4H-1-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-
(S)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4-benzopyrone
CAS: 552-58-9
Molecular Formula: C15H12O6
4H-1-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy- - Names and Identifiers
| Name | (S)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4-benzopyrone |
| Synonyms | Eriodictyol ERIODICTYOL ERIODICTYOL(SH) 5,7,3',4'-TETRAHYDROXYFLAVANONE 3',4',5,7-tetrahydroxyflavanone 3',4',5,7-TETRAHYDROXYFLAVANONE (S)-3',4',5,7-TETRAHYDROXYFLAVANONE (2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chroman-4-one 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydro-4H-chromen-4-one (S)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4-benzopyrone 2-[3,4-DIHYDROXYPHENYL]2,3-DIHYDRO-5,7-DIHYDROXY-4H-1BENZOPYRAN-4-ONE 4H-1-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy- |
| CAS | 552-58-9 |
| EINECS | 209-016-4 |
| InChI | InChI=1/C15H12O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-5,13,16-19H,6H2 |
| InChIKey | SBHXYTNGIZCORC-ZDUSSCGKSA-N |
4H-1-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy- - Physico-chemical Properties
| Molecular Formula | C15H12O6 |
| Molar Mass | 288.25 |
| Density | 1.586±0.06 g/cm3(Predicted) |
| Melting Point | 270°C |
| Boling Point | 625.2±55.0 °C(Predicted) |
| Flash Point | 241.9°C |
| JECFA Number | 2172 |
| Water Solubility | 70mg/L(20 ºC) |
| Solubility | Very slightly soluble (0.37 g/L) (25 °C) |
| Vapor Presure | 3.19E-16mmHg at 25°C |
| Appearance | Solid |
| Color | White to Pale Beige |
| BRN | 5104930 |
| pKa | 7.49±0.40(Predicted) |
| Storage Condition | 2-8°C |
| Stability | Hygroscopic |
| Refractive Index | 1.724 |
| MDL | MFCD00017312 |
| Physical and Chemical Properties | Soluble in methanol, slightly soluble in boiling water, hot ethanol, ethyl ether and glacial acetic acid, soluble in dilute alkali. From the plant of the family macaceae, the grass |
| In vitro study | Eriodictyol is a flavonoid isolated from the Chinese herb, with antioxidant and anti-inflammatory activity. Eriodictyol (20, 40, 80 μM) protects primary cultured cortical neurons against Aβ 25-35 -induced cytotoxicity and cell apoptosis via the Nrf2/ARE pathway. Eriodictyol (80 μM) induces nuclear expression of Nrf2 and the expression of ARE-regulated genes in primary cultured cortical neurons. |
| In vivo study | Eriodictyol shows protective effect against LPS-induced acute lung injury (ALI). Eriodictyol (30 mg/kg, p.o.) decreases the production of inflammatory cytokines, elevates survival rate, and decreases oxidative stress levels in LPS-induced ALI mice. Eriodictyol inhibits MPO activity and inflammatory neutrophil accumulation in the lung tissues. Eriodictyol treatment also enhances Trx1 expression by upregulating the Nrf2 expression in lung tissues. |
4H-1-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy- - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection |
| WGK Germany | 3 |
| HS Code | 29329990 |
4H-1-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy- - Reference
| Reference Show more | 1. Sun Xiaoqi Qiaojun peimed Ma Ruiting, etc. Determination of the content of the grass phenol and apigenin in chrysanthemum by HPLC with variable wavelength [J]. Journal of Inner Mongolia Normal University (Natural Science Chinese edition) 2020 v.49;No.203(03):66-70. 2. Ru Wang, Lei Shen. Effect of shengbenol on Nrf2/HO-1 pathway in mice with experimental colitis [J]. Chinese Journal of Immunology, 2020, 036(008):928-932. 3. Han Xing, Li Xueyan, Yang Haiyang, et al. Screening of quality control components of Chrysanthemum Water extract and its network pharmacological effects [J]. China Pharmacy, 2019, 030(023):3258-3265. 