Knowledge (XXG)

Malacidin

Source 📝

130:
InChI=1S/C56H88N12O20/c1-25(2)17-13-11-12-14-19-35(69)62-40(29(8)54(83)84)50(79)66-42-31(10)59-47(76)34-21-28(7)24-68(34)53(82)39(27(5)6)65-49(78)41(30(9)55(85)86)63-36(70)23-58-45(74)33(22-37(71)72)61-52(81)43(44(73)56(87)88)67-46(75)32(18-15-16-20-57)60-48(77)38(26(3)4)64-51(42)80/h11-12,14,19,25-34,38-44,73H,13,15-18,20-24,57H2,1-10H3,(H,58,74)(H,59,76)(H,60,77)(H,61,81)(H,62,69)(H,63,70)(H,64,80)(H,65,78)(H,66,79)(H,67,75)(H,71,72)(H,83,84)(H,85,86)(H,87,88)/b12-11-,19-14+/t28-,29?,30?,31?,32+,33+,34-,38-,39+,40+,41-,42+,43+,44?/m0/s1
55: 531: 4210: 4198: 24: 449: 366:
to confirm that these genes were indeed likely to be the kind of BGCs they sought. One of the novel BGCs they found was present in around 19% of the screened soil samples but not readily found in cultured microbial collections, so they took that BGC, put it into other host bacteria, and then isolated
388:
As of February 2018, the malacidins had not been tested on humans. At the time of their discovery it was unknown whether the discovery would lead to any new antibiotic drugs; showing that a potential drug is safe and effective takes years of work and millions of dollars, and the scientists said
345:
variations in lab conditions. Instead, the team used a genetics approach that was more scalable. They focused on searching for novel biosynthetic gene clusters (BGCs) – genes that are usually expressed together, that bacteria use to make secondary metabolites. To do this, they extracted DNA from
324:
precursor molecule, leading to destruction of the cell wall and death of the bacteria. Therefore, they would be a new member of the class of calcium-dependent antibiotics. The discovery of malacidins supported the view that the calcium-dependent antibiotics are a larger class than previously
411:
Brady, Hover, and two other authors disclosed in the 2018 paper that they had "competing financial interests, as they are employees or consultants of Lodo Therapeutics." Lodo was founded in 2016 out of Brady's laboratory, to discover new chemicals in nature as
255:
The malacidin family were discovered using a new method of soil microbiome screening that does not require cell culturing. This allowed researchers to identify genetic components necessary to produce the chemical. Malacidin A was shown to kill
763: 1615: 544:
Borman S (February 19, 2018). "Genetic screen of soil microbes uncovers novel antibiotics: Method could help researchers discover new natural products from hard-to-culture microorganisms".
2629: 756: 2910: 749: 381:
The approach of screening the soil for useful compounds using genomics has been done by others, and is likely to continue to be pursued as a method to further explore
571: 389:
at the time that they had no plans to try to develop a drug based on the work. In the 2018 paper, malacidins were shown to kill only Gram-positive bacteria and not
3862: 1608: 151:
CC(NC(1C(CN1C((NC((NC(CNC((NC((NC((NC((N2)C(C)C)=O)CCCCN)=O)C(C(O)=O)O)=O)CC(O)=O)=O)=O)C(C)C(O)=O)=O)C(C)C)=O)C)=O)(NC((NC(/C=C/C=C\CCC(C)C)=O)C(C)C(O)=O)=O)C2=O
143: 402: 1601: 490:"Culture-independent discovery of the malacidins as calcium-dependent antibiotics with activity against multidrug-resistant Gram-positive pathogens" 3806: 2903: 2854: 1559: 488:
Hover BM, Kim SH, Katz M, Charlop-Powers Z, Owen JG, Ternei MA, Maniko J, Estrela AB, Molina H, Park S, Perlin DS, Brady SF (February 2018).
3017: 3855: 316:
Malacidins appear to take on their active conformation after they bind to calcium; the calcium-bound molecule then appears to bind to
632: 2962: 121: 2896: 741: 4230: 1776: 1716: 1705: 687: 2773: 604: 2659: 3848: 3253: 297: 4188: 225: 3742: 1825: 3823: 2871: 2684: 2604: 1731: 1665: 1576: 776: 269:
drugs, because large investments of time and money are required to determine whether any drug is safe and effective.
351: 1593: 2609: 1736: 1508: 355: 4245: 3268: 1632: 1027: 394: 2538: 3888: 3811: 3319: 2859: 2674: 2634: 1741: 1649: 1564: 3263: 530: 4144: 3695: 3167: 3134: 3106: 3064: 3027: 3012: 2923: 2698: 2649: 2639: 910: 390: 334: 245: 4240: 4235: 3090: 3086: 2970: 2888: 2679: 2664: 2644: 1264: 1168: 819: 258: 3584: 3512: 3464: 3398: 3389: 3341: 3313: 2763: 2669: 2614: 1217: 241: 3439: 2654: 2624: 2473: 2435: 846: 576: 369: 350:
libraries that captured the genetic diversity of the environmental microbiome. They then designed
