Luteolin-3-O-beta-D-glucuronideCAS# 53527-42-7 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 53527-42-7 | SDF | Download SDF |
| PubChem ID | 10253785 | Appearance | Yellow powder |
| Formula | C21H18O12 | M.Wt | 462.4 |
| Type of Compound | Flavonoids | Storage | Desiccate at -20°C |
| Synonyms | 3',4',5,7-Tetrahydroxyflavone 3'-glucuronide | ||
| Solubility | Soluble in DMSO and methanol; insoluble in water | ||
| Chemical Name | (2S,3S,4S,5R,6S)-6-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid | ||
| SMILES | C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O | ||
| Standard InChIKey | JDOFZOKGCYYUER-ZFORQUDYSA-N | ||
| Standard InChI | InChI=1S/C21H18O12/c22-8-4-10(24)15-11(25)6-12(31-14(15)5-8)7-1-2-9(23)13(3-7)32-21-18(28)16(26)17(27)19(33-21)20(29)30/h1-6,16-19,21-24,26-28H,(H,29,30)/t16-,17-,18+,19-,21+/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. Luteolin 3'-O-beta-D-glucuronide is active in the inhibition of nitrite production in macrophages. |
| Targets | NO |
Luteolin-3-O-beta-D-glucuronide Dilution Calculator
Luteolin-3-O-beta-D-glucuronide Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.1626 mL | 10.8131 mL | 21.6263 mL | 43.2526 mL | 54.0657 mL |
| 5 mM | 0.4325 mL | 2.1626 mL | 4.3253 mL | 8.6505 mL | 10.8131 mL |
| 10 mM | 0.2163 mL | 1.0813 mL | 2.1626 mL | 4.3253 mL | 5.4066 mL |
| 50 mM | 0.0433 mL | 0.2163 mL | 0.4325 mL | 0.8651 mL | 1.0813 mL |
| 100 mM | 0.0216 mL | 0.1081 mL | 0.2163 mL | 0.4325 mL | 0.5407 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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Flavonoids and phenolic compounds from Rosmarinus officinalis.[Pubmed:20397728]
J Agric Food Chem. 2010 May 12;58(9):5363-7.
A new flavonoid, 6''-O-(E)-feruloylhomoplantaginin (1), and 14 known compounds, 6''-O-(E)-feruloylnepitrin (2), 6''-O-(E)-p-coumaroylnepitrin (3), 6-methoxyluteolin 7-glucopyranoside (4), luteolin 3'-O-beta-D-glucuronide (5), luteolin 3'-O-(3''-O-acetyl)-beta-D-glucuronide (6), kaempferol (7), luteolin (8), genkwanin (9), and ladanein (10), together with 1-O-feruloyl-beta-D-glucopyranose (11), 1-O-(4-hydroxybenzoyl)-beta-D-glucopyranose (12), rosmarinic acid (13), carnosic acid (14), and carnosol (15), were isolated from the leaves of Rosmarinus officinalis . The structures were established on the basis of NMR spectroscopic methods supported by HRMS. All isolated compounds were tested for cytotoxicity in human cancer cell lines (HepG2, COLO 205, and HL-60) and for anti-inflammatory activities in lipopolysaccharide (LPS)-treated RAW 264.7 macrophage cells. Among them, compounds 14 and 15 were modestly active in the inhibition of nitrite production in macrophages, followed by compounds 8 and 5. Compounds 14 and 15 were more effective as an antiproliferative agent in HL-60 cells with IC(50) values of 1.7 and 5.5 microM, followed by compounds 8 and 7 with IC(50) of 39.6 and 82.0 microM, respectively. In addition, compounds 14 and 15 showed potent antiproliferative effects on COLO 205 cells with IC(50) values of 32.8 and 29.9 microM, respectively.
Flavonoid distribution during the development of leaves, flowers, stems, and roots of Rosmarinus officinalis. postulation of a biosynthetic pathway.[Pubmed:15291464]
J Agric Food Chem. 2004 Aug 11;52(16):4987-92.
The distribution of seven flavonoids, eriocitrin, luteolin 3'-O-beta-d-glucuronide, hesperidin, diosmin, isoscutellarein 7-O-glucoside, hispidulin 7-O-glucoside, and genkwanin, has been studied in Rosmarinus officinalis leaves, flowers, stems, and roots during plant growth. The maximum level reached by luteolin 3'-O-beta-d-glucuronide in leaves during June-August suggests the existence of a delay between the activation of the enzymes involved in the flavanone and flavone biosynthesis. The presence of hesperidin and diosmin in the vascular system is significant, and hesperidin shows even higher levels than the phenolic diterpenes and rosmarinic acid. The distribution of flavonoids observed in R. officinalis suggests a functional and structural relationship between phytoregulators and flavonoids, where flavonoids would be "protectors" of the activity of phytoregulators. A hypothesis for the general pathway of biosynthesis of these compounds in plants of the family Labiatae is proposed.
