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Fisetin

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Many myeloblastosis (MYB) transcription factors have been identified in a variety of fruits and plants, including strawberries, maize, and arabidopsis, as being important in the regulation of flavonoid biosynthesis and accumulation. These transcription factors continue to be studied in plant model organisms such as maize and Arabidopsis.
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The environment of the plant has also been shown to affect the flavonoid biosynthesis pathway. Shorter wavelengths of light, ranging from blue to UV light, allow for higher production and accumulation of flavonoids in fruits. These wavelengths activate enzymes that are involved in the phenylpropanoid
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Flavonoid biosynthesis gene regulation occurs through the interaction of different transcription factors. Depending on the combination of transcription factor interactions, the structural genes involved in flavonoid biosynthesis are expressed in specific locations of the plant and at specific times.
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and has been shown in laboratory studies to extend the life of yeast, worms, flies, and mice. Like the other compounds, it has also been shown to be reactive in many different assays of biological activities, raising the possibility that any drug generated from fisetin would have too many side
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Viñas, P.; Martínez-Castillo, N.; Campillo, N.; Hernández-Córdoba, M. (2011). "Directly suspended droplet microextraction with in injection-port derivatization coupled to gas chromatography–mass spectrometry for the analysis of polyphenols in herbal infusions, fruits and functional foods".
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Medical research on humans is at a very early stage, and health claims are therefore not well supported. In vitro results or animal studies may and often do seriously differ from actual performance in human metabolism observed in double blind randomized reviewed studies.
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Yousefzadeh, Matthew J.; Zhu, Yi; McGowan, Sara J.; Angelini, Luise; Fuhrmann-Stroissnigg, Heike; Xu, Ming; Ling, Yuan Yuan; Melos, Kendra I.; Pirtskhalava, Tamar; Inman, Christina L.; McGuckian, Collin (2018-10-01).
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Salerno, S.; Da Settimo, F.; Taliani, S.; Simorini, F.; La Motta, C.; Fornaciari, G.; Marini, A. M. (2010). "Recent advances in the development of dual topoisomerase I and II inhibitors as anticancer drugs".
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help control changes in the flavonoid's solubility and reactivity by catalyzing the addition of things such as methyl groups and sugars. This allows for controlled fluctuations in physiological activities.
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in the cell membrane. Like other flavonoids, it has a planar structure, with multiple carbon rings. It scavenges free radicals as a result of its electron-donating capacity, due to the presence of two
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De Santi, C.; Pietrabissa, A.; Mosca, F.; Pacifici, G. M. (2002). "Methylation of quercetin and fisetin, flavonoids widely distributed in edible vegetables, fruits and wine, by human liver".
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colouring agent. It is also found in many fruits and vegetables, such as strawberries, apples, persimmons, onions and cucumbers. Its chemical formula was first described by Austrian chemist
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Salmela, Anna-Leena; Pouwels, Jeroen; Varis, Asta; Kukkonen, Anu M.; Toivonen, Pauliina; Halonen, Pasi K.; Perälä, Merja; Kallioniemi, Olli; Gorbsky, Gary J.; Kallio, Marko J. (2009).
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Yousefzadeh, Matthew J.; Zhu, Yi; McGowan, Sara J.; Angelini, Luise; Fuhrmann-Stroissnigg, Heike; Xu, Ming; Ling, Yuan Yuan; Melos, Kendra I.; Pirtskhalava, Tamar (2018-09-29).
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agent in wild-type mice, with effects of increased lifespan, reduced senescence markers in tissues, and reduced age-related pathologies. Studies of cell cultures of senescent
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Sahu, Bidya Dhar; Kalvala, Anil Kumar; Koneru, Meghana; Kumar, Jerald Mahesh; Kuncha, Madhusudana; Rachamalla, Shyam Sunder; Sistla, Ramakrishna (September 3, 2014).
3113: 2804: 2620: 2615: 3103: 2635: 2630: 3333: 2651: 3155: 834:). The activity of different enzymes, including isomerases and hydroxylases, alter the backbone depending on the subclass of the flavonoid being produced. 3186: 144: 513: 3269: 3265: 3261: 1346:"It's not an apple a day after all -- it's strawberries: Flavonoids could represent two-fisted assault on diabetes and nervous system disorders" 3150: 847:
and flavonoid biosynthesis pathways, stimulating the production of flavonoids. The level of stimulation can vary between individual fruits.
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Gupta, SC; et al. (1 October 2014). "Downregulation of tumor necrosis factor and other proinflammatory biomarkers by polyphenols".
2771: 2677: 1061:"Ameliorative Effect of Fisetin on Cisplatin-Induced Nephrotoxicity in Rats via Modulation of NF-ÎşB Activation and Antioxidant Defence" 1509:"Comparison of the main components and bioactivity of Rhus verniciflua Stokes extracts by different detoxification processing methods" 3191: 1292:
Maher, Pamela; Dargusch, Richard; Ehren, Jennifer L.; Okada, Shinichi; Sharma, Kumar; Schubert, David (2011). Deli, Maria A. (ed.).
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Fisetin has shown anti-cancer activity in studies on cells and model animals conducted in laboratories, and appears to block the
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Manufacturers, promoters and sellers of fisetin dietary supplements make various claims of supposed health benefits for humans.
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from 4-coumaroyl-CoA. All flavonoids are derived from this chalcone backbone (this family being the so-called
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In studies conducted on cells in a laboratory, fisetin inhibits the activity of several pro-inflammatory
856: 342: 184: 686: 2646: 2687: 2600: 1294:"Fisetin Lowers Methylglyoxal Dependent Protein Glycation and Limits the Complications of Diabetes" 875: 359: 2401: 1345: 952: 909:. A clinical trial in the U.S. was under way as of October 2018 to show effectiveness in humans. 887: 1930: 1507:
Lee, Seon-Ok; Kim, Sung-Ji; Kim, Ju-Sung; Ji, Hyuk; Lee, Eun-Ok; Lee, Hyo-Jeong (2021-06-02).
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InChI=1S/C15H10O6/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7/h1-6,16-18,20H
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InChI=1/C15H10O6/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7/h1-6,16-18,20H
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Zoratti, L.; Karppinen, K.; Escobar, A.L.; Haggman, H.; Jaakola, L. (October 9, 2014).
