nystatin

Key facts

Drug.IUPAC_name

(1S,3R,4R,7R,9R,11R,15S,16R,17R,18S,19E,21E, 25E,27E,29E,31E,33R,35S,36R,37S)-33-[(3-amino-3,6-dideoxy-β-L-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

Drug.C

47

Drug.H

75

Drug.N

1

Drug.O

17

Drug.SMILES

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

Drug.StdInChI

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

Drug.StdInChIKey

VQOXZBDYSJBXMA-NQTDYLQESA-N

Drug.melting_point

44-46

Drug.Verifiedfields

changed

Drug.Watchedfields

changed

Drug.verifiedrevid

458776717

Drug.image

Nystatin.svg

Drug.image_class

skin-invert-image

Drug.width

300

Drug.image2

Nystatin ball-and-stick.png

Drug.image_class2

bg-transparent

Drug.tradename

Mycostatin, others

via Wikipedia infobox

Chemical data

Formula

C47H75NO17

Molecular weight

926.1 g/mol

IUPAC name

(1S,3R,4R,7R,9R,11R,15S,16R,17R,18S,19E,21E,25E,27E,29E,31E,33R,35S,36R,37S)-33-[(2S,3R,4R,5R,6S)-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

SMILES

C[C@H]1/C=C/C=C/CC/C=C/C=C/C=C/C=C/[C@@H](C[C@H]2[C@@H]([C@H](C[C@](O2)(C[C@H]([C@@H](CC[C@H](C[C@H](C[C@H](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

InChIKey

VQOXZBDYSJBXMA-VHFLTRTASA-N

XLogP

-0.2

Polar surface area

320 Ų

H-bond donors

12

H-bond acceptors

18

Formal charge

0

via PubChem

• Nystatin.The Medical clinics of North America · 1970
• Nystatin.Annals of the New York Academy of Sciences · 1960
• The Persistence of Nystatin Use for Dermatophyte Infections.Journal of drugs in dermatology : JDD · 2023
• Nystatin LF (Aronex/Abbott).Current opinion in investigational drugs (London, England : 2000) · 2001
• Efficacy of nystatin for the treatment of oral candidiasis: a systematic review and meta-analysis.Drug design, development and therapy · 2016

via PubMed

• PHASE4COMPLETED
  Antifungal Prophylaxis in Intensive Care Unit (ICU) PatientsPoliclinico Hospital · NCT01495039
• PHASE3COMPLETED
  Magic Mouthwash Plus Sucralfate Versus Benzydamine Hydrochloride for the Treatment of Radiation-induced MucositisJuravinski Cancer Centre Foundation · NCT00814359
• NACOMPLETED
  Comparative Randomized Study of the Efficacy, Safety, and Toleration of Fluconazole Oral Suspension or Nystatin Oral Suspension in the Treatment of Patients With Oropharyngeal Candidiasis in Association With the Acquired Immunodeficiency SyndromePfizer · NCT00002112
• NACOMPLETED
  A Study of Nystatin in the Prevention of Fungal Infections of the Mouth in Patients With AIDS or AIDS-Related SyndromesBristol-Myers Squibb · NCT00002293
• PHASE3COMPLETED
  A Study to Compare Efficacy and Safety of an Ovule Containing Terconazole, Clindamycin and Fluocinolone Versus an Ovule Containing Metronidazole, Nystatin and Fluocinolone in the Treatment of Secondary Vulvar/ or Vaginal Symptoms of Infectious Vaginitis/ and Infectious VaginosisJanssen-Cilag, S.A. · NCT01867164
• NACOMPLETED
  Nystatin Pastilles for the Prevention of Oral Candidiasis in Patients With AIDS or ARCBristol-Myers Squibb · NCT00002057

via ClinicalTrials.gov

Wikidata facts

Mass

925.5035

via Wikidata · CC0