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Nystatin

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When present in smaller concentrations, nystatin momentarily forms pores that allows a vesicle fusion to occur more easily; that fusion then interrupts the pore stability and the nystatin and ergosterol disperse from each other. Conversely, researchers have found that the half-life of these nystatin pores increase with an increased dosage level of nystatin to the membrane systems. This indicates a lower energy of both the lipid membrane and the ionophores when there is a higher concentration of nystatin.
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InChI=1S/C47H75NO17/c1-27-17-15-13-11-9-7-5-6-8-10-12-14-16-18-34(64-46-44(58)41(48)43(57)30(4)63-46)24-38-40(45(59)60)37(54)26-47(61,65-38)25-36(53)35(52)20-19-31(49)21-32(50)22-33(51)23-39(55)62-29(3)28(2)42(27)56/h5-6,8,10-18,27-38,40-44,46,49-54,56-58,61H,7,9,19-26,48H2,1-4H3,(H,59,60)/b6-5+,10-8+,13-11+,14-12+,17-15+,18-16+/t27-,28-,29-,30+,31+,32+,33+,34-,35+,36+,37-,38-,40+,41-,42+,43+,44-,46-,47+/m0/s1
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Another electrophysiological measurement that can be made is fusion event duration in a nystatin-ergosterol based system. Fusions are measured while the voltage is held constant, and is characterized by a spike in the current that then returns to the baseline current as the nystatin channels close.
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Following the biosynthesis of the macrolide, the compound undergoes post-synthetic modifications, which are aided by the following enzymes: GDP-mannose dehydratase (nysIII), P450 monooxygenase (nysL and nysN), aminotransferase (nysDII), and glycosyltransferase (nysDI). The biosynthetic pathway is
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observed when high serum levels of nystatin are achieved. Despite the molecular similarities and differences of ergosterol and cholesterol, there is currently no consensus as to why nystatin has a higher binding affinity for ergosterol because it remains unclear how the nystatin pores are formed.
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This is a depiction of what a fusion event may look like when seen on a current measurement. There is a sudden jump in the current, followed by a slower recover as the current returns to its baseline measurement from before the fusion event. This fusion event would interrupt the stability of a
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It is also used in very low birth-weight (less than 1500 g or 3 lb 5oz o) infants to prevent invasive fungal infections, although fluconazole is the preferred treatment. It has been found to reduce the rate of invasive fungal infections and also reduce deaths when used in these babies.
1071:. The genomic sequence of nystatin reveals the presence of the polyketide loading module (nysA), six polyketide syntheses modules (nysB, nysC, nysI, nysJ, and nysK) and two thioesterase modules (nysK and nysE). It is evident that the biosynthesis of the macrolide functionality follows the 678: 1268:
Additionally, a liposomal formulation of nystatin was investigated in the 1980s and into the early 21st century. The liposomal form was intended to resolve problems arising from the poor solubility of the parent molecule and the associated systemic toxicity of the free
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electrophysiological recordings of cells. When loaded in the recording pipette, it allows for measurement of electrical currents without washing out the intracellular contents, because it forms pores in the cell membrane that are permeable to only
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unique to fungi, so the drug does not have such catastrophic effects on animals or plants. However, many of the systemic/toxic effects of nystatin in humans are attributable to its binding to mammalian sterols, namely
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In certain cases, a nystatin derivative has been used to prevent the spread of mold on objects such as works of art. For example, it was applied to wood panel paintings damaged as a result of
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Clinical Pharmacology of Systemic Antifungal Agents: A Comprehensive Review of Agents in Clinical Use, Current Investigational Compounds, and Putative Targets for Antifungal Drug Development
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profile when high levels in the serum are obtained, no injectable formulations of nystatin are on the US market. However, injectable formulations have been investigated in the past.
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was found to be much more effective for preventing colonization, invasive infection, and death. It is effective in treating oral candidiasis in elderly people who wear dentures.
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is also sensitive to nystatin. Additionally, liposomal nystatin appears to cause fewer cases of and less severe nephrotoxicity than observed with amphotericin B.
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Common side effects when applied to the skin include burning, itching, and a rash. Common side effects when taken by mouth include vomiting and diarrhea. During
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State Health Department in 1954. The two discoverers patented the drug, and then donated the $ 13 million in profits to a foundation to fund similar research.
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Researchers have concluded thus far that nystatin pores are formed from 4-12 nystatin molecules, with an unknown number of the necessary sterol interactions.
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An oral suspension form is used for the prophylaxis or treatment of oropharyngeal thrush, a superficial candidal infection of the mouth and pharynx.
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Fjaervik E, Zotchev SB (June 2005). "Biosynthesis of the polyene macrolide antibiotic nystatin in Streptomyces noursei".
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use in the vagina is safe while other formulations have not been studied in this group. It works by disrupting the
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CC1C=CC=CCCC=CC=CC=CC=CC(CC2C(C(CC(O2)(CC(C(CCC(CC(CC(CC(=O)OC(C(C1O)C)C)O)O)O)O)O)O)O)C(=O)O)OC3C(C(C(C(O3)C)O)N)O
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Elsner Z, Leszczyńska-Bakal H, Pawlak E, Smazyński T (1976). "Gel with nystatin for treatment of lung mycosis".
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Nystatin pastilles have been shown to be more effective in treating oral candidiasis than nystatin suspensions.
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Oral nystatin is often used as a preventive treatment in people who are at risk for fungal infections, such as
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from nystatin results in rapid cell death. Lipid peroxidation by nystatin also contributes significantly to
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Hilal-Dandan R, Knollmann B, Brunton L (5 December 2017). Brunton LL, Knollmann BC, Hilal-Dandan R (eds.).
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Nystatin is available as a topical cream and can be used for superficial candidal infections of the skin.
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Groll AH, Piscitelli SC, Walsh TJ (1 January 1998), August JT, Anders MW, Murad F, Coyle JT (eds.),
3796: 2818: 1825:"Efficacy of nystatin for the treatment of oral candidiasis: a systematic review and meta-analysis" 793: 584: 2739: 2557:"Nystatin perforated patch recording and its applications to analyses of intracellular mechanisms" 1059:. The structure of this active compound is characterized as a polyene macrolide with a deoxysugar 557: 4553: 4101: 4031: 3329: 3263: 3100: 1874:
Pappas PG, Kauffman CA, Andes D, Benjamin DK, Calandra TF, Edwards JE, et al. (March 2009).
1466: 1441: 124: 52: 2787: 2647:, Planar Lipid Bilayers (BLMs) and Their Applications, vol. 7, Elsevier, pp. 479–488, 1140: 4647: 4642: 4325: 4262: 4068: 3715: 3134: 3109: 2906: 789: 517: 135: 131: 2486: 2247:"Properties of lysosomes in guinea pig heart: subcellular distribution and in vitro stability" 1939: 1170:, after Jessie Nourse, the wife of the farm's owner. Hazen and Brown named nystatin after the 457: 4343: 3285: 3021: 2917: 2912: 2455: 1546: 1235: 899: 771: 154: 2190:"Evidence that nystatin channels form at the boundaries, not the interiors of lipid domains" 914:
The oral suspension form produces a number of adverse effects including but not limited to:
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Liposomal nystatin is not commercially available, but investigational use has shown greater
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infections usually respond well to treatment with nystatin. Infections of nails or
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Rognlien KT, Woodbury DJ (1 January 2003), Tien HT, Ottova-Leitmannova A (eds.),
856: 245: 235: 2684:"Cooperative partition model of nystatin interaction with phospholipid vesicles" 2213: 1677: 1512: 1109: 878:. It has been investigated for use in patients after liver transplantation, but 72: 4497: 4476: 4282: 4272: 4164: 4107: 4038: 3981: 3951: 3936: 3704: 3593: 3335: 3152: 3057: 2991: 2922: 2841: 2799: 2788: 1419: 1360: 1226: 1097: 1068: 1030: 1002: 969: 894: 2357: 2019:
Der Hautarzt; Zeitschrift Fur Dermatologie, Venerologie, und Verwandte Gebiete
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Too high of a dosage can potentially lead to additional side effects such as:
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Stark G (July 1991). "The effect of ionizing radiation on lipid membranes".
