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Bacillomycin

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Bacillomycin D
Names
IUPAC name 3--13-octyl-2,5,8,11,15,18,21,24-octaoxo-1,4,7,10,14,17,20,23-octazabicyclooctacosan-22-yl]propanoic acid
Systematic IUPAC name 3--12-octyl-1,4,7,10,14,17,20,23-octaoxo-hexacosahydro-1H-pyrrolo1,4,7,10,13,16,19,22-octaazacyclopentacosan-3-yl]propanoic acid
Other names 3--12-octyl-1,4,7,10,14,17,20,23-octaoxo-octadecahydro-2H-pyrrolo1,4,7,10,13,16,19,22-octaazacyclopentacosan-3-yl]propanoic acid
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
InChI
  • InChI=1S/C45H68N10O15/c1-3-4-5-6-7-8-10-26-20-36(61)49-30(21-34(46)59)41(66)51-29(19-25-12-14-27(58)15-13-25)40(65)52-31(22-35(47)60)45(70)55-18-9-11-33(55)43(68)50-28(16-17-37(62)63)39(64)53-32(23-56)42(67)54-38(24(2)57)44(69)48-26/h12-15,24,26,28-33,38,56-58H,3-11,16-23H2,1-2H3,(H2,46,59)(H2,47,60)(H,48,69)(H,49,61)(H,50,68)(H,51,66)(H,52,65)(H,53,64)(H,54,67)(H,62,63)Key: VLKSXJAPRDAENT-UHFFFAOYSA-N
SMILES
  • CCCCCCCCC1CC(=O)NC(CC(N)=O)C(=O)NC(CC2=CC=C(O)C=C2)C(=O)NC(CC(N)=O)C(=O)N2CCCC2C(=O)NC(CCC(O)=O)C(=O)NC(CO)C(=O)NC(C(C)O)C(=O)N1
Properties
Chemical formula C45H68N10O15
Molar mass 989.094 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Bacillomycins are a group of antifungal polypeptide antibiotics isolated from Bacillus subtilis.

Examples include:

  • Bacillomycin A (fungosin, structure unknown)
  • Bacillomycin C (structure unknown)
  • Bacillomycin D (C45H68N10O15)
  • Bacillomycin F (C52H84N12O14)
  • Bacillomycin Fc (C52H84N12O14)
  • Bacillomycin L (Landy substance)
  • Bacillomycin S (structure unknown)

References

  1. Bacillomycin A
  2. ^ John Buckingham (ed.). Dictionary of Natural Products. pp. 590–591.
  3. Peypoux, F; Besson, F; Michel, G; Delcambe, L (1981). "Structure of bacillomycin D, a new antibiotic of the iturin group". European Journal of Biochemistry. 118 (2): 323–7. doi:10.1111/j.1432-1033.1981.tb06405.x. PMID 7285926.
  4. CID 3086138 from PubChem
  5. CID 3086563 from PubChem
  6. Zhang, B; Dong, C; Shang, Q; Cong, Y; Kong, W; Li, P (2013). "Purification and partial characterization of bacillomycin L produced by Bacillus amyloliquefaciens K103 from lemon". Applied Biochemistry and Biotechnology. 171 (8): 2262–72. doi:10.1007/s12010-013-0424-7. PMID 24043450. S2CID 9380325.


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