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have shown that fisetin induces apoptosis by inhibition of the anti-apoptotic protein
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apples, and grapes. Fisetin can be extracted from fruit and herbal sources in juices,
3002: 2372: 2323: 2267: 2196: 2167: 2143: 2092: 2074: 2035: 1999: 1959: 1906: 1857: 1816: 1798: 1756: 1696: 1645: 1594: 1540: 1489: 1454: 1415: 1333: 1274: 1225: 1143: 1100: 1041: 823: 1708: 310: 23: 2491: 2436: 2362: 2354: 2313: 2305: 2257: 2247: 2186: 2176: 2133: 2125: 2082: 2066: 2027: 1991: 1949: 1939: 1896: 1888: 1847: 1806: 1788: 1746: 1738: 1686: 1678: 1635: 1625: 1584: 1574: 1563:"Flavanoids: biosynthesis, biological functions, and biotechnological applications" 1530: 1520: 1481: 1446: 1405: 1323: 1313: 1264: 1237: 1215: 1198: 1131: 1090: 1080: 1031: 1021: 436: 2214: 1665:"Nicotinamide is an inhibitor of SIRT1 in vitro, but can be a stimulator in cells" 3218: 2907: 2386: 1892: 1742: 1450: 1392:
Arai, Y.; Watanabe, S.; Kimira, M.; Shimoi, K.; Mochizuki, R.; Kinae, N. (2000).
1318: 1085: 819: 811: 2070: 1793: 2031: 1836:"How should we assess the effects of exposure to dietary polyphenols in vitro?" 1435: 956: 948: 663: 600: 588: 491: 1995: 1682: 1525: 3327: 3118: 2573: 2501: 2252: 2078: 1802: 1167:. Texas A&M Agricultural Research and Extension Center at. Archived from 921: 815: 651: 611: 579: 479: 235: 2358: 2181: 1926:"Fisetin and Quercetin: Promising Flavonoids with Chemopreventive Potential" 1630: 1579: 1410: 1393: 3017: 2962: 2937: 2902: 2787: 2376: 2327: 2271: 2200: 2147: 2096: 2039: 2003: 1963: 1910: 1861: 1852: 1835: 1820: 1760: 1700: 1649: 1598: 1544: 1493: 1458: 1419: 1337: 1278: 1229: 1104: 1045: 835: 556: 2309: 1168: 1026: 3301: 2952: 2947: 2922: 2827: 2793: 2775: 2765: 2761: 944: 929: 567: 1944: 1269: 224: 3306: 3012: 3007: 2987: 2972: 2957: 2897: 2833: 2809: 2781: 2750: 2697: 2567: 2553: 2529: 2486: 2481: 2476: 2129: 1135: 879: 831: 822:. This is the compound that enters the flavonoid biosynthesis pathway. 807: 736: 696: 643: 548: 459: 255: 195: 1220: 1193: 1005: 3093: 2997: 2992: 2977: 2932: 2927: 2912: 2892: 2887: 2877: 2709: 2669: 2537: 2511: 2506: 2496: 2451: 1485: 937: 913: 906: 894: 883: 868: 803: 756: 716: 659: 627: 544: 1119: 490:
Except where otherwise noted, data are given for materials in their
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of fisetin has been studied in many laboratory assays; like other
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Wyld L, Bellantuono I, Tchkonia T, Danson S, Kirkland JL (2020).
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Fisetin can be found in a wide variety of plants. It is found in
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International Journal of Clinical Pharmacology and Therapeutics
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Kroon, PA; Clifford, MN; Crozier, A; et al. (July 2004).
1611: 642:). Many fruits and vegetables also contain fisetin, including 551:. It can be found in many plants, where it serves as a yellow/ 2815: 2160: 2052: 1773: 1731:
Biochimica et Biophysica Acta (BBA) - Proteins and Proteomics
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Ferreyra, M.L.; Rius, S.P.; Casati, P. (September 28, 2012).
766: 726: 706: 655: 552: 155: 133: 1120:"Studien ĂĽber Quercetin und seine Derivate, VII. Abhandlung" 347: 2340: 2233: 647: 630:, fisetin provides the color of the traditional yellow dye 622: 276: 1006:
Rodríguez-García C, Sánchez-Quesada C, Gaforio JJ (2019).
2236:"SIRT1 Activation by Natural Phytochemicals: An Overview" 947:, an endogenous antioxidant. It has direct activity as a 1391: 1291: 1500: 1058: 955:
to neutralize them. Studies suggest that it lodges in
2294:"Fisetin: a dietary antioxidant for health promotion" 1923: 905:. Fisetin has roughly twice the senolytic potency as 2292:
Khan, N; Syed, DN; Ahmad, N; Mukhtar, H (Jul 2013).
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groups on one ring and a hydroxyl group on another.