3213: 3690: 3162: 382: 29: 2946: 2189: 1895: 1670: 1488: 1484: 1053: 609: 519: 712: 4214: 3892: 3435: 3258: 3142: 3114: 2777: 1928: 1726: 1536: 1480: 1108: 509: 501: 166: 605:"In soil-dwelling bacteria, scientists find a new weapon to fight drug-resistant superbugs" 337:, led by Brad Hover and Sean Brady. The group had been looking into antibiotics related to 3331: 3157: 2565: 2009: 1836: 1527: 1522: 1234: 1103: 1098: 285: 82: 75: 4202: 4083: 3840: 3817: 3704: 3574: 3374: 3369: 3359: 3223: 3218: 3182: 3040: 2865: 1795: 1570: 1387: 1317: 1302: 1063: 948: 936: 814: 732: 514: 489: 413: 359: 284:. The 2018 paper described two chemicals in the malacidin family, differing only by a 219: 107: 4224: 4159: 4139: 4088: 4016: 3996: 3672: 3622: 3612: 3570: 3560: 3550: 3482: 3406: 3364: 3284: 3208: 3177: 3096: 3082: 3070: 3060: 3054: 3050: 3045: 3035: 2990: 2759: 2618: 2427: 2394: 2259: 2233: 2166: 2078: 2061: 1973: 1967: 1913: 1909: 1879: 1874: 1869: 1864: 1854: 1790: 1761: 1751: 1532: 1476: 1468: 1430: 1420: 1392: 1372: 1362: 1357: 1322: 1307: 1244: 1239: 1163: 1128: 916: 265:
At the time of publication it was not certain if the discovery would lead to any new
4068: 4063: 3977: 3879: 3875: 3627: 3617: 3602: 3592: 3565: 3545: 3540: 3535: 3530: 3525: 3520: 3502: 3497: 3492: 3487: 3477: 3472: 3431: 3426: 3228: 3119: 3000: 2931: 2927: 2528: 2445: 2288: 2146: 2131: 1937: 1766: 1640: 1636: 1516: 1512: 1440: 1377: 1347: 1312: 1282: 1118: 1093: 1078: 1068: 1058: 1032: 973: 921: 868: 841: 831: 796: 792: 788: 784: 780: 363: 347: 342: 341:
and their calcium-dependent nature, but determined that it would be impractical to
354:
to amplify genes likely to be similar to the BGC that make daptomycin by using a
4149: 4124: 4073: 4034: 3958: 3925: 3915: 3910: 3871: 3788: 3780: 3760: 3713: 3647: 3607: 3555: 3444: 3294: 3233: 3187: 3147: 3124: 2995: 2975: 2919: 2840: 2818: 2787: 2781: 2707: 2587: 2577: 2463: 2455: 2440: 2354: 2324: 2319: 2314: 2309: 2304: 2283: 2272: 2244: 2238: 2194: 2156: 2136: 2121: 2069: 1947: 1904: 1845: 1811: 1786: 1756: 1746: 1624: 1502: 1448: 1425: 1352: 1337: 1332: 1249: 1136: 1113: 1088: 1083: 1073: 1048: 892: 863: 430: 425: 281: 266: 4197: 4154: 4119: 4114: 4104: 4054: 4044: 4006: 4001: 3935: 3930: 3920: 3905: 3750: 3676: 3663: 3652: 3597: 3454: 3449: 3421: 3354: 3324: 3172: 2985: 2940: 2828: 2823: 2791: 2767: 2738: 2716: 2582: 2555: 2505: 2486: 2417: 2407: 2369: 2359: 2349: 2334: 2329: 2277: 2248: 2214: 2204: 2184: 2141: 2111: 2106: 2096: 2065: 1991: 1963: 1942: 1918: 1859: 1850: 1691: 1498: 1458: 1453: 1402: 1382: 1367: 1342: 1297: 1292: 1226: 1197: 1177: 997: 992: 983: 978: 963: 958: 906: 858: 772: 505: 398: 338: 278: 200: 4164: 4134: 4129: 4109: 4078: 4029: 3987: 3945: 3900: 3770: 3765: 3755: 3737: 3411: 3379: 3349: 3299: 3152: 3075: 2835: 2721: 2572: 2550: 2523: 2518: 2513: 2491: 2481: 2412: 2383: 2374: 2344: 2299: 2223: 2218: 2209: 2199: 2179: 2151: 2126: 2116: 2101: 2091: 2086: 2046: 2041: 2034: 2023: 2013: 2004: 1885: 1806: 1801: 1628: 1327: 1287: 1274: 1207: 1202: 1192: 1187: 1182: 1013: 968: 931: 926: 897: 887: 877: 321: 655: 523: 725: 4169: 4039: 4024: 3953: 3416: 3203: 2980: 2811: 2402: 2378: 2364: 2339: 2294: 2267: 2228: 2174: 2029: 2018: 1412: 882: 853: 317: 2715:
Insert into bacterial cell wall causing perforation and depolarization:
3968: 3289: 1397: 293: 249: 94: 23: 2561: 2057: 1494: 218:
Except where otherwise noted, data are given for materials in their
2546: 1995: 1695: 367:
and analyzed the secondary metabolites. The work was published in
289: 66: 54: 44: 3844: 2892: 1597: 745: 729: 3727: 1154: 805: 660: 572:"A potentially powerful new antibiotic is discovered in dirt" 300:. The name "malacidin" is derived from the abbreviation of 4186: 2630:
Benzathine benzylpenicillin/procaine benzylpenicillin
252:. The discovery of malacidins was published in 2018. 4097: 4053: 4015: 3986: 3967: 3944: 3887: 3779: 3736: 3726: 3703: 3689: 3661: 3640: 3583: 3511: 3463: 3397: 3388: 3340: 3312: 3277: 3246: 3196: 3133: 3105: 3026: 3011: 2961: 2939: 2801: 2751: 2730: 2706: 2697: 2597: 2537: 2504: 2472: 2454: 2426: 2393: 2258: 2165: 2077: 2056: 1990: 1956: 1927: 1894: 1835: 1824: 1775: 1715: 1704: 1690: 1648: 1467: 1439: 1411: 1273: 1262: 1225: 1216: 1162: 1153: 1127: 1041: 1026: 1006: 945: 828: 813: 804: 454:
CADD Group Chemoinformatics Tools and User Services
385:and secondary metabolites made by microorganisms. 408:(MRSA) skin infections in an animal wound model. 106: 633:"Soil search unearths new class of antibiotics" 3856: 2904: 1609: 757: 688:"Scientists Unearth Hope for New Antibiotics" 483: 333:Malacidins were discovered by researchers at 8: 481: 479: 477: 475: 473: 471: 469: 467: 465: 463: 248:. Their activity appears to be dependent on 397:pathogens, including bacteria resistant to 3863: 3849: 3841: 3733: 3700: 3394: 3337: 3023: 2958: 2911: 2897: 2889: 2703: 2074: 1832: 1712: 1701: 1687: 1616: 1602: 1594: 1270: 1222: 1159: 1038: 825: 810: 764: 750: 742: 726: 656:"New antibiotic family discovered in dirt" 15: 2737:Inhibits PG elongation and crosslinking: 598: 596: 594: 513: 302:metagenomic acidic lipopeptide antibiotic 565: 563: 561: 559: 4193: 441: 148: 126: 681: 679: 650: 648: 646: 81: 74: 7: 393:. They were, however, able to kill 362:the amplified genes, and then used 346:around 2,000 soil samples to build 97: 414:starting points for drug discovery 262:and other Gram-positive bacteria. 