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3-Hydroxyflavone

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Chaudhuri, Sudip; Banerjee, Anwesha; Basu, Kaushik; Sengupta, Bidisa; Sengupta, Pradeep K. (2007). "Interaction of flavonoids with red blood cell membrane lipids and proteins: Antioxidant and antihemolytic effects".
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Pahari, Biswapathik; Chakraborty, Sandipan; Sengupta, Pradeep K. (2011). "Encapsulation of 3-hydroxyflavone in γ-cyclodextrin nanocavities: Excited state proton transfer fluorescence and molecular docking studies".
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Sarkar, Munna; Guha Ray, Jayanti; Sengupta, Pradeep K. (1996). "Effect of reverse micelles on the intramolecular excited state proton transfer (ESPT) and dual luminescence behaviour of 3-hydroxyflavone".
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Guharay, Jayanti; Chaudhuri, Rupali; Chakrabarti, Abhijit; Sengupta, Pradeep K. (1997). "Excited state proton transfer fluorescence of 3-hydroxyflavone in model membranes".
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All-optical switchings of 3-hydroxyflavone in different solvents. Wu Feng, Lin Lie, Li Xiang-Ping, Yu Ya-Xin, Zhang Gui-Lan and Chen Wen-Ju, Chinese Phys. B 17 1461-1466.
490:. Although 3-hydroxyflavone is almost insoluble in water, its aqueous solubility (hence bio-availability) can be increased by encapsulation in cyclodextrin cavities. 475: 350: 509: 706: 478:(ESIPT) effect to serve as a fluorescent probe to study membranes for example or intermembrane proteins. The green tautomer emission (λ 315: 123: 923: 486:≈ 400 nm) originate from two different ground state populations of 3HF molecules. The phenomenon also exists in natural 888: 883: 1097: 499: 258: 893: 279: 990: 1032: 1027: 447: 908: 1342: 944: 1379: 1348: 985: 979: 898: 1353: 903: 1411: 1102: 918: 913: 1401: 699: 933: 928: 201: 949: 163: 1453: 1022: 55: 45: 1484: 1594: 1469: 662: 626: 554: 1567: 1563: 1559: 1170: 471: 296: 89: 1631: 1448: 1280: 692: 1479: 1407: 1375: 1338: 1119: 840: 1300: 1069: 975: 598: 1489: 1397: 789: 670: 634: 590: 562: 373: 267: 183: 32: 1516: 1205: 300: 205: 99: 666: 630: 558: 418: 143: 566: 1625: 1416: 871: 799: 638: 470:. It is a synthetic compound, which is not found naturally in plants. It serves as a 194: 533: 1315: 1260: 1235: 1200: 1085: 674: 594: 247: 684: 324:
InChI=1S/C15H10O3/c16-13-11-8-4-5-9-12(11)18-15(14(13)17)10-6-2-1-3-7-10/h1-9,17H
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InChI=1/C15H10O3/c16-13-11-8-4-5-9-12(11)18-15(14(13)17)10-6-2-1-3-7-10/h1-9,17H
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Except where otherwise noted, data are given for materials in their
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Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy
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Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy
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undergoes an oxidative cyclization to form a flavonol.
435: 1587: 1580: 1552: 1536: 1529: 1509: 1502: 1462: 1441: 1434: 1362: 1331: 1324: 1163: 1153: 1041: 1015: 1005: 965: 849: 825: 818: 757: 748: 727: 720: 583:International Journal of Biological Macromolecules 462:is a chemical compound. It is the backbone of all 482:≈ 524 nm) and blue-violet normal emission (λ 246: 98: 700: 8: 476:excited-state intramolecular proton transfer 1584: 1533: 1506: 1438: 1328: 1160: 1012: 941:(kaempferol-3-O-robinoside-7-O-rhamnoside) 822: 754: 724: 707: 693: 685: 299: 204: 182: 15: 266: 1134:(galloylated 3-O-glucoside of quercetin° 924:Kaempferol 7-O-alpha-L-rhamnofuranoside 526: 355: 320: 295: 889:Kaempferol 3-alpha-D-arabinopyranoside 884:Kaempferol 3-alpha-L-arabinopyranoside 195: 1051:(quercetin-3-O-α-L-arabinofuranoside) 327:Key: HVQAJTFOCKOKIN-UHFFFAOYSA-N 162: 142: 7: 958:(Kaempferol 3-O-beta-D-galactoside) 337:Key: HVQAJTFOCKOKIN-UHFFFAOYAX 237: 221: 14: 502:is a chemical reaction whereby a 894:Kaempferol 7-alpha-L-arabinoside 425: 358:O=C1c3c(O/C(=C1/O)c2ccccc2)cccc3 31: 22: 421:(at 25 °C , 100 kPa). 