity:
588  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
30  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0  
Rotatable Bond Count:
4  
Undefined Atom Stereocenter Count:
2  
Undefined Bond Stereocenter Count:
0  
XLogP3:
3.9  

Upstream Synthesis Route

[1]Bioscience,BiotechnologyandBiochemistry,1994,vol.58,#6,p.1054-1057

[1]TetrahedronLetters,1992,vol.33,#29,p.4165-4168

[1]TetrahedronLetters,1992,vol.33,#29,p.4165-4168

[2]TetrahedronLetters,1992,vol.33,#29,p.4165-4168

[1]TetrahedronLetters,1992,vol.33,#29,p.4165-4168

[2]TetrahedronLetters,1992,vol.33,#29,p.4165-4168

[1]TetrahedronLetters,1992,vol.33,#29,p.4165-4168

[2]TetrahedronLetters,1992,vol.33,#29,p.4165-4168

Downstream Synthesis Route

[1]Chemicalandpharmaceuticalbulletin,1981,vol.29,p.2893-2898

[1]ChemicalandPharmaceuticalBulletin,1982,vol.30,p.132-139

[1]BioorganicandMedicinalChemistry,1997,vol.5,p.1715-1723

[2]ChemicalandPharmaceuticalBulletin,1992,vol.40,p.1191-1195

[1]TetrahedronLetters,1992,vol.33,p.4165-4168

[1]Bioscience,BiotechnologyandBiochemistry,1994,vol.58,p.1054-1057

Literature

Title: Hepato-protective effects of six schisandra lignans on acetaminophen-induced liver injury are partially associated with the inhibition of CYP-mediated bioactivation.

Journal: Chemico-biological interactions 20150425

Title: Schisandrol B protects against acetaminophen-induced hepatotoxicity by inhibition of CYP-mediated bioactivation and regulation of liver regeneration.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20150101

Title: Gomisin A inhibits lipopolysaccharide-induced inflammatory responses in N9 microglia via blocking the NF-κB/MAPKs pathway.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20140101

Title: Antihypertensive effect of gomisin A from Schisandra chinensis on angiotensin II-induced hypertension via preservation of nitric oxide bioavailability.

Journal: Hypertension research : official journal of the Japanese Society of Hypertension 20120901

Title: Production of lignans in calluses of Schisandra chinensis.

Journal: Journal of natural medicines 20120401

Title: 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.

Journal: Biological & pharmaceutical bulletin 20120101

Title: The role of the lignan constituents in the effect of Schisandra chinensis fruit extract on penile erection.

Journal: Phytotherapy research : PTR 20111201

Title: Simultaneous and rapid determination of main lignans in different parts of Schisandra sphenanthera by micellar electrokinetic capillary chromatography.

Journal: Molecules (Basel, Switzerland) 20110503

Title: Quantitative analysis of major dibenzocyclooctane lignans in Schisandrae fructus by online TLC-DART-MS.

Journal: Phytochemical analysis : PCA 20110101

Title: Effects of gomisin A on vascular contraction in rat aortic rings.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20110101

Title: Inhibition of cytochrome P450 3A4 activity by schisandrol A and gomisin A isolated from Fructus Schisandrae chinensis.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20100701

Title: [Research on liposoluble ingredients of Quchiling].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20100101

Title: Gomisin A induces Ca2+-dependent activation of eNOS in human coronary artery endothelial cells.

Journal: Journal of ethnopharmacology 20090907

Title: [Study on the chemical constituents of the fruit handles from Schizandra chinensis].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20090701

Title: Anti-apoptotic and hepatoprotective effects of gomisin A on fulminant hepatic failure induced by D-galactosamine and lipopolysaccharide in mice.

Journal: Journal of pharmacological sciences 20080201

Title: Amyloid-beta-induced cytotoxicity of PC-12 cell was attenuated by Shengmai-san through redox regulation and outgrowth induction.

