CAS 103060-53-3: Daptomycin
Description:Daptomycin is a cyclic lipopeptide antibiotic primarily used to treat infections caused by Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA). It is produced by the fermentation of the bacterium Streptomyces roseosporus. Daptomycin exhibits a unique mechanism of action by binding to the bacterial cell membrane, leading to depolarization, disruption of essential cellular processes, and ultimately cell death. This antibiotic is typically administered intravenously and is known for its efficacy against complicated skin and skin structure infections, as well as bacteremia and endocarditis. Daptomycin is characterized by its high molecular weight and a complex structure that includes a fatty acid tail, which is crucial for its membrane-targeting properties. It is generally well-tolerated, although potential side effects may include muscle pain and elevated creatine phosphokinase levels. Due to its specific action against Gram-positive organisms, daptomycin is an important therapeutic option in the management of resistant bacterial infections.
Formula:C72H101N17O26
InChI:InChI=1/C72H101N17O26/c1-5-6-7-8-9-10-11-22-53(93)81-44(25-38-31-76-42-20-15-13-17-39(38)42)66(108)84-45(27-52(75)92)67(109)86-48(30-59(102)103)68(110)89-61-37(4)115-72(114)49(26-51(91)40-18-12-14-19-41(40)74)87-71(113)60(35(2)24-56(96)97)88-69(111)50(34-90)82-55(95)32-77-63(105)46(28-57(98)99)83-62(104)36(3)79-65(107)47(29-58(100)101)85-64(106)43(21-16-23-73)80-54(94)33-78-70(61)112/h12-15,17-20,31,35-37,43-50,60-61,76,90H,5-11,16,21-30,32-34,73-74H2,1-4H3,(H2,75,92)(H,77,105)(H,78,112)(H,79,107)(H,80,94)(H,81,93)(H,82,95)(H,83,104)(H,84,108)(H,85,106)(H,86,109)(H,87,113)(H,88,111)(H,89,110)(H,96,97)(H,98,99)(H,100,101)(H,102,103)/t35-,36-,37-,43+,44+,45+,46+,47+,48+,49+,50-,60+,61+/m1/s1
- Synonyms:
- (3S)-3-{[(2S)-4-amino-2-{[(2S)-2-(decanoylamino)-3-(1H-indol-3-yl)propanoyl]amino}-4-oxobutanoyl]amino}-4-{[(3S,6S,9R,15S,18R,21S,24S,30S,31R)-3-[2-(2-aminophenyl)-2-oxoethyl]-24-(3-aminopropyl)-15,21-bis(carboxymethyl)-6-[(1R)-2-carboxy-1-methylethyl]-9-(hydroxymethyl)-18,31-dimethyl-2,5,8,11,14,17,20,23,26,29-decaoxo-1-oxa-4,7,10,13,16,19,22,25,28-nonaazacyclohentriacontan-30-yl]amino}-4-oxobutanoic acid
- (3S)-3-{[(2S)-4-Amino-2-{[(2S)-2-(decanoylamino)-3-(1H-indol-3-yl)propanoyl]amino}-4-oxobutanoyl]amino}-4-{[(3S,6S,9R,15S,18R,21S,24S,30S,31R)-3-[2-(2-aminophenyl)-2-oxoethyl]-24-(3-aminopropyl)-15,21-bis(carboxymethyl)-6-[(1R)-2-carboxy-1-methylethyl]-9-(hydroxymethyl)-18,31-dimethyl-2,5,8,11,14,17,20,23,26,29-decaoxo-1-oxa-4,7,10,13,16,19,22,25,28-nonaazacyclohentriacontan-30-yl]amino}-4-oxobutans?ure
- acide (3S)-3-{[(2S)-4-amino-2-{[(2S)-2-(décanoylamino)-3-(1H-indol-3-yl)propanoyl]amino}-4-oxobutanoyl]amino}-4-{[(3S,6S,9R,15S,18R,21S,24S,30S,31R)-3-[2-(2-aminophényl)-2-oxoéthyl]-24-(3-aminopropyl)-15,21-bis(carboxyméthyl)-6-[(1R)-2-carboxy-1-méthyléthyl]-9-(hydroxyméthyl)-18,31-diméthyl-2,5,8,11,14,17,20,23,26,29-décaoxo-1-oxa-4,7,10,13,16,19,22,25,28-nonaazacyclohéntriacontan-30-yl]amino}-4-oxobutano?que
- Cidecin
- Deptomycin
- L-alpha-asparagine, N-(1-oxodecyl)-L-tryptophyl-L-asparaginyl-N-[(3S,6S,9R,15S,18R,21S,24S,30S,31R)-3-[2-(2-aminophenyl)-2-oxoethyl]-24-(3-aminopropyl)-15,21-bis(carboxymethyl)-6-[(1R)-2-carboxy-1-methylethyl]-9-(hydroxymethyl)-18,31-dimethyl-2,5,8,11,14,17,20,23,26,29-decaoxo-1-oxa-4,7,10,13,16,19,22,25,28-nonaazacyclohentriacont-30-yl]-
- Ly146032
- N-decanoyl-L-tryptophyl-L-asparaginyl-N-[(3S,6S,9R,15S,18R,21S,24S,30S,31R)-3-[2-(2-aminophenyl)-2-oxoethyl]-24-(3-aminopropyl)-15,21-bis(carboxymethyl)-6-[(1R)-2-carboxy-1-methylethyl]-9-(hydroxymethyl)-18,31-dimethyl-2,5,8,11,14,17,20,23,26,29-decaoxo-1-oxa-4,7,10,13,16,19,22,25,28-nonaazacyclohentriacontan-30-yl]-L-alpha-asparagine
- N-Decanoyl-L-tryptophyl-L-asparaginyl-N-[(3S,6S,9R,15S,18R,21S,24S,30S,31R)-3-[2-(2-aminophenyl)-2-oxoethyl]-24-(3-aminopropyl)-15,21-bis(carboxymethyl)-6-[(2R)-1-carboxypropan-2-yl]-9-(hydroxymethyl)-18,31-dimethyl-2,5,8,11,14,17,20,23,26,29-decaoxo-1-oxa-4,7,10,13,16,19,22,25,28-nonaazacyclohentriacontan-30-yl]-L-alpha-asparagine
- Benzenebutanoic acid, N-(1-oxodecyl)-L-tryptophyl-D-asparaginyl-L-α-aspartyl-L-threonylglycyl-L-ornithyl-L-α-aspartyl-D-alanyl-L-α-aspartylglycyl-D-seryl-(3R)-3-methyl-L-α-glutamyl-α,2-diamino-γ-oxo-, (13→4)-lactone, (αS)-
- See more synonyms
- Cubicin
- Dapcin
- Daptomicina
- Daptomycine
- Daptomycinum
- Ly 146032
- N-(1-Oxodecyl)-L-tryptophyl-D-asparaginyl-L-α-aspartyl-L-threonylglycyl-L-ornithyl-L-α-aspartyl-D-alanyl-L-α-aspartylglycyl-D-seryl-(3R)-3-methyl-L-α-glutamyl-(αS)-α,2-diamino-γ-oxobenzenebutanoic acid (13→4)-lactone