3'-Hydroxypterostilbene is an analog of Pterostilbene. 3'-Hydroxypterostilbene suppresses the growth of COLO 205, HCT-116 and HT-29 cells with IC50s of 9.0, 40.2 and 70.9 μM respectively. 3'-Hydroxypterostilbene significantly down-regulates PI3K/Akt and MAPKs signaling pathways and suppresses the growth of human colon cancer/tumor cells by inducing apoptosis and autophagy. 3'-Hydroxypterostilbene may be utilized in cancer-related research.

Physicochemical Properties

Molecular Formula	C16H16O4
Molecular Weight	272.2958
Exact Mass	272.104
CAS #	475231-21-1
Related CAS #	475231-21-1
PubChem CID	10038868
Appearance	Off-white to gray solid
Density	1.3±0.1 g/cm3
Boiling Point	469.7±45.0 °C at 760 mmHg
Flash Point	237.8±28.7 °C
Vapour Pressure	0.0±1.2 mmHg at 25°C
Index of Refraction	1.665
LogP	3.68
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	4
Heavy Atom Count	20
Complexity	306
Defined Atom Stereocenter Count	0
SMILES	O(C([H])([H])[H])C1C([H])=C(C([H])=C(/C(/[H])=C(\[H])/C2C([H])=C([H])C(=C(C=2[H])O[H])O[H])C=1[H])OC([H])([H])[H]
InChi Key	UQRBFXIUUDJHSN-ONEGZZNKSA-N
InChi Code	InChI=1S/C16H16O4/c1-19-13-7-12(8-14(10-13)20-2)4-3-11-5-6-15(17)16(18)9-11/h3-10,17-18H,1-2H3/b4-3+
Chemical Name	4-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]benzene-1,2-diol
Synonyms	3'-Hydroxypterostilbene
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

Targets	COLO 205 (IC50 = 9.0 μM); HCT-116 (IC50 = 40.2 μM); HT-29 (IC50 = 70.9 μM)
ln Vitro	3'-Hydroxypterostilbene decreases cell growth in cultured human colon cancer cells (COLO 205, HCT-116, and HT-29) in a dose-dependent manner, with IC50 values of 9.0, 40.2, and 70.9 µM, respectively. By inducing apoptosis and autophagy, 3'-hydroxypterostilbene successfully slows the growth of human colon cancer cells. Prior to the onset of apoptosis, treatment with HPSB reduces the potential of the mitochondrial membrane and induces caspase-3 and caspage-9, which are linked to the breakdown of DFF-45 and PARP. It significantly reduces phosphatidylinositol 3-kinase (PI3K)/Akt, mitogen-activated protein kinases (MAPKs), and phosphatidylinositol 3-kinase (mTOR) signaling, among other things[1].
ln Vivo	Through the inhibition of inflammation, metastasis, and angiogenesis as well as through the induction of apoptosis, 3'-Hydroxypterostilbene by intravenous injection has anti-tumor efficacy against colon cancer[1].
Cell Assay	COLO 205 cells (2*105 cells/mL) are cultured in 12 wells and exposed to varying concentrations of pterostilbene or 3′-hydroxypterostilbene for 24 hours in order to analyze the sub-G1 cell population. The cells are subsequently removed, PBS-washed, re-suspended in 200 µL of PBS, and fixed in 800 µL of ice-cold 100% ethanol at -20 degrees Celsius. The cell pellets are centrifuged after being allowed to stand overnight, resuspended in 1 mL of hypotonic buffer, which contains PI (50 µg/mL), 0.5% Triton X-100 in PBS, and 0.5 µg/mL RNase. This process takes 30 minutes at 37°C in the dark. After the fluorescent dye has been excited, the PI-DNA complex's fluorescence is quantitated.
References	[1]. PLoS One . 2014 Nov 12;9(11):e111814.
Additional Infomation	(E)-4-(3,5-Dimethoxystyryl)benzene-1,2-diol has been reported in Sphaerophysa salsula with data available.

Solubility Data

Solubility (In Vitro)

DMSO: 54~125 mg/mL (198.3~459.1 mM) Ethanol: 54 mg/mL (~198.3 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.08 mg/mL (7.64 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 20.8 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: ≥ 2.08 mg/mL (7.64 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 20.8 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: ≥ 2.08 mg/mL (7.64 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 20.8 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	3.6724 mL	18.3621 mL	36.7242 mL
	5 mM	0.7345 mL	3.6724 mL	7.3448 mL
	10 mM	0.3672 mL	1.8362 mL	3.6724 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.