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Xanthone

CAT: 0804-HY-N0126-07Size: 100 gDry Ice: NoHazardous: No
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CAT#:0804-HY-N0126-07Size:100 g
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Description
Xanthone is a monoamine oxidase A (MAO-A) inhibitor with an IC50 of 0.84 µM. Xanthon inhibits Norepinephrine and high-K+-induced vasoconstriction with IC50 values of 60.26 μM and 82.9 μM, respectively. Xanthon increases intracellular cyclic adenosine 3′,5′-monophosphate (cAMP) content and blocks Ca2+ channels. Xanthone is the scaffold of several pharmacologically active compounds[1][2].
CAS Number
90-47-1
UNSPSC
12352005
Hazard Statement
H410
Target
Calcium Channel; Monoamine Oxidase
Type
Natural Products
Related Pathways
Membrane Transporter/Ion Channel; Neuronal Signaling
Applications
Cancer-programmed cell death
Field of Research
Neurological Disease; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/xanthone.html
Concentration
10mM
Purity
99.97
Solubility
DMSO : 10 mg/mL (ultrasonic)
Smiles
O=C1C2=C(OC3=C1C=CC=C3)C=CC=C2
Molecular Formula
C13H8O2
Molecular Weight
196.21
Precautions
H410
References & Citations
[1]Cheng YW, et al. Mechanism of vasorelaxation of thoracic aorta caused by xanthone. Eur J Pharmacol. 1997 Oct 1;336 (1) :23-8. |[2]El-Seedi HR, et al. Recent insights into the biosynthesis and biological activities of natural xanthones. Curr Med Chem. 2010;17 (9) :854-901.
Shipping Conditions
Room Temperature
Storage Conditions
Store at room temperature 3 years
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
MAO-A

Chemical Information

Xanthone

Xanthone is the parent compound of the xanthone class consisting of xanthene bearing a single oxo substituent at position 9. It has a role as an insecticide.

CAS Number90-47-1
PubChem CID7020
IUPAC Namexanthen-9-one
Molecular FormulaC13H8O2
Molecular Weight196.20
XLogP3.4
Topological Polar Surface Area26.3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Heavy Atom Count15
Formal Charge0
Complexity237
SMILES
C1=CC=C2C(=C1)C(=O)C3=CC=CC=C3O2
InChI
InChI=1S/C13H8O2/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8H
InChIKey
JNELGWHKGNBSMD-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Xanthone
CAS: 90-47-1
CID: 7020
Formula: C13H8O2
MW: 196.20
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight196.20
XLogP33.4
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Exact Mass196.052429494
Monoisotopic Mass196.052429494
Topological Polar Surface Area26.3 Ų
Heavy Atom Count15
Formal Charge0
Complexity237
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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