Matairesinoside is a lignan with antibacterial and anti-oxidant effect. Matairesinoside also displays virus-cell fusion inhibitory activity.

Physicochemical Properties

Molecular Formula	C26H32O11
Molecular Weight	520.53
Exact Mass	520.194
CAS #	23202-85-9
PubChem CID	486612
Appearance	White to off-white solid powder
Vapour Pressure	9.72E-26mmHg at 25°C
LogP	0.162
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	11
Rotatable Bond Count	9
Heavy Atom Count	37
Complexity	737
Defined Atom Stereocenter Count	7
SMILES	COC1=C(C=CC(=C1)C[C@H]2COC(=O)[C@@H]2CC3=CC(=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OC)O
InChi Key	AAGCATAPYOEULE-LHHMAMHXSA-N
InChi Code	InChI=1S/C26H32O11/c1-33-19-9-13(3-5-17(19)28)7-15-12-35-25(32)16(15)8-14-4-6-18(20(10-14)34-2)36-26-24(31)23(30)22(29)21(11-27)37-26/h3-6,9-10,15-16,21-24,26-31H,7-8,11-12H2,1-2H3/t15-,16+,21+,22+,23-,24+,26+/m0/s1
Chemical Name	(3R,4R)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-[[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]oxolan-2-one
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

ln Vitro	At 46.7%, matairesinoside exhibits a high level of virus-cell fusion inhibitory activity[1]. With an IC50 of 2.19 μg/mL, matairesinoside exhibits significant free radical scavenging activity in the DPPH assay[2]. Pseudomonas aeruginosa is the organism that matairesinoside is particularly active against (MIC of 0.001 mg/mL)[2].
References	[1]. Isolation of virus-cell fusion inhibitory components from the stem bark of Styrax japonica S. et Z. Arch Pharm Res. 2010 Jun;33(6):863-6. [2]. Biological Activity of Lignans from the Seeds of Centaurea scabiosa. Pharmaceutical Biology (Lisse, Netherlands) (2003), 41(3), 203-206.
Additional Infomation	Matairesinoside is a lignan that is (-)-matairesinol in which one of the phenolic hydroxy groups has been replaced by a beta-D-glucosyl residue. It has a role as a plant metabolite. It is a gamma-lactone, a lignan, a beta-D-glucoside, a monosaccharide derivative and a member of guaiacols. It is functionally related to a (-)-matairesinol. Matairesinoside has been reported in Symplocos setchuensis, Saussurea parviflora, and other organisms with data available.

Solubility Data

Solubility (In Vitro)

DMSO : 100 mg/mL (192.11 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (4.80 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 (4.80 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 (4.80 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	1.9211 mL	9.6056 mL	19.2112 mL
	5 mM	0.3842 mL	1.9211 mL	3.8422 mL
	10 mM	0.1921 mL	0.9606 mL	1.9211 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.