Luteolin-6-C-glucosideCAS# 4261-42-1 |
Quality Control & MSDS
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| Cas No. | 4261-42-1 | SDF | Download SDF |
| PubChem ID | 114776 | Appearance | Yellow powder |
| Formula | C21H20O11 | M.Wt | 448.38 |
| Type of Compound | Flavonoids | Storage | Desiccate at -20°C |
| Synonyms | Homoorientin | ||
| Solubility | DMSO : ≥ 100 mg/mL (223.03 mM) *"≥" means soluble, but saturation unknown. | ||
| Chemical Name | 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one | ||
| SMILES | C1=CC(=C(C=C1C2=CC(=O)C3=C(C(=C(C=C3O2)O)C4C(C(C(C(O4)CO)O)O)O)O)O)O | ||
| Standard InChIKey | ODBRNZZJSYPIDI-VJXVFPJBSA-N | ||
| Standard InChI | InChI=1S/C21H20O11/c22-6-14-17(27)19(29)20(30)21(32-14)16-11(26)5-13-15(18(16)28)10(25)4-12(31-13)7-1-2-8(23)9(24)3-7/h1-5,14,17,19-24,26-30H,6H2/t14-,17-,19+,20-,21+/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. |
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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 | Luteolin-6-C-glucoside has antioxidant activity. |
| In vitro | Flavonoids profiles, antioxidant, acetylcholinesterase inhibition activities of extract from Dryoathyrium boryanum (Willd.) Ching.[Pubmed: 23313795]Food Chem Toxicol. 2013 May;55:121-8. doi: 10.1016/j.fct.2012.12.051.The profiles and bioactivities of flavonoids extracted from Dryoathyrium boryanum (Willd.) Ching were investigated. |
| In vivo | Antihypertensive effect of an extract of Passiflora edulis rind in spontaneously hypertensive rats.[Pubmed: 16556991]Biosci Biotechnol Biochem. 2006 Mar;70(3):718-21.Orally administered methanol extract of Passiflora edulis rind (10 mg/kg or 50 mg/kg) or luteolin (50 mg/kg), which is one of consistent polyphenols of the extract, significantly lowered systolic blood pressure in spontaneously hypertensive rats (SHRs). |
| Structure Identification | Indian J Exp Biol. 2015 Apr;53(4):208-15.Flavonoid profile and antioxidant activities of methanolic extract of Hyparrhenia hirta (L.) Stapf.[Pubmed: 26011981]
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Luteolin-6-C-glucoside Dilution Calculator
Luteolin-6-C-glucoside Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.2303 mL | 11.1513 mL | 22.3025 mL | 44.605 mL | 55.7563 mL |
| 5 mM | 0.4461 mL | 2.2303 mL | 4.4605 mL | 8.921 mL | 11.1513 mL |
| 10 mM | 0.223 mL | 1.1151 mL | 2.2303 mL | 4.4605 mL | 5.5756 mL |
| 50 mM | 0.0446 mL | 0.223 mL | 0.4461 mL | 0.8921 mL | 1.1151 mL |
| 100 mM | 0.0223 mL | 0.1115 mL | 0.223 mL | 0.4461 mL | 0.5576 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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Isoorientin is a potent inhibitor of COX-2 with an IC50 value of 39 μM.
In Vitro:Isoorientin is a Selective Inhibitor of Cyclooxygenase-2 (COX-2) from the Tubers of Pueraria tuberosa[1]. PANC-1 and PATU-8988 cells are grown for 24 hours in the presence of Isoorientin (0, 20, 40, 80, and 160 μM), and a CCK8 solution is added. The cell viability decreases significantly at the concentrations of 20, 40, 80, and 160 μM. After the cells are cultured with Isoorientin (0, 20, 40, 80, and 160 μM for PANC-1; 0, 20, 40, 80, 160, and 320 μM for PATU-8988) for 24 hours, the expression of p-AMPK and AMPK is assessed by Western blotting. After the Isoorientin treatment, the p-AMPK expression is increased. Then, in the shRNA group, the concentration of 80 μM is used to detect the effects of Isoorientin. The expression levels of AMPK and p-AMPK are much lower in the shRNA group than in the wild-type PC cells (WT) and the group that is transfected with a negative control lentivirus (NC)[2].
In Vivo:Animals treated with Isoorientin at 10 mg/kg and 20 mg/kg body weight have a statistically significant reduction in paw edema, with a mean peak thickness of 1.19±0.05 mm and 1.08±0.04 mm, respectively. This indicated that Isoorientin significantly attenuates paw edema compared with the control group[3].
