Isorhoifolin

CAS# 552-57-8

Isorhoifolin

2D Structure

Catalog No. BCN5739----Order now to get a substantial discount!

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Isorhoifolin

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Chemical Properties of Isorhoifolin

Cas No. 552-57-8 SDF Download SDF
PubChem ID 5377847 Appearance White-beige powder
Formula C27H30O14 M.Wt 578.5
Type of Compound Flavonoids Storage Desiccate at -20°C
Synonyms Apigenin 7-rutinoside; 4',5,7-Trihydroxyflavone 7-rutinoside
Solubility Soluble in methanol and DMSO; insoluble in water
Chemical Name 5-hydroxy-2-(4-hydroxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one
SMILES CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O)O)O)O)O
Standard InChIKey FKIYLTVJPDLUDL-UHFFFAOYSA-N
Standard InChI InChI=1S/C27H30O14/c1-10-20(31)22(33)24(35)26(38-10)37-9-18-21(32)23(34)25(36)27(41-18)39-13-6-14(29)19-15(30)8-16(40-17(19)7-13)11-2-4-12(28)5-3-11/h2-8,10,18,20-29,31-36H,9H2,1H3
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 Isorhoifolin

1 Chrysanthemum sp. 2 Citrus sp. 3 Cynara sp. 4 Lonicera sp. 5 Mentha sp.

Biological Activity of Isorhoifolin

Description1. Isorhoifolin has antioxidant effects. 2. Isorhoifolin displays an anti-leakage effect comparable to or greater than diosmin. 3. Isorhoifolin in Pilea microphylla (PM1) may reverse the disturbed metabolic milieu in C57BL/KsJ-db/db mice. 4. Isorhoifolin and vicenin II are main compounds of ethyl acetate fraction (EAcF) obtained from Erythrina velutina leaves, EAcF increases the cardiac contractile force by increasing the l-type calcium current and activating the adrenergic receptor pathway.
TargetsAdrenergic Receptor

Isorhoifolin Dilution Calculator

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Preparing Stock Solutions of Isorhoifolin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.7286 mL 8.643 mL 17.2861 mL 34.5722 mL 43.2152 mL
5 mM 0.3457 mL 1.7286 mL 3.4572 mL 6.9144 mL 8.643 mL
10 mM 0.1729 mL 0.8643 mL 1.7286 mL 3.4572 mL 4.3215 mL
50 mM 0.0346 mL 0.1729 mL 0.3457 mL 0.6914 mL 0.8643 mL
100 mM 0.0173 mL 0.0864 mL 0.1729 mL 0.3457 mL 0.4322 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 Isorhoifolin

The positive inotropic effect of the ethyl acetate fraction from Erythrina velutina leaves on the mammalian myocardium: the role of adrenergic receptors.[Pubmed:23647686]

J Pharm Pharmacol. 2013 Jun;65(6):928-36.

OBJECTIVES: We studied the effects of ethyl acetate fraction (EAcF) obtained from Erythrina velutina leaves on mammalian myocardium. METHODS: The effect of EAcF on the contractility was studied using guinea-pig left atria mounted in a tissue bath (Tyrode's solution, 29 degrees C, 95% CO2 , 5% O2 ) and electrically stimulated (1 Hz). Concentration-response curves of EAcF were obtained in the presence of propranolol (1 mum), nifedipine (1 mum) and in reserpinized animals (5 mg/kg). The involvement of l-type calcium current (ICa,L ) on the EAcF effect was observed in cardiomyocytes of mice assessed using patch-clamp technique. KEY FINDINGS: EAcF (550 mug/ml) had a positive inotropic effect, increasing the atrial force by 164% (EC50 = 157 +/- 44 mug/ml, n = 6), but it was less potent than isoproterenol (EC50 = 0.0036 +/- 0.0019 mug/ml, n = 8). The response evoked by EAcF was abolished by propranolol or nifedipine. Reserpine did not alter the inotropic response of EAcF. Furthermore, an enhancement of the ICa,L peak (31.2%) with EAcF was observed. Chemical analysis of EAcF revealed the presence of at least 10 different flavonoid glycoside derivatives. Two were identified as vicenin II and Isorhoifolin. CONCLUSIONS: We conclude that EAcF increases the cardiac contractile force by increasing the l-type calcium current and activating the adrenergic receptor pathway.

Different flavonoids present in the micronized purified flavonoid fraction (Daflon 500 mg) contribute to its anti-hyperpermeability effect in the hamster cheek pouch microcirculation.[Pubmed:18277344]

Int Angiol. 2008 Feb;27(1):81-5.

AIM: This study evaluated microcirculatory effects of the flavonoid substances that constitute the micronized purified flavonoid fraction (MPFF) (Daflon 500 mg) in comparison to diosmin. METHODS AND RESULTS: In groups of 3 male hamsters, oral treatment with MPFF or diosmin (15 min before anesthesia) did not alter blood pressure. At 10 or 30 mg/kg, both MPFF and diosmin significantly decreased the leaky sites caused by ischemia/reperfusion (I/R) (30 min) in the hamster cheek pouch; the effect was significantly higher with MPFF (39+/-1% and 52+/-1%, respectively) than diosmin (18+/-1% and 37+/-3%, respectively). Eight groups of 3 hamsters each were treated with the components of MPFF. Diosmetin only decreased the number leaky sites at 30 mg/kg (decrease: 15+/-2%). The decrement at 10 and 30 mg/kg averaged at: 17+/-3% and 44+/-1%, respectively, for hesperidin; 19+/-1% and 46+/-2%, respectively, for linarin; and 30+/-1% and 44+/-1%, respectively, for Isorhoifolin. Hesperidin, linarin, and Isorhoifolin each displayed an anti-leakage effect comparable to or greater than diosmin. MPFF decreases permeability more than any of its single constituents, suggesting that the flavonoids present in its formulation have a synergistic action. CONCLUSION: These results illustrate that MPFF is more potent than single diosmin in this model of hyperpermeability and that each of the flavonoid substances present in MPFF contribute to its action.

Chemical composition and antioxidant activity of Tanara Oto (Dracocephalum palmatum Stephan), a medicinal plant used by the North-Yakutian nomads.[Pubmed:24241154]

Molecules. 2013 Nov 14;18(11):14105-21.

Dracocephalum palmatum Stephan (Lamiaceae) is a medicinal plant used by the North-Yakutian nomads. From the crude ethanolic extract of the aerial parts of this plant, 23 compounds (phenylpropanoids, coumarins, flavonoids, and triterpenes) were isolated. Among these, eight compounds (salvianolic acid B, caftaric acid, cichoric acid, umbelliferone, aesculetin, apigenin-7-O-beta-D-glucuronopyranoside, Isorhoifolin, and luteolin-4'-O-beta-D-glucopyranoside) were detected for the first time in the genus Dracocephalum. Their structures were elucidated based on chemical and spectral data. The levels of most of the compounds detected in the cultivated sample were close to that of the wild sample, indicating the reproducibility of the biologically active compounds of D. palmatum through cultivation. Investigation into the biological activity of D. palmatum under in vitro conditions demonstrated that its extracts have a strong antioxidant effect due to the presence of high concentrations of phenolic compounds.

Description

Isorhoifolin is a flavonoid glycoside from periploca nigrescens leaves. Isorhoifolin displays an anti-leakage effect.

Keywords:

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