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1400-61-9

Basic Information
CAS No.: 1400-61-9
Name: Nystatin
Molecular Structure:
Molecular Structure of 1400-61-9 (Nystatin)
Formula: C47H75NO17
Molecular Weight: 926.09
Synonyms: Biofanal;Candio-Hermal;Diastatin;Flagystatin;Fungicidin;L-Nystatin;Moronal (antibiotic);Myconystatin;Mycostatin;MycostatinPastilles;Mykostatyna;Nistatin;Nyotran;Nysfungin;Nystacid;Nystan;Nystavescent;Nystex;Nystop;O-V Statin;Stamycin;
EINECS: 215-749-0
Density: 1.31 g/cm3
Melting Point: >155°C (dec.)
Boiling Point: 1132.1 °C at 760 mmHg
Flash Point: 638.5 °C
Solubility: insoluble in water
Appearance: COA
Hazard Symbols: FlammableF,CorrosiveC
Risk Codes: 11-34
Safety: 22-24/25-45-36/37/39-26-16
PSA: 327.45000
LogP: 1.47860
Synthetic route
1400-61-9

nystatin

33-(4-azido-3,5-dihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-1,3,4,7,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxa-bicyclo[33.3.1]nonatriaconta-19,21,25,27,29,31-hexaene-36-carboxylic acid

Conditions
ConditionsYield
With dmap; triflic azide; copper(II) sulfate In dimethyl sulfoxide at 20℃; for 96h;
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Consensus Reports

EPA Genetic Toxicology Program.

Specification

The IUPAC name of Nystatin is (4E,6E,8E,10E,14E,16E,18S,19R,20R,21S,35S)-3-[(2S,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-19,25,27,29,32,33,35,37-octahydroxy-18,20,21-trimethyl-23-oxo-22,39-dioxabicyclo[33.3.1]nonatriaconta-4,6,8,10,14,16-hexaene-38-carboxylic acid. With the CAS registry number 1400-61-9, it is also named as Biofanal. It is yellow suspension which is insoluble in water. Additionally, this chemical should be sealed in the container and stored at the temperature of -20 °C.

The other characteristics of Nystatin be summarized as: 
(1)ACD/LogP: 0.62; (2)# of Rule of 5 Violations: 3; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 1; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 18; (8)#H bond donors: 13; (9)#Freely Rotating Bonds: 14 ; (10)Index of Refraction: 1.598; (11)Molar Refractivity: 240.74 cm3; (12)Molar Volume: 705.3 cm3; (13)Polarizability: 95.43×10-24 cm3; (14)Surface Tension: 69.5 dyne/cm; (15)Enthalpy of Vaporization: 188.49 kJ/mol; (16)Vapour Pressure: 0 mmHg at 25°C; (17)Rotatable Bond Count: 3; (18)Tautomer Count: 2; (19)Exact Mass: 925.5035; (20)MonoIsotopic Mass: 925.5035; (21)Topological Polar Surface Area: 320; (22)Heavy Atom Count: 65; (23)Complexity: 1620.

Uses of Nystatin: 
It is often used as prophylaxis in patients who are at risk for fungal infections, such as AIDS patients with a low CD4+ count and patients receiving chemotherapy. It is also used in cellular biology as an inhibitor of the lipid raft-caveolae endocytosis pathway on mammalian cells, at concentrations around 3 µg/mL. In addition, it is used as a tool by scientists performing "perforated" patch-clamp electrophysiologic recordings of cells.

When you are using Nystatin, please be cautious about it as the following:
It is highly flammable and can cause burns, so people should keep it away from sources of ignition. When use it, people do not breathe dust and avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure. 
1. SMILES:O=C2OC(C)C(C)C(O)C(C=CC=CCCC=CC=CC=CC=CC(OC1O[C@@H]([C@@H](O)[C@H](N)[C@@H]1O)C)CC(O)C(C(=O)O)C(O)CC(=O)CC(O)C(O)CCC(O)CC(O)CC(O)C2)C
2. InChI:InChI=1/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)/t27,28,29,30-,31,32,33,35,36?,37,38,39,41,42+,43,44-,45+,47/m1/s1

The following are the toxicity data of Nystatin:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 4400ug/kg (4.4mg/kg)   Journal of Pharmaceutical Sciences. Vol. 65, Pg. 905, 1976.
mouse LD50 intravenous 3mg/kg (3mg/kg)   Journal of Antibiotics. Vol. 32, Pg. 1230, 1979.
mouse LD50 oral 8gm/kg (8000mg/kg)   Progress in Medical Chemistry. Vol. 14, Pg. 105, 1977.
mouse LD50 subcutaneous 120mg/kg (120mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 53, Pg. 228S, 1957.
rat LD50 intraperitoneal 24305ug/kg (24.305mg/kg)   Antibiotics Annual. Vol. 3, Pg. 697, 1955/1956.
rat LD50 oral 10gm/kg (10000mg/kg)   Acta Poloniae Pharmaceutica. For English translation, see APPFAR. Vol. 30, Pg. 81, 1973.

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