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Fisetin has been shown in lab studies to upregulate
1614:"Light-controlled flavanoid biosynthesis in fruits" 1556: 1554: 264: 2416: 2234:Iside C, Scafuro M, Nebbioso A, Altucci L (2020). 1977: 1975: 1973: 1560: 1159: 650:, and infusions such as teas. It is also found in 73:2-(3,4-Dihydroxyphenyl)-3,7-dihydroxychromen-4-one 1194:"Antibacterial Effect of Fisetin and Fisetinidin" 3325: 2112:"Senolytic drugs: from discovery to translation" 2109: 1551: 970:In vitro screening has identified fisetin as an 928:(NF-ÎşB). The anti-inflammatory action is due to 309: 1970: 1387: 1385: 1383: 1381: 874:In lab studies fisetin has been shown to be an 810:subgroup. Flavonoid synthesis begins with the 119: 2287: 2285: 2283: 2281: 2010: 1924:Kashyap D, Garg VK, Tuli HS, Sandhu S (2019). 1868: 1720: 1718: 1431: 1429: 1379: 1377: 1375: 1373: 1371: 1369: 1367: 1365: 1363: 1361: 1250: 1191: 1001: 999: 871:activation, and prevent apoptosis resistance. 2402: 826:, the first enzyme of this pathway, produces 2227: 2154: 2103: 1917: 1827: 1656: 1465: 3334:17β-Hydroxysteroid dehydrogenase inhibitors 2278: 1715: 1506: 1426: 1358: 996: 886:, it has been found in lab studies to be a 2643:(kaempferol-3-O-robinoside-7-O-rhamnoside) 2409: 2395: 1513:BMC Complementary and Alternative Medicine 893:Fisetin has been shown to be an effective 362: 245: 203: 2366: 2317: 2261: 2251: 2190: 2180: 2137: 2086: 1953: 1943: 1900: 1851: 1810: 1792: 1750: 1727:"Biochemical effects of SIRT1 activators" 1690: 1662: 1639: 1629: 1588: 1578: 1534: 1524: 1409: 1327: 1317: 1268: 1219: 1094: 1084: 1052: 1035: 1025: 977: 582:, such as trees and shrubs in the family 421:O=C1c3c(O/C(=C1/O)c2ccc(O)c(O)c2)cc(O)cc3 329: 2836:(galloylated 3-O-glucoside of quercetin° 1285: 1162:"Chemistry of Acacia's from South Texas" 867:, along with other mechanisms to induce 626:, which contains the sumacs. Along with 2626:Kaempferol 7-O-alpha-L-rhamnofuranoside 1984:Archives of Biochemistry and Biophysics 358: 223: 60:2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-4 3326: 2591:Kaempferol 3-alpha-D-arabinopyranoside 2586:Kaempferol 3-alpha-L-arabinopyranoside 1155: 1153: 1117: 899:human umbilical vein endothelial cells 850: 484:330 Â°C (626 Â°F; 603 K) 236: 2753:(quercetin-3-O-α-L-arabinofuranoside) 2390: 1981: 818:, an amino acid, is transformed into 573: 390:Key: XHEFDIBZLJXQHF-UHFFFAOYSA-N 183: 163: 1874: 1724: 1670:Cellular and Molecular Life Sciences 2660:(Kaempferol 3-O-beta-D-galactoside) 1150: 400:Key: XHEFDIBZLJXQHF-UHFFFAOYAQ 300: 284: 13: 2298:Antioxidants & Redox Signaling 1875:Syed, DN; et al. (Sep 2013). 14: 3360: 1251:Fiorani, M.; Accorsi, A. (2005). 1192:Gábor, M.; Eperjessy, E. (1966). 959:and prevents oxidative damage to 882:in several ways. Like some other 2596:Kaempferol 7-alpha-L-arabinoside 2110:Kirkland JL, Tchkonia T (2020). 1257:The British Journal of Nutrition 498: 31: 22: 2334: 2207: 2046: 1767: 1605: 1352:(Press release). June 28, 2011. 797: 634:, which was extracted from the 494:(at 25 Â°C , 100 kPa). 3074:(Azaleatin 3-O-α-L-rhamnoside) 2693:Myricetin-3-O-neohesperidoside 2417:Flavonols and their conjugates 1244: 1185: 1111: 1: 2576:(kaempferol 3,7-dirhamnoside) 989: 49:3,3′,4′,7-Tetrahydroxyflavone 3096:(Eupatolitin 3-O-rhamnoside) 2654:(Kaempferol 3-O-sophoroside) 2582:(Kaempferol 3-O-arabinoside) 2117:Journal of Internal Medicine 1893:10.2174/18715206113139990129 1743:10.1016/j.bbapap.2009.10.025 1451:10.1016/j.chroma.2010.12.026 1319:10.1371/journal.pone.0021226 1086:10.1371/journal.pone.0105070 464:286.2363 g/mol 7: 3045:Isorhamnetin 3-O-rutinoside 2796:(quercetin 3-O-glucuronide) 2784:(quercetin 3-O-galactoside) 2439:(synthetic) and derivatives 2071:10.1016/j.ebiom.2018.09.015 1794:10.1016/j.ebiom.2018.09.015 1439:Journal of Chromatography A 951:, chemically reacting with 918:tumor necrosis factor alpha 857:sirtuin-activating compound 10: 3365: 3090:(Eupalitin 3-0-rhamnoside) 3082:Centaureidin 7-O-glucoside 3051:Isorhamnetin 3-O-glucoside 2830:(quercetin 4'-O-glucoside) 2812:(quercetin 3-O-rhamnoside) 2800:Quercetin 3,4'-diglucoside 2790:(quercetin 3-O-glucoside) 2700:(Myricetin 3-O-rhamnoside) 2570:(kaempferol 3-O-glucoside) 2032:10.2174/092986710793361252 1881:Anticancer Agents Med Chem 1663:Hwang ES, Song SB (2017). 