xy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4h-1-benzopyran-4-one
tiliroside
CAS: 20316-62-5
Molecular Formula: C30H26O13
xy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4h-1-benzopyran-4-one - Names and Identifiers
xy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4h-1-benzopyran-4-one - Physico-chemical Properties
| Molecular Formula | C30H26O13 |
| Molar Mass | 594.52 |
| Density | 1.68±0.1 g/cm3(Predicted) |
| Melting Point | 257-260°C |
| Boling Point | 943.9±65.0 °C(Predicted) |
| Specific Rotation(α) | -62 (c, 0.28 in MeOH) |
| Flash Point | 311℃ |
| Solubility | Soluble in organic solvents such as methanol and DMSO, insoluble in petroleum ether, chloroform, ether, etc. |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | Yellow crystal |
| pKa | 6.20±0.40(Predicted) |
| Storage Condition | Keep in dark place,Inert atmosphere,2-8°C |
| Refractive Index | 1.758 |
| MDL | MFCD00017454 |
| Physical and Chemical Properties | White crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, from East China raspberry. |
| In vitro study | Tiliroside inhibits pancreatic α-amylase (IC 50 =0.28 mM) in vitro. |
| In vivo study | In male ICR mice, the increase in postprandial plasma glucose levels was significantly suppressed in the Tiliroside-administered group. |
xy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4h-1-benzopyran-4-one - Risk and Safety
| WGK Germany | 3 |
| HS Code | 29389090 |
xy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4h-1-benzopyran-4-one - Reference
| Reference Show more | 1. Zhongweilan. Inhibitory effect and mechanism of linden glycoside on proliferation of human pancreatic cancer cells [J]. Chinese Pharmacological Bulletin, v.34(12):1679-1683. 2. Yao Xin, Zhu Weirong, Huang Hongliang, Zeng Yanru, Yu Weiwu. Variation of Medicinal Effective Components and Selection of Excellent Germplasm in Raspberry [J]. Chinese journal of traditional Chinese medicine, 2021,46(03):575-581. 3. Wang, Xu, et al. "Molecular basis of rutin inhibition of protein disulfide isomerase (PDI) by combined in silico and experimental methods." RSC advances 8.33 (2018): 18480-18491.DOI: 10.1039/C8RA02683A 4. Guang Yang, Xin Zhao, Guorong Fan,A modification on the vector cosine algorithm of Similarity Analysis for improved discriminative capacity and its application to the quality control of Magnoliae Flos,Journal of Chromatography A,Volume 1518,2017, pages 5. [IF = 4.759] Guang Yang et al. "A modification on the vector cosine algorithm of Similarity Analysis for improved discriminative capacity and its application to the quality control of Magnoliae Flos." J Chromatogr A. 2017 Oct;1518:34 6. [IF = 3.049] Xu Wang et al. "Molecular basis of rutin inhibition of protein disulfide isomerase (PDI) by combined in silico and experimental methods." Rsc Adv. 2018 May;8(33): 18480-18491 7. [IF = 9.229] Linlin Deng et al. "Highly Crystalline Covalent Organic Frameworks Act as a Dual-Functional Fluorescent-Sensing Platform for Myricetin and Water, and Adsorbents for Myricetin." Acs Appl Mater Inter. 2021;13(28):33449-33463 8. [IF = 5.279] Qiangqiang Li et al. "Extract of Unifloral Camellia sinensis L. Pollen Collected by Apis mellifera L. Honeybees Exerted Inhibitory Effects on Glucose Uptake and Transport by Interacting with Glucose Transporters in Human Intestinal Cells." J Agr Food Chem. |
xy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4h-1-benzopyran-4-one - Reference Information
| overview | silver linden glycoside (Tiliroside), also known as kaempferol-3-O-β-D-(6 ''-O-trans-p-hydroxycinnamoyl) glucopyranoside, is a flavonoid glycoside compound, yellow needle crystal, mp. 246~248 ℃, molecular formula C30H26O13, molecular weight 594.52. Studies have shown that linden glycosides are widely distributed in plants, and are isolated from plants such as scented flowers, peach blossoms, Brazilian sweet potato leaves, hollyhock flowers, and ground parts of Pulsatilla. Among them, scented flowers have the highest content, up to 1.56%. According to reports, the extraction and separation methods of silver linden glycosides generally use 95% ethanol reflux extraction, concentrated and suspended with water, respectively extracted with petroleum ether, ethyl acetate, n-butanol and other non-polar solvents, and the extraction part is repeated Silica gel column chromatography, Sephadex LH-20 gel column chromatography and other steps to separate silver linden glycosides. These pure chemical processes require repeated column chromatography steps, there are shortcomings such as long separation time, poor reproducibility, use of a large number of toxic solvents, and difficulty in industrialization. Chinese patents use 60-100% methanol or ethanol solution extraction or reflux extraction, the extract is washed with a fat-soluble solvent reflux extraction, the resulting filter cake recrystallized to obtain the product, using toxic organic solvents, resulting in solvent residue, poor product quality. |
| application | silver linden glycoside has strong antioxidant activity, free radical scavenging activity and anti-inflammatory activity, and shows very potential anti-complement activity (IC50=5.4 × 10-5M) to the traditional way of complement system, its activity is even stronger than the recognized complement system inhibitor rosmarinic acid activity. In other literatures, it is reported that both silver linden glycoside and all acetylated derivatives have certain toxic effects on leukemia cancer cells. Silver linden glycoside also has a strong liver protection effect. The inhibitory effects of silver linden glycoside and sage flavin obtained from Italian helichum Helichrysum italicum(Roth)G.Don Fil on copper-induced changes in human LDL oxidation were found to inhibit human low density lipoprotein oxidation. |
| biological activity | Tiliroside is a glycoside flavone with anti-diabetic effect. Tiliroside is a non-competitive inhibitor of α-amylase (α-amylase) with a Ki value of 84.2 μM. Tiliroside inhibits the digestion of carbohydrates and the absorption of glucose in the gastrointestinal tract. |
| in vitro study | Tiliroside inhibits pancreatic α-amylase (IC 50=0.28 mM) in vitro. |
| in vivo study | In male ICR mice, the increase in postprandial plasma glucose levels was significantly suppressed in the Tiliroside-administered group. |
| chemical properties | white crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from raspberry in east China. |
| use | silver linden glycoside has antagonistic effect on LDL oxidation induced by CU3 + and inhibits oxidation of human low density lipoprotein. used for content determination/identification/pharmacological experiment, etc. Pharmacological effects: It can scavenge free radicals and has certain anti-inflammatory and antioxidant effects. |
Last Update：2024-04-09 21:54:55
Supplier List
Featured ProductsSpot supply
Product Name: Tiliroside Visit Supplier Webpage Request for quotationCAS: 20316-62-5
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
Spot supply
Product Name: Tiliroside Visit Supplier Webpage Request for quotationCAS: 20316-62-5
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
Featured ProductsSpot supply
Product Name: Tiliroside Visit Supplier Webpage Request for quotationCAS: 20316-62-5
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
Spot supply
Product Name: Tiliroside Visit Supplier Webpage Request for quotationCAS: 20316-62-5
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
View History