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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 of NYSTATIN A1

SMILES

[H][C@]12C[C@@]([H])(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](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@](O)(C[C@H](O)[C@H]1C(O)=O)O2

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

Description
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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
570.0 µM [Kd]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Antimicrobial activity of Calotropis procera Ait. (Asclepiadaceae) and isolation of four flavonoid glycosides as the active constituents.
2013 Jul
Anthelmintic and antimicrobial activity of methanolic and aqueous extracts of Euphorbia helioscopia L.
2013 Mar
Otomycosis in the north of Iran: common pathogens and resistance to antifungal agents.
2014 May
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
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.
Name Type Language
NYSTATIN A1
MI  
Common Name English
NYSTATIN A1 [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C514
Created by admin on Fri Dec 15 15:59:26 GMT 2023 , Edited by admin on Fri Dec 15 15:59:26 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C75988
Created by admin on Fri Dec 15 15:59:26 GMT 2023 , Edited by admin on Fri Dec 15 15:59:26 GMT 2023
PRIMARY
PUBCHEM
11286230
Created by admin on Fri Dec 15 15:59:26 GMT 2023 , Edited by admin on Fri Dec 15 15:59:26 GMT 2023
PRIMARY
FDA UNII
W1LX4T91WI
Created by admin on Fri Dec 15 15:59:26 GMT 2023 , Edited by admin on Fri Dec 15 15:59:26 GMT 2023
PRIMARY
CAS
34786-70-4
Created by admin on Fri Dec 15 15:59:26 GMT 2023 , Edited by admin on Fri Dec 15 15:59:26 GMT 2023
PRIMARY
MERCK INDEX
m8095
Created by admin on Fri Dec 15 15:59:26 GMT 2023 , Edited by admin on Fri Dec 15 15:59:26 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID80872323
Created by admin on Fri Dec 15 15:59:26 GMT 2023 , Edited by admin on Fri Dec 15 15:59:26 GMT 2023
PRIMARY