Parisaponin I

CAS# 561007-63-4

Parisaponin I

Catalog No. BCN2835----Order now to get a substantial discount!

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Quality Control of Parisaponin I

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Chemical structure

Parisaponin I

3D structure

Chemical Properties of Parisaponin I

Cas No. 561007-63-4 SDF Download SDF
PubChem ID 102004850 Appearance Powder
Formula C50H82O22 M.Wt 1035.2
Type of Compound Steroids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)O
Standard InChIKey FAFUWLJMHOPRJO-SQHIPJLNSA-N
Standard InChI InChI=1S/C50H82O22/c1-20(19-64-44-39(60)37(58)34(55)29(16-51)67-44)8-13-50(63)21(2)32-28(72-50)15-27-25-7-6-23-14-24(9-11-48(23,4)26(25)10-12-49(27,32)5)66-47-43(71-45-40(61)36(57)33(54)22(3)65-45)41(62)42(31(18-53)69-47)70-46-38(59)35(56)30(17-52)68-46/h6,20-22,24-47,51-63H,7-19H2,1-5H3/t20-,21-,22-,24-,25+,26-,27-,28-,29+,30-,31+,32-,33-,34+,35-,36+,37-,38+,39+,40+,41-,42+,43+,44+,45-,46-,47+,48-,49-,50+/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.

Source of Parisaponin I

The rhizomes of Paris yunnanensis Franch.

Biological Activity of Parisaponin I

DescriptionParisaponin I is a natural product from Paris yunnanensis Franch.

Protocol of Parisaponin I

Structure Identification
《Journal of Jinan University(Natural Science & Medicine Edition)》 2014-01

Chemical constituents of Paris polyphylla var. yunnanensis[Reference: WebLink]

The chemical constituents of Paris polyphylla var. yunnanensis were isolated by several chromatographic methods,including silica gel,Sephadex LH-20,ODS CC and preparation HPLC.
METHODS AND RESULTS:
Thirteen compounds were obtained from the 30% ethanol eluting fraction of macroporous resin and their structures were elucidated by their spectral data and physicochemical properties,which were identified as calonysterone( 1),glycoside St-J( 2),methyl ester of glycoside St-J( 3),cussonoside B( 4),methyl 3, 4-dihydroxybenzoate( 5),α-ecdysone( 6),20-hydroxyecdysone( 7),pinnatasterone( 8),polyphyllin H( 9),polyphyllin Ⅶ( 10),Parisaponin I( 11),parisyunnanoside B( 12),polyphyllin Ⅱ( 13). Among them,compounds 1- 5 were obtained from the genus Paris for the first time,and 1- 6 were isolated from this plant for the first time.

Bioorg Med Chem Lett. 2003 Mar 24;13(6):1101-6.

Protective effects of steroid saponins from Paris polyphylla var. yunnanensis on ethanol- or indomethacin-induced gastric mucosal lesions in rats: structural requirement for activity and mode of action.[Reference: WebLink]


METHODS AND RESULTS:
A new furostanol-type steroid saponin, Parisaponin I (5), together with two known furostanol-type steroid saponins, trigofoenoside A (6) and protogracillin (7), were isolated from the active fraction.

Parisaponin I Dilution Calculator

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Preparing Stock Solutions of Parisaponin I

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 0.966 mL 4.83 mL 9.66 mL 19.3199 mL 24.1499 mL
5 mM 0.1932 mL 0.966 mL 1.932 mL 3.864 mL 4.83 mL
10 mM 0.0966 mL 0.483 mL 0.966 mL 1.932 mL 2.415 mL
50 mM 0.0193 mL 0.0966 mL 0.1932 mL 0.3864 mL 0.483 mL
100 mM 0.0097 mL 0.0483 mL 0.0966 mL 0.1932 mL 0.2415 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 Parisaponin I

Synthesis of furostanol glycosides: discovery of a potent alpha-glucosidase inhibitor.[Pubmed:27714262]

Org Biomol Chem. 2016 Oct 4;14(39):9362-9374.

