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Hesperetin

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Straub, Isabelle; KrĂźgel, Ute; Mohr, Florian; Teichert, Jens; Rizun, Oleksandr; Konrad, Maik; Oberwinkler, Johannes; Schaefer, Michael (November 2013). "Flavanones that selectively inhibit TRPM3 attenuate thermal nociception in vivo".
614:, hesperetin – as for all flavonoids – is rapidly metabolized in intestinal and liver cells, releasing smaller metabolites into the blood and urine for excretion. The biological effects of such metabolites 493: 587: 384: 633:, hesperetin may affect the slow inactivation phase of inward sodium current channels, and therefore could be used as a template to develop drugs against 119: 756:"The citrus flavanone hesperetin preferentially inhibits slow‐inactivating currents of a long QT syndrome type 3 syndrome Na channel mutation" 1119: 884: 707:"Solubility, stability, physicochemical characteristics and in vitro ocular tissue permeability of hesperidin: a natural bioflavonoid" 754:
Alvarez‐Collazo, Julio; López‐Requena, Alejandro; Galán, Loipa; Talavera, Ariel; Alvarez, Julio L.; Talavera, Karel (27 March 2019).
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InChI=1S/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1
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InChI=1/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1
229: 877: 669: 217: 935: 611: 856: 159: 59: 45: 559:-rutinoside), a water-insoluble flavonoid glycoside with low water solubility, Hesperidin is found in 870: 330: 85: 32: 1077: 1067: 963: 634: 829: 821: 785: 736: 1093: 910: 813: 775: 767: 726: 718: 576: 407: 301: 179: 953: 672:. Micronutrient Information Center, Linus Pauling Institute, Oregon State University. 2024 23: 95: 334: 221: 139: 1072: 958: 780: 755: 731: 706: 691: 471: 1108: 1013: 568: 448: 210: 862: 281: 969: 925: 915: 516: 1023: 1018: 1008: 920: 722: 552: 532: 528: 458: 435: 170: 825: 1051: 1034: 1000: 943: 902: 894: 548: 520: 833: 817: 789: 740: 851: 1040: 1028: 974: 629: 607: 564: 190: 199: 616: 268: 230: 771: 531:, is a naturally occurring flavanone-glycoside, the main flavonoid in 1045: 990: 560: 150: 470:
Except where otherwise noted, data are given for materials in their
256: 638: 536: 130: 118: 108: 247: 866: 318: 68:)-5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4 694:. PubChem, US National Library of Medicine. 4 May 2024. 488: 1086: 1060: 999: 983: 934: 901: 453:226–228 Â°C (439–442 Â°F; 499–501 K) 280: 94: 878: 8: 885: 871: 863: 563:fruits and upon ingestion it releases its 333: 220: 178: 53:)-3′,5,7-Trihydroxy-4′-methoxyflavan-4-one 15: 779: 730: 300: 654: 602:is an enzyme that uses hesperidin and H 389: 354: 329: 198: 392:O=C2c3c(O(c1ccc(OC)c(O)c1)C2)cc(O)cc3O 211: 664: 662: 660: 658: 361:Key: AIONOLUJZLIMTK-AWEZNQCLSA-N 158: 138: 7: 705:Majumdar S.; Srirangam, R. (2009). 551:of hesperetin are known, including 371:Key: AIONOLUJZLIMTK-AWEZNQCLBH 271: 255: 14: 1031:(Narigenin 7-O-neohesperidoside) 850: 515:is the 4'-methoxy derivative of 478: 419: 31: 22: 760:British Journal of Pharmacology 474:(at 25 Â°C , 100 kPa). 