NYSTATIN A1

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C47H75NO17
Molecular Weight	926.0949
Optical Activity	UNSPECIFIED
Defined Stereocenters	19 / 19
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=VQOXZBDYSJBXMA-NQTDYLQESA-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

HIDE SMILES / InChI

Molecular Formula	C47H75NO17
Molecular Weight	926.0949
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	19 / 19
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.drugbank.ca/drugs/DB00646
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/14781786 | https://www.ncbi.nlm.nih.gov/pubmed/25082221 | https://www.ncbi.nlm.nih.gov/pubmed/27379602

Nystatin A1 is the one of the first member of important class of a macrocyclic polyene and poly-ol antibiotics isolated from Streptomyces noursei in 1950. Nystatin A1 binds to ergosterol, a major component of the fungal cell membrane. When present in sufficient concentrations, it forms pores in the membrane that lead to K+ leakage, acidification, and death of the fungus. Nystatin A1 is major component of Nystatin an important antifungal antibiotic, which for over half a century has been broadly used in medicine for the treatment of topical fungal infections caused by a broad spectrum of fungal pathogens comprising yeast-like and filamentous species.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Ergosterol 7 Target ID: CHEMBL2364028 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24924305	Binding Agent 1076		570.0 µM [Kd]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Otomycosis in the north of Iran: common pathogens and resistance to antifungal agents.	2014-05	23595615
Antimicrobial activity of Calotropis procera Ait. (Asclepiadaceae) and isolation of four flavonoid glycosides as the active constituents.	2013-07	23417281
Anthelmintic and antimicrobial activity of methanolic and aqueous extracts of Euphorbia helioscopia L.	2013-03	23065392

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

The minimal inhibitory concentration (MIC) was determined for C. albicans . Nystatin A1previously prepared in DMSO were diluted in the RPMI-1640 medium to give final concentration ranges of 0.03125–16 mkg/ml . Nystatin A1 MICs was from 0.5 mkg/ml for Candida albicans ATCC 10231.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:15:34 GMT 2025` Edited by `admin` on `Mon Mar 31 18:15:34 GMT 2025`
Record UNII	W1LX4T91WI
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NYSTATIN A1 [MI]

Preferred Name

English

NYSTATIN A1

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C514