Gomisin N is extracted from Schisandra chinensis and has good effects on promoting tranquility and sleep in animal models. Gomisin N may be utilized in allergy-related research. Gomisin N is also an anti-tumor agent that exerts anti-tumor effects by inducing apoptosis in cancer/tumor cells.

Physicochemical Properties

Molecular Formula	C23H28O6
Molecular Weight	400.4648
Exact Mass	400.188
CAS #	69176-52-9
Related CAS #	69176-52-9
PubChem CID	158103
Appearance	White to off-white solid
Density	1.148±0.06 g/cm3
Boiling Point	545.0±50.0 °C at 760 mmHg
Melting Point	104-108 ºC
Flash Point	220.4±30.0 °C
Vapour Pressure	0.0±1.4 mmHg at 25°C
Index of Refraction	1.543
LogP	6.46
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	4
Heavy Atom Count	29
Complexity	544
Defined Atom Stereocenter Count	2
SMILES	O1C([H])([H])OC2=C1C([H])=C1C(=C2OC([H])([H])[H])C2=C(C(=C(C([H])=C2C([H])([H])[C@@]([H])(C([H])([H])[H])[C@@]([H])(C([H])([H])[H])C1([H])[H])OC([H])([H])[H])OC([H])([H])[H])OC([H])([H])[H]
InChi Key	RTZKSTLPRTWFEV-OLZOCXBDSA-N
InChi Code	InChI=1S/C23H28O6/c1-12-7-14-9-16(24-3)20(25-4)22(26-5)18(14)19-15(8-13(12)2)10-17-21(23(19)27-6)29-11-28-17/h9-10,12-13H,7-8,11H2,1-6H3/t12-,13+/m1/s1
Chemical Name	(9R,10S)-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaene
Synonyms	Gomisin N
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

References

[1]. Gomisin N isolated from Schisandra chinensis augments pentobarbital-induced sleep behaviors through the modification of the serotonergic and GABAergic system. Fitoterapia. 2014 Jul;96:123-30. [2]. Gomisin N has anti-allergic effect and inhibits inflammatory cytokine expression in mouse bone marrow-derived mast cells. Immunopharmacol Immunotoxicol. 2011 Dec;33(4):709-13. [3]. Gomisin N isolated from Schisandra chinensis significantly induces anti-proliferative and pro-apoptotic effects in hepatic carcinoma. Mol Med Rep. 2009 Sep-Oct;2(5):725-32.

Additional Infomation

(+)-schisandrin B is an organic heterotetracyclic compound that is found in Fructus Schisandrae and Schisandra chinensis. It has a role as a nephroprotective agent, an apoptosis inhibitor, a plant metabolite, an anti-asthmatic agent, an antioxidant, an anti-inflammatory agent, a neuroprotective agent, a hepatoprotective agent and an antilipemic drug. It is an organic heterotetracyclic compound, an aromatic ether, an oxacycle and a cyclic acetal. gomisin N has been reported in Schisandra bicolor, Schisandra propinqua, and other organisms with data available. See also: Schisandrin B (annotation moved to).

Solubility Data

Solubility (In Vitro)

DMSO: ~100 mg/mL (~249.7 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (6.24 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 (6.24 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	2.4971 mL	12.4856 mL	24.9713 mL
	5 mM	0.4994 mL	2.4971 mL	4.9943 mL
	10 mM	0.2497 mL	1.2486 mL	2.4971 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.