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Actinorhodin

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InChI=1S/C32H26O14/c1-9-21-15(3-11(45-9)5-19(35)36)29(41)23-17(33)7-13(27(39)25(23)31(21)43)14-8-18(34)24-26(28(14)40)32(44)22-10(2)46-12(6-20(37)38)4-16(22)30(24)42/h7-12,33-34,39-40H,3-6H2,1-2H3,(H,35,36)(H,37,38)/t9-,10-,11+,12+/m1/s1
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InChI=1/C32H26O14/c1-9-21-15(3-11(45-9)5-19(35)36)29(41)23-17(33)7-13(27(39)25(23)31(21)43)14-8-18(34)24-26(28(14)40)32(44)22-10(2)46-12(6-20(37)38)4-16(22)30(24)42/h7-12,33-34,39-40H,3-6H2,1-2H3,(H,35,36)(H,37,38)/t9-,10-,11+,12+/m1/s1
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Magnolo SK, Leenutaphong DL, DeModena JA, et al. (May 1991). "Actinorhodin production by Streptomyces coelicolor and growth of Streptomyces lividans are improved by the expression of a bacterial hemoglobin".
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responsible for actinorhodin production contains the biosynthetic enzymes and genes responsible for export of the antibiotic. The antibiotic also has the effect of being a
708: 376: 288: 669: 488:"Global negative regulation of Streptomyces coelicolor antibiotic synthesis mediated by an absA-encoded putative signal transduction system" 253: 662: 196: 217: 383: 713: 655: 698: 413: 703: 693: 36: 576:
Bystrykh, LV; Fernández-Moreno MA; Herrema JK; Malpartida F; Hopwood DA; Dijkhuizen L (April 1996).
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Tahlan, K; Ahn SK; Sing A; Bodnaruk TD; Willems AR; Davidson AR; Nodwell JR. (February 2007).
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OC(=O)C5CC=6C(=O)c4c(O)cc(c3cc(O)c2C(=O)C=1C(CC(O)=O)O(C)C=1C(=O)c2c3O)c(O)c4C(=O)C=6(C)O5
64: 238: 639: 354: 120: 602: 577: 512: 487: 682: 578:"Production of actinorhodin-related "blue pigments" by Streptomyces coelicolor A3(2)" 553: 536: 503: 593: 472: 185: 422: 418: 627: 635: 408: 405: 339: 131: 562: 611: 521: 464: 23: 456: 399: 172: 353:
Except where otherwise noted, data are given for materials in their
160: 111: 87: 77: 151: 537:"Initiation of actinorhodin export in Streptomyces coelicolor" 222: 486:
Brian P, Riggle PJ, Santos RA, Champness WC (June 1996).
643: 371: 184: 63: 663: 8: 670: 656: 237: 139: 15: 709:3-Hydroxypropenals within hydroxyquinones 601: 552: 511: 204: 434: 293: 258: 233: 425:due to its pH-dependent color change. 265:Key: VTIKDEXOEJDMJP-WYUUTHIRSA-N 119: 7: 624: 622: 275:Key: VTIKDEXOEJDMJP-WYUUTHIRBL 175: 159: 41:2,2′-pyran]-3,3′-diyl]diacetic acid 14: 626: 554:10.1111/j.1365-2958.2006.05559.x 504:10.1128/jb.178.11.3221-3231.1996 361: 323: 22: 594:10.1128/jb.178.8.2238-2244.1996 357:(at 25 °C , 100 kPa). 329: 317: 1: 642:. You can help Knowledge by 730: 621: 351: 304: 284: 249: 47: 35: 30: 21: 582:Journal of Bacteriology 414:Streptomyces coelicolor 638:-related article is a 541:Molecular Microbiology 398:is a benzoisochromane 37:Preferred IUPAC name 457:10.1038/nbt0591-473 347: g·mol 101:Beilstein Reference 18: 384:Infobox references 16: 651: 650: 392:Chemical compound 390: 389: 218:CompTox Dashboard 89:Interactive image 721: 714:Antibiotic stubs 672: 665: 658: 630: 623: 616: 615: 605: 573: 567: 566: 556: 532: 526: 525: 515: 483: 477: 476: 439: 374: 368: 365: 364: 346: 331: 325: 319: 312:Chemical formula 242: 241: 226: 224: 208: 188: 177: 163: 143: 123: 91: 67: 26: 19: 729: 728: 724: 723: 722: 720: 719: 718: 679: 678: 677: 676: 620: 619: 575: 574: 570: 534: 533: 529: 498:(11): 3221–31. 