API reference
Natamycin
- CAS number
- 7681-93-8
- Molecular formula
- C33H47NO13
- Molecular weight
- 665.7 g/mol
About this molecule
Natamycin is a polyene amphoteric macrolide antibiotic with antifungal properties. Natamycin exerts its antifungal effects by binding to sterols in the fungal cell membrane thereby increasing membrane permeability. This leads to a leakage and loss of essential cellular constituents. Following ocular application, natamycin is retained in the conjunctival fornices and attains effective concentrations within the corneal stroma where it exerts its effect.
Source: NCI Thesaurus (NCIt), via PubChem.
Identifiers
- IUPAC name
- (1R,3S,5R,7R,8E,12R,14E,16E,18E,20E,22R,24S,25R,26S)-22-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid
- InChIKey
- NCXMLFZGDNKEPB-FFPOYIOWSA-N
- SMILES
- C[C@@H]1C/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[C@@H]3[C@H](O3)/C=C/C(=O)O1)O)O)O)C(=O)O)O[C@H]4[C@H]([C@H]([C@@H]([C@H](O4)C)O)N)O
- PubChem CID
- 5284447
Also known as
NATAMYCIN · pimaricin · Natamicina · Natamycine · Pimaracin · Natamycinum · Pimarizin · Myprozine
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