Monomelittoside

Details:

Chemical Properties of Monomelittoside

Cas No.	20633-72-1
PubChem ID	11968396	Appearance	Powder
Formula	C15H22O10	M.Wt	362.34
Type of Compound	Iridoids	Storage	Desiccate at -20°C
Synonyms	Danmelittoside
Solubility	Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name	(2S,3R,4S,5S,6R)-2-[[(1S,4aS,5R,7aR)-4a,5-dihydroxy-7-(hydroxymethyl)-5,7a-dihydro-1H-cyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES	C1=COC(C2C1(C(C=C2CO)O)O)OC3C(C(C(C(O3)CO)O)O)O
Standard InChIKey	WVHRUHMGDQLMBZ-KRWIWSHESA-N
Standard InChI	InChI=1S/C15H22O10/c16-4-6-3-8(18)15(22)1-2-23-13(9(6)15)25-14-12(21)11(20)10(19)7(5-17)24-14/h1-3,7-14,16-22H,4-5H2/t7-,8-,9+,10-,11+,12-,13+,14+,15-/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 Monomelittoside

The herbs of Rehmannia glutinosa

Preparing Stock Solutions of Monomelittoside

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.7598 mL	13.7992 mL	27.5984 mL	55.1968 mL	68.996 mL
5 mM	0.552 mL	2.7598 mL	5.5197 mL	11.0394 mL	13.7992 mL
10 mM	0.276 mL	1.3799 mL	2.7598 mL	5.5197 mL	6.8996 mL
50 mM	0.0552 mL	0.276 mL	0.552 mL	1.1039 mL	1.3799 mL
100 mM	0.0276 mL	0.138 mL	0.276 mL	0.552 mL	0.69 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.

 

References on Monomelittoside

Secoiridoids and other chemotaxonomically relevant compounds in Pedicularis: phytochemical analysis and comparison of Pedicularis rostratocapitata Crantz and Pedicularis verticillata L. from Dolomites.[Pubmed:26828611]

Nat Prod Res. 2016 Aug;30(15):1698-705.

We compared the respective metabolite patterns of two Pedicularis species from Dolomites. Seven phenylethanoid glycosides, i.e., verbascoside (1), echinacoside (2), angoroside A (3), cistantubuloside B1 (4), wiedemannioside C (5), campneoside II (11) and cistantubuloside C1 (12), together with several iridoid glucosides as aucubin (6), euphroside (7), Monomelittoside (8), mussaenosidic acid (9) and 8-epiloganic acid (13) were identified. Pedicularis verticillata showed also the presence of greatly unexpected secoiridoids, ligustroside (14) and excelside B (15), very rare compounds in Lamiales. Both PhGs and iridoids are considered of taxonomical relevance in the Asteridae and their occurrence in Pedicularis was discussed. In particular, the exclusive presence of several compounds such as 8-epiloganic acid (13), campneoside II (11), cistantubuloside C1 (12), ligustroside (14) and excelside B (15) in Pedicularis rostratocapitata, and angoroside A (3), cistantubuloside B1 (4) and wiedemannioside C (5) in P. verticillata could be considered specific markers for the two botanical entities.

Lavandulifolioside B: a new phenylethanoid glycoside from the aerial parts of Stachys lavandulifolia Vahl.[Pubmed:21240755]

Nat Prod Res. 2011 Jan;25(1):8-16.

Reversed-phase preparative HPLC analyses of the methanol extract of the aerial parts of Stachys lavandulifolia afforded a new phenylethanoid glycoside, 4,3',4'-trimethoxy-lavandulifolioside A, named lavandulifolioside B, together with three other known phenylethanoid glycosides, lavandulifolioside A, verbascoside and leucosceptoside A, and an iridoid glycoside 5-O-beta-allopyranosyloxy-aucubin (5-O-beta-allopyranosyl-Monomelittoside). While the structures of the known compounds, except the iridoid glycoside, were established by direct comparison of their spectroscopic data with respective literature data, lavandulifolioside B and 5-O-beta-allopyranosyloxy-aucubin were identified comprehensively by extensive 1D and 2D NMR analyses. The distribution of the isolated compounds within the genus Stachys has been discussed.

Reassessment of Melittis melissophyllum L. subsp. melissophyllum iridoidic fraction.[Pubmed:26131916]

Nat Prod Res. 2016;30(2):218-22.

