7,8-dihydroxy-2H-chromen-2-one
Daphnetin
CAS: 486-35-1;106754-20-5
Molecular Formula: C9H6O4
7,8-dihydroxy-2H-chromen-2-one - Names and Identifiers
| Name | Daphnetin |
| Synonyms | DAPHNETIN Daphnetin AKOS 213-37 7,8-Diydroxycoumarin 7,8-DIHYDROXYCOUMARIN 7,8-Dihydroxycoumarin 7,8-dihydroxy-coumari 7,8-DIHYDROXY-CHROMEN-2-ONE 7,8-dihydroxy-2H-chromen-2-one 4,8-Dihydroxy-2H-chromen-2-one 7,8-dihydroxy-2h-1-benzopyran-2-on 7,8-DIHYDROXY-2H-1-BENZOPYRAN-2-ONE 2H-1-benzopyran-2-one, 4,8-dihydroxy- |
| CAS | 486-35-1 106754-20-5 |
| EINECS | 207-632-8 |
| InChI | InChI=1/C9H6O4/c10-6-3-1-5-2-4-7(11)13-9(5)8(6)12/h1-4,10,12H |
| InChIKey | ATEFPOUAMCWAQS-UHFFFAOYSA-N |
7,8-dihydroxy-2H-chromen-2-one - Physico-chemical Properties
| Molecular Formula | C9H6O4 |
| Molar Mass | 178.14 |
| Density | 1.3431 (rough estimate) |
| Melting Point | 265-268°C (dec.) |
| Boling Point | 270.35°C (rough estimate) |
| Flash Point | 184.5°C |
| Solubility | Slightly soluble in methanol, slightly soluble in ethanol, insoluble in water |
| Vapor Presure | 5.18E-08mmHg at 25°C |
| Appearance | White-like or off-white powder |
| Color | White to Light yellow to Light red |
| Merck | 14,2817 |
| pKa | 7.61±0.20(Predicted) |
| Storage Condition | room temp |
| Refractive Index | 1.4500 (estimate) |
| MDL | MFCD00016977 |
| Physical and Chemical Properties | It is derived from a plant of the genus Daphne (Daphnia angustifolia). |
7,8-dihydroxy-2H-chromen-2-one - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | R25 - Toxic if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21 - Harmful by inhalation and in contact with skin. |
| Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
| WGK Germany | 2 |
| RTECS | GN6382600 |
| HS Code | 29322090 |
7,8-dihydroxy-2H-chromen-2-one - Reference
| Reference Show more | 1. Wang Ling, Yang Xinyue, Liu Ke et al. Sensitive detection of daphnetin using PSS functionalized spongy graphene as electrochemical sensor [J]. Journal of analysis and testing, 2020(8). 2. Liu Chao, Yao Hongjuan, Jiang Luqing, etc. Study on quality control of Daphne odora var. Changbai based on HPLC fingerprint combined with chemical pattern recognition [J]. Chinese herbal medicine, 2019, 26 (10). 3. Daiyu, Wang Jieying, Deng Huimin, et al. Anti-inflammatory effect of daphnetin on NF-κB signaling pathway of CIA rat fibroblast-like synoviocytes induced by TNF-α [J]. Shi Zhen, National Medicine, 2018, v.29;No.269(01):20-24. 4. Yao Hongjuan, Liu Chao, Lan Xiaoqi, etc. Studies on Pharmacognosy of Daphne odora var. Changbai [J]. Chinese herbal medicine, 2019(2). 5. Wang Ling, Yang Xinyue, Liu Ke, Chen clear, Xu Xinhua. Sensitive detection of daphnetin using PSS functionalized spongy graphene as electrochemical sensor [J]. Journal of analysis and testing, 2020,39(08):1012-1017. 6. Ammonadi, Abdorreza, et al. "Enzyme-assisted extraction and ionic liquid-based dispersive liquid-liquid microextraction followed by high-performance liquid chromatography for determination of patulin in apple juice and method optimization using central co 7. Shasha Jing, Huijun Zheng, Li Zhao, Lingbo Qu Lanlan Yu,A sensitive sodium dodecyl sulfonate functionalized graphene hybrid SnO2 nanoparticles composite modified glassy carbon electrode for detecting daphnetin,Journal of Electroanalytical Chemistry,Vol 8. Yamin Fu, Lu Wang, Di Huang, Lina Zou, Baoxian Ye,A new calcium germanate-graphene nanocomposite modified electrode as efficient electrochemical sensor for determination of daphnetin,Journal of Electroanalytical Chemistry,Volume 801,2017,Pages 77-83, 9. [IF=5.64] Wu Dousheng et al."Oleanolic Acid Induces the Type III Secretion System of Ralstonia solanacearum."Front Microbiol. 