Compound ID | 2486

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Lysobactin

Synonym(s): Katanosin B

Class: Antimicrobial peptide

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Active against Staphylococcus aureus, Clostridium difficile, and Streptococcus pyogenes; membrane-active agent and cell wall synthesis inhibitor (transglycosylase inhibitor)
Description: Natural product from Lysobacter sp.
Institute where first reported: Shionogi; St. Marianna University School of Medicine; Toho University School of Medicine
Year first mentioned: 1988
Development status: Inactive
Chemical structure(s):
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Molecular weight: 1276.48
Iso. SMILES: CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)O[C@@H]([C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N1)CCCN=C(N)N)CC(C)C)[C@@H](C(C)C)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC(C)C)N)C2=CC=CC=C2)CO)[C@@H](C(=O)N)O)[C@H](C)O
InChI Key: KQMKBWMQSNKASI-AVSFGBOWSA-N
Can. SMILES: CC[C@H](C)[C@H]1C(=O)N[C@@H]([C@H](C)O)C(=O)NCC(=O)N[C@@H]([C@@H](C(=O)N)O)C(=O)N[C@@H](CO)C(=O)O[C@H](C2=CC=CC=C2)[C@@H](C(=O)N[C@@H]([C@@H](C(C)C)O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CCCN=C(N)N)C(=O)N1)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC(C)C)N
InChI: InChI=1S/C58H97N15O17/c1-12-30(10)39-53(85)71-40(31(11)75)52(84)64-24-38(76)69-42(45(78)47(60)79)55(87)68-37(25-74)57(89)90-46(32-17-14-13-15-18-32)43(73-51(83)36(23-28(6)7)66-48(80)33(59)21-26(2)3)56(88)72-41(44(77)29(8)9)54(86)67-35(22-27(4)5)50(82)65-34(49(81)70-39)19-16-20-63-58(61)62/h13-15,17-18,26-31,33-37,39-46,74-75,77-78H,12,16,19-25,59H2,1-11H3,(H2,60,79)(H,64,84)(H,65,82)(H,66,80)(H,67,86)(H,68,87)(H,69,76)(H,70,81)(H,71,85)(H,72,88)(H,73,83)(H4,61,62,63)/t30-,31-,33+,34+,35-,36-,37-,39-,40-,41-,42-,43-,44+,45-,46+/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/11693839
Guide to Pharmacology: Katanosin B
Citations:
  • https://www.jstage.jst.go.jp/article/antibiotics1968/41/12/41_12_1745/_pdf/-char/en
  • https://www.jstage.jst.go.jp/article/antibiotics1968/41/12/41_12_1740/_article

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