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Schisandrol B (Standard)

CAT: 0804-HY-N0692R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0692R-01Size:5 mg
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Description
Schisandrol B (Standard) is the analytical standard of Schisandrol B. This product is intended for research and analytical applications. Schisandrol B (Gomisin-A) is a major active constituent of Schisandra chinensis with hepato-protective effects. Schisandrol B inhibits reactive oxygen species (ROS) production. Schisandrol B inhibits the activity of P-glycoprotein and CYP3A and also has anti-inflammatory, anti-diabetic and antioxidant activities[1][2][3].
CAS Number
58546-54-6
Product Name Alternative
Gomisin-A (Standard) ; TJN-101 (Standard) ; Wuweizi alcohol-B (Standard)
UNSPSC
12352005
Target
Autophagy; Cytochrome P450; Reactive Oxygen Species (ROS) ; Reference Standards
Type
Reference Standards
Related Pathways
Autophagy; Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB; Others
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/schisandrol-b-standard.html
Smiles
O[C@@]([C@@H](C)C1)(C)CC2=CC(OC)=C(OC)C(OC)=C2C3=C1C=C4OCOC4=C3OC
Molecular Formula
C23H28O7
Molecular Weight
416.46
References & Citations
[1]Jiang Y, et al. Schisandrol B protects against acetaminophen-induced hepatotoxicity by inhibition of CYP-mediated bioactivation and regulation of liver regeneration. Toxicol Sci. 2015 Jan;143 (1) :107-15.|[2]Jin J, et al. Enhancement of oral bioavailability of paclitaxel after oral administration of Schisandrol B in rats. Biopharm Drug Dispos. 2010 May;31 (4) :264-8.|[3]Jeong-Seok Kim, et al. Gomisin A modulates aging progress via mitochondrial biogenesis in human diploid fibroblast cells. Clin Exp Pharmacol Physiol. 2018 Jun;45 (6) :547-555.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

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