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CAS 88899-55-2

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Bafilomycin A1

Description:
Bafilomycin A1 is a macrolide antibiotic that is primarily known for its role as a potent inhibitor of vacuolar-type H+-ATPases (V-ATPases), which are essential for acidifying intracellular compartments in eukaryotic cells. This compound is derived from the fermentation of the bacterium Streptomyces griseus and exhibits a complex structure characterized by a large lactone ring and multiple functional groups, contributing to its biological activity. Bafilomycin A1 is often utilized in research to study cellular processes such as autophagy, endocytosis, and lysosomal function due to its ability to disrupt proton gradients across membranes. Additionally, it has been investigated for its potential therapeutic applications in cancer and other diseases where V-ATPase activity is implicated. The substance is typically handled with care in laboratory settings due to its bioactive nature and potential cytotoxic effects. Its solubility properties and stability can vary depending on the solvent and environmental conditions, making it important to consider these factors during experimental applications.
Formula:C35H58O9
InChI:InChI=1/C35H58O9/c1-19(2)32-24(7)27(36)18-35(40,44-32)26(9)31(38)25(8)33-28(41-10)14-12-13-20(3)15-22(5)30(37)23(6)16-21(4)17-29(42-11)34(39)43-33/h12-14,16-17,19,22-28,30-33,36-38,40H,15,18H2,1-11H3/b14-12+,20-13+,21-16+,29-17-/t22-,23+,24-,25-,26-,27+,28-,30-,31+,32+,33+,35+/m0/s1
InChI key:InChIKey=XDHNQDDQEHDUTM-JQWOJBOSSA-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=C(\C)/C=C(\OC)/C(=O)O1)[H])O)(C)[C@]2(O)O[C@H](C(C)C)[C@@H](C)[C@H](O)C2
Synonyms:
  • (-)-Bafilomycin A<sub>1</sub>
  • (3Z,5E,7R,8S,9S,11E,13E,15S,16R)-8-Hydroxy-16-[(1S,2R,3S)-2-hydroxy-1-methyl-3-[(2R,4R,5S,6R)-tetrahydro-2,4-dihydroxy-5-methyl-6-(1-methylethyl)-2H-pyran-2-yl]butyl]-3,15-dimethoxy-5,7,9,11-tetramethyloxacyclohexadeca-3,5,11,13-tetraen-2-one
  • (5R)-2,4-Dideoxy-1-C-{(2S,3R,4S)-3-hydroxy-4-[(2R,3S,4E,6E,9S,10S,11R,12E,14Z)-10-hydroxy-3,15-dimethoxy-7,9,11,13-tetramethyl-16-oxooxacyclohexadeca-4,6,12,14-tetraen-2-yl]pentan-2-yl}-5-isopropyl-4-methyl-alpha-D-threo-pentopyranose
  • Hygrolidin, 21-O-de(3-carboxy-1-oxo-2-propenyl)-2-demethyl-2-methoxy-24-methyl-
  • NSC 381866
  • Oxacyclohexadeca-3,5,11,13-tetraen-2-one, 8-hydroxy-16-[(1S,2R,3S)-2-hydroxy-1-methyl-3-[(2R,4R,5S,6R)-tetrahydro-2,4-dihydroxy-5-methyl-6-(1-methylethyl)-2H-pyran-2-yl]butyl]-3,15-dimethoxy-5,7,9,11-
  • Oxacyclohexadeca-3,5,11,13-tetraen-2-one, 8-hydroxy-16-[(1S,2R,3S)-2-hydroxy-1-methyl-3-[(2R,4R,5S,6R)-tetrahydro-2,4-dihydroxy-5-methyl-6-(1-methylethyl)-2H-pyran-2-yl]butyl]-3,15-dimethoxy-5,7,9,11-tetramethyl-, (3Z,5E,7R,8S,9S,11E,13E,15S,16R)-
  • Oxacyclohexadeca-3,5,11,13-tetraen-2-one, 8-hydroxy-16-[2-hydroxy-1-methyl-3-[tetrahydro-2,4-dihydroxy-5-methyl-6-(1-methylethyl)-2H-pyran-2-yl]butyl]-3,15-dimethoxy-5,7,9,11-tetramethyl-, [7R-[3Z,5E,7R*,8S*,9S*,11E,13E,15S*,16R*[1S*,2R*,3S*(2R*,4R*,5S*,6R*)]]]-
  • Oxacyclohexadecane, hygrolidin deriv.
  • alpha-D-threo-Pentopyranose, 2,4-dideoxy-1-C-[(1S,2R,3S)-2-hydroxy-3-[(2R,3S,4E,6E,9S,10S,11R,12E,14Z)-10-hydroxy-3,15-dimethoxy-7,9,11,13-tetramethyl-16-oxooxacyclohexadeca-4,6,12,14-tetraen-2-yl]-1-methylbutyl]-4-methyl-5-C-(1-methylethyl)-, (5R)-
  • See more synonyms
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