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=CC4=C(OCO4)C(OC)=C23)=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
| Molecular Formula | C23H28O7 |
| Molecular Weight | 416.4642 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
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 |
|---|---|---|---|
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 |
|---|---|---|---|---|
| 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 |
|---|---|---|
| Hepato-protective effects of six schisandra lignans on acetaminophen-induced liver injury are partially associated with the inhibition of CYP-mediated bioactivation. | 2015-04-25 |
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| Schisandrol B protects against acetaminophen-induced hepatotoxicity by inhibition of CYP-mediated bioactivation and regulation of liver regeneration. | 2015-01 |
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| Gomisin A inhibits lipopolysaccharide-induced inflammatory responses in N9 microglia via blocking the NF-κB/MAPKs pathway. | 2014-01 |
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| Gomisin A improves scopolamine-induced memory impairment in mice. | 2006-08-07 |
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| 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. | 2006-03 |
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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. | 1995-10 |
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.
| Substance Class |
Chemical
Created
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admin
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Wed Apr 02 09:26:13 GMT 2025
by
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Wed Apr 02 09:26:13 GMT 2025
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| Record UNII |
L5U70J87J8
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Validated (UNII)
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NCI_THESAURUS |
C2080
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L5U70J87J8
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Gomisin A
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C74244
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SUB05787MIG
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