150220-81-8
Chemical Structure
L 705589
- CAS No.: 150220-81-8
- Formula:C52H85N9O17
- Molecular Weight:1108.28
IUPAC Name: N-((2R,6S,9S,11R,12R,14aS,15S,20S,23S,25aS)-20-((R)-3-amino-1-hydroxy-3-oxopropyl)-12-(2-aminoethoxy)-23-((1S,2S)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl)-2,11,15-trihydroxy-6-((R)-1-hydroxyethyl)-5,8,14,19,22,25-hexaoxotetracosahydro-1H-dipyrrolo[2,1-c:2',1'-l][1,4,7,10,13,16]hexaazacyclohenicosin-9-yl)-10,12-dimethyltetradecanamide
InChIKey: GEJINPNVLFURRC-INERLFPESA-N
SMILES: O=C1N2[C@]([C@H](CC2)O)([H])C(N[C@@H]([C@@H](C[C@@H](C(N[C@@](C(N3[C@](C[C@H](C3)O)([H])C(N[C@@](C(N[C@@]1([H])[C@H](O)CC(N)=O)=O)([H])[C@H](O)[C@H](C4=CC=C(C=C4)O)O)=O)=O)([H])[C@H](O)C)=O)NC(CCCCCCCCC(C)CC(C)CC)=O)O)OCCN)=O
Biological Activity: L-705589 is a semi-synthetic penicillin-type antifungal agent. L-705589 exerts its antifungal effect by inhibiting the 1,3-β-D-glucan synthase in the fungal cell wall. L-705589 exhibits potent bactericidal activity against various Candida species (such as Candida albicans, Candida glabrata, Candida krusei, etc.) (MFC: 0.06 - 8 μg/mL), but has relatively weak activity against Cryptococcus neoformans (MFC: 32 - 64 μg/mL). L-705589 remains active against drug-resistant Candida strains and is not prone to inducing drug resistance. L-705589 significantly improves survival rates in the model of minor invasive aspergillosis[1][2].
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L 705589 | L-705589 is a semi-synthetic penicillin-type antifungal agent. L-705589 exerts its antifungal effect by inhibiting the 1,3-β-D-glucan synthase in the fungal cell wall. L-705589 exhibits potent bactericidal activity against various Candida species (such as Candida albicans, Candida glabrata, Candida krusei, etc.) (MFC: 0.06 - 8 μg/mL), but has relatively weak activity against Cryptococcus neoformans (MFC: 32 - 64 μg/mL). L-705589 remains active against drug-resistant Candida strains and is not prone to inducing drug resistance. L-705589 significantly improves survival rates in the model of minor invasive aspergillosis. | |||||||||||||||||||||
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- [1]. Abruzzo GK, et al. Evaluation of water-soluble pneumocandin analogs L-733560, L-705589, and L-731373 with mouse models of disseminated aspergillosis, candidiasis, and cryptococcosis. Antimicrob Agents Chemother. 1995 May;39(5):1077-81.
- [2]. Bartizal K, et al. In vitro evaluation of the pneumocandin antifungal agent L-733560, a new water-soluble hybrid of L-705589 and L-731373. Antimicrob Agents Chemother. 1995 May;39(5):1070-6.
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