L-690330 is a competitive inositol monophosphatase (IMPase) inhibitor (antagonist) with Kis of 0.27 μM and 0.19 μM for recombinant human and bovine IMPase, and Kis of 0.27 μM and 0.19 μM for human and bovine forebrain cortex IMPase, respectively. are 0.30 μM and 0.42 μM. L-690330 is 10 times more sensitive than rat and mouse IMPase.

Physicochemical Properties

Molecular Formula	C8H12O8P2
Molecular Weight	298.12
Exact Mass	298.001
CAS #	142523-38-4
Related CAS #	L-690330 hydrate
PubChem CID	132449
Appearance	White to off-white solid powder
Density	1.787g/cm3
Boiling Point	696.9ºC at 760mmHg
Flash Point	375.3ºC
Vapour Pressure	2.18E-20mmHg at 25°C
Index of Refraction	1.629
LogP	0.8
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	4
Heavy Atom Count	18
Complexity	355
Defined Atom Stereocenter Count	0
InChi Key	JKOCAAWWDVHWKB-UHFFFAOYSA-N
InChi Code	InChI=1S/C8H12O8P2/c1-8(17(10,11)12,18(13,14)15)16-7-4-2-6(9)3-5-7/h2-5,9H,1H3,(H2,10,11,12)(H2,13,14,15)
Chemical Name	[1-(4-hydroxyphenoxy)-1-phosphonoethyl]phosphonic acid
Synonyms	L-690330; L 690330; L690330
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: Please store this product in a sealed and protected environment, 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	L-690330 (50 μM; 1 hour) enhances p-AMPK and LC3-I/II expression in HEK293 cells and stimulates P-AMPK and autophagy in cells [2].
ln Vivo	L-690330 (intracerebroventricular injection; 0.1 μMol) They only lessen the amount of time in the light during the dark/light testing, but otherwise they had no influence on motor activity and coordination during beam walking [3].
Cell Assay	Western Blot analysis [2] Cell Types: HEK293 cells Tested Concentrations: 50 μM Incubation Duration: 1 hour Experimental Results: Increased LC3-I/II and p-AMPK protein levels.
Animal Protocol	Animal/Disease Models: Eightweeks old male ICR mice [3] Doses: 0.1 μmol Route of Administration: Intracerebroventricular injection Experimental Results: ICV injection will not affect the health of mice.
References	[1]. In vitro and in vivo inhibition of inositol monophosphatase by the bisphosphonate L-690,330. J Neurochem. 1993 Feb;60(2):652-8. [2]. Essential regulation of cell bioenergetics by constitutive InsP3 receptor Ca2+ transfer to mitochondria.Cell. 2010 Jul 23;142(2):270-83. [3]. The inositol monophosphatase inhibitor L-690,330 affects pilocarpine-behavior and the forced swim test.Psychopharmacology (Berl). 2013 Jun;227(3):503-8.
Additional Infomation	[1-(4-hydroxyphenoxy)-1-phosphonoethyl]phosphonic acid is a 1,1-bis(phosphonic acid).

Solubility Data

Solubility (In Vitro)

H2O : ~33.33 mg/mL (~111.80 mM) DMSO : ~25 mg/mL (~83.86 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (8.39 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 (8.39 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 (8.39 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. Solubility in Formulation 4: 100 mg/mL (335.44 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	3.3544 mL	16.7718 mL	33.5435 mL
	5 mM	0.6709 mL	3.3544 mL	6.7087 mL
	10 mM	0.3354 mL	1.6772 mL	3.3544 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.