Isorhamnetin 3-glucuronideCAS# 36687-76-0 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 36687-76-0 | SDF | Download SDF |
| PubChem ID | 5491630 | Appearance | Yellow Powder |
| Formula | C22H20O13 | M.Wt | 492.39 |
| Type of Compound | Flavonoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (2S,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid | ||
| SMILES | COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O | ||
| Standard InChIKey | VVZWHOMBDMMRSC-NTKSAMNMSA-N | ||
| Standard InChI | InChI=1S/C22H20O13/c1-32-11-4-7(2-3-9(11)24)18-19(14(26)13-10(25)5-8(23)6-12(13)33-18)34-22-17(29)15(27)16(28)20(35-22)21(30)31/h2-6,15-17,20,22-25,27-29H,1H3,(H,30,31)/t15-,16-,17+,20-,22+/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. |
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| 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. |
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| 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. | ||
| Description | 1. Isorhamnetin - 3 -O -glucuronide exerts anti-inflammatory activity by increasing heme oxygenase-1 (HO-1) expression and by suppressing Jun N-terminal kinase (JNK) and p38 signaling pathways in LPS-challenged RAW264.7 macrophage cells. 2. Isorhamnetin-3-glucuronide(1 mg/kg i.v.) can progressively reduce mean blood pressure (MBP), measured in conscious spontaneously hypertensive rats (SHR). 3. Isorhamnetin 3-glucuronide can inhibit vascular cell adhesion molecule-1 (VCAM-1) cell surface expression at 2 micromol/L, indicates that it can inhibit the expression of key molecules involved in monocyte recruitment during the early stages of atherosclerosis at physiological concentrations. |
| Targets | HO-1 | JNK | p38MAPK |
Isorhamnetin 3-glucuronide Dilution Calculator
Isorhamnetin 3-glucuronide Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.0309 mL | 10.1546 mL | 20.3091 mL | 40.6182 mL | 50.7728 mL |
| 5 mM | 0.4062 mL | 2.0309 mL | 4.0618 mL | 8.1236 mL | 10.1546 mL |
| 10 mM | 0.2031 mL | 1.0155 mL | 2.0309 mL | 4.0618 mL | 5.0773 mL |
| 50 mM | 0.0406 mL | 0.2031 mL | 0.4062 mL | 0.8124 mL | 1.0155 mL |
| 100 mM | 0.0203 mL | 0.1015 mL | 0.2031 mL | 0.4062 mL | 0.5077 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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Glucuronidated quercetin lowers blood pressure in spontaneously hypertensive rats via deconjugation.[Pubmed:22427863]
PLoS One. 2012;7(3):e32673.
BACKGROUND: Chronic oral quercetin reduces blood pressure and restores endothelial dysfunction in hypertensive animals. However, quercetin (aglycone) is usually not present in plasma, because it is rapidly metabolized into conjugated, mostly inactive, metabolites. The aim of the study is to analyze whether deconjugation of these metabolites is involved in the blood pressure lowering effect of quercetin. METHODOLOGY/PRINCIPAL FINDINGS: We have analyzed the effects on blood pressure and vascular function in vitro of the conjugated metabolites of quercetin (quercetin-3-glucuronide, Q3GA; isorhamnetin-3-glucuronide, I3GA; and quercetin-3'-sulfate, Q3'S) in spontaneously hypertensive rats (SHR). Q3GA and I3GA (1 mg/kg i.v.), but not Q3'S, progressively reduced mean blood pressure (MBP), measured in conscious SHR. The hypotensive effect of Q3GA was abolished in SHR treated with the specific inhibitor of beta-glucuronidase, saccharic acid 1,4-lactone (SAL, 10 mg/ml). In mesenteric arteries, unlike quercetin, Q3GA had no inhibitory effect in the contractile response to phenylephrine after 30 min of incubation. However, after 1 hour of incubation Q3GA strongly reduced this contractile response and this effect was prevented by SAL. Oral administration of quercetin (10 mg/Kg) induced a progressive decrease in MBP, which was also suppressed by SAL. CONCLUSIONS: Conjugated metabolites are involved in the in vivo antihypertensive effect of quercetin, acting as molecules for the plasmatic transport of quercetin to the target tissues. Quercetin released from its glucuronidated metabolites could be responsible for its vasorelaxant and hypotensive effect.
