Product Name

Nystatin

CAS Number

1400-61-9

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Product Name:
Nystatin
CAS Number:
1400-61-9
Indication:
For treatment of cutaneous or mucocutaneous mycotic infections caused by Candida species
Mode 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.

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.

IUPAC:
(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
ATC:
A07AA02 D01AA01 G01AA01
PubChem:
14960
DrugBank:
DB00646 (APRD01146)
Formula:
C17H19N3O3S
Molecular Mass:
926.0949
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
AHFS Code:
84:04.08.28 08:14.28
InChi:
ZDFDJJJGIRGMBE-AFARJNEBSA-N
General Reference:
General Reference:

  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. Pubmed

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