Which antifungal drug is classified as a polyene on the basis of its chemical structure

Summary

Nystatin is a polyene ionophore antifungal used to treat cutaneous, mucocutaneous, and gastrointestinal mycotic infections, particularly those caused by Candida species.

Brand Names

Flagystatin, Nyaderm, Nyamyc, Nystop, Viaderm Kc

Generic NameNystatinDrugBank Accession NumberDB00646 Background

Nystatin is a polyene antifungal drug that has broad-spectrum fungicidal and fungistatic activity against a number of yeasts and fungi, most notably Candida species.8 It is one of the most effective antifungal agents synthesized by bacteria, in this case a strain of Streptomyces noursei,13 and is closely related to amphotericin B, differing only slightly in structure.2 Nystatin has a greater antifungal activity than amphotericin B - parenterally administered nystatin, however, is associated with significant toxicity and is not available in a formulation appropriate for systemic use.2 As it undergoes very little absorption following oral or topical administration, nystatin's efficacy is limited to the treatment/prevention of cutaneous, mucocutaneous, and gastrointestinal fungal infections.8,9

TypeSmall Molecule GroupsApproved, Vet approvedStructure

WeightAverage: 926.107
Monoisotopic: 925.503499959 Chemical FormulaC47H75NO17Synonyms
  • Nistatina
  • NYS
  • Nystatin
  • Nystatine
  • Nystatinum
Indication

Nystatin is available in oral formulations for the treatment and/or prevention of oral candidiasis (a.k.a. thrush), intestinal candidiasis, and anal candidiasis.8,9 It is indicated topically for the treatment of vulvovaginal candidiasis and other cutaneous candida infections.9 A combination product containing nystatin alongside neomycin, gramicidin D, and triamcinolone (Viaderm K.C.®) is indicated in the treatment of corticosteroid-responsive dermatoses caused by bacterial or candidal infections and for pruritus ani/vulvae.10 It is also available in combination with metronidazole for the treatment of mixed infections due to Trichomonas vaginalis and Candida albicans.13

Nystatin is also sometimes used off-label for the prevention of invasive candidiasis in low birth weight neonates,4 though it is generally reserved as a second-line option after fluconazole.

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Associated Conditions
  • Anal candidiasis
  • Candidiasis, Invasive
  • Intestinal Candidiasis
  • Mixed Vaginal Infections caused by Trichomonas Vaginalis, candida albicans
  • Oral Candidiasis
  • Pruritus Ani
  • Pruritus Vulvae
  • Skin candida
  • Trichomonas Vaginitis
  • Vaginal Candidiasis
  • Vulvovaginal Candidiasis
  • Corticosteroid-responsive dermatoses
  • Cutaneous candidiasis
Contraindications & Blackbox Warnings

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Pharmacodynamics

Nystatin is an antifungal that is both fungistatic and fungicidal in vitro against a wide variety of yeasts and yeast-like fungi. It exerts its antifungal effects via disruption of the fungal cell membrane. Resistance to nystatin is minimal in Candida albicans, but tends to develop in other species of Candida.8 Nystatin carries no significant activity against bacteria, protozoa, or viruses. It carries significant systemic toxicity and is currently unavailable in a formula appropriate for systemic use - its efficacy is currently restricted, therefore, to topical, oral, and gastrointestinal infections.2

Mechanism of action

Nystatin is a channel-forming ionophore, meaning it exerts its therapeutic effect via formation of a membrane-spanning pore in the fungal plasma membrane.5 The formation of this pore results in a change in membrane permeability that allows for leakage of intracellular contents and the subsequent disruption of electrochemical gradients necessary for proper cell function.8,2 Selectivity for fungal cells over mammalian cells is due to nystatin’s greater binding affinity for ergosterol, a key sterol found in fungal cell walls, as opposed to its mammalian counterpart, cholesterol.6

TargetActionsOrganism
AErgosterol

binder

Candida albicans
Absorption

Systemic absorption of nystatin is minimal following oral administration,8 and no detectable plasma concentrations are attained following topical or vaginal administration.12

Volume of distribution

Nystatin is not absorbed into the systemic circulation8 and thus does not undergo distribution.

Protein binding

Nystatin is not absorbed into the systemic circulation8 and is therefore not subject to plasma protein binding.

