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(-)-Isolariciresinol

CAS# 110268-37-6

(-)-Isolariciresinol

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Chemical structure

(-)-Isolariciresinol

3D structure

Chemical Properties of (-)-Isolariciresinol

Cas No. 110268-37-6 SDF Download SDF
PubChem ID 1023563 Appearance Powder
Formula C20H24O6 M.Wt 360.4
Type of Compound Lignans Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (6S,7S,8R)-8-(4-hydroxy-3-methoxyphenyl)-6,7-bis(hydroxymethyl)-3-methoxy-5,6,7,8-tetrahydronaphthalen-2-ol
SMILES COC1=C(C=C2C(C(C(CC2=C1)CO)CO)C3=CC(=C(C=C3)O)OC)O
Standard InChIKey OGFXBIXJCWAUCH-WAWZGNHOSA-N
Standard InChI InChI=1S/C20H24O6/c1-25-18-6-11(3-4-16(18)23)20-14-8-17(24)19(26-2)7-12(14)5-13(9-21)15(20)10-22/h3-4,6-8,13,15,20-24H,5,9-10H2,1-2H3/t13-,15-,20-/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

(-)-Isolariciresinol Dilution Calculator

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(-)-Isolariciresinol Molarity Calculator

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Preparing Stock Solutions of (-)-Isolariciresinol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.7747 mL 13.8735 mL 27.7469 mL 55.4939 mL 69.3674 mL
5 mM 0.5549 mL 2.7747 mL 5.5494 mL 11.0988 mL 13.8735 mL
10 mM 0.2775 mL 1.3873 mL 2.7747 mL 5.5494 mL 6.9367 mL
50 mM 0.0555 mL 0.2775 mL 0.5549 mL 1.1099 mL 1.3873 mL
100 mM 0.0277 mL 0.1387 mL 0.2775 mL 0.5549 mL 0.6937 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on (-)-Isolariciresinol

[Two new phenylpropanoids from wine-processed Corni Fructus].[Pubmed:38114176]

Zhongguo Zhong Yao Za Zhi. 2023 Nov;48(21):5809-5816.

Six compounds were isolated from aqueous extract of wine-processed Corni Fructus through silica gel, ODS column chromatography, Sephadex LH-20 gel column chromatography, reverse phase preparative HPLC and other chromatographic separation technologies. Their structures were identified with multiple spectroscopical methods including HR-ESI-MS, UV, IR, NMR and ECD and so on. Their structures were established as pinoresinoside B(1), cornusgallicacid A(2),(+)-isolariciresinol-9'-O-beta-glucopyranoside(3),(-)-Isolariciresinol 3alpha-O-beta-D-glucopyranoside(4),(7R,8S)-dihydrodehydrodiconiferyl alcohol 9-O-beta-D-glucopyranoside(5), and(-)-seco isolariciresinol-9'-O-beta-D-glucopyranoside(6). Among them, compounds 1 and 2 were two new compounds. The biological activity evaluation results showed that compounds 2 and 6 had strong DPPH free radical scavenging ability, with EC_(50) values of(4.18+/-1.96) and(21.45+/-1.19) mumol.L~(-1), respectively. Compounds 1 and 2 had protective effects on H_2O_2-induced oxidative damage in NRK-52E cells in a dose-dependent manner, and the cell survival rate of compound 2 at 100 mumol.L~(-1) was 96.09%+/-1.77%.

Phytochemical constituents from Elsholtzia ciliata (Thunb.) Hyl. and their nitric oxide production inhibitory activities.[Pubmed:36377760]

Nat Prod Res. 2023 Aug-Sep;37(18):3093-3102.

A new megastigmane glycoside, (3S,4R,7E)-megastigma-5,7-diene-9-one-3,4-diol 3-O-beta-D-apiofuranosyl-(1-->2)-beta-D-glucopyranoside (1) and a new cyanogenic glycosyl derivative, (S)-2-(6'-O-R-rosmarinoyl-beta-D-glucopyranosyloxy)-phenylacetonitrile (2) were isolated from the methanol extract of the Elsholtzia ciliata together with twelve known compounds, 1-O-beta-D-glucopyranosyl-2-hydroxy-4-allylbenzene (3), citrusin C (4), 1,2-di-O-beta-D-glucopyranosyl-4-allylbenzene (5), manglieside B (6), 4-allyl-2-hydroxyphenyl 1-O-beta-D-apiofuranosyl-(1-->6)-beta-D-glucopyranoside (7), (-)-Isolariciresinol 3alpha-beta-D-glucopyranoside (8), 7R,8R-threo-4,7,9-trihydroxy-3,3'-dimethoxy-8-O-4'-neolignan-9'-O-beta-D-glucopyranoside (9), 7R,8R-threo-4,7,9,9'-tetrahydroxy-3-methoxy-8-O-4'-neolignan-9'-O-beta-D-glucopyranoside (10), cedrusin-4-O-beta-D-glucopyranoside (11), icariside E(3) (12), everlastoside L (13) and rosmarinic acid (14). Their chemical structures were elucidated on the basic of extensive 1D and 2D-NMR experiments, as well as their mass spectroscopic data. The absolute configurations of the compounds 1 and 2 were successfully indicated by both theoretical and calculated CD spectra. Compounds 3-7, 9 and 10 potential inhibited NO production in LPS-activated RAW264.7 cells with IC(50) values of 6.71, 8.97, 12.38, 14.27, 16.13, 13.54, 16.27 microM, respectively, compared to that of the positive control of N(G)-monomethyl-L-arginine acetate (L-NMMA), IC(50) = 32.51 microM.

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