| Identification | Back Directory | [Name]
Nystatin | [CAS]
1400-61-9 | [Synonyms]
nystan
Nystex
Nystop
70% A3
Nystain
Nyotran
nilstat
MORONAL
NYSTATIN
stamycin
biofanal
diastatin
o-vstatin
NYSFUNGIN
nystatine
nystatyna
Nystungin
L-Nystatin
nystan[qr]
Ceratocide
MYCOSTATIN
FUNGICIDIN
moronal[qr]
nilstat[qr]
Mykostatyna
Myconystatin
Nystatin Min
Nystatin Col
Nystatin CRS
nistatin[qr]
mycostatin20
nystavescent
stamycin[qr]
o-vstatin[qr]
diastatin[qr]
candio-hermal
Polyfungin A1
nystatine[qr]
MYCOSTATIN(R)
Nystatin, >
Nystatin, 85+%
mycostatin[qr]
fungiciden[qr]
fungicidin[qr]
korostatin[qr]
Nystatin, >70%
mykostatyna[qr]
myconystatin[qr]
mycostatin20[qr]
nystavescent[qr]
NystatinNystatin
Nystatin (200 mg)
EZNA KIT SOIL DNA
candio-hermal[qr]
Nystatin 4800 U/g
Nystatin Impurity
Nystatin USP/EP/BP
Nystatin (N1400000)
Nystatin(1400-61-9)
NYSTATIN,POWDER,USP
Nystatin (8CI, 9CI)
Nystatin Suspension
nystatin preparation
Mycostatin Pastilles
Moronal (antibiotic)
Nystatin (Mycostatin)
Nystatin (Fungicidin)
Nystatin Powder USP/EP
moronal[antibiotic][qr]
Fungicidin, Mycostatin
Nystatin (8CI, 9CI, ACI)
NOTOGINSENGFOLIUMSAPONINS
NYSTATIN, GAMMA IRRADIATED
NYSTATIN EPN(CRM STANDARD)
NYSTATIN WHO(CRM STANDARD)
NYSTATIN USP(CRM STANDARD)
Nystatin min. 4 400 units/mg
NYSTATIN CELL CULTURE TESTED
Nystatin Ready made solution
NYSTATIN CELL CULTURE REAGENT
nystatin(streotomycesnoursei)
NYSTATIN, STREPTOMYCES NOURSEI
Nystatin, USP, ≥4,400 units/mg
Nystatin,Fungicidin, Mycostatin
Nystatin ,Fungicidine, Mycostatin
NYSTATIN PLANT CELL CULTURE TESTED
NYSTATIN MIN 4400 U/MGRESEARCH GRADE
nystatin suspension cell culture tested
Nystatin (200 mg) (COLD SHIPMENT REQUIRED)
Nystatin Min. 4 400 units/Mg research grade
Nystatin (COLD SHIPMENT REQUIRED) (1477003)
NYSTATIN GAMMA-IRRADIATED CELL CULTURE T ESTED
Nystatin, Antibiotic for Culture Media Use Only
Nystatin, Streptomyces noursei, Sterile, TC Grade
nystatin(streotomycesnoursei)(withdrawn:23614-r:pm24)
NystatinUSP,
≥ 4400 u/mg (Potency anhydrous)
Nystatin, Streptomyces noursei - CAS 1400-61-9 - Calbiochem
Nystatin (Mycostatin) Solution (10000U/ml) for cell culture
Nystatin (Mycostatin) for cell culture, 85%, Endotoxin (BET) 0.05EU/mg
NystatinQ: What is
Nystatin Q: What is the CAS Number of
Nystatin Q: What is the storage condition of
Nystatin Q: What are the applications of
Nystatin
20-(4-Amino-3,5-dihydroxy-6-methyl-oxan-2-yl)oxy-4,22,24,28,29,32,34,36-octahydroxy-2,3,5-trimethyl-26,38-dioxo-1-oxacyclooctatriaconta-6,8,12,14,16,18-hexaene-23-carboxylic acid
33-[(3-amino-3,6-dideoxy-beta-d-mannopyranosyl)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
6-[12-[20-[(4-amino-3,5-dihydroxy-6-methyl-2-oxanyl)oxy]-4-hydroxy-3,5-dimethylheneicosa-6,8,12,14,16,18-hexaen-2-yl]oxy-2,3,6,8,10-pentahydroxy-12-oxododecyl]-4,6-dihydroxy-3-oxanecarboxylic acid dih | [EINECS(EC#)]
215-749-0 | [Molecular Formula]
C47H75NO17 | [MDL Number]
MFCD00036240 | [MOL File]
1400-61-9.mol | [Molecular Weight]
926.09 |
| Chemical Properties | Back Directory | [Melting point ]
>155°C (dec.) | [alpha ]
D25 -10° (glacial acetic acid); +21° (pyridine); +12° (DMF); -7° (0.1N HCl in methanol) | [storage temp. ]
−20°C
| [solubility ]
H2O: insoluble
| [form ]
suspension
| [pka]
pKa 5.72(MeOH/2-methoxyethanol/
H2O) (Uncertain);8.64 (Uncertain) | [color ]
yellow
| [Odor]
suggestive ofcereals odor | [biological source]
Streptomyces noursei | [Water Solubility ]
0.36g/L(24 ºC) | [Merck ]
13,6770 | [Specific Activity]
≥4,400USP units/mg | [Henry's Law Constant]
4.9×104 mol/(m3Pa) at 25℃, HSDB (2015) | [BCS Class]
3 | [InChIKey]
VXWFKTGGEJLHPP-OQMKPJEFSA-N | [CAS DataBase Reference]
1400-61-9 | [EPA Substance Registry System]
Nystatin (1400-61-9) |
| Hazard Information | Back Directory | [Chemical Properties]
Brown Solid | [Uses]
Antifungal;Performs membrane ionophores | [Uses]
Nystatin is polyene antifungal containing a conjugated tetraene and a diene, isolated as a complex of three components A1, A2 and A3 from Streptomyces noursei and first reported in 1950. Nystatin, like most polyene antifungals, binds to sterols in the fungal cell membrane leading to formation of ion channels in the wall, ion imbalance and cell death. Nystatin is an established bioprobe and widely-used antifungal reagent with over 4,000 literature citations. | [Uses]