Metabolism

Because nystatin undergoes little-to-no systemic absorption it is not metabolized to any appreciable extent.8

Route of elimination

The majority of orally administered nystatin is eliminated unchanged in the feces.8

Half-life

Not Available

Clearance

Not Available

Adverse Effects

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Toxicity

The oral LD50 in rats is 10 g/kg.11 There have been no reports of serious toxic effects following overdosage of nystatin - doses in excess of five million units daily have resulted in nausea and gastrointestinal upset with no other associated effects.8

PathwaysNot AvailablePharmacogenomic Effects/ADRs Not AvailableDrug Interactions

This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.

  • Approved
  • Vet approved
  • Nutraceutical
  • Illicit
  • Withdrawn
  • Investigational
  • Experimental
  • All Drugs

DrugInteraction

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interactions in your software

Ambrisentan The excretion of Ambrisentan can be decreased when combined with Nystatin.
Asunaprevir The excretion of Asunaprevir can be decreased when combined with Nystatin.
Atogepant The serum concentration of Atogepant can be increased when it is combined with Nystatin.
Atorvastatin The excretion of Atorvastatin can be decreased when combined with Nystatin.
Axitinib The excretion of Axitinib can be decreased when combined with Nystatin.
Belantamab mafodotin The excretion of Belantamab mafodotin can be decreased when combined with Nystatin.
Bempedoic acid The excretion of Bempedoic acid can be decreased when combined with Nystatin.
Benzylpenicillin The excretion of Benzylpenicillin can be decreased when combined with Nystatin.
Bosentan The excretion of Bosentan can be decreased when combined with Nystatin.
Brincidofovir The serum concentration of Brincidofovir can be increased when it is combined with Nystatin.

Food InteractionsNo interactions found.