Journal: Journal of pharmacological sciences 20070501

Title: Gomisin A alters substrate interaction and reverses P-glycoprotein-mediated multidrug resistance in HepG2-DR cells.

Journal: Biochemical pharmacology 20060928

Title: Gomisin A improves scopolamine-induced memory impairment in mice.

Journal: European journal of pharmacology 20060807

Title: Traditional Chinese medicines Wu Wei Zi (Schisandra chinensis Baill) and Gan Cao (Glycyrrhiza uralensis Fisch) activate pregnane X receptor and increase warfarin clearance in rats.

Journal: The Journal of pharmacology and experimental therapeutics 20060301

Title: Dibenzocyclooctadiene lignans from Schisandra chinensis protect primary cultures of rat cortical cells from glutamate-induced toxicity.

Journal: Journal of neuroscience research 20040501

Title: Effects of gomisin A on the promotor action and serum bile acid concentration in hepatocarcinogenesis induced by 3'-methyl-4-dimethylamino-azobenzene.

Journal: Biological & pharmaceutical bulletin 19951001

Quotation Request
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Additional Info:
SDS
Tags:58546-54-6 Molecular Formula|58546-54-6 MDL|58546-54-6 SMILES|58546-54-6 Gomisin A
Catalog No.: AA003U53
58546-54-6,MFCD01941645
58546-54-6 | Gomisin A
Pack Size: 1mg
Purity: ≥98%
in stock
$46.00 $32.00
Pack Size: 5mg
Purity: 98%(HPLC)
in stock
$123.00 $86.00
Pack Size: 10mg
Purity: 98%(HPLC)
in stock
$210.00 $147.00
Pack Size: 25mg
Purity: analytical standard,>98%
in stock
$304.00 $213.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA003U53
Chemical Name: Gomisin A
CAS Number: 58546-54-6
Molecular Formula: C23H28O7
Molecular Weight: 416.4642
MDL Number: MFCD01941645
SMILES: COc1cc2CC(C)(O)C(C)Cc3c(c2c(c1OC)OC)c(OC)c1c(c3)OCO1
Properties
BP: 579.7°C at 760 mmHg  
Form: Solid  
MP: 90-94°C  
Refractive Index: 1.5300 (estimate)  
Storage: Keep in dry area;-20 ℃;  
Complexity: 588  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 30  
Hydrogen Bond Acceptor Count: 7  
Hydrogen Bond Donor Count: 1  
Isotope Atom Count: 0  
Rotatable Bond Count: 4  
Undefined Atom Stereocenter Count: 2  
Undefined Bond Stereocenter Count: 0  
XLogP3: 3.9  
Upstream Synthesis Route
72551-73-6    74-95-3    58546-54-6 

[1]Bioscience,BiotechnologyandBiochemistry,1994,vol.58,#6,p.1054-1057

143552-03-8    58546-54-6 

[1]TetrahedronLetters,1992,vol.33,#29,p.4165-4168

143616-17-5    58546-54-6 

[1]TetrahedronLetters,1992,vol.33,#29,p.4165-4168

[2]TetrahedronLetters,1992,vol.33,#29,p.4165-4168

143616-16-4    58546-54-6 

[1]TetrahedronLetters,1992,vol.33,#29,p.4165-4168

[2]TetrahedronLetters,1992,vol.33,#29,p.4165-4168

143503-84-8    58546-54-6 

[1]TetrahedronLetters,1992,vol.33,#29,p.4165-4168

[2]TetrahedronLetters,1992,vol.33,#29,p.4165-4168

Downstream Synthesis Route
58546-54-6    72551-73-6 

[1]Chemicalandpharmaceuticalbulletin,1981,vol.29,p.2893-2898

58546-54-6    62555-46-8 

[1]ChemicalandPharmaceuticalBulletin,1982,vol.30,p.132-139

58546-54-6    58546-57-9 

[1]BioorganicandMedicinalChemistry,1997,vol.5,p.1715-1723

[2]ChemicalandPharmaceuticalBulletin,1992,vol.40,p.1191-1195

143552-03-8    58546-54-6 

[1]TetrahedronLetters,1992,vol.33,p.4165-4168

72551-73-6    74-95-3    58546-54-6 

[1]Bioscience,BiotechnologyandBiochemistry,1994,vol.58,p.1054-1057

Literature fold

Title: Hepato-protective effects of six schisandra lignans on acetaminophen-induced liver injury are partially associated with the inhibition of CYP-mediated bioactivation.

