Knowledge (XXG)

Erastin

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InChI=1S/C30H31ClN4O4/c1-3-38-27-11-7-6-10-26(27)35-29(32-25-9-5-4-8-24(25)30(35)37)21(2)33-16-18-34(19-17-33)28(36)20-39-23-14-12-22(31)13-15-23/h4-15,21H,3,16-20H2,1-2H3
301: 648: 677: 321: 61: 565:"Identification of genotype-selective antitumor agents using synthetic lethal chemical screening in engineered human tumor cells" 352: 120: 96: 672: 667: 641: 514:"Pharmacological inhibition of cystine-glutamate exchange induces endoplasmic reticulum stress and ferroptosis" 687: 389:
Erastin was first described in 2003. Its name is short for "eradicator of RAS and ST-expressing cells".
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Yagoda N, von Rechenberg M, Zaganjor E, Bauer AJ, Yang WS, Fridman DJ, et al. (June 2007).
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Dixon SJ, Lemberg KM, Lamprecht MR, Skouta R, Zaitsev EM, Gleason CE, et al. (May 2012).
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Dixon SJ, Patel DN, Welsch M, Skouta R, Lee ED, Hayano M, et al. (May 2014).
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O=C1N(C2=CC=CC=C2OCC)C(C(C)N3CCN(C(COC4=CC=C(Cl)C=C4)=O)CC3)=NC5=CC=CC=C51
371: 530: 480: 75: 364: 157: 211: 360: 356: 286: 277: 408:"Ferroptosis: an iron-dependent form of nonapoptotic cell death" 202: 128:
2--1-piperazinyl]ethyl]-3-(2-ethoxyphenyl)-4(3H)-Quinazolinone
18: 363:, and functionally inhibits the cystine-glutamate antiporter 563:
Dolma S, Lessnick SL, Hahn WC, Stockwell BR (March 2003).
378:. Depletion of glutathione eventually leads to excessive 622: 39: 275: 262: 226: 221: 201: 181: 156: 136: 111: 95: 90: 34:
may be too technical for most readers to understand
170: 145: 642: 374:and are unable to synthesize the antioxidant 370:. Cells treated with erastin are deprived of 355:(VDAC) by reversing tubulin's inhibition on 8: 74: 649: 635: 347:is a small molecule capable of initiating 190: 82: 16:Molecule initiating ferroptotic cell death 580: 539: 529: 488: 431: 62:Learn how and when to remove this message 46:, without removing the technical details. 398: 326: 306: 125: 73: 44:make it understandable to non-experts 7: 603: 601: 210: 161: 621:. You can help Knowledge (XXG) by 14: 605: 353:voltage-dependent anion channels 247: 244: 238: 23: 334:Key:BKQFRNYHFIQEKN-UHFFFAOYSA-N 351:. Erastin binds and activates 253: 232: 1: 582:10.1016/S1535-6108(03)00050-3 704: 600: 424:10.1016/j.cell.2012.03.042 222:Chemical and physical data 317: 297: 116: 81: 678:4-Chlorophenyl compounds 617:-related article is a 349:ferroptotic cell death 531:10.7554/elife.02523 481:10.1038/nature05859 473:2007Natur.447..865Y 78: 673:Experimental drugs 668:Pharmacology stubs 380:lipid peroxidation 630: 629: 467:(7146): 864โ€“868. 342: 341: 288:Interactive image 72: 71: 64: 695: 651: 644: 637: 609: 602: 595: 594: 584: 560: 554: 553: 543: 533: 509: 503: 502: 492: 452: 446: 445: 435: 418:(5): 1060โ€“1072. 403: 290: 270: 255: 249: 246: 240: 234: 214: 194: 174: 164: 163: 149: 86: 79: 77: 67: 60: 56: 53: 47: 27: 26: 19: 703: 702: 698: 697: 696: 694: 693: 692: 658: 657: 656: 655: 599: 598: 562: 561: 557: 511: 510: 506: 454: 453: 449: 405: 404: 400: 395: 368: 338: 335: 330: 325: 324: 313: 310: 305: 304: 293: 268: 258: 252: 243: 237: 217: 197: 177: 160: 152: 132: 129: 124: 123: 107: 68: 57: 51: 48: 40:help improve it 37: 28: 24: 17: 12: 11: 5: 701: 699: 691: 690: 685: 680: 675: 670: 660: 659: 654: 653: 646: 639: 631: 628: 627: 610: 597: 596: 575:(3): 285โ€“296. 