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Product Ingredients IngredientUNIICASInChI Key
Nystatin dihydrate Not Available Not Available VXWFKTGGEJLHPP-WFCLXGQZSA-N
Product ImagesInternational/Other BrandsAdiclair (Ardeypharm) / Afunginal (Euro Generics) / Biofanal (Pfleger) / Candacide (Be-Tabs Pharmaceuticals) / Candermil (LKM) / Candex (Square) / Candidias (Fabra) / Candistat (Ambalal Sarabhai Enterprises) / Candistin (Pharos) / Canstat (Aspen Pharmacare) / Cazetin (Ifars) / Diaper NZ (Cheminter) / Dipni (Omega) / Enystin (Kalbe) / Fukangning (Deyer) / Fungatin (Ferron) / Fungicidin Leciva (Zentiva) / Fungistin (Beximco) / Fungostatin (Nobel) / Funistatin (Nobel) / Gynostatin (Iqfarma) / Kandistatin (Metiska) / Kenalon (Ta Fong) / Lederlind (Riemser) / Ledernyst (Riemser) / Lystin (Biolab) / Nilstat (Glenmark) / Nyaderm (Taro) / Nystan (Bristol Myers Squibb)Brand Name Prescription Products NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
Mestatin Cream 25000 unit / g Vaginal Medic Laboratory LtÉe 1980-12-31 1996-09-09
Mycostatin Oral Suspension 100000iu Liquid 100000 unit / mL Oral Squibb Canada Inc., Division Of Bristol Myers Squibb Canada Inc. 1972-12-31 2003-07-28
Mycostatin Oral Tab 500000iu Tablet 500000 unit Oral Squibb Canada Inc., Division Of Bristol Myers Squibb Canada Inc. 1955-12-31 2002-07-30
Mycostatin Vaginal Crm 25000unit Cream 25000 unit / g Vaginal Squibb Canada Inc., Division Of Bristol Myers Squibb Canada Inc. 1973-12-31 2005-08-01
Nadostine Sus 100000iu/ml Suspension 100000 unit / mL Oral Lab Nadeau LtÉe, Division Of Technilab Inc. 1974-12-31 2004-08-03
Nadostine Tab 100000unit Tablet 100000 unit Vaginal Lab Nadeau LtÉe, Division Of Technilab Inc. 1973-12-31 2004-08-03
Nadostine Tab 500000unit Tablet 500000 unit / tab Oral Lab Nadeau LtÉe, Division Of Technilab Inc. 1973-12-31 1999-09-28
Nilstat 25000units/g Cream 25000 unit / g Vaginal Technilab Pharma Inc. 1974-12-31 2004-08-03
Nilstat Oral Dps 100000iu/ml Solution / drops 100000 unit / mL Oral Lederle Cyanamid Canada Inc. 1970-12-31 1997-01-29
Nilstat Orl Tab 500000unit Tablet 500000 unit / tab Oral Lederle Cyanamid Canada Inc. 1970-12-31 1997-01-29
Generic Prescription Products NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
Dom-nystatin Suspension Suspension 100000 unit / mL Oral Dominion Pharmacal 1998-08-05 Not applicable
Ftp-nystatin Solution / drops 100000 unit / mL Oral Ftp Pharmacal Inc. 1998-10-09 2004-08-03
Jamp-nystatin Oral Suspension USP Suspension 100000 unit / mL Oral Jamp Pharma Corporation 2015-01-09 Not applicable
Mycostatin Powder 100000 [USP'U]/1g Topical E.R. Squibb & Sons, L.L.C. 2009-06-01 2010-03-31
Mycostatin Cream 100000 [USP'U]/1g Topical E.R. Squibb & Sons, L.L.C. 2007-01-01 2007-06-30
Nyamyc Powder 100000 [USP'U]/1g Topical Upsher-Smith Laboratories, LLC 2005-05-03 Not applicable
Nyata Kit 100000 U/1g Topical Crown Laboratories 2015-12-17 2016-10-03
Nyata Nystatin Powder Kit 100000 U/1g Topical Crown Laboratories 2016-12-08 2017-01-02
Nystatin Tablet, film coated 500000 [USP'U]/1 Oral Aidarex Pharmaceuticals LLC 1988-12-22 Not applicable
Nystatin Suspension 100000 [USP'U]/1mL Oral Lohxa 2019-01-03 Not applicable
Over the Counter Products NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
Candistatin Topical Powder - 100000 Unit/g Powder 100000 unit / g Topical Bristol Myers Squibb 1996-12-31 2008-04-25
Mycostatin Crm 100000unit/gm Cream 100000 unit / g Topical Squibb Canada Inc., Division Of Bristol Myers Squibb Canada Inc. 1970-12-31 2006-09-06
Mycostatin Ont 100000iu/gm Ointment 100000 unit / g Topical Squibb Canada Inc., Division Of Bristol Myers Squibb Canada Inc. 1955-12-31 2002-07-30
Mycostatin Topical Pwr 100,000units/gm Powder 100000 unit / g Topical Convatec, Division Of Bristol Myers Squibb Canada Co. 1994-12-31 2008-11-12
Nadostine Crm 100000iu/gm Cream 100000 unit / g Topical Lab Nadeau LtÉe, Division Of Technilab Inc. 1974-12-31 2004-08-03
Nadostine Ont 100000iu/gm Ointment 100000 unit / g Topical Lab Nadeau LtÉe, Division Of Technilab Inc. 1974-12-31 2004-08-03
Nilstat Top Crm 100000unit/gm Cream 100000 unit / g Topical Lederle Cyanamid Canada Inc. 1979-12-31 1997-01-29
Nilstat Top Ont 100000unit/gm Ointment 100000 unit / g Topical Lederle Cyanamid Canada Inc. 1979-12-31 1997-01-29
Nyaderm Cream 100000 unit / g Topical Taro Pharmaceuticals, Inc. 1979-12-31 Not applicable
Nyaderm Ont 100000unit/gm Ointment 100000 unit / g Topical Taro Pharmaceuticals, Inc. 1979-12-31 2022-02-04
Mixture Products NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
APOLIND WUNDBAL M NYSTATIN Nystatin (70000 IU/g) + Zinc oxide (492 mg/g) Suspension Oral 2006-07-01 Not applicable
APOLIND WUNDBAL M NYSTATIN Nystatin (70000 IU/g) + Zinc oxide (492 mg/g) Suspension Oral 2006-07-01 Not applicable
BABYLIND MEDICADA® CREMA TÓPICA. Nystatin (100 %) + Zinc oxide (20 g) Cream Topical LABORATORIOS DEMAC LTDA. 2020-12-16 Not applicable
BABYSKIN® N CREMA Nystatin (2.2727 g) + Zinc oxide (40 g) Cream Topical ALTEA FARMACEUTICA S.A. 2009-06-24 Not applicable
DECADRON®OVULOS Nystatin (100000 IU) + Dexamethasone acetate (0.25 mg) Insert Vaginal TECNOFAR TQ S.A.S 2007-01-29 Not applicable
DEMTRIS® CREMA Nystatin (10 million IU) + Neomycin (250 mg) + Triamcinolone acetonide (100 mg) Cream Topical FAES FARMA COLOMBIA S.A. 2016-10-04 Not applicable
DEMTRIS® UNGUENTO Nystatin (100000 IU) + Neomycin (2.5 mg) + Triamcinolone acetonide (1 mg) Ointment Topical FAES FARMA COLOMBIA S.A.S. 2016-10-04 Not applicable
Flagystatin Nystatin (100000 unit / sup) + Metronidazole (500 mg / sup) Suppository Vaginal Aventis Pharma Ltd. 1972-12-31 2004-07-30
Flagystatin Nystatin (100000 unit) + Metronidazole (500 mg) Insert Vaginal Sanofi Aventis 1979-12-31 Not applicable
Flagystatin Nystatin (100000 unit / 4.5 g) + Metronidazole (500 mg / 4.5 g) Cream Vaginal Sanofi Aventis 1976-12-31 2017-08-24
Unapproved/Other Products NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
FIRST BXN Mouthwash Nystatin (6.75 mg/1mL) + Diphenhydramine hydrochloride (0.84 mg/1mL) + Lidocaine hydrochloride (6.75 mg/1mL) Kit Oral CutisPharma, Inc 2009-09-08 Not applicable
FIRST Dukes Mouthwash Compounding Nystatin (0.6 g/0.6g) + Diphenhydramine hydrochloride (0.525 g/0.525g) + Hydrocortisone (0.06 g/0.06g) Kit Oral CutisPharma, Inc. 2010-12-15 Not applicable
FIRST Marys Mouthwash Compounding Nystatin (1.2 g/1.2g) + Diphenhydramine hydrochloride (0.45 g/0.45g) + Hydrocortisone (0.06 g/0.06g) + Tetracycline hydrochloride (1.5 g/1.5g) Kit Oral CutisPharma, Inc. 2010-12-15 Not applicable
MIKOSTATIN 100.000 I.U./ML ORAL SÜSPANSİYON 48 ML Nystatin (100000 i.u./ml) Oral Deva Holding A.S. 2020-08-14 Not applicable
ATC CodesD01AA01 — Nystatin
  • D01AA — Antibiotics
  • D01A — ANTIFUNGALS FOR TOPICAL USE
  • D01 — ANTIFUNGALS FOR DERMATOLOGICAL USE
  • D — DERMATOLOGICALS
G01AA01 — Nystatin
  • G01AA — Antibiotics
  • G01A — ANTIINFECTIVES AND ANTISEPTICS, EXCL. COMBINATIONS WITH CORTICOSTEROIDS
  • G01 — GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS
  • G — GENITO URINARY SYSTEM AND SEX HORMONES
A07AA02 — Nystatin
  • A07AA — Antibiotics
  • A07A — INTESTINAL ANTIINFECTIVES
  • A07 — ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS
  • A — ALIMENTARY TRACT AND METABOLISM
G01AA51 — Nystatin, combinations
  • G01AA — Antibiotics
  • G01A — ANTIINFECTIVES AND ANTISEPTICS, EXCL. COMBINATIONS WITH CORTICOSTEROIDS
  • G01 — GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS
  • G — GENITO URINARY SYSTEM AND SEX HORMONES
Drug Categories