Journal: Chemico-biological interactions20150425

Title: Schisandrol B protects against acetaminophen-induced hepatotoxicity by inhibition of CYP-mediated bioactivation and regulation of liver regeneration.

Journal: Toxicological sciences : an official journal of the Society of Toxicology20150101

Title: Gomisin A inhibits lipopolysaccharide-induced inflammatory responses in N9 microglia via blocking the NF-κB/MAPKs pathway.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association20140101

Title: Antihypertensive effect of gomisin A from Schisandra chinensis on angiotensin II-induced hypertension via preservation of nitric oxide bioavailability.

Journal: Hypertension research : official journal of the Japanese Society of Hypertension20120901

Title: Production of lignans in calluses of Schisandra chinensis.

Journal: Journal of natural medicines20120401

Title: 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.

Journal: Biological & pharmaceutical bulletin20120101

Title: The role of the lignan constituents in the effect of Schisandra chinensis fruit extract on penile erection.

Journal: Phytotherapy research : PTR20111201

Title: Simultaneous and rapid determination of main lignans in different parts of Schisandra sphenanthera by micellar electrokinetic capillary chromatography.

Journal: Molecules (Basel, Switzerland)20110503

Title: Quantitative analysis of major dibenzocyclooctane lignans in Schisandrae fructus by online TLC-DART-MS.

Journal: Phytochemical analysis : PCA20110101

Title: Effects of gomisin A on vascular contraction in rat aortic rings.

Journal: Naunyn-Schmiedeberg's archives of pharmacology20110101

Title: Inhibition of cytochrome P450 3A4 activity by schisandrol A and gomisin A isolated from Fructus Schisandrae chinensis.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology20100701

Title: [Research on liposoluble ingredients of Quchiling].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica20100101

Title: Gomisin A induces Ca2+-dependent activation of eNOS in human coronary artery endothelial cells.

Journal: Journal of ethnopharmacology20090907

Title: [Study on the chemical constituents of the fruit handles from Schizandra chinensis].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials20090701

Title: Anti-apoptotic and hepatoprotective effects of gomisin A on fulminant hepatic failure induced by D-galactosamine and lipopolysaccharide in mice.

Journal: Journal of pharmacological sciences20080201

Title: Amyloid-beta-induced cytotoxicity of PC-12 cell was attenuated by Shengmai-san through redox regulation and outgrowth induction.

Journal: Journal of pharmacological sciences20070501

Title: Gomisin A alters substrate interaction and reverses P-glycoprotein-mediated multidrug resistance in HepG2-DR cells.

Journal: Biochemical pharmacology20060928

Title: Gomisin A improves scopolamine-induced memory impairment in mice.

Journal: European journal of pharmacology20060807

Title: Traditional Chinese medicines Wu Wei Zi (Schisandra chinensis Baill) and Gan Cao (Glycyrrhiza uralensis Fisch) activate pregnane X receptor and increase warfarin clearance in rats.

Journal: The Journal of pharmacology and experimental therapeutics20060301

Title: Dibenzocyclooctadiene lignans from Schisandra chinensis protect primary cultures of rat cortical cells from glutamate-induced toxicity.

Journal: Journal of neuroscience research20040501

Title: Effects of gomisin A on the promotor action and serum bile acid concentration in hepatocarcinogenesis induced by 3'-methyl-4-dimethylamino-azobenzene.

Journal: Biological & pharmaceutical bulletin19951001

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