Venturicidin A

Names

[ Name ]:
Venturicidin A

[Synonym ]:
4,21-dioxabicyclo[15.3.1]heneicosa-9,15,18-trien-3-one, 11-[[3-O-(aminocarbonyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]oxy]-1-hydroxy-5-[(1R,3R,4S,5S)-4-hydroxy-1,3,5-trimethyl-6-oxooctyl]-6,8,16,18-tetramethyl-, (1R,5S,6R,8R,9E,11R,15E,17R)-
(1R,5S,6R,8R,9E,11R,15E,17R)-1-Hydroxy-5-[(2R,4R,5S,6S)-5-hydroxy-4,6-dimethyl-7-oxononan-2-yl]-6,8,16,18-tetramethyl-3-oxo-4,21-dioxabicyclo[15.3.1]henicosa-9,15,18-trien-11-yl 3-O-carbamoyl-2,6-dideoxy-β-D-arabino-hexopyranoside
Venturicidin A
(1R,5S,6R,8R,9E,11R,15E,17R)-1-Hydroxy-5-[(2R,4R,5S,6S)-5-hydroxy-4,6-dimethyl-7-oxo-2-nonanyl]-6,8,16,18-tetramethyl-3-oxo-4,21-dioxabicyclo[15.3.1]henicosa-9,15,18-trien-11-yl 3-O-carbamoyl-2,6-dide ;oxy-β-D-arabino-hexopyranoside
venturicidin a (aabomycin a1)
4,21-Dioxabicyclo[15.3.1]heneicosa-9,15,18-trien-3-one, 11-[[3-O-(aminocarbonyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]oxy]-1-hydroxy-5-[(1R,3R,4S,5S)-4-hydroxy-1,3,5-trimethyl-6-oxooctyl]-6,8,16,1 8-tetramethyl-, (1R,5S,6R,8R,9E,11R,15E,17R)-

Biological Activity

[Description]:

Venturicidin A (Aabomycin A1), from actinomycetes, is a membrane-active natural product inhibitor of ATP synthase. Venturicidin A potentiates the aminoglycoside antibiotic gentamicin against multidrug-resistant clinical isolates of Staphylococcus, Enterococcus, and Pseudomonas aeruginosa. Venturicidin A shows noticeable toxicity toward human embryonic-kidney (HEK)cells with an IC50 of 31 μg/mL[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Membrane Transporter/Ion Channel >> ATP Synthase

[References]

[1]. Venkateswarlu Yarlagadda, et al. Venturicidin A, A Membrane-active Natural Product Inhibitor of ATP synthase Potentiates Aminoglycoside Antibiotics. Sci Rep. 2020 May 18;10(1):8134.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
874.9±65.0 °C at 760 mmHg

[ Molecular Formula ]:
C₄₁H₆₇NO₁₁

[ Molecular Weight ]:
749.971

[ Flash Point ]:
482.9±34.3 °C

[ Exact Mass ]:
749.471436

[ PSA ]:
184.07000

[ LogP ]:
5.54

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.541

Related Compounds

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