  • Alimentary Tract and Metabolism
  • Anti-Infective Agents
  • Antidiarrheals, Intestinal Antiinflammatory/antiinfective Agents
  • Antifungal Agents
  • Antifungal Agents (Vaginal)
  • Antifungals for Dermatological Use
  • Antifungals for Topical Use
  • Compounds used in a research, industrial, or household setting
  • Dermatologicals
  • Genito Urinary System and Sex Hormones
  • Gynecological Antiinfectives and Antiseptics
  • Intestinal Antiinfectives
  • Ionophores
  • Lactones
  • Membrane Transport Modulators
  • OATP1B1/SLCO1B1 Inhibitors
  • OATP1B3 inhibitors
  • Polyene Antifungal
  • Polyenes
  • Polyketides

ClassificationNot classifiedAffected organisms
  • Fungi
UNIIW1LX4T91WICAS number1400-61-9InChI KeyVQOXZBDYSJBXMA-NQTDYLQESA-NInChI

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

IUPAC Name

(1S,3R,4R,7R,9R,11R,15S,16R,17R,18S,19E,21E,25E,27E,29E,31E,33R,35S,36R,37S)-33-{[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-1,3,4,7,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,25,27,29,31-hexaene-36-carboxylic acid

SMILES

[H][C@]12C[C@@H](O[C@@H]3O[C@H](C)[C@@H](O)[C@H](N)[C@@H]3O)\C=C\C=C\C=C\C=C\CC\C=C\C=C\[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@](O)(C[C@H](O)[C@H]1C(O)=O)O2

