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Kaempferol 3-neohesperidoside

CAS# 32602-81-6

Kaempferol 3-neohesperidoside

2D Structure

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3D structure

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Chemical Properties of Kaempferol 3-neohesperidoside

Cas No. 32602-81-6 SDF Download SDF
PubChem ID 44575467 Appearance Yellow powder
Formula C27H30O15 M.Wt 594.5
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
SMILES CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)CO)O)O)O)O)O
Standard InChIKey OHOBPOYHROOXEI-JWEWDLEYSA-N
Standard InChI InChI=1S/C27H30O15/c1-9-17(32)20(35)22(37)26(38-9)42-25-21(36)18(33)15(8-28)40-27(25)41-24-19(34)16-13(31)6-12(30)7-14(16)39-23(24)10-2-4-11(29)5-3-10/h2-7,9,15,17-18,20-22,25-33,35-37H,8H2,1H3/t9-,15-,17-,18-,20+,21+,22+,25-,26-,27+/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 Kaempferol 3-neohesperidoside

The herbs of Delphinium grandiflorum L.

Biological Activity of Kaempferol 3-neohesperidoside

Description1. Kaempferol 3-neohesperidoside has insulin-like properties in terms of glucose lowering. 2. Kaempferol 3-neohesperidoside stimulates glucose uptake in the rat soleus muscle via the PI3K and PKC pathways and, at least in part, independently of MEK pathways and the synthesis of new glucose transporters. 3. Kaempferol 3-neohesperidoside possesses not only a significant anticancer effect against HepG2 cells, but also an effective and a dose dependent hepatoprotective and antioxidant activities due to the presence of flavonoids content.
TargetsPI3K | MEK | GSK-3 | MAPK | PKC

Kaempferol 3-neohesperidoside Dilution Calculator

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Preparing Stock Solutions of Kaempferol 3-neohesperidoside

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.6821 mL 8.4104 mL 16.8209 mL 33.6417 mL 42.0521 mL
5 mM 0.3364 mL 1.6821 mL 3.3642 mL 6.7283 mL 8.4104 mL
10 mM 0.1682 mL 0.841 mL 1.6821 mL 3.3642 mL 4.2052 mL
50 mM 0.0336 mL 0.1682 mL 0.3364 mL 0.6728 mL 0.841 mL
100 mM 0.0168 mL 0.0841 mL 0.1682 mL 0.3364 mL 0.4205 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 Kaempferol 3-neohesperidoside

Insulinomimetic effect of kaempferol 3-neohesperidoside on the rat soleus muscle.[Pubmed:18303854]

J Nat Prod. 2008 Apr;71(4):532-5.

A stimulatory effect of Kaempferol 3-neohesperidoside ( 1) on glucose uptake (35% and 21%) was observed when the rat soleus muscle was incubated with 1 and 100 nM of this flavonoid glycoside, respectively. The concentration-response curve of insulin showed a stimulatory effect at 3.5 and 7.0 nM (42% and 50%) on glucose uptake when compared with the control group. The effect of 1 on glucose uptake was completely nullified by pretreatment with LY294002, an inhibitor of phosphoinositide 3-kinase (PI3K), and RO318220, an inhibitor of protein kinase C (PKC). However, no significant change occurred on glucose uptake stimulated by 1 when muscles were pretreated with PD98059, an inhibitor of mitogen-activated protein kinase (MEK), and cycloheximide, an inhibitor of protein synthesis. Compound 1 and insulin (7 nM) did not show a synergistic effect on glucose uptake. Additionally, 100 mg/kg of 1 by oral gavage was able to increase glycogen content in the muscle. These results suggest that 1 stimulates glucose uptake in the rat soleus muscle via the PI3K and PKC pathways and, at least in part, independently of MEK pathways and the synthesis of new glucose transporters.

Signaling pathways of kaempferol-3-neohesperidoside in glycogen synthesis in rat soleus muscle.[Pubmed:19376191]

Biochimie. 2009 Jul;91(7):843-9.

Kaempferol 3-neohesperidoside is one of the several compounds that have been reported to have insulin-like properties in terms of glucose lowering. We studied the effect of Kaempferol 3-neohesperidoside in glycogen synthesis in rat soleus muscle through the incorporation of (14)C-d-glucose in glycogen. Kaempferol 3-neohesperidoside stimulates glycogen synthesis in rat soleus muscle by approximately 2.38-fold. Insulin at 100 nM showed a stimulatory effect on glycogen synthesis when compared with the control group. The stimulatory effect of kaempferol 3-neophesperidoside on glycogen synthesis was inhibited by wortmannin, the phosphatidylinositol 3-kinase (PI3K) inhibitor, and enhanced by lithium chloride, a glycogen synthase kinase 3 (GSK-3) inhibitor. Moreover, the stimulatory effect of Kaempferol 3-neohesperidoside was also nullified by PD98059, a specific inhibitor of mitogen-activated protein kinase (MEK) and by calyculin A, an inhibitor of protein phosphatase 1 (PP1) activity. It was concluded that the PI3K - GSK-3 pathway and MAPK - PP1 pathway are involved in the stimulatory Kaempferol 3-neohesperidoside effect on glycogen synthesis in rat soleus muscle.

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