Nystatin
Key facts
What buyers check first
- Appearance
- Light yellow powder
- Melting point
- >160
- Solubility
- In water, 3.60 × 10⁺² mg/L at 24 °C
- HS code
- 294190
- Category
- Heterocyclic compounds
What is Nystatin?
Plain description, key identifiers and synonyms
Nystatin is a polyene macrolide antibiotic, with antifungal activity. Upon administration, nystatin binds to sterols in the fungal plasma membrane, thereby increasing membrane permeability. This leads to leakage of important intracellular components, cell rupture, and eventually fungal cell death.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (19E,21E,25E,27E,29E,31E)-33-[(2R,3S,4S,5S,6R)-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
- EC number
- 215-749-0
- Molecular formula
- C47H75NO17
- InChIKey
- VQOXZBDYSJBXMA-WRDWGCENSA-N
- 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?/m1/s1
- Canonical SMILES
- CC1C=CC=CCCC=CC=CC=CC=CC(OC2OC(C)C(O)C(N)C2O)CC2OC(O)(CC(O)C(O)CCC(O)CC(O)CC(O)CC(=O)OC(C)C(C)C1O)CC(O)C2C(=O)O
- Isomeric SMILES
- C[C@@H]1[C@H]([C@@H]([C@@H]([C@@H](O1)OC\2CC3C(C(CC(O3)(CC(C(CCC(CC(CC(CC(=O)OC(C(C(C(/C=C/C=C/CC/C=C/C=C/C=C/C=C2)C)O)C)C)O)O)O)O)O)O)O)C(=O)O)O)N)O
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Light yellow powderexp.Measured value |
|---|---|
| Odour | Odor suggestive of cerealsexp.Measured value |
| Melting point | >160exp.Measured value |
| Solubility | In water, 3.60 × 10⁺² mg/L at 24 °Cexp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 926.11 g/molcalc.Computed value |
|---|---|
| Exact mass | 925.5035 Dacalc.Computed value |
| LogP (octanol/water) | 0.94calc.Computed value |
| Topological polar surface area | 319.6 Ųcalc.Computed value |
| Hydrogen bond donors | 12calc.Computed value |
| Hydrogen bond acceptors | 17calc.Computed value |
| Rotatable bonds | 3calc.Computed value |
| Heavy atoms | 65calc.Computed value |
| Rings | 3calc.Computed value |
| Aromatic rings | 0calc.Computed value |
| Fraction sp3 carbons | 0.7calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 19calc.Computed value |
| Lipinski rule of five | Fails (3 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
O=C1CCCCCCCCCCCC2CCCC(CC(OC3CCCCO3)C=CC=CC=CC=CCCC=CC=CCCCCO1)O2
3 rings, 47 atoms.
27 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H300Fatal if swallowed.
- H335May cause respiratory irritation.
- H372Causes damage to organs through prolonged or repeated exposure.
Precautionary statements (13)
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P271Use only outdoors or in a well-ventilated area.
- P301 + P316If swallowed: Get emergency medical help immediately.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P319Get medical help if you feel unwell.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- P403 + P233Store in a well-ventilated place. Keep container tightly closed.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidNystatin suppliers
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Where suppliers are based
1 supplier in 1 country
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Nystatin price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Veterinary medication:.
An experimental teratogen. An anti-biotic.
Antimycotic polyene antibiotic... for local treatment of vulvovaginal candidiasis (monoliasis).
Medicine (antifungal antibiotics), feed additive.
Use classes: Animal Drugs.
Pharmacology
Nystatin is a Polyene Antifungal.
How it is made
Vandeputte, US patent 2,832,719 (1958 to Olin Mathieson), Renella, US patent 3,517,100 (1970 to American Cyanamid)
Polyene antifungal antibiotic complex containing 3 biologically active compounds, A1,A2,A3. Produced by Streptomyces noursei, S. aureus and other Streptomyces spp.
Regulatory status
Inventories, regulations and trade controls that list this substance
No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Nystatin is traded under.
Antibiotics, other
- China39.7%
- United States11.3%
- Switzerland * partner reported10.9%
* Partner reported figures, a lower bound.
The HS code shown for Nystatin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Related chemicals
Parent and salt forms, stereoisomers, similar structures and isomers
Stereoisomers and isotopic forms
Same connectivity, different stereochemistry or isotopes (same InChIKey skeleton)
![Nystatin [USP:INN:BAN:JAN] chemical structure, C47H75NO17, CAS 1400-61-9](/s/VQOXZBDYSJBXMA-RKEBNKJGSA-N.svg)
Similar structures
Nearest neighbours by Morgan fingerprint Tanimoto similarity
![(19Z,21Z,25Z,27Z,29Z,31Z)-33-[(2R,3S,4S,5S,6R)-4-Amino-3,5-dihydroxy-6-methyl-tetrahydropyran-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 chemical structure, C47H75NO17](/s/VQOXZBDYSJBXMA-OTOFZTBMSA-N.svg)
![(1S,3S,4S,7S,9S,11S,15S,16R,17R,18S,19E,21E,25E,27E,29E,31E,35S,36R)-33-[(2R,3S,4S,5S,6R)-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 chemical structure, C47H75NO17](/s/VQOXZBDYSJBXMA-JVZZLTPDSA-N.svg)
Same formula isomers
Different compounds that share this molecular formula
![(3R,4R,7R,9R,11R,15S,16R,17R,18S,19E,21E,25E,27E,29E,31E,33R,35S,36R,37S)-33-[(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 chemical structure, C47H75NO17](/s/VQOXZBDYSJBXMA-QVAIYGMRSA-N.svg)
![(1S,3R,4R,7R,9R,11R,15S,16S,17R,18S,19E,21E,25E,27E,29E,31E,33R,36R,37S)-33-[(3S,5R,6R)-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 chemical structure, C47H75NO17](/s/VQOXZBDYSJBXMA-KLYKBULVSA-N.svg)
![(1S,3R,4R,7R,9R,11R,15S,16R,17R,18S,19E,21E,25E,27E,29E,31E,33R,35S,36R,37S)-33-[(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 chemical structure, C47H75NO17](/s/VQOXZBDYSJBXMA-CCBILCGJSA-N.svg)
Frequently asked questions
Quick answers about Nystatin, based on the data on this page
What is Nystatin?
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Guides for buyers
Practical guides that help when you source, ship or handle Nystatin
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
- Article, SourcingHow to write an RFQ that gets fast and accurate quotesWhat suppliers need to quote quickly and comparably: exact product identity, quantity and packing, delivery terms, documents, samples and payment, with a ready to use template.Read
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