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59456-70-1

59456-70-1 Structure

59456-70-1 Structure
IdentificationBack Directory
[Name]

NIKKOMYCIN Z
[CAS]

59456-70-1
[Synonyms]

NIKKOMYCIN
NIKKOMYCIN Z
neopolyoxinc
(2s-(2r*,3r*,4r*))-l)
NIKKOMYCIN Z, STREPTOMYCES TENDAE
Nikkomycin Z, Sterptomyces tendae
nikkomycin Z from streptomyces tendae
5-((2-amino-4-hydroxy-4-(5-hydroxy-2-pyridinyl)-3-beta-d-allofuranuronicaci
5-((2-Amino-4-hydroxy-4-(5-hydroxy-2-pyridinyl)-3-beta-d-allofuranuronicacid
methyl-1-oxobutyl)amino)-1,5-dideoxy-1-(3,4-dihydro-2,4-dioxo-1(2h)-pyrimidiny
5-[[(2S,3S,4S)-2-Amino-4-hydroxy-4-(5-hydroxy-2-pyridinyl)-3-methyl-1-oxobutyl]amino]-1-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-1,5-dideoxy-β-D-allofuranuronic acid
5-[[(2S,3S,4S)-2-Amino-4-hydroxy-4-(5-hydroxy-2-pyridinyl)-3-methyl-1-oxobutyl]amino]-1-(3,4-dihydro-2,4-dioxopyrimidin-1(2H)-yl)-1,5-dideoxy-β-D-allofuranuronic acid
β-D-Allofuranuronic acid, 5-[[(2S,3S,4S)-2-amino-4-hydroxy-4-(5-hydroxy-2-pyridinyl)-3-methyl-1-oxobutyl]amino]-1,5-dideoxy-1-(3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl)-
[Molecular Formula]

C20H25N5O10
[MDL Number]

MFCD00869648
[MOL File]

59456-70-1.mol
[Molecular Weight]

495.44
Chemical PropertiesBack Directory
[density ]

1.646±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

H2O: soluble5mg/mL
[form ]

Solid
[pka]

2.70±0.10(Predicted)
[color ]

White to off-white
[Water Solubility ]

Water : ≥ 100 mg/mL (201.84 mM)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
[RTECS ]

BA2928200
[F ]

10
Hazard InformationBack Directory
[Description]

Nucleoside-type antibiotic isolated from culture filtrates of Streptomyces tendae (19). Some analogs were also prepared by mutasynthesis, utilizing a uracil auxotroph of S. tendae.
[Uses]

Nikkomycins inhibit the growth of various plant pathogenic fungi but are inactive against bacteria and yeasts. Too susceptible to photodegradation by sunlight to be used in field application, and thus not developed commercially for agricultural use. Among the nikkomycins, nikkomycin Z is an orally active antifungal therapeutic agent for coccidioidomycosis. It is a competitive chitin synthase inhibitor that has been evaluated in mouse models for coccidioidomycosis.
[Definition]

ChEBI: A uridine-based nucleoside-peptide antibiotic which inhibits fungal chitin biosynthesis by inhibiting chitin synthase.
[Pharmacology]

By inhibiting chitin synthetase in fungi, nikkomycins inhibit cell wall synthesis, ultimately causing fungal cells to swell and burst.
[Metabolism]

There are no detailed reports on metabolism/transformation of nikkomycins in the environment.
[storage]

Store at -20°C
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