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When given parenterally, its activity is reduced due to presence of plasma.
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World Health Organization model list of essential medicines: 21st list 2019
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Notable American Women: The Modern Period : a Biographical Dictionary
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Gupte M, Kulkarni P, Ganguli BN (January 2002). "Antifungal antibiotics".
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Bitter taste and nausea are more common than most other adverse effects.
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Medical mycology in the United States: a historical analysis (1894-1996)
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from ergosterol in fungal cell membranes. Lipid peroxidation alters the
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Medical Mycology in the United States a Historical Analysis (1894-1996)
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Korn SJ, Marty A, Connor JA, Horn R (1 January 1991), Conn PM (ed.),
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A tablet form is preferred for candidal infections in the intestines.
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leakage, acidification, and death of the fungus. Ergosterol is a
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Rosenberger A, Tebbe B, Treudler R, Orfanos CE (June 1998). "".
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Goodman & Gilman's the Pharmacological Basis of Therapeutics
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Rarely, tachycardia, bronchospasm, facial swelling, muscle aches
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Myco-Triacet II (topical ointment, combined with triamcinolone)
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Nystaform (topical cream, and ointment and cream combined with
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Nystatin also impacts cell membrane potential and transport by
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Medicinal Natural Products: A Biosynthetic Approach (3rd ed.)
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Biochimica et Biophysica Acta (BBA) - Reviews on Biomembranes
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Rang HP, Dale MM, Flower RJ, Henderson G (21 January 2015).
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Animax (veterinary topical ointment or cream; combined with
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on mammalian cells, at concentrations around 3 μg/ml.
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It is also used in cellular biology as an inhibitor of the
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Elizabeth Lee Hazen (left) and Rachel Fuller Brown in 1955.
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Like many other antifungals and antibiotics, nystatin has
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in the membrane, which is necessary to transport ions and
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Nystatin is also used as a tool by scientists performing
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leakage due to structural modifications of the membrane.
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Both the oral suspension and the topical form can cause:
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Mycostatin (vaginal tablets, topical powder, suspension
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Mykacet (topical ointment, combined with triamcinolone)
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World Health Organization's List of Essential Medicines
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Mytrex (topical ointment, combined with triamcinolone)
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Helrich CS, Schmucker JA, Woodbury DJ (August 2006).
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Flagystatin II (cream, combined with metronidazole)
874:patients with a low CD4 count and people receiving 1132:The melting point of nystatin is 44 - 46 °C. 1925: 1923: 1921: 4594: 2638: 1770: 416: 2438: 2343: 2339: 2337: 2335: 2333: 1551:. Dordrecht: Springer Netherlands. p. 62. 1544: 1215:the Arno River Flood of 1966 in Florence, Italy 1079:thought to proceed as shown to yield nystatin. 391: 2681: 2484: 1934:. In Dismukes WE, Pappas PG, Sobel JD (eds.). 1918: 4613:World Health Organization essential medicines 4146: 3388: 3374: 2773: 1822: 1517:American Society of Health-System Pharmacists 939:Rash, itching, burning and acute generalized 2554: 2330: 2251:Journal of Molecular and Cellular Cardiology 2244: 2118:(Eighth ed.). : Churchill Livingstone. 1938:. Oxford: Oxford University Press. pp.  1395:Mycolog-II (topical ointment, combined with 556: 112: 2598:"[22] - Perforated Patch Recording" 2548: 2414:Polish Journal of Pharmacology and Pharmacy 2010: 1777:The Cochrane Database of Systematic Reviews 1771:Gøtzsche PC, Johansen HK (September 2014). 1764: 1738:Satoskar RS, Rege N, Bhandarkar SD (2015). 