14: 2762:subunit synthesis and transport: 4208: 4196: 529: 184: 178: 22: 717:Chemical & Engineering News 546:Chemical & Engineering News 222:(at 25 °C , 100 kPa). 2660:Imipenem/cilastatin/relebactam 1265:transpeptidation/translocation 711:Jarvis LM (October 31, 2016). 570:Kaplan S (February 13, 2018). 450:"Chemical Identifier Resolver" 190: 172: 1: 3254:Trimethoprim/sulfamethoxazole 298:non-proteinogenic amino acids 686:Hotz RL (12 February 2018). 603:Healy M (13 February 2018). 456:. National Cancer Institute. 244:found in soil that can kill 3259:Ormetoprim/sulfadimethoxine 2685:Ticarcillin/clavulanic acid 2605:Amoxicillin/clavulanic acid 1742:Phenoxymethylpenicillin (V) 1732:Benzathine benzylpenicillin 631:King A (14 February 2018). 4262: 242:chemicals made by bacteria 3801: 3269:Pyrimethamine/sulfadoxine 2849: 2610:Ampicillin/flucloxacillin 1737:Procaine benzylpenicillin 1554: 1509:Quinupristin/dalfopristin 777:inhibit protein synthesis 739: 506:10.1038/s41564-018-0110-1 356:polymerase chain reaction 216: 159: 139: 117: 36: 21: 1028:Tetracycline antibiotics 2675:Piperacillin/tazobactam 2635:Cefepime/enmetazobactam 401:in the laboratory, and 4231:Antimicrobial peptides 3168:Sulfamethoxypyridazine 2766:synthesis inhibition ( 2650:Ceftolozane/tazobactam 2640:Cefoperazone/sulbactam 2539:β-lactamase inhibitors 403:methicillin-resistant 391:Gram-negative bacteria 335:Rockefeller University 246:Gram-positive bacteria 3641:Newer non-fluorinated 3278:Other DHPS inhibitors 3264:Pyrimethamine/dapsone 3091:Succinylsulfathiazole 3087:Phthalylsulfathiazole 2971:2,4-Diaminopyrimidine 2680:Sulbactam/durlobactam 2665:Meropenem/vaborbactam 2645:Ceftazidime/avibactam 1777:β-lactamase resistant 1717:β-lactamase sensitive 405:Staphylococcus aureus 259:Staphylococcus aureus 4098:Other antibacterials 3065:Acetyl sulfisoxazole 2924:inhibit nucleic acid 2670:Panipenem/betamipron 2615:Ampicillin/sulbactam 1727:Benzylpenicillin (G) 1661:cell wall by binding 1218:Peptidyl transferase 3440:Alalevonadifloxacin 3107:Intermediate-acting 2655:Imipenem/cilastatin 2625:Aztreonam/avibactam 2436:Ceftaroline fosamil 847:Dihydrostreptomycin 713:"Lodo Therapeutics" 692:Wall Street Journal 577:The Washington Post 494:Nature Microbiology 395:multidrug-resistant 383:primary metabolites 377:Research directions 370:Nature Microbiology 312:Mechanism of action 296:cores include four 212: g·mol 18: 3828:Never to phase III 3329:thereby inhibiting 3317:(inhibit bacterial 3163:Sulfametoxydiazine 2951:thereby inhibiting 2944:(inhibit bacterial 2876:Never to phase III 2808:Hydrolyze NAM-NAG 1896:Carboxypenicillins 1659:layer of bacterial 1655:(inhibit synthesis 1581:Never to phase III 664:. 13 February 2018 373:in February 2018. 352:degenerate primers 273:Chemical structure 226:Infobox references 30:Structural formula 16: 4184: 4183: 4178: 4177: 3893:Lipoglycopeptides 3838: 3837: 3797: 3796: 3722: 3721: 3685: 3684: 3636: 3635: 3308: 3307: 3242: 3241: 2947:purine metabolism 2886: 2885: 2747: 2746: 2693: 2692: 2500: 2499: 2282:Antipseudomonal ( 2190:Cefuroxime axetil 1986: 1985: 1982: 1981: 1929:Ureidopenicillins 1820: 1819: 1684: 1677: 1673: 1663:to and inhibiting 1591: 1590: 1550: 1549: 1546: 1545: 1258: 1257: 1149: 1148: 1145: 1144: 1054:Chlortetracycline 1022: 1021: 610:Los Angeles Times 358:(PCR) procedure, 234:Chemical compound 232: 231: 56:Interactive image 4253: 4213: 4212: 4211: 4201: 4200: 4192: 3865: 3858: 3851: 3842: 3734: 3701: 3436:Levonadifloxacin 3395: 3390:Fluoroquinolones 3338: 3143:Sulfadimethoxine 3115:Sulfamethoxazole 3036:Sulfaisodimidine 3024: 2959: 2913: 2906: 2899: 2890: 2704: 2075: 1931:(4th generation) 1898:(4th generation) 1839:(3rd generation) 1837:Aminopenicillins 1833: 1780:(2nd generation) 1720:(1st generation) 1713: 1702: 1688: 1683: 1675: 1671: 1657:of peptidoglycan 1653: 1618: 1611: 1604: 1595: 1271: 1223: 1160: 1109:Rolitetracycline 1039: 826: 811: 766: 759: 752: 743: 727: 721: 720: 708: 702: 701: 699: 698: 683: 674: 673: 671: 669: 652: 641: 640: 628: 622: 621: 619: 617: 600: 589: 588: 586: 584: 567: 554: 553: 541: 535: 534: 533: 527: 517: 485: 458: 457: 446: 211: 209: 192: 186: 180: 174: 167:Chemical formula 110: 99: 85: 78: 58: 26: 19: 4261: 4260: 4256: 4255: 4254: 4252: 4251: 4250: 4246:Cyclic peptides 4221: 4220: 4219: 4209: 4207: 4195: 4187: 4185: 4180: 4179: 4174: 4093: 4049: 4011: 3982: 3963: 3940: 3891: 3883: 3869: 3839: 3834: 3833: 3818:Clinical trials 3793: 3775: 3741: 3718: 3694: 3681: 3657: 3632: 3579: 3507: 3459: 3384: 3332:DNA replication 3330: 3328: 3322: 3318: 3316: 3304: 3273: 3238: 3197:Other/ungrouped 3192: 3158:Sulfametomidine 3129: 3101: 3015: 3007: 2954: 2952: 2950: 2945: 2943: 2935: 2917: 2887: 2882: 2881: 2866:Clinical trials 