1618:Frontiers in Plant Science 1567:Frontiers in Plant Science 687:Toxicodendron vernicifluum 3289: 3282: 3254: 3238: 3231: 3211: 3204: 3164: 3143: 3136: 3064: 3033: 3026: 2865: 2855: 2743: 2735:Quercetin 3,4'-bissulfate 2730:Quercetin 3,3'-bissulfate 2717: 2707: 2682:Myricetin 3-O-arabinoside 2667: 2647:Kaempferol 3-O-rutinoside 2564:(Kaempferol 3-rhamnoside) 2551: 2527: 2520: 2459: 2450: 2429: 2422: 2240:Frontiers in Pharmacology 1996:10.1016/j.abb.2014.06.006 1683:10.1007/s00018-017-2527-8 1526:10.1186/s12906-018-2310-x 668:Callitropsis nootkatensis 620:and species of the genus 610:), members of the family 488: 429: 409: 374: 103: 77:(not to be confused with 70: 54: 44: 39: 30: 21: 3344:Topoisomerase inhibitors 3056:Tamarixetin 7-rutinoside 2824:(quercetin-3-D-xyloside) 2688:Myricetin 3-O-rutinoside 2611:Kaempferol 4'-rhamnoside 2606:Kaempferol 3-lathyroside 2601:Kaempferol 7-O-glucoside 2253:10.3389/fphar.2020.01225 1725:Baur, JA (August 2010). 1398:The Journal of Nutrition 1160:Forbes TDA, Clement BA. 932:of the pro-inflammatory 876:anti-proliferative agent 658:. It is also present in 570:it has many activities. 3114:Patuletin 7-O-glucoside 2805:Quercetin-3-sophorodide 2621:Kaempferol 7-rhamnoside 2616:Kaempferol 5-rhamnoside 2182:10.3390/cancers12082134 1631:10.3389/fpls.2014.00534 1580:10.3389/fpls.2012.00222 953:reactive oxygen species 888:topoisomerase inhibitor 878:, interfering with the 3104:Jaceidin 7-O-glucoside 2818:(quercetin rutinoside) 1124:Monatshefte fĂĽr Chemie 978:Health benefits claims 926:nuclear factor kappa B 860:effects to be useful. 586:, such as the acacias 3297:Hydroxyethylrutosides 3121:(Rhamnetin glycoside) 2859:-Methylated flavonols 2725:Quercetin 3-O-sulfate 2636:Kaempferol 7-xyloside 2631:Kaempferol 3-xyloside 2359:10.1093/carcin/bgp101 2310:10.1089/ars.2012.4901 1411:10.1093/jn/130.9.2243 1027:10.3390/antiox8050137 865:PI3K/AKT/mTOR pathway 607:Gleditsia triacanthos 604:), the honey locust ( 56:Systematic IUPAC name 3137:Derivative flavonols 2652:Sophoraflavonoloside 1853:10.1093/ajcn/80.1.15 934:transcription factor 662:species such as the 2873:5-O-methylmyricetin 1945:10.3390/biom9050174 1310:2011PLoSO...621226M 1270:10.1079/bjn20051504 1212:1966Natur.212.1273G 1118:Herzig, J. (1891). 1077:2014PLoSO...9j5070S 851:Biological activity 598:, the parrot tree ( 564:biological activity 64:-1-benzopyran-4-one 18: 3156:Dihydronoricaritin 2130:10.1111/joim.13141 1136:10.1007/BF01538594 814:pathway, in which 636:Eurasian smoketree 617:Quebracho colorado 595:Acacia berlandieri 574:Biological sources 521:Infobox references 16: 3321: 3320: 3317: 3316: 3278: 3277: 3227: 3226: 3200: 3199: 3187:Dihydrophelloside 3132: 3131: 3128: 3127: 2851: 2850: 2847: 2846: 2843: 2842: 2446: 2445: 1840:Am. J. Clin. Nutr 1677:(18): 3347–3362. 1221:10.1038/2121273a0 824:Chalcone synthase 795: 794: 679:Amount of Fisetin 529:Chemical compound 527: 526: 343:CompTox Dashboard 145:Interactive image 82: 3356: 3287: 3286: 3236: 3235: 3209: 3208: 3141: 3140: 3031: 3030: 2863: 2862: 2715: 2714: 2525: 2524: 2457: 2456: 2437:3-Hydroxyflavone 2427: 2426: 2411: 2404: 2397: 2388: 2387: 2381: 2380: 2370: 2353:(6): 1032–1040. 2338: 2332: 2331: 2321: 2289: 2276: 2275: 2265: 2255: 2231: 2225: 2224: 2222: 2221: 2211: 2205: 2204: 2194: 2184: 2158: 2152: 2151: 2141: 2107: 2101: 2100: 2090: 2050: 2044: 2043: 2014: 2008: 2007: 1979: 1968: 1967: 1957: 1947: 1921: 1915: 1914: 1904: 1872: 1866: 1865: 1855: 1831: 1825: 1824: 1814: 1796: 1771: 1765: 1764: 1754: 1722: 1713: 1712: 1694: 1660: 1654: 1653: 1643: 1633: 1609: 1603: 1602: 1592: 1582: 1558: 1549: 1548: 1538: 1528: 1504: 1498: 1497: 1486:10.5414/cpp40207 1469: 1463: 1462: 1433: 1424: 1423: 1413: 1404:(9): 2243–2250. 1389: 1356: 1353: 1341: 1331: 1321: 1289: 1283: 1282: 1272: 1248: 1242: 1241: 1223: 1189: 1183: 1182: 1180: 1179: 1173: 1166: 1157: 1148: 1147: 1115: 1109: 1108: 1098: 1088: 1056: 1050: 1049: 1039: 1029: 1003: 673: 672: 511: 505: 502: 501: 437:Chemical formula 367: 366: 351: 349: 333: 313: 302: 288: 268: 249: 238: 227: 207: 187: 167: 147: 123: 84:5-Deoxyquercetin 76: 35: 26: 19: 15: 3364: 3363: 3359: 3358: 3357: 3355: 3354: 3353: 3324: 3323: 3322: 3313: 3274: 3250: 3232:Furanoflavonols 3223: 3219:Karanjachromene 3205:Pyranoflavonols 3196: 3160: 3124: 3060: 3034:of isorhamnetin 3022: 2908:Chrysosplenetin 2839: 2774:(quercetin 3-di 2764:(quercetin 3-O- 2739: 2703: 2663: 2547: 2516: 2442: 2418: 2415: 2385: 2384: 2339: 2335: 2290: 2279: 2232: 2228: 2219: 2217: 2213: 2212: 2208: 2159: 2155: 2108: 2104: 2051: 2047: 2026:(35): 4270–90. 