Nystatin

Nystatin

Clinical data
Trade names	Mycostatin, Nystop, others
AHFS/Drugs.com	Monograph
MedlinePlus	a682758
Pregnancy category	A vaginal, C by mouth
Routes of administration	topical, vaginal, by mouth (but not absorbed orally)
ATC code	A07AA02 (WHO) D01AA01 (WHO) G01AA01 (WHO)
Legal status
Legal status	In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability	0% on oral ingestion
Metabolism	None (not extensively absorbed)
Biological half-life	Dependent upon GI transit time
Excretion	Fecal (100%)
Identifiers
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
CAS Number	1400-61-9 Y
PubChem CID	14960
DrugBank	DB00646 Y
ChemSpider	23078586 N
UNII	BDF1O1C72E
KEGG	D00202 Y
ChEBI	CHEBI:473992 Y
ChEMBL	CHEMBL229383 N
NIAID ChemDB	004993
ECHA InfoCard	100.014.317
Chemical and physical data
Formula	C47H75NO17
Molar mass	926.09
3D model (Jmol)	Interactive image
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
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 N Key:VQOXZBDYSJBXMA-NQTDYLQESA-N N
NY (what is this?)

Nystatin, sold under the brandname Mycostatin among others, is an antifungal medication. It is used to treat Candida infections of the skin including diaper rash, thrush, esophageal candidiasis, and vaginal yeast infections. It may also be used to prevent candidiasis in those who are at high risk. Nystatin may be used by mouth, in the vagina, or applied to the skin.

Common side effects when applied to the skin include burning, itching, and a rash. Common side effects when taken by mouth include vomiting and diarrhea. During pregnancy use in the vagina is safe while other formulations have not been studied in this group. It works by disrupting the cell membrane of the fungal cells.

Nystatin was discovered in 1950 by Rachel Fuller Brown and Elizabeth Lee Hazen. It is on the World Health Organization's List of Essential Medicines, the most effective and safe medicines needed in a health system. It is available as a generic medication. The wholesale price of the cream in the developing world is about 0.70 USD per 30 gram tube. In the United States it is less than 25 USD for a course of treatment. It is made from the bacterium, Streptomyces noursei.

Skin, vaginal, mouth, and esophageal Candida infections usually respond well to treatment with nystatin. It is available in many forms.