Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C23H28O7 |
Molecular Weight | 416.4642 |
Optical Activity | UNSPECIFIED |
Additional Stereochemistry | Yes |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
Stereo Comments | AXIAL, R |
SHOW SMILES / InChI
SMILES
COC1=C(OC)C(OC)=C2C(C[C@](C)(O)[C@@H](C)CC3=C2C(OC)=C4OCOC4=C3)=C1
InChI
InChIKey=ZWRRJEICIPUPHZ-MYODQAERSA-N
InChI=1S/C23H28O7/c1-12-7-13-8-16-20(30-11-29-16)22(28-6)17(13)18-14(10-23(12,2)24)9-15(25-3)19(26-4)21(18)27-5/h8-9,12,24H,7,10-11H2,1-6H3/t12-,23-/m0/s1
DescriptionSources: Rakel, D. (2012) 'Integrative Medicine', p.179 Retrieved from https://books.google.ru/books?id=jlVtJzBwAcECCurator's Comment: description was created based on several sources, including:
https://www.ncbi.nlm.nih.gov/pubmed/17241377
Sources: Rakel, D. (2012) 'Integrative Medicine', p.179 Retrieved from https://books.google.ru/books?id=jlVtJzBwAcEC
Curator's Comment: description was created based on several sources, including:
https://www.ncbi.nlm.nih.gov/pubmed/17241377
Gomisin A (BESIGOMSIN/GA) one of the major dibenzocyclooctadiene lignans isolated from Schisandra chinensis Baill, has proved to possess a variety of pharmacological effects. It has been found to promote hepatocyte growth factor, limit lipid peroxidation, and inhibit apoptosis in acute hepatic injury animal models. Besigomsine also acts as an anti-inflammatory by preventing the release of arachidonic acid in macrophages in vitro. Laboratory evidence suggests that Besigomsine may have anticarcinogenic effects. Chronic administration of Gomisin A had an antihypertensive effect in AngII-induced hypertensive mice. Gomisin A may exert neuroprotective effects by attenuating the microglia-mediated neuroinflammatory response via inhibiting the TLR4-mediated NF-κB and MAPKs signaling pathways. Also it induces marked protective effects against hepatic and renal injury induced by CCl(4) exposure through differential regulation of the MAPK signal transduction pathway.
CNS Activity
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: map04064 Sources: http://www.ncbi.nlm.nih.gov/pubmed/24211520 |
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Target ID: map04010 Sources: http://www.ncbi.nlm.nih.gov/pubmed/23381504 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Preventing | Unknown Approved UseUnknown |
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Preventing | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Effects of gomisin A on the promotor action and serum bile acid concentration in hepatocarcinogenesis induced by 3'-methyl-4-dimethylamino-azobenzene. | 1995 Oct |
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Hepato-protective effects of six schisandra lignans on acetaminophen-induced liver injury are partially associated with the inhibition of CYP-mediated bioactivation. | 2015 Apr 25 |
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Schisandrol B protects against acetaminophen-induced hepatotoxicity by inhibition of CYP-mediated bioactivation and regulation of liver regeneration. | 2015 Jan |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/4068375
rats: 100 mg/kg
Route of Administration:
Intraperitoneal
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/12567281
Schisandrol B (BESIGOMSIN) was investigated for their inhibitory activity on NFAT transcription. IC 50 is 16.37 uM.
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NCI_THESAURUS |
C2080
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CHEMBL403578
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58546-54-6
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Gomisin A
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C74244
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SUB05787MIG
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ACTIVE MOIETY