2015: 2011: 1980: 1971: 1922: 1918: 1887:(7): 995–1001. 1873: 1869: 1832: 1828: 1772: 1768: 1723: 1716: 1661: 1657: 1610: 1606: 1559: 1552: 1505: 1501: 1470: 1466: 1434: 1427: 1390: 1359: 1344: 1290: 1286: 1249: 1245: 1190: 1186: 1177: 1175: 1174:on May 15, 2011 1171: 1164: 1158: 1151: 1116: 1112: 1057: 1053: 1004: 997: 992: 980: 853: 820:4-coumaroyl-CoA 812:phenylpropanoid 800: 680: 576: 530: 523: 518: 517: 516:  ?) 507: 503: 499: 495: 453: 449: 445: 439: 425: 422: 417: 416: 405: 402: 401: 398: 392: 391: 388: 382: 381: 370: 352: 345: 336: 316: 303: 291: 271: 258: 230: 210: 190: 170: 150: 137: 126: 113: 99: 97: 95: 93: 91: 89: 87: 85: 83: 74: 66: 65: 50: 12: 11: 5: 3362: 3352: 3351: 3346: 3341: 3336: 3319: 3318: 3315: 3314: 3312: 3311: 3310: 3309: 3304: 3293: 3291: 3284: 3280: 3279: 3276: 3275: 3273: 3272: 3258: 3256: 3252: 3251: 3249: 3248: 3242: 3240: 3233: 3229: 3228: 3225: 3224: 3222: 3221: 3215: 3213: 3206: 3202: 3201: 3198: 3197: 3195: 3194: 3189: 3184: 3179: 3174: 3168: 3166: 3162: 3161: 3159: 3158: 3153: 3147: 3145: 3138: 3134: 3133: 3130: 3129: 3126: 3125: 3123: 3122: 3116: 3107: 3097: 3091: 3085: 3075: 3068: 3066: 3062: 3061: 3059: 3058: 3053: 3048: 3037: 3035: 3028: 3024: 3023: 3021: 3020: 3015: 3010: 3005: 3000: 2995: 2990: 2985: 2980: 2975: 2970: 2965: 2960: 2955: 2950: 2945: 2940: 2935: 2930: 2925: 2920: 2915: 2910: 2905: 2900: 2895: 2890: 2885: 2880: 2875: 2869: 2867: 2860: 2853: 2852: 2849: 2848: 2845: 2844: 2841: 2840: 2838: 2837: 2831: 2825: 2819: 2813: 2807: 2802: 2797: 2791: 2785: 2779: 2769: 2759: 2754: 2747: 2745: 2741: 2740: 2738: 2737: 2732: 2727: 2721: 2719: 2712: 2708:Conjugates of 2705: 2704: 2702: 2701: 2695: 2690: 2685: 2674: 2672: 2668:Glycosides of 2665: 2664: 2662: 2661: 2655: 2649: 2644: 2638: 2633: 2628: 2623: 2618: 2613: 2608: 2603: 2598: 2593: 2588: 2583: 2577: 2571: 2565: 2558: 2556: 2552:Glycosides of 2549: 2548: 2546: 2545: 2540: 2534: 2532: 2528:Glycosides of 2522: 2518: 2517: 2515: 2514: 2509: 2504: 2499: 2494: 2489: 2484: 2479: 2474: 2469: 2463: 2461: 2454: 2448: 2447: 2444: 2443: 2441: 2440: 2433: 2431: 2424: 2420: 2419: 2414: 2413: 2406: 2399: 2391: 2383: 2382: 2347:Carcinogenesis 2333: 2277: 2226: 2206: 2153: 2124:(5): 518–536. 2102: 2045: 2009: 1969: 1916: 1867: 1826: 1766: 1737:(8): 1626–34. 1714: 1655: 1604: 1550: 1499: 1480:(5): 207–212. 1464: 1445:(5): 639–646. 1425: 1357: 1355: 1354: 1284: 1263:(3): 338–345. 1243: 1206:(5067): 1273. 1184: 1149: 1110: 1071:(9): e105070. 1051: 994: 993: 991: 988: 979: 976: 957:cell membranes 949:reducing agent 852: 849: 799: 796: 793: 792: 789: 783: 782: 779: 773: 772: 769: 763: 762: 759: 753: 752: 749: 743: 742: 739: 733: 732: 729: 723: 722: 719: 713: 712: 709: 703: 702: 699: 693: 692: 689: 683: 682: 677: 664:yellow cypress 652:Monocotyledons 601:Butea frondosa 589:Acacia greggii 580:Eudicotyledons 575: 572: 528: 525: 524: 519: 497: 496: 492:standard state 489: 486: 485: 482: 476: 475: 472: 466: 465: 462: 456: 455: 451: 447: 443: 440: 435: 432: 431: 427: 426: 424: 423: 420: 412: 411: 410: 407: 406: 404: 403: 399: 396: 395: 393: 389: 386: 385: 377: 376: 375: 372: 371: 369: 368: 355: 353: 341: 338: 337: 335: 334: 326: 324: 318: 317: 315: 314: 306: 304: 296: 293: 292: 290: 289: 281: 279: 273: 272: 270: 269: 261: 259: 254: 251: 250: 240: 232: 231: 229: 228: 220: 218: 212: 211: 209: 208: 200: 198: 192: 191: 189: 188: 180: 178: 172: 171: 169: 168: 160: 158: 152: 151: 149: 148: 140: 138: 131: 128: 127: 125: 124: 116: 114: 109: 106: 105: 101: 100: 72: 68: 67: 59: 58: 52: 51: 48: 42: 41: 37: 36: 28: 27: 9: 6: 4: 3: 2: 3361: 3350: 3347: 3345: 3342: 3340: 3337: 3335: 3332: 3331: 3329: 3308: 3305: 3303: 3300: 3299: 3298: 3295: 3294: 3292: 3288: 3285: 3283:Semisynthetic 3281: 3271: 3267: 3263: 3262:Pongamoside A 3260: 3259: 3257: 3253: 3247: 3244: 3243: 3241: 3237: 3234: 3230: 3220: 