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Methyl hesperidin

CAS# 11013-97-1

Methyl hesperidin

Catalog No. BCN6341----Order now to get a substantial discount!

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Quality Control of Methyl hesperidin

Number of papers citing our products

Chemical structure

Methyl hesperidin

3D structure

Chemical Properties of Methyl hesperidin

Cas No. 11013-97-1 SDF Download SDF
PubChem ID 3035218 Appearance Powder
Formula C29H36O15 M.Wt 624.59
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble to 100 mg/mL (160.1 mM) in DMSO
Chemical Name (2S)-2-(3,4-dimethoxyphenyl)-5-hydroxy-7-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
SMILES CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC(=C(C=C5)OC)OC)O)O)O)O)O)O)O
Standard InChIKey GUMSHIGGVOJLBP-CTUUZZHSSA-N
Standard InChI InChI=1S/C29H36O15/c1-11-22(32)24(34)26(36)28(41-11)40-10-20-23(33)25(35)27(37)29(44-20)42-13-7-14(30)21-15(31)9-17(43-19(21)8-13)12-4-5-16(38-2)18(6-12)39-3/h4-8,11,17,20,22-30,32-37H,9-10H2,1-3H3/t11-,17-,20+,22-,23+,24+,25-,26+,27-,28+,29+/m0/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 Methyl hesperidin

The herbs of Hypericurn monogynum L.

Biological Activity of Methyl hesperidin

DescriptionMethyl hesperidin has potentiating effect on coronary vasodilation induced by adenosine or related compounds, It caused inhibition of nitrendipine transport in the ileum and jejunum, but not in the duodenum. Methyl hesperidin exerts no obvious toxic effects in mice of either sex when administered at a level as high as 5.0% in the diet.
In vitro

Influence of some bioflavonoids on the transport of nitrendipine.[Pubmed: 19326773]

Drug Metabol Drug Interact. 2008;23(3-4):299-310.

Flavonoids form a large class of phenolic substances widely distributed in nature and exhibit several biological effects. P-glycoprotein is part of a large family of efflux transporters found in the gut, gonads and other organs.
METHODS AND RESULTS:
Male albino rats were used for this study. The whole small intestine was flushed with 50 ml of ice-cold saline after sacrificing the animal with an overdose of pentobarbital. The small intestine was isolated and divided into duodenum, jejunum and ileum. Each segment was everted, a 5-cm long sac was prepared, 1 ml of nitrendipine solution was introduced into the everted sac (serosal side), and both ends of the sac were ligated tightly. The sac containing nitrendipine solution was immersed in 30 ml of Dulbecco's phosphate buffer solution (D-PBS) containing 25 mM glucose and the same concentration of different bioflavonoids, viz., diosmin, quercetin, chrysin, Methyl hesperidin and gossypin, was introduced into the mucosal side. Transport of nitrendipine from serosal to mucosal surfaces across the intestine was determined by collecting samples from the mucosal medium periodically at different intervals: 0, 10, 20, 30, 60, 90 and 120 minutes. The samples were analyzed by HPLC. Diosmin and quercetin decreased the transport rate of nitrendipine to nearly the same extent in all regions. Chrysin and gossypin decreased the transport rate of nitrendipine to a greater extent in the ileum than in the duodenum and jejunum. Methyl hesperidin caused inhibition of nitrendipine transport in the ileum and jejunum, but not in the duodenum.
CONCLUSIONS:
All bioflavonoids, i.e., quercetin, diosmin, Methyl hesperidin, gossypin and chrysin, decreased the transport of nitrendipine, a P-gp substrate in the rat intestine. The highest expression of P-gp was found in the ileum followed by the jejunum and duodenum.

In vivo

Carcinogenicity study of methyl hesperidin in B6C3F1 mice.[Pubmed: 2272558]

Food Chem Toxicol. 1990 Sep;28(9):613-8.


METHODS AND RESULTS:
A long-term carcinogenicity study of Methyl hesperidin, a compound of the vitamin P group, was carried out in B6C3F1 mice receiving dietary concentrations of 0, 1.25 or 5%. Administration was continued for 96 wk and then the mice were maintained on basal diet for an additional 8 wk. Growth retardation during the experiment with final changes in organ weights were observed in females given the 1.25% dose of Methyl hesperidin and in both sexes receiving the 5.0% treatment. However, no biologically significant effects were evident with respect to mortality or clinical signs. Furthermore, treatment with Methyl hesperidin did not result in any changes in haematology, clinical chemistry and urinalysis data. On histological examination, no significant alteration of non-neoplastic and neoplastic lesion incidence was observed in treated mice.
CONCLUSIONS:
The results thus demonstrated that Methyl hesperidin lacked any carcinogenicity for B6C3F1 mice in the 96-wk feeding regimen used in this study.

