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Broussonin E 90902-21-9

Broussonin E 90902-21-9

CAS No.: 90902-21-9

Broussonin E is a phenolic compound and shows anti-inflammatory activity. Broussonin E can reduce inflammation by alteri
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Broussonin E is a phenolic compound and shows anti-inflammatory activity. Broussonin E can reduce inflammation by altering the activation state of macrophages by blocking ERK and p38 MAPK and enhancing the JAK2-STAT3 signaling pathway. Inflammation-related diseases like atherosclerosis can be studied using broussonin E[1]. Loganic acid 6′-O-β-D-glucoside inhibits macrophage RAW264.7 cells' ability to produce NO and TNF-α after exposure to LPS[1].

Physicochemical Properties


Molecular Formula C17H20O4
Molecular Weight 288.338305473328
Exact Mass 288.136
CAS # 90902-21-9
Related CAS # 90902-21-9
PubChem CID 14213544
Appearance White to off-white solid
Density 1.2±0.1 g/cm3
Boiling Point 464.9±40.0 °C at 760 mmHg
Flash Point 235.0±27.3 °C
Vapour Pressure 0.0±1.2 mmHg at 25°C
Index of Refraction 1.586
LogP 3.35
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 4
Rotatable Bond Count 6
Heavy Atom Count 21
Complexity 297
Defined Atom Stereocenter Count 0
SMILES

OC1C(OC)=CC=C(CCCC2C(O)=CC(OC)=CC=2)C=1

InChi Key GDCSYNUJDYRGRF-UHFFFAOYSA-N
InChi Code

InChI=1S/C17H20O4/c1-20-14-8-7-13(15(18)11-14)5-3-4-12-6-9-17(21-2)16(19)10-12/h6-11,18-19H,3-5H2,1-2H3
Chemical Name

5-[3-(2-hydroxy-4-methoxyphenyl)propyl]-2-methoxyphenol
Synonyms

Broussonin E
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


Targets ERK; p38 MAPK; JAK2; STAT3; IL-1β; IL-6; COX-2; IL-10
ln Vitro LPS (lipopolysaccharide)-stimulated phosphorylated ERK and p38 MAPK are inhibited by broussonin E (20 μM, 3 h)[1]. Janus regulatory (JAK) 2 and signal transducer and activator of transcription (STAT) 3 are activated by broussonin E [1]. In RAW264.7 cells, broussonin E (0–20 μM, 3 h) can suppress the production of pro-inflammatory mediators such as TNF-α, IL-1β, IL-6, COX-2, and iNOS that are stimulated by LPS[1]. In LPS-stimulated RAW264.7 cells, broussonin E increases the production of anti-inflammatory mediators like IL-10, CD206, and arginase-1 (Arg-1) [1].
Cell Assay Western Blot Analysis[1]
Cell Types: RAW264.7 cells
Tested Concentrations: 2.5, 5, 10 and 20
Incubation Duration: 3 hrs (hours)
Experimental Results: Inhibition of p-ERK and p-p38 MAPK in LPS stimulated RAW264.7 cells, but not Inhibit p-JNK MAPK expression.
References

[1]. Broussonin E suppresses LPS-induced inflammatory response in macrophages via inhibiting MAPK pathway and enhancing JAK2-STAT3 pathway. Chin J Nat Med. 2019 May 20;17(5):372-380.

Additional Infomation broussonin E has been reported in Broussonetia papyrifera with data available.

Solubility Data


Solubility (In Vitro) DMSO: ~100 mg/mL (~346.8 mM)
Solubility (In Vivo) Solubility in Formulation 1: ≥ 2.5 mg/mL (8.67 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (8.67 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

Solubility in Formulation 3: ≥ 2.5 mg/mL (8.67 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.4681 mL 17.3406 mL 34.6813 mL
5 mM 0.6936 mL 3.4681 mL 6.9363 mL
10 mM 0.3468 mL 1.7341 mL 3.4681 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.