References:
[1]. Sumalatha M, et al. Isoorientin, a Selective Inhibitor of Cyclooxygenase-2 (COX-2) from the Tubers of Pueraria tuberosa. Nat Prod Commun. 2015 Oct;10(10):1703-4.
[2]. Ye T, et al. Isoorientin induces apoptosis, decreases invasiveness, and downregulates VEGF secretion by activating AMPK signaling in pancreatic cancer cells. Onco Targets Ther. 2016 Dec 12;9:7481-7492.
[3]. Anilkumar K, et al. Evaluation of Anti-Inflammatory Properties of Isoorientin Isolated from Tubers of Pueraria tuberosa. Oxid Med Cell Longev. 2017;2017:5498054.
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Flavonoids profiles, antioxidant, acetylcholinesterase inhibition activities of extract from Dryoathyrium boryanum (Willd.) Ching.[Pubmed:23313795]
Food Chem Toxicol. 2013 May;55:121-8.
The profiles and bioactivities of flavonoids extracted from Dryoathyrium boryanum (Willd.) Ching were investigated. The total flavonoids content in extract from D. boryanum is about 145.8mg/g. By means of HPLC-DAD-ESI-MS, the main flavonoids in D. boryanum were tentatively identified as 3-hydroxyphloretin 6'-O-hexoside, quercetin-7-hexoside, apigenin7-O-glucoside, luteolin 7-O-glucoside, apigenin 7-O-galactoside, acacetin 7-O-(alpha-D-apio-furanosyl) (1-->6)-beta-d-glucoside, 3-hydroxy phloretin 6-O-hexoside, Luteolin-6-C-glucoside. 0.21mg/ml flavonoids extract from D. boryanum showed very strong superoxide anion radical scavenging potential, which is higher than that of rutin (0.25mg/ml). The extract (0.21mg/ml of flavonoids) from D. boryanum exhibited similar DPPH scavenging potential with that of rutin (0.25mg/ml). However, rutin (0.25mg/ml) showed a significantly higher reducing power and ABTS scavenging potential than that of 0.21mg/ml flavonoids extract from D. boryanum. It had no effect on acetylcholinesterase. D. boryanum can be considered as a medicinal plant and the flavonoids from D. boryanum are excellent antioxidants.
Antihypertensive effect of an extract of Passiflora edulis rind in spontaneously hypertensive rats.[Pubmed:16556991]
Biosci Biotechnol Biochem. 2006 Mar;70(3):718-21.
Orally administered methanol extract of Passiflora edulis rind (10 mg/kg or 50 mg/kg) or luteolin (50 mg/kg), which is one of consistent polyphenols of the extract, significantly lowered systolic blood pressure in spontaneously hypertensive rats (SHRs). Quantitative analysis by liquid chromatography tandem mass spectrometry (LC-MS/MS) showed that the extract contained 20 microg/g dry weight of luteolin and 41 microg/g dry weight of Luteolin-6-C-glucoside. It also contained gamma-aminobutyric acid (GABA, 2.4 mg/g dry weight by LC-MS/MS or 4.4 mg/g dry weight by amino acid analysis) which has been reported to be an antihypertensive material. Since the extract contained a relatively high concentration of GABA, the antihypertensive effect of the extract in SHRs might be due mostly to the GABA-induced antihypertensive effect and partially to the vasodilatory effect of polyphenols including luteolin.
Flavonoid profile and antioxidant activities of methanolic extract of Hyparrhenia hirta (L.) Stapf.[Pubmed:26011981]
Indian J Exp Biol. 2015 Apr;53(4):208-15.
In this study, we report isolation of flavonoids, viz., 3-O-methylquercetin, tangeritin, luteolin-7-O-glucoside, luteolin, apigenin-7-O-glucoside, apigenin-8-C-glucoside, luteolin-8-C-glucoside, Luteolin-6-C-glucoside, diosmetin and catechin from the methanolic extract of Hyparrhenia hirta employing high performance liquid chromatography and liquid chromatography-electrospray ionization-tandem mass spectrometry. The total phenolic content of H. hirta extract was 105.58 +/- 0.1 mg gallic acid equivalents/g of plant extract while the total flavonoid content was 45.20 +/- 0.2 mg quercetin equivalents/g of plant extract and the total condensed tannin were 72.35 +/- 0.7 mg catechin equivalents/g of plant extract by reference to standard curve. The antioxidant activity was assayed through the antioxidant capacity by phosphomolybdenum assay, the reducing power assay and the radical scavenging activity using 2,2-diphenyl-1-picrylhydrazyl method. The extract showed dose dependant activity in all the three assays.