4. Chen Pengju, Shi Yingying, Zhao Qingfeng, Zhang Guanguang. miR-128 amelioration of Staphylococcus aureus-induced inflammatory injury in bovine mammary epithelial cells by shengdiol [J]. Chinese Journal of Veterinary Medicine, 2020,40(10):2045-2051. 5. [IF = 2.447] Yanli Xie et al."Eriodictyol protectts H9c2 cardiomyopathy against the inpay induced by hypoxia/reoxygenation by improving the dysfunction of mitochondria." Exp Ther Med. Jan 2019; 17(1):551-557 6. [IF = 5.537] Mengjie Kong et al."Effect of high-pressure carbon dioxide treatment on browning inhibition of fresh-cut Chinese water chestnut (Eleocharis tuberosa): Based on the comparison of damaged tissue and non-damaged tissue."Postharvest Biol Tec. 2021 Sep;179:111 7. [IF=3.606] Xia Wang et al."Eriodictyol ameliorates lipopolysaccharide‐induced acute lung injury by suppressing the inflammatory COX‐2/NLRP3/NF‐κB pathway in mice."J Biochem Mol Toxic. 2020 Mar;34(3):e22434 8. [IF=3.503] Ru Wang et al."Eriodictyol attenuates dextran sodium sulphate-induced colitis in mice by regulating the sonic hedgehog signalling pathway."Pharm Biol. 2021;59(1):974-985 9. [IF=1.296] Shen Ting et al."Pigment profile and gene analysis revealed the reasons of petal color difference of crabapples."Braz J Bot. 2021 Jun;44(2):287-296 10. [IF=4.411] Yi Li et al."Evaluation of Anti-Inflammatory and Antioxidant Effectsof Chrysanthemum Stem and Leaf Extract on Zebrafish Inflammatory Bowel Disease Model."Molecules. 2022 Jan;27(7):2114 11. [IF=4.451] Alex Xiong Gao et al."The extract of peanut shell enhances neurite outgrowth of neuronal cells: Recycling of agricultural waste for development of nutraceutical products."J Funct Foods. 2022 Apr;91:105023 12. [IF=3.307] Juan Liu et al."Production of hesperetin from naringenin in an engineered Escherichia coli consortium."J Biotechnol. 2022 Mar;347:67 13. [IF=3.935] Junmao Li et al."Comprehensive chemical profiling of the flowers of Citrus aurantium L. var. amara Engl. and uncovering the active ingredients of lipid lowering."J Pharmaceut Biomed. 2022 Mar;211:114621 14. [IF=7.514] Jie Meng et al."Conduction of a chemical structure-guided metabolic phenotype analysis method targeting phenylpropane pathway via LC-MS: Ginkgo biloba and soybean as examples."FOOD CHEMISTRY. 2022 Oct;390:133155 |
4H-1-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy- - Reference Information
| FEMA | 4715 | 2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-4-CHROMANON |
| pharmacological effects | holy grass phenol has antioxidant, anti-inflammatory, analgesic, diabetes and diabetes complications. Studies have found that holy grass phenol can effectively protect the death of keratinocytes induced by ultraviolet rays by inhibiting pro-caspase-3 or pro-caspase-9 lysis and cytochrome C release. holy grass phenol can be antibacterial and anti-inflammatory, and plays a vital role in the pathogenesis of diabetes. it can inhibit type I allergic reaction induced by immunoglobulin E(Ig E)/antigen (Ag), and has analgesic and warming effects. |
| biological activity | Eriodictyol are flavonoids obtained from Chinese herbal medicines and have antioxidant and anti-inflammatory effects. Eriodictyol can induce Nrf2 signaling pathway. Eriodictyol is also an influenza RNA-dependent RNA polymerase inhibitor with an IC50 of 18 nM. |
| use | used for content determination/identification/pharmacological experiments, etc. Pharmacological effects: anti-oxidation, anti-radiation, lowering blood lipids, lowering blood sugar. |
Last Update：2024-04-09 15:16:51
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Multiple Specifications
Product Name: Afzelin Impurity 18 Request for quotationCAS: 552-58-9
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
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