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Substance Name: Nystatin [USP:INN:BAN:JAN]
RN: 1400-61-9
UNII: BDF1O1C72E
InChIKey: VQOXZBDYSJBXMA-RKEBNKJGSA-N

Note

  • 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.

Molecular Formulas

  • C46-H83-N-O18
  • C47-H75-N-O17
  • Unspecified

Molecular Weight

  • 926.099
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antifungal
  • Antifungal Agents
  • Drug / Therapeutic Agent
  • Ionophores
  • Membrane Transport Modulators
  • Mutation Data
  • Natural Product
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Nystatin
  • Nystatin [USP:INN:BAN:JAN]

MeSH Heading

  • Nystatin

Synonyms

  • AI3-26526
  • Barstatin 100
  • Biofanal
  • Candex
  • Candex Lotion
  • Candio-hermal
  • Caswell No. 607B
  • Diastatin
  • EINECS 215-749-0
  • EPA Pesticide Chemical Code 202800
  • Fungicidin
  • Herniocid
  • HSDB 3138
  • Korostatin
  • Moronal
  • Moronal (antibiotic)
  • Myconystatin
  • Mycostatin
  • Mycostatin 20
  • Mycostatin Pastilles
  • Mykinac
  • Mykostatyna
  • Nilstat
  • Nistatin
  • Nistatina
  • Nistatina [INN-Spanish]
  • NSC 150817
  • Nyamyc
  • Nyotran
  • Nysert
  • Nystan
  • Nystatin
  • Nystatin A1, A2, A3 complex
  • Nystatin LF (liposome)
  • Nystatine
  • Nystatine [INN-French]
  • Nystatinum
  • Nystatinum [INN-Latin]
  • Nystatyna
  • Nystatyna [Polish]
  • Nystavescent
  • Nystex
  • Nystop
  • O-V Statin
  • Stamycin
  • UNII-BDF1O1C72E
  • Zydin E

Systematic Name

  • Nystatin

Mixture Names

  • Comycin
  • Myco-Triacet II
  • Mycolog II
  • Mytrex
  • Nystaform
  • Nystaform-HC
  • Panolog Cream (Veterinary)
  • Terrastatin

Registry Numbers

CAS Registry Number

  • 1400-61-9

FDA UNII

  • BDF1O1C72E

System Generated Number

  • 0001400619

Structure Descriptors

InChI

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

InChIKey

VQOXZBDYSJBXMA-RKEBNKJGSA-N

Smiles

C[C@@H]1OC(=O)CC(O)CC(O)CC(O)CCC(O)C(O)C[C@]2(O)CC(O)C(C(CC(O[C@H]3O[C@H](C)[C@@H](O)[C@H](N)[C@@H]3O)\C=C\C=C\C=C\C=C\CC\C=C\C=C\[C@H](C)[C@@H](O)[C@H]1C)O2)C(=O)O

Toxicity

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.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 7.080 (none)   EST
Water Solubility 360 mg/L 24 EXP
Atmospheric OH Rate Constant 2.52E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.