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Sauchinone 177931-17-8

Sauchinone 177931-17-8

CAS No.: 177931-17-8

Sauchinone is a diastereomeric lignan obtained from Sauururus chinensis. Sauchinone inhibits LPS-induced iNOS, TNF-α an
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This product is for research use only, not for human use. We do not sell to patients.

Sauchinone is a diastereomeric lignan obtained from Sauururus chinensis. Sauchinone inhibits LPS-induced iNOS, TNF-α and COX-2 expression by inhibiting I-κBα phosphorylation and p65 nuclear translocation. Sauchinone has anti~inflammatory and anti-oxidant effects.

Physicochemical Properties


Molecular Formula C20H20O6
Molecular Weight 356.3692
Exact Mass 356.125
CAS # 177931-17-8
PubChem CID 11725801
Appearance Off-white to light yellow solid powder
Density 1.4±0.1 g/cm3
Boiling Point 498.1±45.0 °C at 760 mmHg
Melting Point 224-226℃
Flash Point 220.3±28.8 °C
Vapour Pressure 0.0±1.3 mmHg at 25°C
Index of Refraction 1.643
LogP 3.81
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 6
Rotatable Bond Count 0
Heavy Atom Count 26
Complexity 675
Defined Atom Stereocenter Count 6
SMILES

C[C@@H]1C[C@@H]2[C@H]3[C@@H]([C@H]1C)C4=CC5=C(C=C4O[C@@]36C(=CC2=O)OCO6)OCO5

InChi Key GMTJIWUFFXGFHH-WPAOEJHSSA-N
InChi Code

InChI=1S/C20H20O6/c1-9-3-11-13(21)5-17-20(25-8-24-17)19(11)18(10(9)2)12-4-15-16(23-7-22-15)6-14(12)26-20/h4-6,9-11,18-19H,3,7-8H2,1-2H3/t9-,10+,11+,18+,19+,20+/m1/s1
Chemical Name

(1S,12R,13S,14R,16R,23R)-13,14-dimethyl-2,6,8,20,22-pentaoxahexacyclo[10.10.1.01,19.03,11.05,9.016,23]tricosa-3,5(9),10,18-tetraen-17-one
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

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
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


ln Vitro In Raw264.7 cells, sauchinone (1, 3, 10, 30 μM; 6 hours) suppresses the rise in iNOS mRNA caused by LPS [1]. In LPS-treated cells, sauchinone (3 μM and 30 μM) reduced TNF-α production by 40% and 50%, respectively [1].
References

[1]. Inhibition of lipopolysaccharide-inducible nitric oxide synthase, TNF-alpha and COX-2expression by sauchinone effects on I-kappaBalpha phosphorylation, C/EBP and AP-1 activation. Br J Pharmacol. 2003 May;139(1):11-20.

Additional Infomation Sauchinone has been reported in Saururus chinensis with data available.

Solubility Data


Solubility (In Vitro) DMSO : ~22.73 mg/mL (~63.78 mM)
Solubility (In Vivo) Solubility in Formulation 1: ≥ 2.27 mg/mL (6.37 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 22.7 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 2: ≥ 2.27 mg/mL (6.37 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 22.7 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 2.8061 mL 14.0304 mL 28.0607 mL
5 mM 0.5612 mL 2.8061 mL 5.6121 mL
10 mM 0.2806 mL 1.4030 mL 2.8061 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.