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Genipin-1-O-gentiobioside

CAS# 29307-60-6

Genipin-1-O-gentiobioside

2D Structure

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Genipin-1-O-gentiobioside: 5mg $127 In Stock
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Quality Control of Genipin-1-O-gentiobioside

3D structure

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Genipin-1-O-gentiobioside

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Chemical Properties of Genipin-1-O-gentiobioside

Cas No. 29307-60-6 SDF Download SDF
PubChem ID 3082301 Appearance White powder
Formula C23H34O15 M.Wt 550.51
Type of Compound Iridoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name methyl (1S,4aS,7aS)-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
SMILES COC(=O)C1=COC(C2C1CC=C2CO)OC3C(C(C(C(O3)COC4C(C(C(C(O4)CO)O)O)O)O)O)O
Standard InChIKey FYZYXYLPBWLLGI-AUOPOVQUSA-N
Standard InChI InChI=1S/C23H34O15/c1-33-20(32)10-6-34-21(13-8(4-24)2-3-9(10)13)38-23-19(31)17(29)15(27)12(37-23)7-35-22-18(30)16(28)14(26)11(5-25)36-22/h2,6,9,11-19,21-31H,3-5,7H2,1H3/t9-,11-,12-,13-,14-,15-,16+,17+,18-,19-,21+,22-,23+/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 Genipin-1-O-gentiobioside

The fruits of Gardenia jasminoides Ellis

Biological Activity of Genipin-1-O-gentiobioside

TargetsIL Receptor

Genipin-1-O-gentiobioside Dilution Calculator

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Genipin-1-O-gentiobioside Molarity Calculator

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Preparing Stock Solutions of Genipin-1-O-gentiobioside

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.8165 mL 9.0825 mL 18.165 mL 36.3299 mL 45.4124 mL
5 mM 0.3633 mL 1.8165 mL 3.633 mL 7.266 mL 9.0825 mL
10 mM 0.1816 mL 0.9082 mL 1.8165 mL 3.633 mL 4.5412 mL
50 mM 0.0363 mL 0.1816 mL 0.3633 mL 0.7266 mL 0.9082 mL
100 mM 0.0182 mL 0.0908 mL 0.1816 mL 0.3633 mL 0.4541 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 Genipin-1-O-gentiobioside

Preparation of five high-purity iridoid glycosides from Gardenia jasminoides Eills by molecularly imprinted solid-phase extraction integrated with preparative liquid chromatography.[Pubmed:29676851]

J Sep Sci. 2018 Jul;41(13):2759-2766.

Five iridoid glycosides were prepared using molecularly imprinted solid-phase extraction combined with preparative high-performance liquid chromatography. Hydrophilic molecularly imprinted polymers were synthesized using alpha-1-allyl-2-N-acetyl glucosamine, which introduced an abundance of hydrophilic groups into the polymers. Using molecularly imprinted solid-phase extraction as the sample pretreatment procedure, five iridoid glycosides, gardenoside, geniposide, shanzhiside, geniposidic acid, and Genipin-1-O-gentiobioside, were selectively enriched from Gardenia fructus extracts. Preparative high-performance liquid chromatography then provided iridoid glycosides with a purity >98%. The structures were elucidated by using nuclear magnetic resonance spectroscopy, optical rotation and melting point measurements, and mass spectrometry. The results demonstrate that molecularly imprinted solid-phase extraction combined with preparative high-performance liquid chromatography was an efficient, rapid, and economical method for the preparation of bioactive compounds from natural products.

Description

Genipin 1-β-D-gentiobioside (Genipin 1-gentiobioside) is one of the most abundant and bioactive iridoid glycosides in Gardenia jasminoides Ellis, which possesses hepatoprotective, anti-inflammatory, antioxidant, and antithrombotic activities.

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