3217: 3216: 3214: 3210: 3207: 3203: 3193: 3190: 3188: 3185: 3183: 3180: 3178: 3175: 3173: 3170: 3169: 3167: 3163: 3157: 3154: 3152: 3149: 3148: 3146: 3142: 3139: 3135: 3120: 3119:Xanthorhamnin 3117: 3115: 3111: 3108: 3105: 3101: 3098: 3095: 3092: 3089: 3086: 3083: 3079: 3076: 3073: 3070: 3069: 3067: 3063: 3057: 3054: 3052: 3049: 3046: 3042: 3039: 3038: 3036: 3032: 3029: 3025: 3019: 3016: 3014: 3011: 3009: 3006: 3004: 3001: 2999: 2996: 2994: 2991: 2989: 2986: 2984: 2981: 2979: 2976: 2974: 2971: 2969: 2966: 2964: 2961: 2959: 2956: 2954: 2951: 2949: 2946: 2944: 2941: 2939: 2936: 2934: 2931: 2929: 2926: 2924: 2921: 2919: 2916: 2914: 2911: 2909: 2906: 2904: 2901: 2899: 2896: 2894: 2891: 2889: 2886: 2884: 2881: 2879: 2876: 2874: 2871: 2870: 2868: 2864: 2861: 2858: 2854: 2835: 2832: 2829: 2826: 2823: 2820: 2817: 2814: 2811: 2808: 2806: 2803: 2801: 2798: 2795: 2792: 2789: 2786: 2783: 2780: 2777: 2773: 2770: 2767: 2763: 2760: 2758: 2755: 2752: 2749: 2748: 2746: 2742: 2736: 2733: 2731: 2728: 2726: 2723: 2722: 2720: 2716: 2713: 2711: 2706: 2699: 2696: 2694: 2691: 2689: 2686: 2683: 2679: 2676: 2675: 2673: 2671: 2666: 2659: 2656: 2653: 2650: 2648: 2645: 2642: 2639: 2637: 2634: 2632: 2629: 2627: 2624: 2622: 2619: 2617: 2614: 2612: 2609: 2607: 2604: 2602: 2599: 2597: 2594: 2592: 2589: 2587: 2584: 2581: 2578: 2575: 2574:Kaempferitrin 2572: 2569: 2566: 2563: 2560: 2559: 2557: 2555: 2550: 2544: 2541: 2539: 2536: 2535: 2533: 2531: 2526: 2523: 2519: 2513: 2510: 2508: 2505: 2503: 2502:Quercetagetin 2500: 2498: 2495: 2493: 2490: 2488: 2485: 2483: 2480: 2478: 2475: 2473: 2470: 2468: 2465: 2464: 2462: 2458: 2455: 2453: 2449: 2438: 2435: 2434: 2432: 2428: 2425: 2421: 2412: 2407: 2405: 2400: 2398: 2393: 2392: 2389: 2378: 2374: 2369: 2364: 2360: 2356: 2352: 2348: 2344: 2337: 2329: 2325: 2320: 2315: 2311: 2307: 2304:(2): 151–62. 2303: 2299: 2295: 2288: 2286: 2284: 2282: 2273: 2269: 2264: 2259: 2254: 2249: 2245: 2241: 2237: 2230: 2216: 2210: 2202: 2198: 2193: 2188: 2183: 2178: 2174: 2170: 2169: 2164: 2157: 2149: 2145: 2140: 2135: 2131: 2127: 2123: 2119: 2118: 2113: 2106: 2098: 2094: 2089: 2084: 2080: 2076: 2072: 2068: 2064: 2060: 2056: 2049: 2041: 2037: 2033: 2029: 2025: 2021: 2020:Curr Med Chem 2013: 2005: 2001: 1997: 1993: 1989: 1985: 1978: 1976: 1974: 1965: 1961: 1956: 1951: 1946: 1941: 1937: 1933: 1932: 1927: 1920: 1912: 1908: 1903: 1898: 1894: 1890: 1886: 1882: 1878: 1871: 1863: 1859: 1854: 1849: 1845: 1841: 1837: 1830: 1822: 1818: 1813: 1808: 1804: 1800: 1795: 1790: 1786: 1782: 1778: 1770: 1762: 1758: 1753: 1748: 1744: 1740: 1736: 1732: 1728: 1721: 1719: 1710: 1706: 1702: 1698: 1693: 1688: 1684: 1680: 1676: 1672: 1671: 1666: 1659: 1651: 1647: 1642: 1637: 1632: 1627: 1623: 1619: 1615: 1608: 1600: 1596: 1591: 1586: 1581: 1576: 1572: 1568: 1564: 1557: 1555: 1546: 1542: 1537: 1532: 1527: 1522: 1518: 1514: 1510: 1503: 1495: 1491: 1487: 1483: 1479: 1475: 1468: 1460: 1456: 1452: 1448: 1444: 1440: 1432: 1430: 1421: 1417: 1412: 1407: 1403: 1399: 1395: 1388: 1386: 1384: 1382: 1380: 1378: 1376: 1374: 1372: 1370: 1368: 1366: 1364: 1362: 1351: 1347: 1343: 1342: 1339: 1335: 1330: 1325: 1320: 1315: 1311: 1307: 1304:(6): e21226. 1303: 1299: 1295: 1288: 1280: 1276: 1271: 1266: 1262: 1258: 1254: 1247: 1239: 1235: 1231: 1227: 1222: 1217: 1213: 1209: 1205: 1201: 1200: 1195: 1188: 1170: 1163: 1156: 1154: 1145: 1141: 1137: 1133: 1130:(1): 177–90. 1129: 1126:(in German). 1125: 1121: 1114: 1106: 1102: 1097: 1092: 1087: 1082: 1078: 1074: 1070: 1066: 1062: 1055: 1047: 1043: 1038: 1033: 1028: 1023: 1019: 1015: 1014: 1009: 1002: 1000: 995: 987: 983: 975: 973: 968: 966: 962: 958: 954: 950: 946: 941: 939: 935: 931: 927: 923: 922:interleukin 6 919: 915: 910: 908: 904: 900: 896: 891: 889: 885: 881: 877: 872: 870: 866: 861: 858: 855:Fisetin is a 848: 844: 840: 837: 833: 829: 825: 821: 817: 816:phenylalanine 813: 809: 806:, which is a 805: 802:Fisetin is a 790: 788: 785: 784: 780: 778: 775: 774: 770: 768: 765: 764: 760: 758: 755: 754: 750: 748: 745: 744: 740: 738: 735: 734: 730: 728: 725: 724: 720: 718: 715: 714: 710: 708: 705: 704: 700: 698: 695: 694: 690: 688: 685: 684: 678: 676:Plant source 675: 674: 671: 669: 665: 661: 657: 653: 649: 645: 641: 637: 633: 629: 625: 624: 619: 618: 613: 612:Anacardiaceae 609: 608: 