yingweiwo

Kaempferol-3-neohesperidoside

Alias: OWN-02816; OWN02816; OWN 02816; Kaempferol 3-O-β-neohesperidoside; Kaempferol 3 neohesperidoside; Kaempferol 3-neohesperidoside
Cat No.:V60119 Purity: ≥98%
Kaempferol 3-neohesperidoside (Kaempferol 3-O-neohesperidoside) is a flavonoid.
Kaempferol-3-neohesperidoside
Kaempferol-3-neohesperidoside Chemical Structure CAS No.: 32602-81-6
Product category: Plants
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
50mg
100mg
250mg
Other Sizes
Official Supplier of:
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text

 

  • Business Relationship with 5000+ Clients Globally
  • Major Universities, Research Institutions, Biotech & Pharma
  • Citations by Top Journals: Nature, Cell, Science, etc.
Top Publications Citing lnvivochem Products
Product Description
Kaempferol 3-neohesperidoside (Kaempferol 3-O-neohesperidoside) is a flavonoid. Kaempferol 3-neohesperidoside has insulinomimetic effects on rat soleus muscle.
Kaempferol-3-neohesperidoside (CAS 32602-81-6), also known as Kaempferol 3-O-neohesperidoside, is a flavonoid glycoside isolated from the leaf extract of Primula latifolia Lapeyr. and Primula vulgaris Hudson. It exhibits insulin-like properties in terms of glucose lowering and stimulates glucose uptake in rat soleus muscle via the PI3K and PKC pathways. The compound also stimulates glycogen synthesis via the PI3K-GSK-3 pathway and MAPK-PP1 pathway. Molecular docking studies suggest strong binding affinity to acetylcholinesterase (AChE1).
Biological Activity I Assay Protocols (From Reference)
Targets
Kaempferol-3-neohesperidoside targets multiple signaling pathways involved in glucose metabolism. It stimulates glucose uptake in skeletal muscle via the PI3K and PKC pathways. The effect on glucose uptake is completely nullified by pretreatment with LY294002 (a PI3K inhibitor) and RO318220 (a PKC inhibitor), confirming the involvement of these pathways. The compound also stimulates glycogen synthesis via the PI3K-GSK-3 pathway and MAPK-PP1 pathway. It also targets MEK, GSK-3, and MAPK pathways.
ln Vitro
In vitro, Kaempferol-3-neohesperidoside stimulates glucose uptake in rat soleus muscle by 35% at 1 nM and 21% at 100 nM. This effect is mediated through the PI3K and PKC pathways, as confirmed by inhibition studies with specific inhibitors. The compound also stimulates glycogen synthesis via PI3K-GSK-3 and MAPK-PP1 pathways. Molecular docking studies suggest strong binding affinity to acetylcholinesterase (AChE1). These activities confirm its potential for studying glucose metabolism and related disorders.
ln Vivo
Specific in vivo data for Kaempferol-3-neohesperidoside are limited in the available literature. Given its potent glucose uptake stimulation in isolated rat soleus muscle ex vivo, the compound has potential for in vivo efficacy studies in animal models of diabetes and metabolic syndrome. Such studies would involve oral or intraperitoneal administration of the compound to diabetic or insulin-resistant rodents, followed by measurements of blood glucose levels, glucose tolerance tests, and insulin sensitivity assessments.
Enzyme Assay
The glucose uptake assay is performed using isolated rat soleus muscle. Rats are euthanized, and the soleus muscles are dissected and incubated in oxygenated Krebs-Henseleit buffer containing various concentrations of Kaempferol-3-neohesperidoside (e.g., 1-100 nM) for a defined period. Glucose uptake is measured using [³H]-2-deoxyglucose or [¹⁴C]-glucose, and the rate of uptake is calculated. To confirm pathway involvement, muscles are pre-incubated with specific inhibitors such as LY294002 (PI3K inhibitor) or RO318220 (PKC inhibitor).
Cell Assay
For cellular studies, skeletal muscle cells such as C2C12 myotubes or L6 myotubes are cultured in appropriate media. Cells are serum-starved and treated with Kaempferol-3-neohesperidoside at various concentrations. Glucose uptake is measured using fluorescent glucose analogs (e.g., 2-NBDG) or radiolabeled glucose. Signaling pathway activation is assessed by Western blot for phosphorylated PI3K, Akt, PKC, GSK-3, and MAPK. Glycogen synthesis is measured by [¹⁴C]-glucose incorporation into glycogen.
Animal Protocol
In vivo efficacy studies for glucose-lowering compounds are conducted in rodent models of diabetes. Streptozotocin-induced diabetic mice or db/db mice are treated with Kaempferol-3-neohesperidoside via oral gavage or intraperitoneal injection at appropriate doses. Blood glucose levels are measured at various time points using a glucometer. Oral glucose tolerance tests (OGTT) are performed after compound administration. Insulin sensitivity may be assessed by insulin tolerance tests (ITT). Tissues are harvested for analysis of signaling pathway activation and glycogen content.
ADME/Pharmacokinetics
Specific pharmacokinetic data for Kaempferol-3-neohesperidoside are not reported. As a flavonoid glycoside with molecular weight approximately 594 g/mol, the compound is expected to have limited oral bioavailability due to poor membrane permeability and extensive intestinal metabolism (deglycosylation). The aglycone (kaempferol) may be absorbed and undergo further metabolism. Pharmacokinetic studies would be required to determine the compound's absorption, distribution, metabolism, and excretion profile.
Toxicity/Toxicokinetics
Toxicological data for Kaempferol-3-neohesperidoside are limited. As a flavonoid glycoside from dietary sources (Primula species), the compound is generally considered to have a moderate safety profile. However, comprehensive toxicology studies have not been reported. The compound should be handled with appropriate safety precautions in laboratory settings.
References

