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CAS 79411-15-7

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Echinocandin B

Description:
Echinocandin B is a lipopeptide antifungal agent derived from the fungus Glarea lozoyensis. It is primarily used in the treatment of invasive fungal infections, particularly those caused by Candida and Aspergillus species. The compound works by inhibiting the synthesis of β-(1,3)-D-glucan, an essential component of the fungal cell wall, thereby compromising the structural integrity of the fungus and leading to cell lysis. Echinocandin B is characterized by its unique cyclic hexapeptide structure, which is linked to a long fatty acid side chain, contributing to its lipophilicity and enhancing its bioavailability. It is typically administered intravenously due to its poor oral absorption. The drug exhibits a favorable safety profile, with minimal toxicity to human cells, making it a valuable option in antifungal therapy. Additionally, it has a broad spectrum of activity against various fungal pathogens, although resistance can occur, necessitating careful monitoring and susceptibility testing in clinical settings.
Formula:C34H51N7O15
InChI:InChI=1/C34H51N7O15/c1-12-10-41-24(25(12)47)32(54)39-30(52)20(46)9-18(35)28(50)36-21(13(2)42)33(55)40-11-17(45)8-19(40)29(51)38-23(31(53)37-22(14(3)43)34(41)56)27(49)26(48)15-4-6-16(44)7-5-15/h4-7,12-14,17-27,30,42-49,52H,8-11,35H2,1-3H3,(H,36,50)(H,37,53)(H,38,51)(H,39,54)
SMILES:CC1CN2C(C1O)C(=NC(C(CC(C(=NC(C(C)O)C(=O)N1CC(CC1C(=NC(C(C(c1ccc(cc1)O)O)O)C(=NC(C(C)O)C2=O)O)O)O)O)N)O)O)O
Synonyms:
  • 1H-dipyrrolo[2,1-c:2',1'-l][1,4,7,10,13,16]hexaazacycloheneicosine-5,8,14,19,22,25(9H,25aH)-hexone, 9-amino-23-[1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl]hexadecahydro-2,11,12,15-tetrahydroxy-6,20-bis(1-hydroxyethyl)-16-methyl-
  • 9-Amino-23-[1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl]-2,11,12,15-tetrahydroxy-6,20-bis(1-hydroxyethyl)-16-methylhexadecahydro-1H-dipyrrolo[2,1-c:2',1'-l][1,4,7,10,13,16]hexaazacyclohenicosine-5,8,14,19,22,25(9H,25aH)-hexone
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