1372:(Azaleatin 3-O-α-L-rhamnoside) 991:Myricetin-3-O-neohesperidoside 715:Flavonols and their conjugates 675:10.1016/j.molstruc.2011.09.055 655:Journal of Molecular Structure 595:10.1016/j.ijbiomac.2006.12.003 1: 874:(kaempferol 3,7-dirhamnoside) 567:10.1016/S1386-1425(96)01825-2 1394:(Eupatolitin 3-O-rhamnoside) 952:(Kaempferol 3-O-sophoroside) 880:(Kaempferol 3-O-arabinoside) 639:10.1016/0584-8539(95)01622-8 513:Algar-Flynn-Oyamada reaction 500:Algar-Flynn-Oyamada reaction 1343:Isorhamnetin 3-O-rutinoside 1094:(quercetin 3-O-glucuronide) 1082:(quercetin 3-O-galactoside) 737:(synthetic) and derivatives 1648: 1388:(Eupalitin 3-0-rhamnoside) 1380:Centaureidin 7-O-glucoside 1349:Isorhamnetin 3-O-glucoside 1128:(quercetin 4'-O-glucoside) 1110:(quercetin 3-O-rhamnoside) 1098:Quercetin 3,4'-diglucoside 1088:(quercetin 3-O-glucoside) 998:(Myricetin 3-O-rhamnoside) 868:(kaempferol 3-O-glucoside) 401:238.23 g/mol 77:3-Hydroxy-2-phenylchromone 1033:Quercetin 3,4'-bissulfate 1028:Quercetin 3,3'-bissulfate 980:Myricetin 3-O-arabinoside 945:Kaempferol 3-O-rutinoside 862:(Kaempferol 3-rhamnoside) 415: 366: 346: 311: 82: 70: 54: 44: 39: 30: 21: 1354:Tamarixetin 7-rutinoside 1122:(quercetin-3-D-xyloside) 986:Myricetin 3-O-rutinoside 909:Kaempferol 4'-rhamnoside 904:Kaempferol 3-lathyroside 899:Kaempferol 7-O-glucoside 1412:Patuletin 7-O-glucoside 1103:Quercetin-3-sophorodide 919:Kaempferol 7-rhamnoside 914:Kaempferol 5-rhamnoside 1402:Jaceidin 7-O-glucoside 1116:(quercetin rutinoside) 514: 1595:Hydroxyethylrutosides 1419:(Rhamnetin glycoside) 1157:-Methylated flavonols 1023:Quercetin 3-O-sulfate 934:Kaempferol 7-xyloside 929:Kaempferol 3-xyloside 512: 56:Systematic IUPAC name 1435:Derivative flavonols 950:Sophoraflavonoloside 60:3-Hydroxy-2-phenyl-4 1171:5-O-methylmyricetin 667:2011JMoSt1006..483P 631:1996AcSpA..52..275S 559:1997AcSpA..53..457G 474:as it possesses an 64:-1-benzopyran-4-one 18: 1454:Dihydronoricaritin 515: 448:Infobox references 16: 1619: 1618: 1615: 1614: 1576: 1575: 1525: 1524: 1498: 1497: 1485:Dihydrophelloside 1430: 1429: 1426: 1425: 1149: 1148: 1145: 1144: 1141: 1140: 744: 743: 456:Chemical compound 454: 453: 280:CompTox Dashboard 124:Interactive image 17:3-Hydroxyflavone 1639: 1585: 1534: 1507: 1439: 1329: 1161: 1013: 823: 755: 735:3-Hydroxyflavone 725: 709: 702: 695: 686: 679: 678: 661:(1–3): 483–488. 649: 643: 642: 613: 607: 606: 577: 571: 570: 542: 536: 531: 460:3-Hydroxyflavone 438: 432: 429: 428: 374:Chemical formula 304: 303: 288: 286: 270: 250: 239: 225: 208: 197: 186: 166: 146: 126: 102: 49:3-Hydroxyflavone 35: 26: 19: 1647: 1646: 1642: 1641: 1640: 1638: 1637: 1636: 1622: 1621: 1620: 1611: 1572: 1548: 1530:Furanoflavonols 1521: 1517:Karanjachromene 1503:Pyranoflavonols 1494: 1458: 1422: 1358: 1332:of isorhamnetin 1320: 1206:Chrysosplenetin 1137: 1072:(quercetin 3-di 1062:(quercetin 3-O- 1037: 1001: 961: 845: 814: 740: 716: 713: 683: 682: 651: 650: 646: 615: 614: 610: 579: 578: 574: 544: 543: 539: 532: 528: 523: 517: 496: 485: 481: 457: 450: 445: 444: 443:  ?) 434: 430: 426: 422: 390: 386: 382: 376: 362: 359: 354: 353: 342: 339: 338: 335: 329: 328: 325: 319: 318: 307: 289: 282: 273: 253: 240: 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1019: 1017: 1010: 1006:Conjugates of 1003: 1002: 1000: 999: 993: 988: 983: 972: 970: 966:Glycosides of 963: 962: 960: 959: 953: 947: 942: 936: 931: 926: 921: 916: 911: 906: 901: 896: 891: 886: 881: 875: 869: 863: 856: 854: 850:Glycosides of 847: 846: 844: 843: 838: 832: 830: 826:Glycosides of 820: 816: 815: 813: 812: 807: 802: 797: 792: 787: 782: 777: 772: 767: 761: 759: 752: 746: 745: 742: 741: 739: 738: 731: 729: 722: 718: 717: 714: 712: 711: 704: 697: 689: 681: 680: 644: 625:(2): 275–278. 