CAS 86630-40-2

Homodolicholide

Description:

Homodolicholide is a chemical compound classified as a polyene macrolide antibiotic. It is derived from the fermentation of certain strains of Streptomyces bacteria. The compound is characterized by its complex structure, which includes a long hydrocarbon chain and multiple double bonds, contributing to its unique biological activity. Homodolicholide exhibits antimicrobial properties, making it of interest in pharmaceutical research, particularly for its potential use against various bacterial infections. Its mechanism of action typically involves interference with bacterial cell wall synthesis. Additionally, the compound may possess cytotoxic effects, which have been explored in cancer research. As with many natural products, the extraction and purification of homodolicholide can be challenging, and its stability may be influenced by environmental factors such as light and temperature. Overall, homodolicholide represents a significant area of study within the field of natural product chemistry and antibiotic development.

Formula: C₂₉H₄₈O₆

InChI: InChI=1S/C29H48O6/c1-7-17(15(2)3)26(33)25(32)16(4)19-8-9-20-18-14-35-27(34)22-12-23(30)24(31)13-29(22,6)21(18)10-11-28(19,20)5/h7,15-16,18-26,30-33H,8-14H2,1-6H3/b17-7+/t16-,18-,19+,20-,21-,22+,23-,24+,25+,26+,28+,29+/m0/s1

InChI key: InChIKey=LRRBQWHWKJDDAW-OXMALERUSA-N

SMILES: C[C@@]12[C@]([C@]3([C@@]([C@]4(C)[C@@](C(=O)OC3)(C[C@H](O)[C@H](O)C4)[H])(CC1)[H])[H])(CC[C@@]2([C@@H]([C@H]([C@@H](/C(/C(C)C)=C/C)O)O)C)[H])[H]

Synonyms:

• (1R,3aS,3bS,6aS,8S,9R,10aR,10bS,12aS)-1-[(1S,2R,3R,4E)-2,3-Dihydroxy-1-methyl-4-(1-methylethyl)-4-hexen-1-yl]hexadecahydro-8,9-dihydroxy-10a,12a-dimethyl-6H-benz[c]indeno[5,4-e]oxepin-6-one
• 28-Homodolicholide
• 6H-Benz[c]indeno[5,4-e]oxepin-6-one, 1-[(1S,2R,3R,4E)-2,3-dihydroxy-1-methyl-4-(1-methylethyl)-4-hexenyl]hexadecahydro-8,9-dihydroxy-10a,12a-dimethyl-, (1R,3aS,3bS,6aS,8S,9R,10aR,10bS,12aS)-
• 6H-Benz[c]indeno[5,4-e]oxepin-6-one,1-[(1S,2R,3R,4E)-2,3-dihydroxy-1-methyl-4-(1-methylethyl)-4-hexenyl]hexadecahydro-8,9-dihydroxy-10a,12a-dimethyl-,(1R,3aS,3bS,6aS,8S,9R,10aR,10bS,12aS)- (9CI)
• 6H-Benz[c]indeno[5,4-e]oxepin-6-one,1-[2,3-dihydroxy-1-methyl-4-(1-methylethyl)-4-hexenyl]hexadecahydro-8,9-dihydroxy-10a,12a-dimethyl-,[1R-[1a(1S*,2R*,3R*,4E),3ab,3ba,6ab,8b,9b,10aa,10bb,12aa]]-
• B-Homo-7-oxastigmast-24(28)-en-6-one,2,3,22,23-tetrahydroxy-, (2a,3a,5a,22R,23R,24E)-
• Homodolicholide
• 6H-Benz[c]indeno[5,4-e]oxepin-6-one, 1-[(1S,2R,3R,4E)-2,3-dihydroxy-1-methyl-4-(1-methylethyl)-4-hexen-1-yl]hexadecahydro-8,9-dihydroxy-10a,12a-dimethyl-, (1R,3aS,3bS,6aS,8S,9R,10aR,10bS,12aS)-