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药品详细

Natamycin(纳他霉素)

化学结构式图
中文名
纳他霉素
英文名
Natamycin
分子式
C33H47NO13
化学名
(1R,3S,5R,7R,12R,22R,24S,25R,26S)-22-{[(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[22.3.1.0^{5,7}]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid
分子量
Average: 665.7252
Monoisotopic: 665.304740595
CAS号
7681-93-8
ATC分类
A01A 未知;A07A 未知;D01A 未知;G01A 未知;S01A 抗感染药
药物类型
small molecule
阶段
approved
商品名
同义名
基本介绍

Amphoteric macrolide antifungal antibiotic from Streptomyces natalensis or S. chattanoogensis. It is used for a variety of fungal infections, mainly topically. [PubChem]

生产厂家
  • Alcon laboratories inc
封装厂家
参考
Synthesis Reference Not Available
General Reference Not Available
剂型
规格
化合物类型
Type small molecule
Classes Not Available
Substructures Not Available
适应症
药理
Indication For the treatment of fungal blepharitis, conjunctivitis, and keratitis caused by susceptible organisms including Fusarium solani keratitis.
Pharmacodynamics Natamycin is an antifungal drug for topical ophthalmic administration. It is a tetraene polyene antibiotic derived from Streptomyces natalensis. It possesses in vitro activity against a variety of yeast and filamentous fungi, including Candida, Aspergillus, Cephalosporium, Fusarium and Penicillium. Although the activity against fungi is dose-related, natamycin is predominantly fungicidal. Natamycin is not effective in vitro against gram-positive or gram-negative bacteria. Topical administration appears to produce effective concentrations of natamycin within the corneal stroma but not in intraocular fluid.
Mechanism of action LIke other polyene antibiotics, Natamycin inhibits fungal growth by binding to sterols. Specifically, Natamycin binds to ergosterol in the plasma membrane, preventing ergosterol-dependent fusion of vacuoles, as well as membrane fusion and fission. This differs from the mechanism of most other polyene antibiotics, which tend to work by altering fungal membrane permeability instead.
Absorption Systemic absorption should not be expected following topical administration, and as with other polyene antibiotics, absorption from the gastrointestinal tract is very poor.
Volume of distribution Not Available
Protein binding Not Available
Metabolism
Not Available
Route of elimination Not Available
Half life Not Available
Clearance Not Available
Toxicity Not Available
Affected organisms
  • Various Fungus Species
Pathways Not Available
理化性质
Properties
State solid
Experimental Properties
Property Value Source
melting point 290 dec °C PhysProp
water solubility 4100 mg/L (at 21 °C) TOMLIN,C (1994)
logP 1.1 Not Available
logS -3.21 ADME Research, USCD
Predicted Properties
Property Value Source
water solubility 2.78e-01 g/l ALOGPS
logP -3.5 ALOGPS
logP -1.7 ChemAxon
logS -3.4 ALOGPS
pKa (strongest acidic) 3.58 ChemAxon
pKa (strongest basic) 9.11 ChemAxon
physiological charge 0 ChemAxon
hydrogen acceptor count 13 ChemAxon
hydrogen donor count 7 ChemAxon
polar surface area 230.99 ChemAxon
rotatable bond count 3 ChemAxon
refractivity 169.88 ChemAxon
polarizability 68.19 ChemAxon
药物相互作用
食物相互作用
Not Available

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