1507: 1017:double bonds in nystatin's structure steal 1001:. This is the effect that accounts for the 219:In general: ℞ (Prescription only) 4153: 4139: 3381: 3367: 2780: 2766: 2149:Biological activity of polyene antibiotics 1505: 1503: 1501: 1499: 1497: 1495: 1493: 1491: 1489: 1487: 610: 587: 456: 2715: 2572: 2515: 2478: 2278: 2221: 1901: 1891: 1850: 1840: 1796: 1631: 476: 1540: 1538: 1234: 1181: 1139: 893:activity than colloidal formulations of 2146: 1484: 583: 436: 85: 4595: 2386: 2346:Applied Microbiology and Biotechnology 1929: 1612: 1578:Applied Microbiology and Biotechnology 1248: 963: 932:Hypersensitivity reactions, including 601: 4134: 3362: 2761: 2457:Medicine Becomes a Science: 1840-1999 2453: 2447: 2301: 2060: 2058: 2056: 1974:from the original on 21 December 2013 1823:Lyu X, Zhao C, Yan ZM, Hua H (2016). 1818: 1816: 1740:Pharmacology and Pharmacotherapeutics 1626:. Geneva: World Health Organization. 1565:from the original on 2 February 2016. 1535: 1374:Nilstat (vaginal tablet, oral drops, 536: 516: 103: 71: 2522:Journal of the Royal Society of Arts 1968:Micromedex Detailed Drug Information 1829:Drug Design, Development and Therapy 1700: 1698: 1658:from the original on 15 January 2024 1523:from the original on 3 February 2016 193: 183: 173: 3145:Intestinal anti-inflammatory agents 2505:from the original on 23 March 2017. 2474:from the original on 23 March 2017. 2006:from the original on 21 April 2014. 810:Nystatin was discovered in 1950 by 496: 407: 13: 2610:10.1016/B978-0-12-185257-3.50027-6 2561:The Japanese Journal of Physiology 2053: 1813: 1678:"Nystatin - Drug Usage Statistics" 984:, a major component of the fungal 906: 14: 4684: 3202:agents, excluding corticosteroids 2682:Coutinho A, Prieto M (May 2003). 2391:. UK: John Wiley & Sons Ltd. 2245:Welman E, Peters TJ (June 1976). 1695: 780:infections of the skin including 4580: 1120: 1108: 1096: 1084: 826:. It is made from the bacterium 641: 635: 38: 29: 3864:thymidylate synthase inhibitors 2732: 2675: 2645:Membrane Science and Technology 2632: 2589: 2509: 2432: 2405: 2380: 2295: 2238: 2181: 2140: 2107: 1986: 1956: 1867: 1436:Nidoflor (cream, combined with 1418:Timodine (cream, combined with 1348:Nysert (vaginal suppositories, 1253: 1044: 835: 735:Key:VQOXZBDYSJBXMA-NQTDYLQESA-N 694:44–46 °C (111–115 °F) 250:None (not extensively absorbed) 2485:Sicherman B, Green CH (1980). 1789:10.1002/14651858.CD002033.pub2 1731: 1670: 1640: 1569: 1311:Nystan (oral tablets, topical 1283: 644: 629: 263:Dependent upon GI transit time 1: 3249:Antidiarrheal micro-organisms 2708:10.1016/s0006-3495(03)70032-0 2653:10.1016/S0927-5193(03)80040-2 2271:10.1016/S0006-3495(93)81343-2 2157:10.1016/S0079-6468(08)70148-6 2077:10.1016/S1054-3589(08)60129-5 1994:"FDA approved package insert" 1477: 1381:Korostatin (vaginal tablets, 1177: 1152:origin. It was isolated from 2316:10.1016/0304-4157(91)90020-w 2116:Rang and Dale's pharmacology 1880:Clinical Infectious Diseases 766:, sold under the brand name 7: 2555:Akaike N, Harata N (1994). 2214:10.1529/biophysj.105.076281 1545:Espinel-Ingroff AV (2013). 1329:Nystalocal from Medinova AG 10: 4689: 3091:Camphorated opium tincture 2828:Intestinal anti-infectives 2439:Espinel-Ingroff A (2003). 1636:. WHO/MVP/EMP/IAU/2019.06. 1135: 864:skin do not respond well. 619:Chemical and physical data 4510: 4485: 4457: 4439: 4351: 4342: 4324: 4296: 4252: 4233: 4180: 4091: 3932:bromochlorosalicylanilide 3924: 3902:Aminoacyl tRNA synthetase 3900: 3881: 3857: 3850: 3795: 3774: 3751: 3725: 3714: 3673: 3650: 3560: 3441: 3425: 3414: 3405: 3319: 3273: 3248: 3144: 3056: 3002: 2827: 2811: 2358:10.1007/s00253-004-1802-4 1620:World Health Organization 1429:Nistatina (oral tablets, 1033:molecules. Disruption of 743: 718: 698: 688: 666: 653: 623: 618: 599: 567: 547: 527: 507: 487: 467: 447: 427: 402: 382: 282: 277: 267: 254: 244: 234: 226: 210: 205: 160: 145: 123: 93: 79: 61: 51: 46: 37: 28: 3024:, known as Pepto-Bismol) 2819:Oral rehydration therapy 2602:Methods in Neurosciences 2574:10.2170/jjphysiol.44.433 2460:. Infobase. p. 71. 1447:Stamicin (oral tablets, 1335:Nystop (topical powder, 1222:"perforated" patch-clamp 934:Stevens–Johnson syndrome 794:vaginal yeast infections 4554:Lactobacillus fermentum 3264:Saccharomyces boulardii 2443:. Springer. p. 62. 1964:"Nystatin (Oral route)" 1467:triamcinolone acetonide 1442:triamcinolone acetonide 822:. It is available as a 4263:Diiodohydroxyquinoline 3716:Squalene monooxygenase 3553:Systemic: ketoconazole 1472:Nyata (topical powder) 1241: 1196: 1145: 790:esophageal candidiasis 774:. It is used to treat 3744:Systemic: terbinafine 3286:Bismuth subsalicylate 3022:bismuth subsalicylate 2918:Succinylsulfathiazole 2913:Phthalylsulfathiazole 2516:Brommelle NS (1970). 2031:10.1007/s001050050776 1742:. Chennai: Elsevier. 1648:"The Top 300 of 2021" 1590:10.1007/s002530100822 1357:iodochlorhydroxyquine 1296:Pediaderm AF Complete 1238: 1185: 1143: 807:of the fungal cells. 772:antifungal medication 155:antifungal medication 16:Antifungal medication 4032:Whitfield's ointment 3859:Pyrimidine analogues 3675:Polyene antimycotics 3274:Other antidiarrheals 1932:"Liposomal Nystatin" 1842:10.2147/DDDT.S100795 1390:Bristol-Myers Squibb 1350:Procter & Gamble 1321:Bristol-Myers Squibb 1168:Streptomyces noursei 1155:Streptomyces noursei 1056:Streptomyces noursei 959:Chills and skin rash 829:Streptomyces noursei 770:among others, is an 240:0% on oral ingestion 3123:does not cross BBB: 2700:2003BpJ....84.3061C 2688:Biophysical Journal 2263:1993BpJ....64...92B 2206:2006BpJ....91.1116H 2194:Biophysical Journal 2147:Hammond SM (1977). 1249:Society and culture 1208:endocytosis pathway 1164:Rachel Fuller Brown 1160:Elizabeth Lee Hazen 1073:polyketide synthase 1025:of the interior of 964:Mechanism of action 816:Elizabeth Lee Hazen 812:Rachel Fuller Brown 25: 4653:Secondary alcohols 4118:Never to phase III 4022:tribromometacresol 3992:sodium thiosulfate 3987:selenium disulfide 3883:Mitotic inhibitors 3346:Never to phase III 2387:Dewick PM (2009). 