Rosamultin

CAS# 88515-58-6

Rosamultin

2D Structure

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Rosamultin

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Chemical Properties of Rosamultin

Cas No. 88515-58-6 SDF Download SDF
PubChem ID 21122581 Appearance Powder
Formula C36H58O10 M.Wt 650.85
Type of Compound Triterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,2R,4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-1,10,11-trihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)O)O)C)C)C2C1(C)O)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O
Standard InChIKey MLKQAGPAYHTNQQ-BRDPIYJESA-N
Standard InChI InChI=1S/C36H58O10/c1-18-10-13-36(30(43)46-29-26(41)25(40)24(39)21(17-37)45-29)15-14-33(5)19(27(36)35(18,7)44)8-9-23-32(4)16-20(38)28(42)31(2,3)22(32)11-12-34(23,33)6/h8,18,20-29,37-42,44H,9-17H2,1-7H3/t18-,20-,21-,22+,23-,24-,25+,26-,27-,28+,29+,32+,33-,34-,35-,36+/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 Rosamultin

The roots of Rosa rugosa.

Biological Activity of Rosamultin

Description1. Rosamultin has anti-human immunodeficiency virus (HIV) activity, it inhibited HIV-1 protease by 53% at a concentration of 100 microM. 2. Rosamultin has antioxidant properties, it may protect against bromobenzene-induced hepatotoxicity through, at least in part, enhanced activity of epoxide hydrolase. 3. Rosamultin may have antiinflammatory/antinociceptive action.
TargetsHIV | Immunology & Inflammation related

Rosamultin Dilution Calculator

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Preparing Stock Solutions of Rosamultin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.5365 mL 7.6823 mL 15.3645 mL 30.729 mL 38.4113 mL
5 mM 0.3073 mL 1.5365 mL 3.0729 mL 6.1458 mL 7.6823 mL
10 mM 0.1536 mL 0.7682 mL 1.5365 mL 3.0729 mL 3.8411 mL
50 mM 0.0307 mL 0.1536 mL 0.3073 mL 0.6146 mL 0.7682 mL
100 mM 0.0154 mL 0.0768 mL 0.1536 mL 0.3073 mL 0.3841 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 Rosamultin

Anti-hepatotoxic effects of Rosa rugosa root and its compound, rosamultin, in rats intoxicated with bromobenzene.[Pubmed:15671686]

J Med Food. 2004 Winter;7(4):436-41.

The effects of a methanol extract of Rosa rugosa root and its triterpenoid glycoside, Rosamultin, on hepatic lipid peroxidation and drug-metabolizing enzymes were investigated in rats treated with bromobenzene. The methanol extract of R. rugosa root reduced the activities of aminopyrine N-demethylase and aniline hydroxylase, which had been increased by bromobenzene, but Rosamultin did not affect the activities of the two enzymes. Both the methanol extract and Rosamultin restored the activity of epoxide hydrolase, which had also been decreased by bromobenzene. Hepatic glutathione concentrations were lowered and hepatic lipid peroxides were increased in rats intoxicated with bromobenzene. The hepatic lipid peroxidation induced by bromobenzene was prevented with the methanol extract and Rosamultin. However, the decrease in glutathione was not altered by the methanol extract of R. rugosa. These results suggest that the extract of R. rugosa and its compound, Rosamultin, may protect against bromobenzene-induced hepatotoxicity through, at least in part, enhanced activity of epoxide hydrolase. Antioxidant properties may contribute to the protection of R. rugosa against bromobenzene-induced hepatotoxicity.

Anti-HIV protease activity from rosa family plant extracts and rosamultin from Rosa rugosa.[Pubmed:15857219]

J Med Food. 2005 Spring;8(1):107-9.

To identify substances with anti-human immunodeficiency virus (HIV) activity from plant sources, 12 extracts of Rosa family plants were screened for their inhibitory effects against HIV-1 protease. Of the extracts tested, the strongest inhibitory effects were observed in the root of Rosa rugosa and the leaves of Prunus sargentii, at a concentration of 100 microg/mL. Rosamultin isolated from the root of R. rugosa inhibited HIV-1 protease by 53% at a concentration of 100 microM.

[Chemical constituents from medical and edible plants of Rosa roxburghii].[Pubmed:28868863]

Zhongguo Zhong Yao Za Zhi. 2016 Feb;41(3):451-455.

Rosa roxburghii, a kind of the medical and edible plants belonging to the Rosaceae family, is widely distributed in the southwest districts of China, especially Guizhou province. Now, by reason of the extensive bioactivities, the plant is widely used in the field of food, health product, drug, and so on. In the course of our continuing search for the bioactive constituents, thirteen compounds were isolated from R. roxburghii, and their structures were determined on the basis of physicochemical property, spectroscopic data and comparison with the literatures, as 2-oxo pomolic acid(1), 1beta-hydroxyeuscaphic acid(2), euscaphic acid(3), arjunic acid(4), tormentic acid(5), kaiiichigeside F1(6), Rosamultin(7), arjunetin(8), 2a, 3a, 19a-trihydroxy-olean-12-en-28-oic acid 28-O-beta-D-glucopyranoside(9), 2alpha, 3alpha, 19alpha, 24-tetrahydroxyolean-12-en-28-oic-acid 28-O-beta-D-glucopyranosyl ester(10), pyrogallic acid (11), daucosterol(12), and 1, 2-decanediol(13). Compounds 9 and 10 were firstly obtained from Rosaceae family, and compounds 1,4,5,9-11,13 were isolated from this plant for the first time.

19Alpha-hydroxyursane-type triterpenoids: antinociceptive anti-inflammatory principles of the roots of Rosa rugosa.[Pubmed:15635171]

Biol Pharm Bull. 2005 Jan;28(1):101-4.

To search for antiinflammtory 19alpha-hydroxyursane-type triterpenoids, the MeOH extract of the roots of Rosa rugosa (Rosaceae) was fractionated. The active fraction of the EtOAc extract was hydrolyzed in alkaline solution to give a hydrolyzed fraction. Both extracts showed antiinflammatory/antinociceptive action in acetic acid-induced writhing and hot plate testing and in a carrageenan-induced paw edema model in mice and rats. Repeated chromatography of the EtOAc extract on both silica gel and octadecylsilane columns led to the isolation of kaji-ichigoside F1 (1, euscaphic acid 28-O-glucoside) and Rosamultin (2, tormentic acid 28-O-glucoside). The hydrolyzed fraction was also subjected to silica gel column and octadecylsilane column chromatography to produce euscaphic acid (3) and tormentic acid (4). The potencies were observed in the following order: 4>3>2>1. These results suggest that 19alpha-hydroxyursane-type triterpenoids are responsible for the antiinflammatory/antinociceptive action of R. rugosa roots.

Description

Rosamultin is a 19 α-hydroxyursane-type triterpenoid isolated from Potentilla anserina L. Rosamultin has inhibitory effects against HIV-1 protease. Rosamultin has the potential for treating H2O2-induced oxidative stress injury through its antioxidant and antiapoptosis effects.

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