425: 413: 1: 1120:Flavonoids found in Rutaceae 606:O to produce hesperetin and 1037:(Naringenin 7-O-rutinoside) 966:(Pinocembrin-7-methylether) 637:. Hesperetin also inhibits 1136: 1048:(Naringenin-7-O-glucoside) 527:-glycoside of hesperetin, 723:10.1007/s11095-008-9729-6 468: 400: 380: 345: 78: 58: 44: 39: 30: 21: 610:. Upon digestion in the 1115:O-methylated flavanones 984:C-methylated flavanones 936:O-methylated flavanones 818:10.1124/mol.113.086843 806:Molecular Pharmacology 612:gastrointestinal tract 1087:Acetylated glycosides 893:Flavanones and their 539:, and sweet oranges. 60:Systematic IUPAC name 859:at Wikimedia Commons 635:cardiac arrhythmias 624:Laboratory research 464:Sol. EtOH, alkalis 443: g¡mol 72:-1-benzopyran-4-one 18: 1078:Sophoraflavanone G 1068:8-Prenylnaringenin 501:Infobox references 461:in other solvents 16: 1102: 1101: 855:Media related to 772:10.1111/bph.14577 599: 595: 509:Chemical compound 507: 506: 314:CompTox Dashboard 120:Interactive image 1127: 887: 880: 873: 864: 854: 838: 837: 800: 794: 793: 783: 766:(8): 1090–1105. 751: 745: 744: 734: 717:(5): 1217–1225. 702: 696: 695: 688: 682: 681: 679: 677: 666: 597: 593: 577:neohesperidoside 491: 485: 482: 481: 442: 427: 421: 415: 408:Chemical formula 338: 337: 322: 320: 304: 284: 273: 259: 232: 224: 213: 202: 182: 162: 142: 122: 98: 35: 26: 19: 1135: 1134: 1130: 1129: 1128: 1126: 1125: 1124: 1105: 1104: 1103: 1098: 1082: 1056: 995: 979: 954:Homoeriodictyol 930: 897: 891: 847: 842: 841: 802: 801: 797: 753: 752: 748: 704: 703: 699: 690: 689: 685: 675: 673: 668: 667: 656: 651: 626: 605: 585: 579:of hesperetin. 545: 510: 503: 498: 497: 496:  ?) 487: 483: 479: 475: 440: 430: 424: 418: 410: 396: 393: 388: 387: 376: 373: 372: 369: 363: 362: 359: 353: 352: 341: 323: 316: 307: 287: 274: 262: 242: 205: 185: 165: 145: 125: 112: 101: 88: 74: 73: 54: 12: 11: 5: 1133: 1131: 1123: 1122: 1117: 1107: 1106: 1100: 1099: 1097: 1096: 1090: 1088: 1084: 1083: 1081: 1080: 1075: 1073:Isoxanthohumol 1070: 1064: 1062: 1058: 1057: 1055: 1054: 1049: 1043: 1038: 1032: 1026: 1021: 1016: 1011: 1005: 1003: 997: 996: 994: 993: 987: 985: 981: 980: 978: 977: 972: 967: 961: 959:Isosakuranetin 956: 951: 946: 940: 938: 932: 931: 929: 928: 923: 918: 913: 907: 905: 899: 898: 892: 890: 889: 882: 875: 867: 861: 860: 846: 845:External links 843: 840: 839: 812:(5): 736–750. 795: 746: 697: 683: 653: 652: 650: 647: 625: 622: 603: 584: 581: 567:, hesperetin. 555:(hesperetin-7- 544: 541: 508: 505: 504: 499: 477: 476: 472:standard state 469: 466: 465: 462: 455: 454: 451: 445: 444: 438: 432: 431: 428: 422: 416: 411: 406: 403: 402: 398: 397: 395: 394: 391: 383: 382: 381: 378: 377: 375: 374: 370: 367: 366: 364: 360: 357: 356: 348: 347: 346: 343: 342: 340: 339: 326: 324: 312: 309: 308: 306: 305: 297: 295: 289: 288: 286: 285: 277: 275: 267: 264: 263: 261: 260: 252: 250: 244: 243: 241: 240: 236: 234: 226: 225: 215: 207: 206: 204: 203: 195: 193: 187: 186: 184: 183: 175: 173: 167: 166: 164: 163: 155: 153: 147: 146: 144: 143: 135: 133: 127: 126: 124: 123: 115: 113: 106: 103: 102: 100: 99: 91: 89: 84: 81: 80: 76: 75: 63: 62: 56: 55: 48: 42: 41: 37: 36: 28: 27: 13: 10: 9: 6: 4: 3: 2: 1132: 1121: 1118: 1116: 1113: 1112: 1110: 1095: 1092: 1091: 1089: 1085: 1079: 1076: 1074: 1071: 1069: 1066: 1065: 1063: 1059: 1053: 1050: 1047: 1044: 1042: 1039: 1036: 1033: 1030: 1027: 1025: 1022: 1020: 1017: 1015: 1014:Neoeriocitrin 1012: 1010: 1007: 1006: 1004: 1002: 998: 992: 989: 988: 986: 982: 976: 973: 971: 968: 965: 962: 960: 957: 955: 952: 950: 947: 945: 942: 941: 939: 937: 933: 927: 924: 922: 919: 917: 914: 912: 909: 908: 906: 904: 900: 896: 888: 883: 881: 876: 874: 869: 868: 865: 858: 853: 849: 848: 844: 835: 831: 827: 823: 819: 815: 811: 807: 799: 796: 791: 787: 782: 777: 773: 769: 765: 761: 757: 750: 747: 742: 738: 733: 728: 724: 720: 716: 712: 708: 701: 698: 693: 687: 684: 671: 665: 663: 661: 659: 655: 648: 646: 644: 640: 636: 632: 631: 623: 621: 620:are unknown. 