1930:Hamill RJ (2003). 1242: 1197: 1195:covered the fruit. 1146: 1127:Completed molecule 1035:membrane transport 1011:lipid peroxidation 824:generic medication 57:Mycostatin, others 21: 4668:Conjugated dienes 4568: 4567: 4506: 4505: 4128: 4127: 3920: 3919: 3846: 3845: 3797:β-glucan synthase 3791: 3790: 3770: 3769: 3669: 3668: 3356: 3355: 2796:anti-inflammatory 2528:(5165): 260–269. 2498:978-0-674-62733-8 2467:978-1-4381-2752-1 2398:978-0-471-97478-9 2125:978-0-7020-5362-7 1949:978-0-19-514809-1 1936:Clinical Mycology 1716:978-1-259-58473-2 1062: 976:, nystatin is an 761: 760: 679:Interactive image 569:CompTox Dashboard 106: 4680: 4663:Carboxylic acids 4585: 4584: 4583: 4576: 4498:Methylrosaniline 4349: 4348: 4155: 4148: 4141: 4132: 4131: 4027:undecylenic acid 3977:potassium iodide 3855: 3854: 3723: 3722: 3439: 3438: 3423: 3422: 3412: 3411: 3383: 3376: 3369: 3360: 3359: 3257:Escherichia coli 3217:Aminosalicylates 3207:Cromoglicic acid 2782: 2775: 2768: 2759: 2758: 2752: 2751: 2749: 2747: 2736: 2730: 2729: 2719: 2694:(5): 3061–3078. 2679: 2673: 2672: 2671: 2669: 2636: 2630: 2629: 2628: 2626: 2593: 2587: 2586: 2576: 2552: 2546: 2545: 2513: 2507: 2506: 2482: 2476: 2475: 2454:Kelly K (2010). 2451: 2445: 2444: 2436: 2430: 2429: 2409: 2403: 2402: 2384: 2378: 2377: 2341: 2328: 2327: 2299: 2293: 2292: 2282: 2242: 2236: 2235: 2225: 2200:(3): 1116–1127. 2185: 2179: 2178: 2144: 2138: 2137: 2111: 2105: 2104: 2103: 2101: 2062: 2051: 2050: 2014: 2008: 2007: 2005: 1998: 1990: 1984: 1983: 1981: 1979: 1960: 1954: 1953: 1927: 1916: 1915: 1905: 1895: 1871: 1865: 1864: 1854: 1844: 1820: 1811: 1810: 1800: 1768: 1762: 1761: 1735: 1729: 1728: 1702: 1693: 1692: 1690: 1688: 1674: 1668: 1667: 1665: 1663: 1644: 1638: 1637: 1635: 1616: 1610: 1609: 1573: 1567: 1566: 1542: 1533: 1532: 1530: 1528: 1509: 1459:neomycin sulfate 1449:Antibiotice Iaşi 1438:neomycin sulfate 1431:Antibiotice Iaşi 1319:, formerly from 1124: 1112: 1100: 1088: 1060: 1019:electron density 862:hyperkeratinized 757: 756: 749: 681: 661: 646: 643: 637: 631: 614: 603: 592: 591: 577: 575: 560: 540: 520: 500: 480: 460: 440: 420: 410: 409: 395: 259: 197: 187: 177: 116: 105: 102: 89: 75: 42: 33: 26: 24: 20: 4688: 4687: 4683: 4682: 4681: 4679: 4678: 4677: 4593: 4592: 4591: 4581: 4579: 4571: 4569: 4564: 4543:Povidone-iodine 4502: 4481: 4453: 4435: 4338: 4320: 4292: 4248: 4229: 4205:Oxytetracycline 4195:Chloramphenicol 4176: 4165:anti-infectives 4159: 4129: 4124: 4123: 4108:Clinical trials 4087: 3916: 3896: 3877: 3862: 3842: 3799: 3787: 3766: 3747: 3743: 3718: 3710: 3702: 3677: 3665: 3646: 3599:fosravuconazole 3556: 3432: 3431:lanosterol 14α- 3418: 3407: 3401: 3387: 3357: 3352: 3351: 3336:Clinical trials 3315: 3281:Albumin tannate 3269: 3244: 3153:corticosteroids 3140: 3058:Antipropulsives 3052: 2998: 2823: 2807: 2786: 2756: 2755: 2745: 2743: 2738: 2737: 2733: 2680: 2676: 2667: 2665: 2663: 2637: 2633: 2624: 2622: 2620: 2594: 2590: 2553: 2549: 2514: 2510: 2499: 2483: 2479: 2468: 2452: 2448: 2437: 2433: 2410: 2406: 2399: 2385: 2381: 2342: 2331: 2300: 2296: 2243: 2239: 2186: 2182: 2167: 2145: 2141: 2126: 2112: 2108: 2099: 2097: 2087: 2063: 2054: 2015: 2011: 2003: 1996: 1992: 1991: 1987: 1977: 1975: 1962: 1961: 1957: 1950: 1928: 1919: 1872: 1868: 1821: 1814: 1783:(9): CD002033. 1769: 1765: 1750: 1736: 1732: 1717: 1703: 1696: 1686: 1684: 1676: 1675: 1671: 1661: 1659: 1646: 1645: 1641: 1617: 1613: 1574: 1570: 1559: 1543: 1536: 1526: 1524: 1511: 1510: 1485: 1480: 1475: 1286: 1256: 1251: 1180: 1138: 1128: 1125: 1116: 1113: 1104: 1101: 1092: 1089: 1052: 1047: 966: 909: 907:Adverse effects 838: 752: 750: 747:(what is this?) 744: 739: 736: 731: 726: 725: 714: 711: 706: 705: 684: 659: 649: 640: 634: 595: 571: 563: 543: 523: 503: 483: 463: 443: 423: 406: 398: 378: 375: 290: 289: 257: 236:Bioavailability 228:Pharmacokinetic 222: 201: 126: 119: 17: 12: 11: 5: 4686: 4676: 4675: 4670: 4665: 4660: 4655: 4650: 4645: 4640: 4635: 4630: 4625: 4620: 4615: 4610: 4605: 4590: 4589: 4566: 4565: 4563: 4562: 4557: 4550: 4545: 4540: 4535: 4530: 4525: 4520: 4514: 4512: 4508: 4507: 4504: 4503: 4501: 4500: 4495: 4489: 4487: 4483: 4482: 4480: 4479: 4477:Amphotericin B 4474: 4469: 4463: 4461: 4455: 4454: 4452: 4451: 4445: 4443: 4437: 4436: 4434: 4433: 4428: 4423: 4418: 4413: 4408: 4403: 4398: 4393: 4388: 4383: 4378: 4373: 4368: 4363: 4357: 4355: 4346: 4340: 4339: 4337: 4336: 4330: 4328: 4322: 4321: 4319: 4318: 4313: 4308: 4302: 4300: 4294: 4293: 4291: 4290: 4285: 4283:Broxyquinoline 4280: 4275: 4273:Chlorquinaldol 4270: 4265: 4259: 4257: 4250: 4249: 4247: 4246: 4240: 4238: 4231: 4230: 4228: 4227: 4222: 4217: 4212: 4207: 4202: 4197: 4192: 4186: 4184: 4178: 4177: 4158: 4157: 4150: 4143: 4135: 4126: 4125: 4122: 4121: 4120: 4119: 4116: 4105: 4099: 4093: 4092: 4089: 4088: 4086: 4085: 4080: 4075: 4066: 4061: 4056: 4051: 4046: 4041: 4039:citronella oil 4035: 4034: 4029: 4024: 4019: 4014: 4009: 4004: 3999: 3994: 3989: 3984: 3982:salicylic acid 3979: 3974: 3969: 3964: 3959: 3954: 3952:crystal violet 3949: 3944: 3939: 3937:chlorophetanol 3934: 3928: 3926: 3922: 3921: 3918: 3917: 3915: 3914: 3907: 3905: 3898: 3897: 3895: 3894: 3887: 3885: 3879: 3878: 3876: 3875: 3868: 3866: 3852: 3848: 3847: 3844: 3843: 3841: 3840: 3835: 3829: 3824: 3819: 3814: 3803: 3801: 3793: 3792: 3789: 3788: 3786: 3785: 3778: 3776: 3772: 3771: 3768: 3767: 3765: 3764: 3757: 3755: 3749: 