General References
  1. Akaike N, Harata N: Nystatin perforated patch recording and its applications to analyses of intracellular mechanisms. Jpn J Physiol. 1994;44(5):433-73. [Article]
  2. Dos Santos AG, Marques JT, Carreira AC, Castro IR, Viana AS, Mingeot-Leclercq MP, de Almeida RFM, Silva LC: The molecular mechanism of Nystatin action is dependent on the membrane biophysical properties and lipid composition. Phys Chem Chem Phys. 2017 Nov 15;19(44):30078-30088. doi: 10.1039/c7cp05353c. [Article]
  3. Karlgren M, Vildhede A, Norinder U, Wisniewski JR, Kimoto E, Lai Y, Haglund U, Artursson P: Classification of inhibitors of hepatic organic anion transporting polypeptides (OATPs): influence of protein expression on drug-drug interactions. J Med Chem. 2012 May 24;55(10):4740-63. doi: 10.1021/jm300212s. Epub 2012 May 15. [Article]
  4. Pappas PG, Kauffman CA, Andes DR, Clancy CJ, Marr KA, Ostrosky-Zeichner L, Reboli AC, Schuster MG, Vazquez JA, Walsh TJ, Zaoutis TE, Sobel JD: Clinical Practice Guideline for the Management of Candidiasis: 2016 Update by the Infectious Diseases Society of America. Clin Infect Dis. 2016 Feb 15;62(4):e1-50. doi: 10.1093/cid/civ933. Epub 2015 Dec 16. [Article]
  5. Yamasaki M, Tamura N, Nakamura K, Sasaki N, Murakami M, Rajapakshage W, Kumara B, Tamura Y, Lim SY, Ohta H, Takiguchi M: Effects and mechanisms of action of polyene macrolide antibiotic nystatin on Babesia gibsoni in vitro. J Parasitol. 2011 Dec;97(6):1190-2. doi: 10.1645/GE-2799.1. Epub 2011 Jul 14. [Article]
  6. Silva L, Coutinho A, Fedorov A, Prieto M: Competitive binding of cholesterol and ergosterol to the polyene antibiotic nystatin. A fluorescence study. Biophys J. 2006 May 15;90(10):3625-31. Epub 2006 Feb 24. [Article]
  7. Liu W, Guan X, Yu Z, Chen K, Benet L, Zhai S: A Drug-drug Interaction Between Cyclosporine and Nystatin. Clin Ther. 2018 Apr;40(4):660-662. doi: 10.1016/j.clinthera.2018.02.008. Epub 2018 Mar 16. [Article]
  8. FDA Approved Drug Products: Nystatin oral suspension [Link]
  9. DPD Approved Drugs: Nystatin [Link]
  10. DPD Approved Drugs: Viaderm K.C.® [Link]
  11. ThermoFisher Scientific: Nystatin MSDS [Link]
  12. MedSafe NZ: Nystatin [Link]
  13. DPD Approved Drugs: Flagystatin® vaginal ovules [Link]
External LinksHuman Metabolome DatabaseHMDB0014784KEGG DrugD00202KEGG CompoundC12155PubChem Compound11953884PubChem Substance46504780ChemSpider23078586RxNav7597ChEBI473992ChEMBLCHEMBL450895ZINCZINC000253387941Therapeutic Targets DatabaseDAP000879PharmGKBPA450666RxListRxList Drug PageDrugs.comDrugs.com Drug PagePDRhealthPDRhealth Drug PageWikipediaNystatinFDA labelMSDSClinical Trials PhaseStatusPurposeConditionsCount
4 Completed Health Services Research Renal Failure, Chronic Renal Failure 1
4 Completed Prevention Candidiasis / Critically Ill Patients / Fungal Prophylaxis / Surgery 1
4 Completed Prevention Systemic Fungal Infections 1
4 Completed Prevention Very Low Birthweight Infants 1
4 Completed Treatment Photochemotherapy Reaction 1
4 Completed Treatment Vaginal Inflammation 1
4 Unknown Status Prevention Anticandidal Property of Saccharomyces Boulardii on Very Low Birth Weight Infants 1
4 Unknown Status Prevention Oral Mucositis 1
3 Active Not Recruiting Treatment Candida albicans infection / Smoking, Cigarette 1
3 Completed Supportive Care Chronic Myeloproliferative Disorders / Infection / Leukemias / Malignant Lymphomas / Multiple Myeloma and Plasma Cell Neoplasm / Myelodysplastic Syndromes (MDS) 1
Manufacturers

