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7-O-Methylmorroniside

CAS# 119943-46-3

7-O-Methylmorroniside

Catalog No. BCN7293----Order now to get a substantial discount!

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7-O-Methylmorroniside:50mg Please Inquire In Stock
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Chemical structure

7-O-Methylmorroniside

3D structure

Chemical Properties of 7-O-Methylmorroniside

Cas No. 119943-46-3 SDF Download SDF
PubChem ID 49862810 Appearance Powder
Formula C18H28O11 M.Wt 420.41
Type of Compound Iridoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name methyl (1S,3R,4aS,8S,8aS)-3-methoxy-1-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,4a,8,8a-hexahydropyrano[3,4-c]pyran-5-carboxylate
SMILES CC1C2C(CC(O1)OC)C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)OC
Standard InChIKey IZODPOCIKVLNIL-ZMBMZZJNSA-N
Standard InChI InChI=1S/C18H28O11/c1-7-12-8(4-11(24-2)27-7)9(16(23)25-3)6-26-17(12)29-18-15(22)14(21)13(20)10(5-19)28-18/h6-8,10-15,17-22H,4-5H2,1-3H3/t7-,8+,10+,11+,12+,13+,14-,15+,17-,18-/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 7-O-Methylmorroniside

The aerial parts of Mussaenda luteola.

Biological Activity of 7-O-Methylmorroniside

Description1. 7-O-Methylmorroniside exhibits anti-inflammatory activity.
TargetsTNF-α

7-O-Methylmorroniside Dilution Calculator

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7-O-Methylmorroniside Molarity Calculator

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Preparing Stock Solutions of 7-O-Methylmorroniside

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.3786 mL 11.8932 mL 23.7863 mL 47.5726 mL 59.4658 mL
5 mM 0.4757 mL 2.3786 mL 4.7573 mL 9.5145 mL 11.8932 mL
10 mM 0.2379 mL 1.1893 mL 2.3786 mL 4.7573 mL 5.9466 mL
50 mM 0.0476 mL 0.2379 mL 0.4757 mL 0.9515 mL 1.1893 mL
100 mM 0.0238 mL 0.1189 mL 0.2379 mL 0.4757 mL 0.5947 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 7-O-Methylmorroniside

New cycloartane saponin and monoterpenoid glucoindole alkaloids from Mussaenda luteola.[Pubmed:26969788]

Fitoterapia. 2016 Apr;110:129-34.

A new cycloartane-type saponin with unusual hydroxylation at C-17 and a unique side chain, 9 (R), 19, 22 (S), 24 (R) bicyclolanost-3beta, 12alpha, 16beta, 17alpha tetrol-25-one 3-O-beta-d-glucopyranosyl-(1-->2)-beta-d-glucopyranoside (1) and two new monoterpenoid glucoindole alkaloids, 10-methoxy pumiloside (2) and the previously chemically synthesized, 10-methoxy strictosidine (3) along with other five known compounds, 7alpha-morroniside (4), 7-epi-loganin (5), (7beta)-7-O-Methylmorroniside (6), 5(S)-5-carboxystrictisidine (7) and apigenin-7-O-neohesperidoside (8) were isolated from the aerial parts of Mussaenda luteola (Rubiaceae). The structural elucidation of the isolates was accomplished by extensive (1D and 2D NMR) spectroscopic data analysis and HR-ESI-MS. Compounds 4-8 were reported for the first time from the genus Mussaenda. Interestingly, this is the first report for the occurrence of the monoterpenoid glucoindole-type alkaloids in the genus which might be useful for the chemotaxonomic evaluation of the genus Mussaenda. All isolates were evaluated for their antiprotozoal activities. Compound 7 showed good antitrypanosomal activity with IC50 and IC90 values of 13.7 and 16.6 muM compared to IC50 and IC90 values of 13.06 and 28.99 muM for the positive control DFMO, difluoromethylornithine.

Morroniside cinnamic acid conjugate as an anti-inflammatory agent.[Pubmed:20621474]

Bioorg Med Chem Lett. 2010 Aug 15;20(16):4855-7.

A morroniside cinnamic acid conjugate was prepared and evaluated on E-selectin mediated cell-cell adhesion as an important role in inflammatory processes. 7-O-Cinnamoylmorroniside exhibited excellent anti-inflammatory activity (IC(50)=49.3 microM) by inhibiting the expression of E-selectin; further, it was more active than another cinnamic-acid-conjugated iridoid glycoside (harpagoside; IC(50)=88.2 microM), 7-O-Methylmorroniside, and morroniside itself. As a result, 7-O-cinnamoylmorroniside was observed to be a potent inhibitor of TNF-alpha-induced E-selectin expression.

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