3748: 3746: 3745: 3738: 3731: 3729: 3720: 3712: 3711: 3709: 3708: 3705:amphotericin B 3697: 3692: 3685: 3683: 3671: 3670: 3667: 3666: 3664: 3663: 3656: 3654: 3648: 3647: 3645: 3644: 3639: 3632: 3631: 3626: 3621: 3616: 3611: 3606: 3601: 3596: 3594:fosfluconazole 3591: 3584: 3583: 3578: 3573: 3566: 3564: 3558: 3557: 3555: 3554: 3550: 3549: 3544: 3539: 3534: 3529: 3524: 3519: 3514: 3509: 3504: 3499: 3494: 3489: 3484: 3479: 3474: 3469: 3464: 3459: 3454: 3447: 3445: 3436: 3420: 3409: 3403: 3402: 3386: 3385: 3378: 3371: 3363: 3354: 3353: 3350: 3349: 3348: 3347: 3344: 3333: 3327: 3321: 3320: 3317: 3316: 3314: 3313: 3308: 3303: 3298: 3293: 3288: 3283: 3277: 3275: 3271: 3270: 3268: 3267: 3260: 3252: 3250: 3246: 3245: 3243: 3242: 3241: 3240: 3235: 3230: 3225: 3212: 3211: 3210: 3209: 3195: 3194: 3193: 3192: 3187: 3182: 3177: 3172: 3167: 3165:Hydrocortisone 3162: 3155:acting locally 3148: 3146: 3142: 3141: 3139: 3138: 3128: 3119: 3118: 3113: 3095: 3094: 3088: 3083: 3078: 3071:Opium tincture 3067: 3065: 3054: 3053: 3051: 3050: 3045: 3040: 3035: 3030: 3025: 3015: 3009: 3007: 3000: 2999: 2997: 2996: 2995: 2994: 2992:Broxyquinoline 2981: 2980: 2979: 2978: 2965: 2964: 2963: 2962: 2949: 2948: 2947: 2946: 2941: 2928: 2927: 2926: 2925: 2923:Sulfaguanidine 2920: 2915: 2902: 2901: 2900: 2899: 2894: 2889: 2884: 2879: 2874: 2869: 2864: 2859: 2854: 2849: 2844: 2842:Amphotericin B 2831: 2829: 2825: 2824: 2822: 2821: 2815: 2813: 2809: 2808: 2800:anti-infective 2789:Antidiarrheals 2785: 2784: 2777: 2770: 2762: 2754: 2753: 2731: 2674: 2661: 2631: 2618: 2588: 2567:(5): 433–473. 2547: 2508: 2497: 2477: 2466: 2446: 2431: 2420:(4): 349–352. 2404: 2397: 2379: 2352:(4): 436–443. 2329: 2310:(2): 103–122. 2294: 2257:(6): 443–463. 2237: 2180: 2165: 2139: 2124: 2106: 2085: 2052: 2025:(6): 492–495. 2009: 1985: 1955: 1948: 1917: 1893:10.1086/596757 1886:(5): 503–535. 1866: 1812: 1763: 1749:978-8131243619 1748: 1730: 1715: 1694: 1669: 1639: 1611: 1568: 1557: 1534: 1482: 1481: 1479: 1476: 1474: 1473: 1470: 1455: 1452: 1445: 1434: 1427: 1420:hydrocortisone 1416: 1413: 1410: 1407: 1404: 1393: 1386: 1383:Holland Rantos 1379: 1372: 1361:hydrocortisone 1353: 1346: 1343: 1340: 1333: 1330: 1327: 1324: 1309: 1306: 1303: 1300: 1297: 1294: 1291: 1287: 1285: 1282: 1274: 1273: 1270: 1266: 1263: 1260: 1255: 1252: 1250: 1247: 1240:nystatin pore. 1179: 1176: 1137: 1134: 1130: 1129: 1126: 1119: 1117: 1115:Modules 13 -18 1114: 1107: 1105: 1102: 1095: 1093: 1090: 1083: 1069:aminoglycoside 1050: 1046: 1043: 1023:hydrophilicity 1003:nephrotoxicity 980:. It binds to 970:amphotericin B 965: 962: 961: 960: 957: 954: 953:Nephrotoxicity 947: 946: 937: 926: 925: 922: 921:Abdominal pain 919: 908: 905: 895:amphotericin B 837: 834: 759: 758: 741: 740: 738: 737: 734: 732: 729: 721: 720: 719: 716: 715: 713: 712: 709: 701: 700: 699: 696: 695: 692: 686: 685: 683: 682: 674: 672: 664: 663: 657: 651: 650: 647: 638: 632: 627: 621: 620: 616: 615: 605: 597: 596: 594: 593: 580: 578: 565: 564: 562: 561: 553: 551: 545: 544: 542: 541: 533: 531: 525: 524: 522: 521: 513: 511: 505: 504: 502: 501: 493: 491: 485: 484: 482: 481: 473: 471: 465: 464: 462: 461: 453: 451: 445: 444: 442: 441: 433: 431: 425: 424: 422: 421: 413: 411: 400: 399: 397: 396: 388: 386: 380: 379: 377: 376: 293: 285: 284: 283: 280: 279: 275: 274: 271: 265: 264: 261: 252: 251: 248: 242: 241: 238: 232: 231: 224: 223: 221: 220: 216: 214: 208: 207: 203: 202: 200: 199: 166: 164: 158: 157: 149: 143: 142: 129: 127:administration 121: 120: 118: 117: 99: 97: 91: 90: 83: 77: 76: 69: 59: 58: 55: 49: 48: 44: 43: 35: 34: 15: 9: 6: 4: 3: 2: 4685: 4674: 4671: 4669: 4666: 4664: 4661: 4659: 4656: 4654: 4651: 4649: 4648:Vicinal diols 4646: 4644: 4643:Lipid methods 4641: 4639: 4636: 4634: 4631: 4629: 4626: 4624: 4621: 4619: 4616: 4614: 4611: 4609: 4606: 4604: 4601: 4600: 4598: 4588: 4578: 4577: 4574: 4561: 4560:Copper usnate 4558: 4556: 4555: 4551: 4549: 4546: 4544: 4541: 4539: 4536: 4534: 4531: 4529: 4526: 4524: 4521: 4519: 4516: 4515: 4513: 4509: 4499: 4496: 4494: 4491: 4490: 4488: 4484: 4478: 4475: 4473: 4470: 4468: 4465: 4464: 4462: 4460: 4456: 4450: 4447: 4446: 4444: 4442: 4438: 4432: 4429: 4427: 4424: 4422: 4419: 4417: 4414: 4412: 4411:Propenidazole 4409: 4407: 4404: 4402: 4401:Fenticonazole 4399: 4397: 4394: 4392: 4389: 4387: 4384: 4382: 4379: 4377: 4374: 4372: 4369: 4367: 4364: 4362: 4361:Metronidazole 4359: 4358: 4356: 4354: 4350: 4347: 4345: 4341: 4335: 4334:Sulfatolamide 4332: 4331: 4329: 4327: 4323: 4317: 4316:Ascorbic acid 4314: 4312: 4309: 4307: 4304: 4303: 4301: 4299: 4298:Organic acids 4295: 4289: 4286: 4284: 4281: 4279: 4276: 4274: 4271: 4269: 4266: 4264: 4261: 4260: 4258: 4255: 4251: 4245: 4242: 4241: 4239: 4236: 4232: 4226: 4223: 4221: 4218: 4216: 4213: 4211: 4208: 4206: 4203: 4201: 4198: 4196: 4193: 4191: 4188: 4187: 4185: 4183: 4179: 4174: 4170: 4166: 4163: 4162:Gynecological 4156: 4151: 4149: 4144: 4142: 4137: 4136: 4133: 4117: 4115: 4112: 4111: 4109: 4106: 4103: 4100: 4098: 4095: 4094: 4090: 4084: 4081: 4079: 4076: 4074: 4070: 4067: 4065: 4062: 4060: 4057: 4055: 4052: 4050: 4047: 4045: 4042: 4040: 4037: 4036: 4033: 4030: 4028: 4025: 4023: 4020: 4018: 4015: 4013: 4010: 4008: 4005: 4003: 4000: 3998: 3995: 3993: 3990: 3988: 3985: 3983: 3980: 3978: 3975: 3973: 3970: 3968: 3965: 3963: 3960: 3958: 3955: 3953: 3950: 3948: 3945: 3943: 3942:chlorphenesin 3940: 3938: 3935: 3933: 3930: 3929: 3927: 3923: 3913: 3909: 3908: 3906: 3903: 3899: 3893: 3889: 3888: 3886: 3884: 3880: 3874: 3870: 3869: 3867: 3865: 3860: 3856: 3853: 