OSW-1 (Orsaponin) is a naturally occuring and broad spectrum inhibitor of enterovirus replication isolated from Ornithogalum caudatum, it is a specific antagonist of osterol-binding protein (OSBP) and OSBP-related protein 4 (ORP4) with GI50s in the nanomolar range in human cancer lines.

Physicochemical Properties

Molecular Formula	C47H68O15
Molecular Weight	873.03
Exact Mass	872.456
CAS #	145075-81-6
PubChem CID	9854230
Appearance	White to off-white solid powder
Density	1.31 g/cm3
Boiling Point	932.5ºC at 760 mmHg
Flash Point	267ºC
Vapour Pressure	0mmHg at 25°C
Index of Refraction	1.592
LogP	4.024
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	15
Rotatable Bond Count	15
Heavy Atom Count	62
Complexity	1630
Defined Atom Stereocenter Count	17
SMILES	[C@H]1(CC2=CC[C@]3([H])[C@@]([H])([C@]2(CC1)C)CC[C@@]1([C@](O)([C@H](C[C@]13[H])O[C@@]1([H])[C@@H]([C@@H](O[C@@]2([H])[C@@H]([C@H]([C@@H](CO2)O)O)OC(C2C=CC(OC)=CC=2)=O)[C@H](CO1)O)OC(=O)C)[C@H](C)C(=O)CCC(C)C)C)O
InChi Key	MPXTYZZFIJTPPA-MKQTXCTDSA-N
InChi Code	InChI=1S/C47H68O15/c1-24(2)8-15-34(50)25(3)47(55)37(21-33-31-14-11-28-20-29(49)16-18-45(28,5)32(31)17-19-46(33,47)6)60-44-41(59-26(4)48)39(36(52)23-58-44)62-43-40(38(53)35(51)22-57-43)61-42(54)27-9-12-30(56-7)13-10-27/h9-13,24-25,29,31-33,35-41,43-44,49,51-53,55H,8,14-23H2,1-7H3/t25-,29+,31-,32+,33+,35-,36+,37+,38+,39+,40-,41-,43+,44+,45+,46+,47-/m1/s1
Chemical Name	(2S,3R,4S,5R)-2-(((2S,3R,4S,5S)-3-acetoxy-2-(((3S,8R,9S,10R,13S,14S,16S,17S)-3,17-dihydroxy-10,13-dimethyl-17-((S)-6-methyl-3-oxoheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-yl)oxy)-5-hydroxytetrahydro-2H-pyran-4-yl)oxy)-4,5-dihydroxytetrahydro-2H-pyran-3-yl 4-methoxybenzoate
Synonyms	Orsaponin OSW-1 OSW1OSW 1
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: (1). This product requires protection from light (avoid light exposure) during transportation and storage.(2). Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
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	OSW-1 has an anti-proliferative effect on sandwich circles and is less cytotoxic to normal cells. The antiproliferative activity of OSW-1 on SW480 and LoVo sandwich circles, as evidenced by cell viability determined by the CCK8 assay, placed the results in comparison with other clinical anticancer treatments. SW480 and LoVo cell lines are obtained from Dukes stage B non-lymphoma and lymphoma metastatic nodules and represent metastatic and metastatic malignancy, respectively. OSW-1 not only demonstrates extraordinarily powerful anti-cancer action in SW480 and LoVo cell lines, with IC50 at nanomolar doses, and is 10-100 times more effective than other anti-cancer medicines, it is cytotoxic to normal epithelial cells The effect is minimal. These data demonstrate that OSW-1 has a high anti-cancer effect, but has a low cytotoxic effect on normal cells [2].
ln Vivo	In a nude mouse model implanted with LoVo cells and treated with OSW-1 when tumors became operable, we investigated whether OSW-1 was as effective in vivo. The tumor sizes in the treated mice were, on average, less than those in the control group, according to the results. Significant changes were seen 15–17 days after treatment, and as time went on, the discrepancies grew larger until the animals were killed by the solution. The OSW-1 treated group's tumor weight was considerably lower (P<0.05) than that of the control group. Furthermore, tumors treated with OSW-1 did not show any discernible response. According to these findings, OSW-1 tumors have a noticeable in vivo response and a potent inhibitory effect on blood vessel formation [2].
References	[1]. Natural products reveal cancer cell dependence onoxysterol-binding proteins.Nat Chem Biol. 2011 Aug 7;7(9):639-47. [2]. Zhang Y, et al, Effective cytotoxic activity of OSW-1 on colon cancer by inducing apoptosis in vitro and in vivo.Oncol Rep. 2017 Jun;37(6):3509-3519.
Additional Infomation	[(2S,3R,4S,5R)-2-[(2S,3R,4S,5S)-3-acetyloxy-2-[[(3S,8R,9S,10R,13S,14S,16S,17S)-3,17-dihydroxy-10,13-dimethyl-17-[(2S)-6-methyl-3-oxoheptan-2-yl]-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]-5-hydroxyoxan-4-yl]oxy-4,5-dihydroxyoxan-3-yl] 4-methoxybenzoate has been reported in Ornithogalum saundersiae with data available.

Solubility Data

Solubility (In Vitro)

DMSO : ~100 mg/mL (~114.54 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (2.86 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 (2.86 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 (2.86 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	1.1454 mL	5.7272 mL	11.4544 mL
	5 mM	0.2291 mL	1.1454 mL	2.2909 mL
	10 mM	0.1145 mL	0.5727 mL	1.1454 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.