Vicenin -3

CAS# 59914-91-9

Vicenin -3

2D Structure

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Vicenin -3

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Chemical Properties of Vicenin -3

Cas No. 59914-91-9 SDF Download SDF
PubChem ID 185958 Appearance White-yellow powder
Formula C26H28O14 M.Wt 564.5
Type of Compound Flavonoids Storage Desiccate at -20°C
Synonyms 6-C-Glucosyl 8-C-xylosylapigenin; 4',5,7-Trihydroxyflavone 6-C-glucoside 8-C-xyloside
Solubility Soluble in methanol; sparingly soluble in water
Chemical Name 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one
SMILES C1C(C(C(C(O1)C2=C(C(=C(C3=C2OC(=CC3=O)C4=CC=C(C=C4)O)O)C5C(C(C(C(O5)CO)O)O)O)O)O)O)O
Standard InChIKey MMDUKUSNQNWVET-MCIQUCDDSA-N
Standard InChI InChI=1S/C26H28O14/c27-6-13-18(32)21(35)23(37)26(40-13)15-19(33)14-10(29)5-12(8-1-3-9(28)4-2-8)39-24(14)16(20(15)34)25-22(36)17(31)11(30)7-38-25/h1-5,11,13,17-18,21-23,25-28,30-37H,6-7H2/t11-,13-,17+,18-,21+,22-,23-,25+,26+/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 Vicenin -3

1 Crataegus sp. 2 Desmodium sp. 3 Ephedra sp.

Biological Activity of Vicenin -3

Description1. Tulsi and its flavonoids orientin and vicenin possess radioprotective effects. 2. Orientin and vicenin can protect against foetal irradiation-induced genomic damage and instability, thereby reducing the delayed chromosomal abnormalities and tumorigenesis in adult.

Vicenin -3 Dilution Calculator

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Preparing Stock Solutions of Vicenin -3

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.7715 mL 8.8574 mL 17.7148 mL 35.4296 mL 44.287 mL
5 mM 0.3543 mL 1.7715 mL 3.543 mL 7.0859 mL 8.8574 mL
10 mM 0.1771 mL 0.8857 mL 1.7715 mL 3.543 mL 4.4287 mL
50 mM 0.0354 mL 0.1771 mL 0.3543 mL 0.7086 mL 0.8857 mL
100 mM 0.0177 mL 0.0886 mL 0.1771 mL 0.3543 mL 0.4429 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 Vicenin -3

Synthesis of vicenin-1 and 3, 6,8- and 8,6-di-C-beta-D-(glucopyranosyl-xylopyranosyl)-4',5,7-trihydroxyflavones using two direct C-glycosylations of naringenin and phloroacetophenone with unprotected D-glucose and D-xylose in aqueous solution as the key reactions.[Pubmed:20605015]

Carbohydr Res. 2010 Sep 3;345(13):1825-30.

Vicenin-3 was synthesized from naringenin via a short five-step reaction, which included two regioselective direct C-glycosylations with d-glucose and d-xylose (yields: 22% and 30%, respectively) as the key reactions for a total yield of 4.4%. Vicenin-1 was also synthesized from phloroacetophenone via a 10-step reaction, including the same glycosylation described above, for a total yield of 2.7% with a vicenin-3 yield of 1.7%.

Description

Vicenin 3 is an angiotensin-converting enzyme (ACE) inhibitor (IC50=46.91 μM) from the aerial parts of Desmodium styracifolium.

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