3851:Intracellular 3849: 3839: 3838:ibrexafungerp 3836: 3833: 3830: 3828: 3825: 3823: 3820: 3818: 3815: 3813: 3812:anidulafungin 3809: 3808:echinocandins 3805: 3804: 3802: 3798: 3794: 3784: 3780: 3779: 3777: 3773: 3763: 3759: 3758: 3756: 3754: 3750: 3742: 3739: 3737: 3733: 3732: 3730: 3728: 3724: 3721: 3717: 3713: 3706: 3701: 3698: 3696: 3693: 3691: 3687: 3686: 3684: 3681: 3676: 3672: 3662: 3658: 3657: 3655: 3653: 3649: 3643: 3640: 3638: 3634: 3633: 3630: 3627: 3625: 3622: 3620: 3619:oteseconazole 3617: 3615: 3612: 3610: 3609:isavuconazole 3607: 3605: 3602: 3600: 3597: 3595: 3592: 3590: 3586: 3585: 3582: 3579: 3577: 3574: 3572: 3571:efinaconazole 3568: 3567: 3565: 3563: 3559: 3552: 3551: 3548: 3545: 3543: 3540: 3538: 3537:sertaconazole 3535: 3533: 3530: 3528: 3525: 3523: 3520: 3518: 3515: 3513: 3510: 3508: 3505: 3503: 3500: 3498: 3495: 3493: 3492:fenticonazole 3490: 3488: 3485: 3483: 3480: 3478: 3475: 3473: 3470: 3468: 3465: 3463: 3462:chlormidazole 3460: 3458: 3455: 3453: 3449: 3448: 3446: 3444: 3440: 3437: 3434: 3428: 3424: 3421: 3417: 3413: 3410: 3404: 3399: 3395: 3391: 3384: 3379: 3377: 3372: 3370: 3365: 3364: 3361: 3345: 3343: 3340: 3339: 3337: 3334: 3331: 3328: 3326: 3323: 3322: 3318: 3312: 3309: 3307: 3304: 3302: 3299: 3297: 3294: 3292: 3289: 3287: 3284: 3282: 3279: 3278: 3276: 3272: 3266: 3265: 3261: 3259: 3258: 3254: 3253: 3251: 3247: 3239: 3236: 3234: 3231: 3229: 3226: 3224: 3223:Sulfasalazine 3221: 3220: 3219: 3218: 3214: 3213: 3208: 3205: 3204: 3203: 3201: 3197: 3196: 3191: 3190:Beclometasone 3188: 3186: 3183: 3181: 3178: 3176: 3175:Betamethasone 3173: 3171: 3168: 3166: 3163: 3161: 3158: 3157: 3156: 3154: 3150: 3149: 3147: 3143: 3136: 3132: 3129: 3127: 3124: 3121: 3120: 3117: 3114: 3111: 3107: 3106:Diphenoxylate 3104: 3102: 3097: 3096: 3092: 3089: 3087: 3084: 3082: 3079: 3076: 3072: 3069: 3068: 3066: 3063: 3059: 3055: 3049: 3046: 3044: 3041: 3039: 3036: 3034: 3031: 3029: 3026: 3023: 3019: 3016: 3014: 3011: 3010: 3008: 3006: 3001: 2993: 2990: 2989: 2988: 2987: 2983: 2982: 2977: 2974: 2973: 2972: 2971: 2967: 2966: 2961: 2958: 2957: 2956: 2955: 2951: 2950: 2945: 2942: 2940: 2937: 2936: 2935: 2934: 2930: 2929: 2924: 2921: 2919: 2916: 2914: 2911: 2910: 2909: 2908: 2904: 2903: 2898: 2895: 2893: 2890: 2888: 2885: 2883: 2880: 2878: 2875: 2873: 2870: 2868: 2865: 2863: 2860: 2858: 2855: 2853: 2850: 2848: 2845: 2843: 2840: 2839: 2838: 2837: 2833: 2832: 2830: 2826: 2820: 2817: 2816: 2814: 2810: 2805: 2801: 2797: 2794: 2790: 2783: 2778: 2776: 2771: 2769: 2764: 2763: 2760: 2741: 2735: 2727: 2723: 2718: 2713: 2709: 2705: 2701: 2697: 2693: 2689: 2685: 2678: 2664: 2662:9780444509406 2658: 2654: 2650: 2646: 2642: 2635: 2621: 2619:9780121852573 2615: 2611: 2607: 2603: 2599: 2592: 2584: 2580: 2575: 2570: 2566: 2562: 2558: 2551: 2543: 2539: 2535: 2531: 2527: 2523: 2519: 2512: 2504: 2500: 2494: 2490: 2489: 2481: 2473: 2469: 2463: 2459: 2458: 2450: 2442: 2435: 2427: 2423: 2419: 2415: 2408: 2400: 2394: 2390: 2383: 2375: 2371: 2367: 2363: 2359: 2355: 2351: 2347: 2340: 2338: 2336: 2334: 2325: 2321: 2317: 2313: 2309: 2305: 2298: 2290: 2286: 2281: 2276: 2272: 2268: 2264: 2260: 2256: 2252: 2248: 2241: 2233: 2229: 2224: 2219: 2215: 2211: 2207: 2203: 2199: 2195: 2191: 2184: 2176: 2172: 2168: 2166:9780720406450 2162: 2158: 2154: 2150: 2143: 2135: 2131: 2127: 2121: 2117: 2110: 2096: 2092: 2088: 2086:9780120329458 2082: 2078: 2074: 2070: 2069: 2061: 2059: 2057: 2048: 2044: 2040: 2036: 2032: 2028: 2024: 2021:(in German). 2020: 2013: 2002: 1995: 1989: 1973: 1969: 1965: 1959: 1951: 1945: 1941: 1937: 1933: 1926: 1924: 1922: 1913: 1909: 1904: 1899: 1894: 1889: 1885: 1881: 1877: 1870: 1862: 1858: 1853: 1848: 1843: 1838: 1835:: 1161–1171. 1834: 1830: 1826: 1819: 1817: 1808: 1804: 1799: 1794: 1790: 1786: 1782: 1778: 1774: 1767: 1759: 1755: 1751: 1745: 1741: 1734: 1726: 1722: 1718: 1712: 1708: 1701: 1699: 1683: 1679: 1673: 1657: 1653: 1649: 1643: 1634: 1629: 1625: 1621: 1615: 1607: 1603: 1599: 1595: 1591: 1587: 1583: 1579: 1572: 1564: 1560: 1558:9789401703116 1554: 1550: 1549: 1541: 1539: 1522: 1518: 1514: 1508: 1506: 1504: 1502: 1500: 1498: 1496: 1494: 1492: 1490: 1488: 1483: 1471: 1468: 1464: 1460: 1456: 1453: 1450: 1446: 1443: 1439: 1435: 1432: 1428: 1425: 1421: 1417: 1414: 1411: 1408: 1405: 1402: 1398: 1397:triamcinolone 1394: 1391: 1387: 1384: 1380: 1377: 1373: 1370: 1366: 1362: 1358: 1354: 1351: 1347: 1344: 1341: 1338: 1334: 1331: 1328: 1325: 1322: 1318: 1314: 1310: 1307: 1304: 1301: 1298: 1295: 1292: 1289: 1288: 1281: 1279: 1271: 1267: 1264: 1261: 1258: 1257: 1246: 1237: 1233: 1231: 1228: 1223: 1218: 1216: 1211: 1209: 1206: 1202: 1194: 1190: 1189: 1184: 1175: 1173: 1169: 1165: 1161: 1157: 1156: 1151: 1142: 1133: 1123: 1118: 1111: 1106: 1099: 1094: 1087: 1082: 1081: 1080: 1076: 1074: 1070: 1066: 1058: 1057: 1042: 1040: 1036: 1032: 1028: 1024: 1020: 1016: 1012: 1007: 1004: 1000: 995: 991: 987: 986:cell membrane 983: 979: 975: 971: 958: 955: 952: 951: 950: 945: 942: 941:exanthematous 938: 936:in some cases 935: 931: 930: 929: 923: 920: 917: 916: 915: 912: 904: 902: 901: 896: 892: 887: 883: 881: 877: 873: 868: 865: 863: 859: 858: 854: 850: 846: 842: 833: 831: 830: 825: 821: 817: 813: 808: 806: 805:cell membrane 802: 797: 795: 791: 787: 783: 779: 778: 773: 769: 765: 755: 748: 742: 733: 728: 727: 724: 717: 708: 707: 704: 697: 693: 691: 690:Melting point 687: 680: 676: 675: 673: 670: 665: 658: 656: 652: 628: 626: 622: 617: 613: 609: 606: 604: 602:ECHA InfoCard 598: 590: 586: 585:DTXSID4040688 582: 581: 579: 570: 566: 