Compound ID | 1814

Update compound information

Bicyclomycin

Synonym(s): bicozamycin

Class: Antimicrobial peptide

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-negative
Mechanism of action: RNA synthesis inhibitor. Interferes with the polyC-dependent ATPase activity of rho (transcription termination factor, RecA-type ATPase); Rho inhibitor
Description: Streptomyces natural product; currently used in veterinary medicine; a cyclic dipeptide (2,5-diketopiperazine)
Institute where first reported: Fujisawa
Year first mentioned: 1974
Development status: Experimental
Chemical structure(s):
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Molecular weight: 302.28
Iso. SMILES: C[C@](CO)([C@@H]([C@@]12C(=O)N[C@@](C(=C)CCO1)(C(=O)N2)O)O)O
InChI Key: WOUDXEYYJPOSNE-VKZDFBPFSA-N
Can. SMILES: C=C1CCO[C@@]2([C@H]([C@](C)(CO)O)O)C(=O)N[C@@]1(C(=O)N2)O
InChI: InChI=1S/C12H18N2O7/c1-6-3-4-21-12(7(16)10(2,19)5-15)9(18)13-11(6,20)8(17)14-12/h7,15-16,19-20H,1,3-5H2,2H3,(H,13,18)(H,14,17)/t7-,10-,11+,12-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/65807
Citations:
  • https://journals.asm.org/doi/10.1128/AEM.02828-17
  • https://pubmed.ncbi.nlm.nih.gov/16181146/
  • https://www.journal.csj.jp/doi/abs/10.1246/bcsj.47.18
  • https://pubmed.ncbi.nlm.nih.gov/8466900/

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