Isoscopoletin (6-Hydroxy-7-methoxycoumarin) is an active constituent in Artemisia argyi leaves.With IC50s of 4.0 μM and 1.6 μM for human CCRF-CEM leukaemia cells and multidrug-resistant subline CEM/ADR5000, respectively, isoscopoletin exhibits significant inhibition against cell proliferation[1]. There is inhibitory activity of isoscopoletin (6-hydroxy-7-methoxycoumarin) against HBV replication .

Physicochemical Properties

Molecular Formula	C10H8O4
Molecular Weight	192.17
Exact Mass	192.042
Elemental Analysis	C, 62.50; H, 4.20; O, 33.30
CAS #	776-86-3
PubChem CID	69894
Appearance	Off-white to brown solid powder
Density	1.4±0.1 g/cm3
Boiling Point	413.5±45.0 °C at 760 mmHg
Melting Point	206-208ºC
Flash Point	172.4±22.2 °C
Vapour Pressure	0.0±1.0 mmHg at 25°C
Index of Refraction	1.609
LogP	0.83
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	1
Heavy Atom Count	14
Complexity	261
Defined Atom Stereocenter Count	0
SMILES	O1C(C([H])=C([H])C2=C([H])C(=C(C([H])=C12)OC([H])([H])[H])O[H])=O
InChi Key	SYTYLPHCLSSCOJ-UHFFFAOYSA-N
InChi Code	InChI=1S/C10H8O4/c1-13-9-5-8-6(4-7(9)11)2-3-10(12)14-8/h2-5,11H,1H3
Chemical Name	6-hydroxy-7-methoxy-2H-chromen-2-one
Synonyms	Isoscopoletin; Esculetin 7-methyl ether; 7-methoxy-6-Hydroxycoumarin; 7-Methoxyesculetin; 7 Methoxyesculetin; 7Methoxyesculetin;
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]. Activity-guided isolation of scopoletin and isoscopoletin, the inhibitory active principles towards CCRF-CEM leukaemia cells and multi-drug resistant CEM/ADR5000 cells, from Artemisia argyi. Planta Med. 2006 Jul;72(9):862-4. [2]. Evaluation of antiviral activity of compounds isolated from Ranunculus sieboldii and Ranunculus sceleratus. Planta Med. 2005 Dec;71(12):1128-33.

Additional Infomation

Isoscopoletin is a hydroxycoumarin that is esculetin in which the hydroxy group at position 7 is replaced by a methoxy group. It is the major primary metabolite of scoparone. It has a role as a plant metabolite. It is a hydroxycoumarin and an aromatic ether. It is functionally related to an esculetin. Isoscopoletin has been reported in Saussurea macrota, Artemisia lancea, and other organisms with data available.

Solubility Data

Solubility (In Vitro)

DMSO : ~100 mg/mL (~520.37 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (13.01 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 (13.01 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 (13.01 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	5.2037 mL	26.0186 mL	52.0373 mL
	5 mM	1.0407 mL	5.2037 mL	10.4075 mL
	10 mM	0.5204 mL	2.6019 mL	5.2037 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.