Knowledge (XXG)

Radicicol

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478: 274: 199: 24: 474:. This structure produced is the earliest intermediate in the radicicol biosynthesis, monocillin II. This intermediate is transformed to radicicol through halogenation and epoxide formation performed by RadH and RadP respectively. These enzymes are coded by the genes Rdc2 and Rdc4 in the pathway, and removing either of these results in a product that has the monocillin II core, but does not have either the epoxide or halogen added. 401: 116: 414: 657: 444:(Heat Shock Protein 90) and alters its function. HSP90 client proteins play important roles in the regulation of the cell cycle, cell growth, cell survival, 323: 297:
InChI=1S/C18H17ClO6/c1-9-6-15-14(25-15)5-3-2-4-10(20)7-11-16(18(23)24-9)12(21)8-13(22)17(11)19/h2-5,8-9,14-15,21-22H,6-7H2,1H3/b4-2+,5-3-/t9-,14-,15-/m1/s1
307:
InChI=1/C18H17ClO6/c1-9-6-15-14(25-15)5-3-2-4-10(20)7-11-16(18(23)24-9)12(21)8-13(22)17(11)19/h2-5,8-9,14-15,21-22H,6-7H2,1H3/b4-2+,5-3-/t9-,14-,15-/m1/s1
564:
Wang, Shuhao; Xu, Yuquan; Maine, Erin A.; Wijeratne, E.M. Kithsiri; Espinosa-Artiles, Patricia; Gunatilaka, A.A. Leslie; Molnár, István (2008).
566:"Functional Characterization of the Biosynthesis of Radicicol, an Hsp90 Inhibitor Resorcylic Acid Lactone from Chaetomium chiversii" 288: 421: 231: 252: 477: 466: 194: 156: 667: 662: 471: 36: 652: 269: 82: 608:
Winssinger N, Barluanga S (January 2007). "Chemistry and biology of resorcylic acid lactones".
647: 625: 587: 543: 512:"Insights into Radicicol Biosynthesis via Heterologous Synthesis of Intermediates and Analogs" 176: 617: 577: 533: 523: 346: 23: 470:, in which the majority of the core structure is produced in vivo through iterative type I 240: 92: 273: 198: 136: 538: 511: 392: 641: 634:
Review of the chemistry and biology of resorcylic acid lactones, including radicicol.
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Except where otherwise noted, data are given for materials in their
476: 441: 127: 115: 105: 61:)-8-Chloro-9,11-dihydroxy-14-methyl-1a,14,15,15a-tetrahydro-6 257: 409: 464:Biosynthesis of radicicol has been best studied in 510:Zhou H, Qiao K, Gao Z, Vederas JC, Tang Y (2010). 331:C1C2(O2)/C=C\C=C\C(=O)Cc3c(c(cc(c3Cl)O)O)C(=O)O1 219: 91: 8: 481:Proposed biosynthetic pathway of Radicicol. 272: 197: 175: 15: 581: 537: 527: 239: 502: 328: 293: 268: 559: 557: 188: 65:-oxirenobenzoxacyclotetradecine-6,12(7 440:, is a natural product that binds to 300:Key: WYZWZEOGROVVHK-GTMNPGAYSA-N 155: 135: 7: 658:Halogen-containing natural products 310:Key: WYZWZEOGROVVHK-GTMNPGAYBX 210: 14: 399: 364: 358: 22: 516:Journal of Biological Chemistry 395:(at 25 °C , 100 kPa). 583:10.1016/j.chembiol.2008.10.006 367: 352: 1: 684: 389: 339: 319: 284: 75: 35: 30: 21: 570:Chemistry & Biology 529:10.1074/jbc.M110.183574 467:Pochonia chlamydosporia 482: 480: 472:polyketide synthases 37:Preferred IUPAC name 522:(53): 41412–41421. 385: g·mol 18: 483: 422:Infobox references 16: 576:(12): 1328–1338. 430:Chemical compound 428: 427: 253:CompTox Dashboard 117:Interactive image 675: 633: 622:10.1039/B610344H 596: 595: 585: 561: 552: 551: 541: 531: 507: 436:, also known as 412: 406: 403: 402: 384: 369: 366: 360: 354: 347:Chemical formula 277: 276: 261: 259: 243: 223: 212: 201: 190: 179: 159: 139: 119: 95: 26: 19: 683: 682: 678: 677: 676: 674: 673: 672: 638: 637: 607: 604: 602:Further reading 599: 563: 562: 555: 509: 508: 504: 500: 488: 462: 431: 424: 419: 418: 417:  ?) 