2845: 2797: 2743: 2726: 2689: 2593: 2566:Clavulanic acid 2533: 2496: 2468: 2450: 2422: 2389: 2254: 2161: 2068: 2064: 2060: 2052: 2010:Antipseudomonal 1978: 1952: 1923: 1890: 1827: 1816: 1779: 1771: 1719: 1707: 1680:transpeptidases 1679: 1669: 1664: 1662: 1660: 1658: 1656: 1654: 1652: 1644: 1622: 1592: 1587: 1586: 1571:Clinical trials 1542: 1528:Streptogramin B 1523:Streptogramin A 1463: 1435: 1407: 1254: 1235:Chloramphenicol 1212: 1166: 1141: 1123: 1104:Penimepicycline 1099:Oxytetracycline 1030: 1018: 1002: 941: 817: 815:Aminoglycosides 800: 770: 735: 724: 710: 709: 705: 696: 694: 685: 684: 677: 667: 665: 654: 653: 644: 637:Chemistry World 630: 629: 625: 615: 613: 602: 601: 592: 582: 580: 569: 568: 557: 543: 542: 538: 528: 487: 486: 461: 448: 447: 443: 439: 422: 379: 331: 314: 304:and the suffix 277:Malacidins are 275: 240:are a class of 235: 228: 223: 207: 205: 195: 189: 183: 177: 169: 155: 152: 147: 146: 135: 132: 131: 125: 124: 113: 100: 88: 61: 48: 32: 27: 12: 11: 5: 4259: 4257: 4249: 4248: 4243: 4238: 4233: 4223: 4222: 4218: 4217: 4205: 4182: 4181: 4176: 4175: 4173: 4172: 4167: 4162: 4157: 4152: 4147: 4142: 4137: 4132: 4127: 4122: 4117: 4112: 4107: 4101: 4099: 4095: 4094: 4092: 4091: 4086: 4084:Nitrofurantoin 4081: 4076: 4071: 4066: 4060: 4058: 4051: 4050: 4048: 4047: 4042: 4037: 4032: 4027: 4021: 4019: 4017:Pleuromutilins 4013: 4012: 4010: 4009: 4004: 3999: 3993: 3991: 3984: 3983: 3981: 3980: 3974: 3972: 3971:antibacterials 3965: 3964: 3962: 3961: 3956: 3950: 3948: 3942: 3941: 3939: 3938: 3933: 3928: 3923: 3918: 3913: 3908: 3903: 3897: 3895: 3885: 3884: 3872:Antibacterials 3870: 3868: 3867: 3860: 3853: 3845: 3836: 3835: 3832: 3831: 3830: 3829: 3826: 3815: 3809: 3803: 3802: 3799: 3798: 3795: 3794: 3792: 3791: 3785: 3783: 3777: 3776: 3774: 3773: 3768: 3763: 3758: 3753: 3747: 3745: 3743:RNA polymerase 3731: 3724: 3723: 3720: 3719: 3717: 3716: 3710: 3708: 3705:Nitroimidazole 3698: 3687: 3686: 3683: 3682: 3680: 3679: 3673:Aminocoumarins 3669: 3667: 3659: 3658: 3656: 3655: 3650: 3644: 3642: 3638: 3637: 3634: 3633: 3631: 3630: 3625: 3620: 3615: 3610: 3605: 3600: 3595: 3589: 3587: 3581: 3580: 3578: 3577: 3575:Alatrofloxacin 3568: 3563: 3558: 3553: 3548: 3543: 3538: 3533: 3528: 3523: 3517: 3515: 3513:4th generation 3509: 3508: 3506: 3505: 3500: 3495: 3490: 3485: 3480: 3475: 3469: 3467: 3465:3rd generation 3461: 3460: 3458: 3457: 3452: 3447: 3442: 3429: 3424: 3419: 3414: 3409: 3403: 3401: 3399:2nd generation 3392: 3386: 3385: 3383: 3382: 3377: 3375:Piromidic acid 3372: 3370:Pipemidic acid 3367: 3362: 3360:Nalidixic acid 3357: 3352: 3346: 3344: 3342:1st generation 3335: 3310: 3309: 3306: 3305: 3303: 3302: 3297: 3292: 3287: 3281: 3279: 3275: 3274: 3272: 3271: 3266: 3261: 3256: 3250: 3248: 3244: 3243: 3240: 3239: 3237: 3236: 3231: 3226: 3224:Sulfaguanidine 3221: 3219:Sulfadicramide 3216: 3211: 3206: 3200: 3198: 3194: 3193: 3191: 3190: 3185: 3183:Sulfaphenazole 3180: 3175: 3170: 3165: 3160: 3155: 3150: 3145: 3139: 3137: 3131: 3130: 3128: 3127: 3122: 3117: 3111: 3109: 3103: 3102: 3100: 3099: 3094: 3080: 3079: 3078: 3068: 3058: 3048: 3043: 3041:Sulfamethizole 3038: 3032: 3030: 3021: 3018:DHPS inhibitor 3009: 3008: 3006: 3005: 3004: 3003: 2998: 2993: 2988: 2983: 2978: 2967: 2965: 2963:DHFR inhibitor 2956: 2937: 2936: 2920:Antibacterials 2918: 2916: 2915: 2908: 2901: 2893: 2884: 2883: 2880: 2879: 2878: 2877: 2874: 2863: 2857: 2851: 2850: 2847: 2846: 2844: 2843: 2838: 2833: 2832: 2831: 2826: 2816: 2815: 2814: 2805: 2803: 2799: 2798: 2796: 2795: 2785: 2771: 2755: 2753: 2749: 2748: 2745: 2744: 2742: 2741: 2734: 2732: 2728: 2727: 2725: 2724: 2719: 2712: 2710: 2701: 2695: 2694: 2691: 2690: 2688: 2687: 2682: 2677: 2672: 2667: 2662: 2657: 2652: 2647: 2642: 2637: 2632: 2627: 2622: 2612: 2607: 2601: 2599: 2595: 2594: 2592: 2591: 2585: 2580: 2575: 2571:non-β-lactam ( 2569: 2559: 2553: 2543: 2541: 2535: 2534: 2532: 2531: 2526: 2521: 2516: 2510: 2508: 2502: 2501: 2498: 2497: 2495: 2494: 2489: 2484: 2478: 2476: 2470: 2469: 2467: 2466: 2460: 2458: 2452: 2451: 2449: 2448: 2443: 2438: 2432: 2430: 2428:5th generation 2424: 2423: 2421: 2420: 2415: 2410: 2405: 2399: 2397: 2395:4th generation 2391: 2390: 2388: 2387: 2381: 2372: 2367: 2362: 2357: 2352: 2347: 2342: 2337: 2332: 2327: 2322: 2317: 2312: 2307: 2302: 2297: 2292: 2286: 2280: 2275: 2270: 2264: 2262: 2260:3rd generation 2256: 2255: 2253: 2252: 2242: 2236: 2231: 2226: 2221: 2212: 2207: 2202: 2197: 2192: 2187: 2182: 2177: 2171: 2169: 2167:2nd generation 2163: 2162: 2160: 2159: 2154: 2149: 2144: 2139: 2134: 2129: 2124: 2119: 2114: 2109: 2104: 2099: 2094: 2089: 2083: 2081: 2079:1st generation 2072: 2062:Cephalosporins 2054: 2053: 2051: 2050: 2044: 2038: 2032: 2027: 2021: 2016: 2007: 2000: 1998: 1988: 1987: 1984: 1983: 1980: 1979: 1977: 1976: 1971: 1960: 1958: 1954: 1953: 1951: 1950: 1945: 1940: 1934: 1932: 1925: 1924: 1922: 