The analysis of the polar fraction of Melittis melissophyllum L. subsp. melissophyllum led to the identification of several iridoid glycosides: Monomelittoside (1), melittoside (2), harpagide (3), acetyl-harpagide (4) and ajugoside (5). Compounds 3 and 4 are considered marker compounds for the genus and, as well as compounds 1, 2 and 5, were already evidenced in a previous study on the nominal species. It was noteworthy of the presence of allobetonicoside (6) which was never reported for this genus. The isolation of 6 is very relevant because of its allose residue on the structure. Allose has been often found in the species of the subfamily Lamioideae even if it mostly regarded flavonoids considered of chemotaxonomical relevance for some correlated genera of Lamiaceae. Same as allosyl-glycosidic flavonoids, the presence of allosyl-glycosidic iridoids may also be an additional chemosystematic evidence of botanical relationships among Lamiaceae species and genera.

Iridoid glycoside constituents of Stachys lanata.[Pubmed:18788778]

J Nat Prod. 2008 Oct;71(10):1768-70.

From the aerial parts and roots of Stachys lanata, four new iridoid glucosides, stachysosides E-H (1-4), were isolated together with 30 known compounds. The structures and the stereo configurations of these new compounds were elucidated on the basis of the results of spectroscopic analysis. Compounds 1-4 are esters of Monomelittoside.

Iridoid and bisiridoid glycosides from Globularia cordifolia.[Pubmed:12872925]

Z Naturforsch C. 2003 May-Jun;58(5-6):337-41.

From the methanolic extract of the underground parts of Globularia cordifolia, a new iridoid glycoside, 5-hydroxydavisioside (1) and a new bisiridoid glycoside, globuloside C (2) were isolated along with six known iridoid glycosides, aucubin, melampyroside, Monomelittoside, globularifolin, alpinoside and asperuloside. The structures of the isolates were established by 1D and 2D NMR spectroscopy in combination with IR, UV and MS analyses.

Monoterpenoids from Stachys glutinosa L.[Pubmed:16835100]

Nat Prod Res. 2006 May 20;20(6):648-52.

The iridoidic composition of Stachys glutinosa L. was examined in comparison with the results obtained in the phytochemical studies on S. corsica Pers. The presence of the known harpagide and acetyl-harpagide were showed together with that of a new di-glycosidic iridoid. The structure of this new compound, the 5-allosyloxy-aucubin, was demonstrated by comparison with the spectroscopical data of Monomelittoside and of its 5-O-glucosyl-derivative, the melittoside. The presence of allose in Stachys genus seems to be a chemotaxonomical character.

A new phenylethanoid glycoside from Clerodendrum inerme.[Pubmed:16259134]

Pharmazie. 2005 Oct;60(10):798-9.

A new phenylethanoid glycoside, 2-(3-methoxy-4-hydroxylphenyl) ethyl-O-2",3"-diacetyl-alpha-L-rhamnopyranosyl-(1-->3)-4-O-(E)-feruloyl-beta-D-gl ucopyranoside, was isolated from the aerial parts of Clerodendrum inerme (L.) Gaertn, together with Monomelittoside, melittoside, inerminoside A1, verbascoside, isoverbascoside, campneoside I. Their structures were determined by spectroscopic methods.

Iridoids and phenylethanoid from Pedicularis kerneri Dalla Torre growing in Dolomites, Italy.[Pubmed:26207992]

Nat Prod Res. 2016;30(3):327-31.

In this study, we report the first phytochemical analysis of polar fraction of Pedicularis kerneri Dalla Torre growing in Dolomites, Italy. Several iridoid glucosides were isolated, namely aucubin (1), Monomelittoside (2), plantarenaloside (3), euphroside (4), mussaenosidic acid (5) and 8-epiloganic acid (6), showing a composition in accordance with previous study on this genus. The studied samples, collected from Dolomites, presented a chemotype already recognised in species from North America, characterised by euphroside (4) and aucubin (1) as main components, but the main character was the presence of Monomelittoside (2) never reported in this genus. The identification of verbascoside (7), leucosceptoside A (9) and echinacoside (10) complete the systematic framing of this species since is ascertained the co-occurrence of phenylethanoid glycosides with iridoids in Lamiales species.

Description

Monomelittoside is a natural compound.

Keywords:

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