Knowledge (XXG)

2-Methylisoborneol

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is present. Subsequent death of the microorganisms will release MIB that is trapped in the cells. Along with geosmin, the off flavors that result are issues in the seafood industry. This chemical is the major cause of "muddy" or "dirt" flavors in
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together account for the majority of biologically-caused taste and odor outbreaks in drinking water worldwide. MIB has a distinct earthy or musty odor, which most people can easily smell. The
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Lloyd, Steven W; Grimm, Casey C (1999). "Analysis of 2-Methylisoborneol and Geosmin in Catfish by Microwave Distillation−Solid-Phase Microextraction".
585: 563: 253: 429:, and also some other prokaryotes and eukaryotes. The main genera in the cyanobacteria that have been shown to produce MIB include 105: 376: 640: 217: 112: 780: 712:"Isolation of Bacteria Capable of Growth with 2-Methylisoborneol and Geosmin as the Sole Carbon and Energy Sources" 411: 638:
G. Izaguirre; W.D. Taylor (2004). "A Guide to Geosmin and MIB-producing Cyanobacteria in the United States".
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of MIB is very low, ranging from 0.002 to 0.02 micrograms per liter in water. MIB is also a factor in
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MIB is produced by various blue-green algae (cyanobacteria) and filamentous bacteria in the class
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Lin, Tsair-Fuh; Watson, Susan; Dietrich, Andrea M.; (Mel) Suffet, I. H. (15 March 2018).
238: 727: 598: 514: 140: 746: 711: 615: 581:"Biochemical and Ecological Control of Geosmin and 2-Methylisoborneol in Source Waters" 580: 531: 499:"Biochemical and Ecological Control of Geosmin and 2-Methylisoborneol in Source Waters" 498: 347: 769: 426: 404: 449: 443: 431: 205: 17: 556:
Taste and Odour in Source and Drinking Water: Causes, Controls, and Consequences
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Except where otherwise noted, data are given for materials in their
453:. They give a musty or earthy odor that can be quite strong if an 262:
InChI=1S/C11H20O/c1-9(2)8-5-6-10(9,3)11(4,12)7-8/h8,12H,5-7H2,1-4H3
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InChI=1/C11H20O/c1-9(2)8-5-6-10(9,3)11(4,12)7-8/h8,12H,5-7H2,1-4H3
131: 111: 104: 94: 447:, while the main genus in the Actinomycetia that produces MIB is 171: 222: 364: 710:Guttman, Lior; van Rijn, Jaap (15 January 2012). 399:derived from the universal monoterpene precursor 204: 80: 497:Jüttner, Friedrich; Watson, Susan B. (2007). 8: 677:Journal of Agricultural and Food Chemistry 237: 159: 26: 745: 735: 614: 530: 480:bacteria can degrade 2-methylisoborneol. 489: 293: 258: 233: 716:Applied and Environmental Microbiology 586:Applied and Environmental Microbiology 503:Applied and Environmental Microbiology 265:Key: LFYXNXGVLGKVCJ-UHFFFAOYSA-N 139: 51:1,2,7,7-tetramethylbicycloheptan-2-ol 7: 275:Key: LFYXNXGVLGKVCJ-UHFFFAOYAW 195: 179: 25: 579:Juttner, F.; Watson, S. (2007). 354: 33: 350:(at 25 °C , 100 kPa). 1: 641:Water Science and Technology 807: 340:168.28 g/mol 344: 309: 284: 249: 64: 56: 46: 41: 32: 412:odor detection threshold 403:. MIB and the irregular 296:CC1(C2CCC1(C(C2)(C)O)C)C 301:OC2(C)CC1CCC2(C1(C)C)C 654:10.2166/wst.2004.0524 401:geranyl pyrophosphate 737:10.1128/AEM.06333-11 607:10.1128/AEM.02250-06 523:10.1128/aem.02250-06 728:2012ApEnM..78..363G 599:2007ApEnM..73.4395J 515:2007ApEnM..73.4395J 59:2-Methyl-2-bornanol 29: 28:2-Methylisoborneol 395:) is an irregular 389:2-Methylisoborneol 377:Infobox references 27: 18:2-methylisoborneol 781:Tertiary alcohols 689:10.1021/jf980419x 593:(14): 4395–4406. 565:978-1-78040-665-7 509:(14): 4395–4406. 385:Chemical compound 383: 382: 218:CompTox Dashboard 113:Interactive image 106:Interactive image 16:(Redirected from 798: 760: 759: 749: 739: 707: 701: 700: 672: 666: 665: 635: 629: 628: 618: 576: 570: 569: 551: 545: 544: 534: 494: 367: 361: 358: 357: 317:Chemical formula 242: 241: 226: 224: 208: 197: 183: 163: 143: 115: 108: 84: 37: 30: 21: 806: 805: 801: 800: 799: 797: 796: 795: 766: 765: 764: 763: 709: 708: 704: 674: 673: 669: 637: 636: 632: 578: 577: 573: 566: 553: 552: 548: 496: 495: 491: 486: 386: 379: 374: 373: 372:  ?) 363: 359: 355: 351: 329: 325: 319: 305: 302: 297: 292: 291: 280: 277: 276: 273: 267: 266: 263: 257: 256: 245: 227: 220: 211: 198: 186: 166: 146: 118: 98: 87: 74: 60: 52: 23: 22: 15: 12: 11: 5: 804: 802: 794: 793: 788: 783: 778: 768: 767: 762: 761: 722:(2): 363–370. 702: 683:(1): 164–169. 667: 630: 571: 564: 546: 488: 487: 485: 482: 384: 381: 380: 375: 353: 352: 348:standard state 345: 342: 341: 338: 332: 331: 327: 323: 320: 315: 312: 311: 307: 306: 304: 303: 300: 298: 295: 287: 286: 285: 282: 281: 279: 278: 274: 271: 270: 268: 264: 261: 260: 252: 251: 250: 247: 246: 244: 243: 235:DTXSID90940148 230: 228: 216: 213: 212: 210: 209: 201: 199: 191: 188: 187: 185: 184: 176: 174: 168: 167: 165: 164: 156: 154: 148: 147: 145: 144: 136: 134: 128: 127: 124: 123:Abbreviations 120: 119: 117: 116: 109: 101: 99: 92: 89: 88: 86: 85: 77: 75: 70: 67: 66: 62: 61: 58: 54: 53: 50: 44: 43: 39: 38: 24: 14: 13: 10: 9: 6: 4: 3: 2: 803: 792: 789: 787: 784: 782: 779: 777: 774: 773: 771: 757: 753: 748: 743: 738: 733: 729: 725: 721: 717: 713: 706: 703: 698: 694: 690: 686: 682: 678: 671: 668: 663: 659: 655: 651: 647: 643: 642: 634: 631: 626: 622: 617: 612: 608: 604: 600: 596: 592: 588: 587: 582: 575: 572: 567: 561: 557: 550: 547: 542: 538: 533: 528: 524: 520: 516: 512: 508: 504: 500: 493: 490: 483: 481: 479: 478: 473: 472: 467: 465: 461: 456: 452: 451: 446: 445: 440: 439: 434: 433: 428: 427:Actinomycetia 423: 421: 417: 413: 409: 406: 405:sesquiterpene 402: 398: 394: 390: 378: 371: 366: 349: 343: 339: 337: 334: 333: 321: 318: 314: 313: 308: 299: 294: 290: 283: 269: 259: 255: 248: 240: 236: 232: 231: 229: 219: 215: 214: 207: 203: 202: 200: 194: 190: 189: 182: 178: 177: 175: 173: 170: 169: 162: 158: 157: 155: 153: 150: 149: 142: 138: 137: 135: 133: 130: 129: 125: 122: 121: 114: 110: 107: 103: 102: 100: 96: 91: 90: 83: 79: 78: 76: 73: 69: 68: 63: 55: 49: 45: 40: 36: 31: 19: 786:Monoterpenes 719: 715: 705: 680: 676: 670: 648:(9): 19–24. 645: 639: 633: 590: 584: 574: 555: 549: 506: 502: 492: 475: 469: 468: 450:Streptomyces 448: 444:Planktothrix 442: 436: 432:Oscillatoria 430: 424: 392: 388: 387: 65:Identifiers 57:Other names 791:Norbornanes 471:Rhodococcus 455:algal bloom 397:monoterpene 310:Properties 141:CHEBI:61987 770:Categories 484:References 438:Phormidium 420:winemaking 416:cork taint 336:Molar mass 152:ChemSpider 93:3D model ( 72:CAS Number 48:IUPAC name 477:Comamonas 82:2371-42-8 756:22081577 697:10563866 662:15237602 625:17400777 541:17400777 464:crawfish 330:O 776:Flavors 747:3255726 724:Bibcode 616:1932821 595:Bibcode 558:. IWA. 532:1932821 511:Bibcode 460:catfish 408:geosmin 370:what is 368: ( 193:PubChem 754:  744:  695:  660:  623:  613:  562:  539:  529:  441:, and 365:verify 362:  289:SMILES 181:C20243 42:Names 254:InChI 206:16913 161:16024 132:ChEBI 95:JSmol 752:PMID 693:PMID 658:PMID 621:PMID 560:ISBN 537:PMID 474:and 462:and 172:KEGG 126:MIB 742:PMC 732:doi 685:doi 650:doi 611:PMC 603:doi 527:PMC 519:doi 418:in 393:MIB 223:EPA 196:CID 772:: 750:. 740:. 730:. 720:78 718:. 714:. 691:. 681:47 679:. 656:. 646:49 644:. 619:. 609:. 601:. 591:73 589:. 583:. 535:. 525:. 517:. 507:73 505:. 501:. 466:. 435:, 422:. 328:20 324:11 758:. 734:: 726:: 699:. 687:: 664:. 652:: 627:. 605:: 597:: 568:. 543:. 521:: 513:: 391:( 360:N 326:H 322:C 225:) 221:( 97:) 20:)

Index

2-methylisoborneol

IUPAC name
CAS Number
2371-42-8
JSmol
Interactive image
Interactive image
ChEBI
CHEBI:61987
ChemSpider
16024
KEGG
C20243
PubChem
16913
CompTox Dashboard
DTXSID90940148
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass
standard state
verify
what is
Infobox references
monoterpene
geranyl pyrophosphate
sesquiterpene

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