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Gomisin A

CAT: 0013-GTR19158760-06Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19158760-06Size:100 mg
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Description
Gomisin A may exert neuroprotective effects by attenuating the microglia-mediated neuroinflammatory response via inhibiting the TLR4-mediated NF-κB and MAPKs signaling pathways. Gomisin A has anti-inflammatory property, potentially result from the inhibition of COX-2, iNOS, IL-6, TNF-α and NO through the down-regulation of RIP2 and NF-κB activation. Gomisin A induces marked protective effects against hepatic and renal injury induced by CCl (4) exposure through differential regulation of the MAPK signal transduction pathway. Gomisin A significantly inhibits cell proliferation in a dose-dependent manner, due to cell cycle arrest in the G1 phase with the downregulation of cyclin D1 expression and Retinoblastoma (RB) phosphorylation. (In Vitro) :Schisandrol B (Gomisin-A; 1-10 μM; 2 days) treatment decreases the aging related inflammatory molecules, such as, COX-2, IL1β, and TNF-α. Schisandrol B attenuates the activity of senescence-associated β-galactosidase.Schisandrol B (Gomisin-A; 1-10 μM; 2 days) inhibits reactive oxygen species production even in the stress-induced premature senescence (SIPS) -human diploid fibroblast (HDF) cells.Schisandrol B (Gomisin-A; 1-10 μM) inhibits the MAPK pathway and the translocation of NF-κB to the nucleus.Schisandrol B (Gomisin-A; 1-10 μM) promotes the autophagy and mitochondrial biogenesis factors through the translocation of Nrf-2, and inhibits aging progression in the SIPS-HDF cells.Schisandrol B (0-80 μM) dramatically alters APAP metabolic activation by inhibiting the activities of CYP2E1 and CYP3A11. (In Vivo) :Schisandrol B (12.5 -200 mg/kg; oral administration; seven times with an interval of 12 hours) pretreatment significantly attenuates the increases in alanine aminotransferase and aspartate aminotransferase activity, and prevents elevated hepatic malondialdehyde formation and the depletion of GSH in a dose-dependent manner. Schisandrol B abrogates APAP-induced activation of p53 and p21, and increases expression of liver regeneration and antiapoptotic-related proteins such as cyclin D1 (CCND1), PCNA, and BCL-2.
CAS Number
58546-54-6
Product Name Alternative
Gomisin-A | TJN-101 | Wuweizi alcohol-B
Purity
>98% (HPLC)
Solubility
DMSO : 50 mg/mL 120.06 mM; H2O : < 0.1 mg/mL
Smiles
CC1CC2=CC3=C (C (=C2C4=C (C (=C (C=C4CC1 (C) O) OC) OC) OC) OC) OCO3
Molecular Formula
C23H28O7
Molecular Weight
416.47
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

Gomisin A

SchisandrinB has been reported in Kadsura interior, Schisandra propinqua, and other organisms with data available.

CAS Number58546-54-6
PubChem CID15608605
IUPAC Name(9R,10S)-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-9-ol
Molecular FormulaC23H28O7
Molecular Weight416.5
XLogP3.9
Topological Polar Surface Area75.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Heavy Atom Count30
Formal Charge0
Complexity588
SMILES
C[C@H]1CC2=CC3=C(C(=C2C4=C(C(=C(C=C4C[C@@]1(C)O)OC)OC)OC)OC)OCO3
InChI
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
InChIKey
ZWRRJEICIPUPHZ-DAOPMYJZSA-N
Chemical Structure
2D Structure
2D structure of Gomisin A
CAS: 58546-54-6
CID: 15608605
Formula: C23H28O7
MW: 416.5
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight416.5
XLogP33.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Exact Mass416.18350323
Monoisotopic Mass416.18350323
Topological Polar Surface Area75.6 Ų
Heavy Atom Count30
Formal Charge0
Complexity588
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes