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InChI=1S/C52H81N7O15/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-40(65)53-36-27-39(64)49(71)57-48(70)37-25-30(2)28-58(37)51(73)42(32(4)61)55-50(72)43(45(67)44(66)33-21-23-34(62)24-22-33)56-47(69)38-26-35(63)29-59(38)52(74)41(31(3)60)54-46(36)68/h9-10,12-13,21-24,30-32,35-39,41-45,49,60-64,66-67,71H,5-8,11,14-20,25-29H2,1-4H3,(H,53,65)(H,54,68)(H,55,72)(H,56,69)(H,57,70)/b10-9-,13-12-/t30-,31-,32-,35-,36-,37+,38+,39-,41+,42+,43+,44+,45+,49-/m1/s1
24:
668:
384:
546:
Nyfeler R, Keller-Schierlein W (1974). "Metabolites of microorganisms. 143. Echinocandin B, a novel polypeptide-antibiotic from
Aspergillus nidulans var. echinulatus: isolation and structural components".
639:
484:, which catalyzes the cleavage of the linoleoyl side chain; in three subsequent synthetic steps, including a chemical reacylation, the antifungal drug
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Echinocandin B can undergo deacylation (removal of the lipid side chain) by the action of a deacylase enzyme from the filamentous bacterium
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584:"Efficient Bioconversion of Echinocandin B to Its Nucleus by Overexpression of Deacylase Genes in Different Host Strains"
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CCCCC/C=C\C/C=C\CCCCCCCC(=O)N1C((NC(=O)2C(CN2C(=O)(NC(=O)(NC(=O)3C(CN3C(=O)(NC1=O)(C)O)O)((c4ccc(cc4)O)O)O)(C)O)C)O)O
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435:, which inhibits the synthesis of glucan, a major component of the fungal cell wall, via
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507:"Echinocandins and pneumocandins - a new antifungal class with a novel mode of action"
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92:)-23--2,11,12-trihydroxy-6,20-bis-16-methyl-5,8,14,19,22,25-hexaoxotetracosahydro-1
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Lei Shao; Jian Li; Aijuan Liu; Qing Chang; Huimin Lin; Daijie Chen (2013).
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Except where otherwise noted, data are given for materials in their
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96:-dipyrrolo hexaazacyclohenicosin-9-yl}-9,12-octadecadienamide
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471:strain A 32204 in Germany, it was the first of the
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451:. Echinocandin B is a fermentation product of
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588:Applied and Environmental Microbiology
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427:side chain. It belongs to a class of
300:Key: VEYRWWIYQJAHTA-LUIZREEVSA-N
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457:and the closely related species,
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378:(at 25 °C , 100 kPa).
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640:"Anidulafungin EMA Europa"
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561:10.1002/hlca.19740570818
463:; discovered in 1974 in
511:J Antimicrob Chemother
481:Actinoplanes utahensis
475:class of antifungals.
675:at Wikimedia Commons
608:10.1128/AEM.02792-12
454:Aspergillus nidulans
600:2013ApEnM..79.1126S
505:Denning DW (1997).
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524:10.1093/jac/dkf045
405:Infobox references
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671:Media related to
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413:Chemical compound
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253:CompTox Dashboard
143:Interactive image
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449:-glucan synthase
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652:on 2018-06-19.
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549:Helv Chim Acta
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102:Identifiers
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689:Antifungals
469:echinulatus
465:A. nidulans
421:lipopeptide
330:Properties
181:100.184.852
683:Categories
492:References
429:antifungal
364:Molar mass
241:CNW0ZW8ZTQ
154:ChemSpider
130:3D model (
119:54651-05-7
109:CAS Number
37:IUPAC name
425:linoleoyl
626:23220968
445:β-(1→3)-
163:28296438
617:3568618
596:Bibcode
569:4613708
533:9421307
398:what is
396: (
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221:6436199
208:PubChem
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441:enzyme
393:verify
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314:SMILES
31:Names
650:(PDF)
643:(PDF)
467:var.
289:InChI
132:JSmol
622:PMID
565:PMID
529:PMID
419:, a
232:UNII
193:MeSH
88:,25a
72:,14a
52:-{(2
612:PMC
604:doi
557:doi
519:doi
258:EPA
211:CID
84:,23
80:,20
76:,16
68:,12
64:,11
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447:D
388:N
354:O
352:7
350:N
346:H
342:C
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256:(
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94:H
90:S
86:S
82:S
78:R
74:S
70:R
66:R
62:R
58:S
54:R
50:N
46:Z
42:Z
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