Nystatin

Synonyms :
Mycostatin, Nistatina, NYS, Nystatin, Nystatine, Nystatinum

Status : approved

Category

Ionophores

Therapeutic Classification

INTESTINAL ANTIINFECTIVES

ALIMENTARY TRACT AND METABOLISM
ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS
INTESTINAL ANTIINFECTIVES

Description

Nystatin is a polyene antifungal drug to which many molds and yeasts are sensitive, including Candida spp. Nystatin has some toxicity associated with it when given intravenously, but it is not absorbed across intact skin or mucous membranes. It is considered a relatively safe drug for treating oral or gastrointestinal fungal infections.

Used

For treatment of cutaneous or mucocutaneous mycotic infections caused by Candida species

Mechanism Of Action

Nystatin exerts its antifungal activity by binding to ergosterol found in fungal cell membranes. Binding to ergosterol causes the formation of pores in the membrane. Potassium and other cellular constituents leak from the pores causing cell death.

Dosage

Form Route Strength
Suspension oral 100 unit
Cream vaginal 100000 unit
Suppository vaginal 100000 unit
Suspension oral 100000 unit
Cream topical .25 mg
Ointment topical .25 mg
Cream topical 0.5 mg
Liquid oral 100000 unit
Powder topical 100000 unit
Tablet vaginal 100000 unit
Tablet oral 500000 unit
Suspension oral 100000 unit
Cream vaginal 25000 unit
Powder cutaneous 100000 [USP’U]/g
Cream topical 100000 mg/g
Cream topical 100000 [USP’U]/g
Ointment topical 100000 [USP’U]/g
Powder topical 100000 U/g
Suspension oral 100000 [USP’U]/15mL
Suspension oral 100000 [USP’U]/mL
Suspension oral 500000 [USP’U]/5mL
Tablet, coated oral 500000 [USP’U]
Tablet, film coated oral 500000 [USP’U]
Cream topical 100000; 1 U/g; mg/g
Cream topical 100000; 1 [USP’U]/g; mg/g
Ointment topical 100000; 1 [USP’U]/g; mg/g
Powder topical 100000 [USP’U]/g
Cream topical 100000 unit
Cream vaginal 100000 unit
Drops oral 100000 unit
Ointment topical 100000 unit
Cream topical 1 mg
Ointment topical 1 mg

Pharmacodynamics

Nystatin is an antibiotic which is both fungistatic and fungicidal in vitro against a wide variety of yeasts and yeast-like fungi, including Candida albicans, C. parapsilosis, C. tropicalis, C. guilliermondi, C. pseudotropicalis, C. krusei, Torulopsis glabrata, Tricophyton rubrum, T. mentagrophytes. Nystatin acts by binding to sterols in the cell membrane of susceptible species resulting in a change in membrane permeability and the subsequent leakage of intracellular components. On repeated subculturing with increasing levels of nystatin, Candida albicans does not develop resistance to nystatin. Generally, resistance to nystatin does not develop during therapy. However, other species of Candida (C. tropicalis, C. guilliermondi, C. krusei, and C. stellatoides) become quite resistant on treatment with nystatin and simultaneously become cross resistant to amphotericin as well. This resistance is lost when the antibiotic is removed. Nystatin exhibits no appreciable activity against bacteria, protozoa, or viruses.

Absorption

Nystatin is not absorbed from intact skin or mucous membrane.

Chemical Classification

This compound belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Macrolides and analogues

