Nystatin - ≥4,400 USP units/mg , Ergosterol sequestering agent, CAS No.1400-61-9, Ergosterol sequestering agent

CAS: 1400-61-9 Cat. No.: N141226 Summenformel: C₄₇H₇₅NO₁₇ Molekulargewicht: 926.11 EG-Nummer: 215-749-0

GRADE & PURITY ≥4,400 USP units/mg

Synonyms

HSDB 3138 | Caswell No. 607B | Nilstat | KS-1373 | SCHEMBL284974 | Nystex | Terrastatin | BDBM50291684 | Nystatine [INN-French] | Nystatyna [Polish] | Fengabine (USAN/INN) | AKOS016339654 | (Liposomal Nystatin)Nyotrantrade mark | Diastatin | Nystatine | D

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Übersicht

A polyene antifungal antibiotic effective against yeast and mycoplasma. Induces loss of low molecular weight substances from cells with low selectivity. A cation selective ionophore that exhibits selectivity for Na+. Increases the activity of the Na+-K+ pump. Suggested concentration is 50 μg/ml.
Nystatin is a polyene, antifungal antibiotic with potent proinflammatory properties. It has many applications such as preventing cell culture contamination and inducing interleukin (IL)-, IL-8, and tumor necrosis factor α s secretion in TLR2-expressing THP1 cells . It is used as a fungal membrane (ergosterol binding) pore forming agent and to create nystatin/ergosterol based ion channels in lipid bilayers.

Specifications

Synonyme

HSDB 3138 | Caswell No. 607B | Nilstat | KS-1373 | SCHEMBL284974 | Nystex | Terrastatin | BDBM50291684 | Nystatine [INN-French] | Nystatyna [Polish] | Fengabine (USAN/INN) | AKOS016339654 | (Liposomal Nystatin)Nyotrantrade mark | Diastatin | Nystatine | D

Spezifikationen & Reinheit

≥4,400 USP units/mg

Biochemische und physiologische Mechanismen

Mode of Action: Increases the permeability of the cell membrane of sensitive fungi by binding to sterols. Antimicrobial spectrum: Yeasts and molds. Nystatin binds to ergosterol in fungal cell membranes which causes the formation of pores in the membrane.

Storage

Protected from light,Store at -20°C

Verschickt in

Ice chest + Ice pads

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Aktionsart

SEQUESTERING AGENT

Mechanismus der Wirkung

Ergosterol sequestering agent

Hinweis

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Namen und Kennungen

• Pubchem Sid: 528770160
• Kanonisches Lächeln: CC1C=CC=CCCC=CC=CC=CC=CC(CC2C(C(CC(O2)(CC(C(CCC(CC(CC(CC(=O)OC(C(C1O)C)C)O)O)O)O)O)O)O)C(=O)O)OC3C(C(C(C(O3)C)O)N)O
• IUPAC Name: (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
• InChIKey: VQOXZBDYSJBXMA-RKEBNKJGSA-N
• INCHI: 1S/C47H75NO17/c1-27-17-15-13-11-9-7-5-6-8-10-12-14-16-18-34(64-46-44(58)41(48)43(57)30(4)63-46)24-38-40(45(59)60)37(54)26-47(61,65-38)25-36(53)35(52)20-19-31(49)21-32(50)22-33(51)23-39(55)62-29(3)28(2)42(27)56/h5-6,8,10-18,27-38,40-44,46,49-54,56-58,61H,7,9,19-26,48H2,1-4H3,(H,59,60)/b6-5+,10-8+,13-11+,14-12+,17-15+,18-16+/t27-,28-,29-,30+,31?,32?,33?,34?,35?,36?,37?,38?,40?,41-,42+,43+,44-,46+,47+/m0/s1
• Isomere SMILES: C[C@H]1/C=C/C=C/CC/C=C/C=C/C=C/C=C/C(CC2C(C(C[C@](O2)(CC(C(CCC(CC(CC(CC(=O)O[C@H]([C@@H]([C@@H]1O)C)C)O)O)O)O)O)O)O)C(=O)O)O[C@@H]3[C@H]([C@H]([C@@H]([C@H](O3)C)O)N)O
• Molekulargewicht: 926.11
• Reaxy-Rn: 33487457
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=33487457&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Klasse Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Ebene5 Aminosaccharides
          • Ebene6 Aminoglycosides

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Klasse: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Aminosaccharides
• Direct Parent: Aminoglycosides
• Alternative Parents: Macrolides and analogues Hexoses O-glycosyl compounds Beta hydroxy acids and derivatives Oxanes Dicarboxylic acids and derivatives Secondary alcohols 1,2-aminoalcohols Amino acids Lactones Hemiacetals Carboxylic acid esters Polyols Oxacyclic compounds Acetals Carboxylic acids Carbonyl compounds Hydrocarbon derivatives Monoalkylamines Organic oxides Organopnictogen compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Aminoglycoside core - Macrolide - Hexose monosaccharide - O-glycosyl compound - Glycosyl compound - Beta-hydroxy acid - Dicarboxylic acid or derivatives - Oxane - Hydroxy acid - Monosaccharide - 1,2-aminoalcohol - Hemiacetal - Secondary alcohol - Lactone - Carboxylic acid ester - Amino acid or derivatives - Amino acid - Carboxylic acid derivative - Polyol - Organoheterocyclic compound - Oxacycle - Acetal - Carboxylic acid - Organic nitrogen compound - Primary aliphatic amine - Organonitrogen compound - Carbonyl group - Primary amine - Hydrocarbon derivative - Organic oxide - Amine - Alcohol - Organopnictogen compound - Aliphatic heteropolycyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as aminoglycosides. These are molecules or a portion of a molecule composed of amino-modified sugars.
• External Descriptors: nystatins

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemische und physikalische Eigenschaften

• Löslichkeit: Soluble in DMSO
• Empfindlichkeit: Light sensitive；Moisture sensitive
• Schmelzpunkt (°C): 160°C
• Molekulargewicht: 926.100 g/mol
• XLogP3: -0.200
• Hydrogen Bond Donor Count: 12
• Hydrogen Bond Acceptor Count: 18
• Rotatable Bond Count: 3
• Exact Mass: 925.503 Da
• Monoisotopic Mass: 925.503 Da
• Topological Polar Surface Area: 320.000 Ų
• Heavy Atom Count: 65
• Formal Charge: 0
• Complexity: 1620.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 10
• Undefined Atom Stereocenter Count: 9
• Defined Bond Stereocenter Count: 6
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 6
• Covalently-Bonded Unit Count: 1

Referenzen

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