2-Propen-1-one,1-[2,4-dihydroxy-5-(3-methyl-2-buten-1-yl)phenyl]-3-(4-hydroxyphenyl)-, (2E)-
(2E)-1-[2,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
CAS: 28448-85-3
Molecular Formula: C20H20O4
2-Propen-1-one,1-[2,4-dihydroxy-5-(3-methyl-2-buten-1-yl)phenyl]-3-(4-hydroxyphenyl)-, (2E)- - Names and Identifiers
| Name | (2E)-1-[2,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one |
| Synonyms | BAVACHALCONE Bavachalcone bavachalcone Roussochalcone B Broussochalcone B BROUSSOCHALCONE B (E)-1-[2,4-Dihydroxy-5-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one (2E)-1-[2,4-Dihydroxy-5-(3-methyl-2-buten-1-yl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one (2E)-1-[2,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one 2-Propen-1-one,1-[2,4-dihydroxy-5-(3-methyl-2-buten-1-yl)phenyl]-3-(4-hydroxyphenyl)-, (2E)- |
| CAS | 28448-85-3 |
| InChI | InChI=1/C20H20O4/c1-13(2)3-7-15-11-17(20(24)12-19(15)23)18(22)10-6-14-4-8-16(21)9-5-14/h3-6,8-12,21,23-24H,7H2,1-2H3/b10-6+ |
2-Propen-1-one,1-[2,4-dihydroxy-5-(3-methyl-2-buten-1-yl)phenyl]-3-(4-hydroxyphenyl)-, (2E)- - Physico-chemical Properties
| Molecular Formula | C20H20O4 |
| Molar Mass | 324.37 |
| Density | 1.243 |
| Melting Point | 168-169℃ |
| Boling Point | 549.6±50.0 °C(Predicted) |
| Flash Point | 300.2°C |
| Solubility | Soluble in organic solvents such as DMSO. |
| Vapor Presure | 1.09E-12mmHg at 25°C |
| Appearance | Yellow powder |
| pKa | 7.58±0.50(Predicted) |
| Storage Condition | 2-8℃ |
| Refractive Index | 1.658 |
| MDL | MFCD18427734 |
| Physical and Chemical Properties | derived from psoralen |
2-Propen-1-one,1-[2,4-dihydroxy-5-(3-methyl-2-buten-1-yl)phenyl]-3-(4-hydroxyphenyl)-, (2E)- - Reference
| Reference Show more | 1. Dang, Yanqi, et al. "Bavachalcone-induced manganese superoxide dismutase expression through the AMP-activated protein kinase pathway in human endothelial cells." Pharmacology 95.3-4 (2015): 105-110.https://doi.org/10.1159/000375452 2. Dang, Yanqi, et al. "Bavachalcone enhances RORα expression, controls Bmal1 circadian transcription, and depresses cellular senescence in human endothelial cells." Evidence-Based Complementary and Alternative Medicine 2015 (2015).https://doi.org/10.1155/201 3. Shi, Yurui, et al. "Determination and Pharmacokinetics of Okanin in Rat Plasma by UltraHigh Performance Liquid Chromatography Coupled with Triple-Quadrupole Tandem Mass Spectrometry." Journal of analytical methods in chemistry 2020 (2020).https://doi.org/1 4. Qian, Yun, et al. "2′-Hydroxychalcone Induced Cytotoxicity via Oxidative Stress in the Lipid-Loaded Hepg2 Cells." Frontiers in pharmacology 10 (2019): 1390.https://doi.org/10.3389/fphar.2019.01390 5. Chen, Zhi-Jing, et al. "Dietary total prenylflavonoids from the fruits of Psoralea corylifolia L. prevents age-related cognitive deficits and down-regulates Alzheimer’s markers in SAMP8 mice." Molecules 23.1 (2018): 196.https://doi.org/10.3390/molecules230 6. [IF=3.935] Tiehua Zhang et al."Quantitative structure-activity relationship for estrogenic flavonoids from Psoralea corylifolia."J Pharmaceut Biomed. 2018 Nov;161:129 7. [IF=3.267] Zhi-Jing Chen et al."Dietary Total Prenylflavonoids from the Fruits of Psoralea corylifolia L. Prevents Age-Related Cognitive Deficits and Down-Regulates Alzheimer’s Markers in SAMP8 Mice."Molecules. 