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Swertianolin (Standard)

CAT: 0804-HY-N2192RSize: 1 EachDry Ice: NoHazardous: No
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Description
Swertianolin (Standard) is the analytical standard of Swertianolin. This product is intended for research and analytical applications. Swertianolin is a xanthone glycoside. Swertianolin can be isolated from plants of the Gentianaceae family (e.g., Gentiana campestris and Swertia punicea). Swertianolin inhibits p38 phosphorylation and NF-κB activation, and reduces NO and ROS production. Swertianolin exhibits anti-Helicobacter pylori activity with an IC50 of 6.1 μM and a minimum bactericidal concentration of 91.7 μM. Swertianolin modulates immune function in sepsis. Swertianolin is useful in the research of diseases such as Alzheimer's disease, hepatitis B, Helicobacter pylori infection, and sepsis[1][2][3][4][5].
CAS Number
23445-00-3
UNSPSC
12352005
Target
Bacterial; NF-κB; NO Synthase; p38 MAPK; Reactive Oxygen Species (ROS) ; Reference Standards
Type
Reference Standards
Related Pathways
Anti-infection; Immunology/Inflammation; MAPK/ERK Pathway; Metabolic Enzyme/Protease; NF-κB; Others
Field of Research
Infection; Inflammation/Immunology; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/swertianolin-standard.html
Smiles
O=C1C2=C(OC3=C1C(O[C@H]4[C@@H]([C@H]([C@@H]([C@@H](CO)O4)O)O)O)=CC=C3O)C=C(OC)C=C2O
Molecular Formula
C20H20O11
Molecular Weight
436.37
References & Citations
[1]Urbain A, et al. Xanthones from Gentiana campestris as new acetylcholinesterase inhibitors. Planta Med. 2004 Oct;70 (10) :1011-4.|[2]Xiu-Qiao Zhang, et al. Anti-HBV Activities of Xanthones From Swertia Punicea Hemsl. N A J Med Sci. 2014;7 (2) :72-74.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Swertianolin

Swertianolin is a xanthone that is bellidifolin in which a beta-Dglucopyranosyl residue is attached at position O-8 via a glycosidic linkage. It is isolated particularly from Gentiana campestris and Gentiana germanica. It has a role as an antioxidant, an EC 3.1.1.7 (acetylcholinesterase) inhibitor and a plant metabolite. It is a beta-D-glucoside, an aromatic ether, a monosaccharide derivative and a xanthone glycoside. It is functionally related to a bellidifolin.

CAS Number23445-00-3
PubChem CID5281662
IUPAC Name1,5-dihydroxy-3-methoxy-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyxanthen-9-one
Molecular FormulaC20H20O11
Molecular Weight436.4
XLogP0.6
Topological Polar Surface Area175
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count11
Rotatable Bond Count4
Heavy Atom Count31
Formal Charge0
Complexity647
SMILES
COC1=CC(=C2C(=C1)OC3=C(C=CC(=C3C2=O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O
InChI
InChI=1S/C20H20O11/c1-28-7-4-9(23)13-11(5-7)29-19-8(22)2-3-10(14(19)16(13)25)30-20-18(27)17(26)15(24)12(6-21)31-20/h2-5,12,15,17-18,20-24,26-27H,6H2,1H3/t12-,15-,17+,18-,20-/m1/s1
InChIKey
XMVBNLMKPMPWAX-DIKOWXHZSA-N
Chemical Structure
2D Structure
2D structure of Swertianolin
CAS: 23445-00-3
CID: 5281662
Formula: C20H20O11
MW: 436.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight436.4
XLogP30.6
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count11
Rotatable Bond Count4
Exact Mass436.10056145
Monoisotopic Mass436.10056145
Topological Polar Surface Area175 Ų
Heavy Atom Count31
Formal Charge0
Complexity647
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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