608: 572: 553:(3): 457–462. 537: 525: 524: 522: 519: 495: 492: 483: 479: 472:model molecule 455: 452: 451: 446: 424: 423: 419:standard state 416: 413: 412: 409: 403: 402: 399: 393: 392: 388: 384: 380: 377: 372: 369: 368: 364: 363: 361: 360: 357: 349: 348: 347: 344: 343: 341: 340: 336: 333: 332: 330: 326: 323: 322: 314: 313: 312: 309: 308: 306: 305: 292: 290: 278: 275: 274: 272: 271: 263: 261: 255: 254: 252: 251: 243: 241: 233: 230: 229: 227: 226: 218: 216: 210: 209: 199: 191: 190: 188: 187: 179: 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586: 582: 575: 550: 546: 540: 529: 516: 497: 466:, a type of 459: 458: 164:ChEMBL294009 83:Identifiers 71:Other names 61: 1600:Monoxerutin 1449:Noricaritin 1316:Tamarixetin 1251:Kumatakenin 1246:Kaempferide 1221:Eupatolitin 1126:Spiraeoside 1092:Miquelianin 1074:galactoside 1064:arabinoside 1060:Guaijaverin 411:1.367 g/mL 367:Properties 202:100.008.562 73:Flavon-3-ol 1605:Troxerutin 1588:Glycosides 1553:Glycosides 1480:Phelloside 1463:Glycosides 1408:Patulitrin 1376:Centaurein 1325:Glycosides 1311:Syringetin 1306:Spinacetin 1286:Mearnsetin 1271:Pachypodol 1256:Laricitrin 1196:Brickellin 1132:Taxillusin 1108:Quercitrin 1080:Hyperoside 1049:Avicularin 1042:Glycosides 996:Myricitrin 866:Astragalin 852:kaempferol 828:herbacetin 819:Conjugates 785:Kaempferol 780:Herbacetin 775:Gossypetin 521:References 397:Molar mass 268:ZTG9LSS5QH 175:ChemSpider 144:CHEBI:5078 111:3D model ( 90:CAS Number 46:IUPAC name 1632:Flavonols 1537:Aglycones 1510:Aglycones 1470:Amurensin 1442:Aglycones 1392:Eupatolin 1339:Narcissin 1296:Rhamnetin 1291:Rhamnazin 1276:Patuletin 1231:Europetin 1226:Eupalitin 1211:Combretol 1191:Azaleatin 1186:Axillarin 1176:Annulatin 1164:Aglycones 1120:Reinutrin 1008:quercetin 968:myricetin 841:Rhodiosin 836:Rhodionin 810:Robinetin 805:Quercetin 795:Myricetin 758:Aglycones 750:Flavonols 728:Aglycones 494:Synthesis 488:flavonols 468:flavonoid 464:flavonols 1626:Category 1544:Karanjin 1241:Jaceidin 1070:Heliosin 1016:Sulfates 976:Betmidin 956:Trifolin 878:Juglanin 770:Galangin 721:Backbone 603:17239435 504:chalcone 100:577-85-5 1490:Rutin S 1475:Icariin 1386:Eupalin 1370:Azalein 1281:Retusin 1216:Ermanin 1055:CTN-986 939:Robinin 860:Afzelin 765:Fisetin 663:Bibcode 627:Bibcode 555:Bibcode 441:what is 439: ( 407:Density 391: 235:PubChem 1398:Jacein 1301:Santin 1266:Ombuin 1181:Ayanin 601:  436:verify 433:  351:SMILES 223:C01495 155:ChEMBL 40:Names 1363:other 1114:Rutin 790:Morin 316:InChI 248:11349 184:10871 135:ChEBI 113:JSmol 1566:and 659:1006 599:PMID 498:The 259:UNII 214:KEGG 75:3-HF 671:doi 635:doi 591:doi 563:doi 484:max 480:max 285:EPA 238:CID 1628:: 1562:, 669:. 657:. 633:. 623:52 621:. 597:. 587:41 585:. 561:. 551:53 549:. 385:10 381:15 1568:C 1564:B 1410:( 1404:) 1400:( 1382:) 1378:( 1345:) 1341:( 1155:O 1076:) 1066:) 982:) 978:( 708:e 701:t 694:v 677:. 673:: 665:: 641:. 637:: 629:: 605:. 593:: 569:. 565:: 557:: 431:Y 389:3 387:O 383:H 379:C 287:) 283:( 115:) 62:H

Index

Skeletal formula of 3-hydroxyflavone
Ball-and-stick model of the 3-hydroxyflavone molecule
IUPAC name
Systematic IUPAC name
CAS Number
577-85-5
JSmol
Interactive image
ChEBI
CHEBI:5078
ChEMBL
ChEMBL294009
ChemSpider
10871
ECHA InfoCard
100.008.562
Edit this at Wikidata
KEGG
C01495
PubChem
11349
UNII
ZTG9LSS5QH
CompTox Dashboard
DTXSID4060365
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass

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