408: 404: 400: 396: 382: 372: 363: 357: 349: 335: 332: 327: 326: 315: 312: 311: 308: 302: 301: 298: 292: 291: 280: 262: 255: 246: 226: 213: 182: 162: 142: 122: 109: 98: 85: 71: 70: 12: 11: 5: 681: 679: 671: 670: 665: 660: 655: 650: 640: 639: 636: 635: 603: 600: 598: 597: 553: 501: 499: 496: 495: 494: 487: 484: 461: 458: 429: 426: 425: 420: 398: 397: 393:standard state 390: 387: 386: 380: 374: 373: 370: 361: 355: 350: 345: 342: 341: 337: 336: 334: 333: 330: 322: 321: 320: 317: 316: 314: 313: 309: 306: 305: 303: 299: 296: 295: 287: 286: 285: 282: 281: 279: 278: 265: 263: 251: 248: 247: 245: 244: 236: 234: 228: 227: 225: 224: 216: 214: 206: 203: 202: 192: 184: 183: 181: 180: 172: 170: 164: 163: 161: 160: 152: 150: 144: 143: 141: 140: 132: 130: 124: 123: 121: 120: 112: 110: 103: 100: 99: 97: 96: 88: 86: 81: 78: 77: 73: 72: 40: 39: 33: 32: 28: 27: 13: 10: 9: 6: 4: 3: 2: 680: 669: 666: 664: 661: 659: 656: 654: 651: 649: 646: 645: 643: 631: 627: 623: 619: 615: 611: 606: 605: 601: 593: 589: 584: 579: 575: 571: 567: 560: 558: 554: 549: 545: 540: 535: 530: 525: 521: 517: 513: 506: 503: 497: 493: 490: 489: 485: 479: 475: 473: 469: 468: 459: 457: 455: 451: 447: 443: 439: 435: 423: 416: 411: 394: 388: 381: 379: 376: 375: 351: 348: 344: 343: 338: 329: 325: 318: 304: 294: 290: 283: 275: 271: 270:DTXSID2042692 267: 266: 264: 254: 250: 249: 242: 238: 237: 235: 233: 230: 229: 222: 218: 217: 215: 209: 205: 204: 200: 196: 193: 191: 189:ECHA InfoCard 186: 185: 178: 174: 173: 171: 169: 166: 165: 158: 154: 153: 151: 149: 146: 145: 138: 134: 133: 131: 129: 126: 125: 118: 114: 113: 111: 107: 102: 101: 94: 90: 89: 87: 84: 80: 79: 74: 68: 64: 60: 56: 52: 48: 44: 38: 34: 29: 25: 20: 668:Chloroarenes 616:(1): 22–36. 613: 609: 573: 569: 519: 515: 505: 492:Geldanamycin 465: 463: 460:Biosynthesis 450:angiogenesis 437: 433: 432: 157:ChEMBL453386 137:CHEBI:556075 76:Identifiers 66: 62: 58: 54: 50: 46: 42: 663:Polyketides 610:Chem Commun 454:oncogenesis 340:Properties 195:100.170.695 653:Macrolides 642:Categories 498:References 378:Molar mass 241:I60EH8GECX 168:ChemSpider 104:3D model ( 93:12772-57-5 83:CAS Number 17:Radicicol 446:apoptosis 434:Radicicol 648:Epoxides 630:17279252 592:19101477 548:20961859 486:See also 438:monorden 177:20137057 539:3009867 415:what is 413: ( 221:6323491 208:PubChem 69:)-dione 628:  590:  546:  536:  410:verify 407:  383:364.78 324:SMILES 148:ChEMBL 31:Names 442:Hsp90 289:InChI 128:ChEBI 106:JSmol 626:PMID 588:PMID 544:PMID 452:and 232:UNII 57:,15a 618:doi 578:doi 534:PMC 524:doi 520:285 258:EPA 211:CID 53:,14 41:(1a 644:: 624:. 614:13 612:. 586:. 574:15 572:. 568:. 556:^ 542:. 532:. 518:. 514:. 456:. 448:, 365:Cl 362:17 356:18 49:,4 45:,2 632:. 620:: 594:. 580:: 550:. 526:: 405:N 371:6 368:O 359:H 353:C 260:) 256:( 108:) 67:H 63:H 59:R 55:R 51:E 47:E 43:R

Index


Preferred IUPAC name
CAS Number
12772-57-5
JSmol
Interactive image
ChEBI
CHEBI:556075
ChEMBL
ChEMBL453386
ChemSpider
20137057
ECHA InfoCard
100.170.695
Edit this at Wikidata
PubChem
6323491
UNII
I60EH8GECX
CompTox Dashboard
DTXSID2042692
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass
standard state
verify
what is
Infobox references

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