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CAS 81552-33-2

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Concanamycin B

Description:
Concanamycin B is a chemical compound classified as a macrolide antibiotic, primarily derived from the fermentation of the bacterium *Streptomyces griseus*. It is known for its potent inhibitory effects on the vacuolar ATPase (V-ATPase) enzyme, which plays a crucial role in cellular processes such as pH regulation and nutrient transport. This inhibition can lead to significant alterations in cellular homeostasis and has implications in various biological research areas, including cancer and neurodegenerative diseases. Concanamycin B exhibits a complex structure characterized by a large lactone ring and multiple functional groups, contributing to its biological activity. It is typically used in laboratory settings for research purposes rather than as a therapeutic agent. The compound is soluble in organic solvents, and its stability can be influenced by environmental factors such as pH and temperature. As with many antibiotics, careful handling and consideration of its effects on microbial populations are essential in research applications.
Formula:C45H73NO14
InChI:InChI=1/C45H73NO14/c1-13-15-33-27(6)36(57-37-21-32(47)42(31(10)56-37)59-44(46)52)22-45(53,60-33)30(9)40(50)29(8)41-34(54-11)17-14-16-23(2)18-25(4)38(48)28(7)39(49)26(5)19-24(3)20-35(55-12)43(51)58-41/h13-17,19-20,25-34,36-42,47-50,53H,18,21-22H2,1-12H3,(H2,46,52)/b15-13+,17-14+,23-16+,24-19+,35-20-/t25?,26-,27?,28+,29+,30?,31?,32?,33?,34?,36-,37?,38?,39-,40?,41?,42?,45?/m1/s1
InChI key:InChIKey=AQXXGIBOZQZSAT-XDUMZDCNSA-N
SMILES:[C@@H]([C@@H]([C@H](C)[C@@]1([C@@H](OC)/C=C/C=C(\C)/C[C@@H](C)[C@H](O)[C@H](C)[C@H](O)[C@H](C)/C=C(\C)/C=C(\OC)/C(=O)O1)[H])O)(C)[C@@]2(O)C[C@@H](O[C@H]3C[C@@H](O)[C@H](OC(N)=O)[C@@H](C)O3)[C@H](C)[C@@H](/C=C/C)O2
Synonyms:
  • Oxacyclooctadecane, concanamycin A deriv.
  • Concanamycin A, 8-deethyl-8-methyl-
  • Oxacyclooctadeca-3,5,13,15-tetraen-2-one, 18-[(1S,2R,3S)-3-[(2R,4R,5S,6R)-4-[[4-O-(aminocarbonyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]oxy]tetrahydro-2-hydroxy-5-methyl-6-(1E)-1-propenyl-2H-pyran-2-yl]-2-hydroxy-1-methylbutyl]-8,10-dihydroxy-3,17-dimethoxy-5,7,9,11,13-pentamethyl-, (3Z,5E,7R,8R,9S,10S,11R,13E,15E,17S,18R)-
  • (3Z,5E,7R,8R,9S,10S,11R,13E,15E,17S,18R)-18-[(1S,2R,3S)-3-[(2R,4R,5S,6R)-4-[[4-O-(Aminocarbonyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]oxy]tetrahydro-2-hydroxy-5-methyl-6-(1E)-1-propenyl-2H-pyran-2-yl]-2-hydroxy-1-methylbutyl]-8,10-dihydroxy-3,17-dimethoxy-5,7,9,11,13-pentamethyloxacyclooctadeca-3,5,13,15-tetraen-2-one
  • Concanamycin B
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