Organic compounds

Phenylpropanoids and polyketides

Macrolides and analogues

Salt : Nystatin dihydrate

Chemical Name

Mycostatin

Brands

name Dosage form Country
Candistatin Topical Powder – 100000 Unit/g powder Canada
Dom-nystatin 100.000 Iu/ml Oral Suspension suspension Canada
Flagystatin suppository Canada
Flagystatin Cream cream Canada
Flagystatin Vaginal Ovule suppository Canada
Ftp-nystatin drops Canada
Jamp-nystatin Oral Suspension USP suspension Canada
Kenacomb Cream cream Canada
Kenacomb Mild Cream cream Canada
Kenacomb Mild Ointment ointment Canada
Kenacomb Ointment ointment Canada
Kenacomb Ont ointment Canada
Lidecomb Cream cream Canada
Mecomb Crm 0.1% cream Canada
Mestatin cream Canada
Mycostatin Crm 100000unit/gm cream Canada
Mycostatin Ont 100000iu/gm ointment Canada
Mycostatin Oral Suspension 100000iu liquid Canada
Mycostatin Oral Tab 500000iu tablet Canada
Mycostatin Topical Pwr 100,000units/gm powder Canada
Mycostatin Vaginal Crm 25000unit cream Canada
Nadostine Crm 100000iu/gm cream Canada
Nadostine Ont 100000iu/gm ointment Canada
Nadostine Sus 100000iu/ml suspension Canada
Nadostine Tab 100000unit tablet Canada
Nadostine Tab 500000unit tablet Canada
Nilstat 25000units/g cream Canada
Nilstat Oral Dps 100000iu/ml drops Canada
Nilstat Orl Tab 500000unit tablet Canada
Nilstat Sucrose-free suspension Canada
Nilstat Top Crm 100000unit/gm cream Canada
Nilstat Top Ont 100000unit/gm ointment Canada
Nilstat Vag Crm 100000unit/gm cream Canada
Nilstat Vag Tab 100000unit tablet Canada
Nyaderm Crm 100000unit/gm cream Canada
Nyaderm Ont 100000unit/gm ointment Canada
Nyaderm Oral Sus 100000unit/ml USP suspension Canada
Nyaderm Vag Crm 25000unit/gm cream Canada
Nyamyc powder US
Nystatin suspension US
Nystatin cream US
Nystatin ointment US
Nystatin suspension US
Nystatin suspension US
Nystatin cream US
Nystatin powder US
Nystatin ointment US
Nystatin ointment US
Nystatin cream US
Nystatin suspension US
Nystatin suspension US
Nystatin suspension US
Nystatin powder US
Nystatin cream US
Nystatin suspension US
Nystatin suspension US
Nystatin suspension US
Nystatin cream US
Nystatin cream US
Nystatin ointment US
Nystatin cream US
Nystatin suspension US
Nystatin cream US
Nystatin ointment US
Nystatin suspension US
Nystatin tablet, film coated US
Nystatin cream US
Nystatin ointment US
Nystatin powder US
Nystatin powder US
Nystatin ointment US
Nystatin suspension US
Nystatin suspension US
Nystatin tablet, coated US
Nystatin cream US
Nystatin suspension US
Nystatin suspension US
Nystatin suspension US
Nystatin powder US
Nystatin powder US
Nystatin cream US
Nystatin ointment US
Nystatin cream US
Nystatin suspension US
Nystatin tablet, film coated US
Nystatin cream US
Nystatin suspension US
Nystatin tablet, film coated US
Nystatin suspension US
Nystatin powder US
Nystatin suspension US
Nystatin ointment US
Nystatin tablet, film coated US
Nystatin cream US
Nystatin powder US
Nystatin suspension US
Nystatin tablet, film coated US
Nystatin tablet, film coated US
Nystatin suspension US
Nystatin cream US
Nystatin cream US
Nystatin cream US
Nystatin and Triamcinolone ointment US
Nystatin and Triamcinolone cream US
Nystatin and Triamcinolone cream US
Nystatin and Triamcinolone Acetonide cream US
Nystatin and Triamcinolone Acetonide cream US
Nystatin and Triamcinolone Acetonide cream US
Nystatin and Triamcinolone Acetonide ointment US
Nystatin and Triamcinolone Acetonide cream US
Nystatin and Triamcinolone Acetonide ointment US
Nystatin and Triamcinolone Acetonide cream US
Nystatin and Triamcinolone Acetonide ointment US
Nystatin and Triamcinolone Acetonide cream US
Nystatin and Triamcinolone Acetonide cream US
Nystatin and Triamcinolone Acetonide cream US
Nystatin and Triamcinolone Acetonide ointment US
Nystatin and Triamcinolone Acetonide cream US
Nystop powder US
PHL-nystatin Suspension 100000 Unit/ml suspension Canada
PMS-nystatin Suspension 100000 Unit/ml suspension Canada
Ratio-nystatin cream Canada
Ratio-nystatin drops Canada
Ratio-nystatin ointment Canada
Ratio-nystatin cream Canada
Ratio-nystatin tablet Canada
Ratio-nystatin tablet Canada
Ratio-triacomb cream Canada
Theraderm Cream cream Canada
Viaderm Kc Crm cream Canada
Viaderm Kc Ont ointment Canada

Food Interactions

  • Take without regard to meals.

Calculated Property

kind Value Source
logP -2.8 ALOGPS
logS -4.2 ALOGPS
Water Solubility 6.60e-02 g/l ALOGPS
logP -2.7 ChemAxon
IUPAC Name (21E,23E,25E,27E,31E,33E)-20-{[(3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-4,6,8,11,12,16,18,36-octahydroxy-35,37,38-trimethyl-2,14-dioxo-1-oxacyclooctatriaconta-21,23,25,27,31,33-hexaene-17-carboxylic acid ChemAxon
Traditional IUPAC Name nystatin ChemAxon
Molecular Weight 926.0949 ChemAxon
Monoisotopic Weight 925.503499979 ChemAxon
SMILES C[C@H]1OC(OC2CC(O)C(C(O)CC(=O)CC(O)C(O)CCC(O)CC(O)CC(O)CC(=O)OC(C)C(C)C(O)C(C)C=CC=CCCC=CC=CC=CC=C2)C(O)=O)[C@@H](O)[C@@H](N)[C@@H]1O ChemAxon
Molecular Formula C47H75NO17 ChemAxon
InChI InChI=1S/C47H75NO17/c1-27-17-15-13-11-9-7-5-6-8-10-12-14-16-18-35(65-47-45(60)42(48)44(59)30(4)64-47)26-39(56)41(46(61)62)38(55)24-34(52)23-37(54)36(53)20-19-31(49)21-32(50)22-33(51)25-40(57)63-29(3)28(2)43(27)58/h5-6,8,10-18,27-33,35-39,41-45,47,49-51,53-56,58-60H,7,9,19-26,48H2,1-4H3,(H,61,62)/b6-5+,10-8+,13-11+,14-12+,17-15+,18-16+/t27?,28?,29?,30-,31?,32?,33?,35?,36?,37?,38?,39?,41?,42+,43?,44-,45+,47?/m1/s1 ChemAxon
InChIKey InChIKey=ZDFDJJJGIRGMBE-AFARJNEBSA-N ChemAxon
Polar Surface Area (PSA) 327.45 ChemAxon
Refractivity 245.18 ChemAxon
Polarizability 102.11 ChemAxon
Rotatable Bond Count 3 ChemAxon
H Bond Acceptor Count 17 ChemAxon
H Bond Donor Count 12 ChemAxon
pKa (strongest acidic) 3.62 ChemAxon
pKa (strongest basic) 9.11 ChemAxon
Physiological Charge 0 ChemAxon
Number of Rings 2 ChemAxon
Bioavailability 0 ChemAxon
Rule of Five 0 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Affected organism

Fungi

Target within organism

  • Ergosterol : in Candida albicans