Polyene antifungal antibiotic complex containing 3 biologically active components, A1, A2, A3. Increases the permeability of the cell membrane of sensitive fungi by binding to sterols. Cell culture tested. Growth promotant.
Nystatin A1 is shown. | [Definition]
ChEBI: A polyene macrolide antibiotic; part of the nystatin complex produced by several Streptococcus species. The keto-form of nystatin A1. | [Brand name]
Barstatin 100 (Barlan); Candex (Bayer); Korostatin (Holland Rantos); Mycostatin (Bristol-Myers Squibb); Mycostatin (Westwood-Squibb). | [Description]
Nystatin was found in the mycelium of Streptomyces noursei in 1950 and produced on an industrial scale by Squibb & Sons Co. in 1954. This antibiotic was used orally and topically as the first clinically applied polyene macrolide with antifungal properties. Nystatin shows activity against Candida and filamentous fungi and is used to treat Candida infections of the mouth, digestive organs, and vagina. The application of nystatin in combination with gentamicin and vancomycin to sterilize the gut in perioperation of bone-marrow transplantation has been developed recently. | [Originator]
Mycostatin,Squibb,US,1954 | [Indications]
Nystatin (Mycostatin) is a polyene antifungal drug with
a ring structure similar to that of amphotericin B and a
mechanism of action identical to that of amphotericin
B. Too toxic for systemic use, nystatin is limited to the
topical treatment of superficial infections caused by
C. albicans. Infections commonly treated by this drug
include oral candidiasis (thrush), mild esophageal candidiasis,
and vaginitis. | [Manufacturing Process]
A typical isolation and recovery procedure for nystatin is described in US Patent 2,797,183 and is shown in the following diagram:
| [Therapeutic Function]
Antifungal | [Biosynthesis]
Nystatin is biosynthesized in Streptomyces noursei via a Type I polyketide synthase (PKS) system comprising NysA, NysB, NysC, NysI, NysJ, and NysK, which assemble the macrolactone ring from acetyl-CoA, malonyl-CoA, and methylmalonyl-CoA units. The pathway involves post-PKS modifications including C-10 hydroxylation by NysL, C-16 oxidation by NysN, and attachment of mycosamine by the glycosyltransferase NysDI, while efflux transporters NysG and NysH facilitate product secretion. Efficient production requires the transcriptional activators NysRI, NysRII, NysRIII, and NysRIV, as well as the PKS modification protein NysF; overexpression of NysL has been shown to increase volumetric yield by approximately 15%[1-3]. | [General Description]
Nystatin (Mycostatin) is a polyene antibiotic that was first isolated in 1951 from a strain of the actinomycete Streptomyces noursei by Hazen and Brown.33 It occurs as a yellow to light tan powder. Nystatin is very slightly soluble in water and sparingly soluble in organic solvents. The compound is unstable to moisture, heat, and light. The aglycone portion of nystatin is called nystatinolide. The complete structure of nystatin has been determined by chemical degradation and x-ray crystallography.35 Nystatin is not absorbed systemically when administered by the oral route. It is nearly insoluble under all conditions. It is also too toxic to be administered parenterally. Hence, it is used only as a topical agent. Nystatin is a valuable agent for the treatment of local and gastrointestinal monilial infections caused by C. albicans and other Candida species. For the treatment of cutaneous and mucocutaneous candidiasis, it is supplied as a cream, an ointment, and a powder. Vaginal tablets are available for the control of vaginal candidiasis. Oral tablets and troches are used in the treatment of gastrointestinal and oral candidiasis. Combinations of nystatin with tetracycline can be used to prevent monilial overgrowth caused by the destruction of bacterial microflora of the intestine during tetracycline therapy. | [Biochem/physiol Actions]
Potency: ≥3000 units/mg (anhydrous). | [Pharmacology]
Nystatin is stereoisomeric 33-[(3-amino-3,6-dideoxy-β-D-mannopyranosyl)
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-hexaen-36-carboxylic acid (35.1.2). Nystatin was isolated in 1949 from the products of the vital activity of the actinomycete
Streptomyces noursei, and it was the first antifungal antibiotic to be discovered. This polyene antibiotic is structurally similar to amphotericin B. It has a broad spectrum of activity.