2018 Jan;23(1):196 8. [IF=1.813] Dang Yanqi et al."Bavachalcone Enhances RORα Expression, Controls Bmal1 Circadian Transcription, and Depresses Cellular Senescence in Human Endothelial Cells."Evid-Based Compl Alt. 2015;2015:920431 9. [IF=1.625] Yanqi Dang et al."Bavachalcone-Induced Manganese Superoxide Dismutase Expression through the AMP-Activated Protein Kinase Pathway in Human Endothelial Cells."Pharmacology. 2015;95(3-4):105-110 10. [IF=4.225] Qian Yun et al."2′-Hydroxychalcone Induced Cytotoxicity via Oxidative Stress in the Lipid-Loaded Hepg2 Cells."Front Pharmacol. 2019 Nov;0:1390 11. [IF=2.193] Shi Yurui et al."Determination and Pharmacokinetics of Okanin in Rat Plasma by UltraHigh Performance Liquid Chromatography Coupled with Triple-Quadrupole Tandem Mass Spectrometry."J Anal Methods Chem. 2020;2020:4247128 12. [IF=1.718] FENG Yingying et al."Mechanism of inhibition of α-glucosidase activity by bavachalcone."Food Sci Tech-Brazil. 2022 Mar;42: |
2-Propen-1-one,1-[2,4-dihydroxy-5-(3-methyl-2-buten-1-yl)phenyl]-3-(4-hydroxyphenyl)-, (2E)- - Reference Information
| overview | traditional Chinese medicine psoralen is a dry and mature fruit of leguminous plant psoralen. it is warm in nature and pungent in taste. it has the effect of tonifying kidney and helping yang. it is mainly used to treat kidney deficiency, cold diarrhea, impotence, frequent urination, low back and knee cold pain, asthenia cough, and external application can treat vitiligo. Modern studies have shown that psoralea coralea has biological activities such as dilating blood vessels, increasing myocardial contractility, antibacterial, anti-tumor, estrogen-like and treating vitiligo. The chemical composition of psoralea corylifolia is complex. So far, more than 40 compounds such as coumarin, flavonoids, isoflavones, chalcone and terpene phenols have been isolated from them at home and abroad, some of which are physiologically active substances, such as psoralen and isopsoralen It can inhibit the growth of human gastric cancer cell BGC- 823, and psoralea corylifolia has cytotoxic activity on human gastric cancer cell SNU - 1 and SNU -16. In the process of studying anti-cancer plant DNA cleavage agents, it was found that the ethanol extract of psoralea corylifolia had a strong cleavage effect on DN A. In order to discover the DNA cleavage agent with anticancer effect, the chemical composition of psoralen was isolated and identified. Four compounds were obtained from them, and their structures were determined by spectral analysis (nuclear magnetic resonance hydrogen spectrum, carbon spectrum and mass spectrum) as psoralen chalcone (bavachalcone), psoralen chromophorin, pine alcohol and p-hydroxybenzaldehyde respectively. |
| use | psoralen chalcone soluble liquid can be used in rice, apples and various vegetables to prevent and control rice blast, apple rot, cucumber anthracnose, tomato late blight, pepper anthracnose, cucumber gray mold, rice sheath blight and other plant fungal diseases, it can also be used to control important plant diseases such as tomato mosaic virus disease, soybean mosaic virus disease, tobacco mosaic virus disease, tobacco potato virus Y disease, etc. |
| biological activity | psoralea corylifolia chalcone (Bavachalcone) is a compound isolated from psoralea corylifolia, widely used in traditional Chinese medicine, with antibiotic and anti-cancer activities. |
| chemical properties | derived from psoralea corylifolia |
Last Update：2024-04-09 15:16:37
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