CAS 1404-90-6: Vancomycin
Description:Vancomycin is a glycopeptide antibiotic primarily used to treat serious bacterial infections, particularly those caused by Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA). It is characterized by its complex structure, which includes a series of amino acids and sugar moieties, contributing to its mechanism of action that inhibits cell wall synthesis in bacteria. Vancomycin is typically administered intravenously for systemic infections, although oral formulations are used for specific gastrointestinal infections. Its solubility is moderate in water, and it is stable under acidic conditions but can degrade in alkaline environments. The drug is known for its potential side effects, including nephrotoxicity and ototoxicity, particularly with rapid infusion. Resistance to vancomycin has emerged, leading to the development of alternative treatments. Monitoring of drug levels is often necessary to ensure efficacy while minimizing toxicity. Overall, vancomycin remains a critical tool in the treatment of resistant bacterial infections, highlighting the importance of careful use and ongoing research in antibiotic stewardship.
Formula:C66H75Cl2N9O24
InChI:InChI=1/C66H75Cl2N9O24/c1-23(2)12-34(71-5)58(88)76-49-51(83)26-7-10-38(32(67)14-26)97-40-16-28-17-41(55(40)101-65-56(54(86)53(85)42(22-78)99-65)100-44-21-66(4,70)57(87)24(3)96-44)98-39-11-8-27(15-33(39)68)52(84)50-63(93)75-48(64(94)95)31-18-29(79)19-37(81)45(31)30-13-25(6-9-36(30)80)46(60(90)77-50)74-61(91)47(28)73-59(89)35(20-43(69)82)72-62(49)92/h6-11,13-19,23-24,34-35,42,44,46-54,56-57,65,71,78-81,83-87H,12,20-22,70H2,1-5H3,(H2,69,82)(H,72,92)(H,73,89)(H,74,91)(H,75,93)(H,76,88)(H,77,90)(H,94,95)/t24-,34+,35-,42+,44-,46+,47+,48-,49+,50-,51+,52+,53+,54-,56+,57+,65-,66-/m0/s1
- Synonyms:
- 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, 3-(2-amino-2-oxoethyl)-44-[[2-O-(3-amino-2,3,6-trideoxy-3-C-methyl-α-L-lyxo-hexopyranosyl)-β-D-glucopyranosyl]oxy]-10,19-dichloro-2,3,4,5,6,7,23,24,25,26,36,37,38,38a-tetradecahydro-7,22,28,30,32-pentahydroxy-6-[[4-methyl-2-(methylamino)-1-oxopentyl]amino]-2,5,24,38,39-pentaoxo-, [3S-[3R*,6S*(S*),7S*,22S*,23R*,26R*,36S*,38aS*]]-
- Diatracin
- Vancocin
- Vancocine
- Vancomicina
- Vancomycine
- Vancomicina [INN-Spanish]
- Vancoled
- Vancomycine [INN-French]
- HSDB 3262
- See more synonyms
- (3S-(3R(sup *),6S(sup *)(S(sup *)),7S(sup *),22S(sup *),23R(sup *),26R(sup *),36S:s*,38aS(sup *)))-3-(2-Amino-2-oxoethyl)-44-((2-O-(3-amino-2,3,6-trideoxy-3-C-methyl-lpha- L-lyxo-hexopyranosyl)-beta-D-glucopyranosyl)oxy)-10,19-dichloro-2,3,4,5,6,7,23,24,25,26,36,37,38,38a-tetradecahydro-7,22,28,30,32-pentahydroxy-6-((4-methyl-2-(methylamino)-1-oxopentyl)amino)-2,5,24,38,39-pen
- Vancomycinum [INN-Latin]
- UNII-6Q205EH1VU
- (3S-(3R*,6S*(S*),7S*,22S*,23R*,26R*,36S*,38aS*))-3-(2-Amino-2-oxoethyl)-44-((2-O-(3-amino-2,3,6-trideoxy-3-C-methyl-alpha-L-lyxo-hexopyranosyl)-beta-D-glucopyranosyl)oxy)-10,19-dichloro-2,3,4,5,6,7,23,24,25,26,36,37,38,38a-tetradecahydro-7,22,28,30,32-pentahydroxy-6-((4-methyl-2-(methylamino)-1-oxopentyl)amino)-2,5,24,38,39-pentaoxo-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
- Vancomycin [USAN:INN:BAN]