1921: 1916: 1907: 1901: 1899: 1892: 1891: 1889: 1888: 1883: 1877: 1872: 1867: 1862: 1857: 1848: 1842: 1840: 1830: 1822: 1821: 1818: 1817: 1815: 1814: 1809: 1804: 1799: 1796:Flucloxacillin 1793: 1783: 1781: 1773: 1772: 1770: 1769: 1764: 1759: 1754: 1749: 1744: 1739: 1734: 1729: 1723: 1721: 1710: 1699: 1685: 1646: 1645: 1627:active on the 1625:Antibacterials 1623: 1621: 1620: 1613: 1606: 1598: 1589: 1588: 1585: 1584: 1583: 1582: 1579: 1568: 1562: 1556: 1555: 1552: 1551: 1548: 1547: 1544: 1543: 1541: 1540: 1530: 1525: 1520: 1506: 1492: 1473: 1471: 1469:Streptogramins 1465: 1464: 1462: 1461: 1456: 1451: 1445: 1443: 1437: 1436: 1434: 1433: 1428: 1423: 1417: 1415: 1409: 1408: 1406: 1405: 1400: 1395: 1390: 1388:Troleandomycin 1385: 1380: 1375: 1370: 1365: 1360: 1355: 1350: 1345: 1340: 1335: 1330: 1325: 1320: 1318:Flurithromycin 1315: 1310: 1305: 1303:Clarithromycin 1300: 1295: 1290: 1285: 1279: 1277: 1268: 1260: 1259: 1256: 1255: 1253: 1252: 1247: 1242: 1237: 1231: 1229: 1220: 1214: 1213: 1211: 1210: 1205: 1200: 1195: 1190: 1185: 1180: 1174: 1172: 1157: 1151: 1150: 1147: 1146: 1143: 1142: 1140: 1139: 1133: 1131: 1129:Glycylcyclines 1125: 1124: 1122: 1121: 1116: 1111: 1106: 1101: 1096: 1091: 1086: 1081: 1076: 1071: 1066: 1064:Demeclocycline 1061: 1056: 1051: 1045: 1043: 1036: 1024: 1023: 1020: 1019: 1017: 1016: 1010: 1008: 1004: 1003: 1001: 1000: 995: 989: 988: 987: 986: 981: 976: 971: 966: 955: 953: 949:Micromonospora 943: 942: 940: 939: 937:Nourseothricin 934: 929: 924: 919: 914: 903: 902: 901: 900: 895: 890: 885: 874: 873: 872: 871: 866: 861: 850: 849: 844: 838: 836: 823: 808: 802: 801: 773:Antibacterials 771: 769: 768: 761: 754: 746: 740: 737: 736: 733:antibacterials 730: 723: 722: 703: 675: 642: 623: 590: 555: 536: 500:(4): 415–422. 459: 440: 438: 435: 434: 433: 428: 421: 418: 378: 375: 330: 327: 320:, a bacterial 313: 310: 274: 271: 233: 230: 229: 224: 220:standard state 217: 214: 213: 203: 197: 196: 193: 187: 181: 175: 170: 165: 162: 161: 157: 156: 154: 153: 150: 142: 141: 140: 137: 136: 134: 133: 129: 128: 120: 119: 118: 115: 114: 112: 111: 103: 101: 93: 90: 89: 87: 86: 79: 71: 69: 63: 62: 60: 59: 51: 49: 42: 39: 38: 34: 33: 28: 13: 10: 9: 6: 4: 3: 2: 4258: 4247: 4244: 4242: 4239: 4237: 4234: 4232: 4229: 4228: 4226: 4216: 4206: 4204: 4199: 4194: 4190: 4171: 4168: 4166: 4163: 4161: 4160:Spectinomycin 4158: 4156: 4153: 4151: 4148: 4146: 4143: 4141: 4140:Mandelic acid 4138: 4136: 4133: 4131: 4128: 4126: 4123: 4121: 4118: 4116: 4113: 4111: 4108: 4106: 4103: 4102: 4100: 4096: 4090: 4089:Nitrofurazone 4087: 4085: 4082: 4080: 4077: 4075: 4072: 4070: 4067: 4065: 4062: 4061: 4059: 4056: 4052: 4046: 4043: 4041: 4038: 4036: 4033: 4031: 4028: 4026: 4023: 4022: 4020: 4018: 4014: 4008: 4005: 4003: 4000: 3998: 3997:Metronidazole 3995: 3994: 3992: 3989: 3985: 3979: 3976: 3975: 3973: 3970: 3966: 3960: 3957: 3955: 3952: 3951: 3949: 3947: 3943: 3937: 3934: 3932: 3929: 3927: 3924: 3922: 3919: 3917: 3914: 3912: 3909: 3907: 3904: 3902: 3899: 3898: 3896: 3894: 3890: 3889:Glycopeptides 3886: 3881: 3877: 3873: 3866: 3861: 3859: 3854: 3852: 3847: 3846: 3843: 3827: 3825: 3822: 3821: 3819: 3816: 3813: 3810: 3808: 3805: 3804: 3800: 3790: 3787: 3786: 3784: 3782: 3778: 3772: 3769: 3767: 3764: 3762: 3759: 3757: 3754: 3752: 3749: 3748: 3746: 3744: 3739: 3735: 3732: 3729: 3725: 3715: 3712: 3711: 3709: 3706: 3702: 3699: 3697: 3692: 3688: 3678: 3674: 3671: 3670: 3668: 3665: 3660: 3654: 3651: 3649: 3646: 3645: 3643: 3639: 3629: 3626: 3624: 3623:Pradofloxacin 3621: 3619: 3616: 3614: 3613:Marbofloxacin 3611: 3609: 3606: 3604: 3601: 3599: 3596: 3594: 3591: 3590: 3588: 3586: 3582: 3576: 3572: 3571:Trovafloxacin 3569: 3567: 3564: 3562: 3561:Prulifloxacin 3559: 3557: 3554: 3552: 3551:Clinafloxacin 3549: 3547: 3544: 3542: 3539: 3537: 3534: 3532: 3529: 3527: 3524: 3522: 3519: 3518: 3516: 3514: 3510: 3504: 3501: 3499: 3496: 3494: 3491: 3489: 3486: 3484: 3483:Grepafloxacin 3481: 3479: 3476: 3474: 3471: 3470: 3468: 3466: 3462: 3456: 3453: 3451: 3448: 3446: 3443: 3441: 3437: 3433: 3430: 3428: 3425: 3423: 3420: 3418: 3415: 3413: 3410: 3408: 3407:Ciprofloxacin 3405: 3404: 3402: 3400: 3396: 3393: 3391: 3387: 3381: 3378: 3376: 3373: 3371: 3368: 3366: 3365:Oxolinic acid 3363: 3361: 3358: 3356: 3353: 3351: 3348: 3347: 3345: 3343: 3339: 3336: 3333: 3326: 3321: 3320:topoisomerase 3315: 3311: 3301: 3298: 3296: 3293: 3291: 3288: 3286: 3285:Acediasulfone 3283: 3282: 3280: 3276: 3270: 3267: 3265: 3262: 3260: 3257: 3255: 3252: 3251: 3249: 3245: 3235: 3232: 3230: 3227: 3225: 3222: 3220: 3217: 3215: 3212: 3210: 3209:Sulfacetamide 3207: 3205: 3202: 3201: 3199: 3195: 3189: 3186: 3184: 3181: 3179: 3178:Sulfamerazine 3176: 3174: 3171: 3169: 3166: 3164: 3161: 3159: 3156: 3154: 3151: 3149: 3146: 3144: 3141: 3140: 3138: 3136: 3132: 3126: 3123: 3121: 3118: 3116: 3113: 3112: 3110: 3108: 3104: 3098: 3097:Sulfathiourea 