| Identification | Back Directory | [Name]
VENTURICIDIN A | [CAS]
33538-71-5 | [Synonyms]
a-130
aa-0368
venturicidinb,3’-carbamate
HHQKNFDAEDTRJK-WLJINWSWSA-N
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)- | [EINECS(EC#)]
251-568-3 | [Molecular Formula]
C41H67NO11 | [MDL Number]
MFCD00036323 | [MOL File]
33538-71-5.mol | [Molecular Weight]
749.97 |
| Chemical Properties | Back Directory | [Melting point ]
145-147°; mp 140-142° | [alpha ]
D +119° (c = 0.5 in chloroform) | [Boiling point ]
874.9±65.0 °C(Predicted) | [density ]
1.16±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
DMF: Soluble; DMSO: Soluble; Ethanol: Soluble; Methanol: Soluble | [form ]
White to off-white solid. | [pka]
11.80±0.70(Predicted) | [color ]
White to off-white |
| Hazard Information | Back Directory | [Description]
Venturicidin A is a macrolide antibiotic isolated from strains of Streptomyces. It is active against fungi in the genus Venturia which cause apple scab, as well as other fungi, but not against higher plants. Venturicidin A is also cytotoxic against trypanosomes (IC50 = 120-540 ng/ml) while being more than 25,000 times less effective against mammalian cells. It inhibits bacterial and mitochondrial ATP synthases. | [Uses]
The macrolide antibiotic, Venturicidin A, isolated from a Streptomyces sp., is a potent inhibitor of mitochondrial ATP synthase complex acting on the F0 membrane sector. Venturicidin A was originally isolated as an antifungal agent. | [Uses]
Venturicidin A is an antibiotic and potent inhibitor of mitochondrial ATP synthase. | [Definition]
ChEBI: Venturicidin a is a diterpene lactone. | [IC 50]
Aminoglycoside | [References]
[1] A. RHODES. Venturicidin: A New Antifungal Antibiotic of Potential Use in Agriculture[J]. Nature, 1961, 192 4806: 952-954. DOI: 10.1038/192952a0
[2] DAVID S. PERLIN Alan E S Lisa R Latchney. Inhibition of Escherichia coli H+-ATPase by venturicidin, oligomycin and ossamycin[J]. Biochimica et Biophysica Acta-Bioenergetics, 1985, 807 3: Pages 238-244. DOI: 10.1016/0005-2728(85)90254-3
[3] A MATSUNO-YAGI Y H. Studies on the mechanism of oxidative phosphorylation. ATP synthesis by submitochondrial particles inhibited at F0 by venturicidin and organotin compounds.[J]. The Journal of Biological Chemistry, 1993, 268 9: 6168-6173.
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