559: 555: 554: 552: 550: 546: 539: 535: 534: 532: 530: 526: 519: 515: 514: 512: 510: 506: 499: 495: 494: 492: 490: 486: 479: 475: 474: 472: 470: 466: 459: 455: 454: 452: 450: 446: 439: 435: 434: 432: 430: 426: 419: 415: 414: 412: 405: 401: 394: 390: 389: 387: 385: 381: 373: 369: 365: 361: 357: 353: 349: 345: 341: 337: 333: 329: 325: 321: 317: 313: 309: 305: 301: 297: 292: 291: 288: 281: 276: 272: 270: 266: 262: 260: 253: 249: 247: 243: 239: 237: 233: 229: 225: 218: 217: 215: 213: 209: 204: 196: 191: 186: 181: 176: 171: 168: 167: 165: 163: 159: 156: 153: 150: 148: 144: 141: 137: 133: 130: 128: 122: 115: 110: 101: 100: 98: 96: 92: 88: 84: 82: 78: 74: 70: 68: 64: 60: 56: 54: 50: 47:Clinical data 45: 41: 36: 32: 27: 19: 4552: 4538:Furazolidone 4528:Policresulen 4466: 4431:Flutrimazole 4416:Butoconazole 4396:Ketoconazole 4366:Clotrimazole 4326:Sulfonamides 4288:Oxyquinoline 4064:tea tree oil 4049:lemon myrtle 3962:ethylparaben 3892:griseofulvin 3753:Benzylamines 3699: 3642:ravuconazole 3637:albaconazole 3629:voriconazole 3624:posaconazole 3614:itraconazole 3604:hexaconazole 3522:neticonazole 3512:luliconazole 3507:ketoconazole 3497:flutrimazole 3482:eberconazole 3472:clotrimazole 3457:butoconazole 3306:Racecadotril 3262: 3255: 3215: 3200:antiallergic 3198: 3160:Prednisolone 3151: 3135:+simethicone 3122: 3098: 3038:Crospovidone 2986:Oxyquinoline 2984: 2968: 2952: 2939:Nifuroxazide 2931: 2907:Sulfonamides 2905: 2892:Streptomycin 2871: 2834: 2744:. Retrieved 2734: 2691: 2687: 2677: 2666:, retrieved 2644: 2634: 2623:, retrieved 2601: 2591: 2564: 2560: 2550: 2525: 2521: 2511: 2487: 2480: 2456: 2449: 2440: 2434: 2417: 2413: 2407: 2388: 2382: 2349: 2345: 2307: 2303: 2297: 2254: 2250: 2240: 2197: 2193: 2183: 2148: 2142: 2115: 2109: 2098:, retrieved 2067: 2022: 2018: 2012: 1988: 1976:. Retrieved 1967: 1958: 1935: 1883: 1879: 1869: 1832: 1828: 1780: 1776: 1766: 1739: 1733: 1706: 1685:. Retrieved 1681: 1672: 1660:. Retrieved 1651: 1642: 1633:10665/325771 1623: 1614: 1584:(1): 46–57. 1581: 1577: 1571: 1547: 1525:. Retrieved 1463:thiostrepton 1308:PMS-Nystatin 1275: 1254:Formulations 1243: 1219: 1212: 1198: 1186: 1167: 1153: 1147: 1131: 1103:Modules 6-12 1091:Loading to 5 1077: 1054: 1048: 1045:Biosynthesis 1008: 967: 948: 927: 913: 910: 900:Cryptococcus 898: 890: 888: 884: 876:chemotherapy 869: 866: 855: 839: 836:Medical uses 827: 809: 798: 775: 767: 763: 762: 751:   745:   549:NIAID ChemDB 538:ChEMBL229383 518:CHEBI:473992 371: 367: 363: 359: 355: 351: 347: 343: 339: 335: 331: 327: 323: 319: 315: 311: 307: 303: 299: 295: 273:Fecal (100%) 256:Elimination 212:Legal status 206:Legal status 95:License data 18: 4618:Polyketides 4608:Dermatoxins 4603:Antifungals 4449:Terconazole 4426:Oxiconazole 4421:Omoconazole 4406:Azanidazole 4391:Tioconazole 4386:Isoconazole 4344:Antifungals 4311:Acetic acid 4306:Lactic acid 4278:Dequalinium 4256:derivatives 4220:Clindamycin 4215:Mepartricin 4210:Carfecillin 4182:Antibiotics 4169:antiseptics 4104:from market 4083:pentamidine 4044:lemon grass 4002:taurolidine 3972:polynoxylin 3873:flucytosine 3817:caspofungin 3741:terbinafine 3727:Allylamines 3589:fluconazole 3581:terconazole 3576:fluconazole 3547:tioconazole 3542:sulconazole 3532:oxiconazole 3527:omoconazole 3502:isoconazole 3477:croconazole 3435:inhibitors) 3433:demethylase 3390:Antifungals 3332:from market 3238:Balsalazide 3126:Eluxadoline 3093:(paregoric) 3048:Diosmectite 3043:Attapulgite 3020:(including 3003:Intestinal 2882:Polymyxin B 2877:Paromomycin 2852:Fidaxomicin 2836:Antibiotics 2812:Rehydration 2746:11 November 2742:. WebMD LLC 1424:dimethicone 1363:; formerly 1299:Candistatin 1284:Brand names 1276:Due to its 1188:Penicillium 1158:in 1950 by 1075:I pathway. 999:cholesterol 956:Hypokalemia 880:fluconazole 782:diaper rash 662: g·mol 608:100.014.317 278:Identifiers 81:MedlinePlus 53:Trade names 4633:Hemiketals 4597:Categories 4548:Protiofate 4518:Clodantoin 4493:Ciclopirox 4381:Ornidazole 4371:Miconazole 4353:Imidazoles 4268:Clioquinol 4225:Pentamycin 4200:Hachimycin 4190:Candicidin 4073:atovaquone 4054:orange oil 4017:tolnaftate 4012:tolciclate 3997:sulbentine 3967:haloprogin 3947:ciclopirox 3912:tavaborole 3904:inhibitors 3890:Systemic: 3871:Systemic: 3832:rezafungin 3827:micafungin 3822:cilofungin 3806:Systemic: 3800:inhibitors 3783:amorolfine 3762:butenafine 3719:inhibitors 3703:Systemic: 3680:ergosterol 3587:Systemic: 3517:miconazole 3467:climbazole 3452:bifonazole 3443:Imidazoles 3419:inhibitors 3416:Ergosterol 3311:Kaopectate 3301:Octreotide 3296:Crofelemer 3233:Olsalazine 3228:Mesalazine 3185:Budesonide 3180:Tixocortol 3170:Prednisone 3131:Loperamide 3005:adsorbents 2960:Miconazole 2933:Nitrofuran 2897:Vancomycin 2793:intestinal 2668:9 December 2625:9 December 2100:9 December 1687:14 January 1662:14 January 1527:27 January 1513:"Nystatin" 1478:References 1305:Bio-Statin 1227:monovalent 1201:lipid raft 1178:Other uses 1065:mycosamine 1049:Nystatin A 1015:Conjugated 982:ergosterol 944:pustulosis 853:esophageal 768:Mycostatin 667:3D model ( 655:Molar mass 478:BDF1O1C72E 449:ChemSpider 384:CAS Number 287:IUPAC name 246:Metabolism 147:Drug class 4533:Nifuratel 4472:Natamycin 4441:Triazoles 4376:Econazole 4254:Quinoline 4244:Acetarsol 4237:compounds 4114:Phase III 4102:Withdrawn 4059:patchouli 4007:ticlatone 3910:Topical: 3781:Topical: 3760:Topical: 3736:naftifine 3734:Topical: 3707:, hamycin 3695:natamycin 3688:Topical: 3661:abafungin 3659:Topical: 3652:Thiazoles 3635:Unknown: 3569:Topical: 3562:Triazoles 3487:econazole 