Protocol of Methyl hesperidin

Animal Research

The potentiating effect of methyl hesperidin on coronary vasodilation induced by adenosine or related compounds[Pubmed: 5632073]

Arzneimittelforschung. 1967 Aug;17(8):979-80.

The potentiating effect of Methyl hesperidin on coronary vasodilation induced by adenosine or related compounds

Methyl hesperidin Dilution Calculator

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Methyl hesperidin Molarity Calculator

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Preparing Stock Solutions of Methyl hesperidin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.6011 mL 8.0053 mL 16.0105 mL 32.021 mL 40.0263 mL
5 mM 0.3202 mL 1.6011 mL 3.2021 mL 6.4042 mL 8.0053 mL
10 mM 0.1601 mL 0.8005 mL 1.6011 mL 3.2021 mL 4.0026 mL
50 mM 0.032 mL 0.1601 mL 0.3202 mL 0.6404 mL 0.8005 mL
100 mM 0.016 mL 0.0801 mL 0.1601 mL 0.3202 mL 0.4003 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 Methyl hesperidin

Carcinogenicity study of methyl hesperidin in B6C3F1 mice.[Pubmed:2272558]

Food Chem Toxicol. 1990 Sep;28(9):613-8.

A long-term carcinogenicity study of Methyl hesperidin, a compound of the vitamin P group, was carried out in B6C3F1 mice receiving dietary concentrations of 0, 1.25 or 5%. Administration was continued for 96 wk and then the mice were maintained on basal diet for an additional 8 wk. Growth retardation during the experiment with final changes in organ weights were observed in females given the 1.25% dose of Methyl hesperidin and in both sexes receiving the 5.0% treatment. However, no biologically significant effects were evident with respect to mortality or clinical signs. Furthermore, treatment with Methyl hesperidin did not result in any changes in haematology, clinical chemistry and urinalysis data. On histological examination, no significant alteration of non-neoplastic and neoplastic lesion incidence was observed in treated mice. The results thus demonstrated that Methyl hesperidin lacked any carcinogenicity for B6C3F1 mice in the 96-wk feeding regimen used in this study.

Influence of some bioflavonoids on the transport of nitrendipine.[Pubmed:19326773]

Drug Metabol Drug Interact. 2008;23(3-4):299-310.

Flavonoids form a large class of phenolic substances widely distributed in nature and exhibit several biological effects. P-glycoprotein is part of a large family of efflux transporters found in the gut, gonads and other organs. Male albino rats were used for this study. The whole small intestine was flushed with 50 ml of ice-cold saline after sacrificing the animal with an overdose of pentobarbital. The small intestine was isolated and divided into duodenum, jejunum and ileum. Each segment was everted, a 5-cm long sac was prepared, 1 ml of nitrendipine solution was introduced into the everted sac (serosal side), and both ends of the sac were ligated tightly. The sac containing nitrendipine solution was immersed in 30 ml of Dulbecco's phosphate buffer solution (D-PBS) containing 25 mM glucose and the same concentration of different bioflavonoids, viz., diosmin, quercetin, chrysin, Methyl hesperidin and gossypin, was introduced into the mucosal side. Transport of nitrendipine from serosal to mucosal surfaces across the intestine was determined by collecting samples from the mucosal medium periodically at different intervals: 0, 10, 20, 30, 60, 90 and 120 minutes. The samples were analyzed by HPLC. Diosmin and quercetin decreased the transport rate of nitrendipine to nearly the same extent in all regions. Chrysin and gossypin decreased the transport rate of nitrendipine to a greater extent in the ileum than in the duodenum and jejunum. Methyl hesperidin caused inhibition of nitrendipine transport in the ileum and jejunum, but not in the duodenum. All bioflavonoids, i.e., quercetin, diosmin, Methyl hesperidin, gossypin and chrysin, decreased the transport of nitrendipine, a P-gp substrate in the rat intestine. The highest expression of P-gp was found in the ileum followed by the jejunum and duodenum.

Subchronic toxicity study of methyl hesperidin in mice.[Pubmed:8356566]

Toxicol Lett. 1993 Jul;69(1):37-44.

A subchronic toxicity study of Methyl hesperidin was performed using B6C3F1 mice. The flavonoid was administered to groups of ten males and ten females in dietary levels of 0, 0.3, 0.6, 1.25, 2.5 and 5.0% for 13 weeks. No significant treatment-related differences were found in data for body weights, food and water consumption, hematology, clinical chemistry and organ weights. Furthermore, no effects of treatment were observed on gross and histopathological examination of the major organs. The present experiment thus demonstrated that Methyl hesperidin exerts no obvious toxic effects in mice of either sex when administered at a level as high as 5.0% in the diet.

Description

Methyl-Hesperidin is a vasodilating agent.

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