2015 Dec;0:1466 10. [IF=4.464] Wenhua Qiao et al."Electrochemical behavior of daphnetin and its sensitive determination based on electrochemically reduced graphene oxide modified electrode."J Electroanal Chem. 2015 Jul;749:68 11. [IF=4.464] Shasha Jing et al."A sensitive sodium dodecyl sulfonate functionalized graphene hybrid SnO2 nanoparticles composite modified glassy carbon electrode for detecting daphnetin."J Electroanal Chem. 2017 Feb;787:72 12. [IF=4.464] Yamin Fu et al."A new calcium germanate-graphene nanocomposite modified electrode as efficient electrochemical sensor for determination of daphnetin."J Electroanal Chem. 2017 Sep;801:77 13. [IF=4.411] Liang Yang et al."New Insights into the Antibacterial Activity of Hydroxycoumarins against Ralstonia solanacearum."Molecules. 2016 Apr;21(4):468 14. [IF=2.896] Junmei Li et al."Microwave-assisted extraction and ionic liquid-based dispersive liquid-liquid microextraction followed by HPLC for the determination of trace components in a Langdu preparation."Anal Methods-Uk. 2016 Jun;8(26):5218-5227 15. [IF=2.1] Xiaoying Chen et al."Effects of daphnetin combined with Bcl2‑siRNA on antiapoptotic genes in synovial fibroblasts of rats with collagen‑induced arthritis."Mol Med Rep. 2018 Jan;17(1):884-890 16. [IF=9.811] Manjie Gao et al."High-Crystallinity Covalent Organic Framework Synthesized in Deep Eutectic Solvent: Potentially Effective Adsorbents Alternative to Macroporous Resin for Flavonoids."Chem Mater. 2021;33(20):8036-8051 17. [IF=3.963] Liang Yang et al."Plant secondary metabolite, daphnetin reduces extracellular polysaccharides production and virulence factors of Ralstonia solanacearum."Pestic Biochem Phys. 2021 Aug;:104948 |
7,8-dihydroxy-2H-chromen-2-one - Reference Information
| Dextera extract | Dextera is an effective ingredient extracted from Dextera, a plant of the genus Dextera. It has been artificially synthesized. Experiments show that Dextera has the effects of dilating coronary blood vessels, increasing coronary flow, reducing myocardial oxygen consumption, improving myocardial metabolism, promoting cardiac function recovery and anti-thrombosis. Clinically, it can be used for angina pectoris, coronary heart disease, thromboangiitis obliterans, etc. It can also be used for rheumatoid arthritis, because it also has certain anti-inflammatory and analgesic effects. Oral administration: 450mg once, 3 times a day. Occasional gastrointestinal reactions occurred after medication. Patients with bleeding tendency and pregnant women should use it with caution. |
| Original plant | Plant form: evergreen erect shrubs; The branches are thick, usually dichotomously branched, and the branchlets are nearly cylindrical, purple-red or purple-brown, and glabrous. Leaves alternate, papery, oblong or obovate-elliptic, 7-13cm long, 2.5-5cm wide, apex obtuse, base cuneate, margin entire, green above, light green below, glabrous on both sides, lateral veins 7-13 pairs, and midrib on both sides are obviously raised; Petiole stout, 4-10mm long, scattered rarely puberulent or glabrous. The outside of the flower is lavender-red, the inner surface is red, glabrous, several to 12 flowers form a terminal inflorescence; the bracts are lanceolate or ovate-lanceolate, 5-8mm long, 2-3mm wide, glabrous, and the veins are significantly raised; the calyx tube is tubular, 6-10mm long, glabrous, lobes 4, heart-shaped or ovate-lanceolate, base heart-shaped, equal to or more than the calyx tube; stamens 8,2 rounds, the lower wheel stamens are inserted above the middle of the calyx tube, the anther of the upper wheel stamens 1/2 extends out of the throat of the calyx tube, the filaments are 0.7mm long, the anthers are oblong, 2mm long; The ovary is oblong, glabrous, and the top is obtuse, the style is short, and the stigma is capitate. The fruit is red. The flowering period is from March to May and the fruit period is from July to August. Growth habits: Sex likes half-shade and ventilated environment, fear of exposure, and intolerance to drought. Plant distribution: Ruixiang is native to Huiyuanyan, Wuyishan City, Fujian Province, and is now cultivated in the south of the Yangtze River Basin. Figure 1 is a picture of Ruixiang flower. |