3095: 3092: 3088: 3084: 3083:Sulfathiazole 3081: 3077: 3074: 3073: 3072: 3071:Sulfanilamide 3069: 3066: 3062: 3061:Sulfafurazole 3059: 3056: 3055:Sulfasalazine 3052: 3051:Sulfapyridine 3049: 3047: 3046:Sulfadimidine 3044: 3042: 3039: 3037: 3034: 3033: 3031: 3029: 3025: 3022: 3019: 3014: 3010: 3002: 2999: 2997: 2994: 2992: 2991:Pyrimethamine 2989: 2987: 2984: 2982: 2979: 2977: 2974: 2973: 2972: 2969: 2968: 2966: 2964: 2960: 2957: 2948: 2942: 2938: 2933: 2929: 2925: 2921: 2914: 2909: 2907: 2902: 2900: 2895: 2894: 2891: 2875: 2873: 2870: 2869: 2867: 2864: 2861: 2858: 2856: 2853: 2852: 2848: 2842: 2839: 2837: 2834: 2830: 2827: 2825: 2822: 2821: 2820: 2817: 2813: 2810: 2809: 2807: 2806: 2804: 2800: 2793: 2789: 2786: 2783: 2779: 2775: 2772: 2769: 2765: 2761: 2757: 2756: 2754: 2752:Intracellular 2750: 2740: 2736: 2735: 2733: 2729: 2723: 2720: 2718: 2714: 2713: 2711: 2709: 2705: 2702: 2700: 2696: 2686: 2683: 2681: 2678: 2676: 2673: 2671: 2668: 2666: 2663: 2661: 2658: 2656: 2653: 2651: 2648: 2646: 2643: 2641: 2638: 2636: 2633: 2631: 2628: 2626: 2623: 2620: 2619:Sultamicillin 2616: 2613: 2611: 2608: 2606: 2603: 2602: 2600: 2596: 2589: 2586: 2584: 2581: 2579: 2576: 2574: 2570: 2567: 2563: 2560: 2557: 2554: 2552: 2548: 2545: 2544: 2542: 2540: 2536: 2530: 2527: 2525: 2522: 2520: 2517: 2515: 2512: 2511: 2509: 2507: 2503: 2493: 2490: 2488: 2485: 2483: 2480: 2479: 2477: 2475: 2471: 2465: 2462: 2461: 2459: 2457: 2453: 2447: 2444: 2442: 2439: 2437: 2434: 2433: 2431: 2429: 2425: 2419: 2416: 2414: 2411: 2409: 2406: 2404: 2401: 2400: 2398: 2396: 2392: 2385: 2382: 2380: 2376: 2373: 2371: 2368: 2366: 2363: 2361: 2358: 2356: 2353: 2351: 2348: 2346: 2343: 2341: 2338: 2336: 2333: 2331: 2328: 2326: 2323: 2321: 2318: 2316: 2313: 2311: 2308: 2306: 2303: 2301: 2298: 2296: 2293: 2290: 2287: 2285: 2281: 2279: 2276: 2274: 2271: 2269: 2266: 2265: 2263: 2261: 2257: 2250: 2246: 2243: 2240: 2237: 2235: 2234:Cefbuperazone 2232: 2230: 2227: 2225: 2222: 2220: 2216: 2213: 2211: 2208: 2206: 2203: 2201: 2198: 2196: 2193: 2191: 2188: 2186: 2183: 2181: 2178: 2176: 2173: 2172: 2170: 2168: 2164: 2158: 2155: 2153: 2150: 2148: 2145: 2143: 2140: 2138: 2135: 2133: 2130: 2128: 2125: 2123: 2120: 2118: 2115: 2113: 2110: 2108: 2105: 2103: 2100: 2098: 2095: 2093: 2090: 2088: 2085: 2084: 2082: 2080: 2076: 2073: 2071: 2067: 2063: 2059: 2055: 2048: 2045: 2043: 2039: 2036: 2033: 2031: 2028: 2025: 2022: 2020: 2017: 2015: 2011: 2008: 2006: 2003:Carbapenems ( 2002: 2001: 1999: 1997: 1993: 1989: 1975: 1974:Sulbenicillin 1972: 1969: 1968:Pivmecillinam 1965: 1962: 1961: 1959: 1955: 1949: 1946: 1944: 1941: 1939: 1936: 1935: 1933: 1930: 1926: 1920: 1917: 1915: 1914:Carindacillin 1911: 1910:Carbenicillin 1908: 1906: 1903: 1902: 1900: 1897: 1893: 1887: 1884: 1881: 1880:Talampicillin 1878: 1876: 1875:Metampicillin 1873: 1871: 1870:Lenampicillin 1868: 1866: 1865:Bacampicillin 1863: 1861: 1858: 1856: 1855:Pivampicillin 1852: 1849: 1847: 1844: 1843: 1841: 1838: 1834: 1831: 1829: 1823: 1813: 1810: 1808: 1805: 1803: 1800: 1797: 1794: 1792: 1791:Dicloxacillin 1788: 1785: 1784: 1782: 1778: 1774: 1768: 1765: 1763: 1762:Clometocillin 1760: 1758: 1755: 1753: 1752:Pheneticillin 1750: 1748: 1745: 1743: 1740: 1738: 1735: 1733: 1730: 1728: 1725: 1724: 1722: 1718: 1714: 1711: 1709: 1703: 1700: 1697: 1693: 1689: 1686: 1681: 1667: 1651: 1647: 1642: 1638: 1634: 1630: 1626: 1619: 1614: 1612: 1607: 1605: 1600: 1599: 1596: 1580: 1578: 1575: 1574: 1572: 1569: 1566: 1563: 1561: 1558: 1557: 1553: 1538: 1534: 1533:Virginiamycin 1531: 1529: 1526: 1524: 1521: 1518: 1514: 1510: 1507: 1504: 1500: 1496: 1493: 1490: 1486: 1482: 1478: 1477:Pristinamycin 1475: 1474: 1472: 1470: 1466: 1460: 1457: 1455: 1452: 1450: 1447: 1446: 1444: 1442: 1438: 1432: 1431:Solithromycin 1429: 1427: 1424: 1422: 1421:Telithromycin 1419: 1418: 1416: 1414: 1410: 1404: 1401: 1399: 1396: 1394: 1393:Tulathromycin 1391: 1389: 1386: 1384: 1381: 1379: 1376: 1374: 1373:Telithromycin 1371: 1369: 1366: 1364: 1363:Solithromycin 1361: 1359: 1358:Roxithromycin 1356: 1354: 1351: 1349: 1346: 1344: 1341: 1339: 1336: 1334: 1331: 1329: 1326: 1324: 1323:Gamithromycin 1321: 1319: 1316: 1314: 1311: 1309: 1308:Dirithromycin 1306: 1304: 1301: 1299: 1296: 1294: 1291: 1289: 1286: 1284: 1281: 1280: 1278: 1276: 1272: 1269: 1266: 1261: 1251: 1248: 1246: 1245:Thiamphenicol 1243: 1241: 1240:Azidamfenicol 1238: 1236: 1233: 1232: 1230: 1228: 1224: 1221: 1219: 1215: 1209: 1206: 1204: 1201: 1199: 1196: 1194: 1191: 1189: 1186: 1184: 1181: 1179: 1176: 1175: 1173: 1170: 1165: 1164:Oxazolidinone 1161: 1158: 1156: 1152: 1138: 1135: 1134: 1132: 1130: 1126: 1120: 1117: 1115: 1112: 1110: 1107: 1105: 1102: 1100: 1097: 1095: 1092: 1090: 1087: 1085: 1082: 1080: 1077: 1075: 1072: 1070: 1067: 1065: 1062: 1060: 1057: 1055: 1052: 1050: 1047: 1046: 1044: 1042:Tetracyclines 1040: 1037: 1034: 1029: 1025: 1015: 1012: 1011: 