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Physcion

CAT: 0804-HY-N0108-05Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0108-05Size:100 mg
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Description
Physcion (Parietin), an anthraquinone derivative derived from the traditional Chinese medicine rhubarb, is an effective oral active 6-phosphogluconate dehydrogenase inhibitor with blood-brain barrier permeability, with IC50 and Kd values of 38.5 μM and 26.0 μM, respectively. Additionally, Physcion is an inhibitor of the bTLR4/NF-κB signaling pathway, exhibiting anti-inflammatory, antibacterial, and anticancer effects, and can induce Apoptosis and Autophagy in cancer cells[1][2][3][4][5].
CAS Number
521-61-9
Product Name Alternative
Parietin; Rheochrysidin
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Antibiotic; Apoptosis; Autophagy; Bacterial; NF-κB; Toll-like Receptor (TLR)
Type
Natural Products
Related Pathways
Anti-infection; Apoptosis; Autophagy; Immunology/Inflammation; NF-κB
Applications
Cancer-programmed cell death
Field of Research
Cancer; Infection; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/Physcion.html
Concentration
10mM
Purity
99.40
Solubility
DMF : 1 mg/mL (ultrasonic) |Ethanol : < 1 mg/mL|THF : 2.5 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
O=C1C2=C(C=C(C)C=C2O)C(C3=CC(OC)=CC(O)=C13)=O
Molecular Formula
C16H12O5
Molecular Weight
284.26
Precautions
H302, H315, H319, H335
References & Citations
[1]Lin R, et al. 6-Phosphogluconate dehydrogenase links oxidative PPP, lipogenesis and tumour growth by inhibiting LKB1-AMPK signalling. Nat Cell Biol. 2015 Nov;17 (11) :1484-96.|[2]Pang MJ, et al. Physcion, a naturally occurring anthraquinone derivative, induces apoptosis and autophagy in human nasopharyngeal carcinoma. Acta Pharmacol Sin. 2016 Dec;37 (12) :1623-1640.|[3]Dong X, et al. Physcion Protects Rats Against Cerebral Ischemia-Reperfusion Injury via Inhibition of TLR4/NF-kB Signaling Pathway. Drug Des Devel Ther. 2021 Jan 25;15:277-287.|[4]Liu X, et al. Physcion, a novel anthraquinone derivative against Chlamydia psittaci infection. Vet Microbiol. 2023 Apr;279:109664. doi: 10.1016/j.vetmic.2023.109664.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
TLR4

Chemical Information

Physcion

Physcion is a dihydroxyanthraquinone that is 9,10-anthraquinone bearing hydroxy substituents at positions 1 and 8, a methoxy group at position 3, and a methyl group at position 6. It has been widely isolated and characterised from both terrestrial and marine sources. It has a role as a metabolite, an antibacterial agent, an antineoplastic agent, an antifungal agent, a hepatoprotective agent, an anti-inflammatory agent and an apoptosis inducer. It is functionally related to a 2-methylanthraquinone.

CAS Number521-61-9
PubChem CID10639
IUPAC Name1,8-dihydroxy-3-methoxy-6-methylanthracene-9,10-dione
Molecular FormulaC16H12O5
Molecular Weight284.26
XLogP3
Topological Polar Surface Area83.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Heavy Atom Count21
Formal Charge0
Complexity448
SMILES
CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)OC
InChI
InChI=1S/C16H12O5/c1-7-3-9-13(11(17)4-7)16(20)14-10(15(9)19)5-8(21-2)6-12(14)18/h3-6,17-18H,1-2H3
InChIKey
FFWOKTFYGVYKIR-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Physcion
CAS: 521-61-9
CID: 10639
Formula: C16H12O5
MW: 284.26
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight284.26
XLogP33
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Exact Mass284.06847348
Monoisotopic Mass284.06847348
Topological Polar Surface Area83.8 Ų
Heavy Atom Count21
Formal Charge0
Complexity448
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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