555: 504: 447: 397: 396: 394: 391: 366: 340: 339: 337: 336: 333: 331: 328: 320: 319: 318: 315: 314: 312: 311: 308: 300: 299: 298: 295: 294: 292: 291: 283: 281: 273: 272: 266: 260: 259: 256: 250: 241: 235: 230: 224: 223: 219: 218: 216: 215: 207: 205: 199: 198: 196: 195: 187: 185: 179: 178: 176: 175: 167: 165: 154: 153: 151: 150: 142: 140: 134: 133: 131: 130: 127: 119: 118: 117: 114: 113: 109: 108: 106: 105: 101: 99: 93: 92: 88: 87: 70: 69: 31: 29: 22: 15: 13: 10: 9: 6: 4: 3: 2: 700: 689: 688:Phenol ethers 686: 684: 681: 679: 676: 674: 671: 669: 666: 665: 663: 652: 647: 645: 640: 638: 633: 632: 626: 624: 620: 616: 611: 608: 604: 592: 588: 583: 578: 574: 570: 566: 559: 556: 551: 547: 542: 537: 532: 527: 523: 519: 515: 508: 505: 500: 496: 491: 486: 482: 478: 474: 470: 466: 462: 458: 451: 448: 443: 439: 434: 429: 425: 421: 417: 413: 409: 402: 399: 392: 390: 387: 385: 381: 377: 373: 369: 362: 358: 354: 350: 346: 332: 327: 323: 316: 307: 303: 296: 289: 285: 284: 282: 279: 274: 267: 265: 261: 231: 229: 225: 220: 213: 209: 208: 206: 204: 200: 193: 189: 188: 186: 184: 180: 173: 169: 168: 166: 159: 155: 148: 144: 143: 141: 139: 135: 126: 122: 115: 110: 103: 102: 100: 98: 94: 89: 85: 80: 66: 63: 55: 45: 41: 35: 32:This article 30: 21: 20: 623:expanding it 615:pharmacology 612: 572: 568: 558: 521: 517: 507: 464: 460: 450: 415: 411: 401: 388: 344: 343: 104:Experimental 97:Legal status 91:Legal status 58: 49: 33: 683:Piperazines 569:Cancer Cell 376:glutathione 271: gยทmol 147:571203-78-6 112:Identifiers 662:Categories 524:: e02523. 393:References 384:cell death 276:3D model ( 264:Molar mass 183:ChemSpider 138:CAS Number 121:IUPAC name 52:April 2017 591:12676586 550:24844246 499:17568748 442:22632970 372:cysteine 365:system X 172:11214940 541:4054777 490:3047570 469:Bibcode 433:3367386 345:Erastin 228:Formula 192:9390002 158:PubChem 76:Erastin 38:Please 589:  548:  538:  497:  487:  461:Nature 440:  430:  302:SMILES 269:547.05 212:C21478 613:This 518:eLife 361:VDAC3 357:VDAC2 322:InChI 278:JSmol 619:stub 587:PMID 546:PMID 495:PMID 438:PMID 412:Cell 382:and 359:and 203:KEGG 577:doi 536:PMC 526:doi 485:PMC 477:doi 465:447 428:PMC 420:doi 416:149 162:CID 42:to 664:: 585:. 571:. 567:. 544:. 534:. 520:. 516:. 493:. 483:. 475:. 463:. 459:. 436:. 426:. 414:. 410:. 386:. 245:Cl 242:31 236:30 650:e 643:t 636:v 625:. 593:. 579:: 573:3 552:. 528:: 522:3 501:. 479:: 471:: 444:. 422:: 367:c 280:) 257:4 254:O 251:4 248:N 239:H 233:C 65:) 59:( 54:) 50:( 36:.

Index

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make it understandable to non-experts
Learn how and when to remove this message

Legal status
IUPAC name
CAS Number
571203-78-6
PubChem
11214940
ChemSpider
9390002
KEGG
C21478
Formula
Molar mass
JSmol
Interactive image
SMILES
InChI
ferroptotic cell death
voltage-dependent anion channels
VDAC2
VDAC3
system Xc
cysteine
glutathione
lipid peroxidation
cell death
"Ferroptosis: an iron-dependent form of nonapoptotic cell death"

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