  • Bayer pharmaceuticals corp
  • Bristol myers squibb co
  • Alpharma us pharmaceuticals division
  • Lederle laboratories div american cyanamid co
  • Actavis mid atlantic llc
  • Altana inc
  • Perrigo new york inc
  • Taro pharmaceuticals usa inc
  • Teva pharmaceuticals usa inc
  • Vintage pharmaceuticals llc
  • Westwood squibb pharmaceuticals inc
  • Bristol myers squibb
  • Barlan pharmacal co inc
  • Dava pharmaceuticals inc
  • Paddock laboratories inc
  • Coastal pharmaceuticals inc
  • Kv pharmaceutical co
  • Par pharmaceutical inc
  • Upsher smith laboratories inc
  • X gen pharmaceuticals inc
  • Warner chilcott co llc
  • Apothecon inc div bristol myers squibb
  • Glenmark generics inc usa
  • Bausch and lomb pharmaceuticals inc
  • E fougera div altana inc
  • Morton grove pharmaceuticals inc
  • Pharmaderm div altana inc
  • Pharmafair inc
  • Roxane laboratories inc
  • Vintage pharmaceuticals inc
  • Vistapharm inc
  • Wockhardt eu operations (swiss) ag
  • Savage laboratories inc div altana inc
  • Mutual pharmaceutical co inc
  • Quantum pharmics ltd
  • Sandoz inc
  • Usl pharma inc
  • Watson laboratories inc
  • Holland rantos co inc
  • Odyssey pharmaceuticals inc

Packagers

  • Actavis Group
  • Advanced Pharmaceutical Services Inc.
  • Aidarex Pharmacuticals LLC
  • Apothecon
  • A-S Medication Solutions LLC
  • Atlantic Biologicals Corporation
  • Bausch & Lomb Inc.
  • Bryant Ranch Prepack
  • Cardinal Health
  • Contract Pharm
  • Cutis Pharma Inc.
  • Dept Health Central Pharmacy
  • Dispensing Solutions
  • Diversified Healthcare Services Inc.
  • Duramed
  • E. Fougera and Co.
  • E.R. Squibb and Sons LLC
  • Gallipot
  • Glenmark Generics Ltd.
  • Major Pharmaceuticals
  • Medisca Inc.
  • Metrics Inc.
  • Midlothian Labs
  • Murfreesboro Pharmaceutical Nursing Supply
  • Mutual Pharmaceutical Co.
  • Novopharm Ltd.
  • Nycomed Inc.
  • Odyssey Pharmaceuticals Inc.
  • Paddock Labs
  • Palmetto Pharmaceuticals Inc.
  • Par Pharmaceuticals
  • PD-Rx Pharmaceuticals Inc.
  • PEDiNOL
  • Perrigo Co.
  • Pharmaceutical Association
  • Pharmaceutics International Inc.
  • Pharmedix
  • Physicians Total Care Inc.
  • Pliva Inc.
  • Precision Dose Inc.
  • Preferred Pharmaceuticals Inc.
  • Qualitest
  • Rebel Distributors Corp.
  • Sandoz
  • Savage Labs
  • Stat Scripts LLC
  • Taro Pharmaceuticals USA
  • Teva Pharmaceutical Industries Ltd.
  • USL Pharma Inc.
  • Vintage Pharmaceuticals Inc.
  • Vistapharm Inc.
  • Wockhardt Ltd.
  • Xactdose Inc.
  • X-Gen Pharmaceuticals