3450:Topical: 3342:Phase III 3330:Withdrawn 3291:Ceratonia 3116:Difenoxin 3110:+atropine 2976:Acetarsol 2970:Arsenical 2954:Imidazole 2944:Nifurzide 2887:Rifaximin 2862:Natamycin 2857:Kanamycin 2534:0035-9114 2134:903083639 1758:978526697 1725:994570810 1401:Apothecon 1332:Nystamont 1317:pessaries 1150:bacterial 978:ionophore 974:natamycin 801:pregnancy 393:1400-61-9 269:Excretion 258:half-life 125:Routes of 73:Monograph 67:Drugs.com 4628:Polyenes 4623:Lactones 4587:Medicine 4467:Nystatin 4459:Polyenes 3957:dimazole 3700:nystatin 3682:binding) 3408:membrane 3099:crosses 3086:Morphine 3075:laudanum 3013:Charcoal 2872:Nystatin 2867:Neomycin 2847:Colistin 2802:agents ( 2726:12719237 2542:41370578 2503:Archived 2472:Archived 2374:19291518 2366:15700127 2232:16679364 2047:10935411 2001:Archived 1972:Archived 1912:19191635 1861:27042008 1807:25188770 1682:ClinCalc 1656:Archived 1652:ClinCalc 1622:(2019). 1598:11831475 1563:Archived 1521:Archived 1326:Infestat 1313:ointment 1293:Pedi-Dri 1278:toxicity 1205:caveolae 1172:New York 1027:channels 918:Diarrhea 891:in vitro 764:Nystatin 754:(verify) 458:23078586 429:DrugBank 162:ATC code 140:by mouth 114:Nystatin 109:DailyMed 23:Nystatin 4673:Acetals 4638:Lactols 4523:Inosine 4235:Arsenic 4078:dapsone 3690:hamycin 3081:Codeine 3062:opioids 3018:Bismuth 2717:1302868 2696:Bibcode 2583:7534361 2324:1854791 2280:1262305 2259:Bibcode 2223:1563755 2202:Bibcode 2095:9547888 2039:9675578 1978:1 April 1903:7294538 1852:4801147 1798:6457783 1606:8015426 1376:Lederle 1369:Typharm 1345:Mykinac 1337:Paddock 1302:Nyaderm 1136:History 857:Candida 845:vaginal 777:Candida 660:926.107 625:Formula 438:DB00646 404:PubChem 192: ( 190:G01AA01 182: ( 180:D01AA01 178:) 172: ( 170:A07AA02 152:Polyene 136:vaginal 132:Topical 111::  87:a682758 4658:Amines 4573:Portal 4097:WHO-EM 3925:Others 3775:Others 3427:Azoles 3325:WHO-EM 3033:Kaolin 3028:Pectin 2724:  2714:  2659:  2616:  2581:  2540:  2532:  2495:  2464:  2426:981024 2424:  2395:  2372:  2364:  2322:  2287:  2277:  2230:  2220:  2175:345355 2173:  2163:  2132:  2122:  2093:  2083:  2045:  2037:  1946:  1910:  1900:  1859:  1849:  1805:  1795:  1756:  1746:  1723:  1713:  1604:  1596:  1555:  1454:Lystin 1342:Nystex 1315:, and 1290:Nyamyc 1193:fungus 994:sterol 851:, and 792:, and 786:thrush 703:SMILES 558:004993 529:ChEMBL 498:D00202 107:  4511:Other 4486:Other 3406:Wall/ 2538:JSTOR 2370:S2CID 2043:S2CID 2004:(PDF) 1997:(PDF) 1942:–53. 1602:S2CID 1365:Bayer 1269:drug. 1067:, an 1031:polar 968:Like 849:mouth 723:InChI 669:JSmol 509:ChEBI 418:14960 4167:and 3396:and 2798:and 2748:2018 2722:PMID 2670:2023 2657:ISBN 2627:2023 2614:ISBN 2579:PMID 2530:ISSN 2493:ISBN 2462:ISBN 2422:PMID 2393:ISBN 2362:PMID 2320:PMID 2308:1071 2289:7679 2285:PMID 2228:PMID 2171:PMID 2161:ISBN 2130:OCLC 2120:ISBN 2102:2023 2091:PMID 2081:ISBN 2035:PMID 1980:2014 1944:ISBN 1908:PMID 1857:PMID 1803:PMID 1781:2014 1754:OCLC 1744:ISBN 1721:OCLC 1711:ISBN 1689:2024 1664:2024 1594:PMID 1553:ISBN 1529:2016 1465:and 1440:and 1422:and 1371:Ltd) 1367:now 1359:and 1230:ions 1162:and 972:and 872:AIDS 841:Skin 814:and 489:KEGG 469:UNII 342:, 25 230:data 63:AHFS 4173:G01 4069:PCP 3398:J02 3394:D01 3101:BBB 2804:A07 2712:PMC 2704:doi 2649:doi 2606:doi 2569:doi 2526:118 2354:doi 2312:doi 2275:PMC 2267:doi 2218:PMC 2210:doi 2153:doi 2073:doi 2027:doi 1898:PMC 1888:doi 1847:PMC 1837:doi 1793:PMC 1785:doi 1628:hdl 1586:doi 574:EPA 408:CID 370:,37 366:,36 362:,35 358:,33 354:,31 350:,29 346:,27 338:,21 334:,19 330:,18 326:,17 322:,16 318:,15 314:,11 195:WHO 185:WHO 175:WHO 4599:: 4110:: 4071:: 3338:: 2791:, 2720:. 2710:. 2702:. 2692:84 2690:. 2686:. 2655:, 2643:, 2612:, 2600:, 2577:. 2565:44 2563:. 2559:. 2536:. 2524:. 2520:. 2501:. 2470:. 2418:28 2416:. 2368:. 2360:. 2350:67 2348:. 2332:^ 2318:. 2306:. 2283:. 2273:. 2265:. 2253:. 2249:. 2226:. 2216:. 2208:. 2198:91 2196:. 2192:. 2169:. 2159:. 2128:. 2089:, 2079:, 2055:^ 2041:. 2033:. 2023:49 1999:. 1966:. 1940:50 1920:^ 1906:. 1896:. 1884:48 1882:. 1878:. 1855:. 1845:. 1833:10 1831:. 1827:. 1815:^ 1801:. 1791:. 1779:. 1775:. 1752:. 1719:. 1697:^ 1680:. 1654:. 1650:. 1600:. 1592:. 1582:58 1580:. 1561:. 1537:^ 1519:. 1515:. 1486:^ 1461:, 1399:; 1217:. 1013:. 847:, 843:, 788:, 784:, 648:17 639:75 633:47 310:,9 306:,7 302:,4 298:,3 294:(1 188:) 138:, 134:, 104:US 4575:: 4175:) 4171:( 4154:e 4147:t 4140:v 3861:/ 3834:) 3810:( 3678:( 3429:( 3400:) 3392:( 3382:e 3375:t 3368:v 3137:) 3133:( 3112:) 3108:( 3103:: 3077:) 3073:( 3064:) 3060:( 2806:) 2781:e 2774:t 2767:v 2750:. 2728:. 2706:: 2698:: 2651:: 2608:: 2585:. 2571:: 2544:. 2428:. 2401:. 2376:. 2356:: 2326:. 2314:: 2291:. 2269:: 2261:: 2255:8 2234:. 2212:: 2204:: 2177:. 2155:: 2136:. 2075:: 2049:. 2029:: 1982:. 1952:. 1914:. 1890:: 1863:. 1839:: 1809:. 1787:: 1760:. 1727:. 1691:. 1666:. 1630:: 1608:. 1588:: 1531:. 1469:) 1451:) 1444:) 1433:) 1426:) 1403:) 1392:) 1385:) 1378:) 1352:) 1339:) 1323:) 1203:- 1063:- 1061:D 1051:1 1039:K 990:K 671:) 645:O 642:N 636:H 630:C 576:) 572:( 372:S 368:R 364:S 360:R 356:E 352:E 348:E 344:E 340:E 336:E 332:S 328:R 324:R 320:S 316:R 312:R 308:R 304:R 300:R 296:S 198:) 65:/

Index



Trade names
AHFS
Drugs.com
Monograph
MedlinePlus
a682758
License data
DailyMed
Nystatin
Routes of
administration

Topical
vaginal
by mouth
Drug class
Polyene
antifungal medication
ATC code
A07AA02
WHO
D01AA01
WHO
G01AA01
WHO
Legal status
Pharmacokinetic
Bioavailability
Metabolism
Elimination half-life

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