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CAS 33538-71-5

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Venturicidin A

Description:
Venturicidin A is a natural product classified as a macrolide antibiotic, primarily derived from the fermentation of certain Streptomyces species. It is known for its potent inhibitory effects on ATP synthase, an essential enzyme in cellular energy production. Structurally, Venturicidin A features a large lactone ring, which is characteristic of macrolides, and contains multiple functional groups that contribute to its biological activity. This compound exhibits a high degree of specificity for mitochondrial ATP synthase, making it a valuable tool in biochemical research for studying energy metabolism and mitochondrial function. Additionally, Venturicidin A has been investigated for its potential therapeutic applications, particularly in cancer treatment and as an antifungal agent. Its mechanism of action involves disrupting ATP synthesis, leading to energy depletion in target cells. However, due to its potent effects, careful consideration is required regarding its use and potential toxicity. Overall, Venturicidin A represents a significant compound in the field of natural products and pharmacology.
Formula:C41H67NO11
InChI:InChI=1S/C41H67NO11/c1-10-32(43)29(8)36(45)26(5)20-28(7)38-27(6)19-23(2)15-16-31(50-35-21-33(51-40(42)47)37(46)30(9)49-35)14-12-11-13-24(3)39-25(4)17-18-41(48,53-39)22-34(44)52-38/h13,15-17,23,26-31,33,35-39,45-46,48H,10-12,14,18-22H2,1-9H3,(H2,42,47)/b16-15+,24-13+/t23-,26+,27+,28+,29+,30+,31+,33+,35-,36-,37+,38-,39+,41+/m0/s1
InChI key:InChIKey=HHQKNFDAEDTRJK-LIOWZGMGSA-N
SMILES:CC=1[C@@]\2(O[C@@](O)(CC(=O)O[C@]([C@@H](C[C@H]([C@@H]([C@@H](C(CC)=O)C)O)C)C)([C@H](C)C[C@@H](C)\C=C\[C@H](O[C@H]3C[C@@H](OC(N)=O)[C@H](O)[C@@H](C)O3)CCC/C=C2\C)[H])CC1)[H]
Synonyms:
  • (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 2,6-dideoxy-beta-D-arabino-hexopyranoside
  • (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-beta-D-arabino-hexopyranoside
  • (1R,5S,6R,8R,9E,11R,15E,17R)-11-[[3-O-(Aminocarbonyl)-2,6-dideoxy-β-<span class="text-smallcaps">D</span>-arabino-hexopyranosyl]oxy]-1-hydroxy-5-[(1R,3R,4S,5S)-4-hydroxy-1,3,5-trimethyl-6-oxooctyl]-6,8,16,18-tetramethyl-4,21-dioxabicyclo[15.3.1]heneicosa-9,15,18-trien-3-one
  • 4,21-Dioxabicyclo[15.3.1]heneicosa-9,15,18-trien-3-one, 11-[[3-O-(aminocarbonyl)-2,6-dideoxy-β-<span class="text-smallcaps">D</span>-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)-
  • A-130
  • Aa-0368
  • Aabomycin A<sub>1</sub>
  • Venturicidin A
  • Venturidicin A
  • [(2R,3R,4R,6S)-3-hydroxy-6-[[(1R,5S,6R,8R,9Z,11R,15Z,17R)-1-hydroxy-5-[(3R,4S,5S)-4-hydroxy-1,3,5-trimethyl-6-oxo-octyl]-6,8,16,18-tetramethyl-3-oxo-4,21-dioxabicyclo[15.3.1]henicosa-9,15,18-trien-11-yl]oxy]-2-methyl-tetrahydropyran-4-yl] carbamate
  • See more synonyms
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Purity (%)
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100
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0
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50
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90
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95
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100
Found 5 products.