The mechanism of antifungal activity is similar to the mechanism of action of amphotericin B. It is used for preventing and treating candida infections of the skin and mucous
membranes. In terms of preventative action, it is used for preventing the development of
candidomycosis during prolonged treatment with penicillin drugs and antibiotics of other
group, especially during oral use of tetracycline antibiotics, levomecytin, and others.
Synonyms of this drug are biofanal, moronal, nicporil, fazigin, candex, and others. | [Clinical Use]
Nystatin, the first clinically useful polyene antifungal antibiotic, is a conjugated tetraene isolated from cultures of the bacterium
Streptomyces noursei in 1951. Nystatin is an effective topical antifungal against a wide variety of organisms and is available in
a variety of creams and ointments. Nystatin is too toxic to be used systemically, but because very little drug is absorbed
following oral administration, it may be administered by mouth to treat fungal infections of the mouth and gastrointestinal tract. | [Veterinary Drugs and Treatments]
Orally administered nystatin is used primarily for the treatment of
oral or gastrointestinal tract Candida infections in dogs, cats, and
birds; it has been used less commonly in other species for the same
indications. | [Drug interactions]
Potentially hazardous interactions with other drugs
None known | [Metabolism]
No significant gastrointestinal absorption. | [storage]
-20°C, sealed storage, away from moisture and light,unstable in solution, ready to use. | [Purification Methods]
Nystatin is a light yellow powder with the following solubilities at ~28o: MeOH (1.1%), ethylene glycol (0.9%), H2O (0.4%), CCl4 (0.12%), EtOH (0.12%), CHCl3 (0.05%) and *C6H6 (0.03%). It has been precipitated from MeOH solution by addition of H2O. Aqueous suspensions of this macrolide antifungal antibiotic are stable at 100o/10minutes at pH 7.0 but decompose rapidly at pH <2 and >9, and in the presence of light and O2. [Birch et al. Tetrahedron Lett 1491, 1485 1964, Weiss et al. Antibiot Chemother 7 374 1957.] It may contain a mixture of components A1, A2 and A3. [Beilstein 18 III/IV 7480.] | [References]
[1]
Fjærvik, E., Zotchev, S. B. (2005). Biosynthesis of the polyene macrolide antibiotic nystatin in Streptomyces noursei. Applied Microbiology and Biotechnology, 67(4), 436–443. https://doi.org/10.1007/s00253-004-1802-4
[2]
Brautaset, T., Sekurova, O. N., Sletta, H., Ellingsen, T. E., Strøm, A. R., Valla, S., Zotchev, S. B. (2000). Biosynthesis of the polyene antifungal antibiotic nystatin in Streptomyces noursei ATCC 11455: analysis of the gene cluster and deduction of the biosynthetic pathway. Chemistry Biology, 7(6), 395–403. https://doi.org/10.1016/s1074-5521(00)00120-4
[3]
Sletta, H., Borgos, S. E. F., Bruheim, P., Sekurova, O. N., Grasdalen, H., Aune, R., Ellingsen, T. E., Zotchev, S. B. (2005). Nystatin Biosynthesis and Transport: nysH and nysG Genes Encoding a Putative ABC Transporter System in Streptomyces noursei ATCC 11455 Are Required for Efficient Conversion of 10-Deoxynystatin to Nystatin. Antimicrobial Agents and Chemotherapy, 49(11), 4576–4583. https://doi.org/10.1128/aac.49.11.4576-4583.2005 |
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| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
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