485: 484: 480: 441: 440: 436: 431: 393: 386: 381: 380: 379:  ?) 370: 366: 362: 358: 344: 334: 328: 322: 314: 300: 297: 292: 291: 280: 277: 276: 273: 267: 266: 263: 257: 256: 245: 227: 220: 211: 191: 178: 166: 146: 126: 103: 94: 81: 70: 57: 43: 42: 12: 11: 5: 727: 725: 717: 716: 711: 706: 701: 699:Acetate esters 696: 691: 681: 680: 675: 674: 667: 660: 652: 649: 648: 634:This systemic 631: 618: 617: 588:(8): 2238–44. 568: 547:(4): 951–961. 527: 478: 445:Bio/Technology 433: 432: 430: 427: 391: 388: 387: 382: 360: 359: 355:standard state 352: 349: 348: 342: 336: 335: 332: 326: 320: 315: 310: 307: 306: 302: 301: 299: 298: 295: 287: 286: 285: 282: 281: 279: 278: 274: 271: 270: 268: 264: 261: 260: 252: 251: 250: 247: 246: 244: 243: 235:DTXSID20930557 230: 228: 216: 213: 212: 210: 209: 201: 199: 193: 192: 190: 189: 181: 179: 171: 168: 167: 165: 164: 156: 154: 148: 147: 145: 144: 136: 134: 128: 127: 125: 124: 116: 114: 108: 107: 104: 99: 96: 95: 93: 92: 84: 82: 75: 72: 71: 69: 68: 60: 58: 53: 50: 49: 45: 44: 40: 39: 33: 32: 28: 27: 13: 10: 9: 6: 4: 3: 2: 726: 715: 712: 710: 707: 705: 702: 700: 697: 695: 692: 690: 687: 686: 684: 673: 668: 666: 661: 659: 654: 653: 647: 645: 641: 637: 632: 629: 625: 613: 609: 604: 599: 595: 591: 587: 583: 579: 572: 569: 564: 560: 555: 550: 546: 542: 538: 531: 528: 523: 519: 514: 509: 505: 501: 497: 493: 489: 482: 479: 474: 470: 466: 462: 458: 454: 450: 446: 438: 435: 428: 426: 424: 420: 416: 415: 410: 407: 404: 401: 397: 385: 378: 373: 356: 350: 343: 341: 338: 337: 316: 313: 309: 308: 303: 294: 290: 283: 269: 259: 255: 248: 240: 236: 232: 231: 229: 219: 215: 214: 207: 203: 202: 200: 198: 195: 194: 187: 183: 182: 180: 174: 170: 169: 162: 158: 157: 155: 153: 150: 149: 142: 138: 137: 135: 133: 130: 129: 122: 118: 117: 115: 113: 110: 109: 105: 102: 98: 97: 90: 86: 85: 83: 79: 74: 73: 66: 62: 61: 59: 56: 52: 51: 46: 38: 34: 29: 25: 20: 17:Actinorhodin 644:expanding it 633: 585: 581: 571: 544: 540: 530: 495: 492:J. Bacteriol 491: 481: 451:(5): 473–6. 448: 444: 437: 423:pH indicator 419:gene cluster 412: 411:produced by 396:Actinorhodin 395: 394: 48:Identifiers 704:Polyketides 694:Antibiotics 305:Properties 683:Categories 636:antibiotic 429:References 409:antibiotic 406:polyketide 340:Molar mass 206:G4HH387T6Z 132:ChemSpider 121:CHEBI:2448 76:3D model ( 55:CAS Number 65:1397-77-9 563:17338074 473:21623645 141:16735642 689:Phenols 612:8636024 522:8655502 465:1367312 400:quinone 377:what is 375: ( 345:634.546 186:5280985 173:PubChem 610:  603:177931 600:  561:  520:  513:178074 510:  471:  463:  417:. The 372:verify 369:  289:SMILES 161:C06691 106:76401 31:Names 469:S2CID 403:dimer 254:InChI 112:ChEBI 78:JSmol 640:stub 608:PMID 559:PMID 518:PMID 461:PMID 197:UNII 152:KEGG 598:PMC 590:doi 586:178 549:doi 508:PMC 500:doi 496:178 453:doi 223:EPA 176:CID 685:: 606:. 596:. 584:. 580:. 557:. 545:63 543:. 539:. 516:. 506:. 494:. 490:. 467:. 459:. 447:. 333:14 327:26 321:32 671:e 664:t 657:v 646:. 614:. 592:: 565:. 551:: 524:. 502:: 475:. 455:: 449:9 367:N 330:O 324:H 318:C 225:) 221:( 80:)

Index


Preferred IUPAC name
CAS Number
1397-77-9
JSmol
Interactive image
Beilstein Reference
ChEBI
CHEBI:2448
ChemSpider
16735642
KEGG
C06691
PubChem
5280985
UNII
G4HH387T6Z
CompTox Dashboard
DTXSID20930557
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass
standard state
verify
what is
Infobox references
quinone
dimer

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