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CAS 73957-87-6

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β-Avoparcin

Description:
β-Avoparcin is a glycopeptide antibiotic that is structurally related to vancomycin and is primarily used in veterinary medicine, particularly in livestock, to promote growth and prevent infections. It exhibits antibacterial activity against Gram-positive bacteria, including certain strains of Staphylococcus and Enterococcus. The compound functions by inhibiting cell wall synthesis, which is crucial for bacterial growth and survival. β-Avoparcin is known for its effectiveness in enhancing feed efficiency and overall health in animals. However, its use has raised concerns regarding the development of antibiotic resistance, leading to its ban in several countries for agricultural purposes. In terms of physical properties, β-Avoparcin is typically a white to off-white powder, soluble in water, and has a relatively high molecular weight. Its safety profile indicates that it should be handled with care, as with other antibiotics, to minimize potential adverse effects on human health and the environment. Overall, while β-Avoparcin has beneficial applications in veterinary medicine, its implications for antibiotic resistance warrant careful consideration.
Formula:C89H101Cl2N9O36
InChI:InChI=1/C89H101Cl2N9O36/c1-30-67(107)46(92)25-58(125-30)131-52-27-53-45(91)19-37(52)20-48-80(117)99-65(86(123)124)43-23-39(103)24-51(106)60(43)42-17-35(9-15-49(42)104)62(82(119)95-48)96-84(121)64-38-21-54(78(55(22-38)130-53)136-89-79(74(114)71(111)57(29-102)133-89)134-59-26-47(93)68(108)31(2)126-59)128-40-13-7-34(8-14-40)77(135-88-76(116)73(113)70(110)56(28-101)132-88)66(85(122)97-63(83(120)98-64)36-10-16-50(105)44(90)18-36)100-81(118)61(94-4)33-5-11-41(12-6-33)129-87-75(115)72(112)69(109)32(3)127-87/h5-19,21-24,27,30-32,46-48,56-59,61-77,79,87-89,94,101-116H,20,25-26,28-29,92-93H2,1-4H3,(H,95,119)(H,96,121)(H,97,122)(H,98,120)(H,99,117)(H,100,118)(H,123,124)/t30-,31-,32-,46+,47+,48-,56-,57+,58-,59-,61-,62+,63-,64+,65+,66+,67-,68-,69-,70-,71+,72+,73+,74-,75+,76+,77+,79+,87-,88-,89-/m0/s1
InChI key:InChIKey=SNYDVVWVPBSMMW-UHFFFAOYSA-N
SMILES:O(C=1C2=CC3=CC1OC=4C=CC(=CC4)C(OC5OC(CO)C(O)C(O)C5O)C(NC(C(NC)C6=CC=C(OC7C(O)C(O)C(O)C(C)O7)C=C6)=O)C(=O)NC(C(=O)NC3C(=O)NC8C=9C=C(C=%10C(C(C(O)=O)NC(=O)C(C(OC%11CC(N)C(O)C(C)O%11)C=%12C=C(Cl)C(O2)=CC%12)NC8=O)=CC(O)=CC%10O)C(O)=CC9)C%13=CC(Cl)=C(O)C=C%13)C%14C(OC%15CC(N)C(O)C(C)O%15)C(O)C(O)C(CO)O%14
Synonyms:
  • (3′′R,4′′R)-22-O-(3-Amino-2,3,6-trideoxy-α-<span class="text-smallcaps">L</smallcap>-ribo-hexopyranosyl)-3-(3-chloro-4-hydroxyphenyl)-3-de(2-amino-2-oxoethyl)-10-dechloro-3′′-demethyl-49-de[4-methyl-2-(methylamino)-1-oxopentyl]-49-[(2R)-[4-[(6-deoxy-α-<smallcap>L</smallcap>-mannopyranosyl)oxy]phenyl](methylamino)acetyl]-7-O-α-<smallcap>D</span>-mannopyranosylvancomycin
  • 22H-8,11:18,21-Dietheno-23,36-(iminomethano)-13,16:31,35-dimetheno-1H,16H-[1,6,9]oxadiazacyclohexadecino[4,5-m][10,2,16]benzoxadiazacyclotetracosine, avoparcin α deriv.
  • 22H-8,11:18,21-Dietheno-23,36-(iminomethano)-13,16:31,35-dimetheno-1H,16H-[1,6,9]oxadiazacyclohexadecino[4,5-m][10,2,16]benzoxadiazacyclotetracosine-26-carboxylic acid, 44-[[2-O-(3-amino-2,3,6-trideoxy-α-<span class="text-smallcaps">L</smallcap>-ribo-hexopyranosyl)-β-<smallcap>D</smallcap>-glucopyranosyl]oxy]-22-[(3-amino-2,3,6-trideoxy-α-<smallcap>L</smallcap>-ribo-hexopyranosyl)oxy]-19-chloro-3-(3-chloro-4-hydroxyphenyl)-6-[[(2R)-[4-[(6-deoxy-α-<smallcap>L</smallcap>-mannopyranosyl)oxy]phenyl](methylamino)acetyl]amino]-2,3,4,5,6,7,23,24,25,26,36,37,38,38a-tetradecahydro-28,30,32-trihydroxy-7-(α-<smallcap>D</span>-mannopyranosyloxy)-2,5,24,38,39-pentaoxo-, (3S,6R,7R,22R,23S,26S,36R,38aR)-
  • Avoparcin alpha, 49-chloro-
  • Avoparcin beta
  • Avoparcin β
  • Brn 5698675
  • Vancomycin, 22-O-(3-amino-2,3,6-trideoxy-α-<span class="text-smallcaps">L</smallcap>-ribo-hexopyranosyl)-3-(3-chloro-4-hydroxyphenyl)-3-de(2-amino-2-oxoethyl)-10-dechloro-3′′-demethyl-49-de[4-methyl-2-(methylamino)-1-oxopentyl]-49-[(2R)-[4-[(6-deoxy-α-<smallcap>L</smallcap>-mannopyranosyl)oxy]phenyl](methylamino)acetyl]-7-O-α-<smallcap>D</span>-mannopyranosyl-, (3′′R,4′′R)-
  • β-Avoparcin
  • Avoparcin α, 49-chloro-
  • See more synonyms
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