Dosage Forms FormRouteStrength
Cream Topical 100000 IU/g
Ointment Topical 100000 IU/g
Suspension Oral 100000 IU/g
Tablet, film coated Oral 500000 IU
Gel Topical 100000 IU/g
Suspension Oral
Tablet, sugar coated Oral 500000 IU/1
Kit Topical 25 G
Paste Topical
Cream Topical 100000 USP
Ointment Topical 100000 USP
Suspension Oral 100000 USP
Gel Topical 250000 USP
Paste Topical 100000 USP
Cream Topical
Solution / drops; suspension / drops 100 IU/ML
Cream Topical 250 mg
Ointment Topical 2.5 mg
Suspension Oral 100000 IU/ML
Kit Oral
Suppository Vaginal 500 mg
Solution / drops Oral 100000 unit / mL
Powder, for suspension Oral
Suspension Oral 1710.623 mg
Capsule Vaginal
Suspension Oral 100 IU/L
Paste Topical 100000 IU/g
Cream Vaginal
Insert Vaginal
Insert Vaginal 500 mg
Paste Topical
Cream Vaginal 100000 IU/g
Pill 500000 U
Powder Topical 100000 [USP'U]/1g
Suspension Oral 100000 UI/ML
Tablet, film coated Oral
Suspension Oral
Ointment Topical
Liquid Oral 100000 unit / mL
Powder Topical 100000 unit / g
Suspension Oral 100000 unit / mL
Tablet Vaginal 100000 unit
Tablet Oral 500000 unit / tab
Cream Vaginal 100000 unit / g
Tablet Vaginal 100000 unit / tab
Suspension Oral 100000 IU
Suspension Oral 0 IU
Tablet, coated Oral
Insert Vaginal 100 IU
Tablet Vaginal 100 IU
Suspension Oral 10000000 IU
Suspension Oral 2000 mg
Suspension Oral 1.94 g
Cream Topical 10 millions
Insert Vaginal 100000 IU
Tablet, coated Oral 500000 IU
Suspension Oral 100 IU/ML
Cream Vaginal 25000 unit / g
Suppository Vaginal
Kit Topical 100000 U/1g
Cream Oral; Topical 100000 [USP'U]/1g
Cream Topical 100000 U/1g
Cream Topical 100000 [USP'U]/1g
Cream Topical 100000 mg/1g
Cream Topical 100000 1/1g
Insert Vaginal 100000 [USP'U]/1
Ointment Topical 100000 [USP'U]/1g
Ointment Topical 100000 U/1g
Ointment Topical 100000 1/1g
Powder Topical 100000 1/1g
Powder Topical 100000
Powder, for suspension Oral 5000
Solution / drops; suspension / drops
Suspension Oral 100000 [iU]/1mL
Suspension Oral 100000 [USP'U]/1mL
Suspension Oral 100000
Suspension Oral 100000 [USP'U]/15mL
Suspension Oral 500000 [USP'U]/5mL
Tablet Vaginal
Tablet, coated Oral 500000 [USP'U]/1
Tablet, film coated Oral 500000 [USP'U]/1
Tablet, sugar coated Oral
Powder Oral
Cream Topical
Ointment Topical
Solution Oral 100000 [USP'U]/1mL
Tablet, sugar coated Oral 500000 IU
Tablet Oral
Powder Topical 100000 U/1g
Tablet Vaginal 100000 units
Ointment Auricular (otic)
Kit Topical 100000 [USP'U]/1g
Suspension Oral 500000 u/5ml
Capsule Vaginal 35000 iu
Cream Topical 100000 unit / g
Ointment Topical 100000 unit / g
Tablet Oral 500000 unit
Cream Topical 2.059 g
Suppository Vaginal
Capsule Oral
Suspension Oral 100000 UNITS/1ML
Tablet, sugar coated Oral 500000 UNITS
Tablet Vaginal 100000 iu
Tablet Vaginal
Prices Unit descriptionCostUnit
Nystatin 10 billion unit powder 3014.1USD each
Nystatin 5 billion unit powder 2096.1USD each
Nystatin 2 billion unit powder 1116.9USD each
Nystatin 1 billion unit powder 452.08USD each
Nystat-rx 5 billion unit powder 447.0USD each
Nystatin 500 million unit powder 130.75USD each
Pedi-Dri 100000 unit/gm Powder 56.7 gm Bottle 105.87USD bottle
Nystatin 150mu Bottle 94.5USD bottle
Nystatin 150 million unit powder 42.25USD each
Nystatin 150000000 unit powder 42.0USD each
Nystatin Nystatin Powder 50 Million unit Bottle 39.99USD bottle
Mycostatin 100000 unit/gm Powder 15 gm Bottle 36.99USD bottle
Nystop 100000 unit/gm Powder 15 gm Bottle 29.99USD bottle
Nystatin 50 million unit powder 19.75USD each
Nystatin 100000 unit/gm Ointment 15 gm Tube 12.99USD tube
Nystatin 100000 unit/gm Cream 15 gm Tube 6.5USD tube
Nystatin 100000 unit tablet 5.29USD tablet
Nystatin vaginal tablet 5.0USD tablet
Pedi-dri topical powder 1.82USD g
Nystop 100000 unit/gm powder 1.6USD g
Nystatin 500000 unit tablet 0.71USD tablet
Nystatin 500000 unit oral tablet 0.68USD tablet
Mycostatin 500000 unit orl tablet 0.48USD tablet
Nystatin 100000 unit/ml Suspension 0.25USD ml
Ratio-Nystatin 500000 unit Tablet 0.25USD tablet
Nystatin 100000 unit/gm cream 0.1USD g
Pms-Nystatin 100000 unit/ml Suspension 0.05USD ml
Ratio-Nystatin 100000 unit/ml Suspension 0.05USD ml

DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.