603: 602: 597: 596: 591: 590: 585: 581: 571: 569: 565: 560: 558: 554: 550: 546: 542: 539:) is a plant 538: 534: 522: 515: 510: 493: 487: 483: 481: 480:Melting point 478: 477: 473: 471: 468: 467: 463: 461: 458: 457: 441: 438: 434: 433: 428: 419: 418: 415: 408: 394: 384: 383: 380: 373: 365: 361: 360:DTXSID4022317 357: 356: 354: 344: 340: 339: 332: 328: 327: 325: 323: 320: 319: 312: 308: 307: 305: 299: 295: 294: 287: 283: 282: 280: 278: 275: 274: 267: 263: 262: 260: 257: 253: 252: 248: 244: 241: 239: 237:ECHA InfoCard 234: 233: 226: 222: 221: 219: 217: 214: 213: 206: 202: 201: 199: 197: 194: 193: 186: 182: 181: 179: 177: 174: 173: 166: 162: 161: 159: 157: 154: 153: 146: 142: 141: 139: 135: 130: 129: 122: 118: 117: 115: 112: 108: 107: 102: 98:Junger fustik 80: 69: 63: 57: 53: 47: 43: 38: 34: 29: 25: 20: 2963:Natsudaidain 2938:Isorhamnetin 2903:Centaureidin 2856: 2788:Isoquercetin 2466: 2350: 2346: 2336: 2301: 2297: 2243: 2239: 2229: 2218:. Retrieved 2209: 2175:(8): e2134. 2172: 2166: 2156: 2121: 2115: 2105: 2062: 2059:eBioMedicine 2058: 2048: 2023: 2019: 2012: 1987: 1983: 1935: 1931:Biomolecules 1929: 1919: 1884: 1880: 1870: 1846:(1): 15–21. 1843: 1839: 1829: 1784: 1781:eBioMedicine 1780: 1769: 1734: 1730: 1674: 1668: 1658: 1624:(534): 534. 1621: 1617: 1607: 1573:(222): 222. 1570: 1566: 1516: 1512: 1502: 1477: 1473: 1467: 1442: 1438: 1401: 1397: 1350:ScienceDaily 1349: 1301: 1297: 1287: 1260: 1256: 1246: 1203: 1197: 1187: 1176:. Retrieved 1169:the original 1127: 1123: 1113: 1068: 1064: 1054: 1017: 1011: 984: 981: 969: 942: 916:, including 911: 892: 873: 862: 854: 845: 841: 836:Transferases 801: 798:Biosynthesis 667: 644:strawberries 640:Rhus cotinus 639: 632:young fustic 631: 621: 615: 614:such as the 605: 599: 593: 587: 577: 561: 557:Josef Herzig 532: 531: 104:Identifiers 71:Other names 61: 3302:Monoxerutin 3151:Noricaritin 3018:Tamarixetin 2953:Kumatakenin 2948:Kaempferide 2923:Eupatolitin 2828:Spiraeoside 2794:Miquelianin 2776:galactoside 2766:arabinoside 2762:Guaijaverin 972:antimitotic 945:glutathione 930:deacylation 832:chalconoids 568:polyphenols 549:polyphenols 537:flavon-3-ol 474:1.688 g/mL 430:Properties 243:100.007.669 185:ChEMBL31574 165:CHEBI:42567 86:Superfustel 3328:Categories 3307:Troxerutin 3290:Glycosides 3255:Glycosides 3182:Phelloside 3165:Glycosides 3110:Patulitrin 3078:Centaurein 3027:Glycosides 3013:Syringetin 3008:Spinacetin 2988:Mearnsetin 2973:Pachypodol 2958:Laricitrin 2898:Brickellin 2834:Taxillusin 2810:Quercitrin 2782:Hyperoside 2751:Avicularin 2744:Glycosides 2698:Myricitrin 2568:Astragalin 2554:kaempferol 2530:herbacetin 2521:Conjugates 2487:Kaempferol 2482:Herbacetin 2477:Gossypetin 2220:2018-10-12 1938:(5): 174. 1519:(1): 242. 1178:2010-04-14 1020:(5): 137. 990:References 974:compound. 884:flavonoids 880:cell cycle 808:polyphenol 737:Lotus root 697:Strawberry 460:Molar mass 331:OO2ABO9578 256:IUPHAR/BPS 196:ChemSpider 132:3D model ( 111:CAS Number 46:IUPAC name 3349:Catechols 3339:Flavonols 3239:Aglycones 3212:Aglycones 3172:Amurensin 3144:Aglycones 3094:Eupatolin 3041:Narcissin 2998:Rhamnetin 2993:Rhamnazin 2978:Patuletin 2933:Europetin 2928:Eupalitin 2913:Combretol 2893:Azaleatin 2888:Axillarin 2878:Annulatin 2866:Aglycones 2822:Reinutrin 2710:quercetin 2670:myricetin 2543:Rhodiosin 2538:Rhodionin 2512:Robinetin 2507:Quercetin 2497:Myricetin 2460:Aglycones 2452:Flavonols 2430:Aglycones 2079:2352-3964 2065:: 18–28. 1803:2352-3964 1787:: 18–28. 1144:197766725 1013:Nutrients 938:sirtuin 1 936:NF-ÎşB by 914:cytokines 907:quercetin 895:senolytic 869:apoptosis 804:flavonoid 757:Kiwifruit 717:Persimmon 660:Pinophyta 628:myricetin 559:in 1891. 547:group of 545:flavonoid 543:from the 535:(7,3′,4′- 88:Fisetholz 3246:Karanjin 2943:Jaceidin 2772:Heliosin 2718:Sulfates 2678:Betmidin 2658:Trifolin 2580:Juglanin 2472:Galangin 2423:Backbone 2377:19395653 2328:23121441 2272:32848804 2246:: 1225. 2201:32752135 2148:32686219 2097:30279143 2040:20939813 2004:24946050 1990:: 91–9. 