napyradiomycin A1 Chemical Properties

Boiling point:

642.5±55.0 °C(Predicted)

Density 

1.31±0.1 g/cm3(Predicted)

storage temp. 

Store at -20°C

solubility 

Dichloromethane: soluble,DMSO: soluble,Ethanol: soluble,Methanol: soluble

form 

A solid

pka

6.14±0.70(Predicted)

Safety Information

HS Code 

29419000

Toxicity

mouse,LD50,intraperitoneal,> 250mg/kg (250mg/kg),Journal of Antibiotics. Vol. 39, Pg. 487, 1986.

napyradiomycin A1 Usage And Synthesis

Description

Napyradiomycin A₁ is a fungal metabolite originally isolated from C. rubra and has diverse biological activities. It is active against S. aureus, M. luteus, B. anthracis, C. bovis, and M. smegmatis (MICs = 1.56-12.5 μg/ml). Napyradiomycin A₁ is an estrogen receptor antagonist (IC₅₀ = 4.2 μM in rat uterine homogenates). It also inhibits mitochondrial NADH:ubiquinone oxidoreductase (complex I) and succinate:ubiquinone oxidoreductase (complex II) activities in bovine heart homogenates (IC₅₀s = 20 and 9.7 μM, respectively).

Uses

Napyradiomycin derivatives have antibacterial and tumor properties. Napyradiomycin A1 is a secondary metabolite isolated from Streptomyces. It is also an antibacterial antibiotic and an inhibitor of mitochondrial complexes I and II.

Definition

ChEBI: Napyradiomycin A1 is a member of menaquinones.

References

[1] K SHIOMI. Novel antibiotics napyradiomycins. Production, isolation, physico-chemical properties and biological activity.[J]. Journal of Antibiotics, 1986, 39 4: 487-493. DOI: 10.7164/antibiotics.39.487
[2] Y HORI. Napyradiomycins A and B1: non-steroidal estrogen-receptor antagonists produced by a Streptomyces.[J]. Journal of Antibiotics, 1993, 46 12: 1890-1893. DOI: 10.7164/antibiotics.46.1890
[3] KOHTA YAMAMOTO. Napyradiomycin A1, an inhibitor of mitochondrial complexes I and II[J]. Journal of Antibiotics, 2012, 65 4: 211-214. DOI: 10.1038/ja.2011.138

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