619: 618: 613: 609: 601: 596:-rhamnosyl-β- 591: 588:Hesperidin 6- 582: 580: 578: 574: 570: 569:Neohesperidin 566: 562: 558: 554: 550: 542: 540: 538: 534: 530: 526: 522: 518: 514: 502: 495: 490: 473: 467: 463: 460: 457: 456: 452: 450: 449:Melting point 447: 446: 439: 437: 434: 433: 412: 409: 405: 404: 399: 390: 386: 379: 365: 355: 351: 344: 336: 332: 331:DTXSID4022319 328: 327: 325: 315: 311: 310: 303: 299: 298: 296: 294: 291: 290: 283: 279: 278: 276: 270: 266: 265: 258: 254: 253: 251: 249: 246: 245: 238: 237: 235: 233: 228: 227: 223: 219: 216: 214: 212:ECHA InfoCard 209: 208: 201: 197: 196: 194: 192: 189: 188: 181: 177: 176: 174: 172: 169: 168: 161: 157: 156: 154: 152: 149: 148: 141: 137: 136: 134: 132: 129: 128: 121: 117: 116: 114: 110: 105: 104: 97: 93: 92: 90: 87: 83: 82: 77: 71: 67: 61: 57: 52: 47: 43: 38: 34: 29: 25: 20: 948: 809: 805: 798: 763: 759: 749: 714: 710: 700: 692:"Hesperetin" 686: 674:. Retrieved 670:"Flavonoids" 642: 628: 627: 615: 600:-glucosidase 589: 586: 572: 556: 546: 524: 512: 511: 160:ChEMBL399121 79:Identifiers 69: 65: 50: 970:Sakuranetin 964:Pinostrobin 926:Pinocembrin 916:Eriodictyol 533:grapefruits 517:eriodictyol 401:Properties 218:100.007.538 140:CHEBI:28230 17:Hesperetin 1109:Categories 1061:Acetylated 1024:Liquiritin 1019:Hesperidin 1009:Eriocitrin 1001:Glycosides 949:Hesperetin 921:Naringenin 903:Flavanones 895:glycosides 857:Hesperetin 711:Pharm. Res 649:References 583:Metabolism 553:hesperidin 549:glycosides 543:Glycosides 529:hesperidin 513:Hesperetin 459:Solubility 436:Molar mass 302:Q9Q3D557F1 171:ChemSpider 107:3D model ( 86:CAS Number 46:IUPAC name 1052:Sakuranin 1035:Narirutin 944:Alpinetin 826:1521-0111 641:channels 571:is the 7- 521:flavanone 239:208-290-2 231:EC Number 1041:Poncirin 1029:Naringin 975:Sterubin 834:24006495 790:30650182 741:18810327 643:in vitro 630:In vitro 608:rutinose 565:aglycone 547:Various 523:. The 7- 191:DrugBank 96:520-33-2 1094:Nirurin 781:6451064 732:2664388 617:in vivo 494:what is 492: ( 441:302.282 269:PubChem 200:DB01094 1046:Prunin 991:Poriol 832:  824:  788:  778:  739:  729:  676:10 May 561:citrus 537:lemons 489:verify 486:  385:SMILES 257:C01709 151:ChEMBL 40:Names 911:Butin 639:TRPM3 350:InChI 282:72281 180:65234 131:ChEBI 109:JSmol 830:PMID 822:ISSN 786:PMID 737:PMID 678:2024 519:, a 293:UNII 248:KEGG 814:doi 776:PMC 768:doi 764:176 727:PMC 719:doi 592:-Îą- 319:EPA 272:CID 1111:: 828:. 820:. 810:84 808:. 784:. 774:. 762:. 758:. 735:. 725:. 715:26 713:. 709:. 657:^ 645:. 535:, 423:14 417:16 64:(2 49:(2 886:e 879:t 872:v 836:. 816:: 792:. 770:: 743:. 721:: 680:. 604:2 598:D 594:L 590:O 575:- 573:O 557:O 525:O 484:Y 429:6 426:O 420:H 414:C 321:) 317:( 111:) 70:H 66:S 51:S

Index

Hesperetin
Hesperetin
IUPAC name
Systematic IUPAC name
CAS Number
520-33-2
JSmol
Interactive image
ChEBI
CHEBI:28230
ChEMBL
ChEMBL399121
ChemSpider
65234
DrugBank
DB01094
ECHA InfoCard
100.007.538
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EC Number
KEGG
C01709
PubChem
72281
UNII
Q9Q3D557F1
CompTox Dashboard
DTXSID4022319
Edit this at Wikidata
InChI

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