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Sylvestroside I

CAS# 71431-22-6

Sylvestroside I

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Quality Control of Sylvestroside I

Number of papers citing our products

Chemical structure

Sylvestroside I

3D structure

Chemical Properties of Sylvestroside I

Cas No. 71431-22-6 SDF Download SDF
PubChem ID 101967019 Appearance Powder
Formula C33H48O19 M.Wt 748.7
Type of Compound Iridoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name methyl (1S,4aS,6S,7R,7aS)-6-[(2S,3R,4S)-3-ethenyl-4-(2-hydroxyethyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carbonyl]oxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
SMILES CC1C(CC2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O)OC(=O)C4=COC(C(C4CCO)C=C)OC5C(C(C(C(O5)CO)O)O)O
Standard InChIKey VSNATUGVSVGFFN-RXSNYNEVSA-N
Standard InChI InChI=1S/C33H48O19/c1-4-13-14(5-6-34)16(10-46-30(13)51-32-26(41)24(39)22(37)19(8-35)49-32)29(44)48-18-7-15-17(28(43)45-3)11-47-31(21(15)12(18)2)52-33-27(42)25(40)23(38)20(9-36)50-33/h4,10-15,18-27,30-42H,1,5-9H2,2-3H3/t12-,13+,14-,15+,18-,19+,20+,21+,22+,23+,24-,25-,26+,27+,30-,31-,32-,33-/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 Sylvestroside I

The roots of Dipsacus asperoides

Biological Activity of Sylvestroside I

DescriptionSylvestroside I may have analgesic effect.
In vitro

Phytochemical and pharmacological studies on medicinal herb Acicarpha tribuloides.[Reference: WebLink]

nternational Journal of Pharmacognosy,1996,34(4):255-61.


METHODS AND RESULTS:
In the present study we report the isolation of five iridoids and bis-iridoids identified as secologanin (I), swerosidic acid (II), secoxyloganin (III), Sylvestroside I (IV) and Sylvestroside III (V) from Acicarpha tribuloides Juss. (Calyceraceae). Also, the pharmacological profile of the extracts (Petroleum ether, CHCl 3, CHCl 3 /MeOH (9:1), MeOH and n-BuOH) from A. tribuloides was studied both in vivo and in vitro experiments. The in vivo experiments indicate that CHCl 3 /MeOH, MeOH and n-BuOH (100, 50 and 10 mg/kg/po) induce a significative analgesic effect in mice whereas CHCl 3 and petroleum ether extracts were inactive. In the in vitro experiments the extracts showed a similar activity because CHCl 3 /MeOH, MeOH and n-BuOH (500,250 and 125 μg/ml) were able to reduce the electrically induced contractions of guinea-pig ileum whereas CHCl 3 and petroleum ether extracts did not.
CONCLUSIONS:
As the active extracts contain iridoids, the pharmacological effects observed appear to depend on these structures.

Sylvestroside I Dilution Calculator

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Sylvestroside I Molarity Calculator

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Preparing Stock Solutions of Sylvestroside I

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.3356 mL 6.6782 mL 13.3565 mL 26.713 mL 33.3912 mL
5 mM 0.2671 mL 1.3356 mL 2.6713 mL 5.3426 mL 6.6782 mL
10 mM 0.1336 mL 0.6678 mL 1.3356 mL 2.6713 mL 3.3391 mL
50 mM 0.0267 mL 0.1336 mL 0.2671 mL 0.5343 mL 0.6678 mL
100 mM 0.0134 mL 0.0668 mL 0.1336 mL 0.2671 mL 0.3339 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 Sylvestroside I

Bis-iridoid and iridoid glycosides: Viral protein R inhibitors from Picrorhiza kurroa collected in Myanmar.[Pubmed:30794917]

Fitoterapia. 2019 Feb 19;134:101-107.

Four new bis-iridoid glycosides, saungmaygaosides A-D (1-4), and six known iridoid glycosides (5-10) were isolated from the n-butanol extract of the stems of Picrorhiza kurroa collected in Myanmar. Their structures were elucidated by extensive spectroscopic techniques. All of the isolates were assayed for anti-Vpr activity, using TREx-HeLa-Vpr cells. Among the isolates, saungmaygaoside D (4), Sylvestroside IV dimethyl acetal (7), and sweroside (8) were the most potent inhibitors with effective doses of 5 and 10muM, respectively, without showing any notable cytotoxicities.

A dimeric iridoid from loasa acerifolia.[Pubmed:11711085]

Phytochemistry. 1998 Nov 20;49(6):1705-1707.

Reinvestigation of leaf material from Loasa acerifolia DOMBEY led to the isolation of secoxyloganin and an additional novel dimeric iridoid glucoside named asaolaside. The latter consists of a secoxyloganin moiety esterified to the 7-hydroxy group of Sylvestroside IV. The structure of asaolaside was established by 1D and 2D NMR ((1)H (1)H COSY, HMQC, HMBC) and FABMS experiments.

Iridoids from Scaevola racemigera1.[Pubmed:17262339]

Planta Med. 1989 Apr;55(2):191-2.

Five iridoids have been isolated from the aerial parts of SCAEVOLA RACEMIGERA Daniker, namely, loganin, loganic acid, Sylvestroside III, cantleyoside, and scaevoloside. This latter is a novel compound whose structure 1 has been elucidated on the basis of its spectral data, mainly (1)H- and (13)C-NMR.

[Plants in New Caledonia. Iridoids from Scaevola montana Labill].[Pubmed:2637646]

Ann Pharm Fr. 1989;47(4):249-54.

Five iridoids have been isolated from the aerial parts of Scaevola montana Labill., namely loganin, Sylvestroside III, Sylvestroside III dimethylacetal, cantleyoside and cantleyoside dimethylacetal. Their structures have been elucidated on the basis of their spectral data, mainly chemical ionisation mass spectrometry and 1H-NMR spectroscopy.

Description

Sylvestroside I is an iridoid isolated from Acicarpha tribuloides.

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