PatentsNot AvailableStateSolidExperimental Properties PropertyValueSource
melting point (°C) 160 °C (decomposes) MSDS
water solubility 360 mg/L (at 24 °C) YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP 0.5 Not Available
Predicted Properties PropertyValueSource
Water Solubility 0.086 mg/mL ALOGPS
logP -3.1 ALOGPS
logP -1.9 ChemAxon
logS -4 ALOGPS
pKa (Strongest Acidic) 3.61 ChemAxon
pKa (Strongest Basic) 9.11 ChemAxon
Physiological Charge 0 ChemAxon
Hydrogen Acceptor Count 17 ChemAxon
Hydrogen Donor Count 12 ChemAxon
Polar Surface Area 319.61 Å2 ChemAxon
Rotatable Bond Count 3 ChemAxon
Refractivity 243.55 m3·mol-1 ChemAxon
Polarizability 100.62 Å3 ChemAxon
Number of Rings 3 ChemAxon
Bioavailability 0 ChemAxon
Rule of Five No ChemAxon
Ghose Filter No ChemAxon
Veber's Rule No ChemAxon
MDDR-like Rule No ChemAxon
Predicted ADMET Features PropertyValueProbability
Human Intestinal Absorption - 0.8641
Blood Brain Barrier - 0.9581
Caco-2 permeable - 0.741
P-glycoprotein substrate Substrate 0.5182
P-glycoprotein inhibitor I Non-inhibitor 0.814
P-glycoprotein inhibitor II Non-inhibitor 0.6721
Renal organic cation transporter Non-inhibitor 0.96
CYP450 2C9 substrate Non-substrate 0.8313
CYP450 2D6 substrate Non-substrate 0.867
CYP450 3A4 substrate Non-substrate 0.5273
CYP450 1A2 substrate Non-inhibitor 0.916
CYP450 2C9 inhibitor Non-inhibitor 0.9374
CYP450 2D6 inhibitor Non-inhibitor 0.9354
CYP450 2C19 inhibitor Non-inhibitor 0.9243
CYP450 3A4 inhibitor Non-inhibitor 0.931
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.987
Ames test Non AMES toxic 0.8992
Carcinogenicity Non-carcinogens 0.9731
Biodegradation Not ready biodegradable 0.8601
Rat acute toxicity 2.1245 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9462
hERG inhibition (predictor II) Non-inhibitor 0.8971

ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Mass Spec (NIST)Not AvailableSpectraNot Available

Targets

Transporters

KindProteinOrganismHumansPharmacological action

Unknown

Actions

Inhibitor

General FunctionSodium-independent organic anion transmembrane transporter activitySpecific Function Mediates the Na(+)-independent uptake of organic anions such as pravastatin, taurocholate, methotrexate, dehydroepiandrosterone sulfate, 17-beta-glucuronosyl estradiol, estrone sulfate, prostagland...Gene NameSLCO1B1Uniprot IDQ9Y6L6Uniprot NameSolute carrier organic anion transporter family member 1B1Molecular Weight76447.99 Da

References

  1. Karlgren M, Vildhede A, Norinder U, Wisniewski JR, Kimoto E, Lai Y, Haglund U, Artursson P: Classification of inhibitors of hepatic organic anion transporting polypeptides (OATPs): influence of protein expression on drug-drug interactions. J Med Chem. 2012 May 24;55(10):4740-63. doi: 10.1021/jm300212s. Epub 2012 May 15. [Article]

KindProteinOrganismHumansPharmacological action

Unknown

Actions

Inhibitor

General FunctionSodium-independent organic anion transmembrane transporter activity Specific FunctionMediates the Na(+)-independent uptake of organic anions such as 17-beta-glucuronosyl estradiol, taurocholate, triiodothyronine (T3), leukotriene C4, dehydroepiandrosterone sulfate (DHEAS), methotre...Gene NameSLCO1B3Uniprot IDQ9NPD5Uniprot NameSolute carrier organic anion transporter family member 1B3Molecular Weight77402.175 Da

References

  1. Karlgren M, Vildhede A, Norinder U, Wisniewski JR, Kimoto E, Lai Y, Haglund U, Artursson P: Classification of inhibitors of hepatic organic anion transporting polypeptides (OATPs): influence of protein expression on drug-drug interactions. J Med Chem. 2012 May 24;55(10):4740-63. doi: 10.1021/jm300212s. Epub 2012 May 15. [Article]

Drug created at June 13, 2005 13:24 / Updated at October 21, 2022 22:07

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