[1]. Primula Latifolia Lapeyr. And Primula Vulgaris Hudson Flavonoids. Nat Prod Res. 2014;28(19):1641-4.

[2]. Insulinomimetic effect of kaempferol 3-neohesperidoside on the rat soleus muscle. J Nat Prod. 2008 Apr;71(4):532-5.

Additional Infomation
Kaempferol-3-neohesperidin belongs to the flavonoid family and is a glycoside. It has been reported to exist in persimmon (Diospyros cathayensis), soybean (Glycine max), and other organisms with relevant data.
Kaempferol-3-neohesperidoside is a flavonoid glycoside that stimulates glucose uptake in rat soleus muscle via PI3K and PKC pathways (35% at 1 nM) and glycogen synthesis via PI3K-GSK-3 and MAPK-PP1 pathways. No clinical trials or approvals exist. For research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C27H30O15
Molecular Weight
594.5181
Exact Mass
594.158
Elemental Analysis
C, 54.55; H, 5.09; O, 40.37
CAS #
32602-81-6
PubChem CID
5318761
Appearance
Light yellow to yellow solid powder
Density
1.8±0.1 g/cm3
Boiling Point
945.5±65.0 °C at 760 mmHg
Flash Point
314.1±27.8 °C
Vapour Pressure
0.0±0.3 mmHg at 25°C
Index of Refraction
1.744
LogP
2.66
Hydrogen Bond Donor Count
9
Hydrogen Bond Acceptor Count
15
Rotatable Bond Count
6
Heavy Atom Count
42
Complexity
985
Defined Atom Stereocenter Count
10
SMILES
C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@@H](CO)O[C@H]2OC3=C(C4=CC=C(C=C4)O)OC5=CC(=CC(=C5C3=O)O)O)O)O)O)O)O
InChi Key
OHOBPOYHROOXEI-JWMUNMLDSA-N
InChi Code
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-/m0/s1
Chemical Name
3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
Synonyms
OWN-02816; OWN02816; OWN 02816; Kaempferol 3-O-β-neohesperidoside; Kaempferol 3 neohesperidoside; Kaempferol 3-neohesperidoside
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~50 mg/mL (~84.10 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (4.21 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (4.21 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.6820 mL 8.4101 mL 16.8203 mL
5 mM 0.3364 mL 1.6820 mL 3.3641 mL
10 mM 0.1682 mL 0.8410 mL 1.6820 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
/

Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
+
+
+

Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Contact Us