1964:31064104 1911:23293889 1862:15213022 1821:30279143 1761:19897059 1709:25896400 1701:28417163 1692:11107671 1650:25346743 1599:23060891 1545:30165848 1494:12051572 1459:21185565 1420:10958819 1338:21738623 1298:PLOS ONE 1279:16176603 1230:21090477 1105:25184746 1065:PLOS ONE 1046:31109072 965:hydroxyl 828:chalcone 777:Cucumber 681:(ÎĽg /g) 654:such as 584:Fabaceae 541:flavonol 216:DrugBank 121:528-48-3 79:Cotinine 75:Cotinin 17:Fisetin 3192:Rutin S 3177:Icariin 3088:Eupalin 3072:Azalein 2983:Retusin 2918:Ermanin 2757:CTN-986 2641:Robinin 2562:Afzelin 2467:Fisetin 2368:2691139 2319:3689181 2263:7426493 2192:7464619 2168:Cancers 2139:7405395 2088:6197652 1955:6572624 1902:3985520 1812:6197652 1752:2886178 1641:4191440 1590:3460232 1536:6118002 1329:3124487 1306:Bibcode 1238:4262402 1208:Bibcode 1096:4153571 1073:Bibcode 1037:6562590 533:Fisetin 514:what is 512: ( 470:Density 454: 311:5281614 298:PubChem 225:DB07795 205:4444933 3100:Jacein 3003:Santin 2968:Ombuin 2883:Ayanin 2375:  2365:  2326:  2316:  2270:  2260:  2199:  2189:  2146:  2136:  2095:  2085:  2077:  2038:  2002:  1962:  1952:  1909:  1899:  1860:  1819:  1809:  1801:  1759:  1749:  1707:  1699:  1689:  1648:  1638:  1597:  1587:  1543:  1533:  1492:  1457:  1418:  1336:  1326:  1277:  1236:  1228:  1199:Nature 1142:  1103:  1093:  1044:  1034:  961:lipids 924:, and 903:Bcl-xL 787:Tomato 747:Grapes 691:15000 656:onions 509:verify 506:  414:SMILES 286:C10041 176:ChEMBL 94:Fustet 92:Fustel 90:Fietin 40:Names 3065:other 2816:Rutin 2492:Morin 1705:S2CID 1234:S2CID 1172:(PDF) 1165:(PDF) 1140:S2CID 767:Peach 727:Onion 721:10.6 707:Apple 648:wines 553:ochre 379:InChI 156:ChEBI 134:JSmol 96:Viset 3268:and 2373:PMID 2324:PMID 2268:PMID 2197:PMID 2144:PMID 2093:PMID 2075:ISSN 2036:PMID 2000:PMID 1960:PMID 1907:PMID 1858:PMID 1817:PMID 1799:ISSN 1757:PMID 1735:1804 1697:PMID 1646:PMID 1595:PMID 1541:PMID 1490:PMID 1455:PMID 1443:1218 1416:PMID 1334:PMID 1275:PMID 1226:PMID 1101:PMID 1042:PMID 791:0.1 781:0.1 771:0.6 761:2.0 751:3.9 741:5.8 731:4.8 701:160 623:Rhus 592:and 562:The 322:UNII 277:KEGG 266:5182 2363:PMC 2355:doi 2314:PMC 2306:doi 2258:PMC 2248:doi 2187:PMC 2177:doi 2134:PMC 2126:doi 2122:288 2083:PMC 2067:doi 2028:doi 1992:doi 1988:559 1950:PMC 1940:doi 1897:PMC 1889:doi 1848:doi 1807:PMC 1789:doi 1747:PMC 1739:doi 1687:PMC 1679:doi 1636:PMC 1626:doi 1585:PMC 1575:doi 1531:PMC 1521:doi 1482:doi 1447:doi 1406:doi 1402:130 1324:PMC 1314:doi 1265:doi 1216:doi 1204:212 1132:doi 1091:PMC 1081:doi 1032:PMC 1022:doi 711:26 670:). 348:EPA 301:CID 3330:: 3264:, 2371:. 2361:. 2351:30 2349:. 2345:. 2322:. 2312:. 2302:19 2300:. 2296:. 2280:^ 2266:. 2256:. 2244:11 2242:. 2238:. 2195:. 2185:. 2173:12 2171:. 2165:. 2142:. 2132:. 2120:. 2114:. 2091:. 2081:. 2073:. 2063:36 2061:. 2057:. 2034:. 2024:17 2022:. 1998:. 1986:. 1972:^ 1958:. 1948:. 1934:. 1928:. 1905:. 1895:. 1885:13 1883:. 1879:. 1856:. 1844:80 1842:. 1838:. 1815:. 1805:. 1797:. 1785:36 1783:. 1779:. 1755:. 1745:. 1733:. 1729:. 1717:^ 1703:. 1695:. 1685:. 1675:74 1673:. 1667:. 1644:. 1634:. 1620:. 1616:. 1593:. 1583:. 1569:. 1565:. 1553:^ 1539:. 1529:. 1517:18 1515:. 1511:. 1488:. 1478:40 1476:. 1453:. 1441:. 1428:^ 1414:. 1400:. 1396:. 1360:^ 1348:. 1332:. 1322:. 1312:. 1300:. 1296:. 1273:. 1261:94 1259:. 1255:. 1232:. 1224:. 1214:. 1202:. 1196:. 1152:^ 1138:. 1128:12 1099:. 1089:. 1079:. 1067:. 1063:. 1040:. 1030:. 1018:18 1016:. 1010:. 998:^ 940:. 920:, 448:10 444:15 3270:C 3266:B 3112:( 3106:) 3102:( 3084:) 3080:( 3047:) 3043:( 2857:O 2778:) 2768:) 2684:) 2680:( 2410:e 2403:t 2396:v 2379:. 2357:: 2330:. 2308:: 2274:. 2250:: 2223:. 2203:. 2179:: 2150:. 2128:: 2099:. 2069:: 2042:. 2030:: 2006:. 1994:: 1966:. 1942:: 1936:9 1913:. 1891:: 1864:. 1850:: 1823:. 1791:: 1763:. 1741:: 1711:. 1681:: 1652:. 1628:: 1622:5 1601:. 1577:: 1571:3 1547:. 1523:: 1496:. 1484:: 1461:. 1449:: 1422:. 1408:: 1340:. 1316:: 1308:: 1302:6 1281:. 1267:: 1240:. 1218:: 1210:: 1181:. 1146:. 1134:: 1107:. 1083:: 1075:: 1069:9 1048:. 1024:: 666:( 638:( 504:Y 452:6 450:O 446:H 442:C 350:) 346:( 136:) 81:) 62:H

Index

Skeletal formula of fisetin
Ball-and-stick model of the fisetin molecule
IUPAC name
Systematic IUPAC name
Cotinine
CAS Number
528-48-3
JSmol
Interactive image
ChEBI
CHEBI:42567
ChEMBL
ChEMBL31574
ChemSpider
4444933
DrugBank
DB07795
ECHA InfoCard
100.007.669
Edit this at Wikidata
IUPHAR/BPS
5182
KEGG
C10041
PubChem
5281614
UNII
OO2ABO9578
CompTox Dashboard
DTXSID4022317

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