1009: 1005: 999: 996: 994: 991: 990: 985: 982: 980: 977: 975: 972: 970: 967: 965: 962: 961: 960: 957: 956: 954: 951: 950: 944: 938: 935: 933: 930: 928: 925: 923: 920: 918: 917:Spectinomycin 915: 912: 908: 905: 904: 899: 896: 894: 891: 889: 886: 884: 881: 880: 879: 876: 875: 870: 867: 865: 862: 860: 857: 856: 855: 852: 851: 848: 845: 843: 840: 839: 837: 834: 833: 827: 824: 821: 816: 812: 809: 807: 803: 798: 794: 790: 786: 782: 778: 774: 767: 762: 760: 755: 753: 748: 747: 744: 738: 734: 728: 718: 714: 707: 704: 693: 689: 682: 680: 676: 663: 662: 657: 651: 649: 647: 643: 638: 634: 627: 624: 612: 611: 606: 599: 597: 595: 591: 579: 578: 573: 566: 564: 562: 560: 556: 551: 547: 540: 537: 532: 525: 521: 516: 511: 507: 503: 499: 495: 491: 484: 482: 480: 478: 476: 474: 472: 470: 468: 466: 464: 460: 455: 451: 445: 442: 436: 432: 429: 427: 424: 423: 419: 417: 415: 409: 407: 406: 400: 396: 392: 386: 384: 376: 374: 372: 371: 365: 361: 357: 353: 349: 344: 340: 336: 328: 326: 323: 319: 311: 309: 307: 303: 299: 295: 292:tails. Their 291: 287: 283: 280: 272: 270: 268: 263: 261: 260: 253: 251: 247: 243: 239: 227: 221: 215: 204: 202: 199: 198: 171: 168: 164: 163: 158: 149: 145: 138: 127: 123: 116: 109: 105: 104: 102: 96: 92: 91: 84: 80: 77: 73: 72: 70: 68: 65: 64: 57: 53: 52: 50: 46: 41: 40: 35: 31: 25: 20: 4241:Soil biology 4236:Lipopeptides 4069:Nifuroxazide 4064:Furazolidone 3978:Fusidic acid 3781:Lipiarmycins 3628:Sarafloxacin 3618:Orbifloxacin 3603:Enrofloxacin 3593:Danofloxacin 3566:Sitafloxacin 3546:Moxifloxacin 3541:Gemifloxacin 3536:Finafloxacin 3531:Gatifloxacin 3526:Delafloxacin 3521:Besifloxacin 3503:Tosufloxacin 3498:Temafloxacin 3493:Sparfloxacin 3488:Pazufloxacin 3478:Balofloxacin 3473:Levofloxacin 3432:Nadifloxacin 3427:Lomefloxacin 3247:Combinations 3229:Sulfametrole 3214:Sulfaclozine 3120:Sulfadiazine 3028:Short-acting 3013:Sulfonamides 3001:Trimethoprim 2790:inhibitors ( 2780:inhibitors ( 2708:Lipopeptides 2699:Polypeptides 2598:Combinations 2529:Nocardicin A 2446:Ceftobiprole 2289:Cefoperazone 2147:Cefaloridine 2132:Cefaloglycin 2070:Carbacephems 1938:Piperacillin 1767:Penamecillin 1668:, a group of 1517:Quinupristin 1513:Dalfopristin 1441:Lincosamides 1378:Tildipirosin 1348:Oleandomycin 1313:Erythromycin 1283:Azithromycin 1119:Tetracycline 1094:Omadacycline 1079:Meclocycline 1069:Eravacycline 1059:Clomocycline 974:Micronomicin 947: 922:Hygromycin B 911:+loteprednol 869:Ribostamycin 842:Streptomycin 832:Streptomyces 830: 716: 706: 695:. Retrieved 691: 666:. Retrieved 659: 636: 626: 614:. Retrieved 608: 583:February 13, 581:. Retrieved 575: 549: 545: 539: 497: 493: 453: 444: 410: 404: 387: 380: 368: 364:metagenomics 332: 315: 305: 301: 282:lipopeptides 276: 264: 257: 254: 237: 236: 83:CHEBI:140174 76:CHEBI:140173 37:Identifiers 4150:Nitroxoline 4145:Methenamine 4125:Furaltadone 4074:Nifurtoinol 4057:derivatives 4035:Retapamulin 3990:derivatives 3959:Polymyxin B 3926:Teicoplanin 3916:Oritavancin 3911:Dalbavancin 3814:from market 3789:Fidaxomicin 3761:Rifapentine 3714:Secnidazole 3707:derivatives 3648:Nemonoxacin 3608:Ibafloxacin 3556:Garenoxacin 3445:Norfloxacin 3295:Solasulfone 3234:Sulfanitran 3188:Sulfamazone 3148:Sulfadoxine 3135:Long-acting 3125:Sulfamoxole 2996:Tetroxoprim 2976:Brodimoprim 2953:DNA and RNA 2941:Antifolates 2862:from market 2841:Teixobactin 2819:Tyrothricin 2788:bactoprenol 2782:Cycloserine 2588:Vaborbactam 2578:Durlobactam 2506:Monobactams 2464:Cefiderocol 2456:Siderophore 2441:Ceftolozane 2355:Cefpimizole 2325:Cefpodoxime 2320:Cefpiramide 2315:Cefmenoxime 2310:Ceftizoxime 2305:Cefdaloxime 2284:Ceftazidime 2273:Ceftriaxone 2245:Carbacephem 2239:Cefmetazole 2195:Cefamandole 2157:Cefatrizine 2137:Cefacetrile 2122:Cefroxadine 2066:Cephamycins 1992:Carbapenems 1948:Mezlocillin 1905:Ticarcillin 1846:Amoxicillin 1812:Methicillin 1787:Cloxacillin 1757:Azidocillin 1747:Propicillin 1692:Penicillins 1567:from market 1503:Linopristin 1449:Clindamycin 1426:Cethromycin 1353:Rokitamycin 1338:Midecamycin 1333:Kitasamycin 1250:Florfenicol 1227:Amphenicols 1171:inhibitors) 1137:Tigecycline 1114:Sarecycline 1089:Minocycline 1084:Metacycline 1074:Lymecycline 1049:Doxycycline 893:Bekanamycin 864:Paromomycin 822:inhibitors) 668:13 February 616:13 February 431:Friulimicin 426:Teixobactin 348:metagenomic 160:Properties 4225:Categories 4155:Novobiocin 4120:Fosfomycin 4115:Daptomycin 4105:Bacitracin 4055:Nitrofuran 4045:Valnemulin 4007:Tinidazole 4002:Ornidazole 3946:Polymyxins 3936:Vancomycin 3931:Telavancin 3921:Ristocetin 3906:Corbomycin 3874:: others ( 3751:Rifampicin 3738:Rifamycins 3696:inhibitors 3677:Novobiocin 3653:Ozenoxacin 3598:Difloxacin 3585:Veterinary 3455:Rufloxacin 3450:Pefloxacin 3422:Fleroxacin 3355:Flumequine 3325:DNA gyrase 3314:Quinolones 3173:Sulfaperin 2986:Ormetoprim 2955:synthesis) 2829:Tyrocidine 2824:Gramicidin 2792:Bacitracin 