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(-)-beta-Peltatin-5-O-beta-D-glucopyranoside

CAS# 11024-59-2

(-)-beta-Peltatin-5-O-beta-D-glucopyranoside

2D Structure

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Quality Control of (-)-beta-Peltatin-5-O-beta-D-glucopyranoside

3D structure

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(-)-beta-Peltatin-5-O-beta-D-glucopyranoside

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Chemical Properties of (-)-beta-Peltatin-5-O-beta-D-glucopyranoside

Cas No. 11024-59-2 SDF Download SDF
PubChem ID 294473 Appearance Powder
Formula C28H32O13 M.Wt 576.6
Type of Compound Lignans Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (5aS,8aS,9R)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one
SMILES COC1=CC(=CC(=C1OC)OC)C2C3C(CC4=C(C5=C(C=C24)OCO5)OC6C(C(C(C(O6)CO)O)O)O)COC3=O
Standard InChIKey PAIASCMUTMHGHU-IYYSSXGZSA-N
Standard InChI InChI=1S/C28H32O13/c1-34-15-5-11(6-16(35-2)25(15)36-3)19-13-7-17-26(39-10-38-17)24(14(13)4-12-9-37-27(33)20(12)19)41-28-23(32)22(31)21(30)18(8-29)40-28/h5-7,12,18-23,28-32H,4,8-10H2,1-3H3/t12-,18?,19-,20-,21?,22?,23?,28?/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.

Source of (-)-beta-Peltatin-5-O-beta-D-glucopyranoside

The herbs of Podophyllum peltatum

Biological Activity of (-)-beta-Peltatin-5-O-beta-D-glucopyranoside

Description1. beta-Peltatin-5-O-beta-D-glucopyranoside provides potent cancer cell growth inhibitory activity (GI50 0.1 to <0.03 ug/mL) against a panel of six human cancer cell lines and one murine cancer cell line. 2. beta-Peltatin-5-O-beta-D-glucopyranoside shows modest antiproliferative activities against the A2780 ovarian cancer cell line, with the IC50 value of 4.9 ± 0.1 uM.

(-)-beta-Peltatin-5-O-beta-D-glucopyranoside Dilution Calculator

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(-)-beta-Peltatin-5-O-beta-D-glucopyranoside Molarity Calculator

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Preparing Stock Solutions of (-)-beta-Peltatin-5-O-beta-D-glucopyranoside

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.7343 mL 8.6715 mL 17.343 mL 34.6861 mL 43.3576 mL
5 mM 0.3469 mL 1.7343 mL 3.4686 mL 6.9372 mL 8.6715 mL
10 mM 0.1734 mL 0.8672 mL 1.7343 mL 3.4686 mL 4.3358 mL
50 mM 0.0347 mL 0.1734 mL 0.3469 mL 0.6937 mL 0.8672 mL
100 mM 0.0173 mL 0.0867 mL 0.1734 mL 0.3469 mL 0.4336 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 (-)-beta-Peltatin-5-O-beta-D-glucopyranoside

Antiproliferative Compounds from Cleistanthus boivinianus from the Madagascar Dry Forest.[Pubmed:26091020]

J Nat Prod. 2015 Jul 24;78(7):1543-7.

The two new lignans 3alpha-O-(beta-D-glucopyranosyl)desoxypodophyllotoxin (1) and 4-O-(beta-D-glucopyranosyl)dehydropodophyllotoxin (2) were isolated from Cleistanthus boivinianus, together with the known lignans deoxypicropodophyllotoxin (3), (+/-)-beta-apopicropodophyllin (4), (-)-desoxypodophyllotoxin (5), (-)-yatein (6), and beta-peltatin-5-O-beta-D-glucopyranoside (7). The structures of all compounds were characterized by spectroscopic techniques. Compounds 1, 4, and 5 showed potent antiproliferative activities against the A2780 ovarian cancer cell line, with IC50 values of 33.0 +/- 3.6, 63.1 +/- 6.7, and 230 +/- 1 nM, respectively. Compounds 2 and 7 showed only modest A2780 activities, with IC50 values of 2.1 +/- 0.3 and 4.9 +/- 0.1 muM, respectively, while compounds 3 and 6 had IC50 values of >10 muM. Compound 1 also had potent antiproliferative activity against the HCT-116 human colon carcinoma cell line, with an IC50 value of 20.5 nM, and compound 4 exhibited modest antiproliferative activity against the A2058 human caucasian metastatic melanoma and MES-SA human uterine sarcoma cell lines, with IC50 values of 4.6 and 4.0 muM, respectively.

Antineoplastic Agents. 585. Isolation of Bridelia ferruginea Anticancer Podophyllotoxins and Synthesis of 4-Aza-podophyllotoxin Structural Modifications.[Pubmed:26938998]

J Nat Prod. 2016 Mar 25;79(3):507-18.

Cytotoxic constituents of the terrestrial plant Bridelia ferruginea were isolated using bioactivity-guided fractionation, which revealed the presence of the previously known deoxypodophyllotoxin (1), isopicrodeoxypodophyllotoxin (2), beta-peltatin (3), beta-peltatin-5-O-beta-D-glucopyranoside (3a), and the indole neoechinulin (4). As an extension of previous podophyllotoxin research, SAR studies were undertaken focused on 4-aza-podophyllotoxin structural modifications. A number of such derivatives were synthesized following modifications to the A and E rings. Such structural modifications with alkyl and 4-fluorobenzyl substituents at the 4-aza position provided the most potent cancer cell growth inhibitory activity (GI50 0.1 to <0.03 mug/mL) against a panel of six human cancer cell lines and one murine cancer cell line. Several compounds corresponding to 4'-demethylated modifications were also synthesized and found to be significantly less potent.

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