| chemical composition | ① the whole grass of dashae contains dashae glycoside [Daphnin, I .e. dashae glycoside, I .e. dashae glycoside, I .e. dashae glycoside -7-glucoside, Daphnetin-7-glucoside] about 2% ~ 4%, dashae glycoside (dashae glycoside)-8-glucoside, etc; and contains a large amount of umbelliferous lactone (7-hydroxycoumarin, Um-belliferone), etc. ② D.tangutica Maxim, one of the sources of "Zushi Ma: the stem bark contains hydrangea pavilion (Hydragetin), 7-hydroxycoumarin (Umbelliferone), cidentin (Daphnoretin), daphenin (Daphnetin), physcion methyl ether (Physcion), 7-methoxy-8-hydroxycoumarin, daphenoside (Daphnin), β-sitosterol, glyceric acid trisearate, α-balsamic alcohol acetate, etc.; the root contains: lignans: rosin (Pinoresinol), (-)-deciduous rosin [(-)-Lari-ciresinol], (-)-dihydrosesame fat [(-)-Dihydrosesamin], (±)-clove fat [(±)-Sy-ringaresinol], etc., coumarins: dashenin (Daphnetin), 7-hydroxy-8-methoxycoumarin (Hydragetin), dashenin (Daph-noretin), dashenin (Daphneticin), etc., in addition to dashenone (Daphneolone) and diterpene ester compounds Gnidchun (Gni-ditrin), etc. |
| anti-doubt effect | dexoside is orally administered to rabbits at 30-50 mg/kg, which can reduce blood coagulation. the strongest effect is on the 2nd-3rd day and lasts for 1-3 days. |
| medicinal properties | sexual taste: ① Jiangxi herbal handbook: "sweet, salty." (2) "Xinhua Materia Medica Outline": "Bitter, Xin, Wen.". Efficacy: dispelling wind and dampness, promoting blood circulation and stopping bleeding. Indications: ① "Drug Research": "Qingli boss, tooth pain should be contained." (2) "Compendium Supplements": "Dilute pox, cure milk rock beginning." ③" Xinhua Materia Medica Outline ":" Rheumatoid arthritis, sciatic nerve pain, toothache, sore throat, bruises, breast cancer and sores at the beginning ". usage and dosage: oral administration: decoction, 3~6g. External use: tamping or frying with water and gargling. Note: Jiangxi "Chinese Herbal Medicine Manual": "This product is anesthetic, and it should be taken with caution." |
| modern application | modern clinical application for the treatment of sciatica. Take fresh snow-frozen flowers, dry and grind them, and put them into capsules, each 0.4 grams; another potassium iodide is also put into capsules, each 0.6 grams (put into temporary service). Taking method: 2 capsules of Xueconghua capsule and 3 capsules of potassium iodide are taken in 1 dose, which are taken in 3 times. That is, take 1 capsule of Xuelonghua on the 1st night, 2 capsules of potassium iodide on the 2nd night, 1 capsule of Xuelonghua on the 3rd night, and 1 capsule of potassium iodide on the 3rd night. Take 2 doses as a course of treatment. If one course of treatment is invalid, the drug will be stopped; the elderly can take two courses of treatment. Others: Contains a lot of umbellide. When daphenin is orally administered to rabbits at 30-50 mg/kg, it can reduce blood viscosity, and the strongest effect is on the 2nd to 3rd day, and lasts for 1 to 3 days. And the blood tolerance to heparin decreased, the activity of factor II, VII, X decreased. Blood clot elasticity chart shows reaction time and blood clot formation prolonged. This effect can be antagonized by vitamin K. Daphenin can also promote the excretion of uric acid in the body. |
| Uses | Used for content determination/identification/pharmacological experiments and other pharmacological effects: Its pharmacological activities are extremely extensive, including the effect on Plasmodium, bactericidal effect, inhibition of protein kinase, anti-hemolysis and anti-lipid membrane peroxidation, antagonizing hemolysis caused by Beranquine and quinine, etc. Clinically, it is mainly used to treat various arthritis, thromboangiitis obliterans and angina pectoris. an active lactone found in plants. It is also a protein kinase inhibitor. |
Last Update：2024-04-09 19:05:12
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Product Name: 7,8-Dihydroxycoumarin Visit Supplier Webpage Request for quotationCAS: 486-35-1
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
Multiple SpecificationsSpot supply
Product Name: Daphnetin Visit Supplier Webpage Request for quotationCAS: 486-35-1
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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