NYSTATIN
|
Comycin; Myco-Triacet II; Mycolog II; Mytrex; Nystaform; Nystaform-HC;
Terrastatin; Biofanal; Candex; Diastatin; Fungicidin; Herniocid; Korostatin;
Moronal; Myconystatin; Mycostatin; Mykinac; Mykostatyna; Nilstat; Nistatin;
Nistatina; Nistatina; Nyamyc; Nyotran; Nystan; Nystatin; Nystatine; Nystatinum;
Nystatyna; Nystatyna; Nystavescent; Nystex; Nystop; O-V Statin; Stamycin; Zydin
E; (1S,15S,16R,17R,18S,19E,21E,25E,27E,29E,31E)-33-[(2S,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
|
|
PRODUCT
IDENTIFICATION
|
CAS
RN
|
1400-61-9 |
EINECS
RN |
215-749-0 |
FORMULA |
C47H75NO17 |
MOLE
WEIGHT
|
926.09 |
H.S.CODE
|
2941.90.1010 |
CLASSIFICATION |
Polyene antifungal, Antibacterial, Anti-Infective, Ionophore |
EXTRA
NOTES
|
Macrolide antifungal antibiotic complex produced by Streptomyces noursei, S. aureus, and other Streptomyces species. The biologically active components of the complex are nystatin A1, A2, and A3. Used as a fungal membrane (ergosterol binding) pore forming agent and to create nystatin/ergosterol based ion channels in lipid bilayers. Used as a lipid raft-inhibiting reagent and membrane associated cholesterol. Mode of Action: Increases the permeability of the cell membrane of sensitive fungi by binding to sterols.
Antimicrobial spectrum: Yeasts and molds. |
PHYSICAL
AND CHEMICAL PROPERTIES
|
PHYSICAL
STATE |
white to off-white
powder |
MELTING
POINT |
|
BOILING
POINT |
|
DENSITY
|
|
SOLUBILITY
IN WATER |
Partially soluble
(360
mg/l) |
pH |
|
VAPOR
DENSITY |
|
REFRACTIVE
INDEX
|
|
FLASH
POINT |
|
STABILITY AND REACTIVITY |
STABILITY |
Stable
under normal conditions. |
INCOMPATIBLE
MATERIALS
|
Strong
oxidizing agents
|
DECOMPOSITION PRODUCTS |
Carbon
oxides, nitrogen oxides
|
POLYMERIZATION |
Has not been reported |
NFPA
RATINGS
|
Health:1
, Flammability:0 , Reactivity:0
|
SAFETY
|
HAZARD
NOTES |
|
EYE
|
May
cause eye irritation.
|
SKIN |
May
be harmful if absorbed through skin. May cause skin
irritation.
|
INGESTION |
May
be harmful if swallowed.
|
INHALATION |
May
be harmful if inhaled. May cause respiratory tract irritation.
|
CHRONIC |
|
TRANSPORT
& REGULATORY INFORMATION
|
UN
NO. |
|
HAZARD CLASS |
|
PACKING GROUP |
|
HAZARD SYMBOL
|
XI
|
RISK PHRASES |
36/37/38 |
SAFETY PHRASES |
26-36
|
EXTERNAL LINKS
& GENERAL
INFORMATION |
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. Nystatin interacts with 14-α demethylase, a cytochrome P-450 enzyme necessary
for the conversion of lanosterol to ergosterol. This results in inhibition of
ergosterol synthesis and increased fungal cellular permeability. ( http://www.drugbank.ca/)
Similar to other polyene antifungal agents, nystatin
binds to ergosterol in the fungal membrane. This binding disrupts osmotic
integrity of the fungal membrane, resulting in leakage of intracellular
potassium, magnesium, sugars, and metabolites and then cellular death. The lipid
carrier of liposomal nystatin does not change this basic mode of action ( http://www.doctorfungus.org/)
Ionophore is a relatively small hydrophobic molecule that facilitates the
transport of ions across lipid membranes. Most ionophores are produced by
microorganisms. There are two types of ionophores: channel formers, which
combine to form a channel in the membrane through which ions can flow; and
mobile ion carriers, which transport ions across a membrane by forming a complex
with the ion. (http://www.ktf-split.hr/)
Ionophores
|
|
Product
|
CAS
RN.
|
2,4-Dinitrophenol
|
51-28-5 |
4-Nonadecylpyridine
|
70268-36-9
|
Alamethicin
|
27061-78-5 |
Beauvericin
|
26048-05-5 |
Calcimycin
|
52665-69-7 |
Calixarene
|
130036-26-9 |
Carbonyl cyanide
m-chlorophenyl hydrazone |
555-60-2 |
Carbonyl cyanide
p-trifluoromethoxyphenylhydrazone
|
370-86-5
|
Crown ethers
|
|
Gramicidin A
|
1405-97-6 |
Ionomycin calcium |
56092-82-1 |
Ionomycin |
56092-81-0 |
Lasalocid |
25999-31-9 |
Monensin |
17090-79-8 |
N,N-Dioctadecylmethylamine
|
4088-22-6 |
Nigericin
|
28380-24-7 |
Nigericin
sodium
|
28643-80-3 |
Nonactin
|
6833-84-7 |
Nystatin |
1400-61-9 |
Okadaic acid
|
78111-17-8 |
Salinomycin
|
53003-10-4 |
Valinomycin
|
2001-95-8 |
|
SALES
SPECIFICATION
|
APPEARANCE |
white to off-white
powder |
ASSAY
|
4400µg/mg min |
LOSS
ON DRYING
|
5.0%
max
|
pH |
6.0
- 8.0
|
|