A convenient approach to the synthesis of furostanol glycosides has been developed with the features of both highly efficient incorporation of a 26-O-beta-d-glucopyranosyl unit and ready formation of hemiketal ring E. The total syntheses of seven furostanol saponins including funlioside B, lilioglycoside, protobioside I, protodioscin, pallidifloside I, coreajaponins A and Parisaponin I are efficiently achieved using an easily available 16beta-acetoxy-22-oxo-26-hydroxy-cholestanic derivative as a powerful building block. The alpha-glucosidase inhibitory activity of the synthesized saponins is also evaluated, which reveals that funlioside B is a highly potential lead for developing alpha-glucosidase inhibitors.

New furostanol saponins from Allium ascalonicum L.[Pubmed:17661431]

Magn Reson Chem. 2007 Sep;45(9):725-33.

An analysis of the polar extracts from Allium ascalonicum L. led to the isolation of two new furostanol saponins (compound 1 and 2) and two known furostanol saponins (compound 3 and 4). On the basis of 1D and 2D NMR (including (1)H, (13)C NMR, (1)H--(1)H COSY, HSQC, TOCSY, HMBC, and NOESY), FAB-MS spectrometry, and chemical methods, their structures were elucidated as (25R)-26-O-beta-D-glucopyranosyl-22-hydroxy-5alpha-furost-2-one-3beta, 5, 6beta, 26-tetraol-3-O-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-glucopyranoside (ascalonicoside C, 1), (25R)-26-O-beta-D-glucopyranosyl-22-methoxy-5alpha-furost-2-one-3beta, 5, 6beta, 26-tetraol- 3-O-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-glucopyranoside (ascalonicoside D, 2), (25R)-26-O-beta-D-glucopyranosyl-22-hydroxy-5-ene-furostan-3beta, 26-diol-3-O-alpha-L-rhamnopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->4)-[alph a-L-rhamnopyranosyl-(1-->2)]-beta-D-glucopyranoside (dichotomin, 3), and (25R)-26-O-beta-D-glucopyranosyl-22-hydroxy-5-ene-furostan-3beta, 26-diol-3-O-alpha-L-rhamnopyranosyl-(1-->2)-[alpha-L-arabinofuranosyl-(1-->4)]-be ta-D- glucopyranoside (Parisaponin I, 4).

Protective effects of steroid saponins from Paris polyphylla var. yunnanensis on ethanol- or indomethacin-induced gastric mucosal lesions in rats: structural requirement for activity and mode of action.[Pubmed:12643921]

Bioorg Med Chem Lett. 2003 Mar 24;13(6):1101-6.

The methanolic extract from the rhizomes of Paris polyphylla SM. var. yunnanensis (FR.) H-M. was found to potently inhibit ethanol-induced gastric lesions in rats. Through bioassay-guided separation, four known spirostanol-type steroid saponins, pennogenin 3-O-alpha-L-rhamnopyranosyl(1-->2)-[alpha-L-arabinofuranosyl(1-->4)]-beta-D-gluco pyranoside (1), pennogenin 3-O-alpha-L-rhamnopyranosyl(1-->4)-alpha-L-rhamnopyranosyl(1-->4)-[alpha-L-rhamno pyranosyl(1-->2)]-beta-D-glucopyranoside (2), diosgenin 3-O-alpha-L-rhamnopyranosyl(1-->2)-[alpha-L-arabinofuranosyl(1-->4)]-beta-D-gluco pyranoside (3), and diosgenin 3-O-alpha-L-rhamnopyranosyl(1-->4)-alpha-L-rhamnopyranosyl(1-->4)-[alpha-L-rhamno pyranosyl(1-->2)]-beta-D-glucopyranoside (4), and a new furostanol-type steroid saponin, Parisaponin I (5), together with two known furostanol-type steroid saponins, trigofoenoside A (6) and protogracillin (7), were isolated from the active fraction. Compounds 1-4 (1.25-10 mg/kg, po) strongly inhibited gastric lesions induced by ethanol and indomethacin. With regard to structural requirement of steroid saponins, the 3-O-glycoside moiety and spirostanol structure were found to be essential for the activity and the 17-hydroxyl group in the aglycon part enhanced the protective effects against ethanol-induced gastric lesions. The protective effects of 1 and 3 against ethanol-induced gastric lesions were attenuated by pretreatment with indomethacin and N-ethylmaleimide. Compounds 1 and 3 weakly inhibited acid secretions in pylorus-ligated rats. These findings suggested that endogenous prostaglandins and sulfhydryl compounds were involved in the protective activity.

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