2768:Fosfomycin 2739:Ramoplanin 2717:Daptomycin 2583:Relebactam 2556:Tazobactam 2487:Cefquinome 2474:Veterinary 2418:Cefquinome 2408:Cefozopran 2370:Ceftiolene 2360:Cefsulodin 2350:Cefodizime 2335:Cefditoren 2330:Ceftibuten 2278:Cefotaxime 2249:Loracarbef 2215:Cephamycin 2205:Ceforanide 2185:Cefuroxime 2142:Cefalonium 2112:Cefazaflur 2107:Cefazedone 2097:Cefadroxil 1964:Mecillinam 1943:Azlocillin 1919:Temocillin 1860:Hetacillin 1851:Ampicillin 1499:Flopristin 1459:Pirlimycin 1454:Lincomycin 1403:Tylvalosin 1383:Tilmicosin 1368:Spiramycin 1343:Miocamycin 1298:Carrimycin 1293:Carbomycin 1275:Macrolides 1198:Ranbezolid 1178:Eperezolid 1169:initiation 998:Astromicin 993:Verdamicin 984:Isepamicin 979:Plazomicin 964:Netilmicin 959:Gentamicin 907:Tobramycin 859:Framycetin 820:initiation 697:2018-02-18 437:References 399:vancomycin 339:daptomycin 279:macrocycle 267:antibiotic 238:Malacidins 201:Molar mass 43:3D model ( 17:Malacidin 4215:Chemistry 4165:Tedizolid 4135:Linezolid 4130:Lefamulin 4110:Clofoctol 4079:Nifurzide 4030:Lefamulin 3988:Imidazole 3901:Avoparcin 3824:Phase III 3812:Withdrawn 3771:Rifalazil 3766:Rifaximin 3756:Rifabutin 3730:synthesis 3691:Anaerobic 3662:Related ( 3412:Ofloxacin 3380:Rosoxacin 3350:Cinoxacin 3300:Sulfoxone 3153:Sulfalene 3076:Prontosil 2872:Phase III 2860:Withdrawn 2836:Isoniazid 2722:Surfactin 2573:Avibactam 2551:Sulbactam 2524:Carumonam 2519:Tigemonam 2514:Aztreonam 2492:Cefovecin 2482:Ceftiofur 2413:Cefpirome 2384:Latamoxef 2375:Oxacephem 2345:Cefetamet 2300:Cefcapene 2224:Cefotetan 2219:Cefoxitin 2210:Cefuzonam 2200:Cefonicid 2180:Cefprozil 2152:Cefalotin 2127:Ceftezole 2117:Cefradine 2102:Cefapirin 2092:Cefalexin 2087:Cefazolin 2047:Ritipenem 2042:Faropenem 2035:Panipenem 2024:Meropenem 2014:Doripenem 2005:Ertapenem 1886:Epicillin 1807:Nafcillin 1802:Oxacillin 1650:β-lactams 1629:cell wall 1577:Phase III 1565:Withdrawn 1413:Ketolides 1328:Josamycin 1288:Boromycin 1208:Tedizolid 1203:Sutezolid 1193:Radezolid 1188:Posizolid 1183:Linezolid 1014:Butirosin 969:Sisomicin 932:Apramycin 927:Totomycin 898:Dibekacin 888:Arbekacin 878:Kanamycin 731:Types of 360:sequenced 325:thought. 322:cell wall 288:at their 286:methylene 108:132274667 4170:Xibornol 4040:Tiamulin 4025:Azamulin 3954:Colistin 3417:Enoxacin 3204:Mafenide 2981:Iclaprim 2812:lysozyme 2758:Inhibit 2403:Cefepime 2379:Flomoxef 2365:Cefteram 2340:Cefotiam 2295:Cefdinir 2268:Cefixime 2229:Cefminox 2175:Cefaclor 2040:Penems ( 2030:Biapenem 2019:Imipenem 1828:spectrum 1826:Extended 1708:spectrum 1678:-alanine 1674:-alanyl- 1633:envelope 1035:binding) 946:-micin ( 883:Amikacin 854:Neomycin 829:-mycin ( 524:29434326 420:See also 318:lipid II 4203:Biology 4189:Portals 3969:Steroid 3323:and/or 3290:Dapsone 2058:Cephems 1398:Tylosin 552:(8): 6. 515:5874163 343:culture 329:History 294:peptide 250:calcium 95:PubChem 3807:WHO-EM 2855:WHO-EM 2562:Clavam 1996:Penems 1706:Narrow 1696:Penams 1560:WHO-EM 1495:NXL103 797:QJ01XQ 522:  512:  306:-cidin 144:SMILES 3880:D06AX 2922:that 2802:Other 2774:DADAL 2731:Other 2547:Penam 1957:Other 1263:MLS ( 1007:other 775:that 290:lipid 122:InChI 67:ChEBI 45:JSmol 3876:J01X 2932:J01M 2928:J01E 1666:PBPs 1641:J01D 1637:J01C 1631:and 1033:tRNA 793:J01G 789:J01F 785:J01B 781:J01A 670:2018 618:2018 585:2018 520:PMID 210:.384 3728:RNA 3693:DNA 2764:NAM 1489:IIB 1485:IIA 1155:50S 806:30S 661:BBC 510:PMC 502:doi 208:249 98:CID 4227:: 3878:, 3820:: 3675:: 3664:DG 3089:, 2930:, 2868:: 2778:AR 2760:PG 1994:/ 1912:/ 1573:: 1537:S1 1515:, 1501:, 1487:, 1483:, 1481:IA 795:, 791:, 787:, 783:, 715:. 690:. 678:^ 658:. 645:^ 635:. 607:. 593:^ 574:. 558:^ 550:96 548:. 518:. 508:. 496:. 492:. 462:^ 452:. 416:. 308:. 194:20 188:12 182:88 176:56 4191:: 3882:) 3864:e 3857:t 3850:v 3740:/ 3666:) 3573:/ 3438:/ 3434:/ 3334:) 3327:, 3093:) 3085:( 3067:) 3063:( 3057:) 3053:( 3020:) 3016:( 2949:, 2934:) 2926:( 2912:e 2905:t 2898:v 2794:) 2784:) 2776:/ 2770:) 2621:) 2617:( 2590:) 2568:) 2564:( 2558:) 2549:( 2386:) 2377:( 2291:) 2251:) 2247:( 2241:) 2217:( 2049:) 2037:) 2026:) 2012:( 1970:) 1966:( 1882:) 1853:( 1798:) 1789:( 1698:) 1694:( 1682:) 1676:D 1672:D 1643:) 1639:- 1635:( 1617:e 1610:t 1603:v 1539:) 1535:( 1519:) 1511:( 1505:) 1497:( 1491:) 1479:( 1267:) 1167:( 1031:( 952:) 913:) 909:( 835:) 818:( 799:) 779:( 765:e 758:t 751:v 719:. 700:. 672:. 639:. 620:. 587:. 526:. 504:: 498:3 206:1 191:O 185:N 179:H 173:C 47:)

Index


Structural formula
JSmol
Interactive image
ChEBI
CHEBI:140173
CHEBI:140174
PubChem
132274667
InChI
SMILES
Chemical formula
Molar mass
standard state
Infobox references
chemicals made by bacteria
Gram-positive bacteria
calcium
Staphylococcus aureus
antibiotic
macrocycle
lipopeptides
methylene
lipid
peptide
non-proteinogenic amino acids
lipid II
cell wall
Rockefeller University
daptomycin

Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.