Tortoside A

CAS# 190655-16-4

Tortoside A

Catalog No. BCN9131----Order now to get a substantial discount!

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Tortoside A: 5mg $322 In Stock
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Chemical structure

Tortoside A

3D structure

Chemical Properties of Tortoside A

Cas No. 190655-16-4 SDF Download SDF
PubChem ID 101701119 Appearance Powder
Formula C28H36O13 M.Wt 580.58
Type of Compound Lignanoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2S,3R,4S,5S,6R)-2-[4-[(3S,3aR,6R,6aR)-3-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES COC1=CC(=CC(=C1O)OC)C2C3COC(C3CO2)C4=CC(=C(C(=C4)OC)OC5C(C(C(C(O5)CO)O)O)O)OC
Standard InChIKey WEKCEGQSIIQPAQ-XFKFGYJUSA-N
Standard InChI InChI=1S/C28H36O13/c1-34-16-5-12(6-17(35-2)21(16)30)25-14-10-39-26(15(14)11-38-25)13-7-18(36-3)27(19(8-13)37-4)41-28-24(33)23(32)22(31)20(9-29)40-28/h5-8,14-15,20,22-26,28-33H,9-11H2,1-4H3/t14-,15-,20+,22+,23-,24+,25+,26-,28-/m0/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.

Tortoside A Dilution Calculator

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Tortoside A Molarity Calculator

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Preparing Stock Solutions of Tortoside A

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.7224 mL 8.6121 mL 17.2242 mL 34.4483 mL 43.0604 mL
5 mM 0.3445 mL 1.7224 mL 3.4448 mL 6.8897 mL 8.6121 mL
10 mM 0.1722 mL 0.8612 mL 1.7224 mL 3.4448 mL 4.306 mL
50 mM 0.0344 mL 0.1722 mL 0.3445 mL 0.689 mL 0.8612 mL
100 mM 0.0172 mL 0.0861 mL 0.1722 mL 0.3445 mL 0.4306 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 Tortoside A

New naphthalene derivatives and isoquinoline alkaloids from Ancistrocladus cochinchinensis with their anti-proliferative activity on human cancer cells.[Pubmed:27423477]

Bioorg Med Chem Lett. 2016 Aug 15;26(16):3913-7.

Five new compounds, named ancistronaphtosides A and B (1 and 2), anciscochine (3), anciscochine 6-O-beta-d-glucopyranoside (4), and 4'-methoxy-5-epi-ancistecrorine A1 (5), together with Tortoside A (6) and 4-hydroxy-2-methoxyphenyl-6-O-syringoyl-beta-d-glucopyranoside (7) were isolated from the methanolic extract of Ancistrocladus cochinchinensis. Their chemical structures were established using HR-ESI-MS, NMR spectroscopic, and chiroptical methods. Compound 5 significantly exhibited anti-proliferation against HL-60, LU-1, and SK-MEL-2 cells with IC50 values of 5.0+/-1.2, 6.5+/-1.6, and 6.8+/-2.0mug/mL, respectively.

Evaluation of the Mutagenic Properties of Two Lignans from Acanthopanax koreanum Nakai.[Pubmed:24578798]

Toxicol Res. 2013 Dec 31;29(4):279-83.

Acanthopanax koreanum Nakai, a well known traditional herb grown in Jeju Island, South of Korea, has been used as a tonic and sedative agent, as well as in the treatment of diabetes and immune diseases. Mutagenicity of two lignans, syringaresinol and Tortoside A isolated from A. koreanum, was assessed using Salmonella/microsome (Ames) test. Tester strains used were Salmonella typhimurium TA98, TA100, TA1535, and Escherichia coli WP2uvrA. The mutagenic activity was determined both in the absence or presence of S9 mixture. As a result, Tortoside A did not cause any increase in the number of his(+) revertants in S. typhimurium and E. coli WP2uvrA strains in the presence or absence of S9 mix, compared to the controls. Similarly, low concentrations of syringaresinol (750 and 1,500 mug/plate) did not show any mutagenic properties in all bacterial strains, in the presence or absence of S9 mixture. However, in the high concentration of syringaresinol (3,000 mug/plate), the number of revertants were increased in TA1535 strains, in the absence of S9 metabolic activation. Therefore, in vivo experiments such as comet assay are needed to further determine the genotoxic/carciogenic potential of syringaresinol isolated from A. koreanum.

[Determination of tortoside A in Ilicis pubescentis by RP-HPLC].[Pubmed:22375396]

Zhongguo Zhong Yao Za Zhi. 2011 Nov;36(22):3146-8.

OBJECTIVE: To establish a RP-HPLC method for the determination of Tortoside A in Ilex pubences. METHOD: Kromasil-C18 (4.6 mm x 250 mm, 5 microm) column was used in HPLC with mobile phase acetonitrite-0.1% H3PO4 (17:83), the column temperature was 30 degrees C, the flow rate was 1 mL x min(-1), the detection wavelength was set at 210 nm, and inject volume was 10 microL RESULT: Tortoside A was well separated under the established conditions, the liner range of Tortoside A was 26.05-521.00 microg (r = 0.999 9, n = 6), and the average recovery was 98.42%. CONCLUSION: It was the first time to establish the RP-HPLC method with accuracy, good reproducibility for determining the content of Tortoside A in I. Pubescentis.

Studies on chemical constituents from Ilex pubescens.[Pubmed:16931425]

J Asian Nat Prod Res. 2006 Sep;8(6):505-10.

Two new phenolic glycosides, ilexpubsides A and B, along with four known lignan glycosides were isolated from the roots of Ilex pubescens. By spectral evidence, the structures of the new compounds were elucidated as 4-O-beta-D-[6'-O-(4''-O-beta-D-glucopyranosylvanilloyl)glucopyranosyl] vanillic acid (1) and syringinic 6'-O-beta-D-xylopyranoside (2). The known compounds were identified to be liriodendrin (3), (-)-olivil (4), Tortoside A (5) and (+)-cyclo-olivil (6). All compounds were first isolated from Ilex pubescens.

Inhibitory lignans against NFAT transcription factor from Acanthopanax koreanum.[Pubmed:15357001]

Arch Pharm Res. 2004 Jul;27(7):738-41.

Three lignans isolated from the roots of A. koreanum (Araliaceae), namely eleutheroside E (1), Tortoside A (2), and hemiariensin (4), were evaluated for their ability to inhibit NFAT transcription factor. Of these compounds, compound 4, possessing a diarylbutane skeleton, exhibited potent inhibitory activity against NFAT transcription factor (IC50: 36.3 +/- 2.5 microM). However, the activities of 1 (IC50: > 500 microM) and 2 (IC50: 136.1 +/- 9.4 microM), which possess bisaryldioxabicyclooctane skeletons, were lower. As the lignan derivatives of the same skeletons, hinokinin (5) and (-)-yatein (6) with diarylbutane skeletons and (+)-syringaresinol (3) with a bisaryldioxabicyclooctane skeleton were also studied for their inhibitory effects on NFAT transcription factor.

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